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.
- FL
- Windermere
- 34786
- 116 MAIN STREET
- MLS# O6267443
- Date Listed12/30/2024
- Bedrooms 3
- Bathrooms 2 Full baths
- Lot Size 0.38 acres (16,700 sq. ft)
- Sewer Septic Tank
- Subdivision WINDERMERE TOWN
- Property Type Single Family
- County Orange
- Year Built 1958
- Water Public
- Square Feet 1,269 sq. ft
- Price Per Sq. Ft $547.68
Interior Features
- Appliances Other
- Flooring Vinyl
- Cooling Central Air
- Heating Central, Electric
Exterior / Lot Features
- Exterior Other
- Roof Shingle
- Lot Size Acres 0.38
- Lot Size SQFT 16,700.00
- Lot Features -
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.
Financial Considerations
- Tax Amount $6,885
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Thornebrooke Elementary School
Public • PK - 5 • Serves this home
3.08 mi
Distance
Public • 6 - 8 • Serves this home
3.84 mi
Distance
Public • 9 - 12 • Serves this home
2.38 mi
Distance
Thornebrooke Elementary School
Public • PK - 5 • Serves this home
3.08 mi
Distance
Lake Whitney Elementary School
Public • PK - 5
3.63 mi
Distance
Public • PK - 5
4.03 mi
Distance
Public • PK - 5
4.61 mi
Distance
Public • PK - 5
5.55 mi
Distance
Keenes Crossing Elementary School
Public • PK - 5
5.63 mi
Distance
Public • PK - 5
5.77 mi
Distance
Public • PK - 5
6.43 mi
Distance
Whispering Oak Elementary School
Public • PK - 5
6.5 mi
Distance
Public • PK - 5
6.85 mi
Distance
Public • 6 - 8
3.41 mi
Distance
Public • 6 - 8 • Serves this home
3.84 mi
Distance
Public • 6 - 8
5.11 mi
Distance
Public • 6 - 8
5.78 mi
Distance
Florida Virtual School Flex 6-8
Public • 6 - 8
6.24 mi
Distance
Public • 6 - 8
6.72 mi
Distance
Public • 6 - 8
6.85 mi
Distance
Public • 6 - 8
7.03 mi
Distance
Public • 6 - 12
8.16 mi
Distance
Public • 6 - 12
8.16 mi
Distance
Public • 9 - 12 • Serves this home
2.38 mi
Distance
Public • 9 - 12
4.27 mi
Distance
Public • 9 - 12
4.5 mi
Distance
Public • 9 - 12
4.96 mi
Distance
Public • 9 - 12
5.85 mi
Distance
Public • 10 - 12
6.23 mi
Distance
Florida Virtual School Flex 9-12
Public • 9 - 12
6.24 mi
Distance
Public • 9 - 12
7.14 mi
Distance
Private • PK - 12
1.53 mi
Distance
Private • 01 - 12
2.58 mi
Distance
Private • KG - 12
3.37 mi
Distance
Private • PK - 12
3.52 mi
Distance
Private • UG - UG
4.61 mi
Distance
Light Christian Academy - South Campus
Private • 06 - 12
5.24 mi
Distance
Private • KG - 11
5.24 mi
Distance
House Of Academia Dba Academia Private Schl
Private • KG - 10
5.39 mi
Distance
Private • 06 - 12
5.41 mi
Distance
Central Florida Christian Academy
Private • PK - 12
5.56 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 11514 VIA LUCERNA CIRCLE | Listing | 5 | 5 | Sep 28, 2025 | $724,999 | Feb 23, 2024 | $667,396 |
| 2211 RICKOVER PLACE | Listing | 5 | 5 | Oct 30, 2025 | $1,039,000 | Feb 23, 2024 | $931,284 |
| 12151 WALKER POND RD | Listing | 5 | 4 | Nov 13, 2025 | $2,975,000 | Feb 23, 2024 | $2,369,040 |
