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139 Pius Street, South Side
$325,000
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.

2719 Larkins Way, South Side
$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.

129 S 20th St, South Side
$335,000
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.

102 S 16th St, South Side
$279,900
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.

1710 Sidney St, South Side
$269,900
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 and two bedrooms. 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 furnace and central A/C are great updates 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.

1913 Fox Way, South Side
$259,875
Looking for a project with upside? This duplex already offers large floorplans in each unit and just needs some updates to maximize value. Each unit has 1 bed / 1 bath and separate living, kitchen and dining spaces, with two private entrances. Offering a terrific investment or live-in/rent-out opportunity. Large back deck and brick laid back yard for easy entertaining and off street parking! The location puts you steps away from East Carson Street dining and nightlife favorites. For shopping and recreation, SouthSide Works is a vibrant retail, dining and entertainment complex on the riverfront! Bring your vision and transform this into a strong income-producing property!

1913 Fox Way, South Side

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

2336 Fox Way, South Side
$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.

1710 Sidney St, South Side
$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.

19 Enon Way, South Side
$229,900
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.

19 Enon Way, South Side
$229,900
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.

1720 Merriman Court, South Side
$459,900
2 Beds ⋅ 3 Baths
Welcome to 1720 Merriman Court, where generous space, thoughtful design and the best of Pittsburgh living come together. This 2-bedroom, 2½ bath townhome offers a flexible layout, private outdoor space and a 2-car garage, all within the convenient South Side Flats location. The bright and open main level pairs hardwood floors with comfortable living and dining spaces, a fireplace and a private rear balcony. The kitchen offers abundant cabinetry and counterspace, a breakfast bar and a pleasant outlook onto the tree-lined street. Two spacious bedrooms and two full baths occupy the second level along with a walk-in closet for the primary bedroom. The expansive third-floor loft adds an entire additional space to make your own, whether as a home office, family room, creative studio or guest area. The lower level includes a finished bonus room, laundry area, storage and direct access to the 2-car garage. Central air, hardwood floors and a private balcony add everyday comfort. The HOA takes care of the roof, exterior maintenance and snow removal, making ownership that much easier. Conveniently located near SouthSide Works, East Carson Street, South Side Riverfront Park and the Three Rivers Heritage Trail, with easy access to Downtown Pittsburgh, Oakland, area universities, hospitals and major roadways, this is a home designed for enjoying all that Pittsburgh has to offer.

1720 Merriman Court, South Side

Listing courtesy of NEIGHBORHOOD REALTY SERVICES.

2413 Jane Street, South Side
$600,000
3 Beds ⋅ 4 Baths
Welcome to this stunning and extensively updated three-story home in the heart of Pittsburgh’s sought-after South Side Flats! Showcasing exceptional curb appeal, this impressive residence features a beautiful stone and Hardie board exterior and an inviting open-concept interior designed for both everyday living and entertaining. Soaring ceilings and gorgeous natural hickory hardwood flooring create a warm, sophisticated atmosphere throughout the main living areas. The first floor offers a versatile den, ideal for a home office, study, or guest space, along with a convenient half bath. The gourmet kitchen is truly the centerpiece of the main level, featuring elegant quartz countertops, soft-close cabinetry and drawers, a striking marble backsplash, stainless steel appliances, built-in microwave, and recessed lighting. Oversized French doors provide a seamless connection to the exceptional outdoor living space. Enjoy an exposed aggregate patio and walkway, gas hookups for outdoor cooking, a fully fenced yard situated on a rare double lot, low-maintenance astroturf lawn, thoughtfully designed landscaping, perennial garden, storage shed, and two off-street parking spaces—an incredible find in the South Side! The second floor offers a luxurious primary suite complete with a pocket door, spacious walk-in closet, and beautifully appointed private bath. The spa-like bathroom features ceramic tile flooring, a tiled shower surround, and a double-bowl quartz vanity. An additional spacious bedroom, 2nd floor laundry room and full bathroom complete this level, with the hall bath offering ceramic tile flooring and a tile surround shower/tub combination. The third floor provides an impressive additional living and entertaining area with a spacious game room and stylish wet bar. The quartz kitchenette includes a mini refrigerator and tile backsplash, creating the perfect setup for hosting guests, watching the big game, or relaxing with family and friends. This level also includes a third bedroom and full bathroom featuring ceramic tile flooring and a tile surround shower. Step outside onto the private rooftop Trex deck and take in spectacular city views! Designed for entertaining and relaxation, the rooftop space features privacy walls, surround sound capability, smart cable connections, ethernet, and more. With multiple indoor and outdoor living spaces, high-end finishes, thoughtful updates, and an abundance of amenities, this home offers a rare combination of luxury, functionality, and outdoor space. Ideally located just one block from East Carson Street and minutes from South Side Works, South Side Market, restaurants, shopping, entertainment, public transportation, and all that the South Side has to offer. A truly exceptional opportunity to enjoy sophisticated city living with the space, privacy, outdoor amenities, and parking rarely found in the South Side Flats!

