Windermere, FL Homes

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  $2,470,000 Sold Jun 05, 2025

  4011 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,418 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $456/SF
  • 153 Days On Market

  Current Estimated Value $2,474,324

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

  4011 Isabella Cir, Windermere, FL 34786
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  /37

  Est $424,350 Not Listed For Sale

  8368 Iron Mountain Trail, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Built 2016

  8368 Iron Mountain Trail, Windermere, FL 34786

  Last Sold Summary

  • 6% Below List Price
  • $256/SF
  • 31 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Thomas Bayrouty, Jr REDFIN CORPORATION
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  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  2216 Bear Peak Rd, Minneola, FL 34715

  One or more photo(s) has been virtually staged. Welcome to 2216 Bear Peak Road, located in the highly desirable Hills of Minneola community! Built in 2023, this beautiful 3-bedroom, 2.5-bath home offers 1,826 square feet of thoughtfully designed living space with modern finishes and stylish touches throughout. Step inside to discover a bright, open floor plan designed for both comfortable

  Eric Wood LPT REALTY, LLC

  2216 Bear Peak Rd, Minneola, FL 34715
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  $1,830,000 Sold Mar 06, 2026

  6564 Lagoon St, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,685 Sq Ft
  • Built 2025

  Last Sold Summary

  • 22% Below List Price
  • $497/SF
  • 359 Days On Market

  Current Estimated Value $1,693,216

  Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
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  /50

  Est $538,400 Not Listed For Sale

  7861 Berkshire Oak Aly, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • Built 2018

  7861 Berkshire Oak Aly, Windermere, FL 34786

  Last Sold Summary

  • 4% Below List Price
  • $253/SF
  • 8 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP
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  $625,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  11531 Vicolo Loop, Windermere, FL 34786

  Some homes feel like a project. This one simply feels DONE. With major improvements already completed—including a NEW ROOF, new attic insulation, and inspection items already addressed—this beautifully refreshed Belmere home offers the peace of mind buyers are looking for, along with FRESH INTERIOR PAINT, FRESH EXTERIOR PAINT, and BRAND-NEW CARPET, plus updated lighting throughout. The smart and

  Cindy Rosenbloom THE ROSENBLOOM TEAM

  11531 Vicolo Loop, Windermere, FL 34786
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  $676,500 Sold Jun 16, 2025

  8498 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,393 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $283/SF
  • 38 Days On Market

  Current Estimated Value $677,397

  Last Listing Agent Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

  8498 Powder Ridge Trail, Windermere, FL 34786
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  /25

  Est $368,831 Not Listed For Sale

  12852 Calderdale Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft
  • Built 2010

  12852 Calderdale Ave, Windermere, FL 34786

  Last Sold Summary

  • 8% Below List Price
  • $266/SF
  • 57 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO
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  $2,675,000

  • 6 Beds
  • 4 Baths
  • 4,482 Sq Ft

  9648 Weatherstone Ct, Windermere, FL 34786

  Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 6 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around

  Olga Jakubowski ERA GRIZZARD REAL ESTATE

  9648 Weatherstone Ct, Windermere, FL 34786
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  $635,000 Sold Jun 10, 2025

  14642 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft
  • Built 2014

  Last Sold Summary

  • 14% Below List Price
  • $218/SF
  • 277 Days On Market

  Current Estimated Value $632,425

  Last Listing Agent James Song MULTI CHOICE REALTY LLC

  14642 Yellow Butterfly Rd, Windermere, FL 34786
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  Est $750,991 Not Listed For Sale

  9156 Outlook Rock Trail, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,319 Sq Ft
  • Built 2016

  9156 Outlook Rock Trail, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $227/SF
  • 12 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE
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  $679,000

  • 5 Beds
  • 3 Baths
  • 2,972 Sq Ft

  6965 Tettenhall Ln, Windermere, FL 34786

  Reduced for a quick Sale . Welcome to own this beautiful home in lakes of windermere . 5 bedrooms 3 full bathrooms that has been remodeled . Marble floor through downstairs and laminate upstairs and a lot of upgrades throughout the house . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all

  Nabil Chakrouni VISION HOME REAL ESTATE, LLC

  6965 Tettenhall Ln, Windermere, FL 34786
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  $544,000 Sold Dec 01, 2025

  11340 Rapallo Ln, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,165 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 5 Days On Market

