Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a charming neighborhood nestled in the heart of Allegheny County, Pennsylvania. Known for its picturesque landscapes and vibrant community spirit, Highland Park offers a unique blend of suburban tranquility and urban accessibility. With its rich history and diverse architecture, this area is a hidden gem for those seeking a place to call home.

Highland Park is renowned for its stunning green spaces, including the expansive Highland Park itself, which features walking trails, picnic areas, and a beautiful lake. The park is a favorite among residents for outdoor activities, family gatherings, and seasonal events, fostering a sense of community and connection among its residents. The neighborhood is also home to the Pittsburgh Zoo & PPG Aquarium, making it a delightful destination for families and animal lovers alike.

The real estate landscape in Highland Park is as diverse as its residents, offering everything from charming bungalows to spacious family homes. The area's tree-lined streets and well-maintained properties create a welcoming atmosphere that appeals to first-time homebuyers and seasoned investors alike. With a strong sense of community and an active neighborhood association, residents take pride in their homes and the environment they cultivate.

Centrally located, Highland Park provides easy access to downtown Pittsburgh, making it an ideal choice for commuters who want to enjoy the perks of city living while retreating to a peaceful neighborhood at the end of the day. With its perfect blend of nature, community, and accessibility, Highland Park is not just a place to live—it's a place to thrive. Come discover the charm of Highland Park, where your dream home awaits!

Newest Listings in Highland Park

$814,900
6 Beds ⋅ 3 Baths
Discover timeless elegance in this stunning 6-bedroom, 3-full-bath home in the heart of Highland Park. Rich in character and architectural detail, this spacious residence showcases beautiful hardwood floors, gorgeous stained glass windows, graceful arched openings, and original wood-and-glass pocket doors that elegantly separate the living and dining rooms while maintaining an open, inviting feel. With generously sized rooms, there's plenty of space for family, guests, and/or home offices. New carpet adds fresh comfort to select living areas, complementing the home's historic charm. Step outside to a private back patio, perfect for relaxing, entertaining, or enjoying your morning coffee. Located in one of Pittsburgh's most sought-after, walkable neighborhoods, you'll enjoy convenient access to local parks, restaurants, coffee shops, boutiques, and all that Highland Park has to offer. This is a rare opportunity to own a home that seamlessly blends historic character with everyday comfort with a rich history of love being owned by the same family for decades.

825 Heberton Street, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$429,000
4 Beds ⋅ 2 Baths
Beautifully maintained Highland Park home offers an open floor plan. The spacious first level includes a sunroom, living room with wood burning fireplace, dining room open to the fully updated kitchen featuring high end appliances and a large walk in pantry. A modern half bath completes this level. Second level offers a spacious primary bedroom and two additional bedrooms, a second floor laundry and a beautifully updated full bath. The third level is heated and cooled for another spacious bedroom and plumbing to this level to create another full bath. Enjoy the outdoor living space which features a pergola with screens, lighting and heaters for those chilly evenings as well as a Breeo smokeless fire pit and fountain. Additional inclusions are stainless fridge in the basement and 65" tv/sound bar in primary bedroom.

1144 N Negley Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$765,000
4 Beds ⋅ 3 Baths
Welcome to 6016 Wellesley Avenue, it's offer the perfect blend of early 20th-century character and contemporary convenience, this stunning brick home boasts extensive improvements and ensuring peace of mind. From the moment you arrive, the care and attention to detail are evident, you up to a magnificent, expansive covered front porch. This relaxing outdoor living space features a classic porch swing, a durable tiled floor, and custom wrought-iron railings—perfect for enjoying a quiet morning coffee. Step inside to find the classic charm that defines this neighborhood. The spacious living room features beautiful, gleaming hardwood floors, modern track lighting, and a striking fireplace flanked by custom built-in shelving. Large windows flood the space with natural light. The living area flows beautifully into the formal dining room. The dining room offers extensive woodwork and a charming built-in bay window bench with radiator covers, perfect for cozy afternoons. Through an elegant archway is the kitchen. The custom cabinetry is all solid wood. You’ll find ample storage space. Moving upstairs, the character continues on the landing with a stunning original stained and leaded glass window, preserving the home's historic footprint. Continuing to the upper level, The heart of the home’s updates is found on the second floor, which underwent a complete, down-to-the-studs remodel in May 2015 to create a modern, luxurious living space while maintaining the home's historic integrity. The master suite is a true retreat. The renovation thoughtfully added approximately 7x15 feet of living space, transforming it into a sprawling, bright sanctuary. The room features new carpeting, modern track lighting, a new ceiling fan, and updated baseboard hot water radiators. The seamless layout offers extensive closet space and flows effortlessly toward the en-suite bathroom. A cornerstone of the 2015 renovation was the conversion of the former third bedroom into a breathtaking, state-of-the-art bathroom. This space is entirely brand new—from the plumbing stack up from the basement to the electrical wiring. It features premium fixtures, including a sleek double vanity with ample storage and a relaxing whirlpool tub situated beneath a stunning, custom-stained-glass window. The centerpiece of the room is a massive glass and glass-block walk-in shower equipped with a multi-jet rainfall shower tower. The entire space is wrapped in gorgeous, modern tile on both the floors and walls and is beautifully illuminated by recessed LED lighting. Currently utilized as a highly functional home office, the second bedroom on this level is bright and comfortable. It benefits from its own dedicated mini-split A/C and heat pump unit to ensure perfect year-round temperature control. The remodel maximized the utility of this space by adding a substantial walk-in closet, fresh carpeting, a new ceiling fan, and four additional electrical outlets to easily accommodate all your technology and workstation needs. The 3rd-floor bedrooms and bath offer flexible living options. These cozy spaces feature the angled ceilings and charm characteristic of classic Pittsburgh homes, each heated by efficient radiators. The third full bath on this floor has received a new tile floor, a new shower curtain holder, and a new hand-held shower head, in addition to added surface-mounted electrical outlets. Step outside to the spacious, elevated rear deck, which serves as a wonderful extension of the home's living area. This outdoor space offers ample room for entertaining, easily accommodating a full-sized smoker or grill alongside comfortable patio seating. The rear deck is beautifully nestled among mature trees, including a massive evergreen that provides excellent natural privacy and shade. Whether you are hosting a summer barbecue or simply enjoying a quiet, sunny afternoon, this inviting platform is an ideal outdoor retreat.

6016 Wellesley Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$568,000
6 Beds ⋅ 3 Baths
Welcome to this exceptional East Liberty residence, perfectly situated on one of the neighborhood's picturesque tree-lined streets. Blending timeless architectural character with sophisticated modern updates, this beautifully restored home offers the ideal combination of historic charm, contemporary design, and an unbeatable location just minutes from shopping, dining, entertainment, major hospitals, universities, and convenient access to downtown Pittsburgh. From the moment you step inside, you'll appreciate the home's spacious, light-filled interior and thoughtfully designed open floor plan, ideal for both everyday living and entertaining. Rich character has been carefully preserved while seamlessly incorporating today's most desirable finishes. The stunning chef's kitchen serves as the heart of the home, featuring timeless cabinetry, elegant quartz waterfall countertops, stainless steel appliances, and abundant workspace for cooking and gathering. Each of the three beautifully renovated full bathrooms showcases designer tile surrounds, while the luxurious primary bath offers a spa-like retreat complete with an oversized tiled walk-in shower and a relaxing soaking tub. The home's versatile layout provides exceptional flexibility with six generously sized bedrooms spread across the second and third floors. The first floor features an inviting entry, expansive living and dining rooms, the gourmet kitchen, and a full bath. The second floor offers three spacious bedrooms and another beautifully updated full bath, while the third floor adds three additional bedrooms and a third full bath perfect for guests, a home office, fitness room, or hobby space. The basement provides abundant storage to meet all of your organizational needs. Enjoy your morning coffee on the charming covered front porch or unwind on the covered rear porch overlooking the backyard. The fenced front and rear yards create the perfect setting for entertaining, summer cookouts, children, or pets, while the private rear oasis offers a peaceful escape in the heart of the city. Completing the property is valuable off-street parking for added convenience. Offering remarkable space, timeless craftsmanship, designer finishes, and an unbeatable East Liberty location, this truly move-in-ready home presents a rare opportunity to enjoy classic Pittsburgh architecture with all the comforts of modern living.

