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Looking for a smart way to make homeownership work harder for you? This beautifully renovated Highland Park duplex offers the opportunity to live in one unit while generating rental income from the other. With two updated 2-bedroom, 1-bath units, separate gas and electric utilities, individual HVAC systems with central air, and extensive recent improvements, much of the heavy lifting has already been done. Both units feature remodeled kitchens and baths, quartz countertops, stainless steel appliances, dishwashers, built-in microwaves, LVP flooring, fresh paint and approximately 90% replacement windows. A shared laundry area is located in the basement. Unit 1 offers a living room, kitchen, full bath and bedroom on the main level, with a second bedroom upstairs for added separation and flexibility. A private rear deck provides its own outdoor space. Unit 2 features two bedrooms plus a versatile bonus room that could serve as an office, exercise room, storage or flex space. Both units also have access to the shared backyard and patio with solar string lighting. Major improvements include a new roof (2024), two HVAC systems with central air (2024), hot water tanks (2019 & 2020), renovated kitchens and baths, new electrical panels for each unit plus a third panel for common areas, updated flooring and paint, exterior painting and shared basement laundry. Located in Highland Park with public transit less than two blocks away, 5421 Wellesley offers convenient access to Highland Park, the Pittsburgh Zoo & Aquarium and Bryant Street dining and shops. Bakery Square, East Liberty, Shadyside and Lawrenceville are nearby, along with Carnegie Mellon University, the University of Pittsburgh, UPMC Children’s Hospital, West Penn Hospital and UPMC Shadyside. Whether you're considering an owner-occupied duplex or adding a well-improved property to your investment portfolio, 5421 Wellesley offers flexibility, separate utilities and two renovated units in a convenient East End location.

2 Beds ⋅ 1 Baths

Looking for a smart way to make homeownership work harder for you? This beautifully renovated Highland Park duplex offers the opportunity to live in one unit while generating rental income from the other. With two updated 2-bedroom, 1-bath units, separate gas and electric utilities, individual HVAC systems with central air, and extensive recent improvements, much of the heavy lifting has already been done. Both units feature remodeled kitchens and baths, quartz countertops, stainless steel appliances, dishwashers, built-in microwaves, LVP flooring, fresh paint and approximately 90% replacement windows. A shared laundry area is located in the basement. Unit 1 offers a living room, kitchen, full bath and bedroom on the main level, with a second bedroom upstairs for added separation and flexibility. A private rear deck provides its own outdoor space. Unit 2 features two bedrooms plus a versatile bonus room that could serve as an office, exercise room, storage or flex space. Both units also have access to the shared backyard and patio with solar string lighting. Major improvements include a new roof (2024), two HVAC systems with central air (2024), hot water tanks (2019 & 2020), renovated kitchens and baths, new electrical panels for each unit plus a third panel for common areas, updated flooring and paint, exterior painting and shared basement laundry. Located in Highland Park with public transit less than two blocks away, 5421 Wellesley offers convenient access to Highland Park, the Pittsburgh Zoo & Aquarium and Bryant Street dining and shops. Bakery Square, East Liberty, Shadyside and Lawrenceville are nearby, along with Carnegie Mellon University, the University of Pittsburgh, UPMC Children’s Hospital, West Penn Hospital and UPMC Shadyside. Whether you're considering an owner-occupied duplex or adding a well-improved property to your investment portfolio, 5421 Wellesley offers flexibility, separate utilities and two renovated units in a convenient East End location.

5421 Wellesley Ave, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

1129 N Saint Clair Street, Highland Park

$350,000

This three-unit property in Pittsburgh’s Highland Park neighborhood offers a versatile mix of units. The first-floor unit includes two bedrooms, a full bath, a living room, and a kitchen, plus finished basement space with a second kitchen, powder room, ceramic tile floor game room/bedroom, a 90% efficient furnace, a gas hot water tank, and direct backyard access. The second-floor unit offers two bedrooms, a full bath, living room, and kitchen. The third-floor unit includes one bedroom, a full bath, living room, and kitchen, creating a flexible mix of unit sizes for an income-producing property. Separate entrances provide added privacy, with the first floor having its own entrance and the upper units accessed separately. Outside, enjoy a spacious backyard with a storage shed, plus a welcoming front porch finished with Nature Stone flooring. A newer roof adds another important update. Located close to the shops, dining, parks, and amenities that make Highland Park such a desirable Pittsburgh neighborhood, this property offers both location and income potential for an owner/occupant or investor looking to add a multi-unit property to their portfolio.

1129 N Saint Clair Street, Highland Park

Listing courtesy of RE/MAX HOME CENTER.

