Chesapeake VA VA 4+ Acres Real Estate, Homes for Sale

Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake

$675,000

6 Beds ⋅ 2.1 Baths ⋅ 10645171 MLS

Rare opportunity to own over 6 private acres in the heart of Deep Creek! This exceptional property includes two parcels conveying with the sale, creating a combined 6+ acres of wooded privacy at the end of a quiet road. The spacious 6-bedroom home offers endless possibilities for multigenerational living, a home office, hobby space, or guest accommodations. Enjoy the peace and seclusion of country-style living while remaining just minutes from shopping, dining, schools, and major interstates. Come see this one first!

3249 Pioneer Lane, South Chesapeake

$1,195,000

4 Beds ⋅ 4.1 Baths ⋅ 10644941 MLS

Dreaming of a Serene Country Retreat just minutes from the city? YOU FOUND IT! A Rare Jewel! Horse Lover's Dream! Almost 9 ac Family Sanctuary. Elegant Custom Built, 4 Ensuite BRs & 1/2 Bath home w/an amazing 10' x 50' front porch! Lovely entry foyer opens to Great Room w/cathedral ceiling, hand scraped engineered flooring & wood burning fireplace framed w/bookshelf cabinetry. 1st Floor Primary BR boasts expansive Bath w/2 Separate Granite Vanities, jetted tub, separate shower & Grand Walk-In Closet. PBR Plantation Shutters reveal peaceful views of property! 10 ft ceilings down & 9 ft up. Kitchen w/granite counters, 2 large pantries, ample cabinetry & generous eat-in area. Formal Dining Room for festive gatherings. Upstairs reveals open sitting area w/chandelier. Expansive FROG-4th Bedroom. 3 Covered porches. 3 Car Garage, Spacious 2 Stall Stable, Large Storage Barn, approx 30' x 20' IG Pool w/stamped concrete surround. Fruit trees & acreage for hobby farming. Don't miss this one!

377 Homestead Road, West Chesapeake

$669,900

4 Beds ⋅ 2.1 Baths ⋅ 10643473 MLS

Your new home in Hickory awaits! Expertly crafted by Kirbor Homes, this beautiful home is only 4 years old and meticulously cared for! Featuring 4 spacious bedrooms and 2.5 baths, this gem sits on over 4 1/2 acers! Board and batten accent siding, rear covered porch, custom built in closets, tile shower in primary bathroom are just the beginning of the upgrades! Kitchen features beautiful white cabinetry, 8ft island, and stainless appliances. Walk in closets in all bedrooms, tons of storage space and so much more! All with no HOA in a Hickory School neighborhood! Schedule your personal tour today of this move in ready Hickory gem today!

141 Indian Creek 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

$834,900

4 Beds ⋅ 2.1 Baths ⋅ 10641919 MLS

Your Chesapeake dream home awaits! With over 7 acres of privacy and woods, you're going to love the peaceful seclusion your new home brings. We are a truly custom builder and can build any home here you'd like. Shown is our popular Aspen model: with 2400 square feet, a gorgeous open floor plan and a common sense layout this home checks all the boxes. We're unlike any other builder you've experienced! Call now to learn more!

7 AC Shillelagh Road, 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

$1,999,000

10640859 MLS

Gorgeous cleared country acreage in the Hickory High School district, just appx 2.4mi from the high school, 4mi from Edinburgh, 7 mi from the VA/NC line and 7.8mi from City Hall. Some ditching in place for drainage. No access without permission from the Listing Agent, as property is currently being used as farm land.

145A Beaver Dam Road, South Chesapeake

$425,000

10640862 MLS

Gorgeous 20+ acre site in the Hickory High School district. Just app 2.4mi from the high school, 4mi from Edinburgh, 7mi from the VA/NC line and 7.8mi from City Hall. Land is cleared with some ditching in place. No access without permission from Listing Agent.

20A Head Of River Road, South Chesapeake

$290,000

10640910 MLS

Rare opportunity to own approximately 7.4 acres in the desirable Hickory area! This city-approved homesite has already been cleared and is ready for your dream home. Extensive due diligence and site preparation have been completed, including a boundary survey, successful perc test, engineered septic system design, wetlands mitigation, and full compliance with U.S. Army Corps of Engineers requirements. Save valuable time and expense with approvals already in place, and enjoy the flexibility of bringing the builder of your choice. Offering privacy, space, and a prime location, this exceptional parcel is ready for your vision to become reality.

