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34786 Zip Code Real Estate & Homes - Above $1 Million

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Browse All 34786 Zip Code FL Above $1M Properties for Sale

$2,335,000
5 Beds 6 Baths Windermere SubDv. 34786 Zip Code
Extraordinary multigenerational living opportunity in the Town of Windermere, where mature oak trees and a quiet, established setting create a true sense of place just moments from the Butler Chain of Lakes. Set on an oversized, over half-acre corner lot in downtown Windermere, this custom home offers a rare blend of privacy, flexibility, and walkability to local dining, coffee shops, boutiques, and the weekly farmers market. Built in 2015 and thoughtfully expanded, this 5,696 square foot home features five bedrooms and five and a half bathrooms, including a fully separate casita ideal for in-law living, guests, or private quarters. From the moment you arrive, fresh landscaping and an exposed brick front porch create a warm and inviting entrance. Inside, the open living space is both spacious and comfortable, with high ceilings, wood beams, crown molding, and a gas fireplace, complemented by shiplap and exposed brick accents. The kitchen opens seamlessly to the main living area and overlooks the backyard, featuring a large Cambria quartz island, Kohler farm sink, walk-in pantry, Bosch double ovens, Viking gas cooktop, custom hood, LG refrigerator, soft-close cabinetry, under-cabinet lighting, and a dedicated coffee bar. The primary suite offers peaceful backyard views, two custom walk-in closets, and a well-appointed bath with dual vanities, a makeup station, a garden tub, and a large walk-in shower with floor-to-ceiling tile and dual showerheads. Additional bedrooms are thoughtfully placed, including one with an ensuite bath. A versatile flex room with a coffered ceiling, storage, and its own laundry setup connects to a private office with built-ins and a walk-in closet. A secondary primary suite provides a comfortable space for extended family or guests. In total, the home offers three separate laundry areas for added convenience. Outdoor living is designed for true Florida living. Two sets of sliding glass doors, including one from the flex room, open to a covered lanai with wood plank ceiling and fans, along with a fully equipped summer kitchen featuring an Artisan natural gas grill, vent hood, sink, and icemaker. The space extends to an expansive paver patio surrounding a heated saltwater pool and spa with water features, all overlooking a large fenced backyard. The casita, completed in 2023 and offering over 1,200 square feet, lives like a private residence with its own entrance and Spanish Mediterranean character, including wood beams, hardwood flooring, and a Kiva-style fireplace. It features a full living room, a kitchen with GE Café appliances and a quartz island, and a spacious bedroom suite with a custom walk-in closet and a beautifully finished bath. A screened lanai and separate fenced yard provide added privacy. A three-car garage with high ceilings includes an oversized RV-height door, 50-amp plug, and space for additional storage or lifts, along with a third laundry area. Additional features include dual AC systems, tankless water heaters, and a Generac generator. Residents of Windermere enjoy private access to the Butler Chain of Lakes, parks, tennis courts, and a boat ramp, all golf cart accessible. Golf cart friendly with tree-lined streets and a true small-town feel. No HOA and conveniently located near top-rated schools, major roadways, and world-class dining and entertainment. This is a truly unique Windermere home designed for modern multigenerational living. Schedule your private showing today!

105 Pine Street, Windermere

$1,400,000
4 Beds 4 Baths Estates At Windermere SubDv. 34786 Zip Code
Welcome to 2509 Ridgewind Way, a timeless Southern estate tucked inside the gates of The Estates at Windermere—one of Windermere’s most beloved communities known for its oak-lined streets, oversized lots, and quiet charm. Set on a rare .75-acre homesite, this beautifully updated residence blends classic architecture with the functionality today’s buyers are searching for. A wraparound front porch, copper lanterns, and mature oaks create an immediate sense of arrival, while inside, nearly 3,900 square feet unfold with warmth, light, and thoughtful design. At the center of the home, the renovated kitchen was made for gathering—featuring an oversized island, built-in banquette seating, premium appliances, and seamless flow into both formal and casual living spaces. The floor plan lives exceptionally well with 4 bedrooms, 3.5 baths, TWO bonus rooms, TWO primary suites, a private office, custom drop zone, extensive storage, and a dream laundry room rarely found at this price point. The main-level primary suite offers a true retreat with porch access, a spa-inspired bath, clawfoot soaking tub, oversized walk-in shower, and custom boutique-style closet built-ins. Upstairs, spacious secondary bedrooms and flexible bonus spaces create endless options for media, fitness, play, or guests. Outside, the experience becomes resort-like. A screen-enclosed, solar-heated lagoon pool with waterfall feature is surrounded by lush, mature landscaping, while the expansive lanai was designed for entertaining—with a wood-burning fireplace, mounted TVs, built-in bar, and kegerator beneath glowing café lights. Mature mango and lemon trees complete the setting, while a private well keeps the landscaping green year-round. Additional highlights include a paver driveway, oversized three-car garage with epoxy floors and custom storage, EV charger, newer HVAC (2023), water heater (2022), and roof (2017). Residents of The Estates at Windermere enjoy a rare combination of privacy and community, with just 67 homes, plus tennis, pickleball, playground, and a location minutes from top-rated public and private schools, dining, shopping, major highways, and Orlando’s premier attractions.

2509 Ridgewind Way, Windermere

$2,590,000
5 Beds 5 Baths Sawyer Sound SubDv. 34786 Zip Code
Under contract-accepting backup offers. A truly exceptional CUSTOM residence in the gated enclave of SAWYER SOUND, a private neighborhood of 20 luxury homes. Across the street from Windermere Prep and Windermere High School! This MODERN TRANSITIONAL FARMHOUSE is a rare blend of architectural presence, intentional design, and elevated livability - set on nearly half an acre. Built in 2020 by Cam Bradford Homes, this home showcases solid BLOCK CONSTRUCTION, a METAL ROOF and a combination of BOARD AND BATTEN SIDING and HAND LAID PAINTED BRICK. From the moment you enter, SOARING CEILINGS, WIDE PLANK WHITE OAK flooring, CUSTOM BEAM DETAILS, and FULL CROWN MOLDING including 7’ BASEBOARDS THROUGHOUT create a sense of understated luxury. Designed for both everyday living and refined entertaining, the OPEN CONCEPT interiors flow effortlessly through retractable glass walls to a PRIVATE OUTDOOR RETREAT. The kitchen is a true centerpiece, crafted with QUARTZITE SURFACES, an OVERSIZE ISLAND WITH STORAGE, CUSTOM CABINETRY with glass accents, a fully integrated THERMADOR refrigerator, HIDDEN WALK-IN PANTRY creating a clean and tailored aesthetic. The floor plan is functional as it is beautiful, offering 1 DEDICATED FIRST FLOOR OFFICE, FIRST FLOOR 2ND OFFICE/BEDROOM FLEX SPACE, FIRST FLOOR PRIMARY bedroom/bath, FIRST FLOOR GUEST BEDROOM WITH ENSUITE BATH, a versatile LOFT space flanked by 2 more bedrooms, BOTH WITH ENSUITE BATHROOMS. The primary suite is a private sanctuary featuring DUAL CUSTOM WALK-IN CLOSETS and a spa inspired MARBLE BATH with a DOUBLE SHOWER. Outdoors, the property transforms into a RESORT CALIBER SETTING. A CUSTOM DESIGNED POOL with GLASS TILE, WATERFALL, SUNSHELF, BUBBLER, THERAPY JETS and ambient LED LIGHTING is surrounded by TRAVERTINE, TURF ACCENTS, and a CURATED LANDSCAPE of mature CYPRESS TREES creating both privacy and visual impact. The SUMMER KITCHEN and lLARGE COVERED PATIO open up through RETRACTABLE GLASS SLIDERS to elevate the experience of year round indoor/outdoor living. EVERY ELEMENT REFLECTS COMMITMENT TO QUALITY AND CUSTOMIZATION! Including the WHOLE HOME AUDIO with a DEDICATED AV ROOM with FIBER CONNECTIVITY IN EVERY ROOM, WiFi optimization, CAT 6 WIRING, 3 AIR HANDLERS including a separate unit for the great room, 1 ton for primary bedroom and 1 ton for upstairs. A 3 CAR GARAGE with EPOXY FLOORING and CUSTOM STORAGE complete this home. A statement of architectural intention and refined living, this is a home that quietly sets itself apart.

5061 Sawyer Cove Way, Windermere

$2,150,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Under contract-accepting backup offers. Tucked away in “The Gardens” of the desirable guard gated golf course and lakefront community of Keene’s Pointe, this beautifully maintained 4-bedroom, 4.5-bath residence offers 4,037 square feet of thoughtfully designed living space on nearly a half-acre pond front homesite. Lovingly used only as a vacation home by its current original owners, the property presents in exceptional, like-new condition—showcasing pristine finishes, high-end appliances, and 12 to 14 ft ceiling heights throughout this estate home. This versatile floor plan features the primary retreat on the main floor along with two oversized secondary bedrooms that share a deluxe full bathroom and a spacious 4th Bedroom with a full bath located just steps from the pool. The floor plan’s flexibility is further enhanced by a second floor bonus room that would make a fabulous 5th Bedroom or office to include a sitting area, large full bathroom and walk in closet. Enter through elegant double doors into an inviting great room that seamlessly connects to a well-appointed kitchen and breakfast nook with pool views and an open concept living area - perfect for both everyday living and entertaining. Step outside to a covered paver patio overlooking a private backyard oasis featuring a deluxe summer kitchen with natural gas grill and wet bar as well as a saltwater pool, heated spa, and fully fenced yard. Enjoy tranquil pond views complete with a lighted fountain, stunning sunset vistas, and even Disney fireworks in the distance. Additional highlights include a three-car garage and paver driveway, enhancing both curb appeal and functionality. Built in 2012, this is one of the newer homes in Keene’s Pointe offering modern construction, double pane windows, timeless design, and an unbeatable setting.

11753 Vinci Drive, Windermere

$1,375,000
6 Beds 5 Baths Manors At Butler Bay SubDv. 34786 Zip Code
Come tour the epitome of southern charm mixed with stately elegance located in the heart of Windermere- this beautiful colonial estate was masterfully crafted by Jim Akers and sits on an expansive 0.78 acre lot within the premier Manors at Butler Bay, offering shady oak trees within minutes of downtown Windermere and her chain of lakes. The home was custom built and showcases exceptional millwork, rich hardwood floors, and an updated chef’s kitchen featuring Viking and Thermador appliances. Warm natural light streams in through expansive window packages bracketed by plantation shutters, making the main level warm and welcoming. French doors and windows throughout the newly painted living space, breakfast room and primary suite provide sweeping views of the covered lanai and private pool in this tranquil oasis. The primary suite, with two walk in closets and a spacious bathroom with jetted tub, is on the main floor, while the second level provides an additional five bedrooms, including a versatile mini-master- perfect for multigenerational families, an au pair suite, or a flexible bonus space. An oversized side-entry 3 car garage comes equipped with built in closets, storage shelving, and car charging unit. The expansive front and back yards are unique for this neighborhood, allowing for a myriad of outdoor living options, as well as providing a sense of peace and privacy. Landscaping was recently updated after the 2026 freeze and includes one of the coveted centennial legacy trees from the town of Windermere. This gem has been well maintained, including a NEW ROOF (2021), WHOLE HOME GENERATOR with 500 gallon in ground propane tank (2023), gas fireplace remodel (2022), new AC units (2023, 2023, 2018), a built in Thermador coffee maker (2025), and a Pool Heater/Chiller (2025) that encourages swimming year round. This is truly the perfect family home- it is ideally positioned within minutes of downtown Windermere and is zoned for A rated Windermere Elementary (right around the corner). Come experience the Windermere lifestyle - a unique blend of of lake life, vibrant community, and small town charm. Residents of this neighborhood have access to the Town of Windermere Chain of Lakes private BOAT RAMPs, and downtown Windermere, with its enchanting shopping district, farmer’s market, local restaurants and brewery, is only a short bike or golf cart ride away. With easy access to major highways, downtown Orlando, Disney World, Universal Studios, Winter Garden and Restaurant Row, as well as two major hospitals, are all just minutes away. Don’t miss this rare opportunity to own a home of this caliber in the sought-after Manors at Butler Bay. Washer/Dryer, breakfast and dining rooms light fixtures do not convey.

