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$1,875,000
5 Beds 6 Baths Windermere Pointe At Lake Roper SubDv. 34786 Zip Code
Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

13036 Lake Roper Court, Windermere

$4,500,000
6 Beds 8 Baths Lake Down Reserve SubDv. 34786 Zip Code
Welcome to a rare modern estate in an intimate gated enclave. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily living. The first-floor primary suite is a sanctuary of its own, with a two-story boutique-style dressing room and a spa-inspired bath showcasing dual vanities, a freestanding soaking tub and a double rainfall shower beneath a skylight. Upstairs, each bedroom offers its private en suite, including a flexible Jack and Jill layout. Additional highlights include a private theater, executive office, and a detached casita ideal for guests or multigenerational living. Outdoors, experience your resort retreat, a negative-edge pool with cascading waterfalls, spa jacuzzi, covered lanai, and fully equipped outdoor kitchen built for year-round entertaining. Even the garage is a masterpiece, designed to house six cars and a boat, or up to fifteen vehicles with lifts. In a small, exclusive gated community, this property delivers a balance of modern sophistication and timeless comfort. Homes of this caliber rarely become available. Schedule your private showing today and experience why this estate stands in a class of its own.

1003 Down Reserve Court, Windermere

$2,404,000
6 Beds 7 Baths Windermere Downs Ph 03 SubDv. 34786 Zip Code
Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced technology, and magazine-featured architecture to deliver a lifestyle of rare sophistication and privacy. The primary bathroom—honored as Bathroom of the Year by K+BB Design + Innovation + Lifestyle Magazine—showcases exceptional craftsmanship. This spa retreat features dual rain showers, a freestanding stone soaking tub, and a secluded outdoor spa area with sauna, and outdoor shower. Dual walk-in closets—hers exceptionally spacious and beautifully finished—provide abundant storage and elegant custom detailing. The resort-style pool and grotto with waterfall, slide, and artisan stonework—crafted by the same designer who created the rock formations at Disney’s Animal Kingdom—anchor the outdoor oasis. Featured in LaPalme Magazine, the pool area embodies resort luxury with natural coquina tile that stays cool underfoot and complements lush tropical landscaping. Multiple entertaining spaces surround the pool, including a summer kitchen, fire pit, outdoor bar, and covered terraces with Mist and More mosquito misters for year-round comfort. A Pentair automation system allows control of heating, lighting, and water features directly from your phone or iPad. Inside, Control4 Home Automation orchestrates lighting, music, and media throughout. The entertainment wing includes a full bar, game room, and theater with custom sliding partitions for privacy or open flow. The executive office and library offer an inspiring workspace with extensive built-ins, a rolling ladder, and an integrated climate-controlled wine room—ideal for work or entertaining in style. Throughout the home are custom doors, built-ins, and fine craftsmanship. Thoughtful infrastructure includes deep-well irrigation, in-ground propane tanks servicing the fire pit, grill, hot tub, and fireplace, and an oversized main waterline for strong pressure throughout. Community Windermere Downs is a highly regarded lakefront enclave on Lake Down with direct Butler Chain access—a paradise for boating, fishing, and watersports. Residents enjoy a gated beach lot, gazebo dock, and private boat ramp. The neighborhood also features two tennis courts (one lined for pickleball) and landscaped parks with playgrounds and shaded greens beneath majestic oaks. Known for its wide, tree-lined streets and expansive homesites, Windermere Downs offers tranquility, privacy, and timeless appeal—minutes from Isleworth, Bay Hill, and Golden Bear Club golf. Enjoy convenient access to dining, shopping, and entertainment in Windermere, Dr. Phillips, and Winter Garden Village, plus Walt Disney World®, Universal Studios®, and SeaWorld®. Served by top-rated public schools and elite private academies, it remains one of Central Florida’s most coveted addresses. A masterpiece of design, technology, and lifestyle, this estate captures the essence of Florida indoor-outdoor living—luxurious, private, and unforgettable.

1724 Windermeredown Place, Windermere

$2,460,000
5 Beds 5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Welcome to 11019 Ullswater Drive, a timeless Italian-inspired residence built by Brierhill Custom Homes. Set on over half an acre within the 24-hour manned gates of The Reserve at Lake Butler Sound, this home offers exceptional updates, modern amenities, and a thoughtfully designed floor plan. The impressive brick paver circular driveway leads to a grand front entry. Stepping through the arched French doors, you’ll immediately notice the attention to detail, including: custom travertine inlays, elegant ceiling work, and expansive views of the pool and backyard entertaining space. The chef’s kitchen features Z-Line appliances, refaced cabinetry in a modern color palette, a large pantry, updated lighting, and ample counter space. Overlooking the spacious family room, this area is perfect for gathering and entertaining. The family room features panoramic pool views through large windows and French doors, along with a fireplace, custom solid-wood built-ins, and coffered ceilings. Adjacent to the family room, the first-floor media room and parlor provide additional space for entertaining, complete with a full wet bar, sliding glass doors to the lanai, and direct access to the guest bathroom. The primary suite, located in a private wing of the home, offers a floor-to-ceiling windows, impressive accents like a tray ceiling, and lanai access. The en-suite bath includes dual vanities, a soaking tub, a walk-in shower, and a custom walk-in closet system. Also on the first floor is a study with soaring ceilings, built-ins, and a floor-to-ceiling fireplace, overlooking the front of the home. A formal living room, dining room with butler’s pantry pass-through, dedicated laundry room, and three-car garage are also accessible on the first floor. A first-floor guest suite with an updated en-suite bathroom completes the main level. Upstairs, you’ll find a spacious loft with balcony access, three large guest bedrooms, and two full baths. The outdoor living space is equally as impressive as the interior of the home, featuring a screened and covered lanai with seating and a summer kitchen, overlooking a private pool, spa, cabana, and putting green. The landscaping is newly upgraded and low-maintenance, featuring turf throughout. At night, the entire space features up lighting, creating additional ambiance throughout the rear yard. Throughout the home, thoughtful craftsmanship and modern updates complement the classic European design, creating a balance of warmth and sophistication rarely found in many homes available today. Located in one of Windermere’s most sought-after communities, this home offers privacy, beauty, and proximity to downtown Windermere, Restaurant Row, and Walt Disney World. Request a full copy of the upgrades and features list for this home. Schedule your private tour today.

11019 Ullswater Lane, Windermere

$3,178,500
6 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to luxury living in the prestigious Keene's Pointe Community. As you step into this home you are greeted with the opulence of high ceilings and tremendous natural light. The elegant foyer that flows seamlessly into the spacious living areas adorned with exquisite finishes and designer touches throughout. The expansive floor plan boasts a unique 6 bedrooms and 6 bathrooms opportunity, providing ample space for both relaxation and entertainment. The gourmet kitchen is a chef's dream, boasting state-of-the-art appliances, custom cabinetry, and quartz countertops. Retreat to the sumptuous master suite, complete with a spa-like en-suite bathroom and a private sitting area overlooking the pristine fairways of the golf course. Outside, a private oasis awaits, featuring a sparkling pool surrounded by lush landscaping. This exclusive pool home combines elegance, sophistication, and tranquility in one captivating package. Keene's Pointe, offers private membership opportunities please inquire for details. With 24-hour security and a amazing community lifestyle and atmosphere, you'll feel safe and welcomed in this prestigious enclave.

6030 Greatwater Drive, Windermere

$1,120,000
4 Beds 4 Baths Windermere Grande SubDv. 34786 Zip Code
Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. These 5 bedrooms, 3.5 baths single-family home offers .85 acres of land and a sprawling 3,053 square feet of living space. This gated neighborhood provides direct access to an array of outdoor amenities including playgrounds, walking paths, and nearby lake views. Step inside your single-story split open floor plan full of eye-catching design elements and updates found throughout including a water softener and a reverse osmosis drinking water system. Located in the heart of the home is the expansive kitchen featuring updated appliances with modern finishes will be the ideal gathering place to entertain the whole family. All the sleeping quarters have been updated with warm wood flooring and ample closet space. The primary bedroom presents an abundance of room for a king bedrooms suite, a well-planned walk-in closet for the ultimate organization. The Jack and Jill bathroom shared with 2 bedrooms is fitting for family siblings. An additional bedroom off the family room would be perfect for the family member who wants some privacy from the rest of the home with easy access to another full-size bathroom. The 5th bedroom currently is used as a work-from-home office and could easily be converted back to a guest room for overnight guests. Outside, the well-maintained pool begs for a cannonball contest while the outdoor kitchen will establish your credibility as the perfect party host. Your little ones will never get bored as there is plenty of green space to play and explore in the backyard that faces a pond and has a direct path to the playground. Don't miss this amazing opportunity to rent your dream home!

