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12001 Lake Butler Boulevard, Windermere
$1,775,000
3 Beds ⋅ 3 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet.

12001 Lake Butler Boulevard, Windermere
9721 Carillon Park Drive, Windermere
$4,778,000
6 Beds ⋅ 9 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

9721 Carillon Park Drive, Windermere
10203 Trout Road, Orlando
$2,799,000
5 Beds ⋅ 4 Baths ⋅ Cypress Shores SubDv. ⋅ 32836 Zip Code
Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable architectural style of this home. The 2 car garage has EV charging station. Once you enter the home you will be impressed with the whole house automation system, motorized window treatments, travertine floors, gas fireplace and crown moulding. At the heart of the home, the chef’s kitchen featuring elegant custom cabinetry, boasts of a large island, granite counter , 2 Sub Zero appliances, reverse osmosis system, pot filler, Wolf steamer, warming drawer and wine fridge. Downstairs are 2 additional bedrooms with en-suites each with special features. Upstairs, You will admire the solid hardwood flooring and attention to details. Primary suite overlooks the breath taking view of Lake Tibet and features en-suite adorned with stone flooring with stand alone tub and separate shower. The primary suite has a large walk-in closet with a custom built closet system w/safe and another separate closet. Two additional bedrooms upstairs share a full bath. A sparkling pool w/spa within the screened patio offers a tropical escape with a summer kitchen featuring, large grill, hotplate, warming tray, pot filler and TV and misting station. The secondary covered patio outside the screened enclosure is perfect for an additional quiet oasis to enjoy your stunning views. The newly re-built dock and covered boat house w/lift (2023) with composite decking comes complete with electric & water is perfect for the enjoyable days and nights on the water. Other features include updated septic system(2024), new pool pump (2025), H2O Water Softener system, No Home Owner Association. Seller is leaving all electronics within the home. Conveniently located minutes from “Restaurant Row”, Disneys Springs, Bay Hill and zoned for “Top Rated” Schools. Schedule private tour of this remarkable home today.

10203 Trout Road, Orlando
4819 Alexandra Garden Court, Windermere
$3,200,000
4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa.  Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection.

4819 Alexandra Garden Court, Windermere
13377 Lake Butler Boulevard, Winter Garden
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code
Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural zoning designation). Very quiet. Very private. No HOA and close to Winter Garden and Windermere amenities as well as all theme parks.

13377 Lake Butler Boulevard, Winter Garden
7011 Via Carmel Way, Orlando
$13,500,000
5 Beds ⋅ 10 Baths ⋅ Carmel SubDv. ⋅ 32819 Zip Code
Under Construction. Welcome to an extraordinary custom estate in the privately gated enclave of Carmel, within Arnold Palmer’s Bay Hill Club & Lodge. Perfectly set on an oversized lakeview lot in Dr. Phillips, this 5-bedroom, 7 full and 3 half-bath residence is designed for both grand entertaining and everyday elegance. The first floor showcases soaring 12’8” ceilings, a dramatic great room, formal dining, and a gallery-style foyer anchored by a grand circular staircase. A chef’s kitchen with a single oversized island, pizza oven, wine refrigeration, and adjoining catering kitchen offers the ultimate in culinary luxury. Multiple multipurpose rooms, a private study, and two guest suites provide versatility and comfort. A dedicated massage/yoga/gym room with custom sauna and steam room creates a private wellness retreat. Upstairs, the expansive owner’s suite features a private sitting area, spa-inspired bath with dual vanities, soaking tub, oversized shower, and custom his and her closets. The second floor also offers two additional bedroom suites, a game room, and a separate sitting room for flexible living and entertaining. Resort-style outdoor living includes a dramatic pool with hot tub and cold plunge, a covered lanai with dual fire features, and a rooftop deck with panoramic lake views. A private boat dock offers direct water access. The home is cutting edge with technological features, including a Lutron Ketra lighting system, Lutron motorized shades throughout, Savant Smart Home Automation system, solar panels with home battery storage system, and net-zero ready design. The four-car garage is lift-ready to accommodate a fifth vehicle, with dual laundry rooms and extensive storage ensuring ease of living. The home will also be delivered custom furnished in the study, family, dining, and covered lanai, offering a seamless move-in experience. Nestled among mature oaks and cypress trees, this rare property offers tranquility while being minutes from world-class dining, luxury shopping, major thoroughfares, and Orlando’s premier attractions. This estate embodies lakeview elegance, modern innovation, and the elevated Bay Hill lifestyle.

