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2020 Sanderson Road, South Chesapeake
$798,900
4 Beds ⋅ 3 Baths ⋅ 10657878 MLS
Pristinely kept home on over 3 Acres located in the highly sought-after Hickory School District! This move-in-ready home has been meticulously cared for with major system upgrades including a 3- year old roof, all new siding, a rebuilt HVAC package unit with all new components, two water heaters, a whole-house generator and updated windows and gutters! The renovated kitchen (2017), main room refinished hardwood and recently updated Primary bedroom set this home apart! Enjoy outdoor living on the Trex decking and rest easy knowing the septic system was cleaned and pumped in January 2026. With extensive updates, exceptional maintenance, and a prime location in the Hickory area of Chesapeake, this home offers the perfect combination of comfort, efficiency, and long-term value with land to go with it! Come see your new home today!

2020 Sanderson Road, South Chesapeake

509 Ballahack Road, South Chesapeake
$1,199,000
5 Beds ⋅ 3.1 Baths ⋅ 10657504 MLS
Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage & 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels, Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Some listing photographs have been staged by Artificial Intelligence.

509 Ballahack Road, South Chesapeake

2448 Johnstown Road, South Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10657067 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, South Chesapeake

1149 Beaver Dam Road, South Chesapeake
$939,500
4 Beds ⋅ 3.1 Baths ⋅ 10655807 MLS
Tucked away on more than three private acres is the kind of place you imagine when you picture escaping from it all. A long paved driveway welcomes you in, opening to an expansive stamped-concrete parking area and a charming custom-built home surrounded by woods, open fields, and room to simply breathe. Step inside and soaring 10-foot ceilings and an open, airy floor plan immediately make the home feel special. At the heart of it all is a large eat-in kitchen with a center island and breakfast bar—the kind of kitchen made for slow mornings, late-night conversations, and everything in between. A separate additional formal dining room offers the freedom to curate whatever space fits your life, whether that's a beautiful dining area, home office, private library overflowing with your favorite novels, or something entirely your own. There are two en-suite bedrooms, generously sized upstairs bedrooms filled with natural light, abundant storage, and a spacious primary suite with an oversized bathroom and walk-in closet. But outside is where this property truly begins to feel like its own little world. Wander onto the sprawling deck and look out over peaceful woods and open fields. Follow the property beyond the house and you'll find that this over three acre property line is FULLY FENCED behind the house. Fenced areas in both the front and back, ready for horses, stocked with coops, and multiple outbuildings waiting to become whatever you dream up. Bring the horses. Raise goats. Keep chickens and rabbits. Turn an outbuilding into a workshop, art studio, hobby space, or your own quiet hideaway. There are acres to explore, spaces to create, animals to care for, sunsets to watch, and enough privacy to make the rest of the world feel wonderfully far away. It feels like the countryside. It feels like an escape. It feels like your own little storybook world. And somehow, dining, shopping, and everyday conveniences are still just a short drive away. More than three acres. Endless possibilities. One truly magical place to call home.

1149 Beaver Dam Road, South Chesapeake

241 Sign Pine Road, South Chesapeake
$950,000
4 Beds ⋅ 3.1 Baths ⋅ 10655919 MLS
Your dream home awaits!! Craftsman bones, a custom remodel, and a horse barn out back: acreage living with refined character. Every inch of this home was designed by the sellers who were contractors with love over the years. Inside, coffered ceilings meet warm cedar and wood-plank ceilings, giving every room a crafted, finished feel, and Brazilian cherry hardwoods run underfoot toward a stone gas-log fireplace that anchors the living space. Floor-to-ceiling windows and skylights flood the home with light, while custom barn doors and Restoration Hardware fixtures make even the transitions between rooms feel intentional. The kitchen is built to gather around. An oversized honed granite island with a built-in microwave takes center stage, backed by custom cabinetry, an etched tile backsplash, a built-in pantry, newer appliances, and purified water at the sink. Next door, color-changing upper lighting lets the dining room shift from weeknight dinner to late-night celebration at the flip of a switch. The first-floor and second story primary suite comes with its own bath, the bathrooms have been updated throughout, and a sun room, bar and mudroom with drop zone give the layout room to breathe. Then step outside, where the property really shows off. A 40,000-gallon saltwater pool, 8 feet deep with a diving board and fountain, sits beside a koi pond and gazebo linked by brick walkways. Made for a party or a wedding. Beyond it, a fenced acre of pasture leads to a barn with two stalls, a wash stall, a brick-paved breezeway, tack room, and horses are allowed. Wrapped in Hardie plank and stone, heated and cooled by geothermal, and tucked into a wooded setting of nearly five acres neighboring Greenbrier Farms in the Hickory school zone. Morning coffee in the sun room, afternoons at the barn, evenings by the pool: this home makes every part of the day worth staying for. And let's talk privacy.

241 Sign Pine Road, South Chesapeake

1733 Head Of River Road, South Chesapeake
$839,900
4 Beds ⋅ 3 Baths ⋅ 10654135 MLS
Interior pics coming!! Welcome to the Hickory lifestyle, where space, privacy, & possibilities come together on 3 acres! This 4-bedroom, 3-bath home offers 2,912 square feet of comfortable living space & plenty of room to enjoy the outdoors. The kitchen features granite countertops & opens to the family room, creating an easy gathering space for everyday life. A formal living room & additional space provide room for an office, playroom, library, or whatever fits your needs. Upstairs, all four bedrooms are generously sized, including a spacious primary suite with a large bathroom featuring a separate walk-in shower & soaking tub & 2 walk-in closets! Outside, the in-ground pool sets the stage for relaxing afternoons at home. And with 3 acres to call your own, there’s room to dream—whether that means a vegetable garden, chickens, outdoor hobbies, or simply enjoying the extra elbow room that makes Hickory living so desirable. Come see all this home & its expansive setting has to offer!

1733 Head Of River Road, South Chesapeake

1741 Taft Road, South Chesapeake
$999,999
4 Beds ⋅ 2.1 Baths ⋅ 10653479 MLS
Three wooded acres. A saltwater pool. Five garage bays. Room for the boat, RV and workshop. And no HOA. 1741 Taft Road offers a combination that’s increasingly hard to find in Southern Chesapeake. The approx. 3,700-sq.-ft. home features 4 bedrooms, 2.5 baths and a welcoming wraparound porch. Inside, the kitchen is equipped with matte white Café appliances including a gas range, while the spacious living room centers around a wood-burning fireplace. Upstairs are 4 generously sized bedrooms, including a primary suite with 2 walk-in closets. A finished third floor adds 2 large bonus rooms, creating flexible space for a nursery, home office, gym, studio or private retreat. Outside, an approx. 32,000-gallon saltwater pool and composite deck anchor the backyard, with major pool components updated in 2025–26. A heated 2-car attached garage is joined by a 3-bay detached garage/workshop with propane heat plus mini-split heating and cooling. Covered paved storage accommodates a boat, camper or RV, with a pole barn and additional storage shed adding even more versatility. The acreage continues beyond the rear gate into the woods, where walking trails extend the ways to enjoy the property. Extensive paved parking and a private setting complete a property that offers breathing room without giving up convenient access to Chesapeake.

1741 Taft Road, South Chesapeake

1421 Saint Brides Road West, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10650094 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake

1717 Long Ridge Road, South Chesapeake
$1,200,000
4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS
Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake

1837 Benefit Road, South Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake

112 Station Road, South Chesapeake
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS
One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

2430 Ballahack Road, South Chesapeake
$693,000
4 Beds ⋅ 3.1 Baths ⋅ 10627065 MLS
NEW CONSTRUCTION WITH APPROX 3 TO 4 MONTHS TO COMPLETION. 2 story transitional home boasting an open floorplan and situated on a 1 acre parcel in Southern Chesapeake. 4 bedrooms and 3.5 baths. TWO PRIMARY SUITES, one UP and one DOWN! Both suites include a walk in closet and full bath with tile flooring, granite top vanity and double bowls. Large Eat in Kitchen opens to Great Room and features quartz counters, soft close custom cabinets, island, walk in pantry, and stainless appliances. ADD'L DETAILS: architectural shingle roof and gutter system, 2 car garage with opener, brick skirt and crawlspace, Deck, Laundry/Mud Room with upper cabinets, Formal Dining Room, granite counters and tile flooring in all baths, carpeting in bedrooms, and LVP flooring in Entry, Kitchen, Great Room, and Formal Dining Room. Local Builder is known for his exceptional quality and custom details. Attends Grassfield HS, Hickory MS, and Hickory Elementary. Buyer can make selections.

2430 Ballahack Road, South Chesapeake

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.

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