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4950 Winona Avenue, St Louis City, MO, 63109

Whether you're looking to expand your investment portfolio or live in one unit while the others help pay the mortgage, this well-maintained 4-family in the highly desirable Southampton neighborhood is an opportunity you won't want to miss. All 4 one-bedroom units are fully occupied, generating strong monthly rental income. Two units are currently on month-to-month leases, offering flexibility for an owner occupant. Each apartment features a spacious living room, dining room, kitchen, full bath, and a private bedroom tucked away at the rear of the unit. A separate 4-car brick garage provides additional monthly income and is fully rented. This solid investment has been thoughtfully maintained with numerous recent updates, including a new roof on both the building and garage (2024), west side double-stack replacement (2023), and newer HVAC systems. Whether you're a seasoned investor or a buyer looking to offset your housing costs with rental income, this is a fantastic opportunity in one of South City's most sought-after neighborhoods.

Subdivision: Northampton Add

List Price

$ 385,000

Status

Pending

Days on market

0

MLS#

26044502

Bedrooms

0

Full baths

0

Sq. Ft. Above

3,468

Subdivision

Northampton Add

Municipality

St Louis City

School District

St. Louis City

County

St Louis City

Property Type

Residential Income

Style

Traditional

Type

Residential Income

Additional Information

Property Tax (2025)

$4,021

Recent Nearby Sales in 63109

Last 6 closed homes in this zip.

Address Bd/Ba SqFt List Sold Closed
3947 Jamieson Avenue, 2W, St Louis City, MO 63109 2/1 850 $1,175 $1,400
119.1% of ask
Sep 4, 2026
5414 Lindenwood Avenue, St Louis City, MO 63109 2/1 1,008 $240,000 $225,000
93.8% of ask
Sep 4, 2026
5241 Murdoch Avenue, St Louis City, MO 63109 2/1 1,111 $275,000 $273,500
99.5% of ask
Sep 3, 2026
5820 Neosho Street, St Louis City, MO 63109 3/2 2,437 $599,900 $610,000
101.7% of ask
Sep 3, 2026
5408 Tholozan Avenue, St Louis City, MO 63109 4/3 1,955 $445,000 $468,000
105.2% of ask
Sep 3, 2026
6921 Southland Avenue, D, St Louis City, MO 63109 2/2 769 $119,900 $119,900
100% of ask
Sep 2, 2026

Price & Listing History

Listed for sale
Jul 15, 2026 at $385,000
Current status: Pending
As of Aug 9, 2026 · $385,000

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