825 OAKDALE STREET, Windermere, FL 34786

• 3 beds |
• 2 baths |
• 1,664 sqft

Property Description

Back on the market no fault of the home! 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.

Listing Status:

Active

Date Added:

April 7, 2026

Data Last Updated:

May 11, 2026 at 4:22PM

Listing Office:

EXP REALTY LLC : 888-883-8509

Listing Agent:

Mildred Hershiser : 407-758-5263

MLS ID:

O6396351

Interior

• General: Built-in FeaturesCeiling Fans(s)Kitchen/Family Room ComboPrimary Bedroom Main FloorThermostatVaulted Ceiling(s)Window Treatments
• Rooms: Formal Dining Room SeparateGreat RoomInside Utility
• Appliances: DishwasherDisposalDryerGas Water HeaterRangeRefrigeratorWasherWater Filtration System
• Laundry: Inside
• Flooring: CarpetLaminateTileWood
• A/C: Central Air
• Heating: CentralElectricHeat Pump

Exterior

• General: French DoorsLightingRain GuttersStorage
• Style: CottageTraditional
• Other Structures: StorageEnclosedRear PorchScreenedCovered

Construction

• Roofing: Shingle
• Windows: Skylight(s)BlindsShuttersWindow Treatments
• General: FrameWood SidingOneCrawlspace

Location

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

Lot

• Zoning: SFRPLAT OF WINDERMERE G/36 LOT 10417-23-28-9336-01-040
• Fencing: Wood

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSprinkler WellWater Connected
• Water: PrivateWell
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple