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$2,500,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,284 Sq. Ft.
  • Updated 7 days ago
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Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry-this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidets in both the primary and powder bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida's most coveted waterways.

Full Property Details for 81 Oakdale St

General

  • Price: $2,500,000
  • Taxes: $24,940 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5138567
  • Updated: 1/8/2026
  • Added to Site: 59 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Crown Molding, High Ceilings, Open Floorplan, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Chute, Laundry Room

Exterior

  • Exterior Features: Irrigation System, Outdoor Shower
  • Deck/Patio: Front Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Front Porch, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Garage Door Opener, Golf Cart Parking

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: DAVIS SHORES
  • Driving Directions: From the intersection of Conroy Windermere Road and Apopka Vineland Road head west on Conroy Windermere Road, which turns into E 6th St, turn right onto Main Street at the roundabout, then turn right on E 1st Ave, and the first intersection is Oakdale Street. The home is on the corner of Oakdale and E 1st Ave.
  • Direction Faces: Southwest

School Information

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

Community

  • Community Name: 34786 - Windermere

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE DOWN
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected

Structural Information

  • Exterior Const.: Block, Wood Frame
  • Roof: Shingle
  • Windows: Blinds, Window Treatments
  • Stories/Levels: Two
  • Square Feet: 4,284
  • Sq. Ft. Source: Public Records
  • Year Built: 2001

Additional Structures

  • Other Structures: Boat House

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.42
  • Lot Size (Sq. Ft.): 18,497
  • Lot Size: 18497
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Canal - Freshwater, Lake
  • Water Extras: Yes
  • Water Front Name: LAKE DOWN
  • Water Front Desc.: Canal Front

Financial Considerations

  • Tax Amount: $24,940.1
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: DAVIS SHORES S/123 LOT 4 BLK B
  • Flood Zone Info: X/AE
  • APN: 82328194802040
  • Property ID: 82328194802040
  • Block/Lot/Section: 02/040
Buyer's Brokerage Compensation: 2.5%
Not binding unless confirmed by separate agreement among applicable parties.

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— 81 Oakdale St —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 81 Oakdale St

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-50.7 mi
Gotha Middle School
9155 Gotha Road, Windermere, FL 34786
6-82.1 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 81 Oakdale St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/17/2025
Listed
$2,500,000
56.74%
MLS
2/04/2022
Sold
$1,595,000
—
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 81 Oakdale St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$24,163
—
$1,482,830
3%
2024
$24,163
7%
$1,435,958
5%
2023
$22,650
83%
$1,365,613
82%
2021
$12,403
-1%
$749,037
-3%
2022
$12,584
1%
$771,508
4%
2021
$12,403
1%
$738,695
2%
2019
$12,250
1%
$722,087
2%
2018
$12,136
4%
$708,623
2%
2017
$11,670
—
$694,048
2%
2016
$11,622
-2%
$679,773
1%
2015
$11,816
2%
$675,048
1%
2014
$11,617
2%
$669,690
2%
2013
$11,382
—
$659,793
—
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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81 Oakdale Street, Windermere, FL 34786 (MLS# S5138567) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 81 Oakdale Street is currently listed for $2,500,000 and was received on November 17, 2025. This property is listed by Billinda Boldt from our Winter Park Office.Want to learn more about 81 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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