Windermere, FL Homes

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  $362,500 Sold Jan 15, 2026

  12307 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 0 Days On Market

  Last Listing Agent Kim Hogan HOGAN REALTY GROUP INC

  12307 Langstaff Dr, Windermere, FL 34786
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  /52

  Est $731,927 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,943 Sq Ft

  12961 Holdenbury Ln, Windermere, FL 34786

  12961 Holdenbury Ln, Windermere, FL 34786
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  /36

  $330,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  7418 Bentonshire Ave, Windermere, FL 34786

  Under contract-accepting backup offers. Experience the ideal blend of comfort, style, and convenience in the highly sought-after Wickham Park community of Windermere. This two-story townhouse offers two bedrooms, two and a half baths, and 1,228 square feet of thoughtfully designed living space that effortlessly balances everyday living with entertaining. The main level features a bright living

  Andy Neal THE AGENCY FL

  7418 Bentonshire Ave, Windermere, FL 34786
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  $1,800,000 Sold May 23, 2025

  6203 Blakeford Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,350 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Below List Price
  • $414/SF
  • 261 Days On Market

  Current Estimated Value $1,804,305

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  6203 Blakeford Dr, Windermere, FL 34786
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  /21

  Est $517,118 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  11019 Bagley Aly, Windermere, FL 34786

  11019 Bagley Aly, Windermere, FL 34786
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  /75

  $3,700,000

  • 4 Beds
  • 3 Baths
  • 5,365 Sq Ft

  2844 Marquesas Ct, Windermere, FL 34786

  Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living. Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the

  Dianna Desboyaux DOUGLAS ELLIMAN

  2844 Marquesas Ct, Windermere, FL 34786
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  $565,000 Sold Feb 20, 2025

  12953 Runswick Ave, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $230/SF
  • 64 Days On Market

  Current Estimated Value $566,088

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  12953 Runswick Ave, Windermere, FL 34786
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  /20

  Est $800,934 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,677 Sq Ft

  11722 Gray Rock Trail, Windermere, FL 34786

  11722 Gray Rock Trail, Windermere, FL 34786
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  /34

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  4818 Breezy Palms Ct, Windermere, FL 34786

  TIME TO SELL! HUGE PRICE REDUCTION! Don’t miss this Silver Woods jewel box in a super central location! Large corner lot on quiet cul-de-sac. Featuring a FANTASTIC 55x10 screened porch with custom summer kitchen - PERFECT for relaxing and entertaining. Sunny and bright great room plan with vaulted ceilings and hardwood floors is freshly painted and ready for your personal touches. Updated kitchen

  Lisa Gould KELLER WILLIAMS WINTER PARK

  4818 Breezy Palms Ct, Windermere, FL 34786
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  /15

  $1,144,870 Sold Mar 12, 2025

  14428 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,199 Sq Ft
  • Built 2025

  Last Sold Summary

  • $358/SF
  • 0 Days On Market

  Current Estimated Value $1,121,613

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14428 Crest Palm Ave, Windermere, FL 34786
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  /45

  Est $859,443 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,680 Sq Ft

  7016 Kiwano Way, Windermere, FL 34786

  7016 Kiwano Way, Windermere, FL 34786
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  /39

  $674,995

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

  1077 Lascala Dr, Windermere, FL 34786

  Welcome to this exquisite three-bedroom, two-bathroom home in the coveted Belmere community of Windermere. Bathed in natural light, the home exudes Mediterranean charm and character, featuring a spacious main level with a dedicated office and an expansive upstairs loft perfect for a home theater, game room, or additional living space. The elegant kitchen boasts stainless steel appliances and a

  Armaan Memarpouri MEMARPOURI REALTY LLC

  1077 Lascala Dr, Windermere, FL 34786
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  $1,197,935 Sold Mar 19, 2025

  14316 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,724 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Above List Price
  • $322/SF
  • 0 Days On Market

  Current Estimated Value $1,187,500

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14316 Crest Palm Ave, Windermere, FL 34786
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  /25

  Est $381,780 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786
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  $574,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft

  8742 Peachtree Park Ct, Windermere, FL 34786

  Seller Financing Available at below market rates! Welcome to Peachtree Park and this Single-story home boasting an open concept floor plan. Upon entering, you will be greeted with beautiful wood floors that lead to the large living area with a beautiful view of conservation. With no rear neighbors, you will enjoy privacy, especially while relaxing on your large screened-in lanai and your

  James Tate, PA WAYPOINT REAL ESTATE GROUP INC

  8742 Peachtree Park Ct, Windermere, FL 34786
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  $760,000 Sold Oct 17, 2025

  13218 Orange Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,109 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 57 Days On Market

  Current Estimated Value $764,026

  Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  13218 Orange Isle Dr, Windermere, FL 34786
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  /15

  Est $376,499 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  Unlisted Address

  Unlisted Address
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  /75

  $3,490,000

  • 6 Beds
  • 8 Baths
  • 6,930 Sq Ft

  13305 Bellaria Cir, Windermere, FL 34786

  In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen

  Alessandro Minato PREMIER SOTHEBYS INT'L REALTY

  13305 Bellaria Cir, Windermere, FL 34786
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  $490,000 Sold Apr 24, 2025

  12777 Bosworth Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $289/SF
  • 130 Days On Market

  Current Estimated Value $496,355

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  12777 Bosworth Ave, Windermere, FL 34786
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  /51

  Est $381,057 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  8212 Tranquility Way Unit 3008, Windermere, FL 34786

