Windermere, FL Homes

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  $1,258,250 Sold May 29, 2025

  1825 Lake Roberts Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,754 Sq Ft
  • Built 1995

  Last Sold Summary

  • $335/SF
  • 27 Days On Market

  Current Estimated Value $1,260,708

  Last Listing Agent Daniel Ryan EXP REALTY LLC

  1825 Lake Roberts Ct, Windermere, FL 34786
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  /15

  Est $393,638 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  $330,000

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

  7418 Bentonshire Ave, Windermere, FL 34786

  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 room with ceiling fan, a dining area, and

  Andy Neal THE AGENCY ORLANDO

  7418 Bentonshire Ave, Windermere, FL 34786
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  $375,000 Sold Oct 14, 2025

  7819 Hardenton St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2012

  Last Sold Summary

  • 11% Below List Price
  • $250/SF
  • 144 Days On Market

  Last Listing Agent Cory Prado COLDWELL BANKER REALTY

  7819 Hardenton St, Windermere, FL 34786
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  Est $386,576 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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  /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 EXP REALTY LLC

  2844 Marquesas Ct, 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 $1,808,595

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  6203 Blakeford Dr, Windermere, FL 34786
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  Est $671,878 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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  $535,000

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

  4818 Breezy Palms Ct, Windermere, FL 34786

  MOVE IN FOR THE HOLIDAYS! 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 with

  Lisa Gould KELLER WILLIAMS WINTER PARK

  4818 Breezy Palms 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 $568,105

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  12953 Runswick Ave, Windermere, FL 34786
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  /16

  Est $322,043 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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  $500,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  8726 Greenbank Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. Your opportunity to own a beautiful home in the sought-after gated community of Lakes of Windermere! This charming home offers a spacious and welcoming open floor plan, with the kitchen and dining areas flowing seamlessly into the living room, all filled with excellent natural light. Additional features include a separate laundry room, a breakfast nook, a

  Pamela Pagan KELLER WILLIAMS ADVANTAGE III

  8726 Greenbank Blvd, Windermere, FL 34786
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  $414,000 Sold Dec 30, 2024

  5668 Somersby Rd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,522 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $272/SF
  • 48 Days On Market

  Current Estimated Value $393,071

  Last Listing Agent Juan Castro REDFIN CORPORATION

  5668 Somersby Rd, Windermere, FL 34786
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  Est $389,295 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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  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 4,257 Sq Ft

  6443 Cartmel Ln, Windermere, FL 34786

  Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

  Julie Bettosini STOCKWORTH REALTY GROUP

  6443 Cartmel Ln, Windermere, FL 34786
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  $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 $1,097,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14428 Crest Palm Ave, Windermere, FL 34786
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  /50

  Est $673,729 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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  $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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  $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 $1,159,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14316 Crest Palm Ave, Windermere, FL 34786
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  Est $721,585 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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  $1,222,740 Pending

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft

  14238 Crest Palm Ave, Windermere, FL 34786

  Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home inWindermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaringceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14238 Crest Palm Ave, 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

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

  13218 Orange Isle Dr, Windermere, FL 34786
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  Est $449,008 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786
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  $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 $497,545

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  12777 Bosworth Ave, Windermere, FL 34786
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  Est $449,008 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786
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  $700,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,095 Sq Ft

  3241 Downs Cove Rd, Windermere, FL 34786

  Charming Multi-Level Home in Sought-After Windermere Welcome to 3241 Downs Cove Road, a beautifully designed 3-bedroom, 2-bathroom multi-level home nestled in the heart of Windermere. This spacious property offers both style and versatility, perfect for families, remote professionals, or anyone seeking extra space to live and entertain. The main living area features an inviting open layout with

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  3241 Downs Cove Rd, 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 $489,926

  Last Listing Agent Huafeng Fang MAGICMIND REALTY LLC

  10710 Reams Rd, Windermere, FL 34786
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  Est $474,213 Not Listed For Sale

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

  6039 Savannah Oak Aly, Windermere, FL 34786

  6039 Savannah Oak Aly, Windermere, FL 34786
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  $550,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft

  12621 Salomon Cove Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to this move-in ready home in sought-after Westside Village, offering a FLEXIBLE FLOOR PLAN and SEPARATE 1-BEDROOM IN-LAW SUITE above the garage — perfect for guests, rental income, or multi-generational living. The main home up front offers 3 bedrooms plus a versatile loft room—ideal as an office, playroom, or media space—anchored by an open great

  Jun Zhou MAGICMIND REALTY LLC

  12621 Salomon Cove 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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  /25

  Est $391,202 Not Listed For Sale

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

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786
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  $398,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  7628 Billingham St, Windermere, FL 34786

  Under contract-accepting backup offers. SUPER DEAL. Discover this beautiful townhome located in the sought-after community of Wickman Park of Windermere. Offering 3 spacious bedrooms, 2 full bathrooms and a convenient hall bath. This home is filled with upgrades and designed for comfort. The open-concept first floor includes a modern kitchen with stainless steel appliances, a double-side sink,

  Nelia Perez Urdaneta LA ROSA REALTY LLC

  7628 Billingham St, 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 $533,944 Not Listed For Sale

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

  7313 Ella Ln, Windermere, FL 34786

  7313 Ella Ln, 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

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

  6545 Chagford Ln, Windermere, FL 34786
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  /100

  Est $860,717 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,907 Sq Ft

  8637 Crescendo Ave, Windermere, FL 34786

  8637 Crescendo Ave, Windermere, FL 34786
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  $1,125,970 Pending

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  14201 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. SAMPLE IMAGE Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor planboasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect forentertaining family and friends. The garage includes an extra hobby/work space for

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14201 Crest Palm Ave, Windermere, FL 34786
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  $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

Showing Results 641 - 680, Page 17 of 18