West Chesapeake Homes under $500,000

Welcome to West Chesapeake, Virginia – a hidden gem nestled in the heart of Chesapeake County. This vibrant community seamlessly blends suburban charm with the conveniences of modern living, making it an ideal destination for families, young professionals, and retirees alike. With its picturesque parks, friendly neighborhoods, and a strong sense of community, West Chesapeake offers a welcoming atmosphere that feels like home.

One of the standout features of West Chesapeake is its diverse range of homes available for under $500,000. Whether you’re searching for a cozy starter home, a spacious family residence, or a charming townhouse, you’ll find a variety of options that cater to your needs and budget. The real estate market here is thriving, with properties that boast modern amenities, lovely outdoor spaces, and proximity to local schools and shopping centers.

Residents of West Chesapeake enjoy easy access to a wealth of recreational activities. From scenic trails and waterfront parks to vibrant community events, there’s always something to do. The city is also conveniently located near major highways, ensuring a smooth commute to nearby cities and attractions.

In addition to its affordable housing market, West Chesapeake is known for its excellent schools and family-friendly environment. With a strong emphasis on education and community involvement, it’s no wonder that many families are choosing to call this area home.

Explore the charm and affordability of West Chesapeake today, and discover why so many are falling in love with this wonderful community! Your dream home awaits in this delightful corner of Virginia.

Newest West Chesapeake Homes under $500,000

$499,000

6 Beds ⋅ 3 Baths ⋅ 10658690 MLS

Calling all investors, buyers ready to bring their vision to life. Welcome to 3729 Hardwick Terrace, offering over 3,400 square feet and 6 spacious bedrooms in a highly desirable neighborhood!With incredible potential and room to build equity, this home is the perfect opportunity for someone looking to make cosmetic updates and create something truly special. Several major improvements have already been taken care of, including an HVAC system approximately 5 years old, a roof replaced in 2015, and crawlspace encapsulation completed in 2026.Priced well below market value to reflect the cosmetic updates needed, this property offers a rare opportunity to secure substantial square footage in a sought-after area at an exceptional price.Bring your creativity, add your personal touches, and unlock the potential of this incredible home. Location, space, and opportunity — this one checks all three boxes!

3729 Hardwick Terrace, West Chesapeake

$489,900

4 Beds ⋅ 3 Baths ⋅ 10658503 MLS

Welcome to the sought-after Wellington neighborhood in Western Branch, Chesapeake! This charming brick rancher features laminate flooring, an updated kitchen with stainless steel appliances, and a finished room over the garage (FROG) with a mini-split added in 2024 perfect for an office, playroom, or guest retreat. The primary suite offers a tray ceiling, spacious walk-in closet, and walk-in shower. Relax on the screened porch overlooking the private, fenced backyard. Shenandoah plantation shutters and a southern sky-blue porch ceiling add Southern charm. Enjoy a two-car garage and NO HOA! Updates include leaf gutters (2023), HVAC (approx. 7 years old), water heater (2025), dishwasher (2026), sump pump, Aprilaire dehumidifier, and encapsulated crawlspace. Roof and garage door replaced in 2017. Comfort, flexibility, and a desirable location make this home a must see!

3536 Calverton Way, West Chesapeake

$379,000

3 Beds ⋅ 1.1 Baths ⋅ 10658509 MLS

ASSUMABLE 3.625% FHA LOAN! Charming Brick Ranch in the Heart of West Chesapeake! This adorable 3-bedroom 1.5 bath ranch-style home sits on a spacious .39-acre lot and is move-in ready! BUYERS MAY ALSO BE ABLE TO ASSUME THE SELLER’S FHA LOAN AT A LOW 3.625% RATE-A RARE OPPORTUNITY FOR QUALIFIED BUYERS IN TODAY’S MARKET. A Enjoy a freshly painted interior, new flooring & more. The home features a formal living room and dining room, a cozy wood burning fireplace. Additional highlights a detached oversized garage- great for a workshop, extra storage, or hobby’s space. Located in the established Chadswyck Terrace West neighborhood with easy access to shopping, dining, and major routes. No HOA! Don’t miss this gem-schedule your showing today! Some photos have been virtually staged to showcase the home’s potential.

2168 Armada Drive E, West Chesapeake

$320,000

3 Beds ⋅ 2 Baths ⋅ 10658481 MLS

Enjoy 1960s quality and charm. Built in 1964, this residence serves as a beautiful reminder of an era defined by solid construction and timeless style. The moment you enter, you are greeted by wooden floors that flow seamlessly throughout the main living areas, complemented by wood trim that lend a sense of warmth and character to every room. Enjoy modernized comfort of a newer HVAC system to keep things cool in the summer and a charming fireplace for winter ambiance. Settled on a sprawling half-acre lot, the massive yard provides a blank canvas for your outdoor dreams—whether that’s a professional-grade garden, a backyard oasis, or simply a safe space for play and relaxation. Schedule your private tour today to experience the detail in person!

4217 Coffman Boulevard, West Chesapeake

$425,000

4 Beds ⋅ 3 Baths ⋅ 10658268 MLS

Welcome home to this spacious brick ranch in a desirable Chesapeake neighborhood! Set on a corner lot with great curb appeal, this 4-bedroom, 3-bath home offers approximately 2,100 sq ft of living space-larger than most homes in the neighborhood. Enjoy a spacious living room with high ceilings, newer LVP flooring, and a gas fireplace framed by a beautiful exposed brick wall. Need extra space for hobbies, projects, or storage? The oversized 672 sq ft detached 2-car garage, carport, and storage shed deliver! A large covered porch is perfect for relaxing and entertaining. Many updates, including a newer roof with LeafGuard gutters, replacement windows, and HVAC replaced in 2019. Seller to provide a clear termite letter. Convenient to Chesapeake Square Mall, shopping, and interstate access, this home offers space, character, and convenience all in one! Make your appointment for a private tour today!

2220 Capri Circle, West Chesapeake

$435,000

5 Beds ⋅ 2 Baths ⋅ 10658234 MLS

Welcome home to this beautifully renovated 5-bedroom, 2-bath ranch offering nearly 2,000 sq.ft. of thoughtfully designed living space! The stunning eat-in kitchen is the heart of the home,featuring new cabinetry, quartz countertops, an oversized island, stainless steel appliances & acozy fireplace. Fresh paint, luxury vinyl plank flooring, plush carpeting & tastefully updatedbathrooms add style and comfort throughout. Enjoy relaxing on the charming front porch orentertaining on the spacious rear deck. An attached one-car garage adds everydayconvenience, while all major home systems have been serviced & maintained. Ideally situatedin a desirable neighborhood with convenient access to shopping, dining, entertainment & majorinterstates. This beautifully refreshed home is ready to welcome its new owners. Schedule yourprivate tour today!

4116 Emberhill Lane, West Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10658246 MLS

Set in a peaceful, rural-feeling setting while still centrally located in Chesapeake, this home has been restored from top to bottom, keeping its character while nearly everything around it has been thoughtfully updated. The result is a house that feels established without feeling dated, with two fireplaces, generous living spaces and updates that go well beyond what you can see. LVP carries through the main level, new carpet finishes the upstairs, and the two fireplaces give the home completely different personalities: one wood-burning, one with gas logs. The kitchen has its own presence with cream cabinetry extending to the ceiling, granite countertops and GE appliances, while the bathrooms have also been updated to continue the refreshed finish throughout the house. Behind the cosmetic work is an equally strong list of improvements. All-new windows, a new dual-zone HVAC system, a new water heater and an updated electrical panel have already been handled, while the roof is approximately five years old. Outside, the newly extended concrete driveway and patio create even more usable space. And then this property gets fun. There is an attached garage, a separate detached garage, an oversized workshop/shed, another storage shed and a treehouse/playhouse tucked into the property. Add the neighboring horses, chickens and goats, and the setting has a little unexpected country character without leaving Chesapeake. It is the combination that makes this one memorable: a peaceful setting with convenient access, two fireplaces, multiple garages and outbuildings, substantial system updates, refreshed interiors and outdoor space with personality. A house with some history left in it, but very little left untouched.

