Windermere FL Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,139
Status:
Active
MLS#:
O6373317
Type:
Single Family
Subdivision:
Windermere Landings
Lot size:
0.12 Acres
Year built:
2012
A broker reciprocity listing Courtesy: ORLANDO PROPERTY ADVISORS 407-808-3695
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ADDITIONAL INFORMATION

Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in ready. With its west-facing, fenced backyard and end-unit location, this home enjoys extra sunlight, a larger lot feel, and an open, airy vibe that’s perfect for everyday living and entertaining. From the moment you arrive, the charming front porch welcomes you with freshly painted exterior, custom coach lighting, and thoughtful upgrades—giving off that “was this a model home?” impression. Step inside to find stunning engineered wood floors throughout the main living area, with the living room overlooking peaceful park views. The open-concept kitchen is a showstopper, featuring dark stainless appliances, 42" maple cabinets, stone counters and backsplash, and seamless flow to the glass French doors leading to the screened-in lanai. Outside, enjoy your private retreat with pavers & turf backyard, pergola, and easy access to the 2-car garage. Upstairs, a versatile loft offers the perfect space for a home office, playroom, or lounge. The spacious primary suite easily fits a king-size bed and includes a walk-in closet and a spa-like bath with dual vanities. If you’re looking for location, lifestyle, and a home that’s been lovingly maintained and upgraded, this is it. Come see why 11675 Snail Kite Way stands out as one of the best opportunities under $600k in Windermere.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,166
Status:
Active
MLS#:
G5105731
Type:
Single Family
Subdivision:
Windermere
Lot size:
0.96 Acres
Year built:
1985
A broker reciprocity listing Courtesy: WEICHERT, REALTORS-HALLMARK PR 352-536-9948
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ADDITIONAL INFORMATION

Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Seller is open to evaluate seller concession credit for upgrades with valid and reasonable offers. The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets. Nearby Schools & Community Amenities Conveniently located near Windermere Elementary School on Park Avenue and the Windermere Recreation Center (Butler Bay), which offers lake access, a boardwalk, playground, picnic areas, and open green space along the Butler Chain of Lakes. Luxury Market Areas & Subdivision Context The Property is surrounded by well-established luxury residential communities with home values frequently exceeding $1,000,000. Nearby communities include Isleworth, Casabella at Windermere, and the Butler Bay / Windermere Club area, reinforcing the strong market fundamentals and long-term desirability of the Park Avenue corridor. Recreation, Shopping & Location Benefits The property offers easy access to area golf courses, parks, walking trails, marinas, and everyday conveniences. Located minutes from dining, shopping, and entertainment along International Drive, with convenient connections to major roadways serving Windermere, Orlando, and surrounding communities. Expanded Marketing Reach The property will be listed through Stellar MLS with potential exposure to reciprocal partner markets, extending visibility beyond Central Florida to support broader buyer outreach. Seller will consider all reasonable offers and terms. Seller will consider flexible closing timeline. Buyers may inspect the home but any repair discussions or credits will be limited to major systems only-specifically the roof and the air conditioning system. Showings available upon request

Beds:
4
Baths:
6.00
Sq.Ft.:
3,519
Status:
Active
MLS#:
O6372842
Type:
Single Family
Subdivision:
Davis Shores
Lot size:
0.27 Acres
Year built:
2020
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY 407-965-1155
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ADDITIONAL INFORMATION

Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes. Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated finishes throughout. The expansive living spaces are filled with natural light and flow seamlessly into a designer kitchen ideal for both entertaining and everyday living. The primary suite offers a serene private retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy for family and guests. Outdoor living is elevated with a private resort-style pool, creating the perfect setting for relaxing or entertaining year-round. Enjoy the convenience of being just a short golf cart ride to charming downtown Windermere, offering boutique shopping, dining, community events, and the weekly farmers market. Located in one of Windermere’s most desirable communities, just minutes from top-rated schools, upscale dining, golf, shopping, and the Butler Chain of Lakes, this home delivers timeless luxury, quality construction, and an unbeatable location. This exceptional home is a rare offering and will not last—schedule your private tour today.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,511
Status:
Active
MLS#:
O6372809
Type:
Single Family
Subdivision:
Windermere Terrace
Lot size:
0.14 Acres
Year built:
2013
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,594
Status:
Active
MLS#:
O6372084
Type:
Single Family
Subdivision:
Lakes/windermere-peachtree
Lot size:
0.18 Acres
Year built:
2004
A broker reciprocity listing Courtesy: DIAMOND REAL ESTATE GROUP 407-279-0448
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ADDITIONAL INFORMATION

