South Side Homes under $300,000

South Side Homes under $300,000

Welcome to South Side, a vibrant neighborhood nestled in the heart of Allegheny County, Pennsylvania. Known for its rich history and eclectic charm, South Side is a thriving community that beautifully blends urban living with a sense of local character. With its colorful streets, historic architecture, and a lively atmosphere, South Side offers residents a unique lifestyle that is both exciting and welcoming.

One of the best aspects of South Side is its diverse range of housing options, particularly for those seeking affordable homes. If you’re looking for a place to call home without breaking the bank, you’ll be pleased to know that there are numerous properties available for under $300,000. These homes often feature classic designs with modern updates, making them perfect for first-time buyers, young professionals, or anyone looking to invest in a dynamic neighborhood.

Living in South Side means you’ll have access to an array of local amenities, including trendy shops, delicious eateries, and vibrant nightlife. The area is also well-connected to public transportation, making it easy to explore the greater Pittsburgh region. Whether you’re enjoying a leisurely stroll along the picturesque streets or savoring the local cuisine, South Side has something for everyone.

With its affordable housing options and lively community spirit, South Side is not just a place to live; it’s a place to thrive. Come discover your new home in this charming neighborhood and experience all that South Side has to offer!

Newest South Side Homes under $300,000

173 Monastery Avenue, South Side
$129,373
3 Beds ⋅ 1 Baths
You're an Air BnB owner sleeping when this dream pops into your head: "mmm...I wished there was a small, 3 bedroom, proven past Air Bnb-able home on the South Side Slopes coming on the market." I give you 173 Monastery Avenue! This property has been an successful income generating Air BNB for years. Add it to your portfolio or maybe you are looking for your 1st time buyer or looking for a great rental, this property is for you!

173 Monastery Avenue, South Side

Listing courtesy of RE/MAX REAL ESTATE SOLUTIONS.

2410 Leticoe St, South Side
$265,000
3 Beds ⋅ 2 Baths
South Side living, but with the things you don’t always expect to find with it. A private backyard. City views. A balcony. Bedroom-level laundry. An open main floor. And major updates already handled. 2410 Leticoe brings together city character and everyday function in a seriously good package. Fresh paint, new flooring and carpet give the home a crisp, move-in-ready feel, while the updated kitchen, fireplace and wet bar make the main level ready for everything from a quiet night in to hosting a crowd. Upstairs you’ll find 3 bedrooms, an updated full bath and laundry right where you actually need it. Step outside to your own private backyard or take in the city views from the balcony. The main roof and HVAC were replaced in 2022, plus there’s a newer hot water tank, hardwired smoke detectors and an exceptionally dry basement with tons of storage (and yes, the obligatory Pittsburgh potty). Add 1.5 baths, a private entrance and ample street parking, and this is one South Side home that deserves a spot on your must-see list.

2410 Leticoe St, South Side

Listing courtesy of COLDWELL BANKER REALTY.

2250 Mary Street Unit 208, South Side
$275,000
2 Beds ⋅ 2 Baths
Your new home comes with a roof top deck and skyline views! It's authentic industrial loft living in the heart of the city. Welcome to South Side Lofts (the former Duquesne Brewing complex). This two bedroom, two bath home pairs original architectural character with a clean, modern aesthetic. Soaring ceilings, exposed brick, steel beams and ductwork, oversized windows and polished concrete floors create a dramatic open living space filled with natural light. An original style brick bar adds another distinctive focal point plus makes the expansive main level ideal for relaxing and entertaining. The updated kitchen complements the setting with sleek cabinetry, stainless appliances, contemporary finishes and an oversized island with seating. The two bedroom spaces provide flexibility and privacy, while en suite laundry and generous storage add everyday convenience. The open loft design offers offers plenty of room to create dedicated living, dining and workspace areas without sacrificing the airy feel that makes this home so unique. The building's expansive shared rooftop deck delivers sweeping views across the city and surrounding hills-an incredible setting for relaxing or entertaining, A secure building and assigned gated parking spot make city living easy, while the HOA covers exterior maintenance, water, sewer and trash. Tucked away from the bustle yet within minutes of East Carson Street, SouthSide Works, dining, entertainment and the riverfront, this is a rare opportunity to own a true piece of Pittsburgh's industrial history with the stylish city lifestyle to match.

2250 Mary Street Unit 208, South Side

Listing courtesy of COLDWELL BANKER REALTY.

