South Chesapeake Homes with Deck Exterior features

Welcome to South Chesapeake, Virginia—a vibrant community that perfectly blends suburban tranquility with urban convenience. Nestled within the picturesque Chesapeake County, this charming city boasts a rich history, lush landscapes, and a warm, welcoming atmosphere. South Chesapeake is known for its friendly neighborhoods, excellent schools, and an array of recreational opportunities, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of homes in South Chesapeake is their stunning deck exteriors. Imagine stepping out onto your private deck, where you can sip your morning coffee while soaking in the serene views of the surrounding greenery. These outdoor spaces are perfect for entertaining friends and family, hosting summer barbecues, or simply enjoying a peaceful evening under the stars. With ample room for outdoor furniture and even a grill, decks enhance the livability of your home, creating a seamless transition between indoor and outdoor spaces.

In South Chesapeake, you’ll find a diverse selection of homes featuring these delightful deck exteriors, ranging from cozy single-family houses to spacious modern designs. Many properties are thoughtfully landscaped, adding to the charm and appeal of the area. Living here means you’ll have easy access to local parks, shopping centers, and dining options, all while enjoying the natural beauty that Virginia has to offer.

Discover the joys of South Chesapeake and find your dream home with a deck that invites you to embrace the great outdoors. Come explore this wonderful community where your ideal lifestyle awaits!

Newest South Chesapeake Homes with Deck Exterior features

903 Willow Brook Court, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10660566 MLS

Nestled in the heart of Chesapeake, this brick home features spacious living areas, classic curb appeal, and a warm inviting atmosphere on a quiet court. Primary bedroom has Extremely large closet/office. It's large enough to use as an additional bedroom. The interior of this home has been completely professionally painted, and all new flooring has been installed on both levels. Back yard deck has been restored and freshly painted. The backyard is the perfect size and very private.

903 Willow Brook Court, South Chesapeake

$475,000

4 Beds ⋅ 2.1 Baths ⋅ 10660943 MLS

Welcome home to this desirable Driftwood Meadows property! Enjoy a welcoming front porch and a private setting tucked toward the back of the neighborhood. Generous living spaces include a formal dining room and separate den, offering plenty of flexibility for everyday living and entertaining. The updated kitchen features granite countertops, stainless steel appliances, and a custom tile backsplash. The spacious primary bedroom offers a private ensuite bath, creating a comfortable retreat. Fresh interior paint, luxury vinyl plank flooring, new carpeting, and updated fixtures create a fresh, inviting feel throughout. Outside, enjoy a large fenced backyard with an expansive deck, perfect for relaxing or entertaining, along with a spacious two-car driveway. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss your opportunity to make this home yours!

211 Driftwood Drive, South Chesapeake

$749,999

5 Beds ⋅ 3.1 Baths ⋅ 10661046 MLS

Welcome home to this bright and airy five-bedroom, three-and-a-half-bath residence, ideally situated on a quiet cul-de-sac in sought-after Greenbrier. Set on a generous lot with room for a future pool, this inviting home offers abundant space for comfortable everyday living and memorable gatherings. A grand foyer sets a welcoming tone and opens to elegant formal living and dining rooms. The expansive kitchen and adjoining breakfast nook create a warm, practical heart of the home, while hardwood flooring in the kitchen and living room adds timeless appeal. A first-floor laundry room brings everyday convenience. The second-floor primary suite is a private retreat with a generous walk-in closet and a spacious en-suite bathroom. A versatile loft provides extra room for a home office, play area, or media space, and every secondary bedroom is comfortably sized. A first-floor en-suite offers privacy and flexibility for guests, extended family, or multigenerational living.

916 Grover Court, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10660844 MLS

Seller concession for a rate buy down may be discussed with an acceptable offer! Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District. Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an inground pool and TREX decking, installed in 2021. Complete with a two-car garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake

$508,500

4 Beds ⋅ 2 Baths ⋅ 10660500 MLS

Welcome to this beautifully maintained Stonegate home featuring 4 bedrooms, 2 full baths and 1,811 sq. ft. of inviting living space! A special highlight is the additional 260 sq. ft. glass-enclosed sunroom filled with natural light, complete with its own Trane mini-split heating and cooling system and access from both the living room and primary bedroom. Inside, vaulted ceilings, fresh paint, rich wood-tone flooring in the living room, dining area and hallway, and updated kitchen/bathroom lighting create a warm feel. The kitchen features granite countertops and new stainless steel appliances. Enjoy the backyard with an inground saltwater pool, privacy fence and spacious deck for relaxing or entertaining. Fresh carpet on the stairs and finished room over the garage. Additional features include a whole-house Generac generator, well with inground sprinkler system and 2-car garage. Sunroom furniture conveys. So much to enjoy both inside and out. Come see for yourself what makes this Stonegate home amazing!