731 Mellon St, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$825,000
5 Beds ⋅ 3 Baths
Welcome to this timeless Highland Park gem, where classic Pittsburgh character meets exceptional space and location. This stately brick home showcases stunning original woodwork, beautiful stained-glass details, and the craftsmanship that makes historic homes so special. With five spacious bedrooms and the potential for two additional bedrooms, this three-story residence offers incredible flexibility for growing households, multi-generational living, guest accommodations, home offices, or creative spaces. The generous floor plan provides room to spread out while preserving the warmth and charm of a bygone era. Outside, you'll find mature trees, inviting curb appeal, and a partially fenced yard that offers both beauty and functionality. Whether you're gardening, entertaining, or simply enjoying a quiet evening outdoors, the outdoor space complements the home's historic appeal. Ideally located in Pittsburgh's Highland Park neighborhood, you'll enjoy convenient access to the nearby Pittsburgh Zoo & Aquarium, major hospitals, renowned universities, parks, dining, shopping, and all that the East End has to offer. This is a rare opportunity to own a substantial character-filled home in one of Pittsburgh's most beloved neighborhoods. Don't miss your chance to make this historic Highland Park treasure your own.

1001 Heberton St, Highland Park

Listing courtesy of ENGEL & VOLKERS SEWICKLEY.

$839,000
Five Legal Units • Diverse Unit Mix • Updated Interiors • Private Balcony or Deck for Every Apartment. First Investment Preview: Tuesday, June 30 fromBuyers are encouraged to attend with their real estate agent. Fully occupied and professionally maintained five-unit multifamily investment featuring an efficiency, two 1-bedroom apartments, a spacious 2-bedroom apartment, and an oversized 3-bedroom/2-bath apartment. Recent capital improvements include a new roof, gutters, and downspouts. Every apartment features updated kitchens and bathrooms, high ceilings, abundant natural light, and its own private balcony or deck. Tenants pay their own gas and electric utilities while reimbursing the owner for water, helping minimize operating expenses. Additional income is generated through on-site laundry facilities. The property also features a large usable backyard, RM-M zoning, stable long-term tenants, and an exceptional East End location convenient to universities, hospitals, shopping, restaurants, and public transportation.

5712 Stanton Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$839,000
8.54% Cap Rate • Legal 6-Unit • Separate Utilities • Eight Off-Street Parking Spaces • Stable Long-Term Tenants Buyers are encouraged to attend with their real estate agent. Future showings will be limited to designated showing days to minimize disruption to tenants. 5708 Stanton Avenue is a well-maintained six-unit apartment building located in one of Pittsburgh's strongest rental corridors. The property consists of six legal 1-bedroom, 1-bathroom apartments (occupancy permit available in supplements) with separate gas and electric service, minimizing owner expenses. Residents enjoy off-street parking, on-site laundry, and an additional garage rental, creating multiple income streams beyond base rent. Long-term tenants, stable occupancy, and below-market operating expenses make this an attractive investment for both experienced and first-time multifamily investors. Highlights Legal 6-unit apartment building Six 1BR / 1BA apartments RM-M Zoning Separate gas & electric meters Tenants pay: Gas Electric $50/month water reimbursement Hydronic boiler heating system Eight off-street parking spaces Garage rented separately Basement laundry provides additional income Strong rental history Convenient East End location close to hospitals, universities, public transportation, shopping and dining.