1813 Shillelagh 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

$250,000

10640341 MLS

Incredible value on this 4.75 acre lot. Don't miss this opportunity to own a piece of country living. This property is not in a flood zone.

1836 Mount Pleasant 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

$1,175,000

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

$750,000

10637870 MLS

A 28-acre property is located in the Grassfield/Hickory region of Chesapeake. Whether you intend to build your dream home or utilize it for investment purposes, the property offers limitless potential. The property is sold “as is,” “where is,” and the buyer bears the responsibility of conducting their due diligence.

28 Johnstown Crescent, South Chesapeake

$240,000

10636984 MLS

Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders and land lenders. Enjoy the privacy of "country style" living while being minutes from interstate access. Centrally located between Va Beach and Suffolk. This land was just appraised in January of 2026.

4809 Sondej Avenue, West Chesapeake

$1,650,000

4 Beds ⋅ 3.1 Baths ⋅ 10636693 MLS

Welcome to your dream escape — a stunning, brand new 2025 modern farmhouse nestled on 25.9 breathtaking acres in the heart of Hickory! From the moment you arrive, this 3,876 sq ft masterpiece captivates with its crisp white exterior, soaring cathedral ceilings, and gorgeous open-concept layout designed for both everyday living and unforgettable entertaining. The chef's kitchen is an absolute showstopper, featuring white cabinetry, a hooded range, and charming farmhouse finishes that perfectly blend style with function. Light brown LVP flows throughout the main level, adding warmth and elegance to every room. The oversized 3+ car garage is equipped with an EV charging station and a fully finished room above with a full bath — great for guests, a home office, or a private retreat. Step outside to your own private oasis where a sparkling saltwater heated pool and expansive deck await, with endless possibilities to add an outdoor kitchen, bar, and lounge. Horse lovers and hobby farmers, this one's for you — horses are welcome and the land is ready to bring your vision to life, with soybean fields already in place. A geo-thermal HVAC system, water softener, rainwater harvesting, and well water make this estate as efficient as it is beautiful. This is more than a home — it's a lifestyle. Don't miss your chance to own this rare, one-of-a-kind property!

1200 Beaver Dam Road, South Chesapeake

$387,000

3 Beds ⋅ 1 Baths ⋅ 10635736 MLS

Welcome to peaceful country living at its finest! Nestled on approximately 5 acres of cleared land, this charming ranch-style property offers the perfect blend of privacy, functionality, and opportunity. Great for horse lovers, hobby farmers, contractors, or anyone seeking room to spread out, the property features horse stalls, multiple outbuildings, and wide-open usable acreage ready for animals, equipment, recreation, or future expansion. The spacious ranch home provides comfortable single-level living with a relaxed rural atmosphere while still offering convenient access to Chesapeake amenities. Whether you envision a mini farm, equestrian retreat, workshop space, or simply enjoying sunsets over your own acreage, this versatile property delivers endless possibilities. Selling AS IS.

4649 Backwoods 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

$1,049,900

5 Beds ⋅ 3 Baths ⋅ 10635362 MLS

Custom-built brick home nestled on 23+ acres in a rural setting within Grassfield. This 5-bed, 3-full bath residence blends timeless character with spacious design, feat. hardwood flrs, full-length casement windows, and a durable slate-style metal roof. The 1st flr primary suite offers a tray ceiling, generous bath, and space for relaxation, while the home theater is designed for memorable experiences. The eat-in kitchen is thoughtfully appointed with stainless steel appliances, a gas range, and premium Corian countertops. The formal dining and living rooms are accented by custom built-ins, elegant crown molding, and graceful curved entryways. The expansive family room showcases a marble hearth fireplace and overlooks a French-style sunroom, which opens to the backyard gardens. Approx 4 cleared acres are enhanced by a 2-car att. garage w/ bonus rm above, a det. 3-car garage w/ upstairs workshop, plus a fully enclosed RV garage w/ abundant storage. Don’t miss the garden storage room!

1904 Ballahack Road, South Chesapeake

$844,900

4 Beds ⋅ 3.1 Baths ⋅ 10634845 MLS

Indulge in the versatile beauty of The Davidson, a stunning floor plan that perfectly balances formal elegance with a spacious, modern flow. The heart of this 3,124+ square foot home is a gourmet kitchen featuring a massive multi-seating island, seamlessly overlooking a great room designed for grand holiday feasts and cherished family memories. On the main level, the stately primary suite serves as a true sanctuary, complete with a spa-inspired en-suite and a room-sized walk-in closet, while a sunlit flex room offers the perfect space for a quiet home office or a cozy reading nook. Upstairs, three additional bedrooms and a convenient second-level laundry station ensure plenty of space and privacy for guests and growing families alike. From the charming country front porch to the adaptable loft, The Davidson provides a wholesome, rewarding living experience on spacious 5+ acre homesites within the Grassfield School District. Contact LA2 today for an appointment!

