34786 Zip Code FL Lake Front Real Estate, Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Windermere Downs Ph 03 SubDv. ⋅ 34786 Zip Code

Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. • High ceilings and abundant windows fill the home with natural light. • The thoughtfully updated kitchen with high-end JennAir appliances and the large family room overlook a stunning resort-style pool and spa, an expansive covered lanai, and a screened pool deck create an exceptional outdoor oasis, all framed by a remarkably large backyard. • A double-sided fireplace connects the family room to an additional living space, and the split bedroom plan features a generous primary suite with large bath and walk-in closet, plus three spacious guest bedrooms on the opposite side of the home. • Wood floors run throughout all bedrooms. • The home has been meticulously maintained, with 2024 updates including new roof & gutters and exterior paint. • Additional features include a whole-house water softener, an updated laundry room featuring butcher block countertops, smart lighting controls, whole-house speakers, the expansive three-car garage with ample space for storage, tools & recreational equipment, and an irrigation well supporting low water costs. • Windermere Downs is one of Central Florida’s most sought-after lake communities, offering deeded access to Lake Down and the Butler Chain of Lakes. • The neighborhood features the only community lakefront lot on Lake Down, reserved exclusively for residents and their guests, with a natural sand beach, dock with gazebo, private boat ramp, and shaded green space for neighborhood gatherings and family enjoyment. • This golf cart-friendly community makes accessing these amenities effortless. • Additional amenities include Pleasance Circle Park with its large open lawn & playground shaded by a beautiful live oak canopy, along with Birch Tree Park featuring green space and swings. • Residents also enjoy two tennis courts, one lined for pickleball. • Seasonal gatherings, from sunset evenings at the lake to family-friendly events throughout the year, foster the strong sense of community Windermere Downs is known for. • Just minutes away, downtown Windermere offers a true small-town atmosphere anchored by the Town Hall, library, and police department. • Residents enjoy basketball courts, an Ace Hardware, coffee and ice cream shops, a beloved breakfast and lunch restaurant, and a neighborhood brewery, with additional restaurants and retail planned for the coming year. • Community traditions throughout the year include Philharmonic performances, the annual Christmas tree lighting, the Friday farmers market, and seasonal events that bring neighbors together. • Conveniently located near world-class attractions including Walt Disney World and Universal Studios, renowned golf courses such as Isleworth and Bay Hill, Restaurant Row, major highways, and highly regarded private schools including Trinity Prep, Lake Highland Prep, Windermere Prep, First Academy, and Bishop Moore. • A rare opportunity to enjoy space, privacy, and true lake community living in Windermere.

10442 Birch Tree Lane, Windermere

$2,170,000

6 Beds ⋅ 6 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

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

713 Main Street, Windermere

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are filled with natural light and feature refinished cabinetry, granite countertops, stainless steel appliances, a gas range, and double ovens, flowing seamlessly through French doors to a screened pool and covered patio—perfect for both entertaining and everyday Florida living. The desirable split floor plan provides privacy, with a spacious primary suite overlooking the pool and offering multiple walk-in closets and a well-appointed en-suite bath with a soaking tub, large walk-in shower, and private toilet room, while three additional bedrooms and two full bathrooms are tucked away toward the rear of the home. Outdoors, the private pool area is enhanced with stacked river stone and a tranquil water feature, creating a serene retreat. Additional highlights include a laundry room conveniently located off the kitchen, an oversized three-car garage with freshly painted floors, and a welcoming front porch surrounded by mature oak trees. Residents enjoy 24-hour security, access to a community boat ramp on Lake Burden, scenic walking trails, and nearby parks, with optional membership available at the Golden Bear Club featuring golf, tennis, dining, and the Jack Nicklaus Signature Golf Course, all just minutes from top-rated schools and shopping at Lakeside Village Center.

11334 Camden Loop Way, Windermere

$9,750,000

34786 Zip Code

DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of WINDERMERE with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to THREE luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, CUSTOM BUILDERS or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #O6355233.

4226 Downeast Lane, Windermere

$752,500

3 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

STOP --DON'T HESITATE! APPRAISED NOVEMBER 2025 FOR $750,000! This charming traditional cottage on one of Windermere’s signature sandy streets offers the perfect blend of nostalgia and convenience. Enjoy the timeless feel of this tranquil location just steps to the Farmers Market, Town Hall, Windermere Library, new Ace Hardware shopping plaza and family events hosted by the Town of Windermere. Set on a .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home features a Brand-New Roof & Skylights (11/2025). Step inside to a vaulted-ceiling great room/kitchen with newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room includes built-in shelving and a double closet. The quaint kitchen offers tile and wood countertops, vintage-style paneled appliances and a nearby laundry. A separate dining room with REAL wood floors accommodates seating for eight and leads, through French doors, to a freshly updated screened rear porch with new carpeting—an ideal place to unwind. From here, new wood steps invite you into the expansive fully fenced backyard, framed by lush landscaping. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the primary suite offers its own en-suite bath and French doors to a private open-air porch. Major updates support peace of mind: HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Stackable Washer/Dryer (Sept 2022), Dishwasher (Aug 2019), Septic Pumped (June 2025), Exterior Paint (Jan 2024), Tree Trimming (Sept 2025), and gutters in place. A transferable termite bond is active through April 2026 and the home was re-sealed with the new roof installation. An oversized carport with a large enclosed storage/workshop room completes this picture-perfect Windermere opportunity. IF YOU BLINK THIS WILL BE GONE!

825 Oakdale Street, Windermere

$755,000

4 Beds ⋅ 3 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. WELCOME TO YOUR DREAM WATERFRONT RETREAT! THIS STUNNING ONE-STORY HOME OFFERS 4 BEDROOMS, 3 BATHS, AND A 3-CAR GARAGE, ALL PERFECTLY DESIGNED FOR COMFORT AND STYLE. ENJOY A LARGE SOLAR HEATED SCREENED POOL (30x14) WITH PAVER DECKING AND RELAX WITH PEACEFUL WATER VIEWS—NO REAR NEIGHBORS! THE COMMUNITY WALKWAY AROUND THE WATER INVITES YOU TO UNWIND AND CONNECT WITH NATURE. INSIDE, YOU’LL FIND SOARING 10’ CEILINGS WITH CROWN MOULDING, ENGINEERED HARDWOOD FLOORS IN THE MAIN LIVING AREAS, AND A FLEX ROOM THAT CAN BE USED AS A 4TH BEDROOM OR OFFICE. THE GOURMET KITCHEN FEATURES A HUGE ISLAND, GRANITE COUNTERS, A SPACIOUS PANTRY, AND A BREAKFAST NOOK LARGE ENOUGH FOR THE WHOLE FAMILY. THE PRIMARY SUITE BOASTS AN OVERSIZED CLOSET AND A LUXURIOUS SHOWER WITH DUAL BENCH SEATS, WHILE BEDROOM 3 OFFERS ITS OWN PRIVATE EN-SUITE BATH. OUTSIDE, THE POOL AREA, AND COVERED PORCH ARE ALL FINISHED WITH BEAUTIFUL PAVERS—IDEAL FOR ENTERTAINING FRIENDS AND FAMILY. BUILT WITH SOLID BLOCK AND STUCCO CONSTRUCTION BY PULTE HOMES, THIS PROPERTY COMBINES QUALITY, BEAUTY, AND FUNCTIONALITY. DON’T WAIT—THIS WATERFRONT GEM WON’T LAST LONG!

7167 Beek Street, Windermere

$1,025,000

4 Beds ⋅ 4 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code

Experience refined living at 1804 Maple Leaf Drive, an impeccably maintained corner-lot residence nestled in the highly sought-after community of Windermere Downs. Offering nearly 3,000 square feet of thoughtful design, this light-filled home features hardwood floors, solid wood cabinetry, and an inviting layout perfect for both entertaining and everyday comfort. With 4 spacious bedrooms, 3.5 bathrooms, and a dedicated home office, the floor plan provides exceptional flexibility and style. A 2019 roof adds peace of mind, while the outdoor retreat creates a private oasis ideal for relaxation and gatherings. Windermere Downs offers exceptional lifestyle amenities, featuring the only community lakefront lot on Lake Down with deeded Butler Chain of Lakes access for all homeowners. Enjoy a sand beach, a dock with gazebo, and a private boat ramp for launching watercrafts. The community also includes two tennis courts (one lined for pickleball) and multiple playgrounds, making it a true haven for recreation and outdoor living. Just minutes from the East-West Expressway, Disney, Universal, and premier dining and shopping, this home perfectly blends luxury, convenience, and timeless appeal.

1804 Maple Leaf Drive, Windermere

$2,800,000

6 Beds ⋅ 7 Baths ⋅ Keenes Pointe Unit 3 SubDv. ⋅ 34786 Zip Code

Welcome to 8222 Stone Mason Court—an exceptional J. Richard Watson estate perfectly positioned along the 8th green of the Jack Nicklaus Signature Course in the guard-gated community of Keene’s Pointe. Freshly finished throughout with upgraded lighting and timeless appointments, this 6,800+ sq. ft. residence offers an inviting, light and bright atmosphere paired with thoughtfully designed living spaces ideal for both everyday comfort and elevated entertaining. The heart of the home is the completely remodeled chef’s kitchen—now featuring top-of-the-line Wolf and Sub-Zero appliances, stunning custom cabinetry, and a spacious island that anchors the space. Designed for effortless flow, the kitchen opens directly to the breakfast nook, family room, and the expansive game/bonus room, creating a seamless hub for gathering. Walls of glass lead to an impressive outdoor living experience complete with a screen-enclosed pool, a summer kitchen, and generous covered seating—perfectly positioned to enjoy panoramic golf views. Indoors, the first-floor primary suite offers a private retreat with a sitting area, spa-inspired bath, and dual, custom-designed closets. A first-floor guest suite, large laundry room, and mud area add convenience and functionality. Upstairs, hardwood flooring extends throughout four spacious bedrooms with walk-in closets and three full baths. A separate mid-level bonus room with its own full bath provides endless flexibility—ideal as a playroom, theatre, or additional guest suite. Additional highlights include a whole-house generator, decorative ceiling details, beautiful moldings, and the craftsmanship expected from a custom J. Richard Watson home. Beautifully updated, meticulously maintained, and set on one of the community’s most desirable golf-front lots—this residence embodies luxury living in Keene’s Pointe. Schedule your private showing today.

