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1620 Sandy Pines Way, West Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10659944 MLS
OVER AN ACRE IN SANDY PINES—FULLY ENCLOSED BY A NEWER WOOD FENCE! Set on an expansive lot of approximately 1.10 acres, with newer wood fencing enclosing the entire property, this traditional two story home offers a standout amount of outdoor space. With approximately 1,628 square feet, 3 bedrooms, and 2.5 baths, the home pairs a generous setting with a practical layout. Enjoy a wood burning fireplace, a kitchen with a breakfast area and pantry, and a primary bedroom with an en suite bath. Walk in closets, walk in attic space, and an attached one car garage provide convenient storage. Situated on a cul-de-sac with driveway parking and 2 storage sheds, this property offers space inside and out, with the impressive fenced lot taking center stage!

1620 Sandy Pines Way, West Chesapeake

401 Truitt Road, West Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10659959 MLS
Enjoy a country feel on a 1.86-acre corner lot in Bowers Hill! This 3-bedroom, 2-bath ranch-style home offers approximately 1,659 square feet, a screened front porch, and a spacious kitchen with ample cabinetry and an island with cooktop and seating. A separate dining room, wood floors, first-floor primary bedroom with private bath, and utility room add to the layout. Upstairs space provides additional storage. Outside, you'll find mature trees, a detached one-car garage, separate storage shed, covered workspace, and a partially fenced side yard. The septic tank is approximately 2.5 years old. No HOA, with convenient access to I-664, I-64, and Route 58. Bring your ideas and make this property your own!

401 Truitt Road, West Chesapeake

2907 Seven Eleven Road, South Chesapeake
$799,900
4 Beds ⋅ 2.1 Baths ⋅ 10659928 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

3237 Pioneer Lane, South Chesapeake
$679,318
4 Beds ⋅ 3 Baths ⋅ 10659867 MLS
Soon to start construction! Discover the Whitehurst plan—thoughtfully designed for open, flexible, and comfortable living. The main level centers around true ranch-style living, offering an open-concept layout that seamlessly connects the kitchen, dining space, and main living area. At the heart of the home, the kitchen boasts sleek quartz countertops, ample cabinetry, and a spacious layout for cooking and entertaining. Tucked away on the main floor, the primary suite serves as a retreat, featuring a luxury bath highlighted by custom tile shower walls and a spacious walk in closet. Additional main-level guest rooms provide versatile space for family, guests, or a dedicated home office. Step upstairs to find a massive bedroom complete with its own dedicated full bathroom. With its generous proportions and private bath, this second-floor space functions seamlessly as a dual primary suite, bonus room, or secondary living zone. Floor plan available in other communities to walk! pictures from past build and for inspiration but may show some features not currently included.

3237 Pioneer Lane, South Chesapeake

1421 Saint Brides Road West, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10659781 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 and double ovens. 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

700 Gladesdale Drive, South Chesapeake
$510,000
4 Beds ⋅ 2 Baths ⋅ 10659574 MLS
WOW! Rare find in the heart of Etheridge! This brick ranch sits on OVER an acre lot, an extremely rare find in the area, & is priced below a recently completed appraisal! Numerous updates within the last 5yrs include kitchen with granite countertops ('22), LVP flooring ('21/'22), roof ('21), HVAC ('21), bathrooms ('21), water heater ('24), fenced backyard ('22), extra-wide driveway ('22), vinyl-wrapped trim ('21) & encapsulated crawl space ('22). Need extra space for hobbies, entertaining, or storage? The property includes an extra large shed measuring an impressive 14x40 with electricity! The seller has converted a 14x28 portion of this space into a game room, offering more possibilities. Located in the sought-after Hickory school zone & convenient to shopping, restaurants, hospitals, interstates, and bases. Enjoy country living with the convenience of city amenities! 1yr lender paid rate buy down offered if buyer uses qualifying loan w/preferred lender, ask LA for details.

700 Gladesdale Drive, South Chesapeake

1004 Saint Brides Road W, South Chesapeake
$3,650,000
6 Beds ⋅ 4.1 Baths ⋅ 10659341 MLS
EXCEPTIONAL 88.28-ACRE LUXURY EQUESTRIAN ESTATE IN CHESAPEAKE! Discover an extraordinary private compound combining luxury living, premier equestrian facilities, agricultural acreage and commercial-grade infrastructure. Set approximately 3,500 feet off Saint Brides Road, this remarkable property features a custom-built 2025 residence offering approximately 5,000 heated SF, 6 bedrooms, 4.5 baths and an attached 3-car garage.? Engineered for durability and security, the home features 8-inch steel-reinforced concrete walls, impact-rated windows, three Bosch variable-speed HVAC systems and upgraded finishes throughout. Enjoy a gourmet kitchen with custom cabinetry, induction cooktop, double ovens and walk-in pantry with reverse-osmosis water station. The first-floor primary suite offers a spa-inspired bath, while multiple living areas, private offices and spacious upstairs accommodations provide exceptional flexibility.? Outdoor amenities include a heated saltwater pool, 7-person hot tub, screened porch, outdoor kitchen, stone fireplace and pool pavilion.IMPRESSIVE 85' × 125' MULTI-PURPOSE BUILDING with full mezzanine, 12' × 14' overhead doors, 400-amp service, finished office/apartment-style quarters, kitchenette, full bath and 12,000-lb vehicle lift.? 70' × 120' INSULATED EQUESTRIAN BARN featuring 8 stalls with expansion potential, individual stall utilities, wash bay, full kitchen, bathroom, conference room and fitness room.Five fenced pastures, approximately 30 acres of hay production, additional agricultural acreage and extensive water infrastructure support diverse uses. Additional highlights include 800-amp total electrical capacity, 60 kW backup generator, private well, centralized water treatment, Starlink internet and a 24-foot-wide private access road designed for heavy equipment.? A RARE OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE WITH EXCEPTIONAL EQUESTRIAN, AGRICULTURAL AND MULTI-USE CAPABILITIES!Shown by appointmentl

