Refine Search
Sort by
$889,000
3 Beds 2 Baths 10642255 MLS
If these walls could talk, they would tell you 175 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

$995,000
4 Beds 3.1 Baths 10641759 MLS
Experience the a blend of luxury, space, and country charm in this stunning 2026 new construction home situated on a picturesque 3-acre lot where horses are welcome. Offering approximately 2,957 square feet of thoughtfully designed living space, this two-story home features 4 spacious bedrooms, 3.5 baths, and an open-concept floor plan great for both everyday living and entertaining. Step inside through the impressive entry foyer and discover 9-foot ceilings on both the first and second floors, smooth drywall finishes, craftsman trim, and quality finishes throughout. The heart of the home is the expansive kitchen featuring granite countertops, a large center island, walk-in pantry complete with cabinetry and countertop workspace, breakfast nook, and seamless flow into the spacious family room with an inviting electric fireplace. A dining room, private office, and convenient mudroom provide additional flexibility for today's lifestyle. The luxurious first-floor primary suite offers generous walk-in closets and a spa-inspired bath with a double vanity, tile flooring, tiled shower, and linen closet. Upstairs, you'll find three oversized bedrooms, each with walk-in closets. The front bedroom includes its own private bath, while the two rear bedrooms share a convenient Jack-and-Jill bath. A spacious loft/game room with durable LVP flooring creates a space for recreation, media, or a second living area. Built for comfort and efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached two-car garage, dual-zone HVAC systems, a high-efficiency 50-gallon heat pump water heater, conventional septic system, and pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, all while being just minutes from shopping, dining, and everyday conveniences. This exceptional property offers the best of both worlds—modern amenities, quality craftsmanship, and the freedom of country living on your own 3-acre retreat.

1630 Taft Road, South Chesapeake

$549,500
3 Beds 2 Baths 10642197 MLS
Calling all homesteaders! Looking for space to work, build, or spread out in the Grassfield school district? This 5-acre Chesapeake property is built for it. The 720 sq. ft. detached garage runs on full electric — great for a contractor, tradesman, hobbyist, or anyone needing a real workshop, equipment storage, or room for the toys. Easy road frontage means simple access for trucks, trailers, and equipment. The move-in-ready 3-bed, 2-bath home means no work waiting on you: 2023 heat pump, 2024 whole-house professional paint, and new 2025 carpet. Inside you'll find an open kitchen with wood cabinets and breakfast nook, a spacious sunroom, and a large mudroom. Outside: fenced backyard, mature fruit and fig trees, and wildlife right off the Dismal Swamp Canal Trail. minutes from Deep Creek Park. Rare acreage, real workspace, and a home that's ready now. Seller facing unexpected military move. Highly motivated seller. Recently sold comparable properties have sold for $645k. Contact an agent today for a private showig!

317 George Washington Highway S, South Chesapeake

$650,000
4 Beds 2 Baths 10641777 MLS
Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home! You won't want to miss this one!

1345 Oak Ridge Drive, South Chesapeake

$974,500
4 Beds 3.1 Baths 10641558 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 bath is oppulant includes over sized vanity, soaking tub, large tile shower and including an extra large closet. There's a second en suite 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 equiped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semi custom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be appproved within the city. No main road lots here! If you are looking for new construction it's a definite "MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives

4020 Tucker Lane, South Chesapeake

$624,900
4 Beds 2 Baths 10641403 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 family, 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

$774,900
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

$553,900
3 Beds 3 Baths 10641052 MLS
Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

$799,900
4 Beds 2.1 Baths 10640783 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake

$939,900
4 Beds 3.1 Baths 10640467 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 center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances. First Floor Owner's Suite features extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, vanity with double bowls and 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

$807,597
4 Beds 3.1 Baths 10640008 MLS
Live in a Lee model! What makes this one so unique - 1+acre homesite, on a cul-de-sac! This popular design features primary bedroom on the first floor with spacious ensuite that boasts tile shower surround, dedicated water closet, and huge walk in closet! Need more space in your primary bedroom - there is an optional sitting room extension! The open layout is cozy enough for an evening in or invite your friends and family over to grill out! The second floor has a bedroom with an attached bath and large walk in closet. The loft makes for a spacious gaming area or home office. Two additional bedrooms and a bath complete the second floor. Available options include - walk out attic, additional bedroom, additional bath, 3rd car garage, covered/screened porch, @9 ft x 6 ft walk in pantry, dual primary, multigen, and so much more!! The Design Center allows you to bring your home to life by tailoring your colors, materials, and features to your specific needs!