**Sellers are offering a 5.5% INTERESTED RATE** Luxury Windermere Home for Sale in Gated Community with New Roof & Windows! Welcome to this stunning 4-bedroom, 3-bathroom home in a sought-after gated Windermere community, offering nearly 3,000 square feet of beautifully designed living space, a 3-car garage, NEW ROOF and NEW WINDOWS. Enjoy nightly Walt Disney World firework views from the front porch and relax in your private backyard retreat, featuring a custom putting green, perfect for golf enthusiasts or outdoor entertaining. Inside, the open-concept floor plan effortlessly connects the living, dining, and kitchen areas, creating an inviting space ideal for both everyday living and hosting guests. Upstairs, a spacious bonus loft provides flexible living options—perfect for a media room, home office, playroom, or additional lounge space. The home has been meticulously maintained and blends modern comfort with timeless style. Residents enjoy resort-style community amenities, including scenic walking paths, a community pool and clubhouse, gazebo, and access to top-rated Windermere schools. Conveniently located less than 3 miles from Walt Disney World Orlando, this home offers the rare combination of peaceful gated living with unmatched proximity to world-class dining, shopping, and entertainment. Schedule your private tour today and experience Windermere luxury living at its finest.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,947
Status:
Active
MLS#:
S5141148
Type:
Single Family
Subdivision:
Lake Sawyer South Ph 01
Lot size:
0.17 Acres
Year built:
2012
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-352-1040
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ADDITIONAL INFORMATION

Welcome to an exceptional opportunity in one of Central Florida’s most sought-after areas. This ginormous 4 bedroom, 2.5 bath, two story home offers 2,947 square feet of versatile living space designed for comfort, entertaining, and everyday luxury. The layout is ideal, featuring a private den/office, a massive upstairs loft, and generously sized bedrooms throughout. The primary suite is a true luxury retreat, impressively oversized with room to relax, unwind, and recharge. Every room offers abundant space, perfect for families, remote work, or multi-generational living. Step outside to a fully fenced backyard oasis, complete with an outdoor kitchen and brick oven!!! ideal for entertaining, weekend gatherings, Pizza Nights, and Florida-style living year-round. Located in a highly desirable neighborhood with low HOA fees and NO CDD, this home is zoned for top-rated schools, including Windermere High School. Enjoy the convenience of being less than 15 minutes from Disney World, major attractions, world-class dining, shopping, and entertainment all while still tucked away in a peaceful residential setting. An added bonus: SOLAR PANEL HOME providing energy efficiency, lower utility costs, and long-term savings, an increasingly valuable feature for today’s buyers. Homes of this size, location, and value are rarely available. Centrally located, spacious, and priced to move, this is an outstanding opportunity to own in the Windermere area. Schedule your private showing today, this one will not last! Interior painting in progress. Professional photos coming this week!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,139
Status:
Active
MLS#:
G5106279
Type:
Single Family
Subdivision:
Windermere Lndgs Ph 02
Lot size:
0.09 Acres
Year built:
2012
A broker reciprocity listing Courtesy: EMPIRE NETWORK REALTY 407-440-3798
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ADDITIONAL INFORMATION

Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!

Beds:
4
Baths:
5.00
Sq.Ft.:
5,752
Status:
Active
MLS#:
O6372197
Type:
Single Family
Subdivision:
Isleworth West
Lot size:
0.79 Acres
Year built:
2002
A broker reciprocity listing Courtesy: ISLEWORTH REALTY LLC 407-909-9000
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ADDITIONAL INFORMATION

Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,460
Status:
Active
MLS#:
O6371234
Type:
Single Family
Subdivision:
Lakes/windermere Ph 02a
Lot size:
0.15 Acres
Year built:
2005
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a center island open to the living and dining spaces. The primary suite features tray ceiling detail, plantation shutters, and an en-suite bath with dual vanities, soaking tub, and separate glass-enclosed shower. Roof from 2023 and AC updated 2019. A fenced paver patio provides a private outdoor space, with the added convenience of a rear-entry garage and driveway, all located near shopping, dining, and major roadways.

