$895,000
299 W 4TH AVENUE
WINDERMERE, FL, 34786
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting.
Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light.
French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees.
The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office.
Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024.
A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear.
Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.
Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light.
French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees.
The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office.
Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024.
A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear.
Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.
Property Details
Price:
$895,000
MLS #:
O6357207
Status:
Active
Beds:
4
Baths:
3
Address:
299 W 4TH AVENUE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
City:
WINDERMERE
Listed Date:
Nov 7, 2025
State:
FL
Finished Sq Ft:
2,410
Total Sq Ft:
3,936
ZIP:
34786
Lot Size:
16,750 sqft / 0.38 acres (approx)
Year Built:
1984
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Hardwood
Heating
Central, Electric
Laundry Features
Inside, Laundry Room, Upper Level
Exterior
Architectural Style
Craftsman
Community Features
Golf Carts O K, Park, Playground, Restaurant, Tennis Court(s)
Construction Materials
Wood Siding
Exterior Features
French Doors, Private Mailbox
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage
Roof
Shingle
Financial
Tax Year
2024
Taxes
$10,545
Mortgage Calculator
Map
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Courtesy of UPSIDE REAL ESTATE INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Treasured Home Collection include the name of the listing broker. Neither the listing company nor Treasured Home Collection shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. Orlando/Tampa – FL. All rights reserved. 299 W 4TH AVENUE
WINDERMERE, FL
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