$400,000

Turnkey cash flowing Highland Park duplex in a prime East End location with major renovations already completed! The property offers two spacious 2-bedroom, 1-bath units with separate gas and electric utilities, individual hot water tanks, and separate HVAC systems with central air. Both units have completely gutted and remodeled with new kitchens and baths, quartz countertops, stainless steel appliances, dishwashers, built-in microwaves, LVP flooring, fresh paint, and approximately 90% replacement windows. A shared laundry area has also been added in the basement. Unit 1 offers a living room, kitchen, full bath and bedroom on the main level, with a second bedroom upstairs—providing added separation and flexibility. This unit also features its own private rear deck. Unit 2 offers two bedrooms plus a versatile bonus room ideal for an office, storage, exercise space or other uses. Outside, tenants have access to the shared backyard and patio with solar string lighting. Ample on-street parking is available with no residential parking permit currently required. Major improvements include a new roof (2024), two HVAC systems with central air (2024), two hot water tanks (2019 & 2020), approximately 90% replacement windows, renovated kitchens and baths, new electrical panels for each unit plus a third panel dedicated to common areas, updated flooring and paint throughout, exterior painting, shared basement laundry and a backyard patio. With public transit less than two blocks away, 5421 Wellesley offers convenient access to Highland Park, the Pittsburgh Zoo & Aquarium, and Bryant Street dining and shops. Bakery Square, East Liberty, Shadyside and Lawrenceville are nearby, along with Carnegie Mellon University, the University of Pittsburgh, UPMC Children's Hospital, West Penn Hospital and UPMC Shadyside. With extensive renovations already completed, separate utilities, individual HVAC systems and two updated units, 5421 Wellesley Ave offers an opportunity to add a well-improved property in a prime East End location to an investment portfolio.

5421 Wellesley Ave, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$549,900

Must See! Heart of Highland Park on a beautiful tree lined street! This grand home is conveniently located near local shopping w easy access to anywhere in the city. Endless charm and character- incredibly restored both modern and chic! Kitchen tastefully designed with shaker cabs, quartz ctops, and ss appliances. Full baths with beautifully tiled surrounds! 1st Floor: Entry, Living, Dining, Kitchen, and Half Bath. 2nd Floor: Master Bedroom w En Suite Full Bath, 2 Additional Bedrooms, and Full Bath. 3rd Floor: Massive Bedroom. Basement: Game Room, Office Space, Full Bath, Laundry, and Plenty of Storage. Great sized covered front and back porches for your morning coffee- peace and quiet at its finest! Front patio and level rear yard for cookouts and gatherings. 2 Car Integral Garage! Spacious with an open/flexible layout- ideal for entertaining, children, or pets. Move right in and make this house your home!

4 Beds ⋅ 4 Baths

Must See! Heart of Highland Park on a beautiful tree lined street! This grand home is conveniently located near local shopping w easy access to anywhere in the city. Endless charm and character- incredibly restored both modern and chic! Kitchen tastefully designed with shaker cabs, quartz ctops, and ss appliances. Full baths with beautifully tiled surrounds! 1st Floor: Entry, Living, Dining, Kitchen, and Half Bath. 2nd Floor: Master Bedroom w En Suite Full Bath, 2 Additional Bedrooms, and Full Bath. 3rd Floor: Massive Bedroom. Basement: Game Room, Office Space, Full Bath, Laundry, and Plenty of Storage. Great sized covered front and back porches for your morning coffee- peace and quiet at its finest! Front patio and level rear yard for cookouts and gatherings. 2 Car Integral Garage! Spacious with an open/flexible layout- ideal for entertaining, children, or pets. Move right in and make this house your home!

6517 Stanton, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$479,900

HUGE HOME WITH 3 CAR GARAGE + OFF STREET PARKING IN HIGHLAND PARK. This distinctive Tudor Revival home puts some of Pittsburgh’s most desirable East End destinations within minutes. Offering seven bedrooms, three levels of living space, incredible architectural character, substantial updates and an extraordinary amount of parking for a city property, this home delivers space, versatility and charm that is increasingly difficult to find. A renovated covered front porch welcomes you into a spacious entryway filled with period details. The main level begins with a generous living room followed by a formal dining room. Continue into the kitchen, which opens to an oversized eat-in dining area with room for a full-size table, creating an ideal everyday gathering space. Recessed lighting enhances the kitchen and dining areas, while custom finishes and several of the home’s seven fireplaces add tremendous character. A distinctive double-sided fireplace connects the kitchen and eat-in dining area, newer windows are found throughout, and a convenient half bathroom completes the main level. Step from the kitchen onto a covered rear porch that leads to the expansive deck. Step down to a small fenced yard area with opportunity for landscaping, gardens or outdoor use. A separate gazebo provides another covered entertaining space and is complemented by a slate patio, giving the backyard multiple areas to relax and gather. The second floor offers four bedrooms, a full bathroom and an approximately 6x5 room currently used as a large closet. Continue to the third floor where three additional bedrooms and another full bathroom provide flexibility for bedrooms, guest rooms, home offices, fitness space or other uses. The basement adds functionality with a 17x10 partially finished room that could serve as a game room, recreation area, home gym or office, along with substantial unfinished storage space. One of the property’s most exceptional features is its parking. Rare off-street parking is available at the front of the home, while the rear features a massive three-car detached garage with new garage doors and automatic openers. Whether you need vehicle storage, workshop space, room for hobbies or simply more parking than is typically available in the city, this setup is extremely difficult to replicate. The home has benefited from substantial improvements over the years. The roof and gutters on both the house and garage were replaced in 2020, the sewer line was lined in 2020, and new electrical lines were installed to the second and third floors in 2020. Additional updates include a hot water tank installed in 2021, Amana furnace and AC installed in 2025, 150-amp electrical service, a new second-floor electrical panel installed in 2026 and a new water supply line installed in 2026. Central air serves much of the home, with window A/C units included for supplemental cooling on the third floor. Extensive 2026 improvements also include repointing of the house and garage, gutter sealing and cleaning, replacement of one downspout, renovation of the front porch, exterior painting, three new garage doors with automatic openers, carpet cleaning and professional cleaning throughout. UPMC Children’s Hospital of Pittsburgh is just a short drive away, while Highland Park, East Liberty’s business district, Bakery Square, Shadyside, Lawrenceville, Bloomfield and Friendship are all conveniently accessible. Enjoy nearby restaurants, coffee shops, grocery stores, shopping and entertainment, along with Highland Park and Mellon Park for green space, recreation and outdoor activities. Downtown Pittsburgh is approximately 10 to 15 minutes away under typical driving conditions, with convenient access to Penn Avenue, North Negley Avenue, Baum Boulevard, Fifth Avenue, Route 28 and I-376. Pittsburgh Regional Transit’s East Busway connects throughout the East End & Downtown, while Pittsburgh International Airport is approximately 21 miles away.