1509 Cedarville Court, South Chesapeake

$699,900
5 Beds 3 Baths 10639822 MLS
3% Builder-paid Buyer Incentive to be used at Buyer's discretion with Builder's preferred lender. Welcome to this fantastic 5-BR, 3-full bath, New Construction home on 1+Acre lot that feeds into the Hickory Schools! Boasting 2660SF of modern living with 9' ceilings on the first floor, and a first-floor carpeted bedroom & ensuite! This beautifully designed 2-story home features a gourmet kitchen with granite counters, 42" raised-panel wall cabinets and stainless steel appliances, soft-close drawers, huge island! LVP flooring throughout downstairs and carpeting upstairs! Spacious second-floor Primary suite with tray ceiling and large ensuite! Check out these features: 75 gallon water heater, 60" LED fireplace, 2-zone HVAC, garage prewired for E-car Charger, programmable theremostat. Don't miss this one!

1453 Whittamore Road, South Chesapeake

$1,325,000
5 Beds 3.1 Baths 10639607 MLS
Rarely does a property offer this much space, flexibility and freedom. Situated on over 28 private acres in Chesapeake's desirable Hickory area, this one-of-a-kind property offers 3,677 square feet, 5 bedrooms and 3.5 baths. Inside, you'll find abundant natural light, spacious living areas, an open-concept layout, and warm, inviting finishes throughout. A rare feature, the home includes two primary suites, one on the main level and one upstairs, each with its own private ensuite bath, appealing for multigenerational living, extended guests, or added privacy. Outside, enjoy a wraparound-style porch extending along the front and sides of the home, an expansive composite deck, detached 4-car garage, professionally equipped workshop, private shooting and archery areas, fruit trees, grape vines, and endless opportunities for hunting, recreation, and outdoor living. Be sure to review the attached feature and upgrade sheet for additional highlights and improvements!

509 Ballahack Road, South Chesapeake

$450,000
10639627 MLS
Well-established, highly profitable Mediterranean restaurant generating $700K+ in annual gross sales with strong, consistent cash flow. This is a turnkey operation situated in a prime, high-traffic location with a deeply loyal local customer base. The favorable lease is secured through 2030 at $3,900/month. Multiple flexible purchasing options are available to fit your investment goals: Purchase the established brick-and-mortar Restaurant Business alone for $300,000. Acquire the complete mobile expansion assets, including a brand-new, fully branded food trailer and dedicated Ford tow vehicle, for an additional $150,000. Purchase the entire comprehensive package (Restaurant + Trailer + Tow Vehicle) for $450,000. This is an incredible turnkey opportunity perfectly suited for an owner-operator or an investor looking to immediately capitalize on established dine-in, catering, and lucrative mobile/festival revenue streams. Complete financial records (POS data and tax returns) and an equipment inventory list are available upon request with a signed NDA. Seller is relocating. Please do not disturb employees or discuss the sale on-site. All showings are strictly by appointment only. Serious, qualified buyers only.

