Windermere, FL Homes

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  $1,122,346 Sold Aug 28, 2025

  14378 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft
  • Built 2025

  Last Sold Summary

  • $266/SF
  • 0 Days On Market

  Current Estimated Value $1,105,333

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14378 Crest Palm Ave, Windermere, FL 34786
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  /35

  Est $414,723 Not Listed For Sale

  11716 Water Run Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft
  • Built 2017

  11716 Water Run Aly, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 5 Days On Market

  • Last Sold Price $420,000
  • Jan 22, 2024

  Last Listing Agent Romulo Aguiar CHARLES RUTENBERG REALTY ORLANDO
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  $1,172,945 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,764 Sq Ft

  Deerfield Plan at Palms at Windermere, Windermere, FL 34786

  The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
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  $1,575,000 Sold May 23, 2025

  2115 Lake Crescent Ct, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,597 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $438/SF
  • 91 Days On Market

  Current Estimated Value $1,624,299

  Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

  2115 Lake Crescent Ct, Windermere, FL 34786
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  Est $681,907 Not Listed For Sale

  11725 Sprawling Oak Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,591 Sq Ft
  • Built 2016

  11725 Sprawling Oak Dr, Windermere, FL 34786

  Last Sold Summary

  • 1% Above List Price
  • $261/SF
  • 5 Days On Market

  • Last Sold Price $675,000
  • Apr 11, 2025

  Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY
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  $998,000

  • Land
  • 1.07 Acres
  • $932,710 per Acre

  13125 Filly Ct, Lake Butler, FL 34786

  A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  13125 Filly Ct, Lake Butler, FL 34786
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  $490,000 Sold Jun 23, 2025

  7201 Halton Ct, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 17 Days On Market

  Current Estimated Value $482,236

  Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

  7201 Halton Ct, Windermere, FL 34786
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  Est $502,647 Not Listed For Sale

  8255 Bryce Canyon Ave, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2016

  8255 Bryce Canyon Ave, Windermere, FL 34786

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 6 Days On Market

  • Last Sold Price $500,000
  • Apr 30, 2025

  Last Listing Agent Juan Castro REDFIN CORPORATION
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  $10,900,000

  • 6 Beds
  • 8 Baths
  • 6,783 Sq Ft

  6149 Grosvenor Shore Dr, Windermere, FL 34786

  Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6149 Grosvenor Shore Dr, Windermere, FL 34786
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  $2,500,000 Sold Jan 05, 2026

  2828 Marquesas Ct, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 6,819 Sq Ft
  • Built 1989

  Last Sold Summary

  • 33% Below List Price
  • $367/SF
  • 207 Days On Market

  Current Estimated Value $2,625,406

  Last Listing Agent Carolyn Cook DALTON WADE INC

  2828 Marquesas Ct, Windermere, FL 34786
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  Est $515,839 Not Listed For Sale

  6352 Golden Dewdrop Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 2012

  6352 Golden Dewdrop Trail, Windermere, FL 34786

  Last Sold Summary

  • 4% Above List Price
  • $249/SF
  • 15 Days On Market

  • Last Sold Price $495,000
  • Dec 02, 2024

  Last Listing Agent Jessica Souza Meuli WRA BUSINESS & REAL ESTATE
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  $2,995,000

  • 4 Beds
  • 5 Baths
  • 4,693 Sq Ft

  10870 Bayshore Dr, Windermere, FL 34786

  Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  10870 Bayshore Dr, Windermere, FL 34786
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  $1,468,000 Sold Jul 31, 2025

  9032 Tavolini Terrace, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,247 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $280/SF
  • 42 Days On Market

  Current Estimated Value $1,437,451

  Last Listing Agent Jacky Herrera COMPASS FLORIDA LLC

  9032 Tavolini Terrace, Windermere, FL 34786
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  Est $693,842 Not Listed For Sale

  8267 Procida Isle Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • Built 2019

  8267 Procida Isle Ln, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $315/SF
  • 88 Days On Market

  • Last Sold Price $699,900
  • Mar 20, 2025

  Last Listing Agent Chris Creegan CREEGAN GROUP
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  $624,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,812 Sq Ft