7 Beds ⋅ 4 Baths

HUGE HOME WITH 3 CAR GARAGE + OFF STREET PARKING IN HIGHLAND PARK. This distinctive Tudor Revival home puts some of Pittsburgh’s most desirable East End destinations within minutes. Offering seven bedrooms, three levels of living space, incredible architectural character, substantial updates and an extraordinary amount of parking for a city property, this home delivers space, versatility and charm that is increasingly difficult to find. A renovated covered front porch welcomes you into a spacious entryway filled with period details. The main level begins with a generous living room followed by a formal dining room. Continue into the kitchen, which opens to an oversized eat-in dining area with room for a full-size table, creating an ideal everyday gathering space. Recessed lighting enhances the kitchen and dining areas, while custom finishes and several of the home’s seven fireplaces add tremendous character. A distinctive double-sided fireplace connects the kitchen and eat-in dining area, newer windows are found throughout, and a convenient half bathroom completes the main level. Step from the kitchen onto a covered rear porch that leads to the expansive deck. Step down to a small fenced yard area with opportunity for landscaping, gardens or outdoor use. A separate gazebo provides another covered entertaining space and is complemented by a slate patio, giving the backyard multiple areas to relax and gather. The second floor offers four bedrooms, a full bathroom and an approximately 6x5 room currently used as a large closet. Continue to the third floor where three additional bedrooms and another full bathroom provide flexibility for bedrooms, guest rooms, home offices, fitness space or other uses. The basement adds functionality with a 17x10 partially finished room that could serve as a game room, recreation area, home gym or office, along with substantial unfinished storage space. One of the property’s most exceptional features is its parking. Rare off-street parking is available at the front of the home, while the rear features a massive three-car detached garage with new garage doors and automatic openers. Whether you need vehicle storage, workshop space, room for hobbies or simply more parking than is typically available in the city, this setup is extremely difficult to replicate. The home has benefited from substantial improvements over the years. The roof and gutters on both the house and garage were replaced in 2020, the sewer line was lined in 2020, and new electrical lines were installed to the second and third floors in 2020. Additional updates include a hot water tank installed in 2021, Amana furnace and AC installed in 2025, 150-amp electrical service, a new second-floor electrical panel installed in 2026 and a new water supply line installed in 2026. Central air serves much of the home, with window A/C units included for supplemental cooling on the third floor. Extensive 2026 improvements also include repointing of the house and garage, gutter sealing and cleaning, replacement of one downspout, renovation of the front porch, exterior painting, three new garage doors with automatic openers, carpet cleaning and professional cleaning throughout. UPMC Children’s Hospital of Pittsburgh is just a short drive away, while Highland Park, East Liberty’s business district, Bakery Square, Shadyside, Lawrenceville, Bloomfield and Friendship are all conveniently accessible. Enjoy nearby restaurants, coffee shops, grocery stores, shopping and entertainment, along with Highland Park and Mellon Park for green space, recreation and outdoor activities. Downtown Pittsburgh is approximately 10 to 15 minutes away under typical driving conditions, with convenient access to Penn Avenue, North Negley Avenue, Baum Boulevard, Fifth Avenue, Route 28 and I-376. Pittsburgh Regional Transit’s East Busway connects throughout the East End & Downtown, while Pittsburgh International Airport is approximately 21 miles away.

