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916 W Saint Brides Road Unit W, South Chesapeake
$850,000
6 Beds ⋅ 4 Baths ⋅ 10635980 MLS
Enjoy peaceful country living in this spacious 6-bedroom home on 3 acres with modern updates and room to spread out. Oak hardwood floors flow throughout the main level, which features a formal dining room and an open kitchen with stainless steel appliances, a center island, and a coffee station overlooking the great room with an electric fireplace. The first floor also has a bedroom and a full bath, which could make a great guest room or a dedicated home office. Upstairs, there are 4 generously sized bedrooms, two full bathrooms, plus a finished room over the garage with a private (3rd) full bath, perfect as a media room, guest suite, (6th Bedroom), or playroom. Outside, enjoy an above-ground pool (two years old) with deck, mature fig, blueberry, cherry, and mulberry trees, 3 established chicken coops with 10 hens producing a half dozen eggs a day. There is also a 23x15 workshop, and wide-open backyard views that complete the country lifestyle.

916 W Saint Brides Road Unit W, South Chesapeake

1616 Whittamore Road, South Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10633922 MLS
Enjoy the peaceful feel of country living without sacrificing city convenience. Tucked away in a quiet setting yet minutes from shopping, dining, and major routes, this home offers the space and lifestyle you’ve been looking for. Located in the highly desired Hickory School district near Battlefield Golf Club and Fentress Airfield. The open layout features spacious living and dining areas flowing into a large kitchen with granite countertops and stainless steel appliances. The primary suite offers a large bedroom, walk-in closet, and bath with double sinks, jetted tub, and separate shower. Secondary bedrooms are generously sized with walk-in closets. Enjoy the large fenced backyard complete with a playset that conveys and spacious shed, perfect for entertaining, relaxing evenings, pets, and play.

1616 Whittamore Road, South Chesapeake

920 Beaver Dam Road, South Chesapeake
$951,505
4 Beds ⋅ 3 Baths ⋅ 10634538 MLS
WELCOME HOME! Check out this beautiful ranch with inground pool situated on 3.88 acres in the highly desirable Hickory School District. Seller is offering a 2.75% VA assumable loan to qualified VA buyers with substitution of eligibility. This home features numerous updates including roof (2018), siding (2022), whole-house ducting (2020), allergen system added to HVAC, encapsulated crawlspace, new water heater (2026), remodeled bathrooms and newer flooring. The spacious great room offers cathedral ceilings and opens to the kitchen featuring granite countertops, induction cooktop, air fry wall oven, and a large walk-in pantry. The primary suite boasts a walk-in shower, standalone soaking tub and French doors leading to the deck and inground pool. Enjoy outdoor country living with a huge front porch, covered back deck, expansive concrete pool patio, and whole-house generator. Too many upgrades to list — ask your agent for the feature sheet. Call today for your private tour!

920 Beaver Dam Road, South Chesapeake

1923 Hungarian Road, South Chesapeake
$1,021,000
5 Beds ⋅ 3.1 Baths ⋅ 10619051 MLS
Welcome to the Hutch Model being built on 4+/- acres in Chesapeake. Walk in from the garage into the mud room with a built-in seat for storage and hanging jackets. This open floor plan with the Kitchen, living room, and dining all flowing together for holidays or gatherings to have everyone together. A good-sized walk-in pantry and a big island in the kitchen. The master bedroom has two large walk-in closets, a big tile shower, a private toilet room, a double vanity, and a soaker tub to sit back and relax in. Four bedrooms upstairs, with one over the garage, could be a second suite. A large utility room, and an open den/office/playroom. LVP throughout the first floor, laundry room, and upstairs bathrooms. Pictures are of the last build of 2900'+, this is expanded to 3500'+

1923 Hungarian Road, South Chesapeake

1045 Head Of River Road, South Chesapeake
$796,000
4 Beds ⋅ 2.1 Baths ⋅ 10628478 MLS
Set on over 3 acres in the Hickory school district, this modern farmhouse blends style, comfort, and space. The open-concept design features a spacious great room with a butcher block island, quartz counters, farmhouse apron sink, wood shelving, gas fireplace, and cottage trim details. The first-floor primary suite offers a private retreat. A screened porch overlooks the backyard with a saltwater pool, great relaxing or entertaining. Upstairs, a versatile loft and generously sized FROG with bonus space provide flexible living options, along with well-sized bedrooms. Enhanced with a permanent holiday lighting package and solar panels for added efficiency. Move-in ready and full of charm, enjoy a peaceful setting just minutes from shopping, dining, and everyday conveniences. Call today to schedule a tour!