Open House:

Saturday, 3/7 1:00-4:00PM

More Open House Info >

Beds:
6
Baths:
5.00
Sq.Ft.:
3,542
Status:
Active
MLS#:
G5106241
Type:
Single Family
Subdivision:
Palms At Windermere
Lot size:
0.16 Acres
Year built:
2025
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. *Images shown are for illustrative purposes only* TIDEWATER W/BONUS - Our beautiful huge 2 story home, located on a beautiful conservation lot, with 6 Bedrooms and 4.5Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. 9' hidden sliding glass doors and a covered lanai. Downstairs flex room works well as an office or study with 2 additional bedrooms and a laundry room. Common areas upstairs include a spacious bonus room and a 6th bedroom with full bath

Beds:
4
Baths:
3.00
Sq.Ft.:
1,840
Status:
Active
MLS#:
O6371960
Type:
Single Family
Subdivision:
Windermere Trls Ph 3b
Lot size:
0.13 Acres
Year built:
2016
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself

Beds:
4
Baths:
5.00
Sq.Ft.:
3,365
Status:
Active
MLS#:
O6372348
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.52 Acres
Year built:
1987
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,547
Status:
Active
MLS#:
O6370659
Type:
Townhouse
Subdivision:
Legado
Lot size:
0.06 Acres
Year built:
2020
A broker reciprocity listing Courtesy: REALTY HUB 407-900-1001
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. New price improvement to $410,000! Welcome to this meticulously maintained 2 story townhome offering 3 bedrooms and 2.5 bathrooms, located in the highly desirable Windermere area. Built in 2020, this home offers approximately 1,547 square feet of well-designed living space, combining modern finishes with everyday functionality. The main level features an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for daily living and entertaining. The kitchen features granite countertops, stainless steel appliances, dark wood cabinetry, and a walk-in pantry, offering both style and functionality. An attached two-car garage provides convenient parking and additional storage. All bedrooms are located on the second floor, including a spacious primary suite with a walk-in closet and a private bathroom with dual sinks. A second-floor laundry area adds to the home’s practicality and ease of use. Residents enjoy access to community amenities including a pool and playground. From the front of the home and within the community, residents can enjoy views of the fireworks from Walt Disney World’s Magic Kingdom, adding a unique and memorable touch to the location. Conveniently located near major highways, shopping, dining, hospitals, and Walt Disney World, this property is zoned for Castleview Elementary, Horizon West Middle School, and Windermere High School. This home represents an excellent opportunity for primary residence buyers or investors seeking a strong Central Florida location. Schedule your private showing to experience the comfort, location, and lifestyle of Windermere living.

Beds:
7
Baths:
7.00
Sq.Ft.:
8,000
Status:
Active
MLS#:
O6370294
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.56 Acres
Year built:
1999
A broker reciprocity listing Courtesy: DOUGLAS ELLIMAN 561-655-8600
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ADDITIONAL INFORMATION

Private showings are easily accommodated, including same-day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
S5141031
Type:
Single Family
Subdivision:
Windermere Terrace
Lot size:
0.14 Acres
Year built:
2013
A broker reciprocity listing Courtesy: LA ROSA REALTY INTERNACIONAL L 407-600-7542
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ADDITIONAL INFORMATION

Welcome to this 3 bedroom, 2 bathroom home with a versatile flex room, private yard, and screened patio, located in a quiet neighborhood, ideal for comfortable family living. Just 12 minutes from Disney parks, this property offers convenience and lifestyle, with close proximity to top rated schools, parks, recreational facilities, shopping centers, restaurants, supermarkets, and easy access to major roadways. This well maintained home features an attached two car garage with rear entry and automatic door opener, as well as a driveway accommodating two additional vehicles.

Open House:

Sunday, 3/8 12:00-3:00PM

More Open House Info >

Beds:
6
Baths:
5.00
Sq.Ft.:
5,316
Status:
Active
MLS#:
O6370115
Type:
Single Family
Subdivision:
Enclave
Lot size:
0.19 Acres
Year built:
2015
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

MOVE-IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top-rated public and private schools. Offering over 5,300 sq ft of thoughtfully designed living space, this 6 bedroom/4.5 bath home combines privacy, flexibility, and modern comfort—ideal for today’s lifestyles, including multi-generational living. The main level features wood-floored living areas and an open, airy layout anchored by a chef’s kitchen with oversized center island, stone countertops, stainless appliances, walk-in pantry, and pass-through butler’s pantry—perfect for everyday living and entertaining. Expansive glass doors open to the newly renovated screened, heated pool and spa (2024) with covered patio and summer kitchen, creating seamless indoor-outdoor living. A downstairs ensuite bedroom provides excellent flexibility for guests, extended family, or home office needs. Upstairs, the spacious primary suite is joined by a large bonus loft with wet bar and built-in desk area, and four additional bedrooms—two of which share a Jack-and-Jill bathroom. All bedrooms feature walk-in closets with built-in shelving, offering exceptional storage throughout. A well-appointed laundry room includes a sink and 2023 LG washer and dryer. Notable upgrades include variable-speed HVAC systems (2021 & 2023), fresh interior and exterior paint (2021), smart-controlled motorized window shades on the main level, a fully renovated pool and patio (2024) with 2025 Hayward pump, heater, lighting, and rescreening, 2023 vinyl fencing, and two finished garages (1-car + 2-car) with durable interlocking rubber flooring. Enjoy added privacy with neighborhood green space directly next door, all in a prime Windermere location near top schools, the Butler Chain of Lakes, Downtown Windermere and Winter Garden, Winter Garden Village, major roadways, Disney and area attractions. A pre-listing home inspection report is available after the first showing, offering added transparency and peace of mind. Schedule your private showing today.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,977
Status:
Active
MLS#:
O6368983
Type:
Single Family
Subdivision:
Windermere Lndgs Ph 02
Lot size:
0.13 Acres
Year built:
2012
A broker reciprocity listing Courtesy: JOY ESTATE ENTERPRISE INC 321-754-9131
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ADDITIONAL INFORMATION

