There are multiple listings for this address:
$695,000
116 MAIN STREET
WINDERMERE, FL, 34786
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.
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.
Property Details
Price:
$695,000
MLS #:
O6267443
Status:
Pending
Beds:
3
Baths:
2
Address:
116 MAIN STREET
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786 – Windermere
City:
WINDERMERE
Listed Date:
Dec 31, 2024
State:
FL
Finished Sq Ft:
3,567
Total Sq Ft:
3,567
ZIP:
34786
Lot Size:
16,700 sqft / 0.38 acres (approx)
Year Built:
1958
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Other
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Vinyl
Heating
Central, Electric
Laundry Features
Other
Exterior
Construction Materials
Block
Exterior Features
Other
Roof
Shingle
Financial
Tax Year
2024
Taxes
$6,885
Mortgage Calculator
Map
Similar Listings Nearby
- 12791 WESTSIDE VILLAGE LOOP
WINDERMERE, FL$900,000
3.98 miles away
- 14504 SUNBRIDGE CIRCLE
WINTER GARDEN, FL$899,990
3.86 miles away
- 9538 LAVILL COURT
WINDERMERE, FL$899,000
1.10 miles away
- 619 OXFORD CHASE DRIVE
WINTER GARDEN, FL$899,000
4.86 miles away
- 11624 DELMAR AVENUE
ORLANDO, FL$895,000
4.39 miles away
- 11130 PARK AVENUE
WINDERMERE, FL$895,000
0.65 miles away
- 13242 ORANGE ISLE DRIVE
WINDERMERE, FL$890,000
3.29 miles away
- 346 CALLIOPE STREET
OCOEE, FL$885,000
1.60 miles away
- 1125 ENGLISH GARDEN LANE
WINTER GARDEN, FL$880,000
2.40 miles away
- 7766 BARDMOOR HILL CIRCLE
ORLANDO, FL$875,000
2.65 miles away

116 MAIN STREET
WINDERMERE, FL
$695,000
116 MAIN STREET
WINDERMERE, FL, 34786
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.
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.
Property Details
Price:
$695,000
MLS #:
O6285957
Status:
Pending
Beds:
0
Baths:
0
Address:
116 MAIN STREET
Type:
Land
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786 – Windermere
City:
WINDERMERE
Listed Date:
Mar 2, 2025
State:
FL
Total Sq Ft:
3,567
ZIP:
34786
Lot Size:
16,700 sqft / 0.38 acres (approx)
Year Built:
1958
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Other
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Vinyl
Heating
Central, Electric
Laundry Features
Other
Exterior
Construction Materials
Block
Exterior Features
Other
Roof
Shingle
Financial
Tax Year
2024
Taxes
$6,885
Mortgage Calculator
Map
Similar Listings Nearby
- QUAIL COVE COURT
WINDERMERE, FL$885,000
1.60 miles away
- 9130 BAYWAY DRIVE
ORLANDO, FL$849,000
2.40 miles away
- 1661 ROBERTS LANDING ROAD
WINDERMERE, FL$699,000
2.16 miles away
- 5588 PALM LAKE CIRCLE
ORLANDO, FL$687,000
2.81 miles away
- MORTON JONES ROAD
GOTHA, FL$675,000
2.74 miles away
LIGHTBOX-IMAGES