Chester Homes under $500,000

Chester Homes under $500,000

Welcome to Chester, a charming city nestled in the heart of the United States, where history meets modern living. Known for its rich heritage and vibrant community, Chester offers a unique blend of small-town charm and urban convenience. With tree-lined streets, friendly neighbors, and a variety of local shops and eateries, this city is an ideal place for families, professionals, and retirees alike.

One of the most appealing aspects of Chester is its diverse real estate market, particularly for those seeking homes under $500,000. Whether you’re a first-time homebuyer or looking to downsize, Chester has a wonderful selection of properties that fit your budget without compromising on quality. From quaint single-family homes with cozy front porches to modern townhouses with open floor plans, there’s something for everyone in this welcoming community.

Living in Chester means enjoying the great outdoors, with numerous parks and recreational areas perfect for weekend picnics, hiking, and family activities. The city is also home to excellent schools, making it a fantastic choice for families looking to settle down. With easy access to major highways, Chester is conveniently located for commuters, allowing you to enjoy the tranquility of suburban living while remaining close to larger metropolitan areas.

Explore the possibilities of making Chester your new home. With its affordable housing options and a community that feels like family, you’ll find that life in Chester is truly a delightful experience. Come and discover why so many are choosing to call this beautiful city home!

Newest Chester Homes under $500,000

2111 W 9th St, Chester
$129,900
3 Beds ⋅ 2 Baths
Welcome to 2111 W 9th St, Chester, PA 19013! This well maintained single family home offers 3 bedrooms and 2 bathrooms. The property has had several updates, including a new kitchen, a new bathroom, and a new sidewalk. Currently owner occupied and in good condition, this home is a great opportunity for a homeowner or investor. The property will be delivered vacant at closing. NOTE (please include this on your offer): -The property will be sold in AS-IS condition. -The buyer is responsible for U&O.

2111 W 9th St, Chester

Listing courtesy of Prosperity Real Estate & Investment Services. Contact:

no property photo
$160,000
5 Beds ⋅ 2 Baths

2017 Melrose Ave, Chester

Listing courtesy of Dan Real Estate, Inc.. Contact:

707 W 7th St, Chester
$130,000
4 Beds ⋅ 2 Baths
Opportunity for investors, builders, and developers seeking a major rehabilitation or potential redevelopment project. This three-story brick property features traditional Victorian-style architectural details and has sustained extensive fire damage, with significant interior and structural deterioration. Major rehabilitation or possible reconstruction may be necessary. The property also features a yard and a rear covered parking area. Property is being offered strictly as-is. Cash or financing appropriate for the property's condition may be necessary. All buyers must independently verify property condition, zoning, permitted uses, and redevelopment feasibility. No property access or showings without prior authorization and execution of the required property access and risk acknowledgment agreement. Do not enter the property without express permission.

707 W 7th St, Chester

Listing courtesy of Velvet Rope Homes. Contact:

2024 Edgmont Ave, Chester
$74,900
Investment opportunity in Chester! This triplex features two 2-bedroom units and one 1-bedroom unit, offering a versatile setup with strong income-producing potential. Whether you're looking to expand your rental portfolio or take on your next investment project, this multi-unit property presents plenty of possibilities. Conveniently located near local shopping, transportation, and major roadways. Schedule your showing today and explore the potential this triplex has to offer! Please note : Property is being sold as-is. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

2024 Edgmont Ave, Chester

Listing courtesy of RE/MAX Select Group. Contact:

2024 Edgmont Ave, Chester
$74,900
5 Beds ⋅ 3 Baths
Discover a prime investment opportunity with this traditional twin/semi-detached home, built in 1920 and offering 1,744 sq. ft. of potential. With 5 spacious bedrooms and 3 full bathrooms, this property is well-suited for rental income or a flip project. The full basement provides additional storage or potential for conversion into livable space, enhancing overall value. Situated on a compact 0.05-acre lot, this property requires minimal maintenance while maximizing rental yield. The brick construction ensures durability and low upkeep costs. On-street parking adds convenience for tenants, while the absence of a homeowners association means no additional fees. With the local market showing steady growth, this property presents an excellent opportunity for cash flow and appreciation. Whether you're a seasoned investor or looking to expand your portfolio, this home is a solid choice for generating returns. Don't miss out on this chance to capitalize on a promising asset! Please note : Property is being sold as-is. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

2024 Edgmont Ave, Chester

Listing courtesy of RE/MAX Select Group. Contact:

1507 Chaplin Bay Dr, Chester
$499,900
4 Beds ⋅ 4 Baths
NEW ROOF BEING INSTALLED! Welcome to this beautiful 4-bedroom, 3.5-bath home offering approximately 2,750 square feet of finished living space, perfectly situated on a desirable corner lot in Chester's Ramblewood Forest community! Step inside and discover an inviting floor plan designed for comfortable everyday living and entertaining. The elegant formal dining room features a tray ceiling, while the impressive two-story family room showcases soaring ceilings, abundant natural light, and a stunning stone gas fireplace that creates a warm and welcoming atmosphere. The gourmet kitchen offers granite countertops, a center island, and generous workspace, complemented by a bright morning room perfect for enjoying your morning coffee. The finished third floor adds exceptional versatility, featuring additional living space, a bedroom, and a full bathroom—ideal for guests, a home office, or a recreation area. Outside, enjoy the spacious corner lot, rear deck for outdoor gatherings, landscaped yard, paved driveway, and attached two-car garage. LOCATION, LOCATION, LOCATION! Conveniently located near Route 10, I-95, and I-295, offering easy access to downtown Richmond, Fort Gregg-Adams, and the Meadowville Technology Park employment corridor. Enjoy nearby shopping, dining, and everyday conveniences at River's Bend Shopping Center, along with outdoor recreation at R. Garland Dodd Park at Point of Rocks. With generous living space, a fantastic location, and a brand-new roof on the way, this home offers an outstanding opportunity to enjoy everything Chester has to offer. Schedule your showing today!

1507 Chaplin Bay Dr, Chester

Listing courtesy of Move4Free Realty, LLC. Contact:

21 Queen Victoria Way, Chester
$472,500
3 Beds ⋅ 3 Baths
Waterfront Living at Its Finest – Premier Marina Basin Location in Queen's Landing! Welcome to one of the most desirable waterfront locations in Queen's Landing! Perfectly positioned directly on the marina basin, this exceptional condominium features the **largest floor plan in the community, offering a true three-bedroom layout PLUS a spacious loft**, two-and-a-half baths, and three levels of comfortable living space. With beautiful, unobstructed marina views and the ability to see your own boat right from your home, this property offers the ultimate Kent Island waterfront lifestyle. Freshly painted and move-in ready, the home features a renovated kitchen, generously sized bedrooms, and luxury vinyl plank flooring installed just two years ago throughout the second and third levels. The HVAC system is less than a year old, providing added peace of mind. The spacious loft offers valuable additional living space, perfect for a home office, guest retreat, or recreation area. The waterfront setting is truly what sets this home apart! Step outside onto your private patio and enjoy expansive, unobstructed views of the marina basin. Unlike patios enclosed by eye-level privacy fencing, this outdoor space allows you to fully appreciate the beautiful waterfront scenery, passing boats, and marina activity without visual barriers. Enjoy the same picturesque setting from your deck and bedroom, where you can look out and see your own boat just steps away. Boating enthusiasts, this is an opportunity you won't want to miss. The seller is offering the option to include TWO boat slips with the purchase at no additional cost—a 25-foot slip equipped with a 10,000-pound boat lift AND an impressive 66-foot slip capable of accommodating a substantial vessel. Imagine waking up, looking out your bedroom window, and seeing your boat waiting in the marina! Whether you own a smaller powerboat, a larger yacht, or both, this rare opportunity offers incredible flexibility and convenience. Not a boater? No problem! Both slips are entirely optional. Queen's Landing offers an impressive collection of resort-style amenities, including a waterfront swimming pool overlooking the Chester River, clubhouse, fitness center, tennis and racquetball courts, community gathering spaces, and grilling areas. Enjoy easy access to the Kent Island Cross Island Trail, nearby marinas, waterfront dining, shopping, and all the recreation that makes Kent Island such a desirable place to call home. Conveniently located just minutes from the Chesapeake Bay Bridge, with easy access to Annapolis, Baltimore, and Washington, D.C., this waterfront retreat is equally suited for a primary residence or weekend escape.

21 Queen Victoria Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

107 Widgeon Way, Chester
$349,900
3 Beds ⋅ 3 Baths
ASSUME A 2.875% FHA LOAN * $1777 MO PYMT *BAYSIDE IN CHESTER/KENT ISLAND * GARAGE TOWNHOME * PRICED TO SELL EXCELLENT OPPORTUNITY TO ASSUME AN FHA 2.875% FIXED INTEREST RATE * Qualified Owner Occupant Buyers: Take Advantage of this rare opportunity to assume this FHA Loan with approximately 25 years remaining * TOTAL PITI PAYMENT OF $1777.56 PER MONTH* You'll Be Way Ahead of the Interest Rate Game AND Own a Spacious 3 Level Garage Townhome in the Popular Community of Bayside with 3 Bedrooms, 2.5 Baths, Deck off Living Room & Propane Gas Fireplace. The Primary Bedroom has a walk-in closet, vaulted ceilings and an ensuite full bath with shower stall and skylight. The Main Level has a spacious open layout with bright and sunny front Kitchen featuring upgraded counters, stainless steel appliances, ample cabinet space and pass through to bar seating on the Dining Room side. The Living Room faces towards the back with Sliders to a Deck great for grilling. Bayside Offers Great Community Amenities to include outdoor pool, exercise room, tennis and volleyball, on-site management AND walking distance to Castle Harbor Marina.

