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2329 Centerville Turnpike S, South Chesapeake
$825,000
4 Beds ⋅ 3 Baths ⋅ 10653178 MLS
All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, South Chesapeake

1120 Kathleen Lane, South Chesapeake
$1,500,000
5 Beds ⋅ 3.1 Baths ⋅ 10650552 MLS
A builder's own estate — private, impeccable, and set on approximately eight wooded acres at the end of a quiet Chesapeake cul-de-sac. Custom-built by the builder for his own family, this brick-and-stone home reflects a level of care you rarely find. Nothing here has been left untouched; it lives like new construction. A long gravel drive winds past mature trees to the home, where a sweeping front porch offers multiple entries and room to linger. Deer, turkey, and other wildlife are frequent visitors. Inside, a grand open floor plan rises to cathedral ceilings, finished with updated tile flooring, crown molding, and Hunter ceiling fans. The living area anchors around a dramatic stone fireplace and flows into an eat-in kitchen with rustic cabinetry, updated KitchenAid appliances, an electric cooktop, and a large center island with bar seating. The first floor holds a spacious primary suite, generously sized baths, and a well-placed Jack-and-Jill. Upstairs, brand-new carpet runs through bedrooms of exceptional size, and the primary closet is fitted with extensive custom built-ins. The two-story garage apartment is a standout, two bedrooms, 1.5 baths, multiple living areas, and a full eat-in kitchen, great for guests, multigenerational living, or income potential. The garages themselves have been freshly painted white, bright and spotless. Recent improvements include fresh paint throughout, LED lighting, updated kitchen and bath fixtures, two new HVAC units, a mini-split serving the room over the garage, smoke detectors, smart locks, and an on-demand propane water heater. Estate infrastructure is equally serious: 600-amp electrical service, a four-inch private well with pump house, a new water-softening system, hard-ducted HVAC, an illuminated crawl space, and a septic system serviced in 2026. A concrete parking pad completes the property. Privacy, craftsmanship, and acreage — a genuinely distinctive Chesapeake estate.

1120 Kathleen Lane, South Chesapeake

1108 Kathleen Lane, South Chesapeake
$1,200,000
5 Beds ⋅ 4.1 Baths ⋅ 10655222 MLS
This home truly has it all! Meticulously maintained & beautifully updated, this custom home sits on 3 acres offering space, privacy & versatility. Hardwood floors span the 1st & 2nd floors, complemented by plantation shutters. With 5 bedrooms, PLUS a finished room over the garage, there is room for everyone, including 3 bedrooms with ensuites .The 1st floor primary features a clawfoot tub & separate shower. A gorgeous kitchen with updated appliances & pot filler opens to the family room & bright sunroom with wood stove overlooking the saltwater pool. Outside, enjoy a low maintenance deck, attached 2-car garage, detached 2-car garage with unfinished 2nd floor & extra parking for a boat or RV. Brand new roof, updated HVAC ,remodeled bath & numerous additional improvements make this home truly move-in ready. Assumable 2.25% VA loan. This one is a must see!

1108 Kathleen Lane, South Chesapeake

1204 Murray Drive, South Chesapeake
$754,000
5 Beds ⋅ 3 Baths ⋅ 10651816 MLS
Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake

141 Indian Creek Road, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10647922 MLS
Nestled on more than four acres, this beautifully designed home offers an exceptional blend of space, style, and comfort. Filled with natural light, the inviting open floor plan creates a seamless flow between the living room, dining area, and stunning kitchen, making it well suited for both everyday living and entertaining. The kitchen is thoughtfully appointed with white cabinetry, an 8-foot island, generous counter space, a walk-in pantry, and stainless steel appliances. Upstairs, the spacious primary suite features a beautifully finished ensuite bath and a walk-in closet, while each additional bedroom is generously sized and includes its own walk-in closet. A two-car attached garage provides added convenience and storage. The covered rear porch overlooks the spacious backyard, offering a wonderful setting to relax, entertain, or simply enjoy the privacy and peaceful surroundings.