2635 Tryon Place, Windermere

$6,995,000
5 Beds 8 Baths Keenes Pointe SubDv. 34786 Zip Code
Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. This home is meticulously cared for with improvements which recent improvements such as a new tile 250k roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property.

9349 Tibet Pointe Circle, Windermere

$1,200,000
4 Beds 3 Baths Willows At Lake Rhea Ph 01 SubDv. 34786 Zip Code
Welcome to a rare opportunity in the highly sought-after Willows at Lake Rhea, where incredible design, extensive upgrades, and an elevated Windermere lifestyle come together on a private ½-acre cul-de-sac lot in one of Central Florida’s most desirable luxury communities. This exceptional 4-bedroom, 3-bath residence features a thoughtfully designed split floor plan with two dedicated home offices and a versatile flex space complete with a built-in bar, currently designed as a sports and media room with multiple TVs, soundbar, and its own independent AC, creating the perfect balance of productivity and entertainment. At the center of the home, a fully reimagined custom designer kitchen flows seamlessly into the main living areas and showcases premium finishes, high-end appliances, and a reverse osmosis system, all complemented by architectural details like shiplap ceilings, barn doors, and curated lighting that add warmth and sophistication throughout. The outdoor living space is a beautifully landscaped setting with mature trees and a heated inground saltwater pool and spa featuring a color-changing LED lighting system, designed for both relaxation and hosting. This home has been meticulously upgraded with over $400,000 in improvements including a new roof, windows, doors, gutters, AC, smart WiFi thermostats, a smart WiFi hybrid hot water heater, smart WiFi Sprinkler controller, interior and exterior paint, pool equipment, and a Tesla charger, offering true peace of mind and move-in confidence, along with AT&T fiber internet delivering 1G/1G speeds for seamless connectivity. A side-entry 3-car garage, plantation shutters, and too many other details to list complete the home, while the location delivers unmatched convenience with walking distance to the Windermere Farmer’s Market, zoning for top-rated Windermere High School, and quick access to Winter Garden Village, the 408, and 429. Residents also enjoy community amenities including a park, basketball, and pickleball courts, all surrounded by the charm of Windermere and the lifestyle of the Butler Chain of Lakes, making this more than a home, it is a refined living experience that checks all the boxes in a community that truly offers it all. You have found your forever home.

2127 Lilypad Lane, Windermere

$13,200,000
6 Beds 11 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Experience the Ultimate in Luxury Living — Immerse yourself in a world of elegance, privacy, and unparalleled entertainment across four and a half acres of gated perfection within the community of Keene's Pointe on the coveted Butler Chain of Lakes in Windermere. This extraordinary estate showcases a breathtaking resort-style pool and outdoor living experience—complete with slide, waterfall, diving rock, swim-up seating, and a fireside lounge—paired with front-row views of Disney’s nightly fireworks, enjoyed from your private terrace or poolside retreat. Designed for those who live life at the highest level, the residence is rich in craftsmanship and architectural detail, featuring all custom-designed cabinetry, wood windows, extensive molding, intricate inlays, and striking beam work throughout. A grand winding staircase sets the tone upon entry, while hand-scraped wood floors, polished travertine, and dramatic stone interior walls create a warm yet elegant ambiance. Entertain effortlessly with a circular bar and additional tasting wine bar in the game room, along with a private home theater complete with its own candy lobby for a true cinematic experience. At the heart of the home, a professional chef’s kitchen impresses with luxury high-end appliances, custom cabinetry, a hidden pantry, dedicated coffee room, and a statement mahogany wood island. A temperature-controlled wine cellar further enhances the home’s refined lifestyle offerings. Wellness and recreation are thoughtfully elevated with a fully equipped fitness center, private cigar lounge, lit tennis court, and a state-of-the-art indoor basketball court rivaling a professional training facility. Two interior fireplaces, two outdoor fireplaces, along with an outdoor fire pit, create inviting spaces to gather and unwind throughout the property. Whether hosting intimate dinners under the stars, enjoying resort-style amenities, or taking in the spectacular evening skyline illuminated by Disney fireworks, every moment here feels effortless and exceptional. This is more than a home—it is a lifestyle reserved for those who demand the very best in luxury, privacy, and performance.

9121 Tibet Pointe Circle, Windermere

$1,999,900
6 Beds 5 Baths Tildens Grove Ph 01 47/65 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to one of Windermere’s finest offerings — an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and panoramic screen overlooking the water, gourmet kitchen, a dedicated gym, plus two generous family / entertainment spaces upstairs and down… all create a floor plan that handles both grand entertaining and relaxed everyday living. Updates to HVAC, lighting, fixtures, media systems, and wood flooring throughout. Soaring ceilings with architectural features, and elegant architectural details define every room. Bedroom layout creates a lot of options with one of the downstairs bedrooms featuring a separate side entry just off of the driveway with direct access to a full bathroom - ideal for guests and multi-generational living. The original sixth bedroom was converted to the home theater by prior owners but could easily be returned to the original six-bedroom layout. Or the spacious upstairs home gym with stunning waterfront views could be converted to a bedroom as well - so many options! Three-car garage built to accomodate over-sized vehicles, paver driveway, lush mature landscaping. Tildens Grove offers larger homesites and amenities including tennis, pickleball, basketball, playground, and a scenic park. Minutes to Disney World, Restaurant Row, Windermere Chain of Lakes boat ramp access, top-rated schools, quick SR-429 access for easy day trips to the beach, and approximately 30 minutes to Orlando International Airport. Luxury, privacy, and convenience — all in one remarkable home. Owners have this priced right so don’t delay in setting up your private showing today.

5421 Tildens Grove Boulevard, Windermere

$1,399,000
4 Beds 4 Baths Balmoral SubDv. 34786 Zip Code
Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical foliage, and a fully fenced yard thoughtfully designed for both peaceful relaxation and effortless entertaining. Step through striking 8-foot wrought iron and glass entry doors into a bright, light-filled interior featuring soaring 12-foot ceilings, impressive architectural details, and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room and 3-car garage offers an exceptionally flexible layout ideal for both comfortable everyday living and graciously hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth, character, and abundant natural light. The oversized first-floor primary suite serves as a tranquil private retreat, complete with direct access to the sparkling pool and covered lanai, along with dual custom closets that provide ample and beautifully organized storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, game space, creative studio, or comfortable secondary living area. The outdoor setting is equally impressive, offering the privacy and space to enjoy Florida living throughout the year. Whether gathering around the pool, dining beneath the covered lanai, entertaining family and friends, or simply unwinding among the lush surroundings, the expansive backyard provides a peaceful extension of the home’s interior living spaces. Beyond the home, Windermere offers a distinctive lifestyle that is hard to match. Known for its majestic oak-canopied streets, sparkling lakes, natural beauty, and relaxed small-town atmosphere, the area offers a welcome retreat while remaining conveniently connected to everything Central Florida has to offer. Enjoy charming tree-lined streets, inviting local dining, boutique shopping, scenic parks, and beloved community traditions such as the weekly farmers market and festive seasonal events. Just minutes away, the renowned Butler Chain of Lakes invites you to experience boating, fishing, paddleboarding, watersports, and picturesque days spent on the water. Nearby public lake access makes it easy to take advantage of one of the area’s most celebrated natural features. Windermere’s convenient location also places you within easy reach of Restaurant Row, premier shopping, championship golf courses, world-famous attractions, upscale resorts, and the energy and entertainment of downtown Orlando. Experience refined living in one of Central Florida’s most sought-after communities, where custom architecture, generous homesites, lush surroundings, and an exceptional location create an elevated way of life. This is more than a home, it’s a lifestyle.

9119 Balmoral Mews Sq, Windermere

$2,349,000
4 Beds 3 Baths Lake Down Shores SubDv. 34786 Zip Code
Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida’s sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water’s edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home’s seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.

9620 Maywood Drive, Windermere

$1,825,000
5 Beds 6 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a seamless blend of sophistication and comfort. Spanning a thoughtfully designed single-story layout, the residence features five bedrooms, four full baths, and two half baths, all curated with impeccable attention to detail. From the moment you enter, soaring ceilings and an abundance of natural light highlight exquisite porcelain marble flooring that flows seamlessly throughout the main living areas—completely carpet-free for a clean, modern aesthetic. The bedrooms feature rich hardwood flooring, adding warmth and contrast. The open-concept design creates an inviting yet refined atmosphere, ideal for both intimate living and grand entertaining. At the heart of the home, the gourmet chef’s kitchen is a true showpiece, appointed with premium Viking stainless steel appliances, rich granite countertops, and bespoke custom cabinetry. Whether hosting elegant gatherings or enjoying everyday moments, this space is designed to impress. Step outside to your private resort-style sanctuary. The covered lanai, complete with a fully equipped outdoor kitchen and grill, overlooks a beautifully redesigned pool framed by lush, mature landscaping—creating a serene and secluded backdrop for relaxation or entertaining under the Florida sun. This home has been extensively upgraded with no detail overlooked, including a complete pool renovation with new equipment, a new screen enclosure, fresh exterior paint and lighting, two new HVAC systems, updated garage interiors and openers, EV charging capability, a new septic system, and a reverse osmosis water treatment system. Residents of this distinguished community enjoy 24-hour guard-gated security, private fishing dock on Lake Butler, and impeccably maintained surroundings—all just minutes from world-class attractions, fine dining, upscale shopping, top-rated schools, and major thoroughfares. This is more than a home—it is a statement of refined living in one of Central Florida’s most coveted addresses. Schedule your private tour today and experience it for yourself.

11051 Hawkshead Court, Windermere

$2,550,000
5 Beds 6 Baths 34786 Zip Code
Set on an expansive, nearly half-acre lot and located just a short walk from Downtown Windermere, this brand-new construction residence delivers a level of space, design, and presence that is rarely found in Windermere. Framed by a large driveway and a three-car garage, the home makes an immediate impression before you even step inside. Through the grand double-door entry, you’re welcomed by a striking stone feature wall with LED backlighting, setting the tone for the refined design carried throughout. The main living area is both warm and beautiful, highlighted by rich wood beams, custom built-in shelving, and a statement wall anchored by a sleek electric fireplace. At the heart of the home, the chef’s kitchen is as functional as it is beautiful, featuring an oversized quartz island, a hidden walk-in pantry, and a full suite of Thermador appliances, including a paneled refrigerator for a seamless, custom look. The space flows effortlessly into the lanai through a wall of pocketing sliders, blurring the line between indoor and outdoor living. Just off the kitchen, the formal dining room makes a statement of its own with detailed millwork and a stunning wine wall that adds both style and sophistication. The primary suite is a true retreat, offering generous proportions and refined detailing, including custom millwork with soft LED uplighting. The spa-inspired bath features dual vanities, a freestanding soaking tub, an expansive walk-in shower, and a large custom closet. Also on the main level, a dedicated office with a substantial built-in provides a private and polished workspace. Upstairs, the home continues to impress with four additional bedrooms, along with a flex space that can serve as a fifth bedroom or second office. A sprawling bonus/game room anchors the upper level, complete with its own fireplace and a large island with bar seating. Outdoors is where this property truly sets itself apart. Rare for Windermere, the nearly half-acre homesite offers an extraordinary backyard framed by mature trees, creating both privacy and a sense of nature. The expansive covered lanai is equipped with a full summer kitchen, perfect for year-round entertaining. Beyond, a beautifully designed lap pool and spa are complemented by a dedicated deck area ideal for a fire pit or lounge seating, creating a resort-style environment that is almost impossible to replicate in this location. With its combination of walkability to Downtown Windermere, oversized lot, and thoughtfully curated architecture, this home represents a rare opportunity to own a truly exceptional new home in one of Central Florida’s most desirable areas.