1437 Sam's Drive, South Chesapeake

$1,190,000
6 Beds 4.1 Baths 10639205 MLS
Welcome to a lifestyle few will ever experience. Tucked away on 1.18 private waterfront acres at the end of a quiet cul-de-sac,this extraordinary custom-built Elizabeth River estate offers over 6,900 square feet of luxury living with direct access to the Intracoastal Waterway. This is more than a home—it is a private waterfront retreat where luxury,tranquility & unforgettable entertaining come together. Imagine mornings with coffee overlooking the water as boats drift by,afternoons cruising from your private dock & 15,000-pound boat lift,& evenings enjoying breathtaking sunsets from your balcony or around the custom firepit with family & friends under the stars. Designed to impress yet comfortable for everyday living,the light-filled open floor plan showcases soaring ceilings,walls of windows,& breathtaking water views creating a seamless connection between indoor & outdoor living. Every space was designed to make everyday living extraordinary. At the heart of the home,the chef’s kitchen opens to multiple gathering spaces,creating the perfect setting for holiday celebrations,elegant dinner parties,& relaxed weekends at home. With 3 private ensuites,including a first-floor guest suite,this layout offers rare flexibility for multigenerational living,extended guests,or those who value privacy & comfort. Over $260,000 in recent improvements reflect pride of ownership,including extensive landscaping,custom firepit,underground drainage & pump system,updated flooring,renovated baths,updated kitchen,finished third floor (+600 SF),new upstairs HVAC,new water heaters,& generator connection. Dock approx. 4 years old. Water depth approx. 10' at high tide & 2–3' at low tide. Add'l features incl a 100-year roof,lifetime fence warranty,oversized 3-car garage,& dedicated storage room. Homes of this caliber rarely become available. Offering privacy,prestige,deep-water access,& resort-style waterfront living in a prime location,this exceptional estate delivers the coastal luxury lifestyle most only dream about. This is Elizabeth River living at its finest.

4200 Quailshire Court, West Chesapeake

$1,695,000
5 Beds 3.2 Baths 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake

$649,900
6 Beds 3.1 Baths 10638082 MLS
This Six Bedroom, Three and a Half Bathroom, Near New Construction Ranch Home is Move In Ready for its Next Owner. Located on 1.53 Acres of Waterfront Land, it is Perfect for Multi-Generational Living, Having Two First Floor Bedrooms with Full Ensuite Baths. The Beautiful Primary Bedroom Features Double Sinks in the Bath, Tiled Shower, a Large Walk-In Closet, and Direct Access to the Back Deck. Spacious Kitchen with Plenty of Cabinets & Granite Countertops; Open Living Room Overlooking the Backyard; Finished Room Over the Garage for a Sixth Bedroom or Entertainment Room or... You'll Love the Tranquil Views of both Water and Woods. Relax on Your Dock and Entertain on Your Deck, or the Other Way Around. The Attached Three Car Garage Provides for Both Parking and Storage. Centrally Located for Quick Access to Schools, Shopping, Entertainment, Restaurants, Parks and More. Call Now for your Personal Tour!

3504 Old Mill Road, South Chesapeake

$659,000
5 Beds 3 Baths 10637866 MLS
Rare opportunity for new construction in an established neighborhood by East Coast Development, a local award-winning builder. Seller will contribute up to $10,000 towards your closing cost /or rate buydown with seller’s preferred lender. Situated on a beautiful 1.5-acre cul-de-sac lot, this home features a first-floor bedroom with full bath, plus 3 additional bedrooms and a spacious flex/media room that can serve as a 5th bedroom. Interior highlights include luxury vinyl flooring on the main level, ceramic tile in baths, carpet in bedrooms, granite countertops, and an appliance package. The open floor plan is designed for easy living and entertaining. Additional features include a 2-car garage with opener. Conveniently located near the Rt. 168 Bypass and Hanbury Road exit, with access to highly regarded Great Bridge schools. Estimated completion end of July.

201 Kendra Court, South Chesapeake

$1,274,900
4 Beds 4 Baths 10637217 MLS
MOTIVATED SELLER!!! Welcome to 709 Forest Mills Road, a stunning private estate nestled on approximately three acres in Chesapeake's highly sought-after Hickory community. This exceptional custom-built residence offers over 5,300 square feet of thoughtfully designed living space, blending timeless elegance with everyday comfort. Featuring four spacious bedrooms and four full bathrooms, the home boasts generous living and entertaining areas, soaring ceilings, abundant natural light, and quality craftsmanship throughout. The expansive floor plan provides flexibility for both formal gatherings and relaxed family living. Outside, the beautifully maintained acreage offers a rare combination of privacy and open space, creating the perfect setting for outdoor entertaining, recreation, gardening, or simply enjoying peaceful country living. Mature landscaping and a picturesque setting enhance the property's impressive curb appeal. Located within the award-winning Hickory school district and just minutes from shopping, dining, and major commuter routes, this remarkable property delivers the ideal balance of luxury, convenience, and tranquility. Experience the space, privacy, and lifestyle that make 709 Forest Mills Road a truly exceptional place to call home.

709 Forest Mills 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.