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2503 Butler Bay Drive N, Windermere
$1,750,000
4 Beds ⋅ 3 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code
Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.

2503 Butler Bay Drive N, Windermere

4718 Blue Major Drive, Windermere
$480,000
3 Beds ⋅ 2 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
Welcome to 4718 Blue Major Dr, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,911 square feet of comfortable living space in the highly sought-after Windermere area. This move-in ready home features fresh interior paint, a newer A/C system that is only 2 years old, brand-new grass, and an updated sprinkler system that helps keep the landscaping lush and vibrant year-round. Inside, you’ll find a spacious and functional open floor plan perfect for both everyday living and entertaining. The home offers generous living spaces, abundant natural light, and a layout designed for comfort and convenience. Located in the highly desirable Summerport community, residents enjoy resort-style amenities including a clubhouse, community pool, tennis courts, basketball courts, volleyball courts, parks, playgrounds, walking trails, and scenic green spaces that create an active Florida lifestyle. Conveniently located near Winter Garden Village, Hamlin Town Center, Disney attractions, shopping, dining, and major highways, this location offers the perfect combination of convenience and community living. Families will appreciate being zoned for highly rated schools including Keene's Crossing Elementary, Bridgewater Middle School, and Windermere High School. Whether you’re looking for your primary residence or a fantastic investment opportunity, this home offers exceptional value in one of Central Florida’s most sought-after communities.

4718 Blue Major Drive, Windermere

5624 W Lake Butler Road, Windermere
$2,100,000
4 Beds ⋅ 4 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code
Opportunities like this in Windermere rarely reach the open market and are often treasured for generations.Welcome to an extraordinary lakefront estate in the highly coveted community of Kelso on Lake Butler, where timeless architecture, unmatched privacy and the ultimate Florida lifestyle come together on over 2 pristine acres along the shores of private Lake Davis. This sprawling custom one-story estate offers almost 4000 square feet of thoughtfully designed living space with breathtaking sunset views, a private sandy shoreline,private boat ramp and covered boat dock on Lake Davis. Residents of Kelso on Lake Butler also enjoy exclusive access to a private community boat ramp, fishing pier and park on the world-renowned Butler Chain of Lakes,connecting you to 13 interconnected ski lakes and more than 5,000 acres of recreational paradise just moments from your front door. From the moment you arrive, the heavily landscaped grounds,massive brick paver driveway,lush tropical landscaping & mature oak trees create a commanding first impression.Oversized double entry doors open to soaring 14-foot ceilings and an incredible open-concept living space designed for both grand entertaining and everyday comfort.The impressive great room (34x25) is anchored by a dramatic wall of custom built-ins, stunning stonework and an electric fireplace that creates an incredible focal point. The chef’s kitchen is equally spectacular,featuring an oversized gathering island,separate Sub-Zero refrigerator and freezer,custom cabinetry and a showstopping Wolf freestanding range,vented hood and pot filler.This space was designed to bring people together and will quickly become the centerpiece of every gathering. The owner’s retreat is a true private sanctuary , massive custom walk-in closet with additional full sized W & D, massive spa and secluded outdoor shower. On the opposite side of the home, a bonus/flex room leads to an additional ensuite bedroom and two oversized secondary bedrooms connected by a Jack and Jill bath provide exceptional privacy and flexibility for family and guests. A secondary garage exit also allows this area to easily be converted into an in law suite. One of the home’s most captivating features is the massive pocketing glass wall that completely opens the interior to the enormous covered & screened lanai, creating a seamless indoor-outdoor living experience. Tongue & groove ceilings,a summer kitchen and panoramic lake views transform this space into the ultimate entertaining destination.Every evening feels special as you enjoy postcard-worthy sunsets over Lake Davis from the comfort of your own backyard. Additional highlights include an insulated garage,irrigation sourced directly from the lake for reduced waterbill &a durable metal roof designed for decades of drama free ownership. Kelso on Lake Butler is one of Windermere’s most sought-after luxury lakefront communities,known for its canopy oak-lined streets,estate homes and unmatched access to the Butler Chain of Lakes.Tucked away in one of Windermere’s best-kept secrets,yet only minutes from top-rated schools, dining, shopping and major attractions,this location perfectly balances tranquility and convenience. This is more than a home,it is a rare legacy property and a true unicorn opportunity in the Windermere luxury real estate market. Opportunities like this are few and far between.Do not miss your chance to own one of Central Florida’s most special lakefront estates.

