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34786 Zip Code Real Estate & Homes with No HOA Fee

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Browse All 34786 Zip Code FL Properties with No HOA Fee for Sale

$975,000
3 Beds 3 Baths Marsh Sub SubDv. 34786 Zip Code
Prime Downtown Windermere Corner Lot with Lake Views and Endless Potential. This beautiful home sits on a generously sized 0.38-acre corner lot with a very private backyard, offering incredible versatility. Whether you’re looking for a move-in-ready residence or the perfect location to build your dream home, this property is ideal. Builders take note: this lot can accommodate a new home up to 5,500 square feet with spectacular views of Lake Butler across the park and easy access to the Fernwood Boat Ramp. Downtown Windermere Charmer on an Expansive Lot with Stunning Lake Views Nestled in the heart of Downtown Windermere, this stunning three-bedroom, three-bath home blends traditional small-town charm with modern conveniences and rarely available space in the heart of downtown. From the front porch and the primary bedroom suite, enjoy picturesque views of the Butler Chain of Lakes, a constant reminder of the serene lifestyle this location offers. Home Highlights: Open floor plan greeted by a double-height foyer, creating a welcoming and airy ambiance. Main floor primary suite with custom California Closets, a charming clawfoot tub, and updated walk-in shower for ultimate comfort and privacy. Light-filled home office just off the foyer, surrounded by windows. Gourmet kitchen with brand new Bosch and Samsung stainless steel appliances, solid wood cabinetry, and granite countertops. Two additional spacious bedrooms, each with their own private bathrooms for convenience. Smart lighting with dimmers and modern fixtures throughout the home. Well-appointed laundry room with stackable Whirlpool washer/dryer, a utility sink, and custom cabinetry. Outdoor Living at Its Best: Oversized screened-in patio with ceramic tile, a wet bar, and ceiling fans, perfect for year-round entertaining or relaxation. Expansive private backyard oasis, featuring mature landscaping, wood privacy fencing, and abundant space for expansion or customization. Detached two-car garage with HVAC, electrical, a storage room, and a new well water treatment system—ideal for a studio, workshop, or office. Prime Location: This property offers a rare combination of space and convenience, with its 0.38-acre lot—a true gem in Downtown Windermere. Located along tree-lined dirt roads, it’s just a short stroll to Main Street's charming shops, eateries, and serene community atmosphere. Don’t Miss This Opportunity Whether you’re ready to enjoy this charming home or envision building a custom residence to take full advantage of the lake views and prime location, this property offers unparalleled potential.

635 Butler Street, Windermere

$4,276,160
5 Beds 7 Baths Saddlecrest At Windermere SubDv. 34786 Zip Code
Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.

1821 Windermere Road, Windermere

$3,200,000
5 Beds 5 Baths Lake Roper Pointe SubDv. 34786 Zip Code
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!

13161 Lake Butler Boulevard, Windermere

$975,000
4 Beds 4 Baths Lake Buynak Estates SubDv. 34786 Zip Code
Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today.

3629 Lake Buynak Road, Windermere

$2,171,470
5 Beds 5 Baths Windermere Town SubDv. 34786 Zip Code
Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork, and engineered hardwood flooring set the tone for this amazing home. The state-of-the-art chef’s kitchen is a true culinary masterpiece, featuring a full suite of premium Thermador appliances, stunning quartz countertops, custom cabinetry, and an oversized island designed for both function and entertainment. The luxurious primary suite is a true sanctuary, featuring a spa-inspired soaking tub, an oversized walk-in shower, a private office, and an expansive boutique-style walk-in closet that redefines elevated living. The open-concept layout seamlessly blends indoor and outdoor living, with expansive sliding glass doors leading to a resort-caliber backyard oasis. The expansive backyard features a sparkling pool and spa, a fully equipped summer kitchen, and a generously sized covered lanai, perfect for luxurious outdoor living and year-round entertaining. Ideally located within walking distance to Windermere’s boutiques, award-winning schools, weekly farmer’s markets, and scenic lakefront parks you have unlimited access to everything Windermere has to offer. With close proximity to Winter Garden Village, Restaurant Row, and all the area attractions you are truly in the heart of it all. This is more than a home, it’s a statement of luxury, lifestyle, and taste.

1020 Oakdale Street, Windermere

$1,070,000
4 Beds 4 Baths Gotha Town SubDv. 34786 Zip Code
Rare Opportunity…1+ Acre…Courtyard Design… Fully Updated Pool Home. This distinctive U-shaped pool home features a 2000 sq/ft enclosed Atrium for exceptional outdoor living. Inside, every space is very large with Sliding Glass Doors creating a wall of glass for you to overlook the star of the show which is your sparkling 18x36 inground pool, private courtyard and a new outdoor kitchen. Almost everything has been upgraded and updated to make your move-in easy. The Expansive kitchen has been completely remodeled since 2020 with Smart Appliances, 36" Induction Cooktop with Cattura Downdraft, Samsung Refrigerator with family hub and a hidden smoothie station built-in over freezer drawers to make healthy snacks at a moment’s notice. The Primary Suite is located in the west wing with an outstanding primary bath boasting an insta-hot shower system with dual programming, 2 shower heads and 1 handheld water wand… Bedroom two has an ensuite bath and is currently being used as an office… Bedrooms three and four are in the east wing of the home, all with remodeled baths. This home can easily become a multigenerational home or in-law, Plus the one acre is fantastic with plenty of parking, space for chickens, a dog run and outstanding privacy. The Roof was replaced in 2022, all hot water heaters and 2 AC units have all been replaced. Windermere-Gotha has a rural feel, well established with long term residents, yet just a few miles from popular shopping, dining, hospital and access to major roadways such as 408, 429, and the Turnpike. A 20-30 minute drive to Orlando International Airport, Disney, Universal Studios and only 15 minutes to downtown Orlando. If you have been searching for a ONE-OF-KIND pool home… The search is over.

9353 Gotha Road, Windermere

$1,194,000
5 Beds 4 Baths Sawyer Shores Sub SubDv. 34786 Zip Code
Welcome to a one-of-a-kind property located on the serene shores of Lake Sawyer, offering stunning water views and a private boat ramp for endless outdoor enjoyment. This charming home combines peaceful lakeside living with modern conveniences, making it the perfect retreat or forever home. There is a private office off the main entry where anyone can work from home professionally with no interruptions. The home features a first-floor updated primary suite, thoughtfully separated from the other bedrooms for added privacy, and includes a spacious, custom-built walk-in closet. Beautiful, long-lasting bamboo floors flow throughout, complemented by an updated, eye-level ethanol-fueled fireplace that adds modern ambiance and warmth to the living space. Step outside to enjoy a front courtyard with a tranquil water feature, an expanded paved and screened lanai ideal for large gatherings, and a convenient private outdoor pool bath—perfect for entertaining and enjoying Florida living to the fullest. Enjoy tranquil mornings and beautiful sunsets right from your own backyard, or take advantage of the private boat ramp for easy access to both Lake Sawyer and Lytle Lake. Whether you love fishing, boating, or simply relaxing by the water, this property is a true oasis. With a spacious lot, no HOA, and plenty of room to create your own personal paradise, the possibilities are endless. At this price, for a lakefront lot of this size, it won’t last long! Situated just minutes from downtown Windermere, world-class shopping, dining, and entertainment, you'll have the best of both worlds—privacy and convenience. Don’t miss this incredible opportunity to own a slice of waterfront paradise. Schedule your private showing today!

6720 Winter Garden Vineland Road, Windermere

$1,050,000
4 Beds 2 Baths Davis Shores SubDv. 34786 Zip Code
BUTLER CHAIN OF LAKES. Tucked away on the charming, tree-lined Oakdale Street, one of the most cherished streets in the Town of Windermere, this unique property offers a rare opportunity to enjoy lake views and quick access to Lake Down, part of the prestigious Butler Chain of Lakes, which consists of 13 interconnected, spring-fed lakes known for their clarity, beauty, and recreational lifestyle. With only a short and serene stretch of canal between you and the open water, this home delivers the feel of true lakefront living. Wake up to peaceful sunrise views over the water and take full advantage of year-round lakefront activities—boating, water skiing, fishing, or simply relaxing on your boat and soaking in the natural beauty that surrounds you. Set on approximately 0.40 acres, the property currently features a 4-bedroom, 2,191 sq. ft. home filled with warmth, character, and decades of stories and memories. Whether you're looking to renovate the existing structure or start fresh with a new vision, this homesite holds incredible potential in one of Central Florida’s most coveted lake-access communities. Life in Windermere offers far more than just beautiful surroundings, it’s a lifestyle. Residents enjoy exclusive access to private sandy beach areas, tennis courts, boat launches, and playgrounds. The town is fully golf-cart friendly, and just a short ride brings you to the library, cozy cafés, local restaurants, charming boutiques, wine shops, and neighborhood stores, including the soon-to-open Village Center with a variety of new businesses. Windermere also hosts a beloved weekly farmers market and monthly food truck nights, cultivating a vibrant and welcoming community year-round. Adding to the appeal, the Town of Windermere maintains its own police department, offering residents an added sense of peace of mind. With no HOA, homeowners enjoy greater flexibility and freedom. Conveniently located near top-rated schools, Sand Lake Road’s Restaurant Row, private country clubs, major highways, the airport, and Orlando’s world-renowned attractions, this property strikes the perfect balance between peaceful lake living and urban convenience. Don’t miss your chance to own this rare Butler Chain of Lakes property, right in the heart of Windermere.

65 Oakdale Street, Windermere

$3,350,000
6 Beds 7 Baths 34786 Zip Code
EXPERIENCE THE PINNACLE OF LUXURY LIVING IN THIS ONE-OF-A KIND RESORT-STYLE HOME This stunning Windermere 1.86-acre LAKE FRONT residence is a true showstopper, blending timeless elegance with resort-caliber amenities, all within a very short distance of one of Orlandos top rated Private International schools, and with the added benefit of NO HOA. Step inside to soaring ceilings, expansive living spaces, and a flowing open-concept layout designed for both lavish entertaining and everyday comfort. This 6 bed 6.5 bath home is a true entertainer's dream. At the heart of the home is a gourmet chef’s kitchen, showcasing a double oven with 6-burner gas cooktop, dual islands topped with quartz countertops and back splash, and premium custom finishes throughout. Enter into a well-appointed utility room featuring a built-in fridge/freezer a second dishwasher, and ample cabinetry, with generous counter space. An integrated laundry chute from the upper level adds to your convenience. The kitchen flows seamlessly into a breathtaking family room featuring 23 foot cathedral ceilings, floor-to-ceiling windows, and a custom-made gas fireplace. Throughout the main living areas, engineered hardwood flooring adds to the warmth and elegance. The main living areas are enhanced by Lutron lighting, a central vac system, and a premium 8 zone music system with integrated speakers extending to the poolside. Elegant owner’s suite featuring a spa-like bathroom and versatile bonus room perfect for a second office, nursery, or creative studio. There is also second en-suite bedroom on the ground floor. Upstairs, you'll find four generously sized double bedrooms, including one that could easily serve as a secondary primary suite. Three modern bathrooms provide ample comfort and convenience for family and guests. A dedicated office offers the perfect space for working from home .Completing the upper level is a spacious bonus area, ideal as an additional family lounge or media room, which opens onto another private terrace with stunning views of the lake. The home benefits from a separate fully self-contained in-law apartment with its own private entrance, kitchen, bath, and flexible living/sleeping area, ideal for multigenerational living or extended guest stays. Outside experience true resort-style living designed for recreation, relaxation, and entertaining , with amenities rarely found in residential homes. Stay active without ever leaving home thanks to a full-size lighted pickleball/basketball court. A large sand volleyball court adds a casual, beach-style atmosphere with picturesque views of the lake. Multiple lounging and entertaining areas both covered and open-air, creating a perfect setting for everything from weekend brunches to sunset cocktails. A beautiful south-facing pool with fountains, with newly upgraded equipment in 2024. Huge oversized spa, for total relaxation. A new outdoor kitchen 2025 for those laid-back barbecues. Beyond the pool area, the boat dock sits on the private tranquil waters of Lake Cypress, complete with electronic boat and jet ski lift, offering access for all water enthusiasts. The five-car garages includes an air-conditioned bay, ideal for use as a personal gym, studio, or collector’s showcase. The home benefits from multiple upgrages eg NEW ROOF 2024, TOTAL REPIPE/3 NEW GAS WATER HEATERS 2025. Every inch of outdoor space has been curated to deliver an exceptional lifestyle experience that feels like your own private resort.