141 Indian Creek Road, South Chesapeake

1120 Beaver Dam Road, South Chesapeake
$795,000
4 Beds ⋅ 2.1 Baths ⋅ 10653836 MLS
Privacy, acreage, a pool, and an updated interior—1120 Beaver Dam Road brings together everything buyers love about Hickory living. Situated on approximately 3.33 private acres, this beautifully maintained 4-bedroom, 2.5-bath home offers approximately 2,434 square feet with an open, functional layout designed for everyday living and entertaining. The updated kitchen features new quartz countertops, stainless steel appliances, ample cabinetry, and an open flow into the main living areas, while multiple living spaces downstairs provide flexibility for a home office, playroom, dining area, or additional entertaining space. All four bedrooms are located upstairs, including a spacious primary suite with a walk-in closet. Outside, enjoy your own private retreat with an in-ground pool surrounded by a security fence, spacious patio, and plenty of room to spread out. An attached 2-car garage, detached garage, additional utility shed, and goat and chicken pens that convey add even more versatility, with room for horses and endless possibilities to enjoy the space, privacy, and country lifestyle this Hickory property has to offer.

1120 Beaver Dam Road, South Chesapeake

1124 Saint Brides Road W, South Chesapeake
$755,000
4 Beds ⋅ 3.1 Baths ⋅ 10641375 MLS
Set on over 3 acres and tucked back from the road, this meticulously updated 4-bedroom, 3.5-bath Chesapeake property offers a rare blend of space, privacy, and modern finishes. Renovated with care and attention to detail, updates include a new roof, all-new kitchen cabinetry, upgraded stainless steel appliances, quartz countertops, engineered hardwood flooring, fresh paint, and beautifully redesigned bathrooms with custom tile. The spacious first-floor primary suite adds convenience, while a second en suite offers flexibility. Enjoy a welcoming front porch and a new back patio overlooking a partially-fenced yard backing to wooded views. Ample closet space and storage throughout, plus a 2-car attached garage. Move-in ready with a unique combination of land and updates.

1124 Saint Brides Road W, South Chesapeake

2917 Buskey Road, South Chesapeake
$910,000
4 Beds ⋅ 3.1 Baths ⋅ 10648971 MLS
Picture yourself on this idyllic front porch with your favorite rocking chairs! This gorgeous Cape Cod home sits on a peaceful 3.12-acre lot with picturesque curb appeal. At 3,381 square feet, this turnkey home is clean with fresh updates! The backyard is a total dream with a sparkling inground pool, fenced backyard + barn/workshop with a lean-to. Striking open concept features vaulted ceilings, crown molding, French doors, neutral hues & wood floors! Gourmet kitchen offers stainless steel appliances, kitchen island, breakfast bar & pantry! Head outside from the kitchen into the screened back porch to relax in the gorgeous green views. The thoughtful floor plan offers 4 bedrooms + an office with unique room selections: mother-in-law suite + a FROG + a sitting room in the Primary bedroom! Updates: 2024 Saltwater pool with heater, decking & child-safe fencing, 2026 Roof replacement w/warranty, 2023 Water Heater, 2021/2016 HVAC, Primary BR carpet, gas fireplace & freshly painted spaces!

2917 Buskey Road, South Chesapeake

1104 Arabian Arch, South Chesapeake
$675,000
5 Beds ⋅ 2.1 Baths ⋅ 10650162 MLS
Tucked away on a quiet cul-de-sac, this beautifully maintained custom home offers the perfect combination of quality construction, thoughtful upgrades, and everyday comfort. Built in 2004 and offering approximately 3,300 square feet, this all-brick home features 5 bedrooms, with 4 conveniently located on the first floor, providing exceptional flexibility for families, guests, or multi-generational living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, spacious living areas, and inviting gas fireplace that create a warm and welcoming atmosphere. The private primary suite offers a relaxing retreat with a jetted soaking tub and generous walk-in closets. One of this home's standout features is the incredible backyard privacy. Whether you're enjoying your morning coffee, hosting family and friends on the large deck, or simply unwinding after a long day, you'll love the peaceful setting and the feeling of having your own private oasis. This home also offers valuable upgrades that provide peace of mind for years to come. A whole-house generator ensures you're prepared and comfortable during unexpected power outages and reflects the care and attention given to maintaining the home. An irrigation system keeps the lawn looking its best with minimal effort. Located in the highly sought-after Hickory school district, this home delivers the rare combination of timeless all-brick construction, flexible living space, exceptional privacy, and important long-term investments that today's buyers appreciate. If you've been searching for a home that is as practical as it is beautiful, this one is not to be missed. Some photos have been virtually staged.

1104 Arabian Arch, South Chesapeake

2600 Saint Brides Road W, South Chesapeake
$570,000
4 Beds ⋅ 3 Baths ⋅ 10642916 MLS
Retreat to the expansive second-level primary suite, featuring a private sunroom, spacious loft, luxurious garden tub, separate tiled shower, and beautiful cherry hardwood flooring. The main level offers three additional bedrooms, two full bathrooms, and a generous sunroom complete with a built-in bar—perfect for entertaining or relaxing. Enjoy 3.16 acres of peaceful outdoor living, featuring a barn, chicken coop, and storage shed, offering endless possibilities for hobbies, animals, or gardening. Major updates provide peace of mind, including a new roof (2017), two-zone HVAC system (2020), and water heater (2023). Fresh interior paint throughout and brand-new downstairs carpet make this home truly move-in ready. Welcome Home!

2600 Saint Brides Road W, South Chesapeake

2000 Long Ridge Road, South Chesapeake
$1,175,000
5 Beds ⋅ 3 Baths ⋅ 10646791 MLS
Rare opportunity to own a Chesapeake equestrian property offering the perfect blend of refined country living and modern convenience. This exceptional home offers 5 bedrooms, 3 full bathrooms, 3,046 square feet, and an additional 712 square feet of living space in a true in-law suite with private entrance. Equestrian enthusiasts will appreciate three fenced pastures, a riding ring with light, the run-in shed, and a three-stall stable with tack room, while the outdoor enthusiast will love the large garden, the raised garden beds, the blueberry and raspberry bushes, the gazebo, and the picturesque koi pond with fountain. Inside, the living room with beautiful stone mantle and pellet stove is open to the updated kitchen featuring gorgeous, leathered granite countertops, a large island, and an eat-in area with additional cabinetry. The spacious primary suite offers beautiful property views and includes a walk-in closet and luxurious bath with double quartz shower and dual sinks. Additional highlights include wood floors throughout, an office with French doors, a fantastic screened-in porch and a deck, a 2-car attached garage, a 3-car detached garage, a new well, reverse osmosis water system, generator hook-up, and a 400-gallon propane tank. The best of country living without sacrificing modern convenience, this country retreat is designed for both comfortable living and equestrian enjoyment.

2000 Long Ridge Road, South Chesapeake

3332 Country Mill Road, South Chesapeake
$730,000
4 Beds ⋅ 2.1 Baths ⋅ 10649166 MLS
Country living, 1+ acre, and a beautiful lush landscaping will make you say “honey stop the car”. Welcome to 3332 Country Mill in sought-after Hickory in Southern Chesapeake. This 4-bedroom, 2.5-bath home gives you 2,775 square feet of well-maintained living space with updates throughout. Enjoy cool evenings on the screened porch in your own private spa! Hardwood floors, newly updated kitchen and bath make this one a stunner! Large primary suite with adjoining office for those that work from home! Outside is where this property earns its price tag: covered front porch, sunroom, deck, and on on a beautifully landscaped over an acre of land. Not too much, but just enough to feel that country feel without the hours and hours of grass cutting. This one is designed to be easy maintenance. Enjoy a stroll thru the back yard and watch the koi in the pond and enjoy the perennials that are coming back every year. Acreage and updates most buyers only dream about. This one won't sit long.