8222 Stone Mason Court, Windermere

$925,000

3 Beds ⋅ 2 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. 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. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living.

1209 Main Street, Windermere

$1,035,000

4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Welcome to your dream home in the prestigious, guard-gated community of Keenes Pointe. This stunning 4-bedroom, 3-bathroom pool home offers an unparalleled combination of luxury, functionality, and charm, perfect for modern living. Upon arrival, you are greeted by a fabulous front porch that invites you into the foyer with French doors that open to a private study/den, featuring a tray ceiling, crown molding, and beautiful wood floors. On the opposite side, the formal dining room provides an elegant setting, also with tray ceiling, crown molding, and wood floors. The spacious great room is a true centerpiece of the home, accentuated by a coffered ceiling, recessed lighting, and a stunning built-in wall surrounding a cozy wood-burning fireplace-ideal for family gatherings and relaxation. The gourmet kitchen is a chef’s dream, with gorgeous wood cabinetry, luxurious granite countertops, double wall ovens (including a convection oven), a natural gas cooktop, and a microwave above. You’ll also appreciate the ample storage in the walk-in pantry, making meal prep a breeze. The expansive primary suite is a true retreat, featuring dual closets and a spa-like bathroom with oversized walk-in shower, soaking tub, double vanity, and private water closet...everything you need for relaxation and comfort. With a thoughtful split-bedroom layout, the home offers privacy and space for everyone. One bedroom, located at the rear of the home, is next to the pool bath, while the other two bedrooms are tucked near the garage with an additional bathroom. The home also boasts a fabulous butler’s pantry with cabinetry and a desk area, complete with a chalkboard wall—perfect for organizing and getting creative. Adjacent to this, you’ll find a well-appointed laundry room with a laundry tub, cabinetry, and a folding area for added convenience. Step outside to your private screened lanai, where you'll find a sparkling pool and spa surrounded by brick pavers, creating the perfect oasis for outdoor entertaining. The backyard also offers additional space for play and relaxation. This home has been thoughtfully updated with a new roof (2022), new windows and sliding glass doors (2020), new front door (2025), and a new water heater (2023), ensuring years of comfort and peace of mind. Enjoy enhanced security with an owned security system featuring 4 Google cameras, Ring doorbell and 2 glass break alarms all conveniently controlled through Google Home. The system can be monitored for an additional fee, if desired. This home also features smart home capabilities, with Lutron smart switches controlling the Primary Bedroom, Dining Room, Driveway Lights, Front Porch Lights, and Patio Lights for added convenience and energy savings. With these updates and smart features, this home is designed for modern living. A Prime Location within Keenes Pointe, this home is ideally situated across from a scenic park area with a playground and gazebo, offering the perfect setting for outdoor activities. Plus, with another park/playground area in the neighborhood with access to a community boat ramp for Lake Burden, you’ll enjoy an active lifestyle. Keenes Pointe is a golf community home of The Golden Bear Club where you may become a private member at additional fee to use the golf facilities and/or social activities at the cliubhouse with pool, tennis, workout facility and dining. Don’t miss the opportunity to own this spectacular home in one of the most coveted neighborhoods in the area.

11738 Camden Park Drive, Windermere

$1,160,000

3 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere.

2 Oakdale Street, Windermere

$3,800,000

5 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set along the shores of Lake Butler, the property showcases gorgeous lake views and offers direct access to the famed Butler Chain of Lakes. ,69 acres within the gates of Isleworth Country Club.

9915 Giffin Court, 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

$805,000

5 Beds ⋅ 4 Baths ⋅ Stillwater Xings Prcl Sc-13 1 SubDv. ⋅ 34786 Zip Code

Sellers motivated! Huge price reduction! Discover your own little slice of paradise in this stunning Windermere home. Located in one of the most desirable communities, this Summerport gem is surrounded by picturesque ponds, beautifully maintained landscaping, and a warm, village-like atmosphere that feels peaceful and secluded—yet keeps every convenience just minutes away. This beautifully maintained residence filled with natural light and peaceful views is perfect for family living and hosting guests. All 4 generously sized bedrooms are located upstairs and feature luxurious new carpeting. The 3.5 bathrooms are well designed, and the home’s layout offers both space and privacy for everyone. The bonus flex room offers endless possibilities — gym, playroom, guest suite, or creative studio. On the first floor, on the left hand side of the entry hall you will find a beautifully decorated office. The kitchen features stainless steel appliances, stone counter tops and an open layout to the family room. The family room is equipped with surround sound system. The living spaces flow effortlessly, creating the perfect atmosphere for both everyday comfort and entertaining. All common areas and the master bedroom feature crown molding. A charming covered front porch sets the tone, while the amazing back covered patio invites you to relax and take in the serene pond view. Recent upgrades within the last two years include: new high-end plush carpet in all bedrooms; new plantation blinds throughout; new windows enhancing natural light and energy efficiency; fresh interior and exterior paint giving the home a crisp, fresh look; new epoxy flooring in the garage and new garbage disposal. Also, enjoy worry-free comfort with two newly installed indoor A/C units (air handlers), protected by a 10-year parts warranty a 1-year labor warranty. Summerport is known for its beauty, charm, and top-tier amenities, all supported by a low HOA. Residents enjoy a gorgeous clubhouse; a well-equipped fitness center; tennis, pickleball, beach volleyball and basketball courts; several playgrounds and community parks; miles of scenic walking trails winding around ponds and covered docks. In addition, you’ll benefit from the neighborhood’s proximity to highly rated schools, making this a smart choice for families seeking both lifestyle and academic excellence. With Magic Kingdom only 23 minutes from your door and Universal Studios just 28 minutes, the location simply can’t be beat. Grocery stores are four minutes away. A major shopping mall area 13 minutes away keeps errands quick and easy. From morning walks around the lakes to peaceful evenings on your covered patio, this home delivers the perfect blend of comfort, upgrades, lifestyle, and unbeatable location.

14551 Yellow Butterfly Road, Windermere

$950,000

5 Beds ⋅ 6 Baths ⋅ Sanctuary/Lks/Windermere SubDv. ⋅ 34786 Zip Code

PRICE IMPROVEMENT — exceptional value in Windermere! Welcome home to your personal oasis — tucked within the prestigious Sanctuary at Lakes of Windermere, this move-in-ready retreat is designed for inspired living and effortless entertaining. From the moment you step inside, you’ll feel how the open, airy layout and thoughtful finishes create a haven you can’t wait to come home to. With five full suites (including a main-floor guest suite), a dedicated home office, and a private home theater, there’s room for everyone to work, rest, and play in comfort. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, stainless steel appliances, and a designer backsplash. Gather around the oversized island for casual meals, then flow seamlessly into the light-filled dining and living areas with upgraded trim and premium tile flooring. With over $250,000 in upgrades, every detail — from smart-home features to additional windows and outlets — was carefully planned to enhance everyday living. Step outside to your private backyard escape, where a heated saltwater pool, extended screened lanai, and built-in summer kitchen create the perfect setting for year-round enjoyment. The pool includes a powerful heater capable of warming the water to over 100°F and relaxing jet streams, making it ideal for unwinding any time of year. Lush landscaping and a private setting complete this serene outdoor retreat. Whether you work from home, love to host, or simply want a peaceful space to recharge, this home truly checks every box. And here’s the cherry on top: the seller is including the full movie-theater setup — furniture, projector, screen, sound components, and more — so the new owner can move right in and enjoy movie night from day one. Located minutes from top-rated schools, dining, shopping, and Orlando’s best attractions, this home offers the perfect blend of small-town charm and city convenience. If you’re ready for a home that lives like a resort, this is your opportunity. Schedule your private showing today and experience Windermere living at its finest.

6947 Cucamelon Court, Windermere

$2,200,000

5 Beds ⋅ 5 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.

81 Oakdale Street, Windermere

$1,180,000

Lake Butler Estates SubDv. ⋅ 34786 Zip Code

A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer to verify approval and permitting status directly with the county and/or Town of Windermere. The homesite has already been thoughtfully elevated, offering enhanced sightlines, improved drainage, and an ideal foundation for a future luxury residence. Located just minutes from downtown Windermere, top private schools, championship golf courses, and the area’s finest dining and amenities, this parcel delivers an unmatched setting for a world-class estate. Opportunities of this caliber are increasingly limited—secure a premier position in the “Town Among the Lakes” and bring your dream home to life on one of Old Windermere’s most desirable homesites.

11947 Lake Butler Boulevard, Windermere

$2,950,000

3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched French entry door sets the tone for the elegance within. The formal foyer makes a lasting impression with its soaring octagonal ceiling accented in tongue-and-groove woodwork. Inside, the formal living room—currently styled as a music salon—showcases a faux-painted garden ceiling and a custom brick wine nook, adding artistic charm and warmth. Throughout the home, travertine floors and curated details complement a spacious open plan, lending to the home's exceptional design and craftsmanship. Framed by reclaimed rustic wood beams and sliding glass doors, the family room flows naturally to the courtyard pool, creating effortless indoor-outdoor living. The center-island kitchen serves as a culinary showcase with custom cabinetry and premium appliances by Viking, Sub-Zero, and GE Monogram, while the adjoining casual dining area offers views of the pool and lush surroundings. The thoughtfully designed layout includes three bedrooms, one of which is a private cabana suite opening directly to the pool—ideal for guests or quiet retreat. The primary suite features a large bedroom, dual closets and a beautifully finished bath. Beyond the courtyard, a patio with pergola overlooks serene pond views, providing yet another setting for relaxation and entertaining. Centered around its picturesque courtyard pool with fireplace, summer kitchen, and hot tub, this remarkable residence offers both privacy and elegance in perfect balance—an exceptional opportunity to live beautifully within one of Isleworth's most coveted enclaves.

4711 Joanna Garden Ct, 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

$3,700,000

6 Beds ⋅ 7 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code

Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.

