Windermere FL Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
3,135
Status:
Active
MLS#:
O6341557
Type:
Single Family
Subdivision:
Lake Butler Estates
Lot size:
1 Acres
Year built:
1988
A broker reciprocity listing Courtesy: JULIAN PROPERTIES, INC. 407-291-4900
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ADDITIONAL INFORMATION

Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet.

Beds:
3
Baths:
5.00
Sq.Ft.:
4,262
Status:
Active
MLS#:
O6339134
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.17 Acres
Year built:
2007
A broker reciprocity listing Courtesy: HOUWZER INC 267-765-2080
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ADDITIONAL INFORMATION

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional 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.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,078
Status:
Active
MLS#:
O6339207
Type:
Single Family
Subdivision:
West Point Commons
Lot size:
0.19 Acres
Year built:
2003
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Step into the pinnacle of comfort and ease in this gated community of Eden Isle, nestled in the picturesque town of Windermere. This stunning 4-bedroom single-family home exemplifies refined living and thoughtful design at every turn. Upon entry, be greeted by the dedicated home office, seamlessly merging work and lifestyle needs for modern living. With its high ceilings, the family room exudes an open and airy ambiance, perfect for relaxation or gatherings. The main bedroom on the first floor offers a serene retreat, while the second floor unveils a unique teen suite, ideal for guests, play, or study. The heart of the home is the well-appointed kitchen, seamlessly connecting to the living area, creating a culinary haven for entertaining or everyday enjoyment. Outside, the spacious deck looks out to the fenced expansive backyard, adorned with trees, beckons you to unwind and entertain amidst nature's beauty. Eden Isle's amenities include a playground, private boat ramp, and lush parks, all with a low HOA, ensuring a hassle-free lifestyle. Best school district in centrol FL area, A-rated schools from elementaty to High school nearby elevate the appeal for families, while proximity to shops and restaurants adds to the convenience of this prime location. Welcome to your Windermere sanctuary, where every detail has been meticulously curated for a harmonious blend of comfort and sophistication. Welcome home.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
TB8421056
Type:
Single Family
Subdivision:
Lake Roper Pointe
Lot size:
1.76 Acres
Year built:
2001
A broker reciprocity listing Courtesy: EPIQUE REALTY, INC. 888-893-3537
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,092
Status:
Active
MLS#:
O6338130
Type:
Single Family
Subdivision:
Windermere Trls Ph 1c
Lot size:
0.1 Acres
Year built:
2014
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!

Beds:
6
Baths:
9.00
Sq.Ft.:
8,305
Status:
Active
MLS#:
O6336879
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.51 Acres
Year built:
2011
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

Welcome to 9721 Carillon Park Dr, Windermere, FL 34786 - a stunning FULLY FURNISHED (furniture included-with exception of a few items) , professionally designed 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.

Beds:
6
Baths:
4.00
Sq.Ft.:
3,894
Status:
Active
MLS#:
O6336496
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.46 Acres
Year built:
2000
A broker reciprocity listing Courtesy: GAILEY ENTERPRISES REAL ESTATE 770-733-2596
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
5.00
Sq.Ft.:
2,991
Status:
Active
MLS#:
O6337094
Type:
Single Family
Subdivision:
Windermere Sound Ph 2
Lot size:
0.16 Acres
Year built:
2015
A broker reciprocity listing Courtesy: SERHANT 786-296-8626
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ADDITIONAL INFORMATION

Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Freshly painted, and brand new luxury vinyl floors. Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant space, and its own entrance—ideal for guests, extended family, or even as a potential rental. Step inside to discover thoughtfully designed living spaces, featuring bright, open layouts that flow seamlessly from room to room. The spacious open-concept layout flows seamlessly from the spacious and well equipped kitchen to the living and dining areas, perfect for family gatherings or hosting friends. The kitchen features granite countertops, stainless steel appliances, and a large island to create memorable moments with loved ones. The main-floor master suite offers ultimate convenience and luxury, complete with a spa-like en suite, double vanity, and plenty of space to unwind. Upstairs, discover a versatile loft—ideal for a home office or secondary family room—plus three additional spacious bedrooms, a convenient laundry room. Above the garage you will find an extraordinary private suite. And just a few miles away you can enjoy Magic Kingdom fireworks! The Windermere Sound community provides resort-style amenities, including a pool, tennis courts, basketball courts, and more. With shopping, dining, and top-rated schools just minutes away, this home truly has it all. Live the Windermere lifestyle and experience the magic every day!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,751
Status:
Active
MLS#:
S5132324
Type:
Single Family
Subdivision:
Reserve At Lake Butler Sound
Lot size:
0.54 Acres
Year built:
2004
A broker reciprocity listing Courtesy: THE AGENCY ORLANDO 407-951-2472
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ADDITIONAL INFORMATION

Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-story pool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomes you with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns. As you enter through the grand beveled glass French doors, you’re immediately greeted by soaring cathedral ceilings and sweeping views through the family room to the screened pool and spa beyond. The formal living and dining areas feature stately archways, tray ceilings, and designer lighting, creating a refined space for entertaining. The heart of the home is the gourmet kitchen, designed with the chef in mind. Outfitted with granite countertops, a large breakfast bar, and a sunny dinette space, it flows effortlessly into the family room where a natural gas fireplace and rich wood floors add warmth and charm. The spacious Owners Suite is tucked away for privacy, offering a tranquil retreat with travertine flooring, dual walk-in closets, a luxurious ensuite bath with double vanities, a large walk-in shower with dual heads, and a built-in wet bar. A flexible sitting area just outside the suite can serve as a home office, reading nook, or nursery. Bedrooms two, three, and four offer generous space and privacy, including a jack-and-jill bath and an additional full hallway bath. A dedicated office near the front of the home can easily serve as a fifth bedroom if needed. Additional highlights include a powder room, oversized laundry room, and a 3-car courtyard-style garage. Unwind on the ceramic-tiled pool deck surrounded by tranquil landscaping and dramatic lighting, offering a peaceful backdrop for evenings outdoors. Residents enjoy exclusive access to a community fishing pier on Lake Butler and a charming garden park, all just minutes from top-rated public and private schools, downtown Windermere, major roadways, Disney, and upscale shopping and dining.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,113
Status:
Active
MLS#:
O6332021
Type:
Townhouse
Subdivision:
Vineyards/horizons West Ph 4
Lot size:
0.1 Acres
Year built:
2019
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY 407-203-0007
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ADDITIONAL INFORMATION

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!

Open House:

Sunday, 1/4 1:00-4:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
3,094
Status:
Active
MLS#:
O6334030
Type:
Single Family
Subdivision:
Vineyards/horizons West Ph 1b
Lot size:
0.24 Acres
Year built:
2014
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-392-1800
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ADDITIONAL INFORMATION

LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Vineyards of Horizon West community offers modern design, a private conservation view, and top-rated Windermere schools - all under $700K. Step inside to discover a spacious open-concept floor plan featuring acacia engineered hardwood flooring throughout (no carpet), tall ceilings, and abundant natural light. The gourmet kitchen includes upgraded cabinetry, granite countertops, stainless-steel appliances and a NATURAL GAS COOKTOP, opening seamlessly to a large living and dining area - perfect for entertaining or family gatherings. The first-floor flex room offers endless versatility as a home office, playroom, or guest suite. Upstairs, the primary suite features a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower, while two additional bedrooms and a loft provide space for everyone. Enjoy peaceful mornings on your screened-in lanai overlooking a private conservation lot - no rear neighbors! The HOA includes lawn maintenance, community pool, playground, and trails, offering a low-maintenance lifestyle in one of Central Florida’s most desirable zip codes. Recent updates include fresh exterior paint (2024) and a tankless water heater (2023), ensuring both style and reliability for years to come. Located just minutes from Disney World, Restaurant Row, Downtown Orlando, Winter Garden Village, and Orlando International Airport, this home combines luxury, location, and lifestyle in one perfect package. Easy access to SR-429, Florida Turnpike, and I-4 makes commuting a breeze. Whether you’re a local buyer searching for a move-in-ready home in Windermere or relocating to Central Florida, this home offers the ideal balance of privacy, convenience, and community.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,805
Status:
Active
MLS#:
O6333319
Type:
Single Family
Subdivision:
Windermere Town
Lot size:
0.23 Acres
Year built:
1913
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Luxury Lakefront Living in Downtown Windermere Fresh Opportunity on Lake Bessie. Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before breakfast, and ending each day with sunsets that paint the sky—this is everyday life at 311 E 8th Avenue. Tucked within one of Central Florida’s most desirable communities, this home offers unmatched privacy, no HOA, and timeless design with modern updates. A screened front porch sets a relaxed tone, leading into an open floor plan that blends comfort and sophistication. The chef’s kitchen with stainless steel appliances, natural gas range, and custom cabinetry opens to sunlit gathering spaces that overlook the lake, creating an effortless flow for entertaining. A cozy fireplace anchors the dining area, framed by windows with views of the koi pond and rock waterfall. Two main-floor ensuite bedrooms provide convenience for family or guests, while the upstairs primary suite feels like a private sanctuary with panoramic views of Lake Bessie and Isleworth Golf Course, a spa-inspired bath, and a spacious walk-in closet. Outside, life slows down. Start your mornings lakeside with coffee and birdsong, spend afternoons fishing or paddle-boarding from your own shoreline, and wind down by the firepit under the stars. Recent updates—50-year architectural roof, Carrier AC units, new flooring, water softener, updated drain field, and fresh paint inside and out—offer peace of mind for years to come. Here, every day feels like a getaway. Windermere’s golf cart-friendly lifestyle puts you steps from weekly farmers markets, local cafés, food truck Fridays, and the Butler Chain of Lakes. Zoned for top-rated schools and only minutes from Winter Garden, Dr. Phillips, and Disney, this rare property blends luxury, lifestyle, and lakefront living in one unforgettable home. Your lakefront story begins here. Schedule your private tour today. One or more pictures are virtually staged.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,013
Status:
Active
MLS#:
O6332988
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.45 Acres
Year built:
2001
A broker reciprocity listing Courtesy: KEENE'S POINTE REALTY 407-876-8879
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ADDITIONAL INFORMATION

Welcome to Keene’s Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack Nicklaus Signature Golf Course and across from the lakefront mansions that line this quiet cul-de- sac on Greatwater Drive. This 4BR/4Full Bath/1 Half Bath golf course estate home exudes warmth from the gorgeous hardwood floors and abundant natural light. You will find your main living area on the first floor with an inviting Kitchen-Family Room combination that opens to a gorgeous pool and golf course with sunset views. Recently remodeled with all top of the line Wolf Double Ovens, Sub-Zero Refrigerator gas cooktop and two refrigerator drawers built in to the kitchen cabinetry! Very cool! Additionally, the formal dining room is connected with butler’s pantry/Miele expresso coffee bar to serve you, as well Two wine chillers, and a spacious home office is located just across the foyer. You will also find one bedroom with full bath and a formal living room on the main floor with both opening up to the covered patio & pool area. The Primary and two other Ensuite Bedrooms are located upstairs, and all enjoy access to an enormous rear balcony that stretches the full width of the house with stunning sunset views and panoramic golf course vistas of the wide 17th fairway of this beautiful signature golf course. A spacious laundry room is also located upstairs. All Bathrooms and the Kitchen have been remodeled. Kitchen has brand new top of the line stainless steel appliances: Wolf gas cooktop, Sub-Zero refrigerator, Bosch dishwasher and two cabinet-built in refrigerator drawers which are so handy! New carpet in all bedrooms, fresh interior paint and all new LED lights throughout. New Roof in 2023 and New AC for the upstairs in 2024. Fabulous, covered pool area with paver deck is a great spot to watch the sunset and enjoy the fabulous golf course views from this nearly one half acre homesite. The large swing on the patio is a delight and makes life worth living! Sit back, relax and enjoy!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,779
Status:
Active
MLS#:
O6330691
Type:
Townhouse
Subdivision:
Legado
Lot size:
0.08 Acres
Year built:
2019
A broker reciprocity listing Courtesy: WRA BUSINESS & REAL ESTATE 407-512-1008
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ADDITIONAL INFORMATION

