$203,871Average Value$131Average Price per Sq Ft12Homes For Sale
What it’s like to live in the Upper Hill
The Upper Hill is at the top of the Hill District, a neighborhood that slopes from the city blocks of downtown Pittsburgh to the hospitals and universities of Oakland. It’s easy to walk, bus or drive down the Hill to either of these major Steel City commuter and cultural centers, something that has made private investors and local groups kickstart major redevelopment. Between blocks of fixer-upper homes, it’s easy to see signs of the Upper Hill’s modern growth. With distant skyline views of the Golden Triangle and the East End, you’re even closer to the tranquil reservoir paths at Robert E. Williams Memorial Park, the schoolhouse theater of the Pittsburgh Playwrights Theatre Company and the growing cultural and community resources of the greater Hill.
Pittsburgh Playwrights Theatre calls the Upper Hill home and is rooted in the African American community producing works by diverse playwrights.
Schenley Heights Market & Deli is a nice spot up in the Upper Hill.
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How much homes go for, depending on condition
The slanting blocks of the Upper Hill are lined by classic early 20th-century homes and later midcentury construction. Many of these older homes require significant rehab, something that’s kept prices low and attracted investors to the Upper Hill. “You might find a moderately priced house that you can fix up that’s in a very convenient location,” says Chris Ivory, a Realtor with Keller Williams who’s served the Pittsburgh market for 36 years. Some single-family houses have been converted into small multifamily properties. Most move-in-ready homes sell from the low $100,000s to the upper $200,000s. Especially large or updated houses can range from the lower $400,000s to the mid-$600,000s, and extreme fixer-uppers can go for as little as $50,000.
Beautiful homes sit up on the hills of the Upper Hill and look down onto Centre Avenue.
Tutor Revival homes in the Upper Hill along with other styles that will suite most anyones taste.
The Upper Hill has classic architecture that appeals to everyone.
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Comparing the Upper Hill to nearby East End neighborhoods
“The Upper Hill is a great location. You’re not far from Pitt, if you’re buying it as an investment property or to live convenient to the university,” Ivory says. “Plus, you have UPMC, one of the top hospitals in the country, there. It’s a great location that’s not as expensive as Oakland.” The Upper Hill’s median single-family home price is in the low $200,000s, lower than the median prices in neighboring North Oakland and Central Oakland. That relative affordability comes with the trade-off of being a little farther from dense business districts and campus hubs. That distance has also kept the Upper Hill a more settled residential area. More people own homes than rent in the Upper Hill, unlike in Oakland.
Comparing the Upper Hill to nearby East End neighborhoods
To get around or leave the Upper Hill, you might drive or take the Pittsburgh Regional Transit 83 bus between the East End and downtown. Sidewalks and shared bike lanes offer an alternate route through the Hill. However you travel, you’re close to:
Downtown Pittsburgh, 3 miles away, home to corporate offices and cultural institutions
Oakland, 1 mile away, home to Pitt’s campus and hospitals like UPMC Presbyterian and Pittsburgh VA Medical Center – University Drive
Pittsburgh International Airport, 20 miles from home
The sloping terrain of the Hill District can make biking, walking or driving around challenging, especially during icy winters.
Where to go out to eat or shop in the East End
Grandma B’s Cafe is a cozy American diner that's a community staple for the Middle Hill. For more extensive shopping and dining, you can travel a mile or two to busy commercial strips in the near East End. North Craig Street in North Oakland is home to diverse restaurants and specialty shops, including Butterjoint, a trendy New American spot. More restaurants, bars and convenience stores line walkable stretches of Forbes and Fifth avenues in Central Oakland. Market District and Aldi are a couple of the closest grocery stores, about 2 miles away in Shadyside and Friendship.
Butterjoint is a great place to check out in North Oakland, not far from the Upper Hill.
Come to Grandma B's a short distance away in the Middle Hill serving love to residents of the Upper Hill and the whole Hill District.
Butterjoint is just over the town line in North Oakland and it gives residents of the Upper Hill another dining option.
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Nearby Pittsburgh Public Schools and major Pittsburgh universities
The Upper Hill is served by the Pittsburgh Public School District. PPS assigns students to neighborhood schools, but also invites families to apply to schools with magnet academic programs. Pittsburgh Milliones 6-12 is a walkable neighborhood school for the Upper Hill. In Oakland, you can find top Pittsburgh colleges like the University of Pittsburgh, Carlow University and Carnegie Mellon University within 2 miles of home.
Continuing a history of Black arts and organizations in the Hill
Before the midcentury, the Hill District was the heart of Pittsburgh’s jazz and Black cultural scene, thanks to its many theaters and venues. Redevelopment and the construction of the Civic Arena led to the decline of jazz and the Hill as a whole. This history has made reviving the arts a goal of many local organizations, including the Pittsburgh Playwrights Theatre Company. The company opened its Madison Arts Center in a former elementary school in the Upper Hill. The company puts on shows written by local authors or that focus on the Black experience. The Hill Community Development Corporation connects all of the Hill District to their creative, educational and housing improvement initiatives.
Getting outside at Robert E. Williams Memorial Park
Robert E. Williams Memorial Park is at the crest of the Upper Hill. You can take a walk around its reservoir, hit the playground, shoot hoops on the basketball court and rent out an indoor shelter, all with views of the downtown skyline. The city plans to update the park beginning in 2026.