5624 W Lake Butler Road, Windermere

1118 Estancia Woods Loop, Windermere
$1,985,000
5 Beds ⋅ 5 Baths ⋅ Estancia/Windermere SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. A Masterpiece of Luxury Living in Windermere. Welcome to an extraordinary custom residence in the prestigious community of Estancia at Windermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 in post-construction upgrades, this exceptional 2019 residence is a true showpiece. Offering more than 4,230 square feet of beautifully designed living space, the home features 5 bedrooms, 5 bathrooms, soaring ceilings, designer lighting, expansive walls of glass, and premium finishes throughout. Every detail has been thoughtfully curated to create an atmosphere that is both sophisticated and inviting. At the heart of the home is a spectacular chef's kitchen equipped with Sub-Zero and Wolf appliances, upgraded custom cabinetry, an oversized island, and seamless flow into the spacious living and dining areas—perfect for everyday living and effortless entertaining. A butler’s bar with wine refrigerator and thoughtfully outfitted pantry add convenience for entertaining, while the adjoining living and dining spaces feature decorative wood detailing and a striking fixed RH mirror. The luxurious first-floor owner's suite serves as a private retreat, complete with a spa-inspired bath and oversized custom walk-in closet. Additional highlights include a private executive office / 5th bedroom, formal dining room, upstairs loft, media/flex room, oversized laundry room, and abundant storage. Step outside to your own private resort. Outdoor living is a defining feature - the professionally designed backyard features a heated saltwater pool, elegant 3,000 SqFt Travertine deck, covered lanai, fully equipped summer kitchen, lush tropical landscaping, and a fully fenced yard—creating the perfect setting for relaxing weekends or unforgettable gatherings. Luxury is matched by intelligent design with a $70,000 whole-home solar energy system and automatic backup generator, providing exceptional efficiency, long-term savings, and uninterrupted comfort during Florida's storm season. Completing the property are a three-car garage, concrete tile roof, impeccable landscaping, and striking curb appeal. Located within the Town of Windermere, residents enjoy exclusive amenities including private tennis courts, boating access to the Butler Chain of Lakes, parks, playgrounds, dog parks, walking trails, and year-round community events. Just minutes away are championship golf courses, premier private schools, upscale shopping, fine dining, major highways, and Orlando's world-famous attractions. Estancia at Windermere is one of Central Florida's most desirable luxury communities, known for its estate-sized homesites, beautifully maintained surroundings, and private atmosphere. This is more than a home—it's an exceptional lifestyle. Luxury residences of this caliber rarely become available. Experience one of Windermere's finest addresses and discover a home where every detail has been elevated beyond expectation.

