Michele Weiand

Michele Weiand Realtor 🇺🇸

$792,500.00
825 OAKDALE STREET, WINDERMERE, FL - 34786
3 beds
2.0 baths
1,664 sqft
$792,500.00
825 OAKDALE STREET, WINDERMERE, FL - 34786
Michele Weiand
$792,500.00
3 beds
2.0 baths
1,664 sqft
825 OAKDALE STREET, WINDERMERE, FL - 34786
For Sale
Photo 1
  • Built in 1935
  • $476.26/sqft
  • Lot size: 16,749 sqft
  • 9 days on market

THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

  • Directions: From Conroy Windermere Rd and Apopka Vineland take Conroy Windermere west to Windermere ( this turns into 6th street as you enter Windermere) take a left on Oakdale Street and continue down Oakdale for 2 blocks and home will be on the left after passing 8th street intersection
  • County: Orange
  • Geo subdivision: WINDERMERE TOWN

Nearby Schools

Windermere Elem

Gotha Middle

Olympia High

Features

Financial

Let's get in touch!

Michele Weiand

Michele Weiand

Realtor 🇺🇸

See also

For Sale
910 LASCALA DRIVE, WINDERMERE, FL - 34786
$770,000.00
4 bds
3.5 ba
2,742 sqft
910 LASCALA DRIVE, WINDERMERE, FL - 34786
For Sale
9237 SABAL PALM CIRCLE, WINDERMERE, FL - 34786
$789,995.00
3 bds
2.0 ba
2,469 sqft
9237 SABAL PALM CIRCLE, WINDERMERE, FL - 34786
For Sale
5018 RIVER GEM AVENUE, WINDERMERE, FL - 34786
$775,000.00
3 bds
2.5 ba
2,379 sqft
5018 RIVER GEM AVENUE, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6396351
Listing updated: April 8, 2026 at 10:47AM
Listing provided by: Mildred Hershiser, EXP REALTY LLC
Last checked 6 days ago
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