Chesterfield Homes under $500,000

Chesterfield Homes under $500,000

Welcome to Chesterfield, a charming subdivision located in the heart of the United States, where comfort meets community. Nestled in a picturesque setting, Chesterfield is an ideal place for families, first-time homebuyers, and anyone looking for a peaceful retreat without sacrificing convenience.

One of the standout features of Chesterfield is its diverse selection of homes, with many options available for under $500,000. Whether you’re searching for a cozy starter home, a spacious family residence, or a stylish townhouse, Chesterfield offers a variety of architectural styles and layouts to suit your lifestyle. The homes are thoughtfully designed, often featuring modern amenities, open floor plans, and beautiful outdoor spaces perfect for entertaining or relaxing after a long day.

Beyond the appealing homes, Chesterfield boasts a welcoming community atmosphere. Residents enjoy easy access to local parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. The subdivision is also conveniently located near shopping centers, dining options, and highly-rated schools, ensuring that everything you need is just a short drive away.

In Chesterfield, you’ll find a neighborhood that values connection, quality of life, and affordability. With homes priced under $500,000, this subdivision provides an excellent opportunity to invest in your future while enjoying all the comforts of suburban living. Come explore Chesterfield today and discover the perfect place to call home!

Newest Chesterfield Homes under $500,000

2948 Beaver Brook Ct, Pasadena
$415,000
3 Beds ⋅ 1 Baths
Beautiful Home features 3 Bedrooms, 1 Bathroom, Quartz Countertops, Stainless Steel Appliances, New Gutters and Gutter Guards, New Doors. New Patio Door leads to a fenced in yard with a new Hot Tub. Chesterfield Community is full of amenities including 2 swimming pools, Tot Lots, Several playgrounds, Walking/jogging paths, Tennis courts, Basketball court, Baseball field and lots of common areas!

2948 Beaver Brook Ct, Pasadena

Listing courtesy of Douglas Realty LLC. Contact:

103 Cumbrian Ct Unit 103, West Chester
$499,914
3 Beds ⋅ 3 Baths
Nestled in the charming Chesterfield community, this exquisite townhouse offers a perfect blend of traditional elegance and modern comfort. Enter the 1700 square feet of meticulously maintained living space to the foyer with custom built-in deacon bench with plenty of cubbies. This home is designed for those who appreciate high-end features and an exclusive lifestyle. Step inside to discover a warm and inviting atmosphere, accentuated by beautiful hardwood floors and crown moldings that add a touch of sophistication. Natural light pours in through skylights, illuminating the space and enhancing the inviting ambiance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, including a built-in microwave, self-cleaning oven, and dishwasher. The combination of functionality and style makes this kitchen a chef's delight with marble countertop. Adjacent to the kitchen, the open concept living area boasts a charming wood fireplace perfect for those chilly evenings, creating a cozy retreat with sliders on both sides to the large covered patio overlooking the community open space. The main floor also includes powder room. This townhouse offers three spacious bedrooms including the 3rd in loft with skylight, ceiling fan and plenty of closet space, including a master suite with an en-suite bathroom featuring a stall shower. Each room is designed with comfort in mind, providing a serene escape at the end of the day. The convenience of upper-floor laundry adds to the home's appeal, making daily chores a breeze. Step outside to enjoy the exterior features, including awnings and exterior lighting that enhance the home's curb appeal. The property backs onto an open common area, providing a tranquil view of trees and woods, perfect for unwinding in nature's embrace. The level lot is easy to maintain, allowing you to spend more time enjoying your surroundings. Parking is a breeze with a detached carport and assigned on-street spaces, ensuring convenience for you and your guests. The community is well-connected, with bus stops and commuter rail stations just a short distance away, making commuting effortless. This property is not just a home; it's a lifestyle. Experience the perfect blend of comfort, elegance, and convenience in this exceptional Chesterfield townhouse. Embrace the opportunity to make this exquisite residence your own, where every detail has been thoughtfully curated for your enjoyment. All this located in West Chester School District easy access to all major arteries to public transportation to everywhere. Enjoy all the festivities of Downtown West Chester just a few mins away. Hurry don't miss out on this amazing Home Sweet Home!!!!

103 Cumbrian Ct Unit 103, West Chester

Listing courtesy of Century 21 The Real Estate Store. Contact:

8125 Tower Bridge Dr Unit 245, Pasadena
$309,900
2 Beds ⋅ 2 Baths
**WELCOME HOME TO CHESTERFIELD — WITH A SELLER CREDIT TO HELP MAKE HOMEOWNERSHIP MORE AFFORDABLE!** Don't miss this opportunity to own a spacious 2-bedroom, 1.5-bath townhouse in one of Pasadena's most desirable amenity-rich communities! Step inside to a bright, open main level offering a comfortable layout perfect for everyday living and entertaining. The kitchen features updated appliances, while a new HVAC system and a roof that's just 4 years old to provide added peace of mind. Upstairs, you'll find two bedrooms and a full bathroom. The finished walkout lower level provides valuable additional living space, a convenient half bath, and direct access to the rear of the home, where off-street parking adds everyday convenience. Living in Chesterfield means enjoying fantastic community amenities, including 2 outdoor swimming pools, tennis and basketball courts, playgrounds, walking paths, and green spaces. All of this in a convenient location near shopping, dining, and major commuter routes including Route 100, I-97, and I-695. The seller is offering a credit toward buyer closing costs or an interest rate buydown! This is a fantastic opportunity to reduce your upfront expenses or potentially lower your monthly mortgage payment. Whether you're a first-time buyer, downsizing, or looking for a home with room to spread out, this Chesterfield townhouse offers the space, location, and value you've been searching for. Schedule your showing today!

8125 Tower Bridge Dr Unit 245, Pasadena

Listing courtesy of Douglas Realty LLC. Contact:

2309 Leeds Ct Unit 2309, West Chester
$495,000
3 Beds ⋅ 3 Baths
This Chesterfield Community listing is move-in ready. Located and tucked away, this end unit is in a private nook, with the back deck overlooking the woods. Three full bedrooms and a finished loft which may be used for an office or fourth bedroom, or playroom or a gym. New ceiling fan, also skylights and windows make this a very bright natural light space. The primary bedroom has a custom built in closet and refinished bathroom with dressing area and separate vanity area. Double sinks and granite countertops and seamless shower door, also updated. Two sizable additional bedrooms and an updated hall bath with oversized bathtub and updated vanity as well. The kitchen has granite countertops and has a breakfast eat-in area with windows lending natural light. The first floor has an expansive living area with updated flooring which can be used as a dining room and living space or large living space, all great for entertaining. There are two sets of sliders that lead to the deck with a private view. The fully finished basement, including the laundry room, is a great space with additional storage behind closed doors. Newer updated laminate flooring, updated bathrooms, ceiling fans and great location adjacent to West Chester Pike for the convenience of shopping, travel, and Rt. 352. Go see this before it is quickly gone!

2309 Leeds Ct Unit 2309, West Chester

Listing courtesy of VRA Realty. Contact:

2007 Eton Ct, West Chester
$459,000
3 Beds ⋅ 3 Baths
Tucked into a secluded corner of the sought-after Chesterfield community, this 3-bedroom, 2.5-bath townhome backs up to the edge of the neighborhood & green space, offering extra privacy that's hard to find in a townhome setting. Enter through a welcoming foyer with a convenient powder room, then continue into the newly updated kitchen, a highlight of the main floor with fresh finishes ready for everyday cooking and entertaining. The adjacent living area centers around a cozy fireplace and opens through sliders to a private deck, perfect for morning coffee or evening unwinding. Upstairs, the primary suite offers a peaceful retreat with double closets and a full en-suite bathroom with walk-in shower. Two additional bedrooms share a second full bathroom in the hallway, complete with a tub shower, giving everyone their own space. The walkout lower level adds even more versatility, with a finished area ideal for a home gym, media room, or hangout space, plus a dedicated laundry area. Step outside to your own patio, a great spot for enjoying the outdoors. This home also comes with a carport and an assigned parking space, so parking is never a worry. The location is a true standout, nestled within the award-winning West Chester Area School District. Neighborhood walking trails make it easy to get outside right from home, and everyday errands are a breeze with a conveniences like a shopping, dining, pharmacy, and more along West Chester Pike. With quick access to Route 352 and Route 3, trips in and around Philadelphia are a breeze. Located in the well-managed Chesterfield community, known for its quiet, no-through-traffic streets, this home is ready for its next owner. Homes in this community don't last long, so schedule your showing today.

