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.

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Days on the market

725 Oakdale St, Windermere, FL 34786

Price
Price:
$1,049,000.00
Original List Price:
$1,049,000.00
List Price per Sq Ft (Calculated, Approx.):
$375.31
Property Status and Type
Listing Type:
For Sale
Status:
Active
Previous Status:
Coming Soon
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6425946
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Formal Dining Room Separate, Formal Living Room Separate
Measures
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
Property Features
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
Construction
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
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$11,037.41
Tax Year:
2025
Parking
Garage
Garage Spaces:
4
Attached Garage
Parking Features:
Driveway
Garage Dimensions:
20x22
Utilities
Sewer:
Septic Tank
Utilities Available:
Cable Available, Electricity Connected
Water Source:
Well
Community
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
Terms
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
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
Public Schools Assigned
Elementary School:
Windermere Elem
High School:
Olympia High
Middle Or Junior School:
Gotha Middle
Listing History
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
Additional Information
Courtesy of:
THE SIMON SIMAAN GROUP
Attribution:
407-558-1396
Road Surface Type:
Dirt
Location
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''
Property Map

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Neighborhood Stats

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

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700
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Association of REALTORS®
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