7011 Via Carmel Way, Orlando
11923 Lake Butler Boulevard, Windermere
$1,630,000
3 Beds ⋅ 2 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer!

11923 Lake Butler Boulevard, Windermere
5852 Medinah Way, Orlando
$2,000,000
8 Beds ⋅ 6 Baths ⋅ Bay Hill Sec 09 SubDv. ⋅ 32819 Zip Code
Welcome to this extraordinary 8-bedroom, 6-bath estate in the prestigious Bay Hill community, home to the world-renowned Arnold Palmer’s Bay Hill Club & Lodge. Situated on over half an acre, this expansive property offers 6,380 square feet of heated living space and is located in close proximity to the highly sought-after Butler Chain of Lakes. Designed with both luxury and functionality in mind, the home features a private 9th bonus room complete with a kitchenette ideal for guests, a home office, or multi-generational living. The stunning living room showcases an open floor plan accented by exposed wood beams and expansive impact-rated windows that flood the space with natural light, creating a warm and inviting atmosphere. Enjoy two fireplaces, one in the elegant primary suite and a dramatic double-sided fireplace between the great room and dining area. Step outside to a lush backyard retreat filled with mature fruit trees including lemon, tangerine, mango, avocado, papaya, banana, pecan, lychee, kumquat, and a grapevine that wraps beautifully around a gazebo—an idyllic setting for entertaining or quiet relaxation. Ideally located just minutes from Sand Lake’s renowned Restaurant Row and Orlando’s world-famous attractions. A must-see! Don’t miss your opportunity to own a piece of Bay Hill luxury!

5852 Medinah Way, Orlando
13377 Lake Butler Boulevard, Winter Garden
$2,500,000
34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes.

13377 Lake Butler Boulevard, Winter Garden
13377 Lake Butler Boulevard, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden
11002 Lake Butler Boulevard, Windermere
$3,950,000
5 Beds ⋅ 8 Baths ⋅ Metcalf Park Rep SubDv. ⋅ 34786 Zip Code
Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.

11002 Lake Butler Boulevard, Windermere
9130 Bayway Drive, Orlando
$849,000
Emerson Pointe SubDv. ⋅ 32819 Zip Code
This Is your opportunity to build your dream luxury home in a guard gated community in the Bay Hill area, adjacent (a few minutes’ walk) to Bay Hill Golf Country Club (famously known for the ARNOLD PALMER INVITATIONAL). Within a few miles radius you will find top rated Schools, Publix Supermarket, U.S Postal Service, LA Fitness, Walgreens Pharmacy and well known popular local fine dining and casual restaurants. Buyer can build around 5500 sf two story home with their house plan or build with our stock plans. Emerson Pointe residents also have access to Bay Hill Marina for a small fee.

9130 Bayway Drive, Orlando
W Orange Country Club Drive, Winter Garden
$400,000
34787 Zip Code
This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

W Orange Country Club Drive, Winter Garden
7545 Ficquette Road, Windermere
$2,950,000
34786 Zip Code
Back On The Market! Huge Price Improvement! Approx 20 Acres in a very sought after area of Horizon West by many builders. This land is undeveloped and ready for you to put your stamp on it. Just minutes from Disney. Location, Location, Location!!!

7545 Ficquette Road, Windermere

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