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

$385,000

3 Beds ⋅ 2 Baths ⋅ 10646690 MLS

ALL BRICK RANCH with Large Sunroom, HUGE Updated Eat-In Kitchen with New Cabinets, Quartz Countertops, & Stainless Steel Appliances; Fresh Paint, New LVP Flooring, & New Carpet; Living Room with Built-Ins & Formal Dining Room, Primary Suite with Updated Private Bath. New Windows & New Light Fixtures. Nice Backyard, Storage Shed, Attached Garage, & Off Street Parking. Established Neighborhood Convenient to Greenbrier, Summit Pointe, & Easy Access to I-64.

105 Cottonwood Lane, South Chesapeake

$559,000

5 Beds ⋅ 3 Baths ⋅ 10646652 MLS

This is classic Great Bridge living at it's best! Nestled on a quiet cul-de-sac in the desirable Southern Pines neighborhood, this beautifully maintained 5-bedroom, 3-bath home offers 2,491 square feet of versatile living space on a private, half-acre wooded lot. A standout feature is the in-law suite, complete with its own bedroom, attached sitting/living area, and full bath ideal for multigenerational living or long-term guests. Two bathrooms have been tastefully renovated, while the newer roof and replacement windows provide added peace of mind. The cozy living room features a gas log/wood-burning fireplace, and the finished room over the garage offers endless flexibility as a bedroom, playroom, media room, or home office. Relax on the welcoming front porch or entertain on the spacious rear deck overlooking the peaceful backyard. Complete with a 2-car attached garage, detached storage shed, and no HOA.

529 Wittington Drive, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10646683 MLS

Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake

$750,000

6 Beds ⋅ 3 Baths ⋅ 10646538 MLS

Spacious House with many gems. Master Bedroom has walk-in tub. Two sunrooms with 5 ft windows.Second level add on has two spacious rooms with extensive closet space and built in storage. Office/study. Family Room 15 x 15 . Two sunrooms. Kitchen has Island that seats six with built in storage beneath Detached garage with Apartment approximately 864 ft ready for occupancy. Carport, Storage barn with electricity 654ft. Hot tub for 6. Lots of space for lighting up the grill. Drive way willaccommodate several vehicles Many updates. Close to interstate 64, Military Bases, Hospital and Shopping.

245 Fernwood Farms Road, South Chesapeake

$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

$560,000

4 Beds ⋅ 2 Baths ⋅ 10646286 MLS

Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, South 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. Some photos have been virtually staged.

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

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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.