  5224 Lemon Twist Ln, Windermere, FL 34786

  Welcome to one of the lowest-priced single-family home in the highly desirable Summerport community in Windermere. This well-maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private office, and a versatile loft/bonus space. Recent updates include a new roof (2021), fresh interior paint, and two new HVAC units (2023). The open-concept layout offers a spacious kitchen with

  Carmen Aridas RE/MAX PRIME PROPERTIES

  5224 Lemon Twist Ln, Windermere, FL 34786
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  $650,000 Sold Jun 06, 2025

  13272 Roxboro Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,469 Sq Ft
  • Built 2008

  Last Sold Summary

  • 13% Below List Price
  • $263/SF
  • 204 Days On Market

  Current Estimated Value $646,809

  Last Listing Agent Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

  13272 Roxboro Rd, Windermere, FL 34786
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  Est $506,647 Not Listed For Sale

  8553 Crescendo Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,841 Sq Ft
  • Built 2016

  8553 Crescendo Ave, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 26 Days On Market

  • Last Sold Price $512,000
  • Jan 25, 2024

  Last Listing Agent Thad Czapka COLDWELL BANKER REALTY
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  $698,000

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  13836 Bluebird Pond Rd, Windermere, FL 34786

  Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38

  Keith Gordon GETMOREOFFERS

  13836 Bluebird Pond Rd, Windermere, FL 34786
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  $420,000 Sold Jul 09, 2025

  5148 Sun Palm Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1987

  Last Sold Summary

  • $231/SF
  • 0 Days On Market

  Current Estimated Value $542,971

  Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

  5148 Sun Palm Dr, Windermere, FL 34786
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  Est $1,448,544 Not Listed For Sale

  11769 Hampstead St, Windermere, FL 34786

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

  11769 Hampstead St, Windermere, FL 34786

  Last Sold Summary

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

  • Last Sold Price $1,500,000
  • Mar 03, 2025

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC
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  $554,555

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft

  9319 Woodbreeze Blvd, Windermere, FL 34786

  WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  9319 Woodbreeze Blvd, Windermere, FL 34786
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  $6,200,000 Sold Sep 15, 2025

  11019 Bridge House Rd Unit R, Windermere, FL 34786

  • 7 Beds
  • 11 Baths
  • 9,376 Sq Ft
  • Built 2008

  Last Sold Summary

  • $661/SF
  • 0 Days On Market

  Current Estimated Value $5,667,854

  Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  11019 Bridge House Rd Unit R, Windermere, FL 34786
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  Est $503,366 Not Listed For Sale

  8308 Bryce Canyon Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft
  • Built 2016

  8308 Bryce Canyon Ave, Windermere, FL 34786

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 4 Days On Market

  • Last Sold Price $530,000
  • Dec 02, 2024

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC
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  $14,500,000 Pending

  • 6 Beds
  • 11 Baths
  • 11,071 Sq Ft

  9121 Tibet Pointe Cir, Windermere, FL 34786

  Experience the Ultimate in Luxury Living — Immerse yourself in a world of elegance, privacy, and unparalleled entertainment across four and a half acres of gated perfection within the community of Keene's Pointe on the coveted Butler Chain of Lakes in Windermere. This extraordinary estate showcases a breathtaking resort-style pool and outdoor living experience—complete with slide, waterfall,

  Jay Martin CORCORAN PREMIER REALTY

  9121 Tibet Pointe Cir, Windermere, FL 34786
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  $370,000 Sold Nov 06, 2025

  13550 Carroway St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 26 Days On Market

  Current Estimated Value $369,941

  Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  13550 Carroway St, Windermere, FL 34786
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  Est $565,292 Not Listed For Sale

  8797 Peachtree Park Ct, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 2017

  8797 Peachtree Park Ct, Windermere, FL 34786

  Last Sold Summary

  • 1% Above List Price
  • $327/SF
  • 30 Days On Market

  • Last Sold Price $560,000
  • Nov 14, 2024

  Last Listing Agent Cliff Glansen FLATFEE.COM
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  $2,868,000

  • 6 Beds
  • 6 Baths
  • 4,920 Sq Ft

  13304 Bellaria Cir, Windermere, FL 34786

  Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

  Caroline De Castro Marcellini COMPASS FLORIDA, LLC

  13304 Bellaria Cir, Windermere, FL 34786
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  $1,000,000 Sold May 29, 2025