2413 Jane Street, South Side

Listing courtesy of COLDWELL BANKER REALTY.

130 S 22nd St Unit 1C, South Side
$290,000
2 Beds ⋅ 1 Baths
Welcome to Unit 1C at the historic St. Casimir building, a spacious 2-bedroom, 1-bath South Side condo offering approximately 1,130 square feet plus additional loft space. Soaring 12-foot ceilings, abundant natural light, hardwood flooring, and unique architectural details give this home an open, airy feel with plenty of character. The kitchen features stainless steel appliances, granite tile countertops, and ample cabinetry, while the primary bedroom offers generous closet space and a spiral staircase leading to a large loft, perfect for an office, dressing area, or additional flex space. A deeded parking space is included and is the only covered parking space in the building, a major convenience in the South Side. The fully secured building features ButterflyMX entry, coin-operated laundry, a private gym, additional storage locker, and a second-floor community deck with a grill and outdoor dining space. Conveniently located near the restaurants, shops, and entertainment of the South Side, Unit 1C offers a great combination of space, character, amenities, and convenience.

130 S 22nd St Unit 1C, South Side

Listing courtesy of RE/MAX SELECT REALTY.

1920 Harcum Way, South Side
$297,000
3 Beds ⋅ 2 Baths
Finding a property in the Southside that gives you actual living space and privacy can be a challenge. This three-bedroom, two-bathroom home sits on a lower-traffic one-way street, keeping you incredibly close to the restaurants and retail on East Carson Street without the constant noise right outside your front door. The main floor features tall ceilings and original flooring, currently protected by foam mats but fully intact underneath. A decorative fireplace with exposed brick anchors the front room, giving you the flexibility to use it as a large dining space or a main living room. In the back, the kitchen provides solid counter space with black Formica, a double-bowl sink, and a gas stove. From the kitchen, step straight out into a private, poured-concrete courtyard. Because it backs up directly to a neighboring building, you get total privacy from the alley behind the house. Upstairs, the two main bedrooms connect through a shared Jack-and-Jill bathroom equipped with a full tub and tile surround. If you work from home, the finished third floor is completely separated from the lower levels. It features angled ceilings, recessed lighting, and dormer storage, making it a quiet office or an extra bedroom. The unfinished basement has a poured concrete floor and a concrete-sealed stone foundation for dry storage. You also get the benefit of a first-floor laundry setup and a second full bathroom with a standup shower on the main level. Major mechanical updates include a new central AC system, replacement vinyl windows, new light fixtures, and a newer water heater. Search for "1920 Harcum Way" on YouTube for a full 15+ minute guided walkthrough video tour.

1920 Harcum Way, South Side

Listing courtesy of RIVER POINT REALTY, LLC.

127 S 13th St., South Side
$479,000
3 Beds ⋅ 4 Baths
Modern design, serious space, and outdoor living on nearly every level make 127 South 13th Street stand out. This contemporary city home offers 3 bedrooms, 3.5 bathrooms, an two-car tandem garage, four levels of living space, and multiple private outdoor areas, including a rooftop balcony with Downtown Pittsburgh views. The main living level is open, bright, and exceptionally spacious, with high ceilings and ample space to create distinct living and dining areas without sacrificing the open feel. There’s space to settle in for a movie night, have friends over, or host dinner parties. The kitchen features cream cabinetry, dark granite countertops, stainless steel appliances, a gas range, generous island seating, and plenty of workspace. Sliding glass doors connect the kitchen directly to a private deck, giving you an easy outdoor option for dinner, drinks, or hanging out with friends. A powder room completes this level. Upstairs, there are two private bedroom suites, each with its own full bathroom and generous closet space. One of the suites includes a tiled shower and private balcony, while the other features a tiled tub and shower. A dedicated laundry center conveniently positioned between the two bedrooms is a smart addition to the layout. The top level gives you even more flexibility. This floor would make a spectacular primary suite complete with a full bathroom and private rooftop balcony overlooking the Pittsburgh city skyline! Or this floor could double as a bonus flex room perfect for gaming, movies, a home office and more! And outdoor space isn't limited to the rooftop. This home includes a covered rear patio, second-floor deck, third-floor balcony, and rooftop balcony, giving you a different place to enjoy depending on the day. The rooftop is likely to be the one friends remember, with the Pittsburgh downtown view in the background and plenty of reason to stay outside after the sun goes down. The location puts you just a few blocks from East Carson Street and close to the restaurants, coffee shops, breweries, and nightlife that make the South Side such an active part of the city. Grab coffee at Big Dog Coffee or Delanie’s Coffee, dinner at Carmella’s Plates & Pints, or head to Carson Street to meet friends. Downtown Pittsburgh, the Strip District, Oakland’s universities, and major medical campuses are all within an easy commute. Photos are virtually staged.

127 S 13th St., South Side

Listing courtesy of RE/MAX SELECT REALTY.

1711 Wharton Street, South Side
$359,500
2 Beds ⋅ 2 Baths
This wonderful, move-in ready, end unit town home in the South Shore Place community in the Southside Flats features an open concept and has had many custom quality improvements completed since the sellers purchased it in 2020. Improvements include extensive kitchen renovation was completed in 2021. Half wall was partially removed to allow easier access, custom maple cabinets with soft close cabinet drawers and doors, beautiful quartz countertops, under cabinet lighting, tile backsplash, new Whirlpool stainless steel refrigerator, electric stove with convection oven feature, microwave, dishwasher, brushed chrome faucet, and updated light fixtures. Upstairs the dated bathroom tub was removed and replaced with a spacious walk-in shower enclosure in 2024. Carpeting on the stairs, upstairs hallway and bedrooms was replaced in 2022. The entire interior was repainted with neutral colors in 2022. The living room ceiling fan was replaced and a ceiling fan added to the second bedroom. A custom window treatment was created for the sliding glass door. Maytag washer and dryer were installed in 2021 and a new gas water heater was added in 2024. Both occupy the unfinished basement utility room which has added potential. Well maintained pluses include beautiful floors in the dining and living room areas, a main floor powder room, bedrooms with vaulted ceilings with plenty of closet space. There is a spacious deck off of the living room and a basement level integral garage. There is much to like about this home especially with its proximity to restaurants, shopping and ample public transportation to both Downtown and the Oakland neighborhood. The HOA fee includes landscaping and snow removal as well as periodic window washing and exterior maintenance/repair/replacement including driveways, roof and rear deck.

1711 Wharton Street, South Side

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

5 Saint Thomas St, South Side
$130,000
3 Beds ⋅ 2 Baths
Recently updated single family home on the South Side slopes that's as unique as the neighborhood it sits in. New flooring and paint breathe new life into a classic home looking to make a comeback like John Travolta in Pulp fiction. The top level of the home has two bedrooms , a full bath and a main floor laundry area so you can clean up while waiting for "The Wolf" to arrive . The bottom level of the home includes another kitchen, full bath and a living space large enough to practice for that Jack Rabbit slims dance contest. Outback you’ll find a beautiful green space with an additional area for storage or even off street parking.

5 Saint Thomas St, South Side

Listing courtesy of CARLSON & ASSOCIATES, INC..

