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$895,000
24 Days On Site

299 W 4TH AVENUE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,410
SqFt
$371
/SqFt
1984
Built
Subdivision:
WINDERMERE TOWN
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
299 W 4TH AVENUE299 W 4TH AVENUE299 W 4TH AVENUE299 W 4TH AVENUE
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Monthly Payment (Est.)

$4,083
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$895,000
Days On Site 
24 Days
Bedrooms 
4
Inside Area (SqFt) 
2,410 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.38 Acres
Year Built 
1984
MLS® Number 
O6357207
Status 
Active
Property Tax 
$10,545
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
7 days agoListing updated with changes from the MLS®
4 weeks agoListing first seen on site
General Features
Acres 
0.38
Attached Garage 
Yes
Direction Faces 
South
Garage 
Yes
Garage Spaces 
3
Green Energy Efficient 
Windows
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerGarage Faces SideGolf Cart GarageAttached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
3936
Style 
Craftsman
Utilities 
Electricity Connected
Water Source 
PrivateWell
Zoning 
SFR
Interior Features
Appliances 
CooktopDishwasherDisposalDryerElectric Water HeaterMicrowaveWasher
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomWood Burning
Flooring 
LaminateWood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Stone CountersVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry RoomUpper Level
Window Features 
Insulated Windows
Balcony/Porch/Lanai 
Dimensions - 40x14Level - First
Bedroom 2 
Dimensions - 12x11Level - First
Bedroom 3 
Dimensions - 14x11Level - Second
Bedroom 4 
Dimensions - 14x11Level - Second
Kitchen 
Dimensions - 12x18Level - First
Living Room 
Dimensions - 26x20Level - First
Master Bedroom 
Dimensions - 20x20Level - Second
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Exterior Features
Construction Details 
Wood Siding
Lot Features 
Corner LotNear Golf Course
Patio And Porch 
CoveredFront PorchRear PorchScreened
Roof 
Shingle
View 
Trees/Woods
Waterfront Features 
Lake Privileges
Waterview 
Trees/Woods
Windows/Doors 
Insulated Windows
Community Features
Community Features 
ParkPlaygroundRestaurantTennis Court(s)
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
34786 - Windermere
Roads 
Dirt
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Listing courtesy of UPSIDE REAL ESTATE INC 4078101803



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-02 02:25 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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