Chesapeake Homes for Sale

Welcome to Chesapeake, Virginia—a vibrant city where Southern charm meets modern living! Nestled in the heart of Hampton Roads, Chesapeake boasts a unique blend of urban conveniences and serene natural beauty. With its picturesque landscapes, including lush parks, winding waterways, and miles of scenic trails, Chesapeake offers residents an unparalleled quality of life.

The city is known for its rich history, diverse culture, and a strong sense of community. Whether you’re exploring the historic Great Dismal Swamp, enjoying a day at the Chesapeake City Park, or indulging in the local culinary scene, there’s always something to discover. Families will appreciate the top-rated schools, while outdoor enthusiasts can take advantage of the numerous recreational opportunities, including boating, fishing, and hiking.

Now, let’s talk about homes for sale in Chesapeake. This thriving city features a diverse real estate market that caters to a variety of lifestyles and budgets. From charming single-family homes in family-friendly neighborhoods to modern townhouses with all the amenities, there’s something for everyone. Many properties boast spacious yards, updated interiors, and convenient access to local shopping and dining.

Whether you are a first-time homebuyer, looking to upgrade, or seeking a peaceful retreat, Chesapeake offers a wonderful array of options. With its welcoming community and beautiful surroundings, you’ll find the perfect place to call home. Explore the homes for sale in Chesapeake today and take the first step towards your new life in this captivating city!

Newest Chesapeake Homes for Sale

$223,000

3 Beds ⋅ 2 Baths ⋅ CVR-2628904 MLS

2644 Westwood Avenue, Chesapeake

$510,000

3 Beds ⋅ 2 Baths ⋅ CVR-2627776 MLS

Welcome to 549 Dunning Lane, a beautifully presented, single-level home in the desirable Eagle Pointe at Cahoon Plantation community of Chesapeake. Built in 2016 with all upgrades available at the time of construction, this charming three-bedroom, two-bathroom residence offers approximately 1,936 square feet of thoughtfully designed living space, combining comfort, convenience, and timeless architectural appeal. The home's attractive brick exterior, distinctive gabled rooflines, classic shutters, and welcoming covered front entry create exceptional curb appeal. A spacious two-car attached garage and double-width paved driveway provide convenient parking and additional storage. Designed for effortless single-level living, the home features a practical layout ideal for both everyday comfort and entertaining. Mature landscaping, a beautifully maintained lawn, and an inviting residential setting enhance the property's appeal. Conveniently located in Chesapeake's sought-after 23322 ZIP code, this home offers easy access to shopping, dining, parks, and major roadways connecting the greater Hampton Roads area. With its extensive original builder upgrades, attractive architectural details, and desirable location, 549 Dunning Lane presents a wonderful opportunity to enjoy comfortable, low-maintenance living in an established community.

549 Dunning Lane, Chesapeake

$342,999

2 Beds ⋅ 2 Baths ⋅ CVR-2627036 MLS

Beautifully updated home in the desirable Greenbrier area! Features include a renovated kitchen with new appliances, updated baths, bright open living spaces, new flooring, and great curb appeal. Enjoy a private backyard perfect for relaxing or entertaining. Conveniently located near Greenbrier Mall, shopping, dining, parks, and major highways. Move-in ready and in a sought-after school zone — schedule your showing today.

2112 Paramont Avenue, Chesapeake

$579,900

5 Beds ⋅ 4 Baths ⋅ CVR-2626367 MLS

Welcome to 904 Brookcrest Arch in Chesapeake, VA. Featuring beautiful porcelain tile throughout, this layout offers seamless flow and easy maintenance. The spacious kitchen includes tile countertops and stainless steel appliances. Dual primary suites feature private bath setups with jetted tubs. Complete with central heating and air conditioning, a newer roof overhead, and exceptional potential to personalize key fixtures and finishes. Conveniently located near top Chesapeake amenities.

904 Brookcrest Arch, Chesapeake

$280,000

3 Beds ⋅ 2 Baths ⋅ CVR-2626168 MLS

This 3-bed, 2-bath brick ranch offers 1,791 sq ft on a expansive lot with an updated 4-year-old roof. Inside, beautiful updated laminate hardwood-style flooring flows through brightly painted living spaces. Enjoy a spacious 2-car garage addition, updated double-pane safety windows, and two attic spaces for maximum storage. Maintained with care, the HVAC and mechanical systems remain in excellent working order. Bring your cosmetic touches to customize the home and truly make it your own. Property sold AS-IS.

2025 Battery Park Road, Chesapeake

$524,999

4 Beds ⋅ 3 Baths ⋅ CVR-2625785 MLS

Move-in ready 4-bedroom, 3-bath home in Chesapeake’s Greenbrier area! Features 2,122 sq. ft. on approximately 0.38 acres with NO HOA, and numerous recent updates, including new vinyl flooring and interior paint in 2025, plus a new downstairs HVAC system and hot water heater in 2026. Additional features include a gas fireplace, skylights, walk-in attic, and attached 2-car garage. Enjoy outdoor living in the spacious, fully fenced backyard with a screened-in porch and a new 12' x 20' metal building with flexible space for a workshop, home gym, hobbies, or storage. With recent updates, ample outdoor space, and no HOA restrictions, this property provides comfort, functionality, and room to make it your own!

1939 Mill Pond Drive, Chesapeake

$290,000

2 Beds ⋅ 2 Baths ⋅ CVR-2625499 MLS

Please call Showingtime for appt. 2 hour notice required. Seller prefers local lenders - submit pre-approval with offer. Loan Officer is offering up to 1% of the loan amount for a temporary rate buydown or closing credits for this home when financed with Responsive Mortgage. Ask listing agent for contact details!

1547 Orchard Grove Drive, Chesapeake

$574,900

5 Beds ⋅ 3 Baths ⋅ CVR-2622109 MLS

SELLER is willing to provide CONCESSIONS for a RATE BUY DOWN or CLOSING COSTS depending on the Offer!!!! Welcome to your new home in the Grassfield area of Chesapeake. Located in a cul-de-sac in the highly desirable Sawyers Mill community. Has 5-bedrooms, 2.5-baths, and an open floor plan. Freshly painted inside and out with beautiful new carpeting. The eat-in remodeled kitchen has ceiling height custom cabinets, granite countertops, tiled backsplash, and stainless-steel appliances. The main floor features a primary bedroom with two walk-in closets and a completely remodeled en-suite primary bathroom; as well as a laundry room with storage closet. The remaining spacious bedrooms each have their own closet. Both the first-floor half bath and second floor full bath have been upgraded. Has a sprinkler system for the yard, and a well in the garage. This home offers interior comfort, outdoor entertaining space, privacy, and modern updates. The community has a pool, club house, and neighborhood park. Nearby there are baseball fields, a dog park, and soccer fields all within walking distance. Close by there is a golf driving range and campground. Conveniently located near shopping, dining, and major commuter routes while still enjoying the privacy of a cul-de-sac setting. Upgrades include new hot water heater 2 years ago, new HVAC system 4 years ago, and new roof 8 years ago. Storage shed conveys as is. An absolutely must see home, hurry before it is gone!

304 Overshot Arch, Chesapeake

$699,999

5 Beds ⋅ 3 Baths ⋅ CVR-2620435 MLS

Welcome home to this spacious transitional-style property nestled on a quiet cul-de-sac in the desirable Watermill area! Offering 3,094 square feet of bright living space across two levels, this immaculate home features 5 bedrooms, 3 full bathrooms, and a cozy fireplace. The entire first floor showcases beautiful wood flooring throughout, while NEW upstairs carpet (September 2026) adds a fresh touch. Recent upgrades provide added peace of mind and fresh appeal, including a brand-new roof (October 2024) and a stunning rear deck (August 2024) perfect for outdoor entertaining. The property also features a highly efficient solar panel energy system. Solar panels are subject to existing financing. Contact the listing agent for details. Enjoy a peaceful neighborhood setting while staying minutes away from shopping, dining, schools, and other local amenities. With generous living space, recent updates, and a convenient location, this home is ready for its next chapter!

913 Hathaway Court, Chesapeake

$284,999

4 Beds ⋅ 2 Baths ⋅ CVR-2616663 MLS

Brick ranch, 3 bedrooms 1 1/2 baths. fresh pain throughout, newer flooring, new appliances. Large backyard. New HVAC. Termite and moisture report has been done.

1403 Algona Road, 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.

Chesapeake Homes for Sale

Newest Chesapeake Homes for Sale

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