Windermere, FL Houses for Sale

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  /43

  $609,999

  • 4 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  8632 Abbotsbury Dr, Windermere, FL 34786

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8632 Abbotsbury Drive, a beautifully situated 4-bedroom, 3.5-bath residence offering 2,720 square feet of heated living space in the heart of Windermere, one of Central Florida’s most desirable communities. This

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 232-4855

  8632 Abbotsbury Dr, Windermere, FL 34786
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  /54

  $727,500

  • 4 Beds
  • 3.5 Baths
  • 2,594 Sq Ft

  13519 Bicton Ln, Windermere, FL 34786

  **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

  

  Tiphany Weeks

  DIAMOND REAL ESTATE GROUP

  (407) 974-7651

  13519 Bicton Ln, Windermere, FL 34786
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  $595,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  6382 Golden Dewdrop Trail, Windermere, FL 34786

  Ideally situated within WINDERMERE LANDINGS and in close proximity to highly rated schools, convenience stores, restaurants, golf courses & other amenities, this IMMACULATELY presented 3 bedroom and 2.5 bath property with 2 car garage and private driveway is a true GEM with its stunning curb appeal and TURNKEY presentation! On approach the front porch feels inviting with its welcoming entryway

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  (689) 308-0830

  6382 Golden Dewdrop Trail, Windermere, FL 34786
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  $619,900

  • 5 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  11578 Ashlin Park Blvd, Windermere, FL 34786

  PRICE IMPROVEMENT! This is THE ONLY 5-bedroom single-family home located in Windermere UNDER $620K!!! Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic grass, providing a lush,

  

  Erika Garcia

  CENTURY 21 CARIOTI

  (407) 707-8263

  11578 Ashlin Park Blvd, Windermere, FL 34786
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  /40

  $3,390,000

  • 4 Beds
  • 4.5 Baths
  • 3,365 Sq Ft

  5050 Isleworth Country Club Dr, Windermere, FL 34786

  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

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (407) 807-6191

  5050 Isleworth Country Club Dr, Windermere, FL 34786
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  $2,235,000

  • 6 Beds
  • 6 Baths
  • 5,031 Sq Ft

  713 Main St, Windermere, FL 34786

  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,

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  (407) 494-6941

  713 Main St, Windermere, FL 34786
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  $1,480,000

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

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

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (689) 312-9273

  17538 Black Rail St, Windermere, FL 34786
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  /46

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  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

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
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  /24

  $775,000

  • 5 Beds
  • 4 Baths
  • 3,597 Sq Ft

  13145 Zori Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Priced right and move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the first floor. On the

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (689) 265-3814

  13145 Zori Ln, Windermere, FL 34786
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  $1,649,000

  • 5 Beds
  • 4 Baths
  • 3,337 Sq Ft

  11952 Camden Park Dr, Windermere, FL 34786

  CLOSING COST ASSISTANCE IF FINANCED WITH PREFERRED LENDER. Welcome to your private oasis in the prestigious, guard-gated community of Keene’s Pointe. Situated on one of the largest lots in the neighborhood, this exceptional fully furnished 5-bedroom, 4-bath residence offers breathtaking golf course views and an abundance of indoor and outdoor living space. Designed for both elegance and comfort,

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (689) 399-2354

  11952 Camden Park Dr, Windermere, FL 34786
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  $1,120,000

  • 6 Beds
  • 4.5 Baths
  • 4,625 Sq Ft

  13525 Gorgona Isle Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless

  

  Roo Klaers

  COLDWELL BANKER REALTY

  (407) 842-8447

  13525 Gorgona Isle Dr, Windermere, FL 34786
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  /87

  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,284 Sq Ft

  81 Oakdale St, Windermere, FL 34786

  Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step

  David Warzycha COLDWELL BANKER REALTY

  81 Oakdale St, Windermere, FL 34786
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  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  10624 Reams Rd, Windermere, FL 34786