1045 Head Of River Road, South Chesapeake

4901 Ballahack Road, South Chesapeake
$775,000
4 Beds ⋅ 2.1 Baths ⋅ 10630610 MLS
Peaceful country living with this beautiful two-story farmhouse situated on approx. 6.229 acres. Offering around 2,812 square feet of living space, this home features 4 spacious bedrooms & 2.5 baths, designed for both comfort and functionality. The property includes a conditioned garage with durable epoxy floors, perfect for storage, hobbies, or workspace needs. A high-quality Moody’s water system with reverse osmosis adds an extra level of convenience and efficiency. For those seeking space & versatility, the 25x44 detached metal building with concrete floors provides excellent room for equipment, workshop use, or additional storage. This property was used as a functioning organic, grass-fed cattle farm, equipped with a 200-volt hot wire system for livestock management and 7 hydration stations to support efficient operations. Whether you're looking for a working farm, a private retreat, or a blend of both, this property offers a rare combination of modern amenities and rural charm.

4901 Ballahack Road, South Chesapeake

224 Saint Brides Road E, South Chesapeake
$865,000
4 Beds ⋅ 3 Baths ⋅ 10633707 MLS
Live the lifestyle so many people are searching for on approx. 3.5 private acres in the sought-after Hickory School District. This refreshed modern farmhouse offers 4BR/3BA, 2,433 SF, new LVP flooring, fresh paint, updated baths, architectural beams, and a beautifully remodeled kitchen with Texas-imported quartz countertops, handmade Moroccan zellige backsplash, smart refrigerator, and all new appliances. Enjoy summers by the saltwater pool installed in 2024, unwind in the swim spa, gather around the brick firepit patio, or relax on the covered enclosed porch overlooking the property. Detached metal garage has room for cars, boats, campers, and hobbies. Barn with 7 stalls, tack room, hay loft, and hot water offers endless possibilities including horses or income potential from stall rentals. Whole-house generator, 2-zone HVAC, and walk-up attic complete this rare lifestyle property.

224 Saint Brides Road E, South Chesapeake

2736 Benefit Road, South Chesapeake
$419,900
4 Beds ⋅ 2 Baths ⋅ 10629260 MLS
Built in 1933 and maintained by only 2 owners, this 4-bedroom, 2-bath home offers timeless character and flexible living space on nearly 2 acres of fully usable land. The 1st floor features 3 bedrooms 2 full baths, including a spacious primary suite with a walk-in closet. A traditional layout includes a living room, dining room, and a spacious kitchen with separate pantry, plus an enclosed porch/utility room for added convenience. Recent updates include fresh interior paint, refinished hardwood floors, and durable waterproof laminate flooring. Upstairs offers a bedroom, flexible living space, and a bonus nook good for an office or reading area, along with a large walk-in attic for storage or future expansion. Enjoy the fully cleared 1.9-acre lot with mature landscaping, room for outdoor activities, and a rear patio for relaxing or entertaining. Conveniently located near interstates, shopping, and amenities while offering a private, country-style setting.

2736 Benefit Road, South Chesapeake

1316 Head Of River Road, South Chesapeake
$580,000
3 Beds ⋅ 2 Baths ⋅ 10626572 MLS
You must see this lovely all brick well maintained/updated home in the well-established Hickory area of Chesapeake. Step into a spacious floorplan with 3 bedrooms, 2 full baths. Dream kitchen with huge center island, two ovens and an extra-large eating area. Great space for family dinners/entertaining. Family room with separate outside entry and fireplace. Formal living and dining rooms as well. Home office centrally located for convenience. All situated on a 1-acre private parcel with inground pool making the generous backyard a private oasis for outdoor activities. Wooded view behind the property really adds to the private setting. This is a versatile single story family home in the much-desired Hickory school district. Large utility room and fabulous attached garage. New HVAC system installed March 2026. Stop the car and view this one right away!

