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$1,750,000
4 Beds 5 Baths Casa Del Lago Rep SubDv. 34786 Zip Code
Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high-end finishes throughout. As you arrive you are welcomed by a circular driveway and quaint courtyard entrance. The first floor boasts a formal dining room,and a spacious gathering room anchored by a stunning stone two-sided fireplace. A dedicated 1,275-bottle wine cellar with tasting and corking areas elevates the home’s entertainment appeal. The gourmet kitchen features Thermador appliances, a generous island, a walk-in pantry, and a Butler’s area—perfect for hosting on any scale. A private primary suite offers direct access to the patio and pool, along with a spa-inspired en-suite bath. This retreat features stone wall accents, a luxurious indoor shower plus an outdoor shower with dual rain heads, and an expansive, custom-designed closet with three separate areas and built-in shelving.Also on the main level are two additional en-suite bedrooms, one with a private entrance from the front courtyard—ideal for guests or multi-generational living. A large laundry room with built-in refrigerator and freezer and additional storage room adds convenience and functionality. The gathering room with built-in entertainment center and 16ft sliding glass doors opens seamlessly to the private outdoor patio with summer kitchen, gas fireplace, and screened resort-style swim-spa, as well as sitting area with fire pit, creating an effortless indoor-outdoor flow.Upstairs, a spacious club room awaits—complete with built-in entertainment center and abundant storage—perfect for gaming, media, or relaxed lounging. The upper level also includes a fourth en-suite bedroom with walk-in closet and a large closet for holiday storage. This home also has a 3-car split garage, hardwood flooring, wood paneled and beamed ceilings, plantation shutters, and custom details throughout. A rare blend of elegance, comfort, and thoughtful design—crafted for luxurious everyday living and exceptional entertaining. Located close to shopping, dining, top-rated public and private schools, expressways and tourist attractions, this home has everything you are looking for. Call for your private viewing today.

12235 Montalcino Circle, Windermere

$355,500
2 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Welcome to this ONE STORY TOWNHOME on a CORNER LOT that has been beautifully UPDATED! Step inside onto luxury laminate flooring as you take in the open concept floor plan and freshly painted interior. Being an end unit, this home is lined with windows to allow in lots of natural lighting. The 2 bedrooms are on separate ends of the home for privacy when desired. Both bathrooms have also been elegantly updated with the primary bathroom featuring a walk-in shower and the secondary bathroom a shower/bathtub combination. The kitchen features new appliances, stylishly painted cabinets, and French doors that lead outside. Continue on out back to find a fully fenced in and easy-to-maintain patio. Being a corner lot, this home allows the unique opportunity to have a backyard space that is very uncharacteristic of a typical townhome. The lot is also oversized which allows for an incredibly long driveway where guests, owners, or tenants can comfortably have a place to park. The new AC (2025) and new roof (2022) will add peace of mind. Perfectly positioned in the Summerport community of Windermere, this home enjoys all of the wonderful amenities available to residents including a pool, sports courts, walking trails, playgrounds, dog parks, fitness center, events, and all within walking distance to A-rated schools. Whether looking for your first home, personal vacation home, investment opportunity, or retirement home, this has it all. Inquire today to make this gem your own!

13833 Ancilla Boulevard, Windermere

$965,000
5 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Welcome to Westover Reserve, a gated Windermere enclave celebrated for its tree-lined streets, strong community identity, and central convenience. Inside, vaulted ceilings, expansive windows, and an open layout give this 5-bedroom, 4-bath WITH BONUS home an immediate sense of volume and light. The newly renovated kitchen anchors the main level with 42" cabinetry, quartz counters, an oversized island, double oven, and thoughtful storage. It opens to a spacious family room with a fireplace, breakfast nook and the most incredible windows. The first floor also includes durable wood-look porcelain tile, a coffered formal dining room, a private office (5th bedroom), the primary suite with custom shutters and pool access, plus two additional bedrooms connected by a dual-entry bath. Upstairs offers a fourth bedroom, full bath, and a generous bonus room with wet bar, framed in warm wood flooring. Outside, a screened retreat features a sparkling pool, covered patio, and refreshed landscaping that enhances the home’s clean architectural lines. The seamless transitions between the indoor and outdoor living spaces are perfect for entertaining and gathering. Community amenities include a gated entrance, tennis courts, playground, sidewalks, and deeply rooted neighborhood pride. Minutes to dining, shopping, major highways, and top-rated schools. Schedule your showing today for this custom, bright, move-in-ready opportunity in one of Windermere’s most established and sought-after communities.Virtual tour, video and floor plan available.

2046 Westover Reserve Boulevard, Windermere

$820,000
2 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

416 Magnolia Street, Windermere

$1,082,946
5 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room flowing seamlessly into the dining area. The second floor showcases additional bedrooms, a loft space ideal for entertainment or relaxation, and convenient storage areas. With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience.

14342 Crest Palm Avenue, Windermere

$849,000
4 Beds 4 Baths Glenmuir Ut 02 51 42 SubDv. 34786 Zip Code
Stunning Windermere Home with Pool and Spa – **Priced to Sell!** Welcome to your dream home in the pristine community of Glenmuir in Windermere! This spacious property features 4 bedrooms, a dedicated study/office, and 3.5 bathrooms, making it the perfect fit for families or those who work from home. With a 3-car garage and an extended driveway, there’s ample parking and storage space for all your needs. Step inside to discover a formal dining room that invites elegant gatherings, complemented by a butler pantry for seamless entertaining. The heart of the home, the kitchen, boasts GE Profile convection microwave and double oven range. Wi-fi refrigerator and recently installed dishwasher. They are all stainless steel appliances. The kitchen island adds room for easy meal prep. The oversized laundry room offers convenience and lots of natural light. Primary bedroom provides a luxurious touch and easy access to the pool. primary bathroom is a true retreat, featuring a jetted garden tub, an oversized separate shower, and ample double vanities for added comfort. The extended walk-in closet allows for easy access and storage. Three extra ample bedrooms are the perfect number for families and guests. One has a full size bathroom and offers access to the pool. Outside, the screened pool and spa provide a private oasis, perfect for relaxing or entertaining. Enjoy the peace of mind that comes with having no rear neighbors, allowing for serene views and added privacy. There is still ample backyard to play or pets to run. Tile roof was installed in 2020, adding for peace of mind for the next 30 years. Irrigation system serviced (Oct 2025). Lanai and driveway pressured washed (October 2025) Located in a highly desirable area, this home is within reach of top-rated and private schools, making it ideal for families. With a little TLC, this property can truly shine and meet all your needs. Don’t miss out on this incredible opportunity! Schedule your private showing today and take the first step toward making this house your home.

11108 Ledgement Lane, Windermere

$4,850,000
7 Beds 8 Baths Gotha Town SubDv. 34786 Zip Code
Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

9575 Westover Roberts Road, Windermere

$657,000
4 Beds 3 Baths Reserve At Belmere Ph 02 48 144 SubDv. 34786 Zip Code
Welcome to this glamorous, fully renovated home featuring high-end upgrades throughout. As you enter, you’ll be greeted by a stunning custom-designed kitchen with abundant storage, top-of-the-line appliances, and a beautiful quartz island that seamlessly connects to the spacious living area—perfect for entertaining guests. A large dining area comfortably accommodates family gatherings, while the open space near the entrance can easily serve as a home office or study. All three bathrooms have been completely remodeled with designer finishes. The luxurious master bathroom boasts a dual-sink vanity, a soaking tub, and a frameless glass shower for a spa-like experience. The Belmere community offers exceptional amenities, including a playground, basketball court, tennis and volleyball courts, a fitness center, and a picturesque pier where you can enjoy breathtaking sunsets. This home truly has it all—schedule your private showing today before it’s gone!

1369 Glenwick Drive, Windermere

$5,000,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

9733 Carillon Park Drive, Windermere

$6,700,000
7 Beds 8 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over 10,000 square feet with custom finishes including a chef's kitchen with butler pantry, home theatre, game room and professional bar. The formal dining room offers a custom designed wine cellar. The first floor owners retreat offers a private office, beverage station, screened lanai overlooking the pools and lake plus a spa bath and indoor and outdoor showers. Within the owners retreat is an upstairs owners lounge and screened balcony with panoramic view of the lake and nightly Disney Fireworks. A private boat dock with built in seating, boat and jet ski lifts, complete this one of a kind retreat. Residents have access to optional Golf or Social membership to the Golden Bear Golf Club, restaurant and bar, fitness center, tennis courts and pool. Keene's Pointe is near downtown Windermere where you can enjoy quaint shops, cafe's and community events such as Food Truck Nights, Walk Among the Lakes 5k, Golf Cart Christmas Parade, Windermere Wine and Dine and much more! Click Video Link Above and Schedule your private showing today!

