16,514

Windermere, FL Homes

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  • /2

    $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
    • /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
  • /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
  • /2

    $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
    • /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
  • /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
  • /2

    $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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /2

    $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
    • /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
  • /38

    $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
  • /2

    $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
    • /15

      Est $376,499 Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • /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
  • /2

    $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
    • /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
  • /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
  • /2

    $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
    • /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
  • /48

    $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
  • /2

    $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
    • /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
  • /74

    $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
  • /2

    $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
    • /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
  • /30

    $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
  • /2

    $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
    • /44

      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
  • /59

    $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
  • /2

    $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
    • /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
  • /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
  • /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
    • /64

      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
  • /4

    $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
  • /2

    $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

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