Welcome to this spacious 3-bedroom, 2.5-bath townhome located in one of Windermere’s most peaceful and family-friendly communities. This property stands out as one of the largest interior models in the neighborhood, offering generous living space and functional design ,perfect for families or anyone looking for extra comfort. The home features a bright and open floor plan, a large living and dining area, and a modern kitchen with stainless steel appliances and ample cabinetry. The upstairs includes a convenient indoor laundry room, adding privacy and ease to your daily routine. The primary suite offers a walk-in closet, and the two additional bedrooms are spacious, each with their own closets and plenty of natural light. Enjoy quiet evenings or morning coffee on your front porch, and take in the nightly views of Disney fireworks ,a magical benefit of living in this area. The community includes sidewalks, green spaces, playgrounds, and is just minutes from top-rated schools, major highways, shopping, and dining. Don’t miss the opportunity to live in one of the most desirable and growing areas of Windermere. Schedule your private showing today!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,297
Status:
Active
MLS#:
S5132123
Type:
Single Family
Subdivision:
Windermere Trls Ph 3b
Lot size:
0.09 Acres
Year built:
2017
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting, and custom window blinds throughout. The gourmet kitchen is equipped with stainless steel KitchenAid appliances, granite countertops, and a stylish backsplash. Laminate floors and LED-lit cabinetry enhance the home’s modern elegance. Outside, enjoy a fully renovated fence, a paved terrace, and stone walkways, creating the perfect outdoor living space. Located just minutes from Disney parks, restaurants, and major shopping centers, this home is a prime opportunity for savvy investors or first-time buyers ready to make this their dream home. Don’t miss out on the chance to combine financial stability with the unmatched appeal of Disney-area living!

Beds:
9
Baths:
16.00
Sq.Ft.:
20,445
Status:
Active
MLS#:
O6333091
Type:
Single Family
Subdivision:
Windsor Hill
Lot size:
2.5 Acres
Year built:
2025
A broker reciprocity listing Courtesy: CITARELLI REALTY GROUP LLC 321-607-3586
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ADDITIONAL INFORMATION

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

Beds:
4
Baths:
4.00
Sq.Ft.:
4,676
Status:
Active
MLS#:
O6333377
Type:
Single Family
Subdivision:
Westover Reserve Ph 02
Lot size:
0.37 Acres
Year built:
1999
A broker reciprocity listing Courtesy: REAL BROKER, LLC 855-450-0442
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ADDITIONAL INFORMATION

Discover this beautifully updated 4-bedroom, 4-bathroom home tucked inside the exclusive gated community of Westover Reserve in Windermere, renowned for its tree-lined streets and serene setting. This home seamlessly blends spacious living with exceptional craftsmanship and thoughtful design throughout. Upon entering, you’re welcomed by a bright, open floor plan that showcases a recently renovated kitchen with high-end appliances, custom cabinetry, and elegant countertops that are perfect for both everyday living and entertaining. The kitchen flows effortlessly into the family room, creating an inviting space for gatherings. The primary suite serves as a peaceful retreat, featuring a luxurious, spa-like en-suite bathroom. Each of the additional bedrooms offers comfort and privacy, while all bathrooms have been updated with modern finishes. Outside, enjoy your own private backyard oasis, complete with a pool, outdoor kitchen, and ample space to relax or entertain. Nestled within a quiet, gated community, this home offers true storybook living. Schedule your private showing today and see for yourself.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,239
Status:
Active
MLS#:
G5100373
Type:
Single Family
Subdivision:
Palms At Windermere
Lot size:
0.17 Acres
Year built:
2024
A broker reciprocity listing Courtesy: OLYMPUS EXECUTIVE REALTY INC 407-469-0090
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. 4 Beds 2.5 Baths 2-Car Garage Oversized Lot Move-In ReadyWelcome to the Tidewater– a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.2.5 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.: Extra space for a future pool, garden, or play area—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, no incentives apply.

Beds:
6
Baths:
5.00
Sq.Ft.:
4,571
Status:
Active
MLS#:
G5100372
Type:
Single Family
Subdivision:
Palms At Windermere
Lot size:
0.16 Acres
Year built:
2024
A broker reciprocity listing Courtesy: OLYMPUS EXECUTIVE REALTY INC 407-469-0090
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Step into your next home at the Sweetwater in Palms at Windermere. With over 4,400 square feet, this expansive two-story floorplan offers six bedrooms and four and a half baths, blending luxury and function for today’s modern living. On the first floor, the owner’s suite is a private retreat with dual walk-in closets and a spa-inspired bath. A flex room gives you space for a home office or creative studio, while a hobby/work area near the two-car garage adds even more functionality. The open-concept great room, filled with sunlit walls in warm ivory tones, flows seamlessly into the dining room and gourmet kitchen, where espresso cabinetry, quartz counters, and stainless steel finishes create a striking contrast. Just beyond, sliding glass doors open to the covered patio... the perfect spot to enjoy Florida’s golden evenings. Upstairs, five additional bedrooms, most with walk-in closets, connect through airy corridors in calming dove gray hues. Multiple bonus spaces invite possibilities: a game room, media center, or fitness studio... whatever lifestyle your family envisions. Beyond the front door, Palms at Windermere offers more than a community... It’s a way of life. Picture tree-lined streets, emerald-green lawns, shimmering lake views, and walking paths with surrounding conservation. Top-rated schools, boutique shopping, vibrant dining, and downtown Orlando are just minutes away, bringing both convenience and charm to your everyday life. Schedule your private showing today and experience how the Sweetwater brings together comfort, sophistication, and timeless Windermere living. COMMUNITY DETAILS: Experience Life with Style, Serenity, and Sophistication at Palms at Windermere Imagine waking up each day to the gentle breeze off a sparkling lake, surrounded by tree-lined streets and the timeless charm of Windermere. At Palms at Windermere, this lifestyle isn’t a getaway—it’s home. Crafted by Dream Finders Homes, this exclusive enclave offers a limited collection of beautifully designed single-family homes, where every detail speaks to quality and comfort. Step inside to discover spacious open-concept living, gourmet kitchens perfect for entertaining, and serene owner’s suites that feel like a private retreat. Beyond your doorstep, nature and community come together. Take an evening stroll along scenic trails or unwind in your backyard oasis. With top-rated schools, upscale shopping, vibrant dining, and downtown Orlando just minutes away, Palms at Windermere brings the best of Central Florida to your doorstep—without compromising peace or privacy. Whether you're raising a family, working remotely, or simply seeking a refined place to call home, this is where life elevates. Ready to experience the elegance for yourself? Schedule a private tour today and discover why so many are choosing to call Palms at Windermere home.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,877
Status:
Active
MLS#:
O6336655
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.24 Acres
Year built:
1986
A broker reciprocity listing Courtesy: WRA BUSINESS & REAL ESTATE 407-512-1008
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,548
Status:
Active
MLS#:
O6346003
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.69 Acres
Year built:
1990
A broker reciprocity listing Courtesy: ISLEWORTH REALTY LLC 407-909-9000
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,555
Status:
Active
MLS#:
O6330995
Type:
Single Family
Subdivision:
Providence
Lot size:
0.17 Acres
Year built:
2003
A broker reciprocity listing Courtesy: THE SIMON SIMAAN GROUP 407-558-1396
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,557
Status:
Active
MLS#:
O6328889
Type:
Single Family
Subdivision:
Reserve At Lake Butler Sound
Lot size:
0.34 Acres
Year built:
2004
A broker reciprocity listing Courtesy: ALL REAL ESTATE & INVESTMENTS 407-917-8206
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ADDITIONAL INFORMATION

Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere’s most beautiful, gated communities. Boasting 3,557 square feet of thoughtfully designed living space, this Spanish Colonial-style home blends timeless elegance with modern comfort. Step inside to discover spacious living areas, rich architectural details, and a seamless flow ideal for both everyday living and entertaining. The heart of the home opens to a screened-in pool and expansive fully fenced yard. The desirable floor plan offers privacy and functionality, while the primary suite provides a luxurious retreat with spa-like features. With a 3-car garage, ample natural light, and high-end finishes throughout, this home checks every box. Located in the highly sought-after Reserve at Lake Butler Sound, you’ll enjoy 24-hour guard-gated security, serene lakeside ambiance, and close proximity to top-rated schools, dining, and the best of Windermere living.

Open House:

Sunday, 1/4 12:00-4:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
2,077
Status:
Active
MLS#:
O6330497
Type:
Single Family
Subdivision:
Glenmuir 48 39
Lot size:
0.42 Acres
Year built:
2002
A broker reciprocity listing Courtesy: CORE REAL ESTATE GROUP 407-375-2849
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ADDITIONAL INFORMATION

This must-see home is ready to welcome you to the exclusive and upscale gated subdivision of Glenmuir. This spacious property is in an A-rated school district just minutes from Disney, Universal, Sea World, Downtown Windermere, and Winter Garden. Located on a quiet cul-de-sac with nearly half an acre to customize to your taste, it has been over 10 years since one of these 2077 sq ft models has come on to the market. Enter through the double front doors to the open-concept great room that features a retractable sliding glass door to extend your space to the 350 sq ft covered and enclosed patio. The sizable kitchen is equipped with solid wood cabinetry, abundant storage, white quartz countertops (2022), stainless steel appliances, and an eat-in breakfast nook. The large primary suite has an expansive walk-in closet, an oversized bathroom with beautiful glass block window, separate vanities, garden tub, and private water closet. The remaining two bedrooms are a generous size with beautiful natural views. The guest bath is recently remodeled with an upgraded custom shower. The home is meticulously maintained by (original owner) with a BRAND-NEW Spanish tile roof installed in (JULY 2025), sprinkler system upgraded in (June 2025), hot water heater installed in (2020), and A/C replaced in (2017), along with all new blown insulation, new dishwasher (Oct 2025). You will also enjoy the long driveway which can fit at least 6 cars for entertaining. Enjoy the amenities of this well-established and treed neighborhood, including a community park with a playground, basketball courts, and covered picnic area. This home is perfectly situated nearby to major highways including the 408, 429, I-4, and Florida’s Turnpike, and is located near world-famous shopping outlets, golf, and attractions. Don’t miss out on this perfect opportunity to call Central Florida your home. ***Did we mention the new 50k roof ? *** You will also find the home inside and out is painted with Sherwin Williams. There is an extra large drainfield added, and comfort height commode added in both bathrooms.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,618
Status:
Active
MLS#:
G5099846
Type:
Single Family
Subdivision:
Lake Buynak Estates
Lot size:
1.3 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111
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ADDITIONAL INFORMATION

Back on market—buyer withdrew for personal reasons, not due to any home-related issues. Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened porches, and a wood-burning fireplace, the home provides a solid framework for renovation, rental use, multigenerational living, or a future custom build. Upgrades include energy-efficient double-paned windows and a dual septic system with an expanded drain field, enhancing functionality and long-term value. The expansive 1.3-acre lot allows for substantial expansion, an ADU, or complete redevelopment in an area surrounded by high-end homes near Lake Butler. With optional HOA membership and no Windermere city restrictions, the property offers freedom that is rarely available in this ZIP code. Located minutes from Disney, Universal, shopping, dining, and major roadways, it combines convenience with the space and privacy acreage buyers crave. Owner financing may be considered. Explore the potential this unique property provides and imagine the possibilities.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Windermere Real Estate

Windermere is located in Florida. Windermere, Florida has a population of 3,046. Windermere is more family-centric than the surrounding county with 31.63% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Windermere, Florida is $131,392. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere is 52.9 years.

Windermere Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 48.8 degrees. The average rainfall is approximately 51.5 inches per year, with 0 inches of snow per year.

Windermere Map

Windermere Real Estate Market Conditions

  • Median sales price

    $760,000
    29.6%
    change since last quarter
  • # Active listings

    219
    30-day change

Windermere Schools and Demographics

Education near Windermere, FL

City County
High School Graduates 97.9 89.47
College Degree - 2 year 5.91 11.45
College Degree - 4 year 68.16 35.7
Graduate Degree 17.43 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Windermere, FL

Grades Students P/T Ratio ZIP
Bay Meadows Elementary School PK - 05 578 15.6 32836
Dillard Street Elementary School PK - 05 742 15.5 34787
FLVS Full Time K-8 KG - 08 3,868 30.2 32835
Keenes Crossing Elementary School PK - 05 1,191 15.3 34786
Kids Community College Charter KG - 05 141 14.1 34734
Lake Whitney Elementary School PK - 05 598 14.9 34787
Metrowest Elementary School PK - 05 1,515 16.5 32835
Montessori of Winter Garden Charter KG - 08 205 15.8 34787
Oak Hill Elementary School PK - 05 485 13.9 32835
Orlo Vista Elementary School PK - 05 604 15.9 32835
Sand Lake Elementary School PK - 05 559 14 32836
Sunridge Elementary PK - 05 720 15.7 34787
Sunset Park Elementary School PK - 05 1,242 15 34786
Tildenville Elementary School PK - 05 540 14.6 34787
Whispering Oak Elementary School PK - 05 812 16.2 34787
William Frangus Elementary PK - 05 619 14.1 32835
William S Maxey Elementary PK - 05 271 12.9 34787
Windermere Elementary School PK - 05 753 15.7 34786
Windy Ridge K-8 PK - 08 1,144 14.3 32835

Middle Schools near Windermere, FL

Grades Students P/T Ratio ZIP
Bridgewater Middle School 06 - 08 1,373 19.1 34787
Chain of Lakes Middle School 06 - 08 1,285 17.4 32835
FLVS Part Time 6-8 06 - 08 0 32835
Gotha Middle School 06 - 08 1,272 19 34786
Lakeview Middle School 06 - 08 1,032 16.6 34787
Sunridge Middle 06 - 08 1,260 19.7 34787

High Schools near Windermere, FL

Grades Students P/T Ratio ZIP
FLVS Full-Time 9-12 09 - 12 2,240 32835
FLVS Part Time 9-12 09 - 12 0 32835
Olympia High School 09 - 12 2,990 22.3 32835
West Orange High School 09 - 12 3,835 21.5 34787

Ungraded Schools near Windermere, FL

Grades Students P/T Ratio ZIP
* Sunshine High Charter 09 - 12 608 43.4 32835
FLVS Part Time K-5 UG - UG 0 32835

Demographics near Windermere, FL

City County
Neighborhood Type
Population 3,046 1,409,949
Population Density 1,591 1,562
Median Age 52.9 35.7
People per Household 2.5 2.9
Median Household Income 131,392 65,784
Average Income per Capita 88,316 33,498

Real estate near Windermere