5459 Hays Street, Highland Park

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$575,000

Welcome to 6336 Stanton Ave, a thoughtfully renovated Highland Park home offering modern design, flexible living space, and extensive updates throughout. The main level features a bright, open layout with a spacious living room, beautifully finished kitchen with a large center island, dedicated dining area, and convenient powder room. Warm wood tones, statement lighting, exposed brick, and carefully selected finishes add character throughout the home. The second floor includes an ensuite bedroom with a private full bath, two additional bedrooms, and a second full bathroom. The third floor offers another private ensuite with its own full bath, creating an ideal primary retreat, guest suite, home office, or additional flexible living space. The renovation extends well beyond the finishes. Major improvements include a new roof, furnace, central air, water heater, interior and exterior sewer line, water service line, gas line, electrical panel, updated electrical and plumbing, new HVAC ductwork, and extensive cosmetic updates throughout. Outside, the home offers a covered front porch, off-street parking, and a spacious backyard. With four bedrooms, three full baths, one powder room, two ensuite options, and major updates from top to bottom, 6336 Stanton combines modern finishes, functional living space, and classic character in a convenient Highland Park location.

4 Beds ⋅ 4 Baths

Welcome to 6336 Stanton Ave, a thoughtfully renovated Highland Park home offering modern design, flexible living space, and extensive updates throughout. The main level features a bright, open layout with a spacious living room, beautifully finished kitchen with a large center island, dedicated dining area, and convenient powder room. Warm wood tones, statement lighting, exposed brick, and carefully selected finishes add character throughout the home. The second floor includes an ensuite bedroom with a private full bath, two additional bedrooms, and a second full bathroom. The third floor offers another private ensuite with its own full bath, creating an ideal primary retreat, guest suite, home office, or additional flexible living space. The renovation extends well beyond the finishes. Major improvements include a new roof, furnace, central air, water heater, interior and exterior sewer line, water service line, gas line, electrical panel, updated electrical and plumbing, new HVAC ductwork, and extensive cosmetic updates throughout. Outside, the home offers a covered front porch, off-street parking, and a spacious backyard. With four bedrooms, three full baths, one powder room, two ensuite options, and major updates from top to bottom, 6336 Stanton combines modern finishes, functional living space, and classic character in a convenient Highland Park location.

6336 Stanton Ave, Highland Park

Listing courtesy of DEACON & HOOVER REAL ESTATE ADVISORS LLC.

$479,500

Outstanding investment opportunity in the heart of Highland Park! This well-maintained duplex offers strong, stable rental income in one of Pittsburgh's most desirable neighborhoods. Major capital improvements have already been completed, including a new roof, updated electrical system, updated HVAC with central air, and replacement windows, providing peace of mind and minimizing future maintenance expenses. Ideally located just minutes from Bryant Street, the Pittsburgh Zoo & Aquarium, Bakery Square, East Liberty, Shadyside, universities, hospitals, and downtown Pittsburgh, the property offers convenient access to parks, shopping, dining, and public transportation. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, 1367 Cordova Rd is a turnkey opportunity in a premier East End location.

1367 Cordova Rd, Highland Park

Listing courtesy of THE GREENE REALTY GROUP.

$449,000

3-unit building with separate gas and electric for all units. Currently fully rented. 1st floor is 1-bedroom with living room, spacious kitchen with access to level rear yard, full bath and central air. 2nd floor is 2 bedrooms, living room, kitchen, full bath, access to rear fire escape and central air. 3rd floor is one bedroom, living room, kitchen and access to rear fire escape. Updates include furnaces, hot water tanks, electric panel boxes including a house electric panel box. Property needs some exterior & interior paint. Third floor tenant is leaving at the end of August.

5428 Stanton Avenue, Highland Park

Listing courtesy of NEIGHBORHOOD REALTY SERVICES.

$549,900

Discover exceptional space, sophisticated style, and modern comfort in this beautifully restored East Liberty residence, ideally positioned along a picturesque, tree-lined street. Thoughtfully updated while honoring its original character, this impressive home offers the perfect balance of timeless Pittsburgh architecture and contemporary design, just minutes from popular restaurants, shopping, entertainment, hospitals, universities, and downtown. Inside, natural light fills the expansive open-concept living spaces, creating an inviting atmosphere for both everyday life and effortless entertaining. At the heart of the home, the beautifully designed kitchen features timeless cabinetry, striking quartz waterfall countertops, stainless steel appliances, and generous workspace for cooking, dining, and gathering. Three fully renovated bathrooms showcase distinctive designer tile and stylish finishes. The luxurious primary bath feels like a private retreat, complete with an oversized tiled walk-in shower and a relaxing soaking tub. With six generously sized bedrooms across the second and third floors, the versatile layout easily accommodates family, guests, remote work, fitness, or creative space. The main level includes welcoming living and dining areas, the chef-inspired kitchen, and a convenient full bath. Three spacious bedrooms and another updated full bath occupy the second floor, while the third floor offers three additional bedrooms and a third full bath. An unfinished basement provides plenty of room for storage. Outdoor living is equally inviting. Sip your morning coffee on the covered front porch, relax on the rear porch, or entertain in the fenced backyard. Enclosed front and rear yards offer room for children, pets, gardening, and summer gatherings, while valuable off-street parking adds everyday convenience. Move-in ready and remarkably spacious, this distinctive East Liberty home delivers designer finishes, flexible living space, and a location that keeps the best of Pittsburgh within easy reach.

