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$1,220,000
5 Beds 5 Baths Les Terraces SubDv. 34786 Zip Code
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side driveway leading to an oversized detached two-car garage—offering plenty of room for vehicles, a boat, or equipment. The property includes both a main residence and a private guest house, or a Casita, creating the perfect setup for multigenerational living or rental income. Step inside the main home, featuring four bedrooms and three and a half bathrooms, and you’ll immediately feel the openness and see the timeless updates framed by views of the sparkling pool beyond. Elegant ceiling beams and luxury vinyl plank flooring run throughout. To the left, the formal living room welcomes you with a wood-burning fireplace and extends toward the pool into a bright entertainment area highlighted by a wet bar and accent wall. The main living area in the front of the house also features a stylish full bathroom. The kitchen opens to the main living space and features updated soft-close cabinetry, stainless steel appliances, and a six-burner ZLINE gas range with a custom wood hood. A large center island provides additional storage with cabinets on all sides, making it both functional and stylish. Between the kitchen and the breakfast nook, there’s plenty of room for a full dining table, giving you flexibility for both casual and formal gatherings. The breakfast nook is set in its own cozy corner, extending from the open living area and filled with natural light. The primary suite, located on the northeast side of the home, is spacious enough for a reading nook or home office, with two sliding doors leading to the pool patio and two walk-in closets. The primary bathroom features a double vanity, a jetted tub, and a walk-in glass shower, plus a rare private courtyard for moments of tranquility. A large bonus room, with a half bath, offers flexible use—ideal for a playroom, craft space, movie room, or even a second primary suite. The bonus room has a powder bathroom. Toward the back of the home are three additional bedrooms and a fully renovated bathroom with a dual vanity and other modern finishes. One of these bedrooms has direct access to the pool patio, where you’ll find a wet bar with a wine fridge and sink, making entertaining easy. The lanai is fully screened and showcases a heated pool and spa. The entire pool area, including the decking, resurfacing, and pool equipment, has been recently upgraded, and all pool functions can be controlled via Bluetooth. A convenient storage room adds extra utility. Across the expansive backyard with Oak trees, sits the charming Casita—complete with a kitchenette, bedroom, and full bathroom. It’s ideal for guests, family, or even as an income-producing unit. The current owner leases it for $1,300 per month, adding incredible flexibility and value to the property. Combined, the main residence and Casita offer five bedrooms and four and a half bathrooms. Located minutes from downtown Windermere and Dr. Phillips, and just a short drive from Orlando’s world-famous attractions, this rare property blends privacy, functionality, and luxury in one exceptional package. Schedule your private showing today.

2828 Ingeborg Court, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 3 SubDv. 34786 Zip Code
Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living at its best - offering a split bedroom layout, gleaming wood flooring, crown molding, charming dining room, and spacious living room with glass sliders to the screened porch. The big kitchen will delight your home chef with stainless steel appliances, solid wood cabinets, Silestone countertops, breakfast bar, and HUGE custom pantry big enough for your Costco runs. With room for your king-size bed, the primary suite, along with the NEW luxury bathroom, offers a walk-in closet with custom cabinetry, drawers, and space for all your shoes. Two good sized bedrooms share the updated full hall bathroom just off the kitchen and interior laundry closet (washer/dryer stay too). Monthly HOA fee includes daily valet trash service, water/sewer, and maintaining the building exterior and lovely landscaping. Parking is a breeze with 1 reserved, assigned spot (#55), and 1 open parking spot. Steps from your front door is the state-of-the-art fitness center, located in the clubhouse with on-site management, resort-style pool, and BBQ area with sand volleyball and tennis courts. Stroll the community walking paths around the tranquil pond with mature trees and beautifully maintained elegant landscaping. Zoned for top-rated schools and surrounded by million-dollar neighborhoods, Lakes of Windermere is near it all. Lakeside Village is just across the street and includes Publix, Starbucks, and plenty of restaurants and shopping; plus, you’re only 5 minutes away from Disney and quick access to highways 429, I-4, the Orlando International Airport, and ALL the major Orlando destinations and attractions.

8180 Boat Hook Loop Unit 106/306, Windermere

$9,750,000
5 Beds 3 Baths Na SubDv. 34786 Zip Code
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere

$325,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 9 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Step into this beautifully maintained Second Corner unit -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,442 square feet, this 3-bedroom, 2-bathroom home is designed for effortless Florida living—with timeless details and upscale finishes throughout. The spacious kitchen features granite countertops, ample cabinetry, and a custom walk-in pantry, while the open-concept layout seamlessly connects the living and dining areas. Relax on your screened-in patio or enjoy the serenity of your freshly renovated condo. Your primary suite offers a private retreat with dual vanities, separate shower, and a custom walk-in closet. Two additional bedrooms are filled with natural light, ideal for guests or a home office. Includes appliances, new Laundry Machines (2025), new AC Handler (2025), new dishwasher (2025), new refrigerator (2025), New Range (2025), New Microwave (2025), New Water Heater (2025), 2 parking spaces (1 assigned + One Parking Pass), and valet trash. HOA covers water, sewer, security, and amenities. Convenient Windermere location near Disney and Winter Garden Village and Lakeside Village Center. One of two Sellers is a licensed real estate agent.

11564 Mizzon Drive Unit 210/913, Windermere

$2,175,000
4 Beds 5 Baths Windermere Town Rep SubDv. 34786 Zip Code
Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplash, custom cabinetry, and high-end appliances including a Sub-Zero refrigerator, Wolf vent hood, and a full Thermador suite with double ovens and microwave drawer. A hidden walk-in pantry blends seamlessly into the design for added utility and clean aesthetics.Upstairs, the owner’s suite offers lake views, a spacious layout, and a sleek en-suite bath with a large walk-in shower and dual vanity. Secondary bedrooms include en-suite baths and reach-in closets. The home is finished with oversized rectangular porcelain tile throughout the entire main level including the expansive covered lanai and wide plank engineered wood flooring from the staircase through the second floor. Additional highlights include a glass-framed staircase and an abundance of natural light in every space. Located just blocks from Downtown Windermere, this home places you at the center of a highly coveted lakefront lifestyle. Enjoy tennis courts, playgrounds, boat ramps on both Lake Bessie and the Butler Chain, plus a vibrant local culture with weekly farmers markets, food truck nights, and seasonal events in Town Square. Cruise oak-lined sandy streets by golf cart, or explore nearby dining, shops, and fitness at The Grove and along Restaurant Row. World-class golf, theme parks, and the airport are all within easy reach and with the hard work already done, all that’s left is to move in and enjoy. Private showings by appointment only. Seller is Motivated and open to negotiate! We completed the closets upgrades in this beautiful home, thoughtfully designed for the family who will soon call this place home.

436 E 7th Avenue, Windermere

$850,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Welcome Home to this beautiful ONE STORY Pool Home in Downtown Windermere! Don't miss this RARE OPPORTUNITY to live among Majestic Oaks with a small town Lifestyle. The setting is “Old Florida” at it's best. Situated on a large corner lot near the Lake Butler Chain of Lakes Private Boat Ramp. The split plan layout provides privacy. The center point of the home is a spacious living room, vaulted ceilings, wood floors and fireplace offering a warm style. The enclosed Sunroom opens to a screened lanai, pool and fenced backyard. Whether you enjoy boating on the spring fed lakes, playing tennis or pickle ball, or simply browsing the weekly Farmer's Market, Windermere has it all! The town is known for it's golf cart friendly community and monthly food trucks.

720 Main Street, Windermere

$1,355,000
4 Beds 5 Baths Roberts Landing SubDv. 34786 Zip Code
This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent upgrades—including a new roof, new insulation, new tile floors, new kitchen cabinets and countertops, new stainless steel appliances, fresh interior and exterior paint, and updated lighting fixtures-add modern elegance throughout. The east-facing design bathes every room in golden sunsets, creating a warm and inviting atmosphere. Set on 1.4 acres with no mandatory HOA, the property boasts a huge driveway with space for RV or boat parking, along with a twin boat slip dock and covered boat house. Perfectly located near top-rated schools, shops, restaurants, attractions, and major roads, this home is ideal for those seeking the Floridian way of life—where swimming, fishing, jet skiing, and year-round relaxation are just steps from your back door.

1703 Roberts Landing Road, Windermere

$2,200,000
4 Beds 5 Baths Windermere SubDv. 34786 Zip Code
Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!

2 Chase Road, Windermere

$5,500,000
5 Beds 9 Baths Gotha Town SubDv. 34786 Zip Code
Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.

9639 Westover Roberts Road, Windermere

$330,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Welcome to resort-style living in the heart of Windermere! This beautifully maintained 3 bedroom, 2 bath condo is located in the highly sought-after gated community of Lakeside at Lakes of Windermere. Featuring an open-concept layout with abundant natural light, this second floor unit offers a spacious living and dining area that flows seamlessly to a private balcony, perfect for relaxing or entertaining. The kitchen is equipped with modern appliances, ample counter space, and a breakfast bar. The primary suite features a walk-in closet and an en-suite bath for comfort and convenience. Residents enjoy access to exceptional amenities, including a resort-style pool, clubhouse, fitness center, and more all just minutes from shopping, dining, major highways, and theme parks. Zoned for top-rated schools, this home is ideal as a primary residence, vacation retreat, or investment property.