1316 Head Of River Road, South Chesapeake

1512 Gray Rock Road, South Chesapeake
$1,200,000
5 Beds ⋅ 3.1 Baths ⋅ 10628847 MLS
Experience refined country living in Chesapeake's sought-after Hickory community. Situated on 3 acres and in a quiet low traffic neighborhood, this custom brick residence offers nearly 3,800 sq ft of beautifully updated living space. The spacious eat-in kitchen features a large waterfall center island, breakfast bar seating, and flows seamlessly into the main living areas, great for everyday living and entertaining. The living spaces are filled with warmth, highlighted by a gas fireplace and natural light. Multiple bonus rooms and flexible spaces provide options for home offices or recreation. Step outside to a private retreat with a composite deck, in-ground pool with automated cover, and fenced grounds, amazing for relaxing or hosting. Dual garages with an EV charger, abundant storage, and space for boat or RV storage adds convenience. Located minutes from dining, shopping, and interstate access, this home offers the perfect balance of quiet country living and accessibility.

1512 Gray Rock Road, South Chesapeake

1245 Taft Road, South Chesapeake
$720,000
4 Beds ⋅ 2.1 Baths ⋅ 10621090 MLS
Located in the sought-after Hickory area of Chesapeake, this 3,400+ sq ft brick ranch sits on 5 private acres and offers exceptional potential. Featuring 4 bedrooms, 2.5 baths, an open layout, spacious primary suite, large living areas, wood deck, and both a 2-car attached garage plus an additional 1-car detached garage, the property provides space, flexibility, and long-term value. Zoned A1 and surrounded by substantial acreage properties, this is an ideal opportunity to renovate, expand, or customize to your vision. Unfinished space allows for a possible additional bedroom or second primary suite with expanded bath and closet. A rare chance to create a standout estate in one of Chesapeake’s most desirable rural settings.

1245 Taft Road, South Chesapeake

1409 Paul Eason Drive, South Chesapeake
$1,800,000
7 Beds ⋅ 6.1 Baths ⋅ 10626383 MLS
Stunning full brick estate residence set on a private plus 3-acre homesite, built with 2x6 walls and spray foam insulation for efficiency and comfort. The main house offers 5 bedrooms, including two first floor suites, high ceilings, and a grand staircase. A bespoke gourmet kitchen with large island opens to the family room, plus second floor living areas and an additional entertainment den with fireplace. Downstairs study with custom built in shelving and walk in storage. Enjoy Thermador appliances, cooktop, and double oven. Resort style grounds feature a heated pool, built in hot tub, and full outdoor kitchen. Separate pool house with full bathroom. Detached garage includes a studio apartment with full bathroom. Generator ready with tankless water heater and 5 Car Garage- Enjoy the Pictures! Welcome home!

1409 Paul Eason Drive, South Chesapeake

2805 Bunch Walnuts Road, South Chesapeake
$625,000
3 Beds ⋅ 2 Baths ⋅ 10627784 MLS
Welcome to your private country retreat! Nestled on 3 wooded acres, this charming log home offers 3 bedrooms, 2 bathrooms, and 2,398 sq ft of warm, rustic living. The cedar exterior and inviting interior creates a farmhouse feel, featuring a wood-burning stove in the kitchen that can heat the entire home—keeping winters cozy and efficient. The first-floor primary suite offers comfort and convenience. Enjoy peaceful mornings on the screened porch and stay cool in summer with a whole-house attic fan. The backyard is a showstopper with gardens, sunflowers, space for fruits and vegetables, a chicken coop, and a wood-burning sauna. A 15x15 insulated office/classroom within the garage adds flexible space. Located in the sought-after Grassfield school district, just minutes from shopping, dining, and interstates. Schedule your tour today!

2805 Bunch Walnuts Road, South Chesapeake

1000 Joan Court, South Chesapeake
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10608862 MLS
Welcome to your dream home — where comfort meets style! Step inside this beautifully designed 4-bedroom, 2.5-bath gem that offers an open, light-filled floor plan perfect for both everyday living and entertaining. From the elegant LVP flooring and fresh neutral tones to the spacious dining room and cozy living area complete with a gas fireplace, every detail is designed to impress. The heart of the home is the stunning kitchen — featuring a center island, sleek stainless steel appliances, and ample counter and storage space, ideal for everything from quick meals to festive gatherings. Upstairs, you'll find four generous bedrooms, including a luxurious primary suite with tray ceilings and a spa-like ensuite with dual vanities. Step out back to your private oasis — paver patio with a built-in firepit and a covered seating area, perfect for summer evenings under the stars. Don’t miss this move-in-ready masterpiece — your next chapter starts here!

1000 Joan Court, South Chesapeake

2508 Sanderson Road, South Chesapeake
$910,000
4 Beds ⋅ 3.1 Baths ⋅ 10599144 MLS
ASSUMABLE VA LOAN AT 3% INTEREST. 3 Acres! Amazing custom 3,420 SF home boasts of 4 spacious BR/3.5 BA and features 1st & 2nd floor primary en-suites offering walk-in showers and relaxing soaking tubs. Massive 19' x 12' flex space is perfect as a bonus room or 5th bedroom. Eat-in kitchen and all bathrooms feature upgraded granite countertops and vanities; durable LVP flooring throughout the 1st floor; cozy gas fireplace in den; formal dining room for gatherings and entertaining. Outdoor living is elevated with a covered front porch, back porch, deck, and fenced backyard. Also included is a 2-car attached garage; panel wired for generator; 3-bay detached garage with electricity, 50 AMP camper outlet, oversized garage door, heat A/C. Adding to the allure is a 10x16 2-story she-shed w/ heat A/C and perfect for office or flex space. Back acreage is fenced, horses welcome! Hickory is most sought area in Chesapeake!

2508 Sanderson Road, South Chesapeake

516 Benefit Road, South Chesapeake
$750,000
5 Beds ⋅ 3 Baths ⋅ 10623105 MLS
Thoughtfully reimagined, this all-brink ranch now offers a lifestyle designed for today's living. Warm hardwood floors, a welcoming family room with brick fireplace, private office space and a sun filled ceramic tiled sunroom create inviting everyday comfort. Updated kitchen and baths add a fresh move in ready feel, while a newly created upstairs primary suite provides two primary bedroom options-one on the main level and one upstairs with flexible living space ideal for guests or multigenerational needs. Step outside to a private retreat with a saltwater inground pool (newer liner and salt system; poolhouse as is) perfect for relaxing or entertaining. A true standout is the expansive multi-use workshop and flex building compound with multiple bays and covered work areas, offering endless possibilities for hobbies, storage, or creative pursuits. Be sure to review the list of upgrades available at the home-this property must be seen in person to fully appreciate all it has to offer.

516 Benefit Road, South Chesapeake

2029 Carolina Road, South Chesapeake
$677,000
3 Beds ⋅ 2.1 Baths ⋅ 10622637 MLS
This modern style Cape Cod/ Farmhouse, sits on 3 acres & is ready for new owners to make it their dream home. 2 sizable bedrooms and shared hall bath upstairs. Primary + gorgeous en suite bath with dual sink granite vanity, large tile shower and designer built-ins, all on first floor. PLUS a finished room over the garage as a flex room. First floor hardwood flooring, in foyer, living, dining, and bedroom. Granite counters in the kitchen, and stainless & black appliances. Tons of storage and cabinets. Eat in kitchen area opens to the screened in back porch. The detached 2 story garage is a hobbyist's dream with electric and tons of space above and below. Attached 2 car side load garage. Don't miss this opportunity to live in a beautiful home on lots of land!

2029 Carolina Road, South Chesapeake

1457 Whittamore Road, South Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10622769 MLS
Home sweet home deep in the heart of Hickory! Situated on a close to one-acre lot and priced under $300K, this updated property offers space, value, and opportunity. Major components recently replaced include roof, HVAC system, windows, and hot water heater for added peace of mind. Interior upgrades feature fresh paint, updated flooring, renovated bathroom with tiled shower and modern fixtures, stainless steel appliances, updated cabinetry, butcher block countertops, subway tile backsplash, and marble-style tile flooring. Open living area with decorative stair railing and flexible layout. Finished upper-level loft provides additional space for bedroom, office, or bonus room. Large lot offers room to expand or create your ideal outdoor retreat. Tons of upgrades completed with opportunity to add your finishing touches.

1457 Whittamore Road, South Chesapeake

1076 Taft Road, South Chesapeake
$820,000
4 Beds ⋅ 3 Baths ⋅ 10618149 MLS
This gracious 2 story Cape Cod style Home boasts classic and exceptional details throughout! Situated on a serene and park like setting of 2+ acres, you will appreciate the backyard oasis with inground pool, large deck and patio. The 28 x 32 2 car Detached Garage offers plenty of room for extra cars, boats, and more and even has an additional 12 x 14 workshop and a large unfinished 2nd floor! This spacious Gem features 4 bedrooms PLUS a Finished Room over the Garage, large Eat in Kitchen, Family Room with gas fireplace, 1st floor bedroom and full bath, and a 2nd floor Primary Suite with large walk in closet and updated full bathroom with tiled step in shower. ADD'L DETAILS: gleaming walnut and pine floors on 1st floor, multipiece crown molding, Mud/Laundry Room with cabinets and utility sink, recessed lighting, central vacuum, zoned HVAC, newer water heater, water softener system, 2 car attached garage, and more! Convenient to shopping, dining, and interstate access.

