Press Esc to close  ·  Enter for all results

5004  Winona Avenue

5004 Winona Avenue

St Louis, MO 63109

For Sale MLS# 26046302 10 days on market

$339,000

$140 / sq ft

2,424

Sq Ft Above Grade

0.097

Acres

About This Property

Why rent when you can own—and have someone else help pay the mortgage? This solid Southampton two-family is the ultimate first step into homeownership, combining a place to call your own with built-in rental income. Move into one unit, rent the other, and let your tenant help offset your monthly payment while you build equity instead of paying your landlord's mortgage. The location couldn't be better. You're just a short walk from neighborhood favorites like The Attic Music Bar, The Royale, Silverleaf Lounge, Bud's Pizza & Beer, The Golden Hoosier, and morning coffee runs to Piper's. Enjoy all the charm and convenience that make South City such a great place to call home. Inside, both apartments offer a comfortable, functional layout with a living room, dining room, kitchen, full bath & a charming sunroom both you & your houseplants will love. The second floor apartment has three private bedrooms & the first floor apartment has two private bedrooms. Original hardwood floors on the main level (brand new carpet upstairs), vintage fireplaces, stained glass windows, and classic architectural details add the kind of character that's hard to find in newer construction. Grab a drink and unwind on the spacious covered front porch, tackle laundry and storage with ease in the large unfinished basement, and enjoy the convenience of a garage & parking pad out back. Whether you're looking for an affordable path to homeownership, a smart investment, or both, this Southampton gem is ready to help you get ahead.

Interior photo
Photo 3
Photo 4
Photo 5
Photo 6
Photo 7
Photo 8
Photo 9
Photo 10
Photo 11
Photo 12
Photo 13
Photo 14
Photo 15
Photo 16
Photo 17
Photo 18
Photo 19
Photo 20
Photo 21
Photo 22
Photo 23
Photo 24
Photo 25
Photo 26
Photo 27

Property Details

MLS#26046302
StatusFor Sale
Property TypeResidential Income
Property Sub-Type2-4 Units
Year Built1926
LevelsTwo
Sq Ft Above Grade2, 424
Lot Size Acres0.097
SubdivisionSouthampton
Garage2 car
BasementFull
Fireplaces2
HeatingForced Air
CoolingCentral Air
WaterPublic
Annual Taxes$3, 986 (2025)
Elementary SchoolBuder Elem.
Middle SchoolLong Middle Community Ed. Center
High SchoolRoosevelt High

Listing History

Listed: July 28, 2026 (10 days on market)

Viewed 5 times on this site.

Brokered by Garcia Properties Broker Reciprocity MARIS