South Side Homes for Sale

South Side Homes for Sale

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 offers a unique blend of urban living and community spirit. This lively area is characterized by its colorful row houses, historic architecture, and a strong sense of identity, making it one of Pittsburgh's most sought-after neighborhoods.

South Side is renowned for its bustling business district along East Carson Street, where you’ll find a delightful mix of trendy boutiques, cozy cafes, and a diverse array of restaurants serving everything from classic Italian to contemporary American fare. The area is also home to a thriving nightlife scene, with numerous bars and live music venues that cater to all tastes. For outdoor enthusiasts, the nearby South Side Park provides ample green space for leisurely strolls, picnics, and recreational activities.

When it comes to real estate, South Side has a variety of homes for sale that cater to different lifestyles and budgets. From charming historic homes with character to modern condos with stunning city views, you’re sure to find a property that feels just right. The neighborhood’s strong sense of community and proximity to downtown Pittsburgh make it an ideal choice for families, young professionals, and anyone looking to immerse themselves in a vibrant urban environment.

Explore the possibilities in South Side, where a rich cultural tapestry meets the comforts of home. Your dream residence awaits in this dynamic neighborhood!

Newest South Side Homes for Sale

$199,900
3 Beds ⋅ 2 Baths
Welcome to 174 Monastery Avenue, a spacious three-bedroom, two-full-bath home in Pittsburgh’s South Side Slopes. Step inside from the covered front porch to a bright interior featuring updated flooring, a neutral color palette and plenty of natural light. The main level offers comfortable living and dining spaces, along with a functional kitchen featuring warm wood cabinetry, stainless steel appliances and generous storage. Upstairs, you’ll find a full hall bathroom plus a second private bathroom within one of the secondary bedrooms. In-home laundry and flexible basement space provide plenty of room for storage, hobbies or future possibilities. Outside, the rear yard offers space to relax, garden or entertain. Conveniently located near the South Side, SouthSide Works, Downtown Pittsburgh and major commuting routes.

174 Monastery Ave, South Side

Listing courtesy of LIFESPACE REAL ESTATE.

$350,000
5 Beds ⋅ 3 Baths
Welcome to 1101 Sarah Street, a spacious and versatile home offering exceptional potential in the heart of Pittsburgh’s vibrant South Side. Ideally situated on a desirable corner lot, the home enjoys abundant natural light and a wonderful sense of space throughout. The main level features soaring ceilings and generously sized rooms that provide ample flexibility for comfortable living and dining. The large kitchen offers plenty of room for meal preparation and the opportunity to create a truly inviting gathering space. Upstairs, the second floor offers two bedrooms, a full bath, and additional flexible rooms ideal for a home office, gym, studio, or other lifestyle needs. The third floor adds even more living space with three additional bedrooms, a full bath, and convenient laundry. One of the home’s standout features is the second-floor deck, offering private outdoor space and partial views of the Downtown Pittsburgh skyline—a wonderful setting for morning coffee, evening relaxation, or entertaining. Adding to the appeal is an attached two-car garage, providing highly sought-after off-street parking and valuable convenience in the South Side. With its generous room sizes, flexible floor plan, outdoor space, skyline views, and prime location, 1101 Sarah Street presents an exciting opportunity to make your mark and become part of one of Pittsburgh’s most vibrant and conveniently located communities.

1101 Sarah Street, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$175,000
2 Beds ⋅ 1 Baths
Welcome to 55 Roscoe Street, tucked away in Pittsburgh’s South Side Slopes! This property offers a unique opportunity with three parcels included, providing ample off-street parking—a valuable find in the city. Inside, you’ll find a comfortable and functional layout along with additional bonus space that offers plenty of flexibility to fit your needs. Create a dedicated home office, guest or second bedroom, hobby room, or simply take advantage of the extra storage. With multiple parcels, convenient parking, and versatile living space, this property offers plenty of possibilities in a convenient Pittsburgh location. Whether you're looking for a place to call home or a property with room to make your own, 55 Roscoe Street is ready for its next chapter!

55 Roscoe St, South Side

Listing courtesy of RE/MAX SELECT REALTY.

$250,000
2 Beds ⋅ 2 Baths
Bold blue exterior, classic South Side charm, and a rooftop view that puts the Pittsburgh skyline right in front of you! This turn-of-the-century row home has been thoughtfully updated while preserving the character that makes these homes so special. Step inside to hardwood floors and an open flow from the living room to the dining area, where exposed wood beams add warmth and historic charm. The kitchen is well equipped with stainless steel appliances, generous wood cabinetry, and a gas range, creating a functional space for everyday cooking and entertaining. A cozy fireplace anchors the living room and makes winter nights something to look forward to. Two comfortable bedrooms feature the same exposed beams and bright, welcoming light. Two full baths have been updated and thoughtfully finished, including one with a fresh vanity and tub-shower combination. The outdoor space is the true showstopper! A private ground-level patio offers a shaded, peaceful retreat perfect for morning coffee or evening gatherings. Head upstairs to the deck it is the perfect spot to relax, and entertain. A full basement provides laundry, storage, and workshop potential. The location is unbeatable, with Carson Street just around the corner and Pittsburgh's best restaurants, coffee shops, breweries, and nightlife all within easy walking distance. Public transportation is readily accessible, and on-street parking is available. Come experience the character, outdoor spaces, and incredible city views that make this South Side home truly special!

145 S 16th St, South Side

Listing courtesy of EXP REALTY LLC.

$359,900
3 Beds ⋅ 3 Baths
Discover a rare combination of space, views, technology, and convenience in the heart of Pittsburgh’s South Side. An inviting, fluid floor plan brings together character-filled rooms, exposed brick, built-ins, a wood-burning fireplace, a vaulted primary suite, and a spacious rear family room—all in one home. Two sets of double doors open from the family room to the main deck, creating effortless indoor-outdoor flow for entertaining against panoramic views spanning Oakland, the South Side, Duquesne University, and Downtown. Upstairs, new hardwood floors lead to the vaulted primary suite with a private bath and its own view-filled deck—a coveted feature in South Side homes. Enjoy breakfast from the private and peaceful deck off the primary suite, dinner with friends on the main-level deck, and remarkable Pittsburgh views from both. Thoughtful technology includes Lutron Caséta lighting, CAT5e wiring, UniFi networking and security, and 200A electrical service with surge protection. A first-floor powder room and integral two-car garage with storage add everyday convenience. The location puts Downtown Pittsburgh, the dining, shopping, and nightlife of Carson Street and SouthSide Works, and the region’s world-class universities and hospitals within easy reach. Outdoor recreation is nearby at South Side Park, a 65-acre urban green space just blocks away; Grandview Park, with its city overlooks, picnic areas, historic bandstand, and wooded trails; and South Shore Riverfront Park, with access to the Three Rivers Heritage Trail for exploring Pittsburgh’s historic Monongahela riverfront network of trails. With so many hard-to-find South Side features under one roof, 139 Pius Street deserves to be experienced in person.

139 Pius Street, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$240,000
3 Beds ⋅ 2 Baths
Welcome to 2719 Larkins Way! This beautiful 3-bedroom, 2-full-bath brick home is ideally situated in the heart of Pittsburgh’s vibrant South Side. Offering two full kitchens and separate entrances, the home provides a unique and flexible layout with exciting potential for a duplex, in-law suite, or separate living space. Enjoy an unbeatable location just steps from SouthSide Works and all the dining, shopping, and entertainment the South Side has to offer. Convenient access to Downtown Pittsburgh, Oakland, area hospitals, UPMC facilities, and the University of Pittsburgh makes commuting a breeze. A fantastic opportunity in one of Pittsburgh’s most convenient locations!

2719 Larkins Way, South Side

Listing courtesy of RE/MAX SELECT REALTY.

$345,000
4 Beds ⋅ 2 Baths
Step inside this South Side stunner and feel the energy of city living wrapped in modern comfort. Flooded with natural light and filled with fresh updates, this move-in-ready home delivers the perfect blend of style, space, and walkability. The bright living room flows into an updated kitchen with stainless steel appliances and room to gather. Upstairs, you’ll find comfortable bedrooms and a beautifully refreshed bath, while the finished third-floor attic adds a bonus level of flexible living — ideal for a bedroom, office, or creative space. Outside, enjoy a private rear yard perfect for unwinding after exploring the neighborhood. Just steps from restaurants, coffee shops, nightlife, and transit, this home puts the best of the South Side Flats right at your doorstep. Modern, inviting, and ready for its next chapter.

129 S 20th St, South Side

Listing courtesy of COLDWELL BANKER REALTY.

$289,900
2 Beds ⋅ 2 Baths
Run don't walk to this fantastic Southside flats solid brick home. Super convenient location makes it easy to walk to all the great amenities Southside has to offer. This home has an ideal layout; walk through the front door into the living room and you'll notice the stairs are located on the side of the home instead of in the middle allowing for much more open space in the main first floor living area. Tons of room for activities and lots of options to lay out the first floor living space as you'd like. Get creative! Check out the exposed brick before you pass by a nicely updated half bathroom on the first floor on your way to a completely remodeled kitchen! The skylight will provide tons of natural lighting as you cook up a storm. Through the kitchen you'll find a cute patio area perfect for a grill and and some outdoor furniture with just enough room for a garden. It's fenced in too so you can let the dog out for a quick pee while you stay warm and cozy inside during those cold winter months. Head upstairs to the second floor to find the larger of the two bedrooms, a nice laundry room with plenty of room to hang your clothes, and a remodeled full bathroom equipped with a tub and a RAINFALL SHOWER HEAD, while the second nicely sized bedroom is located on the third floor. Lastly, the furnace and hot water tank can be found in the basement as well as a BONUS ROOM that has been finished that would make a great extra storage room, home office, home gym, or art studio. The home was remodeled, sparing no expense, in 2022 including a new furnace. If you're in the market for a great property in Southside, don't miss this one that has A LOT to offer!

