Ad #7567354
MLS #TB8495717
Set on a prominent corner lot in one of Windermere's most
1002 OAKDALE ST, Windermere, FL 34786
$965,000
4Beds
3Baths
3,516Sqft
0.29Acres
About this property
Set on a prominent corner lot in one of Windermere's most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by.
Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining.
The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations.
A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs.
Positioned along historic Windermere's signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home.
Seller is open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down.
A compelling combination of location, scale, and thoughtful updates--this is Windermere living at its best.
Property Features
4 Beds
3 Baths
3,516 Sqft
Built in 1973
0.29 Acres
Isleworth Golf and Country Club
On Golf Course
Garage, Garage - Attached
Siding: Stucco
Shingle Roof
Has Fireplace
Electric (Heating), Fireplace(s)
$8,799 / yr property tax
Orange County
WINDERMERE TOWN Community
Additional Photos
Contact Information
Frank Smith
Keller Williams Realty of Brandon
813-684-9500
Location
Listing Agent: Frank Smith (License #: 3517526) 813-684-9500
Broker: Keller Williams Realty of Brandon 813-684-9500 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Keller Williams Realty of Brandon 813-684-9500 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
GolfHomes.com
Printed Aug 11, 2026
Photo Gallery
$965,000
4
Beds
3
Baths
3,516
Sqft
1002 OAKDALE ST, Windermere, FL 34786
By contacting this agent you agree to these Terms and Conditions.
MLS# TB8495717
Set on a prominent corner lot in one of Windermere's most
$965,000
1002 OAKDALE ST, Windermere, FL 34786
4
Beds
3
Baths
3,516
Sqft
0.29
Acres
$965,000
1002 OAKDALE ST, Windermere, FL 34786
4 Beds
3 Baths
3,516 Sqft
0.29 Acres
Set on a prominent corner lot in one of Windermere's most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by.
Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining.
The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations.
A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs.
Positioned along historic Windermere's signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home.
Seller is open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down.
A compelling combination of location, scale, and thoughtful updates--this is Windermere living at its best.
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Property Details
HOME DETAILS
4 Beds
3 Baths
3,516 Sqft
Built in 1973
0.29 Acres
GOLF COURSE & VIEW
Isleworth Golf and Country Club
On Golf Course
EXTERIOR
Garage, Garage - Attached
Siding: Stucco
Shingle Roof
INTERIOR
Has Fireplace
Electric (Heating), Fireplace(s)
FINANCIAL & COMMUNITY
$8,799 / yr property tax
Orange County
WINDERMERE TOWN Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
7567354
Viewed
61 times
Listing Status
Active
Added
Apr 14, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Stellar MLS
Source Property ID
TB8495717
Listing Agent: Frank Smith (License #: 3517526) 813-684-9500
Broker: Keller Williams Realty of Brandon 813-684-9500 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Keller Williams Realty of Brandon 813-684-9500 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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