Open house SUNDAY 10/25 from 1-3pm. Two Units. One Smart Move. A Whole Lot of South City Potential. If you've been waiting for an investment opportunity with some serious location mojo, put 4400 Alaska Avenue on your radar. This classic South City brick duplex puts you right in the middle of a neighborhood with plenty happening—and directly next to major redevelopment projects that are bringing new energy, investment, and attention to the area. Built in the classic red-brick South City style, this duplex offers the kind of bones investors love and buyers can build on. The units feature generous living and dining spaces, kitchens, bedrooms and baths, with basement space providing additional storage. It's the sort of property that can make sense whether you're looking to house-hack, expand a rental portfolio, or take your first step into real estate investing. And then there's the location. You're close to Carondelet Park, Grand Avenue restaurants and shops, grocery stores, neighborhood businesses, and everything that makes South City, well… South City. You're also positioned near significant redevelopment activity—which means you're not just buying a building; you're buying into a neighborhood that's getting attention. Investor? You've got two units and multiple ways to approach the property. First-time buyer? Live in one unit and let the other help with the mortgage. Growing your portfolio? This could be another brick in the wall—literally. Classic architecture. Two units. Great South City location. Major redevelopment nearby. The neighborhood is moving. This might be your chance to move with it.
0 Bed
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2,218 sq.ft
$0 per sq.ft
Traditional
$ 199,900
Active
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26066418
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2,218
Northwest Withnell Add
St Louis City
St. Louis City
St Louis City
Residential Income
Traditional
Residential Income
Last 6 closed homes in this zip.
| Address | Bd/Ba | SqFt | List | Sold | Closed |
|---|---|---|---|---|---|
| 5500 S Grand Boulevard, St Louis City, MO 63111 | 0/0 | -- | $119,900 | $119,900 100% of ask |
Oct 22, 2026 |
| 4740 - 4742 S Broadway, St Louis City, MO 63111 | 0/0 | 3,922 | $179,900 | $190,000 105.6% of ask |
Oct 22, 2026 |
| 5721 Pennsylvania Avenue, St Louis City, MO 63111 | 3/4 | 1,624 | $262,500 | $255,500 97.3% of ask |
Oct 19, 2026 |
| 2910 Osceola Street, St Louis City, MO 63111 | 2/2 | 1,322 | $149,900 | $150,000 100.1% of ask |
Oct 15, 2026 |
| 6104 Idaho Avenue, St Louis City, MO 63111 | 2/1 | 1,145 | $107,500 | $92,000 85.6% of ask |
Oct 15, 2026 |
| 4432 Tennessee Avenue, St Louis City, MO 63111 | 3/3 | 1,232 | $229,900 | $230,000 100% of ask |
Oct 6, 2026 |
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Open house 10-25-2026 from 1pmm to 3pm!!!Welcome to this inviting four-bedroom, two-bath home in South City, offering classic brick charm and important updates throughout. Enjoy peace of mind with newer HVAC and electrical systems. The kitchen features beautiful quartz countertops and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. A full basement provides excellent storage and added possibilities, while the fenced backyard offers space to relax, garden, or enjoy outdoor gatherings. With four bedrooms, two baths, and a durable all-brick exterior, this home combines character, comfort, and practicality in a great South City location. Don't miss the opportunity to make this home your own!
Investor special in the heart of the Carondelet area! Located at 5322 Michigan Ave, this property offers a great opportunity for redevelopment, complete renovation, or possible tear down. Home is in distressed condition and will require a full rebuild. DO NOT ENTER THE PROPERTY under any circumstances. Exterior viewing only. Property being sold as-is, seller to make no repairs, inspections, or warranties. Convenient location near parks, shopping, restaurants, and major highways. INTERIOR ACCESS IS PROHIBITED. NO UTILITIES. Property is being sold AS-IS and contains potentially dangerous conditions. Structural integrity is unknown. Listing broker and seller make no representations regarding safety. All parties must exercise extreme caution.
POSSIBILITIES ARE ENDLESS! Investors & serious buyers alike, take a look at this legal, 2-unit (separate meters) property where the detached, over-sized 2-car garage is also on its own meter, so it can be rented out as well. Talk about a 3-income possibility! Located in the desirable Dutchtown area, the street is lined with many multi-family properties that embodies the historic row-home vibe. This Duplex has great bones & great heart; original woodwork, stained-glass windows, hardwood flooring, and other intricate details add to the character of the home and neighborhood. Both main floor (owner-occupied) and second floor (vacant) units hosts a 2 bed, 1 bath, while the second floor has an added luxury; the spacious balcony right off of the living room. With some cleaning and sprucing up a bit, you can have this one tenant-ready in no time at all. Avg market rate rent: ~$950. Updated/Refreshed Comps: $180k+ Conveniently located a few blocks within I-55, 11 minutes from downtown, St. Louis, a short drive/bike ride to Cherokee Street Arts & Nightlife District, and within 10 minutes from Carondelet Park. There’s also a 78-unit, mixed-use development underway, right down the street; bringing in an increase of convenience, property value, and business to the neighborhood! You don’t want to let this one slip away!