2007 Eton Ct, West Chester

Listing courtesy of Compass Pennsylvania, LLC. Contact:

7907 Leeds Dr, Pasadena
$459,000
3 Beds ⋅ 3 Baths
Terrific curb appeal situated on a corner lot in the sought after Chesterfield community. This Charming Colonial-style residence offers a perfect blend of comfort and convenience. With 1,664 + square feet of thoughtfully designed living space, this home is inviting you to unwind and enjoy comfortable living. Step inside to discover a warm and inviting interior, where traditional functional warm the meets modern convenience. The spacious living area features gleaming hardwood floors, creating a cozy atmosphere for gatherings or quiet evenings at home. The gourmet kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, plantation shutters, upgraded countertops, pass thru to dining area and a generous pantry, ensuring that every meal is a delight to prepare. Retreat to the luxurious master suite, complete with a walk-in shower, walk in closet that transforms your daily routine into a spa-like experience. Two additional well-appointed bedrooms all featuring brand new carpeting provide ample space for guests or a home office, while the finished basement offers endless possibilities with a built in beverage bar, walk out stairs and half bath. Main level and upper living levels are freshly painted along with brand new roof and gutters. Outside, the property boasts a charming corner lot with sidewalks, enhancing the curb appeal with an attractive front porch with trex decking and a handsome fiberglass front door. Enjoy the serenity of your screened porch, perfect for sipping morning coffee or evening beverage of choice while soaking in the tranquil surroundings. The community amenities elevate your lifestyle, featuring a sparkling in-ground pool, tennis courts, basketball courts, and walking paths, all designed to foster a sense of community and well-being. Parking is a breeze with an attached garage, room for a second bay and additional driveway space, ensuring convenience for you and your guests. The Chesterfield community also offers a new dog park and playgrounds, making it a vibrant place to call home. This residence is not just a house; it's a lifestyle choice that embodies comfort, convenience and community. Experience the perfect blend of comfort and convenience, located in the sought after Chesapeake HS school district.

7907 Leeds Dr, Pasadena

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

3413 Halifax Ct, Pasadena
$439,000
3 Beds ⋅ 3 Baths
Welcome HOME to 3413 Halifax Ct!! Discover the charm of this beautifully maintained home nestled in the desirable Chesterfield community. This Colonial-style floor plan offers three levels of thoughtfully designed living space and numerous recent updates. Multiple living and gathering areas throughout the main level provide flexibility for entertaining, working from home, or everyday living.The heart of the home is the country-style kitchen, equipped with a dishwasher, refrigerator, microwave, and electric range. A spacious pantry provides ample storage, making meal prep a breeze. You can also step outside your kitchen door to your outside deck-overlooking your backyard, to entertain or grill!! Upstairs, you will find a generous sized primary bedroom w/private bath featuring a shower, along with two well sized bedrooms, a hall bathroom, and carpet throughout the upper level. The NEWLY REMODELED lower level adds valuable flexibility with a family room, half bath, storage area, laundry, and walkout access to YOUR covered patio, and spacious backyard! Another Benefit-Residents of Chesterfield enjoy access to community amenities including a swimming pool, tennis courts, basketball courts, volleyball courts, playgrounds, and walking trails!! Conveniently located near shopping, dining, parks, golf courses, schools, and major commuter routes including Routes 100, 2, and I-97. Don't miss your opportunity to call Halifax Ct your Own-schedule a tour today!!

3413 Halifax Ct, Pasadena

Listing courtesy of Corner House Realty. Contact:

7930 Sutherland Ct, Pasadena
$349,000
2 Beds ⋅ 2 Baths
Seller is Motivated! Bring us an offer. Closing help/Rate Buy-down help available with the right offer. This end-of-row townhome offers a flexible 3-bedroom, 2-full-bath layout with plenty of space to make your own. The main level features an open-concept floor plan that flows easily between the living, dining, and kitchen areas, creating a bright and comfortable space for everyday living and entertaining. Upstairs you'll find two bedrooms along with a full bathroom. The finished lower level has been thoughtfully utilized for years as a spacious third bedroom and offers a more private setup away from the other bedrooms. With its generous size and a full bathroom on the same level, it has traditionally served as the home's primary bedroom—creating a suite-like feel and giving the home a unique separation of space. Outside, being an end unit means you'll enjoy the added benefit of a fully fenced yard with room to relax, entertain, garden, or create your own outdoor retreat. If you're looking for a townhome with an open main level, three separate sleeping spaces, two full bathrooms, a private lower-level setup, and a fenced yard, 7930 Sutherland Ct is one you'll want to see! Brand New Carpet 9/2026 & Duct work professional cleaned 9/2026. This home is also available for Rent, Listing MDAA2158556

7930 Sutherland Ct, Pasadena

Listing courtesy of Hyatt & Company Real Estate, LLC. Contact:

1700 Newmarket Ct, West Chester
$490,000
4 Beds ⋅ 3 Baths
Welcome to 1700 Newmarket Court, a beautifully renovated four-bedroom, 2.5-bath end-unit home in the highly desirable Chesterfield community of West Chester. Thoughtfully updated throughout, this spacious home combines a fresh, modern interior with a distinctive multilevel design and exceptional flexibility. The centerpiece of the main level is the brand-new eat-in kitchen, featuring beautiful finishes, abundant cabinetry, generous counter space, and newer appliances. Hardwood flooring flows throughout the main living areas. A slightly elevated dining area creates a defined space for meals and entertaining while remaining visually connected to the step-down living room. Filled with natural light, the living room features a fireplace flanked by two sets of patio doors opening to the newly constructed deck. The second floor includes the spacious owner’s bedroom, complete with multiple windows, a skylight, ceiling fan, and a comfortable sitting nook. The owner’s bath features a separate water closet with its own sink, along with a separate makeup vanity. Two additional bedrooms, a full hall bath, and conveniently located hallway laundry complete this level. The expansive third-floor fourth bedroom features two flanking closets and offers excellent flexibility as a bedroom, home office, studio, or private retreat. The finished lower level provides valuable additional living space that is ideal for a family room, recreation area, exercise room, or home theater. This level also includes three separate utility and storage areas, a small auxiliary room offering additional workspace or storage, and a second refrigerator. All appliances are included. The end-unit setting provides additional natural light, mature landscaping, and attractive surrounding lawn. Parking includes an assigned covered carport space, an additional assigned parking space, and ample guest parking. With lawn care included, there is very little exterior upkeep to worry about—simply lock up, head out, and enjoy your beautifully renovated home and neighborhood. This is a wonderful opportunity to enjoy spacious, low-maintenance living in one of West Chester’s most desirable communities.

1700 Newmarket Ct, West Chester

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

7906 Wellesley Ct, Pasadena
$312,900
2 Beds ⋅ 2 Baths
Back on the market due to buyer's loan falling thru. Great and well-maintained townhouse situated at the end of a Cul de sac. Stainless steel appliances, granite counter tops, recessed lights. Freshly painted. Ceramic tile in kitchen and bathroom. Fenced in yard, Trex decking that backs to woods. Easy access to multiple shopping centers with grocery stores, banks, cleaners, hardware stores, restaurants and bars. Minutes away from Route 100 and Route 2. A must see to believe. Set up a showing and bring us an offer.

7906 Wellesley Ct, Pasadena

Listing courtesy of Coldwell Banker Realty. Contact:

10 Cheltenham Ln, Carlisle
$399,900
3 Beds ⋅ 2 Baths
Chesterfield is located 1.5 miles from Downtown Carlisle and Dickinson College with convenient access to Route 11, I-81, and the PA Turnpike, and close to shopping and dining. The Norwood C plan features a traditional exterior with upgraded siding, partial stone front, and shake accents. The kitchen includes upgraded cabinetry, quartz countertops, a large island with overhang, and stainless steel appliances, including an electric range, microwave hood, and dishwasher. LVT flooring is included in the great room, hall, dining room, and kitchen. The owner’s suite includes a private en suite bath, with two additional bedrooms and a full bathroom on the main floor. The home also includes a finished basement with an egress window well and a 2-car front-entry garage. Contact us for more details on this home.

10 Cheltenham Ln, Carlisle

Listing courtesy of S&A Realty, LLC. Contact:

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