6 Beds ⋅ 3 Baths

Discover exceptional space, sophisticated style, and modern comfort in this beautifully restored East Liberty residence, ideally positioned along a picturesque, tree-lined street. Thoughtfully updated while honoring its original character, this impressive home offers the perfect balance of timeless Pittsburgh architecture and contemporary design, just minutes from popular restaurants, shopping, entertainment, hospitals, universities, and downtown. Inside, natural light fills the expansive open-concept living spaces, creating an inviting atmosphere for both everyday life and effortless entertaining. At the heart of the home, the beautifully designed kitchen features timeless cabinetry, striking quartz waterfall countertops, stainless steel appliances, and generous workspace for cooking, dining, and gathering. Three fully renovated bathrooms showcase distinctive designer tile and stylish finishes. The luxurious primary bath feels like a private retreat, complete with an oversized tiled walk-in shower and a relaxing soaking tub. With six generously sized bedrooms across the second and third floors, the versatile layout easily accommodates family, guests, remote work, fitness, or creative space. The main level includes welcoming living and dining areas, the chef-inspired kitchen, and a convenient full bath. Three spacious bedrooms and another updated full bath occupy the second floor, while the third floor offers three additional bedrooms and a third full bath. An unfinished basement provides plenty of room for storage. Outdoor living is equally inviting. Sip your morning coffee on the covered front porch, relax on the rear porch, or entertain in the fenced backyard. Enclosed front and rear yards offer room for children, pets, gardening, and summer gatherings, while valuable off-street parking adds everyday convenience. Move-in ready and remarkably spacious, this distinctive East Liberty home delivers designer finishes, flexible living space, and a location that keeps the best of Pittsburgh within easy reach.

731 Mellon St, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

943 N Negley Avenue Unit 4, Highland Park

$319,000

Absolutely charming and truly one-of-a-kind, this delightful Highland Park Cottage Style Carriage Home offers the perfect blend of character, comfort, and low-maintenance living in one of Pittsburgh’s most beloved neighborhoods. Tucked into a highly desirable Highland Park setting, this former carriage house lives with a warm cottage feel and offers a rare opportunity for buyers seeking something unique, inviting, and easy to love. The main level features one bright, open living space that is ideal for today’s lifestyle, with room for both a comfortable living area and dining space. The open kitchen includes a new stainless-steel refrigerator, a microwave, and a disposal, and connects easily to the main gathering area, creating a smart and efficient layout. Tons of windows fill the home with natural light, giving the space an airy, cheerful feel throughout the day. The second level offers fresh new carpeting, a brand-new washer and dryer, and comfortable private living space. The entire interior has just been painted, and central air adds everyday comfort. The HOA includes water, sewage, and yard maintenance, making this a wonderful option for anyone looking for convenience without sacrificing personality or location. Highland Park is known for its tree-lined streets, architectural charm, neighborhood feel, and easy access to some of the East End’s favorite amenities. Enjoy being close to Highland Park, the Reservoir, walking trails, tennis courts, playgrounds, Bryant Street shops and restaurants, the Pittsburgh Zoo & Aquarium, Bakery Square, East Liberty, Shadyside, Lawrenceville, universities, hospitals, and Downtown Pittsburgh. Rarely does a home this special come along; a bright, cozy cottage-style residence with character, updates, central air, outdoor charm, and a location that captures everything buyers love about Highland Park.

1 Beds ⋅ 1 Baths

Absolutely charming and truly one-of-a-kind, this delightful Highland Park Cottage Style Carriage Home offers the perfect blend of character, comfort, and low-maintenance living in one of Pittsburgh’s most beloved neighborhoods. Tucked into a highly desirable Highland Park setting, this former carriage house lives with a warm cottage feel and offers a rare opportunity for buyers seeking something unique, inviting, and easy to love. The main level features one bright, open living space that is ideal for today’s lifestyle, with room for both a comfortable living area and dining space. The open kitchen includes a new stainless-steel refrigerator, a microwave, and a disposal, and connects easily to the main gathering area, creating a smart and efficient layout. Tons of windows fill the home with natural light, giving the space an airy, cheerful feel throughout the day. The second level offers fresh new carpeting, a brand-new washer and dryer, and comfortable private living space. The entire interior has just been painted, and central air adds everyday comfort. The HOA includes water, sewage, and yard maintenance, making this a wonderful option for anyone looking for convenience without sacrificing personality or location. Highland Park is known for its tree-lined streets, architectural charm, neighborhood feel, and easy access to some of the East End’s favorite amenities. Enjoy being close to Highland Park, the Reservoir, walking trails, tennis courts, playgrounds, Bryant Street shops and restaurants, the Pittsburgh Zoo & Aquarium, Bakery Square, East Liberty, Shadyside, Lawrenceville, universities, hospitals, and Downtown Pittsburgh. Rarely does a home this special come along; a bright, cozy cottage-style residence with character, updates, central air, outdoor charm, and a location that captures everything buyers love about Highland Park.