1927 Watermere Lane, Windermere

$3,550,000
3 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort. Inside, travertine floors, wood-beamed ceilings, and solid wood doors set a warm, sophisticated tone. Custom cabinetry, designer window treatments, and rich textures throughout create a sense of understated luxury. The double island kitchen is a culinary masterpiece, featuring Quartzite countertops, a marble mosaic backsplash, gourmet appliances, a gas stove, wet bar, and butler’s pantry—perfect for both intimate dining and grand entertaining. A cast stone fireplace anchors the elegant living room, while the expansive family room opens through panoramic sliding doors to a covered lanai, creating a seamless indoor-outdoor experience. The primary suite is a sanctuary of indulgence, complete with a morning bar, private sitting area, spa-inspired bath, and generous walk-in closet. A wood-floored study with custom built-ins provides a refined space for work or reflection. Outdoors, the resort-style setting is framed by lush tropical landscaping and tranquil pond views. The spacious lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa—your private oasis for relaxation and entertaining. A three-car garage completes this extraordinary residence, where every element has been designed for the most discerning homeowner. Isleworth is surrounded by the Butler Chain of Lakes and known for its manicured gardens, timeless architecture, and unparalleled privacy. This exclusive guard-gated community offers 24-hour security and the opportunity to join the Isleworth Golf & Country Club featuring world-class golf, tennis, resort-style pool, fitness, dining, and social events. Garden Villas include exterior grounds maintenance for effortless living.

9310 Isleworth Gardens Drive, Windermere

$3,100,000
5 Beds 7 Baths Sawyer Sound SubDv. 34786 Zip Code
Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

5024 Sawyer Cove Way, Windermere

$880,000
4 Beds 4 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
Located in the exclusive Glenmuir community, this beautifully appointed residence delivers refined living with timeless elegance. A grand entrance through glass French doors welcomes you into an OPEN FLOOR PLAN enhanced by elegant ceramic tile throughout. The GOURMET KITCHEN is a chef’s dream, featuring 42" cabinetry, stainless steel appliances, an oversized island, custom tile backsplash, and a walk-in butler’s pantry. The breakfast nook flows seamlessly into the SPACIOUS FAMILY ROOM, creating an ideal setting for everyday living and entertaining. Step outside to a screened lanai showcasing a SPARKLING POOL and SPA, perfect for relaxing or hosting in style. The EXPANSIVE PRIMARY SUITE is a true retreat, offering a spa-like bath with a soaking tub, luxurious shower, and exquisite porcelain tile. A THREE CAR GARAGE provides ample space for vehicles and storage. The generously sized laundry room includes a wash sink, abundant cabinetry, and counter space. Meticulously maintained and thoughtfully designed, this home offers elevated living in one of the area’s most prestigious communities.

11314 Ledgement Lane, Windermere

$2,400,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range with additional built-in oven and microwave. The gourmet kitchen opens to the breakfast nook and family room. Perfect for entertaining, the formal dining room features a Butler’s Pantry with wet bar and two wine refrigerators. Additional features include an office, bonus room with sauna that can be home gym or second floor primary closet. The expansive second floor loft features a full wet bar and separate projection theater with seating for eight. The covered lanai offers motorized screens, summer kitchen and plenty of space for dining and lounging in the shade. The open-air pool features a spa and sun shelf. Rounding out the features of this property is the private boat dock on Lake Burden. Take in sunsets and nightly fireworks as you enjoy all this Florida lakefront has to offer.

8402 Lake Burden Circle, Windermere

$2,250,000
5 Beds 6 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Your stunning Keene’s Pointe custom home by Stonebridge was built for luxurious everyday living and effortless entertaining. The grand first floor features travertine and hardwood floors throughout, a formal living room with gas fireplace and stone mantle, elegant dining room with adjoining dry bar, and a private office with French doors. The secluded primary suite includes a glamorous dressing room, expansive walk-in closet, and an updated spa-like bath with oversized glass shower and dual vanities. Two additional first-floor bedrooms share a full bath, plus a versatile flex room ideal for a secondary office. Thoughtful touches include a well-appointed laundry, mudroom, and a clever under-stair nook. The gourmet kitchen showcases high-end stainless appliances including a Sub-Zero refrigerator and custom cabinetry, opening to a sunny breakfast area and spacious family room with custom-built entertainment center. Large sliding doors reveal the updated lanai with wood-paneled ceiling and travertine decking, seamlessly connecting indoor and outdoor living. A nearby media room with wet bar, wine cellar, and half bath is perfect for movie nights and game days. Upstairs, two ensuite bedrooms are complemented by dual landing spaces featuring a cozy sitting area ideal for work, study, or just relaxation. Outside, enjoy a resort-style backyard with summer kitchen, pool, waterfall, and updated spa with rock accents overlooking a generous private lawn. A 3-car garage is smartly split into two bays for flexible storage and parking. Finishes include custom drapes and shutters, extensive built-ins, detailed moldings, and rich woodwork. Meticulously maintained with recent upgrades: all-newer HVAC units, fresh exterior paint, gas pool heater, irrigation well pump, and more. Move-in ready, beautifully updated, and impeccably cared for this is Keene’s Pointe living at its finest. Be sure to click on the virtual tour links.