107 Widgeon Way, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

226 E 23rd St, Chester
$170,000
3 Beds ⋅ 1 Baths
1930 twin with a covered front porch and a fenced rear yard. The main level has luxury vinyl plank flooring through the living and dining rooms, which are joined by a columned opening, and a galley kitchen with white shaker cabinets, a subway-tile backsplash, laminate and butcher-block counters and an electric range. A rear mudroom leads out to the yard. Upstairs are three carpeted bedrooms and a full bath with a tub/shower and subway-tile surround. Radiators and electric baseboard units. The unfinished basement holds the boiler, oil tank and water heater, plus washer/dryer hookups and open storage space. 1,296 square feet per public record.

226 E 23rd St, Chester

Listing courtesy of Keller Williams Main Line. Contact:

327 E 20th St, Chester
$220,000
3 Beds ⋅ 2 Baths
Proudly presenting 327 E. 20th Street for sale in Chester, PA! This generously sized Twin house measures in at just under 1,400 square feet with 3 Bedrooms 1.5 bathrooms, 1st Floor laundry, mudroom with closet and more. You enter the home through the front porch to the living room with open floor-plan and updated hardwood flooring throughout the first floor. The updated kitchen features electric cooking, granite countertop and soft close drawers and cabinets! Past the kitchen is a modest sized mudroom that has a tall closet, powder room/laundry room and access to the rear yard. The second floor features 3 bedrooms and 1 full bathroom. The rear and middle bedrooms have modest sized closets and the front bedroom has a large closet that is the width of the bedroom. The full unfinished basement has been waterproofed, walls have been dry-locked and the floor has been Epoxied. The basement is a great place for storage or personal use, it can be converted into usable space easily. Located close to I-95, Delaware State, Philly International Airport and NJ makes it easy for you to get wherever you need to go quickly. First time home buyers can take advantage of a variety of first time home-buyer programs to access closing cost assistance; we can work with them all! Schedule a showing today and come and see the convenience that this home has to offer!

327 E 20th St, Chester

Listing courtesy of United Real Estate. Contact:

101 Bufflehead Ct, Chester
$275,000
2 Beds ⋅ 2 Baths
Welcome to easy, low-maintenance living in the sought-after Bayside community of Chester! This beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect combination of comfort, style, and convenience. Gorgeous hardwood floors flow throughout, while the spacious family room, kitchen, and dining area create an inviting layout perfect for everyday living and entertaining. Both bedrooms offer generous space, with the primary suite featuring a walk-in closet and private full bathroom. Enjoy the fresh air and beautiful weather from your private deck, while convenient in-unit laundry adds to the ease of everyday living. The Bayside community offers fantastic amenities, including a clubhouse, fitness center, and outdoor pool, along with easy access to the Cross Island Trail for walking, running, and biking. Conveniently located just minutes from local dining, shopping, and the Chesapeake Bay Bridge. Don't miss your opportunity to enjoy all that Kent Island living has to offer!

101 Bufflehead Ct, Chester

Listing courtesy of The KW Collective. Contact:

2100 W 6th St, Chester
$225,000
A unique Chester property offering flexibility, outdoor space, and seller financing options! Offered at $225,000, this two-story corner property features approximately 2,276 sq. ft. of building space on a 1,360 sq. ft. lot. SELLER FINANCING AVAILABLE Seller will consider financing with 20% down ($45,000) and financing of the remaining $180,000 for a qualified buyer. Interest rate below current bank financing may be available. Strong proof of income required. Terms negotiable, subject to seller approval. PROPERTY HIGHLIGHTS Two-story corner property Approximately 2,276 sq. ft. of building space Existing 2-bedroom, 1-bath apartment on the second floor Flexible first-floor layout Fenced backyard Private side deck Well-maintained interior SECOND FLOOR — 2-BEDROOM APARTMENT 2 bedrooms and 1 full bathroom Kitchen and living space In-unit washer and dryer Like-new appliances Private side deck FIRST FLOOR — FLEXIBLE SPACE Brand-new flooring Kitchen and bathroom Large open layout with potential for a variety of uses, subject to zoning verification and required approvals OUTDOOR SPACE Large fenced-in backyard Additional outdoor space offered by the corner-lot layout ZONING & USE — BUYER DUE DILIGENCE REQUIRED Buyer is responsible for independently verifying zoning and permitted uses with the City of Chester, including residential and commercial use, occupancy requirements, permits, rental requirements, business licensing, code compliance, and any required variances or approvals. Seller makes no representation or guarantee regarding any specific use, unit count, mixed-use configuration, or redevelopment potential. Property is offered AS-IS. Buyer should complete all due diligence before purchase.

2100 W 6th St, Chester

Listing courtesy of Real of Pennsylvania. Contact:

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