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    32789 Real Estate Search

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    32789 Homes for Sale

    Our website features the best 32789 real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

    You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

    Curious about what’s happening in the 32789 real estate market? Sign up for a 32789 Real Estate Market Report to see what’s active, under contract, and sold!

    Contact us today to find out how we can be of assistance to you!

    Newest 32789 Homes and Condos for Sale

    1400 Elizabeth Dr, Winter Park image
    1400 Elizabeth Dr, Winter Park $2,580,000

    Beautiful and secluded lakefront lot on quiet cove on Lake Osceola. Opportunity to design and Build with Z Properties.

    • Comstock Park SubDv.
    • 32789 Zip Code
    2227 Howard Drive, Winter Park image
    2227 Howard Drive, Winter Park $825,000

    Fractional Ownership. WINTER PARK, FLORIDA! Gorgeous ONE STORY lakefront home in Winter Park. 2227 Howard Drive | Offered at $825,000 Beautiful inside and out, this mid...

    • 3 Beds
    • 2.5 Baths
    • Lake Forest Park SubDv.
    • 32789 Zip Code
    1640 Mayfield Ave, Winter Park image
    1640 Mayfield Ave, Winter Park $1,725,000

    Located in desirable Winter Park, this beautiful single-story home is situated on an oversized lot of 0.28 acres surrounded by mature oaks, magnolia and an array of lush ...

    • 3 Beds
    • 2.5 Baths
    • Temple Estates SubDv.
    • 32789 Zip Code
    357 Vitoria Ave, Winter Park image
    357 Vitoria Ave, Winter Park $875,000

    Be advised: multiple offer situation. Welcome to the most enchanting historic neighborhood in the most special little town in all of Florida. Bordering Lake Virginia and ...

    • 4 Beds
    • 3 Baths
    • College Place Rep SubDv.
    • 32789 Zip Code
    1047 N Kentucky Avenue, Winter Park image
    1047 N Kentucky Avenue, Winter Park — 1047 $749,900

    This meticulous Winter Park townhouse is the epitome of thoughtful design and impeccable quality. Designed by Award-Winning modern architect Phil Kean, this unique 3-bedr...

    • 3 Beds
    • 2.5 Baths
    • Fairbanks Park SubDv.
    • 32789 Zip Code
    1451 Lyndale Boulevard, Winter Park image
    1451 Lyndale Boulevard, Winter Park $1,750,000

    Experience luxury living at its finest in this beautiful two-story pool home located in the highly desirable and historic Winter Park, FL. This stunning property boasts 5...

    • 5 Beds
    • 3.5 Baths
    • Dixie Terrace SubDv.
    • 32789 Zip Code
    1321 Bridgeport Drive, Winter Park image
    1321 Bridgeport Drive, Winter Park $790,000

    Waterbridge of Winter Park! Rare opportunity to own in this fabulous Winter Park community being offered by the original owner. This one is ready for your special touch...

    • 4 Beds
    • 2 Baths
    • Waterbridge SubDv.
    • 32789 Zip Code
    2112 Sycamore Drive, Winter Park image
    2112 Sycamore Drive, Winter Park $625,000

    Unbelievable opportunity to own this 4 bedroom, 3 bath PLUS Mother-in-law suite home, nestled within a charming and highly sought-after Winter Park neighborhood. This old...

    • 4 Beds
    • 3 Baths
    • Northwood Terrace SubDv.
    • 32789 Zip Code
    1407 Miller Avenue, Winter Park image
    1407 Miller Avenue, Winter Park — Makeur Construction $784,900

    Under Construction. WINTER PARK NEW CONSTRUCTION!! Welcome to an amazing opportunity to own a brand new 3 bedroom 2.5 bath townhome in an incredible location! This Stunni...

    • 3 Beds
    • 2.5 Baths
    • H. Vanwies SubDv.
    • 32789 Zip Code
    419 W Morse Boulevard, Winter Park image
    419 W Morse Boulevard, Winter Park — Virginia And Morse Brownstones $2,250,000

    Stunning 3 bedroom (plus Office), 3.5 bathroom townhome designed by Phil Kean. Turn-key living at its finest. Light-Filled and Spacious, this beautiful home showcases the...

    • 3 Beds
    • 3.5 Baths
    • Virginia & Morse Brownstones SubDv.
    • 32789 Zip Code
    1443 Harmon Avenue, Winter Park image
    1443 Harmon Avenue, Winter Park — 1443 $615,000

    Welcome home! This move in ready 3 bedroom 3½ bath luxury townhome boasts beautiful hardwood floors, 9 ft ceilings on BOTH floors, crown molding, 2 car detached garage, a...

    • 3 Beds
    • 3.5 Baths
    • Henkel Add SubDv.
    • 32789 Zip Code
    1320 Orchid Avenue, Winter Park image
    1320 Orchid Avenue, Winter Park $1,390,000 ▲

    One or more photo(s) has been virtually staged. Under Construction. Introducing contemporary design and luxury living in Winter Park! This stunning new construction home,...

