725 OAKDALE STREET Windermere, FL $ 1,049,000
725 OAKDALE STREET
$ 1,049,000
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725 OAKDALE STREET

Windermere, FL, 34786
$ 1,049,000
Bedrooms3 Baths2.1 Sq 2,795

Monthly Estimate*

$ 6,623

725 OAKDALE STREET, Windermere, FL 34786 - Image 1

Single Family Home for sale in Windermere, FL

for $1,049,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,795 square foot home was built in 1966 on a lot size of 0.38.

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.

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Single Family Coming Soon

Price

$ 1,049,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 11,037

Style

Craftsman Traditional

Lot Size

0.38

Year Built

1966

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6425946

Features
General
Sewer Septic Tank
Heating Electric Natural Gas
Cooling Central Air
Utilities Cable Available Electricity Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Exhaust Fan Gas Water Heater Range Range Hood Refrigerator Washer Water Softener
Zoning SFR
Garage Spaces 2
Patio/Porch Features Front Porch Patio
Architectural Style Craftsman Traditional
Security Features Smoke Detector(s)
Construction Materials Block Wood Siding
Pets Allowed Yes
Year Built 1966
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Waterfront
Community Features Dock Fishing Lake Private Boat Ramp Water Access Waterfront Park Playground Tennis Court(s)
County Orange
New Construction false
Property Type Residential
Association Amenities Park Pickleball Court(s) Playground Tennis Court(s) Trail(s)
Attached Garage true
Subdivision Name WINDERMERE TOWN
Facing Direction West
Garage Y/N true
Other Structures Other Storage Workshop
Total Rooms 9
Full Baths 2
Status Coming Soon
Directions Head East on 6th Avenue from Main St Right on Oakdale St Home is on the left.
High School Olympia High
City WINDERMERE
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 16755
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 11037.41
Home Warranty Y/N false
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Coming Soon
Occupancy Type Owner
Tax Lot 155
Legal Description PLAT OF WINDERMERE G/36 LOT 155
Water Access Type Lake Lake - Chain of Lakes
Minimum Lease 1-2 Years
Water Access Y/N true
Additional Rooms Formal Dining Room Separate Formal Living Room Separate
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description Detached (ADU) Studio
DockY/N false
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Interior
Interior Amenities 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
Flooring Carpet Travertine Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features In Garage
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Irrigation System Private Mailbox Rain Gutters Sliding Doors
Vegetation Bamboo Fruit Trees Mature Landscaping Oak Trees Trees/Landscaped
Fencing Fenced Wood
Parking Features Driveway
Lot Features City Lot
Water Source Well
Lot Size Area 16755
Foundation Details Slab
Spa false
Building Area Total 4163
Lot Size Acres 0.38
Road Surface Type Unimproved Dirt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Unpaved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
simon@simonsimaan.com

Email

Affordability Calculator

$7,543
Per Month
88%
12%
0%
Monthly Principal & Interest
$6,623
Monthly Property Taxes
$920
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
7/17/2026$1,049,000 Listed Price

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725 OAKDALE STREET, Windermere, FL, 34786 is a Single Family Home for sale at $1,049,000 with 2,795 sqft and a lot size of 0.38. 725 OAKDALE STREET has 3 bedrooms, 2.1 baths, and was built in 1966. The property's zip code is 34786 which is in Windermere, FL