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$434,999
5 Beds 3.1 Baths 10639654 MLS
Welcome to this spacious 5-bedroom, 3.5-bath home offering the size, features, and flexibility today’s buyers are looking for. With major items already in place, this property gives buyers the opportunity to add their own finishing touches while enjoying strong long-term value. The functional layout includes two ensuite bedrooms with private full bathrooms, two HVAC units for separate area comfort, a dedicated laundry room, and plenty of room for everyday living or entertaining. Outside, enjoy your own private pool, detached garage, and outdoor space made for relaxing or gathering. Conveniently located with easy access to major routes, shopping, dining, and local amenities, this home offers a rare combination of space, features, and opportunity.

316 Tudor Place, Central Chesapeake

$577,740
3 Beds 3 Baths 10639726 MLS
Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2156 Edwin Drive, South Chesapeake

$820,000
5 Beds 4.1 Baths 10639536 MLS
Well maintained and loved home nestled on a prime corner lot in the beautiful Riverwalk community, 700 Harbor Quay delivers nearly 5,000 square feet of refined living, where luxury and functionality come together effortlessly. Featuring 5 bedrooms, 4 full bathrooms, and 1 half bath. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, and exceptional flow throughout. Whether hosting holiday celebrations, welcoming overnight guests, or simply enjoying everyday life, every detail of this home was thoughtfully crafted to accommodate it all. Roof replaced in 2021 and some windows have been updated. Encapsulated crawlspace. Beyond this front door awaits a lifestyle few communities can match. Residents enjoy access to resort-style amenities including a clubhouse, swimming pool, tennis courts, and close proximity to the beautiful Elizabeth River. Seller to provide a 1 year home warranty of buyer's choice up to $600. Seller to provide concession toward window upgrades with acceptable offer.

700 Harbor Quay, 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

$794,740
5 Beds 3.1 Baths 10639533 MLS
The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational living! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Photos and renderings are from builder's library, actual finishes and features may vary.

911 Intracoastal Way, South Chesapeake

$899,900
5 Beds 4 Baths 10638532 MLS
Premium fountain-view homesite in the highly desirable Woodford Estates community! Located in the award-winning Hickory School District, this immaculate home, built in 2024 and completed in 2025, offers 5 bedrooms, 4 full baths, 3,393 square feet, and a 3-car garage. Thoughtfully designed with an open-concept layout, gourmet kitchen, spacious living areas, abundant natural light, and a first-floor bedroom with a full bath. Features include natural gas heating, HVAC, a tankless water heater, gas fireplace, and brick and fiber cement exterior. Enjoy peaceful fountain views from your backyard while benefiting from the quality and efficiency of newer construction. Move-in ready without the wait of building new!

150 Hessian Loop, South Chesapeake

$755,425
5 Beds 3.1 Baths 10639256 MLS
10,000 square foot lot, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Fenced yard. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

2039 Charwood Drive, South Chesapeake

$780,425
5 Beds 3.1 Baths 10639250 MLS
Location backing mature tree line, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Fenced yard. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

2032 Charwood Drive, South Chesapeake

$506,990
2 Beds 2 Baths 10639109 MLS
The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Photos and renderings are from builder's library, actual finishes and features may vary.

2152 Edwin Drive, South Chesapeake

$695,000
5 Beds 3 Baths 10638952 MLS
Rarely does a property like this hit the market in Great Bridge! Sitting on a gated half-acre lot, this traditional-style home offers the perfect mix of everyday comfort and incredible workshop potential. Inside, you’ll love the open-concept layout featuring a dedicated office or homeschool space with custom built-ins, a spacious kitchen with a massive center island and commercial-size refrigerator, and a first-floor primary suite complete with a custom walk-in closet, oversized bath, and versatile flex space. The showstopper? An incredible 1,400 sq ft detached commercial-style garage/workshop with three oversized bay doors and a vehicle lift: a dream setup for car enthusiasts, hobbyists, contractors, or business owners needing serious space. Conveniently located near shopping, dining, and major commuter routes, this one-of-a-kind property delivers space, functionality, and opportunity all in one.

