725 Oakdale Street, WINDERMERE, FL

$1,049,000

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3

Beds

3

Baths

2,795

Square feet

0.38

Acres

About 725 Oakdale Street

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.

Features of 725 Oakdale Street

MLS® # O6425946
Price $1,049,000
Sold Price $1,000,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,795
Acres 0.38
Year Built 1966
Type Residential
Sub-Type Single Family Residence
Style Craftsman, Traditional
Status Sold
Taxes $11,037
Sold Date 2026-08-28

Community Information

Address 725 Oakdale Street
Area Windermere
Subdivision WINDERMERE TOWN
City WINDERMERE
County Orange
State FL
Zip Code 34786-8736

Amenities

Amenities Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)
Parking Driveway
# of Garages 4
Is Waterfront No
Waterfront Lake, Waterfront
Has Pool No
Community Features Dock, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront, Park, Playground, Tennis Court(s)

Interior

Interior Features Attic Fan, Ceiling Fan(s), Chair Rail, Crown Molding, Eating Space In Kitchen, L Dining, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Thermostat Attic Fan, Window Treatments
Appliances Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener
Heating Electric, Natural Gas
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Gas

Exterior

Exterior Features Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors
Lot Description City Lot
Roof Shingle
Foundation Slab

School Information

Elementary Windermere Elem
Middle Gotha Middle
High Olympia High

Other Information

Date Listed July 28th, 2026
Days on Market 52
Zoning SFR
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeTHE SIMON SIMAAN GROUP

Listing Map

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