$975,000
1002 Oakdale Street
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history7 days on market
- Status: PendingApr 22, 2026
- Listed$975,000Apr 14, 2026
- Price increased$975,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 7
- Subdivision
- Windermere Town
- County
- Orange
- Year built
- 1973
- Living area
- 3,516 sq ft
- Price/sq ft
- $277
- Building area
- 5,720 sq ft (Public Records)
- Lot size
- 12,801 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X
- Garage
- 4 spaces
- Annual taxes
- $8,799 (2025)
- Parcel #
- 17-23-28-9336-00-550
- Zoning
- SFR
- MLS #
- TB8495717
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Carpet, Hardwood, Tile
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Thermostat, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- Southwest
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 4
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer/Buyer agent responsible to verify with Orange county rules and regulations.
Exterior & Construction
- Exterior features
- Balcony
- Construction materials
- Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Dirt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Public
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | |
| Living Room | First | |
| Family Room | Basement | |
| Dining Room | First | |
| Primary Bedroom | First | |
| Bedroom 2 | First | |
| Bedroom 3 | First | |
| Bedroom 4 | Basement | |
| Primary Bathroom | First | |
| Bathroom 2 | First | |
| Bathroom 3 | Basement | |
| Office | Basement |
Listing Details
- Listing date
- 2026-04-13
- On market date
- 2026-04-14
- Original list price
- $975,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Suncoast Tampa
- Status changed
- 2026-04-22
- Tax legal description
- PLAT OF WINDERMERE G/36 LOT 55
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Conroy Windermere Rd, Continue onto E 6th Ave, left onto Oakdale St, Destination will be on the right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 2, 2026 at 8:17 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA