To schedule a showing of 1002 Oakdale Street, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$975,000 No Recent Price Change
1002 Oakdale Street
Windermere, FL 34786
  • 4Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 3,516SqFt
  • 1973Year Built
  • 0.29Acres
  • MLS# TB8495717
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 2 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Windermere Town

Overview

Set on a prominent corner lot in one of Windermeres 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 Windermeres 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 updatesthis is Windermere living at its best.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Patio:  Covered, Deck, FrontPorch, Balcony

Exterior Features:  Balcony

Fees / Restrictions

Financial

Original Price:  $975,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom

Fireplace:  Yes

Floors:  Carpet, EngineeredHardwood, Tile

Levels:  One

Laundry Features:  Inside

Interior Features:  WalkInClosets

Appliances:  Dishwasher, Microwave, Range, Refrigerator

Lot Info

Direction Remarks:  Conroy Windermere Rd, Continue onto E 6th Ave, left onto Oakdale St, Destination will be on the right.

Lot Size Units:  Acres

Lot Size Acres:  0.29

Lot Sqft:  12,801

Lot Desc:  CornerLot

Misc

Other

Special Conditions:  None

Other Rooms Info

Basement:  Finished

Property Info

Section:  17

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Stucco

Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  12

Sqft Info

Sqft:  3,516

Bulding Area Sqft:  5,720

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  55

Tax Legal Description:  PLAT OF WINDERMERE G/36 LOT 55

Tax Block:  36

Tax Annual Amount:  8799

Tax Book Number:  G-36

Unit Info

Utilities / Hvac

Heating:  Electric

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  MunicipalUtilities

Waterfront / Water

Directions

Conroy Windermere Rd, Continue onto E 6th Ave, left onto Oakdale St, Destination will be on the right.

This listing courtesy of Keller Williams Suburban Tampa 

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Price & Status History (on davidshippey.com since Tue, Apr 14th 2026)
  • Original Price: $975,000
  • Current Price: $975,000
  • Price Reduced: $0
Date ChangedFromTo
06/15/2026PendingActive
04/22/2026ActivePending

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If you have any questions on 1002 Oakdale Street, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# TB8495717 located at 1002 Oakdale Street, Windermere, Florida is brought to you by David Shippey REALTOR®

1002 Oakdale Street, Windermere, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 1002 Oakdale Street, Windermere, Florida is TB8495717.
The price for 1002 Oakdale Street, Windermere, Florida is $975,000.
The status of 1002 Oakdale Street, Windermere, Florida is Active.
The subdivision of 1002 Oakdale Street, Windermere, Florida is Windermere Town.
The home located at 1002 Oakdale Street, Windermere, Florida was built in 2026.