Windermere, FL Homes

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  /33

  $439,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  7625 Sutherton Ln, Windermere, FL 34786

  Welcome to this beautifully renovated and meticulously maintained 3-bedroom, 2.5-bath end-unit townhome in the highly sought-after Wickham Park community of Windermere. Designed for modern living, this home blends comfort, style, and functionality. Step through the full-glass storm door into an inviting open-concept living area with 9+ ft ceilings and abundant natural light. The upgraded kitchen

  Sharon Six SOLD BY SIX REALTY, LLC

  7625 Sutherton Ln, Windermere, FL 34786
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  /26

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  11819 Vermillion Ave, Windermere, FL 34786

  Gorgeous 3-bedroom, 2.5-bathroom Townhouse for rent with 1,760 square feet of modern elegance and thoughtful design. The modern finishes throughout the home exude sophistication. Open layout of the living room, dining room and kitchen, which is ideal for entertaining family and friends.

  Juan Mejia CENTENNIAL REALTY GROUP LLC

  11819 Vermillion Ave, Windermere, FL 34786
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  /2

  $1,500,000 Sold Mar 03, 2025

  11769 Hampstead St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 4,979 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 12 Days On Market

  Current Estimated Value $1,476,885

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  11769 Hampstead St, Windermere, FL 34786
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  /23

  Est $335,767 Not Listed For Sale

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

  8264 Maritime Flag St Unit 1420, Windermere, FL 34786

  8264 Maritime Flag St Unit 1420, Windermere, FL 34786
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  /16

  $795,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,051 Sq Ft

  11660 Delwick Dr, Windermere, FL 34786

  Under contract-accepting backup offers. This season, discover a home where gratitude meets grandeur in the heart of Windermere’s coveted Reserve at Belmere. Behind the gates of this elegant community, you’ll find a 4-bedroom, 4.5-bath residence designed for comfort, celebration, and timeless style. From the grand foyer’s inviting entry to the formal dining room ready for holiday feasts, every

  Natalie Rosario FATHOM REALTY FL LLC

  11660 Delwick Dr, Windermere, FL 34786
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  /13

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • House for Rent

  805 Oakdale St, Windermere, FL 34786

  Live amongst the oaks in this 3BD/2BA large corner lot home in the heart of Olde Windermere. Just a short walk to the historic downtown of Windermere.Stainless steel appliances, granite countertops with wine racks! Area boasts parks, tennis courts, public library, full time police security! Come home to "Olde Windermere"! Lawn care included. Application Fee: $50 each adult (18+) due at end of

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  805 Oakdale St, Windermere, FL 34786
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  /2

  $930,000 Sold Nov 10, 2025

  5141 Autumn Ridge Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $389/SF
  • 91 Days On Market

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5141 Autumn Ridge Ln, Windermere, FL 34786
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  /69

  Est $354,884 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,371 Sq Ft

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786
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  /51

  $893,172

  • 5 Beds
  • 4.5 Baths
  • 3,849 Sq Ft

  4926 Indian Deer Rd, Windermere, FL 34786

  WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and sitting area overlooking the serene pond.Designed with both comfort and versatility in mind, the home boasts a modern chef’s kitchen with quartz

  Shelley Dawson COMPASS FLORIDA LLC

  4926 Indian Deer Rd, Windermere, FL 34786
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  /42

  $3,850 per month

  • 5 Beds
  • 3.5 Baths
  • 3,689 Sq Ft
  • House for Rent

  12821 Westside Village Loop, Windermere, FL 34786

  This stunning home sits on a corner 5 bedrooms plus an office and huge bonus room. once you into the large foyer where you will find the office with a double door entry and a guest bath. The formal dining room has a contemporary tray ceiling and leads into the butlers pantry with built in cabinetry and a large walk in pantry. The open concept kitchen features stainless steel appliances, granite

  Marcos Del Nero LA ROSA REALTY KISSIMMEE

  12821 Westside Village Loop, Windermere, FL 34786
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  /2

  $518,000 Sold May 14, 2025

  5014 Wise Bird Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $221/SF
  • 102 Days On Market

  Current Estimated Value $529,827

  Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

  5014 Wise Bird Dr, Windermere, FL 34786
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  /31

  Est $380,131 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786
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  /42

  $895,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  299 W 4th Ave, Mount Dora, FL 32757