  8212 Tranquility Way Unit 3008, Windermere, FL 34786
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  /30

  $579,000

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  7885 Berkshire Oak Aly, Windermere, FL 34786

  Great Schools! Beautiful 4-bedroom, 2 1/2 bathroom home in Windermere, Contemporary move-in-ready two-story home in the community of Westside Village in Windermere. Wood-look tile throughout the first floor. The kitchen features quartz countertops, an oversized island, and stainless steel appliances. The second floor features a spacious master bedroom, complete with a large walk-in closet,

  Rui Gao U S GLORY REALTY

  7885 Berkshire Oak Aly, Windermere, FL 34786
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  $485,000 Sold Mar 28, 2025

  10710 Reams Rd, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 170 Days On Market

  Current Estimated Value $488,231

  Last Listing Agent Huafeng Fang MAGICMIND REALTY LLC

  10710 Reams Rd, Windermere, FL 34786
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  /28

  Est $452,106 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  11819 Vermillion Ave, Windermere, FL 34786

  11819 Vermillion Ave, Windermere, FL 34786
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  $678,990

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  6876 Merrick Landing Blvd, Windermere, FL 34786

  The Vineyards in Windermere is a newer, non-gated suburban community with a mix of single-family homes and townhomes, appealing amenities. The house is located on the main corner at the entrance to the community and has excellent garden spaces. Primary suite provides a private retreat with a walk-in closet and a well-appointed en-suite bathroom. Additional bedrooms are generously sized, offering

  Delia Lugo INTERNATIONAL REAL ESTATE LLC

  6876 Merrick Landing Blvd, Windermere, FL 34786
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  $830,000 Sold Jan 16, 2026

  11031 Ledgement Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,788 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $298/SF
  • 178 Days On Market

  Last Listing Agent Billy Wygle THE WILKINS WAY LLC

  11031 Ledgement Ln, Windermere, FL 34786
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  /2

  Est $667,079 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,895 Sq Ft

  7985 Brofield Ave, Windermere, FL 34786

  7985 Brofield Ave, Windermere, FL 34786
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  $3,590,000

  • 8 Beds
  • 7.5 Baths
  • 8,203 Sq Ft

  13643 Lake Cawood Dr, Windermere, FL 34786

  Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

  Wenwen Wang JWJ REALTY LLC

  13643 Lake Cawood Dr, Windermere, FL 34786
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  $600,000 Sold Dec 15, 2025

  12925 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,981 Sq Ft
  • Built 2013

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 98 Days On Market

  Last Listing Agent Eric Nelson SIGNATURE HOMES

  12925 Holdenbury Ln, Windermere, FL 34786
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  /16

  Est $322,099 Not Listed For Sale

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

  8156 Boat Hook Loop Unit 308, Windermere, FL 34786

  8156 Boat Hook Loop Unit 308, Windermere, FL 34786
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  $399,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  7712 Moser Ave, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to 7712 Moser Avenue, a beautifully appointed and meticulously maintained three-bedroom, 2.5-bath townhome with a spacious two-car garage, located in the desirable Lake Sawyer community. NEW HOT WATER HEATER OCT 2025, NEWER HVAC AND CONDENSOR AUG 2024, NEW DECORATIVE WOOD TRIMMED MIRRORS IN PRIMARY BATH AND GUEST BATH, NEW OFFICE AND GUEST ROOM

  Stacey Siciliano SUNCOAST REALTY SOLUTIONS, LLC

  7712 Moser Ave, Windermere, FL 34786
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  $619,000 Sold Dec 18, 2025

  8776 Crescendo Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2016

  Last Sold Summary

  • $299/SF
  • 4 Days On Market

  Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

  8776 Crescendo Ave, Windermere, FL 34786
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  Est $380,275 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  14241 Desert Haven St Unit 3501, Windermere, FL 34786

  14241 Desert Haven St Unit 3501, Windermere, FL 34786
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  $1,660,000

  • 5 Beds
  • 4 Baths
  • 3,805 Sq Ft

  311 E 8th Ave, Windermere, FL 34786

  Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie.Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before breakfast, and ending each day with sunsets that paint the sky—this is everyday life at 311 E 8th

  Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

  311 E 8th Ave, Windermere, FL 34786
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  $565,000 Sold Sep 29, 2025

  6545 Chagford Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 2007

  Last Sold Summary

  • $249/SF

  Current Estimated Value $560,709

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  6545 Chagford Ln, Windermere, FL 34786
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  /50

  Est $669,311 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,203 Sq Ft

  9283 Patrimonio Loop, Windermere, FL 34786

  9283 Patrimonio Loop, Windermere, FL 34786
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  /33

  $1,995,000

  • 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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  /2

  $1,535,000 Sold Sep 19, 2025

  11755 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,665 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $419/SF
  • 97 Days On Market

  Current Estimated Value $1,549,651

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  11755 Waterstone Loop Dr, Windermere, FL 34786
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  Est $715,898 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,009 Sq Ft

  6704 Bridgewater Village Rd, Windermere, FL 34786

  6704 Bridgewater Village Rd, Windermere, FL 34786
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  $1,069,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  14421 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14421 Crest Palm Ave, Windermere, FL 34786
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  $1,800,000 Sold Jan 15, 2026

  5412 Water Creek Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,247 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $424/SF
  • 39 Days On Market

  Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

  5412 Water Creek Dr, Windermere, FL 34786

Showing Results 641 - 680, Page 17 of 18