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100 S Interlachen Avenue Unit 503, Winter Park

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

100 S Interlachen Avenue Unit 503, Winter Park

$1,200,000

1321 Fairview currently pending and accepting backup offers. Part of Winter Park portfolio offering. Buyer and seller to verify all dimensions, zoning, land use, development potential and municipal requirements independently.

Killarney Estates SubDv. ⋅ 32789 Zip Code

1321 Fairview currently pending and accepting backup offers. Part of Winter Park portfolio offering. Buyer and seller to verify all dimensions, zoning, land use, development potential and municipal requirements independently.

1321 Fairview Avenue, Winter Park

$419,900

SOLD NEW ROOF 2026. Beautifully updated and move-in ready home in Winter Park NEW 2026 A/C system and New 2026 water heater to be installed before closing.

4 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 2 SubDv. ⋅ 32792 Zip Code

SOLD NEW ROOF 2026. Beautifully updated and move-in ready home in Winter Park NEW 2026 A/C system and New 2026 water heater to be installed before closing.

1871 Casselwood Street, Winter Park

$415,000

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space for the whole family. The kitchen is a chef's dream, featuring stainless steel appliances, a gas stove, and a kitchen island that serves as a perfect spot for casual meals or as a serving area for family gatherings. A formal sitting room or secondary living area is conveniently located just off the kitchen, with sliding doors leading to the screened patio. The screened-in patio is perfect for unwinding after a long day, offering a relaxing space to enjoy Florida's rainy evenings. Don't forget to check out the built-in gas grill—great for outdoor cooking! The formal dining room provides an elegant space for holiday dinners or dinner parties throughout the year, with sliders leading to the patio for easy access to outdoor dining. The abundance of windows and sliders throughout the home ensures a bright, airy feel, while also showcasing the large backyard. The master bedroom is a standout feature, offering generous space and excellent closet storage. The recently updated master bath includes new flooring and a modern shower. In addition to the master suite, there are three more spacious bedrooms and a fully updated hall bath. Additional features and upgrades include Gas water heater roughly (2018) Fencing (2016) Windows and sliders (2016) Roof (2011). The backyard has a huge avocado tree as well for you lovers of avocado! This home is just minutes from shopping, top-rated schools, parks, and entertainment, including the iconic Park Avenue and Maitland shopping areas. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Don’t miss out—this move-in-ready gem is waiting for you! Schedule your showing today and make this beautiful home yours!

4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space for the whole family. The kitchen is a chef's dream, featuring stainless steel appliances, a gas stove, and a kitchen island that serves as a perfect spot for casual meals or as a serving area for family gatherings. A formal sitting room or secondary living area is conveniently located just off the kitchen, with sliding doors leading to the screened patio. The screened-in patio is perfect for unwinding after a long day, offering a relaxing space to enjoy Florida's rainy evenings. Don't forget to check out the built-in gas grill—great for outdoor cooking! The formal dining room provides an elegant space for holiday dinners or dinner parties throughout the year, with sliders leading to the patio for easy access to outdoor dining. The abundance of windows and sliders throughout the home ensures a bright, airy feel, while also showcasing the large backyard. The master bedroom is a standout feature, offering generous space and excellent closet storage. The recently updated master bath includes new flooring and a modern shower. In addition to the master suite, there are three more spacious bedrooms and a fully updated hall bath. Additional features and upgrades include Gas water heater roughly (2018) Fencing (2016) Windows and sliders (2016) Roof (2011). The backyard has a huge avocado tree as well for you lovers of avocado! This home is just minutes from shopping, top-rated schools, parks, and entertainment, including the iconic Park Avenue and Maitland shopping areas. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Don’t miss out—this move-in-ready gem is waiting for you! Schedule your showing today and make this beautiful home yours!

1354 Tierra Circle, Winter Park

$415,000

Virtually Staged. Welcome to this move-in-ready Winter Park home, where major updates have already been completed and everyday convenience is right around the corner. Enjoy peace of mind with a new roof (2020), A/C (2021), water heater (2021), updated plumbing (2021), and an updated electrical panel. Inside, the flexible floor plan offers a living room, family room, and dedicated dining space, providing plenty of room to relax, entertain, or work from home. The main living areas feature 18" tile flooring, while all bedrooms boast upgraded luxury vinyl plank flooring. The split-bedroom layout provides added privacy for family members and guests. The kitchen is designed for both functionality and style, featuring upgraded classic cabinetry, granite countertops, a stainless steel refrigerator, a large sink, and a window overlooking the screened lanai and backyard. Additional storage includes a convenient hallway coat closet. Both bathrooms have been refreshed with updated vanities, showers, and fixtures. One of the standout features of this home is the expansive screened lanai, measuring approximately 12' x 28' and complete with an insulated ceiling, creating an inviting space that feels like an additional living area year-round. Step outside to the fully fenced backyard, where you'll find plenty of room to add a swimming pool, create a garden, or simply enjoy outdoor living. Additional highlights include a 2-car garage, attic storage, no HOA, and zoning that allows for long-term rental opportunities. Conveniently located just around the corner from a new shopping plaza featuring Foxtail Coffee, Kelly's Homemade Ice Cream, and SoBol, this home also offers easy access to daily essentials with multiple shopping, dining, and grocery options, including Publix, within a 5-mile radius. The 417 Expressway entrance is approximately 3.5 miles away, making commuting throughout Central Florida a breeze. Enjoy all that Winter Park has to offer, with the shops, restaurants, and SunRail station of Historic Park Avenue located approximately 6 miles from your front door. This well-maintained home combines updated systems, versatile living spaces, and a prime location with no HOA restrictions—a rare opportunity in Winter Park.

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to this move-in-ready Winter Park home, where major updates have already been completed and everyday convenience is right around the corner. Enjoy peace of mind with a new roof (2020), A/C (2021), water heater (2021), updated plumbing (2021), and an updated electrical panel. Inside, the flexible floor plan offers a living room, family room, and dedicated dining space, providing plenty of room to relax, entertain, or work from home. The main living areas feature 18" tile flooring, while all bedrooms boast upgraded luxury vinyl plank flooring. The split-bedroom layout provides added privacy for family members and guests. The kitchen is designed for both functionality and style, featuring upgraded classic cabinetry, granite countertops, a stainless steel refrigerator, a large sink, and a window overlooking the screened lanai and backyard. Additional storage includes a convenient hallway coat closet. Both bathrooms have been refreshed with updated vanities, showers, and fixtures. One of the standout features of this home is the expansive screened lanai, measuring approximately 12' x 28' and complete with an insulated ceiling, creating an inviting space that feels like an additional living area year-round. Step outside to the fully fenced backyard, where you'll find plenty of room to add a swimming pool, create a garden, or simply enjoy outdoor living. Additional highlights include a 2-car garage, attic storage, no HOA, and zoning that allows for long-term rental opportunities. Conveniently located just around the corner from a new shopping plaza featuring Foxtail Coffee, Kelly's Homemade Ice Cream, and SoBol, this home also offers easy access to daily essentials with multiple shopping, dining, and grocery options, including Publix, within a 5-mile radius. The 417 Expressway entrance is approximately 3.5 miles away, making commuting throughout Central Florida a breeze. Enjoy all that Winter Park has to offer, with the shops, restaurants, and SunRail station of Historic Park Avenue located approximately 6 miles from your front door. This well-maintained home combines updated systems, versatile living spaces, and a prime location with no HOA restrictions—a rare opportunity in Winter Park.

