20 Oakdale Street, FL20 Oakdale Street, FL20 Oakdale Street, FL
Stellar MLS
1 / 30

$1,499,000

20 Oakdale Street

Windermere, FL 34786

Listing updated: July 1, 2026 at 5:01 AM ET

Active
Stellar MLSListing courtesy of Vintage Realty Group Llc · Darrell Nunnelley · MLS #O6421265 · Active · 407-217-5458
3
Beds
2
Baths
2,188
Sq Ft
0.42
Acres
2004
Built
WaterfrontWater accessPrivate poolFireplace$685/sqft
Single Family Residence

Property type

2004

Year built

18,500 sqft

Lot size

$685

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

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 prestigious addresses.

Estimated monthly payment

Principal & interest$7,580
Property taxes$1,795
Home insurance (est.)$687

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Jul 1, 2026
  2. Listed$1,499,000
    Jul 1, 2026
  3. Price increased$1,499,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Davis Shores
County
Orange
Year built
2004
Living area
2,188 sq ft
Price/sq ft
$685
Building area
3,666 sq ft (Public Records)
Lot size
18,500 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0220H)
Garage
2 spaces
Pool
Private pool
Annual taxes
$21,535 (2025)
Parcel #
08-23-28-1948-01-130
Zoning
SFR
MLS #
O6421265

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Travertine, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
Interior features
Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
East
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Garage Door Opener

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Fire Pit, French Doors, Outdoor Grill, Permeable Paving
Construction materials
Block, HardiPlank Type, Stone, Stucco
Roof
Metal
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Septic Tank
Water source
Canal/Lake For Irrigation
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryAWindermere ElemGreatSchools ↗
MiddleBGotha MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
KitchenFirst
Great RoomFirst
Primary BedroomFirst
Bedroom 2First
Bedroom 3Second
Bedroom 4Second

Listing Details

Listing date
2026-07-01
On market date
2026-07-01
Original list price
$1,499,000
Occupant type
Vacant
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-07-01
Tax legal description
DAVIS SHORES S/123 LOT 13 BLK A

Flood risk

Minimal riskFEMA Zone XPanel 12095C0220H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Main St to 1st Avenue - Go West to Oakdale & turn left to the house

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MLS GRID

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.

Based on information submitted to the MLS GRID as of July 1, 2026 at 5:01 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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