1336 Hillside Avenue, South Chesapeake

1505 Head Of River Road, South Chesapeake

$1,150,000

4 Beds ⋅ 3.1 Baths ⋅ 10660150 MLS

OVER 4 ACRES IN HICKORY, A CUSTOM BRICK ESTATE, DETACHED 3-CAR GARAGE WITH PRIVATE IN-LAW SUITE, AND A VERSATILE ENTERTAINMENT BARN! Discover an extraordinary combination of space, privacy, and possibilities at 1505 Head of River Road in Chesapeake! This meticulously maintained custom brick residence offers approximately 3,538 square feet with four bedrooms, three featuring their own attached full bathrooms, plus a versatile fifth room ideal for a home office or flex space. The spacious kitchen opens to an expansive living area, while the first-floor primary suite adds everyday convenience. Beyond the main residence, a detached three-car garage features an upper-level in-law suite with a full bathroom, mini kitchen and dedicated HVAC system, along with workshop space and RV-accessible garage entry. A versatile entertainment barn with its own HVAC system and full bathroom creates an impressive setting for gatherings, recreation, or hobbies. Thoughtfully cared for over the years, this exceptional property boasts extensive improvements, updated systems throughout, and a remarkable level of attention to maintenance. Set on approximately four acres in Chesapeake's desirable Hickory area, this unique estate offers incredible versatility and features that truly set it apart. The list of upgrades and improvements is extensive, ask for the complete property feature sheet to discover everything this remarkable property has to offer! PLUS, buyers may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs when using the preferred lender.

1505 Head Of River Road, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10660562 MLS

A backyard oasis highlights this 4-bedroom Chesapeake home, featuring an in-ground pool and an expansive deck with extensive built-in seating, a hot tub beneath a pergola, and a tiki hut with a built-in bar and swing seating. A paver patio, palm accents, mature trees, and a fenced yard complete the outdoor space. Inside, approximately 2,118 square feet includes a spacious living room with a brick fireplace and crown molding. The eat-in kitchen features a center island, generous counter space, and a bright dining nook. Upstairs, the primary suite offers a walk-in closet and private bath with abundant cabinet storage, an extended vanity, and a seated vanity area. Additional bedrooms complete the upstairs. Flooring includes hardwood and luxury vinyl plank downstairs, with carpet upstairs. Situated on approximately 0.28 acres.

528 Royal Grant Drive, South Chesapeake

1548 Waterside Drive N, South Chesapeake

$689,000

6 Beds ⋅ 3.1 Baths ⋅ 10660651 MLS

Spacious 4,899 sf lakefront home offering 6 bedrooms and 3.5 baths with an exceptional floor plan designed for comfortable living and entertaining. The expansive 1st floor primary suite provides a private retreat, while a 2nd floor ensuite is great for guests or multigenerational living. A massive great room with stunning lake views serves as the heart of the home, flowing seamlessly to a large composite deck great for outdoor gatherings. The oversized 840 sf attached garage offers ample space for vehicles, storage and hobbies. A walk-up attic provides abundant storage or future expansion potential. With generous living spaces, beautiful water views and a great price, this home is ready to accommodate every lifestyle. Photos virtually staged

1548 Waterside Drive N, South Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10660561 MLS

Welcome home to comfort, connection, and room to make lasting memories! Nestled in the desirable Briarwood neighborhood, this inviting home offers the perfect blend of everyday comfort and spaces designed for gathering with family and friends. Fresh paint downstairs and in the FROG adds a fresh touch, while the lovely kitchen features solid-surface countertops and a cozy breakfast area, perfect for morning coffee, family meals, and everyday moments. Step outside and discover your own backyard retreat! The oversized composite deck and inground pool with a new pool cover create the perfect setting for summer fun, weekend gatherings, or simply relaxing and enjoying the sunshine. Inside, you'll find a spacious primary suite featuring a second fireplace, an impressive walk-in closet, and generously sized guest bedrooms that offer plenty of room for family, visitors, or a home office. A convenient walk-in attic provides additional storage to help keep everything organized. You'll also appreciate the added peace of mind that comes with recent updates including a new water heater in 2025 and one HVAC unit replaced in 2026.

544 Wickwood Drive, South Chesapeake

$550,000

4 Beds ⋅ 2.1 Baths ⋅ 10660503 MLS

Exemplifying the best of Chesapeake, 4 bedrooms, HUGE family room with additional fully heated and cooled sunroom leading to deck and peaceful backyard. Living and dining rooms, updated eat in kitchen. Replacement windows, newer HVAC, no worry encapsulated crawl space, new carpet BIG rooms in Great Bridge neighborhood with sought after schools and easy to shopping and dining. You will absolutely love calling this home!

609 Saber Drive, South Chesapeake

$530,000

4 Beds ⋅ 3 Baths ⋅ 10660115 MLS

Picture perfect front porch nestled in Las Gaviotas golf course community. Gardeners paradise in the backyard with wild flowers, strawberries and so much more. Deluxe playground and lots of fun built-in for backyard summer days. Spacious bedrooms with a lot of closet space. Big attic is amazing for storage. There is so much potential in this home nestled on a large lot with a great floor plan and freshly painted throughout. Expansive kitchen with center island and modern farmhouse touches throughout.

309 Barcelona Drive, South Chesapeake

$545,000

4 Beds ⋅ 2.1 Baths ⋅ 10660208 MLS

Enjoy cul-de-sac living in this beautifully appointed well maintained 4-bedroom, 2.5-bath home featuring a 2-car garage! The home offers bamboo wood flooring downstairs, den with gas fireplace, formal living and dining rooms, and a kitchen with breakfast nook. Primary suite with cathedral ceiling and updated bath with tile shower and dual sinks. Sliding glass door off kitchen to deck, fenced backyard is perfect for entertaining with large patio with fire pit, and storage shed. Water heater replaced in 2025, all appliances convey, and seller will provide a home warranty up to $1,000 at closing.

1108 Hillside Trace, 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.

South Chesapeake Homes with Deck Exterior features

Newest South Chesapeake Homes with Deck Exterior features

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