1016 Manchester Circle, Winter Park

$699,000

!! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

!! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!

676 Dunblane Drive, Winter Park

$305,999

3-bedroom, 2-bath SINGLE-story block townhome with garage located in an excellent school district! Recent improvements include a BRAND-NEW ROOF (2025), BRAND-NEW HVAC SYSTEM (June 2026), and BRAND-NEW WATER HEATER (June 2026), all still under warranty! Plus fresh interior paint throughout (June 2026) and new flooring in the rear bedroom (no carpet in the home). With the big-ticket items already completed, this home offers exceptional peace of mind and truly worry-free ownership. The spacious floor plan features soaring living room ceilings, generously sized bedrooms, and a screened rear patio with ceiling fan and lighting, perfect for relaxing or entertaining—all on one level with no interior stairs. Two of the bedrooms feature sliding glass doors providing direct access to the backyard and abundant natural light. In addition to the screened patio, you’ll enjoy a large open patio area ready to become your own private outdoor retreat for grilling, gardening, or entertaining. Enjoy a super low HOA of just $65 per month, which includes access to a community pool just a short walk away, as well as a serene lake with a covered dock and gazebo perfect for relaxing, fishing, or socializing with neighbors. Ideally located near Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College, with easy access to SR-436 and endless shopping, dining, and entertainment options just minutes away. This home is a true gem offering excellent schools, recent upgrades, a prime location, low HOA fees, and a warm, welcoming atmosphere. Whether you’re a first-time homebuyer, downsizing, or seeking a fantastic investment opportunity, this property checks all the boxes. Don’t miss your opportunity to make it yours!

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 4 SubDv. ⋅ 32792 Zip Code

3-bedroom, 2-bath SINGLE-story block townhome with garage located in an excellent school district! Recent improvements include a BRAND-NEW ROOF (2025), BRAND-NEW HVAC SYSTEM (June 2026), and BRAND-NEW WATER HEATER (June 2026), all still under warranty! Plus fresh interior paint throughout (June 2026) and new flooring in the rear bedroom (no carpet in the home). With the big-ticket items already completed, this home offers exceptional peace of mind and truly worry-free ownership. The spacious floor plan features soaring living room ceilings, generously sized bedrooms, and a screened rear patio with ceiling fan and lighting, perfect for relaxing or entertaining—all on one level with no interior stairs. Two of the bedrooms feature sliding glass doors providing direct access to the backyard and abundant natural light. In addition to the screened patio, you’ll enjoy a large open patio area ready to become your own private outdoor retreat for grilling, gardening, or entertaining. Enjoy a super low HOA of just $65 per month, which includes access to a community pool just a short walk away, as well as a serene lake with a covered dock and gazebo perfect for relaxing, fishing, or socializing with neighbors. Ideally located near Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College, with easy access to SR-436 and endless shopping, dining, and entertainment options just minutes away. This home is a true gem offering excellent schools, recent upgrades, a prime location, low HOA fees, and a warm, welcoming atmosphere. Whether you’re a first-time homebuyer, downsizing, or seeking a fantastic investment opportunity, this property checks all the boxes. Don’t miss your opportunity to make it yours!

3443 Allston Lane, Winter Park

$321,000

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Talk about location, location, location! Welcome to this beautifully updated and well-maintained 2-bedroom, 2-bathroom, 1-car garage home in Winter Park, perfectly situated in the charming Aloma Park community. Just about 1 mile from the 417 Greenway, this home offers easy access throughout Orlando, while also being walking distance to the Cross Seminole Trail and Cady Way Trailhead—perfect for biking, running, rollerblading, or simply enjoying an active lifestyle. Inside, this move-in-ready home feels bright, warm, and inviting with sandy-toned wood-look tile and laminate flooring that lighten the entire space. The kitchen has been beautifully updated with granite countertops, soft-close cabinets, stainless steel appliances, a new microwave, and ample storage. The popcorn ceilings in the main living areas have been removed and replaced with a clean knockdown finish, giving the home a fresh and updated feel. The bathroom updates are a major highlight: one bathroom has been fully renovated with a walk-in shower, while the second bathroom features a new countertop, new cabinetry, and soft-close cabinets. Additional updates include a 2021 roof, HVAC system from 2016, new water heater, washer and dryer, energy-efficient double-pane windows, energy-efficient French doors, LED fixtures, and solar tubes that fill the home with natural light. There is also attic space for convenient extra storage. The primary suite offers a bonus sunroom/flex space that is insulated and equipped with plexiglass sliders and a mini-split unit hook-up, making it perfect for a home office, greenhouse, playroom, sitting room, or creative space. French doors with built-in blinds lead out to the screened lanai, creating an easy indoor-outdoor flow. Outside, enjoy a beautifully landscaped, fully fenced backyard with a utility shed that has its own breaker—perfect for storage, hobbies, or the handy person in the house. The pavers in the front courtyard and back patio add even more charm and function to the exterior spaces. Aloma Park is a small, quaint Winter Park community with only two cul-de-sac streets, 42 duplex homes, and no through traffic. Residents enjoy access to a community pool, tennis courts, basketball courts, and a clubhouse available to rent for gatherings. Zoned for excellent A-rated Winter Park schools and conveniently located near UCF, Full Sail University, Rollins College, downtown Winter Park, Oviedo, shopping, dining, and major roadways, this home offers the perfect blend of comfort, convenience, and affordability. Hurry to see this Winter Park gem — there’s nothing to do here but bring your furniture!

2 Beds ⋅ 2 Baths ⋅ Aloma Park SubDv. ⋅ 32792 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Talk about location, location, location! Welcome to this beautifully updated and well-maintained 2-bedroom, 2-bathroom, 1-car garage home in Winter Park, perfectly situated in the charming Aloma Park community. Just about 1 mile from the 417 Greenway, this home offers easy access throughout Orlando, while also being walking distance to the Cross Seminole Trail and Cady Way Trailhead—perfect for biking, running, rollerblading, or simply enjoying an active lifestyle. Inside, this move-in-ready home feels bright, warm, and inviting with sandy-toned wood-look tile and laminate flooring that lighten the entire space. The kitchen has been beautifully updated with granite countertops, soft-close cabinets, stainless steel appliances, a new microwave, and ample storage. The popcorn ceilings in the main living areas have been removed and replaced with a clean knockdown finish, giving the home a fresh and updated feel. The bathroom updates are a major highlight: one bathroom has been fully renovated with a walk-in shower, while the second bathroom features a new countertop, new cabinetry, and soft-close cabinets. Additional updates include a 2021 roof, HVAC system from 2016, new water heater, washer and dryer, energy-efficient double-pane windows, energy-efficient French doors, LED fixtures, and solar tubes that fill the home with natural light. There is also attic space for convenient extra storage. The primary suite offers a bonus sunroom/flex space that is insulated and equipped with plexiglass sliders and a mini-split unit hook-up, making it perfect for a home office, greenhouse, playroom, sitting room, or creative space. French doors with built-in blinds lead out to the screened lanai, creating an easy indoor-outdoor flow. Outside, enjoy a beautifully landscaped, fully fenced backyard with a utility shed that has its own breaker—perfect for storage, hobbies, or the handy person in the house. The pavers in the front courtyard and back patio add even more charm and function to the exterior spaces. Aloma Park is a small, quaint Winter Park community with only two cul-de-sac streets, 42 duplex homes, and no through traffic. Residents enjoy access to a community pool, tennis courts, basketball courts, and a clubhouse available to rent for gatherings. Zoned for excellent A-rated Winter Park schools and conveniently located near UCF, Full Sail University, Rollins College, downtown Winter Park, Oviedo, shopping, dining, and major roadways, this home offers the perfect blend of comfort, convenience, and affordability. Hurry to see this Winter Park gem — there’s nothing to do here but bring your furniture!