    • 4 Beds
    • 4 Baths
    • Elizabeth Heights Sub SubDv.
    • 32789 Zip Code
    220 Blossom Lane, Winter Park image
    220 Blossom Lane, Winter Park $699,500

    Welcome to 220 Blossom Lane, an exquisite NEWLY RENOVATED single-family residence nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom hom...

    • 3 Beds
    • 2 Baths
    • Shores Lake Killarney SubDv.
    • 32789 Zip Code
    2412 Chantilly Avenue, Winter Park image
    2412 Chantilly Avenue, Winter Park $2,600,000

    Under Construction. Breathtaking modern home just weeks away from completion. This sleek five-bedroom, six-and-a-half-bath residence abounds with high-end details through...

    • 5 Beds
    • 6.5 Baths
    • Winter Park Village SubDv.
    • 32789 Zip Code
    1772 Chestnut Avenue, Winter Park image
    1772 Chestnut Avenue, Winter Park $2,275,000

    One or more photo(s) has been virtually staged. Welcome to Vimaro Homes newest completed Project! This listing showcases a stunning new construction project with an impre...

    • 5 Beds
    • 4.5 Baths
    • Conwill Estates SubDv.
    • 32789 Zip Code
    401 N Interlachen Avenue, Winter Park image
    401 N Interlachen Avenue, Winter Park — Village At Winterset $1,570,000

    Discover the essence of luxury living in this exceptional end unit townhome, located just steps away from Park Avenue. Rarely available, this exquisite residence showcase...

    • 3 Beds
    • 2.5 Baths
    • Village Winterset Inc SubDv.
    • 32789 Zip Code
    210 E Lake Sue Avenue, Winter Park image
    210 E Lake Sue Avenue, Winter Park $850,000

    This is an excellent opportunity to renovate or build your dream home in the beautiful City of Winter Park. It is rare to find a lot in one of the most popular areas of C...

    • 5 Beds
    • 3.5 Baths
    • Charmont SubDv.
    • 32789 Zip Code
    222 W Rockwood Way, Winter Park image
    222 W Rockwood Way, Winter Park $3,600,000

    New Construction Custom Built Masterpiece located in one of Winter Park’s most desirable neighborhoods, zoned for top-rated schools in the county and only minutes away fr...

    • 5 Beds
    • 5.5 Baths
    • Forest Hills SubDv.
    • 32789 Zip Code
    730 Callahan Street, Winter Park image
    730 Callahan Street, Winter Park $610,000

    West Side Winter Park Investment Property

    • 3 Beds
    • 2 Baths
    • Carver Town SubDv.
    • 32789 Zip Code
    1461 Via Tuscany, Winter Park image
    1461 Via Tuscany, Winter Park $16,000,000

    Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue...

    • 5 Beds
    • 4.5 Baths
    • Cloister Grove Sub SubDv.
    • 32789 Zip Code
    2819 Parkland Drive, Winter Park image
    2819 Parkland Drive, Winter Park $2,395,000

    Pre-Construction. To be built. Experience the perfect fusion of indoor-outdoor living, clean lines, and minimalist design in the heart of Winter Park. This California Mo...

    • 4 Beds
    • 4.5 Baths
    • Lake Forest Park SubDv.
    • 32789 Zip Code
    2445 Lee Road, Winter Park image
    2445 Lee Road, Winter Park $605,000

    The commercial shell space located at 2443-2445 Lee Rd, Winter Park, FL 32789 offers an excellent opportunity for building a business or office within its approximately 2...

    • Albert Lee Ridge First Add SubDv.
    • 32789 Zip Code
    102 S Virginia Avenue Unit 110, Winter Park image
    102 S Virginia Avenue Unit 110, Winter Park — Douglas Grand $1,795,000

    Welcome to historic downtown Winter Park and one of Central Florida's most distinctive, established in-town living experiences, the Douglas Grand. <br><br> The two-sto...

    • 3 Beds
    • 3.5 Baths
    • Winter Park Residential SubDv.
    • 32789 Zip Code
    2500 Lee Road Unit 111, Winter Park image
    2500 Lee Road Unit 111, Winter Park — N/A $199,000

    Welcome to 2500 Lee Rd. #111. This gem of a condo community is truly is a hidden luxury. 10min from downtown Orlando, 6min from Park Avenue. 2min from I-4. Just prime loc...

    • 1 Beds
    • 1 Baths
    • Lakeside Manor Apts Condo SubDv.
    • 32789 Zip Code
    2918 Sanbina Street, Winter Park image
    2918 Sanbina Street, Winter Park $495,000

    This stunningly renovated ranch-style home is situated on a tranquil street in the charming Winter Park neighborhood, offering easy access to shopping and top-rated schoo...

    • 3 Beds
    • 2 Baths
    • Howell Heights SubDv.
    • 32789 Zip Code
    1461 Palm Avenue, Winter Park image
    1461 Palm Avenue, Winter Park $2,100,000

    Under Construction. Under construction. Beautiful New Construction home in the heart of Winter Park. This upscale Magnolia Home features upscale design features throughou...

    • 4 Beds
    • 4.5 Baths
    • Lake Knowles Terrace Add 02 SubDv.
    • 32789 Zip Code
    424 Turkey Run, Winter Park image
    424 Turkey Run, Winter Park $1,297,500

    This lovingly cared for transitional pool home with oversized lot is situated on a quiet tree-lined street. This spacious home is perfect for family living or entertainin...

    • 4 Beds
    • 3.5 Baths
    • Quail Hollow SubDv.
    • 32789 Zip Code
    700 Melrose Avenue Unit L-33, Winter Park image
    700 Melrose Avenue Unit L-33, Winter Park — Winter Park Gardens $239,000 ▼

    Charming Winter Park Gardens condo on the third floor. Open Living and Dining with cozy & bright Sun room that makes an ideal reading room or home office. . Breathtaking ...

    • 1 Beds
    • 1 Baths
    • Winter Park Gardens Condo SubDv.
    • 32789 Zip Code
    617 Penn Place, Winter Park image
    617 Penn Place, Winter Park $3,495,000

    This exquisite French Country estate is a true masterpiece, boasting a grand total of 4900 square feet of luxurious living space. Located in the highly coveted Penn Place...

    • 4 Beds
    • 3.5 Baths
    • Pennsylvania Place Rep SubDv.
    • 32789 Zip Code
    1840 Via Genoa, Winter Park image
    1840 Via Genoa, Winter Park $2,650,000

    Welcome home to this completely updated home located in the Via’s, one of the most sought-after neighborhoods in the heart of Winter Park. This home truly has it all and ...

    • 4 Beds
    • 5 Baths
    • Lugano Terrace SubDv.
    • 32789 Zip Code
    617 Balmoral Road, Winter Park image
    617 Balmoral Road, Winter Park $1,250,000 ▼

    New Price!! Beautifully renovated four-bedroom, three-full-bath Winter Park home. The incredible curb appeal begins with new landscaping, exterior lighting, paver drive,...

    • 4 Beds
    • 3 Baths
    • Kenilworth Shores Sec 06 SubDv.
    • 32789 Zip Code
    1530 Mayfield Avenue, Winter Park image
    1530 Mayfield Avenue, Winter Park $2,995,000 ▲

    Located in Winter Park this home was devised by architectural firm, Green Apple & built by E2 Homes. Contemporary living adheres to a few principles that define its simpl...

    • 4 Beds
    • 4 Baths
    • Temple Estates SubDv.
    • 32789 Zip Code
    1863 Lake Spier Dr, Winter Park image
    1863 Lake Spier Dr, Winter Park $1,175,000 ▼

    RARE FIND - *** LAKE FRONTAGE on Private Lake Spier with DOCK, POOL,& CABANA which could never be built today!!!*** This home is in the perfect location only 0.7 miles or...

    • 4 Beds
    • 3 Baths
    • South Lakemont Shores SubDv.
    • 32789 Zip Code
    2015 N Park Avenue, Winter Park image
    2015 N Park Avenue, Winter Park — Park Ave $1,925,000

    Welcome to 2015 N. Park Avenue - your brand new modern construction home! This stunning property is designed with contemporary features and high-end finishes throughout....

    • 4 Beds
    • 4.5 Baths
    • N Park Ave SubDv.
    • 32789 Zip Code
    700 S Melrose Avenue Unit C 2, Winter Park image
    700 S Melrose Avenue Unit C 2, Winter Park — C $350,000 ▼

    PRICE REDUCTION!!! Rare opportunity to own a 3 bedroom unit in beautiful Winter Park Gardens. Corner unit on the ground floor right next to laundry room. Enjoy expansi...

    • 3 Beds
    • 2.5 Baths
    • Winter Park Gardens Condo SubDv.
    • 32789 Zip Code
    2315 Janice Avenue, Winter Park image
    2315 Janice Avenue, Winter Park $1,200,000 ▼

    BACK ON THE MARKET!!! This beautiful, lovingly cared for move-in ready, one story 4-bedroom 2.5 bath home offers you a unique opportunity to own in Winter park for under...

    • 5 Beds
    • 3 Baths
    • Parklando 03 SubDv.
    • 32789 Zip Code
    1271 Via Capri, Winter Park image
    1271 Via Capri, Winter Park $3,150,000 ▼

    Luxurious and inviting, this custom one-owner home has it all and is on a quiet brick street in the desirable Via’s of Winter Park, elevated on a generous sized lot with ...

    • 5 Beds
    • 4.5 Baths
    • Cloister Grove Sub SubDv.
    • 32789 Zip Code
    618 N Wymore Road, Winter Park image
    618 N Wymore Road, Winter Park $637,000

    GREAT LOCATION! LESS THAN 2 MILES FROM WINTER PARK VILLAGE! Property can be utilized as an office/retail space. Includes two bathrooms and several parking spaces availabl...

