Windermere, FL Homes

• 

  

  /2

  $2,000,000 Sold Jun 10, 2025

  • 3,966 Sq Ft
  • $504/SF
  • 45 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2023

  6106 Marleon Dr, Windermere, FL 34786

  Experience luxury living in this new contemporary home, located in exclusive gated community of Sawyer Sound featuring only 20 private estates. Set on half and acre, this 4 Bedroom, 4 full Bathroom and 2 half bathroom residence offers modern elegance with an open floor plan designed for living and entertainment. The first floor boasts a spacious living area that flows into a large Kitchen,

  Edgar Navas SUNNY 365 REALTY GROUP

  6106 Marleon Dr, Windermere, FL 34786
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  /8

  Not Listed For Sale

  0 Isleworth Gardens Dr, Windermere, FL 34786

  0 Isleworth Gardens Dr, Windermere, FL 34786
• 

  

  

  /20

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  8271 Maritime Flag St Unit 109, Windermere, FL 34786

  Property is TENANT occupied.LEASE EXPIRES ON 02/28/2026. Welcome to Lakeside at Lakes of Windermere! This townhome seamlessly combines comfort and convenience within one of Windermere’s most sought-after communities. Featuring 3 bedrooms and 2 and half bathrooms. NEW AC UNIT. The primary bedroom with an ensuite bathroom offering dual sinks, a tub/shower combo, and a generous walk-in closet. The

  Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  8271 Maritime Flag St Unit 109, Windermere, FL 34786
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  /2

  $2,580,000 Sold Jun 10, 2025

  • 3,072 Sq Ft
  • $840/SF
  • 239 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  12428 Summerport Ln, Windermere, FL 34786

  Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enjoy the lakefront lifestyle in the Butler Chain, which consists of 13 interconnecting lakes renowned for swimming, fishing, boating, and all water sports. As you enter this property, you will be in awe

  Norma Lipscomb COLDWELL BANKER RESIDENTIAL RE

  12428 Summerport Ln, Windermere, FL 34786
• 

  

  

  /31

  Est $814,440 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,797 Sq Ft

  7129 Calm Cove Ct, Windermere, FL 34786

  7129 Calm Cove Ct, Windermere, FL 34786
• 

  

  /93

  $4,500,000

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  5500 W Lake Butler Rd, Windermere, FL 34786

  Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-bedroom, 6 full bath home wrapped with open porches spans nearly 7000 sq ft. Grand foyer with spiral staircase which features a magnificent glass wine cellar below. Modern, open concept with water views from nearly every room. Master bedroom is located on 1st level along with a

  Jack Keller JACK KELLER INC

  5500 W Lake Butler Rd, Windermere, FL 34786
• 

  /2

  $635,000 Sold Jun 10, 2025

  • 2,909 Sq Ft
  • $218/SF
  • 277 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2014

  14642 Yellow Butterfly Rd, Windermere, FL 34786

  Motivated seller, please click Virtual Tour Link to view a video tour. Stunning Disney fireworks view from the clubhouse! Front porch roof replaced and Maintenance was done on the roof of the main structure in 2021! New gutters in 2022! Fresh new paint in bedrooms in 2025! This beautiful single family home features 5 bedrooms and 3.5 baths. The first floor is high end tile and the second floor is

  James Song MULTI CHOICE REALTY LLC

  14642 Yellow Butterfly Rd, Windermere, FL 34786
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  /36

  Est $685,321 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft

  13615 Gorgona Isle Dr, Windermere, FL 34786

  13615 Gorgona Isle Dr, Windermere, FL 34786
• 

  

  /22

  $2,600,000

  • 5 Beds
  • 5.5 Baths
  • 5,853 Sq Ft

  12030 Waterstone Loop Dr, Windermere, FL 34786

  Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 SF, this magnificent pool residence graced by soaring ceilings and a tranquil lake view. The grand entryway with two sweeping staircases draws you into a voluminous layout made for entertaining. Elegant formal dining room and living room, tremendous chef’s kitchen, media room

  Elizabeth Dickinson GRANDE REALTY GROUP LLC

  12030 Waterstone Loop Dr, Windermere, FL 34786
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  /2

  $405,000 Sold Jun 10, 2025

  • 1,748 Sq Ft
  • $232/SF
  • 291 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  7642 Fairgrove Ave, Windermere, FL 34786