5894 Shale Court, Winter Park

$470,000

Welcome to this beautifully updated 4 bedroom, 2 bathroom pool home in the heart of Winter Park, where modern upgrades, comfortable living spaces, and exceptional outdoor amenities come together to create the perfect place to call home. Thoughtfully renovated and move in ready, this home offers the ideal blend of style, functionality, and Florida living. The heart of the home is the stunning kitchen, completely remodeled in 2024 with approximately $60,000 in improvements. Featuring white shaker cabinetry, quartz countertops, stainless steel appliances, a spacious center island, and abundant storage, this space was designed for both everyday living and entertaining. Luxury vinyl plank (LVP) flooring installed in 2024 flows throughout the home, complementing the open layout, vaulted ceilings, and abundant natural light. The spacious primary suite provides a relaxing retreat, while three additional bedrooms offer flexibility for family, guests, a home office, or hobbies. Recent improvements continue throughout the home, including a beautifully renovated guest bathroom completed in 2025, a custom closet system added in 2024, and a roof replaced in 2021, giving buyers added confidence and peace of mind. Step outside and discover your own private backyard oasis. The screened lanai overlooks a sparkling pool, expansive patio area, fire pit, and outdoor kitchen, creating the perfect setting for weekend gatherings, summer cookouts, or relaxing evenings at home. The irrigation system operates from a private well, helping maintain the lush landscaping while keeping water costs down. Located in an established Winter Park neighborhood known for its excellent schools and convenient access to shopping, dining, parks, and major roadways, this home offers easy access to everything Central Florida has to offer. With extensive updates, a desirable floor plan, and incredible indoor and outdoor living spaces, 1511 Gladiolas Drive presents a rare opportunity to own a truly move in ready home in one of Winter Park's most desirable locations. Schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 4 bedroom, 2 bathroom pool home in the heart of Winter Park, where modern upgrades, comfortable living spaces, and exceptional outdoor amenities come together to create the perfect place to call home. Thoughtfully renovated and move in ready, this home offers the ideal blend of style, functionality, and Florida living. The heart of the home is the stunning kitchen, completely remodeled in 2024 with approximately $60,000 in improvements. Featuring white shaker cabinetry, quartz countertops, stainless steel appliances, a spacious center island, and abundant storage, this space was designed for both everyday living and entertaining. Luxury vinyl plank (LVP) flooring installed in 2024 flows throughout the home, complementing the open layout, vaulted ceilings, and abundant natural light. The spacious primary suite provides a relaxing retreat, while three additional bedrooms offer flexibility for family, guests, a home office, or hobbies. Recent improvements continue throughout the home, including a beautifully renovated guest bathroom completed in 2025, a custom closet system added in 2024, and a roof replaced in 2021, giving buyers added confidence and peace of mind. Step outside and discover your own private backyard oasis. The screened lanai overlooks a sparkling pool, expansive patio area, fire pit, and outdoor kitchen, creating the perfect setting for weekend gatherings, summer cookouts, or relaxing evenings at home. The irrigation system operates from a private well, helping maintain the lush landscaping while keeping water costs down. Located in an established Winter Park neighborhood known for its excellent schools and convenient access to shopping, dining, parks, and major roadways, this home offers easy access to everything Central Florida has to offer. With extensive updates, a desirable floor plan, and incredible indoor and outdoor living spaces, 1511 Gladiolas Drive presents a rare opportunity to own a truly move in ready home in one of Winter Park's most desirable locations. Schedule your private showing today!

1511 Gladiolas Drive, Winter Park

$650,000

Tucked within the sought-after gated community of Hawk’s Crest, this beautifully appointed residence blends timeless design with effortless everyday living. Showcasing a light and airy open concept floor plan, the home features elegant flooring, crown molding, designer lighting, plantation shutters and custom window treatments, and expansive living spaces filled with natural light. The chef’s kitchen serves as the heart of the home with oversized white-quartz countertops, 42-inch cabinetry, stainless steel appliances, a spacious walk-in pantry, and a large center island ideal for gathering and entertaining. The private owner’s retreat offers peaceful backyard views, a spacious custom-designed walk-in closet and a spa-inspired bath complete with dual vanities, quartz countertops and a glass enclosed shower. The home also features a versatile flex space offering endless possibilities such as a home office, private study, additional bedroom or inviting lounge area. Designed to embrace Florida living, the screened-in covered lanai creates the ideal setting to relax and unwind while overlooking the freshly landscaped backyard and tranquil greenery beyond. Additional enhancements include epoxy garage flooring, custom garage shelving and gutters, adding functionality and convenience. Residents of Hawk’s Crest enjoy access to an impressive collection of resort-style amenities including a clubhouse, fitness center, resort pool, splash pad, playgrounds, dog park, food trucks, a virtual guard-gate and private access to Lake Howell. Ideally near Park Maitland Preschool, Kelly’s Ice Cream, Foxtail Coffee and major roadways, this exceptional home offers a balance of luxury, comfort and convenience.

3 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Tucked within the sought-after gated community of Hawk’s Crest, this beautifully appointed residence blends timeless design with effortless everyday living. Showcasing a light and airy open concept floor plan, the home features elegant flooring, crown molding, designer lighting, plantation shutters and custom window treatments, and expansive living spaces filled with natural light. The chef’s kitchen serves as the heart of the home with oversized white-quartz countertops, 42-inch cabinetry, stainless steel appliances, a spacious walk-in pantry, and a large center island ideal for gathering and entertaining. The private owner’s retreat offers peaceful backyard views, a spacious custom-designed walk-in closet and a spa-inspired bath complete with dual vanities, quartz countertops and a glass enclosed shower. The home also features a versatile flex space offering endless possibilities such as a home office, private study, additional bedroom or inviting lounge area. Designed to embrace Florida living, the screened-in covered lanai creates the ideal setting to relax and unwind while overlooking the freshly landscaped backyard and tranquil greenery beyond. Additional enhancements include epoxy garage flooring, custom garage shelving and gutters, adding functionality and convenience. Residents of Hawk’s Crest enjoy access to an impressive collection of resort-style amenities including a clubhouse, fitness center, resort pool, splash pad, playgrounds, dog park, food trucks, a virtual guard-gate and private access to Lake Howell. Ideally near Park Maitland Preschool, Kelly’s Ice Cream, Foxtail Coffee and major roadways, this exceptional home offers a balance of luxury, comfort and convenience.