12132 Montalcino Circle, Windermere

$615,000

5 Beds ⋅ 4 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. ** A Front-Row Seat to the Magic ** Imagine coming home after dinner at one of Windermere’s fine local restaurants… you step out onto your covered lanai, the sky darkens, and just beyond the treetops, *Disney’s fireworks burst into color.* Every evening feels enchanted — and it’s all just two miles from your doorstep. Welcome to **Windermere Terrace**, where convenience and comfort meet charm and community. This beautifully appointed **5-bedroom, 4-bath home** was designed for both relaxation and entertaining. The **open-concept kitchen** flows seamlessly into the casual breakfast nook and family room — the heart of the home — featuring **42” cabinetry, granite counters, stainless steel appliances, and a generous walk-in pantry**. A **downstairs bedroom** offers flexibility for guests or a private home office, while the **upstairs loft** creates space for movie nights, homework, or quiet reading. Every bathroom showcases **granite counters and designer tile**, and the **primary suite** offers a spa-inspired retreat with a **glass-enclosed shower and private lavatory**. When it’s time to unwind, the **community pool** is just steps away, the perfect place to soak up Florida sunshine and connect with neighbors. Community walking paths to unwind from the day. Here, in one of Windermere’s most desired locations, close to world-class attractions, upscale shopping, and top-rated schools, every day feels a little more magical.

7132 Beek Street, Windermere

$862,000

4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll 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.

299 W 4th Avenue, Windermere

$844,000

4 Beds ⋅ 4 Baths ⋅ Providence Ph 02 SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. Stunning Windermere Retreat with Breathtaking Views complete with Disney Fireworks every night from your backyard! Welcome to your dream home in the heart of Windermere—where luxury, space, and scenic beauty converge. Situated on an oversized lot in one of Central Florida’s most sought-after communities, this exquisite residence offers sweeping views and refined living both inside and out. Step inside to discover a bright, open floor plan designed for effortless entertaining and everyday comfort. Soaring high ceilings and expansive windows flood the living spaces with natural light, highlighting the home’s elegant finishes and spacious layout. The gourmet kitchen flows seamlessly into the dining and living areas, making it the true heart of the home. With generously sized bedrooms—including a luxurious primary suite—there’s space for everyone to relax in style. A versatile loft area offers additional room for a home office, play space, gym or media lounge. This 4 way split floor plan gives every one in the family their own space and bathroom. Outdoors, unwind in your own private paradise. A sparkling crystal-clear pool with travertine patio s the centerpiece of the lushly landscaped backyard—perfect for summer gatherings or tranquil evenings under the stars. The back of the home boasts amazing sunsets overlooking a serene pond and quiet fields as far as the eye can see. Additional highlights include a three-car garage equipped with A/C, abundant storage, and access to top-rated Windermere schools, including Windermere Preparatory School just a mile away, community pool and walking trails, making this home ideal for families seeking both sophistication and convenience. Don’t miss this rare opportunity to own a piece of paradise. Schedule your private tour today and experience the Windermere lifestyle at its finest! Newer AC units (2019) Pool installed 2015.

13212 Swansea Avenue, 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

$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

$2,275,000

5 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

6252 Blakeford Dr, Windermere

$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

$925,000

4 Beds ⋅ 4 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code

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

3328 Wax Berry Court, Windermere

$1,300,000

4 Beds ⋅ 4 Baths ⋅ Keenes Pointe Unit 1 SubDv. ⋅ 34786 Zip Code

The kitchen has been recently upgraded with brand-new white quartz (Calacatta Belardo) countertops and backsplash, creating a bright, modern, and spacious feel. This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated. The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views, creating the perfect setting for relaxation and entertainment. A nice added air-conditioned covered patio area allows you to enjoy the outdoors year-round, even on the warmest Florida days. Inside, you’ll find beautifully appointed living spaces, elegant finishes, and a floor plan designed for both comfort and functionality — ideal for families or those who love to host. Recent Updates Include: A/C Unit: 2025,A/C Unit: 2016,Roof: 2018,Pool Heater: 2020, Irrigation Well: 2022 Water Heater: 1999 Life in Keene’s Pointe is truly exceptional. Residents enjoy a gated, golf-course lifestyle surrounded by nature, scenic lakes, and the renowned Golden Bear Club, designed by Jack Nicklaus. This exclusive Windermere community offers an active, social, and family-friendly atmosphere unlike anywhere else. Don’t miss the opportunity to make this stunning French-style home your own — a perfect blend of elegance, comfort, and Florida charm.

8375 Bowden Way, 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

$9,750,000

5 Beds ⋅ 3 Baths ⋅ Na SubDv. ⋅ 34786 Zip Code

DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere

$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

$710,000

4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code

Nestled in the sought-after community of Windermere Downs, this California-contemporary home sits on a large wooded corner lot with ACCESS to the BUTLER CHAIN OF LAKES. A dramatic two-story stone fireplace anchors the open layout, featuring a downstairs primary suite plus a flexible second bedroom or office. The designer kitchen offers solid-wood cabinetry, granite counters, and stainless-steel built-ins, opening to bright dining and living areas. Ready for its next chapter, this home offers endless potential to bring your lake-access dream vision to life. Enjoy a generous rear deck, outdoor shower, and fenced backyard in a community known for tennis, boating, and a beautiful private sandy beach. Private documents include rough builder sketches for a renovation, addition, and outdoor oasis.

9631 Hollyglen Place, 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

$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

$900,000

5 Beds ⋅ 4 Baths ⋅ Providence SubDv. ⋅ 34786 Zip Code

A Must-See Windermere Gem in the Sought-After Providence Neighborhood - This beautiful home, set on an expansive estate-sized lot with tranquil water views and no front or rear neighbors, is on the market for the very first time. - A charming front porch with tongue & groove wood accented ceilings and overhead fans offers a warm welcome and the perfect place to relax. - Step inside to a timeless open floor plan boasting over 3,600 square feet of meticulously cared-for living space. The oversized three-car garage includes built-in storage for added convenience. - The first floor features diagonally laid, stone-look tile in the kitchen, family room, and half bath, complemented by rich engineered hardwoods in the dining room, living room, and office complete with elegant French doors. The spacious master suite offers a peaceful retreat on the main level. - Upstairs, you’ll find three generously sized bedrooms, two full tiled bathrooms, and a large flex space ideal for a playroom, media room, or home gym. - Step out to the lanai and discover your own private garden oasis with ample room to add a pool if desired. Enjoy nightly views of the Magic Kingdom fireworks from your backyard. - Conveniently located near fine and casual dining, Publix, and Aldi, having top-rated schools just minutes away. Central Vacuum System - Stainless steel appliances, washer, and dryer are included.

13224 Swansea Avenue, Windermere

$1,380,000

6 Beds ⋅ 5 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code

Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable community with easy access to schools, shopping, and major highways.

17538 Black Rail Street, Windermere

$4,350,000

5 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

5036 Latrobe Drive, 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

$699,000

5 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 04 SubDv. ⋅ 34786 Zip Code

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

6965 Tettenhall Lane, Windermere

$670,000

3 Beds ⋅ 2 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code

Direct Lake Butler Chain of Lakes Access by Private Community Ramp on Lake Down - Windermere Downs is a Fantastic Active Golf Cart Friendly Community with Tennis & Pickleball Courts, Multiple Kids Play Areas - Walking & Dog Friendly - A Waterfront Community Park with Fishing Pier & Private Boat Ramp to Lake Down & The Butler Chain of Lakes - 3 Bed 2 Bath - Open Concept Split Plan - Fresh Paint - New Wide Plank Flooring - Fireplace - 2 Car Garage - Stainless Steel Appliances - Enclosed Porch for Additional Living Space - Large fenced yard - Washer / Dryer included - Owner financing available

2015 Woody Drive, Windermere

$3,800,000

3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

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

9648 Mccormick Place, Windermere

$1,875,000

5 Beds ⋅ 4 Baths ⋅ 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

$1,710,000

6 Beds ⋅ 7 Baths ⋅ Lake Burden SubDv. ⋅ 34786 Zip Code

Back on the market - buyer could not secure financing. Furniture has been removed. Welcome to your private paradise at 7417 Lake Albert Drive, where stunning sunrises and serene waterfront living await you. Owners have the option to build a dock and enjoy some water sports on this beautiful lake. This exceptional 6-bed, 6.5-bath residence, nestled in the highly sought-after Lake Burden community, offers an unparalleled lifestyle. Imagine waking up to tranquil lake views from your master suite and spending evenings on your patio, the water shimmering as the sun comes up. The home will be sold unfurnished, providing a blank canvas for you to create the home of your dreams (furniture is optional at a price). The backyard is a true oasis, featuring a sparkling pool and spa, a spacious outdoor kitchen, and a grill, all perfectly positioned to maximize your enjoyment of the picturesque scenery. This is more than a home; it's a front-row seat to the beauty of Lake Burden. Beyond your private retreat, the Lake Burden community provides an array of amenities that cater to a vibrant, active lifestyle. Enjoy friendly matches on the tennis courts, take a stroll along the scenic walking paths, or stay fit at the community gym. The neighborhood also features a children's playground, a baseball field, and a pier extending onto the tranquil Lake Burden. The prime location places you just a short drive from Central Florida's world-renowned attractions, including Walt Disney World and Universal Studios, as well as endless options for dining, shopping, and entertainment. This is your chance to own a piece of paradise in a community that offers the perfect blend of luxury, convenience, and natural beauty.

7417 Lake Albert Drive, Windermere

$1,160,000

5 Beds ⋅ 5 Baths ⋅ Tuscany Ridge 50 141 SubDv. ⋅ 34786 Zip Code

Imagine waking up each morning to sparkling water views—the pond and fountain glistening just beyond the window. That’s the lifestyle waiting for you in this Windermere luxury home inside the exclusive gated community of Tuscany Ridge. Step inside and discover the perfect balance of timeless elegance and everyday comfort. Soaring ceilings and sun-filled living spaces set the tone, while the chef’s kitchen complete with premium appliances including a natural gas stove, custom cabinetry, and a large center island designed for entertaining. The primary suite is a true retreat, offering Tuscan spa-inspired design, serene water and pool views, and two expansive walk-in closets. A thoughtful first-floor layout also includes a private office and guest suite, creating flexibility for work or multigenerational living. Upstairs, you’ll find three additional bedrooms, a versatile loft, and a screened balcony—ideal for movie nights, game days, or simply enjoying quiet moments of privacy. Outdoors, the extended screened lanai and resort-style pool overlook tranquil water views, delivering front-row seats to stunning Florida sunsets. Lush landscaping and fruit trees complete the picture of natural beauty and serenity. This 5-bedroom, 4.5-bath estate is more than a beautiful home—it’s about location. Tuscany Ridge offers a rare combination of privacy and convenience: top-rated schools, upscale shopping and dining, golf, and Orlando’s world-class attractions—including Disney and Universal—all just minutes away. Here, every day feels like a getaway. Welcome home to Tuscany Ridge living at its finest.