6507 Rosella Court, Windermere

$619,000
3 Beds 3 Baths Windermere Trls Ph 3a SubDv. 34786 Zip Code
Welcome to Windermere Trails! This beautifully maintained single-owner, one-story pool home is ready to welcome its next owner. Step inside to discover a bright, open layout with a split floor plan that offers both comfort and functionality. The heart of the home centers around an open kitchen and family room combo with a cozy dining area to the side, perfect for both daily living and entertaining. The kitchen features a large island, ample cabinetry, and plenty of counter space to gather, cook, and create memories. This thoughtfully designed floor plan offers three spacious bedrooms, two full bathrooms, and one-half bath, including a primary suite with a massive walk-in closet you’ll fall in love with. A dedicated office provides the ideal space for working from home or managing family projects. Enjoy Florida living at its finest with both a covered front porch and a covered back porch overlooking your screen-enclosed pool and paver patio. The fenced backyard is surrounded by mature landscaping and fruit trees, creating a peaceful, private retreat perfect for entertaining or relaxing. Additional highlights include a paver driveway, a whole-home water filtration system, and meticulous single-owner upkeep that truly sets this home apart. Situated in the highly sought-after Windermere Trails community, this home offers the perfect balance of convenience and charm, just minutes from Walt Disney World, Publix, restaurants, and top-rated schools. Don’t miss this rare opportunity to own a move-in-ready pool home in one of Windermere’s most desirable neighborhoods.

8776 Crescendo Avenue, Windermere

$1,800,000
4 Beds 5 Baths Lake Davis Estates SubDv. 34786 Zip Code
Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows, highlighting rich textures and custom ironwork that lend both warmth and sophistication. With just over 4,200 square feet of living space, the thoughtful floor plan features 4 bedrooms, 4.5 baths, and a dedicated office that can easily serve as a 5th bedroom. The main level includes formal living and dining rooms designed for gathering, while the open-concept kitchen, with its oversized island and generous prep space, anchors the heart of the home. The 1st floor primary suite offers a private retreat with views of the gardens and an adjacent executive study. A comfortable guest suite is conveniently positioned near the covered breezeway for added privacy. Upstairs loft, with two additional bedrooms, a full bath, have lake and garden views. Outdoors, the home’s timeless charm continues with a warm terracotta roof, graceful arches, a decorative fountain, and wrought-iron accents that connect the main residence to the 3 car garage. The lakefront backyard is equally inviting, complete with a summer kitchen, pool with water features, and beautifully landscaped gardens. FULLY OWNED Energy-efficient solar panels help keep electric costs impressively low, averaging under $100 per month. Every space is designed to balance elegance with livability, creating a Tuscan inspired residence that feels both refined and welcoming.

5412 Water Creek Drive, Windermere

$1,185,000
4 Beds 3 Baths Keenes Pointe Ut 06 50 95 SubDv. 34786 Zip Code
Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

11318 Fenimore Court Court, Windermere

$410,000
3 Beds 3 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
SELLER OFFERS up to $3,000 toward buyer's closing costs. NEW exterior paint completed by HOA. NEW INTERIOR PAINT and NEW REFRIGERATOR, DISHWASHER AND MICROWAVE - all ready to go. Welcome to 11818 Water Run Alley, a stunningly renovated residence located in the highly desirable community of Ashlin Park in Windermere. This move-in-ready  townhome  combines modern updates with timeless charm, offering an ideal setting for comfortable Florida living. Three bedrooms , two and half  bathrooms, gorgeous courtyard and 2 car garage. The home features brand-new appliances, updated finishes, and thoughtful renovations that enhance both style and functionality. Bright, open living spaces create a warm and inviting atmosphere, perfect for everyday living and entertaining alike. Nestled in Ashlin Park, residents enjoy a picturesque neighborhood with walking trails, parks, playgrounds, and easy access to top-rated schools. Conveniently located near shopping, dining, major highways, and all that Windermere and the greater Orlando area have for you. Whether you’re looking for a primary residence or a smart investment, this beautifully updated home delivers location, quality, and lifestyle in one of Windermere’s most sought-after communities. Windermere features high-quality public schools, including Windermere High School, recognized among the top high schools in Florida for college preparation and academic performance; Windermere Elementary and Keenes Crossing Elementary, praised for strong math and reading scores; as well as other highly rated schools such as Sunset Park Elementary, Bay Lake Elementary, and Horizon West Middle School. Schedule your private showing today and experience the charm of Ashlin Park living. Property includes a 6-month American Home Shield Home Warranty (Gold Plan), which covers the air conditioning system and other major home systems. Park at garage apron or ample visitor parking available near the park area on Ashley Park and Serenity Bend. Residents enjoy a private clubhouse with pool, well-maintained green areas, and pet-friendly walking paths with pet waste stations. Excellent Windermere location, close to shopping, dining, top-rated schools, and major access roads. A perfect opportunity to live or invest in one of Central Florida’s most sought-after communities!