943 N Negley Avenue Unit 4, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$169,900

Opportunity awaits in the heart of Highland Park! This 3-story row house offers 2 bedrooms, 1 full bathroom, and a finished attic that can serve as a third bedroom, home office, or flexible living space. Filled with potential, this home is ready for your personal touches and vision. The fenced-in backyard provides outdoor space for relaxing or entertaining, while the 1-car garage offers the convenience of off-street parking. The basement includes a laundry area and ample storage space. A newer roof was installed in 2022. Ideally located just minutes from Highland Park and approximately a 15-minute walk to Bryant Street's popular coffee shops, restaurants, and boutiques. Convenient access to public transportation, Bakery Square, Bloomfield, Shadyside, Oakland, Lawrenceville, the North Side, and Downtown Pittsburgh makes commuting and enjoying city amenities a breeze. A fantastic opportunity in one of Pittsburgh's most sought-after neighborhoods!

2 Beds ⋅ 1 Baths

Opportunity awaits in the heart of Highland Park! This 3-story row house offers 2 bedrooms, 1 full bathroom, and a finished attic that can serve as a third bedroom, home office, or flexible living space. Filled with potential, this home is ready for your personal touches and vision. The fenced-in backyard provides outdoor space for relaxing or entertaining, while the 1-car garage offers the convenience of off-street parking. The basement includes a laundry area and ample storage space. A newer roof was installed in 2022. Ideally located just minutes from Highland Park and approximately a 15-minute walk to Bryant Street's popular coffee shops, restaurants, and boutiques. Convenient access to public transportation, Bakery Square, Bloomfield, Shadyside, Oakland, Lawrenceville, the North Side, and Downtown Pittsburgh makes commuting and enjoying city amenities a breeze. A fantastic opportunity in one of Pittsburgh's most sought-after neighborhoods!

817 Farragut Street, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$275,000

Ideally situated in the heart of Highland Park, this quaint 3-bedroom, 1.5-bath row house welcomes you with an enchanting front porch where summer breezes filter through the shady awning. The welcoming main floor showcases high coffered ceilings, an original fireplace, and classic built-ins that enhance the bright living room and spacious dining room, creating an inviting atmosphere for both everyday living and entertaining. The updated kitchen in a neutral palette features contemporary appliances and access to a rear deck, perfect for enjoying morning coffee or dining outdoors. Upstairs, you'll find three comfortable bedrooms and a renovated full bath. The expansive third floor offers incredible flexibility and can serve as a home office, guest suite, media room, or fourth bedroom. The large dry basement boasts a laundry area, half bath, a framed out room that can be a game room, exercise room or playroom. Ample storage throughout the home ensures plenty of room for organization. A charming backyard provides the perfect setting for gardening or simply unwinding in your tranquil haven. Enjoy the beauty of being within walking distance of historic Highland Park neighborhood shops, popular restaurants, and the vibrant business corridor. Combining classic architectural details, valuable updates, and an exceptional location, this Highland Park gem offers the perfect blend of character, charm and comfort. Recent improvements provide added peace of mind, including a new boiler (2025) new hot water tank (2025), new electrical panel (2025), and a new sewer line (2025). Roof was replaced under 8 years ago.

4 Beds ⋅ 2 Baths

Ideally situated in the heart of Highland Park, this quaint 3-bedroom, 1.5-bath row house welcomes you with an enchanting front porch where summer breezes filter through the shady awning. The welcoming main floor showcases high coffered ceilings, an original fireplace, and classic built-ins that enhance the bright living room and spacious dining room, creating an inviting atmosphere for both everyday living and entertaining. The updated kitchen in a neutral palette features contemporary appliances and access to a rear deck, perfect for enjoying morning coffee or dining outdoors. Upstairs, you'll find three comfortable bedrooms and a renovated full bath. The expansive third floor offers incredible flexibility and can serve as a home office, guest suite, media room, or fourth bedroom. The large dry basement boasts a laundry area, half bath, a framed out room that can be a game room, exercise room or playroom. Ample storage throughout the home ensures plenty of room for organization. A charming backyard provides the perfect setting for gardening or simply unwinding in your tranquil haven. Enjoy the beauty of being within walking distance of historic Highland Park neighborhood shops, popular restaurants, and the vibrant business corridor. Combining classic architectural details, valuable updates, and an exceptional location, this Highland Park gem offers the perfect blend of character, charm and comfort. Recent improvements provide added peace of mind, including a new boiler (2025) new hot water tank (2025), new electrical panel (2025), and a new sewer line (2025). Roof was replaced under 8 years ago.