  *One or more pictures have been virtually staged.* Location, Location, Location!! Welcome home!!! This corner-lot lakefront home is located in the highly desirable Windermere Sounds community. Freshly painted interior, it boasts three bedrooms and two and a half baths and is nestled in a beautiful, tranquil neighborhood. Enjoy Florida’s weather with an inviting front porch & big backyard on a

  Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

  7642 Fairgrove Ave, Windermere, FL 34786
• 

  

  /28

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

  8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786
• 

  

  /34

  $389,999

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  7819 Hardenton St, Windermere, FL 34786

  ***SELLER MOTIVATED... WILL CONSIDER CREDIT FOR UPDATES, DOWN PAYMENT and CLOSING COST ASSISTANCE*****TREE-LINED STREETS and NEIGHBORHOOD PARKS with COMMUNITY AMENITIES and close to everything... Welcome to Wickham Park located in DESIRABLE WINDERMERE, FL!CENTRALLY LOCATED TO ALL THERE IS TO DO IN CENTRAL FLORIDA, you’re going to love Wickham Park and this THREE BEDROOM, TWO

  Cory Prado COLDWELL BANKER REALTY

  7819 Hardenton St, Windermere, FL 34786
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  /2

  $1,004,000 Sold Jun 09, 2025

  • 3,937 Sq Ft
  • $255/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1999

  1912 Westover Reserve Blvd, Windermere, FL 34786

  Welcome to Westover Reserve, one of Windermere’s premier gated communities. This well-maintained 4-bedroom, 3.5-bath pool home sits on a generous 0.30-acre lot and offers a layout designed for everyday comfort and easy entertaining.Inside, you're greeted by an open foyer that flows into formal living and dining spaces, highlighted by 20-foot ceilings, plenty of natural light, crown molding, and

  Rebekkah Boskovich REVEL REALTY LLC

  1912 Westover Reserve Blvd, Windermere, FL 34786
• 

  

  /29

  Est $456,754 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  7668 Fairgrove Ave, Windermere, FL 34786

  7668 Fairgrove Ave, Windermere, FL 34786
• 

  

  /48

  $979,999

  • 4 Beds
  • 3 Baths
  • 2,636 Sq Ft

  3328 Wax Berry Ct, Windermere, FL 34786

  Welcome to Your Private Retreat in Windermere!Nestled on a tranquil 1-acre lot in an exclusive enclave of just nine homes, this beautifully upgraded residence offers the perfect blend of comfort, style and convenience yet just minutes from downtown Windermere.Step inside to discover a thoughtfully designed 4-bedroom, 3 bath home featuring a versatile bonus room ideal for a home office,

  Holly Pham ZARIA REALTY GROUP LLC

  3328 Wax Berry Ct, Windermere, FL 34786
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  /2

  $1,000,000 Sold Jun 09, 2025

  • 3,838 Sq Ft
  • $261/SF
  • 118 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2004

  1519 Lake Rhea Dr, Windermere, FL 34786

  Situated in the prestigious guard-gated Reserve at Belmere, this beautifully maintained Mediterranean-style custom home offers the perfect blend of comfort and style. With 3,838 sq. ft., four bedrooms, four bathrooms, and a three-car garage, this home is move-in ready and filled with thoughtful upgrades. The well-manicured landscaping creates a welcoming first impression, while the grand entryway

  Brittany Visconti LPT REALTY, LLC

  1519 Lake Rhea Dr, Windermere, FL 34786
• 

  

  /40

  Est $676,857 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,693 Sq Ft

  9078 Overlook Pass Dr, Windermere, FL 34786

  9078 Overlook Pass Dr, Windermere, FL 34786
• 

  

  /19

  $2,500,000

  • Land
  • 5 Acres
  • $500,000 per Acre

  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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  /2

  $915,000 Sold Jun 06, 2025

  • 2,761 Sq Ft
  • $331/SF
  • 3 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1989

  2230 Lake Crescent Ct, Windermere, FL 34786

  Discover the perfect blend of comfort and convenience in this spacious Windermere home, set on a generous half-acre lot in the desirable gated community of Windermere Club. Nestled along the shores of Lake Crescent, this sought-after neighborhood offers a tranquil setting with privacy, security, and easy access to top-rated schools, upscale shopping, dining, and world-renowned attractions.As you

  Michael Julian JULIAN PROPERTIES, INC.

