Hill District Real Estate

Hill District Real Estate

Welcome to the Hill District, a vibrant neighborhood nestled in the heart of Pittsburgh, Pennsylvania, within Allegheny County. Known for its rich cultural heritage and historical significance, the Hill District has long been a cornerstone of African American culture in the region. This dynamic area boasts a unique blend of history, community spirit, and urban charm, making it an enticing place to call home.

The Hill District is renowned for its iconic landmarks, including the historic Crawford Grill, once a hotspot for jazz legends like Billie Holiday and Duke Ellington. Today, the neighborhood is experiencing a renaissance, with new developments and revitalization efforts breathing fresh life into its streets while preserving its storied past. Residents and visitors alike can enjoy a variety of local eateries, art galleries, and community events that showcase the area’s artistic flair and deep-rooted traditions.

Nature enthusiasts will appreciate the Hill District’s proximity to several parks and green spaces, perfect for leisurely strolls or family picnics. The neighborhood is also conveniently located just minutes from downtown Pittsburgh, providing easy access to a wealth of shopping, dining, and entertainment options.

As the Hill District continues to evolve, it remains a welcoming community filled with diverse residents who are proud of their heritage. Whether you’re looking to invest in a new home or simply explore a neighborhood rich in culture and history, the Hill District offers a unique blend of urban living and community connection that is truly one-of-a-kind. Come and discover the charm of the Hill District—your new home awaits!

Newest Listings in Hill District

$110,000
3 Beds ⋅ 1 Baths
Welcome to 3476 Webster Ave in Pittsburgh's Upper Hill neighborhood, a well-maintained three-bedroom, one-bath home offering comfort, functionality, and scenic views. A spacious covered front porch provides the perfect place to relax while enjoying the elevated outlook. Inside, the home features a practical layout, including a walk-in closet for added storage and convenience. Recent updates include a newer furnace and hot water tank, helping provide peace of mind for years to come. A detached garage adds valuable parking and storage space, making this property a wonderful opportunity to enjoy both everyday comfort and lasting value.

3476 Webster Ave, Hill District

Listing courtesy of REALTY CO LLC.

$169,000
3 Beds ⋅ 2 Baths
Welcome to 2321 Centre Avenue, a thoughtfully updated brick rowhome offering 1,488 square feet in Pittsburgh’s historic Hill District. The home features three bedrooms, a dedicated office, one full bathroom, and one powder room. Interior highlights include luxury vinyl plank flooring, exposed brick accents, spacious living areas, and updated finishes throughout. Additional improvements include electrical upgrades, a newer furnace, and updated exterior decking. Enjoy convenient access to Downtown Pittsburgh, Oakland, public transportation, universities, hospitals, dining, and cultural destinations

2321 Centre Ave, Hill District

Listing courtesy of REALTY CO LLC.

$300,000
3 Beds ⋅ 3 Baths
Welcome to this well-maintained 3-bedroom, 2.5-bath single-family home offering modern comfort and exceptional convenience. Built just 18 years ago, this home features hardwood flooring throughout the main level, newer appliances, and a functional layout designed for everyday living. The second floor offers a comfortable and functional layout with a primary suite with a private ensuite bathroom. Two additional bedrooms provide flexibility for family, guests, or a home office and are served by a full hall bathroom. This well-designed upper level offers the ideal balance of privacy and convenience. The spacious full basement provides excellent storage and is already pre-plumbed for a future bathroom, making it ideal for finishing into additional living space, a game room, home office, or guest suite. Step outside to enjoy the rear deck overlooking a nicely sized backyard, perfect for relaxing, entertaining, or outdoor activities. An oversized single-car detached garage, accessible from the alley, offers plenty of room for parking, storage, or a workshop, while ample street parking makes hosting guests easy. Conveniently located just minutes from Downtown Pittsburgh, Duquesne University, and PPG Paints Arena, this home provides quick access to the city, entertainment, dining, and major roadways.

