5261 Bay Side Dr, Windermere, FL 32819
OFF MARKET

5261 Bay Side Dr
Windermere, FL 32819

    (on 0.56 acres)

    Local Information

    • Map ViewExplore the area around 5261 Bay Side Dr.
    • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot Size
    0.56 acres

    About this House

    5261 Bay Side Dr is in Windermere, FL and in ZIP code 32819. This property has a lot size of 0.56 acres.
    5261 Bay Side Dr, Windermere, FL 32819 is a unknown. It is currently off market. The Trulia Estimate rent is $3,046/month.

    Home Details for 5261 Bay Side Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Community

    Units in Building: 1

    Lot Information

    Lot Area: 0.56 acres

    Market trends in Windermere

    Last updated June 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $722K
    $50K    MoM
    Sale-to-List Price
    97.3%
    0.2%    MoM
    Price per sq ft
    $273
    $11    MoM
    Available listings
    285
    6    MoM
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    Property Tax and Assessment

    Year2024
    Tax$2
    Assessment$100
    Home facts updated by county records

    Comparable Sales for 5261 Bay Side Dr

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    5110 PINE TOP PLACE, Orlando, FL
    0.25
    Single-Family Home
    $750,000
    04/29/26
    5
    4
    3,248
    9179 DOLLANGER COURT, Orlando, FL
    0.08
    Single-Family Home
    $715,000
    02/26/26
    4
    3
    2,544
    9213 FOXHALL COURT, Orlando, FL
    0.17
    Single-Family Home
    $3,250,000
    10/20/25
    5
    6.5
    6,700
    9125 DOLLANGER COURT, Orlando, FL
    0.19
    Single-Family Home
    $667,500
    12/19/25
    4
    2
    2,202
    9107 IVEY HILL COURT, Orlando, FL
    0.26
    Single-Family Home
    $845,000
    05/04/26
    4
    3
    3,055
    9107 DOLLANGER COURT, Orlando, FL
    0.22
    Single-Family Home
    $620,000
    03/31/26
    4
    2.5
    2,872
    9072 WOODBREEZE BOULEVARD, Windermere, FL
    0.27
    Single-Family Home
    $549,900
    07/17/26
    3
    2
    1,721
    9485 WOODBREEZE BOULEVARD, Windermere, FL
    0.18
    Single-Family Home
    $515,000
    11/21/25
    3
    2
    1,723
    5148 SUN PALM DRIVE, Windermere, FL
    0.26
    Single-Family Home
    $555,000
    11/07/25
    3
    2
    1,819
    8725 SUMMERVILLE PLACE, Orlando, FL
    0.45
    Single-Family Home
    $880,000
    05/29/26
    4
    3
    2,878

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 5261 Bay Side Dr.
    View nearby schools on GreatSchools
    The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

    What Locals Say about Windermere

    At least 270 Trulia users voted on each feature.

    • 93 % Say it's dog friendly

    • 92 % Say there are sidewalks

    • 87 % Say car is needed

    • 87 % Say parking is easy

    • 81 % Say people would walk alone at night

    • 80 % Say it's quiet

    • 79 % Say there's holiday spirit

    • 78 % Say kids play outside

    • 75 % Say streets are well-lit

    • 64 % Say yards are well-kept

    • 60 % Say they plan to stay for at least 5 years

    • 59 % Say it's walkable to grocery stores

    • 56 % Say there's wildlife

    • 55 % Say it's walkable to restaurants

    • 54 % Say neighbors are friendly

    • 40 % Say there are community events

    Sourced by Trulia users. Learn more about our methodology.
    • Anjalique Creative Concepts
      "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
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    • Snkdrwbwms
      "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
      0
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    • Valentina
      "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
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    • Juliana Daurio
      "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
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    • Snkdrwbwms
      "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
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    • Snkdrwbwms
      "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
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    • Juliana Daurio
      "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
      0
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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."
      0
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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."
      5
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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."
      3
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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 ....."
      3
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    • Carylpalmerini17
      "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
      3
      Flag
    • Shariel A.
      "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
      1
      Flag
    • 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."
      2
      Flag
    • 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."
      0
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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."
      2
      Flag
    • 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. "
      1
      Flag
    • Afanador713
      "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
      0
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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. "
      0
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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! "
      0
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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. "
      2
      Flag
    • Fabiana B.
      "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
      1
      Flag
    • 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. "
      0
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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 "
      0
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    • Anthony G.
      "People are very family oriented. Neighbors came about the appearance and condition of their property."
      0
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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."
      0
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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."
      1
      Flag
    • Alex P.
      "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
      0
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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. "
      1
      Flag
    • Jamesgkoshy
      "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
      0
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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. "
      1
      Flag
    • 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"
      0
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    • Joanna T.
      "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
      1
      Flag
    • 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. "
      1
      Flag
    • Windy
      "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
      0
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    Homes for sale near 5261 Bay Side Dr

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    Off Market Homes Near 5261 Bay Side Dr

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