  9224 Legado Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,407 Sq Ft
  • Built 2021

  Last Sold Summary

  • 17% Below List Price
  • $294/SF
  • 30 Days On Market

  Current Estimated Value $1,010,405

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

  9224 Legado Dr, Windermere, FL 34786
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  Est $482,791 Not Listed For Sale

  11555 Charnock Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 2018

  11555 Charnock Dr, Windermere, FL 34786

  Last Sold Summary

  • $256/SF
  • 71 Days On Market

  • Last Sold Price $482,000
  • Apr 21, 2025

  Last Listing Agent Jeffrey Stocks STOCKS FAMILY REALTY LLC
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  $360,000

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

  14368 Desert Haven St Unit 4106, Windermere, FL 34786

  Don't miss 14368 Desert Haven St, recently enhanced with a partial flooring replacement, providing an updated surface throughout. The kitchen is equipped with stainless steel appliances for functional meal preparation. This residence includes a primary bedroom with a spacious walk-in closet, and its connecting bathroom provides double sinks and a separate tub and shower, contributing to its

  Karen Albright OPENDOOR BROKERAGE LLC

  14368 Desert Haven St Unit 4106, Windermere, FL 34786
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  $2,250,000 Sold Mar 09, 2026

  409 W 2nd Ave, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,688 Sq Ft
  • Built 1995

  Last Sold Summary

  • 15% Below List Price
  • $480/SF
  • 338 Days On Market

  Current Estimated Value $2,236,418

  Last Listing Agent Amanda Black PA UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
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  Est $1,282,748 Not Listed For Sale

  7587 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,149 Sq Ft
  • Built 2014

  7587 Lake Albert Dr, Windermere, FL 34786

  Last Sold Summary

  • 3% Above List Price
  • $241/SF
  • 40 Days On Market

  • Last Sold Price $1,240,000
  • May 02, 2025

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  $725,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,373 Sq Ft

  17514 Black Rail St, Windermere, FL 34786

  New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and

  He Gao U S GLORY REALTY

  17514 Black Rail St, Windermere, FL 34786
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  $670,000 Sold Jun 03, 2025

  12627 Salomon Cove Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 2,886 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $232/SF
  • 41 Days On Market

  Current Estimated Value $661,256

  Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  12627 Salomon Cove Dr, Windermere, FL 34786
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  Est $648,581 Not Listed For Sale

  12761 Westside Village Loop, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 2018

  12761 Westside Village Loop, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 9 Days On Market

  • Last Sold Price $653,250
  • Mar 28, 2025

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  $587,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  Butler Plan at Lake Cawood Cove - Townhomes, Windermere, FL 34786

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932782, Windermere, FL 34786
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  $934,500 Sold Jul 23, 2025

  2046 Westover Reserve Blvd, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,516 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $266/SF
  • 30 Days On Market

  Current Estimated Value $985,898

  Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

  2046 Westover Reserve Blvd, Windermere, FL 34786
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  Est $2,330,145 Not Listed For Sale

  3992 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 2018

  3992 Isabella Cir, Windermere, FL 34786

  Last Sold Summary

  • 2% Above List Price
  • $527/SF
  • 114 Days On Market

  • Last Sold Price $2,287,500
  • Aug 02, 2024

  Last Listing Agent Nicole Dege REDFIN CORPORATION
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  $585,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  13430 Hopkinton Ct, Windermere, FL 34786

  ***Charming Windermere Home in Lakes of Windermere – Peachtree! ***Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home located on a quiet cul-de-sac in the desirable Lakes of Windermere – Peachtree community, behind the famous Walt Disney World Magic Kingdom! This home combines comfort, convenience, and style in one of Central Florida’s most sought-after locations. Step

  Lynn London EXP REALTY LLC

  13430 Hopkinton Ct, Windermere, FL 34786
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  $340,000 Sold Feb 06, 2026

  12716 Langstaff Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,181 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $288/SF
  • 85 Days On Market

  Current Estimated Value $335,435

  Last Listing Agent Ann Wargo UPSIDE REAL ESTATE INC

  12716 Langstaff Dr, Windermere, FL 34786

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