$975,000
Off-Market Date: 04/21/20261002 Oakdale Street Windermere, FL 34786
Pending MLS# TB8495717
4 beds 3 baths 3,516 sq ft Single Family
Details for 1002 Oakdale Street
MLS# TB8495717
Description for 1002 Oakdale Street, Windermere, FL, 34786
Under contract-accepting backup offers. 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 offering up to a $25,000 closing cost credit, providing added flexibility and value for buyers. A compelling combination of location, scale, and thoughtful updates—this is Windermere living at its best.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 3
Lot Size: 0.29 Acres
Square Feet: 3,516 sq ft
Year Built: 1973
Garage: Yes
Stories: 1 Story
Construction: Stucco
Subdivision: Windermere Town
Foundation: Slab
County: Orange
Room Information
Main Floor
Living Room:
Kitchen:
Bathroom 2:
Primary Bathroom:
Bedroom 3:
Bedroom 2:
Primary Bedroom:
Dining Room:
Lower Floor
Office:
Family Room:
Bathroom 3:
Bedroom 4:
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Inside
Interior Features
Appliances: Dishwasher, Microwave, Range, Refrigerator
Flooring: Carpet,Engineered Hardwood,Tile
Basement: Finished
Fireplaces: Family Room
Additional Interior Features: Walk-In Closet(s)
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Municipal Utilities
Cooling: Central Air
Heating: Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 4
Roof: Shingle
Additional Exterior/Lot Features: Balcony, Balcony, Covered, Deck, Front Porch, Corner Lot
Driving Directions
Conroy Windermere Rd, Continue onto E 6th Ave, left onto Oakdale St, Destination will be on the right.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 17-23-28-9336-00-550
Tax Amount: 8799
Tax Year: 2025
A broker reciprocity listing courtesy: KELLER WILLIAMS SUBURBAN TAMPA
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Sales History & Tax Summary for 1002 Oakdale Street
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1002 Oakdale Street
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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