20 Oakdale St Windermere, FL 34786
Windermere AreaEstimated payment $9,939/month
Highlights
- Boathouse
- 100 Feet of Fresh Water Canal Waterfront
- Sailboat Water Access
- Windermere Elementary School Rated A
- Dock has access to electricity and water
- Boat Lift
About This Home
Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.
Listing Agent
VINTAGE REALTY GROUP LLC Brokerage Phone: 407-217-5458 License #433979 Listed on: 07/01/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $21,535
Year Built
- Built in 2004
Lot Details
- 18,500 Sq Ft Lot
- Lot Dimensions are 185x100
- 100 Feet of Fresh Water Canal Waterfront
- Cul-De-Sac
- East Facing Home
- Fenced
- Mature Landscaping
- Permeable Paving
- Level Lot
- Irrigation Equipment
- Landscaped with Trees
Parking
- 2 Car Attached Garage
- Garage Door Opener
Home Design
- Craftsman Architecture
- Slab Foundation
- Metal Roof
- Block Exterior
- Stone Siding
- HardiePlank Type
- Stucco
Interior Spaces
- 2,188 Sq Ft Home
- 1-Story Property
- Open Floorplan
- Fireplace
- Insulated Windows
- French Doors
- Great Room
- Family Room Off Kitchen
- Separate Formal Living Room
- Inside Utility
- Laundry Room
- Canal Views
Kitchen
- Eat-In Kitchen
- Built-In Oven
- Cooktop
- Microwave
- Dishwasher
- Viking Appliances
- Solid Surface Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Travertine
Bedrooms and Bathrooms
- 3 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
Pool
- In Ground Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Pool Tile
Outdoor Features
- Sailboat Water Access
- Access To Chain Of Lakes
- Access to Freshwater Canal
- Seawall
- No Wake Zone
- Water Skiing Allowed
- Boat Lift
- Covered Boat Lift
- Boathouse
- Dock has access to electricity and water
- Covered Dock
- Covered Patio or Porch
- Outdoor Fireplace
- Outdoor Kitchen
- Fire Pit
- Outdoor Grill
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Central Heating and Cooling System
- Natural Gas Connected
- Electric Water Heater
- 1 Septic Tank
- Cable TV Available
Community Details
- No Home Owners Association
- Davis Shores Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 13 / A
- Assessor Parcel Number 08-23-28-1948-01-130
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $21,535 | $1,261,700 | $465,000 | $796,700 |
| 2025 | $21,535 | $1,275,020 | $465,000 | $810,020 |
| 2024 | $18,880 | $1,238,490 | $465,000 | $773,490 |
| 2023 | $18,880 | $1,184,151 | $465,000 | $719,151 |
| 2022 | $16,307 | $976,267 | $365,000 | $611,267 |
| 2021 | $11,247 | $639,899 | $315,000 | $324,899 |
| 2020 | $9,909 | $618,440 | $0 | $0 |
| 2019 | $10,240 | $604,536 | $0 | $0 |
| 2018 | $10,141 | $593,264 | $270,000 | $323,264 |
| 2017 | $9,534 | $568,359 | $270,000 | $298,359 |
| 2016 | $9,570 | $560,865 | $270,000 | $290,865 |
| 2015 | $6,278 | $445,910 | $270,000 | $175,910 |
| 2014 | $6,114 | $379,622 | $250,000 | $129,622 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/01/2026 07/01/26 | For Sale | $1,499,000 | +36.3% | $685 / Sq Ft | |
| 11/03/2021 11/03/21 | Sold | $1,100,000 | 0.0% | $503 / Sq Ft | View Prior Sale |
| 02/06/2021 02/06/21 | Pending | -- | -- | -- | |
| 02/01/2021 02/01/21 | For Sale | $1,100,000 | -- | $503 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,100,000 | None Listed On Document | |
| Warranty Deed | $667,500 | Attorney | |
| Warranty Deed | $750,000 | Treasure Title Ins Svcs Inc | |
| Warranty Deed | $310,000 | -- | |
| Warranty Deed | $235,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $340,000 | New Conventional | |
| Previous Owner | $417,000 | Unknown | |
| Previous Owner | $150,000 | Credit Line Revolving | |
| Previous Owner | $541,689 | Purchase Money Mortgage | |
| Previous Owner | $60,000 | Credit Line Revolving | |
| Previous Owner | $248,000 | New Conventional |
Source: Stellar MLS
MLS Number: O6421265
APN: 08-2328-1948-01-130
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.