116 Main Street

Sold 6/13/25
Sold 6/13/25
Gallery Image 1
Sold
Last Sold Price
$695,000
3 beds1,269 sqft
116 Main St, Windermere, FL 34786
Single FamilyProperty Type
0.38 acresLot Size
1958Year Built
$548/sq ftPrice per sq ft
3 carsParking Spaces

Description

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...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.
  • Listed by: Adam Judd 407.855.5020 adam@metropolisres.com Brokerage DRE #1042881 • METROPOLIS R.E. SOLUTIONS, LLC
Listing closed: 06/13/2025 12:00 AM • Source: MFRMLS, MLS#: O6267443

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Recent comparable sales

Median sold price

$600,000

Avg days on market

58

Sale-to-list ratio

89.7%

Windermere, FL

9 comparable properties found

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Square Feet
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a front view of house with yard and trees in the background
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Sold 03/11/25

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Square Feet
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9228 Palm Tree Drive, Windermere, FL 34786

a front view of a house with a yard
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Sold 03/04/26

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4818 Breezy Palms Court, Windermere, FL 34786

an aerial view of a house with a yard and lake view
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3278 Downs Cove Road, Windermere, FL 34786

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415 East 6th Avenue, Windermere, FL 34786

a view of a house with a yard and tree s
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6

$600,000

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426 East 6th Avenue, Windermere, FL 34786

$770,000 | 825 Oakdale Street, Windermere, FL 34786
1/51
7

$770,000

Sold 06/11/26

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Square Feet
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825 Oakdale Street, Windermere, FL 34786

a front view of a house with a yard
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$475,000

Sold 10/23/25

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9375 Woodbreeze Boulevard, Windermere, FL 34786

$825,000 | 11155 Lake Butler Boulevard, Windermere, FL 34786
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9

$825,000

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11155 Lake Butler Boulevard, Windermere, FL 34786

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Location

Listing Courtesy of METROPOLIS R.E. SOLUTIONS, LLC, Adam Judd

Sold By LA ROSA REALTY LLC, Jessica Oliveira

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$4,284 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,710

Property Taxes

$574

HOA Dues

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Property Information for 116 Main Street

Property Details
  • Taxes: $6,885 / year
  • MLS Type: Residential / Single Family Residence
  • County: Orange County
  • Subdivision Name: WINDERMERE TOWN
  • Township: 23
  • Garage Spaces: 3
  • Waterfront: No
Building Information
  • Year Built: 1958
  • Lot Size: 0.38 AC / 16,700 SF
Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3567.0
  • Building Area Units: Square Feet
  • Direction Faces: Northeast
  • 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.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 116
  • Street Name: MAIN
  • Street Suffix: STREET
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 4
  • Tax Book Number: G-36
  • Tax Legal Description: PLAT OF WINDERMERE G/36 LOT 434
  • Tax Lot: 434
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Size Dimensions: 100 x 167
  • Parcel Number: 172328933604340
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: SFR
  • Living Area: 1269
  • Lot Dimensions: 100 x 167
Property and Assessments
  • Year Built Numeric: 1958
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0385F
  • Homestead: No
  • New Construction: No
  • Property Condition: Fixer
  • Public Survey Range: 28
  • Public Survey Section: 17
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Other
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Interior In-Law Suite w/Private Entry
  • Appliances: Other
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Vinyl
  • Heating: Central, Electric
  • Interior Features: Other
  • Laundry Features: Other
  • Living Area Source: Appraiser
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: No
  • Bathrooms Half: 0

Property History for 116 Main Street

DateEvent & SourcePriceAppreciation
Jun 13, 2025

Sold

MFRMLS #O6285957

$695,000—
Jun 13, 2025

Sold

MFRMLS #O6267443

$695,000—
Apr 1, 2025

Pending

MFRMLS #O6285957

—
DateEvent & SourcePrice
06/13/2025

Sold

MFRMLS #O6285957

$695,000
06/13/2025

Sold

MFRMLS #O6267443

$695,000
04/01/2025

Pending

MFRMLS #O6285957

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 116 Main Street

Taxable ValueLand$320,000Additions-Total$320,000
Tax Record2025$7,599 ($633 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,145 SqFtAbove Grade Finished SqFt2,145 SqFtStories2Lot Size20,762 SqFtStyleSingle Family ResidenceYear Built1958Year Renovated1958ZoningSFRCountyORANGEAPN17-23-28-9336-04-340

Schools near 116 Main Street

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Windermere Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 116 Main Street, Windermere, FL 34786
$695,000
3
1,269
16,700
118 Main Street, Windermere, FL 34786
–
4
4
3,371
20,763
106 Main Street, Windermere, FL 34786
$592,500
3
1,995
20,762
101 West 2nd Avenue, Windermere, FL 34786
$286,000
4
4
3,305
16,762
105 Forest Street, Windermere, FL 34786
$592,500
3
1,030
16,676
125 Forest Street, Windermere, FL 34786
$460,000
4
2
2,025
16,762

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of METROPOLIS R.E. SOLUTIONS, LLC, Adam Judd

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 06/16/2025 10:40 AM