Windermere Single Family Homes For Sale - 246 homes

Remarks: Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished, and truly move-in ready. From the moment you arrive, the corner-lot setting provides a more open feel and excellent curb appeal, complemented by mature landscaping and a wide driveway. The exterior was fully repainted in 2025, adding a fresh, updated look. Inside, you’ll appreciate a bright, well-planned layout with spacious living and dining areas and clear separation of rooms that keeps daily life organized while still feeling connected. Multiple gathering spaces allow you to host comfortably, work from home, and enjoy everyday living without wasted square footage. A major highlight is the first-floor primary suite, offering privacy and convenience, along with a dedicated first-floor study/office that works perfectly as a home office, library, homework room, or flex space. A convenient half bath on the main level is ideal for guests. The home lives comfortably with practical flow and strong functionality, and the bedroom and bathroom count makes routines smoother for busy households and visiting guests alike. At the center of the home, the kitchen is designed for both function and gatherings. It features granite countertops, stainless steel appliances, a center island, breakfast bar, pantry, and abundant wood cabinetry, all positioned to stay open to the main living area so the cook is never separated from the conversation. Recent updates include a new kitchen hood, new refrigerator, and a new kitchen faucet, giving the space a refreshed, turnkey feel. Upstairs, you’ll find three additional bedrooms and two full bathrooms, plus a bonus/media room that easily becomes a second living area, movie room, playroom, fitness space, or guest retreat. The upstairs layout is thoughtfully arranged for privacy and flexibility, making the space ideal for family living and guests. Step outside to enjoy a backyard designed for easy outdoor living and low-stress entertaining, offering a private outdoor area and an outdoor kitchen/BBQ setup that creates a natural gathering spot for weekend cookouts and casual dinners. The corner-lot placement adds extra breathing room and a more spacious feel outdoors. The home also features major improvements already completed, including a NEW roof (2024), two AC units replaced (2025), new solid hardwood flooring (2024), and plumbing updates completed in 2021. A spacious 3-car garage with upgraded finished flooring and ample driveway parking completes the package. Ideally located in a top-rated Windermere school zone with excellent public and private options, the community features a pool, playground, walking trails, and year-round neighborhood events. Enjoy the added backdrop of nearby conservation areas and community amenities, with Disney fireworks often visible in the distance. Just minutes to Disney, major highways, Publix, Lakeside Village, shopping, dining, and everyday conveniences, this home combines a peaceful setting with exceptional convenience throughout Central Florida.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Xiaoyu Su (352-216-1257)

Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024) and windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. The property also offers the opportunity to add a FRONT GATE for enhanced privacy and security, and allows for a FUTURE POOL ADDITION, giving buyers flexibility to further customize the outdoor living experience. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new redevelopment complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Kari Fleck (407-925-5283)

Remarks: Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Maqueli Gewehr (863-258-5656)

Remarks: 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—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.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Andrea Munoz (407-989-2021)

Remarks: Under contract-accepting backup offers. Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago — an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Eleanor Desimone (845-796-6951)

Remarks: Under contract-accepting backup offers. Experience elevated lakefront living on a private one-plus-acre estate on Lake Luntz, this remarkable five-bedroom, four-and-a-half-bath residence welcomes you with a grand foyer, soaring ceilings throughout, and elegant formal living and dining spaces, all thoughtfully designed to capture sweeping lake views. At the heart of the home, the chef’s kitchen blends luxury and performance, featuring custom imported maple cabinetry, Italian marble countertops, brick backsplash, and a farmhouse sink. Premium built-in appliances include a Bosch refrigerator, double Fisher & Paykel dishwashers, Viking gas range top, oven, microwave, ice maker, and wine refrigerator, creating a space equally suited for entertaining and everyday living. Travertine and rich wood flooring flow seamlessly throughout, while abundant brand-new windows (2025) bathe the interiors in natural light, complemented by timeless plantation shutters. The expansive primary suite serves as a private retreat, offering large picture windows overlooking the lake, two generous walk-in closets, and a spa-inspired bath with dual vanities, a clawfoot soaking tub, and a separate walk-in shower. Additional upgrades include in-ceiling speakers with a whole-home audio system, a dedicated laundry room with maple cabinetry and Italian marble counters, and a three-car garage equipped with an EV charging station. Step outside to your personal waterfront oasis—complete with a pool, hot tub, custom-built treehouse (with electricity), dock, and gazebo overlooking the water. The paver-lined pool deck is enhanced by a mosquito misting system, allowing you to relax in comfort while enjoying breathtaking sunset views each evening. Situated within the 24-hour guarded-gate community of Waterford Pointe, residents enjoy access to a tennis court, playground, clubhouse, and private boat ramp. Conveniently located just minutes from premier shopping, dining, and entertainment and approximately 20 minutes from Walt Disney World Resort and Universal Orlando Resort Recent updates include a new roof (2021), water heater (2021), A/C (2024), and brand-new windows (2025).

