Windermere FL Single Family Real Estate, Homes for Sale

Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the home’s striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with kitchenette, multiple bedroom suites, a private theater with adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace — the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Florida’s most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes to Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.

5070 Down Point Lane, Windermere

$634,994

4 Beds ⋅ 3 Baths ⋅ O6380917 MLS

Welcome to one of the best opportunities in Windermere's highly sought-after Lakes of Windermere community! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, convenience, and the Florida lifestyle buyers are searching for. Step inside to discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and stylish updates throughout. The well-appointed kitchen opens seamlessly to the main living spaces, creating an ideal setting for everyday living and entertaining. Upstairs, the generous primary suite provides a private retreat, while three additional bedrooms offer flexibility for family, guests, a home office, or fitness space. Outside, enjoy your own private backyard oasis with plenty of room to relax, dine, and enjoy Florida's year-round sunshine. Whether you're hosting friends, grilling on the patio, or simply unwinding after a long day, this outdoor space is designed for making memories. Located in the heart of Windermere, residents of Lakes of Windermere enjoy resort-style amenities including a community pool, playgrounds, parks, walking trails, sports courts, and scenic green spaces. Just minutes from Disney, Horizon West, Winter Garden Village, Hamlin Town Center, top-rated schools, championship golf, dining, shopping, and major highways, this location offers unmatched convenience while maintaining the charm and character that make Windermere one of Central Florida's most desirable places to live. Whether you're searching for a primary residence, relocating to Central Florida, or looking to enjoy the highly coveted Windermere lifestyle, this move-in-ready home delivers exceptional value in an unbeatable location. Schedule your private showing today and discover why so many buyers are choosing to call Windermere home. *** A/C and Water Heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022 ***

13013 Overstreet Road, Windermere

$680,000

5 Beds ⋅ 4 Baths ⋅ S5144276 MLS

Under contract-accepting backup offers. Located in the highly desirable area of Windermere, this spacious 4-bedroom, 2.5-bath home offers comfort, functionality, and added income potential. The property features an open and inviting floor plan, perfect for both everyday living and entertaining. Upstairs above the garage, you’ll find a private apartment 1 Bedroom and 1 bathroom —ideal for guests, extended family, a home office, or rental income opportunity. Enjoy living in one of Central Florida’s most sought-after communities, known for its charm, excellent schools, and convenient access to shopping, dining, and major highways.

8552 Powder Ridge Trail, Windermere

$554,555

4 Beds ⋅ 2 Baths ⋅ O6384930 MLS

WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

9319 Woodbreeze Boulevard, Windermere

$1,080,000

6 Beds ⋅ 4 Baths ⋅ O6383546 MLS

This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light granite countertops, subway tile backsplash, a unique coffee bar nook with extra storage, and a spacious walk-in pantry with upgraded shelving—perfect for organization and functionality. Downstairs also offers a private bedroom and full bath with an oversized walk-in shower, ideal for guests or multigenerational living. Upstairs, you’ll find a versatile lounge area and four additional spacious bedrooms. The luxurious primary suite boasts a spa-like shower, upgraded vanity with extra storage, and a large walk-in closet complete with custom shelving. The upstairs laundry room includes enhanced shelving for optimal organization. Step outside to your screened-in private lanai overlooking a sparkling saltwater pool with heater, surrounded by mature landscaping that creates your own backyard oasis. Additional premium upgrades include EV outlet and charger, upgraded garage flooring, and a saltwater pool system for easy maintenance. Located in a vibrant community offering social events, a community pool, and playground—and situated near top-rated schools—this home is just a short drive from Disney property, making it perfect as a primary residence or vacation retreat.