1250 Belfiore Way, Windermere

$840,646

5 Beds ⋅ 5 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code

WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and sitting area overlooking the serene pond. Designed with both comfort and versatility in mind, the home boasts a modern chef’s kitchen with quartz countertops, stainless steel appliances, and an oversized island—perfect for entertaining. The open-concept living and dining areas are filled with natural light and fresh designer finishes. With two living spaces, an eat-in kitchen that seats 12, and a formal dining room (currently used as a playroom), plus a full-size laundry room, this home offers unmatched flexibility for any lifestyle. Upstairs, the primary suite is a true retreat featuring a spa-like bathroom, walk-in closet, and convenient stackable washer/dryer. Bedrooms 2 and 3 share a spacious Jack-and-Jill bathroom, while Bedroom 4 enjoys its own private en-suite. Step outside to your private outdoor oasis with a generous covered and screened patio overlooking tranquil water views—the perfect backdrop for morning coffee or evening gatherings. Located in the highly sought-after Summerport community, residents enjoy resort-style amenities including a clubhouse, fitness center, tennis courts, community pool, and scenic walking trails. With its thoughtful multi-generational design, prime location near top-rated schools, and stunning renovations, this home truly has it all!

4926 Indian Deer Road, Windermere

$9,000,000

6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

It’s more than a home, it’s a story waiting to be lived. The light that spills across the kitchen feels like an invitation to linger a little longer. The staircase carries the rhythm of celebrations, and the open spaces invite moments that turn into memories. Long after the boxes are unpacked, you’ll realize it wasn’t just the marble, the quartz, or the soaring ceilings that made you fall in love; it was the way this home makes every day feel radiant. Introducing an exquisitely remodeled, fully furnished three-level Isleworth estate on Lake Butler, part of the prestigious Butler Chain of Lakes. With over 11,100 sq. ft. of refined living space, this home features 6 suites, 7 full bathrooms, and 3 half baths. Every detail has been curated for both comfort and indulgence: from the wellness sanctuary with a sauna, gym, and golf simulator, to the leisure lounge complete with 2 full bars, your own pub, theater, direct access to the outdoor retreat, and an elevator for your convenience. Step outside to your private oasis, an expansive pool and hot tub overlooking the water, paired with a fully refurbished dock and brand-new boat lift. Inside, timeless craftsmanship shines in the intricate millwork, crown molding, grand soapstone fireplace, and premium quartz and marble finishes. An elevator and breathtaking lakefront vistas ensure both elegance and convenience. This is where mornings begin with light spilling through wide windows like hope, and evenings unwind in spaces designed for connection and calm. Welcome to a residence where luxury and life blend seamlessly.

9832 Laurel Valley Drive, Windermere

$1,355,000

4 Beds ⋅ 5 Baths ⋅ Roberts Landing SubDv. ⋅ 34786 Zip Code

This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent upgrades—including a new roof, new insulation, new tile floors, new kitchen cabinets and countertops, new stainless steel appliances, fresh interior and exterior paint, and updated lighting fixtures-add modern elegance throughout. The east-facing design bathes every room in golden sunsets, creating a warm and inviting atmosphere. Set on 1.4 acres with no mandatory HOA, the property boasts a huge driveway with space for RV or boat parking, along with a twin boat slip dock and covered boat house. Perfectly located near top-rated schools, shops, restaurants, attractions, and major roads, this home is ideal for those seeking the Floridian way of life—where swimming, fishing, jet skiing, and year-round relaxation are just steps from your back door.

1703 Roberts Landing Road, Windermere

$705,000

4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

Immaculate, beautifully upgraded, 4 bed, 3 full bath, Victorian style home brimming with charm and character, nestled on a corner lot of just under 1/4 acre in the highly desirable Lakes of Windermere community. Situated on a beautiful tree-lined street with over 3100 sq ft of living space, the property welcomes you with pretty wrap around porch and mature landscaping. Upgrades include - NEW roof - 2025. NEW interior and exterior paint - 2025. NEW luxury vinyl plank flooring throughout - 2025. Kitchen remodeled in 2025 with NEW stainless steel appliances, quartz countertops, sinks, waste disposal, faucet, island cabinetry with custom surround. NEW custom TV built in with storage. All bathrooms upgrading with NEW quartz countertops, sinks, faucets, tiling and toilets. NEW AC - 2020. NEW Water Heater - 2022. Inside, the home offers a perfect blend of elegance and comfort. The formal dining room and study/den are complemented by large windows with blinds and soaring 10-foot ceilings, arched entryways, stunning crown molding, and intricate wood trim details. The gourmet kitchen is a chef’s dream, featuring abundant cabinetry with custom details, a spacious prep or serving area, a large butler’s pantry and a walk-in pantry. Step out to the covered lanai to enjoy the best of Florida’s indoor-outdoor living. The HOA offers a host of amenities, including a community pool, park, playground, tennis courts, and dock. Conveniently located near Highway 429, this home provides direct access to all of Central Florida, just 10 minutes from Walt Disney World, and close to top-rated public and private schools, shopping, and dining. Experience the perfect blend of charm, convenience, and modern living by scheduling a showing today!

12880 Holdenbury Lane, 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

$6,200,000

7 Beds ⋅ 11 Baths ⋅ Reserve At Lake Butler Sound 45/120 SubDv. ⋅ 34786 Zip Code

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11019 Bridge House Road Unit R, Windermere

$740,000

4 Beds ⋅ 3 Baths ⋅ Legado SubDv. ⋅ 34786 Zip Code

Live just minutes from the magic of Disney World! This beautiful 4-bedroom, 3-bath home offers nightly views of Disney fireworks from your charming front porch and a resort-style lifestyle right in your own backyard. Sitting on an oversized .27-acre fenced lot, there’s plenty of room for pets to run freely or to add a playground or garden oasis. The backyard is beautifully landscaped with manicured greenery and palm trees, creating a private tropical retreat. Enjoy year-round fun in your screened-in, heated saltwater pool—perfect for cooling off on hot summer days or entertaining guests in every season. Built in 2020, this home offers 2,449 sq ft of open living space, featuring a modern kitchen with granite countertops, 42” cabinets with crown molding, dual ovens, stainless steel appliances, and recessed lighting. The open layout seamlessly connects the kitchen, dining, nook, and family room—ideal for gatherings. Additional highlights include a Jack-and-Jill bath between the 2nd and 3rd bedrooms, paver driveway, lanai, stone elevation, Ring doorbell and cameras (included), and a well-equipped laundry room. With exceptional curb appeal and prime location near world-class attractions, dining, and entertainment—this home truly offers the best of Florida living!

9164 Patrimonio Loop, 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

$5,500,000

5 Beds ⋅ 9 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.

9639 Westover Roberts Road, Windermere

$370,000

3 Beds ⋅ 2 Baths ⋅ Merrick Landing SubDv. ⋅ 34786 Zip Code

Nestled in the highly sought-after Merrick Landing at Summerport, this beautifully appointed corner townhome offers the perfect blend of comfort, convenience, and style. From the inviting covered front porch to the thoughtfully designed interior, this home is a true standout in the heart of Windermere. Step inside to discover an exceptional layout featuring 3 spacious bedrooms and 2.5 baths, including master suites conveniently located on the first floor. The well-equipped kitchen boasts 42” maple cabinetry and stainless-steel appliances. Carpet throughout the main living areas, while tile flooring in wet areas ensures durability and easy maintenance. A split staircase leads to the upper-level, offering a private retreat with endless possibilities. two-car garage. Located within the top-rated Windermere school district, this home is zoned for the highly regarded Windermere High School. Plus, enjoy the convenience of being within walking distance to shopping, dining, and local amenities. This Windermere townhome is a rare opportunity—don’t miss your chance to call it home!

13550 Carroway Street, 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

$840,000

4 Beds ⋅ 3 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code

Stunningly Upgraded Pool Home with Water Views in Summerport, Windermere! This 4-bedroom, 3-bath single-family home offers the perfect blend of elegance, functionality, and peace of mind with recent major upgrades. From the moment you arrive, you’ll notice the meticulous care and designer touches that make this residence feel like a model home. The heart of the home opens to a bright and spacious layout, featuring newer Luxury Vinyl Floors (2023) and a private office with custom floor-to-ceiling built-ins. The kitchen and living spaces flow seamlessly to the screened lanai, where you can enjoy your private pool with natural gas heater (2022) and tranquil pond views—a perfect retreat for entertaining or relaxing. Every bathroom has been fully remodeled with luxury finishes, creating spa-like spaces throughout. Additional upgrades include: new roof (2022), new water heater (2024), new exterior paint (2025), new A/C (2025), and an EmerGen Generator Transfer Switch with 50 Amp plug for added convenience. Two natural gas quick connects are also in place for ease of outdoor cooking or future upgrades. Summerport offers low HOA fees and a vibrant community with amenities such as parks, playgrounds, tennis courts, clubhouse, and scenic walking trails. Conveniently located near top-rated schools, shopping, dining, and major highways, this home has it all. Don’t miss the opportunity to own a move-in-ready home in one of Windermere’s most desirable communities!

