Chesapeake Homes for Sale

Welcome to Chesapeake, Virginia – a vibrant city that beautifully marries suburban charm with urban conveniences. Nestled in the heart of Hampton Roads, Chesapeake boasts a rich tapestry of history, culture, and natural beauty. With its picturesque waterfront, expansive parks, and a plethora of recreational activities, it’s no wonder that families and individuals alike are drawn to this thriving community.

Chesapeake is known for its diverse neighborhoods, each offering unique characteristics and amenities. From the serene, tree-lined streets of Great Bridge to the bustling atmosphere of Greenbrier, there’s a perfect home for everyone. The city is also home to top-rated schools, making it an ideal place for families looking to settle down.

For those searching for their dream home, Chesapeake’s real estate market is flourishing. With a wide range of properties available, from cozy single-family homes to spacious townhouses and luxurious waterfront estates, there is something to suit every lifestyle and budget. The homes for sale in Chesapeake often feature modern amenities, beautiful landscaping, and easy access to local shops, dining, and entertainment.

In addition to its residential appeal, Chesapeake is steeped in outdoor adventure. With over 22,000 acres of parks, including the stunning Great Dismal Swamp National Wildlife Refuge, residents can enjoy hiking, biking, and birdwatching right in their backyard.

Whether you’re a first-time homebuyer or looking to upgrade, Chesapeake, VA, offers an inviting community and a wealth of opportunities. Come explore the homes for sale and discover why so many people are proud to call Chesapeake home!

Newest Chesapeake Homes for Sale

$399,900

3 Beds ⋅ 2.1 Baths ⋅ 10646281 MLS

Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney. Stunning New Construction! Welcome to this beautiful 3-bedroom, 2.5-bath home offering a modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience-don't miss your chance to own it in the heart of Chesapeake!

905 Railroad Avenue, Chesapeake

$609,700

4 Beds ⋅ 2 Baths ⋅ 10646302 MLS

Beautifully maintained all-brick transitional corner lot in Great Bridge. 4 bedroom/2 bath. 1st floor MB with en suite. Open floor plan with huge kitchen and stainless steel appliances, breakfast area. Wood-burning fireplace for cozy evenings. Walk out of family room door onto a TREX deck and large backyard. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. Shed sold as-is.

746 Yorkshire Trail, Chesapeake

$565,000

5 Beds ⋅ 2.1 Baths ⋅ 10646268 MLS

Welcome to this charming 5-bedroom home, perfectly situated in a wonderful, established neighborhood in Chesapeake. If you appreciate a home with character and room to grow, this is the perfect canvas for your vision. The heart of the home features a kitchen designed for those who love to cook, offering an abundance of counter and cabinet space, plus the convenience of a double oven. You’ll love spending quiet evenings by one of the two cozy fireplaces or unwinding on the beautiful, screened-in porch that overlooks a private, tree-lined backyard. With spacious bedrooms throughout, this home offers plenty of room for everyone to enjoy. Bring your personal touch and make this well-loved house your own!

2949 Prince Of Wales Drive, Chesapeake

$631,500

3 Beds ⋅ 3.1 Baths ⋅ 10646239 MLS

Inquire for 5.75 rate, low down and no PMI! Elegant finishes and HOME for HOLIDAYS! See Mood Board for Champagne finishes! Tour model home - 10’ ceilings, extensive hardwood floor - bright 2-story foyer - Chef’s kitchen stuns w/ Matte White GE Cafe appl., culinary bar, custom hood w/white oak, upgraded quartz, designer backsplash, under-cab lighting & statement pendants. White oak shelving at culinary bar, mantle & stair rail bring warmth and elegance to the open-concept design. Dual French doors lead to private patio for effortless indoor/outdoor living. Spacious 1st-floor BR w/ensuite tile bath offers flexible living. Up hall & loft w/ hardwood flooring. Sunlit BR3 w/large walk-in closet w/dual-entry bath & private water closet. Luxurious Primary retreat showcases Champagne fixtures, 9’ quartz dual vanity, oversized tiled shower w/heavy glass enclosure and garden tub. COME TOUR MODEL HOME 200 Traditions Way Chesapeake in 3D also available!

908 Koonce Ln, Chesapeake

$299,000

3 Beds ⋅ 1 Baths ⋅ 10646147 MLS

Welcome home to this charming ranch that's full of warmth, character, and timeless appeal! Nestled at the end of your street with no through traffic, this adorable home offers the perfect blend of privacy, comfort, and convenience. Enter to discover soaring vaulted ceilings that create an open, airy feel throughout the main living spaces. With two inviting fireplaces and two separate dens, there's plenty of room to gather with family, entertain guests, or simply relax with a good book. The spacious eat-in kitchen is great for casual mornings, while the adjoining dining area is ready for holiday meals and special celebrations. Every room is filled with charm, making this home feel welcoming from the moment you walk through the door. Outside, you'll love the yard, offering endless possibilities for gardening, play, pets, or creating your own backyard oasis. The oversized carport provides excellent covered parking and additional storage space.

