$895,000
Off-Market Date: 12/12/2025299 W 4th Avenue Windermere, FL 34786
Pending MLS# O6357207
4 beds 3 baths 2,410 sq ft Single Family
Details for 299 W 4th Avenue
MLS# O6357207
Description for 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 3
Lot Size: 0.38 Acres
Square Feet: 2,410 sq ft
Year Built: 1984
Garage: Yes
Stories: 2 Story
Construction: Wood Siding
Subdivision: Windermere Town
Foundation: Crawlspace
County: Orange
School Information
Elementary: Windermere Elem
Middle: Gotha Middle
High: Olympia High
Room Information
Main Floor
Bedroom 2: 11x12
Kitchen: 18x12
Living Room: 20x26
Porch: 14x40
Upper Floor
Bedroom 4: 11x14
Bedroom 3: 11x14
Primary Bedroom: 20x20
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Laundry Room, Inside, Upper Level
Interior Features
Appliances: Electric Water Heater, Microwave, Washer, Cooktop, Dishwasher, Disposal, Dryer
Flooring: Laminate,Wood
Basement: Crawl Space
Doors/Windows: Insulated Windows
Fireplaces: Wood Burning, Family Room
Additional Interior Features: Walk-In Closet(s), Built-in Features, Ceiling Fan(s), Vaulted Ceiling(s), Wood Cabinets, Stone Counters
Utilities
Water: Well
Sewer: Septic Tank
Other Utilities: Electricity Connected,High Speed Internet Available
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Garage Door Opener, Golf Cart Garage, Garage, driveway, Garage Faces Side
Roof: Shingle
Lot View: Trees/Woods
Additional Exterior/Lot Features: French Patio Doors, Front Porch, Screened, Covered, Rear Porch, Corner Lot, City Lot, Near Golf Course
Community Features
Community Features: Golf Carts OK, Restaurant, Tennis Court(s), Playground, Park
Driving Directions
From Main Street go West on 3rd, left on Butler. House on the NE corner of 4th and Butler.
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 17-23-28-9336-03-200
Tax Amount: 10545
Tax Year: 2024
A broker reciprocity listing courtesy: UPSIDE REAL ESTATE INC
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Sales History & Tax Summary for 299 W 4th Avenue
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Schools
Schools nearby 299 W 4th Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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