4509 Indian Deer Road, Windermere

$975,000

3 Beds ⋅ 3 Baths ⋅ Marsh Sub SubDv. ⋅ 34786 Zip Code

Prime Downtown Windermere Corner Lot with Lake Views and Endless Potential. This beautiful home sits on a generously sized 0.38-acre corner lot with a very private backyard, offering incredible versatility. Whether you’re looking for a move-in-ready residence or the perfect location to build your dream home, this property is ideal. Builders take note: this lot can accommodate a new home up to 5,500 square feet with spectacular views of Lake Butler across the park and easy access to the Fernwood Boat Ramp. Downtown Windermere Charmer on an Expansive Lot with Stunning Lake Views Nestled in the heart of Downtown Windermere, this stunning three-bedroom, three-bath home blends traditional small-town charm with modern conveniences and rarely available space in the heart of downtown. From the front porch and the primary bedroom suite, enjoy picturesque views of the Butler Chain of Lakes, a constant reminder of the serene lifestyle this location offers. Home Highlights: Open floor plan greeted by a double-height foyer, creating a welcoming and airy ambiance. Main floor primary suite with custom California Closets, a charming clawfoot tub, and updated walk-in shower for ultimate comfort and privacy. Light-filled home office just off the foyer, surrounded by windows. Gourmet kitchen with brand new Bosch and Samsung stainless steel appliances, solid wood cabinetry, and granite countertops. Two additional spacious bedrooms, each with their own private bathrooms for convenience. Smart lighting with dimmers and modern fixtures throughout the home. Well-appointed laundry room with stackable Whirlpool washer/dryer, a utility sink, and custom cabinetry. Outdoor Living at Its Best: Oversized screened-in patio with ceramic tile, a wet bar, and ceiling fans, perfect for year-round entertaining or relaxation. Expansive private backyard oasis, featuring mature landscaping, wood privacy fencing, and abundant space for expansion or customization. Detached two-car garage with HVAC, electrical, a storage room, and a new well water treatment system—ideal for a studio, workshop, or office. Prime Location: This property offers a rare combination of space and convenience, with its 0.38-acre lot—a true gem in Downtown Windermere. Located along tree-lined dirt roads, it’s just a short stroll to Main Street's charming shops, eateries, and serene community atmosphere. Don’t Miss This Opportunity Whether you’re ready to enjoy this charming home or envision building a custom residence to take full advantage of the lake views and prime location, this property offers unparalleled potential.

635 Butler Street, 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

$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

$1,650,000

6 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

If you want something turn-key in Keene’s Pointe, sitting in one of the most desirable locations in the community, then look no further. This is a home you can move into today, sit down and live, without touching a single thing. This home has not only been renovated from end to end, but also has a three year old new tile roof!! Every square inch of the house feels brand new as you walk thru. It has one of the most flexible floorpans in the entire community - including a fully detached in-law suite - a rarity found in homes today. It has 6 bedrooms, but can also be set up as a 5 bedroom with an office, or a 4 bedroom with an office and huge enclosed bonus. And with the detached in-law suite, it is flexible in ways almost no other home can be. There are almost no lifestyle needs this home will not fit. A relaxing backyard outdoor living is everything Florida is all about. This home has an incredible screened in courtyard pool and spa alongside a summer kitchen, covered patio seating, outdoor televisions, drink fridge, and even a pizza oven. And the backyard is like an oasis. Incredibly spacious, completely private, and fenced, brand new stand alone spa, and amazing turf lawn. Within the house we have a brand new kitchen with new appliances, beautiful wine room, new bathrooms, new flooring, new lighting and plumbing fixtures - the list goes on and on. It is located in the world renowned community of Keene’s Pointe with the Golden Bear Club, on a corner culdesac lot, and one block walking distance to the club! So again, if you want a home you can move into today and live without touching anything this is it. There is nothing like it available in Windermere. Call for your private showing today.

9922 Brentford Court, Windermere

$3,400,000

4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.

9731 Chestnut Ridge Drive, Windermere

$372,000

3 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

This beautifully updated three-bedroom townhome in Windermere offers the perfect blend of comfort, convenience, and location, with the primary suite thoughtfully located on the first floor. Situated in the desirable Summerport community, this home enjoys a picturesque setting just steps from a tranquil stocked pond and fishing pier right outside your front door. Inside, the open layout creates an inviting atmosphere, with a spacious great room seamlessly connected to the kitchen, making it ideal for both daily living and entertaining. The downstairs owner’s suite provides a private retreat, while two additional bedrooms and a full bath upstairs offer space for family, guests, or a home office. A covered and screened lanai extends your living space outdoors, and the large rear-entry two-car garage adds both convenience and curb appeal. Recent updates, including new tile floors, plush carpeting, modern appliances, and a new AC system, make this home move-in ready for its next owner. Even the washer and dryer are included. Summerport residents enjoy an exceptional array of amenities, from the community clubhouse and fitness center to tennis and basketball courts. Exterior maintenance is included in hoa dues, allowing for a truly low-maintenance lifestyle. Miles of scenic hiking trails and numerous fishing piers throughout the neighborhood provide endless opportunities to relax and enjoy the outdoors. Education is a highlight here, with sought-after K–12 schools including Windermere High School, and close proximity to prestigious private options like Windermere Preparatory School and Foundation Academy. The location also offers unmatched convenience, with Walt Disney World just 15 minutes away, Downtown Winter Garden within easy reach, and Downtown Orlando only 20 minutes from your doorstep. Surrounded by countless shopping and dining destinations, this home offers the rare combination of peaceful surroundings and everyday accessibility.

5318 Kumquat Loop, 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

$910,000

4 Beds ⋅ 3 Baths ⋅ Belmere Village G3 48 70 SubDv. ⋅ 34786 Zip Code

HIGHEST AND BEST BY 8-12-25 by 12 NOON Stop the car, this is the home you will fall in love with! Unique opportunity to purchase a beautifully RENOVATED POOL home with WATER VIEW in the desired, GATED Belmere community. Exceptional home, meticulously cared for! This MOVE-IN ready home will check most of your boxes! Spacious layout all on one floor. Great SPLIT FLOORPLAN for privacy, NEW CUSTOM Kitchen, RENOVATED master bathroom, dark engineered hardwood flooring. The OVERSIZED master suite includes a seating area, custom built-ins and EN-SUITE bathroom with double sink and CUSTOM make-up vanity. The family room is spacious and a CUSTOM TV CABINET with integrated lighting makes this room cozy and functional! Do you enjoy the Florida lifestyle? You sure can in your own backyard with a sparkling, SOLAR HEATED POOL, WATER VIEW and an additional outside area with a GAS FIRE PIT with natural gas under a PERGOLA. 3-car garage with new epoxy flooring. This home would cost $1,000,000+ to build new! Describe this home in 3 words, it would be functionality, tranquility and serenity. You will enjoy PICTURESQUE SUNSETS from your own backyard! I will end my description here, call and schedule a showing quickly because this home will not last. Gated community with LOW HOA and great amenities. This residence is in a sought-after area with EXCELLENT SCHOOLS. Conveniently located near restaurants and entertainment, shopping and popular theme parks. **View this home 24-hours a day with our 3D interactive tour for your walkthrough experience!** We show only to preapproved buyers!

1009 Algare Loop, Windermere

$475,000

3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 4 SubDv. ⋅ 34786 Zip Code

Enjoy a low maintenance lifestyle with this two-story townhome, built in 2019, seconds from modern conveniences in the heart of Windermere. This well-maintained townhouse offers a comfortable living environment with a brand new roof, gutters, downspouts, and additional upgrades, resulting in a low electric bill, making it ready for years of memories. An open, combined main living space welcomes you inside with high ceilings and great natural light, creating a warm atmosphere to enjoy each day or entertain guests. The stunning kitchen is adorned with an island, an upgraded sink faucet, a breakfast bar, a pantry closet, granite counters, and plenty of cabinetry for storage. Upstairs, the primary suite has a private bathroom, and all three bedrooms are generously sized with large closets, making them the perfect private retreat. The spacious loft adds a secondary living space, providing ample room for relaxation and entertaining. A cozy covered patio and vinyl-fenced side yard provide a lovely outdoor living space, while the alley-access two-car garage features custom epoxy flooring (2023). Adding to the quaintness of this property, the front of the townhome boasts a pond view, which includes a view from the kitchen and two bedrooms. Residents enjoy access to two community pools and multiple trails, ideal for maintaining a balanced lifestyle. Two playgrounds and two dog parks are present to accommodate residents’ needs. The location provides excellent convenience for families, with proximity to quality educational options including Keene's Crossing Elementary, Bridgewater Middle School, and Windermere High School. Daily errands and adventures become effortless with a Publix-anchored shopping plaza seconds away, plus the Winter Garden Village and many more dining and shopping options within a short drive. For Disney fans, local roads take you directly to its doorsteps. The combination of practical features, recreational amenities, and proximity to modern conveniences, creates a pristine environment that perfectly balances comfort with convenience. Schedule your private showing today!

13757 Bressler Alley, Windermere

$520,000

3 Beds ⋅ 2 Baths ⋅ Summerport Ph 02 SubDv. ⋅ 34786 Zip Code

• Well-Priced & Picturesque THREE-Bedroom, Two-Bath, Concrete-Block Executive-Style, Single-Family Home Backing to Large POND with Gorgeous WATER VIEWS with a Two-Car Garage in Fantastic Condition! HOLY COW! • Great FLOORPLAN with Formal Living-Dining Areas… and an OPEN KITCHEN Overlooking the Family Room & SCREENED PORCH Overlooking the WATER! • The Affluent Windermere Neighborhood of SUMMERPORT Feels like Living in a Family-Oriented Small Town, while being an established and Master-Planned Community Hosting Virtually all the Resident-Amenities You Could Ever Hope for…all for an Affordable $131/ month! • Enjoy your Own Nearby, Beautiful community CLUBHOUSE with a Resort-Style Community Swimming Pool, Tennis Courts, a DOG PARK, Volleyball & Basketball Courts, a Fitness Center, Multiple Playgrounds, Parks and Green Spaces…even Professional Fireworks on the Fourth of July! • You’ll Never Get Bored with Miles of Tree-Shaded Walking & Jogging Paths, Community Piers over 10 Spring-Fed Lakes… and even Lake Access with a Sandy Beach! • For those Golfers, the Well-Known West Orange Country Club sits next to this Community, and Your Golf Carts are Welcome here! • Perfectly Situated in Windermere’s TOP-RATED School District with the Schools So Close they are Actually IN Your Community… and Many Nearby Private Schools as Well! • There are so many nearby Dining & Shopping Options You’ll Never Need to Leave the Area like our nearby Publix-Anchored Plaza with Shops & Dining actually IN the Community with local Favorites like Marco’s Pizza, Kelly’s Ice Cream & Foxtail Coffee… and it is Just 7 Minutes to Historic Downtown WINTER GARDEN VILLAGE with its Boutique Shopping and Restaurants, the Windermere Weekend Farmer’s Market, the Winter Garden Theatre, and the West Orange Trail! • The Rest of Central Florida is Just Around the Corner with Your Home being so Close to the 429 Expressway, the Florida Turnpike On-Ramp and Highway 50/Colonial! • You’ll be in DOWNTOWN ORLANDO… or the Walt Disney World Parks for a Lifetime of Disney Magic… in just 25 Minutes, and the Orlando International Airport in less than a Half-Hour! Nice! • You and Your Children will want these Sought-After, A-Rated Schools Actually IN the Community: Keene Crossing Elementary (within Walking Distance!), Bridgewater Middle and Windermere High! Say YES! • Property is All ONE Level with No Stairs and a Split Plan for Bedrooms.. and a Full-Sized Laundry Room between Home and Garage! Room Sizes, Schools, HOA Info and Square Footage are Deemed Accurate, but are not Warranted. Property is Being Sold As-Is with Right to Inspect! <iframe width="830" height="450" src="https://www.youtube.com/embed/cqX2SMbLqpI?si=-aWo7upJ3NuXURSD" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" referrerpolicy="strict-origin-when-cross-origin" allowfullscreen></iframe>

13950 Bluebird Pond Road, Windermere

$580,000

4 Beds ⋅ 5 Baths ⋅ Royal Estates SubDv. ⋅ 34786 Zip Code

Unbelievable townhome with attached apartment with private entrance!

