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$2,500,000 - 81 Oakdale Street, WINDERMERE

5
Bedrooms
5
Baths
4,284
SQ. Feet
0.42
Acres

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.

Essential Information

  • MLS® #:
    S5138567
  • Price:
    $2,500,000
  • Bedrooms:
    5
  • Bathrooms:
    5.00
  • Full Baths:
    4
  • Half Baths:
    1
  • Square Footage:
    4,284
  • Acres:
    0.42
  • Year Built:
    2001
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    81 Oakdale Street
  • Area:
    Windermere
  • Subdivision:
    DAVIS SHORES
  • City:
    WINDERMERE
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    34786

Amenities

  • Parking:
    Garage Door Opener, Golf Cart Parking
  • # of Garages:
    3
  • View:
    Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Canal Front

Interior

  • Interior Features:
    Crown Molding, High Ceilings, Open Floorplan, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
  • Appliances:
    Built-In Oven, Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Heating:
    Electric
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Gas

Exterior

  • Exterior Features:
    Outdoor Shower
  • Lot Description:
    Corner Lot
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

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

Additional Information

  • Days on Market:
    62
  • Zoning:
    SFR

Listing Details

  • Listing Office:
    Coldwell Banker Residential Re

Listing information courtesy of Coldwell Banker Residential Re.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 22nd, 2026 at 7:33am EST.