South Chesapeake Homes with Gazebo Exterior features

Welcome to South Chesapeake, Virginia—a charming blend of suburban tranquility and vibrant community spirit. Nestled in the heart of Chesapeake County, this delightful area boasts a rich tapestry of history, culture, and natural beauty. With its picturesque landscapes, lush parks, and friendly neighborhoods, South Chesapeake offers a welcoming atmosphere for families, young professionals, and retirees alike.

One of the standout features of homes in South Chesapeake is the enchanting presence of gazebos. These delightful exterior structures not only enhance the aesthetic appeal of a property but also serve as a perfect retreat for relaxation and entertainment. Imagine sipping your morning coffee or hosting a summer barbecue under the gentle shade of a beautifully crafted gazebo. It’s an inviting space that encourages outdoor living and fosters connections with family and friends.

The homes in South Chesapeake with gazebo features are often characterized by their spacious yards, mature landscaping, and thoughtful designs that harmonize with the surrounding environment. Whether you’re seeking a cozy cottage or a sprawling family home, you’re likely to find a property that suits your style and needs in this charming area.

As you explore South Chesapeake, you’ll discover an array of local amenities, including shopping centers, dining options, and recreational activities. With a strong sense of community and a commitment to maintaining its natural beauty, South Chesapeake is not just a place to live; it’s a place to thrive. Come and experience the allure of this vibrant city, where your dream home with a gazebo awaits!

Newest South Chesapeake Homes with Gazebo 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

$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

$660,000

5 Beds ⋅ 3.1 Baths ⋅ 10645822 MLS

Gorgeous and spacious 3500 sq ft home has been updated plus FULLY PAID OFF SOLAR PANELS! Featuring an amazing open concept floor plan with new LVP flooring, a large primary suite with an updated full bath! The home includes fresh painting throughout, newer HVAC, granite counters, a tankless water heater, a large 2 car garage, a metal fenced-in backyard, gazebo and a large 320 sq ft powered shed/workshop! Right near the heart of Greenbrier in Kemp Bridge, you don't want to miss this one!

1439 Kemp Bridge Drive, South 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

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10645747 MLS

Beautiful 5-bedroom, 3-bath home built in 2017 and thoughtfully upgraded, located on a private cul-de-sac with a large, vinyl privacy-fenced yard. Inside, the open floor plan features LVP flooring, a gas fireplace, and a seamless flow into the remodeled kitchen, complete with quartz countertops, custom cabinetry, under-cabinet lighting, and updated appliances (2024). The kitchen complimented with a built-in breakfast nook and custom pantry, while additional custom cabinetry enhances select bedrooms. The primary suite offers a stylishly renovated bath for a true retreat feel. Come outside to enjoy the spacious, private backyard, ideal for relaxing or entertaining with gazebo patio, playground, trampoline and kids pool. The home also includes a finished 3+ car garage with epoxy floors, overhead storage, and a 240V outlet for EV/RV/generator use. Additional features include pre-wired surround sound, Cat5/TV connections in all bedrooms, an irrigation well, attic fan.

3500 Kathys Way, South Chesapeake

$699,900

5 Beds ⋅ 2.1 Baths ⋅ 10644122 MLS

Welcome to this beautifully updated 5-bedroom, 2.5-bath home in the highly sought-after Hickory school district! Major improvements have already been completed, including a new roof, both HVAC systems, windows, soffit and fascia, water heater, and deck—giving buyers added peace of mind. Inside, you'll find two tastefully updated bathrooms, spacious living areas, and a functional floor plan with room for everyone. Step outside to enjoy the fully fenced backyard featuring an above-ground pool, great for relaxing or entertaining all summer long. Conveniently located near shopping, dining, military bases, and major interstates. The sellers are relocating out of state and are looking for a quick closing. Don't miss your chance to make this move-in-ready home yours! **Updates** 2021 - upstairs air ducts, 1st HVAC, oven, dishwasher. 2022 - roof, 2nd HVAC, hot water heater, pool 2023 - windows, front door, toilets 2024 - two bathroom remodels, soffit and fascia 2025 - backyard deck

908 Bahama Way, South Chesapeake

$600,000

4 Beds ⋅ 2.1 Baths ⋅ 10643428 MLS

*Located in Butts Road Intermediate & Hickory Middle & High schools!* Welcome home to this beautifully updated 4-bedroom, 2.5-bath ranch in the desirable Ethridge Woods neighborhood! This move-in-ready home features newly installed hardwood flooring & a brand-new roof (2025/2026)! Open concept living & kitchen area that is great for entertaining. Cozy breakfast nook, wood burning fireplace in the living room, soaring cathedral ceilings in the sunroom/ office area & a huge walk in closet in the primary bedroom. So many great features throughout! Step outside to your own private backyard retreat complete with a large inground pool (liner 2018) & an expansive deck. Additional highlights include an energy-efficient geothermal heating and cooling system (2018). With its recent upgrades, exceptional outdoor living, and sought-after location, this home is ready for its next owners to move in and enjoy! (Some photos were photoshopped, but they keep their core details)