MM Taft (Davidson Homesite A-2) Road, South Chesapeake

$849,900

4 Beds ⋅ 3.1 Baths ⋅ 10634643 MLS

The Holden, where every detail is meticulously crafted to elevate your daily routine. Morning light floods the first-floor primary wing, a sanctuary complete with a room-sized walk-in closet and a spa-inspired bath. The heart of this home is a masterclass in modern architecture, featuring a soaring great room that flows into a chef’s kitchen and sun-drenched breakfast area—designed for everything from quiet espresso shots to grand holiday hosting. Beyond the communal spaces, The Holden offers an intelligent layout designed for the modern lifestyle, including a dedicated front-end flex space designed for a quiet home office. Venture upstairs to discover the expansive loft and media room, providing the perfect canvas for a cinema, a library, or a high-tech gaming hub. With 4 to 5 generous bedrooms and the seamless functionality of a mudroom and independent laundry, this home doesn't just provide space; it provides a tailored backdrop for your most cherished memories.

MM Taft (Holden 2-A) Road, South Chesapeake

$2,425,000

10634546 MLS

Escape the ordinary with this expansive 25.84-acre parcel located in the highly sought-after Western Branch area of Chesapeake. This rare offering provides a unique blend of privacy, natural beauty, and strategic location, making it an ideal canvas for a private estate, a boutique residential development, or a long-term land investment. Subject to local zoning, the size and location of this tract present significant opportunities for residential growth in a high-demand corridor. Nestled in the heart of Western Branch, known for its strong community feel, excellent school districts, and convenient access to the Hampton Roads region.

25+AC S Military Highway, Central Chesapeake

$685,000

4 Beds ⋅ 3.1 Baths ⋅ 10634002 MLS

This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character to the main living space. Outside, the impressive 4-bay detached garage is great for vehicles, workshop space, storage, or hobbies. A separate storage shed provides room for lawn equipment and tools, while the covered concrete pad offers protected parking or workspace. Additional features include a 6-year-old septic system, chicken coop, and partially fenced backyard. Enjoy privacy, space, and endless possibilities on this beautiful property.

433 Truitt Road, West Chesapeake

$520,000

4 Beds ⋅ 2.1 Baths ⋅ 10633156 MLS

Amazing Value sold As-Is, needs TLC. 203k or cash buyer only, no FHA or VA loans. 4 bedrooms, two and a half baths, a family room, a loft, and a 1,040-square-foot workshop. This home sits on almost 6 acres surrounded by trees and includes a 100 yard shooting range. This is a perfect opportunity to renovate and create your dream home while you live here, building equity and personalization. Bring your vision and turn this property into your dream home.

3217 Cedarville Road, South Chesapeake

$525,000

4 Beds ⋅ 2 Baths ⋅ 10633048 MLS

Welcome to your private nature escape at 724 Bells Mill Rd, set on 4.5 acres of stunning waterfront property with deepwater access to the Elizabeth River and beyond—great for boating, kayaking, fishing, or peaceful sunset views. This 4-bedroom, 2-bath home offers the ideal blend of comfort and outdoor living, surrounded by abundant wildlife, mature trees, and a thriving garden. Recent updates include the roof, HVAC, water heater, windows, carpet, flooring, interior paint, plus a remodeled 4th bedroom and laundry room. The expansive property provides privacy, room to explore, and endless opportunities to enjoy nature right from your backyard. A survey is available. Located in the Grassfield High School District, this rare waterfront retreat is waiting on you.

724 Bells Mill Road, South Chesapeake

$727,500

4 Beds ⋅ 2.1 Baths ⋅ 10631960 MLS

Welcome to 2244 Benefit Road in Chesapeake—a rare opportunity to own 6 private acres with the freedom of A-1 zoning and all the charm of country living, just minutes from city conveniences. This 2,300 sq ft home offers space, versatility, and major updates including a brand-new roof and new HVAC system for peace of mind. Bring your horses, cows, chickens and create the lifestyle you’ve been dreaming of—farmette, homestead, or private retreat. Bordered by a nature preserve, you’ll enjoy protected views and no future development behind you. The acreage, privacy, and agricultural zoning make this one stand out among Chesapeake homes for sale. Room to garden, ride, entertain, or simply enjoy wide open space under the stars. If you’ve been searching for homes with land in Chesapeake, horse property, or a unique rural escape with modern comfort, this is the one. Rarely does acreage, freedom, and location come together like this!