Robert E. Williams Memorial Playground is at Robert E. Williams Memorial Park.
Robert E. Williams Memorial Park has this historic landmark in the Upper Hill.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Upper Hill neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Upper Hill
US
Homicide
4
4
Sexual Assault
6
4
Assault with Weapon
5
4
Robbery
4
4
Burglary
5
4
Motor Vehicle Theft
4
4
Larceny
4
4
Crime Score
5
4
Source: WhatIsMyCrimeRisk.com
Upper Hill Demographics and Home Trends
On average, homes in Upper Hill, Pittsburgh sell after 99 days on the market compared to the national average of 56 days. The median sale price for homes in Upper Hill, Pittsburgh over the last 12 months is $171,000, down 27% from the median home sale price over the previous 12 months.
This house offers approximately 1,456 square feet of living space with three bedrooms and two bathrooms. The primary bedroom features ample natural light. The two additional bedrooms are well-proportioned and can accommodate a variety of furniture layouts. The two bathrooms are tastefully appointed, with one offering a shower/tub combination. The open concept living area seamlessly flows between
Located just 1 mile from Pitt's campus, this completely renovated and hyper-convenient city residence is the East End's best buy. Boasting 2 bedrooms—each with a private full bath—and one half bath, enjoy a flexible living arrangement attractive to roommates, investors, or owner-occupants alike. The main living room features broad-appeal finishes, while the adjoining dining room hosts access to
Perched above the city in the Schenley Heights neighborhood, this home offers the rare combination of urban convenience and spectacular views. The expansive concrete terrace captures phenomenal views of the city, creating an ideal setting for entertaining, relaxing, or enjoying Pittsburgh sunsets above the hillside landscape. The main level features a bedroom, living room, dining room, a den or
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,
Welcome to 725 Clarissa! This fantastic investment opportunity is ready for its next owner. The layout for this tri-plex has three (3) one-bedroom apartments, one on each floor with the 1st two floors matching layouts and the 3rd floor being a unique 2-story layout. Unit 1; Spacious living room and bedroom with wall-to-wall carpet, open kitchen with refrigerator and stove, access to side porch
Brad NaedeleBERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP
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
Welcome to 908 Anaheim Street. An great starter home or excellent investment opportunity for the discerning buyer. The central Upper Hill location provides easy access to Oakland universities and hospitals, downtown Pittsburgh, Schenley Field and Robert Williams Memorial Parks etc. Tenant occupied please provide at least 24-hour notice before showing.
Welcome to 201 Adelaide Street in Bobtown, PA—a beautifully updated home that’s truly move-in ready! Inside, you’ll find freshly painted hardwood floors complemented by new laminate flooring in the entryway, kitchen, utility area, and bathroom. The entire home has been refreshed with new interior paint, creating a bright and inviting atmosphere. The remodeled kitchen features newly installed
Welcome to 3546 Camp Street where natural light fills every room! This is a recently updated home nestled on a quiet, tree-lined street directly across from Robert E. Williams Memorial Park, offering scenic green space right outside your door. This move-in ready two story home, features 3 bedrooms 1 full and 1 half bath and an iconic Pgh potty with shower area. Enjoy new flooring and carpet,
Kerrie ConstantiniHOWARD HANNA REAL ESTATE SERVICES
Charming row house offering a great opportunity for both owner-occupants and investors. There are 3 rooms in the upstairs, 2 are actual bedrooms and 1 is captive but completely useable. There is minimal yard maintenance and a cozy, efficient layout. This home is ideal for buyers looking to personalize their space with light updates, or investors seeking a value-add property. The property offers
Tamara DavisBERKSHIRE HATHAWAY THE PREFERRED REALTY
Welcome to 3044 Iowa Street! This spacious brick home offers 5 bedrooms, 3.5 bathrooms, and an integral garage in a highly desirable location within walking distance of the University of Pittsburgh and Carlow University. Featuring a flexible floor plan, generously sized rooms, a finished lower level, and a covered porch off the main living area, this property has a strong history as a successful
Ashley Blair-LightholderHOWARD HANNA REAL ESTATE SERVICES
Property Id: 1468169 Beautiful home recently renovated on quiet side street in the Upper Hill /North Oakland area. Perfectly designed to fit the needs of studious students, interns, young professionals, and nurses. Our house is walking distance to Pitt, UPMC, and the VA hospital. Central location with street parking! This bedroom shares a kitchen and bathroom with two others and has
Centrally located 1 bedroom, 1 bath apartment at 817 Anaheim St. — one of the most convenient addresses in Pittsburgh's Historic Hill District-Sugar Top.You're five minutes from the University of Pittsburgh, UPMC, and CMU's Oakland edge, with downtown, the South Side, and the Strip District all within an easy 6 minute commute. Whether you're walking to class, biking the river trails, or
Centrally located 1 bedroom, 1 bath apartment at 817 Anaheim St. — one of the most convenient addresses in Pittsburgh's Historic Hill District-Sugar Top.You're five minutes from the University of Pittsburgh, UPMC, and CMU's Oakland edge, with downtown, the South Side, and the Strip District all within an easy 6 minute commute. Whether you're walking to class, biking the river trails, or
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