  This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting.Step inside to original wood floors that extend

  Judy Black UPSIDE REAL ESTATE INC

  299 W 4th Ave, Mount Dora, FL 32757
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  /15

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  8265 Maritime Flag St Unit 101, Windermere, FL 34786

  Built in 2012, this spacious 3-bedroom, 2.5-bath townhouse offers the perfect blend of comfort, convenience, and community living. Step inside to find a bright and open floor plan featuring a large kitchen, dining area, and living room, perfect for entertaining or relaxing at home. All bedrooms are conveniently located on the second floor, providing added privacy. The home includes all major

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  8265 Maritime Flag St Unit 101, Windermere, FL 34786
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  /2

  $590,000 Sold Feb 27, 2025

  6518 Sawyer Shores Ln, Windermere, FL 34786

  • Land
  • 0.39 Acre
  • $1,512,821 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 28 Days On Market

  Current Estimated Value $577,107

  Last Listing Agent Jodi Knapp REVEL REALTY LLC

  6518 Sawyer Shores Ln, Windermere, FL 34786
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  /43

  Est $2,907,797 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,353 Sq Ft

  5054 Sawyer Cove Way, Windermere, FL 34786

  5054 Sawyer Cove Way, Windermere, FL 34786
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  /18

  $428,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11636 Water Run Aly, Windermere, FL 34786

  This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

  Jose Jimenez EXP REALTY LLC

  11636 Water Run Aly, Windermere, FL 34786
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  /21

  $2,450 per month

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Townhouse for Rent

  14284 Desert Haven St Unit 806, Windermere, FL 34786

  VACANT! Great location! Great Home! Move in this Great home inside the lovely Oasis Cove community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has all tiled floor. It oversees the front porch. Kitchen has all fully appliances and granite counter top. You can also enjoy Disney firework at night. Upstairs has a large

  Daniel Zheng CINO INTERNATIONAL INC

  14284 Desert Haven St Unit 806, Windermere, FL 34786
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  /2

  $380,000 Sold Jan 07, 2025

  8863 Newmarket Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,375 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 29 Days On Market

  Current Estimated Value $363,438

  Last Listing Agent Michael Grace IRON VALLEY REAL ESTATE OSCEOLA

  8863 Newmarket Dr, Windermere, FL 34786
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  /27

  Est $354,716 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  14438 Desert Haven St Unit 4304, Windermere, FL 34786

  14438 Desert Haven St Unit 4304, Windermere, FL 34786
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  /35

  $1,298,000

  • 4 Beds
  • 3.5 Baths
  • 3,751 Sq Ft

  6533 Cartmel Ln, Windermere, FL 34786

  Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-story pool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomes you with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns.As you

  Andy Neal THE AGENCY ORLANDO

  6533 Cartmel Ln, Windermere, FL 34786
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  /60

  $4,195 per month

  • 4 Beds
  • 2.5 Baths
  • 2,145 Sq Ft
  • House for Rent

  2943 Marquesas Ct, Windermere, FL 34786

  Come tour this incredible New England-style pool home in the Town of Windermere that sits on a meticulously manicured one-acre corner lot on a serene, tree-lined street, in the gated community of Lake Crescent Reserve. Lake Crescent is an exclusive community of 21 custom homes with mostly waterfront homes on Lake Crescent. All residents have full use of a private boat ramp to the Butler Chain of

  Jessica Alicea INTEGRITY REAL ESTATE GROUP, LLC

  2943 Marquesas Ct, Windermere, FL 34786
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  /2

  $745,000 Sold Jul 28, 2025

  9676 Wild Oak Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1977

  Last Sold Summary

  • 21% Below List Price
  • $261/SF
  • 102 Days On Market

  Current Estimated Value $775,714

  Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak Dr, Windermere, FL 34786
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  /41

  Est $1,447,320 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft

  1121 Estancia Woods Loop, Windermere, FL 34786

  1121 Estancia Woods Loop, 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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  /21

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Townhouse for Rent

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  Welcome to your new home in beautiful Windermere! This charming 3 bedroom and 2.5 bath townhome offers a bright and open layout designed for comfort and everyday living. The spacious living room flows seamlessly into the dining area and kitchen, creating the perfect space for gatherings. The kitchen features stainless steel appliances and some cabinet space. Upstairs, you’ll find a relaxing

  Vivian Branco MS LAND & BUILDING LLC

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786
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  /2