2244 Benefit 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

$120,000

10631625 MLS

Well-established dessert café in Chesapeake’s prime Greenbrier area, minutes from Greenbrier Mall. Known for excellent reviews and a loyal customer base. Menu features cakes, macarons, bubble tea, coffee, and Korean Bingsoo, with room to expand offerings. Stylish, photo-friendly interior enhances customer experience. Current hours are 1pm–8pm, offering opportunity to expand into morning service. Turn-key opportunity suitable for an owner-operator or investor.

1032 Volvo Parkway, South Chesapeake

$880,265

4 Beds ⋅ 2.1 Baths ⋅ 10631103 MLS

NO HOA! PRESOLD BUT MORE HOMESITES AVAILABLE! At the heart of the Ambler, you’ll find the kitchen, which curates a culinary haven where creativity knows no bounds. Picture this: a lazy Sunday morning, sunlight streams through the windows. As you sip on your morning coffee, the kids eagerly gather around the expansive center island, ready to lend a hand in preparing a delightful brunch. In the cozy great room, movie marathons & social gatherings await, creating memories that will last a lifetime. When the day winds down, retreat to the sanctuary of the primary suite. Open the elegant doors to reveal a spa-like bath, inviting you to unwind in luxury. But that's not all—not one, but two walk-in closets await, offering a beautiful space for your wardrobe & a touch of indulgence. Beyond these sought-after features, The Ambler also boasts practical features such as a generous mudroom & closets galore. Pictures from past build. May show options for inspiration.

1440 Taft Road, South Chesapeake

$899,999

5 Beds ⋅ 2.2 Baths ⋅ 10631352 MLS

Welcome home! 3,766 sq ft SOLID BRICK home on 5 acres in sought-after Grassfield schools. This spacious home in the country is made for gatherings! 325+ ft of driveway, 3 acres (cleared), 650 sq ft FROG & large living areas. New windows, roof, exterior doors, new and refinished hardwood floors. Renovated primary & 1/2 baths. Custom finishes throughout add elegance including custom stairwell, crown molding, board and batten, contemporary paneling, pencil framing, solid wood doors, ceiling textures, limewash brick, lighting, hardware & fresh paint. Office w/ new cabinetry & 2 work stations. Spacious kitchen w/ refreshed solid wood cabinets, new granite tops, coffered ceiling, 2 pantries, double oven, new stove top, microwave & dishwasher. Other features include 2 fireplaces, XL closets, oversized 2 car garage, new FROG mini-split, attic insulation, first floor ducting, hot water tank, encapsulated crawl with continuous contract w/ pre-home inspection. This quality home is ready for you.

2412 Benefit Road, South Chesapeake

$559,999

4 Beds ⋅ 2 Baths ⋅ 10628510 MLS

A slice of country charm—agricultural zoning welcomes chickens, horses, and goats alike. Completely updated ranch home located in desirable Western Branch. situated on just over six acres of land. Major improvements include a fully updated kitchen (2022), updated primary bath (2024), new flooring (2022), new windows (2022), roof (2018), HVAC (2022), and hot water heater (2022). As you enter the home, you are welcomed by a spacious dining room featuring beautiful hardwood floors, a cozy fireplace, and charming bay window. The family rm also offers hardwood flooring, bay window, and opens seamlessly to the stunning eat-in kitchen, which uniquely features its own fireplace, creating a warm and inviting space for everyday living and entertaining. The primary bedroom is generously sized with two closets and a beautifully updated en-suite bath. Three additional bedrooms provide ample space and flexibility, including one with a built-in Murphy bed. Truly a rare find in Western Branch.

4744 Sunray Avenue, West Chesapeake

$855,821

4 Beds ⋅ 2.1 Baths ⋅ 10627110 MLS

PRE SOLD TO BE BUILT! OTHER ACREAGE HOMESITES AVAILABLE! TONS OF HOME DESIGNS AND OPTIONS TO CHOOSE FROM!

1428 Taft Road, South Chesapeake

$2,200,000

10625643 MLS

Exceptional 118 acre investment opportunity in southern Chesapeake, offering approximately 91 acres of open, cleared land and nearly 2,000 feet of frontage along West Rd. This is a rare assemblage of five contiguous tracts all ranging from 23–24 acres. It presents outstanding development and long term investment potential. A scenic blend of productive cropland and mature timber provides natural beauty, privacy, and abundant wildlife. Located in sought after school districts, the property delivers a peaceful country setting with the convenience of easy access to all of Hampton Roads.