9204 Tibet Pointe Circle, Windermere

$1,290,000
5 Beds 5 Baths Lake Cawood Ests Rep SubDv. 34786 Zip Code
You have a great opportunity to own this custom 5-bedroom home with a heated saltwater pool, private volleyball court, 3 car garage, on a 1-acre lot with lake views, in a gated Windermere neighborhood with one of the best public-school ratings from kindergarten to 12th grade. This home has an amazing curb appeal with its timeless Mediterranean architecture surrounded with lush, manicured landscaping. The floor plan offers today's living with high ceilings, travertine floors, an elegant dining room with rich wood flooring, and 8’ doors throughout. The kitchen is fully equipped with a cooktop, center island, GE stainless steel refrigerator, kitchen exhaust fan, wood cabinets, granite counter tops, and plenty of storage space. The family room with a cozy gas fireplace is just off the kitchen and offers easy access to the pool area. The spacious main level primary bedroom suite boasts newer flooring, large walk-in closet, spa like bathroom with dual vanities, stone shower, and a jetted tub in the center. There are a guest bedroom and separate study conveniently located on the main level. Secondary bedrooms are all spacious with their own closets and bathrooms. This home offers so much space for entertaining especially with your own loft that be used for just about anything including a gym/flex space/movie room. There is also a veranda off the loft with breathtaking unobstructed water views. You will feel like you are on vacation when stepping out through the French doors leading to your screened in heated pool and spa overlooking Lake Cawood. The screened in lanai was designed for entertaining, relaxing in your pool, and hosting memorable barbeques from your summer kitchen. There is also an additional bathroom conveniently accessed from the pool area. You also have a large firepit patio with pavers to accommodate large parties and get togethers with loved ones. Give them a show like “Top Gun” from your very own white sandy beach volleyball court. Your home was built by award winning builder Sorenson Construction and features custom finishes throughout. Additionally, Lake Cawood Estates is a 24-hour gated community, with easy access to the major roads and highways, close to Orlando’s best attractions, shopping, and “A” schools. Sellers have spent over $130,000 on upgrades and have meticulously maintained the home. Notable upgrades include newer exterior paint, flooring, R.O. system, Remi Halo in-duct whole home air purifiers, Tesla car charger, and more. Don’t miss out on this extraordinary property! Be sure to click on the virtual tour links.

13527 Lake Cawood Drive, Windermere

$1,890,000
5 Beds 4 Baths Windermere Pointe SubDv. 34786 Zip Code
Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".

13048 Lake Roper Ct., Windermere

$11,100,000
7 Beds 10 Baths Isleworth 01 Amd SubDv. 34786 Zip Code
Experience the pinnacle of luxury living in this extraordinary lakefront estate located in the world-renowned Isleworth Golf & Country Club. Positioned on 2.14 private acres along Lake Louise, part of the Butler Chain of Lakes, this 24,950 sq ft masterpiece (16,259 under air) blends timeless craftsmanship, modern amenities, and a warm, inviting design that makes even the most expansive spaces feel like home. Built with uncompromising attention to detail and with an effective year built of 2012, this residence offers 7 ensuite bedrooms, including 5 in the main house and 2 in the guest house. Every suite features a generous walk-in closet and a luxurious private bath, creating a retreat of comfort and elegance for family and guests alike. The main level is anchored by a stunning gourmet kitchen, designed for both culinary artistry and everyday living. The expansive master suite offers a private office, personal gym, dual closets, and a covered balcony with sweeping lake views. Additional highlights include a 912-bottle climate-controlled wine cellar, game room, and hand-scraped walnut floors throughout. Outdoors, the property is an entertainer’s dream. Enjoy a summer kitchen with a full bar, an Olympic-sized swimming pool, and a private dock with a boat lift and a lift for three jet skis, perfect for exploring the Butler Chain. Set against the backdrop of Isleworth’s championship golf course—on the 16th hole—this estate seamlessly combines recreation and relaxation. Impeccably maintained and thoughtfully updated with a new commercial-grade hot water system and a state-of-the-art infiltration septic system (2022), this residence delivers peace of mind as well as prestige. From sunrise over Lake Louise to evenings by the pool, this estate is more than a home—it’s a legacy property designed for generations.

