Chesapeake, VA Homes for Sale with Acreage

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  /15

  $290,000

  • Land
  • 7.4 Acres
  • $39,189 per Acre

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Great opportunity to own approx 7.4 acres in Hickory! This city-approved building site has already been cleared and is ready for your dream home. All preliminary site work and necessary approvals are complete, to including surveying, engineered septic system with a successful perc test, wetlands mitigation, and full compliance with Corps of Engineers requirements. Bring the builder of your choice!

  Marco Rivas 757 Realty

  1813 Shillelagh Rd, Chesapeake, VA 23323
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  /28

  $692,950

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,287 Sq Ft

  MM Taft (Derring A-5) Rd, Chesapeake, VA 23322

  The Derring isn’t just a house; it’s a high-energy hub designed for the pulse of a busy, modern life. Forget those traditional, boxy layouts—this plan throws the doors open with a massive, light-drenched great room that flows straight into a kitchen built for "main character" energy, complete with a substantial floating island that’s destined to be your morning coffee spot and evening social

  Deana Renn AtCoastal Realty

  MM Taft (Derring A-5) Rd, Chesapeake, VA 23322
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  /4

  $249,900

  $10K PRICE DROP

  • Land
  • 3.79 Acres
  • $66,024 per Acre

  737 Bedford St, Chesapeake, VA 23322

  This is one out of four available 3+ acre lots 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.

  Robert Wadsworth Pungo Realty LLC

  737 Bedford St, Chesapeake, VA 23322
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  /3

  $669,900

  • Land
  • 97.9 Acres
  • $6,843 per Acre

  2237 Shillelagh Rd, Chesapeake, VA 23323

  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.

  Corinne Zedd The Real Estate Group

  2237 Shillelagh Rd, Chesapeake, VA 23323
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  /28

  $599,999

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,493 Sq Ft

  913 Long Ridge Rd, Chesapeake, VA 23322

  Welcome home to the heart of Hickory! This stunning, fully remodeled all-brick ranch seamlessly blends classic country charm with modern elegance. Offering 4 spacious bedrooms, 2 beautifully updated bathrooms, and set on 3 peaceful acres, this home delivers the perfect balance of privacy, space, and convenience. Inside, you’ll be greeted by brand-new LVP flooring, designer tile showers, granite

  Victoria Segar Iron Valley Real Est Norfolk

  913 Long Ridge Rd, Chesapeake, VA 23322
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  /26

  $2,200,000

  $20M PRICE DROP

  • Land
  • 118 Acres
  • $18,644 per Acre

  118Ac West Rd, Chesapeake, VA 23323

  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

  Danny Graham MOP Land and Farms Realty

  118Ac West Rd, Chesapeake, VA 23323
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  /21

  $125,000

  • Land
  • 2.5 Acres
  • $50,000 per Acre

  2.5 Ac Dismal Swamp Canal Trail, Chesapeake, VA 23322

  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

  Alexandra Serrano The Real Estate Group

  2.5 Ac Dismal Swamp Canal Trail, Chesapeake, VA 23322
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  /2

  $260,000

  • Land
  • 5.33 Acres
  • $48,808 per Acre

  B Taft Rd, Chesapeake, VA 23322

  Vacant cleared lot, road access via access easement via lot 1 adjacent to Taft road

  Tom Thrasher Greenbrier Real Estate & Appr.

  B Taft Rd, Chesapeake, VA 23322
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  /50

  $1,299,000

  • 6 Beds
  • 5 Baths
  • 4,726 Sq Ft

  2700 Ballahack Rd, Chesapeake, VA 23322

  Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an

  Eric Edwards Iron Valley Real Estate Prestige

  2700 Ballahack Rd, Chesapeake, VA 23322
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  /3

  $249,900

  $30K PRICE DROP

  • Land
  • 3.77 Acres
  • $66,357 per Acre

  743 Bedford St, Chesapeake, VA 23322

  This is a 3+ 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

  Robert Wadsworth Pungo Realty LLC

  743 Bedford St, Chesapeake, VA 23322
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  /14

  $275,000

  • Land
  • 4.87 Acres
  • $56,468 per Acre

  3725 Cornland Rd, Chesapeake, VA 23322

  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

  Ronda Galko Howard Hanna Real Estate Svcs.