5801 Marleon Drive, Windermere

$3,975,000
4 Beds 5 Baths Bayshore Estates SubDv. 34786 Zip Code
Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise and enjoy a walk or bike ride..Positioned on the North side of Windermere traffic is light making it easy to get to the Turnpike, 408 or the 429 saving you precious time for trips to the Airport or commutes into Downtown Orlando..This 2013 Parade of Homes Favorite “The Nantucket” is the perfect floorplan for anyone looking for a 1 story open floorplan having 4 full Suites-Separate Office with paneled walls and built in cabinetry, expansive Kitchen, Massive Pantry and Dining Room with 2 separate interior entertaining areas and a huge exterior covered screened porch overlooking the lake and pool that includes a TV, fireplace and BBQ system that will make the Grill Master smile..The home is designed to allow natural light to pour in without the direct heat from the sun..The Primary Suite truly feels like a resort spa with a soaking tub having a corner view of the lake, 2 large walk in closets, Spacious Shower with multiple heads, 2 Vanities with custom designed mirrors, the Bedroom has a nearly 180 degree unobstructed view of the lake with the most dramatic sunrises that will inspire and stir your soul..The attention to detail from the Reclaimed Brick on the front porch, Stacked Stone on the paneled columns, Herringbone Hand Scraped Oak Entry flooring, Tongue & Groove Ceilings, Tray Ceilings and Crown Moulding, 24 ft wide & 10 ft tall Pocket Glass Doors & 10 ft tall Corner Glass Sliding Pocket Doors open to the nearly 1,200 Sq Ft Covered Porch, Hand Hewn Beams in Family & Game Rooms, The Expert Carpentry Craftsman that installed the wall paneling and created the custom built shelving for closets and entertainment centers, Niches properly placed throughout to maximize the storage and open hallways, The timeless Kitchen is designed for the Gourmet Chef that likes to entertain having a large island with prep sink and plenty of seating for friends, Farmhouse Sink overlooking the lake, Stainless Wolf 6 Burner Natural Gas Cooktop with a custom Range Hood, Stainless Wolf Double Oven & Microwave, Stainless Sub-Zero Freezer/Fridge that backs up to the Massive Pantry and a 2nd Office, large Laundry area and Mudroom that has direct access to the Garage, Retractable Porch Screens with the tracks hidden inside the columns & ceiling, Even the Boathouse has upgraded Decking, Paneled Columns, Tongue & Groove Ceiling with Crown Moulding & Recessed Lighting..The backyard is large enough to have a football or soccer game with the kids or get competitive in the front yard on the Basketball or Pickle Ball Court..The positioning of the home offers incredible privacy without any of the Neighbors homes having a view of the pool area or Summer Kitchen..The “Car Guy” will love 4 separate garages with plenty of room for 4 Cars/Trucks & additional space for a workshop..The Town of Windermere is a charming and quaint community offering seasonal events & Food Trucks, Friday Farmer’s Markets, and soon to have an Italian Restaurant, Wine Club and Ice Cream Parlor joining the existing Café and Brewery making the “downtown” even more inviting..Must See this unique home

10845 Bayshore Drive, Windermere

$1,300,000
6 Beds 5 Baths Gotha Town SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. NO HOA & $170,000 UNDER APPRAISED VALUE! Incredible Opportunity in the Heart of Windermere, FL! Don’t miss this luxurious 6-bedroom, 5-bathroom estate with 5,511 sq. ft. of beautifully designed living space — now listed $170,000 below appraised value for a quick sale! Situated on a 0.49.acre lot with NO HOA restrictions, this property offers unmatched freedom, space, and elegance. Property Highlights: • Open-concept design with soaring ceilings and luxury finishes throughout. • Two full kitchens, including an upstairs kitchenette for added convenience. • Hardwood and ceramic tile flooring, coffered ceilings, wet bar, two fireplaces, and more. • Lavish primary suite with direct patio access, spa-style bathroom, soaking tub, walk-in shower, and a massive custom closet. • Each additional bedroom has a private en-suite bathroom—perfect for family or guests. Outdoor Oasis: Enjoy your own private retreat featuring: • Resort-style swimming pool • Spacious fenced-in patio • Lush, landscaped backyard ideal for entertaining, relaxing, or family fun. Prime Location: Nestled in one of Windermere’s most sought-after neighborhoods, you’ll be just minutes from: • Top-rated schools • Shopping, dining, and entertainment • Florida’s beautiful lakes and parks ? This is a rare opportunity—schedule your private tour today!

1502 Hempel Avenue, 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

$365,000
3 Beds 3 Baths Oasis Cove I/Lakeside Village Ph 01 SubDv. 34786 Zip Code
MOTIVATED SELLER! Welcome to the GATED Windermere Community of Oasis Cove a first class community in Central Florida, founded in 2007, where residents live amidst the tranquil magic of our adventurous surroundings. 2 stories, 3-bedroom, 2.5-bath, and features a Loft and Flex Room Upstairs with the Primary Suite Downstairs. Downstairs, you will find an inviting Open Floor Plan with tile and bamboo flooring. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar.The kitchen features granite counters, upgraded backsplash, and a pantry. The downstairs also features the 1st Floor Master Bedroom, Private Large Luxurious Bathroom (1/2 bath downstairs to share), and a walk-in closet! Two additional bedrooms, full bathroom and a laundry room complete the upstairs space. Enjoy the large living area on the first floor or head out back through the sliding doors to your fenced in back patio, that is perfect for entertaining. This lovely property backs up to the preserve, has a fenced in patio area. This home also includes a spacious two-car garage for added convenience. The gated community offers fantastic amenities, including a resort-style pool, playground, and clubhouse, creating the perfect balance of relaxation and recreation. Scenic trails around the community. Plus, with Walt Disney World just 5 minutes away and Horizon West nearby for all your shopping and dining needs, you’ll have everything at your fingertips. Conveniently located close to hotspots of Downtown Windermere and Downtown Winter Garden. Offering comfort, style, and a peaceful setting, this condo is a must-see -- don't hesitate to schedule a showing today!

8031 Enchantment Drive Unit GE, Windermere

$3,999,999
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

$2,600,000
5 Beds 6 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Combining timeless French Country architecture with the luxuries and design of the modern world, is what this Keene’s Pointe golf estate is all about. Originally designed and built by much-respected Goehring and Morgan, this home offers everything today’s discriminating buyer is looking for in a luxury property. Perfectly positioned overlooking the 14th fairway of The Golden Bear golf course, with over 5,200 square feet, the home has everything you need and want with 5 bedrooms, 5 full baths, 2 half baths, office, loft, and flex space (the 5th bedroom suite is currently being used as an amazing home theater). The primary living areas offer unobstructed golf views with an elaborate stone fireplace, intricate ceiling design, and lovely travertine flooring create comfort and elegance. The office is large with custom mill work and mahogany custom built-ins. The oversized master suite offers a private sitting area overlooking the sunny pool and golf views. The gourmet kitchen is designed for a chef’s delight, with custom cabinetry, stainless appliances, exotic granite. The family, dining, and kitchen areas open to the two-story family entertainment room with an awe-inspiring staircase. The entire home wraps around a beautiful pool with the two outdoor covered lanais complete with summer kitchen. With expansive decking, outdoor shower and bath, all overlooking the Jack Nicholas course, this is truly paradise.

6850 Valhalla Way, Windermere

$4,125,000
5 Beds 6 Baths Aladar On Lake Butler SubDv. 34786 Zip Code
Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square-foot-enclosed boathouse, custom beach and a fully landscaped yard with plenty of space and enhancements for entertainment. The outside space includes hot tubs, 170 square-foot outdoor gym, uniquely designed pool with back of the home built around it, over 100+ outdoor lights (multiple underwater lights), built-in water show attached to the sea wall, a pergola wrapped with wisteria vines, mist system for eliminating unwanted Florida flying friends, 8-speaker plus sub sound system and all of which is perfectly designed to complement the over 122 feet of pristine sandy water frontage on Wauseon Bay on the famed Butler Chain of Lakes. The inside is stunning as it underwent a complete seven figure plus remodel with Sorenson Construction during 2019-2020. Throughout much of the home there are Restoration Hardware Chandeliers and drapes, Sonos operated speakers, wood shutters and hard wood floors. The kitchen includes top-of-the-line appliances, Busby cabinets, Cabria Stones, motorized garbage, secret pantry, mini-bar, touch activated faucet and a custom-made copper hood with pot filler underneath. The custom family room design has a gas fireplace that can vent inside or out, built-in sound system and tailor-made trace ceiling. The home includes a library with all custom-built cabinets and ladder system by Busby. The master bathroom includes his and her sections, Busby cabinets, spacious soaking tub and a steam unit shower with four shower heads and bench. The upstairs boasts an adult game room complete with a custom wood ceiling, five TV’s and poker room and a completely themed room that includes a chalk board, bed, slide, ball-pit, stage, multiple TV’s with gaming systems and plenty of storage. The renovation also included the 3-car garage, which has lots of storage with cabinets and slat walls. The home includes a partial home generator, newer septic field as of 2024 and newer tile roof as 2020. From this home you can easily walk or golf cart to Downtown Windermere, Palmer Park or just stay at home and enjoy the view and arguably the best boathouse and backyard space on the Butler Chain.

805 W 2nd Avenue, Windermere

$1,400,000
5 Beds 6 Baths Lake Sawyer Estates SubDv. 34786 Zip Code
Nestled along the serene shores of Lake Sawyer within the highly desired Windermere community in Central Florida, this stunning property in Lake Sawyer Estates offers lakefront luxury and tranquility. With no HOA, this beautiful estate is located in proximity to the renowned Windermere Preparatory School and nearby shopping, restaurants and area theme parks. The exquisite two-story home features 5 spacious bedrooms and 4 beautifully appointed full bathrooms and 2 half baths, including the expansive primary suite with a large bath and private office featuring breathtaking views of the lake. The home showcases new travertine floors throughout the main level and elegant wood floors on the upper level. Exceptional living spaces include a formal living room, dining room, and a gourmet kitchen with stainless steel appliances and custom cabinetry. The open family room and casual dining area are perfect for entertaining, while the theater room offers a flexible space that can be used as a den, study, exercise studio or game room. Offering exquisite views over the lake, the screened lanai features a summer kitchen, and sparkling pool with a rock waterfall. The lush grounds provide the ultimate in outdoor living with a beautiful yard extending down to the beach and lake. The private boat dock offers direct access to Lake Sawyer, allowing you to enjoy year-round recreation and relaxation on the water. This is a rare opportunity to own a true lakeside paradise in one of Windermere's most sought-after enclaves.

12706 S Lake Sawyer Ln, Windermere

$1,700,000
3 Beds 3 Baths Summerport Beach SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience the epitome of lakefront living in this beautifully remodeled home, nestled on over half an acre with breathtaking views of Lake Butler and Bird Island. Whether you're boating, fishing, or simply relaxing by the pool, this retreat offers the perfect combination of luxury and recreation. The property boasts an exclusive two-story party dock, newly outfitted with Trex decking, two boat slips, two jet ski slips, upgraded boat lifts, chargers, and a charming porch swing—ideal for enjoying sunrises or watching shuttle launches over the lake. Inside, every detail has been meticulously updated, including a first-floor primary suite, new metal roof, Pella Impervia windows & sliding doors (with security film inside and out), Icynene foam insulation for exceptional energy efficiency, two new Dell Aire HVAC systems, a 22KW whole-home generator, solar-heated pool, and brand-new cabinetry, granite countertops, and new enginered hardwood flooring throughout. The garage is currently configured as a gym but can easily be converted back to its original purpose. With no HOA and a prime Windermere location, this home is just minutes from Sand Lake’s renowned Restaurant Row, Disney, Universal Studios, International Drive, and major expressways. The Butler Chain of Lakes, spanning over 5,000 acres and connecting 13 lakes via scenic canals, is celebrated for its world-class boating, watersports, and championship bass fishing. Situated in an A-rated K-12 school district with top private schools nearby, this property represents a rare opportunity to own one of Central Florida’s most coveted lakefront homes. Additionally, the vacant lot next door is also available for a total of 1.24 acres, offering a great opportunity to build a multi-generational estate or family compound. Opportunities like this are rare—schedule your private showing today!