1082 Wildmeadow Run, Winter Park

$347,000

INVESTOR SPECIAL! Priced to sell and loaded with potential, this 4-bedroom, 2.5-bath home in Winter Park offers an excellent opportunity for investors, renovators, or buyers looking to add their personal touch. Situated on a spacious corner lot in the established Garden Lake Estates community, the property features 1,656 square feet of living space, a two-car garage, and a covered patio. The home is being sold AS-IS and is ready for updates, making it an ideal fix-and-flip, rental investment, or value-add opportunity. Conveniently located near shopping, dining, major roadways, and Seminole County schools. Priced below market. Don't miss this chance to unlock the potential of a well-located property in one of Central Florida's most desirable areas.

4 Beds ⋅ 3 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

INVESTOR SPECIAL! Priced to sell and loaded with potential, this 4-bedroom, 2.5-bath home in Winter Park offers an excellent opportunity for investors, renovators, or buyers looking to add their personal touch. Situated on a spacious corner lot in the established Garden Lake Estates community, the property features 1,656 square feet of living space, a two-car garage, and a covered patio. The home is being sold AS-IS and is ready for updates, making it an ideal fix-and-flip, rental investment, or value-add opportunity. Conveniently located near shopping, dining, major roadways, and Seminole County schools. Priced below market. Don't miss this chance to unlock the potential of a well-located property in one of Central Florida's most desirable areas.

1761 Gladiolas Drive, Winter Park

$588,000

**$30,000 Price Improvement!! Welcome to your beautifully updated slice of the Florida Dream here in Winter Park! Perfectly positioned on a desirable corner lot, this thoughtfully renovated home blends modern design, comfort, and functionality - minutes away from Advent Health, Park Avenue, and Schools! From the moment you step inside, you’ll notice the extensive tile flooring, upgraded lighting, and stylish finishes throughout. The heart of the home is the stunning RENOVATED KITCHEN featuring QUARTZ countertops, rich NAVY cabinetry, stainless steel appliances, and a gorgeous wine & coffee bar complete with a built-in WINE FRIDGE—perfect for entertaining or slow Florida mornings at home. Need space to work or unwind? The dedicated OFFICE with MODERN BARN DOORS creates the ideal work-from-home setup, while the additional BONUS ROOM offers endless flexibility as a playroom, reading retreat, media space, or hobby room. Down the hall, the spacious and serene Primary Suite invites you to unwind in the renovated, spa-inspired rain showerhead for a relaxing start or finish to your day. The 2nd bedroom has been dubbed the "Hotel Room" by guests because of its larger size and additional sitting area. This space is perfect for MULTIGENERATIONAL LIVING, whether they are coming home for the summer, guests visiting Central Florida on vacation, or extended family needing a space of their own! The 3rd bedroom is across the hall from the Primary and features laminate flooring, so you truly have 3 dedicated bedrooms PLUS an office! Practical upgrades set this home apart from others in the community, including CUSTOM BLINDS Throughout & 5 1/4 INCH BASEBOARDS in the main living areas, an indoor, heated & cooled LAUNDRY ROOM, Replaced A/C (Inside 2020, Outside 2019), NEW ROOF (2022), PVC REPIPE (2018), NEW SEWER, NEWLY FENCED BACKYARD (2022), WIFI Garage Opener (2020)a storage shed, and a NEW (2021) COVERED & SCREENED LANAI with waterproof and weatherproof interlocking flooring, designed for year-round indoor/outdoor living enjoyment. This move-in-ready abode delivers the perfect balance of style and everyday living! Whether you’re hosting friends, working remotely, or simply enjoying the Florida lifestyle, this remarkable gem is located blocks away from Cady Way Trail and Ward Park, and just minutes from the award-winning restaurants on Park Avenue, and in the Baldwin Park & Mills50 shopping districts! Don't sleep on this one, call and schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

**$30,000 Price Improvement!! Welcome to your beautifully updated slice of the Florida Dream here in Winter Park! Perfectly positioned on a desirable corner lot, this thoughtfully renovated home blends modern design, comfort, and functionality - minutes away from Advent Health, Park Avenue, and Schools! From the moment you step inside, you’ll notice the extensive tile flooring, upgraded lighting, and stylish finishes throughout. The heart of the home is the stunning RENOVATED KITCHEN featuring QUARTZ countertops, rich NAVY cabinetry, stainless steel appliances, and a gorgeous wine & coffee bar complete with a built-in WINE FRIDGE—perfect for entertaining or slow Florida mornings at home. Need space to work or unwind? The dedicated OFFICE with MODERN BARN DOORS creates the ideal work-from-home setup, while the additional BONUS ROOM offers endless flexibility as a playroom, reading retreat, media space, or hobby room. Down the hall, the spacious and serene Primary Suite invites you to unwind in the renovated, spa-inspired rain showerhead for a relaxing start or finish to your day. The 2nd bedroom has been dubbed the "Hotel Room" by guests because of its larger size and additional sitting area. This space is perfect for MULTIGENERATIONAL LIVING, whether they are coming home for the summer, guests visiting Central Florida on vacation, or extended family needing a space of their own! The 3rd bedroom is across the hall from the Primary and features laminate flooring, so you truly have 3 dedicated bedrooms PLUS an office! Practical upgrades set this home apart from others in the community, including CUSTOM BLINDS Throughout & 5 1/4 INCH BASEBOARDS in the main living areas, an indoor, heated & cooled LAUNDRY ROOM, Replaced A/C (Inside 2020, Outside 2019), NEW ROOF (2022), PVC REPIPE (2018), NEW SEWER, NEWLY FENCED BACKYARD (2022), WIFI Garage Opener (2020)a storage shed, and a NEW (2021) COVERED & SCREENED LANAI with waterproof and weatherproof interlocking flooring, designed for year-round indoor/outdoor living enjoyment. This move-in-ready abode delivers the perfect balance of style and everyday living! Whether you’re hosting friends, working remotely, or simply enjoying the Florida lifestyle, this remarkable gem is located blocks away from Cady Way Trail and Ward Park, and just minutes from the award-winning restaurants on Park Avenue, and in the Baldwin Park & Mills50 shopping districts! Don't sleep on this one, call and schedule your private showing today!

2756 Sheriff Way, Winter Park

4858 Tangerine Avenue Unit 4858, Winter Park

$215,000

Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two well-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike. The spacious living room and dining room are filled with natural light, creating a warm and inviting atmosphere perfect for gatherings, relaxing evenings, or hosting family and friends. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and a full set of included appliances. With its stylish finishes and practical layout, this space is perfect for preparing meals while staying connected to the rest of the home. Several valuable updates have been made to the property, adding both appeal and peace of mind for future owners. The home features a NEW roof, brand-NEW appliances, NEW AC and NEW electrical panel , all enhancing the overall quality and efficiency of the property while reducing potential maintenance concerns. Ideally located near a main road, this home offers easy access to shopping, dining, and daily conveniences while still maintaining a peaceful residential feel. The property is also situated close to well-regarded schools, making it an excellent option for families or anyone looking to enjoy the benefits of living in one of Winter Park’s most sought-after communities. This is a fantastic opportunity to own an updated home in a prime location. Schedule your private showing today and discover everything this Winter Park property has to provide.

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two well-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike. The spacious living room and dining room are filled with natural light, creating a warm and inviting atmosphere perfect for gatherings, relaxing evenings, or hosting family and friends. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and a full set of included appliances. With its stylish finishes and practical layout, this space is perfect for preparing meals while staying connected to the rest of the home. Several valuable updates have been made to the property, adding both appeal and peace of mind for future owners. The home features a NEW roof, brand-NEW appliances, NEW AC and NEW electrical panel , all enhancing the overall quality and efficiency of the property while reducing potential maintenance concerns. Ideally located near a main road, this home offers easy access to shopping, dining, and daily conveniences while still maintaining a peaceful residential feel. The property is also situated close to well-regarded schools, making it an excellent option for families or anyone looking to enjoy the benefits of living in one of Winter Park’s most sought-after communities. This is a fantastic opportunity to own an updated home in a prime location. Schedule your private showing today and discover everything this Winter Park property has to provide.

4858 Tangerine Avenue Unit 4858, Winter Park

$437,500

Welcome to this beautifully renovated home in the heart of Winter Park! Filled with abundant natural light, this fully updated property features a desirable open-concept layout with a split-bedroom floor plan designed for both comfort and privacy. The stunning new kitchen offers modern finishes and brand-new stainless steel appliances, while new luxury vinyl flooring flows seamlessly throughout the entire home, creating a modern and elegant feel. Additional upgrades include a newer roof and newer A/C for added peace of mind. Step outside to an oversized backyard with endless possibilities for entertaining, gardening, or simply relaxing outdoors. Perfectly situated in a prime Winter Park location, this exceptional home provides convenient access to top dining, shopping, parks, and major roadways. Don’t miss the opportunity to own a beautifully updated home in one of the most desirable areas!

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully renovated home in the heart of Winter Park! Filled with abundant natural light, this fully updated property features a desirable open-concept layout with a split-bedroom floor plan designed for both comfort and privacy. The stunning new kitchen offers modern finishes and brand-new stainless steel appliances, while new luxury vinyl flooring flows seamlessly throughout the entire home, creating a modern and elegant feel. Additional upgrades include a newer roof and newer A/C for added peace of mind. Step outside to an oversized backyard with endless possibilities for entertaining, gardening, or simply relaxing outdoors. Perfectly situated in a prime Winter Park location, this exceptional home provides convenient access to top dining, shopping, parks, and major roadways. Don’t miss the opportunity to own a beautifully updated home in one of the most desirable areas!

7134 Wrenwood Way, Winter Park

4772 Tangerine Avenue Unit 4772, Winter Park

$185,000

Great opportunity to own this RENOvated and Move-IN ready 2 bedroom 2 bathroom one-story condo in sought after Winter Park location. This Condo has Special Streamlined Approval for Conventional Financing and is eligible for a discounted interest rate!! Whether you’re looking to establish roots, downsize to something simpler or an investment property, this size unit, floor plan and location fits the bill. Enjoy the recently updated kitchen and two bathrooms along with tile flooring. AND all major mechanical updates already taken care of with a New Roof, Updated Electrical, Newer A/C, Replaced Water Heater and so much more... plus the community amenities include a pool, sidewalks, pet stations, and a short distance to restaurants, grocery stores, shopping and biking distance to Full Sail.

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Great opportunity to own this RENOvated and Move-IN ready 2 bedroom 2 bathroom one-story condo in sought after Winter Park location. This Condo has Special Streamlined Approval for Conventional Financing and is eligible for a discounted interest rate!! Whether you’re looking to establish roots, downsize to something simpler or an investment property, this size unit, floor plan and location fits the bill. Enjoy the recently updated kitchen and two bathrooms along with tile flooring. AND all major mechanical updates already taken care of with a New Roof, Updated Electrical, Newer A/C, Replaced Water Heater and so much more... plus the community amenities include a pool, sidewalks, pet stations, and a short distance to restaurants, grocery stores, shopping and biking distance to Full Sail.

4772 Tangerine Avenue Unit 4772, Winter Park

$465,000

Price reduced!! Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.

4 Beds ⋅ 3 Baths ⋅ Bear Gully Forest SubDv. ⋅ 32792 Zip Code

Price reduced!! Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.

4190 Bear Gully Road, Winter Park

$3,100,000

Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive lanai with summer kitchen and resort style pool— all brought together in a smart well-planned layout ideal for effortless everyday living and exceptional entertaining. Step inside to a beautifully curated interior where rich architectural detail and livable design come together. Extensive custom millwork—seen in detailed moldings, trim work, and built-ins—adds depth and character throughout. The entry opens to gracious living and dining spaces, complemented by an impressive 550+ bottle temperature-controlled wine room. At the heart of the home, a beautifully appointed Kitchen, featuring white wood cabinetry, a six-burner gas range, an oversized quartz island, and a delightful breakfast nook that seamlessly connects to the family room featuring custom built-ins and fireplace—creating a natural gathering space. Tucked away, the first-floor primary suite offers a spacious sitting area, a beautifully customized closet with dressing area, and a luxurious bath with marble flooring, a large double-head walk-in shower, dual vanities, a free -standing tub, and built-in linen cabinetry—designed as a calming and private sanctuary. The first level also features a private guest bedroom with en-suite bath, creating an ideal setup for friends & family. A generously sized laundry room offers abundant cabinetry and exceptional storage, making everyday tasks feel effortless. Upstairs, three spacious bedrooms and two full baths provide comfortable accommodations, with two bedrooms opening through French doors to the front double balcony—perfect for enjoying peaceful treetop views. The back of the home unfolds around a beautiful pool and spa, with French doors from multiple rooms opening to the lanai and creating a natural indoor-outdoor connection. Retractable screens allow for year-round enjoyment of the well-appointed summer kitchen, making it ideal for both relaxed evenings and easy entertaining. Other notable highlights: a whole house natural gas generator, extensive brick paver driveway & motor court, automated driveway gate, integrated sound system, security cameras and new roof 2024. Lastly, this profound property offers top rated Winter Park schools and easy access to Park Ave, Downtown Orlando, Audubon Park Garden District and Baldwin Park.

5 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive lanai with summer kitchen and resort style pool— all brought together in a smart well-planned layout ideal for effortless everyday living and exceptional entertaining. Step inside to a beautifully curated interior where rich architectural detail and livable design come together. Extensive custom millwork—seen in detailed moldings, trim work, and built-ins—adds depth and character throughout. The entry opens to gracious living and dining spaces, complemented by an impressive 550+ bottle temperature-controlled wine room. At the heart of the home, a beautifully appointed Kitchen, featuring white wood cabinetry, a six-burner gas range, an oversized quartz island, and a delightful breakfast nook that seamlessly connects to the family room featuring custom built-ins and fireplace—creating a natural gathering space. Tucked away, the first-floor primary suite offers a spacious sitting area, a beautifully customized closet with dressing area, and a luxurious bath with marble flooring, a large double-head walk-in shower, dual vanities, a free -standing tub, and built-in linen cabinetry—designed as a calming and private sanctuary. The first level also features a private guest bedroom with en-suite bath, creating an ideal setup for friends & family. A generously sized laundry room offers abundant cabinetry and exceptional storage, making everyday tasks feel effortless. Upstairs, three spacious bedrooms and two full baths provide comfortable accommodations, with two bedrooms opening through French doors to the front double balcony—perfect for enjoying peaceful treetop views. The back of the home unfolds around a beautiful pool and spa, with French doors from multiple rooms opening to the lanai and creating a natural indoor-outdoor connection. Retractable screens allow for year-round enjoyment of the well-appointed summer kitchen, making it ideal for both relaxed evenings and easy entertaining. Other notable highlights: a whole house natural gas generator, extensive brick paver driveway & motor court, automated driveway gate, integrated sound system, security cameras and new roof 2024. Lastly, this profound property offers top rated Winter Park schools and easy access to Park Ave, Downtown Orlando, Audubon Park Garden District and Baldwin Park.

141 Glenridge Way, Winter Park

$550,000

Virtually Staged. BACK ON MARKET; BUYERS GOT COLD FEET! Perfect for a growing family, this home is located in the highly sought-after Kenilworth Shores community, where tree-lined streets, friendly neighbors, top-rated schools, and an unbeatable Winter Park location create a lifestyle people rarely want to leave. Surrounded by excellent schools and just minutes from parks, dining, and shopping, this is the kind of neighborhood where families can truly settle in and grow for years to come. From the moment you step inside, the home offers a warm and inviting feel with spaces designed for both gathering and unwinding. The front living room creates the perfect setting for quiet mornings with coffee, catching up with friends, or relaxing with a good book, while the dedicated dining room is ready for holiday dinners, celebrations, and memorable nights around the table. At the center of the home, the kitchen naturally becomes the heart of daily life — a place where conversations happen while meals are prepared, homework gets finished, and guests always seem to gather. Just beyond, the spacious family room with a cozy fireplace invites movie nights, game days, and relaxed evenings spent together. Upstairs, the thoughtful layout provides the perfect balance of comfort and privacy. Guest bedrooms provide flexibility for family, visitors, or working from home, while the oversized primary suite feels like a true retreat with space to recharge at the end of the day. Step outside and embrace the Florida lifestyle with a covered patio and large fenced backyard ideal for weekend barbecues, kids and pets playing freely, or simply enjoying beautiful evenings outdoors. The home also offers peace of mind with major updates already completed, including a 2020 A/C system and 2021 water heater. Living in Kenilworth Shores means having some of Central Florida’s best lifestyle amenities just minutes away. Spend weekends biking the trails at Cady Way Park, enjoying community events in Baldwin Park and Winter Park, grabbing dinner along Park Avenue, or exploring nearby shops, coffee spots, and local restaurants. With easy access to 417, 408, and I-4, commuting downtown, heading to the airport, or taking a quick beach trip becomes incredibly convenient. More than just a home, this is the kind of neighborhood and lifestyle people move to Winter Park for — connected, comfortable, and centered around enjoying everyday life. Schedule your showing today as this home will not last long.

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

Virtually Staged. BACK ON MARKET; BUYERS GOT COLD FEET! Perfect for a growing family, this home is located in the highly sought-after Kenilworth Shores community, where tree-lined streets, friendly neighbors, top-rated schools, and an unbeatable Winter Park location create a lifestyle people rarely want to leave. Surrounded by excellent schools and just minutes from parks, dining, and shopping, this is the kind of neighborhood where families can truly settle in and grow for years to come. From the moment you step inside, the home offers a warm and inviting feel with spaces designed for both gathering and unwinding. The front living room creates the perfect setting for quiet mornings with coffee, catching up with friends, or relaxing with a good book, while the dedicated dining room is ready for holiday dinners, celebrations, and memorable nights around the table. At the center of the home, the kitchen naturally becomes the heart of daily life — a place where conversations happen while meals are prepared, homework gets finished, and guests always seem to gather. Just beyond, the spacious family room with a cozy fireplace invites movie nights, game days, and relaxed evenings spent together. Upstairs, the thoughtful layout provides the perfect balance of comfort and privacy. Guest bedrooms provide flexibility for family, visitors, or working from home, while the oversized primary suite feels like a true retreat with space to recharge at the end of the day. Step outside and embrace the Florida lifestyle with a covered patio and large fenced backyard ideal for weekend barbecues, kids and pets playing freely, or simply enjoying beautiful evenings outdoors. The home also offers peace of mind with major updates already completed, including a 2020 A/C system and 2021 water heater. Living in Kenilworth Shores means having some of Central Florida’s best lifestyle amenities just minutes away. Spend weekends biking the trails at Cady Way Park, enjoying community events in Baldwin Park and Winter Park, grabbing dinner along Park Avenue, or exploring nearby shops, coffee spots, and local restaurants. With easy access to 417, 408, and I-4, commuting downtown, heading to the airport, or taking a quick beach trip becomes incredibly convenient. More than just a home, this is the kind of neighborhood and lifestyle people move to Winter Park for — connected, comfortable, and centered around enjoying everyday life. Schedule your showing today as this home will not last long.

661 Selkirk Drive, Winter Park

$540,000

Virtually Staged. Well-maintained townhome in Winter Park, ideally located near Park Avenue’s shops, restaurants, and everyday conveniences. The home features a bright, open floor plan with new luxury vinyl plank flooring throughout the main level. The kitchen has been updated with white cabinetry and newer appliances, offering a functional layout that flows seamlessly into the living and dining areas—well-suited for both daily living and entertaining. Upstairs, the bedrooms provide comfortable space with a practical and efficient layout. The primary bedroom includes an ensuite bathroom and a walk-in closet with built-in storage. The HOA covers roof, exterior maintenance, and landscaping, offering a low-maintenance ownership experience. Enjoy a fenced and enclosed back patio, creating a private outdoor setting ideal for entertaining, dining, or relaxing. In addition, the rear alley access offers a tucked-away, low-traffic environment with added flexibility and privacy. Additional features include a two-car garage and a central location with convenient access to major roadways, shopping, and dining.

3 Beds ⋅ 3 Baths ⋅ La Casas De Indiana SubDv. ⋅ 32789 Zip Code

Virtually Staged. Well-maintained townhome in Winter Park, ideally located near Park Avenue’s shops, restaurants, and everyday conveniences. The home features a bright, open floor plan with new luxury vinyl plank flooring throughout the main level. The kitchen has been updated with white cabinetry and newer appliances, offering a functional layout that flows seamlessly into the living and dining areas—well-suited for both daily living and entertaining. Upstairs, the bedrooms provide comfortable space with a practical and efficient layout. The primary bedroom includes an ensuite bathroom and a walk-in closet with built-in storage. The HOA covers roof, exterior maintenance, and landscaping, offering a low-maintenance ownership experience. Enjoy a fenced and enclosed back patio, creating a private outdoor setting ideal for entertaining, dining, or relaxing. In addition, the rear alley access offers a tucked-away, low-traffic environment with added flexibility and privacy. Additional features include a two-car garage and a central location with convenient access to major roadways, shopping, and dining.