4337 Sunray Avenue, West Chesapeake

$360,000

3 Beds ⋅ 2 Baths ⋅ 10657836 MLS

This home is ready to welcome you in and become a place to call home! Enjoy a double living room, a bright and airy kitchen featuring granite countertops, a breakfast nook, and a pantry, plus a large primary suite and beautifully tiled bathrooms. Venture outside to a generous yard perfect for entertaining, relaxing, or enjoying the outdoors. With easy access to nearby interstates, convenience is just another perk! Whether you’re hosting friends or settling into your next chapter, this home is ready to make it happen.

3904 Starboard Road, West Chesapeake

$380,000

3 Beds ⋅ 1.1 Baths ⋅ 10657429 MLS

Opportunity awaits in the desirable Western Branch area of Chesapeake! This 3-bedroom, 1.5-bath home is full of potential and ready for its next chapter. With solid bones and a little TLC, this property offers a wonderful opportunity to make it your own. The spacious family room leads to an impressive four-season room, providing additional space to relax, entertain, or simply enjoy the backyard views year-round. Situated on a generously sized lot, there's plenty of room to create your own outdoor retreat. Conveniently located near shopping, dining, and everyday amenities. Schools include Edwin W. Chittum Elementary, Jolliff Middle, and Western Branch High. Whether you're looking for a home to personalize or your next investment opportunity, bring your vision and discover the possibilities this property has to offer!

1805 Dockwood Trail, West Chesapeake

$279,900

2 Beds ⋅ 2.1 Baths ⋅ 10657138 MLS

Come See this Beautifully Maintained 2 Bedroom 2 1/2 Bathroom Condo in the Heart of Western Branch. Open Concept Kitchen with Breakfast Bar and Dining Area. SS Appliances and Quartz Countertops. Large Living Room with Slider to your Private Patio and Storage Shed. Laundry Closet. 2 Bedrooms with Ensuite Baths and Walk-In Closet Located Upstairs along with a Spare Room which can be used as an Office, Nursery, Craft Room or Storage. Community Amenities Include Ground Maintenance, Pool, Water and Trash. Conveniently Located Near Interstate, Shopping, Dining, Parks and Library. Welcome Home!

2456 Whitman Street, West Chesapeake

$275,000

2 Beds ⋅ 2 Baths ⋅ 10657817 MLS

Welcome to highly sought-after, single-story living in the wonderful 55+ community of One Ford Place! This beautifully maintained Western Branch condo offers the ultimate "no-maintenance" lifestyle. The inviting layout features a spacious great room with sliding doors opening to a private patio. The well-appointed kitchen includes a pantry and conveys with all appliances. Enjoy a luxurious primary suite adorned with picture frame molding and a beautiful en-suite bath featuring a granite double vanity, tub, and separate shower. A second bedroom and full bath on the opposite side of the home create the perfect private guest suite! Enjoy the rare convenience of a one-car garage, a two-car driveway, and ample guest parking. Move in with total peace of mind thanks to major recent updates to the HVAC, water heater, and appliances. With TVs conveying and additional furniture negotiable, your transition will be a breeze. Located minutes from the YMCA, I-664, and I-164!

3301 Settlement Court, West Chesapeake

$329,900

2 Beds ⋅ 2.1 Baths ⋅ 10657742 MLS

Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, cabinet crown molding & soft-close drawers. Easily maintained & durable LVP flooring 1st level, baths, & laundry. Crown molding throughout entire 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ shower. Enjoy a view of the surrounding woods & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4995 Boone Road, West Chesapeake

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

West Chesapeake Homes under $500,000

Newest West Chesapeake Homes under $500,000

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How much is your home worth?