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Home > Listings > FL > Windermere > 1002 Oakdale Street, Windermere, FL 34786
Pending - Backup Offer Requested

1002 OAKDALE STREET, Windermere, FL 34786

$975,000
$277 per ft²
4 Bed
3 Bath
3,516 Sq Ft
0.29 Acres
Listing Office: KELLER WILLIAMS SUBURBAN TAMPA
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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 Agent: Frank Smith

License Number: 3517526

Offered by: KELLER WILLIAMS SUBURBAN TAMPA

Office Phone: 813-684-9500

MLS: #TB8495717

Stellar MLS

Date Added: 04/13/2026 12:00:00 am

Last Update: 04/22/2026 02:56:09 pm

Days on Market: 19

Stellar MLS

Interior

  • General: Thermostat, Walk-In Closet(s)
  • Rooms: Den/Library/Office,Family Room
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Laundry: Inside
  • Basement: Finished
  • Flooring: Carpet, Hardwood, Tile
  • A/C: Central Air
  • Heating: Electric
  • Fireplace: Family Room, Fireplace

Exterior

  • General: Balcony
  • Other Structures: Front Porch, Deck, Covered

Construction

  • Roofing: Shingle
  • General: Stucco, One, Slab

Location

  • Road/Access: Dirt
  • Originating MLS: Stellar MLS
  • County: Orange

Lot

  • Zoning: SFR, PLAT OF WINDERMERE G/36 LOT 55, 17-23-28-9336-00-550

Utilities

  • Utilities: Public
  • Water: Public
  • Sewer: Septic Tank

Financial

  • Source: Stellar MLS
  • Ownership: Fee Simple

Property

  • Year Built: 1973
  • Type: Single Family Home
  • Parcel #: 17-23-28-9336-00-550

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04/22/2026Pending
04/14/2026Active
04/14/2026$975,000@ 277 per ft²Listed

Listing Broker

Axel Colon
1 @
License #: 3336674
Email: axel@gfirstrealty.com
Phone: 407-593-0100
Through market shifts and trends, one truth remains: my clients always receive expert guidance, dedicated care, and unwavering support to achieve their real estate goals. Experience matters, integrity can't be bought.

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Last Updated: 04/22/2026 02:56:09 pm

Offered by: Frank Smith, 3517526, 401-644-4762 @ KELLER WILLIAMS SUBURBAN TAMPA

MLS: #TB8495717

Source: Stellar MLS

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Home > Listings > FL > Windermere > 1002 Oakdale Street, Windermere, FL 34786

1002 OAKDALE STREET, Windermere, FL 34786 is a 4 Bed, 3 Bath, 3,516 Sq Ft, 0.29 Acres, Single Family Home built in 1973.

This property is currently available and was listed by Stellar MLS on 04/13/2026 12:00:00 am. The MLS # for the property is MLS #TB8495717.

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    St. Cloud, FL 34769
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