1827 Webster Avenue, Hill District

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$365,000
3 Beds ⋅ 3 Baths
Welcome home to the charm of a peaceful residential neighborhood with the convenience of being just minutes from downtown Pittsburgh. Minutes to PPG Paints Arena, enjoy concerts at the new Wylie venue, or explore the North Shore, Strip District, FNB Financial Center, major universities, and everything the city has to offer. Public transportation is also just moments away. Inside, you’ll love the bright, open feel of the main level featuring a spacious living room, dining room, kitchen, convenient half bath, and access to your new covered Trex deck. Picture yourself relaxing outside with your morning coffee or ending the day watching Pittsburgh’s spectacular fireworks over the city. Upstairs, your private primary suite offers a walk-in closet and its own ensuite bath, while two additional bedrooms and a full bathroom provide space for family, guests, or a home office. The lower level gives you even more flexibility with an oversized one-car garage, laundry area, and a bonus room that’s ready to become your home gym, office, hobby room, or extra storage. Your new home also includes the gas stove, refrigerator, washer, dryer, an additional refrigerator, freezer, and a one-year home warranty for added peace of mind. If you’ve been looking for low-maintenance living in one of Pittsburgh’s most convenient locations, you’ve found it!

519 Arthur St, Hill District

Listing courtesy of COLDWELL BANKER REALTY.

$99,500
2 Beds ⋅ 1 Baths
Welcome to 767 Anaheim Street — a classic Pittsburgh brick home full of character, opportunity, and city convenience. Located in the Upper Hill neighborhood, this spacious home offers easy access to Downtown Pittsburgh, Oakland, major universities, hospitals, and public transportation. Inside, you’ll find approximately 1,620 square feet of living space featuring 2 bedrooms, 1 full bathroom, and a finished attic that provides flexible bonus space perfect for a home office, guest room, creative studio, or additional bedroom. The home blends historic charm with functional urban living, including a welcoming front porch and cozy back yard. Positioned on a manageable city lot, this property offers strong potential for first time homeowners and investors alike. Its proximity to UPMC, the University of Pittsburgh, and Carnegie Mellon University makes it an attractive long-term investment opportunity. Whether you’re looking for an affordable primary residence, rental property, or value-add investment, 767 Anaheim Street delivers space, and limitless possibilities to update and improve. We hope you find this home as charming as we do. Call and schedule your showing today!

767 Anaheim St, Hill District

Listing courtesy of KEFALOS & ASSOC R. E..

$285,000
4 unit apartment building currently used as a boarding house for the last 15+ years. Each unit has 4 bedrooms, kitchen living room and bathroom. Lower unit is used as a Jitney station for over 10 years. Gas and electric are separate. Owner pay water and sewage.

2566 Centre, Hill District

Listing courtesy of COLDWELL BANKER REALTY.

$74,999
4 Beds ⋅ 2 Baths
Exceptional investment or family home opportunity awaits at 3369 Milwaukee St, Pittsburgh, PA 15219! NEW MAIN WATER LINE! This spacious home features 2,479 square feet of living space, perfect for a growing family or MULTI- UNIT setup. A rare bonus! This property includes the adjoining 2,400 sq ft lot LEFT of the home, doubling the total lot size to 4,800 SQ FT! Opportunities like this are hard to find and open the door to COUNTLESS possibilities, including a spacious yard, children's play area, garden, outdoor oasis, or convenient OFF STREET parking!! EVEN BETTER - This property sits directly in the epicenter of Pittsburgh's massive healthcare and higher education networks. Making it ideal for student housing, medical residency rentals, or a convenient home base for urban professionals and working families. It presents a lucrative blank canvas for investors, flippers, or families looking to customize their dream home and capitalize on Pittsburgh's high demand medical and student housing markets. ***Elite Universities*** (Driving Proximity) University of Pittsburgh (0.9 miles away) Carlow University (1.1 miles away) Carnegie Mellon University (2.0 miles away) ***World-Class Hospitals*** (Driving Proximity) UPMC Montefiore (1.2 miles away) UPMC Presbyterian (1.3 miles away) VA Pittsburgh Healthcare System (1.5 miles away) UPMC Magee-Womens Hospital (1.9 miles away) UPMC Children's Hospital of Pittsburgh (2.4 miles away): ***CENTRAL PROPERTY HIGHLIGHT*** Steady influx of medical residents, graduate students, nursing staff, university personnel, and families drawn to Pittsburgh's renowned healthcare systems, vibrant neighborhoods, affordability, and exceptional quality of life.