| 830 OAKDALE STREET | Listing | 4 | 5 | Oct 15, 2025 | $1,795,000 | Feb 23, 2024 | $1,620,320 |
| 1003 OAKDALE STREET | 6 | 6 | Oct 15, 2025 | $2,650,000 | Nov 27, 2025 | - |
| 11313 VIA ANDIAMO | 4 | 4 | Oct 30, 2025 | $650,000 | Nov 27, 2025 | - |
| 9213 FOXHALL COURT | 5 | 7 | Oct 20, 2025 | $3,574,900 | Nov 27, 2025 | - |
| 4108 DOWNEAST LANE | 4 | 3 | Oct 03, 2025 | $1,750,000 | Nov 27, 2025 | - |
| 1984 WINDERMERE ROAD | 6 | 6 | Oct 20, 2025 | $2,050,000 | Nov 27, 2025 | - |
| 5243 W LAKE BUTLER ROAD | 3 | 4 | Oct 29, 2025 | $1,875,000 | Nov 27, 2025 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 45,233 | 4,727 | 1,414,552 | 335,858,263 |
| Population Density | 2,012 | 2,158 | 1,566 | 95 |
| People per Household | 2.9 | 2.9 | 2.6 | 2.6 |
| Median Age | 40 | 46.2 | 37.3 | 39.1 |
| Median Income | $106,476 | $128,133 | $63,002 | $66,222 |
| Average Income | $55,286 | $64,380 | $33,343 | $35,475 |
| Cost of Living Index | 116 | 121 | 97 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 48°F | 48°F | 49.9°F | 22.6°F |
| July Avg. High Temp | 91.6°F | 91.6°F | 92.2°F | 86.2°F |
| Annual Precipitation | 49.74" | 49.74" | 48.35" | 38" |
25/100
Car-Dependent
Walk Score ®
34/100
Bikable
Bike Score ®
Overview
Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 17/100, Transit Score: 0/100, Bike Score: 36/100.
Property Change History
Points of Interest near 116 MAIN STREET, WINDERMERE, FL 34786
0.3 mi
Distance
0.34 mi
Distance
0.39 mi
Distance
0.53 mi
Distance
0.59 mi
Distance
0.28 mi
Distance
0.3 mi
Distance
0.33 mi
Distance
0.34 mi
Distance
0.28 mi
Distance
0.3 mi
Distance
0.34 mi
Distance
528 ft
Distance
0.28 mi
Distance
0.3 mi
Distance
0.36 mi
Distance
0.42 mi
Distance
0.29 mi
Distance
0.37 mi
Distance
0.37 mi
Distance
581 ft
Distance
0.25 mi
Distance
0.56 mi
Distance
0.57 mi
Distance
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Frequently Asked Questions for 116 MAIN STREET
Source: Realty.com
116 MAIN STREET, WINDERMERE, FL 34786 is a Single Family 1,269 sq. ft. home listed for sale. Realty.com has 11 photos available of this 3 bed, 2 bath house, listed at $695,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 11 photos of 116 MAIN STREET.
Our records indicate that 116 MAIN STREET was built in 1958.
The full address for this home is 116 MAIN STREET, WINDERMERE, FL 34786.
116 MAIN STREET has been listed on Realty.com since Mon December 30, 2024
Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 17/100, Transit Score: 0/100, Bike Score: 36/100.
There are 3 schools assigned to this home. Check out the schools near 116 MAIN STREET. Thornebrooke Elementary School (Grades: PK - 5), Gotha Middle School (Grades: 6 - 8), Olympia High School (Grades: 9 - 12)
Listing provided courtesy of:
Metropolis R.e. Solutions, Llc
(tel: 407-282-1600)
Listing agent:
Adam Judd
(tel: 407-282-1600)
(#261201667)
This content last refreshed on 2025-11-27 07:11:09. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 116 MAIN STREET, WINDERMERE, FL 34786 : MLS# O6267443