Chesapeake Real Estate

Welcome to Chesapeake, Virginia, a vibrant city that beautifully blends the charm of suburban living with the excitement of urban convenience. Nestled in the heart of Hampton Roads, Chesapeake is known for its picturesque landscapes, rich history, and thriving community spirit. With over 350 miles of waterways, this city is a paradise for outdoor enthusiasts, offering ample opportunities for boating, fishing, and kayaking.

Chesapeake boasts a diverse range of neighborhoods, each with its unique character and appeal. From the serene, tree-lined streets of Great Bridge to the bustling energy of Greenbrier, there’s a perfect home waiting for everyone. Families will appreciate the top-rated schools and numerous parks, while professionals will enjoy easy access to major highways and employment centers.

One of Chesapeake's standout features is its commitment to preserving natural beauty. The city is home to several parks and nature reserves, including the stunning Great Dismal Swamp National Wildlife Refuge, where visitors can explore trails, observe local wildlife, and connect with nature.

Culturally rich and community-oriented, Chesapeake hosts various events throughout the year, from farmers' markets to art festivals, fostering a strong sense of belonging among residents. The local dining scene is equally impressive, featuring everything from cozy cafes to fine dining establishments, ensuring that every palate is catered to.

In Chesapeake, you’ll find not just a place to live, but a community to thrive in. Whether you’re looking for a peaceful retreat or an active lifestyle, Chesapeake, VA, offers the perfect backdrop for your next chapter. Come discover the charm of Chesapeake—your new home awaits!

Newest Listings in Chesapeake

$574,900

5 Beds ⋅ 3 Baths ⋅ CVR-2622109 MLS

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

$999,000

CVR-2619434 MLS

Opportunities to own a property of this size, diversity, & location are almost nonexistent. Encompassing 663.8± acres within the historic boundaries of the Great Dismal Swamp, this sportsman's paradise offers world-class waterfowl hunting, trophy whitetails, black bears, & unmatched privacy just a short drive from Virginia Beach, Norfolk, & the greater Hampton Roads area. The GDS has long been one of the East Coast's premier wildlife habitats. Long before becoming a National Wildlife Refuge, its secluded wetlands served as a vital wintering area for migrating waterfowl while supporting abundant deer, black bear, & other wildlife. Today, the property borders the 113,000-acre GDS National Wildlife Refuge along its western & southern boundaries, ensuring exceptional habitat, privacy, & protection from future development. Accessed from Peach Rd through multiple gated entrances, the property features an extensive trail system built atop an elevated dike network, providing outstanding access. Nearby Lake Drummond, a 3,100-acre freshwater lake in the heart of the refuge, serves as a major winter roost for thousands of migrating ducks that disperse into the surrounding swamps each morning, creating exceptional hunting opportunities. Deer & bear hunting are equally impressive, with 663.8± acres adjoining one of the east coast's largest protected wilderness areas. Approx. 544.46 acres are enrolled in a wetland mitigation bank, permanently preserving the exceptional habitat while benefiting from ongoing professional stewardship. The remaining 119.34± acres consist of unencumbered timberland dominated by red maple, sweetgum, & loblolly pine, offering future timber harvest potential & subject to county approval & favorable soil evaluations, the opportunity for a hunting cabin or equipment building. Whether your passion is waterfowl, deer, or bear hunting, trail riding, or simply owning a piece of Virginia’s history, the Chesapeake Wetland Mitigation Bank represents a rare opportunity to own a true legacy tract.

663.8 Acres Peach Road, Chesapeake

$705,000

5 Beds ⋅ 3 Baths ⋅ CVR-2620435 MLS

Welcome home to this spacious transitional-style property nestled perfectly in a quiet cul-de-sac within the desirable Watermill area! Boasting nearly 3,100 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. Major recent upgrades provide ultimate peace of mind, including a brand-new roof (October 2024) and a stunning new rear deck (August 2024) perfect for outdoor entertaining. The property also features a highly efficient solar panel energy system offering massive utility savings! Panels are financed via a transferable solar loan, clear, straightforward transfer options are available. Contact listing agent for details. Enjoy a peaceful neighborhood setting while staying minutes away from shopping, dining, and top-tier Chesapeake schools!

913 Hathaway Court, Chesapeake

$190,000

2 Beds ⋅ 3 Baths ⋅ CVR-2619195 MLS

Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient breakfast bar that overlooks the dining and living spaces, creating a great flow for daily living and entertaining. Upstairs, the home offers two bedrooms, including a spacious primary suite complete with a walk-in closet and an en-suite vanity area. While the property requires cosmetic updates and repairs throughout—including new flooring, fresh paint, and bathroom updates—it presents the perfect opportunity to build immediate equity. Bring your vision and design ideas to transform this property into a modern personal retreat or a highly profitable addition to your portfolio! Residents will enjoy low-maintenance living with HOA dues that cover community pool and clubhouse access, ground maintenance, and trash pickup.

747 Ridge Circle, Chesapeake

$385,000

3 Beds ⋅ 2 Baths ⋅ CVR-2617275 MLS

Beautifully Updated Home in Georgetown East Welcome to this charming 3-bedroom, 3-bath single-family home offering 1,766 sq ft of comfortable, modern living. Thoughtfully updated throughout, this property features a remodeled kitchen with fresh finishes and a clean, contemporary feel — perfect for everyday cooking or entertaining. All bathrooms have been tastefully renovated, adding style and convenience to each level of the home. Brand-new flooring flows seamlessly through the living spaces, creating a bright, cohesive, move-in-ready interior. Nestled on a 0.26-acre lot in the desirable Georgetown East community, the home also offers an attached garage, a cozy fireplace, and a functional layout. With its combination of updates, space, and location near local schools and amenities, this property is an excellent opportunity for buyers seeking comfort and value in Chesapeake.

417 Crown Crescent, Chesapeake

$290,000

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

$45,000

CVR-2604205 MLS

Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak Manor and Woodlake Forest areas, this parcel provides a quiet country feel while still offering convenient proximity to Chesapeake amenities, major routes, shopping, and services. Whether you’re seeking a private retreat or a strategic land hold, this wooded acreage presents a unique opportunity in a desirable Deep Creek location.

000 Shell 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.