Chesapeake VA Homes with Deck Exterior features

Welcome to Chesapeake, Virginia! Nestled in the heart of the state, Chesapeake offers a perfect blend of urban amenities and natural beauty. Known for its vibrant community and rich history, Chesapeake is a sought-after destination for homebuyers looking to settle down in a charming and welcoming environment.

One of the standout features of homes in Chesapeake is the deck exterior. Imagine enjoying your morning coffee or hosting a barbecue with friends and family on your own private deck, all while taking in the picturesque views of the surrounding area. Homes with deck exteriors are a popular choice among residents, providing the perfect setting for outdoor relaxation and entertainment.

Whether you're looking for a cozy bungalow or a spacious family home, Chesapeake has a diverse range of real estate options to suit every taste and budget. From historic properties with character to modern residences with all the latest amenities, there's something for everyone in this thriving community.

Discover the perfect home with a deck exterior in Chesapeake, VA, and start living the lifestyle you've always dreamed of. With its unique blend of small-town charm and big-city convenience, Chesapeake is the ideal place to put down roots and create lasting memories. Experience the best of Virginia living in Chesapeake – your new home awaits!

Newest Chesapeake VA Homes with Deck Exterior features

$470,000

4 Beds ⋅ 2.1 Baths ⋅ 10646065 MLS

3404 Winterhawk Court, South Chesapeake

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS

WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, South Chesapeake

$620,000

4 Beds ⋅ 3 Baths ⋅ 10645463 MLS

If you've been looking for a home in Cheshire Forest, this is one you won't want to miss! Nestled in one of Great Bridge's most sought-after communities, this beautifully updated and meticulously maintained 4-bedroom, 3-bath home offers approximately 2,673 square feet of thoughtfully designed living space. The bright, functional floor plan is great for everyday living and entertaining, featuring a well-appointed kitchen with a gas range, center island, breakfast area, abundant cabinetry, and seamless flow into the inviting family room with a gas fireplace and formal dining room. The main level also includes a full bathroom with a walk-in shower, a convenient laundry room, and access to the attached two-car garage. Upstairs, the spacious primary suite offers a large walk-in closet and a relaxing ensuite with a soaking tub and separate shower, while two additional generously sized bedrooms share a full hall bathroom. The finished room over the garage provides incredible flexibility as a fourth bedroom, home office, playroom, media room, or guest space. Step outside to a beautifully landscaped, oversized backyard featuring a large deck great for entertaining, outdoor dining, or simply unwinding. Residents enjoy access to community amenities including a clubhouse, pool, playgrounds, and tennis courts, all conveniently located near shopping, dining, parks, and Great Bridge schools. VA assumable loan at 2.25%

819 Keeling Drive, South Chesapeake

$370,000

3 Beds ⋅ 2.2 Baths ⋅ 10645727 MLS

Welcome to this well-maintained, like-new townhome in the desirable Fairview Towns community! Enjoy low-maintenance living in this newer gated community, conveniently located in Western Branch. This spacious tri-level townhome features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, along with two family rooms providing plenty of space for entertaining, relaxing, or creating a home office or flex space. The home also offers a one-car garage, two additional assigned parking spaces, and ample visitor parking. Come experience all this beautiful townhome has to offer and make it yours today!

4122 Riverside Drive, West Chesapeake

$435,000

4 Beds ⋅ 2 Baths ⋅ 10645687 MLS

Welcome to this inviting 4-bedroom ranch in the sought after Mill Creek neighborhood. Freshly painted throughout with brand new carpet and a new roof, this home is truly move-in ready. Enter into a bright living room featuring vaulted ceilings and a cozy wood-burning fireplace, seamlessly opening to the fully remodeled kitchen. The kitchen shines with white shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Two bedrooms sit just off the living room, accompanied by a beautifully updated hall bathroom and laundry room. The spacious primary bedroom offers a remodeled en-suite bathroom and a generous walk-in closet. The FROG provides flexibility as a 4th bedroom, guest space, or bonus room. Out back, enjoy a wood deck overlooking an above-ground pool and a peaceful backyard with views of the wooded area maintained by the Army Corps of Engineers along the Dismal Swamp Canal. The property extends about 10 ft beyond the back fence line. Don't miss this one.

500 Willow Bend Drive, South Chesapeake

$535,000

4 Beds ⋅ 2 Baths ⋅ 10644832 MLS

Welcome home to this beautifully updated ranch in the desirable Crossings neighborhood of Western Branch! This move-in-ready home offers 4 bedrooms and 2 full baths, including a spacious first-floor primary suite with a renovated en-suite bath. The oversized FROG serves as a 4th bedroom, home office, gym, or media room. Freshly painted throughout, the home features soaring ceilings, an open foyer, formal living and dining rooms, new flooring, stylish fixtures, and a cozy gas fireplace. The updated kitchen boasts modern cabinetry, upgraded countertops, a breakfast area, coffee nook, and updated stainless steel appliances/gas range (2025). Relax in the fully fenced backyard featuring a deck, gazebo, rock garden, and peaceful sitting areas. Attached 2-car garage PLUS a detached 2-car garage/workshop. Schedule your private tour today! * Select photos have been virtually staged to show potential furniture layouts.

2927 Crossings Drive, West Chesapeake

$479,900

4 Beds ⋅ 2 Baths ⋅ 10645772 MLS

Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Dr Drive, South Chesapeake

$699,900

4 Beds ⋅ 4 Baths ⋅ 10645397 MLS

Welcome home to Rollingwood Estates in the highly sought after Great Bridge school district. This one owner brick transitional home offers 4 bedrooms and 4 full baths with an open, bright floor plan designed for comfortable living and effortless entertaining. The spacious FROG serves as the fourth bedroom and features its own private full bath, making it ideal for guests or multigenerational living. The kitchen offers Corian countertops, generous workspace and opens to the main living areas. Step outside to your own backyard retreat with a sparkling inground pool, dedicated pool bath, stamped concrete patio, outdoor bar/kitchen area, screened porch, and professionally landscaped yard. A two car attached garage, irrigation well, and thoughtful layout add to the appeal. Offering exceptional value in an established neighborhood, this home is priced to sell and ready for its next owner to make it their own.

837 Greenfield Lane, South Chesapeake

$540,000

4 Beds ⋅ 2.1 Baths ⋅ 10645295 MLS

Located in the highly sought-after Grassfield High School district, this home offers an incredible opportunity to make a home of your own in one of Chesapeake's most desirable areas. Inside features a spacious, functional floor plan boasting nearly 2700 square feet of living space. The living areas are generous with comfortable bedrooms and plenty of room to personalize. Head outside to the home's standout feature -- an expansive backyard and large deck with endless possibilities for entertaining or creating a private outdoor retreat. Conveniently located near shopping, dining, parks, and major interstates!

963 Speight Lyons Loop, South Chesapeake

$430,000

4 Beds ⋅ 2 Baths ⋅ 10645625 MLS

Make this your first stop! This well-maintained split-level home in Strawberry Acres offers the perfect blend of space, functionality, and outdoor living—and best of all, NO HOA! Fresh paint throughout and a beautifully updated kitchen featuring all-new cabinets and countertops make this home feel bright and inviting from the moment you walk in. The flexible floor plan includes a versatile front room that can serve as a home office, playroom, guest space, or additional living area. Outside, you'll find an above-ground pool, a large storage shed with electricity, and an oversized fully insulated detached garage that's perfect for a workshop, hobbies, storage, or parking. Situated on a spacious lot in a quiet neighborhood, this home offers plenty of room to relax, entertain, and make it your own. Conveniently located near schools, shopping, dining, and major commuter routes, you'll love the combination of space, updates, and freedom that this property provides!

3217 Pryor Court, South Chesapeake

$629,000

6 Beds ⋅ 3 Baths ⋅ 10645483 MLS

Rare 6-bedroom opportunity with an ideal multigenerational layout! The first floor features a bedroom, adjacent flex room, and a modified curbless shower, offering exceptional flexibility and accessibility. Beautiful neutral decor, 9' ceilings, hardwood floors, elegant crown molding, and a huge FROG provide room for everyone. The spacious primary suite features hardwood floors and two walk-in closets. Convenient second-floor laundry. Enjoy a large fenced backyard with a powered detached shed and private well for economical lawn irrigation, plus an attached 2-car garage. Meticulously maintained with annual service contracts on the HVAC, tankless water heater, and crawl space. Seller will provide a termite/moisture letter. Convenient to Millville Rd., Veterans Bridge, Shipyard Rd., and major interstates, Portsmouth, Norfolk and Suffolk! Small community vibe with minimal traffic. minimal traffic.

1816 Sunsprite Loop, South Chesapeake

$529,900

4 Beds ⋅ 2.1 Baths ⋅ 10645403 MLS

You have seen the pictures and now I am sure you are curious about everything this house has to offer. Well, it is absolutely 100% turn-key, move-in ready with all of the bells and whistles. The home feels so good and invites tons of natural light. The kitchen has been thoughtfully remodeled adding tons of cabinet space, a center island, a pot filler and more functional layout. The cabinets, flooring (hand scraped bamboo), counters and appliances have all been recently upgraded as well. The bathrooms have all been remodeled and the primary bath is a small piece of heaven. Separate sinks, dual shower heads in the tile/glass shower and a separate soaking tub. Go outside and you might not go back in for quite a while. A covered porch and expansive deck greet you with the hot tub around the corner. Drop down to the 28,000 gallon in-ground pool complete with a built-in endless pool for serious swimmers. Backing up to the woods, this private, backyard paradise awaits you!

2107 Sunset Maple Lane, 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.