South Chesapeake Homes with Not Waterfront Waterfront description

Welcome to South Chesapeake, Virginia—a vibrant community that beautifully blends suburban charm with the convenience of city living. Nestled within the heart of Chesapeake County, South Chesapeake is known for its friendly neighborhoods, lush green spaces, and a rich tapestry of local culture. Here, residents enjoy a relaxed pace of life while still having easy access to the bustling amenities of the greater Hampton Roads area.

One of the standout features of South Chesapeake is its diverse range of homes, including those that are not located directly on the waterfront. These homes offer the perfect opportunity for families and individuals seeking a serene environment without sacrificing proximity to the area's natural beauty. Imagine waking up in a spacious, well-appointed home surrounded by tree-lined streets, where children can play freely and neighbors become lifelong friends.

The non-waterfront homes in South Chesapeake are characterized by their modern designs, generous lot sizes, and family-friendly layouts. Many properties boast large backyards, perfect for hosting summer barbecues or creating a personal oasis. The local schools are highly regarded, making this area an ideal choice for families looking to settle down in a nurturing environment.

In addition to its residential appeal, South Chesapeake features a variety of parks, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away. With its welcoming atmosphere and vibrant community spirit, South Chesapeake is truly a hidden gem in Virginia. Come explore your future home in this enchanting city!

Newest South Chesapeake Homes with Not Waterfront Waterfront description

$825,000

4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS

Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake

$269,900

3 Beds ⋅ 1 Baths ⋅ 10648228 MLS

Ready for you to move right in! This fully refreshed 3 bed, 1 bath home has all the big-ticket updates already done for you. Brand-new flooring throughout (July 2026), fresh interior paint (2025), and new siding (2025) give it a clean, updated feel from the moment you walk in, while the roof on both the home and the detached garage was replaced just 4 years ago. Out back is where this property really stands out: a 16x24 detached garage with electric and attic storage makes an ideal workshop, hobby space, or overflow storage, and TWO additional carports mean covered parking for multiple vehicles, a boat, or a trailer. If you've been looking for a truly move-in-ready home with serious garage and parking space, 809 Clay Avenue delivers. Call to schedule your showing today!

809 Clay Avenue, South Chesapeake

$301,000

2 Beds ⋅ 2.1 Baths ⋅ 10648248 MLS

Welcome to your move-in ready townhome in the desirable Great Bridge Area. This well maintained home offers a functional layout, sought after schools, NO HOA fees, new HVAC in 2025 and all new carpeting. Enjoy the spacious living room with a wood-burning fireplace to spend cozy evenings, or step outside to your fully fenced, private backyard with a storage area and firepit. Primary Bedroom with en suite is great for relaxing. Located with convenient access to shopping, dining, and everyday amenities, this home will not disappoint. Make this your first stop!

406 Middle Oaks Drive, South Chesapeake

$950,000

5 Beds ⋅ 3 Baths ⋅ 10648261 MLS

Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

$974,500

4 Beds ⋅ 3.1 Baths ⋅ 10648249 MLS

Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac) , only 10 lots on clear land bordered by mature trees as a backdrop. The primary opulent primary bath including an extra large closet and another large en suite are on the first floor along with a flex room. Amazing storage over the THREE car garage with room for EVERYTHING. Newest feature is a "butlers kitchen" complete with full sink tucked just behind the well equipped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semicustom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be approved within the city. No main road lots here! If you are looking for new construction it a definite 'MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, some see! Preferred lender incentives.

4020 Tucker Lane, South Chesapeake

$215,000

10648163 MLS

Outstanding 2.0-acre building lot in Chesapeake! This beautiful homesite offers approximately 135 feet of road frontage, a peaceful setting, and plenty of room to create the home you've always envisioned. Zoned R-15S, with city water available, this property combines the charm of country living with the convenience of nearby shopping, restaurants, and major highways. Enjoy the space and privacy that only a two-acre homesite can provide while remaining close to everything Chesapeake has to offer. Don't miss this exceptional opportunity to own one of the area's most desirable building sites. Private septic system will be required. Buyer is responsible for conducting all due diligence regarding soil evaluation, septic permitting, and installation requirements.

260 Centerville Turnpike N, South Chesapeake

$315,000

2 Beds ⋅ 1 Baths ⋅ 10648165 MLS

Rare 1.54-acre homesite in a highly desirable Chesapeake location! The property includes an existing home and out buildings that convey as-is. Suitable for renovation. R-15S zoning and an outstanding location near Greenbrier, major highways, shopping, dining, and schools, this property offers endless possibilities for investment.

304 Centerville Turnpike N, South Chesapeake

$300,000

2 Beds ⋅ 1 Baths ⋅ 10647978 MLS

Investors! 2 Parcels totalling 22.25 +/- acres currently zoned M1 for large tract (17.5acres) and residential small tract (4.75 acres) This piece of land must be purchased with 1828 Mount Pleasant Road which is right nextdoor and runs parallel to property and has a small house with power, septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

1832 Mount Pleasant Road, South Chesapeake

$285,000

3 Beds ⋅ 1.1 Baths ⋅ 10648199 MLS

Ideally located in the heart of Greenbrier, this move-in-ready three-bedroom townhouse is the perfect find! Recently refreshed with updated flooring and renovated bathrooms, this home is ready for its new owners. Features include a spacious kitchen with plenty of counter space, a convenient laundry area, and roomy, comfortable bedrooms. Complete with a private, fenced-in backyard and patio, this home offers everything you need. Schedule your showing today!

1204 Cedar Mill Square, South Chesapeake

$225,000

2 Beds ⋅ 2 Baths ⋅ 10648189 MLS

Location, layout, and convenience! This Greenbrier condo checks all the boxes! This 2-bedroom, 2-bath home offers a unique two-level floor plan with an en-suite bedroom on each floor, giving you flexibility and privacy that’s hard to find. The downstairs suite is perfect for guests or convenient one-level living, while the upstairs suite offers its own private retreat. Reserved parking space #9 conveys, with the opportunity to purchase an additional space. And the location? Just minutes from the YMCA, shopping, restaurants, and all the everyday conveniences Greenbrier has to offer. Whether you're looking for a low-maintenance home, a smart investment, or a place that simply makes life a little easier, this one is worth a look!

1001 Saint Andrews Way Unit A, South Chesapeake

$499,900

4 Beds ⋅ 2 Baths ⋅ 10648141 MLS

Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddlerbrook Trail Road, South Chesapeake

$794,900

6 Beds ⋅ 3 Baths ⋅ 10647933 MLS

Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro 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.