Last Sold Price
3 beds1,269 sqft$548/sqft
116 Main St, Windermere, FL 34786

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.
LISTING CLOSED: 06/13/2025 12:00 AM

  1. Listed by Adam Judd • Brokerage DRE #1042881 • METROPOLIS R.E. SOLUTIONS, LLC
    P: (407) 855-5020 C: (407) 855-5020 adam@metropolisres.com

Property Details for 116 Main Street

Status
MLS #
O6267443
Days on Market
53
Taxes
$6,885 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1958
Lot Size
0.38 AC / 16,700 SF
Subdivision Name
WINDERMERE TOWN
Township
23
Garage Spaces
3
Waterfront
No

Recent comparable sales

Median sold price

$600,000

Avg days on market

58

Sale-to-list ratio

90.3%

Windermere, FL

9 comparable properties found

a front view of house with yard and outdoor seating
1/2
1

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Sold 10/31/24

3
Bedrooms
1,166
Square Feet
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Acres
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Square Feet
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Acres
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Sold 03/11/25

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Bedrooms
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Square Feet
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Acres
a front view of a house with a yard
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4

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Sold 03/04/26

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Square Feet
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an aerial view of a house with a yard and lake view
1/2
5

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Sold 10/15/24

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Bedrooms
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Square Feet
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front view of a house with a big yard
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3
Bedrooms
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Square Feet
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Acres
a view of a house with a yard and tree s
1/2
7

$600,000

Sold 03/07/25

3
Bedrooms
1,698
Square Feet
0.22
Acres
$770,000 | 825 Oakdale Street, Windermere, FL 34786
1/51
8

$770,000

Sold 06/11/26

3
Bedrooms
1,664
Square Feet
0.38
Acres
a front view of a house with a yard
1/2
9

$475,000

Sold 10/23/25

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Bedrooms
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Square Feet
0.27
Acres

Location

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

Sold By LA ROSA REALTY LLC, Jessica Oliveira

Add your commute

Building Information for 116 Main Street

Stories-Year Built1958Building Size-Lot Size0.38 AC / 16,700 SF

Payment Calculator

$4,106 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,533

Property Taxes

$574

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 116 Main Street

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$108,570Total$428,570
Tax Record2024$6,885 ($574 / month)
Home Facts
Beds3Total Finished SqFt2,236 SqFtAbove Grade Finished SqFt2,236 SqFtStories2Lot Size16,762 SqFtStyleSingle Family ResidenceYear Built1958ZoningSFRCountyORANGEAPN17-23-28-9336-04-340

Schools near 116 Main Street

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
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
4
4
3,371
20,763
$592,500
3
1,995
20,762
$286,000
4
4
3,305
16,762
$592,500
3
1,030
16,676
$460,000
4
2
2,025
16,762

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