1106 Maryview Avenue, Chesapeake

$700,000

5 Beds ⋅ 2.1 Baths ⋅ 10645293 MLS

Tucked away on a quiet cul-de-sac, this beautifully maintained custom home offers the perfect combination of quality construction, thoughtful upgrades, and everyday comfort. Built in 2004 and offering approximately 3,300 square feet, this all-brick home features 5 bedrooms, with 4 conveniently located on the first floor, providing exceptional flexibility for families, guests, or multi-generational living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, spacious living areas, and inviting gas fireplace that create a warm and welcoming atmosphere. The private primary suite offers a relaxing retreat with a jetted soaking tub and generous walk-in closets. One of this home's standout features is the incredible backyard privacy. Whether you're enjoying your morning coffee, hosting family and friends on the large deck, or simply unwinding after a long day, you'll love the peaceful setting and the feeling of having your own private oasis. This home also offers valuable upgrades that provide peace of mind for years to come. A whole-house generator ensures you're prepared and comfortable during unexpected power outages, while the encapsulated crawl space reflects the care and attention given to maintaining the home, helping protect the structure and enhance energy efficiency. An irrigation system keeps the lawn looking its best with minimal effort. Located in the highly sought-after Hickory school district, this home delivers the rare combination of timeless all-brick construction, flexible living space, exceptional privacy, and important long-term investments that today's buyers appreciate. If you've been searching for a home that is as practical as it is beautiful, this one is not to be missed.

1104 Arabian Arch, Chesapeake

$615,000

4 Beds ⋅ 2.1 Baths ⋅ 10646261 MLS

Step into this beautifully renovated home featuring all-new flooring, fresh paint, and a completely new open-concept kitchen perfect for entertaining. With 2.5 fully renovated bathrooms and a new deck, this home combines modern elegance with functional living. Every detail has been upgraded to offer comfort and style, making it move-in ready. Don’t miss your chance to own this turnkey gem in a desirable neighborhood! The large backyard is great for outdoor entertaining, pets, or simply relaxing in your private oasis. Located in an established neighborhood with mature trees, you're minutes from Greenbrier business center, parks, shopping, and dining.

1032 Copper Stone Cir Circle, Chesapeake

$560,000

5 Beds ⋅ 2.1 Baths ⋅ 10646195 MLS

Spacious Home In Wellington! This Beautiful Home Features A Fantastic Open Downstairs Floor Plan That's Perfect For Both Everyday Living And Entertaining. Spacious Primary Suite Downstairs With A Double Vanity & Soaking Bath~Upstairs, You'll Find Four Additional Bedrooms. Enjoy Large Closets, Formal Living And Dining Room With Brazilian Wood Floors And A Family Room Just Off A Great Kitchen Which Has A Lots Of Cabinet Space & Island For The Cook In The Family! Living Room Has A Cozy Gas Fireplace. Covered Deck With Dual Fans Making Outdoor Entertaining Great In The Summer Time ! Large Fenced In Back Yard. Conveniently Located Near Shopping, Dining, Military Bases, And Major Highways! This Home Is A Must See !!

3635 Mardean Drive, Chesapeake

$410,000

4 Beds ⋅ 2 Baths ⋅ 10646242 MLS

2604 Elkhart Street, Chesapeake

$350,000

4 Beds ⋅ 2.1 Baths ⋅ 10646230 MLS

Priced 50k below market, this home features an open and bright floor plan and sits on an amazing lot with a huge fenced backyard. HVAC only a couple years old. Newer Pella windows upstairs. If you are ready to provide a little TLC, this is an amazing opportunity. Located in the beautiful and quiet Spinners Creek section of Deep Creek. Close to shopping, highways, and all bases.

2725 Spinners Way, Chesapeake

$788,990

5 Beds ⋅ 3.1 Baths ⋅ 10646215 MLS

Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3,5 bathrooms, and a 2-car garage. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the perfect space for entertaining. A conveniently located powder room is just off the main hallway, adding to the home's functionality. The first floor also boasts a luxurious primary suite, providing a private retreat with a massive walk-in closet, a large double vanity, and a private water closet for ultimate convenience and privacy. Upstairs, you'll find four additional bedrooms. The second floor also features two bathrooms and a large loft area that could serve as a separate lounge, playroom, or additional living space. Photos and renderings are from builder's library, actual finishes and features may vary.

325 Riverview Road, Chesapeake

$449,900

5 Beds ⋅ 2 Baths ⋅ 10646209 MLS

Spacious all-brick ranch offering 5 bedrooms in a highly desirable school district! Nice home features new flooring and a flexible floor plan designed for comfortable living. Enjoy a formal living room, formal dining room, and a cozy den with a wood fireplace. The eat-in kitchen offers plenty of cabinet space and includes a pantry for additional storage. The converted garage provides a versatile bonus space perfect for a home office, playroom, or hobby area. The first-floor primary bedroom adds convenience, while the room over the garage offers even more living space. Step outside to a privacy-fenced, spacious backyard complete with a deck, ideal for entertaining, relaxing, or enjoying outdoor activities. A rare opportunity to own a home with space, functionality, and an excellent location!

1024 Weeping Willow Drive, 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.