8236 Procida Isle Lane, Windermere

$3,950,000

5 Beds ⋅ 8 Baths ⋅ O6346638 MLS

Under contract-accepting backup offers. Virtually Staged. SELLER MOTIVATED!!! UNMATCHED PRICE AND OPPORTUNITY! Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought after Lake Down Reserve community of Windermere, this custom-built modern Mediterranean estate delivers nearly 8,000 square feet of elevated design, cutting-edge construction, and curated luxury. This home is a true statement of craftsmanship and innovation. From the hollow-core concrete second floor to level five interior walls, hurricane-impact windows and doors, and comprehensive low-voltage wiring, every structural detail reflects next-level quality. Inside, the open-concept floor plan unfolds with dramatic scale and natural light, anchored by a show-stopping LED-lit staircase and seamless indoor-outdoor flow. The chef’s kitchen is outfitted with premium Wolf appliances, custom cabinetry, and refined finishes that balance timeless elegance with modern edge. Designed for both grand entertaining and private retreat, the home features: 5 spacious bedrooms | Dedicated executive office | 6 full baths and 2 half baths (each bath appointed with luxury bidets) | Custom California Closets throughout | Elevator access for effortless convenience | Oversized 4-car garage. A rare “bonus basement” level adds additional flex space – perfect for a media lounge, in-law suite, wine cellar, game room, or collector’s showcase. Outside, enjoy balcony views of Lake Down and a resort-caliber backyard that includes a custom pool and spa, a dramatic sunken outdoor kitchen, fire-pit and expansive entertaining terraces designed for unforgettable evenings under the Florida sky. Lake Down Reserve offers expansive homesites, 24-hour virtual guard security, zoning for top-rated schools, and proximity to fine dining, championship golf, world-class shopping, and Orlando’s renowned attractions – all while still preserving the privacy and tranquility that define Windermere living. This is more than new construction. It is a fully realized modern estate – bold, refined, and built for the most discerning buyer. Welcome to your legacy home!

1009 Down Reserve Court, Windermere

$1,825,000

4 Beds ⋅ 4 Baths ⋅ O6381835 MLS

Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil water views, creating an inspiring workspace. Inside, expansive windows frame the sparkling pool and spa, filling the living spaces with natural light and creating a seamless indoor-outdoor ambiance. Contemporary interior updates lend a true “jewel box” feel, with luxury finishes throughout. Neutral designer tones, upgraded Viking appliances, two newer A/C units, and custom iron Cantera double entry doors add both elegance and sophistication. The spacious three-car garage is discreetly tucked at the rear of the property, allowing the home’s striking front elevation and exceptional curb appeal to shine. Situated on an oversized one-third-acre lot overlooking the Camden River, the property offers generous green space and picturesque water views that enhance its impressive setting. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

6560 Lake Burden View Drive, Windermere

$2,200,000

8 Beds ⋅ 9 Baths ⋅ O6378961 MLS

Luxury Lakefront Estate – Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a sophisticated living experience. Upon entering, the charming front porch leads to a high-ceilinged main living room, creating an imposing and bright atmosphere. Large windows allow abundant natural light, while sliding doors seamlessly integrate the interior spaces with the spectacular outdoor area. The lakeside gourmet space is a true haven for entertainment and leisure, featuring a private pool, a fully equipped summer kitchen, and a spacious area for entertaining guests, all with breathtaking views of the water. On the second floor, a spacious balcony provides enchanting panoramic views of the lake, perfect for contemplative sunset moments. The main floor features luxurious vinyl flooring, adding sophistication and durability. The kitchen is a highlight, equipped with high-quality stainless steel appliances, quartz countertops, spacious and refined cabinets, and a large central island ideal for gathering family and friends. The residence also has two master suites, offering unparalleled privacy and comfort. The garage comfortably accommodates three vehicles, and the property has a solar energy system, providing energy efficiency and long-term savings. Located in a complete community, residents enjoy a swimming pool, tennis court, playground, and tree-lined sidewalks for walking. The house is close to the best schools in the area, as well as the sophisticated shops and restaurants of Windermere, and just minutes from Orlando attractions, including the renowned Walt Disney World. This is a rare opportunity to acquire an exclusive property where luxury, space, sustainability, and breathtaking views meet in perfect harmony. Don't miss the chance to transform this exceptional property into your new home.

11545 Brickyard Pond Lane, Windermere

$1,089,000

6 Beds ⋅ 5 Baths ⋅ O6377789 MLS

Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space.

13525 Gorgona Isle Drive, Windermere

$2,999,999

4 Beds ⋅ 5 Baths ⋅ O6382287 MLS

Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all!

5145 Latrobe Drive, Windermere

$4,599,000

5 Beds ⋅ 6 Baths ⋅ O6381869 MLS

Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.

12540 Park Avenue, Windermere

$11,900,000

6 Beds ⋅ 10 Baths ⋅ O6381880 MLS

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

9323 Gladys Garden Court, Windermere

$900,000

4 Beds ⋅ 5 Baths ⋅ O6382068 MLS

Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just south-east of downtown Orlando and is only a short drive to the SR 429 giving you access to the Florida Turnpike, SR 408 and I4; so you're close to all of Orlando's most popular area attractions. If golfing, boating, shopping and great schools are on your list of must-haves, you'll absolutely cherish living at Windermere Trails with Butler Chain of Lakes, several area golf courses and excellent schools, such as Windermere Prep nearby. Every home we build showcases our commitment to providing incredibly energy-efficient homes that let you spend your money on better things than utility bills. After all, we believe in building new homes and communities the way they can, and should be, built. That's why every Meritage home at Windermere Trails is built standard with the following energy- and money-saving features: - Spray-Foam Insulation - ENERGY STAR Appliances - ENERGY STAR Programmable Thermostat - Low-E2 Double pane/tinted Vinyl Windows - Variable SEER 15 HVAC - CFL Lighting and Fixtures - Weather-Sensing Irrigation - Water-Efficient Fixtures - Dual-Flush Toilets - Low VOC Carpets, Paints and Finishes

11835 Gold Creek Trail, Windermere

$1,750,000

4 Beds ⋅ 5 Baths ⋅ O6377087 MLS

Under contract-accepting backup offers. Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home. Through the grand entrance, the formal living room is bright and chic, with ceiling niche lighting and picturesque windows to enhance the details of this beautifully-crafted estate. Formal living, wine bar, and fabulous chef’s kitchen with breakfast nook with built-ins, plus generously-sized family room enhance your largest gatherings and everyday living. The chef’s kitchen with island and preparation sink feature gas cooktop with hood, stainless appliances, and double ovens. The vast owner’s retreat spans the entire south wing of the house and includes a lovely sitting area, French doors to the patio, large walk-in closets, and a spa-like bath with double vanities, jetted tub, and large shower. Two additional bedrooms are located on the opposite side of the house on the first floor with a Jack and Jill bath and a secondary bed and bath are upstairs off a large game room. The resort-style pool and spa with mammoth paver patio decking and summer kitchen offers a private outdoor retreat under a large screen enclosure. New carpeting and new Plantation shutters just installed. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.

3013 Seigneury Drive, Windermere

$2,895,000

4 Beds ⋅ 5 Baths ⋅ O6371471 MLS

Under contract-accepting backup offers. Set against the shimmering waters of Little Lake Down, this extraordinary lakefront home offers an elevated expression of luxury living. Thoughtfully designed to maximize sweeping water views, the residence delivers a refined yet inviting atmosphere ideal for both intimate living and grand entertaining. As you step inside you are greeted by a spacious open floor plan, highlighted by a wood-burning fireplace, and captivating views of the pool, backyard, and lake. At the heart of the home, a chef’s kitchen stands as a true centerpiece, appointed with top-of-the-line appliances and two expansive center islands, it’s the perfect place for family gatherings. The kitchen opens to a large family room and breakfast nook providing effortless flow for daily living, enhanced by panoramic lake views that bring the outdoors in. The primary suite serves as a luxurious retreat, featuring peaceful water views and a spa-like bathroom with dual vanities, a walk-in shower, and an elegant soaking tub. Additional first floor amenities include a guest bedroom, a home office, and a pool bath. Upstairs, you will find two additional bedrooms, a spacious bonus room, and a private balcony overlooking the lake. Outdoor living rivals a private resort with a large, covered lanai, sparkling pool, spa, and an expansive backyard that leads to a private boat dock with a boat lift and jet ski parking. With direct access to the Butler Chain’s interconnected lakes there will be no shortage of things to do on the weekend. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. This is more than a home, it is a rare opportunity to own a private lakefront retreat on the Butler Chain of Lakes, where luxury, lifestyle, and location converge in one truly exceptional offering.

10870 Bayshore Drive, Windermere

$3,195,000

6 Beds ⋅ 6 Baths ⋅ O6376859 MLS

Under contract-accepting backup offers. Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!

5538 W Lake Butler Road, Windermere

$3,350,000

4 Beds ⋅ 4 Baths ⋅ O6377244 MLS

Under contract-accepting backup offers. Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.

10577 Down Lakeview Circle, Windermere

$930,000

5 Beds ⋅ 4 Baths ⋅ O6376318 MLS

Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for.

6752 Trellis Vine Loop, Windermere

$1,396,000

6 Beds ⋅ 5 Baths ⋅ O6374555 MLS

Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

$7,250,000

5 Beds ⋅ 7 Baths ⋅ O6373191 MLS

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

5074 Isleworth Country Club Drive, Windermere

$639,000

5 Beds ⋅ 3 Baths ⋅ O6372809 MLS

Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere!

13232 Longacre Drive, Windermere

$679,999

4 Beds ⋅ 3 Baths ⋅ S5141148 MLS

Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home, hosting family, or simply looking for room to grow, this home adapts to your lifestyle. Love to entertain? Step outside to your fully fenced backyard complete with an outdoor kitchen and authentic brick oven. The perfect setting for weekend BBQs, pizza nights, holidays, and year-round Florida living. One of the home's biggest advantages is its solar panels, helping reduce monthly electric costs while providing long-term protection against rising utility rates. It's an investment that continues to pay you back month after month! Location is everything, and this one delivers. You're just 4 minutes from highly sought after Windermere High School, zoned for top-rated schools, approximately 15 minutes from Walt Disney World, with Disney fireworks often visible from the neighborhood. Enjoy quick access to Winter Garden, Hamlin, shopping, restaurants, major highways, and countless entertainment options, all while benefiting from a community with low HOA fees and no CDD. Homes that combine location, space, energy efficiency, and value in the Windermere area are becoming harder to find. Don't miss your opportunity to make this one yours. Schedule your private showing today before someone else calls it home.

13339 Roskin Lane, Windermere

$695,000

4 Beds ⋅ 4 Baths ⋅ O6372084 MLS

Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. DISNEY VIEWS & OUTDOOR LIVING One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch — a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas — ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo — all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN

13519 Bicton Lane, Windermere

$560,000

4 Beds ⋅ 3 Baths ⋅ O6371960 MLS

Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself

8225 Bryce Canyon Avenue, Windermere

$6,000,000

7 Beds ⋅ 7 Baths ⋅ O6370294 MLS

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

9725 Chestnut Ridge Drive, Windermere

$2,170,000

6 Beds ⋅ 6 Baths ⋅ O6368185 MLS

Seller says bring all offers! Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.