2303 Sarah St, South Side
$187,900
4 Beds ⋅ 2 Baths
Welcome to 2303 Sarah St in Pittsburgh’s South Side! This 4-bedroom, 2-full-bath brick home offers a solid foundation for its next owner along with an exciting value-add opportunity. A standout feature for the area is the gated off-street parking in the rear—an added convenience in an area where street parking can be at a premium. Inside, the main level offers a spacious living room highlighted by a fireplace & mantle, a separate dining room, and a kitchen featuring solid wood cabinetry with plenty of storage. Toward the rear of the home, the layout continues with an additional living area, providing flexible space for a family room, sitting area, home office or more. A main-level bedroom, full bath & dedicated laundry room add even more functionality and convenience to the floor plan. Upstairs, you’ll find additional bedrooms along with the second full bath featuring a soaker tub. The unfinished basement provides plenty of room for storage and houses the good-working furnace along with a newer hot water heater. Additional improvements include a newer rear flat roof. Out back, enjoy a patio & deck area with room for outdoor seating, grilling & entertaining. A rear gate opens to the valuable off-street parking area, a great feature to have in the South Side. Located near the restaurants, coffee shops, shopping & entertainment of E Carson St and SouthSide Works, with convenient access to Downtown, Oakland, area universities, hospitals & major Pittsburgh destinations. With 4 bedrooms, 2 full baths, multiple living areas, main-level laundry, brick construction, outdoor space & off-street parking, 2303 Sarah St offers a versatile layout and plenty of value-add potential for its next owner.

2303 Sarah St, South Side

Listing courtesy of JANUS REALTY ADVISORS.

15 S 14th Street, South Side
$599,900
Multi-family triplex on the market for the first time. Situated in a prime location on Pittsburgh's historic south side flats, the property features three 1-bedroom, 1-bath units plus a large freestanding garage with 6 individual enclosed bays. Two spacious apartments on fl1 & fl2 respectively, are currently rented with a third unit fl3, awaiting your new tenant or owner-occupied option. All 6 garages are fully rented. An unexpected and lovely feature is the large, fenced-in, private garden courtyard. Solid building with laundry (one washer, one dryer) in basement. Newer gas boiler heat throughout building; tenants are able to adjust their own heat. Proforma rents, along with tax assessment following purchase, would provide a 4.8% cap rate. Improved rents beyond proforma rate is a definite possibility with some building updates.

15 S 14th Street, South Side

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

186 S 16th St, South Side
$275,000
2 Beds ⋅ 2 Baths
Tucked away on a dead-end street in Pittsburgh's South Side Flats, 186 S. 16th Street offers the best of city living with the added bonus of being just moments from the neighborhood's restaurants, shops, and nightlife. Step inside to a bright, airy living room where natural light fills the space, and luxury vinyl plank flooring gives a clean, modern feel. A conveniently added main-level powder room is another feature that's always appreciated in city homes. Continue into the dining room, perfect for everyday meals or hosting friends, before making your way into the thoughtfully designed kitchen with abundant cabinetry. This home has been exceptionally well maintained, with practical upgrades that make ownership even easier. De-icing cables have been installed along the roof to help prevent ice dams during Pittsburgh winters, while heat tape protects the kitchen plumbing during colder months, providing an extra layer of peace of mind. Thoughtful owner storage with secure locking access also allows personal belongings, supplies, or maintenance items to remain safely stored, making the property especially well suited for a primary residence, second home, or short-term rental. Upstairs, you'll find an oversized primary bedroom that offers plenty of space to unwind, along with a generously sized full bathroom that's larger than what you typically find in similar city homes. The second-floor laundry adds everyday convenience exactly where you need it. Continue to the third floor and discover a spacious second bedroom tucked beneath the roofline. Whether used as a guest room, home office, creative studio, or private retreat, the possibilities are endless. Out back, escape to your own secluded patio, an inviting outdoor space that's perfect for morning coffee, summer evenings, or relaxing after exploring everything the South Side has to offer. Whether you're searching for a full-time residence, a Pittsburgh getaway, or a turnkey investment, this fully furnished home combines timeless charm, modern convenience, and an unbeatable South Side Flats location with easy access to Downtown Pittsburgh, Oakland, major hospitals, universities, and the city's trail system. Having operated as a successful Airbnb while also serving as a part-time personal residence, the home has been cared for with both guests and long-term ownership in mind. From its thoughtful improvements to its proven versatility, 186 S. 16th Street is ready for its next chapter.

