16,515

Windermere, FL Homes

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  • /2

    $405,000 Sold Dec 22, 2025

    12838 Strode Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $232/SF
    • 58 Days On Market

    Current Estimated Value $407,207

    Last Listing Agent Luis Leon Medina LA ROSA REALTY LLC

    12838 Strode Ln, Windermere, FL 34786
    • /33

      Est $1,027,305 Not Listed For Sale

      9127 Tintori Ln, Windermere, FL 34786

      • 5 Beds
      • 4 Baths
      • 3,393 Sq Ft
      • Built 2011
      9127 Tintori Ln, Windermere, FL 34786

      Last Sold Summary

      • 6% Below List Price
      • $321/SF
      • 3 Days On Market

      Last Sold Price $1,090,000

      Last Listing Agent Yousef Zeidan RE/MAX

  • /39

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    11903 Cave Run Ave, Windermere, FL 34786

    Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining

    Yan Zheng LOKATION

    11903 Cave Run Ave, Windermere, FL 34786
  • /2

    $1,094,508 Sold Apr 22, 2025

    14256 Crest Palm Ave, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,764 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $291/SF
    • 128 Days On Market

    Current Estimated Value $1,101,124

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14256 Crest Palm Ave, Windermere, FL 34786
    • /38

      Est $750,418 Not Listed For Sale

      13327 Charfield St, Windermere, FL 34786

      • 5 Beds
      • 5.5 Baths
      • 3,598 Sq Ft
      • Built 2010
      13327 Charfield St, Windermere, FL 34786

      Last Sold Summary

      • 2% Above List Price
      • $204/SF
      • 4 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Sean Popat BUYER REBATES REALTY

  • /2

    $575,000

    • Land
    • 0.47 Acre
    • $1,223,404 per Acre

    9802 6th St, Windermere, FL 34786

    Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

    Judy Plett UPSIDE REAL ESTATE INC

    9802 6th St, Windermere, FL 34786
  • /2

    $390,000 Sold Aug 25, 2025

    12884 Calderdale Ave, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $249/SF
    • 26 Days On Market

    Current Estimated Value $384,497

    Last Listing Agent Shirley Botansky RE/MAX PRIME PROPERTIES

    12884 Calderdale Ave, Windermere, FL 34786
    • /34

      Est $444,365 Not Listed For Sale

      13829 Ingelnook Dr, Windermere, FL 34786

      • 2 Beds
      • 2.5 Baths
      • 1,904 Sq Ft
      • Built 2017
      13829 Ingelnook Dr, Windermere, FL 34786

      Last Sold Summary

      • 4% Below List Price
      • $244/SF
      • 59 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Kayla Korvenmaa ALIGN REAL ESTATE LLC

  • /35

    $814,000

    • 4 Beds
    • 3.5 Baths
    • 3,044 Sq Ft

    7123 Calm Cove Ct, Windermere, FL 34786

    Beautifully updated 4-bedroom, 3.5-bath two-story home located on a quiet cul-de-sac in the highly sought-after Ashlin Park community of Windermere. This spacious residence offers a functional layout with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen and main living spaces flow seamlessly toward the backyard, where you’ll enjoy the privacy of no

    Brandon McCarter RE/MAX PRIME PROPERTIES

    7123 Calm Cove Ct, Windermere, FL 34786
  • /2

    $1,085,000 Sold Dec 03, 2025

    14389 Crest Palm Ave, Windermere, FL 34786

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

    Last Sold Summary

    • 10% Below List Price
    • $244/SF
    • 10 Days On Market

    Current Estimated Value $1,081,570

    Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

    14389 Crest Palm Ave, Windermere, FL 34786
    • /2

      Est $1,590,473 Not Listed For Sale

      5856 Marleon Dr, Windermere, FL 34786

      • 5 Beds
      • 6.5 Baths
      • 4,506 Sq Ft
      • Built 2015
      5856 Marleon Dr, Windermere, FL 34786

      Last Sold Summary

      • 2% Above List Price
      • $347/SF
      • 13 Days On Market

      Last Sold Price $1,563,888

      Last Listing Agent Xiaoyu Su RATIO REAL ESTATE, LLC

  • /63

    $1,075,000 Pending

    • 4 Beds
    • 5 Baths
    • 3,425 Sq Ft

    7545 Lake Albert Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Welcome to 7545 Lake Albert Drive. Where timeless architecture meets modern luxury. Nestled on an expansive lot in one of Windermere's most sought after communities, this stunning estate offers the perfect balance of privacy, comfort, and resort-style living just minutes from Walt Disney World and the best of Central Florida. Arrive via a long, elegant

    Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

    7545 Lake Albert Dr, Windermere, FL 34786
  • /2

    $925,000 Sold Apr 29, 2025

    12614 Hawkstone Dr, Windermere, FL 34786

    • 3 Beds
    • 3.5 Baths
    • 3,125 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Above List Price
    • $296/SF
    • 2 Days On Market

    Current Estimated Value $912,815

    Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

    12614 Hawkstone Dr, Windermere, FL 34786
    • /2

      Est $1,910,295 Not Listed For Sale

      5608 Marleon Dr, Windermere, FL 34786

      • 5 Beds
      • 5.5 Baths
      • 5,228 Sq Ft
      • Built 2015
      5608 Marleon Dr, Windermere, FL 34786

      Last Sold Summary

      • 3% Above List Price
      • $354/SF
      • 128 Days On Market

      Last Sold Price $1,850,000

      Last Listing Agent Kyle Madorin UPWELL REALTY LLC

  • /42

    $769,900

    • 5 Beds
    • 3.5 Baths
    • 3,390 Sq Ft

    6615 Helmsley Cir, Windermere, FL 34786

    Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined

    Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

    6615 Helmsley Cir, Windermere, FL 34786
  • /2

    $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 $1,109,333

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14378 Crest Palm Ave, Windermere, FL 34786
    • /2

      Est $1,663,368 Not Listed For Sale

      5566 Marleon Dr, Windermere, FL 34786

      • 5 Beds
      • 6 Baths
      • 4,675 Sq Ft
      • Built 2015
      5566 Marleon Dr, Windermere, FL 34786

      Last Sold Summary

      • 4% Above List Price
      • $342/SF
      • 1 Day On Market

      Last Sold Price $1,600,000

      Last Listing Agent Paul Baker RE/MAX

  • /34

    $389,000

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

    14215 Desert Haven St, Windermere, FL 34786

    Welcome to this stunning, move-in-ready condo in the highly sought-after Windermere community of Oasis Cove at Lakeview Village. Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates and functional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a spacious

    Brandi Crain Iron Valley R.E.Osceola

    14215 Desert Haven St, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jan 09, 2026

    11474 Claymont Cir, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,238 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Above List Price
    • $432/SF
    • 5 Days On Market

    Current Estimated Value $1,336,969

    Last Listing Agent Sue Webb WATSON REALTY CORP.

    11474 Claymont Cir, Windermere, FL 34786
    • /22

      Est $396,870 Not Listed For Sale

      11637 Water Run Aly, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,466 Sq Ft
      • Built 2017
      11637 Water Run Aly, Windermere, FL 34786

      Last Sold Summary

      • 7% Below List Price
      • $292/SF
      • 4 Days On Market

      Last Sold Price $427,500

      Last Listing Agent Kris Ibrahim HOME WISE REALTY GROUP, INC.

  • /30

    $3,200,000

    • 5 Beds
    • 5 Baths
    • 4,500 Sq Ft

    13161 Lake Butler Blvd, Windermere, FL 34786

    Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

    Karolina Taylor EPIQUE REALTY, INC.

    13161 Lake Butler Blvd, Windermere, FL 34786
  • /2

    $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 $1,604,004

    Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

    2115 Lake Crescent Ct, Windermere, FL 34786
    • /36

      Est $333,009 Not Listed For Sale

      14335 Oasis Cove Blvd Unit 2004, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,512 Sq Ft
      • Built 2013
      14335 Oasis Cove Blvd Unit 2004, Windermere, FL 34786

      Last Sold Summary

      • 8% Below List Price
      • $241/SF
      • 2 Days On Market

      Last Sold Price $363,800

      Last Listing Agent Lori Lucente-Nelson RE/MAX

  • /56

    $399,900

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

    8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

    Windermere Townhome Near Disney in Gated Oasis Cove | 2 Car Garage | Bonus Room | Loft | First Floor Primary Suite Welcome to Oasis Cove at Lakeside Village, a gated community in Windermere just minutes from Disney, Horizon West, and Hamlin Town Center. This spacious townhome offers over 2,000 square feet, a rare two car garage, and one of the most versatile floorplans in the community, combining

