Home For Sale near Lake Bessie

Set on a prominent corner lot in one of Windermere's most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by.

Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining.

The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations.

A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs.

Positioned along historic Windermere's signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home.

Seller is open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down.

A compelling combination of location, scale, and thoughtful updates--this is Windermere living at its best.

Property Details

  • Beds: 4
  • Baths: 3.0
  • Sq Feet: 3516
  • Year Built: 1973
  • Location: Lake Bessie
  • Acres: 0.290
  • County: Orange County
  • Community: WINDERMERE TOWN
  • Heat/AC: Electric (Heating), Fireplace(s)
  • Garage: Garage, Garage - Attached
  • Siding: Stucco
  • Roof: Shingle
  • Fireplaces: Has Fireplace
  • Property Taxes: $8,799
  • MLS #: TB8495717

Location

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Contact Information:

Contact Agent
Listing Agent: Frank Smith, Keller Williams Realty of Brandon, 813-684-9500, 813-684-9500 Listing Site, Listing Status: Active
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Ad Statistics:

Lake Home For Sale in Windermere, Florida
Ad Number : 7567354
Viewed: 39 times
Added: Apr 14, 2026
Updated on: Jun 23, 2026
All information provided is deemed reliable but is not guaranteed and should be independently verified.