1076 Taft Road, South Chesapeake

2652 Benefit Road, South Chesapeake
$1,500,000
6 Beds ⋅ 5.1 Baths ⋅ 10619163 MLS
Nestled in the heart of Hickory, this one-of-a-kind equestrian estate offers the perfect fusion of historic charm and modern luxury. The fully renovated main home features structural upgrades, 2017 roof, updated electrical (2025), plumbing, HVAC, insulation, and energy-efficient windows. Enjoy marble bathrooms, custom kitchen with Wolf range, Cafe; appliances, marble counters, and brand new white oak hardwood floors. The 3rd-floor attic adds finished flex space with storage and engineered wood floors. The main floor & second-floor primary suites include spa-like bathrooms with Waterworks fixtures. Entertain in the bar/rec room with a wood stove, soapstone bar, and brick floors. The fully finished guesthouse features 1BR/1BA, vaulted ceilings, luxury finishes, and no-step access. Outdoor living includes a 20x40 saltwater pool and expansive equestrian facilities: 15 covered outdoor stalls, 6 indoor stalls, tack rooms, riding arena, round pen, paddocks, and a 2BR/1BA caretaker apartment.

2652 Benefit Road, South Chesapeake

2532 Wild Horse Ridge, South Chesapeake
$900,000
5 Beds ⋅ 3 Baths ⋅ 10619823 MLS
Private, end-of-cul-de-sac 46.43-acre retreat in the sought-after Grassfield HS district, mix of timber & open fields with room for horses, ATVs, hunting & more. Surrounding trails, deer & wild turkey make this a true sportsman’s paradise and shopping. Built in 2021, the bright ranch offers an open Kitchen/Living/Dining plan, large bedrooms, generous closets, big utility/mud room, and a primary suite with walk-in closet plus en-suite with jetted tub & separate shower. Additional attached in-law suite (2025); not included in the home’s total square footage. Stylish white cabinetry, oversized island & Energy Star appliances anchor the kitchen. Evenings made for stargazing by the fire pit; wide skies for sunsets. Plenty of space for pasture & crop fields. Fully paid solar conveys.

2532 Wild Horse Ridge, South Chesapeake

232 Hickory Road E, South Chesapeake
$534,900
4 Beds ⋅ 2.1 Baths ⋅ 10610499 MLS
This beautifully maintained home in the highly desired Hickory School District features an open floor plan with 9' ceilings on the 1st and 2nd floor. Large great room and dining room offer beautiful hardwood floors. Spacious eat-in kitchen with granite counters and stainless appliances including new dishwasher is sure to please. New carpet on steps and LVP flooring in upstairs hall and all bedrooms. Primary suite features walk-in closet and relaxing garden tub with separate shower. Dual sinks in both baths. Nice covered front porch and large fenced yard for your outdoor enjoyment. 50 amp RV hook up. Super convenient to 168 Bypass, restaurants and shops at Edinburgh. Don't miss this one...Call for a tour today and start packing!

232 Hickory Road E, South Chesapeake

2348 S Battlefield Boulevard, South Chesapeake
$615,000
5 Beds ⋅ 3.1 Baths ⋅ 10617035 MLS
All Ready Built New construction in the desirable Hickory School District. Set on approx. ½ acre, this home offers an open-concept layout, quartz kitchen counters, pantry, recessed lighting, and farmhouse-style finishes. Features include 5 bedrooms, 3 1/2 baths, a custom electric fireplace, third-floor loft, oversized laundry room, and a custom deck. Backyard will be fully fenced. Convenient to schools, shopping, highways, and the Outer Banks. Take a tour today! No condo, water or Sewer bill! The home includes five spacious bedrooms, modern finishes with tiled showers in the full baths. A floor-to-ceiling custom electric fireplace adds a striking focal point, while a third-floor loft provides flexible living or entertainment space. An oversized laundry room enhances everyday convenience.

2348 S Battlefield Boulevard, South Chesapeake

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