1745 Indiana Avenue Unit J, Winter Park

$445,000

Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!

3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code

Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!

1468 Auburn Green Loop, Winter Park

2401 Sun Valley Circle Unit 2401, Winter Park

$265,000

Welcome to this charming 2-bedroom, 2-bath condo with a versatile loft, perfectly situated just minutes from shopping and the vibrant downtown Winter Park area! This light-filled end unit offers an open floor plan with vaulted ceilings and skylights, creating a bright and airy feel throughout. You’ll appreciate the newer flooring, crown molding, and the comfortable, functional layout. Relax and unwind on the private back porch—an ideal outdoor sitting space. The kitchen features a pantry and cozy breakfast nook. The spacious primary suite includes a walk-in closet, updated bathroom, and direct access to the back patio. The second bedroom also offers new flooring and its own walk-in closet, making it perfect for guests or additional living space. With its inviting design and unbeatable location, this condo is a must-see—schedule your private showing today!

2 Beds ⋅ 3 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to this charming 2-bedroom, 2-bath condo with a versatile loft, perfectly situated just minutes from shopping and the vibrant downtown Winter Park area! This light-filled end unit offers an open floor plan with vaulted ceilings and skylights, creating a bright and airy feel throughout. You’ll appreciate the newer flooring, crown molding, and the comfortable, functional layout. Relax and unwind on the private back porch—an ideal outdoor sitting space. The kitchen features a pantry and cozy breakfast nook. The spacious primary suite includes a walk-in closet, updated bathroom, and direct access to the back patio. The second bedroom also offers new flooring and its own walk-in closet, making it perfect for guests or additional living space. With its inviting design and unbeatable location, this condo is a must-see—schedule your private showing today!

2401 Sun Valley Circle Unit 2401, Winter Park

3217 Oak Lawn Place Unit 211, Winter Park

$167,000

Rare corner unit opportunity — this 3-bedroom, 2-bath home sits on the upper level of the highly sought-after Hidden Oaks community in Winter Park, tucked in one of the neighborhood's quieter, more private sections away from street traffic and parking lot noise. Unlike most units in the complex, this home benefits from windows on three sides, flooding every room with natural light throughout the day — a feature you simply won't find in the standard interior units. The second-floor position adds both privacy and tranquility, with no footsteps overhead and elevated views of the surrounding mature tree canopy that Hidden Oaks is known for. The functional floor plan makes the most of every square foot, with a spacious living area that feels open and airy thanks to that exceptional three-sided window exposure. The kitchen has been thoughtfully updated with a brand-new range, and the refrigerator, dishwasher, and washer/dryer were all replaced approximately three years ago — move-in ready from day one. Perfectly positioned for convenience without sacrificing peace and quiet: minutes from Full Sail University, UCF, downtown Winter Park, and downtown Orlando, with quick access to the 408 and 417. One assigned parking space is included, with two additional permits available through the association.

3 Beds ⋅ 2 Baths ⋅ Hidden Oaks Condo Ph 11 SubDv. ⋅ 32792 Zip Code

Rare corner unit opportunity — this 3-bedroom, 2-bath home sits on the upper level of the highly sought-after Hidden Oaks community in Winter Park, tucked in one of the neighborhood's quieter, more private sections away from street traffic and parking lot noise. Unlike most units in the complex, this home benefits from windows on three sides, flooding every room with natural light throughout the day — a feature you simply won't find in the standard interior units. The second-floor position adds both privacy and tranquility, with no footsteps overhead and elevated views of the surrounding mature tree canopy that Hidden Oaks is known for. The functional floor plan makes the most of every square foot, with a spacious living area that feels open and airy thanks to that exceptional three-sided window exposure. The kitchen has been thoughtfully updated with a brand-new range, and the refrigerator, dishwasher, and washer/dryer were all replaced approximately three years ago — move-in ready from day one. Perfectly positioned for convenience without sacrificing peace and quiet: minutes from Full Sail University, UCF, downtown Winter Park, and downtown Orlando, with quick access to the 408 and 417. One assigned parking space is included, with two additional permits available through the association.

3217 Oak Lawn Place Unit 211, Winter Park

$168,500

Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features laminate flooring throughout, creating a modern and cohesive living space. The unit is ideally located close to shopping, dining, and everyday conveniences, making daily living easy and enjoyable. With lake access just steps away, you can take in the serene waterfront setting while still being minutes from everything Winter Park has to offer. Lawn care is included, ensuring a well-maintained and picturesque community year-round. Don’t miss this opportunity to enjoy lakefront living with resort-style amenities in one of Central Florida’s most desirable areas.

1 Beds ⋅ 1 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features laminate flooring throughout, creating a modern and cohesive living space. The unit is ideally located close to shopping, dining, and everyday conveniences, making daily living easy and enjoyable. With lake access just steps away, you can take in the serene waterfront setting while still being minutes from everything Winter Park has to offer. Lawn care is included, ensuring a well-maintained and picturesque community year-round. Don’t miss this opportunity to enjoy lakefront living with resort-style amenities in one of Central Florida’s most desirable areas.

1500 Gay Road Unit 5, Winter Park

$370,000

Virtually Staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

Virtually Staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!

1617 Chilean Lane, Winter Park

$458,000

Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

4 Beds ⋅ 3 Baths ⋅ Bel-Aire Pines, Unit Two SubDv. ⋅ 32792 Zip Code

Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

3312 Heartwood Avenue, Winter Park

$350,000

Great buildable lot centrally located close to I-4 for easy access. Please consult the zoning and planning Dept. for info and guidelines for building. The lot has single family homes on both sides of it and faces a retention pond area across the street. Front half of the lot is cleared. Back half of the lot is wooded. Paved road frontage. Sign on the property. Bring your offers. Seller will not hold mortgage note.

Lawndale SubDv. ⋅ 32789 Zip Code

Great buildable lot centrally located close to I-4 for easy access. Please consult the zoning and planning Dept. for info and guidelines for building. The lot has single family homes on both sides of it and faces a retention pond area across the street. Front half of the lot is cleared. Back half of the lot is wooded. Paved road frontage. Sign on the property. Bring your offers. Seller will not hold mortgage note.

2002 Indiana Avenue, Winter Park

$735,000

Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find.

3 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find.

