$204,840Average Value$153Average Price per Sq Ft11Homes 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.
You will find Tutor Revival homes in the Upper Hill along with other styles that will suite your 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 if you are 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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Milliones School is a university preparatory school in the Upper Hill.
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.
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 115 days on the market compared to the national average of 53 days. The median sale price for homes in Upper Hill, Pittsburgh over the last 12 months is $220,000, up 69% from the median home sale price over the previous 12 months.
A quiet oasis in Schenley Farms, this one-of-a-kind concrete castle was built by an astronomer who cherished the sun and stars. The home features multiple exterior porches offering stunning views. A welcoming front veranda opens to spacious entryway with wide halls. Gorgeous new cooks' kitchen is complemented by a gracious dining room that seats ten. The first floor includes convenient laundry
Great Investment Opportunity! This solid brick 4-unit building offers a potential 14.5% cap rate when fully rented. Each unit features 2 bedrooms, a living/dining area, kitchen, and a full bath. There's a full basement with laundry equipment for tenant convenience. All units also have a back porch. Located close to public transportation, Oakland, and downtown, accessibility is excellent.
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
Spacious 5-Bedroom House near University of Pittsburgh. Great layout for group of students - Great access to public transportation with direct stair access to Bigelow Blvd steps from home. - Home is legally zoned as 2 family and meets residential occupancy requirements of the city.Located in Upper Hill / Schenley Farms neighborhoods, this single-family home sits on a quiet, private, and
AVAILABLE FOR RENT NOW OR JANUARY 2026 THROUGH JULY 2026 - 3125 Ewart Drive is a spacious, newly renovated 5-bedroom, 4-bath home offering over 2,200 square feet of living space. The home features a modern kitchen with granite countertops and stainless-steel appliances, hardwood floors, central air, and a finished basement providing extra space for studying, relaxing, or storage and in-unit
AFFORDABLE NEWLY RENOVATED 2 BEDROOM APT. NOW AVAILABLEONLY 5 mins. from Oakland and Downtown PittsburghLiving room/optional 3rd bedroom with an abundance of natural light, sit-in kitchen, new bathroom: ceramic shower stall, new touchscreen LED mirror, 2 (and a possible 3rd) bedrooms: fresh carpet and plenty of closet space hardwood vinyl throughout. On site washer & dryer
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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.