118Ac West Road, South Chesapeake

$775,000

10625431 MLS

Exceptional 58 acre investment opportunity in southern Chesapeake, offering approximately 22 acres of open land with 60 feet of road frontage to carry you back to the expansive farm field. This rare 58 acre parcel presents outstanding development and long term investment potential. A scenic blend of productive cropland and mature timber provides natural beauty, privacy, and abundant wildlife. Located in sought after school districts, the property delivers a peaceful country setting with the convenience of easy access to all of Hampton Roads.

58 Acres West Road, South Chesapeake

$275,000

10623777 MLS

Centrally located. QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE. Located off RT 17 near the North Carolina line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SECLUDED LOCATION. THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD TIME TO PURCHASE AND BUILD.

3725 Cornland Road, South Chesapeake

$1,704,000

10621427 MLS

An amazing investment opportunity awaits. Beautiful and pristine country property nestled in the heart of Chesapeake. Located just minutes from the Chesapeake Municipal Center and the Chesapeake Expressway. Aforementioned property has a easy access to the Beaches of the Outer Banks along with shopping and fine dining in surrounding cities. This farm has approximately 40 acres of hardwoods and pines along with nearly 105 acres of cultivated agriculture fields. The entrance on the farm is 100' feet wide and 431' deep. Imagine watching the pristine sunsets over beautifully fenced horse pastures or the endless amounts of wild turkeys and deer traversing the landscape. The possibilities for this farm are vast and endless. Wonderful opportunity to design your own family compound, develop a gentleman's farm or equestrian facility. This property is also with in minutes of Bobs Fishing Hole Marina for a quick commute to Tulls Bay, Currituck Sound and the Intra Coastal Waterway.

556 B Gallbush Road, South Chesapeake

$650,000

4 Beds ⋅ 2.1 Baths ⋅ 10622922 MLS

Under contract.

253 George Washington Highway S, South Chesapeake

$669,900

10621269 MLS

Vacant Land on Shillelagh Rd in a country setting that spans over 97.9 acres. Building on the property is used for the Hunt Club. Great location and School District. Quick access to Dominion Blvd to the I-64 to Downtown Norfolk, NPN, Hampton, and the MM-Tunnel and Military Bases. Go south to Benefit Rd and a short drive to the Outer Banks to NC and Virginia Beach Oceanfront or the Chesapeake Bay. Access to the property through the locked front gate. Call for access.

2237 Shillelagh Road, South Chesapeake

$670,000

4 Beds ⋅ 3 Baths ⋅ 10621254 MLS

Escape to peaceful country living just minutes from Hampton Roads conveniences. This charming log-style home in Pleasant Grove sits on nearly 5 private acres and offers 4 spacious bedrooms and 3 full bathrooms. Designed for equestrian enthusiasts, the property includes 4 horse stalls, 2 run-ins, a round pen with tack shed, and a chicken coop, making it ideal for horse lovers or hobby farmers. A detached 1 bedroom, 1 bath guest house features a full kitchen, living room, and new LVP flooring, perfect for extended family, multigenerational living, or rental income potential. Enjoy quiet mornings and sunset views from the expansive wraparound porch overlooking open land and mature trees. Tucked along a lightly traveled country road yet close to shopping, dining, and major commuter routes, this rare acreage property offers privacy, versatility, and convenience. Schedule your private tour today.

2820 Bunch Walnuts 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

$410,000

10620052 MLS

Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 21.581 acres of raw farm land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. Property line adjustment of less than 1 acre to be done before closing. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

15+AC Taft Road, South Chesapeake

$434,900

10620048 MLS

Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 27.232 acres of raw farm land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel is the largest of four and is Lot D on the plat. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

Lot D Buskey Road, South Chesapeake

$400,000

10619862 MLS

Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 20.054 acres of raw farm land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel sits in the middle of two similar tracts of farm land on its southern and northern borders. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

Lot C Buskey Road, 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

$405,000

10619835 MLS

Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 18.902 acres of raw farm and timber land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel has two small ponds and a small amount of bottom lands on it's southern border. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

Lot B Buskey Road, South Chesapeake

$239,900

10619801 MLS

This is a 4 acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider Build to Suit lease package deals also. Call/text agent for more information.

Lot 4 Bedford Street, 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

$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

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