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$1,049,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,795 Sq. Ft.
  • Updated 11 hours ago

Next open house:

Open House: 12:00 PM - 3:00 PM

Saturday 8/1 12:00 PM - 3:00 PM

725 Oakdale Street,Windermere, FL 34786

725 Oakdale StreetWindermereFL34786

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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.

Full Property Details for 725 Oakdale St

General

  • Price: $1,049,000
  • Taxes: $11,037 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6425946
  • Updated: 7/28/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 9
  • 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
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener
  • Furnishings: Unfurnished
  • Flooring: Carpet, Travertine, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Shared Amenities: Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors
  • Deck/Patio: Front Porch, Patio
  • Porch/Patio/Deck: Front Porch, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Driveway

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TOWN
  • Driving Directions: Head East on 6th Avenue from Main St, Right on Oakdale St, Home is on the left.
  • 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, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront, Park, Playground, Tennis Court(s)
  • Optional Amenities: Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric, Natural Gas

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable TV Available, Electricity Connected

Structural Information

  • Architectural Info: Craftsman, Traditional
  • Architectural Style: Craftsman, Traditional
  • Exterior Const.: Block, Wood Siding
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,795
  • Sq. Ft. Source: Public Records
  • Year Built: 1966

Additional Structures

  • Other Structures: Other, Storage, Workshop

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,755
  • Lot Size: 16755
  • Frontage: Street Unpaved
  • Street/Road Desc.: Unimproved, Dirt
  • Fencing (Description): Fenced, Wood

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake, Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Desc.: Lake, Waterfront

Financial Considerations

  • Tax Amount: $11,037.41
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PLAT OF WINDERMERE G/36 LOT 155
  • Flood Zone Info: X
  • APN: 172328933601550
  • Property ID: 172328933601550
  • Block/Lot/Section: 1

Listed by The Simon Simaan Group

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Listing agents

— 725 Oakdale St —

  • The Simon Simaan Group

  • The Simon Simaan Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 725 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 725 Oakdale St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/28/2026
Listed
$1,049,000
16.56%
MLS
8/24/2022
Sold
$900,000
—
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 725 Oakdale St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,037
3%
$693,091
6%
2024
$10,712
5%
$655,850
3%
2023
$10,208
43%
$636,748
47%
2021
$7,146
-3%
$434,253
-4%
2022
$7,361
3%
$453,322
6%
2021
$7,146
5%
$428,257
7%
2019
$6,779
1%
$402,062
2%
2018
$6,704
4%
$394,565
2%
2017
$6,443
—
$386,450
2%
2016
$6,424
-2%
$378,501
8%
2015
$6,578
100%
$349,308
75%
2014
$3,284
2%
$199,167
1%
2013
$3,211
—
$196,224
—
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 The Simon Simaan Group

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725 Oakdale Street, Windermere, FL 34786 (MLS# O6425946) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 725 Oakdale Street is currently listed for $1,049,000 and was received on July 28, 2026. Want to learn more about 725 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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