Chester, located in Delaware County, Pennsylvania, is a vibrant city with rich historical significance and a diverse community. Known for its waterfront along the Delaware River and its proximity to Philadelphia, Chester offers a mix of urban living and suburban charm. This article explores the best residential areas in Chester, providing detailed insights into their characteristics, housing options, and average prices.
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Wilmington Avenue

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Wilmington Avenue is an eclectic neighborhood featuring a blend of historical homes and modern apartments. It is a popular area for families and young professionals due to its convenient access to local services and community amenities.
Characteristics of the Wilmington Avenue
* Culture: Diverse community events, local artists, and cultural festivals.
* Transportation: Easy access to public transportation, including bus and train services.
* Services: Supermarkets, schools, parks, and recreational facilities available nearby.
* Environment: Friendly and welcoming with a community-centric vibe.
Housing Options in the Wilmington Avenue
Single-family homes, Condominiums, Townhouses
Average Home Prices in the Wilmington Avenue
* Buying: $150,000 – $220,000
* Renting: $1,200 – $1,600/month
Chester Waterfront

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The Chester Waterfront area is known for its scenic views and recreational opportunities along the river. It's perfect for those who enjoy outdoor activities and waterfront living, providing various events throughout the year.
Characteristics of the Chester Waterfront
* Culture: Outdoor festivals, waterfront dining, and community gatherings.
* Transportation: Public transport options, including access to major roads for easy commutes.
* Services: Restaurants, waterfront parks, and fitness centers are readily available.
* Environment: Vibrant and active with a focus on community engagement.
Housing Options in the Chester Waterfront
Luxury apartments, Waterfront condos, Single-family homes
Average Home Prices in the Chester Waterfront
* Buying: $200,000 – $350,000
* Renting: $1,800 – $2,500/month
Upland Borough

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Upland Borough is a suburban neighborhood known for its family-oriented atmosphere and excellent schools. It offers a quieter setting while remaining close to Chester's amenities.
Characteristics of the Upland Borough
* Culture: Community parks, family activities, and local events.
* Transportation: Convenient access to I-95 and public transit options.
* Services: Local shops, schools, and dining options available within reach.
* Environment: Cozy and quiet, suitable for families and retirees.
Housing Options in the Upland Borough
Single-family homes, Duplexes
Average Home Prices in the Upland Borough
* Buying: $160,000 – $230,000
* Renting: $1,100 – $1,400/month
Highland Gardens

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Highland Gardens is a well-established neighborhood featuring spacious lots and a mix of architectural styles, making it ideal for those seeking a suburban lifestyle with easy city access.
Characteristics of the Highland Gardens
* Culture: Active neighborhood associations and community involvement.
* Transportation: Good road access and public transportation options.
* Services: Schools, grocery stores, and healthcare facilities located nearby.
* Environment: Family-friendly with a suburban feel.
Housing Options in the Highland Gardens
Single-family homes, Ranch-style homes
Average Home Prices in the Highland Gardens
* Buying: $170,000 – $250,000
* Renting: $1,200 – $1,800/month
Chester City Center

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The City Center is Chester's bustling heart, offering a mix of residential and commercial spaces. It's ideal for those looking to embrace urban living with easy access to restaurants, shopping, and entertainment.
Characteristics of the Chester City Center
* Culture: Vibrant arts scene, dining options, and nightlife.
* Transportation: Excellent public transportation access, including SEPTA services.
* Services: Wide variety of shops, restaurants, and entertainment venues.
* Environment: Lively and dynamic, suited for young professionals and city lovers.
Housing Options in the Chester City Center
Apartments, Loft-style living spaces
Average Home Prices in the Chester City Center
* Buying: $190,000 – $300,000
* Renting: $1,300 – $2,000/month
East Ward

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East Ward is characterized by its diverse population and community-focused initiatives. This area has a rich history and features many community events that foster neighborly relations.
Characteristics of the East Ward
* Culture: Strong community ties, cultural events, and local gatherings.
* Transportation: Access to public transport with easy connections to Philadelphia.
* Services: Nearby schools, community centers, and local businesses.
* Environment: Inclusive and community-driven atmosphere.
Housing Options in the East Ward
Single-family homes, Townhouses
Average Home Prices in the East Ward
* Buying: $120,000 – $200,000
* Renting: $900 – $1,300/month
Frequently Asked Questions About the Best Residential Areas in Chester:
Some of the best residential areas in Chester include Wilmington Avenue, Chester Waterfront, Upland Borough, Highland Gardens, Chester City Center, and East Ward.
Upland Borough and Highland Gardens are particularly family-friendly with good schools and community amenities.
Home prices in Chester vary widely, ranging from approximately $120,000 to $350,000 depending on the area and type of housing.
Like any urban area, some neighborhoods are safer than others. Areas such as Upland Borough and Highland Gardens are considered relatively safe.
Chester has a decent public transportation system with bus services and access to SEPTA train lines connecting to Philadelphia and surrounding areas.
Chester offers a range of amenities including parks, schools, grocery stores, restaurants, and cultural activities.
Chester City Center and the Chester Waterfront are among the most walkable areas, with various shops and services accessible on foot.
Yes, there are several new residential developments, especially in areas like Chester Waterfront, catering to modern living preferences.
Chester provides diverse recreational opportunities with parks, riverfront activities, and community events throughout the year.
Chester City Center and the Chester Waterfront host a variety of restaurants, offering numerous dining options to explore.
Conclusion on the Best Residential Areas in Chester:
Chester offers a rich tapestry of residential neighborhoods, each catering to different lifestyles and preferences. From the vibrant urban living of Chester City Center to the family-friendly environments of Upland Borough and Highland Gardens, there's something for everyone. The waterfront area provides scenic beauty and outdoor activities, while Wilmington Avenue and East Ward showcase the city’s diverse culture. Choosing the right neighborhood will depend on your needs and lifestyle, whether it's proximity to public services, outdoor activities, or community engagement. Chester stands out as a city that embraces both the advantages of urban living and the warmth of community connections.
About the Author

Published by:Eribert De Oliveira
Mechatronics Engineer and founder of Mi Inmueble Online, with a background in real estate. I combine technology and analysis to help you find the best areas to live.