9006 Via Di Canti, Windermere

$735,000

4 Beds ⋅ 3 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

Welcome to your dream home, where location, luxury, and tranquility meet! Nestled on a private conservation water-view lot, this move-in-ready pool home offers the perfect balance of serenity and elegance. Boasting 4 bedrooms, a den, and 3 full baths, this home is thoughtfully designed to meet your every need. Upon entry, you're greeted by a spacious, inviting foyer, adorned with beautiful Tortoise Shell Hardwood flooring that flows seamlessly through the home's main living areas. The heart of the home is its gourmet kitchen, perfect for culinary enthusiasts and gatherings, featuring ample storage, Kitchen Aid appliances, including a 5-burner cooktop, convection microwave, convection oven, granite countertops, and stunning cabinetry that enhance both form and function. Whether you're entertaining or enjoying a quiet moment, the serene water views and natural beauty of the conservation area right outside your door create an idyllic backdrop for everyday living. Step outside to your meticulously maintained patio, equipped with a built-in outdoor kitchen complete with granite countertops, hot/cold water w/ disposal, built-in refrigerator, stove, and grill—perfect for al fresco dining. The custom-designed freeform pool, with its sun shelf, rock waterfall, and expansive built-in spa with stacked stone surround, adds a luxurious touch to the outdoor space. Inside, the master bedroom is a true retreat, featuring a tray ceiling, large walk-in closet with custom built-ins, dual sinks with a built-in makeup vanity, a spacious walk-in shower with a seamless glass surround, and a separate garden tub for ultimate relaxation. Additional features include a versatile bonus room, ideal for a home office, playroom, or cozy den, an interior laundry room with built-in utility sink and storage, a large three-car garage with 220v hookup, plantation shutters throughout, remote shades in the café and family room, surround sound pre-wiring with speakers in the family room and lanai, custom Elfa closet systems in bedrooms and pantry, Window tint throughout and whole-house color-changing LED lighting. This exceptional home offers the ultimate in comfort, style, and convenience. Don’t miss your chance to make it yours—schedule a showing today and imagine yourself living in this peaceful oasis!

12973 Holdenbury Lane, Windermere

$1,150,000

6 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code

Pond View | Private Pool | Luxury Upgrades | No Rear Neighbors | Fireworks at Night. Live less than 10 minutes from Walt Disney World in this stunning located in the resort-style community of Windermere Isle. Enjoy water views, no rear neighbors, and nightly Magic Kingdom fireworks from your own backyard. The private outdoor oasis includes a sparkling pool and covered lanai—ideal for relaxing or entertaining. Inside, the open layout features elegant finishes throughout, including wainscoting, coffered ceilings, and built-in Klipsch speakers. The gourmet kitchen is a showstopper, with dual islands, level 5 granite, marble backsplash, a 42” Dacor refrigerator, 36” Viking gas stove, and custom coffee station with antique mirror backsplash that continues into the walk-in pantry with a second fridge. Upstairs, a spacious loft connects to four additional bedrooms, including the luxurious primary suite with double vanities, soaking tub, walk-in shower, and custom tile work. Windermere Isle HOA covers lawn care, cable, and 1gb internet. Community amenities include a pool, playground, walking trails, and sports fields. Zoned for top-rated Castleview Elementary and Horizon West Middle, and just minutes from Hamlin Town Center, premier golf, shopping, dining, and major highways.

8349 Vivaro Isle Way, Windermere

$440,000

3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code

Welcome to your dream townhome in the heart of Windermere! This beautifully maintained end-unit with gorgeous water frontage offers 3 spacious bedrooms plus a versatile den, 2.5 baths, and an inviting layout designed for both comfort and style. Located in the highly sought-after Lake Burden community, this home checks all the boxes for modern Florida living. Step inside to discover a bright, open-concept floor plan where the living and dining areas seamlessly connect to a well-appointed kitchen featuring solid wood cabinetry, beautiful granite countertops, a walk-in pantry, and ample storage—ideal for both everyday life and entertaining. French doors open to your own private garden courtyard, a peaceful retreat perfect for morning coffee, evening relaxation, or weekend gatherings. The courtyard provides direct access to a two-car garage via a quiet rear alley. Downstairs, a flexible bonus room offers the perfect space for a guest suite, home office, or formal living room, while upstairs you'll find all three bedrooms, including a spacious primary suite filled with natural light and a custom walk-in closet. The laundry room is also conveniently located upstairs. Additional highlights include: Recently updated appliances (2024): refrigerator, dishwasher, washer/dryer, and garbage disposal. Built-in ethernet ports throughout, gigabit fiber internet, and surround sound speakers for premium connectivity and entertainment; There are Lots of parking space for your guest. HOA-provided termite bond. You will love this End-unit location for extra privacy and abundant natural light. One of the best features is the stunning water views from the home. Enjoy tranquil walks around the scenic pond just outside your door, or relax as you watch Disney’s nightly fireworks light up the sky. A community park and fishing dock are located directly across the pond, and a pedestrian bridge connects to the nearby elementary school for unmatched convenience. Living in Lake Burden means enjoying resort-style amenities including a sparkling pool, tennis courts, scenic walking trails, a playground, fishing pier, and beautifully maintained green spaces. The HOA covers landscaping, exterior painting, and full roof replacement, lowering your maintenance costs and potentially reducing homeowners' insurance. All of this just minutes from top-rated schools, renowned dining, shopping and golf courses. And of course the world-famous attractions like Disney and SeaWorld. This townhouse is located just off Winter Garden Vineland Road (SR-535), this townhome offers unmatched convenience in a peaceful, upscale setting. Don’t miss this exceptional opportunity to own a turnkey home in one of Central Florida’s most desirable communities—schedule your private showing today!

11420 Center Lake Drive, Windermere

$645,000

4 Beds ⋅ 2 Baths ⋅ Providence SubDv. ⋅ 34786 Zip Code

Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the screened in lanai. The kitchen is fully equipped with wood cabinetry, solid countertops, Whirlpool appliances, and a breakfast nook with unobstructed water views. Your primary suite is large and well-appointed with access to the lanai including a walk-in closet, dual vanities, tub, and separate shower. Secondary bedrooms have plenty of closet space and conveniently located next to the full bathroom. The screened in covered lanai encompasses the Florida lifestyle for those endless summer barbeques and memorable get togethers. It is a plus having no neighbors in the rear with serene water views! Notable upgrades include a newer roof installed in 2020. The neighborhood features its own playground, swimming pool, and gazebo. Additionally, Providence is 10 minutes to Disney World, across the street to Aldi and popular restaurants, 30 minutes to the international airport, and zoned for great schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary home! Be sure to click on the virtual tour link.

6139 Andreozzi Lane, 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

$975,000

4 Beds ⋅ 4 Baths ⋅ Lake Buynak Estates SubDv. ⋅ 34786 Zip Code

Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today.

3629 Lake Buynak Road, Windermere

$2,500,000

4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code

Beautiful lot on Midsummer Dr.

2624 Midsummer Drive, Windermere

$975,000

5 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Keene’s Pointe - your opportunity to live in this beautiful community for a great price! Located on the 13th green of The Golden Bear Club, this one owner home offers a functional and spacious floor plan with 5 bedrooms and 4 baths. The first floor has a kitchen/great room area with gas fireplace, formal living and dining rooms, a bedroom with walk-in closet that can also be used as an office and a bonus room with wet bar, bath and separate entry that can function as an in-law suite, second primary suite or game room. The second floor has the primary suite, two additional bedrooms with walk-in closets, bath and a charming porch overlooking the front yard and community pond. Charming covered screen porches accent the front and back of the house and offer beautiful sunset views. Lush back yard with plenty of room for a future pool. A clean slate ready for you to customize and make your own, this home has a new roof in 2024, plantation shutters, shallow well for irrigation, oversized 2-car garage with attic access and additional space for a golf cart or storage, and much more! Be sure to view the virtual tour for the floor plan. This home will not last long!