    • Killarney Circle SubDv.
    • 32789 Zip Code
    2500 Lee Road Unit 237, Winter Park image
    2500 Lee Road Unit 237, Winter Park — 2500 $180,000

    Turnkey 1/1 unit in a immaculately maintained, lake-front community! Renovated kitchen, new paint and carpet throughout! The community has luxurious landscaping, lake acc...

    • 1 Beds
    • 1 Baths
    • Lakeside Manor Apts Condo SubDv.
    • 32789 Zip Code
    1741 Glencoe Road, Winter Park image
    1741 Glencoe Road, Winter Park $2,850,000

    This beautiful 4-bedroom home (with a pool) sits close by between Lake Sue and Lake Virginia in one of the most sought-after neighborhoods of Winter Park. And in an area ...

    • 4 Beds
    • 4.5 Baths
    • Forest Hills SubDv.
    • 32789 Zip Code
    1503 Palmer Avenue, Winter Park image
    1503 Palmer Avenue, Winter Park $1,499,000

    Fabulous single story home in the heart of Winter Park! This 4 bed, 3 bath home is situated on a large CORNER lot with a highly desirable 3 car garage! Step inside the fo...

    • 4 Beds
    • 3 Baths
    • Temple Estates SubDv.
    • 32789 Zip Code
    671 Via Lugano, Winter Park image
    671 Via Lugano, Winter Park $4,950,000

    Serene and private estate on a half acre lot in the Heart of Olde Winter Park. A custom built estate with amazing detail throughout boasts 6 bedrooms (downstairs master p...

    • 6 Beds
    • 6.5 Baths
    • Sicilian Shores SubDv.
    • 32789 Zip Code
    2164 Crandon Avenue, Winter Park image
    2164 Crandon Avenue, Winter Park $369,000

    In the heart of Winter Park, next to 1-4 between Par and Fairbanks exits. This cute 2/1 house is ready for renovations which will make it a great home or rental. It is on...

    • 2 Beds
    • 1 Baths
    • Olympia Heights Annex SubDv.
    • 32789 Zip Code
    1618 Lookout Landing Circle, Winter Park image
    1618 Lookout Landing Circle, Winter Park $2,100,000

    Welcome to Windsong! One of the most sought-after communities in the heart of Winter Park with access to the historic Winter Park Chain of Lakes and near Park Avenue. Win...

    • 4 Beds
    • 3.5 Baths
    • Windsong Lookout Landing 43/79 SubDv.
    • 32789 Zip Code
    100 S Interlachen Avenue Unit 506E, Winter Park image
    100 S Interlachen Avenue Unit 506E, Winter Park — The Cloisters $729,000 ▼

    This exquisite top-level, corner unit condominium boasts 2 bedrooms and 2 bathrooms, located in downtown Winter Park. The unit's open floor plan provides a seamless flow ...

    • 2 Beds
    • 2 Baths
    • Cloisters Condo SubDv.
    • 32789 Zip Code
    2430 Roxbury Road, Winter Park image
    2430 Roxbury Road, Winter Park $995,000

    Under Construction. New construction in Winter Park, Florida. Nestled amongst million-dollar properties, with Lake Killarney just down the street, this single-story conte...

    • 4 Beds
    • 3.5 Baths
    • Glencoe Sub SubDv.
    • 32789 Zip Code
    1619 Elizabeths Walk, Winter Park image
    1619 Elizabeths Walk, Winter Park $2,250,000

    ! Attention Buyers! Live Your best life in the desirable Windsong Subdivision in Winter Park. This beautiful custom built home, with attention paid to every detail, wel...

    • 4 Beds
    • 3.5 Baths
    • Windsong Community Association, Inc. SubDv.
    • 32789 Zip Code
    1022 Mckean Circle, Winter Park image
    1022 Mckean Circle, Winter Park $2,395,000

    This custom four bedroom, three and one half bathroom, 4,610 square foot pool home is located in the heart of Olde Winter Park. From the paver covered circular drive you...

    • 4 Beds
    • 3.5 Baths
    • Palmer Park SubDv.
    • 32789 Zip Code
    101 S New York Avenue Unit 309, Winter Park image
    101 S New York Avenue Unit 309, Winter Park — Douglas Grand $1,999,000 ▼

    Welcome to this stunning condo at The Douglas Grand, a true gem in the heart of downtown Winter Park. Located just one block from Park Avenue, this luxury condominium wil...

    • 3 Beds
    • 3.5 Baths
    • Winter Park Residential SubDv.
    • 32789 Zip Code
    465 N Phelps Avenue, Winter Park image
    465 N Phelps Avenue, Winter Park $2,200,000

    Pre-Construction. To be built. Modern Farmhouse with Pool is located in Winter Park and offers over 4500 sq. ft. of air-conditioned living space, with another 1,000 sq. ...