1118 Estancia Woods Loop, Windermere

5067 Sawyer Cove Way, Windermere
$2,100,000
5 Beds ⋅ 4 Baths ⋅ Sawyer Sound SubDv. ⋅ 34786 Zip Code
Rare opportunity to be one of the 20 custom homes of Gated Sawyer Sound.  Each one a stunning architectural masterpiece after another as you drive thru the enclave community. This stunning one-story custom home  will leave you saying "wow" at every turn. Situated on an oversized cul-de-sac lot , this one-of-a-kind residence offers unparalleled curb appeal and fully embraces the Florida lifestyle with thoughtful flowing design in and out, creating the perfect blend of form and function. Pass double entry metal doors to soaring 18-foot ceilings accented by genuine wood beams that create an atmosphere of grandeur and warmth. Expertly laid marble tile flooring gleams throughout, guiding you into the expansive great room anchored by two spa-inspired primary suites on opposite wings for ultimate privacy. The heart of the home features a show-stopping kitchen adorned with hand-selected Cristallo Quartzite countertops featuring integrated uplighting that delivers a dramatic, one-of-a-kind glow. Top-of-the-line Thermador appliances powered by the community's natural gas lines, custom cabinetry, and a massive walk-in pantry—engineered as a FEMA-grade safe room—provide both gourmet functionality and exceptional storage. A dramatic wall of pocketing sliding glass doors seamlessly blends indoor and outdoor living, perfect for effortless entertaining. This opens to a sprawling covered lanai with tongue-and-groove ceilings and a cozy gas fireplace, overlooking a large saltwater heated pool with extensive travertine decking and a cabana-style summer kitchen that remains with the home. The generous lot—one of the largest in this intimate 20-home community—offers ample space for a private backyard oasis despite the impressive pool footprint. Additional premium features include ENTIRE HOME IS A SMART HOME, all lighting, pool,ac, audio and video controlled in the palm of your hand anywhere you are in the world ! A whole-home water filtration system, a Briggs & Stratton whole-home natural gas generator, spray foam insulation, a tile roof, and energy-efficient windows for comfort and efficiency too. The oversized CLIMATE CONTROLLED three-car garage boasts soaring ceilings (ideal for lifts), epoxy flooring, built-in storage cabinets, and an EV charger. Located in a highly sought-after K-12 school district, this property sits directly across from Windermere Preparatory School with Foundation Academy just minutes away. Residents enjoy convenient access to world-class shopping, dining, and entertainment in every direction, plus quick commutes via the 429 expressway and proximity to Disney's front gates. This Architectural Digest-worthy masterpiece was thoughtfully crafted as a personal vacation home by a professional interior designer who spared no detail. Custom silk draperies convey with the sale, and all like-new furniture is negotiable. Opportunities like this rarely arise in Sawyer Sound—don't miss your chance to own a true Florida luxury retreat that combines elegance, functionality, and resort-style living at its finest. Added bonus and peace of mind, home is priced 6 figures below appraisal for new buyer !

5067 Sawyer Cove Way, Windermere

13936 Eden Isle Boulevard, Windermere
$635,000
4 Beds ⋅ 4 Baths ⋅ Eden Isle SubDv. ⋅ 34786 Zip Code
Welcome to 13936 Eden Isle Blvd, where comfort, space, and modern updates come together in one of Windermere’s desirable and sought after gated communities - Eden Isle. Step into a fresh chapter of elevated living with this beautifully updated 4-bedroom, bonus room, 3.5-bathroom residence offering approximately 2,675 square feet of thoughtfully designed living space. The open and functional floor plan creates the perfect balance for both everyday living and effortless entertaining. The first floor features a seamless flow between the kitchen, dining, and living areas, all enhanced by a blend of vinyl and tile flooring. The sleek kitchen showcases stainless-steel appliances, generous counter space, and brand-new cabinetry with elegant granite countertops, creating a stylish and functional centerpiece of the home. Upstairs, three well-proportioned bedrooms, including a secondary suite, offer comfort, privacy, and a versatile layout ideal for family or guests. The upper level provides a bright and functional living arrangement designed for everyday convenience. The spacious primary suite is located on the main level and features dual vanities, a separate shower, and generous closet space, creating a relaxing private retreat. A versatile bonus room located near the entry adds exceptional flexibility—ideal as a home office, media room, playroom, or additional lounge space. A first-floor laundry room adds everyday convenience, while the attached two-car garage and extended driveway provide ample parking. Recent upgrades include a new roof (2021), downstairs A/C unit replacement (2021), new water heater (2024), new exterior paint (April – May 2026), new carpet fully replaced upstairs and in the downstairs primary suite creating a fresh and cohesive interior feel (April – May 2026), and full kitchen and bathroom cabinetry upgrades with granite countertops (April – May 2026), delivering both style and long-term peace of mind. Outdoor living is just as inviting, with front and back porches perfect for morning coffee or evening relaxation, all set within a well-maintained community environment. Perfectly positioned in Windermere, known for its A-rated schools. The residents from Eden Isle Community enjoy gated security, a private boat dock with canal access to Lake Speer, and a prime location just outside the Summerport shopping plaza and Publix. You’re also minutes from Winter Garden Village, top-rated schools, grocery stores, dining, and major conveniences. This move-in-ready Windermere home delivers the ideal combination of location, upgrades, and lifestyle—an opportunity not to be missed. Schedule your showing today.

