2021 Winston Ave, Louisville, KY 40205 | MLS# 1727842

$399,900
2021 Winston Ave, Louisville, KY 40205, Louisville, WINSTON FOREST
Active

Overview

  • Updated On:
  • September 21, 2026
  • 3 Bedrooms
  • 2 Bathrooms
  • 1,676 ft2

Description

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!

Address: 2021 Winston Ave, Louisville, KY 40205
State/County:
Zip: 40205
Country: United States

Property Id: 10718923
Price: $399,900
Property Size: 1,676 ft2
Property Lot Size: 0 ft2
Rooms: 11
Bedrooms: 3
Bathrooms: 2
BathroomsFull: 2
InternetConsumerCommentYN: 1
InternetAutomatedValuationDisplayYN: 1
ListAgentKey: 20131203230455724033000000
StreetNumberNumeric: 2021
ListAgentFullName: Chris S Allen
InternetAddressDisplayYN: 1
CoListAgentKey: 20230119202017326288000000
ListAgentMobilePhone: 502-594-3091
OnMarketDate: 2026-09-03
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20260714134306761094000000
CoListAgentFullName: Audrey Allen
ListAgentLastName: Allen
Cooling: Central Air
FireplacesTotal: 1
StatusChangeTimestamp: 2026-09-03T13:53:07Z
ListAgentFirstName: Chris
MajorChangeType: New Listing
LotSizeUnits: Acres
DocumentsCount: 3
PatioAndPorchFeatures: Deck, Porch
LotSizeSquareFeet: 7183
ListingId: 1727842
CoListAgentFirstName: Audrey
YearBuilt: 1941
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20260803180201366552000000
ArchitecturalStyle: Cape Cod
Basement: Unfinished
StateOrProvince: KY
CoListAgentLastName: Allen
ListOfficeName: Rainey Allen Shaw East
LotFeatures: Level
OriginatingSystemKey: 20260803180201366552000000
PhotosCount: 43
CoListAgentMlsId: 29559
PhotosChangeTimestamp: 2026-09-01T22:34:06Z
BuildingAreaTotal: 1568
Stories: 2
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected, Fuel:Natural
OriginalListPrice: 399900
Sewer: Public Sewer
ListingContractDate: 2026-08-31
StreetSuffix: Ave
OriginatingSystemID: M00000290
StreetNumber: 2021
StreetName: Winston
ListAgentEmail: callen5000@aol.com
ModificationTimestamp: 2026-09-21T06:38:26Z
ListOfficeMlsId: 20012960
MlsStatus: Active
TaxBlock: 080E
LotSizeArea: 0.17
SourceSystemID: M00000290
ParcelNumber: 13080E01190008
ListAgentMlsId: 19401
ParkingFeatures: Detached
DocumentsChangeTimestamp: 2026-09-01T01:42:03Z
Heating: Forced Air, Natural Gas
MajorChangeTimestamp: 2026-09-03T13:53:11Z
Directions: Bardstown Road to Winston Avenue OR Newburg Road to Dundee Road to Lakeside Drive to Winston Avenue
MLSAreaMajor: 02-Butchertwn/Hghlnds/Germantwn
LivingAreaSource: Other
GarageSpaces: 1
MLSAreaMinor: 02-Butchertwn/Hghlnds/Germantwn
WaterSource: Public
TaxLot: 0119
AboveGradeFinishedArea: 1568
BuildingAreaSource: Other
FoundationDetails: Poured Concrete
Fencing: Partial
Roof: Shingle
ConstructionMaterials: Vinyl Siding, Brick

Other Features
Has Cooling System
Has Fireplace
Has Garage
Has Heating System

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$2,050.37
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 1,550.49

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