9935 Lake Louise Drive, Windermere

$3,699,000
3 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

4812 Alexandra Garden Court, Windermere

$1,070,000
5 Beds 4 Baths Windsor Hill SubDv. 34786 Zip Code
Spacious living for the discerning requirements of the active household with 5 bedrooms all in one floor, large bonus/entertainment room, 3 car garage with deep parking bays, consistent wood and travertine flooring, separate formal living and dining rooms, an expansive rear porch/pool area with covered spaces for seating plus summer kitchen, and a huge 1 acre lot--in Windermere with easy access to Apopka Vineland Rd (minutes from 408/Turnpike, theme parks, entertainment, restaurants, shopping and schools). Practical features such as: propane for cooking, spa heat, water heater, and fireplace; whole house filtration and softener; WiFi-linked pool pump/filtration timer, patio/pool lighting, A/C thermostats, kitchen lights, garage openers, and propane tank level(s); and irrigation with well water. Roof 2023. Bedroom 5/Bathroom 4 may be considered as "In-Law Suite." Community features tennis/pickleball court and playground.

9641 Crown Prince Lane, Windermere

$1,275,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to this beautifully maintained, original-owner home nestled within the highly sought after, guard-gated community of Keene’s Pointe. Ideally situated in the charming Village of Camden, this property sits on an oversized 0.35-acre lot, with beautiful walking paths and lush community green spaces nearby. From the moment you arrive, you’ll be captivated by the meticulously landscaped grounds, inviting front porch, and elegant glass entryway. Step inside a grand vaulted foyer bathed in natural light and anchored by rich, distressed wood flooring that flows seamlessly throughout the main living areas. Inside you will find the living room/sitting area adjoining an elegant dining room adorned with tray ceilings, crown molding, graceful pillars, and curved archways. A private home office featuring stylish glass French doors offers a quiet retreat just off the dining room. Continue through the spacious halls to the beautifully remodeled gourmet kitchen, with top-of-the-line stainless steel Bosch appliances, 36” Wolf Pro range cook top, Zephyr wine cooler, expansive quartz countertops, a generous center island, and a cozy breakfast nook with views of the lanai. The kitchen opens effortlessly into the warm and inviting family room, complete with 2-story vaulted ceiling, a wood-burning fireplace, and two sets of French doors that lead to the expansive screened-in, pavered lanai with convenient air-conditioned half bath. The spacious first floor primary suite offers its own entryway from the family room and showcases a tray ceiling, double doored primary retreat with THREE closets, oversized soaking tub and frameless glass shower. A secondary junior office/study nook is conveniently located near the laundry room, offering extra space for remote work or organization. Make your way upstairs to find a spacious open loft, three additional bedrooms and two full baths. One of the guest bedrooms features an en-suite bath and a charming window seating area—ideal for guests or multigenerational living. The oversized, fully fenced backyard offers a tranquil escape, complete with a brick privacy wall and a cozy firepit area—perfect for relaxing evenings outdoors. The extended driveway and unique configuration of separate one and two car garages provide ample space for parking and storage, both garages feature updated LED lighting and epoxy flooring. Enjoy the peaceful lifestyle that the Village of Camden and this exceptional home provide. As a resident of Keene’s Pointe, you’ll also have the option to join The Golden Bear Club, featuring tennis, dining, and the renown Jack Nicklaus Signature Golf Course. NEW Roof in 2018, Wood floors 2021, Both ACS New 2021, Garage epoxy floors 2025, Exterior Paint 2021. See feature sheet for more details.

11612 Camden Park Drive, Windermere

$1,130,000
5 Beds 5 Baths Tuscany Ridge 50 141 SubDv. 34786 Zip Code
Discover a home where luxury meets convenience, perfectly crafted for today's way of life. Welcome to 1438 Belfiore Way, a Luxury Single family home located in the distinguished Gated community of Tuscany Ridge in desirable city of Windermere, Florida. This beautiful home is a move-in-ready gem, modern, elegant and comfortable. Situated on a private lot at the end of the road, with no rear neighbors and only one neighbor on the side. It features numerous upgrades and extras, including crown molding, tile floors, vertical blinds, security cameras, in-ceiling speakers, and more. On the first floor, you’ll find a Spacious Primary Suite with a peaceful view of the pool, a generous walk-in closets, and a luxurious en-suite bathroom with elegant finishes. A guest bedroom with guest bathroom with access to the pool area, a dedicated home office with french doors, a formal living room, dining room, a wet bar, a stunning custom kitchen with all stainless steel appliances, breakfast nook, a family room with chimney, and a well-equipped laundry room with stainless steel washer and dryer, all perfectly incorporated into the open layout. On the second floor you'll find a snack bar, a game/bonus room, a pleasing covered balcony overlooking the pool and outside views, and three additional bedrooms. The outdoor area is a true entertainer's paradise, it showcase a beautiful pool with spa, summer kitchen, bar, a poolside cabana a generous space for dining, lounging and an expansive patio ideal for hosting unforgettable moments with friends and family. The outdoor living space features a mosquito control misting system for added comfort and it is also equipped with an invisible electric pet fence for added safety. A three-car garage offers abundant space for vehicles, storage, and hobbies. The property is situated in a prime location and provides privacy and convenience. Close to shoppings, dining, top-rated schools and easy access to major highways. Experience the best of Florida living, only a short drive to world-famous attractions and beaches. Don't miss this great opportunity. Schedule your private showing today!!

