825 OAKDALE STREET Windermere, FL $ 792,500
825 OAKDALE STREET
$ 792,500
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825 OAKDALE STREET

Windermere, FL, 34786
$ 792,500
Bedrooms3 Baths2.0 Sq 1,664

Monthly Estimate*

$ 4,880

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Single Family Home for sale in Windermere, FL

for $792,500 with 3 bedrooms and 2 full baths. This 1,664 square foot home was built in 1935 on a lot size of 0.38.

THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

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Single Family Active

Price

$ 792,500

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 9,799

Style

Cottage Traditional

Lot Size

0.38

Year Built

1935

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6396351

Features
General
Sewer Septic Tank
Heating Central Electric Heat Pump
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Sprinkler Well Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Dryer Gas Water Heater Range Refrigerator Washer Water Filtration System
Zoning SFR
Patio/Porch Features Covered Enclosed Rear Porch Screened
Architectural Style Cottage Traditional
Security Features Smoke Detector(s)
Construction Materials Wood Frame Wood Siding
Pets Allowed Cats OK Dogs OK Yes
Year Built 1935
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake
Community Features Dock Lake Water Access Golf Carts OK Park Playground Tennis Court(s)
County Orange
New Construction false
Property Type Residential
Subdivision Name WINDERMERE TOWN
Facing Direction West
Garage Y/N false
Other Structures Storage
Total Rooms 12
Full Baths 2
Status Active
Directions From Conroy Windermere Rd and Apopka Vineland take Conroy Windermere west to Windermere ( this turns into 6th street as you enter Windermere) take a left on Oakdale Street and continue down Oakdale for 2 blocks and home will be on the left after passing 8th street intersection
High School Olympia High
City WINDERMERE
Body of Water BUTLER CHAIN OF LAKES
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 16749
Carport Spaces 1
Carport Y/N true
Listing Terms Cash Conventional
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 9799
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://youtu.be/FFh_x2dg2rE?si=lxgzyViWsTc-m8vk
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 104
Legal Description PLAT OF WINDERMERE G/36 LOT 104
Water Access Type Lake - Chain of Lakes
Minimum Lease 7 Months
Water Access Y/N true
Additional Rooms Formal Dining Room Separate Great Room Inside Utility
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Kitchen/Family Room Combo Primary Bedroom Main Floor Skylight(s) Thermostat Vaulted Ceiling(s) Window Treatments
Flooring Carpet Laminate Tile Hardwood
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Shutters Window Treatments
Fireplace Y/N false
Half Baths 0
Laundry Features Inside
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Rain Gutters Storage
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Wood
Lot Features Landscaped Level
Water Source Private Well
Lot Size Area 16749
Foundation Details Crawlspace
Building Area Total 2848
Lot Size Acres 0.38
Road Surface Type Unimproved Dirt
Private Pool false
Waterfront Y/N false
Covered Spaces 1
Road Frontage Type Street Unpaved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Exp Realty Llc

Broker

dakjones@me.com

Email

Affordability Calculator

$5,696
Per Month
86%
14%
0%
Monthly Principal & Interest
$4,880
Monthly Property Taxes
$817
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
4/7/2026$792,500 Listed Price

Map


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825 OAKDALE STREET, Windermere, FL, 34786 is a Single Family Home for sale at $792,500 with 1,664 sqft and a lot size of 0.38. 825 OAKDALE STREET has 3 bedrooms, 2.0 baths, and was built in 1935. The property's zip code is 34786 which is in Windermere, FL