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$792,500 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,664 Sq. Ft.
  • Updated 2 days ago
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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.

Full Property Details for 825 Oakdale St

General

  • Price: $792,500
  • Taxes: $9,799 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6396351
  • Updated: 4/7/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Built-in Features, Ceiling Fan(s), Kitchen and Family Room Combination, Primary Bedroom Main Floor, Skylight(s), Thermostat, Vaulted Ceiling(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Refrigerator, Washer, Water Filtration System
  • Furnishings: Unfurnished
  • Flooring: Carpet, Laminate, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Rain Gutters, Storage
  • Deck/Patio: Covered, Enclosed, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened

Parking

  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 1

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TOWN
  • Driving 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
  • Direction Faces: West

School Information

  • Elementary School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Olympia High

Community

  • Community Name: 34786 - Windermere
  • Community Features: Dock, Lake, Water Access, Golf Carts OK, Park, Playground, Tennis Court(s)
  • Pet Restrictions: See Orange County for Pet Restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric, Heat Pump

Utilities

  • Sewer: Septic Tank
  • Water District: BUTLER CHAIN OF LAKES
  • Water: Private, Well
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Natural Gas Connected, Sprinkler Well, Water Connected

Structural Information

  • Architectural Info: Cottage, Traditional
  • Architectural Style: Cottage, Traditional
  • Exterior Const.: Wood Frame, Wood Siding
  • Roof: Shingle
  • Windows: Blinds, Shutters, Window Treatments
  • Stories/Levels: One
  • Square Feet: 1,664
  • Sq. Ft. Source: Public Records
  • Year Built: 1935

Additional Structures

  • Other Structures: Storage

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,749
  • Lot Size: 16749
  • Frontage: Street Unpaved
  • Street/Road Desc.: Unimproved, Dirt
  • Fencing (Description): Wood

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Name: BUTLER CHAIN OF LAKES
  • Water Front Desc.: Lake

Financial Considerations

  • Tax Amount: $9,799
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PLAT OF WINDERMERE G/36 LOT 104
  • Flood Zone Info: X
  • APN: 172328933601040
  • Property ID: 172328933601040
  • Block/Lot/Section: 1

Listed by Exp Realty Llc

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Listing agent

— 825 Oakdale St —

  • Exp Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 825 Oakdale St

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-51.3 mi
Gotha Middle School
9155 Gotha Road, Windermere, FL 34786
6-82.6 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 825 Oakdale St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/07/2026
Listed
$792,500
129.71%
MLS
3/20/2014
Sold
$345,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 825 Oakdale St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,276
—
$563,980
—
2024
$9,276
7%
$562,364
2%
2023
$8,689
24%
$550,190
39%
2021
$7,005
-6%
$394,511
-7%
2022
$7,448
6%
$423,726
20%
2021
$7,005
7%
$351,671
-1%
2019
$6,541
6%
$353,830
8%
2018
$6,145
3%
$326,728
1%
2017
$5,987
5%
$324,634
7%
2016
$5,682
8%
$302,056
10%
2015
$5,271
25%
$274,418
33%
2014
$4,233
14%
$205,866
10%
2013
$3,724
—
$187,151
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Exp Realty Llc

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825 Oakdale Street, Windermere, FL 34786 (MLS# O6396351) is a Single Family property with 3 bedrooms and 2 full bathrooms. 825 Oakdale Street is currently listed for $792,500 and was received on April 07, 2026. Want to learn more about 825 Oakdale Street? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

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