Listing is courtesy of: THE REALTY MEDICS (321-947-7653)

Listing Agent: Ben Sencenbaugh (321-947-7653)

Remarks: One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.

Listing is courtesy of: REALTY LYNK INC (407-494-0803)

Listing Agent: Denise San Miguel (407-443-2070)

Remarks: Under contract-accepting backup offers. Under 15 minutes to Magic Kingdom. Fireworks on your drive home. Dinner at EPCOT on a Tuesday. Located in Windermere Trails, one of Windermere’s most sought-after communities, this home puts you minutes from Hamlin and Winter Garden Village while keeping you close enough to Disney to make everyday life feel anything but ordinary. The backyard is where this home really stands apart. Designed for living, not maintaining, it features low-maintenance faux turf, a fully fenced yard, and a private, open-air pool and spa with no cage, a rare find in Central Florida. The pool is finished with PebbleTec, a saltwater system, and an electric heater, along with a sun shelf with built-in umbrella holder and an extended paver deck for easy entertaining. Inside, the layout is open, functional, and flexible, with versatile spaces that adapt to how you live. The open-concept kitchen and main living area flow seamlessly, while thoughtful upgrades like plantation shutters, custom closets, and surround sound pre-wiring add a polished feel throughout. You are also walking distance to a top rated elementary school, with access to trails, parks, a community dog park with wash station, playground, and fitness area, making day to day life simple. A backyard you’ll actually use, a lifestyle that just works, and a home that fits the way you live.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Seller Financing Available at below market rates! Welcome to Peachtree Park and this Single-story home boasting an open concept floor plan. Upon entering, you will be greeted with beautiful wood floors that lead to the large living area with a beautiful view of conservation. With no rear neighbors, you will enjoy privacy, especially while relaxing on your large screened-in lanai and your fenced-in backyard. The fully functioning kitchen is complete with granite countertops, an island, Subway tile backsplash and Stainless-Steel appliances and the dining area also features a conservation view. The home offers a split floor plan with 2 bedrooms plus a bathroom in the front of the home and the Master Suite on the back of the home. The Master bedroom has a tray ceiling, ceiling fan and spacious walk-in closet. The en-suite bathroom features a beautifully tiled shower, double vanities and a separate water closet. This home has an attached 2-car garage and a spacious laundry room with built-in cabinets. Ready to go out and play? This home is very close to the Walt Disney World Resort (especially Magic Kingdom), world-class golf courses, fine dining, major theme parks and more. Don’t wait! Call today to schedule your private showing!

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate (407-716-2090)

