Windermere, FL Homes

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  $2,350,000 Sold Oct 21, 2025

  10121 Lone Tree Ln, Orlando, FL 32836

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $1,001/SF
  • 0 Days On Market

  Current Estimated Value $2,365,234

  Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

  10121 Lone Tree Ln, Orlando, FL 32836
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  Est $310,802 Not Listed For Sale

  8256 Maritime Flag St Unit 305, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2009

  8256 Maritime Flag St Unit 305, Windermere, FL 34786

  Last Sold Summary

  • 9% Below List Price
  • $255/SF
  • 50 Days On Market

  • Last Sold Price $340,000
  • Oct 21, 2024

  Last Listing Agent Claire Jesso SERHANT
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  $749,888

  • 5 Beds
  • 3 Baths
  • 2,620 Sq Ft

  13842 Orange Crest Dr, Windermere, FL 34786

  PRICED UNDER APPRAISED VALUE! Nestled behind the gated enclave of Eden Isle in Summerport, this stunning five-bedroom, three-bath residence blends modern updates with generous living space. Newly renovated in 2024, the home showcases luxury vinyl plank flooring throughout, a reimagined kitchen, and fully upgraded downstairs bathrooms. Step inside to soaring ceilings and an abundance of natural

  Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

  13842 Orange Crest Dr, Windermere, FL 34786
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  $1,700,000 Sold Oct 10, 2025

  830 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,670 Sq Ft
  • Built 2019

  Last Sold Summary

  • 13% Below List Price
  • $463/SF
  • 320 Days On Market

  Current Estimated Value $1,721,874

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  830 Oakdale St, Windermere, FL 34786
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  /2

  Est $477,911 Not Listed For Sale

  10706 Reams Rd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft
  • Built 2013

  10706 Reams Rd, Windermere, FL 34786

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 62 Days On Market

  • Last Sold Price $490,000
  • Nov 07, 2024

  Last Listing Agent Hector Leon LPT REALTY, LLC
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  $7,595,000

  • 5 Beds
  • 6.5 Baths
  • 6,937 Sq Ft

  5074 Isleworth Country Club Dr, Windermere, FL 34786

  A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 6,900 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the

  Armaan Memarpouri MEMARPOURI REALTY LLC

  5074 Isleworth Country Club Dr, Windermere, FL 34786
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  $716,000 Sold Mar 31, 2026

  13912 Darchance Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,699 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 5 Days On Market

  Current Estimated Value $699,745

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

  13912 Darchance Rd, Windermere, FL 34786
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  /18

  Est $401,976 Not Listed For Sale

  13179 Kegan St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2015

  13179 Kegan St, Windermere, FL 34786

  Last Sold Summary

  • 6% Below List Price
  • $265/SF
  • 6 Days On Market

  • Last Sold Price $429,000
  • Jun 29, 2024

  Last Listing Agent Miguel Lopez AGENT TRUST REALTY CORPORATION
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  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  12353 Via Derna Place, Windermere, FL 34786

  The house does not include furniture.Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse, with furniture available for negotiation, located in the desirable Carrington at Windermere community. This residence provides a well-designed open-concept floor plan that seamlessly blends comfort and functionality, ideal for both everyday living and entertaining. The home features

  Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

  12353 Via Derna Place, Windermere, FL 34786
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  /2

  $387,000 Sold May 15, 2025

  8612 Brookvale Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,516 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 28 Days On Market

  Current Estimated Value $378,808

  Last Listing Agent Rafael Fernandez AGENT TRUST REALTY CORPORATION

  8612 Brookvale Dr, Windermere, FL 34786
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  Est $520,730 Not Listed For Sale

  12166 Canyon Sun Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft
  • Built 2016

  12166 Canyon Sun Trail, Windermere, FL 34786

  Last Sold Summary

  • 5% Below List Price
  • $255/SF
  • 17 Days On Market

  • Last Sold Price $550,000
  • Dec 16, 2024

  Last Listing Agent Jin Cheng ARION REALTY
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  /15

  $490,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  6310 Golden Dewdrop Trail, Windermere, FL 34786

  Under contract-accepting backup offers. Windermere Landings, Highly desirable community, only five minutes from downtown Windermere, and great school district. Beautiful two story home, Three bedroom Two and half bath with upstairs loft space for a home office. The Kitchen has overlooking the great family room and dining room.wood cabinets, granite countertops, an island, and counter height bar

