Home in 725 Oakdale St Windermere for sale with MLS# O6425946
Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere's most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.38 acre fenced homesite, this exceptional property features 2,795 square feet of living space and 4,163 total square feet, providing plenty of room to live, work, and entertain. From the moment you arrive, you will appreciate the peaceful setting and inviting curb appeal that make Oakdale Street one of the town's most desirable locations. Inside, thoughtful craftsmanship is evident throughout with custom trim work, rich stone and wood flooring, double pane windows and doors, and a warm family room centered around a natural gas fireplace. The well appointed kitchen features a natural gas range, while the expansive air conditioned Florida room offers the perfect place to relax year round as you overlook the private backyard. Car enthusiasts, hobbyists, and those needing extra space will love the 4 car garage along with the detached air conditioned building, ideal as a home office, fitness studio, art studio, workshop, guest retreat, or whatever your heart desires. Recent improvements provide peace of mind, including: Roof replaced in 2019, newer HVAC system and water heater (4 years old) and a newer well pump (9 months old). Living in the Town of Windermere is more than owning a home, it's embracing a lifestyle. Enjoy the beloved weekly farmers market, monthly food truck nights, festive holiday celebrations, and a charming downtown just a short walk away featuring a new Italian restaurant, breakfast café, coffee shop, wine bar, tennis courts, and more. Residents also enjoy exclusive access to community boat ramps on both Lake Butler and Lake Bessie, making it easy to experience the renowned Butler Chain of Lakes. If you have been searching for a home that offers character, generous space, exceptional flexibility, and one of Central Florida's most treasured small town lifestyles, this is an opportunity you won't want to miss. Be sure to click on the virtual tour links.
725 Oakdale St, Windermere, FL 34786
- Price:
- $1,049,000.00
- Original List Price:
- $1,049,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $375.31
- Listing Type:
- For Sale
- Status:
- Active
- Previous Status:
- Coming Soon
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6425946
- Bedrooms:
- 3
- Bathrooms Total:
- 3
- Full Bath:
- 2
- Half Bath:
- 1
- Additional Rooms:
- Formal Dining Room Separate, Formal Living Room Separate
- Living Area:
- 2,795 Sqft
- Built-Up Area:
- 4,163 Sqft
- Lot Area:
- 16,755 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- City Limits, Unpaved
- Lot Size Acres:
- 0.38
- Waterfront:
- No
- Security:
- Smoke Detector(s)
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Refrigerator, Washer, Gas Water Heater, Water Softener, Exhaust Fan, Range, Range Hood
- Interior:
- Eat-in Kitchen, Ceiling Fans(s), Thermostat, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, L Dining, Chair Rail, Primarybedroom Upstairs
- Exterior:
- Private Mailbox, Sliding Doors, Rain Gutters
- Patio and Porch:
- Patio, Front Porch
- Other Structures:
- Workshop, Storage, Other
- Laundry:
- In Garage
- Fireplace
- Fireplace:
- Gas, Family Room
- Air Conditioning System:
- Central Air, Attic Fan
- Heating System:
- Electric, Natural Gas, Natural Gas
- Fence:
- Wood, Fenced
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping, Oak Trees, Fruit Trees, Bamboo
- Property Entrance Faces:
- West
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake, Lake - Chain Of Lakes
- Water Extras
- Water Extra Details:
- Sailboat Water, Boat Ramp - Private, Skiing Allowed
- Year Built:
- 1966
- Roof:
- Shingle
- Architectural Style:
- Craftsman, Traditional
- Levels:
- Two
- Construction Materials:
- Block, Wood Siding, Wood Siding
- Flooring:
- Carpet, Wood, Travertine
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $11,037.41
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 4
- Attached Garage
- Parking Features:
- Driveway
- Garage Dimensions:
- 20x22
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected
- Water Source:
- Well
- Minimum Lease Term:
- 1-2 Years
- Pets Allowed?
- Amenities Provided by the Homeowner's Association (HOA):
- Playground, Tennis Court(s), Trail(s), Pickleball Court(s), Park
- Subdivision Name:
- WINDERMERE TOWN
- Community Features:
- Park, Tennis Court(s), Playground
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- PLAT OF WINDERMERE G/36 LOT 155
- Real Estate Folio Number (Parcel Number):
- 17-23-28-9336-01-550
- Zoning:
- SFR
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Windermere Elem
- High School:
- Olympia High
- Middle Or Junior School:
- Gotha Middle
- Originally published on:
- July 17, 2026 2:34 am
- Active on the market since:
- July 28, 2026
- Listing Agreement executed on:
- July 16, 2026
- Listing Status Last Changed On:
- July 28, 2026 3:14 pm
- Photos updated on:
- August 4, 2026 11:02 pm
- Last Modified:
- August 4, 2026 11:02 pm
- Courtesy of:
- THE SIMON SIMAAN GROUP
- Attribution:
- 407-558-1396
- Road Surface Type:
- Dirt
- Street Name:
- OAKDALE
- Street Number:
- 725
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 29' 34.6''
- Longitude:
- W82° 28' 3.5''

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates