South Side Real Estate

South Side Real Estate

Welcome to the vibrant South Side of Pittsburgh, Pennsylvania, a neighborhood that beautifully marries rich history with modern charm. Nestled in Allegheny County, this dynamic area boasts a colorful past, once a bustling hub for steel production, which has now transformed into a lively community filled with culture, entertainment, and residential appeal.

South Side is renowned for its eclectic mix of historic architecture and contemporary developments, making it a desirable location for both young professionals and families alike. The famous South Side Flats and South Side Slopes offer stunning views of the Pittsburgh skyline, while tree-lined streets and inviting parks provide a serene escape from the hustle and bustle of city life.

One of the standout features of South Side is its vibrant nightlife, with a plethora of bars, restaurants, and live music venues that cater to every taste. Whether you're in the mood for a cozy pub experience or an upscale dining adventure, South Side has it all. The iconic Carson Street is the heart of this lively scene, where locals and visitors gather to enjoy the unique flavors and sounds of the neighborhood.

For those who appreciate the arts, South Side is home to a variety of galleries and cultural institutions, reflecting the community's commitment to creativity and expression. With easy access to public transportation and proximity to downtown Pittsburgh, South Side offers the perfect balance of urban convenience and neighborhood charm.

Discover your new home in South Side, where history, culture, and community come together to create a truly special place to live!

Newest Listings in South Side

$185,000
3 Beds ⋅ 2 Baths
Welcome to this charming 3-bedroom, 1.5-bath single-family home in the heart of Pittsburgh's vibrant South Side. This well-maintained home features an updated kitchen with modern finishes, offering the perfect space for cooking and entertaining. Stylish laminate flooring flows throughout the main living areas, providing both durability and a contemporary look. Central air conditioning ensures year-round comfort, while the functional layout offers plenty of room for everyday living. Conveniently located just minutes from South Side's popular restaurants, shopping, nightlife, and easy access to downtown, this home combines modern updates with an unbeatable location. Whether you're looking for your next home or a great investment opportunity, this property is one you won't want to miss.

1908 S 18th St, South Side

Listing courtesy of CARLSON & ASSOCIATES, INC..

$350,000
2 Beds ⋅ 2 Baths
Experience authentic loft living the in the iconic South Side Lofts. A historic warehouse conversion blending industrical character with modern comfort. This unique residence features soaring ceilings, oversized windows, exposed brick and steel beams, and an open-concept layout filled with natural light. The trendy and durable concrete floors compliment the industrial and versatile feel of this amazing property. A gourmet, eat in kitchen with ample cabinetry and sleek countertops is the heart of the home. A private primary suite on second level with full bath, huge walk in closet and additional loft/ lounging space, overlooks the fabulous main level. Additional bedroom, full bath and first floor laundry create the ease of first floor accommodations. Enjoy secure building access, elevator service, rooftop gathering spaces, and the convenience of dedicated parking. Located in the center of Pittsburgh's vibrant South Side from East Carson Street. Minutes from Downtown, Oakland, and the North Shore. Urban living at its finest!

2250 Mary Street Unit 214, South Side

Listing courtesy of Keller Williams Realty.

$209,000
3 Beds ⋅ 3 Baths
Excellent, tenant-occupied rental opportunity on a quiet street in South Side! 3 streets away from Carson, perfect for anyone looking for city-living, and for quick access to other parts of town. Light-filled, spacious living room includes accent fireplace and built-ins. Updated flooring throughout the entire main level. Eat-in kitchen has plenty of space for an island, addt'l table and includes pantry, bricks accents, and access to private outside area. Main level bath and laundry. 3 spacious bedrooms upstairs, with full bathroom, and private includes en suite powder room. Perfect location and well-maintained, rented under market value, with solid, vetted tenants!!

137 S 12th St, South Side

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$422,000
3 Beds ⋅ 3 Baths
Welcome to 2322 Sarah Street, where historic South Side charm meets modern luxury. Completely updated while preserving its timeless character, this move-in-ready Victorian offers soaring 12-foot ceilings, original hardwood floors, stunning millwork, and beautifully renovated living spaces—all just steps from Pittsburgh's best restaurants, shops, and entertainment. The heart of the home is the designer kitchen featuring quartz countertops, stainless steel appliances, custom cabinetry, and an oversized island perfect for entertaining. Four spacious bedrooms, two full baths, one half bath, and a finished lower level provide plenty of room to live, work, and host guests. Outside, enjoy a private courtyard ideal for summer evenings, morning coffee, or weekend gatherings. Owned solar panels offer valuable energy savings with no lease payments. Located in the heart of the South Side Flats, you'll love the walkability to East Carson Street, riverfront trails, parks, cafés, breweries, and local favorites, with quick access to Downtown Pittsburgh, Oakland, major hospitals, and universities. If you've been searching for a home with character, modern updates, outdoor living, and an unbeatable location, 2322 Sarah Street is one you won't want to miss.

2322 Sarah Street, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$325,000
Welcome to 98 S 19th Street, a fantastic investment opportunity in the heart of Pittsburgh's vibrant South Side neighborhood. This well-maintained duplex offers two income-producing units, making it an ideal addition to an investor's portfolio or an excellent opportunity for an owner-occupant looking to offset their mortgage with rental income. Both units are currently tenant occupied, providing immediate cash flow from day one. Unit 1 features a comfortable 1-bedroom, 1-bathroom layout with spacious living areas, an updated full bath, attractive flooring, and a functional eat-in kitchen complete with ample cabinet space and modern appliances. Unit 2 offers a generous 2-bedroom, 1-bathroom floor plan highlighted by beautiful hardwood floors, abundant natural light, a large living room with a decorative fireplace, an updated kitchen, a renovated bathroom, and access to a private rear deck—perfect for enjoying the outdoors. A standout feature of this property is the detached garage with valuable off-street parking, a highly sought-after amenity in the South Side that adds convenience for tenants and enhances the property's long-term rental appeal. Situated just steps from the bustling East Carson Street corridor, this property places residents within walking distance of some of Pittsburgh's most popular restaurants, breweries, coffee shops, boutiques, and nightlife. Outdoor enthusiasts will appreciate nearby South Side Riverfront Park and the Three Rivers Heritage Trail, while commuters enjoy quick access to Downtown Pittsburgh, Station Square, the University of Pittsburgh, Carnegie Mellon University, UPMC, and major highways. Whether you're looking to expand your rental portfolio or secure a turnkey investment in one of Pittsburgh's most desirable neighborhoods, 98 S 19th Street offers the perfect combination of strong rental income, an unbeatable location, and rare amenities like a garage and off-street parking that set it apart from the competition.

98 S 19th St, South Side

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$150,000
3 Beds ⋅ 3 Baths
Tucked away on a quiet paper street in Pittsburgh's South Side Slopes, this spacious three-story home offers over 2,500 square feet of living space, partial city views, and endless potential for its next owner. Accessed via the iconic Pittsburgh city steps, this unique setting provides a peaceful retreat overlooking the city while keeping you just minutes from all that the South Side has to offer. Inside, you'll find generously sized rooms throughout and a versatile layout that's ready for your personal touch. The main level features an oversized foyer, abundant closet space, a convenient half bath, laundry/mechanical room, and a large den or bonus room complete with a wet bar—perfect for entertaining, a home office, or game room. The second floor serves as the heart of the home with a spacious living room, an open kitchen and dining area, and a balcony where you can relax and take in the city view. Upstairs, the third floor offers three generously sized bedrooms, two full bathrooms, and walk-up access to a partial attic that provides valuable storage space. This home is truly a diamond in the rough with solid bones, an incredible amount of living space, and a location full of character. Whether you're looking to renovate your forever home or invest in a property with outstanding upside, this South Side Slopes gem is an opportunity you won't want to miss.

68 Saint Michael St, South Side

Listing courtesy of COLDWELL BANKER REALTY.

$339,000
Fantastic investment opportunity in Pittsburgh's desirable South Side! This well-maintained duplex offers an ideal setup for both owner-occupants and investors. The owner's unit features 2 bedrooms, 1.5 bathrooms, an updated kitchen with beautiful stone countertops, a charming exposed brick fireplace, and a spacious private deck—perfect for relaxing or entertaining. The second unit offers 1 bedroom and 1 bathroom and is currently tenant-occupied, with the lease in place through August 2027, providing immediate rental income. The property is being sold as is, with clean inspection reports available at the buyer's request for added peace of mind. Whether you're looking to live in one unit while generating rental income or expand your investment portfolio, this South Side duplex is an exceptional value. Priced to sell—don't miss this opportunity!

