$211,268Average Value$159Average Price per Sq Ft13Homes For Sale
All that jazz in Upper Hill
Walkable, centrally located and changing every day, Upper Hill sits on the north side of Pittsburgh’s Hill District, a well-known community that borders the beating heart of downtown — the Golden Triangle. This community has a rich history. Between the 1920s and ‘50s, the Hill District was a cultural, musical mecca booming with black-owned businesses. It was where Pittsburgh jazz players of that time could make a name for themselves, where bebop, hard bop and vocalese styles were born.
Upper Hill is more residential than its southern counterparts, Middle Hill and Crawford-Roberts. However, residents here are still within walking or biking distance of downtown Pittsburgh’s attractions, including the Pittsburgh International Jazz Festival.
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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American Foursquare and Victorians
“A lot of the housing in Upper Hill was built in the early to mid-1900s,” says Bob Dini, a Realtor with Berkshire Hathaway HomeServices The Preferred Realty, who has been selling homes in the city for 35 years now. “They weren’t building homes on half an acre then. They were building homes to house those working in the steel mills and factories in and around the city center. So you have small lots, some small yards, but low outside maintenance.” The slanting streets of Upper Hill are lined by classic early 20th-century architecture like Victorians and Tudors, but more predominantly American Foursquares. Many of these blocky homes have been converted into condominiums and duplexes, allowing more folks to call Upper Hill home. While some homes feature short driveways, most residents rely on street parking. Overall list prices range between $28,000 and $797,000.
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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University prep at Milliones 6-12
Students living in Upper Hill are served by Pittsburgh Public Schools. They can start their academic careers at Pittsburgh Miller PreK-5, rated with a C-minus on Niche, before attending Pittsburgh Milliones 6-12, rated with a D-plus on Niche. This university preparatory school features an in-house magnet program formed via a partnership between the Pittsburgh school district and the University of Pittsburgh. It is one of the district’s 11 specialty programs.
Milliones School is a university preparatory school in the Upper Hill.
Pittsburgh Miller K-5 is an African-Centered Academy.
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Robert E. Williams Memorial Park
Although life in Upper Hill is city-living to a tee, there are plenty of spots to enjoy nature and get a breath of fresh air. Robert E. Williams Memorial Park is a low-key green space with a picnic pavilion, playground and basketball court, but what makes this spot wildly popular is the stunning view of the city that can be seen at the top of the park’s hill where the reservoir is. On the neighborhood’s south side, the Herron Hill tennis courts are another frequented hub. Other parks nearby include West Penn Park and Frank Curto Park.
Robert E. Williams Memorial Playground
Historic landmark in the Upper Hill
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Butterjoint and Grandma B’s
Upper Hill is largely residential, so grabbing a bite to eat or running errands will take residents out of the neighborhood, but not by far. North Craig Street is less than a mile west of Upper Hill and is home to several delectable hubs, including Butterjoint, a hip spot popular for its craft cocktails and bar bites. An Indian grocery store, Bombay Food Market, also sits off this road, perfect for grabbing a few things for the pantry. South of Upper Hill, Grandma B’s Cafe is a community staple. This quaint, locally owned American diner has a quiet, homey atmosphere and mouthwatering breakfast items.
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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UMPC and downtown access
“The main appeals of this area are its walkability, proximity to downtown and proximity to University of Pittsburgh Medical Center facilities,” Dini says. The heart of Upper Hill is about a mile north of the University of Pittsburgh and a little under 3 miles from the Golden Triangle. Residents can also access public transportation thanks to the PRT bus stops throughout the neighborhood. For farther commutes, the closest ramp onto Interstate 579 is just down the hill off Bedford Avenue.
A resident walks the sidewalks of Upper Hill.
PRT bus stops are all through the Upper Hill and the buses will take you all around the city.
Just across the street in North Oakland Zarra's Restaurant waits for residents of Upper Hill to join them.
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.
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Upper Hill Demographics and Home Trends
On average, homes in Upper Hill, Pittsburgh sell after 125 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 $235,000, up 87% from the median home sale price over the previous 12 months.
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.
Beautifully remodeled home in Polish hill! 2 parcels included, one for the house and one for the driveway! Large covered front porch! Off street parking! Updated LVP throughout! Fully equipped kitchen featuring updated cabinets, quartz countertops, and a large island! Two fully updated full baths and an additional updated half bath! Centrally located! Close to shopping and transportation!
Completely rebuilt with a stunning new addition, this three bedroom, two and one-half bath home in Polish Hill combines comfort, modern aesthetics, natural beauty, and convenience to Downtown. The addition features a chef’s kitchen with quartz counters, stainless steel appliances, and sleek cabinetry, plus a private primary suite and a covered, gated bluestone patio. Oak and maple flooring flow
AVAILABLE FOR RENT NOW OR JANUARY 2026 THROUGH AUGUST 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
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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.