738 S Pennsylvania Avenue, Winter Park

$1,549,900

New Construction!!! Escape the hassle of searching endlessly for your dream home in today's competitive market. Embrace the allure of new construction – Nestled in the vibrant Winter Park Grove neighborhood, this modern masterpiece awaits, promising a lifestyle of unparalleled comfort and convenience. Prime Location - Situated just minutes away from the bustling energy of Park Avenue this exceptional residence offers the ultimate in urban living. Explore local cafes, boutique shops, and entertainment venues with ease, all within walking or biking distance from your doorstep. Step inside to discover a world of contemporary elegance, where every detail has been meticulously crafted to perfection. The open floor plan seamlessly blends style and functionality, creating an inviting atmosphere that's perfect for both relaxation and entertainment. Boasting four spacious suites, including a lavish primary retreat on the main level, this home provides unparalleled comfort for you and your guests. Upstairs, two additional suites await, along with a versatile bonus room that can be transformed to suit your lifestyle – whether as a home office, gym, second living room, or fifth bedroom. Indulge your culinary passions in the gourmet kitchen, equipped with top-of-the-line Bosch appliances, including a 36" gas cooktop, built-in microwave, wall oven, French door refrigerator, and a wine fridge. With its sleek design and premium finishes, this kitchen is sure to inspire your inner chef. Step outside to your own private oasis, where a spacious lanai beckons you to unwind in style. Fire up the grill in the fully equipped outdoor kitchen, complete with a grill, sink, and refrigerator, and take a refreshing dip in the sparkling pool – the perfect setting for al fresco gatherings with family and friends. Pictures are of a previous model of the same plan- finishes and specifications are subject to change

4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

New Construction!!! Escape the hassle of searching endlessly for your dream home in today's competitive market. Embrace the allure of new construction – Nestled in the vibrant Winter Park Grove neighborhood, this modern masterpiece awaits, promising a lifestyle of unparalleled comfort and convenience. Prime Location - Situated just minutes away from the bustling energy of Park Avenue this exceptional residence offers the ultimate in urban living. Explore local cafes, boutique shops, and entertainment venues with ease, all within walking or biking distance from your doorstep. Step inside to discover a world of contemporary elegance, where every detail has been meticulously crafted to perfection. The open floor plan seamlessly blends style and functionality, creating an inviting atmosphere that's perfect for both relaxation and entertainment. Boasting four spacious suites, including a lavish primary retreat on the main level, this home provides unparalleled comfort for you and your guests. Upstairs, two additional suites await, along with a versatile bonus room that can be transformed to suit your lifestyle – whether as a home office, gym, second living room, or fifth bedroom. Indulge your culinary passions in the gourmet kitchen, equipped with top-of-the-line Bosch appliances, including a 36" gas cooktop, built-in microwave, wall oven, French door refrigerator, and a wine fridge. With its sleek design and premium finishes, this kitchen is sure to inspire your inner chef. Step outside to your own private oasis, where a spacious lanai beckons you to unwind in style. Fire up the grill in the fully equipped outdoor kitchen, complete with a grill, sink, and refrigerator, and take a refreshing dip in the sparkling pool – the perfect setting for al fresco gatherings with family and friends. Pictures are of a previous model of the same plan- finishes and specifications are subject to change

1516 Miller Avenue, Winter Park

$519,000

Virtually Staged. Located in the highly desirable Winter Park area, 1944 Natalen Rd offers the perfect balance of tranquility, convenience, and lifestyle. This property enjoys deeded access to serene Lake Berry while being just minutes from top-rated schools, the vibrant dining and boutique shopping of both Baldwin Park and downtown Winter Park, and everyday conveniences including nearby grocery stores and the renowned Winter Park Farmers’ Market. Residents will appreciate exceptional healthcare access with both AdventHealth Winter Park and the Orlando VA Medical Center at Lake Baldwin close by. Centrally located with easy access to UCF, Orlando International Airport, and Central Florida’s world-famous theme parks and attractions, this home provides an ideal combination of peaceful living and connectivity to everything Orlando has to offer.

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Virtually Staged. Located in the highly desirable Winter Park area, 1944 Natalen Rd offers the perfect balance of tranquility, convenience, and lifestyle. This property enjoys deeded access to serene Lake Berry while being just minutes from top-rated schools, the vibrant dining and boutique shopping of both Baldwin Park and downtown Winter Park, and everyday conveniences including nearby grocery stores and the renowned Winter Park Farmers’ Market. Residents will appreciate exceptional healthcare access with both AdventHealth Winter Park and the Orlando VA Medical Center at Lake Baldwin close by. Centrally located with easy access to UCF, Orlando International Airport, and Central Florida’s world-famous theme parks and attractions, this home provides an ideal combination of peaceful living and connectivity to everything Orlando has to offer.

1944 Natalen Road, Winter Park

$399,000

Impeccable 2-story townhome, newly built in 2024 and located in Grayson Square, a Gated Luxury Townhouse Community in enchanting Winter Park, with modern, sophisticated architecture and landscaping. The interior features the high-end Lux Fresh package, complemented by owner upgrades including light dimmers, ceiling fans, and a custom kitchen island. The chef’s kitchen is equipped with new stainless-steel appliances and expansive white stone countertops. Alabaster cabinetry with ceramic tile plus smooth stone counters adds a touch of elegance throughout. Shaw LVP floors on the main level and 2nd level bathrooms. Owner's suite with an oversized walk-in closet and a dual-sink ensuite. Spacious second and third bedrooms. 9' ceilings throughout. The first floor features a stunning open-concept living area with vinyl wood-plank flooring. Laundry closet on 2nd level. Kohler raised commodes on the 2nd level. Private patio area surrounded by lush greenery. Attached garage with 2 extra off-street parking spaces. The home includes a Ring doorbell and a rear security camera. Eeros internet modem and Extender for boosted device connectivity. includes a resort-style pool oasis with a cabana, with a view of the community lake. Competitive HOA fees cover roof replacement, Spectrum internet and TV, and general property upkeep. Situated in a manicured community with a sparkling pool, this home is close to fine dining, shopping, and entertainment, with easy access to downtown Orlando and local theme parks. It is highly rated for its proximity to quality Seminole County public schools and its convenience to daily necessities like Publix and Starbucks, as well as the shopping and dining of Park Avenue.

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Impeccable 2-story townhome, newly built in 2024 and located in Grayson Square, a Gated Luxury Townhouse Community in enchanting Winter Park, with modern, sophisticated architecture and landscaping. The interior features the high-end Lux Fresh package, complemented by owner upgrades including light dimmers, ceiling fans, and a custom kitchen island. The chef’s kitchen is equipped with new stainless-steel appliances and expansive white stone countertops. Alabaster cabinetry with ceramic tile plus smooth stone counters adds a touch of elegance throughout. Shaw LVP floors on the main level and 2nd level bathrooms. Owner's suite with an oversized walk-in closet and a dual-sink ensuite. Spacious second and third bedrooms. 9' ceilings throughout. The first floor features a stunning open-concept living area with vinyl wood-plank flooring. Laundry closet on 2nd level. Kohler raised commodes on the 2nd level. Private patio area surrounded by lush greenery. Attached garage with 2 extra off-street parking spaces. The home includes a Ring doorbell and a rear security camera. Eeros internet modem and Extender for boosted device connectivity. includes a resort-style pool oasis with a cabana, with a view of the community lake. Competitive HOA fees cover roof replacement, Spectrum internet and TV, and general property upkeep. Situated in a manicured community with a sparkling pool, this home is close to fine dining, shopping, and entertainment, with easy access to downtown Orlando and local theme parks. It is highly rated for its proximity to quality Seminole County public schools and its convenience to daily necessities like Publix and Starbucks, as well as the shopping and dining of Park Avenue.

2808 Bright Bird Lane, Winter Park

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