Homes in ZIP Code 34786

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  /33

  Est $508,343 Not Listed For Sale

  13874 Summerport Trail Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,233 Sq Ft
  • Built 2016

  13874 Summerport Trail Loop, Windermere, FL 34786

  Last Sold Summary

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

  • Last Sold Price $525,880
  • Jun 13, 2024

  Last Listing Agent xingzhi zhang AAA GLOBAL VENTURES PA
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  /44

  $999,000

  • 4 Beds
  • 3 Baths
  • 2,357 Sq Ft

  8525 Bowden Way, Windermere, FL 34786

  Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. 4 bedroom/3 bath home with formal living and dining rooms, kitchen and great room. This quaint home features a functional floor plan. Kitchen with newer stainless appliances, open concept floor plan joining the kitchen, nook and great room and private primary with walk-in closet and bath with dual vanities, shower and

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  8525 Bowden Way, Windermere, FL 34786
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  /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

  Current Estimated Value $843,398

  Last Listing Agent Billy Wygle THE WILKINS WAY LLC

  11031 Ledgement Ln, Windermere, FL 34786
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  /47

  Est $364,567 Not Listed For Sale

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft
  • Built 2010

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

  Last Sold Summary

  • 8% Below List Price
  • $221/SF
  • 6 Days On Market

  • Last Sold Price $395,000
  • May 23, 2024

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S
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  /35

  $534,900 Pending

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

  13312 Longacre Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Move in ready Windermere Terrace home just minutes from Walt Disney World, featuring a large flex room, screened lanai, and private fenced backyard!Recently refreshed home offering a functional layout with a spacious, versatile flex area ideal for a home office, playroom, or studio. Enjoy Central Florida living with a screened lanai overlooking a

  Mariesy Davila LA ROSA REALTY INTERNACIONAL L

  13312 Longacre Dr, Windermere, FL 34786
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  /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
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  /45

  Est $1,674,211 Not Listed For Sale

  9012 Pinnacle Cir, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,585 Sq Ft
  • Built 2019

  9012 Pinnacle Cir, Windermere, FL 34786

  Last Sold Summary

  • 12% Below List Price
  • $529/SF
  • 163 Days On Market

  • Last Sold Price $1,895,000
  • Jan 31, 2024

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC
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  /34

  $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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  /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

  Current Estimated Value $619,101

  Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

  8776 Crescendo Ave, Windermere, FL 34786
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  /17

  Est $684,143 Not Listed For Sale

  8712 Crescendo Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,926 Sq Ft
  • Built 2016

  8712 Crescendo Ave, Windermere, FL 34786

  Last Sold Summary

  • 3% Above List Price
  • $228/SF
  • 119 Days On Market

  • Last Sold Price $666,000
  • Jul 15, 2024

  Last Listing Agent Eileen Li TOPSKY REALTY INC
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  /76

  $649,000

  • 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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  /2

  $450,000 Sold Apr 23, 2026

  8601 Via Tavoleria Way, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 1,936 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 5 Days On Market

  Last Listing Agent Liza Farzati SERHANT

  8601 Via Tavoleria Way, Windermere, FL 34786
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  /39

  Est $741,583 Not Listed For Sale

  13207 Orange Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft
  • Built 2021

  13207 Orange Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 3 Days On Market

  • Last Sold Price $765,000
  • Sep 15, 2023

  Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC
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  /51

  $1,119,990 Pending

  • 6 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  14354 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* TIDEWATER W/BONUS - Our beautiful huge 2 story home, located on a beautiful conservation lot, with 6 Bedrooms and 4.5Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14354 Crest Palm Ave, Windermere, FL 34786
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  /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 $554,835

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

  6545 Chagford Ln, Windermere, FL 34786
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  /48

  Est $715,642 Not Listed For Sale

  13608 Gorgona Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft
  • Built 2020

  13608 Gorgona Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 28 Days On Market

  • Last Sold Price $725,000
  • Sep 15, 2023

  Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS
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  /91

  $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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  /2

  $805,000 Sold Feb 13, 2026

  14551 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,546 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 51 Days On Market

  Current Estimated Value $795,634

  Last Listing Agent Silvia Odebrecht ICON REALTY ASSOCIATES INC

  14551 Yellow Butterfly Rd, Windermere, FL 34786
• 

  

  /23

  Est $717,987 Not Listed For Sale

  9216 Outlook Rock Trail, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,985 Sq Ft
  • Built 2016

  9216 Outlook Rock Trail, Windermere, FL 34786

  Last Sold Summary

  • 6% Above List Price
  • $226/SF
  • 113 Days On Market

  • Last Sold Price $675,000
  • Dec 11, 2023

  Last Listing Agent Olga Petrova CHOICE ONE REALTY LLC
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  /61

  $3,800,000

  • 3 Beds
  • 3.5 Baths
  • 4,751 Sq Ft

  9648 Mccormick Place, Windermere, FL 34786

  Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an

  Michelle Corbin ISLEWORTH REALTY LLC

  9648 Mccormick Place, Windermere, FL 34786
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  /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 $1,517,715

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  11755 Waterstone Loop Dr, Windermere, FL 34786
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  /60

  Est $670,681 Not Listed For Sale

  7949 Jailene Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,015 Sq Ft
  • Built 2012

  7949 Jailene Dr, Windermere, FL 34786

  Last Sold Summary

  • $222/SF
  • 122 Days On Market

  • Last Sold Price $670,000
  • Dec 11, 2023

  Last Listing Agent Chris Bunnell EXP REALTY LLC
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  /45

  $825,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,903 Sq Ft

  1412 Glenheather Dr, Windermere, FL 34786

  Gorgeous UPDATED & UPGRADED Executive * POOL * home Located in the highly desired ~ GUARD GATED ~ Reserve at Belmere with fantastic LAKEFRONT Amenities including a Pier, Fitness Center, Beach Volleyball, Tennis, Playground & More! This Outstanding 4 Bedroom PLUS an OFFICE home will impress you at every turn. Situated on an Oversized 1/3 ACRE LOT with a HUGE Back Yard. Spacious and Open, Split

  Kim Arena COLDWELL BANKER REALTY

  1412 Glenheather Dr, Windermere, FL 34786
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  /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

  Current Estimated Value $1,811,242

  Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

  5412 Water Creek Dr, Windermere, FL 34786
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  /28

  Est $3,424,670 Not Listed For Sale

  9950 6th St, Windermere, FL 34786

  • 4 Beds
  • 7 Baths
  • 5,561 Sq Ft
  • Built 2024

  9950 6th St, Windermere, FL 34786

  Last Sold Summary

  • 2% Below List Price
  • $629/SF
  • 55 Days On Market

  • Last Sold Price $3,500,000
  • Jun 27, 2024

  Last Listing Agent David Dorman CENTURY 21 CARIOTI
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  /53

  $469,000

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft

  6552 Helmsley Cir, Windermere, FL 34786

  Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  6552 Helmsley Cir, Windermere, FL 34786
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  /2

  $1,535,000 Sold Apr 15, 2026

  1134 Kelso Blvd, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $751/SF
  • 19 Days On Market

  Current Estimated Value $1,637,029

  Last Listing Agent Jennifer Tyre REALTY AND COMPANY INT., LLC

  1134 Kelso Blvd, Windermere, FL 34786
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  /41

  Est $441,516 Not Listed For Sale

  13760 Calera Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 2017

  13760 Calera Aly, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $233/SF
  • 15 Days On Market

  • Last Sold Price $446,000
  • Aug 28, 2023

  Last Listing Agent Saida Ali COLDWELL BANKER REALTY
• 

  

  /25

  $539,000

  • 3 Beds
  • 2 Baths
  • 2,151 Sq Ft

  6673 Duncaster St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends

  Lilyan Machuca MY REALTY GROUP, LLC.

  6673 Duncaster St, Windermere, FL 34786
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  /55

  $980,000 Sold Apr 01, 2026

  14285 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,123 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $314/SF
  • 6 Days On Market

  Current Estimated Value $1,025,333

  Dream Finders Homes Palms at Windermere

  14285 Crest Palm Ave, Windermere, FL 34786
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  /33

  Est $1,356,414 Not Listed For Sale

  1109 Estancia Woods Loop, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft
  • Built 2020

  1109 Estancia Woods Loop, Windermere, FL 34786

  Last Sold Summary

  • 11% Above List Price
  • $351/SF
  • 39 Days On Market

  • Last Sold Price $1,225,000
  • Sep 08, 2023

  Last Listing Agent Ginny Bissonnette IVRE ORLANDO
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  /62

  $760,000

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima ORLANDO BROTHERS REAL ESTATE LLC

  11410 Rapallo Ln, Windermere, FL 34786
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  /2

  $1,755,000 Sold Aug 15, 2025

  11856 Vinci Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,680 Sq Ft
  • Built 2011

  Last Sold Summary

  • 5% Below List Price
  • $477/SF
  • 108 Days On Market

  Current Estimated Value $1,727,993

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  11856 Vinci Dr, Windermere, FL 34786
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  /71

  Est $597,516 Not Listed For Sale

  6769 Merrick Landing Blvd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,374 Sq Ft
  • Built 2014

  6769 Merrick Landing Blvd, Windermere, FL 34786

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 4 Days On Market

  • Last Sold Price $625,000
  • Jul 28, 2023

  Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES
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  /92

  $7,400,000 Pending

  • 7 Beds
  • 7.5 Baths
  • 10,485 Sq Ft

  6507 Rosella Ct, Windermere, FL 34786

  Under contract-accepting backup offers. Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of

  DeAnna Sechrest DEANNA MARIE SECHREST

  6507 Rosella Ct, Windermere, FL 34786
• 

  /2

  $1,400,000 Sold May 07, 2026

  17521 Black Rail St, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 5,316 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $263/SF
  • 96 Days On Market

  Current Estimated Value $1,467,458

  Last Listing Agent Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

  17521 Black Rail St, Windermere, FL 34786
• 

  

  /55

  Est $1,147,690 Not Listed For Sale

  8388 Lookout Pointe Dr, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,511 Sq Ft
  • Built 2016

  8388 Lookout Pointe Dr, Windermere, FL 34786

  Last Sold Summary

  • $254/SF
  • 4 Days On Market

  • Last Sold Price $1,145,000
  • Aug 25, 2023

  Last Listing Agent Emilia Rivero FOLIO REALTY LLC
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  /53

  $2,250,000

  • 5 Beds
  • 5 Baths
  • 6,546 Sq Ft

  9011 Pinnacle Cir, Windermere, FL 34786

  Majestic and stately, this castle inspired residence sits on a 1.2 acre homesite within the privately gated enclave of Lake Down Crest. Its commanding presence is defined by patterned stone and brickwork, gabled rooflines, slate accents, wooden beams, and a shimmering grand fountain that sets an unforgettable first impression. Double front doors open to an impressive foyer flanked by formal

  Rob Rahter STOCKWORTH REALTY GROUP

  9011 Pinnacle Cir, Windermere, FL 34786
• 

  /2

  $1,045,000 Sold Jan 20, 2026

  8764 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,423 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 71 Days On Market

  Current Estimated Value $1,026,435

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8764 Lookout Pointe Dr, Windermere, FL 34786
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  /43

  Est $512,024 Not Listed For Sale

  11560 Charnock Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft
  • Built 2018

  11560 Charnock Dr, Windermere, FL 34786

  Last Sold Summary

  • 2% Below List Price
  • $251/SF
  • 56 Days On Market

  • Last Sold Price $525,000
  • Sep 24, 2023

  Last Listing Agent Whitney Bell CENTURY 21 CARIOTI

Showing Results 641 - 680, Page 17 of 18