11 Main St, Windermere, FL 34786
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OFF MARKET

11 Main St
Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,638 sqft (on 0.41 acres)
3 Beds
2 Baths
1,638 sqft
(on 0.41 acres)

Home Value

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Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 OAKDALE STREET, Windermere, FL
0.05
Single-Family Home
$1,160,000
01/09/26
3
2
2,152
76 OAKDALE STREET, Windermere, FL
0.16
Single-Family Home
$1,060,000
09/11/25
3
1.5
2,011
65 OAKDALE STREET, Windermere, FL
0.15
Single-Family Home
$1,050,000
10/31/25
4
2
2,191
111 MAIN STREET, Windermere, FL
0.23
Single-Family Home
$849,000
07/01/26
3
2
2,272
416 MAGNOLIA STREET, Windermere, FL
0.49
Single-Family Home
$820,000
03/06/26
2
1.5
2,115
415 E 6TH AVENUE, Windermere, FL
0.64
Single-Family Home
$710,000
02/19/26
3
2
1,784
305 OAKDALE STREET, Windermere, FL
0.38
Single-Family Home
$710,000
05/19/26
2
1
1,424
299 W 4TH AVENUE, Windermere, FL
0.46
Single-Family Home
$862,000
01/08/26
4
3
2,410
414 E 5TH AVENUE, Windermere, FL
0.61
Single-Family Home
$1,050,000
05/14/26
3
2
2,521

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19 MAIN STREET, Windermere, FL 34786
0.02
$2,792,500
4
3
2,331
Off Market
33 MAIN STREET, Windermere, FL 34786
0.06
$1,572,000
4
2
2,130
For Sale
2 OAKDALE STREET, Windermere, FL 34786
0.05
$1,160,000
3
2
2,152
Recently Sold
57 OAKDALE STREET, Windermere, FL 34786
0.14
$1,219,200
3
2
1,637
Off Market
2807 BUTLER BAY DRIVE N, Windermere, FL 34786
0.14
$2,490,000
5
4.5
4,876
Off Market
65 OAKDALE STREET, Windermere, FL 34786
0.15
$1,050,000
4
2
2,191
Recently Sold
76 OAKDALE STREET, Windermere, FL 34786
0.16
$1,056,100
3
1.5
2,011
Off Market
84 OAKDALE ST, Windermere, FL 34786
0.18
$1,750,000
4
5
3,519
Recently Sold
50 FOREST STREET, Windermere, FL 34786
0.16
$7,388,200
6
5.5
7,388
Off Market
81 OAKDALE STREET, Windermere, FL 34786
0.19
$2,200,000
5
4.5
4,284
Recently Sold
7 1ST COURT, Windermere, FL 34786
0.18
$2,802,600
4
3
3,149
Off Market
111 MAIN STREET, Windermere, FL 34786
0.23
$849,000
3
2
2,272
Recently Sold

Local Information

  • Map ViewExplore the area around 11 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.41 acres
Living Area
1,638 sqft
Parking
Garage

About this House

This single-family home is located at 11 Main St, Windermere, FL. 11 Main St is in Windermere, FL and in ZIP code 34786. This property has 3 bedrooms, 2 bathrooms and approximately 1,638 sqft of floor space. This property has a lot size of 0.41 acres and was built in 1955.
11 Main St, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 1,638 sqft single-family home built in 1955. It last sold for $1,200,000 on Sep 15, 2025. More recently, it was listed as a rental in July 2023 with an asking price of $6,000 per month. That rental listing was removed on September 14, 2023. It is currently off market. The Trulia Estimate rent is $3,306/month.

Home Details for 11 Main St

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigeratorWasher
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: Composition
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1973
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
Apr 24, 2026
Source: Stellar MLS #O6387596
ListingRemoved
$6,700,000
Mar 4, 2026
Source: Stellar MLS #O6387596
Listed For Sale
$6,700,000
Sep 15, 2025
Source: N/A
Sold
$1,200,000
Sep 14, 2023
Source: Stellar MLS #O6124379
ListingRemoved
Aug 4, 2023
Source: Stellar MLS #O6124379
PriceChange
$4,990
Price decreased by 17%

Market trends in Windermere

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM
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Around this home

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 271 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

  • 80 % 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. "
    0
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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."
    0
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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. "
    0
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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. "
    0
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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
    Flag
  • 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
    Flag
  • 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."
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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
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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"
    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
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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. "
    1
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

48 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

68 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

81 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

82 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

82 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

Homes for sale near 11 Main St

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Off Market Homes Near 11 Main St

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Frequently asked questions about 11 Main St

  • What is the price history for 11 Main St?
    11 Main St in Windermere, FL last sold for $1,200,000 in September 2025.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $814K. That is up $92.5K from the prior month.
  • What do residents say about Windermere?
    Residents describe Windermere, FL as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Windermere, FL.
  • Does 11 Main St have air conditioning?
    Yes, 11 Main St in Windermere, FL has air conditioning.
  • How big is the lot at 11 Main St?
    The lot at 11 Main St in Windermere, FL is about 0.41 acres (17,859 sq ft).