  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

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  10624 Reams Rd, Windermere, FL 34786
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  $1,575,000

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
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  $1,119,990 New Construction

  • 6 Beds
  • 4.5 Baths
  • 3,692 Sq Ft

  14354 Crest Palm Ave, Windermere, FL 34786

  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

  Dream Finders Homes Builder

  14354 Crest Palm Ave, Windermere, FL 34786
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  /17

  $1,034,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
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  /14

  $1,074,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
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  /15

  $979,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
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  /13

  $1,129,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
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  /2

  $1,119,990 New Construction

  • 4 - 6 Beds
  • 3.5 Baths
  • 3,199 Sq Ft

  Tidewater w/ Bonus Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,199 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36498094, Windermere, FL 34786
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  /2

  $855,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  Tidewater Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
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  $649,000

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft

  13622 Darchance Rd, Windermere, FL 34786

  Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding

  Javin Lopez AVANTI WAY REALTY LLC

  13622 Darchance Rd, Windermere, FL 34786
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  $1,990,000

  • 6 Beds
  • 5.5 Baths
  • 5,430 Sq Ft

  9057 Balmoral Mews Square, Windermere, FL 34786

  Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

  Ryan Rogers REAL BROKER, LLC

  9057 Balmoral Mews Square, Windermere, FL 34786
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  $1,400,000

  • 5 Beds
  • 5.5 Baths
  • 3,383 Sq Ft

  1625 Down Lake Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. A RARE OFFERING in Windermere’s established Lakes / Lake Down neighborhood — this exceptional builder’s home combines ONE ACRE, FIVE EN-SUITE BEDROOMS, and BOAT ACCESS TO THE BUTLER CHAIN OF LAKES with the quality, craftsmanship, and timeless finishes typically found at much higher price points. Tucked within an intimate enclave of just 60 homes,

  Cindy Rosenbloom THE ROSENBLOOM TEAM

  1625 Down Lake Dr, Windermere, FL 34786
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  $4,960,000

  • 4 Beds
  • 5 Baths
  • 4,739 Sq Ft

  5186 Vardon Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Presenting a newly remodeled luxury estate ideally positioned along Isleworth’s renowned championship golf course, showcasing stunning views of the signature 3rd hole. This exceptional residence offers approximately 4739 square feet of refined living space with 4 bedrooms and 4 1/2 bathrooms, soaring ceilings, elegant formal living and dining rooms,

  Winnie Tam FLORIDA REALTY INVESTMENTS

  5186 Vardon Dr, Windermere, FL 34786
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  $3,500,000 Open House 4/25

  • 4 Beds
  • 3.5 Baths
  • 5,273 Sq Ft

  10577 Down Lakeview Cir, Windermere, FL 34786

  Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

  Simon Simaan THE SIMON SIMAAN GROUP

  10577 Down Lakeview Cir, Windermere, FL 34786
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  /63

  $999,998

  • 4 Beds
  • 3 Baths
  • 2,743 Sq Ft

  2125 Kane Park Way, Windermere, FL 34786

  Welcome to this beautifully updated single-story pool home on a rare 0.71-acre cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area

  Deb Schroeder INFINITY REALTY GROUP LLC

  2125 Kane Park Way, Windermere, FL 34786
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  $1,250,000

  • 5 Beds
  • 4 Baths
  • 3,390 Sq Ft

  715 Magnolia St, Windermere, FL 34786

  INLAW A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for

  Robert Trien IRIS INTERNATIONAL

  715 Magnolia St, Windermere, FL 34786
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  $2,950,000

  • 5 Beds
  • 4 Baths
  • 7,153 Sq Ft

  4301 Down Point Ln, Windermere, FL 34786

  Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly,

  Phillip Mariani EXP REALTY LLC

  4301 Down Point Ln, Windermere, FL 34786
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  $770,000

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft

  910 Lascala Dr, Windermere, FL 34786

  Unique opportunity to own a stunning Mediterranean-style home with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes.Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully designed split floor

  Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  910 Lascala Dr, Windermere, FL 34786
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  $570,000

  • 4 Beds
  • 3 Baths
  • 2,411 Sq Ft

  4627 Blue Major Dr, Windermere, FL 34786

  Welcome to your new forever home in Summerport! This beautifully designed 4-bedroom, 3-bath home offers 2,411 square feet of spacious living with stunning golf course views and no rear neighbors, creating a sense of privacy that’s hard to find. A manicured front lawn welcomes you in, while inside, long hallways with tray ceilings and arched doorways set an elegant tone from the moment you enter.