186 S 16th St, South Side

Listing courtesy of RE/MAX INFINITY.

1917 Mary, South Side
$297,500
3 Beds ⋅ 2 Baths
Postcard perfect house, striking curb appeal. Hardwood floors are immaculate. Comfortable Living Room blends into larger, inviting Dining wood that includes a hidden washer dryer combo behind sliding wood doors to your right and an entertainment area to the left with a refreshment cooler. Wonderful, bright updated kitchen is the crossroads to the courtyard or down the hall to the main floor full bathroom. At the end is a catchall room that can be used as an office or for when your childhood friend shows up one night unannounced. The Second floor has two simply marvelous bedrooms, each with ample closet space. Second Floor Full bath is beyond expectations and will almost make you happy to get up at 6am to start your day. Ok, almost glad. The third-floor bedroom is a royal getaway where one can sprawl out and pretend only you and Hobbs exist. All bedrooms have window a/c units for superb climate control. They are currently in storage Enclosed, private courtyard cherry on top

1917 Mary, South Side

Listing courtesy of CARLSON & ASSOCIATES, INC..

6 Holt St, South Side
$299,900
3 Beds ⋅ 3 Baths
Some homes have a city view. This one makes it part of everyday life. From its elevated South Side setting, 6 Holt Street captures sweeping views of the Pittsburgh skyline from every floor, with three decks offering a different place to enjoy the scenery throughout the day. Inside, approximately 2,280 square feet of living space provides room to spread out. The three-bedroom, three-bath floor plan features generously sized rooms, abundant natural light and multiple living areas that can evolve with your needs. New bamboo flooring brings warmth to the kitchen level, while fresh paint and new carpeting create a comfortable, welcoming feel throughout the home. Whether gathering with friends, working from home or unwinding above the city, the flexible multilevel layout offers plenty of possibilities. Its configuration may even present an opportunity for duplex conversion, subject to zoning and municipal approval. A metal shingle roof with a lifetime guarantee adds lasting value to a home designed to be enjoyed for years to come. Located just minutes from East Carson Street and the dining, shopping and entertainment of the South Side, 6 Holt Street offers something increasingly difficult to find: remarkable space, genuine versatility and a Pittsburgh view that is unmatched!

6 Holt St, South Side

Listing courtesy of LIFESPACE REAL ESTATE.

49 Holt St, South Side
$220,000
2 Beds ⋅ 2 Baths
Enjoy exceptional views of Downtown Pittsburgh from this unique South Side Slopes home, featuring a rear porch and spacious backyard with plenty of potential to create your own outdoor retreat. Tucked away on a quiet street, 49 Holt Street offers a peaceful setting just minutes from the energy and amenities of the South Side. The lower level features the kitchen and full bath, while the main level—accessible directly from Holt Street—offers a comfortable living room and bedroom. An additional bedroom occupies the upper level. Enjoy convenient access to Ascend, Velum Fermentation, The Brew House, REI, La Palapa, Dish Osteria, Club Café, the Three Rivers Heritage Trail, and countless South Side restaurants, shops, and entertainment options. A great opportunity to add your personal touch to a home with character, outdoor space, and impressive Pittsburgh skyline views.

49 Holt St, South Side

Listing courtesy of MILESTONE REALTY.

114 S 16th St, South Side
$160,000
4 Beds ⋅ 3 Baths
Welcome home! This move-in-ready property is ready for its new owner and offers comfortable living with a functional layout and inviting spaces throughout. Enjoy the convenience of being close to shopping, restaurants, entertainment, parks, and major commuter routes while having nothing to do but move in. Whether you're looking for your first home, your next home, or a turnkey investment, this property is one you won't want to miss. Schedule your showing today!