5243 W Lake Butler Road, Windermere

$1,950,000
6 Beds 6 Baths Acreage And Unrec SubDv. 34786 Zip Code
Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO HOA means you have the freedom and room for RV/boat parking or to build your own pickle ball court. An expansive paver motor court with decorative fountain and side entrance three-car garage sets the stage for this 6,601 sq. ft. custom abode featuring six bedrooms, five and a half baths, and a large, covered lanai with screened-in pool and raised infinity-edge spa. Step inside the grand foyer, where travertine marble floors, soaring 22’ ceilings, and a dramatic sweeping staircase create a breathtaking first impression. To the right, the formal living room features a stunning crystal chandelier and double French doors leading to the oversized den/office or potential billiard room with a curved wall of arched windows. An elegant set of double doors adorned with gold leaf accents opens to the first-floor primary suite (28’ x 16’); a luxurious retreat featuring a designer fireplace mantle and direct access to the pool and lanai. The spa-like bathroom includes double granite-topped vanities, garden tub, walk-in shower, and a substantially sized dressing room with built-in cabinets for your entire wardrobe. The family room, located down the corridor past the powder room, boasts a stunning wall of windows and French doors overlooking the pool and lanai. Soaring ceilings with clerestory windows highlight the double-height room with a colonnade of arches that seamlessly connect to the spacious kitchen. Plenty of solid wood cabinetry, granite countertops, a prep island, and double ovens, make this kitchen a true chef’s delight. The elegant dining room, located off the kitchen at the front of the home, makes service a breeze. A convenient first-floor guest suite with a large walk-in closet and private full bath with French door access to the pool ensures comfort for visitors who prefer to avoid stairs. Heading upstairs, the second-floor landing offers access to the front covered balconies with travertine tile and sweeping views of the motor court and electric gate, while inside ample loft space surrounds and overlooks the family room below. There are four oversized bedrooms and three full baths (two with private en-suites). The massive second floor bonus room (27’ x 20’), accessed through elegant glass French doors in the loft, features a granite-topped wet bar and is perfect as a home theater, game room, or even private gym. Charming downtown Windermere and downtown Winter Garden are only a few minutes away with plenty of shops, restaurants, farmer’s markets, and entertainment. Schedule your private tour today and experience the luxury of this one-of-a-kind estate!

1984 Windermere Road, Windermere

$770,000
3 Beds 3 Baths Gotha Town SubDv. 34786 Zip Code
This is a rare opportunity to own a truly special property in Windermere—on the market for the first time ever. Spanning over an acre with no HOA, this private estate has been cherished by the same family since it was built, and now it’s ready for its next chapter. From the moment you arrive, the charm is undeniable. A fully fenced property with incredible curb appeal, this home embodies classic Americana, complete with a welcoming front porch perfect for enjoying Florida’s warm evenings. Inside, the well-designed layout offers a spacious great room, a large kitchen, and a first-floor owner’s suite for ultimate convenience. Upstairs, two oversized bedrooms share a full bath, and a massive finished attic provides endless possibilities. The oversized FOUR-car side-entry garage is complemented by an additional detached two-car garage/workshop with power, making it ideal for hobbyists, tradespeople, or those needing extra storage. With zoning that allows horses and livestock, this property is a dream for those seeking a homestead lifestyle. There’s ample space for RVs, boats, and work vehicles—without HOA restrictions. Plus, the privacy of no rear neighbors adds to the appeal. Many will appreciate the sought after top-rated K-12 public schools and the proximity to several private campuses. Major highways, including the Turnpike, 408, I-4, and 429, are just minutes away, providing easy access to the entire Orlando area. Shopping, dining, and top medical facilities are all within close reach, while Disney, Universal Studios, and SeaWorld are just a short drive away. Properties like this are a rare find. Don’t miss this incredible opportunity—your dream estate awaits

9272 Gotha Road, Windermere

$2,250,000
5 Beds 5 Baths Windermere Town SubDv. 34786 Zip Code
BACK ON MARKET! Financing fell through. Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family. The open living and dining room features built-ins with floating shelves, and the gourmet kitchen is sure to impress with custom cabinetry, waterfall quartz countertops, luxury appliances, a natural gas cooktop, and a walk-in pantry—everything you need for everyday living or hosting. Your primary suite feels like a retreat with two walk-in closets, a spa-like bath with a freestanding tub, and sleek custom cabinets. Upstairs, two bedrooms include built-in desks and charming corner windows—perfect for a reading nook or window seat. You’ll also find a first-floor guest suite, a private office with pool views, a 3-car garage, and a spacious attic for storage. The resort style backyard was designed for fun and relaxation. Enjoy the heated pool and spa, an entertainer’s bar, and even space to park your boat. The poolside casita with kitchenette is the ultimate bonus space—ideal as an in-law suite, game room or man cave. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

409 W 2nd Avenue, Windermere

$17,250,000
7 Beds 9 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all spanning more than 14,444 square feet of living space and 11 bedrooms across both residences. Welcome to this one-of-a-kind haven of privacy and prominence showcasing the best of Central Florida living. Set on a rare 3.75 acres commanding enviable views on the northern shore of Lake Butler, every detail has been thoughtfully designed to celebrate both refinement and tranquility. The impressive palatial main residence boasts 10,649 square feet of living space with 6 bedrooms plus a one-bedroom guest retreat and an array of curated spaces. The Spanish Eclectic interior fuses classic craftsmanship with modern sophistication, creating an inviting and awe-inspiring escape from the ordinary. On entrance be greeted by sweeping floor to ceiling windows to allow breathtaking water vistas, double-sided gas fireplace, a grand colonnade hallway, and architectural details throughout. The gourmet chef’s kitchen features top of the line appliances, gas range with multiple burners, ovens, island with second sink, and walk-in pantry. A sports bar games room and showstopping home theater provide an abundance of entertaining options. Other notable amenities include a Castilian wine cellar, bay windows, two wet bars, private salon, elevator, gym, steam room and sauna. Outdoors, a generous summer kitchen with automatic roller screens provide an outdoor oasis for al fresco dining, cooking, or relaxing. The zero-entry infinity pool and vast resort decking provide a breathtaking vantage point for panoramic views of Lake Butler’s radiant sunsets, while the shaded Zen garden and white sandy beach offer a tranquil retreat for quiet reflection. With many distinct outdoor venues, serenity is never far away. The estate’s private island, accessed by an electric drawbridge, and a boat ramp provide unmatched exclusivity to Lake Butler and the world-famous Butler Chain of Lakes. The two-story detached guest house offers 3,795 sq feet of living space across two, 2-bedroom apartment homes, each with kitchens, laundry rooms, an elevator, and attached two-car garage. Built for a large multi-generational family, guest quarters, or on-site caretakers, the possibilities are endless. Truly a picture-perfect unmistakable showplace offering the very best for the most discriminating buyer.

11900 Lake Butler Boulevard, Windermere

$939,000
4 Beds 3 Baths Windermere Rep SubDv. 34786 Zip Code
**This property qualifies for a closing cost credit up to $12,000 through the Seller’s preferred lender (restrictions apply).**Prepare to fall in love with this beautifully updated 4-bedroom, 3-bathroom pool home located in the heart of Windermere offering the perfect blend of modern comfort and timeless style! The circular driveway draws you in with the traditional white exterior, black accents, and solid wood double entry door. Head inside to find the light-filled interior featuring spacious living and dining areas ideal for family gatherings and entertainment. The elevated formal living room at the front offers wood beams, brick front fireplace and a wood mantel as the focal point of the room. Step down into the formal dining room that looks into the immaculate gourmet kitchen. Wood flooring flows seamlessly throughout with beautiful floor to ceiling cabinetry with under lighting, stone countertops, textured backsplash, and matte black hardware. This space circles around into the cozy living room with the custom built-in shelving at the back and a full bathroom attached. Tucked up at the back of the home is the primary retreat located on the first floor. This expansive room features bi-fold sliding glass doors leading to the exterior patio and a spa like ensuite. Step into this oasis with the custom vanities, stand alone soaking tub that leads into the open glass front shower with dual shower heads. Make your way outside to the screened patio with tongue and groove shiplap ceilings overlooking the entertainment space of your dreams! The large green space in the backyard offers ample room for outdoor activities, while the paved deck surrounding the saltwater pool creates an ideal setting for relaxation or hosting gatherings. Whether you’re lounging by the pool, enjoying the expansive yard, or hosting cookouts in your outdoor kitchen, this outdoor space has it all! Located just minutes from shopping, dining, and top-rated schools, this home offers both tranquility and convenience. Don’t miss out on the opportunity to own this exceptional property! Schedule your private showing today!

315 E 6th Avenue, Windermere

$1,150,000
34786 Zip Code
Discover an unparalleled opportunity to build your dream luxury estate on this rare, untouched lakefront lot in the heart of Windermere, Florida. Spanning 87 acres, Lake Olivia is a private, spring-fed, sandy-bottom lake with no public access, ensuring a peaceful and exclusive setting. The lake is renowned for its professional-grade slalom course, shielded by surrounding hills that provide ideal wind protection for waterskiing enthusiasts. Whether you’re a professional skier or a recreational enthusiast, the calm waters make for optimal skiing conditions year-round. For those who prefer a more relaxed lakeside experience, Lake Olivia is teeming with aquatic life, making it a haven for fishing enthusiasts. This ready-to-build property offers stunning north-facing views, allowing you to take in the beautiful morning sunrises over the water and enjoy the soft glow of the evening light as it reflects off the tranquil lake. Located in Southwest Orange County, this estate offers both seclusion and accessibility—just 10 minutes to Downtown Windermere, 15 minutes to Downtown Orlando & Winter Garden, and 30 minutes to Orlando International Airport & Disney Attractions. It is surrounded by world-class golf courses within a 20-mile radius and is part of an award-winning school district, making it an exceptional choice for families. With untouched lakefront lots becoming increasingly rare in Windermere, this is an exclusive opportunity to create a one-of-a-kind luxury lakefront estate in one of Central Florida’s most desirable and elite locations. Don’t miss your chance to own a slice of paradise on Lake Olivia—where luxury, privacy, and recreation meet in perfect harmony.

Westover Roberts Road, Windermere

$305,000
3 Beds 2 Baths Lakeside At Lakes Of Windermere Condominium SubDv. 34786 Zip Code
Experience the luxury lifestyle of Windermere in this rare first-floor condominium at Lakes of Windermere, offering maintenance-free living in one of Central Florida’s most sought-after communities. Located just minutes from Walt Disney World, this meticulously maintained unit provides unparalleled convenience and comfort with resort-style amenities and easy accessibility—perfect for those seeking a primary residence, vacation home, or investment property. Enjoy peace of mind with major system upgrades, including a newer HVAC system (2019), new water heater (2022), and brand-new stainless steel appliances (excluding the dishwasher). The open-concept floor plan, accented with crown molding throughout, seamlessly connects the living, dining, and kitchen areas, making it ideal for entertaining or everyday living. The kitchen boasts solid wood 42” cabinets, silestone countertops, stainless steel appliances, and a spacious pantry for ample storage. The primary suite, positioned opposite the guest bedrooms for maximum privacy, is an expansive 19' x 12.5', large enough to accommodate a king-sized bed. It also features a large walk-in closet with new carpet and an ensuite bathroom with dual vanities, a glass-enclosed shower/tub combination, and ample storage space. Down the hall, you’ll find two additional guest bedrooms, one of which has ensuite access to the second full bathroom, complete with a large vanity and a glass-enclosed shower/tub combination. Step outside through the sliding glass doors to your private screened-in patio, the perfect space to enjoy Florida’s warm climate and lush surroundings. Residents of Lakes of Windermere enjoy exclusive access to resort-style amenities, including a clubhouse with on-site management, a state-of-the-art fitness center, a resort-style pool, tennis courts, scenic walking trails, a basketball court, and a tranquil lake with breathtaking views. The community is beautifully landscaped with mature trees, well-maintained common areas, and a peaceful ambiance. Prime Location: This condo is zoned for top-rated schools and is surrounded by multi-million-dollar neighborhoods, making it an ideal choice for families or investors. Conveniently located across the street from shopping, dining, and entertainment, and just a five-minute drive to Disney, the property also offers quick access to Toll Road 429, I-4, and major Orlando attractions, ensuring an easy commute to downtown Orlando, the Orlando International Airport, and other key destinations. Don’t miss this exceptional opportunity to own a well-appointed, move-in-ready condo in Windermere. Schedule your showing today!