11303 Windermere Road, Windermere

$2,849,000
5 Beds 6 Baths Waterstone SubDv. 34786 Zip Code
Welcome to a stunning custom estate nestled within the exclusive gated enclave of Waterstone in Windermere—where modern design meets effortless luxury living. From the moment you enter the front door, you will be wowed by the 2 story exceptionally bright and airy grand hall and the meticulous upkeep which makes this home feel brand new! This exceptional residence showcases expansive open living spaces, while all first floor rooms access a beautiful covered courtyard pool, spa and outdoor kitchen and living room. Thoughtfully designed for both everyday comfort and unforgettable entertaining. From the moment you enter, you’ll appreciate the seamless flow, elevated finishes, and meticulous attention to detail throughout. At the heart of the home, a true chef’s kitchen impresses with a gas range, premium appliances, and an oversized layout that opens beautifully to the main living areas—perfect for gathering with family and friends. The private primary suite offers a tranquil retreat, complete with a spa-inspired bath and large custom closet space. Step outside to your own resort-style courtyard, where a sparkling pool and spa, covered cabana, and gas fireplace create the ultimate setting for year-round indoor-outdoor living. Designed with versatility in mind, the home also features a private guest or in-law suite with its own bath and direct pool access—ideal for hosting extended stays with ease. Additional highlights include a spacious four-car garage and ample parking, all within a quiet, boutique community known for its privacy and prime location. This is a rare opportunity to experience refined living in one of Windermere’s most sought-after gated neighborhoods.

11418 Waterstone Loop Drive, Windermere

$5,500,000
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

5138 Fairway Oaks Dr, Windermere

$1,951,000
4 Beds 5 Baths Lakes Windermere Ph 01 49 108 SubDv. 34786 Zip Code
Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft (4936 total), and is ideally situated on pristine shoreline frontage with some of the lake’s most expansive water views. Showcasing fine craftsmanship and opulent elegance in every detail, Chalet du Lac serves up a host of amenities ideal for Florida lakeside living. At the entry, the handcrafted metal and glass doors open to a stunning foyer, capturing sensational pool and lake views from the formal living room. A distinctive formal dining area and generous study greet, then to the large great room overlooking the pool oasis and lake. The kitchen features new appliances, a gas cooktop, a luxurious ogee edged stone island with farmhouse sink plus a huge walk-in pantry. A built-in Miele espresso machine as well as a beverage cooler and even more cabinet space. The primary suite features his and her walk-in custom closets, luxurious spa tub, spacious walk-in shower, oversized double vanities, and an inviting bedroom lounge that opens to the pool area. Poolside, enjoy the elevated patio over the lake, along with Lakeside, the boathouse includes an electric boat lift, with the entire dock made of composite decking, accessed by the walkway dressed with a nautical balustrade. Evenings are enjoyed at the poolside outdoor kitchen and patio, complete with a fireplace to sit by while taking in the moonlight. Verdant, lush landscaping fosters relaxation and inspires reflection and rejuvenation. Lake Sawyer is both a water sports paradise and a prime opportunity for pristine Florida lakefront living. Lake Sawyer features a certified competition water ski slalom course for those who love to ski and is even home to a float plane on the lake. At the north end, Lake Sawyer connects to Little Lake Sawyer, availing more beautiful water to explore. Chalet du Lac is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando.

12699 Hawkstone Drive, Windermere

$1,099,000
5 Beds 4 Baths Enclave SubDv. 34786 Zip Code
Under contract-accepting backup offers. From the moment you arrive, this Mediterranean home in the highly sought after Enclave makes an impression. It offers a balance of grand design and everyday livability. Inside, the entryway features rich paneling and an open railed staircase that sets the tone. The open floor plan flows into a bright family room and gourmet kitchen designed for both daily living and entertaining. The oversized island provides seating, while 42 inch wood cabinets with crown molding keep the space clean and functional. Large doors to the backyard bring in natural light and create an open, airy feel. The first floor also includes a full bathroom and a spacious guest bedroom, ideal for visitors or multi generational living. Upstairs, a central loft separates the primary suite from the secondary bedrooms, offering privacy. The primary suite is generously sized with a private sitting area. One secondary bedroom can be paired with a nearby bathroom to create a private ensuite, perfect for long term guests or added independence. The backyard is one of the largest in the community with a unique lot shape and side yards on both sides for added space and privacy. A covered patio spans most of the rear of the home, creating a true outdoor living area. The custom deck and private swim spa pool built for up to eight people make this space stand out for both entertaining and relaxing. Located just 1.5 miles from Windermere Preparatory School and zoned for top rated Orange County schools, the home is also minutes from the Butler Chain of Lakes, Downtown Windermere, Winter Garden Village, Disney, and major roadways.

6379 Swanson Street, Windermere

$4,190,000
3 Beds 5 Baths Gardens/Isleworth Un #2 SubDv. 34786 Zip Code
Welcome to an exceptional opportunity within the gates of Isleworth, one of Central Florida’s most Acclaimed private golf communities. Perfectly positioned along a tranquil pond and scenic walking trail, this move-in ready residence offers a rare blend of privacy, natural beauty, and refined living in the heart of Windermere. Thoughtfully designed for both everyday comfort and elevated entertaining, the home features a versatile layout including a spacious primary suite, multiple guest bedrooms, an oversized office/playroom, and a dedicated theater room. Expansive living areas flow seamlessly, creating a warm yet Elegant atmosphere throughout—all easily accessible via a private elevator connecting the home’s levels. The home delivers a true turnkey experience with modern finishes and enhancements, including a fully upgraded Crestron smart home system providing whole-home audio and video distribution for effortless control and convenience. A standout feature is the exceptional garage capacity, offering four individual single-car garages two of which are equipped with vehicle lifts. The outdoor living experience is a true highlight, featuring a resort-style pool, generous covered entertaining spaces, and serene water views that create a peaceful and private backdrop. Whether enjoying quiet mornings by the water or hosting guests in the evening, the setting is both inviting and unforgettable. Located within Isleworth—renowned for its championship golf course, world-class amenities, and guard-gated privacy—residents enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes and beautifully manicured grounds. This is a rare opportunity to own a fully updated, move-in ready home that seamlessly combines luxury, technology, and exceptional outdoor living in one of Orlando’s most sought-after communities.

4906 Aviva Garden Court, Windermere

$1,875,000
5 Beds 5 Baths Lake Down Crest SubDv. 34786 Zip Code
Majestic and stately, this castle inspired residence sits on a 1.2 acre homesite within the privately gated enclave of Lake Down Crest. Its commanding presence is defined by patterned stone and brickwork, gabled rooflines, slate accents, wooden beams, and a shimmering grand fountain that sets an unforgettable first impression. Double front doors open to an impressive foyer flanked by formal living and dining rooms, while a step down home theater or richly paneled den—with custom built ins—creates a dramatic focal point. The well appointed kitchen features an island with prep sink, stainless appliances, gas cooktop, pantry, and a bright breakfast nook, making it ideal for both entertaining and everyday living. The inviting family room showcases a fireplace, custom millwork, and wood flooring, with French doors that lead to a Travertine patio overlooking the pool, elevated spa with waterfall, iron fencing, and paver decking. The primary retreat is a sanctuary of its own, complete with a private entrance foyer, bedroom with ceiling niche, fireplace, alcove, separate den or nursery, and a luxurious bath featuring a double headed pass through shower, jetted tub, marble topped vanities, and a spacious walk in closet. A secondary guest suite is also conveniently located on the main level. Upstairs, three additional bedrooms accompany a massive bonus room over the garage—perfect as a game room, theater, sixth bedroom, or private guest wing. A rare Florida feature, the finished basement offers exceptional flexibility for a game room, office, or substantial storage. A four and a half car drive through garage provides entrances on both sides and abundant storage. The home is nestled within an exclusive 32 residence community in East Windermere, offering top tier schools and effortless access to SR 408, downtown Orlando, I 4, Mall at Millenia, Walt Disney World, Universal Orlando, and Central Florida’s premier attractions.

9011 Pinnacle Circle, Windermere

$2,450,000
6 Beds 4 Baths Weatherstone On Lake Olivia SubDv. 34786 Zip Code
Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

9648 Weatherstone Court, Windermere

$12,999,999
9 Beds 16 Baths Windsor Hill SubDv. 34786 Zip Code
Under Construction. Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living.Two Pools one outdoor with a swim up bar and grill area and the other indoor pool with a spa and massage room ! Highlights: • Custom-built mansion in progress — secure it now to choose your colors, flooring, cabinetry, countertops, lighting, and finishes • Private helicopter pad for seamless arrival and departure • Luxury bowling alley in development — your private entertainment retreat of turn into extra car show storage garage area ! • Grand open floor plan, soaring ceilings, and estate-level architecture • Massive gourmet kitchen + walk-in pantry, ideal for chef-level entertaining • Space for home theater, gym, wine cellar, or guest quarters • Oversized garages and motor court • For our equestrian lovers, you are permitted one horse for each acre. Location Perks: • Situated in one of Windermere’s most coveted neighborhoods • Minutes to Lake Butler Chain, championship golf, and elite private schools • Close to Winter Garden Village and exclusive dining/shopping This is a rare opportunity to own a truly bespoke estate before completion — where every detail is yours to design, and your view is forever protected. Inquire now for private plans, customization walkthrough, and completion timeline. Step into your own private paradise with this one-of-a-kind resort-style property featuring every amenity for ultimate relaxation and recreation. Highlights include: • Lagoon-style pool with a swim-up bar, perfect for hosting or unwinding in luxury • Private spa sanctuary with a designated massage room and indoor heated pool, offering year-round wellness experiences • Full-size tennis court for active days and fun with friends or family • Charming barn – ideal for equestrian use, storage, or a stunning rustic event space Whether you’re dreaming of daily spa treatments, evening swims under the stars, or tennis matches followed by cocktails poolside, this property delivers the ultimate blend of luxury and leisure.

9621 Windy Ridge Road, Windermere

$1,245,000
6 Beds 4 Baths Estates At Windermere SubDv. 34786 Zip Code
Set behind the gates of The Estates at Windermere—an intimate enclave of just 67 homes—2219 Ridgewind Way is the kind of property that stops you mid-scroll. A true Victorian-inspired residence, its architectural presence is unforgettable: a statement turret, wraparound porch, and intricate trim work that feels both rare and timeless in today’s market. It’s not just different—it’s irreplaceable. Inside, soaring ceilings and natural light highlight detailed millwork and thoughtfully designed living spaces that balance character with livability. The kitchen delivers where it counts—gas cooktop, stainless steel appliances, and rich wood cabinetry—anchoring both everyday life and effortless entertaining. Formal and casual spaces connect seamlessly, creating flow without sacrificing definition. The primary suite is privately positioned on the main floor, featuring a recently refreshed, spa-inspired bath. A secondary downstairs bedroom offers flexibility for guests or a true work-from-home setup, while four additional bedrooms upstairs provide the space today’s buyers are searching for. And then—the lot. Set on a rare .63 acres, outdoor living feels like a private retreat. A saltwater pool, lush landscaping, and multiple areas to unwind create a setting that’s equal parts peaceful and functional. It’s the kind of backyard that’s increasingly hard to find in Windermere. Location seals it: gated privacy just minutes from top-rated schools, parks, dining, shopping, farmers markets, hospitals, major highways and everything that makes Windermere one of Central Florida’s most sought-after places to live. Distinctive. Hard to replicate. Worth seeing in person.

2219 Ridgewind Way, Windermere

$1,620,000
5 Beds 5 Baths Lake Butler Estates SubDv. 34786 Zip Code
Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch welcomes you into a classic foyer featuring rich wood floors, soaring ceilings, custom millwork, and a graceful grand staircase. Throughout the home, you’ll find exquisite traditional details including dental crown molding, chair rails, and beautifully crafted trim. The spacious formal dining room is filled with natural light and accented by warm wood flooring. The kitchen blends style and function with stainless steel appliances, granite countertops, an island, walk-in pantry, custom cabinetry, and a lovely view of the pool with newly installed screen enclosure. All main living areas are carpet-free, and every bathroom has been thoughtfully updated with travertine flooring, porcelain showers, and marble countertops. The owner’s suite is located upstairs and features bay windows, wood floors, crown molding, and a walk-in closet. Its luxurious bath includes a frameless glass stone shower, dual vanities, and an elegant vessel tub. There’s an added finished and air-conditioned attic playroom above one of the bedrooms for children to explore. Plus the expansive bonus room accessible off the primary bathroom is a spacious and secluded hang out room and offers an optional private entrance leading to the large backyard—complete with a sparkling pool, generous patio space, and room to store a boat. The oversized 3-car garage provides exceptional clearance for larger vehicles, golf carts, and lake toys. Town of Windermere residents have private access available to the Butler Chain via a town boat ramp plus town tennis courts. Home is walking distance to downtown and the weekly farmer’s market, monthly food trucks, and the quaint shopping district.