114 S 16th St, South Side

Listing courtesy of KELLER WILLIAMS REALTY.

67 S 17th St, South Side
$179,900
4 Beds ⋅ 1 Baths
At the center of it all in the heart of the South Side Flats with close proximity to the city and universities, shops and restaurants along East Carson St. Flexible floorplan and generous room sizes with four spacious bedrooms and a den. Galley style kitchen with stainless steel appliances and granite countertops. The private courtyard patio is ideal for entertaining or unwinding at the end of the day. Located on the quieter northern side of East Carson Street, you’re just 0.2 miles from the riverfront and Heritage Trail, and just about equal distance from South Side shopping and dining options in the opposite direction, and only1 mile from Downtown Pittsburgh. A great opportunity for buyers looking for an affordable home of their own or to invest in a property with strong potential.

67 S 17th St, South Side

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

18 S 13th St, South Side
$244,999
3 Beds ⋅ 1 Baths
Experience turnkey city living in this updated Pittsburgh townhome located on the historic South Side! Designed for modern comfort, the bright interior features updated hardwood-style flooring, fresh carpet, and a fully renovated full bathroom. The the remodeled chef’s kitchen is complete with premier cabinetry, modern appliances, upgraded countertops, updated electrical, and rich wood floors — ideal for hosting and entertaining. Major exterior peace of mind comes built-in with a complete roof replacement in 2024. Rare for urban living, the fully fenced private backyard oasis offers a quiet retreat for outdoor dining, gardening, or an easy pet-friendly run. Ranked a top-10 Pittsburgh neighborhood by Pittsburgh Planner, this prime location boasts a 90+ Walk Score with immediate access to East Carson Street dining, SouthSide Works, riverfront trail networks, and a quick commute to Downtown Pittsburgh, Oakland, and major universities. Perfect as a primary residence or low-maintenance urban home. Schedule your private tour of this South Side Pittsburgh home today!

18 S 13th St, South Side

Listing courtesy of NEXTHOME PPM REALTY.

49 Sterling St, South Side
$204,900
Marvelously diverse room configuration makes this home truly something for everyone. First floor is a fairly reasonable setup where to the left of your greeting area is a nicely, bright living room that flows into a traditional Dining Room, trust me you will use it as such unless you subsist on delivery pizza and stand by the sink cereal. Kitchen is a well thought out area for all things from meal preparation to beer run. Going upstairs at the landing you can choose the fantastic bathroom with all things that comprise a full bath, or either of the two second floor bedrooms that are joined by door so you could enlarge the two into am actual sweet suite with a sitting room or home office with a view on either end. Next you will enter the powder room at the end of the hall, and Gadzooks!?! stairs that take you to yet another bedroom that is huge and has both its own heating and cooling systems. This gives you almost a suite since you essentially have a private powder room. Showers are so passe' anyhow. Don't need another bedroom? Now you have multi seasonal storage to make your wardrobe changes so much easier to match the weather moods of Pittsburgh. I know each June when I have to switch from long sleeved t-shirts to my Summer Concert based t-shirts it wastes a good fifteen, twenty minutes. Now let's head back to the Dining Room where we descend into the lower level with its own set of surprises and wonder. This is in fact a five-story home where everything floor is used fully with little wasted space, except maybe the laundry room could use something a little brighter and less laundry room looking. On the floor you have another full bedroom and, you will love this, another full bath. If you work it right and must live with other humans, you could slide in and out of this floor from a side door and never see then except if they do laundry. I remember my one college roommate, went the whole semester and never saw him near a washer or dryer. Anyway, you still are not done because there is still another floor that takes you to, and I am not exagerating, a gorgeous Game Room with its own access to the lower level of the two story deck.

49 Sterling St, South Side

Listing courtesy of CARLSON & ASSOCIATES, INC..

1908 S 18th St, South Side
$175,000
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 hardwood flooring flows throughout the main living areas, providing both durability and a contemporary look.The ductless mini split system provides heat and air conditioning for 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..

2250 Mary Street Unit 214, South Side
$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.

98 S 19th St, South Side
$315,000
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, while a new roof and siding promise to help keep your capex low! 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.

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