2817 Jane Street, South Side

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$395,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled 2-bedroom, 1.5-bath home located in one of Pittsburghs most desirable neighborhoods. This stunning residence has been completely renovated from top to bottom with high-end finishes and quality craftsmanship throughout. The spacious layout features a designer kitchen with premium cabinetry, countertops, and appliances, beautifully updated bathrooms, luxury flooring, modern lighting, and stylish fixtures. Every detail has been carefully selected to create a home that is both elegant and functional. Conveniently located on S. 19th Street, you'll be just minutes from the cities top restaurants like Dish Osteria Bar, premium coffee shops like Standing Wave, shopping, parks, nightlife, and public transportation, with easy access to downtown and everything South Side has to offer. This move-in-ready home offers the perfect combination of luxury, comfort, and an unbeatable location.

155 S 19th St, South Side

Listing courtesy of CARLSON & ASSOCIATES, INC..

$229,000
3 Beds ⋅ 1 Baths
Bring your vision to this rare opportunity in Pittsburgh’s South Side! Situated on a double lot with an additional parcel included, this long-time family-owned home offers endless possibilities. The home features two bedrooms plus a captured third bedroom on the upper level, providing flexible living space. Whether you’re looking to restore and renovate, expand the existing home, or create your dream residence, the generous lot size offers exceptional potential. The property also features a private outdoor space that’s perfect for relaxing or entertaining. Being sold as-is, this home is priced to reflect the work it needs, making it an excellent opportunity for investors, builders, or buyers ready to customize a property to their own style. Conveniently located near shopping, dining, entertainment, major roadways, and all that the South Side has to offer, this is your chance to unlock the potential of a truly unique property.

14 Enon Way, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$289,900
Located in the heart of Pittsburgh's vibrant South Side, this well maintained duplex is an excellent opportunity for both investors and owner occupants. Both units were extensively renovated approximately 10 years ago with updated electrical, plumbing, insulation, drywall, HVAC, kitchens, bathrooms, and flooring. The spacious lower unit offers 2 bedrooms and 1 bathroom with hardwood floors and a private side patio, providing an inviting outdoor space for relaxing or entertaining. The upper unit features 1 bedroom and 1 bathroom with a unique loft style layout, highlighted by a vaulted living room ceiling that creates an open, airy feel filled with natural light. A private rear deck extends the living space outdoors and adds to the unit's appeal. Each unit has its own laundry, separate electric, separate furnaces, and separate central air conditioning, providing convenience for both owners and tenants. Ideally located just minutes from South Side's restaurants, shopping, nightlife, universities, and downtown Pittsburgh, this property offers updated systems, low maintenance living, and an unbeatable urban location.

98 S 14th St, South Side

Listing courtesy of EPIQUE REALTY.

$499,900
Fantastic opportunity in the heart of Pittsburgh's most popular business districts, Southside. Super walkable and convenient location makes this the perfect spot for your business or investment venture. This building is well suited for a live/work situation or a great income producing asset! The first two floors are offices with their own bathrooms. The first floor office has a large conference or reception area with big tall front windows, a second large office or conference room, and a third office and a kitchenette. The second floor has five more offices and it's own bathroom. The third floor serves as a residential luxury 1 bedroom apartment with beautiful hardwood floors, luxury ensuite full bathroom as well as another half bath conveniently located in the main living space for guests, and a private rooftop deck! Makes a great place to live, rent, or Airbnb to maximize income potential. Each floor has separate utilities (Electric and gas), separate furnaces, and separate a/c units. One water/sewer for the building. Lots of upgrades at this well maintained property make it ready for it's next owner!

70 S 12th St, South Side

Listing courtesy of ARBORS REAL ESTATE, LLC.

$155,000
Perched at the top of Southside Slopes, this versatile property offers an excellent investment opportunity with endless potential. Currently configured as a two-unit property, this spacious three-story home can could generate rental income or be reimagined to suit your vision. The main-floor unit features a generously sized eat-in kitchen, a full bathroom with a beautifully updated tile shower located off the bedroom, and convenient access to the basement with laundry hookups. The upper unit spans the second and third floors, providing ample living space with the largest bedroom occupying the entire top level. With its flexible layout and generous square footage, this property is ideal for investors, owner-occupants, or anyone looking to customize a unique living space in a sought-after Southside Slopes location.

2332 Eccles St, South Side

Listing courtesy of RE/MAX SELECT REALTY.

Start Your Search

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