Windermere Landings, Highly desirable community, only five minutes from downtown Windermere, and great school district. Beautiful two story home, Three bedroom Two and half bath with upstairs loft space for a home office. The Kitchen has overlooking the great family room and dining room.wood cabinets, granite countertops, an island, and counter height bar seating. A/C unit was replaced in 2019 with an inverter that helps save on energy and utility expenses. The community has a pool, playground, dog park and a huge land area.

Open House:

Sunday, 3/8 11:00-12:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,068
Status:
Active
MLS#:
O6368529
Type:
Townhouse
Subdivision:
Merrick Landing
Lot size:
0.06 Acres
Year built:
2003
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY 407-203-0007
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ADDITIONAL INFORMATION

Highest and Best By 5pm on Saturday March 7. Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This well appointed One Story townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring throughout the main living areas, offering a timeless, elegant look that is both durable and easy to maintain. For added peace of mind enjoy the BOSCH A/C (2024). New Carpeting and Interior Paint (both 2026). There is a fully fenced in patio for outdoor enjoyment. The 2 CAR Garage offers ample storage and parking, along with the long driveway. The townhouse is just around the corner from the community pool. This is a great area to walk or bike ride. Take a leisurely stroll around the community pond during the day, then unwind in the evening while watching Disney fireworks light up the night sky. Ideally located near Disney, Winter Garden Village, Hamlin, major expressways, shopping, dining, and top rated schools, this home offers the perfect blend of lifestyle and location. Whether you are looking for a vacation home or a full time oasis this home is truly a must see! Call today to schedule a private showing.

Open House:

Saturday, 3/7 3:00-6:00PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
2,791
Status:
Active
MLS#:
O6368253
Type:
Single Family
Subdivision:
Windermere Town
Lot size:
0.29 Acres
Year built:
1989
A broker reciprocity listing Courtesy: THE AGENCY FL 407-335-4119
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ADDITIONAL INFORMATION

Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to provide both style and peace of mind, including a new roof, new air conditioning system, new plumbing, new flooring, new drainfield and a new water filtration system along with fresh interior and exterior paint. Inside, light filled living and dining spaces flow effortlessly across marble look porcelain tile, anchored by a warm inviting fireplace that sets the tone for relaxed everyday living and effortless entertaining. The kitchen serves as the centerpiece of the home, featuring soft gray shaker cabinetry quartz countertops, a generous island with induction cooktop and chimney hood, double wall ovens, mosaic glass backsplash and all new stainless appliances designed for both form and function. Sliding doors open to a private backyard retreat designed for year round enjoyment. A sparkling in-ground gunite pool with sun deck and pergola is surrounded by lush landscaping irrigation lighting and a fully fenced private yard that feels both serene and secluded. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite offers a peaceful escape with a spa inspired bath featuring a freestanding soaking tub rainfall shower with frameless glass dual sink wood vanity skylight and elegant finishes. Additional bedrooms provide flexibility for family guests or a home office, including an oversized fourth bedroom with its own fireplace and built-ins that easily adapts as a media room, office, home gym, or private retreat. A two car garage and oversized driveway add convenience and ample parking. Located just a short walk to Windermere boutiques, award winning schools, lakefront parks, weekly farmers markets, Town Hall, the library and community events, this home places you at the center of it all. With close proximity to Winter Garden Village Restaurant Row downtown Orlando major highways and Orlando International Airport, the location is as exceptional as the home itself. This is more than a residence, it is a refined Windermere lifestyle defined by comfort connection and enduring style.