8276 Maritime Flag Street Unit 110, Windermere

$1,300,000
4 Beds 4 Baths N/A SubDv. 34786 Zip Code
***LAKEFRONT COUNTRY ESTATE in the highly sought-after town of Windermere on the shores of private Lake Crescent. Down its 350-foot driveway, discover this serene retreat, featuring a circular drive and over 1.5-acres of lushly landscaped paradise including over 35 tropical fruit trees. Renowned for its tranquil ambiance, Lake Crescent offers an ideal setting for aquatic activities including water skiing, sailing, paddleboarding and kayaking. Embracing the Florida outdoor lifestyle on the shoreline which includes an expansive private dock and a boathouse with a lift. This beautifully designed ranch-style home showcases original Brazilian cherry wood floors and a thoughtfully planned split floor plan. The spacious kitchen complete with a large breakfast nook overlooks the scenic lakefront, creating the perfect spot for morning coffee. Additional living spaces include a formal dining room, separate living room and a Florida room highlighted with glazed terracotta tiles, all providing ample space for entertaining. The primary suite is a sizable private retreat, offering space for a cozy sitting area, ideal for unwinding with a book. The ensuite bath features dual sinks and a vanity area. On the opposite side of the home, three additional bedrooms share two full baths, making it ideal for family and or guests. Modern conveniences include propane-powered appliances, including the stove, water heater, dryer, and whole-house generator. Key updates include: two AC units (2018 & 2020), gas water heater (2018), roof (2012), septic tank (2017). The dual irrigation system, utilizing both well and lake water, keeps the lush landscaping pristine. Among the estates abundant tropical fruit trees are magnolia, mulberry, lychee, starfruit, papaya, and multiple mango varieties (Keitt, Valencia, and Kent), as well as lime, lemon, tangerine, and ambia trees. This one-of-a-kind lakefront sanctuary blends natural beauty, modern comforts, and unmatched privacy, a rare opportunity in Windermere. One or more photos have been virtually staged.

12002 Mckinnon Road, Windermere

$735,000
4 Beds 3 Baths Town Of Gotha SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING! This is it—Welcome Home! This incredible property sits on just under ½ an acre with NO HOA—so bring your boat, camper, or build the workshop you’ve always wanted! Maybe even a “Granny Pod”! This home is designed for ultimate outdoor living—enjoy a covered porch, open patio, stunning Pebble-Tek pool, brick pavers, and gorgeous stone paths. The lush landscaping creates your own private paradise, complete with tranquil stone walkways and an abundance of fruit trees—Persian lime, Meyer lemon, ruby red grapefruit, navel orange, and even a Mexican Hass avocado tree! INSIDE IS JUST AS IMPRESSIVE! The brand-new plantation shutters elevate the home's elegance while offering light control and privacy. The epoxy-coated garage floor gives the oversized 2½-car garage a sleek, durable finish. But let’s talk about the DREAM KITCHEN! It’s HUGE and top-quality—featuring solid wood cabinets, dovetail drawers, granite countertops, and pantry cabinets with pull-out drawers. A double oven plus convection microwave makes cooking a breeze, while the large breakfast bar comfortably seats four. Natural gas is available on the street and can be hooked up! The spacious master suite offers a relaxing retreat with a separate tub and shower, double vanity with quartz countertops, and custom built-in closets. Throughout the home, you’ll find easy-to-maintain porcelain tile flooring—no carpet, making it allergy-friendly! STORAGE? YOU GOT IT! In addition to the oversized garage, there's a separate storage shed for all your extras. ENTERTAINING? ABSOLUTELY! The massive dining room is perfect for hosting, while the great room's bay window offers peaceful backyard views. Step outside, and there’s plenty of seating for get-togethers, whether you're poolside or under the covered patio. Need space for kids or pets? The fully fenced backyard is ready for a batting cage, soccer goal, or even a volleyball net! Prefer tennis? Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION, LOCATION! Zoned for Thornebrooke Elementary, a top-rated school (check out GreatSchools.net!). Hungry but don’t feel like cooking? Take a leisurely stroll to Yellow Dog Eats—your four-legged friend will love the walk, too! At the end of the day, this isn’t just a house—it’s your own personal retreat. Whether you’re relaxing, entertaining, or making memories, this is where everyone will want to gather. Don’t wait—homes like this don’t last long! Schedule your private tour today!

1527 Dingens, Windermere

$290,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Back On The Market! Like New Home! Welcome to this Move-In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores, shops, and dining options. 15 Minute Drive to Disney and short distance to Universal Studios, Epic, Sea World, and Discovery Cove, this location offers unparalleled convenience. ORIGINAL OWNER and Gently Lived In, Like a New Condo! This charming condo is nestled in a community with the BEST POOL in town, making every day feel like a resort stay. Inside, you'll find BRAND NEW LUXURY VINYL FLOORING in the spacious open floor plan. The Primary Bedroom is tucked away on one side for privacy, with the additional bedrooms on the opposite side. The Oversized Walk-In Closet off the Primary Suite provides ample storage space. The galley kitchen is a chef’s dream, featuring 42-inch cabinets with extra drawer space, stainless steel appliances, and granite countertops—perfect for preparing your favorite meals. Additionally, the condo is equipped with a newer A/C and WATER HEATER for added peace of mind. Meticulously maintained by the original owner, this home has been lovingly cared for. Relax and unwind on the screened-in lanai, perfect for sipping your morning coffee or enjoying a peaceful evening. Outdoor enthusiasts will love the abundance of activities available, including walking around the pond, strolling down the dock to the lake, biking, playing volleyball or tennis, and enjoying the pool with friends. Stay fit with the fitness center, or play billiards in the clubhouse. The community also hosts regular events for added enjoyment. With an onsite management company, 24-hour security, and concierge trash pick up, you can experience stress-free living and peace of mind. Don’t miss out—call today to schedule your private viewing of this amazing home!

8168 Boat Hook Loop Unit 707, Windermere

$2,285,000
5 Beds 6 Baths Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in 2023. The casita was built new in 2024. The fabulous ADA-accessible casita with its own private entrance is 1,246 square feet, ideal for hosting friends, family or aging parents. This casita boasts a generously sized great room with plastered Kiva fireplace and built-in bookcases, large kitchen with plastered hood vent, custom tile, porcelain concrete countertops, honed marble island top, coffee station, Café Matte white/brushed bronze refrigerator, 30-inch double oven with six-burner gas cooktop, soft close custom cabinets and drawers, 39-inch iron door, custom stonework walls and floating shelves. The spacious bedroom has a walk-in custom closet & en-suite bath with dual vanities, marble countertops and edgeless walk-in shower. Additional amenities include yellow pine wood ceiling beams, hickory wood flooring, 11½-inch baseboards, solid knotty alder wood doors, custom reclaimed pine closet barn door, and 10-12-foot vaulted ceilings. The main home features four spacious bedrooms, 4.5 baths, a large laundry room, theater-game room and office with 4,450 square feet. The spacious great room has a cozy fireplace, decorative wood beam ceiling and opens to the gourmet kitchen. This kitchen is a chef’s dream featuring stainless steel appliances including Bosch double ovens, Viking gas cooktop, walk-in pantry, Cambria countertops, farmhouse sink, custom cabinetry and oversized island with breakfast bar. The spacious owner’s suite with pool views has two walk-in custom closets and spa-like bath with a freestanding solid stone soaking tub, separate oversized walk-in shower and dual solid stone sinks designed with luxury and relaxation in mind. The large theater-game room has sliding glass doors leading to the covered lanai and private fenced yard. You will enjoy entertaining outside with your sparkling, heated saltwater pool with spa and summer kitchen. A large three-car RV garage joins the casita to the main home. This garage with soaring ceiling has room for two car lifts and RV parking with a 50-amp plug, epoxy flooring and storage racks. This home was thoughtfully designed with optimal storage and custom finishes. Amenities and renovations include new roof, exterior paint, gutters, LVP flooring, custom built-in closets, aluminum fenced yard, pool-spa, two Generac generators, security cameras, termite bond, three tankless water heaters, irrigation well, 10-12-foot ceilings throughout and custom closets in all rooms to keep you organized. Residents of the Town of Windermere enjoy exclusive access to the town’s private boat ramp, giving access to the Butler Chain of Lakes as well as the town’s private pickleball/tennis courts. Golf carts are welcome in this charming town. No HOA restrictions. Location is a short commute to top-rated schools, major highways, upscale shopping, Orlando’s renowned attractions and world-class golf courses.

105 Pine Street, Windermere

$2,625,000
6 Beds 6 Baths Windermere Town SubDv. 34786 Zip Code
Exceptional lakefront opportunity on the BUTLER CHAIN of Lakes! Nestled on the pristine shores of Wauseon Bay, this rare lakefront property offers an unparalleled opportunity to create the ultimate luxury retreat on the coveted Butler Chain. Set on a pristine, oversized lot (~1.26 acres) in one of the area’s most sought-after locations, this FENCED property offers a rare opportunity to create your dream home. This solid BLOCK home boasts breathtaking WATER views, a grand, tree-lined driveway with private GATE, and a setting that exudes elegance and privacy. While the residence itself could use some updating, the setting is nothing short of spectacular offering a picturesque backdrop, mature landscaping, and a premier location that enhances both value and vision. Featuring a spacious layout with soaring ceilings and panoramic lake views, this home is ready to be transformed into a masterpiece. The prime waterfront location offers direct access to the Butler Chain known for renowned boating, fishing, and water sports, making it an ideal sanctuary for lake lovers. Whether you envision a modern showpiece or a timeless estate, this property presents the perfect canvas to bring your vision to life. The home features 6 bedrooms, 5.5 baths (4 en-suite baths), a 3-car garage, 14 X 60 SALTWATER and heated pool/spa with screen-enclosure, two fireplaces (natural gas), a dock for your watercraft along with a floating swim dock, and a sitting area by the water that’s perfect for a cozy night by the fire. Upstairs you’ll find the primary suite along with 3 other bedrooms and 3 en-suite baths. The PRIMARY suite faces the water and features a fireplace, dual sinks, a garden tub, separate shower, and two walk-in closets. The downstairs area includes two additional rooms, 1.5 baths, a formal dining area, living area, a sitting area with a wood burning fireplace overlooking the pool and lake, as well as a bar, which is perfect for entertaining your guests. The kitchen is spacious in size and includes STAINLESS appliances. UPDATES: 5 ton AC 2023, 3.5 ton AC 2016, PebbleTec pool finish 2015, upstairs gas fireplace 2016, tankless water heater 2016, septic field (front of home) 2016. The Butler Chain of Lakes is one of Central Florida’s most prestigious and sought-after freshwater lake systems, located in Windermere and Southwest Orlando. This chain consists of 13 interconnected lakes, known for their crystal-clear waters, sandy bottoms, and exceptional boating, fishing, and waterfront living. Enjoy a rare combination of luxury, recreation, and natural beauty, all while being just minutes from Disney, golf courses, upscale shopping, fine dining, and top-rated schools. Windermere is a GOLF CART friendly community where you’ll find a brewery, coffee shop, dining, a Farmer’s Market, tennis courts, parks, a boat ramp, and more. Opportunities like this are rare, don’t miss the chance to transform this hidden gem into a one-of-a-kind lakefront estate!