5708 Stanton Avenue, Highland Park

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$699,900
7 Beds ⋅ 2 Baths
This exceptionally beautiful, fully renovated 7-bedroom, 2-bath home offers a stunning interior where light, space, and thoughtful design shine throughout. The home is bright, airy, and inviting, filled with an abundance of natural light that enhances every room. Generous proportions and a flowing layout create a sense of openness, providing flexibility for everyday living, entertaining, work-from-home needs, or multi-generational living. Every space feels intentional, refined, and move-in ready, reflecting extensive upgrades completed with care and quality. Outside, lovingly designed and maintained gardens frame both the front and back of the home, creating a welcoming arrival and a peaceful outdoor experience. The backyard is a true private retreat, featuring a pebble patio, planted slopes with stone accents, mature trees that offer shade, a rope swing, hammock, and dedicated play areas. This serene setting offers the perfect balance of relaxation and functionality, ideal for gatherings, quiet moments surrounded by nature, and children’s play. Upper floors enjoy beautiful west-facing views with stunning sunset skies, while east-facing windows provide sheltered, leafy green views. The neighborhood is notably quiet, filled with birdsong in the mornings, and known for its friendly, family- and pet-oriented atmosphere. Extensive improvements include a full-house rewire, recessed lighting, insulation of attic and sloped ceilings, new drywall and plaster, rebuilt front dormer, repointed chimneys and exterior masonry, replaced sewage pipes under the basement and lined pipe to the street, a new roof installed in 2023, landscaping and planting of the front and back yard. Comfort is enhanced with Mitsubishi mini-split heating and cooling, along with six replaced front-facing Marvin windows. Thoughtful landscaping and mature plantings complete this exceptional property. A rare opportunity to own a light-filled, spacious, and beautifully renovated home that feels both luxurious and tranquil—inside and out.

1006 Farragut St, Highland Park

Listing courtesy of REDFIN CORPORATION.

$349,000
1 Beds ⋅ 1 Baths
Absolutely charming and truly one-of-a-kind, this delightful Highland Park cottage 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.

$175,000
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.

$540,000
3 Beds ⋅ 3 Baths
Perfectly positioned across from Highland Park, this stately brick residence offers the rare combination of timeless architecture, extensive capital improvements, and an extraordinary outdoor oasis seldom found in the city. Overlooking one of Pittsburgh's most beloved parks, this 3-bedroom, 2.5-bath home blends classic character with modern comfort and resort-style living. Inside, rich hardwood floors, original woodwork, and abundant natural light create an inviting atmosphere throughout. The spacious living room is anchored by a decorative fireplace and a dramatic picture window that frames picturesque park views year-round. The formal dining room, enhanced by updated lighting, provides an elegant setting for gatherings and flows seamlessly into the beautifully appointed kitchen featuring granite countertops, warm wood cabinetry, a center island with additional storage, and a distinctive wood-paneled ceiling that adds warmth and character. Upstairs, three generously sized bedrooms offer comfortable accommodations, including a spacious primary bedroom with exceptional closet space. The home's thoughtful layout balances character and functionality, while the finished walk-out lower level expands the living area with updated flooring, a full bath, and direct access to the backyard. Whether used as a family room, guest suite, home office, fitness area, or recreation space, this level offers flexibility to suit a variety of lifestyles. Large laundry and storage areas provide practical everyday living. Step outside and discover what truly sets this property apart. The fully fenced backyard has been transformed into a private retreat designed for entertaining and relaxation. Enjoy summer days by the heated in-ground pool, evenings around the expansive patio, and effortless outdoor dining in a setting that feels worlds away from the city. Dedicated grilling space, mature landscaping, and exceptional privacy make this an outdoor experience rarely available in Highland Park. A detached garage and additional off-street parking accessed from driveway add convenience and functionality. Equally impressive are the home's significant mechanical and infrastructure updates, including completely replaced roofs on both the house and garage, all new windows, updated HVAC systems, a new hot water heater, new front door and railings, and a replaced sewer line—providing peace of mind for years to come. Just steps from Highland Park's reservoir trails, tennis courts, playgrounds, and Bryant Street's restaurants and shops, with easy access to East Liberty, Bakery Square, Shadyside, Lawrenceville, Oakland, and Downtown Pittsburgh, this is a rare opportunity to own a beautifully maintained home in one of the city's most sought-after neighborhoods.

1327 Heberton, Highland Park

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$275,000
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.

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