11565 Mizzon Drive Unit 208, Windermere

$293,000
2 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Welcome Home to this gorgeous 2-Bed, 2-Bath Condo in Windermere – Fully Furnished & Turn-Key Ready! Located in the desirable Lakeside at Lakes of Windermere, this beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect blend of comfort, convenience, and style. This move-in ready home comes fully furnished, making it the ideal opportunity for buyers looking to settle in quickly. Step into a spacious, open-concept living area with plenty of natural light, perfect for both relaxation and entertaining. The modern kitchen features sleek countertops, ample cabinetry, and high-end appliances. Each bedroom is generously sized, with both boasting an en-suite bathroom for added privacy and convenience. Whether you’re unwinding on the private balcony or enjoying the peaceful surroundings, this condo offers a cozy retreat in the heart of Windermere. The resort style community offers on site management as well as a clubhouse with fitness center, swimming pool, grill area, beach volleyball and walking paths. Daily "at your door" trash service is also included. Conveniently located near shopping, dining, top rated schools and parks this home offers easy access to everything you need while maintaining a serene atmosphere. Don’t miss your chance to own this exceptional property!

8256 Maritime Flag Street Unit 109, Windermere

$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

$295,000
2 Beds 2 Baths Lakeside/Lks/Windermere Condo SubDv. 34786 Zip Code
Welcome to Lakeside! This well maintained 2 bedroom/2 bath unit is located on the third floor with no upstairs neighbors! You'll be impressed by the size of the living area in this light and bright unit which includes a good size living room with separate dining area and a spacious kitchen with a breakfast bar and a tiled backsplash. All of the bedrooms are great sizes, the primary bedroom having its own bathroom and walk-in closet, and a spacious second bathroom off the other bedroom. There is also an enclosed outdoor space which is a great space for sitting and relaxing. Features include updated low maintenance wood-look tile, updated bathrooms, crown molding throughout living area, a Google Nest Thermostat, new A/C 2019. The resort like community offers on-site management as well as a Clubhouse with fitness center, swimming pool, grill area, volleyball and walking paths. The units dedicated parking space located at the entrance of the building and plenty of guest parking. The building offers the convenience of an elevator and daily "at your door" trash valet. Conveniently located near Disney, Universal, Downtown Winter Garden, Windemere, local shopping, restaurants and parks. Perfect for your permanent or vacation home.

11446 Jasper Kay Terrace Unit 309 (1022), Windermere

$318,500
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. $1500 CREDIT OFFERED FOR BUYERS PREPAIDS AND CLOSING COSTS. Step into this beautifully maintained first -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,455 square feet, this 3-bedroom, 2-bathroom home is designed for effortless Florida living—with timeless details and upscale finishes throughout. The spacious kitchen features granite countertops, ample cabinetry, and a custom walk-in pantry, while the open-concept layout seamlessly connects the living and dining areas. Relax on your screened-in patio, overlooking the sparkling community pool. Your primary suite offers a private retreat with dual vanities, separate shower, and a custom walk-in closet. Two additional bedrooms are filled with natural light, ideal for guests or a home office. Includes appliances, new Laundry Machine (2025), new AC Handler (2025), new dishwasher (2025), new refrigerator (2025), 2 parking spaces (1 assigned + guest), and valet trash. HOA covers water, sewer, security, and amenities. Convenient Windermere location near Disney and Winter Garden Village.

8156 Boat Hook Loop Unit 107, 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

$3,600,000
6 Beds 7 Baths Lake Hancock Shores SubDv. 34786 Zip Code
NEW CONSTRUCTION Luxury Lakefront Estate | 6,202 Sq Ft a Private Guest House | 6 Beds + Office + Loft | Pool | No HOA | Boat Dock Experience unmatched lakeside living in this west-facing, 6,202 sq ft custom estate featuring 6 bedrooms with private en-suites, including a guest suite. Upstairs, the primary suite and three additional bedrooms each open to private balconies offering sweeping sunset views over the lake. A spacious loft/flex space and convenient upstairs laundry add extra versatility. The main level boasts a dedicated office, family room with fireplace, and a chef’s kitchen with eat-in space, large island, wine rack, and wet bar. The dining room can easily serve as a billiards or game area. Step outside to enjoy a resort-style pool, summer kitchen, and a newly built private boat dock—all overlooking tranquil lake waters and golden evening skies. Bonus Guest House: Complete with a full kitchen, private laundry, living room, and bedroom with walk-in closet, the guest house also features a loft space with its own balcony—offering uninterrupted panoramic lake views. The perfect private retreat..Built by Davilla Homes. NO HOA GATE WILL BE ADDED TO ENTRY

7706 Ficquette 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