  3725 Cornland Rd, Chesapeake, VA 23322
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  /3

  $249,900

  $40K PRICE DROP

  • Land
  • 4.05 Acres
  • $61,673 per Acre

  749 Bedford St, Chesapeake, VA 23322

  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

  Robert Wadsworth Pungo Realty LLC

  749 Bedford St, Chesapeake, VA 23322
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  /39

  $925,000

  • 5 Beds
  • 4 Baths
  • 3,766 Sq Ft

  2412 Benefit Rd, Chesapeake, VA 23322

  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,

  Diane Keeley BHHS RW Towne Realty

  2412 Benefit Rd, Chesapeake, VA 23322
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  /5

  $199,000

  • Land
  • 3 Acres
  • $66,333 per Acre

  2907 Seven Eleven Rd, Chesapeake, VA 23322

  If you missed your chance to grab this beautiful 3 acre wooded Pleasant Grove parcel, here's your do over! Price improved-grab this beauty and wait until you're ready to build or bring your builder! Site has been Health Department approved for a four bedroom home.

  Christy Young Own Real Estate LLC

  2907 Seven Eleven Rd, Chesapeake, VA 23322
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  /25

  $769,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322

  In The Kentland, every day unfolds in a home designed for both comfort and connection. The primary suite offers a retreat, where natural light and generous proportions create a relaxing escape from the pace of daily life. Thoughtful architectural details, including elevated ceilings, add depth and character throughout. The main living area is designed with versatility in mind, bringing together

  Deana Renn AtCoastal Realty

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322
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  /32

  $978,602

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  1361 Jury Rd, Chesapeake, VA 23322

  NEW CONSTRUCTION ON 3+ ACRES! The popular Lee model by Kirbor Homes is coming soon to the Grassfield School District. This home features a sought-after 1st-floor primary suite with a sitting area and freestanding tub. The upgraded kitchen includes a Chef’s Appliance Package, quartz countertops, and a huge 9x6 pantry. Quality finishes throughout: LVP flooring, hardwood stairs, mudroom cubbies, and

  Deana Renn AtCoastal Realty

  1361 Jury Rd, Chesapeake, VA 23322
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  /11

  $916,038

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  741 Beaver Dam Rd, Chesapeake, VA 23322

  Discover over 3 acres of possibilities! The popular Lee model by Kirbor Homes offers modern comfort with endless customization—choose your colors, layout, and finishes to design a home that fits your lifestyle. Add a 3rd car garage, oversized walk-in pantry, covered porch or sunroom, extended primary suite, walk-out attic, or even a second primary suite. Additional bedrooms and baths available to

  Deana Renn AtCoastal Realty

  741 Beaver Dam Rd, Chesapeake, VA 23322
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  /39

  $759,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  3710 Carley Ct, Chesapeake, VA 23322

  Discover a rare opportunity to build in an intimate farmette-style cul-de-sac community with greenspace and walking trails, located in the highly sought-Grassfield school district. Phase 1 just released! Built by KM Cash Construction, an award-winning custom homebuilder with over 30 years of experience, this offering blends quality craftsmanship with thoughtful design. The Towpath features a

  Julie Fish BHHS RW Towne Realty

  3710 Carley Ct, Chesapeake, VA 23322
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  /38

  $425,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1949 Shipyard Rd, Chesapeake, VA 23323

  Enjoy the best of both worlds—PEACEFUL COUNTRY LIVING JUST MINUTES FROM CITY CONVENIENCES! This beautifully updated home sits on nearly 2 ACRES, offering space, privacy, and modern comfort. Step inside to find fresh paint, brand-new LVP flooring, and plush carpet throughout the bedrooms. The stunning open kitchen is a chef’s dream, equipped with gleaming quartz countertops, stainless steel

  Joseph Igana Iron Valley Real Est Norfolk

  1949 Shipyard Rd, Chesapeake, VA 23323
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  /2

  $350,000

  • 2 Beds
  • 2 Baths
  • 2,088 Sq Ft

  4210 Cornland Rd, Chesapeake, VA 23322

  Set on an expansive 7.86+/- acres in Chesapeake's desirable Hickory area, this property offers a rare blend of privacy, open space, and rural charm. The nearly eight-acre setting features a mix of wooded and open land, creating a peaceful and versatile environment ideal for a private retreat, recreation, or future potential. The 2,088+/- sq ft home is complemented by a detached garage with FROG,