  2230 Lake Crescent Ct, Windermere, FL 34786
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  /49

  Est $997,987 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,804 Sq Ft

  6379 Swanson St, Windermere, FL 34786

  6379 Swanson St, Windermere, FL 34786
• 

  

  /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
• 

  /2

  $415,000 Sold Jun 06, 2025

  • 1,997 Sq Ft
  • $208/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2015

  12862 Strode Ln, Windermere, FL 34786

  Rare opportunity to own this stunning 4-bedroom, 2.5-bathroom townhome in the sought-after Windermere Sound neighborhood! Offering 2,000 sq ft of spacious living, recent updates include roof (2024) and AC (2023) ensuring peace of mind for years to come. The well-appointed primary bedroom with en-suite bath is conveniently located on the first floor, providing ultimate privacy and comfort. Enjoy

  Andrew Tinkler KELLER WILLIAMS REALTY AT THE PARKS

  12862 Strode Ln, Windermere, FL 34786
• 

  

  /31

  Est $736,115 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,635 Sq Ft

  7229 Still Pond Ln, Windermere, FL 34786

  7229 Still Pond Ln, Windermere, FL 34786
• 

  

  /81

  $1,299,900

  • 5 Beds
  • 3 Baths
  • 3,356 Sq Ft

  2540 Hempel Cove Ct, Windermere, FL 34786

  Stunning Renovation on 1 Acre in Lake Down Cove. Located at the end of a quiet cul-de-sac, this beautifully renovated home offers a peaceful, park-like setting on a full acre in sought-after Lake Down Cove. A grand double-door entry welcomes you into a bright, modern interior where 24”x48” marble-style porcelain tile flows throughout. Sunlight fills the two-story great room, anchored by an

  Jennifer Leachman-LaPoint FOLIO REALTY LLC

  2540 Hempel Cove Ct, Windermere, FL 34786
• 

  /2

  $305,000 Sold Jun 06, 2025

  • 1,442 Sq Ft
  • $212/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  8276 Maritime Flag St Unit 110, Windermere, FL 34786

  Experience the luxury lifestyle of Windermere in this rare first-floor condominium at Lakes of Windermere, offering maintenance-free living in one of Central Florida’s most sought-after communities. Located just minutes from Walt Disney World, this meticulously maintained unit provides unparalleled convenience and comfort with resort-style amenities and easy accessibility—perfect for those

  Evan Caulfield STOCKWORTH REALTY GROUP

  8276 Maritime Flag St Unit 110, Windermere, FL 34786
• 

  

  /43

  Est $731,055 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  6373 Swanson St, Windermere, FL 34786

  6373 Swanson St, Windermere, FL 34786
• 

  

  /69

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,813 Sq Ft

  11019 Kentmere Ct, Windermere, FL 34786

  Privately nestled at the end of a cul-de-sac in the prestigious 24-hour guard-gated community of The Reserve at Lake Butler Sound, a Mediterranean Modern estate—classy on the outside, modern luxury on the inside. 4 spacious bedrooms, 4 full baths including a dedicated pool bath, and a private office. Tastefully updated, this residence offers a blend of timeless design, framed by serene preserve

  Ahmad Hassan COMPASS FLORIDA LLC

  11019 Kentmere Ct, Windermere, FL 34786
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  /2

  $435,000 Sold Jun 06, 2025

  • 1,663 Sq Ft
  • $262/SF
  • 174 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  13330 Abuela Alley, Windermere, FL 34786

  A great opportunity to own a beautiful corner unit townhome in Windermere, Florida. This home sits on a well manicured green space lawn with hometown charm and front porch living. The Coastal Charm exterior with attention to design and detail makes this stand out in the design world. The Legado community is designed for easy living which includes all of your exterior maintenance as well as your

  Paul Richards CORCORAN PREMIER REALTY

  13330 Abuela Alley, Windermere, FL 34786
• 

  

  /57

  Est $2,010,980 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 4,182 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /51

  $1,649,000

  • 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

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
• 

  /2

  $650,000 Sold Jun 06, 2025

  • 2,469 Sq Ft
  • $263/SF
  • 204 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  13272 Roxboro Rd, Windermere, FL 34786

