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Upper Hill Homes for Sale

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  • /17

    $215,000

    $60K PRICE DROP

    725 Clarissa St, Pittsburgh, PA 15219

    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 Naedele BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

    725 Clarissa St, Pittsburgh, PA 15219
  • /26

    $167,500

    $13K PRICE DROP
    • 2 Beds
    • 2.5 Baths

    714 Cherokee St, Pittsburgh, PA 15219

    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

    Emily Fraser PIATT SOTHEBY'S INTERNATIONAL REALTY

    714 Cherokee St, Pittsburgh, PA 15219
  • /41

    $180,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,642 Sq Ft

    3474 Webster Ave, Pittsburgh, PA 15219

    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

    Gloria Besley REGENCY CREST REALTY, INC.

    3474 Webster Ave, Pittsburgh, PA 15219
  • /20

    $99,500

    • 2 Beds
    • 1 Bath
    • 1,620 Sq Ft

    767 Anaheim St, Pittsburgh, PA 15219

    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,

    Konstantine Haritos KEFALOS & ASSOC R. E.

    767 Anaheim St, Pittsburgh, PA 15219
  • /28

    $110,000

    • 3 Beds
    • 1 Bath
    • 1,214 Sq Ft

    3476 Webster Ave, Pittsburgh, PA 15219

    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

    Ryan Scialabba REALTY CO LLC

    3476 Webster Ave, Pittsburgh, PA 15219
  • /38

    $74,999

    • 4 Beds
    • 2 Baths
    • 2,479 Sq Ft

    3369 Milwaukee St, Pittsburgh, PA 15219

    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

    Deijah Hampton-Penn RIVER POINT REALTY, LLC

    3369 Milwaukee St, Pittsburgh, PA 15219
  • /7

    $139,000

    $16K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,429 Sq Ft

    908 Anaheim St, Pittsburgh, PA 15219

    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.

    Uche Onwugbenu KELLER WILLIAMS EXCLUSIVE

    908 Anaheim St, Pittsburgh, PA 15219
  • /24

    $94,900

    • 2 Beds
    • 1 Bath
    • 801 Sq Ft

    201 Adelaide St, Pittsburgh, PA 15219

    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

    Adam Slivka CENTURY 21 FAIRWAYS REAL ESTATE

    201 Adelaide St, Pittsburgh, PA 15219
  • /46

    $324,000

    $26K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,516 Sq Ft

    3546 Camp St, Pittsburgh, PA 15219

    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 Constantini HOWARD HANNA REAL ESTATE SERVICES

    3546 Camp St, Pittsburgh, PA 15219
  • /6

    $9,900

    $10K PRICE DROP
    • Land
    • 2,326 Sq Ft
    • $185,393 per Acre

    769 Anaheim St, Pittsburgh, PA 15219

    Great level buildable lot in Schenley Heights! Awesome opportunity! Great development potential!!

    Libby Sosinski KELLER WILLIAMS REALTY

    769 Anaheim St, Pittsburgh, PA 15219
  • /10

    $61,500

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,116 Sq Ft

    799 Cherokee St, Pittsburgh, PA 15219

    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 Davis BERKSHIRE HATHAWAY THE PREFERRED REALTY

    799 Cherokee St, Pittsburgh, PA 15219
  • /38

    $475,000

    • 5 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    3044 Iowa St, Pittsburgh, PA 15219

    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-Lightholder HOWARD HANNA REAL ESTATE SERVICES

    3044 Iowa St, Pittsburgh, PA 15219
  • /20

    $270,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    3412 Monroe St, Pittsburgh, PA 15213

    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.

    jeff chen YOUR TOWN REALTY LLC

    3412 Monroe St, Pittsburgh, PA 15213

Why Live in Upper Hill

The Upper Hill neighborhood in Pittsburgh sits atop the Hill District, offering convenient access to both downtown Pittsburgh and Oakland. This area is undergoing significant redevelopment, with private investors and local groups revitalizing blocks of fixer-upper homes. The neighborhood features classic early 20th-century homes and midcentury houses. Some single-family houses have been converted into small multifamily properties. Residents enjoy distant skyline views of the Golden Triangle and the East End, and are close to cultural and community resources like the Pittsburgh Playwrights Theatre Company and Robert E. Williams Memorial Park. The park offers tranquil reservoir paths, a playground, basketball courts and an indoor shelter with views of the downtown skyline. The Upper Hill is served by the Pittsburgh Public School District, with Pittsburgh Milliones 6-12 as the neighborhood school. The area is also near top universities such as the University of Pittsburgh, Carlow University and Carnegie Mellon University. For dining and shopping, residents can visit Grandma B’s Cafe in the Middle Hill or travel to North Oakland and Central Oakland for a variety of restaurants, bars and convenience stores. Public transportation options include the Pittsburgh Regional Transit 83 bus. Downtown Pittsburgh is 3 miles away, Oakland is 1 mile away and Pittsburgh International Airport is 20 miles from home.

Upper Hill Home Prices vs. Nearby Pittsburgh, PA Neighborhoods

Upper Hill Wilkinsburg Marshall-Shadeland Brighton Heights
Median Home Price
$196,200
$165,000
$149,500
$253,950
Median Sale Price
$171,000
-27% YoY
$162,500
+9% YoY
$150,925
+55% YoY
$226,000
+12% YoY
Median Single Family Price
$140,000
$153,000
$139,500
$241,525
Median Townhouse Price
$170,000
$150,000
$129,900
$229,000
Total Active Listings
11
53
32
28
Market Conditions
7 Months of Supply
Buyer's Market
5 Months of Supply
Balanced Market
9 Months of Supply
Buyer's Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is Upper Hill a good place to live?
Upper Hill is a good place to live. Upper Hill is considered fairly walkable and bikeable with good transit options. Upper Hill has 1 park for recreational activities. It has a median age of 44. The average household income is $63,242 which is below the national average. College graduates make up 43.7% of residents. A majority of residents in Upper Hill are home owners, with 46% of residents renting and 54% of residents owning their home. A local real estate agent serving Upper Hill can help you decide if this neighborhood is the right one for you. Learn more on our Upper Hill neighborhood guide.
Is Upper Hill, PA a safe neighborhood?
Upper Hill, PA is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Upper Hill?
The median home price in Upper Hill is $196,200. If you put a 20% down payment of $39,200 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $1,000 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $43K a year to afford the median home price in Upper Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Upper Hill is $63K.
What are the best public schools in Upper Hill?
The best public schools that serve Upper Hill are:
What are the best private schools in Upper Hill?
The best private schools that serve Upper Hill are:
What are the most popular zip codes in Upper Hill, Pittsburgh, PA?
The most popular zip codes in Upper Hill, Pittsburgh, PA include 15219, 15213, 15224, 15201 and 15211.
What are the most popular neighborhoods near Upper Hill, Pittsburgh, PA?
The most popular neighborhoods near Upper Hill, Pittsburgh, PA are Middle Hill, North Oakland, Polish Hill, Shadyside and Bloomfield.
Are home prices dropping in Upper Hill?
Yes, home prices in Upper Hill are down 35% in the last 12 months.
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