3332 Country Mill Road, South Chesapeake

1452 Taft Road, South Chesapeake
$1,175,000
5 Beds ⋅ 4 Baths ⋅ 10640805 MLS
Nestled on 3 acres in the Hickory area of Chesapeake, this impressive brick estate offers almost 4,000 sq. ft. with 5 bedrooms & 4 full bathrooms. The open design is enhanced by travertine tile, tray ceilings, updated lighting, & a spacious living area anchored by a cozy fireplace. The revamped kitchen features new countertops, sinks, fixtures, & appliances- including dual dishwashers & stoves (gas & induction), all centered around a large island & breakfast area. The first-floor primary suite offers tray ceilings & a beautifully updated bath with dual sinks, soaking tub, & custom tiled shower with built-in speaker. You'll also find 4 additional bedrooms- each with their own spacious custom closet systems, 3 more fully renovated bathrooms and multiple flex spaces in the home. Outside is just as impressive with a spacious deck overlooking the inground pool & a detached garage with carport featuring a renovated upper-level studio complete with 2 offices, hardwood floors, and fresh paint.

1452 Taft Road, South Chesapeake

1740 Land Of Promise Rd Road, South Chesapeake
$729,000
4 Beds ⋅ 2.1 Baths ⋅ 10643077 MLS
Sitting on just under 1 ACRE escape to your own private retreat in the heart of Hickory! Nestled on a peaceful wooded setting, this beautifully maintained home offers the perfect blend of space, comfort and modern updates. Inside, you'll find souring ceilings, abundant natural light, and inviting living spaces designed for both relaxing and entertaining. Enjoy the tranquility of country style living while still being conveniently located near shopping, dining, and sought after schools. Major system updates provide peace of mind including updated heat pump, septic improvements, well and water filtration updates, gutter systems enhancements, oversized shed, extended driveway offering ample space for boat or RV storage, and a generator hookup. This property combines rural charm with everyday practicality. Whether you're hosting guests, enjoying quiet mornings outdoors, or simply looking for more privacy and space, this property offers a rare opportunity to enjoy the best of Chesapeake.

1740 Land Of Promise Rd Road, South Chesapeake

2.5 Ac Dismal Swamp Canal Trail, South Chesapeake
$112,500
10617958 MLS
Seller would prefer to sell adjacent lot- (In MLS) together. Great opportunity to build 2 homes one on each lot. Very Private but easily accessible, as property is surrounded by protected land and unbuildable for long term security. Property is adjacent to the biking path on The Great Dismal Swamp. Great Hunting and outdoors enthusiast dream in your backyard, property backs to Dismal Swamp Tract of Cavalier Wildlife Management Area. Each lot is ~2.5 acres. Drive by to view. Wetlands study and Topo Survey in Docs. City confirmed both lots buildable and legally accessible. Also, good opportunity for tree farm lease and harvesting, never logged before. Utilities are starting to go in on new road in front of property. These properties do not come up for sale often. Call for more information and a private showing! Take George Washington HWY to Cornland Rd, Cornland dead ends to Dismal Swamp Trail, turn right and lots are on the right hand side.

2.5 Ac Dismal Swamp Canal Trail, South Chesapeake

2.5 Ac Dismal Swamp Canal Trail, South Chesapeake
$112,500
10617956 MLS
Seller would prefer to sell adjacent lot- (In MLS) together. Great opportunity to build 2 homes one on each lot.Very Private but easily accessible, as property is surrounded by protected land and unbuildable for long term security. Property is adjacent to the biking path on The Great Dismal Swamp. Great Hunting and outdoors enthusiast dream in your backyard, property backs to Dismal Swamp Tract of Cavalier Wildlife Management Area. Each lot is ~2.5 acres. Drive by to view. Wetlands study and Topo Survey in Docs. City confirmed both lots buildable and legally accessible. Also, good opportunity for tree farm lease and harvesting, never logged before. Utilities are starting to go in on new road in front of property. These properties do not come up for sale often. Call for more information and a private showing! Take George Washington HWY to Cornland Rd, Cornland dead ends to Dismal Swamp Trail, turn right and lots are on the right hand side.

