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Chester Real Estate

Chester Real Estate

Welcome to Chester, a hidden gem nestled in the heart of the United States! This charming city, located in Pennsylvania, is a vibrant community steeped in rich history and modern amenities. With its picturesque streets lined with historic architecture, Chester offers a unique blend of old-world charm and contemporary living.

As one of the oldest cities in Pennsylvania, Chester boasts a fascinating past that dates back to the late 17th century. Visitors and residents alike can explore its historical landmarks, including the iconic Chester Waterfront and the impressive Chester City Hall, which reflect the city’s storied heritage. The waterfront area is particularly inviting, with scenic views of the Delaware River, perfect for leisurely strolls or picnics with family and friends.

Chester is also home to a diverse and welcoming community, making it an ideal place for families, young professionals, and retirees. The city offers a variety of parks and recreational facilities, ensuring that outdoor enthusiasts have plenty of opportunities to enjoy nature. From the expansive Chester Park to the serene Crozer Park, there’s no shortage of green spaces to unwind and relax.

In addition to its natural beauty, Chester is conveniently located near major highways and public transportation, providing easy access to nearby cities like Philadelphia. This makes it an excellent choice for commuters seeking a peaceful suburban lifestyle without sacrificing urban conveniences.

With a growing economy, excellent schools, and a rich cultural scene, Chester is not just a place to live; it’s a place to thrive. Discover the charm of Chester and find your dream home in this delightful city today!

Newest Listings in Chester

201 Switchgrass Way Unit #34, Chester image
201 Switchgrass Way Unit #34, Chester $859,500

Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking...

  • 3 Beds
  • 3 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

320 Bayberry Dr, Chester image
320 Bayberry Dr, Chester $897,750

Be part of the fastest growing 55+ community on Marylands Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior...

  • 3 Beds
  • 2 Baths
Courtesy of Mr. Lister Realty

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478

Harley Ln Unit #LOT 2, Chester image
Harley Ln Unit #LOT 2, Chester $139,900

Lot 2 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value)! The site work has been done. ...

Courtesy of Kevin Dey Realty

Listing courtesy of Kevin Dey Realty. Contact:

Harley Ln Unit #LOT 1, Chester image
Harley Ln Unit #LOT 1, Chester $149,900

Lot 1 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value!) and this lot has a working wel...

Courtesy of Kevin Dey Realty

Listing courtesy of Kevin Dey Realty. Contact:

509 Teal Ct Unit #E, Chester image
509 Teal Ct Unit #E, Chester — Bayside $300,000

Welcome to your perfect island retreat in the sought-after waterfront community of Bayside! This beautifully positioned end-unit condominium offers the ideal blend of com...

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact: 4432741900

123 Flycatcher Way, Chester image
123 Flycatcher Way, Chester $1,100,000

The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opport...

  • 3 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

117 Flycatcher Way, Chester image
117 Flycatcher Way, Chester $1,200,000

The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back...

  • 3 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

111 Flycatcher Way, Chester image
111 Flycatcher Way, Chester $1,200,000

The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement...

  • 5 Beds
  • 5 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

313 Thomas White Blvd, Chester image
313 Thomas White Blvd, Chester $825,000

Welcome to 313 Thomas White Boulevard in the sought-after waterfront community of Gibson's Grant on Kent Island. This beautifully maintained Koch-built home offers more t...

  • 4 Beds
  • 3 Baths
Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

916 Butler St, Chester image
916 Butler St, Chester $135,000

Great investment opportunity in Chester. 920 Butler Street offers rental potential or a fantastic chance for a first-time buyer looking to build equity. This property fea...

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Main Line

Listing courtesy of Keller Williams Main Line. Contact: 6105200100

908 E 16th St, Chester image
908 E 16th St, Chester $139,000

Opportunity knocks in Sun Hill — and a lot of the expensive work is already done. Offered for the first time in over 55 years, 908 E 16th Street is a solid all-brick end ...

  • 3 Beds
  • 1 Baths
Courtesy of Property Merchants, LLC

Listing courtesy of Property Merchants, LLC. Contact: 4848008651

209 Harrier Way, Chester image
209 Harrier Way, Chester $747,900

Welcome Home! JUST LISTED & OPEN Sunday 8/9 from 9am-11am OR by APPT DAILY! Barely lived in, this home still looks like new, offering all the benefits of new constructio...

  • 4 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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View Chester Home Values

  • Chester Home Values

View Listings by Subdivision in Chester

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  • Bayside
  • Bayside Marina
  • Bentons Pleasure
  • Bridge Pointe
  • Bridge Pointe Townhouses
  • Bridgepointe
  • Castle Marina
  • Chester
  • Chester City
  • Chester Hts
  • Clayborne Woods
  • Dundee Harbor
  • Eddystone Village
  • Edgemont Park
  • Four Seasons At Kent Island
  • Gibsons Grant
  • Golt
  • Harbor View
  • Highland Gardens
  • Marling Farms
  • None Available
  • Parkside
  • Queens Landing
  • Serenity Farms
  • Southwind
  • Stockleigh
  • Sun Hill
  • Sun Village
  • Unknown
  • Waterman's Cove

View Listings by School_District in Chester

  • Chester-Upland
  • Chesterfield County Public Schools
  • Queen Anne's County Public Schools

Browse Chester Homes by Property Type

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