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$389,900
For sale

2021 Winston AveLouisville, KY 40205

3 beds2 baths1,676 sq ft0.17 acre1941 built

Single-family home · 39 days on market · MLS# 1730036

About this home

Welcome to 2021 Winston Avenue, a charming 3-bedroom, 2-bath Cape Cod located in the heart of the Highlands! Surrounded by beautiful homes and ideally located in one of Louisville's most beloved neighborhoods, this inviting home blends classic character with thoughtful updates and a wonderfully livable floor plan. Inside you'll find a warm and welcoming living room featuring a fireplace, built-in cabinetry, beautiful hardwood floors, and an abundance of natural light. Hardwood floors flow throughout the entire first floor, adding warmth and timeless character to the home. The spacious dining room flows effortlessly into the family room, where built-in bookcases and plentiful windows create a comfortable gathering space. The adjacent informal dining area and thoughtfully designed kitchen make everyday living and entertaining feel effortless, with the kitchen opening directly to the family room with a high ceiling. Two bedrooms are conveniently located on the first floor, including one with a large walk-in closet. A nicely renovated hall bathroom features beautiful marble tile and a low-threshold shower, adding a fresh, stylish touch. Upstairs, discover a spacious open bedroom retreat with new paint and new carpet, generous closet space, including a cedar-lined closet, and a full bathroom. This private and versatile space is perfect for a primary suite, guest retreat, home office, or whatever best suits your lifestyle. The large unfinished basement offers exciting potential for future expansion, recreation, storage, or additional living space. Outside, enjoy a deck overlooking the partially fenced yard, perfect for relaxing, entertaining, or enjoying a quiet evening. A convenient one-car garage provides additional parking and storage. Recent updates include a newer roof and gutters, along with the freshly painted and newly carpeted upstairs, providing added appeal and peace of mind. With its inviting spaces, classic Cape Cod charm, hardwood floors throughout the first floor, built-ins, flexible living areas, and fantastic Highlands location, 2021 Winston Avenue is a home you'll be excited to make your own. Come see all the character and possibilities this special property has to offer!

Home details

Property type
Single-family home
Status
For sale
MLS #
1730036
Price per sq ft
$233
Days on market
39
Year built
1941
Living area
1,676 sq ft
Above grade
1,568 sq ft
Lot size
0.17 acres
Bathrooms
2
Stories
2
Garage
1-car
Parking
Detached
Basement
Unfinished
Heating
Forced Air, Natural Gas
Cooling
Central Air
Fireplaces
1
Construction
Brick, Vinyl Siding
Roof
Shingle
Style
Cape Cod
Subdivision
WINSTON FOREST
MLS area
02-Butchertwn/Hghlnds/Germantwn
County
Jefferson
HOA
None
Rooms
11
Foundation
Poured Concrete
Water
Public
Sewer
Public Sewer

Features

Patio & porch

  • Deck
  • Porch

Lot

  • Level

Fencing

  • Partial

Utilities

  • Electricity Connected
  • Fuel:Natural

Estimated monthly payment

Principal & interest: — / month

Estimate only. Excludes taxes, insurance, HOA dues and PMI. Rates change daily; use your actual quote. Ryan can connect you with local lenders if you want a real number.

Location

Listing courtesy of Rainey Allen Shaw East, Chris S Allen. MLS# 1730036. Data provided by Greater Louisville Association of REALTORS® (APEX MLS). As of Oct 19, 2026.

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Listing information is provided courtesy of the Greater Louisville Association of REALTORS® (APEX MLS) via Internet Data Exchange (IDX) and is updated throughout the day. Not every MLS listing is available through IDX. All information is deemed reliable but not guaranteed and should be independently verified. Listings include the name of the listing brokerage. This data is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information last updated Oct 19, 2026.