13936 Eden Isle Boulevard, Windermere

6412 Golden Dewdrop Trail, Windermere
$520,000
3 Beds ⋅ 3 Baths ⋅ Windermere Lndgs Ph 02 SubDv. ⋅ 34786 Zip Code
RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The result is a flexible floor plan ideal for families, remote work, guests, or a growing household. Pride of ownership shines throughout this one-owner home. Elegant porcelain tile flooring, custom wood accent walls, designer finishes, and abundant natural light create a sophisticated yet welcoming atmosphere. Every detail has been carefully maintained and thoughtfully enhanced. The location is simply unmatched. Enjoy a short walk to the community pool and playground, while being just minutes from top-rated schools, shopping, dining, and everyday conveniences. Disney, major attractions, and Orlando's world-class entertainment are only a short drive away. Whether you're searching for a primary residence, a relocation home, or an investment in one of Central Florida's most sought-after areas, this property delivers the perfect combination of location, upgrades, functionality, and value. Homes offering this level of quality, flexibility, and proximity to Windermere Prep rarely become available. Schedule your private showing today.

6412 Golden Dewdrop Trail, Windermere

11434 Jasper Kay Terrace Unit 106, Windermere
$300,000
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2 bathrooms, this condo which is in perfect condition of care and maintenance, offers a spacious and open layout that perfectly combines the kitchen, dining and living areas, ideal for both everyday life and entertaining. The master suite, located to one side for privacy, has a generous bathroom with a garden-style tub/shower and a large walk-in closet. The kitchen is beautifully equipped with wood cabinets. On the opposite side, you will find the secondary bedrooms along with the second bathroom, a convenient laundry closet and ample storage space throughout. The gated resort-style community includes a clubhouse, pool, fitness room, walkways, green areas, parks, sports areas, on-site management and valet trash service, ensuring convenience and comfort. Located in the heart of Windermere in a strategic location just minutes from Walt Disney World and Downtown Winter Garden, easy access to major streets and highways that bring you closer to other important areas of the city and other local attractions such as Universal Studios, it is close to Publix, shops, restaurants and stores.

11434 Jasper Kay Terrace Unit 106, Windermere

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34786 Windermere FL Homes for Sale

34786 At a Glance

The 34786 zip code covers Windermere, an upscale town in Southwest Orange County, Florida, on the Butler Chain of Lakes.
Communities: Isleworth, Keene's Pointe, the historic Town of Windermere, Windermere Downs, Lake Butler Sound, and Reserve at Lake Butler Sound.
Schools (zoning is address-specific, so confirm via OCPS Find My School): Olympia High and Windermere High; Gotha Middle and Bridgewater Middle; and Windermere Elementary.
Lifestyle & landmarks: the Butler Chain of Lakes, Isleworth and Keene's Pointe golf, and the historic Town of Windermere's brick streets and Friday market.
Access: Conroy-Windermere Road, Apopka-Vineland Road (CR 535), Winter Garden- Vineland Road, and SR 429.