    • 7 Beds
    • 6 Baths
    • Ethel Park SubDv.
    • 32789 Zip Code
    780 Baffie Avenue, Winter Park image
    780 Baffie Avenue, Winter Park $430,000 ▼

    Deep lot one block from Dubsdread golf Course. You can use as your primary home or great for investor. Great location, minutes from Park Avenue, College Park and Downtown...

    • 3 Beds
    • 2 Baths
    • Dubsdread Heights SubDv.
    • 32789 Zip Code
    1437 Miller Avenue, Winter Park image
    1437 Miller Avenue, Winter Park $799,000 ▼

    ATTENTION developers/investors!!!! Winter Park investment property on a double lot. The lot is 100 X 140 and was originally platted as two 50 foot lots and zoned R2. Just...

    • Lawndale SubDv.
    • 32789 Zip Code
    1106 Palmer Avenue, Winter Park image
    1106 Palmer Avenue, Winter Park $4,250,000

    Elegant Charleston style residence secluded on a "private lane" in the heart of Olde Winter Park, just one property removed from Lake Osceola. Resting on over a ½ acre ma...

    • 4 Beds
    • 5.5 Baths
    • Winter Park Town Of SubDv.
    • 32789 Zip Code
    490 Shoreview Avenue, Winter Park image
    490 Shoreview Avenue, Winter Park $649,900 ▲

    Magnificent 3-bedroom, 2-bathroom, single-family home located in Winter Park. This home boasts a plethora of impressive period features including exquisite 10-inch basebo...

    • 3 Beds
    • 2 Baths
    • Killarney Ests Resurvey SubDv.
    • 32789 Zip Code
    1350 Ridgewood Avenue, Winter Park image
    1350 Ridgewood Avenue, Winter Park $629,000 ▼

    Renovate or build the home of your dreams on this prime corner lot. Enjoy mature, tree-lined streets and the best that Winter Park has to offer in this elevated home with...

    • 2 Beds
    • 1 Baths
    • Dixie Terrace SubDv.
    • 32789 Zip Code
    100 S Interlachen Avenue Unit 201, Winter Park image
    100 S Interlachen Avenue Unit 201, Winter Park — The Cloisters $975,000 ▼

    One or more photo(s) has been virtually staged. Beautifully renovated, this downtown Winter Park three-bedroom, two-bath condominium on Lake Osceola embodies the art of t...

    • 3 Beds
    • 2 Baths
    • Cloisters Condo SubDv.
    • 32789 Zip Code
    250 Carolina Avenue Unit 407, Winter Park image
    250 Carolina Avenue Unit 407, Winter Park — 250 $599,000 ▼

    Downtown Winter Park – Park West Condo – Top Floor Unit! Welcome home to this quintessential downtown residence located within the gated community of Park West. This two ...

    • 2 Beds
    • 2 Baths
    • Park West Condo SubDv.
    • 32789 Zip Code
    1231 Kenwood Avenue, Winter Park image
    1231 Kenwood Avenue, Winter Park $799,000 ▼

    Price Improvement on the Lowest Priced Pool Home in 32789!! Welcome to this stunning bungalow featuring 3 bedroom, 2 bathrooms with a Pool situated in the historic and ch...

    • 3 Beds
    • 2 Baths
    • Dixie Terrace SubDv.
    • 32789 Zip Code
    1714 Westchester Avenue, Winter Park image
    1714 Westchester Avenue, Winter Park $850,000 ▲

    Welcome to Orwin Manor, a timeless Orlando-Winter Park neighborhood established in 1924, offering lifestyle and prime location. Come see this designer dream! Solidly buil...

    • 3 Beds
    • 2.5 Baths
    • Orwin Manor Westminster Sec SubDv.
    • 32789 Zip Code
    526 Genius Drive, Winter Park image
    526 Genius Drive, Winter Park $3,500,000 ▼

    Magnificent lakeview estate in Windsong – 526 Genius Drive, Winter Park. For the first time, this stately residence is on the market and available for purchase. Custom bu...

    • 4 Beds
    • 4.5 Baths
    • Windsong North Shore 43/74 SubDv.
    • 32789 Zip Code
    110 Orlando Unit Suite 4, Winter Park image
    110 Orlando Unit Suite 4, Winter Park $120,000

    GREAT BUSINESS OPPORTUNITY! - Excellent location, in the heart of Winter Park. Beautiful cafeteria, with highly qualified personnel to offer the public an experience of i...

    • 32789 Zip Code
    698 N New York Avenue, Winter Park image
    698 N New York Avenue, Winter Park $1,800,000

    Just Listed!! Impeccable location a half block off Park Avenue with incredible views of the golf course. Listed $130,000.00 below appraised value as of Oct 2022. This won...

    • 32789 Zip Code
    1745 Lake Berry Drive, Winter Park image
    1745 Lake Berry Drive, Winter Park $2,750,000 ▼

    WINTER PARK LAKEFRONT – 1745 Lake Berry Drive. Stunning lakefront estate with 80’ of waterfront on Winter Park’s private Lake Berry. Recently remodeled by award-winning E...

