$204,087Average Value$171Average Price per Sq Ft2Homes For Sale
Longstanding historical community just 20 miles west of Philadelphia
First colonized by the New Sweden colony in the 1600s, the Borough of Upland gets its name from the Swedish province of Uppland. The community’s hilly terrain gave one of its main streets the name “Hill Street,” where buyers will find some of Upland’s oldest homes, dating from the late 1800s. A suburb of Philadelphia, the community offers spacious, budget-friendly homes that still offer easy access to for commuters. “It’s a traditional, old-fashioned community that has a lot of history and a lot of families who have been in the area for generations,” says Realtor Karen Dauber with Long & Foster Real Estate. Dauber is a lifelong resident of Delaware County and has been working in real estate since 1996.
Older brick homes in Upland preserve the history of the area.
The Schoolhouse Museum alongside the Caleb Pusey House in Upland.
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Suburban community with Colonial Revival homes
Homes here consist of Colonial Revival-inspired rowhomes and single-family homes from the early-to-mid-1900s. While Upland isn’t a very busy area, it gives off a city-like feel with homes being in close quarters, some featuring driveways and others requiring street parking. Most homes either have little yard space or are right up on the sidewalk, including some brick sidewalks reminiscent of its colonial past. The oldest and most historic home in the neighborhood is the Caleb Pusey House. Built in 1683, it was visited by William Penn and is the second oldest English house in the state. For one of the neighborhood's older homes, buyers can expect to pay around $100,000 to $200,000. Meanwhile, those built around the 1950s typically go for $250,000 to $300,000.
There is a piece of history in every inch of the Upland neighborhood.
The hilly streets of Upland are lined brick colonial homes and old brick sidewalks.
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Students attend Chester Upland School District
Neighborhood students go to Main Street Elementary School, which uses modern technology such as high-tech Promethean boards and iPads to deliver a 21st-century educational experience. Students then go on to Toby Farms Intermediate School for sixth to eighth grade and then to Chester High School for grades nine through 12. All three of the schools scored a C-minus on Niche for their academics.
Students in Upland attend Main Street Elementary School in the heart of the neighborhood.
An aerial overview of Main Street Elementary School in Upland highlights is playfields.
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Upland Park is the town’s main outdoor destination
Many residents enjoy lounging in a wide-open green space or going for a stroll along paved tree-lined trails. There’s also an inclusive playground for kids of all ages and abilities to play on. The park is home to the Redwood Community Center, a popular spot for weekly events for local seniors, from country line dancing, exercise classes and several other entertaining programs. Residents can also visit the park for annual holiday events. “Residents are very traditional with their celebrations. Locals hang out at the park, kids decorate their bikes for the holidays. And of course, everyone comes for the Fourth of July fireworks,” says Dauber.
A brand new, all-inclusive playground in Upland Park for children to enjoy.
Three Widener University nursing students study at the Upland Park playground.
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Small town comforts on Upland Avenue
For those who’d prefer to light up the sky themselves, residents can get everything they need from Phantom Fireworks, located in Upland’s one shopping center in the middle of town. There, residents can shop at Family Dollar for many of their household needs. After shopping, residents can stop by the deli or grab a steak along with other produce at Sam & Sam Meats, an Upland staple, serving the community for decades. For classic comfort food, head to Upland Diner, a popular spot for breakfast, lunch and dinner. While the restaurant has lots of options, the pot roast and sticky cinnamon bun French toast are a favorite among locals. The town has a few other dining options as well, like G@G Pizza or Chinese food from Great Wall. There are more big box stores and restaurants in nearby Chester, just 2 miles away.
The Upland Diner has been a familiar landmark since 2000.
People in and around Upland come to Sam and Sam Meats for fresh meats and friendly service.
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Residents can easily connect to Wilmington or Philadelphia
Commuters can easily hop on Interstate 95, which runs directly through the southern portion of Upland. Philadelphia International Airport is just 8 miles away. Residents can drive just 11 miles further and they’ll be in Center City Philadelphia, where shops, restaurants and entertainment are abundant. For residents driving to Wilmington, Delaware, it’s a 14-mile trip south of I-95. The closest hospital is the historic Crozer-Chester Medical Center, which was once Crozer Theological Seminary, where Dr. Martin Luther King Jr. graduated from in 1951. For those seeking public transportation, the nearest light rail station connecting to Philly is Eddystone Station, just 3 miles away. Easy access to Philly and beyond makes Upland an attractive suburb to call home.
I-95 connects Upland residents with Philadelphia to the north and Wilmington to the south.
The Eddystone Septa Station is a hub for Upland residents heading in and out of the city.