11818 Water Run Alley, 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

$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

$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

$770,000
5 Beds 6 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Immaculate 4-Bedroom + Loft, 5.5-Bath Home Minutes from Disney! Perfectly blending luxury, comfort, and location, this 3,600 SF home offers 4 spacious bedrooms plus a versatile loft that can easily be enclosed as a 5th bedroom. Nestled in a top-rated school zone, the property features a 3-car garage, paver driveway, and a fully fenced backyard with room to add a pool. Enjoy the Florida lifestyle with a screen-enclosed lanai and covered front porch—the perfect spot to unwind while watching the Disney fireworks sparkle each night. Inside, the remodeled kitchen steals the show with white shaker cabinetry, quartz countertops, designer backsplash, walk-in pantry, and a large island with seating. The open-concept layout is perfect for entertaining, seamlessly connecting the kitchen, breakfast nook, and family room with custom built-ins that add both character and functionality. Work or study in style in the private office with French doors, and host gatherings in the formal living and dining rooms accented by crown molding and wainscoting. Each bedroom offers the comfort of a private ensuite bath, including a first-floor guest or in-law suite. The primary retreat impresses with tray ceilings, dual walk-in closets, spa-like bath with soaking tub, separate shower, and dual vanities. Recent updates provide peace of mind—New roof (2024), New HVAC (2024), and fresh exterior paint (2025). Community amenities include a resort-style pool, playground, basketball and tennis courts, and walking paths. Don’t miss this rare opportunity—schedule your showing today!

13327 Fernow Street, 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

$2,500,000
5 Beds 5 Baths Waterford Pointe SubDv. 34786 Zip Code
Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suite conveniently located on the first floor. Designed for both relaxation and entertaining, the home features an oversized bonus/game room and a detached private casita complete with a full bath—perfect for guests or a home office. Step outside to your own private resort oasis featuring a breathtaking pool with multiple waterfalls, a grotto, slide, and custom lighting—all overlooking the tranquil waters of Lake Roberts. Enjoy boating, fishing, or simply taking in the serene sunsets from your private dock. Additional highlights include a tile roof, lush landscaping, and the privacy and prestige of one of Windermere’s most sought-after communities. Experience the best of luxury lakefront living just minutes from world-class dining, shopping, and top-rated schools.

