Chesapeake VA Homes with Deck Exterior features

Welcome to Chesapeake, Virginia, a vibrant city that beautifully blends suburban tranquility with a rich tapestry of history and modern amenities. Nestled in the heart of the Hampton Roads region, Chesapeake is known for its picturesque landscapes, extensive park systems, and a strong sense of community. With its proximity to the Elizabeth River and expansive waterways, residents enjoy a wealth of outdoor activities, from boating and fishing to scenic hiking trails.

Chesapeake boasts a diverse array of neighborhoods, each offering its unique charm and character. Among the most sought-after features in this area are homes with stunning deck exteriors. Imagine stepping out onto your spacious deck, where you can savor morning coffee while basking in the gentle Virginia sun or host unforgettable evening gatherings under a starlit sky. Decks not only enhance your living space but also provide a perfect setting for relaxation and entertainment.

Many homes in Chesapeake are designed with outdoor living in mind, featuring expansive decks that seamlessly connect indoor and outdoor spaces. Whether you prefer a cozy nook for quiet reflection or an expansive area for lively barbecues with friends and family, these homes cater to all your lifestyle needs.

In Chesapeake, you’ll find a welcoming community with excellent schools, abundant shopping options, and a rich cultural scene. With a variety of homes featuring deck exteriors, you can enjoy the best of both worlds: a beautiful home and an enchanting outdoor oasis. Come explore Chesapeake, where your dream home awaits!

Newest Chesapeake VA Homes with Deck Exterior features

$995,000

6 Beds ⋅ 4 Baths ⋅ 10645935 MLS

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, 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

$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

$410,000

4 Beds ⋅ 2 Baths ⋅ 10646242 MLS

2604 Elkhart Street, South 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, South Chesapeake

$350,000

3 Beds ⋅ 2 Baths ⋅ 10646152 MLS

Welcome Home! Just bring your furniture because this beautifully updated 3-bedroom, 2-bath home is truly move-in ready! Enjoy peace of mind with a new roof, water heater, LVP flooring, new carpet, fresh paint, updated fixtures, kitchen cabinets, granite countertops, and new stainless steel appliances including the stove, microwave, refrigerator, and dishwasher. The open-concept kitchen overlooks the spacious living room with a cozy fireplace, making it optional for everyday living and entertaining. The primary suite features a beautifully renovated bath with a custom tile surround shower. Neutral colors throughout make it easy to add your personal style. Step outside to a fully fenced backyard with a deck for relaxing or grilling and a storage shed for extra storage. This home has all the updates you've been looking for and is ready for you to move right in!

1451 Glendale Avenue, South Chesapeake

$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

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