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Written By
Nicolas Stuart
Video By
Mark Barakat
Interested in learning more about homes in this area?
Reach out to
Erin Thompson,
an experienced agent in this area.
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On average, homes in Upland, PA sell after 113 days on the market compared to the national average of 54 days. The median sale price for homes in Upland, PA over the last 12 months is $165,000, down 2% from the median home sale price over the previous 12 months.
Discover Bridgewater Run, the lowest-priced new homes in Delco. Located next to Toby Farms. The 3-bedroom Turner offers townhome-style living at an attainable price point. Enter your home on the second level. The open-concept layout features a living room and kitchen where you can whip up dinner while keeping an eye on pets or kids in the living room. All kitchen appliances plus a washer and
Discover Bridgewater Run, the lowest-priced new homes in Delco. Located next to Toby Farms. The 2-bedroom Johnson offers townhome-style living at an attainable price point. Enter your home on the first level. The open-concept living room and kitchen gives you the space and flexibility for everyday life. All kitchen appliances plus a washer and dryer are included in the base price! This is your
Solid well maintained home in Upland on a quiet street. Close to major routes and shopping. House will received touch up paint and small repairs needed. Professionally managed.
Step into this beautifully updated 1920 twin home at 1007 Woodside Avenue, where timeless character meets high-yield potential. Ideally located in the heart of Upland, this property offers a rare combination of turn-key modern living and a lucrative opportunity for the savvy investor. The ResidenceA charming covered front porch welcomes you into a sun-filled living room characterized by
Well-maintained single-family home featuring 3 bedrooms and 1.5 bathrooms. The property is owner-occupied and will be delivered vacant at closing. Home is in good condition, offering a solid layout with comfortable living space. Ideal for a first-time homebuyer or an investor looking for a turnkey property. Conveniently located near local amenities, schools, and transportation. A great
Kirk WaechterProsperity Real Estate & Investment Services
New Home, ready for you to move in July 2026! Welcome to Bridgewater Run — the only new home community in Delaware County where you can own for less than rent, all within 5 minutes of everything you want and need. This inviting Turner floorplan offers 3 bedrooms and 1 full bath across 1,111 square feet of smart, efficient living space. Designed for attainability and low-maintenance convenience,
Well-maintained single-family residence with 3 bedrooms and 2 full bathrooms. This property is in very good condition, tenant occupied, and currently bringing in $1,600 per month in rent. A lease is already in place, with approximately 8 months remaining, providing instant income potential or future use as a residence. This is a great opportunity for investors or those looking to use as a future
Kirk WaechterProsperity Real Estate & Investment Services
Welcome to 312 W 21st street in Chester. This 3 BDRM 1 bath townhouse has been updated and is looking for its next owner. The property is close to Widener University, I 95 corridor, Brookhaven shopping, and public transportation making the location ultra convenient. The exterior has a private patio in front and rear parking w/ interior access to the basement. The sun-filled first floor boasts
Chester rental opportunity for investors and contractors. This property presents the chance to improve and hold as a potential income-generating asset. The neighborhood has a history of active rental use and ongoing reinvestment, making it appealing for those focused on building long-term portfolio value. Property is being sold strictly as-is.
Enter into your new home where light and love is what you will walk into. This corner lot home in Toby Farms has a beautiful kitchen with new appliances such as a dishwasher, stove, beautiful light fixtures, and recess lighting, soft close cabinets. A kitchen bar to entertain guests. New engineered hardwood floor throughout the house. 3 bedrooms,2 bathrooms,1 is in the master bedroom. A finished
An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio
***Now accepting applications for our Pre-Approved Wait list!***Welcome to Upland Estates - a beautiful place to live. Our property features lush landscaping in a quiet, peaceful environment. You will enjoy the spacious apartments and wonderful neighbors. This gated community is professionally managed with excellent management and maintenance staff. Call our leasing office today for more
Now available for lease at 206 W Parkway Ave in Chester, PA — a comfortable and spacious 2nd-floor, 2-bedroom, 1-bath apartment with great features.This unit has its own private side entrance that leads you directly up to the second floor, giving you added privacy and a more exclusive feel. Inside, you’ll find a fully carpeted living space, creating a warm and comfortable atmosphere
Turnkey Brick Beauty in Toby Farms – Fully Updated & Ready for 2026! Step into effortless living with this impeccably maintained, brick-front END-UNIT townhome. From the moment you follow the private walkway to the inviting entrance, you’ll notice the meticulous care given to every square inch of this 3-bedroom, 4-bathroom (2 full, 2 half) residence. The sun-drenched main level features a modern,
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