407 W 1st Avenue, Windermere

$1,650,000
4 Beds 3 Baths Windermere SubDv. 34786 Zip Code
Now priced at $1,995,000, this expansive lakefront property presents an extraordinary value on the Butler Chain of Lakes. Whether you’re seeking a private waterfront retreat, a renovation project, or a rare opportunity to build new on Lake Down, 4108 Downeast Lane is an offering not to be missed. This rare lakefront estate is on Lake Down, part of the prestigious Butler Chain of Lakes and spans approximately 3.31 total acres, including 1.2 acres of high and dry land, with 225 feet of pristine sandy beach shoreline perfectly positioned on the west side of the property, offering breathtaking sunset views. Nestled at the end of a long, private driveway, the home provides a serene and secluded retreat. Built in 1979 by the loving family bringing it to the market today, this two-story, four-bedroom, three-bathroom home presents an incredible opportunity to embrace a lakeside lifestyle or reimagine the property to suit your vision. The first floor features an inviting open floor plan with a casual foyer, spacious family and dining areas, a kitchen, and a large Florida room that seamlessly connects to expansive outdoor entertaining spaces running the width of the home on both levels. The first-floor interior space is completed by a flex room, full bathroom, and laundry room, located between the general living area and the oversized two-car garage. Upstairs, the private retreat consists of a spacious primary suite with an en-suite bathroom and walk-in closet, two additional bedrooms with sliding glass doors opening onto the second-floor deck, a fourth bedroom, and a shared hall-entry full bathroom. Notable property features include sizable rooms within a desirable floor plan, double-pane windows, a new roof (2023), a storage shed, perfect for lake and boating gear, and a paver-covered walkway leading to Lake Down, which spans approximately 900 acres and is part of the Butler Chain of Lakes—a network of 13 interconnected lakes known for their clear waters, sandy bottoms, and luxury waterfront properties. The chain offers exceptional opportunities for boating, fishing, and water sports, with access via scenic canals and public boat ramps. Zoned for top-rated schools, including Windermere Elementary, Chain of Lakes Middle, and Olympia High School, the property is conveniently located near Apopka Vineland Road and Conroy Windermere Road, with easy access to The Vineyard shopping and dining, major highways, and Orlando’s world-renowned attractions.  This is a rare opportunity to build your dream lakefront estate and own a slice of paradise in Windermere. Schedule your private tour today!

4108 Downeast Lane, Windermere

$1,830,000
5 Beds 5 Baths Sawyer Shores Sub SubDv. 34786 Zip Code
Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress. The 1st floor primary suite is a true sanctuary, designed for rest and rejuvenation. Its spa-inspired bath features a large herringbone-tiled shower, soaking tub, dual vanities, and a custom walk-in closet. At the heart of the home, the gourmet kitchen shines with luxury-brand appliances, a gas cooktop, and a built-in oven, all framed by breathtaking Taj Mahal natural stone countertops—a true showstopper that pairs elegance with function. A walk-in pantry with wine refrigerator and appliance station makes entertaining effortless, while the kitchen’s open flow into the living area ensures you’re always connected, whether hosting or enjoying quiet evenings at home. The family room welcomes you with a custom built-in, electric fireplace, and sweeping lake views that blur the line between indoor comfort and outdoor beauty. A separate dining space adds room for formal gatherings, while upstairs, a versatile loft with full wet bar becomes the perfect retreat for movie nights, game days, or casual get-togethers. Step outside and embrace the properties true highlight, living the lakefront lifestyle. Enjoy direct access to the skiable Lake Sawyer from your private dock with electric lift, making boating, wakeboarding, and sunset cruises effortless. From this dock, you can even watch the DISNEY FIREWORKS light up the night sky—a magical bonus for lakefront living. The backyard is equally designed for leisure and entertaining, featuring a pool with spa and sun-shelf, a summer kitchen, and a fire-pit with built-in seating. Surrounded by low-maintenance turf, the outdoor living space stays pristine while giving you more time to enjoy life on the water. With no HOA, centrally located and only minutes from Windermere Preparatory School, this home offers the rare balance of privacy, convenience, and true luxury. This isn’t just a house—it’s the lakefront lifestyle you’ve been waiting for. CALL NOW!

6564 Lagoon Street, Windermere

$2,075,000
3 Beds 3 Baths Windermere Town Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of prime shoreline on Lake Down, this exquisite residence offers a lifestyle defined by luxury, privacy and breathtaking natural beauty. Surrounded by century-old oak trees and lush tropical landscaping, this elevated single-story home combines timeless Florida architecture with sophisticated modern renovations, creating a unique offering in today’s Windermere real estate market. Spanning 2,681 square feet of impeccably designed living space, the home features an open concept floor plan enhanced by floor-to-ceiling windows that frame panoramic water views from nearly every room. The newly remodeled chef’s kitchen is a masterpiece, outfitted with custom cabinetry, stone quartz countertops, high-end stainless appliances and a generous walk-in pantry. Luxury vinyl plank flooring, designer fixtures, and a stunning wood-burning stone fireplace add warmth and character to the spacious living and dining areas. The luxurious primary suite is a private lakeside sanctuary, offering two oversized walk-in closets, floor-to-ceiling windows, and a spa-inspired contemporary bath with dual vanities and a glass-enclosed walk-in shower. Two additional bedrooms, a flexible home office, and expansive living spaces ensure comfort for family and guests. Every inch of this home is designed to celebrate Florida’s indoor-outdoor lifestyle, with sliding glass doors leading to a newly constructed oversized deck ideal for entertaining, dining and sunset watching. A standout feature of this property is the rare, grandfathered two-story boathouse complete with a private dock and boat lift, ideal for launching your watercraft onto the interconnected lakes of the famed Butler Chain. Enjoy world-class boating, fishing and watersports right from your backyard. No HOA restrictions provide the ultimate freedom to personalize your estate. Just minutes from downtown Windermere’s charming boutiques, cafes, farmers market and parks, and a short drive to Orlando’s luxury shopping, fine dining, championship golf courses and internationally renowned theme parks, this exceptional property delivers an unmatched blend of serenity and accessibility. Zoned for top-rated Orange County schools, including Windermere Elementary, Gotha Middle and Olympia High School, and positioned in proximity to Orlando International Airport and major highways. This once-in-a-lifetime offering is ideal for those seeking the ultimate Florida lakefront home, a rare Windermere double lot and access to the elite Butler Chain of Lakes lifestyle. Whether you are seeking a full-time residence or an exclusive vacation retreat, this Windermere luxury estate offers an extraordinary opportunity to live surrounded by natural beauty and unparalleled convenience.

647 Ridgewood Drive, Windermere

$2,350,000
6 Beds 6 Baths Windermere Town SubDv. 34786 Zip Code
Never Lived In Since Completely Remodeled and Expanded - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathrooms on 2nd Floor - Huge Bonus Room / Theatre / Game Room with Full Bathroom Over Garage - Separate Office on 1st Floor - 12 Foot Wide Folding Glass Doors Overlooking The Screened Pool & Lake Bessie - Newly Expanded Family Room With Expansive Views of Lake Bessie & Screened Pool - Large Covered Summer Kitchen With Natural Gas Grill - Open Kitchen Boasts Custom 54 Inch LED Lit Glass Cabinets - Over & Under Cabinet Lighting - Stainless WOLF 48 Inch 6 Burner Gas Double Oven with Griddle - Custom Designed Arabesque Marble Backsplash with Pot Filler - Built in Stainless Fisher Paykel Fridge Freezer System - Farmhouse Style Island with Table includes Prep Sink with Instant Hot Water Dispenser, Microwave Drawer, Mini Fridge & Extra Storage Cabinets / Drawers - Full Size Kitchen Sink Overlooking Lake Bessie - Extra Bar Top Seating - Designed For Entertaining - The Mud Room / Laundry Room Entrance From Garage has an Additional 36 Inch SubZero Fridge offering the Perfect Place For Bulk Freezer needs or Kids After School Treats - 4 Pantries - Laundry Room Includes Stacked Front Load Washer & Dryer, In The Wall Ironing Board - Steamer, Storage Cabinets & Sink with Lighted Faucet - Oversized 3 Car Garage Includes Storage Racks and Space for a Workshop - Our Exclusive "Car Collector's Package" receives Honeycomb LED Lighting, Custom Wall Colors, EV Charging Station & Custom Color & Designed Epoxy Flooring - New Chamberlain WIFI Garage Door Openers with MyQ App - 1st Floor Primary Bedroom & Closet Has Been Expanded - Separate A/C System for Primary Suite for the Polar Bear Sleeping Experience - Large Shower with Massive Rain Shower & 2 other Shower Heads & HandHeld Wand - Large Slipper Style Soaking Tub - Dual Vanities Having Waterfall Faucets With Elegant Gold Embossed Carrara Marble Geometric Designed Backsplash and Lighted Storage Mirrors - 1st Floor Guest Suite Has Easy Access to Kitchen & Garage - Craft Room or Exercise Room on 2nd Floor Overlooks Lake Bessie - 2nd Floor has A/C System - 1st Floor has A/C System - All 3 Thermostats Have WIFI Control App - Pool Has Been Completely Remodeled With Multicolor Pool Light, Pebbletec, Blue Glass Tile, Waterfall & 2 Towers with Natural Gas Fire Pots - Boathouse Has An Aluminum Cradle Lift Able To Handle A Large Air Nautique or Ski Boat - Lake Bessie has Spring Fed Crystal Clear Water & a White Sand Beach – Golf Cart Friendly Community - Monthly Foodtrucks & Farmer's Market Every Friday - Must See To Appreciate The Benefits Of Purchasing A Move In Ready Lakefront Home

1003 Oakdale Street, Windermere

$2,065,000
5 Beds 4 Baths Windermere Town SubDv. 34786 Zip Code
This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature—from the stunning architectural design to the thoughtfully designed interiors—is remarkable. With its premium corner lot location, this home is not only a private oasis but also perfectly situated to take advantage of the vibrant and community-oriented lifestyle in Downtown Windermere. Key highlights that stand out are, 1. PRIME LOCATION: Nestled on a spacious 0.37-acre corner lot in the heart of Downtown Windermere, providing easy access to local amenities, tennis courts, events and lake activities.2.EXQUISITE CRAFTSMANSHIP: Rich wood finishes, solid wood beams, spray foam insulation, energy efficient doors and windows, recently added temperature controlled 1,000+ bottle wine cellar and unique details throughout create a warm yet sophisticated ambiance.3. GOURMET CHEF'S KITCHEN: High-end Wolf appliances, large walk-in pantry, and farmhouse-inspired design—perfect for entertaining or family gatherings.4. INDOOR-OUTDOOR LIVING: Heated saltwater pool, the summer kitchen including hibachi cooktop and inviting lanai seamlessly integrate with the interior living spaces for year-round enjoyment.5. MASTERFUL LAYOUT: Spacious bedrooms, versatile lofts, luxurious master suite with vaulted ceilings and two walk in closets, relaxing outdoor spaces on the front porch and backyard oasis and expansive driveway.6. MODERN CONVENIENCES: Energy-efficient features, remote controlled window shades, smart home lighting, natural gas generator, security cameras, gas fireplace, dual ovens, dual dishwashers, dual kitchen sinks and a climate-controlled 4-car garage ideal for car enthusiasts.7. CHARMING COMMUNITY: Enjoy golf-cart-friendly streets, farmer’s markets, food trucks, parks, enchanting boutiques, boating on the Butler Chain of Lakes and the new village center opening soon. This property offers a rare blend of luxury, functionality, and a welcoming community vibe. It’s a dream home for anyone seeking an elegant yet relaxed lifestyle in one of Central Florida’s most desirable locations. This home is move in ready and perfect for you!

729 Main Street, Windermere

$1,850,000
4 Beds 4 Baths Windermere Town SubDv. 34786 Zip Code
Stunning, thoughtfully designed, contemporary pool home, NEW (completed in 2024). Bright, open floor plan boasting 4 spacious bedrooms, two with en-suite bathrooms, and an office or 5th bedroom. Step through the impressive cast iron/glass front door into the spacious foyer and the home opens up in front of you revealing upgrades galore. Features include: Built in floating media walls and cabinetry. Energy efficient doors and windows. Energy efficient insulation within walls and ceilings. White, heat reflecting, fully adhered, TPO roofing. Engineered hardwood flooring throughout home with tile in bathrooms. Trane air conditioning - dual zone and fully remote using APP. Smooth level 5 drywall texture throughout interior of home. Lighted drop box ceilings. Modern, designer kitchen with quartz countertop and waterfall edge: Thermador appliances, including large wine fridge, double oven, induction cooktop, refrigerator and dishwasher. Huge, walk in pantry. Oversized garage with storage cabinets, shelving and prewired for EV. Fully fitted, custom closets. Ring doorbell. Fabulous, heated salt water pool with sunbathing ledge, 6 person spa, water feature, LED lighting and large deck area - fully operable using APP. Beautiful, extensive landscaping with fully enclosed wooden fencing - a tropical paradise!. Large covered lanai with Oak plank ceiling, outside kitchen area, electric fireplace with space for TV above. Open the four paneled sliding doors onto the oversized lanai and pool - the perfect indoor/outdoor entertainment space! This home is perfectly located within a short walking distance of the private, community boat docks onto the famous BUTLER CHAIN OF LAKES. Windermere Town is highly sought after with its friendly, old town feel, Historic Town Hall, Old School House, quaint stores & coffee shops, Weekly Farmers Market, Monthly Food Trucks, Tennis Courts and Brewery. Enjoy walking down the famous sand roads and around the many, beautiful lakes - truly is a dog walkers paradise! Windermere Town is also golf cart friendly. Enjoy close commutes to all the attractions, fabulous golf courses, Downtown Orlando, Shopping Malls & Restaurants. Don't forget Windermere Town is located within a great school district! NO HOA!

98 E 10th Ave, Windermere

$1,685,250
34786 Zip Code
Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rare opportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residential vacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated along the tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views and endless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you to design a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or a contemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity and sophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinary opportunity to secure your foothold in one of Florida's most sought after locations. Seize the chance to transform your vision into reality and own a piece of Windermere's unmatched waterfront allure. Act now to make this coveted slice of Lake Down yours and embark on a journey of waterfront living at its finest. NOTE: The images provided are for illustration purposes only. They are intended to give a general visual representation of what the property can look like and may not accurately reflect the actual product.

10988 Down Park Lane, Windermere

$1,700,000
4 Beds 5 Baths Windermere Town SubDv. 34786 Zip Code
RARE FIND IN DOWNTOWN WINDERMERE!! This immaculate home defines where luxury meets contemporary, nestled in the heart of downtown Windermere. Pull up into your drive of Italian laced pavers and enter into your new home through custom French doors. You will be met by 2 story open floor plan where the oversized family room overlooks an outdoor oasis. A modernized chefs kitchen where no detail has been spared including starlight stone countertops and rare cream custom cabinets to match. Master suite located downstairs with custom retractable shades to cover the pocket sliding doors. Stand alone beautifully done shower with spa tub awaits. Two HUGE walk in closets sit across. First floor also has large office with a murphy bed to fit those extra guests. Everyday will feel like a vacation while you’re relaxing here. Home is completely modernized with the latest technologies and security systems, voice activated, touch screens and more. Upstairs you will find an extra loft area overlooking magnificent living area below for family time or movie time. Along with a second master suite and two other suites. All bedrooms with their own bath. TWO laundry rooms, one up and one down for extra convenience. Take a step outside to the covered lanai with motorized enclosure to control weather when you want a breeze or no breeze. Onto the pool deck and oversized yard where you will find a full chefs kitchen, grill, smoker and so much more for family fun and entertaining. Fully fenced in yard for extra privacy and Luscious landscaping. Only minutes away from major highways, plazas, shopping and literally walking distance from Downtown Windermere. Nothing says Florida living like this rare find.

830 Oakdale Street, Windermere

$2,750,000
4 Beds 4 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Discover luxury living in this stunning estate located on renowned Lake Butler Blvd, overlooking Wauseon Bay of the Butler Chain of Lakes. Set on close to one acre of beautifully landscaped grounds, this private oasis is designed for both relaxation and entertainment. As you enter through the winding driveway, you'll be greeted by lush landscaping and a detached oversized garage, fully air-conditioned, perfect for car enthusiasts or this space can be converted to a gym, in-law suite or other use. The main residence, custom-built with a timeless exterior, features an additional two-car garage. Step through the beautiful wood entry doors and immediately notice the high ceilings, upgraded wood flooring, and custom millwork that create an inviting atmosphere. The expansive windows in the main living areas provide breathtaking views of the lake. The first-floor primary suite is a true retreat, offering a private sitting area, custom closets, and a spa-like bath. The gourmet kitchen boasts top-of-the-line appliances, custom cabinetry, and stone countertops, seamlessly flowing into the family room and breakfast area, all filled with natural light and stunning lake vistas. Upstairs, you'll find ample storage along with three additional guest rooms, a cozy loft, and a balcony perfect for watching sunsets. The outdoor space is an entertainer's dream, featuring a travertine lanai and pool deck that overlook a massive backyard, private beach, and lakefront. The spacious dock includes a large screened-in sitting room, boat lift, and a floating jet ski dock. Located just a short stroll from downtown Windermere, this estate offers easy access to shops, Windermere brewing, dining, tennis courts, playgrounds, parks, and so much more. Don’t miss this unique opportunity to own a piece of paradise the the Butler Chain of Lakes!

11018 Lake Butler Boulevard, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Turnkey Fully Furnished 3-Bedroom Condo Near Theme Parks – Owned for 14 Years! Discover your dream getaway in this stunning, fully furnished 3-bedroom, 2-bath corner unit condo, lovingly maintained by the current owners for 14 years. Conveniently located just minutes from world-renowned theme parks, this move-in ready gem offers the perfect blend of comfort and adventure. Plus, from the street, you'll enjoy great views of the theme park fireworks, adding a touch of magic to your evenings. Step inside to an inviting open floor plan, featuring a spacious living area that flows seamlessly into a modern kitchen with stainless steel appliances and ample counter space. Enjoy meals at the dining table or relax on your screened-in balcony after a day of excitement. This condo boasts three beautifully appointed bedrooms, each designed for comfort and generous storage. Additional highlights include in-unit laundry and access to resort-style community amenities like a pool, fitness center, beach volleyball, outdoor fireplace, BBQ area, and a clubhouse with a billiards room. Whether you’re seeking a vacation home or a cozy residence, this turnkey condo offers everything you need. Don’t miss the opportunity to own this beautifully cared-for property, enjoyed by the current owners for 14 years, and located just minutes from the magic of the theme parks! Schedule your showing today.

11562 Amidship Lane Unit 106, Windermere

$890,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Best priced home within the town! Here is your opportunity to own a single-story fully remodeled pool home on a corner lot in the desirable downtown Windermere with NO HOA on county water! At first glance you will immediately appreciate the charming curb appeal your home has to offer. It is constructed with masonry block and Hardie board siding on a concrete slab. The main living areas of your home are adorned with porcelain wood look floors in a distinctive herringbone pattern. The spacious living room and dining room makes it the perfect place to entertain guests with a gas fireplace as the centerpiece. The kitchen is chic with custom wood cabinetry, quartz counters, Bosch stainless steel appliances, natural gas cooktop, beverage refrigerator, and a pantry. Your kitchen also provides breakfast bar seating and is open to the family room that has views of the covered lanai and pool. Primary bedroom is spacious with a California style walk-in closet, dual vanities, soaking tub, and glass shower. Secondary bedrooms have a full bathroom adjacent to it. Notable upgrades include newer paint, electrical panel, water system, newer 5-ton AC unit, energy efficient windows, plantation shutters, and a roof installed in 2020. The front yard has lush landscaping and plenty of lawn for outdoor activities. Enjoy all those sunny Florida days in your screened in heated pool and firepit area for s’mores night. The home is located in an incredible location with convenient access to the neighborhood parks, downtown Windermere, the library, great schools, restaurants, and shopping. The Town of Windermere is also golf cart friendly, has two boat ramps to Lake Butler and Lake Bessie, community tennis courts, hosts weekly farmers markets, monthly food truck nights, and seasonal events. Don’t miss out on this great Windermere home! Be sure to click on the virtual tour links. <iframe width='853' height='480' src=https://my.matterport.com/show/?m=gKaJgHmfFS2&mls=1></iframe>

235 Oakdale Street, Windermere

$1,400,000
5 Beds 3 Baths Sandy Shores SubDv. 34786 Zip Code
Welcome to Central Florida's Resort-Style living on this fresh water private canal front property,90' wide lot with direct access to Lake Butler (chain of lakes) and no HOA! Hidden Gem on a personal dead-end street. Let's preview how the owners have enhanced this home's interior and exterior for living comfort and relaxation plus recreation. Two story with the primary bed & bath on the first floor including in-law bed & bath plus your home office/den. Second floor with an open loft bonus area, 3 bedrooms and 1 full bath. Front load 3 car garage with attic access plus flooring and added ceiling storage racks. Paver driveway and walk surrounded by park plush landscape accents leads to the Pella Front Door & Transom Window entrance. Spacious Foyer opens to the 2nd level flanked by the Formal Dining plus French opaque glass doors to Home Office and stairway with a landing including under stair added storage space. Rear centered is the open Family Room featuring recent sliding glass doors that views the lanai and located nearby to the in-law space with exterior single door to the lanai. The opposite side openly joins the all-purpose kitchen and nook's huge window eat-in space. Spacious kitchen upgrades with LG Refrigerator (round ice cubes), Bosch Dishwasher, Delta Touch Faucet, 42" Cherry Cabinets, Granite Counters and Tile Backsplash. Rear adjacent hall pantry and Utility Room with cabinetry and laundry sink join the garage. Lastly, the Primary Bedroom with exterior windowed wall that views the canal & dock area joins the bath with double wardrobe closets. Primary bath features split vanities, garden soaking tub, walk-in shower and water closet. Second floor features an open Bonus Room lounge plus 3 bedrooms and full bath. Rear 31'X10' screened Lanai with a 6 seat Tuff-Spa for this outdoor oasis to relax and enjoy the quiet canal westerly view. In addition, the open flagstone patio deck & LP gas Fire Pit adjacent to a nature rock fountain stream adds relaxation and enjoy cooking out with the custom stone built in ultimate outdoor Blaze Grill. Both yard sheds on cement slabs for additional storage. Boat owner's pride is the amazing overhead boat dock's close location only a few steps away from the patio. Enjoy the lounge area with the composite covered deck space and covered boat slip plus Jet-Ski dock space, both with electric lifts. Generator transfer switch for your standby power solution! NOTE: this property has partial ownership to a recreation Lk Butler Lake Front lot 20ft.X 250ft adjacent to this home for your added water fun in the sun. Move in to enjoy Central Florida's desired waterfront location & area for local resorts, attractions, activities, recreation & sports of all sorts. Convenient highways & by-ways to nearby Orlando, OIA, Historic downtown Windermere & Winter Garden, Fowlers Grove Mall plus Medical Facilities, Dr. Phillips shops & Restaurant Row!

