Properties

Property Description

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.

Features
: Central, Electric
: Central Air
: Crawl Space
: Wood Burning, Family Room
: Covered, Front Porch, Rear Porch, Screened
: Garage Door Opener, Driveway, Garage Faces Side, Golf Cart Garage
: Insulated Windows
: BB/HS Internet Available, Electricity Connected
: Septic Tank
: Inside, Laundry Room, Upper Level
: Ceiling Fans(s), Solid Wood Cabinets, Walk-In Closet(s), Stone Counters, Vaulted Ceiling(s)
: Wood, Laminate
: French Doors, Private Mailbox
: Craftsman
Appliances
: Dishwasher, Disposal, Microwave, Electric Water Heater, Dryer, Washer, Cooktop
Address Map
US
FL
Orange
Windermere
34786
4TH
299
AVENUE
W82° 27' 44.4''
N28° 29' 47.2''
SFR
W
34786 - Windermere
From Main Street go West on 3rd, left on Butler. House on the NE corner of 4th and Butler.
South
Neighborhood
Windermere Elem
Olympia High
Gotha Middle
Additional Info
UPSIDE REAL ESTATE INC
Judy Black
$0
$0
Additional Information
: Well
https://www.propertypanorama.com/instaview/stellar/O6357207
2
2025-11-07
: Corner Lot, City Limits, Near Golf Course, Unpaved
: Two
3
: Crawlspace
: Wood Siding
: Park, Playground, Golf Carts OK, Tennis Court(s), Restaurant
3936
1
Financial
10545
Listing Information
Amanda Black
261200742
261016477
UPSIDE REAL ESTATE INC
261001354
261016477
Cash,Conventional,VA Loan
Active
2025-11-13T18:06:13Z
Stellar
: None
2025-11-07T12:28:07Z

299 W 4th Ave, Windermere, Florida 34786

Residential For Sale

4 Bedrooms
3 Bathrooms
2,410 Sqft
$895,000
Listing ID #O6357207
Basic Details
Listing Type : For Sale
Listing ID : O6357207
Price : $895,000
View : Trees/Woods
Bedrooms : 4
Bathrooms : 3
Square Footage : 2,410 Sqft
Year Built : 1984
Lot Size : 0.38 Acre
Full Bathrooms : 3
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Shingle
Minimum Lease Period : : No Minimum
Agent info
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Open Dates
  • 1. 2025-11-16 (Start time: 2025-11-16T17:00:00Z - End time: 2025-11-16T20:00:00Z)