713 Main Street, Windermere

$965,000

4 Beds ⋅ 3 Baths ⋅ O6358139 MLS

Under contract-accepting backup offers. Fresh Exterior Updates! This beautifully updated custom home has just been refreshed with new exterior paint and a newly painted pool deck, enhancing its curb appeal and outdoor living spaces. Updated professional photography will be added soon to showcase the refreshed exterior and recent improvements. Rare opportunity to own a custom pool home on .71 acres in the Town of Windermere for under $1 million. Built by renowned luxury builder Richard Watson, this single-story home is situated on an oversized cul-de-sac lot in Willows at Lake Rhea, offering exceptional privacy between homes, mature landscaping, and zoning for Windermere Elementary, Bridgewater Middle, and Windermere High School. Inside, soaring ceilings, Acacia wood flooring, and abundant natural light complement the open floor plan featuring four bedrooms, three full bathrooms, formal living and dining rooms, and a spacious family room with a wood-burning fireplace. Triple sliding glass doors and French doors create seamless indoor-outdoor living with beautiful views of the custom pool and expansive backyard. The updated kitchen features granite countertops, soft-close cabinetry, under-cabinet lighting, porcelain tile flooring, a stylish backsplash, generous storage, and a bright breakfast nook overlooking the pool. The oversized primary suite offers direct pool access and a renovated spa-inspired bath with a freestanding soaking tub, zero-entry shower, quartz dual vanities, and dual custom walk-in closets. Outdoor living is equally impressive with a custom pebble-finish pool, spacious screened lanai with a coffered ceiling, outdoor sink and cabinetry, and the newly refreshed pool deck. The oversized homesite offers a rare combination of space and privacy, providing plenty of room to entertain, play, garden, or simply enjoy the peaceful setting. Residents enjoy tennis and pickleball courts, basketball, a playground, and a neighborhood park. Living in the Town of Windermere also includes access to the Butler Chain of Lakes boat ramp, the weekly farmers market, public library, food truck nights, holiday celebrations, and year-round community events. Adding to the appeal, the Town of Windermere is constructing the Windermere Ward Trail, a new multi-modal pathway that will make it even easier to bike, walk, or golf cart to downtown. Conveniently located near SR-429, SR-408, Florida's Turnpike, Winter Garden Village, Dr. Phillips, Walt Disney World, Universal Orlando, shopping, dining, golf, and everyday conveniences. Recent improvements include exterior paint (2026), freshly painted pool deck (2026), HVAC system (2025), irrigation pump (2025), pool pump (2025), water heater (2024), and septic drainfield replacement (2018). To provide additional flexibility for the next owner, the seller is also including a stainless steel commercial-style range hood with extension, which may be installed if desired. Combining quality Richard Watson construction, an oversized .71-acre homesite, recent updates, and one of the most desirable locations in the Town of Windermere, this move-in-ready home presents an exceptional opportunity for buyers seeking privacy, space, and the Windermere lifestyle. Schedule your private showing!

2125 Kane Park Way, Windermere

$2,950,000

4 Beds ⋅ 5 Baths ⋅ O6361099 MLS

Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater pool with travertine decking, expansive covered lanai with automatic screens, summer kitchen, fire pit, fenced yard, and breathtaking sunset views. Inside, enjoy soaring ceilings, travertine flooring, custom millwork, 10-ft sliding doors, a wine cellar, hidden walk-in pantry, and a chef’s kitchen with Wolf 48” gas cooktop and custom cabinetry. The main-floor primary suite offers lanai access and a spa-inspired bath, while three additional bedroom suites are also conveniently located on the first floor. A spacious upstairs bonus/game room with full bar creates the perfect media, entertainment, or multigenerational flex space. Additional highlights include: • Oversized 3-car garage • 4 HVAC units + dehumidifier system • Updated pool equipment (2022) • Elevated garden shed + premium Vego garden beds • Office with custom built-ins Residents enjoy access to the Golden Bear Club lifestyle with golf, tennis, fitness, dining, Butler Chain lake access, and proximity to Windermere Prep, Disney, and Universal. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.

6130 Grosvenor Shore Drive, Windermere

$810,000

5 Beds ⋅ 3 Baths ⋅ O6359496 MLS

This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space, with brand New beautiful Gray Travertine throughout all countertops, that provides the perfect entertaining opportunity! A freshly painted neutral color palette, additional recessed lighting added downstairs, and luxury vinyl flooring in all the entertaining areas are just some of the exceptional design elements. Natural gas range and stainless-steel appliances, coffee/wine station, and a huge center island with breakfast bar creates a gourmet kitchen. Large windows and sliding glass doors allow for an abundance of natural lighting and beautiful views overlooking a screen enclosed Lanai with a gazebo to enjoy relaxing evenings. Upstairs are four of the five bedrooms and two full baths, completely Renovated with Galaxy stones From. floor to ceiling, and other bathroom renovated also with High technology toilet flushing by itself ; the fifth guest bedroom is located on the first floor with direct access to the third full bathroom. All Flooring New and recently changed upstairs. The Primary Suite boasts an enormous walk-in closet, and en-suite with double bowl vanity, private water closet, a large soaking tub and separate shower stall. The upstairs Theater with 4 cinema chairs is a great place for movies and popcorn with an oversized 9' projection screen! 2 New Air Conditioners-1 replaced in 2021, 2nd unit replaced in June 2022. Brand New Roof Sept /2023 (Lifetime warranty) Summerport residents enjoy the beautiful community Clubhouse with an oversized swimming pool, tennis/pickleball and basketball courts, workout room, and walking/jogging paths. Located in TOP RATED school zones, this fabulous home is close to all major shopping and boutiques, fine dining as well as Disney attractions with easy access to Downtown Orlando and the Orlando International airport.

4415 Blue Major Drive, Windermere

$4,850,000

7 Beds ⋅ 8 Baths ⋅ O6357873 MLS

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

9575 Westover Roberts Road, Windermere

$1,830,000

5 Beds ⋅ 5 Baths ⋅ O6357302 MLS

PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential.

2958 Marquesas Court, Windermere

$900,000

4 Beds ⋅ 4 Baths ⋅ O6355868 MLS

Virtually Staged. **Back on the market! 25k price improvement and a new roof being added! Buyers financing fell through.** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. Situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, and within a 30 minute drive of the Orlando International Airport, Disney, and Universal. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities.

3328 Wax Berry Court, Windermere

$9,750,000

5 Beds ⋅ 3 Baths ⋅ O6355233 MLS

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

$1,200,000

4 Beds ⋅ 4 Baths ⋅ O6352069 MLS

Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year, the home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator.

1361 Whitney Isles Drive, Windermere

$995,000

4 Beds ⋅ 4 Baths ⋅ O6346461 MLS

NEW TILE ROOF INSTALLED PRIOR TO CLOSING! Located in Glenmuir, one of Windermere's most sought-after gated communities, this beautifully maintained pool home offers 4 bedrooms, 3 full baths, 2 half baths, a private office, bonus room, and a desirable mostly single-story floor plan. Backing to peaceful greenspace with NO REAR NEIGHBORS, this home combines privacy, functionality, and resort-style outdoor living in one exceptional package. From the moment you enter through the double front doors, you'll be welcomed by abundant natural light and stunning views of the custom 2021 SALTWATER POOL and outdoor living area. Just off the foyer, a private office with French doors and a closet provides the perfect work-from-home space. Formal living and dining rooms open directly to the covered lanai, creating seamless indoor-outdoor living and effortless entertaining. At the heart of the home, the spacious kitchen offers abundant cabinetry, extensive counter space, a butler's pantry, and a sunny café area overlooking the pool and backyard. The kitchen flows seamlessly into the family room, where large windows fill the space with natural light and provide beautiful views of the outdoor retreat. The primary suite serves as a private sanctuary with direct access to the lanai and pool area. The spa-inspired bath features dual vanities, a soaking tub, walk-in shower, and an oversized walk-in closet. On the opposite side of the home, three secondary bedrooms and two full bathrooms—including a private en-suite bedroom—offer flexibility for family, guests, or multigenerational living. Upstairs, the large bonus room with its own half bath creates the perfect media room, game room, home gym, playroom, or second living space. Step outside and discover one of the home's most impressive features—a custom heated saltwater pool completed in 2021, expansive patio space, and tranquil greenspace views. Enjoy outdoor dining, entertaining, relaxing poolside, and even views of Disney's nightly fireworks. A dedicated exterior pool bath adds convenience for guests, while the fully fenced backyard offers privacy and plenty of room for pets and play. Major updates provide peace of mind, including a NEW TILE ROOF TO BE INSTALLED PRIOR TO CLOSING, TWO NEW A/C SYSTEMS (2024), NEW WATER HEATER (2025), NEW IRRIGATION TIMER AND WELL PUMP, fresh exterior paint, and a newly painted garage floor. The three-car garage and extended driveway provide ample parking and storage. Residents of Glenmuir enjoy gated access, a community park, playground, basketball court, and picnic pavilion. The home is zoned for A rated schools - Windermere Elementary, Bridgewater Middle, and Windermere High School, with convenient access to Windermere Prep. Ideally located near the Butler Chain of Lakes public boat ramp, SR-429, Florida's Turnpike, shopping, dining, and Orlando's world-renowned attractions, this home offers the perfect combination of location, lifestyle, and value. If you've been searching for a move-in-ready Windermere pool home with a new tile roof, no rear neighbors, a flexible floor plan, and an unbeatable location, this is one you won't want to miss. Schedule your private tour today.