11449 Lake Butler Boulevard, Windermere

$1,449,000
5 Beds 4 Baths Isles Windermere SubDv. 34786 Zip Code
Spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. One of the property's standout features is the detached shed/workshop, offering incredible flexibility. Whether you need extra storage for a boat, jet skis, golf cart, or outdoor equipment, or envision a workshop, hobby space, home gym, art studio, or creative space, this versatile structure adds tremendous value and functionality. Inside, the home features five generously sized bedrooms, including an oversized family room with a wood-burning fireplace that creates a warm and inviting atmosphere. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a dedicated vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere's premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated estate home on nearly one acre in one of Central Florida's most desirable locations.

12718 Windermere Isles Place, Windermere

$2,250,000
5 Beds 4 Baths Waterford Pointe Ph 02 Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, Lake Access & an Exceptional Seller Incentive: Up to $36,000 Toward a Rate Buy-Down or Buyer Closing Costs. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

2068 Roberts Point Drive, Windermere

$1,610,000
4 Beds 4 Baths Gotha SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. No HOA custom pool home on over half an acre, offering rare space and privacy in a central Windermere location just minutes from top schools, dining, and 20–30 minutes to Disney, Universal, and Orlando International Airport. Set on 0.63 acres, the outdoor space is set up to be used, with a fully fenced yard, gas-heated saltwater pool with sunshelf, covered lanai, and outdoor kitchen. Inside, the main living area flows into a kitchen designed to anchor the home, featuring a large island, custom cabinetry, walk in pantry, natural gas cooktop with pot filler, and double wall ovens. The layout is designed to work without wasted space. The primary suite is set apart with backyard views and a well finished en suite with dual vanities, a freestanding tub, walk in shower with dual heads, and a custom closet. Secondary bedrooms are generously sized and share a well designed bath, while a fourth bedroom with direct pool access, a dedicated office with built ins, and a separate bonus room provide flexibility for guests, work, or additional living. Additional features include a mudroom and laundry space with built ins, an oversized three car garage with epoxy flooring, a large paver driveway, outdoor lighting, a security system, a fully fenced yard and paid off 20kW solar panels. Zoned for A rated Thornebrooke Elementary and just minutes from Windermere Prep, the home brings together space, layout, and location in a way that is hard to replicate in this area.

1420 Dingens Avenue, Windermere

$1,180,000
4 Beds 4 Baths Windermere Town SubDv. 34786 Zip Code
SELLER WILL CONTRIBUTE $20,000 TOWARD BUYERS CLOSING COSTS. Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with NO HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2022), a/c (2016), plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.

109 E 12th Avenue, Windermere

$15,500,000
10 Beds 17 Baths Chaine Du Lac SubDv. 34786 Zip Code
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.

12488 Park Avenue, Windermere

$3,700,000
5 Beds 7 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in quality in this Rick Watson built masterpiece offering a detailed office with coffered ceiling and built-ins, gourmet kitchen with Wolf appliances, and an abundance of custom features. Come experience the peaceful setting of this lovely home with a beautiful view of the golf course and the perfect floor plan for entertainment with its integrated sound system all over the house. An expansive master suite offers lanai access, two spacious walk-in closets with custom organization system, a spa-like bath with stone-top jetted tub, a travertine-covered wrap around walk-in shower with multiple shower heads, and separate vanities. Year-round outdoor activity is possible on the lanai with a summer kitchen and generous outdoor living space that includes covered seating areas, a gas fireplace, space for an outdoor TV, and a gorgeous pool and spa. Watch cinematic masterpieces in your very own home theater, or host game nights in your very own game room with a wet bar diso style. Additional Features include but are not limited to: 5 A/C units with an upgraded air filtration system, a stone-paver driveway, an over-sized 3-car garage, elegant landscaping, and a hand crafted wood and iron front door. Located within 24-HR guard gated Keene’s Pointe and zoned for top-rated schools, this home is a true pleasure to experience.

6857 Valhalla Way, Windermere

$1,825,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat. Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space. At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort. Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways. Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.

11226 Macaw Court, Windermere

$2,950,000
5 Beds 4 Baths Down Point Sub SubDv. 34786 Zip Code
Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

4301 Down Point Lane, Windermere

$4,300,000
3 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking Mediterranean-inspired architecture, circular tower entry, and meticulously landscaped grounds set the tone for the sophistication that awaits inside. Step through the grand entrance into interiors defined by soaring ceilings, abundant natural light, and exquisite craftsmanship at every turn. The gourmet kitchen serves as the heart of the home, showcasing custom cabinetry, premium Sub-Zero appliances, an oversized center island, and designer finishes that seamlessly blend form and function—perfect for both intimate family moments and upscale entertaining. Flowing effortlessly into the main living areas, the open-concept layout creates a warm yet refined atmosphere, enhanced by elegant lighting, stone flooring, and thoughtful architectural details throughout. Retreat to the luxurious primary suite, a private sanctuary featuring a spa-inspired bathroom with soaking tub, walk-in shower, dual vanities, and custom finishes that evoke a five-star resort experience. Each additional bedroom offers generous proportions, privacy, ensuring comfort and convenience for family members and guests alike. The inclusion of two half bathrooms further elevates the home’s functionality for entertaining. The outdoor living spaces are equally impressive, offering the perfect backdrop for enjoying Florida’s year-round sunshine. Whether hosting gatherings or savoring quiet evenings, the seamless indoor-outdoor connection enhances the overall living experience. Located within the exclusive Isleworth community—renowned for its world-class golf, privacy, and unparalleled lifestyle, this residence presents a rare opportunity to own a home that embodies elegance, comfort, and timeless design in one of Central Florida’s most sought-after communities while being close to shopping, world class dining and attractions.

9144 Isleworth Gardens Drive, Windermere

$1,040,000
4 Beds 3 Baths Windsor Hill SubDv. 34786 Zip Code
Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. The HOA features a play ground and tennis courts for neighborhood enjoyment! Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

2806 Windsor Hill Drive, Windermere

$3,000,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Sophisticated Elegance best describes this stunning remodeled 5 Bedroom/5FULL Bath/2 Half bath Golf Course Estate Home in Keene’s Pointe. Upon entering this residence built by master custom builder J. Richard Watson, you will discover the seamless beauty of the 48 x 24 tiles that grace the entire main floor and set the tone for this gorgeous interior space filled with abundant natural light. Your eyes are drawn to the impressive living and dining rooms that meld together in this open concept while already eyeing the dramatic Family Room view through a graceful arched cast stone passage into the “heart of the home”. The remodeled kitchen and family room display an elevated level of design rarely seen today, equipped with new cabinetry and accent lighting accentuating the Cambrian custom countertops and back splash areas and new appliances by Wolf, Sub-Zero and Cove. The adjacent Family Room has a clever hospitality bar hidden behind tall double doors so discreet and refined that you are delightfully surprised when you open them to see the mirrored walls and lighted cabinets storing sparkling glasses and a wine refrigerator! Attractive fireplace framed out in a custom Cambria surround is flanked by matching accent walls to feature your most cherished collectibles. From the foyer to the kitchen, you note several coordinated glass and gold chandeliers that highlight the ivory walls, fresh interior paint and new can lighting and ceiling fans throughout. You will also find a large study, the primary retreat and a guest-ensuite bedroom on the main floor. Just off the kitchen, a lovely staircase beckons you up to a mid-level reimagined home theatre with the latest in sight, sound and special effects. New plush red leather recliners are enhanced with vibrations that mimic the main event on the screen to make you feel like you are in it – not just watching! Other rewards include the private half bath, beverage bar, professional popcorn machine and extra seating to enjoy the ambiance without leaving the room! Continuing up the staircase you will discover the second floor featuring 3 bedrooms, 2 Full Baths: (1 ensuite and 2 bedrooms sharing an oversized bathroom with dual vanities, and soaring ceiling with skylight!) Both the enormous bonus room and the ensuite bedroom open to a screened balcony overlooking the pool, golf course and the nature preserve in the distance. Second floor is all engineered hardwood throughout and all bathrooms are renovated. The spacious outdoor screened living area is impressive as well, with a large pool with pebble tec finish tucked within so easy to maintain its pristine sparkle keeping nearby oak tree leaves out of bounds! Enjoy the built-in fire pit and conversation area, along with a separate wet bar under the covered lanai. There is an additional summer kitchen featuring a natural gas grill and built in “Green Egg” allowing you to manage most any cookout gathering! Finally, light up any event you host any day of the year with the custom Massey Outdoor Landscape Lighting color carousel that allows you to choose your color for any seasonal holiday simply by pressing your app! So, sit back and enjoy the view of the wide eighth fairway of the renown Jack Nicklaus Signature Golf Course in Keene’s Pointe. Come live the lifestyle for which Keene’s Pointe is famous and add just an extra splash of refined elegance to the mix!

6133 S Hampshire Court, Windermere

$1,600,000
6 Beds 5 Baths Tildens Grove Ph 02 SubDv. 34786 Zip Code
PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!

5106 Tildens Grove Boulevard, Windermere

$2,190,000
4 Beds 5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
RARE, ONE-OF-A-KIND FULLY RENOVATED LUXURY CONTEMPORARY ESTATE IN WINDERMERE – OVER HALF AN ACRE WITH PRIVATE POND VIEW Welcome to 6550 Cartmel Ln, located in the exclusive Reserve at Lake Butler Sound — one of Windermere’s most prestigious gated communities. Completely and extensively renovated from top to bottom, this exceptional modern-contemporary residence offers the perfect blend of luxury, sophistication, and privacy. Situated on an oversized lot of more than half an acre, the property showcases serene private pond views and extraordinary outdoor living spaces. This stunning two-story home features 4 bedrooms, 4 full bathrooms, and 1 half bath, with a spacious open-concept layout designed for both comfortable living and elegant entertaining. Every detail has been thoughtfully updated, creating a truly move-in-ready luxury residence. The interior showcases high ceilings, abundant natural light, premium finishes throughout, and luxury vinyl flooring with no carpet anywhere in the home. The gourmet kitchen has been beautifully updated and features stainless steel appliances, quartz countertops, custom cabinetry, and ample space for gathering with family and guests. Step outside to your private backyard retreat, complete with a covered lanai, outdoor kitchen and grill area, sparkling pool, and expansive pond-front setting. Whether relaxing or entertaining, this outdoor space delivers the ultimate Florida lifestyle. Exterior furniture is included, making the home even more turnkey. Additional highlights include a 3-car garage and partially furnished interiors. Residents of Reserve at Lake Butler Sound enjoy an unparalleled lifestyle with 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained community grounds. Ideally located just minutes from: • Walt Disney World Resort • Downtown Winter Garden • The Mall at Millenia • Top-rated schools, fine dining, shopping, and major highways Opportunities like this are rare—a fully renovated luxury home on an oversized waterfront-view lot in one of Central Florida’s premier communities. Schedule your private showing today and experience this extraordinary property firsthand.

6550 Cartmel Lane, Windermere

$1,115,000
3 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.