    • 4 Beds
    • 3.5 Baths
    • Waterbridge SubDv.
    • 32789 Zip Code
    4 Isle Of Sicily, Winter Park image
    4 Isle Of Sicily, Winter Park $10,950,000

    Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… This spectacular residence is located on the Isle of Sic...

    • 5 Beds
    • 5.5 Baths
    • Isle Of Sicily SubDv.
    • 32789 Zip Code
    311 E Morse Boulevard Unit 6-2, Winter Park image
    311 E Morse Boulevard Unit 6-2, Winter Park — Whispering Waters Bldg 6-2 $400,000

    Your new home in the heart of Winter Park is just two blocks from Park Avenue. This one-bedroom, one-bathroom ground-floor condo at Whisperings Waters allows easy access ...

    • 1 Beds
    • 1 Baths
    • Whispering Waters, Phillips Circle Rep SubDv.
    • 32789 Zip Code
    911 Osceola Avenue, Winter Park image
    911 Osceola Avenue, Winter Park $1,125,000

    Fabulous home in the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and resta...

    • 3 Beds
    • 3.5 Baths
    • Osceola Shores Sec 01 SubDv.
    • 32789 Zip Code
    466 Henkel Circle, Winter Park image
    466 Henkel Circle, Winter Park $4,500,000 ▼

    *NOW READY TO SHOW*SCHEDULE TODAY*Welcome home to this Amazing Lake House situated just minutes away from the Charming and Historic Winter Park Avenue. This Wonderful Est...

    • 4 Beds
    • 5 Baths
    • Thomas M Henkels Add SubDv.
    • 32789 Zip Code
    1150 Via Salerno, Winter Park image
    1150 Via Salerno, Winter Park $3,495,000

    Pre-Construction. To be built. Located on a rare “Vias” lot this new construction home was designed and developed by Scout + Company. In Pueblo Revival style, the home w...

    • 4 Beds
    • 4.5 Baths
    • Cloister Grove Sub SubDv.
    • 32789 Zip Code
    669 W Comstock Avenue, Winter Park image
    669 W Comstock Avenue, Winter Park $200,000

    Perfect high and dry lot with a large tree to shade your backyard that is perfect for the TINY Home Revolution. What a Winter Park sweet spot. Lots in this area are hard ...

    • Winter Park SubDv.
    • 32789 Zip Code
    637 N Park Avenue, Winter Park image
    637 N Park Avenue, Winter Park — Park Hill $3,895,000

    Here is your opportunity to live on Park Avenue in beautiful Winter Park! Walk to your favorite shops and restaurants. This classically styled luxurious Park Hill townho...

    • 3 Beds
    • 3.5 Baths
    • Park Hill SubDv.
    • 32789 Zip Code
    312 Fountain Lane, Winter Park image
    312 Fountain Lane, Winter Park $474,900 ▼

    Let yourself feel captivated by this Single-Family home recently remodeled, offering 3 bedrooms 2 bathrooms in the great neighborhood of Lake Killarney. Enjoy the opportu...

    • 3 Beds
    • 1.5 Baths
    • Shores Lake Killarney Sec 02 SubDv.
    • 32789 Zip Code
    125 S Interlachen Avenue Unit 2, Winter Park image
    125 S Interlachen Avenue Unit 2, Winter Park — South Interlachen Place $2,699,000 ▼

    ****NEW PRICE!******HERE IS YOUR OPPORTUNITY! Welcome to South Interlachen Place, a luxury townhome located in downtown Winter Park. If you are looking for the perfect co...

    • 3 Beds
    • 3.5 Baths
    • South Interlachen Place SubDv.
    • 32789 Zip Code
    2161 N Park Avenue, Winter Park image
    2161 N Park Avenue, Winter Park $1,650,000

    One of a kind very rare piece of land for a commercial building on N Park Ave in Winter Park leading to the Shoppes of Winter Park. See attached proposed preliminary dra...

    • 32789 Zip Code
    1410 Michigan Avenue, Winter Park image
    1410 Michigan Avenue, Winter Park $499,000

    This is YOUR NEW HOME located right in Winter Park. This THREE BEDROOM, ONE BATH home has over 1300 SQUARE FEET and is ready for YOU, its next owner! This home sits on a...

    • 3 Beds
    • 1 Baths
    • H Vanwies Sub SubDv.
    • 32789 Zip Code
    2207 Kindel Avenue, Winter Park image
    2207 Kindel Avenue, Winter Park $689,000 ▼

    Lowest priced Waterfront in Winter Park! It’s rare to find. Plus, Seller to pay $20,000 toward buyers closing costs and/or interest rate buy down. This property is on L...

    • 3 Beds
    • 2 Baths
    • Albert Lee Ridge Annex SubDv.
    • 32789 Zip Code
    1500 Harris Circle, Winter Park image
    1500 Harris Circle, Winter Park $949,900

    "THE TRIANGLE HOUSE" PROFESSIONALLY DECORATED! Has 2 fireplaces, one in the master bedroom and another in the living area. High ceilings throughout and a spectacular lot ...

