Windermere Homes for Sale

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  /70

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786

  Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features silestone countertops, cherry cabinets, and stainless

  

  Erin Aaron

  EXP REALTY LLC

  (689) 300-6265

  8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
• Explore Windermere

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  /74

  $1,349,900

  • 7 Beds
  • 4.5 Baths
  • 4,563 Sq Ft

  11658 Hampstead St, 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 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 319-8390

  11658 Hampstead St, Windermere, FL 34786
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  /30

  $1,595,000

  • Land
  • 2.12 Acres
  • $752,358 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (689) 588-0828

  10948 Down Park Ln, Windermere, FL 34786
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  /49

  $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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  /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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  /56

  $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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  /82

  $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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  /32

  $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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  /51

  $1,575,000 Open Sat 1PM - 4PM

  • 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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  /67

  $1,990,000 Open Sat 12PM - 4PM

  • 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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  /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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  /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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  /100

  $3,500,000

  • 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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  /62

  $1,875,000

  • 5 Beds
  • 4 Baths
  • 4,489 Sq Ft

  13420 Bonica Way, Windermere, FL 34786

  Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove,

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  /30

  $3,200,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  13161 Lake Butler Blvd, Windermere, FL 34786

  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

  Karolina Taylor EPIQUE REALTY, INC.

  13161 Lake Butler Blvd, Windermere, FL 34786
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  /28

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  /97

  $3,299,000

  • 6 Beds
  • 8 Baths
  • 7,217 Sq Ft

  4029 Isabella Cir, Windermere, FL 34786

  Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full and 2 half baths, all the high-scratch-resistant flooring throughout the home comes in a beautiful white oak finish with bathrooms featuring porcelain

  Mauro Costa CORCORAN PREMIER REALTY

  4029 Isabella Cir, Windermere, FL 34786
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  /60

  $2,995,000

  • 4 Beds
  • 5 Baths
  • 4,693 Sq Ft

  10870 Bayshore Dr, Windermere, FL 34786

  Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  10870 Bayshore Dr, Windermere, FL 34786
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  /69

  $2,868,000

  • 6 Beds
  • 6 Baths
  • 4,920 Sq Ft

  13304 Bellaria Cir, Windermere, FL 34786

  Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

  Caroline De Castro Marcellini COMPASS FLORIDA, LLC

  13304 Bellaria Cir, Windermere, FL 34786
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  /30

  $2,175,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,136 Sq Ft

  436 E 7th Ave, Windermere, FL 34786

  Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full

  DENILEY VALDES TALENT REALTY SOLUTIONS

  436 E 7th Ave, Windermere, FL 34786
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  /35

  $2,200,000

  • 8 Beds
  • 8.5 Baths
  • 4,735 Sq Ft

  11545 Brickyard Pond Ln, Windermere, FL 34786

  Luxury Lakefront Estate – Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  11545 Brickyard Pond Ln, Windermere, FL 34786
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  /62

  $1,890,000

  • 4 Beds
  • 5 Baths
  • 5,130 Sq Ft

  3013 Seigneury Dr, Windermere, FL 34786

  Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of

  Rob Rahter STOCKWORTH REALTY GROUP

  3013 Seigneury Dr, Windermere, FL 34786
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  /31

  $2,299,000

  • 5 Beds
  • 5.5 Baths
  • 4,094 Sq Ft

  11113 Lake Butler Blvd, Windermere, FL 34786

  Welcome to this beautiful, unique and modern home. Recently built in 2023. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and ramp

  Stella Freeman QUATTRO R E SOLUTIONS LLC

  11113 Lake Butler Blvd, Windermere, FL 34786
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  /52

  $1,875,000

  • 4 Beds
  • 6 Baths
  • 3,519 Sq Ft

  84 Oakdale St, Windermere, FL 34786

  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

  Carolina Dumit CORCORAN PREMIER REALTY

  84 Oakdale St, Windermere, FL 34786
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  /80

  $1,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,130 Sq Ft

  13048 Lake Roper Ct, Windermere, FL 34786

  Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and

  Fernando Teixeira WOODSTONE INVESTMENTS LLC

  13048 Lake Roper Ct, Windermere, FL 34786
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  /38

  $1,775,000

  • 3 Beds
  • 3 Baths
  • 3,135 Sq Ft

  12001 Lake Butler Blvd, Windermere, FL 34786

  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

  Michael Julian JULIAN PROPERTIES, INC.

  12001 Lake Butler Blvd, Windermere, FL 34786
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  /30

  $1,925,000

  • 4 Beds
  • 4 Baths
  • 3,687 Sq Ft

  6560 Lake Burden View Dr, Windermere, FL 34786

  Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil

  Rob Rahter STOCKWORTH REALTY GROUP

  6560 Lake Burden View Dr, Windermere, FL 34786
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  /32

  $1,885,000

  • 5 Beds
  • 4.5 Baths
  • 4,716 Sq Ft

  2958 Marquesas Ct, Windermere, FL 34786

  Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at

  Dianna Desboyaux DOUGLAS ELLIMAN

  2958 Marquesas Ct, Windermere, FL 34786
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  /97

  $1,939,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Kitchen refresh...Quartz countertops, seamless oversized sink. A kitchen designed to gather, host, and impress. Welcome to a private Windermere estate where thoughtful design meets relaxed luxury—set on over an acre with no restrictions. This beautifully updated 3-bedroom, 3.5-bath home offers space, privacy, and versatility, all surrounded by natural beauty. Enter through oversized double wood

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  /26

  $1,000,000

  • Land
  • 0.5 Acre
  • $2,000,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /2