1438 Belfiore Way, Windermere

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

13161 Lake Butler Boulevard, Windermere

$1,140,000
5 Beds 5 Baths Windermere Isle SubDv. 34786 Zip Code
MAJESTIC Mediterranean-Style Estate in Windermere Isle — 2 Stories, 5 Bedrooms, Resort-Caliber Backyard!! Prepare to be awestruck by this expansive 2 story home nestled in this luxurious community of lush conservation landscapes, impeccably manicured common areas, a sparkling resort-style heated self-cleaning pool and spa with a custom outdoor kitchen that’s convenient proximity to Disney, upscale shopping and some of the best dining in Orlando. With 5 bedrooms, 4.5 bathrooms, a private office, loft AND bonus room, this home delivers space, flexibility and elegance at every turn. The exterior features elegant Mediterranean-style stone accents and a 2-car garage. Step inside to discover two-story living room ceilings and an open floor plan where wood-look ceramic tile flows seamlessly throughout the main level with a massive primary bedroom on the first floor for owners convenience Entertain with ease in the eat-in gourmet kitchen outfitted with a massive island, stone countertops, walk-in & butler’s pantries, towering cabinetry and double ovens alongside premium appliances. The formal dining room is elevated by a coffered ceiling—creating an elevated atmosphere for both relaxed family nights and stylish entertainment. But the real showstopper? The STUNNING TROPICAL BACKYARD, your personal oasis featuring a private pool with lounge shelf, elegant water features, built-in spa, and custom seating shaded by a covered back porch with a fully equipped outdoor kitchen, perfect for entertaining under the Florida sun. Upstairs leads you to four additional bedrooms, including a second private ensuite and a Jack-and-Jill set-up, plus a spacious bonus room ideal for media, play or overflow guests. Living in Windermere Isle means access to a serene, amenity-rich lifestyle and a lawn that is maintained by the association. This is your moment to embrace grandeur, space, and Florida living at its finest. Don’t wait—schedule your private tour today and experience the magic in person!

8420 Vivaro Isle Way, Windermere

$5,000,000
6 Beds 9 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

9721 Carillon Park Drive, Windermere

$4,800,000
6 Beds 9 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
BEST BUY ON THE BUTLER CHAIN OF LAKES!! Rarely do you find VALUE and LUXURY in one place! At $479 a sq ft, this extraordinary J.RICHARD WATSON custom-built LAKEFRONT estate provides both VALUE and LUXURY + PLUS fantastic location within the guard gated golf course community of Keene's Pointe in Windermere, Florida. The Estate sparkles with fresh interior and exterior paint and all new LED lights throughout the home which accent the custom woodworking, cast stone trim, warm chisel edged travertine and hard wood floors throughout. Impeccably maintained by original owners, the estate features 6 Oversized ENSUITE Bedrooms, first floor home theatre, game room and study, plus TWO upstairs bonus rooms. As you step through the solid mahogany double entry doors, your eyes are drawn to the huge picture window with views of the large open pool, big backyard and lakefront beyond. The main floor hosts the primary retreat, a guest bedroom suite, an oversized living room, classic study with wood inlaid ceiling, dining room with hospitality bar, a custom built wine cellar, and vast kitchen-family room combination. The main floor seamlessly flows into an expansive game room and home theater, with panoramic views of this sprawling 2-acre property located on Lake Tibet Butler, the second largest of the highly sought after Butler Chain of Lakes. To the front of the home you can enjoy complete privacy as you gaze upon a beautiful pond with lighted fountain which adds the perfect ambiance to this serene location. Ascending the wide wooden staircase to the second floor, the soaring wood-inlaid ceilings, reaching heights of 30+ feet, captivate the senses. The upstairs gathering room which opens to a balcony serves as the focal point of the second floor, surrounded by FOUR huge ENSUITE bedrooms, each offering privacy and luxury. A mid-level bonus room provides versatile space for various purposes, adding another layer of flexibility to this exceptional residence! The exterior, bathed in the radiant glow of sunshine, mirrors the warmth within, with an impressively large outdoor living space that can be screen enclosed at the touch of a button. A deluxe summer kitchen and entertainment area, complete with a fireplace and walk-up bar, make this outdoor haven perfect for socializing. The south-facing open pool brings an abundance of light into the home throughout the day! A fully fenced yard, and boardwalk invites a scenic nature stroll down to the dock and covered boathouse on Lake Tibet Butler. Other unique amenities of this home include a full 3-car garage PLUS a detached single car garage currently modified as a personal gym with space sectioned off for golf cart parking. It also has an electric car charging station conveniently built in. This single garage is connected to the primary retreat through a private open courtyard with hot tub, fireplace and sauna for the owner’s exclusive use. With endless possibilities and a design that invites many interpretations, this amazing floor plan must be seen in person to be fully appreciated. Come, tour, and let your dreams find your forever home in this impressive Tuscan-inspired Estate built by Master Custom Builder, J. Richard Watson, one of top premier builders in the area, renown for his exceptional quality construction and design.