12055 Sandy Shores Drive, Windermere

$3,650,000
4 Beds 6 Baths Windermere Town SubDv. 34786 Zip Code
This property includes an Incredibly Rare Air Conditioned Boathouse that is completely renovated with Apartment, Kitchen and Bathroom. A Custom Platform Boat Lift with overhead garage door lends security and privacy that other boathouses do not offer....................... Owner is willing to renovate the pool deck to remove the flagstone and replace with a smooth finish travertine of your color choice - call for details ........................................ The home has all the latest state of the art technology allowing you to control everything from the convenience of your phone from the best Brands like Lutron Smart House Electronics to control Lighting, Nest for A/C, Schlage for Exterior Doors and MyQ for Overhead Garage Doors. The Whole House Generac Generator brings comfort and peace of mind to your family during the worst weather...................... The whole property has been completely remodeled with the finest materials. The Miele Kitchen Appliances boast a Free Standing Fridge & Freezer with Furniture Grade Cabinet Doors. The Steam Oven wall unit brings a whole new dimension to Gourmet meals with a 6 Burner Gas Range and separate Oven makes large parties a breeze........................................... The wall unit Convection Oven / Microwave gives a 3rd option for meal prep. An Ice Maker and Bar Sink in the Island gives the Mixologist a great place to Host friends & family. The Stainless Farmhouse Sink overlooks the Lake & Pool and provides another easy area for clean-up................................... This Home is the Entertainers Dream with a Huge Flagstone Pool Deck featuring a Covered Porch and Automatic Screens that make it the perfect place to enjoy amazing sunsets. Continue the fun indoors with a Luxurious Theatre complete with stadium seating, a Concession Stand with mini fridge, sink & Ticket Booth. It is the perfect place to host a birthday or weekend Slumber Party............................... The Resort like Primary Suite with Shower and Soaking Tub Inside a Bay Window Overlooking the Lake & Pool provides the most Romantic place to enjoy the Sunset and release the stress from your busy day. The Entrance Foyer Elevator opens up on the 2nd floor to a large mezzanine making it easy to get to the 3 upstairs Ensuite Bedrooms, Theatre & Office/Study................................ Each Bedroom has a private bath and oversized closet. All 3 Bedrooms have direct access to the huge balcony that overlooks the Pool & Lake................................ The 3 Car Garage is equipped with 2 Tesla Chargers. There is a separate 8 spot parking area for 8 Guests, perfect for larger gatherings........................ If you want to have a place where all of the kids and their friends want to hang out and create lasting memories this is it!..................... Windermere is a Golf Cart friendly community. The Brewery, Cafe, Pizza & Coffee shop is a short walk down Main Street. The Butler Chain has 13 interconnected lakes giving you over 5,000 acres of endless boating and fishing options

904 Main Street, Windermere

$2,580,000
4 Beds 5 Baths Windermere SubDv. 34786 Zip Code
Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enjoy the lakefront lifestyle in the Butler Chain, which consists of 13 interconnecting lakes renowned for swimming, fishing, boating, and all water sports. As you enter this property, you will be in awe of the spectacular newly designed lawn surrounded by a ranch-style fence and illuminated tall, mature pine and oak trees on the private, quiet, dead-end street. A front porch leads to the entry door. Vaulted ceilings and expansive windows expose the great room to spectacular lake views. A large island kitchen with custom cabinets, quartz countertops, and a spacious dining area is open to the covered lanai. Three bedrooms, including the main suite, are on the second floor. A second stairway off the kitchen leads upstairs to the second main suite. Hardwood flooring and tasteful marble bathrooms are present throughout the house. The large screened-in pool with an outdoor bar, grill, and oversized terrace is ideal for entertainment. Among the many recent updates, it has a newly built dock with a boathouse, AC units, and fresh interior and exterior paint, making it a Move-in-Ready home. It is in a private and peaceful setting with no HOA dues, close to shopping, dining, golf, and more!! Property is also lisited for Lease. Call to schedule your tour now!

12428 Summerport Lane, Windermere

$713,500
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
MULTIPLE OFFERS. SUBMIT HIGHEST AND BEST BY AUGUST 26 @ 5:00PM. Nestled under the shade of majestic 100-year-old oaks, this 1940's cottage is a true gem in the heart of Old Windermere. A picturesque flagstone path meanders through delightful butterfly gardens, while a paver driveway and charming picket fence enhance the home’s enchanting curb appeal. Inside, the cottage boasts original wood floors, knotty pine paneling, and built-ins, all adding to its timeless charm. An antique wood-burning stove, abundant windows, and skylights fill the space with warmth and natural light. Experience peaceful serenity from either the front or back screened porch, or take advantage of the private lake access to the renowned Butler Chain of Lakes, ideal for boating, fishing, skiing, and soaking in Florida’s natural beauty. Recent improvements include a new well, water treatment system, updated appliances, and water heater. Conveniently located within walking distance to restaurants, shops, and community events, this home offers the perfect blend of tranquility and urban convenience. Plus, Windermere’s golf cart-friendly streets make it easy to explore everything this charming town has to offer. Don’t miss your chance to own this unique property. Schedule your showing today and experience the magic of downtown Windermere living! So many options, full time, vacation time, retreat, investment!!

226 Forest Street, Windermere

$1,500,000
4 Beds 4 Baths Lake Buynak Estates SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Experience lake front luxury living in this fully renovated home on nearly two acres in Windermere. This home also has a separate oversized garage with an upstairs mother-in-law suite/guest suite complete with a full bathroom, new split unit AC which is perfect for accommodating guests or extended family. The property boasts an open concept layout, starting with an elegant foyer leading to a cozy living area with a fireplace. The modern kitchen is a chef’s dream, offering custom-made cabinets, brand-new appliances, a gas stove, and two wall ovens. The first floor has walls designed for a modern ambiance, and the second living room includes a sink, wine cooler, and cabinets, perfect for converting into a home theater, office, game area, or bar area. At the end of the day wander over to your master bedroom which offers an enormous walk-in closet and a balcony view… Take advantage of the outdoor space which includes a front yard large enough for a soccer game, a backyard with a pool, new outdoor games, and a renovated dock with a sandy beach feel. Recent renovations include a new roof, new septic tank with pump, new flooring, new lighting fixtures, an open concept design, fully renovated kitchen and bathrooms, fresh paint inside and out, and a revitalized dock area. Additional updates include a new irrigation system, outdoor play area, pool heater and pump with smart technology, new pool lights, new fence, and modern outdoor lighting. Sit back and enjoy the nightly fireworks from Disney in your backyard or on the dock overlooking the lake. This home offers the best of Florida living—contact us today for a showing! This home has been appraised over the listing price, with documentation available upon request

3606 Lake Buynak Road, Windermere

$825,000
4 Beds 2 Baths N/A SubDv. 34786 Zip Code
This is the property you have been waiting for! Absolutely beautiful views, surround this private oasis. You have the creek, lush greenery and trees on the left side of your home, the fishing pond and 11-acre horse pasture with barn behind you, which is maintained by a neighboring HOA. There's only one neighbor to your right. Bring your dogs, horse, chickens and RV because this property doesn't have an HOA. There is a piece of land towards the front of the property, on the other side of the trees and creek, that is part of this property as well. The house is set way back from the road, so you are in your own little world. This split floor plan home has large rooms, tile floors throughout and a beautiful stone fireplace that is woodburning, but also has an electric insert for ease and convenience. There is a huge, screened lanai, close to 700 sq. ft. looking out on your expansive property, pasture and horses. Outside the lanai is a firepit and chairs which stay with the home. The 45x20 ft. RV pad can accommodate up to a 45' RV. There are two 50 amp. outlets, one inside the garage and one outside the garage. There are so many possibilities with this home and property. You can add on, go up, or just start from scratch. Build a compound if you so desire! You are only 2 miles from the Winter Garden Village at Fowler Groves which has many dining and shopping opportunites and 2 miles from the 429. This one won't last long!

13100 Lake Butler Boulevard, Windermere

$825,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Welcome to Historic Downtown Windermere. This stunning, fully remodeled mid-century-modern home is ready to welcome its new owner into a life like none other. Located in the golf cart district, you have convenient access to a private boat ramp and two public boat ramps, community parks, tennis courts, and a downtown district that boasts charm and exclusivity. Besides an idyllic lifestyle, this home offers something that many do not, completely renovated and move in ready. With no detail forgotten, every aspect of this home has been masterfully updated and upgraded. Upon entering you are greeted by immaculate new landscaping, new sod, new trees, and shrubbery - giving fantastic curb appeal. This concrete block home has been completely repainted, along with the addition of a new garage door. Your smart front door swings open to towering high Ceilings, floor to ceiling windows, and a stunning bright home. Centered in the middle of the home is a mid-century fireplace with dark porcelain tile offsetting your bright porcelain tile flooring and new interior paint. This chef's kitchen has been completely remodeled, and redesigned. With designer cabinets, beautiful quartz countertops, luxury cafe appliances, and a beautiful butcher block island, your hosting desires are a reality with additional bar top seating. From your kitchen you have a large open family room, walk in pantry and walk in laundry room. In your main living space, you have an optional formal sitting area along with a potential formal dining room that leads to a covered outdoor patio. This home offers several different potential room layouts depending on your needs. Off of this space you have two guest rooms with new lighting, new fans, and a completely new bathroom. Up the new staircase, you have your private master suite. Complete with new lighting, new fans, new his and her vanities, new shower, new stand-alone tub, and new walk-in closet. The theme of this home is modern mid-century modern with the added convenience brand new finishes, technology, and features. Apart from the brand-new interior, this home offers a new AC, new electrical fuses, a new well tank, a new well pump, new irrigation, new gravel, a 2022 roof, and new hot water heater. Windermere is a town nestled along the lakes. Peace and tranquility at every turn, 4 Chase Road is the perfect home for anyone looking for luxury living in this historic waterfront town.

4 Chase Road, Windermere

$1,795,000
3 Beds 3 Baths Windermere Town SubDv. 34786 Zip Code
Welcome to 323 E 4th Avenue in Windermere, FL—a stunning 3-bedroom, 2.5-bathroom bungalow that has been fully remodeled in 2020. This luxury waterfront property sits on a nearly 1/2 acre of land on the picturesque Lake Down, part of the renowned Butler Chain of Lakes. This Lake House is in the heart of Historic Downtown Windermere which offers a charming & idyllic lifestyle. Enjoy a short walk or quick golf cart ride to the downtown farmers market on Fridays, Food Truck night once a month plus exclusive access to Windermere Tennis/Pickleball courts & private boat ramp on 7th Avenue. The home features a new roof installed in 2020, new septic installed in Dec. 2020 and boasts a modern kitchen & bathrooms, beautiful wood floors, an upstairs deck & downstairs lanai with a pergola & heated spa, 9 foot doors along the back of the house offering lake views from almost every corner, a covered boat dock with new roofing and flooring, complete with water and electric hookups and was also recently re-secured. The beautifully landscaped property includes a brick paver walkway, a fully fenced yard, and a shed equipped with electricity, providing ample storage and convenience. Back inside, you will also find tall baseboards throughout, plenty of storage areas and plantation shutters. Enjoy spectacular sunrises & rocket launches from your backyard. The owner has preliminary plans for an additional 1,000 square foot building; add a double garage with a guest suite along the back of the driveway without a variance needed from the town. The additional septic tank was added to accommodate for the proposed garage/guest suite so all you need to do is finish the plans & build! Don't miss the opportunity to own this exquisite lakeside retreat at an unbeatable price.

323 E 4th Avenue, Windermere

$385,000
3 Beds 4 Baths Oasis Cove I/Lakeside Village Ph 01 SubDv. 34786 Zip Code
Welcome to your dream oasis! This stunning nearly 2,000 sqft townhome, nestled in a serene environment with no rear neighbors, perfectly marries luxury and comfort. Featuring 3 spacious bedrooms and 3.5 exquisitely designed baths, this home is an exceptional find for those seeking an upscale lifestyle. As you enter, you’ll be greeted by the warmth of elegant wood floors that flow seamlessly through the main level. The expansive primary bedroom on the ground floor is a true retreat, offering double sinks and a generous walk-in closet, ensuring you have all the storage you need. The modern kitchen will delight any chef, showcasing gorgeous stone countertops, a brand new dishwasher, and microwave, along with stylish wooden cabinets. Whether for casual dining or hosting friends, the cozy eating space is ideal for every occasion. Venture upstairs to discover a large, inviting loft area that lends itself to endless possibilities—perfect for unwinding, entertaining, or creating a personal sanctuary. Another exquisite primary bedroom awaits you, complete with a luxurious ensuite bath featuring a double sink countertop, a spa-like tub for ultimate relaxation, and a separate shower and toilet for added convenience. You'll also find a generously sized additional bedroom, each equipped with spacious walk-in closets, ensuring everyone has their own personal retreat. Completing the upstairs is a convenient laundry room and an attached back patio, seamlessly accessible through sliding doors, where you can relish serene outdoor moments. Oasis Cove offers a vibrant community with a play park, refreshing pool, and a well-equipped fitness center. Plus, enjoy easy access to Disney World, a plethora of dining options, delightful shopping experiences, and top-notch entertainment. The “A” rated public schools, including Windermere High School, Bay Lake Elementary School, and Horizon Middle School, further enhance the appeal of this location. With the HOA's monthly condo association dues covering Building insurance, Water & Sewer, Pest Control – interior & exterior for the unit and building, Trash & Recycle collection, Amenities – Pool & Fitness Center, Building Maintenance – Roofs & Painting, Cable & High-Speed Internet, Landscaping, and On-site Management – Resident & Unit Support you can enjoy a low-maintenance lifestyle. Don’t miss the chance to make this stunning Windermere townhome yours. Schedule a showing today and step into a world of comfort and luxury!

