Windermere, FL Real Estate & Homes For Sale

209 homes

  • 1106 Oakdale St, Windermere, FL 34786
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    NEW - 7 HRS AGO0.29 ACRES
    $820,000
    3bd
    2ba
    1,965 sqft (on 0.29 acres)
    1106 Oakdale St,
    Windermere, FL 34786
    BEYCOME OF FLORIDA LLC
  • 1572 Lake Rhea Dr, Windermere, FL 34786
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    NEW - 1 DAY AGO0.34 ACRES
    $1,450,000
    5bd
    4ba
    4,490 sqft (on 0.34 acres)
    1572 Lake Rhea Dr,
    Windermere, FL 34786
    SUZI KARR REALTY
  • 9909 Brentford Ct, Windermere, FL 34786
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    NEW - 1 DAY AGO0.44 ACRES
    $2,350,000
    4bd
    5ba
    4,479 sqft (on 0.44 acres)
    9909 Brentford Ct,
    Windermere, FL 34786
    WEMERT GROUP REALTY LLC
  • Arlington Plan in Palms at Windermere, Windermere, FL 34786
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    NEW CONSTRUCTION
  • 8582 Powder Ridge Trl, Windermere, FL 34786
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    NEW - 2 DAYS AGO
    LPT REALTY
  • Address Not Disclosed, Windermere, FL 34786
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    NEW - 2 DAYS AGO0.29 ACRES
    $1,100,000
    4bd
    3ba
    2,410 sqft (on 0.29 acres)
    Address Not Disclosed,
    Windermere, FL 34786
    FLORIDA REALTY INVESTMENTS
  • 7060 Ventnor Dr, Windermere, FL 34786
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    NEW - 2 DAYS AGO
    REAL PROPERTY INTERNATIONAL
  • 9548 Hempel Cove Blvd, Windermere, FL 34786
    NEW - 2 DAYS AGO1.06 ACRES
    $1,649,999
    4bd
    4ba
    4,770 sqft (on 1.06 acres)
    9548 Hempel Cove Blvd,
    Windermere, FL 34786
    EMPIRE NETWORK REALTY
  • 2146 Kane Park Way, Windermere, FL 34786
    NEW - 2 DAYS AGO0.5 ACRES
    $1,300,000
    5bd
    4ba
    2,948 sqft (on 0.50 acres)
    2146 Kane Park Way,
    Windermere, FL 34786
    BHHS FLORIDA REALTY
  • 14906 Speer Lake Dr, Winter Garden, FL 34787
    0.25 ACRES
    $1,395,000
    4bd
    4ba
    3,640 sqft (on 0.25 acres)
    14906 Speer Lake Dr,
    Winter Garden, FL 34787
    FOLIO REALTY LLC
  • 3130 Butler Bay Dr N, Windermere, FL 34786
    1.01 ACRES
    $1,749,000
    4bd
    6ba
    4,490 sqft (on 1.01 acres)
    3130 Butler Bay Dr N,
    Windermere, FL 34786
    SUZI KARR REALTY
  • 11405 Brownstone St, Windermere, FL 34786
    FUTURE HOME REALTY INC
  • 409 W  2nd Ave, Windermere, FL 34786
    OPEN SUN, 2-4PM0.51 ACRES
    $2,200,000
    5bd
    5ba
    4,688 sqft (on 0.51 acres)
    409 W 2nd Ave,
    Windermere, FL 34786
    UPSIDE REAL ESTATE INC
  • 8674 Brookvale Dr, Windermere, FL 34786
    DREAM FINDERS REALTY GROUP CORP
  • 6736 Romney Ln, Windermere, FL 34786
    $635,000
    4bd
    3ba
    2,774 sqft
    6736 Romney Ln,
    Windermere, FL 34786
    COLDWELL BANKER REALTY
  • 17503 Black Rail St, Windermere, FL 34786
    OPEN SAT, 11-2PM
    METRO BROKERS FLORIDA LLC
  • 1706 Whitney Isles Dr, Windermere, FL 34786
    THE REAL ESTATE COLLECTION LLC
  • 7461 Lake Albert Dr, Windermere, FL 34786
    0.77 ACRES
    $1,690,000
    6bd
    7ba
    4,615 sqft (on 0.77 acres)
    7461 Lake Albert Dr,
    Windermere, FL 34786
    MY REALTY GROUP, LLC.
  • Deerfield Plan in Palms at Windermere, Windermere, FL 34786
    NEW CONSTRUCTION
  • 7897 Berkshire Oak Aly, Windermere, FL 34786
    WEICHERT REALTORS HALLMARK PRO
  • 8265 Maritime Flag St   #133, Windermere, FL 34786
    TALENT REALTY SOLUTIONS
  • 12016 Otterbrooke Trl, Windermere, FL 34786
    PREFERRED REAL ESTATE BROKERS
  • 6306 Little Lake Sawyer Dr, Windermere, FL 34786
    0.25 ACRES
    $745,000
    4bd
    3ba
    2,813 sqft (on 0.25 acres)
    6306 Little Lake Sawyer Dr,
    Windermere, FL 34786
    FOLIO REALTY LLC
  • 12993 Borland St, Windermere, FL 34786
    SERHANT
  • Address Not Disclosed, Windermere, FL 34786
    JUPITER PROPERTIES, INC
  • 12048 Sandy Shores Dr, Windermere, FL 34786
    0.34 ACRES
    $2,650,000
    3bd
    3ba
    2,100 sqft (on 0.34 acres)
    12048 Sandy Shores Dr,
    Windermere, FL 34786
    COLDWELL BANKER TONY HUBBARD
  • 8369 Bowden Way, Windermere, FL 34786
    0.31 ACRES
    $950,000
    3bd
    2ba
    2,210 sqft (on 0.31 acres)
    8369 Bowden Way,
    Windermere, FL 34786
    DIAMOND REAL ESTATE GROUP
  • 11030 Bridge House Rd, Windermere, FL 34786
    0.94 ACRES
    $3,499,999
    6bd
    9ba
    7,718 sqft (on 0.94 acres)
    11030 Bridge House Rd,
    Windermere, FL 34786
    COMPASS FLORIDA LLC
  • 8168 Boat Hook Loop #305, Windermere, FL 34786
    RED DOOR INVESTMENT GRP LLC
  • 6225 River Fruit Ct, Windermere, FL 34786
    0.28 ACRES
    $650,000
    4bd
    3ba
    2,770 sqft (on 0.28 acres)
    6225 River Fruit Ct,
    Windermere, FL 34786
    RE/MAX 200 REALTY
  • 6355 Southbridge St, Windermere, FL 34786
    REAL ESTATE FIRM OF ORLANDO
  • 3126 Seigneury Dr, Windermere, FL 34786
    0.66 ACRES
    $2,750,000
    5bd
    5ba
    5,002 sqft (on 0.66 acres)
    3126 Seigneury Dr,
    Windermere, FL 34786
    VALSTAR REALTY LLC
  • 8324 Tibet Butler Dr, Windermere, FL 34786
    0.42 ACRES
    $1,550,000
    5bd
    4ba
    3,954 sqft (on 0.42 acres)
    8324 Tibet Butler Dr,
    Windermere, FL 34786
    KEENE'S POINTE REALTY
  • 9222 Tibet Pointe Cir, Windermere, FL 34786
    0.47 ACRES
    $2,389,000
    5bd
    6ba
    5,310 sqft (on 0.47 acres)
    9222 Tibet Pointe Cir,
    Windermere, FL 34786
    COLDWELL BANKER REALTY
  • 11113 Lake Butler Blvd, Windermere, FL 34786
    0.41 ACRES
    $2,699,000
    5bd
    6ba
    4,094 sqft (on 0.41 acres)
    11113 Lake Butler Blvd,
    Windermere, FL 34786
    QUATTRO R E SOLUTIONS LLC
  • 104 E  1st Ave, Windermere, FL 34786
    NEW CONSTRUCTION0.45 ACRES
    $1,475,000
    4bd
    3ba
    2,441 sqft (on 0.45 acres)
    104 E 1st Ave,
    Windermere, FL 34786
    STOCKWORTH REALTY GROUP
  • 6270 Blakeford Dr, Windermere, FL 34786
    0.44 ACRES
    $1,795,000
    4bd
    5ba
    4,027 sqft (on 0.44 acres)
    6270 Blakeford Dr,
    Windermere, FL 34786
    COLDWELL BANKER REALTY
  • 9720 Nearwater Pl, Windermere, FL 34786
    2.54 ACRES
    $4,250,000
    4bd
    6ba
    6,119 sqft (on 2.54 acres)
    9720 Nearwater Pl,
    Windermere, FL 34786
    DIAMOND REAL ESTATE GROUP
  • 9329 Palm Tree Dr, Windermere, FL 34786
    TALENT REALTY SOLUTIONS
  • 9621 Windy Ridge Rd, Windermere, FL 34786
    NEW CONSTRUCTION2.5 ACRES
    $13,950,000
    9bd
    16ba
    20,445 sqft (on 2.50 acres)
    9621 Windy Ridge Rd,
    Windermere, FL 34786
    REALTY HUB

