63 Main St, Windermere, FL 34786
OFF MARKET

63 Main St
Windermere, FL 34786

  • 2 Beds
  • 3 Baths
  • 2,186 sqft (on 0.33 acres)

$1,014,300

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $6,908/mo*

$1,014,300

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $6,908/mo*
2 Beds
3 Baths
2,186 sqft
(on 0.33 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Location! Location! Location! This property is located in the historic olde Town of Windermere...among the "world-class" Butler Chain of Lakes! This unique watersports home with direct canal access to the the protected Butler Chain of Lakes, has "peek-a-boo" views of Lake Down, and Wauseon Bay. Thoughtfully designed, this homestead has almost 6000 gross square feet of new low-maintenance, energy-efficient "green" construction, enveloping nearly 2200 square feet of conditioned living space. Enter into the spacious foyer bathed in natural light, which leads directly into the great room which features a chef's kitchen with dining space for 10, which flows seamlessly through a relaxing indoor/outdoor living space...the very definition of "open concept" design! Dozens of mature and native/exotic trees and shrubs adorn this well drained waterfront lot with vibrant foliage, fruitage, and flowers. Set sail from your own private dock, and explore the unique Butler Chain of Lakes, where pleasure-boating, and world-class fishing, skiing, and other watersports abound. Walk to historic downtown Windermere and enjoy shopping, restaurants and year-round community events, public parks and recreational facilities. Designated "Outstanding Florida Waters," the Butler Chain of Lakes surrounds this quaint/historic "old Florida" town. Her soft sand streets, neighborly residents, and abundant old growth trees, make this one of the most walkable communities in Central Florida. Welcome home!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 63 Main St

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, Radiant, ElectricAir ConditioningCooling System: Refrigerator, CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Concrete
Interior Details
Additional StorageAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, WorkshopStorageWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDryerWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Wood, Cement Concrete, MetalPatioPorch
Parking & Garage
GarageParking Spaces: 8Parking: Garage Attached

Property Information

Year Built
Year Built: 2014Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Building

Levels, Entrance, & Accessibility
Disabled Access
Fitness & Sports
Tennis Court

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Mobile R/V

RV Parking
Rv Parking

Price History for 63 Main St

DatePriceEventSource
09/09/2025$4,800ListingRemovedStellar MLS #O6307925
08/13/2025$4,800PriceChange
Stellar MLS #O6307925
08/02/2025$5,000PriceChange
Stellar MLS #O6307925
07/12/2025$5,200PriceChange
Stellar MLS #O6307925
06/24/2025$5,400PriceChange
Stellar MLS #O6307925
06/13/2025$5,600PriceChange
Stellar MLS #O6307925
05/28/2025$5,800PriceChange
Stellar MLS #O6307925
05/11/2025$6,000Listed For RentStellar MLS #O6307925
06/27/2024ListingRemovedStellar MLS #O6196963
06/17/2024$5,400PriceChange
Stellar MLS #O6196963
06/07/2024$5,600PriceChange
Stellar MLS #O6196963
05/28/2024$5,800PriceChange
Stellar MLS #O6196963
05/14/2024$6,000PriceChange
Stellar MLS #O6196963
05/06/2024$6,500PriceChange
Stellar MLS #O6196963
05/01/2024$6,700PriceChange
Stellar MLS #O6196963
04/24/2024$7,000Listed For RentStellar MLS #O6196963
02/27/2024$749,000ListingRemovedStellar MLS #O5979745
06/07/2022ListingRemovedZillow Rental Manager
05/27/2022$5,000Listed For RentZillow Rental Manager
12/03/2021$749,000Sold
N/A
10/17/2021$749,000PendingStellar MLS #O5979745
10/15/2021$749,000Listed For SaleStellar MLS #O5979745
03/24/2021ListingRemovedN/A
12/31/2017$729,999ListingRemovedN/A
10/02/2017$729,999PriceChange
N/A
09/30/2017$699,999Listed For SaleN/A
04/07/2011$221,000Sold
N/A
05/24/2004$250,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$14,707
Assessment$892,142
Home facts updated by county records

Comparable Sales for 63 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Single-Family Home
$1,060,000
09/11/25
3
1.5
2,011
0.10
Single-Family Home
$695,000
06/13/25
3
2
1,269
0.37
Single-Family Home
$820,000
03/06/26
2
1.5
2,115
0.23
Single-Family Home
$890,000
07/31/25
3
2
2,562
0.09
Single-Family Home
$1,050,000
10/31/25
4
2
2,191
0.16
Single-Family Home
$1,160,000
01/09/26
3
2
2,152
0.34
Single-Family Home
$862,000
01/08/26
4
3
2,410
0.13
Single-Family Home
$1,200,000
09/15/25
3
2
1,638
0.53
Single-Family Home
$710,000
02/19/26
3
2
1,784
0.59
Single-Family Home
$975,000
10/20/25
3
3
2,353

Assigned Schools

These are the assigned schools for 63 Main St.
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

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."
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
  • 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."
  • 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. "
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
  • 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."
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
  • 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. "
  • 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."
  • 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."
  • 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."
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
  • 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."
  • 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."
  • 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."
  • 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. "
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
  • 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! "
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
  • 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. "
  • 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 "
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
  • 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."
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
  • 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. "
  • 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"
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
  • 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. "
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "

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Apartments for Rent

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Homes for sale near 63 Main St

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Off Market Homes Near 63 Main St

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63 Main St, Windermere, FL 34786 is a 2 bedroom, 3 bathroom, 2,186 sqft single-family home built in 2014. This property is not currently available for sale. 63 Main St was last sold on Dec 3, 2021 for $749,000. The current Trulia Estimate for 63 Main St is $1,014,300.