8350 Bowden Way, Windermere

$1,650,000
5 Beds 6 Baths Butler Bay SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. PALATIAL ESTATE in the heart of Windermere offers LUXURY living on an exclusive ONE ACRE LOT with mature landscaping among pines and palms for the ultimate in PRIVACY and SERENITY. A true estate in GATED Windermere Club, this pristine single story oasis offers extraordinary curb appeal with an expansive paver driveway, a grand drive through porte-cochere, three car garage, and professionally manicured grounds. This custom built home features true craftsmanship and offers quality details - a blank canvas just waiting for YOUR personal style AND PRICED BELOW APPRAISAL! You will feel like you are living in a Mediterranean villa in Windermere! The kitchen island was custom designed for the home with seating and two sinks so the chef can entertain while creating masterpieces with the 6 burner GAS cooktop, grill and double Monogram oven. The cabinets are truly a work of art custom made with rich wood planks. The pantry is elegantly hidden behind an artisan designed sliding door and is not only huge but well equipped with electrical outlets. The living and dining room share a double faced MASONRY FIREPLACE. Archways lead into every room and expertly finished plaster style walls make your palazzo a stylish retreat - DEFINITELY NOT A COOKIE CUTTER - THIS ESTATE IS SPECIAL. Lighting has been updated to give a bright, elegant and contemporary vibe. Each bedroom has its own ensuite bath! There is a finished “bonus room/in law suite” (2020) with a private exterior door and plenty of adjacent unfinished space, wired and plumbed for easy installation of a kitchen and bathroom - THIS WOULD BE AN IDEAL IN LAW OR TEEN SUITE! Three additional bedrooms, each with an ensuite bathroom are located in a wing of the home that can be closed from common area, creating privacy and comfort for family and guests. The Primary/Master suite, located on the other side of the home, is a private oasis overlooking the flower filled garden, resort style pool, pines and pristine green space on the sprawling ONE ACRE lot with NO REAR NEIGHBORS! There is a small office with a door connected to the primary suite. The primary/master bathroom has a walk around shower, an indulgent soaking tub, double vanities, high end finishes, TWO WALK IN CLOSETS with designer lighting and custom built ins, and a second hot water heater. The custom designed home has everything you’d expect for a LUXURY LIFESTYLE. The laundry room has granite, a sink, custom cabinets, and plenty of space. Likewise, the oversized three car garage has a sink, potting shed/room, epoxy floor and built in cabinets. No expense was spared as the owner installed thousands of dollars in exterior uplighting and two fountains creating a world class private resort ambience. Among meandering paver paths lined with flowers and bougainvillea arches, you’ll have an abundance of outdoor lounging space, including a sparkling heated pool and spa adjacent to a screen enclosed summer kitchen with commercial style built in grill, sink, built in refrigerator - all of this is steps from the pool cabana bath and outdoor shower. Windermere Club is zoned for award winning public and private schools. The Windermere Recreation Center is less than one mile away and features a boardwalk onto Lake Crescent, playground, kayak launch, pavilions, sand volleyball court, tennis courts and walking trails for residents. While all measurements are believed to be correct, buyer is encouraged to confirm all.

3130 Butler Bay Drive N, Windermere

$1,775,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
SIGNIFICANT PRICE IMPROVEMENT! MOTIVATED SELLER! Welcome to a truly exceptional custom home in Keene's Pointe, one of Windermere’s most sought-after guard-gated communities. Built by W. J. Sauerwine and set on a beautifully landscaped .43-acre homesite with mature oak trees, this residence offers a rare combination of privacy, thoughtful design, and extensive modern upgrades. This 4-bedroom plus office, 4-bath home features a highly functional, split floorplan layout with nearly all living space on the main floor, including the primary suite and main living areas, with one bedroom and full bath upstairs. The home has been extensively updated throughout, beginning with all new interior paint and continuing into a fully renovated kitchen with updated finishes and appliances. All four bathrooms have been completely reimagined from floor to ceiling with today’s luxury buyer in mind, creating a cohesive and elevated feel throughout the home. Attention to detail is evident in every space, from the custom built-ins in the office and family room to the all-new lighting and chandeliers installed throughout both the interior and exterior, all integrated with a Lutron system for seamless control. Sonos in-ceiling speakers have been installed throughout the home, creating a whole-home audio experience. What truly sets this home apart is its advanced energy efficiency and independence. Equipped with a Tesla solar system, multiple Powerwalls and electricity backup, the home is designed to operate seamlessly even during outages while significantly reducing long-term energy costs. With the ability to sell excess power back to the grid and the convenience of EV charging at the ready, this is a rare blend of luxury and forward-thinking functionality. The primary suite offers a private retreat with French doors leading to the lanai, ample space for a sitting area, and a spa-inspired bath with dual vanities, soaking tub, walk-in shower, and generous closet space. Secondary bedrooms are well-positioned with direct bath access, providing both comfort and functionality. Outdoor living is equally impressive, featuring a screened pool and an expansive covered lanai designed for both relaxation and entertaining. The rear patio is equipped with an outdoor refrigerator, sink, and TV, creating the perfect setting for year-round enjoyment. The home is also equipped with a Ring security camera system covering the exterior. Ideally located directly across from The Golden Bear Club members' driving range from the front, with golf course views to the rear, this home also provides access to Keene’s Pointe amenities, such as parks and playgrounds, including community boat ramp to Lake Burden, and access to the Butler Chain of Lakes for recreation. Membership at The Golden Bear Club further allows for access to the Jack Nicklaus-designed golf course, tennis courts, fitness center, and restaurant. Residents of Keene's Pointe enjoy a lifestyle that blends privacy, recreation, and convenience, all just minutes from the world's best theme parks and entertainment, Winter Garden Village, Restaurant Row, and top-rated schools. This is a rare opportunity to own a fully updated, energy-efficient custom home in Keene’s Pointe that truly stands apart from the rest. Furniture custom-designed specifically for the home is negotiable, offering a potential turnkey opportunity for the next owner.

6110 Keenes Pointe Drive, Windermere

$1,400,000
5 Beds 4 Baths Keenes Pointe Ut 04 Sec 31 48 82 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream, featuring a seamless quartz waterfall peninsula, stainless steel appliances, and abundant countertop and cabinet space. The first-floor master suite is a serene retreat, boasting soaring tray ceilings, stylish furnishings, and pull-down shades for added privacy. The ensuite bathroom offers a custom-organized walk-in closet, dual vanities, a spacious garden tub, a large walk-in shower, and a private water closet. Also on the first floor are three generously sized secondary bedrooms, two of which share a Jack-and-Jill bathroom—ideal for multi-generational living or visiting guests. Upstairs, a versatile loft space with elegant laminate flooring provides the perfect setting for a game room, playroom, or home gym. A full bathroom and a spacious fourth secondary bedroom complete the second level. Step outside to enjoy Florida’s year-round sunshine in the private backyard, featuring a sparkling pool and a covered patio—perfect for lounging or entertaining. The home is just steps away from the community park, offering even more outdoor recreation opportunities. As a resident of Keene’s Pointe, you’ll enjoy 24-hour gated security, a fitness center, community docks and boat ramps, and the option to join the exclusive Jack Nicklaus-designed Golden Bear Club (membership not included; buyer to inquire independently). Conveniently located near top-rated schools, Publix, and Lakeside Village Center for all your shopping and dining needs. Don't miss this opportunity to live in one of Windermere’s most sought-after communities—schedule your showing today!

11537 Claymont Cir, Windermere

$2,798,000
6 Beds 6 Baths Bellaria SubDv. 34786 Zip Code
Under contract-accepting backup offers. UNDER CONTRACT ACCEPTING BACKUP OFFERS. 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.

13304 Bellaria Circle, Windermere

$2,100,000
6 Beds 8 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged Step into this former Street of Dreams masterpiece, masterfully crafted by renowned builder David Konkol. Spanning nearly 6,000 square feet of timeless elegance, the home showcases a thoughtfully designed floor plan that prioritizes effortless first-floor living while bathing every space in abundant natural Florida sunshine. The moment you arrive, the circular driveway welcomes you with an ornate fountain and grand double entry doors. Inside, soaring ceilings and exquisite architectural details captivate, complemented by travertine stone floors and a striking stone-encased wood-burning fireplace in the formal living area. Expansive windows frame immediate views of the sparkling pool and private yard beyond. The updated kitchen impresses with premium appliances, including a massive Sub-Zero refrigerator, vented gas cooktop, warming drawers, and a generous prep island—ideal for both casual family meals and grand entertaining. Seamlessly blending sophistication with everyday warmth, the home features a main level billiard room complete with a full bar and half bath. Upstairs, a large bonus room serves the additional bedrooms, one of which functions as a second private suite, alongside a fully equipped home theater for unforgettable movie nights. The lavish first-floor primary suite offers true resort-style living with a convenient morning kitchen featuring pull-out drawer refrigerators, a luxurious Jacuzzi spa tub, bidet, oversized shower, and an enormous walk-in closet with custom built-ins. Outside, your own secluded paradise awaits, fully enclosed by a towering natural hedge that provides lush privacy and a breathtaking natural backdrop. Low-maintenance custom turf covers the yard, accented by a fun putting green. At the center sits a massive heated pool and spa, while the expansive covered lanai creates unparalleled outdoor living with a comfortable sitting area and a cozy wood burning fireplace as its focal point. A summer kitchen, outdoor cabana bath and remote controlled screen walls complete the ultimate Florida lifestyle experience. Additional highlights include a three-car garage and extended driveway for ample parking, EV charger, central vacuum and so much more. Located within The Reserve at Lake Butler Sound—one of Central Florida’s most prestigious 24/7 guard-gated communities. Home to numerous professional athletes, rockstars, and landmark estates like the House of Versailles, this enclave delivers unmatched privacy and security while remaining just minutes from world-class dining, shopping, and attractions. Rarely does a property offer this level of luxury, thoughtful design, and resort-style living at such an exceptional value. 6 bedrooms, 7.5 baths, 2 bonus rooms and a home theatre ! Every bedroom is oversized and has its own full bath.Come experience it for yourself and fall in love with your new home.

11026 Coniston Way, Windermere

$1,099,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Reduced 50k! Seller motivated! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!

8351 Bowden Way, Windermere

$1,175,000
4 Beds 3 Baths Keenes Pointe Ut 04 Sec 31 48 82 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living.

11536 Claymont Circle, Windermere

$1,150,000
8 Beds 5 Baths Windermere Lndgs SubDv. 34786 Zip Code
Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex room, ideal as a game room, secondary living area, or media space, setting the tone for the home’s flexible and functional layout. A standout feature of this residence is the presence of two primary suites—one conveniently located on the main floor and another upstairs—perfect for multigenerational living or hosting guests in comfort and privacy. The interior showcases 9-foot ceilings and upgraded LVP flooring, creating a warm yet refined atmosphere. The updated gourmet kitchen serves as the heart of the home, featuring built-in stainless steel appliances, a sleek electric cooktop with designer hood, upgraded quartz countertops, a custom tile backsplash, 42” cabinetry with soft-close drawers, expanded pantry space, and exceptional prep and storage areas. It flows seamlessly into the family room, making it ideal for entertaining. Thoughtful upgrades throughout the home include a new HVAC system, fully paid solar panels for significant energy savings, a 2023 water heater, a soft water system, CAT5 ethernet wiring throughout, and a wired security system, offering both efficiency and peace of mind. The primary suites have been beautifully updated with spa-inspired bathrooms, while additional bedrooms and baths provide ample space for family and guests. A second-floor laundry room adds everyday convenience, with an optional first-floor laundry hookup available for added flexibility. Step outside to your private resort-style oasis, featuring a $90K custom pool and spa, recently upgraded with a new pool pump and salt cell. The outdoor space is enhanced by a travertine marble deck, dual heaters, and a large, fully fenced backyard—perfect for relaxing or entertaining year-round. Upstairs, the expansive bonus/theater room with a large wet bar creates the ultimate entertainment experience, complemented by a built-in  surround sound system that brings music throughout the home. With its tile roof, paver driveway, stone accents, added gutters, and impeccable condition, this home shows like new. A rare opportunity to own a fully upgraded, move-in-ready estate with space, flexibility, and modern efficiency—this home truly stands apart.

6012 Roseate Spoonbill Drive, Windermere

$1,100,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.

8411 Woburn Court, Windermere

$1,375,000
5 Beds 5 Baths Windermere Town SubDv. 34786 Zip Code
Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be.

106 Palm Street, Windermere

$1,135,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.

11419 Camden Park Drive, Windermere

$3,900,000
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s expansive wardrobe, featuring a central island, tiger wood floors, and cherry birch built-in displays—a true collector’s dream. The elegant foyer sets the tone, leading to formal living and dining spaces, and flowing effortlessly past a private office into the heart of the home: an open-concept kitchen, casual dining area, and family room designed for both entertaining and daily living. The gourmet kitchen is appointed with anigre wood cabinetry, a center island, dual sinks, a walk-in pantry, and professional appliances by Sub-Zero, Dacor, and Kitchenaid, marrying style and functionality in perfect harmony. A spacious game room with a wet bar provides an ideal space for recreation or hosting, while four luxurious bedrooms and 4.5 spa-inspired baths ensure comfort and privacy for family and guests alike. Seamlessly blending indoor and outdoor living, the estate features a sparkling open-air pool set against serene golf course vistas—an idyllic setting for year-round leisure and entertaining. Additional highlights include a circular driveway and motor court, a three-car garage, and a separate workshop. This is a rare opportunity to acquire a residence where world-class craftsmanship, refined design, and premier golf-front location converge, offering an unparalleled lifestyle in one of Central Florida’s most coveted enclaves.