  Discover your dream home in Windermere fully furnished! Located just a stone's throw from Disney attractions, this beautiful 4-bedroom, 3 and a 1 half -bathroom residence is perfect for families seeking comfort and convenience.With a fenced backyard and a screened-in porch, you can enjoy the outdoors in privacy. Plus, the house features fruit trees and a perfect space to relax.Built by renowned

  Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

  13272 Roxboro Rd, Windermere, FL 34786
• 

  

  /5

  Est $494,000 Not Listed For Sale

  1403 Dingens Ave, Windermere, FL 34786

  1403 Dingens Ave, Windermere, FL 34786
• 

  

  /28

  $394,999

  • 3 Beds
  • 2.5 Baths
  • 1,490 Sq Ft

  6327 Southbridge St, Windermere, FL 34786

  Welcome to the beautiful Southbridge Village community. A highly sought after community within the Windermere area. This gorgeous home has a spacious front porch, which is perfect to enjoy the Florida sunshine. Once you enter the home, there is a large open floor plan as you enter through the living room and continue into the kitchen and dining area. The kitchen has brand new 2024 stainless steel

  Vanessa Lee COLDWELL BANKER REALTY

  6327 Southbridge St, Windermere, FL 34786
• 

  /2

  $837,000 Sold Jun 05, 2025

  • 3,282 Sq Ft
  • $255/SF
  • 14 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2002

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786

  Welcome to the highly sought-after gated community of Glenmuir, where tree-lined streets and an elegant entryway create a warm welcome every time you return. Perfectly situated on a generous 1/3-acre lot, this beautiful residence offers breathtaking views of a tranquil pond and a sparkling screened-in pool and spa - the ultimate backdrop for Florida living.This spacious 4-bedroom, 3 full and 2

  Cheryl Roda-Wu CENTURY 21 BE3

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786
• 

  

  /7

  Not Listed For Sale

  0 Gladys Ct, Windermere, FL 34786

  0 Gladys Ct, Windermere, FL 34786
• 

  

  /38

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  12930 Vennetta Way, Windermere, FL 34786

  Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to

  Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

  12930 Vennetta Way, Windermere, FL 34786
• 

  /2

  $900,000 Sold Jun 05, 2025

  • 2,634 Sq Ft
  • $342/SF
  • 31 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  2218 Ridgewind Way, Windermere, FL 34786

  Nestled in the charming gated community of The Estates at Windermere, 2218 Ridgewind Way invites you to experience a harmonious blend of modern living and serene comfort. This exclusive enclave enhances your lifestyle with a delightful playground for endless family fun and is conveniently located close to shopping and dining in the vibrant Winter Garden Village. Picture yourself stepping into

  Matt McKee COMPASS FLORIDA LLC

  2218 Ridgewind Way, Windermere, FL 34786
• 

  /2

  Est $981,133 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,457 Sq Ft

  12016 Otterbrooke Trail, Windermere, FL 34786

  12016 Otterbrooke Trail, Windermere, FL 34786
• 

  

  /39

  $1,849,999

  • 4 Beds
  • 4 Baths
  • 4,240 Sq Ft

  11014 Hawkshead Ct Unit 2, Windermere, FL 34786

  Welcome to an exquisite 4-bedroom, 4-bathroom residence tucked behind the 24/7 guarded gates of the prestigious Reserve at Lake Butler Sound. Perfectly positioned on a private conservation lot, this updated home including a BRAND NEW TILE ROOF blends timeless elegance with modern luxury and offers unmatched privacy and peace.From the moment you arrive, the curb appeal is undeniable. Twin

  Julie Harder COLDWELL BANKER REALTY

  11014 Hawkshead Ct Unit 2, Windermere, FL 34786
• 

  /2

  $2,470,000 Sold Jun 05, 2025

  • 5,418 Sq Ft
  • $456/SF
  • 153 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2019

  4011 Isabella Cir, Windermere, FL 34786

  This exceptional residence, built by Toll Brothers in 2019, is nestled within Casabella, which is located in the prestigious Windermere. This exclusive neighborhood combines privacy, expansive homes on generously sized lots, and a lifestyle defined by luxury and comfort. Situated just minutes from the vibrant downtown areas of both Windermere and Winter Garden, residents enjoy the perfect

  Matt Tomaszewski CORCORAN PREMIER REALTY

  4011 Isabella Cir, Windermere, FL 34786

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