2021 Winston Ave, Louisville, KY 40205

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2021 Winston Ave, Louisville, KY 40205

$399,900 (Active)

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Listed by: Chris Allen - Rainey Allen Shaw East

$$399,900

Active

est.$399,900/month.

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3 beds. 2 baths. 7,183 Sqft.

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2021 Winston Ave, Louisville, KY 40205

$399,900

Active

est.$399,900/month.

Start My Approval

3 beds 2 baths 7,183 Sq.ft.

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Property details for 2021 Winston Ave, Louisville, KY 40205

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!

Property Description

MLS Information

Listing: 1727842
Listing Last Modified: 2026-09-17

Property Details

Standard Status: Active
MLS Status: Active
Property style: Cape Cod
Built in: 1941
Subdivision: WINSTON FOREST
Lot size area: 0.17 Acres

Geographic Data

County: Jefferson
MLS Area: WINSTON FOREST
Directions: Bardstown Road to Winston Avenue OR Newburg Road to Dundee Road to Lakeside Drive to Winston Avenue

Features