1004 Saint Brides Road W, South Chesapeake

408 Wenger Road, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10658823 MLS
Prepare to fall in love with this well maintained home sitting on 1.63 acres. Viwinco impact-resistant windows with sound reduction, gas tankless water heater, gas grill hookup, new refrigerator, new water system and so much more! Spacious living space and generously sized bedrooms and bathrooms. 1,232-square-foot metal pole barn with 3 garage doors, a separate meter, multi 220 outlets, a heater, and an air compressor. It's perfect for someone who needs a separate workshop or storage for extra vehicles and boats. The possibilities are endless! Septic has been maintained regularly by R & K. Seller also has a netted batting cage available for installation! Convenient country living! Excellent school district!

408 Wenger Road, South Chesapeake

605 Saddlehorn Drive, South Chesapeake
$585,000
4 Beds ⋅ 2 Baths ⋅ 10658781 MLS
Space, Charm & Country Living on Over 3 Acres! Discover the perfect blend of comfort, functionality, and outdoor living with this 4-bedroom, 2-bath home situated on over 3 acres! Offering room to spread out both inside and out, this property features beautiful hardwood floors, inviting living spaces, and plenty of opportunities to enjoy the outdoors. The primary bedroom features a private en-suite bath, while three additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outside to the screened-in porch, an ideal spot to enjoy your morning coffee, unwind after a long day, or take in the surrounding landscape. For those seeking a little more room for outdoor activities, this property delivers! The existing chicken coop and enclosed run offer a head start on backyard poultry keeping, while the detached storage shed provides additional space for tools, equipment, and outdoor essentials. An attached one-car garage adds everyday convenience, and the water softener system is another practical feature. With over 3 acres of land, there's plenty of room to explore gardening, outdoor recreation, and other possibilities. If you've been searching for a 4-bedroom home with acreage, hardwood floors, a screened porch, and room for outdoor hobbies, this property is one you won't want to miss! Schedule your private showing today and discover the possibilities of owning over 3 acres with 2 peach and 2 fig trees and neighborhood trail!

605 Saddlehorn Drive, South Chesapeake

33-40 Trinkle Street, South Chesapeake
$60,000
10658918 MLS
This is a buy and hold opportunity. This encompasses 8 parcels total, lots 33-40, all 50x200, zoned R-8. About 2 acres +/-. You cannot build on this property without 1) paving the street up to the property (roughly 400') and 2) getting a wetlands delineation to determine where the wetlands currently are on the property. The ideal buyer is someone who would like to purchase a large parcel and sell off individual parcels for profit, someone who wants to hold and capitalize on the continually rising tax value, or recreational users. Owner financing for 12 months available.Take ambrose all the way to the end, make a left on trinkle. Once asphalt stops continue into the woods on foot another 400'. Lot 33 trinkle will be on your left at that point. Property then runs for another 400' along your left hand side.

33-40 Trinkle Street, South Chesapeake

1213 Fentress Airfield Road, South Chesapeake
$499,900
3 Beds ⋅ 2 Baths ⋅ 10658797 MLS
Beautifully updated brick ranch home on two acres for horses, gardening and recreational activities. Custom-built cabinetry and countertops in bathrooms and kitchen show quality craftsmanship. Hardwood flooring in main common areas of home, carpet in bedrooms. Converted garage affords privacy for work, play, hobbies or relaxation space. Detached 1196 sq ft garage/shop has power, concrete floor, 9-foot garage door. House roof new in 2025, HVAC new in 2023. "Better View" windows have lifetime, transferrable warranty, installed in 2020. Livestock-type fencing in back yard. Small storage shed conveys with the home. Tenant occupied; lease expires 06/30/2027. Woodstoves in home and shop do not convey. Propane logs will be installed in the home fireplace prior to closing. The shop "Hot Dawg" heater, the exhaust fan and lights inside paint booth do not convey. Propane tank is rented and buyer may continue the rental agreement.