    • 2 Beds
    • 2.5 Baths
    • Sylvan Lake Shores SubDv.
    • 32789 Zip Code
    281 Brewer Avenue, Winter Park image
    281 Brewer Avenue, Winter Park $1,600,000 ▼

    Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shores. Which is a neighborhood of luxury homes in Winter Park, Florida. WALKABLE TO PARK AVEN...

    • 5 Beds
    • 4.5 Baths
    • Osceola Shores Sec 02 SubDv.
    • 32789 Zip Code
    287 Sandlewood Trail Unit 4, Winter Park image
    287 Sandlewood Trail Unit 4, Winter Park — 287 $313,000 ▼

    A VERY DELIGHTFUL WINTER PARK CONDO awaits your purchase in desirable 32789. Stylish and updated, this two bedroom with 2.5 baths is a rare find, and is perfect for the b...

    • 2 Beds
    • 2.5 Baths
    • Sandalwood Creek Condo Ph 02 SubDv.
    • 32789 Zip Code
    2138 Lake Drive, Winter Park image
    2138 Lake Drive, Winter Park $3,050,000 ▼

    One or more photo(s) has been virtually staged. Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediter...

    • 4 Beds
    • 3.5 Baths
    • Killarney Point SubDv.
    • 32789 Zip Code
    1531 Place Picardy, Winter Park image
    1531 Place Picardy, Winter Park $1,895,000

    Seller financing available on this incredible Winter Park home. An elegant custom home, designed & built by FG Shaub, is tucked away on a large corner lot on a pristine o...

    • 4 Beds
    • 4 Baths
    • Fontainebleau SubDv.
    • 32789 Zip Code
    1131 Oxford Road, Winter Park image
    1131 Oxford Road, Winter Park $730,000 ▼

    ***Location Location**Virginia Heights within Winter Park luxury living! Easy walk to Park Ave. and Rollins College. Lake Virginia is one block away with storage for you...

    • 3 Beds
    • 2 Baths
    • Virginia Heights Rep SubDv.
    • 32789 Zip Code
    170 S Phelps Avenue, Winter Park image
    170 S Phelps Avenue, Winter Park $2,800,000

    Under Construction. Brand new construction!! Ready to move in! A stunning modern transitional home located in the heart of Winter park minutes from Park Ave. As you enter...

    • 4 Beds
    • 4.5 Baths
    • Green Terrace SubDv.
    • 32789 Zip Code
    2723 Norris Avenue, Winter Park image
    2723 Norris Avenue, Winter Park $2,175,000 ▼

    Pre-Construction. To be built. Pre-Construction. To be built. This Cape Cod inspired home provides a rare pre-construction opportunity in highly coveted Winter Park. Make...

    • 4 Beds
    • 3.5 Baths
    • Parklando 02 SubDv.
    • 32789 Zip Code
    664 W Morse Boulevard, Winter Park image
    664 W Morse Boulevard, Winter Park $4,299,000

    One or more photo(s) has been virtually staged. Under Construction. “UNDER CONSTRUCTION” Completion end of August. This custom built Winter Park home is the epitome of l...

    • 4 Beds
    • 4.5 Baths
    • Morse And Pennsylvania SubDv.
    • 32789 Zip Code
    1546 Minnesota Avenue, Winter Park image
    1546 Minnesota Avenue, Winter Park $685,000 ▼

    LOOK NO FUTHER THAN THIS STUNNING MODERN TWO STORY HOME !! This NORTH FACING HOUSE is conveniently located just minutes from Downtown Winter Park, with the best ...

    • 4 Beds
    • 3 Baths
    • Lawndale SubDv.
    • 32789 Zip Code
    180 Whipple Avenue, Winter Park image
    180 Whipple Avenue, Winter Park $1,960,000

    Listing price is at appraised value as of 10/24/22 Appraisal. A++ Location (75% FAR) Buyer can bring their own builder. Only 3 Lots left! If you want true walkability...

    • 32789 Zip Code
    690 Osceola Avenue Unit 504, Winter Park image
    690 Osceola Avenue Unit 504, Winter Park — 505 $1,495,000 ▼

    ***NEW PRICE***3 BEDROOMS & 3 BATH split floor plan located in the highly sought-after Lake Virginia Condos nestled in the heart of Winter Park. As soon as you enter this...

    • 3 Beds
    • 3 Baths
    • Lake Virginia Condo SubDv.
    • 32789 Zip Code
    2172 Temple Drive, Winter Park image
    2172 Temple Drive, Winter Park $2,650,000

    Under Construction. UNDER CONSTRUCTION; Elegance, comfort, and a welcoming environment blend cohesively at this modern West Indies new construction home in one of the mos...

