FL
Orange
WINDERMERE
34786
825 OAKDALE STREET
825 OAKDALE STREET, WINDERMERE, FL 34786
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Listing Type
Single Family
Listing Status
Active
50
$792,500

Home Details for 825 OAKDALE STREET

Price
$792,500
Type
Residential
Bedrooms
3
Total Bathrooms
2
Full Bathrooms
2
Square feet
1664
Year built
1935
Lot size acres
0.38
County
Orange
Total rooms
12
Basement
Crawl Space
MLS Listing#
O6396351
Property Description

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.

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Property Features
  • Utilities
    • Natural Gas Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Water Connected
  • Heating Information
    • Central
    • Electric
    • Heat Pump
  • Water Features
    • Private
    • Well
  • House Interior
    • Built-in Features
    • Vaulted Ceiling(s)
  • Waterfront and Water Access
    • Lake Privileges
  • Cooling Information
    • Central Air
  • Basement
    • Crawl Space
School Information
School Information for 825 OAKDALE STREET, WINDERMERE, FL 34786
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Listing Courtesy: EXP REALTY LLC - 888-883-8509
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-04-13 18:10:47
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EXIT REALTY 4CORNERS
49503 Hwy 27 Unit B, Davenport, FL 33897
Kregg Smith
License #: BK3302418
License #: 10301223973
Associate Broker
Office
863 344 3948
Agent
607 235 6515
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