11162 Ledgement Lane, Windermere

$680,000

5 Beds ⋅ 4 Baths ⋅ O6351284 MLS

With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right.

6712 Thornhill Circle, Windermere

$2,175,000

4 Beds ⋅ 5 Baths ⋅ O6350454 MLS

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

$839,500

4 Beds ⋅ 4 Baths ⋅ S5135795 MLS

Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a boutique enclave of just 28 homes located directly across the street from Walt Disney World. This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn. Step inside to discover wood floors throughout the first level, a private office with French doors, and a formal dining room enhanced with a butler’s pantry and wine cooler. Ideal for entertaining. The gourmet kitchen is the heart of the home, featuring quartz countertops, custom window seating in the breakfast nook, and premium appliances. Upstairs, the primary suite is a true retreat with French doors, a long shower, and a custom walk-in closet. Additional bedrooms include a second suite and a Jack-and-Jill layout, providing flexibility for family or guests. Outdoor living is exceptional, with over 1,000 sq. ft. of decking—including 600 sq. ft. under screen enclosure—overlooking a serene pond and untouched forest, perfect for morning sunrises or evening gatherings. Schedule your private showing today and experience firsthand why Peachtree Park is unlike anywhere else.

8724 Peachtree Park Court, Windermere

$699,000

5 Beds ⋅ 3 Baths ⋅ O6340538 MLS

Under contract-accepting backup offers. Beautiful updated windermere home featuring 5 bedrooms 3 full bathrooms , with major upgrades already completed for a peace of mind . Enjoy a brand new roof 05/26 , a brand new Ac 2 Units 05/26 and a brand new water heater 05/26 . Marble floor through downstairs and laminate upstairs , along with remodeled Bathrooms . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . This move-in-ready property combines modern updates comfort , and functionality in one of windermere's most desirable locations .Don't miss this exceptional opportunity. Schedule your showing today . The listing agent is the owner .

6965 Tettenhall Lane, Windermere

$3,800,000

3 Beds ⋅ 4 Baths ⋅ O6346918 MLS

Under contract-accepting backup offers. Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.