Beds:
6
Baths:
6.00
Sq.Ft.:
5,031
Status:
Active
MLS#:
O6368185
Type:
Single Family
Subdivision:
Windermere
Lot size:
0.37 Acres
Year built:
2013
A broker reciprocity listing Courtesy: THE REAL ESTATE COLLECTION LLC 407-656-7814
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ADDITIONAL INFORMATION

Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024), windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new re-development complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,021
Status:
Active
MLS#:
O6367433
Type:
Single Family
Subdivision:
Keenes Pointe
Lot size:
0.26 Acres
Year built:
2005
A broker reciprocity listing Courtesy: STOCKWORTH REALTY GROUP 407-909-5900
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,312
Status:
Active
MLS#:
O6361057
Type:
Single Family
Subdivision:
Sanctuary/lks/windermere
Lot size:
0.16 Acres
Year built:
2022
A broker reciprocity listing Courtesy: FLORIDA CONNEXION PROPERTIES 407-574-2636
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ADDITIONAL INFORMATION

Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,717
Status:
Active
MLS#:
O6363541
Type:
Single Family
Subdivision:
Westside Village
Lot size:
0.13 Acres
Year built:
2018
A broker reciprocity listing Courtesy: CENTURY 21 CARIOTI 407-566-0555
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ADDITIONAL INFORMATION

Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office, while the formal dining room with tray ceiling creates the perfect setting for gatherings. The open-concept great room connects seamlessly to the chef's kitchen featuring a butler's pantry, premium finishes, and expansive sightlines. Enjoy peaceful water and fountain views, or open the sliding glass doors to the covered lanai, ideal for relaxing under the Disney fireworks. The owner's suite offers a serene retreat with natural light, spa-inspired bath with soaking tub, dual vanities, and a spacious walk-in closet. Upstairs, a generous loft provides flexible living for media, games, or study, while each bedroom includes a walk-in closet with a private sink. Designed for efficiency and comfort, this home features dual AC systems, a whole-house dehumidifier, and dual-pane storm windows. Residents enjoy resort-style amenities a community pool, walking trails, and parks within the sought-after Windermere school district, just minutes from dining, shopping, and Disney.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,743
Status:
Active
MLS#:
O6358139
Type:
Single Family
Subdivision:
Willows At Lake Rhea Ph 02
Lot size:
0.71 Acres
Year built:
1992
A broker reciprocity listing Courtesy: INFINITY REALTY GROUP LLC 407-234-2256
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ADDITIONAL INFORMATION

NEW ROOF to be installed prior to closing. Welcome to this beautifully updated single-story pool home in Windermere, located on one of the largest lots in the Willows at Lake Rhea. Set on a 0.71-acre cul-de-sac lot with mature landscaping, the property offers exceptional privacy and a peaceful setting. Custom built by well-known local builder Richard Watson, this four-bedroom, three-bath home features a formal living room, formal dining room, family room, and custom pool, creating a functional layout ideal for both daily living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room includes triple sliding glass doors for seamless indoor-outdoor living. The formal dining room features a double tray ceiling, crown molding, and bay window, and connects easily to the kitchen and family room. The kitchen and family room offer vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen is equipped with soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A breakfast nook surrounded by windows overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite provides direct pool access and a spa-like bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. A secondary bedroom with French doors and a bay window works well as an office, den, or playroom. Two additional bedrooms share a Jack-and-Jill bathroom with a large quartz-topped vanity, and an additional updated bath serves as a convenient pool bath. Outdoors, enjoy a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The oversized backyard offers ample space for gardening, recreation, or future enhancements. Additional features include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage with extra storage. The Willows at Lake Rhea is zoned for top-rated schools including Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities such as tennis and pickleball courts, basketball, playground, and park. Residents also enjoy access to the town library, farmers market, food truck nights, holiday events, and optional access to the Butler Chain of Lakes boat launch. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and Dr. Phillips shopping and dining. Recent improvements include a new roof to be installed prior to closing, a new air-conditioning system in 2025, a water heater replaced in 2024, new irrigation and pool pumps in 2025, and a septic drainfield completed in 2018. With its location, lot size, quality construction, and thoughtful updates, this home is an outstanding opportunity. Schedule a private showing today!

Beds:
4
Baths:
5.00
Sq.Ft.:
4,550
Status:
Active
MLS#:
O6365656
Type:
Single Family
Subdivision:
Casa Del Lago Rep
Lot size:
0.22 Acres
Year built:
2018
A broker reciprocity listing Courtesy: SOUTHERN REALTY GROUP LLC 407-217-6480
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ADDITIONAL INFORMATION

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

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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

    $800,000
    29.6%
    change since last quarter
  • # Active listings

    229
    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