9139 Tibet Pointe Circle, Windermere

$3,150,000
6 Beds 8 Baths Casabella Ph 2 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard-gated Casabella. This 6-bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of luxurious living. Open-concept design with soaring ceilings, walls of glass, and high-end finishes throughout. Gourmet kitchen with extended islands, premium appliances, and seamless flow into the great room and formal dining. First-floor primary suite with spa-like bath and custom closets. Each secondary bedroom includes an en-suite bath. Additional highlights include a home office, media room, and theatre room. Expansive backyard with resort style pool and outdoor kitchen. Smart home features, 4-car garage, and prime location near top-rated schools, golf, and amenities.

4077 Isabella Circle, Windermere

$1,050,000
4 Beds 3 Baths Tildens Grove SubDv. 34786 Zip Code
Exquisite Arthur Rutenberg Estate in Guard-Gated Tildens Grove. Nestled on an oversized lot on a tranquil, tree-lined street, this classic Mediterranean-style home features stunning curb appeal, a tile roof, and lush tropical landscaping. Step through double entry doors into formal living and dining areas that showcase soaring ceilings, elegant crown molding, and serene views of the resort-style pool and expansive backyard. The timeless kitchen boasts solid wood cabinetry, a large prep island, gas cooktop, and a spacious breakfast bar—ideal for entertaining and everyday living. The kitchen opens seamlessly into the expansive family room, which includes custom built-ins and a disappearing glass wall that fully pockets away, blending indoor and outdoor living. Step outside to a screened, solar-heated pool with a rock waterfall feature—set against one of the largest backyards in the community. The outdoor summer kitchen will delight any grill enthusiast with a vented hood, built-in fridge, and ample counter space. Surround sound speakers throughout the home and both lanais create a seamless audio experience for every gathering. Retreat to your spacious primary suite, which includes dual walk-in closets, double vanities, a garden tub, and a walk-in shower. Other notable features include: Solar panels fully owned that greatly reduce your power bill, newer AC, pool pump, irrigation well and so much more. Tildens Grove offers residents a host of amenities including tennis and basketball courts, a playground, and a soccer field—all secured behind 24/7 manned gates. Conveniently located near top-rated K–12 public schools, Foundation Academy, and Windermere Preparatory School. Easy access to shopping, dining, and major highways including SR 429 and the Florida Turnpike. Don't miss this opportunity.

5232 Tildens Grove Boulevard, Windermere

$1,750,000
6 Beds 5 Baths Tildens Grove Ph 01 47/65 SubDv. 34786 Zip Code
Discover refined luxury in the guard-gated Tildens Grove community. This custom-built, traditional-style residence spans approximately 5,300 sqft across a prime .64 acre lot backing to a serene conservation pond. Boasting 6 bedrooms and 4½ baths, the home offers exceptional craftsmanship and thoughtful updates throughout. The gourmet kitchen is a chef’s dream—featuring a large center island, custom cabinetry, walk-in pantry, gas cooktop, double ovens, wine cellar, bar area, and a dedicated office nook. Adjacent, the family room with a gas fireplace flows seamlessly to an outdoor oasis—complete with a covered lanai, summer kitchen, wood burning stone fireplace, saltwater heated beach entry pool, hot tub, and putting green—perfect for year round entertaining Retreat to the luxurious main floor primary suite with double tray ceiling, crown molding, and a sitting area overlooking the pool. A versatile second bedroom offers a private entrance, full bath, and pool access—ideal as an in-law or guest suite. Upstairs, find a bonus room, sixth bedroom, and additional full bath—offering privacy and space for family or guests. Additional highlights include a 3-car garage, expansive outdoor entertaining space, pond views, high ceilings, crown moldings, and a thoughtful floor plan combining elegance and comfort. Located just minutes from fine dining, premier shopping, downtown Windermere, and area theme parks, this exceptional property offers resort-style living in one of Windermere’s most desirable enclaves.