Windermere, FL Real Estate Trends

Learn about the Windermere, FL housing market through trends and averages.

Affordability of Living in Windermere, FL

The median home value is $714,178
MonthMedian home value
April 2023$676k
May 2023$681k
June 2023$685k
July 2023$689k
August 2023$692k
September 2023$694k
October 2023$697k
November 2023$701k
December 2023$704k
January 2024$707k
February 2024$710k
March 2024$714k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Windermere, FL, by Home Size

Currently, there are 26 new listings and 209 homes for sale in Windermere.
Home SizeHome Value*
2 bedrooms (4 homes)$362,073
3 bedrooms (44 homes)$468,575
4 bedrooms (70 homes)$771,296
*Home value over the past month

What Locals Say about Windermere

  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
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  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
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  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
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  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
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  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
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  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
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  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
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  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
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  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
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  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
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  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
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  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
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  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
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  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
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  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
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  • Brittany G.
    "5 min away from Disney, well maintained roads and quick access to stores restaurants shopping centers and parks. no available public transportation nearby "
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
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  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
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  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
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  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
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  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
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  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
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  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
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  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
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  • BEVERLY J. B.
    "i’m home based but i do know of people who do not drive and there are no options for them to get around "
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  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
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  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
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  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
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  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
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  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
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  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
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  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
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  • Meow
    "Safer environment. A certain level of “class”. Not in the middle of “urban”, but has enough on daily basis. Comfortable."
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  • Pippypatti
    "Have been living here for 4 years and enjoy the proximity to Disney and our jobs and schools. Halloween is filled w great candy houses "
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  • Renee J.
    "I have lived in Summerport@HorizonsWest for 14 years. Although the community has grown. it's still a good place to live."
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511