    Garrett Turner EXP REALTY LLC

    8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786
  • /2

    $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 $485,988

    Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

    7201 Halton Ct, Windermere, FL 34786
    • /37

      Est $518,371 Not Listed For Sale

      11607 Black Rail St, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 2012
      11607 Black Rail St, Windermere, FL 34786

      Last Sold Summary

      • $242/SF
      • 3 Days On Market

      Last Sold Price $517,000

      Last Listing Agent Camille Quidgley RE/MAX

  • /34

    $800,000 Pending

    • 6 Beds
    • 4 Baths
    • 3,667 Sq Ft

    12676 Salomon Cove Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Discover luxury, space, and style in this beautiful 6-bedroom, 4-bath home nestled in the heart of Windermere’s highly desirable Westside Village! Built in 2018, this modern residence offers nearly 3,700 sq. ft. of elegant living space designed for both comfort and entertainment. Step inside to an open-concept floor plan with high ceilings, abundant natural

    Anna Shi LPT REALTY, LLC

    12676 Salomon Cove Dr, Windermere, FL 34786
  • /2

    $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 $2,624,000

    Last Listing Agent Carolyn Cook DALTON WADE INC

    2828 Marquesas Ct, Windermere, FL 34786
    • /41

      Est $308,262 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 1,512 Sq Ft
      • Built 2013
      Unlisted Address

      Last Sold Summary

      • 1% Below List Price
      • $205/SF
      • 99 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Vicente Virgilio ALTIS REALTY

  • /47

    $929,900

    • 5 Beds
    • 3.5 Baths
    • 3,717 Sq Ft

    12941 Westside Village Loop, Windermere, FL 34786

    Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office,

    Keren Reyes CENTURY 21 CARIOTI

    12941 Westside Village Loop, Windermere, FL 34786
  • /2

    $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 $1,424,965

    Last Listing Agent Jacky Herrera COMPASS FLORIDA LLC

    9032 Tavolini Terrace, Windermere, FL 34786
    • /2

      Est $7,883,673 Not Listed For Sale

      9306 Blanche Cove Dr, Windermere, FL 34786

      • 6 Beds
      • 8 Baths
      • 14,856 Sq Ft
      • Built 2022
      9306 Blanche Cove Dr, Windermere, FL 34786

      Last Sold Summary

      • 39% Below List Price
      • $875/SF
      • 132 Days On Market

      Last Sold Price $13,000,000

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /3

    $539,000

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    12863 Holdenbury Ln, Windermere, FL 34786

    Experience refined living in this impeccably upgraded residence located in Lakes of Windermere.This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic.From the moment you enter, you’re welcomed by light-filled living

    Maria Castro-Aversano LPT REALTY, LLC

    12863 Holdenbury Ln, Windermere, FL 34786
  • /2

    $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 $634,500

    Last Listing Agent Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    13272 Roxboro Rd, Windermere, FL 34786
    • /2

      Est $1,068,222 Not Listed For Sale

      14291 Crest Palm Ave, Windermere, FL 34786

      • 6 Beds
      • 4 Baths
      • 4,222 Sq Ft
      • Built 2024
      14291 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

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

      Last Sold Price $1,080,813

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /82

    $675,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    6990 Smithshire Ln, Windermere, FL 34786

    Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear

    Beverly Brown RE/MAX PRIME PROPERTIES

    6990 Smithshire Ln, Windermere, FL 34786
  • /2

    $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 $542,973

    Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

    5148 Sun Palm Dr, Windermere, FL 34786
    • /2

      Est $1,050,573 Not Listed For Sale

      14237 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,687 Sq Ft
      • Built 2025
      14237 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 8% Below List Price
      • $423/SF
      • 0 Days On Market

      Last Sold Price $1,137,874

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /4

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    8638 Brookvale Dr, Windermere, FL 34786

    Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious courtyard for outdoor gatherings, a fully equipped kitchen that opens up into a living room. All bedrooms are located upstairs for privacy. The primary bedroom offers high ceilings and a spacious walk-in

    Karina Aumaitre AK GLOBAL REALTY LLC

    8638 Brookvale Dr, Windermere, FL 34786
  • /2

    $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 $5,649,471

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    11019 Bridge House Rd Unit R, Windermere, FL 34786

Showing Results 321 - 360, Page 9 of 18

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