$132,046Average Value$112Average Price per Sq Ft59Homes For Sale
Historic Chester looks towards the future
The site of William Penn’s first arrival in the area, Chester is the oldest city in Pennsylvania. The city was initially named Upland and later named after the English city of Chester when William Penn came up the Delaware River. From a small shipbuilding and textile town to an industrial powerhouse manufacturing steel ships for both World Wars and consumer goods. Historic buildings and artistic murals line the downtown streets of a community that is proud of its past and looking towards a better future.
Looking down the main shopping area in Downtown Chester.
Historic buildings fill downtown Chester, reflecting the town's past.
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Historic row homes
Here you’ll find a community of traditional city streets lined with historic buildings adorned with modern murals. These murals are adorned with messages of community solidarity and collective action as the city engages in revitalization through local art and reinvestment. Homes largely retain their historic quality, sporting the classic twin house style and row houses similar to those found in Philadelphia. Downtown Chester’s twin houses feature spacious open floor plans along with turret windows on the second floor, though Chester’s most common home style is the row house. Colonial and traditional-style houses built in the early 1900s feature two to three-story layouts as well as street parking. Most homes are a quick walk or bus ride to nearby schools and businesses, plus cities like Wilmington and Philadelphia are only a half-hour train ride from the Chester Transportation Center. The range of home prices varies; homes needing major restoration and a little T.L.C. range from $15,000 to $110,000, row houses range from $150,000 to 440,000 and more recent developments are priced as high as $660,000 or more.
Downtown Chester residents often have on-street parking.
Row homes are the most common style of living in Downtown Chester
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Public and private education in Chester
Chester offers its students a range of public and private education options. Public and charter schools in the area operate under the Chester Upland School District, with primary schools like Stetser Elementary, which has an overall C minus Niche rating teaching students from pre-kindergarten to sixth grade. Students move on to intermediate and secondary institutions such as Toby Farms Intermediate and Chester High School. The latter high school has an overall C minus Niche rating a longstanding reputation as basketball championship winners since the 1980s and has graduated several professional basketball players.
Chester High School earns a D+ overall on Niche.
Stetser Elementary School serves students throughout Chester from Pre-K through sixth grade.
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Modern mural at a historic library
After school, bring the kids to the historic J. Lewis Crozer Library. The library was founded in 1769 as the Chester Library Company, one of the earliest libraries established in Pennsylvania, and renamed in 1925 after a sizeable donation from philanthropist J. Lewis Crozer. The current building’s exterior is entirely covered by artful murals depicting some classic literary titles and more abstract pieces.
This book mural leaves no doubt where South Chester folks can come for their favorite reads.
The Crozer Public Library in South Chester is a popular stop for relaxation and learning.
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Established and new eateries in downtown
A sizeable revitalization initiative in Chester is reflected in established and new businesses. Downtown shopping offers a range of local retailers and services to browse through. Regional grocery stores like Express Food Market will keep your home stocked with fresh produce, bulk foodstuffs and other household necessities. There are also several local restaurants where you can enjoy a nice meal. Start your day at Penn Café, a locally owned and newly renovated restaurant in the heart of downtown, dishing out specialty beverages, baked goods, and a range of small-plate meals. Name A Better Duo Tacos and Bowls is a local take-out spot offering tacos, bowls, and other Mexican favorites.
Many South Chester residents start their day with coffee at Penn Cafe in nearby Larkintown.
Name a Better Duo Tacos in Downtown Chester is a lively spot for a bite.
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Commuters head to downtown
Historic homes with quick commutes to schools and nearby metropolitan areas make Chester a choice for a home well worth considering.
Locals can commute to Philadelphia or Wilmington with ease at the Chester Transportation Center.
Septa is a dependable form of transportation for many folks in Chester PA.
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Written By
Christopher Kopczynski
Photography Contributed By
Joe Pulcinella
Video By
EB Fox
Interested in learning more about homes in this area?
Reach out to
AJ Simms,
an experienced agent in this area.
GreatSchools:
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On average, homes in Chester, PA sell after 47 days on the market compared to the national average of 53 days. The median sale price for homes in Chester, PA over the last 12 months is $135,000, up 5% from the median home sale price over the previous 12 months.
