Highland Park Homes for Sale

A rare offering just steps from Highland Park, where classic brick architecture meets resort-style outdoor living. Perfectly positioned with front-row park views, this stately 3-bedroom, 2.5-bath residence delivers timeless character, meaningful system upgrades, and a private heated in-ground pool, an exceptional find in the city! Rich hardwood floors and original woodwork create an immediate

Julie Rost BERKSHIRE HATHAWAY THE PREFERRED REALTY

Fully updated Highland Park residence offers 4 bedrooms, 3.5 baths, and over 2,300 square feet of functional living. Set within Pittsburgh’s celebrated Highland Park Residential Historic District, enjoy walkability to the Pittsburgh Zoo & PPG Aquarium, Bryant Street shops/dining, and Highland Park. A shady front porch unveils the open-concept main level, defined by 10-foot ceilings and hardwood

Emily Fraser PIATT SOTHEBY'S INTERNATIONAL REALTY

Discover a truly one-of-a-kind residence in the heart of Highland Park—rich in history and set on its own block, offering an exceptional sense of privacy rarely found in the city. Originally part of the historic John H. McKelvy Estate and built in 1923, this remarkable home blends timeless character with thoughtful, modern updates—all just minutes from Pittsburgh’s most vibrant neighborhoods.

Jennifer Engel COLDWELL BANKER REALTY

Charming 5BR, 3 full bath home blending classic character with modern updates! Features include hardwood, LVP & carpet flooring, ceramic tile baths, and heated floors in main & 2nd floor baths. Spacious living room with wood-burning fireplace and beautiful stained-glass windows throughout. Dining room offers built-ins and decorative fireplace.Updated kitchen with gas cooktop, electric oven,

Erin Autenreith RE/MAX SELECT REALTY

Welcome to 5514 Wellesley, a stately 1920s brick Highland Park home offered for only the third time in its history. Beautiful curb appeal and a covered front patio create an inviting first impression. Inside, hardwood floors lead through a classic entryway into a living room with detailed fireplace and patio access. French doors open to a bright and spacious dining room with a charming seating

Miranda Micire COMPASS PENNSYLVANIA, LLC

Rare development opportunity in coveted Highland Park. This level St. Marie Street parcel offers a manageable footprint for new construction in one of the East End’s most active residential corridors. Surrounded by established homes and ongoing development, it’s an ideal opportunity for builders or future homeowners seeking an urban infill site with unbeatable convenience. In close proximity to

Emily Fraser PIATT SOTHEBY'S INTERNATIONAL REALTY

This incredible Victorian home has been renovated from top to bottom and inside and out by one of Pittsburghs premier developers. Custom built for the Seller,this home boasts everything a residence can have. From the welcoming front porch to doors leading to a wide open first floor plan retaining some of the original stained glass and new gleaming real hardwood floors,an open gourmet cooks

Roslyn Neiman HOWARD HANNA REAL ESTATE SERVICES

This Gilded Age era home has been lovingly and respectfully updated to provide modern convenience while retaining its original charm and architectural features. The opulence of a bygone era with today's contemporary living is blended seamlessly. The home is expansive with intricate millwork, carved staircase, hardwood floors, soaring ceilings, large staircase landings, window seats, 9 stunning

Helene Prince BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

**Grand Colonial Overlooking Highland Park – A Rare Full Restoration Opportunity**Nestled adjacent to the scenic grounds of Highland Park, this stately Colonial home offers a rare opportunity to restore a true architectural gem to its former grandeur. Rich with character and timeless charm, the residence showcases classic Colonial symmetry, expansive living spaces, and original period details

Maureen States NEIGHBORHOOD REALTY SERVICES

An exceptional new construction residence delivering a seamless blend of sophistication, comfort and convenience. This impeccably designed 3 bedroom, 2.5 bath condo is set within an elegant 4 story elevator building, introduced by a striking hotel inspired lobby setting the tone for refined living throughout. Inside, high ceilings and tall windows, create an atmosphere of light and openness. The

Pam D'Alessandro RE/MAX SELECT REALTY

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

Christopher Carr HOMEZU

Welcome to 5517 Jackson Street, a classic brick 4-bedroom, 2.5-bathroom fixer-upper nestled in the dynamic and evolving East Liberty neighborhood of Pittsburgh. Solid brick curb appeal anchors this traditional home, while the interior offers a blank slate for your renovation vision — perfect for investors, flippers, or owner-occupants ready to add value.Inside, you’ll find a generous layout

Myles Mazzanti MILESTONE REALTY

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

Katie Wymard COLDWELL BANKER REALTY

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,

Ryan Shedlock HOWARD HANNA REAL ESTATE SERVICES

Fully occupied and renovated triplex available in Highland Park! Beautiful units with a ton of character high end finishes in each one units. Laundry facilities on the first floor and off street parking in the rear of the building. Perfect addition to your rental portfolio or to live in one unit and rent out the other.

Liam Tennies DEACON & HOOVER REAL ESTATE ADVISORS LLC

1033-1035 Farragut Street in Highland Park is an all brick up/down duplex in a prime location convenient to Bakery Square, UPMC and AHN hospitals, Pitt, CMU campuses, and the Pittsburgh Zoo and Aquarium. Walk to Highland Park, bus line, coffee shops, schools, restaurants, and the neighborhood business district. Main level unit is occupied and spans the entire first floor with 3 bedrooms, 1 bath,

Jane Herrmann BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL

Welcome to 806 N Beatty in the heart of Highland Park—where classic character meets modern comfort. This spacious home offers an open and inviting main floor with high ceilings, beautiful hardwood floors, and abundant natural light throughout the living and dining areas. The layout flows seamlessly into the kitchen, creating a perfect space for everyday living and entertaining. A full bathroom on

Amy Bair HOWARD HANNA REAL ESTATE SERVICES

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

Leslie Pfeifer HOWARD HANNA REAL ESTATE SERVICES

More like two homes than a duplex! There is timeless character and modern versatility at 6120 Jackson, a stately corner property nestled at Jackson & Collins in Highland Park. Each residence offers its own private entrance, covered porch, basement, laundry, separate utilities, and garage parking—providing privacy and independence for both households. The Jackson unit features 3 bedrooms and 2

Charlene Haislip RE/MAX REALTY BROKERS

A rare East Liberty Victorian meticulously restored through a complete studs-up renovation. Full systems modernization ensures contemporary reliability while preserving its 100-year heritage. A masterfully restored original staircase, brand-new solid oak flooring, and soaring high ceilings preserve the home's Victorian soul. The main level features a bright, open-concept layout anchored by

Thomas Liang COLDWELL BANKER REALTY

Fantastic Owner Occupant or Investment Opportunity! Fully renovated 2 Floor Duplex in the heart of Highland Park!!! A very rare find! Unit 1 (occupied): Living, Dining/Kitchen, Bedroom, and Full Bath. Unit 2 (occupied): Living, Dining/Kitchen, Bedroom, Full Bath, Bedroom, Bedroom, and Full Bath. Many upgrades during ownership including kitchens and baths, refinished hardwoods, fresh paint,

Ryan Shedlock HOWARD HANNA REAL ESTATE SERVICES