12923 Water Point Boulevard, Windermere

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

720 Main Street, Windermere

$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

$780,000
4 Beds 4 Baths Peachtree Park SubDv. 34786 Zip Code
Welcome to an exceptional opportunity to enjoy the very best of Orlando living, with the rare advantage of being located just outside the back entrance to Walt Disney World. This beautifully maintained, eight-year-old home offers a unique blend of convenience, privacy, and thoughtful upgrades, all while being minutes from Orlando’s finest dining, shopping, major highways, and world-famous attractions. It is the ideal setting for those who want to be close to everything, yet still enjoy the comfort and calm of a well-established neighborhood. One of the most desirable features of this home is its location backing up to a serene conservation area, providing complete privacy with no rear neighbors. This peaceful backdrop allows you to enjoy nature, quiet mornings, and relaxing evenings without interruption. Adding to the ease of living, the homeowners association includes lawn maintenance, ensuring the exterior remains well-kept year-round with minimal effort on your part. Inside, the home has been freshly painted in 2025 and features beautiful hardwood flooring that adds warmth and timeless appeal throughout the main living areas. Several smart upgrades have already been completed, including a 2025 hybrid water heater, a whole-home water softener, and a brand-new washer and dryer. Window treatments, including curtains, blinds, and mirrors, are all included, making this a truly move-in-ready home. The kitchen is both elegant and functional, designed for everyday living as well as entertaining. Quartz countertops provide ample workspace, while the butler’s pantry with a built-in wine refrigerator offers additional storage and convenience. A pot filler, accent-lit shelving, and quality finishes complete the space, making it equally suitable for hosting guests, preparing family meals, or enjoying a quiet morning coffee. The open layout flows naturally into the dining and living areas, creating a comfortable and inviting environment for gatherings of any size. Outdoor living is equally impressive. The screened porch features motorized retractable screens, allowing you to enjoy fresh air year-round, while the pavered lanai includes a retractable, lighted awning that provides shade during the day and ambiance in the evening. The landscaping is fresh, attractive, and designed to be low maintenance, adding to the home’s curb appeal without adding work. Perhaps the most magical feature of all is the ability to enjoy nightly Disney fireworks from your own front porch, along with the charming sounds of the Disney train in the distance. It is a truly unique experience that makes everyday life feel special and memorable. With extra hardwood planks included, modern upgrades throughout, and a location that offers both privacy and unparalleled proximity to Disney, this home delivers comfort, convenience, and long-term value. This is not just a place to live, but a lifestyle that feels like a permanent vacation. Don’t just visit Disney. Enjoy the magic every single day from the comfort of your own home.

8778 Peachtree Park Court, Windermere

$1,875,000
5 Beds 4 Baths Tildens Grove SubDv. 34786 Zip Code
Experience the Florida lifestyle in this stunning fully furnished 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove, offering a perfect blend of privacy and serene panoramic views. Step into elegance in the light and bright formal Living Room enhanced by a stunning Fireplace, Pool and Lanai views, and high Coffered Ceiling. The equally exquisite Formal Dining Room is also adorned with a Coffered Ceiling and ample natural lighting. A beautiful open Island Kitchen at the center of this home, perfectly situated for accommodating and entertaining friends and family, boasts Granite Counters, built-in Wall Oven and microwave, granite back splash, abundant storage in 42" wood cabinetry with pull outs, tray ceiling, 5 burner Gas Stove, effortless ventilation with a modern exhaust hood for a fresh kitchen environment, high-end stainless-steel appliances, and a concealed 11x5 Walk-in Pantry through cabinetry passage. The Kitchen opens to the Dinette area with large picture window overlooking the Lanai and Pool, and Family Room ideal for entertaining with Built-Ins, storage and gorgeous details with French Doors leading to the outdoor living space. Relax, play, or entertain outdoors in the voluminous Pool with Spa and expansive covered Lanai, providing shaded space perfect for enjoying refreshments as you gaze across the water. The spacious Owner’s Suite is a true retreat tucked away on one side of the home, including an elegant bedroom with Sitting Area, stately entertainment wall unit, Double-Tray Ceiling, handsome wood flooring, French Door access to Lanai, and a generous walk-in California Closet system with dressing area. The finely appointed, light-filled Ensuite Bath boasts split sink vanities, large walk-through dual-head shower, Jetted Garden Tub, and private water closet. On the opposite end, the 2nd and 3rd bedrooms share a convenient Jack and Jill bathroom. The private 4th bedroom with Ensuite Bath is perfect for your visiting guests. The 5th bedroom adjacent to the Foyer is currently utilized as a den/home office. Enjoy a home cinema experience in the fabulous 6-seat Theater Room, equipped with great acoustical audio, large movie screen, leather recliner seating, gorgeous Custom Millwork with concealed column storage, all overlooking the Scenic Pond. Located in the hallway between the Kitchen and Dining Room is an extravagant built-in Mahogany glass-front cigar Humidor including Wine Storage to display and preserve cherished collections. High ceilings and Crown Molding accents throughout exude a sense of grandeur. French Doors from multiple rooms let you open the home to the outdoors space. Large, covered Lanai with a built-in grill, sink and counter space, screen enclosed Pool and heated Spa with a panoramic pond view. The Tildens Grove community is quiet and private, with 140 luxury homes, in the top school districts, in a low-traffic area, centrally located for convenience to Windermere's dining, shopping and culture, local theme parks, 429, I-4, and Florida's Turnpike. Whether you're entertaining or seeking a peaceful retreat, this home delivers on every level.