102 S 16th St, South Side

Listing courtesy of ARBORS REAL ESTATE, LLC.

$99,900
2 Beds ⋅ 1 Baths
Welcome to 1908 Saint Paul Street, a charming home nestled on Pittsburgh’s desirable South Side Slopes. Situated on a quiet dead-end street, this property offers a convenient city location while providing a more tucked-away residential setting. The home features two bedrooms, spacious rooms, an eat-in kitchen, and a multi-level layout with an attic that offers additional potential for living or storage space. Step outside to the back porch and take in the views while enjoying your own outdoor space. The property has already seen some important updates, including new gas and water lines and a newer furnace. While the home could benefit from additional updating and TLC, it offers an excellent opportunity for someone looking to add their own personal touches and build equity. Conveniently located near Downtown Pittsburgh, South Side, shopping, dining, entertainment, and major roadways, this home offers the best of city accessibility with a quiet neighborhood feel. Bring your vision and discover the possibilities at 1908 Saint Paul Street!

1908 Saint Paul St, South Side

Listing courtesy of REALTY ONE GROUP LANDMARK.

$245,000
3 Beds ⋅ 2 Baths
Charming home tucked away on the Southside Flats within walking distance of the Three Rivers Heritage Trail. First floor open floor plan has hardwood flooring and great flow through the living space. Well appointed Kitchen has maple style cabinetry, tiled countertops including a Breakfast Bar area. Entertaining is a breeze! For some quite time, you can escape to the private rear Courtyard to relax. Second floor has 2 Bedrooms with an oversized Full Bath. Entire 3rd floor is the Primary Suite with a Full Bath, ample closet space and a separated area for an Office. Convenient walk to South Side Works, shopping, restaurants and public transportation makes this a MUST SEE!!

2336 Fox Way, South Side

Listing courtesy of ARTMAN B.C. & COMPANY.

$269,900
3 Beds ⋅ 2 Baths
Located in the heart of the South Side Flats, this brick row home offers a unique and flexible layout with plenty of possibilities! Zoned single family residential and currently configured as two separate living spaces, the layout offers a variety of options. Live in one space while potentially renting the other, use the additional space for family or guests, explore rental income possibilities, or convert it back to a traditional single family home. The first floor features an eat in kitchen, spacious living room, full bath and one bedroom, along with access to the basement with its own washer and dryer and a private courtyard. The upper levels include an eat in kitchen, spacious living room, full bath, bedroom and third floor loft that could be used as an additional bedroom, office or flex space. The upper living space also has its own washer and dryer and access to a private deck. The main front entrance opens to a common entry with access to the first floor living space and a staircase leading to the upper levels. Both living spaces also have additional separate entrances, adding to the flexibility of the layout. A brand new central A/C system is another great update for the next owner. Conveniently located within walking distance of East Carson Street, Riverfront Park, shopping and restaurants, and just minutes from Downtown Pittsburgh, major universities and hospitals. Whether you're looking for a home with additional living space, potential rental income or an investment opportunity, this South Side property offers so many possibilities.

1710 Sidney St, South Side

Listing courtesy of COLDWELL BANKER REALTY.

$239,000
3 Beds ⋅ 3 Baths
A fully rented, all-brick TRIPLEX ready to perform from day one! Fully occupied and generating income, this property has served as a dependable rental asset while offering future upside for investors looking to increase value through thoughtful improvements. Whether you’re expanding an established portfolio or acquiring your first multifamily property, the combination of strong rental demand, legal three unit status, and prime location makes this an opportunity worth serious consideration. Positioned just moments from the bustling energy of East Carson Street, tenants enjoy walkable access to some of Pittsburgh’s most popular restaurants, coffee shops, nightlife, entertainment, fitness studios, and neighborhood amenities. The South Side continues to be one of the city’s most sought-after rental markets, driven by its convenience, walkability, and proximity to Downtown, Oakland, the South Shore, and major employers. The first and second floor units provide high ceilings, a spacious 1 bedroom, large kitchens that have been improved over time, and 1 full bath. Separate electric and gas make the property even more appealing. While a common laundry area is a great feature for tenants. Whether you’re a seasoned investor, first-time multifamily buyer, or someone looking to house hack in one of Pittsburgh’s most dynamic neighborhoods, this South Side triplex offers versatility, immediate income, and tremendous potential for the future.

19 Enon Way, South Side

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

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