1213 Fentress Airfield Road, South Chesapeake

1630 Taft Road, South Chesapeake
$985,000
4 Beds ⋅ 3.1 Baths ⋅ 10658171 MLS
This is New Construction and Move-in Ready! Experience the a blend of luxury, space, and country charm in this stunning newly 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 with walk-in closets. The front bedroom includes a 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 & efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached 2-car garage, upgraded carpet, dual-zone HVAC systems,4" submersible well, a high-efficiency 50-gallon heat pump water heater, conventional septic system, & pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, 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

4640 Ballahack Road, South Chesapeake
$589,900
3 Beds ⋅ 2.1 Baths ⋅ 10657850 MLS
Welcome home to this well-built, lovingly maintained brick ranch framed by mature trees, dogwoods, boxwoods and elephant ear plants that offer beautiful summer shade on 1.67+ acre lot. A charming front porch with newer brick flooring and stately columns sets the tone. Inside, enjoy updated flooring throughout, an updated primary bath and a stunning French country kitchen, remodeled floor to ceiling, expanded into the den with extra cabinetry (wine, & dish cabinet and bench) and a breakfast area. The bright FROG offers flexible space for a home theater, hobby room, playroom or 4th guest bedroom with access to a huge floored and lighted attic. Relax on the screened porch with its "pet and kid friendly" brick base, gather on the paver patio or unwind by the fire pit. Custom Shutters offer evening privacy. A garden for homegrown produce, detached lighted garage with large workshop. French drain system, multiple parking spots and freshly painted trim complete this inviting home!

4640 Ballahack Road, South Chesapeake

2711 Lake Drummond Cswy, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10657073 MLS
** INCREDIBLE OPPORTUNITY ** An exceptional combination of space, privacy and versatility awaits on nearly 4 acres with this beautifully refreshed 4-bedroom, 2.5-bath home! Has the following FEATURES: Freshly Painted throughout, Large Family Room with a Wood Burning Fireplace, New LVP Flooring, Great Kitchen with a Full Stainless Steel Appliance Package, wrap around bar and Eat-In Breakfast Area, Formal Dining Room and MORE!! Additional HIGHLIGHTS: 4 comfortable Bedrooms along with a LARGE FROG (Finished Room Over Garage) that offers exceptional versatility as possible media or recreation room, home office, playroom, hobby space, guest area or whatever best suits your needs, 2 Car Attached Garage, generous rear deck provides an ideal setting for morning coffee, afternoon relaxation or memorable gatherings with family and friends. Step outside and discover the true appeal of this expansive nearly 4-acre property. There's plenty of room to enjoy the peaceful surroundings, entertain outdoors, garden, play, accommodate pets or simply relax and enjoy the privacy and freedom that come with owning a larger homesite. With its beautiful setting, spacious living areas and nearly 4 acres of land, this is a rare and truly special opportunity that offers the space, flexibility and lifestyle you've been looking for!

2711 Lake Drummond Cswy, South Chesapeake

3616 Riverwood Crescent, South Chesapeake
$749,000
4 Beds ⋅ 3 Baths ⋅ 10657714 MLS
COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft heated workshop features a vehicle lift, compressor — perfect for car enthusiasts, hobbies, or business needs! Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed. Additional features include newer HVAC and appliances, an ivwr thw top water softener, and a sealed crawlspace with dehumidifier and warranty. Not in a designated flood zone! Three acres, a spacious heated workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, South Chesapeake

22 AC Johnson Lane, South Chesapeake
$270,000
10657414 MLS
Seclusion starts with the land. Approximately 22.42 acres offer a wooded setting for those who value privacy and the opportunity to create something exceptional. A straight, 60 foot wide, flag-lot approach from Johnson Lane leads toward the larger acreage, where thoughtful planning and selective clearing could shape a custom homesite while preserving the surrounding trees. Imagine a home designed around your priorities, outdoor living framed by nature and the quiet distinction of a setting that feels entirely your own. The wide, cleared path along the south side extends to the rear, giving you a closer look at the landscape and its possibilities. With approximately 22.07 acres in Chesapeake, VA, and 0.35 acre in Moyock, NC, this lot brings together substantial acreage, wooded character and an inspiring canvas for your vision.

22 AC Johnson Lane, 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

42 AC Saint Brides Road W, South Chesapeake
$619,000
10657304 MLS
Rare opportunity to own 42 acre secluded paradise offering productive, open land in the heart of rural Saint Brides, Chesapeake! The property is mostly cleared, level and tillable, and has been planted with equine pasture grass seed, making it ideal for horses, livestock or hay production. It’s framed by mature hardwoods and pines that put on a brilliant show of color every fall. The fields have a proven history of crop and hay production, with lush grass yielding beautiful hay harvests. They’re ready for your horse farm, hobby farm, cattle or continued hay operation. Wildlife is abundant, and wild turkey are regularly seen crossing the fields. The 7 acre wooded edges provide natural screening and habitat, making this a dream for nature lovers and outdoor enthusiasts. Enjoy wide-open views and unforgettable sunsets over the tree line, all with the peace and privacy of true country living while still within 6 miles of Edinburg Shopping Center and accessible to Chesapeake, Virginia Beach and northeastern North Carolina. Acreage like this in Chesapeake is getting harder to find. Bring your vision! Buyer to verify zoning, permitted uses, perc/septic and utility availability.

42 AC Saint Brides Road W, 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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