81 OAKDALE STREET Windermere, FL $ 2,500,000
81 OAKDALE STREET
$ 2,500,000
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81 OAKDALE STREET

Windermere, FL, 34786
$ 2,500,000
Bedrooms5 Baths4.1 Sq 4,284

Monthly Estimate*

$ 15,393

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Single Family Home for sale in Windermere, FL

for $2,500,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,284 square foot home was built in 2001 on a lot size of 0.42.

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.

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Single Family Active

Price

$ 2,500,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 24,940

Style

Single Family Residence

Lot Size

0.42

Year Built

2001

Town/City

Windermere

County/Region

Orange

MLS | Web ID

S5138567

Features
General
Sewer Septic Tank
Heating Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Natural Gas Connected
Roof Shingle
Appliances Built-In Oven Convection Oven Dishwasher Dryer Microwave Range Refrigerator Washer
Zoning SFR
Garage Spaces 3
Patio/Porch Features Front Porch Rear Porch Screened
Construction Materials Block Wood Frame
Pets Allowed Yes
Year Built 2001
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Canal Front
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name DAVIS SHORES
Facing Direction Southwest
Garage Y/N true
Other Structures Boat House
Total Rooms 11
Full Baths 4
Status Active
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.
High School Olympia High
City WINDERMERE
Body of Water LAKE DOWN
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 18497
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 24940.1
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=3juNJLULoQV
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 4
Legal Description DAVIS SHORES S/123 LOT 4 BLK B
Water View Canal
Water Access Type Canal - Freshwater Lake
Minimum Lease 7 Months
Water Access Y/N true
Additional Rooms Den/Library/Office Formal Dining Room Separate
Water View Y/N true
Flood Zone Code X/AE
DockY/N true
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Interior
Interior Amenities Crown Molding High Ceilings Open Floorplan Solid Wood Cabinets Stone Counters Walk-In Closet(s)
Flooring Carpet Ceramic Tile Laminate
Furnished Y/N Unfurnished
Fireplace Features Gas
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Chute Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Irrigation System Outdoor Shower
Vegetation Trees/Landscaped
Parking Features Garage Door Opener Golf Cart Parking
Lot Features Corner Lot
Water Source Public
Lot Size Area 18497
Foundation Details Slab
Building Area Total 5584
Lot Size Acres 0.42
Road Surface Type Paved
Frontage Length Canal: 100
Private Pool false
Waterfront Y/N true
Covered Spaces 3
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Coldwell Banker Residential Re

Broker

billindaboldt@aol.com

Email

Affordability Calculator

$17,471
Per Month
88%
12%
0%
Monthly Principal & Interest
$15,393
Monthly Property Taxes
$2,078
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
1/8/2026$2,500,000 Listed Price

Map


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81 OAKDALE STREET, Windermere, FL, 34786 is a Single Family Home for sale at $2,500,000 with 4,284 sqft and a lot size of 0.42. 81 OAKDALE STREET has 5 bedrooms, 4.1 baths, and was built in 2001. The property's zip code is 34786 which is in Windermere, FL