829 Donnington Drive, South Chesapeake

$950,000

5 Beds ⋅ 4 Baths ⋅ 10642562 MLS

Welcome to your own private backyard retreat! This beautifully updated home offers the perfect blend of stylish interior living and incredible outdoor entertaining. Step outside to a true backyard oasis featuring a stunning 6-foot in-ground pool with a new liner and pump, a covered lounge area, outdoor fire pit, built-in bar, outdoor kitchen with grill, and plenty of space to host family and friends all season long. A screened porch conveniently connects the outdoor living space to the home, creating seamless indoor-outdoor living. Inside, the nearly renovated kitchen is the heart of the home, showcasing gorgeous marble countertops, a spacious center island, all LG appliances, bar-height seating, and a built-in desk area great for working from home or everyday organization. The open-concept design flows effortlessly into the inviting living room, making entertaining easy. Upstairs, you'll find generously sized bedrooms with abundant closet space, including a spacious room over the garage that offers endless possibilities for a media room, playroom, guest suite, or home office. The luxurious primary suite is a true retreat, featuring a cozy sitting area with its own fireplace, an oversized walk-in closet, and a beautifully appointed en-suite bath complete with dual-height vanities, a private water closet, soaking tub, and separate walk-in shower. Light wood-look luxury vinyl plank flooring adds warmth and elegance throughout the main living areas, while plush carpeting creates comfort upstairs. Thoughtfully updated and impeccably maintained, this home offers the perfect combination of comfort, style, and resort-style outdoor living. Don't miss the opportunity to make this exceptional property your next home!

129 Greengable Way, South Chesapeake

$599,000

4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS

Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake

$669,000

5 Beds ⋅ 3.1 Baths ⋅ 10639977 MLS

Beautifully appointed transitional style home offers the perfect balance of comfort, style & privacy. Nestled in cul-de-sac w/ no HOA, the home welcomes you w/ elegant natural stone accents that frame the covered front porch and enhance its timeless curb appeal. Inside, hardwood floors & ceramic tile complement a bright, thoughtfully designed layout. A versatile first-floor room provides an ideal space for a private office, guest suite, or flex room. The open-concept great room flows seamlessly into a well-equipped kitchen featuring granite countertops, stainless steel appliances, and generous workspace. Formal living and dining rooms offer inviting spaces for entertaining or everyday gatherings. Go outside to enjoy a private backyard retreat complete w/ an elevated Trex deck, saltwater pool, hot tub, gazebo & det. garage—creating an ideal setting for relaxing, entertaining & making the most of life at home. VA assumable loan.

803 Gresham Way, South Chesapeake

$685,000

5 Beds ⋅ 3 Baths ⋅ 10639539 MLS

Pride of ownership shines throughout this beautifully maintained home located in the sought-after Riverwalk community in Chesapeake. The stunning remodeled kitchen features granite countertops, stainless steel appliances, a large center island, heated tile floors, and custom cabinetry designed to showcase every thoughtful detail. The spacious eat-in kitchen and bar-top seating area open seamlessly to the inviting family room with a cozy fireplace, creating the perfect space for entertaining and everyday living. The first floor offers a full bedroom and an updated full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find a spacious primary suite complete with a beautifully renovated spa-like bathroom and a custom walk-in closet. Three additional bedrooms are located on the second level, including a versatile FROG that can serve as a fifth bedroom, home office, or recreation room. The hall bathroom was recently updated as well and features double vanities. Step outside to enjoy the large backyard, complete with a storage shed, patio with space for a fire pit, deck, and a wonderful screened-in detached gazebo for year-round outdoor enjoyment. Residents of Riverwalk enjoy exceptional neighborhood amenities, including walking trails, a community pool, dock, playground, and a popular summer swim team. This is a wonderful opportunity to own a meticulously cared-for home in one of Great Bridge area's most desirable communities.

813 Loch Island Drive, South Chesapeake

$580,000

4 Beds ⋅ 3.1 Baths ⋅ 10638478 MLS

Spacious Huntington Woods Home with Pool! Located in the desirable Huntington Woods neighborhood, this expansive home offers over 3,500 square feet of living space and endless potential. Featuring vaulted ceilings, generous living areas, and a two-car garage, there is plenty of room to spread out and make this home your own.Step outside to enjoy the large in-ground pool, perfect for relaxing, entertaining, and making the most of warm summer days. Conveniently situated just minutes from Greenbrier Country Club, you'll enjoy easy access to golf, dining, shopping, and more. With its spacious layout, sought-after location, and opportunity to add your personal touch, this Huntington Woods property is ready for its next owner. Don't miss your chance to call it home!

1340 Danielle Court, 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.