Chesapeake Real Estate

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of Hampton Roads! Known for its stunning landscapes and rich history, Chesapeake offers a unique blend of suburban charm and vibrant urban life. With over 22 miles of waterways, this city is a paradise for outdoor enthusiasts and nature lovers alike. Imagine spending your weekends exploring the scenic trails of the Great Dismal Swamp National Wildlife Refuge, or enjoying a leisurely afternoon at one of our many beautiful parks.

Chesapeake is more than just its natural beauty; it boasts a thriving community with a strong sense of belonging. The city is home to a diverse population, with friendly neighborhoods that welcome newcomers with open arms. From the bustling shopping districts to the quaint local eateries, there’s always something to discover. Whether you’re a family looking for excellent schools, a retiree seeking a peaceful environment, or a young professional eager for career opportunities, Chesapeake has something for everyone.

Cultural events and festivals abound, showcasing the city’s rich heritage and fostering a vibrant community spirit. You can enjoy everything from art shows to farmers' markets, ensuring that there’s never a dull moment.

With its convenient access to major highways and proximity to Norfolk and Virginia Beach, Chesapeake perfectly balances tranquility with accessibility. Whether you’re looking to buy your first home, invest in real estate, or find the perfect rental, Chesapeake, VA, is the ideal place to call home. Discover the charm of Chesapeake, where every day feels like a new adventure!

Newest Listings in Chesapeake

$739,900

5 Beds ⋅ 3.1 Baths ⋅ 10646366 MLS

See features sheet & survey attached — you’ll be amazed by this NEW custom home by Overholt Contracting (40+ yrs)! Must see now: modern floorplan with 2 spacious primary suites (or use one as a game room), 4 large bedrooms, first-floor home office, high-end kitchen & baths with quartz, freestanding tub + tiled shower, smart-home Wi-Fi, and full landscaping with sod. Sited on almost 1/2 acre in Hickory (Chesapeake) on city/county septic & water — NO HOA, additional buildings allowed, room for pool, boat or RV. James Hardie siding, carriage garage door with glass, brushed concrete patio. Closing cost assistance available with preferred lender Wes Flowers, Southern Trust. Also see something you would love to have but it’s not here. Contact me and my builder will have his design team work on it. He is easy going and ready to make your new home all about you!!! You wont find another build of this quality at this amazing price.

343 Ewell Lane, South Chesapeake

$299,900

3 Beds ⋅ 3 Baths ⋅ 10646337 MLS

Welcome to this beautifully renovated 3 bedroom, 3 bath home in Historic South Norfolk! Taken down to the studs and rebuilt with quality craftsmanship, this home offers the feel of new construction without the new construction price tag. This fully permitted renovation includes a new roof, windows, HVAC, plumbing, electrical, insulation, drywall, flooring, kitchen, bathrooms, siding, decks, and more. Enjoy the inviting covered front porch and open-concept living room and kitchen featuring granite countertops, soft-close cabinetry, and stainless-steel appliances. The first floor offers a bedroom, full bathroom, and laundry room. Upstairs, you'll find two private suites, including a spacious primary suite with a walk-in closet and private bath featuring a dual-sink vanity. A versatile bonus room is perfect for a home office or nursery. Conveniently located near the new municipal center, public library, Lakeside Park, the Jordan Bridge, Elizabeth River, shopping, dining, military bases, and interstate access. This home is a must-see!

1324 22nd Street, Central Chesapeake

$649,900

4 Beds ⋅ 3.1 Baths ⋅ 10646358 MLS

STUNNING EXECUTIVE SMART HOME IN PREMIER RIVERFRONT COMMUNITY W/ NATURE PRESERVE! DESIGNED FOR BOTH COMFORT & EFFICIENCY, THE CRAFTSMAN STYLE HOME W/ FF PRIMARY BEDROOM & UPGRADES GALORE! Coastal themed Craftsman Style Luxury home w/ a charming wrap around front porch. Elegant Home w/ an open concept & comfortable open living spaces w/ 8 ft doors, high ceilings + Beautifully appointed WOOD FLOORING. Culinary Kitchen features extended island, Granite Counter tops, Bar Seating. Sprinkler system &well. (see add list of upgrades). Includes PREMIUM ION SOLAR PANELS (2023) to be paid in FULL by the seller @ closing! Approx. $33/month in income generated through SREC (Solar Panel Renewable Energy Certifications). Owners monthly electric bills are approx. $33/month. Carefree amenities; Waterfront Gazebo on deep water, Kayak Launch, Clubhouse w/ pool.... Green Spaces & winding trails throughout. WELCOME HOME!

224 Wildlife Trace, South Chesapeake

$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, Central 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, South 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, West Chesapeake

$248,500

2 Beds ⋅ 2.1 Baths ⋅ 10646300 MLS

Come see this beautiful 2 bedroom, 2 1/2 bath end-unit condo in Knells Ridge — where style meets easy living! Step inside to a bright, open-concept layout with cozy fireplace that sets the tone for relaxed evenings. The updated kitchen features a pantry, gleaming granite countertops and stainless steel appliances, perfect for whipping up your favorite meals or entertaining guests. The spacious primary suite offers a peaceful retreat, complete with a walk-in closet and an en-suite vanity area for that extra touch. Slide open the glass doors and step out to your own private patio for morning coffee or evening unwinding. With its end-unit privacy, thoughtful updates, and true move-in-ready condition, this Knells Ridge condo checks every box—now it just needs you. Come fall in love, schedule your showing today.

772 Ridge Circle, South Chesapeake

$597,740

3 Beds ⋅ 3 Baths ⋅ 10646287 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2205 Edwin Drive, South 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, South 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, Central 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, South 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, South 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.