  Mengshi Lu JOY ESTATE ENTERPRISE INC

  6310 Golden Dewdrop Trail, Windermere, FL 34786
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  $1,710,000 Sold Jan 16, 2026

  7417 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,006 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Above List Price
  • $342/SF
  • 80 Days On Market

  Current Estimated Value $1,704,460

  Last Listing Agent Dan Palmer TEAM DONOVAN

  7417 Lake Albert Dr, Windermere, FL 34786
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  Est $898,080 Not Listed For Sale

  8349 Torcello Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,968 Sq Ft
  • Built 2018

  8349 Torcello Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 8% Below List Price
  • $330/SF
  • 60 Days On Market

  • Last Sold Price $979,000
  • Oct 17, 2024

  Last Listing Agent Chris Creegan CREEGAN GROUP
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  $680,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6712 Thornhill Cir, Windermere, FL 34786

  With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

  Brad Young HOMEVEST REALTY

  6712 Thornhill Cir, Windermere, FL 34786
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  $355,000 Sold Jun 13, 2025

  8933 Newmarket Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,336 Sq Ft
  • Built 2006

  Last Sold Summary

  • 10% Below List Price
  • $266/SF
  • 74 Days On Market

  Current Estimated Value $346,917

  Last Listing Agent Jenna Palmero COLDWELL BANKER REALTY

  8933 Newmarket Dr, Windermere, FL 34786
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  Est $495,369 Not Listed For Sale

  8320 Bryce Canyon Ave, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft
  • Built 2016

  8320 Bryce Canyon Ave, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $234/SF

  • Last Sold Price $480,000

  Last Listing Agent Sherry Wang KELLER WILLIAMS CLASSIC
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  $525,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  5130 Sun Palm Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to 5130 Sun Palm Drive, located in the heart of WINDERMERE! This beautifully maintained 3-bedroom, 2-bath home offers 1,723 sqft of living space on a spacious 1⁄4-acre FULLY FENCED lot — perfect for outdoor enjoyment and privacy. Recent upgrades include a new ROOF (2022) and a new AC SYSTEM (2020). ALL FLOORING HAS BEEN UPDATED. The carpet was

  Elle Walters JASON MITCHELL REAL ESTATE FLO

  5130 Sun Palm Dr, Windermere, FL 34786
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  $3,315,000 Sold May 16, 2025

  2844 Marquesas Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 5,365 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • $618/SF
  • 4 Days On Market

  Current Estimated Value $3,468,638

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  2844 Marquesas Ct, Windermere, FL 34786
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  /2

  Est $1,536,317 Not Listed For Sale

  1295 Estancia Woods Loop, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,098 Sq Ft
  • Built 2018

  1295 Estancia Woods Loop, Windermere, FL 34786

  Last Sold Summary

  • 4% Above List Price
  • $360/SF
  • 22 Days On Market

  • Last Sold Price $1,475,000
  • Feb 25, 2025

  Last Listing Agent Desiree LaRoche KEENE'S POINTE REALTY
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  $2,899,000

  • 5 Beds
  • 4 Baths
  • 3,737 Sq Ft

  10203 Trout Rd, Orlando, FL 32836

  Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

  Darlene O'Hara HOMEVEST REALTY

  10203 Trout Rd, Orlando, FL 32836
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  $710,000 Sold Nov 25, 2025

  9631 Hollyglen Place, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,854 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 14 Days On Market

  Current Estimated Value $727,567

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  9631 Hollyglen Place, Windermere, FL 34786
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  Est $1,859,902 Not Listed For Sale

  12408 Corso Ct, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 5,497 Sq Ft
  • Built 2017

  12408 Corso Ct, Windermere, FL 34786

  Last Sold Summary

  • 2% Below List Price
  • $346/SF
  • 2 Days On Market

  • Last Sold Price $1,900,000
  • Aug 16, 2024

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP
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  $14,250,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 9,511 Sq Ft

  5525 Isleworth Country Club Dr, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully

  Monica Lochmandy ISLEWORTH REALTY LLC

  5525 Isleworth Country Club Dr, Windermere, FL 34786
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  $573,350 Sold Apr 17, 2026

  9056 Woodbreeze Blvd, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $278/SF
  • 2 Days On Market

  Current Estimated Value $563,347

  Last Listing Agent Ryan Solberg MAXLIFE REALTY LLC

  9056 Woodbreeze Blvd, Windermere, FL 34786
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  Est $515,976 Not Listed For Sale

