803 Main St, Windermere, FL 34786
Property image
Property image
OFF MARKET

$604,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,456 sqft

803 Main St, Windermere, FL 34786

Est. Refi. Payment $4,172/mo*
Refinance Your Home
Currently Off Market - Sold Mar 15, 2021 for $447,000

Home Value

Trulia Estimate
$604K
Since last month
Increased$4K (+0.7%)
Since last year
Increased$13K (+2.1%)
Since last sale
Increased$157K (+35.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +70% in the last 10 years
MonthEstimated value
2026
August 2026$604K
July 2026$600K
June 2026$604K
May 2026$605K
April 2026$603K
March 2026$601K
February 2026$603K
January 2026$593K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
825 OAKDALE STREET, Windermere, FL
0.08
Single-Family Home
$770,000
06/11/26
3
2
1,664
720 MAIN STREET, Windermere, FL
0.06
Single-Family Home
$850,000
10/21/25
3
2
2,778
735 OAKDALE STREET, Windermere, FL
0.08
Single-Family Home
$910,000
05/09/26
3
2.5
2,475
616 MAGNOLIA STREET, Windermere, FL
0.18
Single-Family Home
$830,000
10/27/25
4
2
2,582
4 CHASE ROAD, Windermere, FL
0.37
Single-Family Home
$900,000
06/02/26
3
2
2,386
1209 MAIN STREET, Windermere, FL
0.39
Single-Family Home
$925,000
01/05/26
3
2
2,095
635 BUTLER STREET, Windermere, FL
0.19
Single-Family Home
$975,000
10/20/25
3
3
2,353
416 MAGNOLIA STREET, Windermere, FL
0.34
Single-Family Home
$820,000
03/06/26
2
1.5
2,115
1002 OAKDALE STREET, Windermere, FL
0.18
Single-Family Home
$890,000
08/11/26
4
3
3,516
414 E 5TH AVENUE, Windermere, FL
0.34
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
826 OAKDALE STREET, Windermere, FL 34786
0.05
$1,375,800
4
6
3,753
Off Market
729 MAIN STREET, Windermere, FL 34786
0.03
$2,043,400
5
4
3,950
Off Market
830 OAKDALE STREET, Windermere, FL 34786
0.06
$1,692,000
4
4.5
3,670
Off Market
836 OAKDALE STREET, Windermere, FL 34786
0.07
$2,053,200
4
4.5
3,917
Off Market
735 OAKDALE STREET, Windermere, FL 34786
0.08
$910,000
3
2.5
2,475
Recently Sold
825 OAKDALE STREET, Windermere, FL 34786
0.08
$770,000
3
2
1,664
Recently Sold
713 MAIN STREET, Windermere, FL 34786
0.06
$2,099,000
6
5
5,031
For Sale
720 MAIN STREET, Windermere, FL 34786
0.06
$846,700
3
2
2,778
Off Market
925 MAIN STREET, Windermere, FL 34786
0.12
$1,042,400
5
2.5
2,971
Off Market
116 W 7TH AVENUE, Windermere, FL 34786
0.10
$1,014,700
3
3
2,412
Off Market
120 W 7TH AVENUE, Windermere, FL 34786
0.12
$1,447,200
4
5
3,191
Off Market
721 MAGNOLIA STREET, Windermere, FL 34786
0.15
$712,200
4
2
1,737
Off Market

Local Information

  • Map ViewExplore the area around 803 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
1998
Living Area
1,456 sqft
Price/Sqft
$415

About this House

Beautifully finished this family home is located in the heart of downtown Windermere and is surrounded by mature lush landscaping. The welcoming entry and front porch give a coastal feel. Hard wood floors and gas fireplace enhance the open family area. In the gourmet kitchen paneled cabinetry and solid surface countertops contribute to the thoroughly modern feel, featuring an open bar top, stainless steel appliances, and custom built cabinetry. The kitchen opens naturally to the spacious family living areas adding an element of comfort and fun. The wrap around porch is expansive extending to the huge rear yard, perfect for entertaining family and friends. The master retreat offers privacy to owners and features a lovely spa like master bath; well finished with walk in shower and double vanities. New metal roof and lots of upgrades make this an exceptional home. Great schools and located in the heart of downtown Windermere - walk to shops, steps from the lake butler and lake Bessie boat ramps.
803 Main St, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 1,456 sqft single-family home built in 1998. It last sold for $447,000 on Mar 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $604,300, with a rent estimate of $3,551/month.

Home Details for 803 Main St

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Other

Property Information

Year Built
Year Built: 1998Year Updated: 2001
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 8001 sqft

Price and Tax history

DateEventPrice
Mar 15, 2021
Source: N/A
Sold
$447,000
Feb 1, 2021
Source: Stellar MLS #O5895430
Pending
$449,000
Jan 25, 2021
Source: Stellar MLS #O5895430
PendingToActive
$449,000
Jan 19, 2021
Source: Stellar MLS #O5895430
Pending
$449,000
Jan 15, 2021
Source: Stellar MLS #O5895430
PendingToActive
$449,000

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

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."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • 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."
    0
    Flag
  • 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. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • 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
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • 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
    Flag
  • 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."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • 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
    Flag
  • 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
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 803 Main St

  • What is 803 Main St estimated to be worth?
    Trulia's estimated value for 803 Main St in Windermere, FL is $604,300.
  • What is the price history for 803 Main St?
    803 Main St in Windermere, FL last sold for $447,000 in March 2021.
  • 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.
  • Does 803 Main St have air conditioning?
    Yes, 803 Main St in Windermere, FL has air conditioning.
  • How big is the lot at 803 Main St?
    The lot at 803 Main St in Windermere, FL is about 0.18 acres (8,001 sq ft).

Explore by feature - Pet Friendly

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Off Market Homes Near 803 Main St

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