2133 Saint Leo St, South Side
$149,999
3 Beds ⋅ 1 Baths
Welcome to the immaculate 2133 Saint Leo. Settled on a quiet street in the South Side Slopes, this amazingly built all brick 3 bed, 1 bath home was constructed in 1960 by the family that developed half of the street. Taking pride in their workmanship is evidenced by how well the original interior has upkept & an ode to the seller as well! The estate has replaced the electric service to the house & a new 200A panel ready for every electronic. The home boasts an integral garage, huge exterior deck, walk out basement, & a huge kitchen. This amazing half-duplex is perfect for a first home, first investment, or first project. Come make it yours!

2133 Saint Leo St, South Side

Listing courtesy of Keller Williams Realty.

35 S 11th St, South Side
$215,000
2 Beds ⋅ 1 Baths
Looking for a South Side Pittsburgh home with city access, flexible space and an attached garage? This 2-bedroom, 1-bath brick row house offers 1,054 square feet in a location that puts the 10th Street Bridge just around the corner, providing convenient access toward Downtown Pittsburgh and Duquesne University. Inside, a 19' × 13' open upper-level space provides flexibility for a home office, workout area, hobby room, family room or playroom. A gas fireplace adds a defined feature to the living space, while the attached garage provides useful storage and parking utility for a smaller vehicle. The home is offered at $215,000, with the price reflecting its current condition. The carpeting needs replacement, the bathroom is dated, and the property would benefit from updating and personal attention. The basement has the traditional character and construction of an older Pittsburgh home. The exposed brick, flexible upper-level space, fireplace, attached garage and location near the 10th Street Bridge give this home several practical features that are difficult to replicate in one package. For a buyer who prioritizes South Side location, city access, usable space and the ability to make improvements over time, 35 S 11th Street offers a straightforward opportunity to create a home that fits their needs.

35 S 11th St, South Side

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

3227 Mary St, South Side
$209,900
3 Beds ⋅ 1 Baths
Welcome to 3227 Mary Street! This spacious 3 bedroom, 1 bath home has been renovated throughout and is tucked away on a quiet dead-end street in Pittsburgh’s South Side. Step inside to a comfortable living room that flows directly into the bright eat-in kitchen, creating an easy and functional main-level layout. The kitchen features new appliances and space for a table or casual dining area. The second floor features two bedrooms and a newly renovated full bathroom. Continue to the third floor to find a spacious third bedroom with plenty of room for furniture, a home office area, or additional personal space. With three finished levels, there is plenty of space throughout the home to spread out and make it your own. Outside, you'll find some great additional space. The updated covered rear deck provides a comfortable place to sit and enjoy the outdoors, while the fenced-in rear patio offers another area for relaxing or entertaining. The full unfinished basement provides additional storage space and room for future use. Located on a quiet, dead-end street with on-street parking, this home is within walking distance of South Side Works, restaurants, shops, and other neighborhood amenities. New siding, fresh paint, updated flooring, new carpet, a renovated bathroom, and new kitchen appliances give the home a clean, refreshed feel while maintaining its character and practicality. This home is ready for its next owner and available for immediate occupancy!

3227 Mary St, South Side

Listing courtesy of COLDWELL BANKER REALTY.

2736 Shelly St, South Side
$229,900
2 Beds ⋅ 2 Baths
Welcome to this charming South Side home offering two bedrooms, two full baths, and a rare convenience for the neighborhood—a private parking pad located beside the home with space for multiple vehicle!! The main level features a spacious living room with a gas fireplace, creating a warm and inviting gathering space, along with the kitchen and access to the home's outdoor areas. The finished walk-out lower level expands the living space with a large family room, second bedroom, and full bath, offering flexibility for guests, a home office, or additional living quarters. Enjoy a convenient South Side location within easy walking distance of East Carson Street, where you'll find a variety of restaurants, coffee shops, entertainment.

2736 Shelly St, South Side

Listing courtesy of EXP REALTY LLC.

33 Pius St, South Side
$174,900
3 Beds ⋅ 3 Baths
Welcome Home To 33 Pius St! This Charming Three-Story Home In Pittsburgh’s Southside Slopes Offers A 3 Bedroom, 2.5 Bath Layout With Stylish Updates Throughout. Inside, You’ll Find An Updated Kitchen With Sleek Cabinetry, Granite Countertops, And Stainless Steel Appliances. The Bathrooms Feature Fresh Tilework And Contemporary Fixtures, Creating A Clean, Refreshed Look. Natural Light Flows Through The Spacious Rooms Across All Levels, Enhancing The Home’s Open Feel. The Second Floor Has Two Spacious Bedrooms And A Full Bath. The Primary Suite Is On The Third Floor, Providing Added Privacy And Comfort. The Quiet Street Setting Offers Easy To Find Parking. Conveniently Located Near Local Shops, Restaurants, Public Transportation, And Downtown Pittsburgh. This Home Combines Comfort, Style, And Location In One Complete Package!

33 Pius St, South Side

Listing courtesy of KELLER WILLIAMS STEEL CITY.

1907 Saint Paul St, South Side
$159,000
2 Beds ⋅ 2 Baths
Situated on the South Side Slopes, this property offers great space, solid features, and outstanding potential for investors or buyers looking to make a home truly their own. The main level features an open layout with hardwood floors, butcher block island, glass tile backsplash, and a stainless steel appliance package — a fantastic foundation for future updates or a personalized redesign. A sliding glass door leads to a generously sized rear wood patio, accented by a fenced yard, creating an excellent outdoor area to enhance and enjoy. The lower level includes a large flex space with ceramic tile and a full bath, ideal as an entertainment room or easily convertible into a spacious third bedroom. Upstairs, you’ll find two additional bedrooms, updated windows, neutral tones, and premium lighting/ceiling fan combinations. Additional highlights include central air, a high efficiency gas furnace, two full bathrooms, and an updated electrical system. Whether you’re an investor seeking a strong value add opportunity or a buyer excited to customize a home in a desirable location, this property offers the perfect canvas. A smart purchase with plenty of upside.

1907 Saint Paul St, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

100 S 14th St, South Side
$235,000
Investment opportunity in the heart of Pittsburgh's vibrant South Side! This well-maintained duplex offers approximately 1,659 square feet and features two updated residential units. The first-floor apartment offers convenient front-door access and includes a living room, kitchen, one bedroom, and a full bath with shower. The second unit occupies the second and third floors and is accessed from the rear of the property, providing added privacy and a spacious multi-level layout. Separate electric for each unit. Water & gas combined. Major improvements have already been completed, including new flooring and fresh paint throughout both units, a new roof, high-efficiency gas furnace, upgraded electrical panels brought to current code and professionally inspected, Bactronix air duct cleaning, and a camera sewer inspection that has been completed and passed. All appliances convey with the sale. Zoned Residential Two-Family, this property is ideal for investors looking to add to their portfolio or owner-occupants seeking rental income. Conveniently located just minutes from East Carson Street's restaurants, coffee shops, boutiques, and nightlife, with easy access to the South Side Riverfront Trail, SouthSide Works, Downtown Pittsburgh, the universities, hospitals, and major highways. The South Side is known for its historic charm, walkability, and vibrant community, making this an attractive location for both tenants and homeowners alike. Property is being sold As-Is.

100 S 14th St, South Side

Listing courtesy of CENTURY 21 FRONTIER REALTY.

92 S 25th St, South Side
$250,000
3 Beds ⋅ 1 Baths
Must See this lovely Grand Home! Nestled on a nice lot in the heart of South Side! Spacious, modern and chic, renovated home conveniently located near shopping and restaurants. Upgrades include kitchen w shaker cabinets, quartz counters, and stainless appliances. Upgraded full bath with new surround, vanity, lighting, and toilet. Fresh interior and exterior paint and new vinyl flooring, lighting, electrical, plumbing, mechanicals, and much more! Layout: 1st Floor: Entry, Living Room/Dining Room, and Kitchen. 2nd Floor: 2 Bedrooms, Laundry, and Full Bath. 3rd Floor: Huge Bedroom. Full basement for storage. Peacefully quiet oasis in the rear w an ample sized patio space ideal for gatherings/cookouts or your morning coffee. Walkable with an amazingly convenient location. Great sized "worry free" home perfect for entertaining, young children, or pets. Move right in and call this house your home!

92 S 25th St, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

1824 Saint Paul St, South Side
$220,000
4 Beds ⋅ 2 Baths
Tons of greenery and plentiful parking in South Side? Yep! Character abounds. Four floors of living space with picture perfect views of houses on the hill from the back and huge field with city view beyond from front. City steps at the end of Winter's Field travel all the way to the flats. Roof Nov 2025, AC 2025. water heater 2022. Freshly painted in a warm organic hue. New carpet on lower level, all other carpets cleaned, 16x16 deck and yard below. Tall windows and high ceilings (9'9") provide a sense of loftiness. Lower level en suite bedroom or family room (16x12) has original tin ceiling and French doors. LL bath has ceramic floor and walk in shower. Long hallways on main and second level are an art lovers dream. Fully equipped eat in kitchen with undercabinet lighting and travertine backsplash. All bedrooms are large, top level bedroom (19x16+ large dormer) showcases exposed brick and VERY wide closet. Second floor bedrooms are both 16x11 with funky/fun retro bath between. Equipped laundry room can be accessed via the LL bath or side breezeway. Add steps from the deck or end of breezeway to access and possibly fence yard(108 depth) for a dog? Lots of possibilities. Rental or owner/occupant ready. Move in and make it your own! More info under pics.

1824 Saint Paul St, South Side

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

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INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.