Remarks: STUNNING CUSTOM ESTATE in the EXCLUSIVE GATED community of Sawyer Sound - a private enclave of 20 luxury homes, ideally located across the street from Windermere Prep, and close to excellent dining and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases curated exceptional quality finishes and craftsmanship, and attention to detail. With natural MARBLE FLOORS, soaring ceilings adorned with real WOOD BEAMS, solid-core interior doors, designer lighting, thick crown moulding, beautiful CUSTOM window treatments and appealing color schemes, you'll find LUXURY in every detail. The chef's kitchen is a masterpiece with rare natural stone CRISTALLO QUARTZITE counters featuring under lighting for a warm dramatic glow, custom wood cabinets, a COPPER farmhouse sink, imported fixtures, and all THERMADOR appliances - including an 8 burner NATURAL GAS range and a built in STEAM OVEN that functions as microwave, convection oven, and air fryer. Gatherings in this home are show stoppers with STACKED SLIDING DOORS that disappear to create a seamless transition to the lanai, pool area with gorgeous NATURAL TRAVERTINE, REMOTE CONTROLLED RETRACTABLE SCREENS, NATURAL GAS FIREPLACE, SUMMER KITCHEN, SALT WATER HEATED POOL, and a LUSHLY LANDSCAPED backyard oasis with a tiki hut - LIVE EVERY DAY LIKE A VACATION! Enjoy the comfort of TWO PRIMARY SUITES, each with spa style luxury bathrooms offering large showers, soaking tubs and custom walk-in closets. The main suite has a bedroom in close proximity that would be an ideal nursery, library or office. Two more bedrooms share a beautifully designed bathroom and each has a walk-in custom closet. Rooms are adorned with real wood PLANTATION SHUTTERS and/or DESIGNER MADE WINDOW TREATMENTS, including silk lined drapes with darkening fabric in the primary suite. Practical luxury continues with a huge laundry room with granite counters, custom cabinets, closet, sink and a folding area. The pantry doubles as a thick concrete reinforced “SAFE ROOM" equipped with a phone line and additional security and safety features. ENTIRE HOME NATURAL GAS GENERATOR ensures no interruption to your comfort. Every detail has been thoughtfully considered - from the water softener, energy efficient foam insulation, and double paned windows to the climate controlled three car garage with an EV car charger, epoxy floor, custom storage, large safe, and bike racks. SMART HOME technology allows you to control all systems from your phone - the thermostat, pool, lighting, interior and exterior cameras, and music. COME SEE WHAT SETS THIS MASTERPIECE APART FROM THE REST! EVERY SPACE IN THIS HOMe TELLS A STORY OF LUXURY, DESIGN AND COMFORT - CRAFTED FOR THOSE WHO EXPECT THE BEST! All measurements should be verified by buyer.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Denise Crabbe (407-592-0692)

Remarks: Experience Unmatched Lakeside Luxury in a Custom-Built Masterpiece Discover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined living. Step inside to a beautifully designed open-concept living space where the family room and gourmet kitchen seamlessly connect. The kitchen is a chef’s dream, featuring top-of-the-line appliances, a breakfast bar, an inviting eat-in nook, and a spacious butler’s pantry. A custom wine closet nearby provides a perfect display for your finest vintages. Adjacent to the kitchen, a well-appointed guest suite and a large laundry room enhance the home's convenience. The formal dining and living rooms, centered around a cozy shared fireplace, has stunning views of the lake—creating a warm and relaxed setting for entertaining. The first floor also features a private office, a full pool bathroom, and a luxurious primary suite. This expansive retreat includes a dedicated exercise room, while the spa-inspired en-suite bath boasts double vanities, dual walk-in closets, a garden tub, and a walk-through shower. A beautifully crafted wood and iron staircase leads to the second floor, where you'll find two spacious bedrooms, each with its own private bathroom. The expansive game room opens to a lake-view balcony, perfect for taking in serene sunsets. Movie nights are elevated in the state-of-the-art home theater, complemented by a convenient half bath. Step outside to your own private paradise—an entertainer’s dream. The large covered lanai includes a fireplace and a fully equipped summer kitchen. A sparkling pool and spa, along with a generous open patio, set the stage for unforgettable gatherings or peaceful evenings under the stars—complete with views of the nightly fireworks. Rounding out this extraordinary residence is a three-car garage, offering ample room for vehicles and recreational equipment. This is more than a home—it’s a lifestyle. Luxury, privacy, and breathtaking views await. Schedule your private tour today and experience the ultimate in lakeside living.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Ali Partovi (386-295-5115)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A RARE OFFERING in Windermere’s established Lakes / Lake Down neighborhood — this exceptional builder’s home combines ONE ACRE, FIVE EN-SUITE BEDROOMS, and BOAT ACCESS TO THE BUTLER CHAIN OF LAKES with the quality, craftsmanship, and timeless finishes typically found at much higher price points. Tucked within an intimate enclave of just 60 homes, this is a rare chance to own a property that delivers the space, privacy, and lifestyle buyers want — yet seldom find this close to downtown Windermere. From the moment you arrive, the sweeping paver drive and circular approach create a true estate presence. Inside, timeless architectural details and thoughtful finishes define the home. SOLID BIRCH HARDWOOD FLOORS, CROWN MOLDING, DESIGNER LIGHTING, RECESSED LIGHTING, and PLANTATION SHUTTERS throughout create a warm, polished backdrop that feels both elevated and comfortable. The floor plan lives beautifully for everyday life while offering the scale and flow needed for entertaining. At the heart of the home, the open kitchen and family room are light-filled, inviting, and designed to gather people naturally. The kitchen is a standout space featuring QUARTZITE COUNTERTOPS, a substantial wood island, FARMHOUSE SINK, polished gooseneck faucet with side sprayer, classic SUBWAY TILE BACKSPLASH, WALL-MOUNTED POT FILLER, DOUBLE OVENS, and an extra-wide side-by-side refrigerator. The spacious family room offers a built-in media wall and FRENCH DOORS opening directly to the lanai and pool for seamless indoor-outdoor living. The PRIMARY SUITE ON THE MAIN LEVEL feels like a private retreat — spacious, serene, and beautifully finished with plantation shutters, elegant lighting, and room for a sitting area. The spa-inspired bath features dual vanities with vessel sinks, abundant storage, a soaking tub, and a large walk-in shower with designer tile accents. A standout feature is the rare bedroom configuration: FIVE EN-SUITE BEDROOMS, offering exceptional comfort and privacy for family and guests. Upstairs, a generous loft/family room with impressive gray built-in bookcases provides the perfect flex space for movies, game nights, a homework hub, second lounge, or media retreat. Step outside and the lifestyle only gets better. A FULL SCREENED ENCLOSURE and expansive 60' x 12' COVERED LANAI create a dramatic extension of the living space. The RESORT-STYLE POOL AND RAISED SPA are framed by travertine decking with a custom grid pattern and turf inlays, offering generous room for lounging, dining, and entertaining, with space to add an outdoor kitchen. And then there is the unforgettable feature that truly sets this property apart — a CUSTOM ELEVATED TREE HOUSE tucked among the trees. Designed with multiple windows, a charming wood door, circular staircase, and tubular slide, this remarkable space can serve as an art studio, workout room, creative office, homeschool room, reading nook, or unforgettable teen retreat. Neighborhood amenities include a TENNIS/PICKLEBALL COURT and PRIVATE BOAT RAMP to Lake Down, connecting to the BUTLER CHAIN OF LAKES. Major updates include ROOF (2021), WATER HEATER (2026), A/C 2-TON (2018), and A/C 4-TON (2016). Zoned for THORNEBROOKE ELEMENTARY within walking distance, plus GOTHA MIDDLE and OLYMPIA HIGH. Convenient access to 429, Turnpike, 408, and downtown Windermere completes the package.

Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)

Listing Agent: Cindy Rosenbloom (407-876-9175)

Remarks: Modern luxury meets resort-style living in this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Michelle Melo (240-595-1876)

Remarks: Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground-up transformation, the residence showcases a level of craftsmanship, design integrity, and finish quality that is simply unrivaled in Central Florida. From the moment you arrive, the estate announces itself with undeniable presence. Grand entry doors open to a breathtaking interior defined by soaring 30-foot ceilings, dramatic architectural volumes, and a sleek, contemporary aesthetic softened by warm, bespoke materials. Walls of glass frame panoramic lake views, creating a seamless dialogue between indoor elegance and the natural beauty beyond. Designed for both refined living and grand-scale entertaining, the interior amenities rival those of a world-class resort. Highlights include a private spa sanctuary, fully equipped fitness center, state-of-the-art home theater, and an expansive game and entertainment lounge. The chef’s kitchen is a showpiece, thoughtfully designed for culinary excellence, intimate gatherings, or catered events, anchored by Wolf & Miele appliances, custom cabinetry, and flawless detailing throughout. The primary suite is nothing short of spectacular: a serene retreat offering commanding lake views, spa-inspired bath accommodations, and an atmosphere of complete privacy and indulgence. Every element of the home is enhanced by cutting-edge smart home technology, delivering effortless control, comfort, and security. A thoughtfully designed separate guest wing allows for exceptional flexibility, making the estate equally suited as a private family residence, an entertainer’s dream, or an inspired corporate retreat. Outdoors, the property unfolds into a private resort oasis. Impeccably manicured grounds lead to a private boat dock on the Butler Chain, a hidden garden retreat, and a stunning resort-style pool ideal for both relaxation and large-scale gatherings. Additional features include a putting green, a nine-car garage, and a detached guest house complete with its own kitchen, living area, and bedroom, perfect for extended guests or staff accommodations. A rare opportunity to own one of Central Florida’s most iconic and impressive lakefront compounds, where every detail has been elevated to the highest standard.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Julie Christensen (407-592-2055)

Remarks: Under contract-accepting backup offers. Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Rob Rahter (407-497-4526)

Remarks: 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.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: PRICE IMPROVEMENT! This is THE ONLY 5-bedroom single-family home located in Windermere UNDER $620K!!! Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic grass, providing a lush, year-round green appearance while promoting water conservation and allergy relief. Enjoy nightly front-row views of the spectacular DISNEY FIREWORKS right from your own home. Additional upgrades include a built-in pest guard system that creates invisible protective barriers using eco-friendly, targeted treatments, safe for family and pets, with no disruption or need to be home. A TESLA charger in the garage adds modern convenience for electric vehicle owners. The primary suite is conveniently located on the first floor and features a spacious built-in walk-in closet, quartz countertops, double sinks, a walk-in shower, and a private water closet. Upstairs, you'll find 4 additional bedrooms, including two connected by a Jack-and-Jill bathroom with double sinks, quartz countertops, and a shower. Two bedrooms offer walk-in closets, while the remaining two have standard closets. All bathrooms throughout the home feature quartz countertops. An additional upstairs bathroom includes a tub with double sinks, and a built-in desk area provides the perfect space for work or study. Ideally located directly across the street from the community pool and clubhouse, this home is a short distance to the Westside Shoppes of Windermere and just minutes from Disney Springs, Magic Kingdom, other major theme parks, and convenient access to major highways. Additional bonus: This property qualifies for a $5,000 GRANT, which can be used toward closing costs or buying down your interest rate, a fantastic opportunity for homebuyers. Be sure to check out the VIRTUAL TOUR!

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Erika Garcia (407-704-0311)

Remarks: Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly ¾ of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of refined living space — 6 bedrooms + office, 6 full bathrooms, and a seamless open-concept floor plan designed for both grand entertaining and intimate everyday living. From the moment you arrive, the travertine-accented façade, symmetrical palm-lined circular driveway, and manicured grounds signal that this is no ordinary home. Step inside and the interiors reveal the same intentionality: soaring ceilings, wide-plank flooring, crown molding, a dramatic stone fireplace wall, custom built-in shelving, and floor-to-ceiling windows that flood every room with natural light — and frame the resort-style backyard like a living work of art. The gourmet kitchen is anchored by a generous island, custom cabinetry, Thermador stainless steel appliances, a butler's pantry, and an oversized walk-in pantry — a space where function and elegance coexist without compromise. The main-floor primary suite offers a private sanctuary with a spa-inspired bathroom designed for true restoration. Upstairs, a second primary suite with private balcony, morning kitchen, and dual custom walk-in closets provides a retreat within a retreat — along with three additional en-suite bedrooms and a loft lounge area. Outside, the resort-style pool and spa — recently resurfaced and elevated with fire bowls, deck tile, and a built-in summer kitchen — anchor a breathtaking backyard designed for the Florida lifestyle at its finest. An aerial view reveals the true scale of the grounds: a dramatic allée of mature palms flanking the pool terrace, generous green space, and total privacy secured by lush hedgerows on all sides. Additional highlights include a 3-car garage, home automation system, gas fireplace, full security system with cameras, wine refrigerator, and landscape lighting — all thoughtfully updated and impeccably maintained. Zoned for top-rated Orange County schools, minutes from Winter Garden Village, upscale dining, and with easy access to major roadways — Casa Pietra is a rare convergence of location, lifestyle, and lasting value. Elegance is not decoration. It is a way of being.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Caroline De Castro Marcellini (561-319-9009)

Remarks: One or more photo(s) has been virtually staged. 13118 Sunkiss Loop | Summerport, Windermere Located in the heart of Summerport, one of Windermere's most sought-after communities, this spacious two-story home offers over 2,500 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms. Recent updates make this home truly move-in ready. A new roof was installed in February 2025, along with fresh interior and exterior paint, new ceiling fans, new toilets, and brand new appliances throughout (washer and dryer excluded). All appliances convey with the sale. The layout is both functional and welcoming, featuring a formal living room and separate dining area well suited for entertaining. The first floor is finished with tile and laminate flooring, and the second floor carries laminate throughout for a clean, consistent feel from top to bottom. Out back, a screened porch with a paved patio and approximately 100 square feet of covered space provides the perfect setting for outdoor dining and relaxing Florida evenings. A two-car garage adds everyday convenience. Positioned close to major shopping, grocery stores, and retail, and zoned for highly rated schools, this home delivers the space, updates, and location that Windermere buyers are looking for.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Desmond Garcia Llc (407-202-5104)

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

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Julie Bettosini, Pa (321-689-9594)