  Daniel DeLuca DENIZ REALTY PARTNERS LLC

  4627 Blue Major Dr, Windermere, FL 34786
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  $4,450,000

  • 3 Beds
  • 5 Baths
  • 5,004 Sq Ft

  9144 Isleworth Gardens Dr, Windermere, FL 34786

  Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking

  Megan Dowdy MEGAN DOWDY REALTY, LLC

  9144 Isleworth Gardens Dr, Windermere, FL 34786
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  $1,150,000

  • 4 Beds
  • 3 Baths
  • 3,181 Sq Ft

  2806 Windsor Hill Dr, Windermere, FL 34786

  Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic

  Candace Hebert KELLER WILLIAMS REALTY AT THE PARKS

  2806 Windsor Hill Dr, Windermere, FL 34786
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  /35

  $549,900

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft

  8520 Greenbank Blvd, Windermere, FL 34786

  Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard.Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  8520 Greenbank Blvd, Windermere, FL 34786
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  /3

  $1,130,000

  • 8 Beds
  • 5 Baths
  • 4,830 Sq Ft

  6152 Golden Dewdrop Trail, Windermere, FL 34786

  More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and

  Vitor Silva VESTI LLC

  6152 Golden Dewdrop Trail, Windermere, FL 34786
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  /57

  $1,700,000

  • 6 Beds
  • 4.5 Baths
  • 4,572 Sq Ft

  5106 Tildens Grove Blvd, Windermere, FL 34786

  PARADISE...FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this

  Tara Moore TARA MOORE REAL ESTATE

  5106 Tildens Grove Blvd, Windermere, FL 34786
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  $925,000

  • 5 Beds
  • 3.5 Baths
  • 4,202 Sq Ft

  8355 Torcello Isle Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented

  Denise San Miguel REALTY LYNK INC

  8355 Torcello Isle Dr, Windermere, FL 34786
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  /50

  $792,500

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  825 Oakdale St, Windermere, FL 34786

  THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE.Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia,

  Mildred Hershiser EXP REALTY LLC

  825 Oakdale St, Windermere, FL 34786
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  /61

  $605,000

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  6953 Tettenhall Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. This beautifully POND view and well maintained 4-bedroom, 2.5-bath Corner home in the desirable Lakes of Windermere community?Featuring a brand-NEW roof installed in 2025, 2025 AC ,newer kitchen hood .this home offers both peace of mind and long-term value.Situated on a premium corner lot, the home enjoys serene pond views from the front

  Erika Gao RC GROUP REALTY LLC

  6953 Tettenhall Ln, Windermere, FL 34786
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  $1,249,000

  • 3 Beds
  • 3 Baths
  • 2,262 Sq Ft

  11455 Claymont Cir, Windermere, FL 34786

  Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  11455 Claymont Cir, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 6

Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Learn more about living in Windermere

Home Trends in Windermere, FL

On average, homes in Windermere, FL sell after 75 days on the market compared to the national average of 55 days. The median sale price for homes in Windermere, FL over the last 12 months is $830,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$830,000

Median Single Family Sale Price

$1,080,000

Median Townhouse Sale Price

$400,000

Median 2 Bedroom Sale Price

$295,000

Average Price Per Sq Ft

$361

Number of Homes for Sale

242

Last 12 months Home Sales

661

Months of Supply

4.40

Median List Price

$935,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

-1%