5137 Tildens Grove Boulevard, Windermere

$670,000
3 Beds 2 Baths Silver Woods Ph 03 SubDv. 34786 Zip Code
Beautifully Renovated Pool Home in Silver Woods Now Available! This gorgeous home offers 3 Bedrooms, 2 Bathrooms, a Dedicated Office, and Open Floor Plan. Fully Remodeled and Meticulously Maintained. Amenities include: Quartz & Marble Counters, Stainless Steel Appliances (incl. 36" gas range), Solid Core Doors, Luxury Hardware & Lighting (Restoration Hardware/Pottery Barn), Slate & Woods Floorings, Motorized Movie Screen, Epoxy Garage Floor, Low-E Skylights, and more!. The Outdoor Living is just as impressive with Summer Kitchen, Paver Pool Deck, Saltwater Resort-Style Pool (feat. Var. Speed Pool Pump, Salt Chlorinator, Ozone Generator), Personal Golf Training Area, Fully Fenced Yard with NO Rear Neighbors, Pond Views, and Mature Landscaping (incl. your own Olive Tree). The Systems of the Home has also been kept Up to Date: Roof (2018), HVAC - 18 SEER High Efficiency Var. Speed (2018), New Ductwork (2024), Full House Repipe (2018), New Fencing (2025), Septic Pumped (2023), New Garage Door & Opener (2024), WiFi Smart Sprinkler Control (2025). All of this with a very Desirable Location/Neighborhood that is Zoned for A-rated Windermere Elementary, while offering a very Low HOA. Just minutes to Sand Lake's Restaurant Row and nearby shopping/retail. Close proximity to The Parks/Attractions and a Quick Commute to Downtown and Orlando International Airport. Don't miss your opportunity to own this amazing home. Call to schedule your private showing today.

9473 Palm Tree Drive, Windermere

$1,099,995
6 Beds 5 Baths Westover Club Ph 02 47/71 SubDv. 34786 Zip Code
Welcome to Westover Club, a sought-after gated community in Windermere known for its tree-lined streets and excellent location. This well-maintained 6-bedroom, 4.5-bathroom pool home sits on a spacious 0.34-acre lot and offers a thoughtfully designed layout ideal for comfortable living and entertaining. Inside, you'll find an inviting open foyer, formal dining room, and dedicated office with custom built-in shelving and file drawers. The heart of the home is the kitchen, featuring a built-in double oven, 36” commercial-style column refrigerator, cooktop, breakfast bar, built-in desk, and breakfast nook—flowing into a light-filled family room with electric fireplace and crown molding. Enjoy outdoor living in the screened and covered lanai with a pool, summer kitchen with infrared grill, outdoor refrigerator, sink with storage, outdoor speakers with Sonos and an oversized fenced backyard with tall viburnum hedges and covered seating area—perfect for relaxation or entertaining. The first-floor primary suite features lanai access, a sitting area, dual walk-in closets, and a spacious en suite bath with dual vanities, soaking tub, and walk-in shower. Upstairs offers additional bedrooms, a Jack-and-Jill bathroom, a guest room with private balcony, a versatile game room (ideal as a playroom, or secondary master with its own bath and walk-in closet), and a media room equipped with custom raised platform seating, screen, new projector, surround sound, noise-proof walls, and blackout curtains. Additional highlights include a large under-stairs storage room (perfect as a second pantry), new roof (2023), new A/C units (2022 and 2020), new dishwasher (2022), generator with hookup, and prewiring for electric car charging. Community amenities include a park, playground, basketball court, and tennis courts. Located minutes from Sand Lake’s Restaurant Row, Winter Garden Village, Downtown Winter Garden, Mall at Millenia, and Walt Disney World. Zoned for Thornebrooke Elementary and Olympia High. Don’t miss the opportunity to own this exceptional home in one of Windermere’s premier neighborhoods.

9439 Westover Club Circle, Windermere