20 Oakdale StreetWindermere, FL 34786Price: $1,499,000

  • Price: $1,499,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
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20 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 3478620 Oakdale Street Windermere FL 34786
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  • 3Bedrooms
  • 0.42Acreage
  • 2Bathrooms
  • 2004Year Built
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.
Listing Courtesy of VINTAGE REALTY GROUP LLC

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More Info

Location Information

  • Road Frontage DescriptionAsphalt, Paved

School Information

  • Elementary SchoolWindermere Elem
  • High SchoolOlympia High
  • Junior HighGotha Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential

Property

  • ZoningSFR

Interior

  • Flooring Travertine, Wood
  • Furnished Unfurnished

Utilities

  • Cooling Central Air
  • Heating Central, Electric
  • Laundry Features Inside, Laundry Room
  • MFR Number Of Septics 1
  • Sewer Septic Tank
  • Utilities Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
  • Water Source Canal/Lake For Irrigation

Amenities

  • Appliances IncludedBuilt-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
  • Other AmenitiesFireplace, Pool, Golf, Waterfront, Water View
  • Other Equipment Fire Pit, Irrigation Equipment, Permeable Paving
  • PetsCats OK, Dogs OK
  • Pool Features Gunite, In Ground, Tile
  • Spa Features Heated, In Ground

Other

  • Building Area Source Public Records
  • Date Listed07/01/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2021-09-24
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-07-01T08:40:05
  • Vegetation Mature Landscaping, Trees/Landscaped
  • View Water

Basic Information

  • List Price$1,499,000
  • ListingContractDate2026-07-01
  • MLS NumberO6421265
  • Mls Status Active
  • OriginalListPrice1499000
  • PostalCodePlus48650
  • PublicSurveyRange28
  • StatusACT

Location

  • Address20 Oakdale Street
  • AreaWindermere
  • CountyOrange
  • Exterior Features Fire Pit, French Doors, Outdoor Grill, Permeable Paving
  • MFR Water View Canal
  • StateFL
  • SubdivisionDavis Shores
  • TownWindermere
  • Township 23
  • Zip34786

Property Information

  • Acreage0.42
  • Attached Garage YN Yes
  • Building Area Total 3,666
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCul-De-Sac, City Limits, Landscaped, Level, Paved
  • Lot Size Dimensions 185x100
  • Lot Size Square Feet 18,500
  • MFR Garage Dimensions 28x20
  • MFR Living Area Meters 203
  • MFR Lot Size Square Meters 1719
  • MFR Total Acreage 1/4 to less than 1/2
  • MFR Water Extras
    • Boathouse
    • Lift - Covered
    • No Wake Zone
    • Sailboat Water
    • Seawall - Other
    • Skiing Allowed
  • Other Structures Boat House, Outdoor Kitchen
  • Square Feet2,188

Tax Information

  • Tax Year 2025
  • Taxes$21,535

Parking

  • Parking Features Garage Door Opener

Rooms

  • Bedrooms3
  • Full Bath2
  • MFR Additional Rooms Family Room, Formal Living Room Separate, Inside Utility

Building

  • Bathroom2
  • Construction Materials Block, HardiPlank Type, Stone, Stucco
  • FireplaceOutside
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces2
  • Levels Two
  • Patio And Porch Features Covered, Front Porch, Rear Porch
  • Property StyleCraftsman
  • RoofMetal
  • Rooms6
  • Stories1
  • Window Features Insulated Windows
  • Year Built2004

Water Body

  • MFR Additional Water Information Canal front with direct access to Lake Down & Butler Chain of Lakes
  • MFR Water Access YN Yes
  • MFR Water Frontage Feet Canal Fresh 100
  • MFR Waterfront Feet Total 100
  • Pool Private YN Yes
  • Water AccessCanal - Freshwater, Lake - Chain of Lakes
  • Water Body Name LAKE DOWN - BUTLER CHAIN
  • Water FeaturesCanal - Freshwater
  • Water ViewYes
  • WaterfrontYes
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of July 1, 2026 7:34 AM UTC. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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