  $575,000

  • Land
  • 0.47 Acre
  • $1,223,404 per Acre

  9802 6th St, Windermere, FL 34786

  Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

  Judy Plett UPSIDE REAL ESTATE INC

  9802 6th St, Windermere, FL 34786
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  /28

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,831 Sq Ft

  3138 Seigneury Dr, Windermere, FL 34786

  Timeless style and classic design unfold behind the gates of Harbor Isle, one of Windermere’s most sought-after communities. This custom-built estate residence offers captivating views of Lake Down on the pristine Butler Chain of Lakes. Featuring all living areas on the first floor except for a bonus room upstairs, this thoughtfully crafted home offers separate formal and living spaces and a

  Rob Rahter STOCKWORTH REALTY GROUP

  3138 Seigneury Dr, Windermere, FL 34786
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  /30

  $6,490,000

  • 6 Beds
  • 5.5 Baths
  • 6,706 Sq Ft

  1002 Down Reserve Ct, Windermere, FL 34786

  Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  1002 Down Reserve Ct, Windermere, FL 34786
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  /29

  $725,000

  • 4 Beds
  • 2 Baths
  • 2,373 Sq Ft

  17514 Black Rail St, Windermere, FL 34786

  New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and

  He Gao U S GLORY REALTY

  17514 Black Rail St, Windermere, FL 34786
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  /65

  $3,200,000

  • 6 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  13448 Bellaria Cir, Windermere, FL 34786

  Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

  Shawn Kennedy KENNEDY REALTY GROUP LLC

  13448 Bellaria Cir, Windermere, FL 34786
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  /91

  $3,699,888

  • 4 Beds
  • 4.5 Baths
  • 6,054 Sq Ft

  12812 Jacob Grace Ct, Windermere, FL 34786

  Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

  Alireza Partovi EXP REALTY LLC

  12812 Jacob Grace Ct, Windermere, FL 34786
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  /47

  $900,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft

  4 Chase Rd, Windermere, FL 34786

  FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge.Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to

  Matthew Hughes REAL BROKER, LLC

  4 Chase Rd, Windermere, FL 34786
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  /91

  $3,950,000

  • 6 Beds
  • 7 Baths
  • 5,709 Sq Ft

  12132 Montalcino Cir, Windermere, FL 34786

  Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout.The gourmet kitchen features custom dark cabinetry, quartz

  Caroline Perotti BELLA VIEW REALTY LLC

  12132 Montalcino Cir, Windermere, FL 34786
• 

  

  /15

  $490,000

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  6310 Golden Dewdrop Trail, Windermere, FL 34786

  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

  Mengshi Lu JOY ESTATE ENTERPRISE INC

  6310 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /100

  $14,250,000

  • 5 Beds
  • 5.5 Baths
  • 9,511 Sq Ft

  5525 Isleworth Country Club Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over

  Monica Lochmandy ISLEWORTH REALTY LLC

  5525 Isleworth Country Club Dr, Windermere, FL 34786

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Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.

Learn more about living in Windermere

Frequently Asked Questions

Is Windermere a good place to live?

Windermere is a good place to live. Windermere is considered very car-dependent and somewhat bikeable with minimal transit options. Windermere is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Windermere has 7 parks for recreational activities. It is very dense in population with 20.4 people per acre and a median age of 43. The average household income is $191,248 which is above the national average. College graduates make up 59.8% of residents. A majority of residents in Windermere are home owners, with 17.8% of residents renting and 82.2% of residents owning their home. A local real estate agent serving Windermere can help you decide if this neighborhood is the right one for you. Learn more on our Windermere neighborhood guide.

Is Windermere, FL a safe neighborhood?

Windermere, FL is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Windermere?

The median home price in Windermere is $1,417,500. If you put a 20% down payment of $283,500 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $7,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $303K a year to afford the median home price in Windermere. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windermere is $191K.

What are the best public schools in Windermere?

The best public schools that serve Windermere are:

• Windermere High School has an A+ Niche grade, a student teacher ratio of 24:1 and an average review score of 4.1.
• Lake Whitney Elementary School has an A Niche grade, a student teacher ratio of 15:1 and an average review score of 4.6.
• West Orange High School has an A Niche grade, a student teacher ratio of 25:1 and an average review score of 3.9.

What are the best private schools in Windermere?

The best private schools that serve Windermere are:

• Windermere Preparatory School has an A+ Niche grade, a student teacher ratio of 13:1 and an average review score of 4.3.
• The Crenshaw Academy has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.1.
• Holy Family Catholic School has a B+ Niche grade, a student teacher ratio of 27:1 and an average review score of 4.4.

What are the most popular zip codes in Windermere, Windermere, FL?

The most popular zip codes in Windermere, Windermere, FL include 34786, 34787, 32819, 34761 and 32835.

What are the most popular neighborhoods near Windermere, Windermere, FL?

The most popular neighborhoods near Windermere, Windermere, FL are Lake Tibet, Bay Hill, MetroWest, Dr. Phillips and Universal.

Home Trends in Windermere, FL

On average, homes in Windermere, FL sell after 84 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 $1,230,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,230,000

Median Single Family Sale Price

$1,400,000

Median Townhouse Sale Price

$422,500

Median 2 Bedroom Sale Price

$295,000

Average Price Per Sq Ft

$429

Number of Homes for Sale

89

Last 12 months Home Sales

255

Months of Supply

4.20

Median List Price

$1,417,500

Median Change From 1st List Price

7%

Median Home Sale Price YoY Change

7%