  Current Estimated Value $548,958

  Last Listing Agent Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  11340 Rapallo Ln, Windermere, FL 34786
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  Est $1,023,717 Not Listed For Sale

  13981 Reams Rd, Windermere, FL 34786

  13981 Reams Rd, Windermere, FL 34786

  Last Sold Summary

  • 2% Above List Price
  • 111 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Fernando Perez de Armas LPT REALTY, LLC
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  $1,069,989 New Construction

  • 6 - 7 Beds
  • 4.5 Baths
  • 4,443 Sq Ft

  Sweetwater Plan at Palms at Windermere, Windermere, FL 34786

  The Sweetwater floorplan offers expansive living with its thoughtfully designed two-story layout. This home features six spacious bedrooms and four and a half bathrooms, perfectly accommodating larger households or guests. With over 4,400 square feet of living space, the Sweetwater includes both a flex room and multiple bonus spaces, offering flexibility for hobbies, workspaces, or entertainment

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36469004, Windermere, FL 34786
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  $1,470,000 Sold Jun 16, 2025

  5530 Oxford Moor Blvd, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 5,188 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 2 Days On Market

  Current Estimated Value $1,501,838

  Last Listing Agent Marcy Walsh REAL BROKER, LLC

  5530 Oxford Moor Blvd, Windermere, FL 34786
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  Est $385,639 Not Listed For Sale

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 2013

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  Last Sold Summary

  • 7% Below List Price
  • $205/SF
  • 88 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Shaun Reed KELLER WILLIAMS CLASSIC
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  $1,395,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,396 Sq Ft

  11802 Waterstone Loop Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Stunning Mediterranean courtyard-style estate offering 4 bedrooms, 4.5 Bathrooms and 3396 sq ft of living space--all thoughtfully designed on one spacious level by Siliman Homes! From the moment you enter, you'll appreciate the seamless indoor-outdoor flow, centered around a salt water pool, cabana and expansive brick paver patio--perfect for entertaining

  Catherine Lambert BHHS FLORIDA REALTY

  11802 Waterstone Loop Dr, Windermere, FL 34786
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  $2,950,000 Sold Feb 20, 2026

  4711 Joanna Garden Ct, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 4,089 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $721/SF
  • 60 Days On Market

  Current Estimated Value $3,056,915

  Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

  4711 Joanna Garden Ct, Windermere, FL 34786
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  Not Listed For Sale

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Built 2006

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  Last Sold Summary

  • $160/SF
  • 110 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Jeff Perry FLORIDA REALTY RESULTS LLC
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  $1,396,000

  • 6 Beds
  • 4.5 Baths
  • 3,794 Sq Ft

  13596 Gorgona Isle Dr, Windermere, FL 34786

  Stunning Two-Story Pool Home in Prime Windermere LocationWelcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality.The primary suite is a true retreat, featuring a

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  13596 Gorgona Isle Dr, Windermere, FL 34786
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  $570,000 Sold Dec 03, 2025

  11316 Rapallo Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $296/SF
  • 153 Days On Market

  Current Estimated Value $554,804

  Last Listing Agent Sherry Hutchins PREMIUM REALTY ADVISORS LLC

  11316 Rapallo Ln, Windermere, FL 34786
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  Est $530,051 Not Listed For Sale

  4325 Blue Major Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,178 Sq Ft
  • Built 2014

  4325 Blue Major Dr, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $246/SF
  • 42 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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  $543,900 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  13312 Longacre Dr, Windermere, FL 34786

  Move in ready and recently refreshed! This inviting 3-bedroom, 2-bathroom home features a versatile flex room, a screened patio, and a private backyard, offering comfortable and functional living spaces.Located in a quiet, well-established neighborhood, the home is just 12 minutes from Walt Disney World and close to top rated schools, parks, shopping centers, restaurants, and supermarkets,

  Mariesy Davila LA ROSA REALTY INTERNACIONAL L

  13312 Longacre Dr, Windermere, FL 34786
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  $1,325,000 Sold Jun 12, 2025

  9501 Hempel Cove Blvd, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,789 Sq Ft
  • Built 1996

  Last Sold Summary

  • 12% Below List Price
  • $277/SF
  • 100 Days On Market

  Current Estimated Value $1,315,507

  Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

  9501 Hempel Cove Blvd, Windermere, FL 34786
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  Est $1,991,398 Not Listed For Sale

  11840 Vinci Dr, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 4,380 Sq Ft
  • Built 2013

  11840 Vinci Dr, Windermere, FL 34786

  Last Sold Summary

  • 5% Below List Price
  • $479/SF
  • 19 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES
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  $689,000

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft

  13232 Longacre Dr, Windermere, FL 34786

  Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry.The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage

  Maria Kronenberg CHARLES RUTENBERG REALTY ORLANDO

  13232 Longacre Dr, Windermere, FL 34786
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  $302,500 Sold Dec 23, 2025

  12748 Langstaff Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $219/SF
  • 31 Days On Market

  Current Estimated Value $310,418

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  12748 Langstaff Dr, Windermere, FL 34786
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  Est $363,860 Not Listed For Sale

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Built 2011

  8174 Enchantment Dr Unit 1601, Windermere, FL 34786

  Last Sold Summary

  • 7% Below List Price
  • $211/SF
  • 104 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Vivian Branco MS LAND & BUILDING LLC
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  $2,987,500 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,845 Sq Ft

  11255 Macaw Ct, Windermere, FL 34786

  Under contract-accepting backup offers. Set within the guard-gated community of Keene’s Pointe, this golf course front residence offers sweeping views across the fairway to Lake Burden just beyond, creating one of the rarest and uninterrupted backdrops in all of Windermere. Walls of glass draw in natural light and keep the scenery front and center throughout the home. In the evenings, the sun

  Ken Pozek REAL BROKER, LLC

  11255 Macaw Ct, Windermere, FL 34786
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  $657,500 Sold Jun 12, 2025

  11045 Belmere Isles Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $252/SF
  • 215 Days On Market

  Current Estimated Value $649,461

  Last Listing Agent Ryan Rogers REAL BROKER, LLC

  11045 Belmere Isles Ct, Windermere, FL 34786
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  Est $741,215 Not Listed For Sale

  6929 Corley Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,365 Sq Ft
  • Built 2013

  6929 Corley Ave, Windermere, FL 34786

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 89 Days On Market

  Last Sold Price $760,000

  Last Listing Agent Lily Lassalle EXP REALTY LLC
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  $1,999,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,806 Sq Ft

  8160 Tibet Butler Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Keene's Pointe - gated/attended community in Windermere, Florida. This impeccably designed and updated four-bedroom residence offers refined living with three full and two half baths, professionally decorated and showcasing high-end finishes throughout. Perfectly positioned on the 4th tee box of The Golden Bear Club with tranquil pond views, this home

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  8160 Tibet Butler Dr, Windermere, FL 34786
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  $1,165,000 Sold Oct 27, 2025

  14404 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,565 Sq Ft
  • Built 2024

  Last Sold Summary

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

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14404 Crest Palm Ave, Windermere, FL 34786
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  Est $447,068 Not Listed For Sale

  5879 Soter Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft
  • Built 2019

  5879 Soter Ln, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $236/SF
  • 399 Days On Market

  Last Sold Price $463,000

  Last Listing Agent Yesenia Quintero - Realtor EXP REALTY LLC
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  $749,000

  • 4 Beds
  • 4 Baths
  • 2,847 Sq Ft

  6840 Helmsley Cir, Windermere, FL 34786

  Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain

  Eleanor DeSimone IAD FLORIDA LLC

  6840 Helmsley Cir, Windermere, FL 34786
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  $1,450,000 Sold Dec 15, 2025

  8117 Whitford Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,264 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 11 Days On Market

  Current Estimated Value $1,439,001

  Last Listing Agent Mary Tisdale Keller Williams Realty Emerald

  8117 Whitford Ct, Windermere, FL 34786
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  Est $2,013,462 Not Listed For Sale

  1128 Estancia Woods Loop, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 5,382 Sq Ft
  • Built 2019

  1128 Estancia Woods Loop, Windermere, FL 34786

  Last Sold Summary

  • 3% Above List Price
  • $362/SF
  • 22 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC
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  $560,000

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

  8225 Bryce Canyon Ave, Windermere, FL 34786

  Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing homelocated in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready,

  Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

  8225 Bryce Canyon Ave, Windermere, FL 34786
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  $735,000 Sold Jul 14, 2025

  12880 Westside Village Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,769 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 118 Days On Market

  Current Estimated Value $755,952

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12880 Westside Village Loop, Windermere, FL 34786

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