  Jim Weigl

  4210 Cornland Rd, Chesapeake, VA 23322
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  /11

  $369,000

  • Land
  • 14.91 Acres
  • $24,748 per Acre

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323

  Fantastic opportunity to purchase 14.91 acres in the Grassfield area of Chesapeake. Buyer to do all necessary due diligence. Sellers do not have a survey or any additional information about the parcel. Numerous possibilities with this much land!

  Wanda Adams RE/MAX Alliance

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323
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  /50

  $2,990,000

  • 5 Beds
  • 7.5 Baths
  • 8,000 Sq Ft

  4112 Mingo Trail, Chesapeake, VA 23325

  Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and

  Debbie Rountree BHHS RW Towne Realty

  4112 Mingo Trail, Chesapeake, VA 23325
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  /3

  $295,000

  • Land
  • 3 Acres
  • $98,333 per Acre

  1924 L Hungarian Rd, Chesapeake, VA 23322

  3-acre residential property ready for you to build the home you’ve been dreaming of. This property can have approval for a five bedroom single family home. Turnkey builder packages are available or bring your preferred home builder. Potential homes will be serviced by septic system and well water with Dominion Power already available along the road. A required conservation open space easement

  Robert Wadsworth Pungo Realty LLC

  1924 L Hungarian Rd, Chesapeake, VA 23322
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  /34

  $499,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,637 Sq Ft

  1456 Branchview Way, Chesapeake, VA 23321

  Located in a quiet and well-established neighborhood, 1456 Branchview Way offers comfortable living with a functional layout ideal for everyday life. This inviting home features spacious living areas filled with natural light, creating a warm and welcoming atmosphere. The kitchen provides ample cabinet and counter space, making it perfect for both daily meals and entertaining. Bedrooms are

  Gregory Montie COVA Home Realty

  1456 Branchview Way, Chesapeake, VA 23321
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  /3

  $914,500

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  2808 Raccoon Trail, Chesapeake, VA 23322

  Welcome to The Miles at Sanderson Estates! This stunning new construction by Kirbor Homes masterfully balances everyday functionality with refined comfort. Boasting 3,585 square feet, this home features 5 spacious bedrooms, 4.5 bathrooms, and an open-concept layout designed for modern living. The main level greets you with a grand foyer flanked by a home office and a formal dining room. The heart

  Joy Mills AtCoastal Realty

  2808 Raccoon Trail, Chesapeake, VA 23322
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  /13

  $724,900

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,660 Sq Ft

  1453 Whittamore Rd, Chesapeake, VA 23322

  Builder agrees to pay a 1-year, 1% rate buydown or offer a 1% credit toward a permanent rate buydown with Sellers' preferred lender.Welcome to this fantastic 5 BR, 3 Full bath almost completed 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 bedroom and ensuite! This beautifully

  David Drogus G Daniels & Company

  1453 Whittamore Rd, Chesapeake, VA 23322
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  /16

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  5533 Willow Lake Rd, Chesapeake, VA 23321

  Unique Opportunity in Western Branch, Chesapeake, Discover a rare opportunity to own a piece of land in the serene atmosphere of Western Branch, Chesapeake. Nestled on a quiet dead-end street, this property is surrounded by beautiful wildlife, providing a serene atmosphere for nature lovers. The lot features a detached garage next to the house and a spacious barn in the back, complete with large

  Kelly Ayers Keller Williams Realty Twn Ctr

  5533 Willow Lake Rd, Chesapeake, VA 23321
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  /4

  $439,900

  • Land
  • 27.23 Acres
  • $16,154 per Acre

  Lot D Buskey Rd, Chesapeake, VA 23322

  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,

  Gilbert Falk III EXP Realty LLC

  Lot D Buskey Rd, Chesapeake, VA 23322
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  /30

  $771,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,766 Sq Ft

  MM Taft (Engle B-1) Rd, Chesapeake, VA 23322

  Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really

  Deana Renn AtCoastal Realty

  MM Taft (Engle B-1) Rd, Chesapeake, VA 23322
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  /22