848 Heberton St, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$360,000

Welcome to this inviting 3 bedroom, 1.5 bath home located in the beautiful Highland Park neighborhood. Recently painted walls and new carpeting have given the interior a fresh new look. This house offers a comfortable layout and contains updates throughout. On the main level, you will find a seamless, open flow between the living and dining areas. In addition, there is a bright sunroom which not only adds flexible space for relaxing but also invites the afternoon sun. The second floor has three reasonably sized bedrooms as well as the main bath. The lower level contains a dedicated office area with soundproofing which is ideal for remote work, creative projects, or a quiet retreat. The large, functional basement has plenty of room for storage as well as laundry access. Gardening or any outdoor activities can be enjoyed in the backyard, where you'll find a spacious deck. Located minutes from the Pittsburgh Zoo, Highland Park, and the shops and restaurants along Bryant Street this house is central to all the East End has to offer.

3 Beds ⋅ 2 Baths

Welcome to this inviting 3 bedroom, 1.5 bath home located in the beautiful Highland Park neighborhood. Recently painted walls and new carpeting have given the interior a fresh new look. This house offers a comfortable layout and contains updates throughout. On the main level, you will find a seamless, open flow between the living and dining areas. In addition, there is a bright sunroom which not only adds flexible space for relaxing but also invites the afternoon sun. The second floor has three reasonably sized bedrooms as well as the main bath. The lower level contains a dedicated office area with soundproofing which is ideal for remote work, creative projects, or a quiet retreat. The large, functional basement has plenty of room for storage as well as laundry access. Gardening or any outdoor activities can be enjoyed in the backyard, where you'll find a spacious deck. Located minutes from the Pittsburgh Zoo, Highland Park, and the shops and restaurants along Bryant Street this house is central to all the East End has to offer.

5443 Wellesley Ave, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

$599,000

Rare Highland Park treasure offering five bedrooms, two full baths, and the perfect marriage of historic character and modern renovation. Original hardwood floors, stained and leaded glass windows, and rich period millwork speak to the home's distinguished past, while every major system has been refreshed for worry-free ownership — fully updated electric, newer HVAC, and a professionally designed kitchen that maximizes every inch of space without sacrificing a bit of style. Both full baths have been completely renovated, showcasing beautiful new and historic tilework. Step outside to a large, private yard plus a rare detached garage that adds coveted off-street parking and storage. All of this in one of Pittsburgh's most walkable and beloved neighborhoods, steps from the Highland Park pool, reservoir trails, Bryant St Tavern, Smiling Banana Leaf, Tazza D'oro, and LaScola's (just in time for summertime gelato!). Not to mention walking or biking distance to all of the shops and eateries in East Liberty! Move-in ready, nothing left to do but enjoy it.

5 Beds ⋅ 2 Baths

Rare Highland Park treasure offering five bedrooms, two full baths, and the perfect marriage of historic character and modern renovation. Original hardwood floors, stained and leaded glass windows, and rich period millwork speak to the home's distinguished past, while every major system has been refreshed for worry-free ownership — fully updated electric, newer HVAC, and a professionally designed kitchen that maximizes every inch of space without sacrificing a bit of style. Both full baths have been completely renovated, showcasing beautiful new and historic tilework. Step outside to a large, private yard plus a rare detached garage that adds coveted off-street parking and storage. All of this in one of Pittsburgh's most walkable and beloved neighborhoods, steps from the Highland Park pool, reservoir trails, Bryant St Tavern, Smiling Banana Leaf, Tazza D'oro, and LaScola's (just in time for summertime gelato!). Not to mention walking or biking distance to all of the shops and eateries in East Liberty! Move-in ready, nothing left to do but enjoy it.

5631 Wellesley Ave, Highland Park

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$450,000

Prime Location - Brick foursquare right at Bryant St in Highland Park. Many updates made & now it is ready for your personal touches. This home has six spacious bedrooms - 4 on the 2nd floor and 2 on the 3rd floor. There is a half bath on the first floor and 2 full bathrooms.one on the second floor and one on the third floor. Original Hardwood floors. Original woodwork, staircase, & beautiful stained glass windows. Original mantels and decorative fireplaces. 2 off street parking spots plus a deck in the back yard. 1st floor laundry. Newer mechanical items New furnace and AC 2024. Box Gutters 2018, sewer line 2016. Roof 2013, Replacement windows 2018. Fenced yard. 3 blocks from the Park. On the bus line to Oakland and Downtown. Around the corner from the Bryant Street restaurants. Just 3 blocks from the park.

6 Beds ⋅ 3 Baths

Prime Location - Brick foursquare right at Bryant St in Highland Park. Many updates made & now it is ready for your personal touches. This home has six spacious bedrooms - 4 on the 2nd floor and 2 on the 3rd floor. There is a half bath on the first floor and 2 full bathrooms.one on the second floor and one on the third floor. Original Hardwood floors. Original woodwork, staircase, & beautiful stained glass windows. Original mantels and decorative fireplaces. 2 off street parking spots plus a deck in the back yard. 1st floor laundry. Newer mechanical items New furnace and AC 2024. Box Gutters 2018, sewer line 2016. Roof 2013, Replacement windows 2018. Fenced yard. 3 blocks from the Park. On the bus line to Oakland and Downtown. Around the corner from the Bryant Street restaurants. Just 3 blocks from the park.