  13832 Summerport Trail Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2016

  13832 Summerport Trail Loop, Windermere, FL 34786

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 91 Days On Market

  • Last Sold Price $505,000
  • Apr 18, 2025

  Last Listing Agent Erika Gao RC GROUP REALTY LLC
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  $1,650,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,464 Sq Ft

  8438 Tibet Butler Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile

  Daniel Pavel WRA BUSINESS & REAL ESTATE

  8438 Tibet Butler Dr, Windermere, FL 34786
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  $435,000 Sold Jan 01, 2026

  13775 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $217/SF
  • 84 Days On Market

  Current Estimated Value $440,733

  Last Listing Agent Sonia Frederick BAHIA INTERNATIONAL REALTY

  13775 Bressler Aly, Windermere, FL 34786
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  Est $602,308 Not Listed For Sale

  13786 Summer Harbor Ct, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft
  • Built 2015

  13786 Summer Harbor Ct, Windermere, FL 34786

  Last Sold Summary

  • 10% Above List Price
  • $246/SF
  • 12 Days On Market

  • Last Sold Price $550,000
  • Jul 01, 2024

  Last Listing Agent Lisa Camphire PREMIER SOTHEBYS INT'L REALTY
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  $3,700,000

  • 5 Beds
  • 7 Baths
  • 7,153 Sq Ft

  6857 Valhalla Way, Windermere, FL 34786

  Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in quality in this Rick Watson built masterpiece

  Mely Carrero EMPIRE NETWORK REALTY

  6857 Valhalla Way, Windermere, FL 34786
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  $819,500 Sold Jun 13, 2025

  2151 Tillman Ave, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,506 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $234/SF
  • 41 Days On Market

  Current Estimated Value $818,872

  Last Listing Agent Andy Neal THE AGENCY FL

  2151 Tillman Ave, Winter Garden, FL 34787
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  Est $1,235,022 Not Listed For Sale

  7861 Ficquette Rd, Windermere, FL 34786

  7861 Ficquette Rd, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • 27 Days On Market

  • Last Sold Price $1,250,000
  • Mar 10, 2025

  Last Listing Agent Sherri Palmer EXP REALTY LLC
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  $385,000

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

  12210 Langstaff Dr, Windermere, FL 34786

  WELL MAINTAINED TOWNHOME IN WINDERMERE! 3 BEDROOM 2.5 BATHROOMS! Located in the sought after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a

  Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

  12210 Langstaff Dr, Windermere, FL 34786
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  $835,000 Sold Jul 03, 2025

  2538 Carter Grove Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $331/SF
  • 8 Days On Market

  Current Estimated Value $827,674

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, Windermere, FL 34786
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  Est $1,263,000 Not Listed For Sale

  14416 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,443 Sq Ft
  • Built 2024

  14416 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 10% Below List Price
  • $317/SF
  • 0 Days On Market

  • Last Sold Price $1,407,279
  • Mar 14, 2025

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  7249 Shadeview Aly, Windermere, FL 34786

  This enchanting home located near all of Florida’s theme parks, necessities, and more can be yours today! What a stunning home located in a great neighborhood, feel safe in this community that also has a community pool and a playground! Minutes away from Disney, several shopping centers, spectacular schools, and more feel wonderful living close to everything one would need! Stepping into the

  Blanca Armada REMAX PREMIER PROPERTIES

  7249 Shadeview Aly, Windermere, FL 34786
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  $590,000 Sold Feb 24, 2026

  4533 River Gem Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $245/SF
  • 49 Days On Market

  Current Estimated Value $602,038

  Last Listing Agent George Stringer COLDWELL BANKER REALTY

  4533 River Gem Ave, Windermere, FL 34786
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  Est $560,682 Not Listed For Sale

  6820 Merrick Landing Blvd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,126 Sq Ft
  • Built 2014

  6820 Merrick Landing Blvd, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $273/SF
  • 1 Day On Market

  • Last Sold Price $580,000
  • Jun 21, 2024

  Last Listing Agent Chris Bunnell EXP REALTY LLC
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  $572,500

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  9072 Woodbreeze Blvd, Windermere, FL 34786

  Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements.Set on a spacious quarter-acre lot, the property

  Charles Kohlinger BHHS FLORIDA REALTY

  9072 Woodbreeze Blvd, Windermere, FL 34786
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  /2

  $292,000 Sold Oct 03, 2025

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $201/SF
  • 348 Days On Market

  Current Estimated Value $296,633

  Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

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