8113 Enchantment Drive Unit 1302, Windermere

$3,137,750
5 Beds 6 Baths Town Of Gotha SubDv. 34786 Zip Code
Exquisite Lakefront Estate on Lake Olivia Indulge in unparalleled elegance and refined living with this custom-built masterpiece, crafted by the esteemed Wyatt Anderson—one of the most revered builders in Windermere and Dr. Phillips. Nestled in the heart of Gotha, Florida, this stunning estate represents the pinnacle of luxury and comfort, designed with both grandeur and intimacy in mind. 1525 Hempel Ave is a private oasis sprawling over 1.8 meticulously manicured acres, with massive oak trees and wide open lake-views. This architectural marvel offers a seamless blend of Southern charm and quintessential Florida lakefront living. The estate’s front façade exudes classic Southern Living allure, while the rear opens up to a breathtaking panorama of Lake Olivia, providing a serene and picturesque backdrop. Step inside to discover a meticulously crafted interior, where every detail reflects quality and sophistication. The owner’s retreat is thoughtfully situated on the main floor, offering a private sanctuary complete with luxurious finishes and serene lake views. The upper level houses additional spacious bedrooms, ensuring comfort and privacy for family and guests. The estate’s outdoor living spaces are nothing short of spectacular. Relish in the sun-drenched beach area, take a refreshing dip in the pristine pool, or unwind in the soothing hot tub—all set against the stunning backdrop of Lake Olivia. The private gated entry provides both security and exclusivity, while the boat dock invites endless aquatic adventures. Other features include a detached guest apartment and home office. These beautifully appointed spaces are perfect for hosting visitors or extended family. The property also features a mid 1800's historical barn, adding unique character and charm to the property. This exceptional estate represents the zenith of luxury living, combining modern amenities with timeless elegance. Whether hosting grand events or enjoying tranquil moments by the lake, 1525 Hempel Ave promises an unparalleled lifestyle experience. Schedule your private tour today and immerse yourself in the luxury and serenity that await you at this remarkable estate.

1525 Hempel Avenue, Windermere

$3,250,000
5 Beds 5 Baths Lake Down Shores SubDv. 34786 Zip Code
Luxurious lakefront living on Butler Chain of Lakes. Discover unparalleled luxury and breathtaking views at Maywood Manor, a prestigious lakefront estate on Lake Down in Windermere's desired Butler Chain of Lakes. At 9626 Maywood Drive, Windermere, Florida 34786, this home offers a blend of sophisticated elegance and modern comfort. Key features: include prime lakefront location. Enjoy exclusive access to Lake Down and the entire Butler Chain of Lakes, with a private dock, boat house and boat lift, ideal for water enthusiasts. Stunning lake views. Lounge on the expansive travertine deck surrounding the heated spa, ideal for relaxing while enjoying panoramic firework displays and stunning sunsets. Renovated splendor. Completely renovated in 2011, this home showcases modern amenities and high-end finishes. Spacious interior. On an oversized home site, the residence features an open floor plan with cathedral ceilings and impact glass thermal windows, offering abundant natural light and breathtaking lake views. Outdoor entertaining. Entertain effortlessly with an outdoor kitchen, gazebo and screened lanai areas, providing ideal spaces for alfresco dining and relaxation. Additional features include a generator for peace of mind, a convenient in-law suite on the first floor, a new elevator added in 2020 and no HOA restrictions. Convenient amenities. Enjoy the comfort of lanai screens, an open floor plan conducive to modern living and a gourmet kitchen ideal for culinary pursuits. Recent upgrades such as the roof was replaced in 2018, ensuring long-term durability and peace of mind. Additionally, the air-conditioning units have been recently replaced for enhanced comfort and efficiency. This home comes furnished, offering luxury living ready for immediate enjoyment. Furnishings included at no additional cost to the buyers. *Please note personal touch as some artwork and personal items will not convey with the home purchase. Extensive entertainment. The home features 11 televisions throughout for your viewing pleasure. Spacious layout boasts five bedrooms and 4.5 baths, spread across 4,410 air-conditioned square feet, with a three-car garage providing ample space for vehicles and storage. Location benefits. Embrace the charm of Windermere with its scenic landscapes, top-rated schools and a vibrant community atmosphere. This exceptional lakefront retreat offers a rare opportunity to own a piece of paradise on the Butler Chain of Lakes. Schedule your private tour of Maywood Manor today to experience luxury living at its finest.

9626 Maywood Drive, Windermere

$300,000
2 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
**Dreamy Condo Living in Windermere – Close to Disney and More!**Imagine waking up in your sunlit condo, sipping your morning coffee with a view that whispers tranquility combined with the perfect dash of excitement only a stone's throw from Disney. Welcome to your 2-bedroom, 2-bathroom sanctuary in Windermere, where every day feels like a resort holiday!Each bedroom, including a spacious primary bedroom, promises restful nights and energized mornings. The updated stainless steel appliances in your kitchen sparkle almost as brightly as your future here, ensuring every meal is a breeze, from quick breakfasts to gourmet dinners.Living here adds a pinch of magic to daily routines with high-quality amenities. Enjoy the luxury of valet trash service—an understated modern convenience that means no more dragging bins through hallways. Instead, spend that time unwinding by the resort-style pool or keeping fit in the state-of-the-art fitness center.Safety and security are at the helm of this community, with top-notch measures that allow for a peaceful state of mind. Socialize in a vibrant neighborhood known for its welcoming spirit and community-centric activities. Whether you’re a homebody or an adventurer, you'll feel right at home in this second floor unit. The surrounding area is a treasure trove of convenience and nature’s beauty. Stock up on essentials or explore culinary delights just a short walk away at Publix Super Market at Lakeside Village Center. Nature lovers rejoice! The nearby Tibet-Butler Nature Preserve offers a lush escape to reconnect with nature and maybe even spot some local wildlife.And let’s talk about neighbors! Not every condo offers Mickey Mouse and company almost in your backyard. Live just moments away from Disney's Contemporary Resort where fireworks and fairytales grace the skyline – it’s like having a permanent VIP pass to the happiest place on earth!Whether you’re downsizing, investing, or setting up your first home, this condo matches practicality with pleasure and places you at the center of one of Florida’s most sought-after locations. Get ready to build incredible memories in a home that keeps the mundane at bay and lets you live out your dreams.Welcome to a home where every detail adds up to an extraordinary living experience - serene, secure, and just a little bit magical. Why imagine when you can live it? Your dream condo in Windermere awaits. Ready to make the magic yours?

11446 Jasper Kay Ter Unit #1012, Windermere

$3,000,000
6 Beds 7 Baths 34786 Zip Code
Exquisite lakefront compound surrounding a spectacular custom-built 6-bedroom Mediterranean masterpiece with attached mother-in-law suite, sprawling 1.75 acres behind secured iron gates and privacy wall, in a Tuscany-inspired setting complete with olive trees and a winding paver drive. This Italian-themed escape was built to impress with luxurious appointments throughout including rustic stonework, elegant living spaces, and refined touches including stone and marble. The floorplan is one of the biggest highlights of the home with almost all living spaces, including 5 of the bedrooms, on the main floor. Upstairs is a bonus space with 6th bedroom. The primary retreat is gracious and inviting with French doors leading to the screened patio and picturesque views of the pool and lake, plus double closets with custom shelves - and a sumptuous Master bath adorned with stone flooring, tiled shower, jetted tub with fireplace, mounted TV, double vanities, toilet closet with bidet, and lighted makeup counter. The attached mother-in-law suite with separate entrance features a half-kitchen, sitting room, and junior master retreat with commanding lake views. Entertaining is always in style with a stunning kitchen with double islands, granite counters, stainless appliances including a magnificent WOLF range, 48” Sub Zero Pro Refrigerator Freezer with glass door, and butler’s pantry. Separate dining room and living room provide formal spaces for family and guests. An expansive 1,200 sq foot screened patio spans the length of the back of the home and offers a refuge from the elements and features multiple sitting areas, summer kitchen with grill and hood, stone fireplace, and teak ceilings. The lagoon-style pool with heart shaped spa offers a tropical escape. Boat house with screened room and motorized boat lift offers direct access to Lake Olivia – a private spring-fed lake that is a sportsman’s haven, featuring a sandy bottom and no public access, creating an ideal environment for skiing and fishing. Many of the home’s furnishings and furniture showcase the whimsical style and sophistication of MacKenzie-Childs as evidenced by the colorful and handmade pieces found throughout and can be purchased separately. A grand estate for the most discriminating buyer seeking a lakefront retreat combined with elegance and privacy.

9679 Westover Roberts Rd, Windermere

$835,000
5 Beds 4 Baths Wauseon Ridge SubDv. 34786 Zip Code
CERTIFIED PRE OWNED HOME. APPRAISAL COMPLETE NOV 2024! Unbeatable Opportunity to own this beautifully renovated home with Charming Character and DEEDED PRIVATE ACCESS TO BUTLER CHAIN OF LAKES! ROOF 2019- A true architectural masterpiece nestled in the reputable City of Windermere. This property is not just a home; its a chance to truly embark on a lifestyle of the town and the Lake! This 5 bedroom 4 bathroom residence boasts over 3300 square feet sitting on a spacious lot; this home blends the finest of designer details with relaxed charm. As you approach this property you will be in awe with its mature lush green landscaping and curb appeal. This home is a true mix of a Modern Masterpiece with tasteful features such as Two Stone Fireplaces, Custom Built in features, Brick ArchWays and a highly desirable functional floor plan perfect for entertaining large amounts of guests. As you step in side you will be welcomed by your spacious living and formal dining area! Make your way into your DREAM Chefs Kitchen with Top of the line finishes, Brown Marbled Granite Counters, Solid Wood and Glass Cabinets, LED Lighting, Stainless Steel Appliances, including high-end Microwave Drawer, Dedicated Coffee Bar and Built in Custom Wine Rack! Secluded off the kitchen is an additional Bonus Area perfect for a home office, extra storage, or even a hidden butlers pantry. This truly is a DREAM kitchen you would see featured in a magazine gorgeously lit and in the HEART of the home! Continue into your formal family room which is generously sized and perfectly aligned for max entertainment, and what is a family room without its own WET BAR to entertain guests off the kitchen! Step inside your Luxury Master Bedroom with Gorgeous accent wall and fixtures. Ensuite Bathroom feels like you have escaped to a SPA; coming with Dual Sinks, Updated Vanities, Stone Shower Stall, Lux Soaking Garden Tub, and Dual Walk-In Closets. Additionally enjoy a second version of a Master Adjacent with its own private ensuite bathroom and access to the exterior of the home! 3 Remaining Bedrooms sit at the front of the home with an additional bedroom and ensuite bathroom creating 3 Bedrooms with their own private bathroom in this residence! Unlock your charming French Doors to your private fenced in backyard and FIREPIT oasis! With a screened in covered patio, and expansive exterior living space you can see where entertaining would be NO issue in this residence inside or outside! Enjoy all the mature landscaping and Gorgeous oaks! This property is one of few with Private Lake Access to the dock off Lake Butler Blvd- Enjoy boating, fishing, and skiing all at your convenience while additionally taking a quick ride to Downtown Windermere. The city is known for it’s small town charm, Top Rated schools, The Butler Chain of Lakes, and a lively downtown with events like the Weekly Farmers Market, Family Food Truck Night, and the Windermere Wine & Dine. You will enjoy cobblestone streets lined with Boutiques, Coffee shops, Restaurants, and recreational facilities made up of tennis courts, playgrounds, boat ramps and walking trails. Conveniently located across from Windermere Elementary, and close to the Turnpikes & 408 / 429 making this a perfect location in the heart of Central FL! Come view this beautiful and elegant property today!

11154 Park Avenue, Windermere

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