Home in 81 Oakdale St Windermere for sale with MLS# S5138567

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 bidet in the primary 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.

📅 View days on the market

Days on the market

81 Oakdale St, Windermere, FL 34786

Price
Price:
$2,300,000.00
Previous Asking Price:
$2,500,000.00
Original List Price:
$2,500,000.00
List Price per Sq Ft (Calculated, Approx.):
$536.88
Property Status and Type
Listing Type:
For Sale
Status:
Active
Previous Status:
Temporarily Off-market
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
S5138567
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
4
Half Bath:
1
Additional Rooms:
Den/library/office, Formal Dining Room Separate
Measures
Living Area:
4,284 Sqft
Built-Up Area:
5,584 Sqft
Lot Area:
18,497 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot
Lot Size Acres:
0.42
Property Features
View from the Property:
Water
Waterfront:
Yes
Waterfront Features:
Canal Front
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Built-in Oven, Range, Convection Oven
Interior:
High Ceilings, Walk-In Closet(s), Open Floorplan, Stone Counters, Solid Wood Cabinets, Crown Molding
Exterior:
Outdoor Shower
Patio and Porch:
Screened, Front Porch, Rear Porch
Windows:
Blinds, Window Treatments
Other Structures:
Boat House
Laundry:
Inside, Laundry Room, Laundry Chute
Fireplace
Fireplace:
Gas
Air Conditioning System:
Central Air
Heating System:
Electric
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
Southwest
Road Responsibility:
Public Maintained Road
Other Equipment:
Irrigation Equipment
Water Access
Water Access Features:
Lake, Canal - Freshwater
Water Extras
Water Extra Details:
Boathouse, Lift - Covered, Skiing Allowed
Water View
Water View Details:
Canal
Construction
Year Built:
2001
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Frame
Flooring:
Carpet, Laminate, Ceramic Tile
Foundation Details:
Slab
Flood Zone Code:
X/AE
Taxes and Expenses
Tax Annual Amount:
$24,940.1
Tax Year:
2025
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Garage Door Opener, Golf Cart Parking
Utilities
Sewer:
Septic Tank
Utilities Available:
Electricity Connected, Natural Gas Connected, Cable Connected
Water Source:
Public
Community
Minimum Lease Term:
7 Months
Pets Allowed?
Subdivision Name:
DAVIS SHORES
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Tenant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
DAVIS SHORES S/123 LOT 4 BLK B
Real Estate Folio Number (Parcel Number):
08-23-28-1948-02-040
Zoning:
SFR
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Windermere Elem
High School:
Olympia High
Middle Or Junior School:
Gotha Middle
Listing History
Originally published on:
November 17, 2025 11:15 pm
Active on the market since:
November 17, 2025
Listing Agreement executed on:
November 17, 2025
Price change occurred on:
March 18, 2026 9:06 pm
Listing Status Last Changed On:
January 8, 2026 3:47 pm
Photos updated on:
January 8, 2026 3:49 pm
Last Modified:
April 21, 2026 7:12 pm
Additional Information
Courtesy of:
COLDWELL BANKER RESIDENTIAL RE
Attribution:
407-647-1211
Road Surface Type:
Paved
Location
Street Name:
OAKDALE
Street Number:
81
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 30' 4.2''
Longitude:
W82° 27' 53.3''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700

Want to schedule an in-person or virtual tour? Have questions?

Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question


Mortgage Calculator

Please note: Monthly HOA / Condo Fees Not Included. The calculator shows the listing price as home value. Update all fields at your convenience.

Calculate Your Mortgage Payment

$.00
$.00
6.5
30

Taxes and Insurance

$.00
$.00
%

Financial Analysis

%

%

$

$

$

$

$
Ver la Propiedad Ver la propiedad 81 Oakdale St
Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 21, 2026, 7:12 PM.