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116 Main Street

Windermere, FL 34786

3 beds
2 baths
1,269 sqft
~1/2 acre lot
$547 per sqft
1958 build
– on site

Welcome to a rare opportunity in the heart of Windermere! Located at 116 Main Street, this property represents one of the most coveted locations in Central Florida's premier community. Situated on Main Street, this lot offers the perfect canvas for your dream home in a location that simply cannot be replicated. While the existing structure requires extensive updating, the true value lies in this premium .38 acre lot. This property sits in the center of historic Windermere, mere steps from the town's charming downtown area, local parks, and the Butler Chain of Lakes. The location offers the perfect blend of small-town charm and luxury living that Windermere is famous for. This an ideal opportunity for buyers looking to build their custom dream home in one of Central Florida's most prestigious addresses. The property's proximity to top-rated Windermere schools, upscale dining and shopping, and easy access to Orlando's attractions adds significant value to this already exceptional location. Just minutes from Restaurant Row, Disney World, and the affluent Isleworth and Bay Hill communities. Whether you're envisioning a modern masterpiece or a traditional estate, this rare Main Street lot provides the perfect foundation for your vision. Properties of this caliber in Windermere's historic downtown rarely become available. Don't miss this opportunity to be a part of Windermere.

Listing courtesy of STELLAR_MLS / METROPOLIS R.E. SOLUTIONS, LLC

Last checked: Checking… • Last updated Mar 2, 2025 •

MLS# O6267443 —

This home is listed in more than one place. See it here.

The Building

Year Built:

1958
New Construction:

false
Construction Materials:

Block
Levels:

Two
Roof:

Shingle
Foundation Details:

Slab
Building Area Total:

3567
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Other
Flooring:

Vinyl
Additional Rooms:

Interior In-Law Suite w/Private Entry
Fireplace:

false

Room Dimensions

Living Area:

1269
Living Area Units:

Square Feet
Living Area Source:

Appraiser

Location

Directions:

From Colonial Dr. head South on Maguire Rd., Turn Right onto W 1st Ave, Turn Left onto Main St. The house will be on your left.
Latitude:

28.499879
Longitude:

-81.537007
Coordinates:

-81.537007, 28.499879

The Property

Parcel Number:

172328933604340
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Fixer
Lot Size Acres:

0.38
Lot Size Area:

16700
Lot Size SqFt:

16700
Lot Size Dimensions:

100 x 167
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

SFR
Direction Faces:

Northeast
View:

false
Exterior Features:

Other
Water Source:

Public
Road Surface Type:

Asphalt
Flood Zone Code:

X
Flood Zone Panel:

12095C0385F
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

434
Tax Block:

4
Tax Legal Description:

PLAT OF WINDERMERE G/36 LOT 434
Tax Book Number:

G-36
Tax Annual Amount:

6885

Beds

Bedrooms Total:

3

Baths

Total Baths:

2
Total Baths:

2
Full Baths:

2

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Electricity Connected
Sewer:

Septic Tank

Appliances

Appliances:

Other
Laundry Features:

Other

Schools

Elementary School:

Windermere Elem
Middle Or Junior School:

Gotha Middle
High School:

Olympia High

The Community

Subdivision Name:

WINDERMERE TOWN
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Association:

false
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Carport:

false
Covered Spaces:

3

Monthly cost estimate

Asking price

$695,000

Expense	Monthly cost
Mortgage	$3,721
Taxes	$573
Insurance	$191
Utilities	$184 See report
Total	$4,669/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price
2/21/25 Feb 21, 2025	Relisted	STELLAR_MLS	$695,000
2/20/25 Feb 20, 2025	Pending	STELLAR_MLS	$695,000
12/31/24 Dec 31, 2024	Listed / Active	STELLAR_MLS	$695,000

House For Sale

$695,000

Cost Est.

$4,669/mo.

Listing provided by broker:

Adam Judd

METROPOLIS R.E. SOLUTIONS, LLC

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Similar sold homes

This house located in Davis Shores, Windermere, FL 34786 is currently for sale for $695,000. 116 Main Street is a 1,269 square foot house with 3 beds and 2 baths that has been on Estately for 65 days. 116 Main Street is in the Davis Shores neighborhood of Windermere and has a WalkScore® of 36, making it car-dependent. This house is in the attendance area of Gotha Middle School, Olympia High School, Cornerstone Charter Academy K-8, Windermere Elementary School, and Cornerstone Charter Academy High School.

Listing Courtesy of: STELLAR_MLS and METROPOLIS R.E. SOLUTIONS, LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.