2.5 Ac Dismal Swamp Canal Trail, South Chesapeake

2333 Land Of Promise Road, South Chesapeake
$1,200,000
4 Beds ⋅ 2.1 Baths ⋅ 10638388 MLS
Welcome to 2333 Land of Promise Road — an extraordinary custom estate tucked behind a solar-powered gated entrance in the heart of Hickory, Chesapeake. Set on 6.21 fully fenced, private acres lined with mature Leyland Cypress trees, this property delivers luxury living, ultimate privacy, and unmatched industrial-grade functionality. Built in 2018, this modern farmhouse spans ~3,080 sq ft of open-concept living with a soaring two-story living room featuring a dramatic shiplap fireplace and oversized windows. The chef's kitchen boasts top-of-the-line GE appliances, custom solid wood cabinetry with soft-close dovetail joints, an oversized island, crown molding, and a copper farmhouse sink, while the main-floor primary suite offers double tray ceilings and a spa-inspired bathroom. Smart home features include a whole-house propane generator, Kinetico reverse osmosis water filtration, whole-home surround sound, surge protection, and a French drain system. Outside, enjoy a heated saltwater fiberglass pool with built-in seating, a pool pavilion, an insulated she-shed with wood-burning stove, fruit/nut orchards, and a recreational shooting range. The outbuildings are truly unmatched: a 4,800 sq ft workshop with three-phase power (480V), private office, bathroom, and separate well/septic; an attached 1,200 sq ft lean-to with 50-amp RV hookups; and three converted silos totaling 6,500+ sq ft of powered space — currently a yoga studio, woodworking shop, and storage facility. Whether your vision is a private compound, luxury hobby farm, business headquarters, or automotive haven, this estate offers a lifestyle that cannot be replicated.

2333 Land Of Promise Road, South Chesapeake

2312 Dapple Grey Court, South Chesapeake
$860,500
4 Beds ⋅ 3 Baths ⋅ 10639826 MLS
Custom throughout and thoughtfully designed with an open floor plan, this exceptional home offers luxury living on a private 3-acre cul-de-sac lot in the sought-after Hickory High School district. The custom kitchen is loaded with upgrades and opens beautifully to the main living areas featuring hardwood floors, granite countertops, and beautifully tiled baths throughout. The fantastic primary suite offers a true retreat with a huge spa-like primary bathroom. Enjoy breathtaking sunset views from the screened-in porch overlooking the expansive backyard great for kids, pets, entertaining, or simply enjoying the peaceful setting. Part of the backyard is fully fenced and enclosed for added convenience. Additional highlights include a whole-house generator and an oversized detached 3-car garage with a large finished room above offering endless possibilities for a home office, gym, guest suite, hobby space, or recreation room.

2312 Dapple Grey Court, South Chesapeake

3600 Fluridy Road, South Chesapeake
$950,000
4 Beds ⋅ 3 Baths ⋅ 10635802 MLS
Peaceful, Private, and Plenty of Space. Welcome to 25 acres, including a pond stocked w/ largemouth bass, a 3-car garage, walking trails, & wildlife just outside. The home has 3 bedrooms on the 1st floor, including a primary bedroom w/ walk-in closet, private bath, dual vanity, & walk-in tiled shower. The kitchen, dining area, & cathedral ceiling living room all overlook the vast acreage & pond. Kitchen has been renovated w/ all new granite countertops, backsplash & a porcelain farmhouse sink. Stainless steel appliances, solid wood cabinets & 3 pantries. Massive flex room, above the garage, could be a 4th bedroom or media room, with a private full bath, & new mini split. Off the flex room is the walk-in attic, easily over 1000 sq ft, that could be converted to another bedroom. 3 fully updated baths & a bonus toilet in the garage. Other recent updates include new carpet, fresh paint throughout, and a whole-home water filtration system, Trex decking & more!

3600 Fluridy Road, South Chesapeake

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