Discover a hidden gem in the heart of Chester City, where opportunity meets charm in this classic Colonial townhouse. Built in 1940, this brick beauty offers a solid foundation for savvy investors looking to capitalize on the growing rental market. With its timeless architectural style and potential for modernization, this property is a canvas waiting for your vision. This interior row townhouse
Welcome to 810 E 9th St! Positioned in a busy corridor just minutes from Eddystone and major thoroughfares, 808 E 9th Street presents a fantastic opportunity for builders, investors, or business owners. This vacant 20x100 ft lot (2,000 sq ft) allows for a wide range of development possibilities. Whether you're planning to build a residential unit, open a small business, or develop a mixed-use
This single-family home can be purchased either as a first-time home or as an investment property and is currently occupied by tenants ($1,400/month) in good standing. It may also be acquired as part of a packaged portfolio that includes five single-family homes located within ten minutes of each other in the City of Chester. The package includes 918 Highland Ave (49-11-01628-00), 708 Ward St
Welcome to the gorgeous 1018 Elsinore Place in the beautiful Chester Pennsylvania community. This nice home was recently renovated in 2025. If you are approaching the home from the front entrance, you will take few steps into the cozy open porch. From there you will enter the main home after opening the front door, You will certainly be mesmerized by the marvelous open concepts design in front of
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
Great investment opportunity in Chester. 1102 Parker Street offers rental potential or a fantastic chance for a first-time buyer looking to build equity. This property features a functional layout, 3 spacious bedrooms, and an extra room off the kitchen that can be used as a pantry or breakfast nook. There is access off the kitchen to the backyard. Conveniently located near Widener University and
Welcome to 2003 Edgmont Avenue, Chester, PA – a versatile duplex that offers both charm and modern conveniences. Whether you're an investor looking for a promising opportunity or a homeowner seeking a flexible living arrangement, this property is sure to impress. **Unit #1:** This front unit welcomes you with a cozy living room kitchen combo, perfect for easy living and entertaining. The spacious
This single-family home portfolio can be purchased as an investment property package and is currently occupied by tenants in good standing. All homes are located within ten minutes of each other in the City of Chester. The package includes 918 Highland Ave (49-11-01628-00), 708 Ward St (49-11-02091-00), 714 Ward St (49-11-02094-00), 937 McDowell Ave (49-05-00813-00), and 1125 Morton Ave
This property adorns 3 nice size bedrooms and a full bath. You have a blank canvas to create your dream space. A fantastic opportunity for buyers ready to create their dream home or add to their investment portfolio—schedule your showing today! Property is being sold as-is with no warranties expressed or implied. Home inspections are for informational purposes only. Buyer may be responsible for
Chester investment deal! 900 Tilghman St plus the adjacent lot at 902 Tilghman. TWO side-by-side parcels. One price. boasting a massive 5200 sqft TOTAL! Chester is a historic riverfront city with Philly access, growing redevelopment, and plenty of upside. Double the lots = double the opportunity! Contact Connor Fellin today!
Price reduction brings you a $10k savings. 2Bd investor special. Recent upgrades bring this property back to market. New electrical panel. Near major roads for express entry to Philadelphia and Airport. Playground within a stones throw from the home. Come see this property as a first time buyer or investor looking to add to your portfolio.
Hernan AlvaradoKeller Williams Real Estate Tri-County
Green Forest offers amazing amenities and large homes. See for yourself all of the exciting features that could be yours.Our community is in walking distance to Widener University, buses and trains. If you need to go shopping there is a Walmart, Shoprite and other stores including restaurants and fast food places within a 3 mile radius. We are also located in walking distance to Chester
2 bedroom and 1 bath Apartment. It is unit 2D, On the 2nd floor of the building. Apartment has H/W floors throughout. Stainless steel appliances. Dishwasher, stove, range hood and fridge. Bathroom has ceramic tile and shower over tub. There is a 3rd bedroom that is used for the living room area and an eat in kitchen area. Convenient location, mins from 195 and Blue rt. Property is freshly painted
Bright, welcoming, and ready to be called home. Explore Walnut Chestnut Apartments; Dive into our amenities and see the exceptional features waiting for you. Head over to our gallery for a closer look at our beautifully maintained apartments and grounds - your next home is just a click away.
Welcome to Unit 3B at 2723–2725 W 3rd St in Chester, PA. This well-laid-out 3-bedroom, 1-bathroom apartment offers comfortable living at an affordable price. The unit features a bright living area, generously sized bedrooms with good closet space, and a functional kitchen with ample cabinetry. The bathroom is clean and well-maintained, and the overall layout provides a nice separation between
Discover affordable living with a touch of innovation at Wallingford Estates, nestled in a serene garden-style setting. Our apartment homes offer both comfort and convenience, strategically located for easy access to Widener University, schools, shopping, and public transportation.Wallingford Estates boasts beautifully landscaped grounds that extend a warm welcome as you arrive home. As a
Property will be available March 1st move in. Large 3 story 3 bedroom and 1 bath house located on Upland St in Chester. Property is being painted throughout, new light fixtures H/W Floors. New carpets in the bedrooms. Kitchen is getting new H/W floor and counter top. Has shower over tub. Has nice dry basement for storage with washer and dryer hook-up. Quaint backyard for summer fun. Tenant pays
Welcome to this spacious and versatile 5-bedroom home featuring a bonus 6th room—perfect for a home office, playroom, or guest space. With four generously sized bedrooms on the upper level and two additional bedrooms on the lower level, there’s plenty of room for everyone. This home offers 1.5 bathrooms, a large backyard ideal for gatherings or play, and is conveniently located within walking
At The Hub at Widener, residential, retail, and hospitality are combined into a collection of inter-connected buildings that support a vibrant, modern lifestyle and enhance civic life. The architecture reflects the exciting, intimately scaled jumble of forms found in university campus towns; a collection of traditional materials used in unexpected ways. Modern glazing, heating, ventilation, and
Welcome to 610 E 9th St - Unit 2, a charming apartment located in the vibrant city of Chester, PA. This delightful residence boasts three spacious bedrooms and a full bathroom, offering ample space for comfortable living. The kitchen is a standout feature, providing a functional and inviting space for meal preparation. The apartment's layout is designed to maximize space and comfort, ensuring a
Kirk WaechterProsperity Real Estate & Investment Services
Come see how we've changed! Enjoy the convenience to Philadelphia with public transportation right outside your door, and come home to the quiet and serene setting if this newly renovated apartment community. We offer studio, one and two bedroom floor plans at affordable rates to suit your lifestyle.The tree-lined block is SUPER QUIET.Each home has its own private entrance with
Welcome to 2309 Upland St, Chester, PA 19142, a charming residence that offers a blend of comfort and convenience. This home boasts four spacious bedrooms and 1.5 well-appointed bathrooms, providing ample space for relaxation and personal time. The kitchen, a culinary enthusiast's delight, is designed to cater to all your cooking needs. The property also features a basement, offering additional
Kirk WaechterProsperity Real Estate & Investment Services
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