  $1,600,000 Sold Feb 10, 2025

  6550 Cartmel Ln, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,257 Sq Ft
  • Built 2004

  Last Sold Summary

  • 20% Below List Price
  • $376/SF
  • 10 Days On Market

  Current Estimated Value $1,930,213

  Last Listing Agent Leonardo Pereira CHARLES RUTENBERG REALTY ORLANDO

  6550 Cartmel Ln, Windermere, FL 34786
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  /8

  Est $2,141,678 Not Listed For Sale

  7085 Horizon Cir, Windermere, FL 34786

  7085 Horizon Cir, Windermere, FL 34786
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  /49

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 2,787 Sq Ft

  1361 Whitney Isles Dr, Windermere, FL 34786

  Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

  Gabriel Mantovani ALVES AND HOWELL REALTY

  1361 Whitney Isles Dr, Windermere, FL 34786
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  /15

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Townhouse for Rent

  7351 Millstone St, Windermere, FL 34786

  Beautiful Unfurnished 3/2 townhome in the best location in entire community! This upgraded, sparkling clean unit with stainless steal appliances, Fridge, Washer and Dryer located directly across from the park and the baseball diamond and is practically in Disney World's backyard! You'll love the spectacular nightly fireworks show from your master bedroom or front porch and fall in love with the

  Luciana Lagreca FRONTLINE FLORIDA REALTY, INC.

  7351 Millstone St, Windermere, FL 34786
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  /2

  $2,150,000 Sold Dec 23, 2024

  1916 Lake Roberts Ct, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 4,675 Sq Ft
  • Built 2008

  Last Sold Summary

  • 6% Below List Price
  • $460/SF
  • 203 Days On Market

  Current Estimated Value $2,082,753

  Last Listing Agent Mark Allen REALTY INTERNATIONAL LLC

  1916 Lake Roberts Ct, Windermere, FL 34786
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  /59

  Est $1,873,487 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,640 Sq Ft

  13407 Bellaria Cir, Windermere, FL 34786

  13407 Bellaria Cir, Windermere, FL 34786
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  /2

  $550,000 Pending

  • Land
  • 0.47 Acre
  • $1,170,213 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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  /35

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  8168 Boat Hook Loop Unit 725, Windermere, FL 34786

  MOVE IN SPECIAL: FIRST TWO WEEKS ARE FREE

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  8168 Boat Hook Loop Unit 725, Windermere, FL 34786
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  /2

  $585,000 Sold Aug 19, 2025

  8359 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 2,604 Sq Ft
  • Built 2016

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 3 Days On Market

  Current Estimated Value $554,266

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

  8359 Lookout Pointe Dr, Windermere, FL 34786
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  /58

  Est $1,789,670 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  11603 Vinci Dr, Windermere, FL 34786

  11603 Vinci Dr, Windermere, FL 34786
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  /49

  $19,995,000

  • 6 Beds
  • 14 Baths
  • 20,865 Sq Ft

  9508 Windy Ridge Rd, Windermere, FL 34786

  Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

  Johnny DelPrete Douglas Elliman (Jupiter)

  9508 Windy Ridge Rd, Windermere, FL 34786
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  /50

  $3,200 per month

  • 4 Beds
  • 3.5 Baths
  • 2,420 Sq Ft
  • House for Rent

  7224 Halton Ct, Windermere, FL 34786

  Welcome to this beautifully refreshed two-story home offering over 2,400 sq ft of living space in the desirable Enclave community in Windermere. The first floor features a functional layout with living and dining areas, a comfortable family room, and a kitchen equipped with stainless-steel appliances, a breakfast bar, big pantry and plenty of space for everyday living and entertaining. Step

  Tatyana Clark COLDWELL BANKER RESIDENTIAL RE

  7224 Halton Ct, Windermere, FL 34786
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  /2

  $380,000 Sold Nov 13, 2025

  5219 Keenes Pheasant Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 6 Days On Market

  Last Listing Agent Roland Cotardo THE SIMON SIMAAN GROUP

  5219 Keenes Pheasant Dr, Windermere, FL 34786
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  /31

  Est $759,373 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,514 Sq Ft

  8748 Peachtree Park Ct, Windermere, FL 34786

  8748 Peachtree Park Ct, Windermere, FL 34786

Showing Results 201 - 240, Page 6 of 18