    • 5 Beds
    • 4 Baths
    • Fontainebleau SubDv.
    • 32789 Zip Code
    1166 Oaks Boulevard, Winter Park image
    1166 Oaks Boulevard, Winter Park $1,699,999 ▼

    Priced below market value! Welcome to your dream custom Winter Park estate located in the highly desirable and sought-after subdivision of Dixie Terrace. Situated on a pr...

    • 4 Beds
    • 3.5 Baths
    • Dixie Terrace SubDv.
    • 32789 Zip Code
    1318 Morton Road, Winter Park image
    1318 Morton Road, Winter Park $1,790,000 ▼

    Under Construction. Brand New Contemporary Luxury Masterpiece Home with Exclusive Architectural Design, strong structure with two-story concrete-filled walls, steel joist...

    • 4 Beds
    • 3.5 Baths
    • Winter Park Village SubDv.
    • 32789 Zip Code
    358 W Comstock Avenue, Winter Park image
    358 W Comstock Avenue, Winter Park $850,000

    Residential Land Opportunity in Downtown Winter Park. Zoned R1-A this premium lot is ready for something new and exciting to be built on it. Featuring 107' road frontage ...

    • Winter Park SubDv.
    • 32789 Zip Code
    270 E Lake Sue Avenue, Winter Park image
    270 E Lake Sue Avenue, Winter Park $1,699,900 ▲

    Pre-Construction. To be built. RE-DESIGNED and BACK ON MARKET APRIL 21, 2023. Ready to break ground! INQUIRE NOW for more details about this gorgeous MODERN COUNTY pool ...

    • 5 Beds
    • 4.5 Baths
    • Charmont SubDv.
    • 32789 Zip Code
    1190 N Park Avenue, Winter Park image
    1190 N Park Avenue, Winter Park $8,500,000 ▼

    One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acre...

    • 8 Beds
    • 5.5 Baths
    • 0000 SubDv.
    • 32789 Zip Code
    870 Georgia Avenue, Winter Park image
    870 Georgia Avenue, Winter Park $2,095,000 ▼

    NEW AND IMPROVED PRICE: Located in the heart of Winter Park this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely hidden behind a wall of po...

    • Winter Park Old Town SubDv.
    • 32789 Zip Code
    870 Georgia Avenue, Winter Park image
    870 Georgia Avenue, Winter Park $2,095,000 ▼

    NEW AND IMPROVED PRICE: Located in the heart of “The Golden Triangle” of Winter Park, this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely ...

    • 3 Beds
    • 2.5 Baths
    • Winter Park Old Town SubDv.
    • 32789 Zip Code
    1816 Azalea Avenue, Winter Park image
    1816 Azalea Avenue, Winter Park $475,000 ▼

    Seller says "RANCH STYLE, ONE FLOOR 3/2 TOTAL AREA 2,382 SQ FEET, LIVING AREA 1,584 SQ FEET CONVENTIONAL AND CASH-ONLY SALE What I love about this home. Th...

    • 3 Beds
    • 2 Baths
    • Temple Terrace SubDv.
    • 32789 Zip Code
    2056 Lake Drive, Winter Park image
    2056 Lake Drive, Winter Park $3,999,999 ▼

    Pre-Construction. To be built. Homes don’t come along like this very often! Here’s your opportunity to own a Magnificent Estate "Elanza on Lake Killarney." Enter through ...

    • 5 Beds
    • 5.5 Baths
    • Lords Sub SubDv.
    • 32789 Zip Code
    1420 Holts Grove Circle, Winter Park image
    1420 Holts Grove Circle, Winter Park $2,750,000 ▼

    WINDSONG - WINTER PARK. Designed to perfection, this exquisite Spanish-Mediterranean home sits on an oversized lot overlooking the tranquil pond and fountain. Grand curb...

    • 4 Beds
    • 4.5 Baths
    • Windsong Lakeside Sec 02 43/71 SubDv.
    • 32789 Zip Code
    840 W Comstock Avenue, Winter Park image
    840 W Comstock Avenue, Winter Park $1,300,000

    Pre-Construction. To be built. Customizable Pre-Construction Home in Prime Location: Design Your Dream Residence with Valdara Custom Homes or Your Preferred Builder Se...

    • 4 Beds
    • 3.5 Baths
    • Winter Park SubDv.
    • 32789 Zip Code
    550 Palmer Avenue, Winter Park image
    550 Palmer Avenue, Winter Park $4,900,000

    Pre-Construction. To be built. This Incredible Modern Transitional Home will be Breaking Ground Soon! It will be built on an Oversized Lot and is just Minutes to Park Ave...

    • 5 Beds
    • 5.5 Baths
    • Osceola Place SubDv.
    • 32789 Zip Code
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    James Franklin

    James Franklin

    Phone: (407) 956-0417
    Email: JamesFranklinRealtor@gmail.com

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  • Charles Rutenberg Realty Orlando
    James Franklin
    631 S. Orlando Avenue, Suite 200
    Winter Park, FL 32789

    Office: (407) 956-0417
    Email: JamesFranklinRealtor@gmail.com

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