3369 Milwaukee St, Hill District

Listing courtesy of RIVER POINT REALTY, LLC.

$375,000
6 Beds ⋅ 4 Baths
Perched at the top of the Hill District, this expansive 6-bedroom, 4-bathroom home presents a rare opportunity to own a spacious property just minutes from Downtown and only a few blocks from exciting new development. The main level welcomes you with soaring ceilings, abundant natural light, and an inviting living room that flows seamlessly into the well-appointed kitchen. Featuring quartz countertops, a center island with seating, and a convenient laundry area, the kitchen is both stylish and functional. This floor also includes a full bathroom, a generously sized bedroom, and a heated sunroom with tile flooring, offering the perfect space to relax while providing access to the two-tier deck overlooking the fully fenced backyard. The level backyard offers endless possibilities, with ample space for entertaining, gardening, or even adding a pool. Upstairs, the second level features an oversized primary suite complete with a spacious walk-in closet. Two additional bedrooms, a beautifully updated full bathroom with a tiled glass-enclosed shower and stone-top vanity, and a second laundry area add convenience and comfort. The third floor provides two more bedrooms, another full bathroom, and an additional room currently being used as a kitchenette, making it ideal for extended family, guests, or flexible living arrangements. The finished lower level is configured as a separate apartment with its own full bathroom and access to an additional laundry room, offering excellent potential for multi-generational living, guest accommodations, or rental income. Completing this exceptional property is abundant off-street and on-street parking, ensuring plenty of space for family and visitors. With its generous living space, versatile layout, large flat lot, and prime location, this Hill District home is a truly outstanding opportunity.

2834 Bedford Ave, Hill District

Listing courtesy of RE/MAX SELECT REALTY.

$95,000
4 Beds ⋅ 1 Baths
Investor Opportunity! This structurally sound, large brick home offers expansive rooms, a spacious yard, and incredible potential. Add a wraparound deck and create off-street parking to further enhance the property's value. With abundant square footage, the possibilities are endless—whether you're looking to renovate, flip, or create a long-term rental investment. Ideally located within walking distance of Downtown and PPG Paints Arena, and just minutes from Oakland, the Strip District, and Interstates 279 and 376, this property offers exceptional convenience and strong investment potential. Bring your vision and unlock the possibilities!

1840 Webster Ave, Hill District

Listing courtesy of COLDWELL BANKER REALTY.

$345,000
3 Beds ⋅ 2 Baths
Move in Ready! Recently updated, 3 -bedroom home, 1 1/2 bath, new kitchen new appliance, new lighting, new flooring, new exterior doors. Several new windows.

517 Arthur, Hill District

Listing courtesy of COLDWELL BANKER REALTY.

$50,000
Excellent investment opportunity in Pittsburgh's rapidly developing Hill District! This brick duplex provides strong income-producing potential. Conveniently located minutes from Downtown Pittsburgh, Oakland, universities, hospitals, public transportation, and major highways. Separate entrances, classic brick construction, and a desirable urban location make this an attractive addition to any investor's portfolio. Great opportunity for rental income, value-add improvements, or owner-occupant house hacking. Utilities are off. Property being sold as-is.

519 Francis St, Hill District

Listing courtesy of YOUR TOWN REALTY LLC.

$270,000
3 Beds ⋅ 3 Baths
Fantastic investment opportunity in Oakland! Minutes from Pitt, CMU, UPMC, and Downtown Pittsburgh. Strong rental demand, convenient access to public transportation, shopping, dining, and major employment centers. Excellent potential for investors or owner-occupants. Don't miss this opportunity to own in one of Pittsburgh's most desirable rental markets.

3412 Monroe St, Hill District

Listing courtesy of YOUR TOWN REALTY LLC.

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