725 OAKDALE ST, Windermere, FL 34786
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David Dell'Olio

David Dell'Olio

+1(407) 228-4613
$ 1,049,000
Est. payment /mo
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725 OAKDALE ST Windermere, FL 34786

3 Beds

3 Baths

2,795 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 2,795 sqft

Price per Sqft $375

Subdivision Windermere Town

MLS Listing ID O6425946

Bedrooms 3

Full Baths 2

Half Baths 1

HOA Y/N No

Year Built 1966

Annual Tax Amount $11,037

Lot Size 0.380 Acres

Acres 0.38

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Welcome to this exceptional traditional style home nestled along one of Windermere's iconic oak canopied dirt roads, where the charm of "Old Florida" meets the warmth of a true small town community. Located in the heart of Windermere proper, this beautifully updated two story residence offers 3 bedrooms, 2.5 bathrooms, 4 car garage, and combines timeless character with modern conveniences on an expansive 0.38-acre homesite. Surrounded by lush custom landscaping, the private cypress-fenced backyard is a true retreat. Meander along picturesque flagstone pathways to discover multiple outdoor seating areas, a detached studio/office perfect for working from home, and an oversized detached garage/workshop offering endless possibilities for hobbies, storage, classic cars, or creative projects. Inside, thoughtful upgrades have enhanced both style and functionality. Improvements include exterior paint, travertine flooring, custom trim work, oversized gutters with leaf guards, conversion of the fireplace to natural gas, additional gas hookups for a future summer kitchen and generator, and the transformation of the screened porch into a bright Florida room overlooking the beautifully landscaped backyard. Living in Windermere proper is about more than just the home it's a lifestyle. Enjoy an easy stroll to the town library, tennis and basketball courts, weekly farmers market, monthly food truck events, neighborhood cafes, brewery, and the soon to open Italian restaurant. Residents also enjoy exclusive access to private boat ramps leading to the renowned Windermere Chain of Lakes, including the pristine, sandy bottomed waters of Lake Butler and Lake Down, offering some of Central Florida's finest boating, skiing, and fishing. This is a rare opportunity to own a beautifully updated home in one of Central Florida's most sought after communities, where timeless charm, outdoor living, and an unmatched lifestyle come together.

Location

State FL

County Orange

Community Windermere Town

Area 34786 - Windermere

Zoning SFR

Rooms

Other Rooms Formal Dining Room Separate, Formal Living Room Separate

Interior

Interior Features Ceiling Fans(s), Chair Rail, Crown Molding, Eat-in Kitchen, L Dining, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments

Heating Electric, Natural Gas

Cooling Central Air, Attic Fan

Flooring Carpet, Travertine, Wood

Fireplaces Type Family Room, Gas

Furnishings Unfurnished

Fireplace true

Appliance Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener

Laundry In Garage

Exterior

Exterior Feature Private Mailbox, Rain Gutters, Sliding Doors

Parking Features Driveway

Garage Spaces 2.0

Fence Fenced, Wood

Community Features Park, Playground, Tennis Court(s)

Utilities Available Cable Available, Electricity Connected

Amenities Available Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)

Water Access Yes

Water Access Desc Lake,Lake - Chain of Lakes

Roof Type Shingle

Porch Front Porch, Patio

Attached Garage true

Exposure West

Garage true

Private Pool No

Building

Lot Description City Limits, Unpaved

Entry Level Two

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Sewer Septic Tank

Water Well

Architectural Style Craftsman, Traditional

Structure Type Block,Wood Siding

New Construction false

Schools

Elementary Schools Windermere Elem

Middle Schools Gotha Middle

High Schools Olympia High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional, VA Loan

Listing Terms Cash, Conventional, VA Loan

Special Listing Condition None

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Simon Simaan THE SIMON SIMAAN GROUP

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David Dell'Olio

David Dell'Olio

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+1(407) 228-4613

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725 OAKDALE ST