5151 Latrobe Dr, Windermere

$1,170,000
6 Beds 5 Baths Tildens Grove Ph 02 SubDv. 34786 Zip Code
Gorgeous East facing custom estate on a .63-acre lot in the highly sought-after 24-hour guard-gated community of Tildens Grove in Windermere. This elegant home offers 6 bedrooms, 4.5 baths, and an open layout perfect for entertaining, all located near top-rated schools, the Butler Chain of Lakes, Winter Garden Village, major highways, and Walt Disney World. Kitchen has two-tone cabinetry, granite countertops, an oversized island, gas cooktop, double ovens, walk-in pantry, and brick wine cellar with cast iron doors. The kitchen opens to a spacious family room with custom built-ins, gas fireplace, and French doors leading to the lanai. Formal living and dining rooms showcase tray and coffered ceilings, with travertine flooring and crown molding throughout the main areas. Fenced yard. The primary suite features a sitting area, bay windows, French doors to the pool, dual walk-in closets, and a bath with soaking tub, dual vanities, and walk-in shower. A connected flex room can serve as an office, nursery, or additional bedroom. The split floor plan offers privacy, while upstairs includes a bonus room, bedroom, full bath. Additional highlights include a dedicated office, oversized 3-car garage, and numerous updates such as new A/C, water softener, gas stove, washer/dryer, electrical upgrades, and fresh exterior paint. Tildens Grove is an exclusive community of 140 homes offering tennis courts, playground, basketball court, and soccer field, with a neighborhood park just steps away.

13421 Bonica Way, Windermere

$1,500,000
4 Beds 5 Baths Waterstone SubDv. 34786 Zip Code
WWaterstone is guard-gated, well-established, and home to something most neighborhoods can't match: a private pedestrian gate with direct access to Windermere Preparatory School, ranked the #1 private K–12 in Orange County. For families, that detail alone tends to end the search. The home itself is a custom Silliman Homes courtyard design, single-story, built with the kind of attention to detail that holds up over time. Wrought-iron courtyard gates and a solid wood entry door set the tone before you ever step inside. Beamed ceilings, hardwood floors throughout the main living areas, custom built-ins, and a gas fireplace. The separate dining room has detailed ceiling work that elevates it beyond most you'll see at this price point. The kitchen delivers at this level. Five-burner gas cooktop, built-in oven, a proper working island, exotic granite countertops, custom cabinetry, and a walk-in pantry that actually fits a household. It opens to the family room with stone accents and a wall of windows looking out to the pool. Good flow, good light. The primary suite is privately tucked away with an oversized walk-in closet and a bath with dual granite vanities, garden tub, and walk-in shower. Four bedrooms, four and a half baths in total, every bedroom with its own private full bath. Secondary bedrooms are generously sized and thoughtfully positioned relative to the rest of the home. Outside: a heat pump heated pool and spa, a full summer kitchen with built-in grill and refrigerator, and a gazebo with its own gas fireplace. Two gas fireplaces, one in the living room and one in the gazebo, mean the ambiance follows you inside or out. The kind of setup that actually gets used. Two whole-house gas water heaters and smart home features keep everything running effortlessly year-round. 24-hour guard-gated security, five minutes to Windermere's dining, shopping, and golf, and in the heart of Central Florida's most iconic attractions. On clear evenings, you don't even have to leave. The Magic Kingdom fireworks are visible right from the backyard. One gate leads to the best school in the area. The other view is Disney. Not many addresses can say both.

11821 Waterstone Loop Drive, Windermere

$1,550,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
CLOSING COST ASSISTANCE IF FINANCED WITH PREFERRED LENDER. >> Welcome to your private oasis in the prestigious, guard-gated community of Keene’s Pointe. Situated on one of the largest lots in the neighborhood, this exceptional fully furnished 5-bedroom, 4-bath residence offers breathtaking golf course views and an abundance of indoor and outdoor living space. Designed for both elegance and comfort, the home features formal living and dining rooms, perfect for entertaining, along with a beautifully appointed kitchen showcasing impeccable cabinetry, a spacious island, and a charming breakfast area seamlessly connected to the inviting family room. Upstairs, a versatile bonus room provides additional living space, while a stunning balcony offers the perfect setting to unwind, take in the serene views, and enjoy Florida’s beautiful weather. Step outside to an extraordinary fenced extra large backyard retreat, where lush landscaping surrounds a unique pool and spa, complemented by a covered rear porch with a built-in barbecue—ideal for hosting gatherings or simply enjoying peaceful moments in your own private sanctuary. Keene’s Pointe offers 24-hour guarded security and an array of premier amenities, including a clubhouse, championship golf course, seasonal community events, and water activities. Conveniently located just minutes from top-rated schools, upscale shopping, fine dining, and world-renowned theme parks. This is a rare opportunity to own a remarkable home in one of Central Florida’s most sought-after communities—schedule your private showing today.

11952 Camden Park Drive, Windermere

$1,330,000
5 Beds 5 Baths Windermere Downs Ph 03 SubDv. 34786 Zip Code
If you need a Separate 1st Floor In-Law Apartment with a Private Entrance overlooking the Screened Pool and Covered Lanai then here it is * Beautifully maintained and updated 5 Bed 4.5 Bath 1 Story Home nestled in one of Windermere’s most desirable Lakefront Communities * This Exceptional Home offers the perfect blend of Comfort, Elegance, and Florida Lifestyle Living * Step inside to discover a bright and open floor plan featuring spacious living areas, high ceilings, and abundant natural light * The gourmet kitchen is a Chef’s dream, complete with modern appliances, ample cabinetry, and a convenient breakfast bar—ideal for entertaining or everyday living * The primary suite provides a peaceful retreat with generous space, a luxurious en-suite bathroom, and a walk-in closet * The Pass Thru from the Primary Suite to the Den with substantial Closets makes the perfect Nursery, Craft Room or Home Office * Additional bedrooms are well-sized and versatile, perfect for family or guests * The Oversized Laundry Room exceeds all expectations * The Massive Covered Lanai provides plenty of space for entertaining in all weather conditions with a backyard the size of a football field * The Conservation Pond out Back feels like you are in the Country even though you are just minutes from every Restaurant, Bank, Hospital, Offices, Retail Store or Mom & Pop Shop that could ever need * Plenty of Biking, Walking & Exercising Opportunities Throughout Windermere * The Neighborhood Park & Boat Ramp to Lake Down & the Famed Butler Chain of Lakes will provide years of family fun * Friday Farmer’s Market & Monthly Food Trucks provide opportunities to meet the wonderful folks in our Community * Easy access to Florida Turnpike, 408, 429 & Interstate 4 make this the perfect place to call home * Solar Electric Panels Provide a Major Savings - Details Available

1826 Windermeredown Place, Windermere

$2,900,000
4 Beds 6 Baths Isleworth SubDv. 34786 Zip Code
A Masterpiece of Design in the Heart of Isleworth – 6186 Louise Cove Drive. Stunning, design magazine-worthy residence nestled behind the exclusive 24-hour guard-gated community of Isleworth, one of Central Florida’s most prestigious neighborhoods. This exquisite estate sits on a spacious 0.75-acre corner lot, surrounded by mature landscaping and a stately circular driveway that sets the tone for the luxury that awaits inside. No expense was spared in the recent $1 million designer remodel, which brought in California-based interior designers to source the finest materials from around the globe. Step through grand arched solid wood double doors into a soaring foyer where 16-foot ceilings and imported white French oak floors flow throughout the home. Walls were meticulously finished to level 5 smoothness a testament to the craftsmanship and attention to detail throughout. Designed for both entertaining and everyday living, the open-concept family room centers around a venetian plaster fireplace and effortlessly flows into a show-stopping double island kitchen. Imported German cabinetry is complemented by one piece quartzite slabs and backsplash, while high-end appliances include a 6-burner Wolf range with double ovens, a paneled Thermador refrigerator & freezer, venetian plastered hood, beverage fridge, and under counter microwave are all seamlessly integrated for a refined look. Retreat to the expansive primary suite, where comfort meets luxury. Enjoy access to a private study, Florida room, and a spa-inspired bathroom featuring a stand-alone soaking tub, oversized glass shower with handmade 4x4 Moroccan tile, French brass fixtures, and custom lighting. Primary suite also features a spacious walk-in closet offering custom built-ins, providing both elegance and functionality. The home’s Santorini-inspired full pool bath is a work of art in itself, with artisan stucco finishes adorning every surface. Each secondary bedroom is an en-suite, with marble or handcrafted tile finishes and ample closet space. Outdoors, your private fenced backyard oasis features a heated pool & spa, covered summer kitchen, and expansive lanai, perfect for enjoying Florida’s year-round sunshine. Additional highlights include a whole-house generator, tankless water heaters, four AC units, and a designer laundry room with imported German cabinetry. Live minutes from world-class attractions, dining, and elite schools, yet enjoy the serenity and security of one of the region’s most sought-after enclaves.

6186 Louise Cove Drive, Windermere

$2,175,000
4 Beds 5 Baths Diamondhead SubDv. 34786 Zip Code
Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets. A private gated entry welcomes you to this exceptional residence, featuring 3 bedrooms and 3.5 bathrooms, plus a private in-law suite with its own full bath bringing the total to 4 bedrooms and 4.5 bathrooms. Thoughtfully designed for both everyday living and elegant entertaining, this home offers the perfect blend of comfort, privacy, and sophistication. The main level features formal living and dining rooms with a fireplace, along with a private office just off the foyer. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry, built-in wine rack, wine refrigerator, Sub-Zero refrigerator, custom lighting, gas range, and a spacious pantry. A convenient half bath and oversized laundry room are also located on the main floor. Upstairs, you’ll find two private suites, each with its own full bathroom, plus the luxurious owner’s retreat offering stunning lake views, custom tile floors and walls, a separate walk-in shower, jetted soaking tub, custom lighting, and a large walk-in closet with built-in cabinetry. Step outside to your resort-style oasis featuring large pool with expansive deck and water feature. Two additional outdoor entertaining areas include a dedicated space with an outdoor kitchen. The pool house offers large windows with panoramic views, custom cabinetry, granite countertops, upgraded tile flooring, a Murphy bed, and a full custom bathroom, perfect for guests. Complete with a covered boat dock and located just a few blocks from downtown Windermere and nearby shopping, this extraordinary home blends luxury, comfort, and the ultimate Florida lifestyle.

606 E 6th Avenue, Windermere

$2,249,000
4 Beds 3 Baths Windermere Town SubDv. 34786 Zip Code
Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated shops and dining on the 500 Block. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in two bedrooms —no carpet. The kitchen features a gas cooktop with vented exhaust, a new Dacor refrigerator and a newer all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The 4th bedroom/theater room is a flexible space that can be used as a guest bedroom, theatre room, workout room or a game room. It can also work as a large office, playroom, or just a place to sit and relax with views of the lake. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—with no HOA.

325 Magnolia Street, Windermere

$1,210,000
5 Beds 4 Baths Windermere Grande SubDv. 34786 Zip Code
1849 Watermere Ln. offers a traditional-styled, versatile nearly 4000 ft.² floor plan with 4 to 5 bedrooms and 3 1/2 baths. It features a three-car side-entry garage situated on three-quarter acres with no rear neighbors overlooking a 3-acre common area. To the back of the house, there’s a 1000 ft.² lanai undercover and a 1500 ft.² under screen. The 30-foot-long LED changing color lighted pool is equipped with an underground salt water filtration system and lighted bubbler. The back wall of the pool is lined with a blue, purple, and green iridescent tile. The pool has a pebble tech finish with a maximum depth of 6 1/2 feet. There’s also a separate six-person heated therapeutic spa with 72 powerful jets and changing light colors. The house has undergone upgrades to enhance energy efficiency and reduce utility costs. It boasts 74 Tesla solar panels on the roof that collect energy from dawn until sunset. Two Tesla storage batteries power the house when the sun sets. This system is designed to be off-grid, and Duke Energy purchases electricity from our system. We have an instant hot water system that allows simultaneous showers, baths, and appliance use. A well is used to irrigate the three-quarter acres of grass and planting. Household water usage is less than $25 month. There’s ample parking in a brick paver driveway with a long walkway leading to the front door. Double doors open to a spacious foyer, dining room, and formal living room. The ceilings are 14 feet high with crown molding and two large crystal contemporary chandeliers. The floors are Daltile continental slate in Egyptian beige, set diagonally throughout the house except for the bedrooms. Through a 12-foot sliding glass door in the living room, you can see the lanai, the pool, and the water features. To the right of the foyer and living room lies the master bedroom, featuring Brazilian teakwood hardwood floors, a tray ceiling, and a sliding glass door leading to the lanai. The master bedroom hallway connects to a spacious closet, the master bathroom equipped with a jetted tub, and a door that leads to the study, nursery, and sitting area. To the left of the living room, an archway entrance opens up to the U-shaped kitchen. This kitchen boasts real wood cabinets with granite countertops and a five-burner stove top. A large island and a two-door pantry complete the kitchen’s features. The kitchen overlooks the family room and TV room, which have two sliding glass doors that open up to the lanai and pool area. Adjacent to the family room is an in-law suite. This suite features cathedral ceilings with its own bedroom and bathroom, a kitchenette, and a sliding glass door that leads to the lanai. There’s also a separate entrance with a brick paver walkway that leads to the driveway. To the far left of the house, there are two additional bedrooms, a large bathroom, a stairway that leads to the bonus room above the three-car garage, and a laundry room lined with upper wood cabinets. The house also has a three-car garage, each with its own garage door. In 2017, the air conditioning system was replaced with a Trane system, and the house now has five air-conditioning zones throughout.

1849 Watermere Lane, Windermere

$1,854,000
6 Beds 6 Baths Balmoral SubDv. 34786 Zip Code
Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive ¾-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water fountain, creating a grand sense of arrival. The residence also features a spacious four-car garage equipped with two EV charging stations, offering modern convenience for today’s lifestyle. Custom front entry doors open to an impressive grand foyer with elegant marble tile flooring, introducing the refined finishes that define the home. Inside, the residence has been beautifully transformed with brand-new flooring throughout, custom recessed lighting, upgraded designer fixtures, and crown molding across the main level. At the heart of the home is a stunning designer gourmet kitchen featuring custom white cabinetry, granite countertops, a striking tile mosaic accent wall, and premium KitchenAid stainless steel appliances, including a built-in oven, microwave, and cooktop. Perfect for entertaining or multi-generational living, the home also features a fully rebuilt second kitchen with granite countertops, custom cabinetry, and stainless steel appliances with direct access to the outdoor entertaining area. The home offers two luxurious primary suites, each thoughtfully designed as a private retreat. The upstairs primary suite features a spa-inspired bathroom with dual vanities, custom cabinetry, a dedicated makeup vanity, an oversized jacuzzi soaking tub, and a beautifully tiled walk-in shower. Outdoor living is equally impressive with a custom outdoor kitchen complete with built-in grill, professional venting, and built-in speakers, creating the perfect setting for entertaining and relaxation. Three brand-new sliding glass doors upstairs open to a private balcony, enhancing the home’s seamless indoor-outdoor lifestyle. Recent upgrades provide comfort and peace of mind, including a new Carrier 5-ton air conditioning system, new 50-gallon water heater, whole-home water purification system, and a new pool pump installed within the last six months. With extensive renovations, luxurious finishes, and exceptional indoor-outdoor living, this remarkable residence offers the sophistication, comfort, and lifestyle expected of a premier luxury estate.

9057 Balmoral Mews Square, Windermere

$1,100,000
4 Beds 3 Baths Keenes Pointe Ut 04 Sec 31 48 82 SubDv. 34786 Zip Code
Keene's Pointe - 24-hour gated/attended golf community in Windermere, Florida. Experience refined living in this beautifully updated 4-bedroom, 3-bathroom residence. Designed for both comfort and elegance, this home features thoughtful upgrades throughout and exceptional indoor-outdoor living. Enter through the custom iron doors to discover porcelain flooring throughout the home and gorgeous quartz countertops that elevate the kitchen and bathrooms. Natural light pours in through new windows installed in 2023. There is a formal living and dining room, kitchen with stainless appliances overlooking the great room with access to the lanai. The primary suite is located privately on one side of the home with spacious bedroom, walk-in closet with built-in shelving, bathroom with dual vanities, large walk-in shower and freestanding tub. Out back, enjoy your own private resort-style retreat. The large swimming pool and spa are complemented by a rock waterfall, creating a tranquil ambiance. The paver pool deck and gazebo provide the perfect space for entertaining, relaxing, or enjoying Florida’s sunshine year-round.Additional highlights include a new roof in 2019, new double pane windows in 2023, spacious three-car garage with extra storage, large paver driveway offering ample parking and upgraded finishes throughout the house.In close proximity to shopping, dining, tourist attractions, major expressways and top-rated public and private schools, Keene's Pointe is home to The Golden Bear Club, a members only club featuring golf, tennis, fitness, dining and swimming, combines luxury, privacy, and lifestyle—perfect for those seeking upscale living with access to premier amenities.Schedule your private showing today and discover everything this exceptional home has to offer.

11608 Claymont Circle, Windermere

$1,175,000
4 Beds 5 Baths Harbor Isle SubDv. 34786 Zip Code
Timeless style and classic design unfold behind the gates of Harbor Isle, one of Windermere’s most sought-after communities. This custom-built estate residence offers captivating views of Lake Down on the pristine Butler Chain of Lakes. Featuring all living areas on the first floor except for a bonus room upstairs, this thoughtfully crafted home offers separate formal and living spaces and a private den. The generously-sized primary retreat has a gas fireplace and large bath including oversized shower. Clerestory windows bathe the home in an abundance of natural sunlight. Three secondary bedrooms on the first floor include a guest room with pool bath and a pocket door feature to create a private suite. The additional bedrooms on the first floor are joined by a jack-and-jill-style bathroom. A multi-use space on the second floor is mammoth in size and is a perfect retreat for working from home, game room, or playroom. With an adjacent full bath, the space is large enough to be converted into two additional bedrooms. The screen enclosed pool and spa with patio offers a tranquil escape with lake views in the distance. 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.

3138 Seigneury Drive, Windermere

$4,850,000
4 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features a formal living room with a groin-vault ceiling leading to a central kitchen with Busby cabinetry, Emperador marble countertops, and two islands. Appliances include Miele steam oven, gas cooktop, wall oven, warming drawer, dishwashers, and a Sub-Zero refrigerator. The kitchen connects to the family room, dining area, and elevator lobby and is located near a home gym equipped with Cybex Eagle equipment. The primary suite includes a sitting area with fireplace, Busby built-in wet bar, wardrobe storage, and a bath with dual vanities, soaking tub, and walk-through shower. Additional interior features include a home office with wood flooring and display cabinetry, spiral staircase to the upper level, game room with kitchen, walk-in closet, and attic access, a laundry room, and a four-car split garage. Outdoor amenities include a covered lanai with fireplace, seating area, and sunset views over the pond and conservation area. The outdoor space also features a summer kitchen with gas grill and refrigerator, heated saltwater pool with sun shelf, travertine pool deck, and fire bowls with marble column accents. Sold fully furnished.

6142 Grosvenor Shore Drive, Windermere

$2,000,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - 24 hour gated/attended golf community in Windermere, Florida. This fully renovated home is situated on one of the most beautiful lots in the community. Located on the 11th fairway of The Golden Bear Club with golf and pond views, as well as golf and pond views of the 12th green from the front porch. Boasting an open floor plan with a dining room large enough to hold a table of 12, 3 bedrooms downstairs including the primary. The kitchen is functional with an island seating 4 with quartz waterfall edges, coffee bar, stainless KitchenAid appliances, Dacor panel refrigerator and pantry. The great room has a wall of windows overlooking the patio and stone fireplace. There is also a spacious office with desk and built-ins, and a second office/bar with built-ins that can be easily converted to a 5th bedroom. The primary suite is spacious with a wall of windows overlooking the pond/golf course, bathroom with 2 vanities with lighted mirrors, free-standing tub, and shower with rain head and 6 body jets, and large walk-in closet. The second floor features the 4th bedroom, perfect as an in-law suite, media or game room with 2 walk-in closets and a bath with shower and tub. Enjoy the view from the large covered patio with stone fireplace and summer kitchen overlooking the updated screened salt water pool and spa (new pump and heater in 2025), as well as the expansive and private back yard. The side entry garage features two parking spaces and an additional golf cart parking area, as well as epoxy coated floor and built-in cabinets and overhead racks. There is also steps to the attic over the garage with wood flooring for extra storage. Everything in this home has been tastefully updated in 2025. Wood-look tile and plantation shutters throughout, elegant lighting, tankless gas water heater (2025), pavered driveway and porch, new roof in 2021, AC's (2025/2018). This home has everything that country club living has to offer. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools. Call for your private showing today.

5926 Blakeford Drive, Windermere

$6,700,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
One of a kind extraordinary lakefront estate, perfectly positioned along the shores of Lake Tibet Butler on the renowned Butler Chain of Lakes, offers over 7,600 square feet of refined living in the beautiful guard-gated community of Keene’s Pointe. Tucked at the end of a quiet cul-de-sac on coveted Greatwater Drive, the residence enjoys one of the most picturesque settings in the community, where timeless architecture, exceptional craftsmanship, and breathtaking water views create a truly remarkable Florida lifestyle. A brick-paver circular drive and stately entry introduce interiors where thoughtful design and luxurious finishes are evident throughout. Expansive living spaces are framed by large windows capturing stunning lake views and filling the home with natural light. The residence features five spacious bedrooms, each with its own private en-suite bath and custom-designed closet systems, along with two additional half baths for residents and guests. The primary suite serves as a private retreat with a natural gas fireplace, automated window shades, completely updated modernized spa-inspired bath and dual closets. At the heart of the home, the chef’s kitchen is designed for both everyday living and entertaining, featuring premium Wolf appliances, a concealed Sub-Zero refrigerator, warming drawer, ice maker, and extensive custom cabinetry. Adjacent living and dining spaces flow seamlessly for effortless gatherings. Designed with entertaining in mind, the home offers two wet bars — one in the main living area and another in the expansive game room , both completely remodeled to reflect todays best design standard's— along with a dedicated theater room for an immersive cinematic experience. Outdoor living is equally impressive. A large screen-enclosed lanai with summer kitchen overlooks the resort-style pool and sparkling lake beyond. The infinity-edge saltwater pool with cascading waterfall and adjoining spa creates a private oasis ideal for relaxing or entertaining while enjoying panoramic water views. Other recent upgrades and remodels include a complete new Savant Smart home system, new floors throughout, new offices 2, upstairs game room, master bedroom , bath and closets, upgraded kitchen and AC Dog run with new laundry. The beautifully landscaped grounds extend to a private dock with two boat lifts, providing effortless access to Lake Tibet Butler and the Butler Chain of Lakes — one of Central Florida’s most sought-after recreational waterways. Furnishings available. Additional highlights include a four-plus car garage with a dedicated golf cart bay for added convenience. Residents of Keene’s Pointe enjoy 24-hour guard-gated security, a private community boat ramp, playground, and the opportunity to join The Golden Bear Club, home to the Jack Nicklaus Signature golf course, clubhouse, dining, fitness, and tennis. This exceptional lakefront estate presents a rare opportunity to experience refined waterfront living in one of Windermere’s most desirable communities.

6013 Greatwater Drive, Windermere

$4,287,500
3 Beds 4 Baths Isleworth SubDv. 34786 Zip Code
Timeless Waterfront Elegance in Isleworth’s Golf Villas Perfectly positioned along the tranquil shoreline of Lake Chase — part of the coveted Butler Chain of Lakes — this exquisitely renovated residence offers breathtaking sunrise views and a level of craftsmanship rarely seen. Located just steps from the Isleworth clubhouse, with its multiple dining venues, world-class fitness center, and premier amenities, this home sits within the highly sought-after Golf Villas enclave — an area known for its charm, walkability, and refined lifestyle. Encompassing approximately 3,000 square feet with three bedrooms and three bathrooms, the home has been completely reimagined by Akers Custom Homes thoughtfully perfecting every detail. The result is a residence that feels both timeless and impeccably curated. The exterior showcases a striking tabby façade, setting the tone for the craftsmanship within. Inside, 24” x 24” imported Italian tile flows seamlessly throughout the home, creating continuity and understated sophistication. Pecky cypress beams add warmth and architectural character, while a gas fireplace anchors the main living area with inviting elegance. The gourmet kitchen is a true centerpiece, appointed with Taj Mahal quartzite countertops, a dramatic onyx backsplash, and premium KitchenAid gas appliances. Designed for both beauty and function, it opens effortlessly to the living and dining spaces — ideal for everyday living and entertaining alike. The primary suite offers a private retreat with spa-inspired luxuries including a jacuzzi tub, and an expansive custom closet. Every space reflects thoughtful design — even the laundry room includes a dedicated dog shower, blending practicality with refined living. Outdoor living is equally exceptional. A heated pool overlooks the serene waterfront, while a motorized retractable screen enclosure allows the covered lanai to transition seamlessly between open-air and screened comfort. The expansive outdoor area features a full summer kitchen, dining space, and lounging area — creating a true extension of the home designed for year-round enjoyment. Completing the residence are two separate two-car garages, each equipped with retractable overhead storage for maximum organization and convenience. With its architectural integrity, superior materials, and unmatched location just moments from Isleworth’s clubhouse, this Lake Chase waterfront villa represents a rare opportunity to enjoy refined lakefront living within one of Central Florida’s most esteemed communities.

6113 Payne Stewart Drive, Windermere

$1,350,000
4 Beds 5 Baths Waterstone SubDv. 34786 Zip Code
Stunning Mediterranean courtyard-style estate offering 4 bedrooms, 4.5 Bathrooms and 3396 sq ft of living space--all thoughtfully designed on one spacious level by Siliman Homes! From the moment you enter, you'll appreciate the seamless indoor-outdoor flow, centered around a salt water pool, cabana and expansive brick paver patio--perfect for entertaining or enjoying Florida living all year round. The open concept kitchen opens effortlessly to the entire family room, where you'll enjoy a Cosmos gas fireplace and surround sound. Elegant travertine flooring runs throughout the main living areas, with engineered wood flooring in the master bedroom and plush carpeting in the secondary bedrooms. The 4th bedroom functions beautifully as a private IN-LAW suite, complete with its own separate entrance, living room, full bedroom and full bathroom--ideal for MULTI-GENERATIONAL living or guests. This residence also features throughout upgrades including tankless water heater, open-cell foam spray insulation, natural gas 5 burner stove, Low-E insulated glass windows and sliding doors! Located in a guard gated community Waterstone, known for its mature landscaping and privacy, the home is located within 10 mins to the Publix Shopping center and dining. Residents also enjoy PRIVATE ACCESS into Windermere Prep School! This is a rare opportunity to own in one of the area's most desirable gated communities!

11802 Waterstone Loop Drive, Windermere

$2,500,000
6 Beds 7 Baths Tildens Grove Ph 01 47/65 SubDv. 34786 Zip Code
Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.

12720 Jacob Grace Court, Windermere

$2,100,000
4 Beds 4 Baths Windermere Oaks SubDv. 34786 Zip Code
Villa Casablanca | Luxury Windermere Estate on 1-Acres— this estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — creating a seamless connection between interior grandeur and outdoor serenity. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer.

505 Jennifer Lane, Windermere

$2,500,000
5 Beds 4 Baths Sawyer Shores Sub SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees or restrictions, you have the freedom to design and build your dream home exactly as you envision it or use the plans already available and variances approved — saving you time and expense. Offering approximately 5,516 SF of impeccably appointed living space and over 8,316 SF under roof, every detail has been curated to the highest standard of elegance and sophistication. Dramatic sightlines from the grand entry sweep through sun-drenched principal rooms to the resort-caliber outdoor living spaces beyond. The showstopping gourmet kitchen dazzles with extra-thick natural quartzite countertops, an oversized center island, pot filler, a fully integrated refrigerator and dishwasher with bespoke wood-panel cabinetry, and an oversized walk-in pantry — a culinary stage worthy of the most discerning chef. A soaring great room with designer tray ceilings and an elegant formal dining room set the scene for unforgettable entertaining, complemented by a private study and home office. The first-floor primary suite is a true sanctuary — a sumptuous walk-in closet, sculptural freestanding soaking tub, and a spa-inspired shower enclosure deliver five-star hotel indulgence at home. Upstairs, a second master suite, a spectacular lake-view recreation room with oversized balcony, three additional bedrooms, a chic loft with front balcony, and a second laundry suite elevate every aspect of daily life. Outside, a breathtaking covered lanai unfolds into a private lakeside paradise — summer kitchen, outdoor fireplace, alfresco dining, and a heated pool and spa framed by elegant paver decking and the glittering expanse of Lake Sawyer. A 4-car garage with EV charging, dual laundry rooms, impact-rated windows and doors, and bespoke designer finishes complete this extraordinary offering. Minutes from Windermere Prep School, shopping, dining and within minutes of Walt Disney World. *Images have been taken from a similar model home*

6606 Sawyer Shores Lane, Windermere

$1,318,000
5 Beds 6 Baths The Lakes SubDv. 34786 Zip Code
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.

1625 Down Lake Drive, Windermere

$4,995,000
6 Beds 7 Baths Sunset Bay SubDv. 34786 Zip Code
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

$4,075,000
5 Beds 9 Baths Lake Down Pointe 50 42 SubDv. 34786 Zip Code
Welcome to an extraordinary 8700+ SQ FT estate located within the GATED COMMUNITY of Marbella in Windemere. This estate offers 40 feet of frontage on Lake Down complete with a private dock and boat lift. Access to Lake Butler & Situated on 2.17 acres, this custom-built pool home blends timeless architecture with superior craftsmanship and premium finishings throughout — including stone, wood, iron, granite, and travertine. A grand entrance featuring custom wrought iron doors opens to a dramatic two-story foyer framed by a stunning wall of windows overlooking the backyard oasis. Elegant formal living and dining spaces are complemented by an oversized wet bar, perfect for entertaining. The gourmet kitchen is designed for both beauty and performance, showcasing custom cabinetry, a six-burner gas cooktop, dual side-by-side refrigerator and adjacent butler's pantry. It seamlessly flows into the impressive great room with cathedral ceilings, exposed beam millwork, fireplace, and expansive glass doors leading outdoors. The luxurious primary suite features volume ceilings with exposed beams, a private sitting area, walk-in closet, and a newly renovated spa-inspired bath with soaking tub and multi-jet walk-in shower. This estate offers four additional en-suite bedrooms, two dedicated offices, media/movie room, craft room, a detached gym and a three-car garage — providing exceptional space and flexibility. Designed for true indoor-outdoor living, the backyard retreat includes a resort-style pool with rock waterfall and slide, spa, pool house, summer kitchen, volleyball court, and lush garden setting — ideal for entertaining or peaceful relaxation. A rare opportunity to own a private lakefront sanctuary in one of the area’s most desirable gated communities.

3026 Porto Lago Court, Windermere

$1,540,000
5 Beds 4 Baths Keenes Pointe Unit 01 SubDv. 34786 Zip Code
Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile layout, ideal for both everyday living and effortless entertaining. Set on an oversized homesite, the property stands out with its impressive curb appeal, extended driveway, and 3-car garage. The interiors are filled with natural light and defined by a seamless open-concept design that connects the main living areas with a sense of flow and warmth. The recently renovated kitchen serves as the heart of the home, showcasing an expanded center island, contemporary finishes, high-end appliances, and natural gas connectivity—perfect for gathering and entertaining. The outdoor living experience is equally compelling, featuring a beautifully designed pool, travertine deck, covered patio, and screened lanai, all complemented by a spacious fenced backyard with mature landscaping that enhances both privacy and ambiance. The floor plan offers exceptional flexibility, including a private office that may serve as a library or formal living space, a first-floor primary suite overlooking the pool area, and an additional guest suite on the main level. Upstairs, a dedicated loft/retreat area complements the secondary bedrooms, including a well-designed Jack-and-Jill configuration. Recent updates further elevate the home’s appeal, including a fully renovated kitchen and island, as well as the complete removal of carpet throughout, resulting in a clean, modern, and cohesive aesthetic. Additional highlights include: Interior wall insulation (R-30) for enhanced comfort and quietness Natural gas connection, including outdoor capability Pool views from key living areas Functional and adaptable layout Residents of Keene’s Pointe enjoy 24-hour guard-gated security and access to the exclusive Golden Bear Club, featuring a Jack Nicklaus-designed golf course, resort-style pool, fitness center, tennis courts, and premier amenities. A distinguished residence that embodies elevated living, privacy, and timeless appeal.

8438 Tibet Butler Drive, Windermere

$6,000,000
6 Beds 6 Baths Rosser Reserve Rep SubDv. 34786 Zip Code
UNDER CONTRACT ACCEPTING BACKUP OFFERS! Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment you arrive, the home captivates with its contemporary architecture, expansive paver driveway, and striking façade. Clean lines, refined finishes, and manicured landscaping create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, and designer lighting enhance the open-concept layout. Oversized sliding glass doors frame breathtaking panoramic lake views while creating a seamless indoor-outdoor flow filled with natural light. The gourmet kitchen serves as the heart of the home, featuring an oversized quartz island, custom cabinetry, and premium stainless steel appliances — perfectly designed for both intimate gatherings and grand-scale entertaining. With 6 spacious bedrooms, 5 full bathrooms, and 1 powder room, the residence offers comfort and privacy for family and guests. Beyond the main living areas, this home delivers an exceptional lifestyle experience with a private gym, dedicated cinema room, game room, and playroom — thoughtfully designed for wellness, entertainment, and family enjoyment. Step outside into your private lakeside retreat. The resort-style pool with integrated spa is complemented by sleek glass railings that preserve unobstructed water views. The covered outdoor living area is a masterpiece, featuring a wood-paneled ceiling, oversized ceiling fan, stone fireplace, mounted TV, and a fully equipped summer kitchen with professional-grade stainless steel grill and hood — ideal for year-round entertaining. The private covered dock accommodates boats and jet skis and provides direct access to all 12 lakes of the Butler Chain, making this property a true paradise for boating enthusiasts. Additional features include: Whole-house water filtration system High-capacity generator capable of powering the entire residence Located within an exclusive gated community with meticulously maintained infrastructure Offering privacy, security, expansive outdoor space, and one of Windermere’s most coveted lakefront settings, this is more than a residence — it is a lifestyle defined by elegance, recreation, and exclusivity. Schedule your private showing and experience lakefront living at its finest.

1002 Down Reserve Court, Windermere

$1,900,000
4 Beds 5 Baths Keenes Pointe Unit 7 SubDv. 34786 Zip Code
The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.

6330 Lake Burden View Drive, Windermere

$1,080,000
6 Beds 4 Baths Windermere Isle Ph 2 SubDv. 34786 Zip Code
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 Lake Down Reserve SubDv. 34786 Zip Code
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

$1,950,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - gated/attended community in Windermere, Florida. This impeccably designed and updated four-bedroom residence offers refined living with three full and two half baths, professionally decorated and showcasing high-end finishes throughout. Perfectly positioned on the 4th tee box of The Golden Bear Club with tranquil pond views, this home delivers timeless elegance and exceptional functionality.The first floor features rich hardwood flooring, plantation shutters, and gracious formal living and dining rooms ideal for entertaining. The luxurious primary suite is a private retreat, complete with custom closets and a spa-like bath featuring a freestanding soaking tub and dual vanities.Upstairs, there are 3 bedrooms and two baths, and a spacious media room features a comfortable sitting area and a dedicated exercise space, all overlooking the golf course—an ideal setting for relaxation, recreation, or work-from-home flexibility.Additional highlights include a 3+ car garage with abundant storage and a separate in-law apartment above the garage with a private entrance and full bath. Currently used as an office, this versatile space is perfect as an in-law suite, guest quarters, or private studio.Thoughtfully designed with premium finishes and breathtaking views, this exceptional home offers Country Club living at its finest. Located in close proximity to shopping, dining, expressways and Disney, as well as top-rated public and private schools.

8160 Tibet Butler Drive, Windermere

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