1135 N Saint Clair, Highland Park

Listing courtesy of RE/MAX SELECT REALTY.

5637-5639 Callowhill Street, Highland Park

$500,000

Tucked away on a quiet street just one block from Highland Park, this all-brick duplex is a rare find. Whether you're an owner-occupant looking to live beautifully while offsetting your mortgage, or an investor seeking a well-appointed, income-producing asset in one of Pittsburgh's most desirable neighborhoods, this duplex is for you. Both units showcase the craftsmanship and character Pittsburgh does best, including high ceilings, hardwood flooring, decorative fireplaces, and built-in cabinetry. Large, light-filled rooms flow through open floor plans anchored by French doors, while two entryway rooms with wrap-around windows make an unforgettable first impression in each unit. The kitchens are oversized and functional, each featuring large pantries and direct access to individual private porches overlooking the lovely backyard. Storage is plentiful, a rarity in homes of this era. The bottom unit offers 3 bedrooms and 2 full baths, and the top unit offers 3 bedrooms and 1 full bath with accessible attic space that presents an opportunity to expand the top unit's square footage and increase value. The dry basement adds even more utility and storage. All of this, just a short bike ride to the shops and restaurants along Bryant Street and steps from the open green space of Highland Park. Locations like this don't come available often and properties like this don't last on the market.

5637-5639 Callowhill Street, Highland Park

Listing courtesy of COLDWELL BANKER REALTY.

$33,500

Attention investors & rehabbers! Spacious 3BR / 1.5BA single-family home in Lincoln-Lemington-Belmar offering approx 1,384 sq ft & solid bones. Functional floor plan w/full basement, generous room sizes, & sizable lot. Property needs cosmetic & system updates—ideal value-add, fix-and-flip, or buy-and-hold rental opportunity. AS-IS sale. Convenient to public transit, neighborhood amenities, & a growing retail and dining corridor. Strong rental demand, cash-flow potential, and long-term upside.

3 Beds ⋅ 2 Baths

Attention investors & rehabbers! Spacious 3BR / 1.5BA single-family home in Lincoln-Lemington-Belmar offering approx 1,384 sq ft & solid bones. Functional floor plan w/full basement, generous room sizes, & sizable lot. Property needs cosmetic & system updates—ideal value-add, fix-and-flip, or buy-and-hold rental opportunity. AS-IS sale. Convenient to public transit, neighborhood amenities, & a growing retail and dining corridor. Strong rental demand, cash-flow potential, and long-term upside.

1303 Olivant St, Highland Park

Listing courtesy of JANUS REALTY ADVISORS.

$375,000

Character & Charm describe this row house located in such a key spot in the heart of Highland Park! Natural sunlight flows in through the windows making it bright and cheerful throughout. The interior has been freshly repainted with brand new carpet. The front porch invites you into a lovely living room with a decorative fireplace and a spacious dining room leading into a cozy kitchen. From the kitchen there is access to the back porch and shed. The 2nd floor has a large primary bedroom, full bathroom, and 2 additional bedrooms. The 3rd floor offers a 4th bedroom or option for an office/den. Walkable to Highland Park and the Zoo! Easy access to Universities, Medical Centers, Shopping, Restaurants, and everything Pittsburgh has to offer

4 Beds ⋅ 2 Baths

Character & Charm describe this row house located in such a key spot in the heart of Highland Park! Natural sunlight flows in through the windows making it bright and cheerful throughout. The interior has been freshly repainted with brand new carpet. The front porch invites you into a lovely living room with a decorative fireplace and a spacious dining room leading into a cozy kitchen. From the kitchen there is access to the back porch and shed. The 2nd floor has a large primary bedroom, full bathroom, and 2 additional bedrooms. The 3rd floor offers a 4th bedroom or option for an office/den. Walkable to Highland Park and the Zoo! Easy access to Universities, Medical Centers, Shopping, Restaurants, and everything Pittsburgh has to offer

6333 Glenview Place, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$265,000

A charming 3 bedrooms row home in Highland Park. Partial renovated top to bottom. The renovated bathroom features walking shower and and beautiful Spanish tiles. The living room features beautiful engineering hardwood floor. The kitchen includes new cabinetry and quart countertop. A fence in back yard leads to the one car garage. Located in a walkable neighborhood, close to the Highland Park business district, parks, bus stops, and just minutes from hospitals, universities, shopping, and dining.

3 Beds ⋅ 1 Baths

A charming 3 bedrooms row home in Highland Park. Partial renovated top to bottom. The renovated bathroom features walking shower and and beautiful Spanish tiles. The living room features beautiful engineering hardwood floor. The kitchen includes new cabinetry and quart countertop. A fence in back yard leads to the one car garage. Located in a walkable neighborhood, close to the Highland Park business district, parks, bus stops, and just minutes from hospitals, universities, shopping, and dining.

904 N Saint Clair St, Highland Park

Listing courtesy of HOMEZU.