  $695,351

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  MM Fields at Taft (Squire A-5) Rd, Chesapeake, VA 23322

  The Squire offers a living experience centered on ease, elegance, and flexibility. The main-level primary suite provides a peaceful escape, thoughtfully positioned and enhanced by a spa-inspired bathroom and a generously sized walk-in closet. Flowing from room to room, the home’s open layout creates a natural sense of connection. The great room, filled with natural light, opens seamlessly to a

  Deana Renn AtCoastal Realty

  MM Fields at Taft (Squire A-5) Rd, Chesapeake, VA 23322
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  /6

  $949,000

  • Land
  • 37 Acres
  • $25,649 per Acre

  3016 Cedarville Rd, Chesapeake, VA 23322

  Two parcels of cleared land Zoned A-1 totaling over 37 acres with 604.83 feet on Cedarville Road in the Hickory area of Chesapeake the front lot with 21.67 acres. The back lot with 15.87 acres. Listing Agent is the managing partner of the ownership LLC. Must request appointment to see the property and provide a 24-hour notice. Contact the Listing Agent to schedule your appointment.

  Cindy Beall Harbor Associates Real Estate

  3016 Cedarville Rd, Chesapeake, VA 23322
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  /19

  $913,416

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,057 Sq Ft

  717 Beaver Dam Rd, Chesapeake, VA 23322

  NO HOA! 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

  Deana Renn AtCoastal Realty

  717 Beaver Dam Rd, Chesapeake, VA 23322
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  /6

  $1,704,000

  • Land
  • 142.33 Acres
  • $11,972 per Acre

  556 B Gallbush Rd, Chesapeake, VA 23322

  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

  Herbert Culpepper Pungo Realty LLC

  556 B Gallbush Rd, Chesapeake, VA 23322
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  /21

  $959,999

  $20K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,985 Sq Ft

  2417 Baum Rd, Chesapeake, VA 23322

  Comfort, luxury and space come together in this move-in-ready home. Vaulted ceilings and floor-to-ceiling windows highlight a 2,000 sq ft deck and ½ acre fenced yard. The upgraded primary suite offers deck access and a spa-like bath. Enjoy fresh paint, new LVP flooring, and smart upgrades throughout. Features include an encapsulated crawl space, updated electrical panel, and a detached

  Melissa Zendrosky Prodigy Realty

  2417 Baum Rd, Chesapeake, VA 23322
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  /50

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 6,848 Sq Ft

  641 Ravenwoods Dr, Chesapeake, VA 23322

  Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic

  Kelly Dipasquale Aweigh Real Estate

  641 Ravenwoods Dr, Chesapeake, VA 23322
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  /38

  $950,000

  • 1 Bed
  • 2,272 Sq Ft

  4249 Taylor Rd, Chesapeake, VA 23321

  Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4249 & 4261 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred

  Phil Black CENTURY 21 Nachman Realty

  4249 Taylor Rd, Chesapeake, VA 23321
• 

  

  /50

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,618 Sq Ft

  3150 Sterling Way Unit 42, Portsmouth, VA 23703

  Welcome home to this beautifully maintained condo offering comfortable, low maintenance living in the sought after Sterling Cove community. This home features an inviting open floor plan with vaulted ceilings. The primary bedroom offers a peaceful retreat with its en suite bath, featuring a separate walk-in shower, a soaking tub, and double vanities for added convenience. Upstairs, discover a

  Richard Febus Next Chapter VA Realty Inc

  3150 Sterling Way Unit 42, Portsmouth, VA 23703
• 

  

  /29

  $280,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  59 Sandie Point Ln, Portsmouth, VA 23701

  Hidden gem with deep water access on the Elizabeth River! This two-story condo includes a deeded boat slip with lift, making it perfect for boating enthusiasts looking for convenient water access. Inside, you'll find stainless steel appliances, a comfortable and functional layout, two spacious bedrooms, and 2.5 bathrooms. The home also features an attached one-car garage for added convenience and

  Amara Blechman EXIT Realty Central

  59 Sandie Point Ln, Portsmouth, VA 23701

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