2020 Winston Ave, Louisville, KY 40205

• 3 beds |
• 2 baths |
• 2,876 sqft

Property Description

Nestled in the heart of the highly sought-after Strathmoor Manor neighborhood, this classic Highlands Cape Cod perfectly blends timeless charm with modern comfort. Just minutes from the restaurants, coffee shops, and local boutiques lining Bardstown Road, this location also offers easy access to some of Louisville's most beloved parks, the Louisville Zoo, Bellarmine University, and is only a couple blocks from Atherton High School and Assumption High School. From the moment you step inside, this home absolutely oozes charm with gorgeous hardwood floors, detailed molding, beautiful windows, spacious rooms, and a cozy fireplace anchoring the living room. The main floor offers a wonderful flow with a large living room, dedicated dining room, and an updated eat-in kitchen featuring plenty of modern touches while still honoring the character of the home. Three bedrooms and two full bathrooms complete the first floor. Just beyond the living spaces, a screened-in porch overlooks what truly feels like a private garden oasis. The beautifully landscaped yard offers exceptional privacy and the perfect setting for relaxing mornings, entertaining friends, or simply enjoying nature. Upstairs, the fully renovated second floor is spectacular with soaring high ceilings and oversized windows that flood the space with natural light. Whether used as an incredible primary suite with walk-in closet, a second family room, art studio, or dual home offices, the possibilities are endless. This is the kind of home that rarely comes along — full of warmth, personality, and classic Highlands character in one of Louisville's most beloved neighborhoods.

Listing Status:

Active

Date Added:

September 14, 2026

Data Last Updated:

October 5, 2026 at 5:39AM

Listing Office:

Keller Williams Collective : 502-554-9500

MLS ID:

1716997

Interior

• Basement: Unfinished
• A/C: Central Air
• Heating: Natural Gas
• Fireplace: FireplaceFireplaces: 1

Exterior

• Style: Cape Cod
• Parking: AttachedDriveway

Construction

• Roofing: Shingle
• General: BrickVinyl Siding2Concrete Blk

Location

• HOA Amenities: 0.0
• Originating MLS: APEX MLS (Greater Louisville Association of REALTORS®)
• County: Jefferson

Lot

• Zoning: 13080E01720021
• Fencing: Wood

Utilities

• Utilities: Electricity Connected

Financial

• Source: APEX MLS (Greater Louisville Association of REALTORS®)