Active · Single Family

20 OAKDALE STREET

WINDERMERE, FL 34786

$1,499,000

$685/sqft

Beds

3 beds

Baths

3 baths

Area

2,188 sqft

Single FamilyBuilt 200418,500 sqft lot2-car garageCentral, ElectricCentral AirPoolFireplace$685/sqft33 days on market

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.

Facts & features

Interior

Bedrooms: 3
Bathrooms: 3
Living area: 2,188 sqft
Heating: Central, Electric
Cooling: Central Air
Flooring: Travertine, Wood
Fireplace: Yes
Stories: 1
Features: Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets…
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave…

Exterior & lot

Lot size: 18,500 sqft (0.42 ac)
Pool: Yes
Waterfront: Yes
Roof: Metal
Construction: Block, HardiPlank Type, Stone, Stucco
Exterior: Fire Pit, French Doors, Outdoor Grill, Permeable Paving

Parking

Garage: 2 spaces

Financial

Annual tax: $21,535 (2025)
Price / sqft: $685/sqft

Utilities

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

Property

Property type: Single Family
Year built: 2004
Subdivision: DAVIS SHORES
County: Orange

Assigned schools

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

Listing

Status: Active
Days on market: 5 days
MLS #: MFR795025455
Source: Stellar MLS

Listed by Darrell Nunnelley · VINTAGE REALTY GROUP LLC

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQEstimate

Sample estimate — not an appraisal

$1.54M

+2.9% vs asking

$1.45M low$1.63M high

Based on 27 comparable sales within 3 miles of WINDERMERE, FL. priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA

Down payment (%)

Interest rate (%)

Loan term (yrs)

Property tax (% / yr)

Home insurance ($ / yr)

HOA dues ($ / mo)

Estimated monthly payment$9,303/mo

Principal & interest: $7,978/mo
Property tax: $1,124/mo
Home insurance: $200/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.