34786 Zip Code Homes For Sale By Price Range

Browse Windermere Properties by Price Category
Property Type Price Range Bedrooms Area
34786 Condos & Townhomes Under $600,000 2-3 34786 Windermere, FL
34786 Single-Family Homes $600,000-$1,000,000 3-4 34786 Windermere, FL
34786 Move-Up & Gated Homes $1,000,000-$2,500,000 4-5 34786 Windermere, FL
34786 Lakefront & Isleworth Estates Over $2,500,000 5-8+ 34786 Windermere, FL

34786 Market Data

Current market conditions for Windermere's 34786 zip code, calculated from Orange County MLS data. Sale price and days on market cover homes that closed in July 2026; active listings is a current count.

Active Listings
236
Median Sale Price
$839,500
Homes Sold (July)
70
Average Days on Market
54

Windermere 34786 Community Highlights

Butler Chain of Lakes

A dozen connected spring-fed lakes prized for water-skiing, boating, and some of Central Florida's finest lakefront estates.

Isleworth & Keene's Pointe

Guard-gated golf communities with championship courses, home to executives and athletes.

Historic Town of Windermere

The small incorporated town keeps its canopy oaks, unpaved sand-brick streets, and a popular Friday farmers market.

Top-Rated Schools

Zoned mainly to Olympia and Windermere High, Gotha and Bridgewater Middle, and Windermere Elementary (zoning is address-specific).

Luxury & Estates

Gated estates and custom lakefront homes range well into the multimillions, among the highest-value in Orange County.

Prime Location

Minutes from Dr. Phillips' Restaurant Row, Disney, and SR 429 for the whole metro.

Frequently Asked Questions About 34786 Windermere

Where is the 34786 zip code?

34786 is Windermere, an upscale town in Southwest Orange County, FL, on the Butler Chain of Lakes between Dr. Phillips, Winter Garden, and Walt Disney World, about 20 minutes from downtown Orlando.

What schools serve the 34786 zip code?

Because 34786 spans several OCPS attendance zones, the assigned schools depend on the exact address. Use the OCPS Find My School locator to confirm. The area is zoned mainly to Olympia and Windermere High; Gotha and Bridgewater Middle; and Windermere Elementary.

What is Isleworth?

Isleworth is a guard-gated luxury golf community in 34786 on the Butler Chain of Lakes, known for championship golf and multimillion-dollar estates owned by executives and athletes.

Is there lakefront real estate in 34786?

Yes. Windermere is built around the Butler Chain of Lakes, with some of Central Florida's most sought-after lakefront estates in Isleworth, Keene's Pointe, and Lake Butler Sound.

Why is Windermere so desirable?

Windermere combines the Butler Chain of Lakes, guard-gated golf communities, a historic small-town core, top-rated schools, and a prime location near Dr. Phillips and Disney.

How far is 34786 from Walt Disney World?

Windermere 34786 is roughly 15 minutes from Walt Disney World via Winter Garden-Vineland Road and SR 429.

Explore Nearby Zip Codes

32836 Lake Buena Vista

Disney-adjacent gated and lakefront communities, southeast of Windermere

32819 Dr. Phillips

Upscale Dr. Phillips and Bay Hill, east of Windermere

34787 Winter Garden

Historic downtown and Horizon West new communities, northwest of Windermere

34734 Gotha

Small historic community with large lots, north of Windermere

32835 Orlando

The master-planned MetroWest community, northeast of Windermere

Windermere Homes for Sale

Every active listing in Windermere, not just this zip code

View All Orange County Zip Codes

Complete guide to all Orange County areas

Your 34786 Windermere Real Estate Experts

Brenden Rendo and his team specialize in Windermere 34786. We track the market every week with ORRA and Stellar MLS data, and we know the gated and lakefront communities: Isleworth, Keene's Pointe, the Butler Chain, and the historic Town of Windermere. Buyers get help with lakefront and gated-community due diligence, luxury and estate analysis, and school zoning; sellers get pricing built on a real comparative market analysis, not a Zillow Zestimate.

Prefer to talk? Call (407) 616-9019, contact our team, or register for free market reports.