6084 Caymus Loop, Windermere

$1,420,000

5 Beds ⋅ 6 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code

Introducing a rare opportunity to own a truly remarkable lakefront estate in the heart of Windermere's prestigious Lake Burden South community. This 5,102 sq ft modern contemporary masterpiece offers 5 spacious bedrooms, including two luxurious primary suites—one upstairs and one down—plus a dedicated office, versatile flex room, and massive bonus/media room, 5 full bathrooms, 2 half baths, and a 3-car garage, every inch of this home is designed for comfort, function, and elegance. Step inside to soaring 22-foot ceilings, abundant natural light, and open spaces ideal for both quiet evenings and lively gatherings. The stunning great room is centered around a dramatic custom built-in with electric fireplace, flowing effortlessly into the chef’s kitchen featuring a large island, double ovens, French-door refrigerator, wine fridge, and stainless steel appliances—perfect for hosting grand meals or casual breakfasts. Engineered hardwood flooring, French doors, and all-new lever-style hardware add a touch of timeless sophistication throughout. Step outside and discover your private backyard oasis—a fully fenced yard with an extended covered lanai with remote-controlled retractable screens, overlooking a custom saltwater, solar-heated pool and spa. Upgrades include a 2022 Solar Source pool heater, 2024 Pentair spa heater, Wi-Fi enabled smart lighting, and a new Jandy pool pump—all recent enhancements. The upstairs master suite and bonus room both feature private balconies offering panoramic views of Lake Burden, while the polyaspartic garage floor, ADT security with perimeter cameras, Ring doorbell (2024), and Wi-Fi-enabled smart home features round out this impressive package. Enjoy the Florida lifestyle with community walking trails, tennis courts, ballfields, fishing dock, and the unique bridge connection to Sunset Park Elementary. This quiet cul-de-sac location is minutes from upscale shopping, dining, and just 5 miles to Disney, all while being zoned for top-rated schools including Windermere High. With no rear neighbors, no carpet, and a wealth of thoughtful upgrades, this move-in-ready showplace is the ideal blend of luxury, comfort, and lakefront tranquility. Schedule your private showing today—this is the home you've been waiting for

11637 Brickyard Pond Lane, Windermere

$1,330,000

4 Beds ⋅ 4 Baths ⋅ Windermere Reserve SubDv. ⋅ 34786 Zip Code

NEW PRICE, NEW YEAR! Nestled in the TRUE TOWN of WINDERMERE is this Absolutely stunning, meticulously maintained pool home with TALL CEILINGS and lots of land surrounding on both sides! This HIDDEN GEM has majestic mature oaks on a private .74 ACRE CONSERVATION LOT in QUIET, highly desirable Windermere Reserve with access to the BUTLER CHAIN OF LAKES. This solid BLOCK one-story home features a high end NEW METAL ROOF, NEW WOOD LUXURY LAMINATE floors from SPAIN, completely RESURFACED POOL with NEW TILE, lighting & waterfall. NEW water heaters, NEW lighting inside and out, NEW canvas awnings, NEW double door garage opener system, NEW well tank for the updated irrigation system, NEW landscape and sod, NEW fencing, SHELL STONE ENTRY with Spanish tile inlay. Meticulously designed Mediterranean and Spanish updates throughout including the kitchen, baths, and much more! Spacious layout with high ceilings, open floor plan, TWO PRIMARY SUITES BOTH WITH POOL ACCESS, office (or 5th bed), large family room with FIREPLACE, and breakfast area all opening to a screened pool atrium and covered patio—perfect for entertaining and family gatherings! Oversized 3-car side-entry garage along with fenced pet area. As you enter through a canopy of trees, Windermere Reserve backs onto Lake Down and sits across from Isleworth Golf & Country Club. As a Windermere resident, enjoy 6 lighted tennis courts, parks, playgrounds, frisbee golf, lakefront beaches, and two private boat ramps—Lake Down is just around the corner! Golf-cart friendly town with quaint coffee shops, restaurants, a brewery, farmers market, and seasonal events. Minutes from Dr. Phillips, Bay Hill, Restaurant Row, and theme parks. Don't miss out as homes in this community rarely go to market! Don't wait any longer!! Seller Motivated! $146,000 reduction and PRICED to SELL. Let's gooo!

7135 Horizon Circle, Windermere

$350,000

2 Beds ⋅ 2 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

Paradise Awaits - This one-story corner townhouse is located at Summerport in Windermere. Walking distance to Keenes Crossing Elementary School. Open concept, kitchen with Samsung stainless appliances and luxury COREtec Vinyl Flooring throughout the property. Primary with walk-in closet and dual vanity. Outdoor Oasis - Large yard, fully paved with custom hardscaping - perfect for entertaining or family gatherings. A Private Hot Tub creates a relaxing backyard retreat. Summerport offers a resort-style amenities: community pool, clubhouse, fitness center, dog park, playgrounds, tennis, basketball, volleyball, walking trails, and beautiful lakes and ponds. Minutes from Winter Garden Village, local shops, dining, and major highways with easy access to Orlando's attractions. Investor-friendly; high rental demand and low inventory make this a strong opportunity; low maintenance living with the current HOA handling the outside area.

14241 Confetti Drive, Windermere

$830,000

5 Beds ⋅ 4 Baths ⋅ Glenmuir Ut 02 51 42 SubDv. ⋅ 34786 Zip Code

Stunning WATERFRONT EXECUTIVE POOL HOME with 5 BEDROOMS 3.5 BATHROOMS 3 CAR GARAGE + 0.45 ACRES! + Conservation Views in Fully Fenced in Backyard with 2,750+ square feet of living space in the GATED community of GLENMUIR, one of Windermere’s most desirable communities! Open entering the foyer with a travertine medallion inlay, this home boasts upgrades and a wonderful true split plan. The 5th bedroom, which could also be a perfect office or bonus room is at the front through double doors. The space moves on to present a large formal living and dining room area, highlighted with a chair rail above board and batten accents, as the travertine tile expands throughout the home, with a view of the pool, water and conservation through triple glass sliders. The custom kitchen remodel includes granite countertops and backsplash, stainless steel appliances including an induction range top oven, built in Thermador Espresso/Coffee machine, pot holder above kitchen island, custom stained glass cabinet inserts, an extended butler’s pantry towards the dining room, along with extra storage including pull out spice racks. The primary bedroom is very spacious with triple glass slider access to the covered pool patio area. The primary bathroom is complete with a dual vanity, garden tub and walk in shower, including a large walk in closet. The kitchen opens to a large great room that separates an additional section of the house that includes 3 bedrooms in one hallway. One bedroom has its own en-suite with another having en-suite access to the hallway bathroom. The covered pool patio area has access to a separated bathroom, with a very large extended pool deck with a fully screened in SALTWATER SOLAR HEATED POOL with SPA. This backyard is a very large lot, fully fenced in with black aluminum, next to open conservation space both beside and behind the water views making it very private. This home also features a TILE ROOF, wash sink in the laundry room, crown molding, large 3 car garage, and kitchen under and above cabinet lighting. Glenmuir features community amenities that include a waterfront park with playground, basketball court and covered pavilion with picnic tables and grills. Make an appointment to see this home today!

11031 Ledgement Lane, Windermere

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Lakes SubDv. ⋅ 34786 Zip Code

Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well-appointed property features 2.78 acres with fully fenced terraced grounds, electric security gates, brick pavers, mature landscaping for privacy, and 130 feet of water frontage with a seawall, enclosed boat house, dock, and lift. The heated 7,363 square feet of living space includes the main home with 4 bedrooms and 5 bathrooms, as well as a lake guest house. Most rooms are graced with breathtaking views. Almost 10,000 square feet under roof, with a porte cochere, extensive balconies, walkways, outdoor kitchen, and multiple patios. The screened pool area has an inviting resort feel, complete with a waterfall, slide, and hot tub, all connected to the outdoor entertainment areas. Many quality upgrades, expansive ceilings with craftsman woodwork, wood and marble floors, formal dining with a music room, and fireplaces in the living, family room, and primary bedroom. The living room features a floor-to-ceiling window with remote-control blind, taking full advantage of the priceless view. The main staircase gives a dramatic vantage point to appreciate the open floor plan, ideal for entertaining. The well-appointed kitchen features a chef's prep kitchen, electric and Wolf gas double oven, two Sub-Zeros, double dishwashers, and a built-in espresso machine. All kitchen elements are set within rich wood custom cabinetry and granite countertops, with a breakfast room that leads to the pool area. The guest bathroom, laundry & family room are all conveniently located near the pool. The primary suite is downstairs and includes a private screened porch, remote-control blackout blind, custom cabinet with washer & dryer, and a large master bath with a soaking tub, walk-in shower all with elegant stonework. The suite is adjoined by a generous custom closet, safe for valuables, private gym with mirror, rubber floor, bonus storage, and a private staircase to the upstairs. Upstairs features large bedrooms with lots of closet space, balconies overlooking the water with Ipe decks and a secondary family room or playroom for the family. The lake cottage spells fun with balconies all around and views of the water and pool on three sides. Open beam ceilings, bamboo and new luxury vinyl wood floors, full kitchen & living room upstairs with a full bedroom and bath downstairs complete with a wet bar. The property has rear yard access down to the lake, great for boat parking or extra parking when you rally the team for a volleyball match on the court. You can also utilize the tennis courts & private boat ramp just a short walk down the street. There are too many low maintenance, cost saving features to list, but a few include; energy efficient solar power, metal roof, and three on demand propane powered gas water heaters. There are over $55,000 in solar panels that will save countless dollars over the years and is good for the environment. The electric bills are minimal. As I mentioned earlier Ipe hardwood is the best exotic hardwood the industry has to offer and it was used on the extensive decks for low maintenance. A new two horse sprinkler pump was recently installed that draws from the lake to maintain the exotic landscape. The durable easy to clean composite dock has two lifts & two boat slips. The owner will even throw in the $50,000 ski boat (approx Value) with an acceptable offer.

10545 Down Lakeview Circle, Windermere

$3,500,000

4 Beds ⋅ 6 Baths ⋅ Tildens Grove Ph 01 47/65 SubDv. ⋅ 34786 Zip Code

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

12812 Jacob Grace Court, Windermere

$1,775,000

4 Beds ⋅ 3 Baths ⋅ Down Acres Estates SubDv. ⋅ 34786 Zip Code

VERY ATTRACTIVE TERMS SELLER FINANCING NOW AVAILABLE FOR THIS REMARKABLE BUTLER CHAIN OF LAKES HOME, CONTACT AGENT FOR MORE INFO!!! Discover the perfect blend of luxury, comfort, and outdoor living on the highly sought-after Lake Down of the Windermere Chain of Lakes. This beautifully updated 4-bedroom, 3-bathroom home offers the quintessential Florida lifestyle, with serene water views and exceptional amenities inside and out. The heart of the property is its extra-large private dock, complete with two covered boat slips, perched on the shimmering waters of Lake Down. Whether you’re boating, fishing, or simply enjoying the sunset, this is lakefront living at its finest. Step outside to the expansive back patio and pool area, designed for entertaining and relaxing alike. A summer kitchen, wood-burning fireplace, and retractable screens create an inviting space to enjoy year-round, while the sparkling pool and seawall add to the home’s functionality and charm. Inside, you’ll find a thoughtfully updated interior with a spacious kitchen, modern finishes throughout, and a comfortable, flowing floor plan. The long driveway offers plenty of parking for family and guests, while mature landscaping adds privacy and curb appeal. Don’t miss this rare opportunity to own an updated home on one of Windermere’s most coveted lakes--at an attainable price--with everything you need to make every day feel like a vacation.

9070 Ron Den Lane, Windermere

$560,000

3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

Welcome to 6539 Chagford Lane located within the beautiful community of Lakes of Windermere! This charming and well-maintained single-story home features 3 bedrooms and office with spacious closets, fenced-in backyard, new roof (2021) and numerous thoughtful upgrades throughout including custom closet systems by Closets by Design installed in the office, laundry room, and primary bedroom. The spacious primary suite boasts serene backyard views and a beautifully updated en-suite bathroom, which was renovated in June 2023. The home also features a Lennox 15 SEER A/C system with digital thermostat (2023), a Samsung Bespoke refrigerator (2022), and a new roof installed in 2021. Enjoy natural light through the newly installed office windows and sliding glass door (August 2024). Fresh interior paint (2023) enhances the modern feel of the home, while the exterior was painted in 2019 for added curb appeal. The garage is even equipped with extra shelving for added storage convenience. Don't miss this opportunity to own this move-in ready gem located close to top-rated schools, shopping, dining, and major Central Florida attractions. Buyers and agents to verify HOA, taxes, measurements, schools, and any MLS information.

6539 Chagford Lane, Windermere

$385,000

3 Beds ⋅ 3 Baths ⋅ Windermere Trls Prcl 3 SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly desirable Windermere Trails community! This spacious two-story home features a bright open floor plan and fresh interior paint throughout. The kitchen offers a chef kitchen, granite countertops, stainless steel appliances, and a large center island ideal for both everyday living and entertaining. Upstairs, you'll find all three bedrooms, including a generous primary suite with a walk-in closet and dual vanities. Additional highlights include a 2-car garage and a private patio, perfect for relaxing or hosting gatherings. Enjoy resort-style community amenities just steps away: pool, dog park, playground, and scenic walking trails. This home is also zoned for top-rated schools, making it an exceptional choice for families and investors alike.

8625 Coventry Park Way, Windermere

$830,000

4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of Windermere Residents get access to the Private Ramp to Lake Butler & the Famous Chain of Lakes - Community Tennis & Pickleball Courts - Numerous Parks and Walking Trails - Farmer's Market every Friday - Food Trucks each Month - Great Schools - Very Good Value

616 Magnolia Street, Windermere

$1,150,000

4 Beds ⋅ 3 Baths ⋅ Lakes SubDv. ⋅ 34786 Zip Code

Welcome Home to “The Lakes” — Windermere’s Hidden Gem Tucked away in the ultra-private The Lakes community of Windermere, this beautiful residence sits on a rare 1-acre lot with breathtaking views of Lake Down, part of the renowned Butler Chain of Lakes. With just 60 homes in the entire neighborhood, exclusivity and serenity come standard. Picture morning strolls through quiet, oak-lined streets, where friendly neighbors wave hello and safety is paramount. And while the HOA is surprisingly low, it generously includes unlimited access to your private tennis courts, fishing pier, and boat ramp—a rare perk in this area. Location is everything, and this one delivers. The private tennis courts are just two houses away. No driving, no waiting—just grab your racquet and walk a few steps to start your match. Next to the courts, you’ll find the private gated dock and boat ramp with direct access to Lake Down, one of Central Florida’s most desirable lakes. Bring your boat—there’s plenty of parking space right at the house. The home itself is a true sanctuary. From the newly installed majestic circular driveway to the lush, private backyard oasis, every detail has been thoughtfully designed for comfort, elegance, and unforgettable entertaining. Enjoy 4th of July fireworks and New Year’s Eve gatherings around the outdoor gas firepit, or unwind with a glass of wine in your covered travertine lanai by the pool. Inside, elegance meets comfort in every corner of this 4-bedroom + office home. The open-concept floor plan is bathed in natural light from every direction, highlighting luxurious finishes and creating a warm, inviting atmosphere. The dedicated office is ideal for remote work, complete with a stunning stone fireplace as your Zoom call backdrop and beautiful natural light streaming through the windows. The owner’s suite is a true retreat, with direct access to the pool and a luxury spa-like bathroom you have to see to believe. Relax in the jetted soaking tub with bubble massage and self-drying features, or enjoy the custom steam shower designed to melt the stress of the day away. With abundant built-ins and drawers, it’s like having your own personal spa at home. This home is not just a place to live—it’s a place to thrive. A place to create lasting memories, raise a family, entertain friends, or simply enjoy the peace and prestige of Windermere living. Schedule your private showing today—opportunities like this in The Lakes don’t come often.

10506 Down Lakeview Circle, Windermere

$1,480,000

4 Beds ⋅ 3 Baths ⋅ Keene's Pointe SubDv. ⋅ 34786 Zip Code

Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Experience elevated living in this architecturally reimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded to reflect timeless elegance, modern design, and exceptional craftsmanship. The interior boasts a fully redesigned open-concept layout, created by removing structural walls to deliver seamless flow and natural light throughout. Designer lighting, floor-to-ceiling custom wood cabinetry imported from Brazil, and smart home automation provide both function and beauty. The chef’s kitchen is outfitted with professional-grade appliances, quartz countertops, pot filler and opens to an inviting family room — ideal for entertaining. Wine lovers will appreciate the wine cellar with capacity for over 180 bottles, while the spa-like bathrooms showcase Calacatta quartz and sophisticated gold finishes. Step outside into your private outdoor retreat, complete with a gourmet summer kitchen, rustic travertine marble surfaces, and a motorized screen system for effortless indoor-outdoor living. Additional highlights include: Engineered hardwood flooring throughout Whole-house water filtration and energy-efficient solar panel system (fully owned) Custom electronic blinds and plantation shutters Roof installed in 2021 and refined architectural details A dedicated workshop in the garage, smart storage solutions, and luxury finishes in every space Enjoy Disney fireworks views from your front door. This one-of-a-kind residence is a rare opportunity to own a truly turn-key luxury home in one of Windermere’s most prestigious communities. The furniture can be purchased separately.

11213 Camden Park Drive, Windermere

$1,075,000

5 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Welcome to 6054 Caymus Loop in the 24-hr gated/attended community of Keene's Pointe. One of the most desired communities in Orlando. This updated home has 5 bedrooms, 3 1/2 baths, office/den and formal dining/living, and is located on the 13th fairway of The Golden Bear Club. The first floor features the office/den and bedroom with walk-in closet, as well as functional kitchen with updated appliances and breakfast area, and great room with access to the covered lanai with summer kitchen, pool/spa, outdoor shower and 1/2 bath, and spacious fenced back yard. The second floor boasts the primary suite with large bath and two walk-in closets, as well as three secondary bedrooms and full bath. The primary suite has a balcony overlooking the pool and golf course. This home has been well maintained and has a NEW ROOF in 2023, 1 AC replaced in 2023, new exterior paint in 2021, wood-look tile floors and hardwood floors throughout, 2 updated bathrooms, and much more! Don't miss your opportunity to own a home in this great community with top-rated public and private schools, tourist attractions nearby, as well as dining, shopping and expressways.

6054 Caymus Loop, Windermere

$670,000

4 Beds ⋅ 3 Baths ⋅ Creeks Run SubDv. ⋅ 34786 Zip Code

Welcome Home, one of the best floorplans in all of Summerport, this 4 bedroom plus office, 3 full bath plus 3 car garage home is all one story. With a large screened in patio that overlooks your immense, fully fenced yard right next to one of the several community maintained ponds. Featuring newer roof (2018), Newer HVAC (2023), fresh interior repaint, new carpet, this home is ready to me moved into today. Walking through the front door you have a formal dining room to the left and spacious office to the right. The home quickly opens up to the living room, overlooked by the kitchen breakfast bar/island featuring all stainless appliances with gas range. A butler pantry with prep counter and wine fridge across from the walk-in pantry is right off the kitchen. Plus eat-in space off the kitchen next to the secluded 4th bedroom in the back of the home with it's own full bath. The split floorplan features a spacious primary bedroom with huge closet and bathroom with dual vanities, garden tub, roomy stand up shower and separate water closet. Across the home are two additional bedrooms another full bathroom and secluded laundry room. Not to mention the oversixed 3 car garage too! This property is just waiting for the next person to call it home and enjoy all it and the community has to offer. Including huge clubhouse, gym, pool, playgrounds, tennis, basketball, and volleyball. Minutes to the Winter Garden Village, Hwy 429, Downtown Winter Garden and Windermere High School.

13943 Caywood Pond Drive, Windermere

$1,151,000

5 Beds ⋅ 5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Virtually Staged. "UNDER CONTRACT" & "ACCEPTING BACK UP OFFERS"- Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary living area, media room, or playroom. The owner’s suite is conveniently located on the first floor, providing privacy and easy access, one bedroom can be used as an office located in the first floor, while the remaining three bedrooms are upstairs, offering ample space for family or guests.Step inside to soaring high ceilings and luxurious travertine tile flooring that flows throughout the main living areas on the first floor, creating a seamless and elegant look. The master bedroom is carpeted for added warmth and comfort.The gourmet kitchen overlooks the open-concept living and dining spaces, making it perfect for entertaining. From the living area, step out onto the covered lanai, ideal for year-round outdoor enjoyment. The fenced backyard provides a secure and private retreat with room for pets, play, or future swimming pool or outdoor enhancements. New roof was just replaced (June 2025), new AC units replaced in 2023. Laundry room with cabinetry and utility sink. Residents of Keenes Pointe enjoy access to world-class amenities including The Golden Bear Club featuring a Jack Nicklaus-designed golf course, clubhouse, dining, fitness center, and lakeside parks. The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks.

11333 Camden Park Drive, Windermere

34786 Zip Code Lake Front Real Estate & Homes

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