9648 Mccormick Place, Windermere

$1,875,000

5 Beds ⋅ 4 Baths ⋅ O6347722 MLS

Experience the Florida lifestyle in this stunning fully furnished 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove, offering a perfect blend of privacy and serene panoramic views. Step into elegance in the light and bright formal Living Room enhanced by a stunning Fireplace, Pool and Lanai views, and high Coffered Ceiling. The equally exquisite Formal Dining Room is also adorned with a Coffered Ceiling and ample natural lighting. A beautiful open Island Kitchen at the center of this home, perfectly situated for accommodating and entertaining friends and family, boasts Granite Counters, built-in Wall Oven and microwave, granite back splash, abundant storage in 42" wood cabinetry with pull outs, tray ceiling, 5 burner Gas Stove, effortless ventilation with a modern exhaust hood for a fresh kitchen environment, high-end stainless-steel appliances, and a concealed 11x5 Walk-in Pantry through cabinetry passage. The Kitchen opens to the Dinette area with large picture window overlooking the Lanai and Pool, and Family Room ideal for entertaining with Built-Ins, storage and gorgeous details with French Doors leading to the outdoor living space. Relax, play, or entertain outdoors in the voluminous Pool with Spa and expansive covered Lanai, providing shaded space perfect for enjoying refreshments as you gaze across the water. The spacious Owner’s Suite is a true retreat tucked away on one side of the home, including an elegant bedroom with Sitting Area, stately entertainment wall unit, Double-Tray Ceiling, handsome wood flooring, French Door access to Lanai, and a generous walk-in California Closet system with dressing area. The finely appointed, light-filled Ensuite Bath boasts split sink vanities, large walk-through dual-head shower, Jetted Garden Tub, and private water closet. On the opposite end, the 2nd and 3rd bedrooms share a convenient Jack and Jill bathroom. The private 4th bedroom with Ensuite Bath is perfect for your visiting guests. The 5th bedroom adjacent to the Foyer is currently utilized as a den/home office. Enjoy a home cinema experience in the fabulous 6-seat Theater Room, equipped with great acoustical audio, large movie screen, leather recliner seating, gorgeous Custom Millwork with concealed column storage, all overlooking the Scenic Pond. Located in the hallway between the Kitchen and Dining Room is an extravagant built-in Mahogany glass-front cigar Humidor including Wine Storage to display and preserve cherished collections. High ceilings and Crown Molding accents throughout exude a sense of grandeur. French Doors from multiple rooms let you open the home to the outdoors space. Large, covered Lanai with a built-in grill, sink and counter space, screen enclosed Pool and heated Spa with a panoramic pond view. The Tildens Grove community is quiet and private, with 140 luxury homes, in the top school districts, in a low-traffic area, centrally located for convenience to Windermere's dining, shopping and culture, local theme parks, 429, I-4, and Florida's Turnpike. Whether you're entertaining or seeking a peaceful retreat, this home delivers on every level.

13420 Bonica Way, Windermere

$3,200,000

6 Beds ⋅ 7 Baths ⋅ O6346484 MLS

Virtually Staged. Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining.

13448 Bellaria Circle, Windermere

$2,240,000

4 Beds ⋅ 6 Baths ⋅ O6344907 MLS

Virtually Staged. This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.

6102 S Hampshire Court, Windermere

$2,200,000

4 Beds ⋅ 5 Baths ⋅ O6345197 MLS

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

$1,775,000

3 Beds ⋅ 3 Baths ⋅ O6341557 MLS

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

12001 Lake Butler Boulevard, Windermere

$3,699,000

3 Beds ⋅ 5 Baths ⋅ O6339134 MLS

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

4812 Alexandra Garden Court, Windermere

$4,276,160

5 Beds ⋅ 7 Baths ⋅ O6339740 MLS

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 ⋅ TB8421056 MLS

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

$475,000

4 Beds ⋅ 3 Baths ⋅ O6338130 MLS

Under contract-accepting backup offers. Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design seamlessly connects the spacious living area with the kitchen, creating the perfect space for entertaining. The primary suite offers a walk-in closet, dual-sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, home office, or media room. Recent updates include a new A/C (2022), water heater (2023), and fresh interior paint and updated light fixtures completed this year. Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Schedule your private tour today!

10624 Reams Road, Windermere

$5,000,000

6 Beds ⋅ 9 Baths ⋅ O6336879 MLS

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

9721 Carillon Park Drive, Windermere

Browse All Windermere FL Single Family Properties for Sale

Windermere Single Family Real Estate

Adair Realty, Inc.

Search

Resources

About