13420 Bonica Way, Windermere

$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

$1,200,000
5 Beds 5 Baths Windermere Isle-Ph 2 SubDv. 34786 Zip Code
Pond, Fountain, Conservation & Fireworks Views | Premium Finishes | No Rear Neighbors | Less than a mile from Walt Disney World, this pond front home offers conservation privacy with no rear neighbors, daily sunrises, peaceful fountain views, and nightly Magic Kingdom fireworks. Inside, double-height ceilings and engineered hardwood floors create an open, inviting layout. The gourmet kitchen includes gas cooking, dual ovens, 42" cabinetry, quartz countertops, butler’s pantry, walk-in pantry, and an oversized island with seating. The primary suite and laundry are both located on the main floor, with the primary featuring double tray ceilings, dual closets, and a rain shower bath. Additional spaces include a theater, private study, and formal dining room. Outdoor living offers a pool with firepit and a summer kitchen. HOA covers yard care, Spectrum cable, and 1-gig WiFi, with community pool, playground, sports fields, trails, and fountains.

8379 Vivaro Isle Way, Windermere

$780,000
5 Beds 4 Baths Windermere Isle SubDv. 34786 Zip Code
Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed bathrooms, this home provides ample space for family and guests. The thoughtful floor plan includes a first-floor bedroom and full bath, perfect for visitors seeking privacy. The oversized owner's suite offers a private retreat, while the loft area adds versatility to the living space. One of the home's standout features is its exceptional storage capacity, a rare find in Florida. The freshly painted exterior and meticulously maintained interior create a like-new ambiance, with elegant touches such as a separate dining room with a coffered ceiling, perfect for formal gatherings or as a flexible office space. The serene setting of this property is truly captivating, with a tranquil pond view that enhances the sense of retreat and relaxation. The extended lanai and expansive backyard provide the perfect backdrop for outdoor activities, entertaining, or simply unwinding in the Florida sunshine. The open floor plan seamlessly connects the gourmet kitchen, breakfast nook, and family room, offering a harmonious space for daily living and hosting guests. Windermere Isle offers a host of community amenities, including a neighborhood pool with cabana, playground, and walking paths. The HOA ensures easy living by providing lawn maintenance, internet, and cable services. Located near top-rated public and private schools, SR 429, and the vibrant dining and shopping options of Horizon West, this home offers the perfect balance of a peaceful neighborhood setting with the convenience of nearby urban amenities. This property is a rare gem in today's market, combining a desirable location, generous living space, and a picturesque setting. Don't miss your chance to call this exceptional residence your new home. Contact me today to schedule a private viewing before it's gone!

8337 Vivaro Isle Way, Windermere

$3,200,000
6 Beds 7 Baths Bellaria SubDv. 34786 Zip Code
Virtually Staged. Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting the elegant handcrafted staircase in the foyer. The formal living and dining areas set the tone for refined entertaining, enhanced by a gas fireplace, a well-appointed wet bar, and expansive views of the sparkling pool and two-story covered porch. Just off the entry, the study provides an intimate retreat with porcelain flooring and clerestory windows, filling the space with natural light and framing serene outdoor vistas. The open-concept family room and kitchen create the heart of the home, where a wall of glass doors seamlessly blends indoor and outdoor living. The gourmet kitchen is a chef’s delight, featuring stainless steel appliances, exotic granite, custom cabinetry, tile flooring, and a spacious walk-in pantry. The first-floor master suite, thoughtfully tucked away for privacy, serves as a true sanctuary. Its spa-inspired bath is adorned with paneled cabinetry, exotic granite, a rainforest shower, soaking tub, and expansive closet areas—both beautiful and functional. Two additional en suite guest bedrooms, a versatile bonus room, and generous living and dining spaces make the main level ideal for everyday living or hosting. Upstairs, the thoughtful layout continues with three bedrooms, a loft, a sitting area, a bonus room, and even a second laundry room for added convenience. These flexible spaces adapt easily to the needs of a growing family or guests, offering opportunities for work, play, or relaxation. Blending elegance with livability, this home captures the essence of Florida living—where interiors open gracefully to resort-style outdoor spaces, making it perfect for both intimate family life and grand entertaining.

13448 Bellaria Circle, Windermere