237 Cedar Road, South Chesapeake

$383,000
4 Beds 2 Baths 10638898 MLS
Charming all brick home with major system updates already completed! Step inside to find beautiful hardwood floors and a warm, inviting layout filled with character. Enjoy peace of mind with a roof replaced in 2021, along with the durability and timeless appeal of brick construction. Outside, you'll love the expansive, fully fenced backyard perfect for entertaining, pets, gardening, or simply enjoying your own private outdoor retreat. The home also features a spacious two car attached garage, ample driveway parking, and an adorable front porch that's perfect for morning coffee or relaxing evenings. An added bonus for qualified buyers: an assumable VA loan with an attractive 3.8% interest rate. This well maintained home offers the perfect combination of charm, updates, and value.

4113 Taylor Road, West Chesapeake

$494,990
2 Beds 2 Baths 10638895 MLS
QUICK MOVe-IN! The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Photos and renderings are from builder's library, actual finishes and features may vary.

2213 Edwin Drive, South Chesapeake

$599,000
4 Beds 2.1 Baths 10638546 MLS
A Beautiful Brick Home nestled in the sought after Scotfield Woods community of Western Branch. This home offers the perfect blend of comfort, functionality, and neighborhood charm. Step inside to discover a thoughtfully renovated home featuring generous living spaces, natural lighting, and plenty of room for everyday living and entertaining. This home offers 4 bedrooms, 2.5 bathrooms, and a 2 car garage with plenty of drive way space. Updated kitchen island with quartz countertop, stainless steel gas stove top and oven. Walk in laundry room. Large primary bedroom with 3 closets with plenty of room for storage. A beautifully renovated primary en suite bathroom with 2 vanities, tiled floors and floor to ceiling tiled walk in shower with dual shower heads. (2022) Outside, enjoy the large corner lot with a fenced in backyard with endless possibilities for outdoor gatherings, gardening, play, or simply relaxing in your private retreat. The established neighborhood provides a peaceful setting while remaining conveniently located near shopping, dining, parks, major commuter routes, shipyards, military facilities and highly regarded Western Branch schools. Whether you're looking for your first home, additional space, or a place to put down long term roots, this home delivers exceptional value in one of Chesapeake's most desirable areas. Don't miss the opportunity to make this wonderful property your next home. Updated in 2022- Kitchen Island, LVP Flooring, Bathroom vanities, Primary Bathroom and Water heater.

4100 Scotfield Drive, West Chesapeake

$434,900
3 Beds 2.1 Baths 10638670 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

668 Allery Road, South Chesapeake

$489,900
4 Beds 2 Baths 10638400 MLS
WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake

$479,900
4 Beds 3.1 Baths 10637985 MLS
Ready NOW-Model Home for sale!! Luxury End Unit townhome condo w/rear load 2 car garage. covered front deck and entry.Luxury LVP, 2nd Floor:Kitchen GE stainless appliances including refrigerator, pantry,center island w/shiplap, living area linear fireplace w/shiplap and built ins,office/flex room,dining area.1st floor: br/ flex room,hall bath,mudroom. 3rd floor: Primary bedroom,ceramic shower-2 shower heads, dual sinks, linen closet, laundry. Quartz tops kitch, all baths, covered entry, fenced front yard w/gate to multi trail,2nd flr front covered deck. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location.

1060 Butte Lane, South 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. Miele, Thermador and Viking appliances. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake

$749,900
5 Beds 3 Baths 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, South Chesapeake

$575,000
4 Beds 2.1 Baths 10635488 MLS
Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a deluxe-sized shower. All rooms are generously sized with ample closet space throughout the home. Premium LVP on the first floor and carpet upstairs. You’ll also appreciate the large 2-car attached garage with an extra wide driveway and the included whole-house water treatment system. Make an appointment today! Owner Agent.

3620 Parr Lane, South Chesapeake

$545,900
3 Beds 2.1 Baths 10635941 MLS
Welcome to 1251 Veranda Way! This beautiful home features 2,578 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be 4th bedroom, a bonus 2nd living room/sitting area on the second floor along with a home office. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, dual sinks & dual walk-in closets. Large private wooded backyard with a view of the pond beyond the trees. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake

$465,000
4 Beds 2 Baths 10636036 MLS
Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody’s, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

2744 Horseshoe Drive, South Chesapeake

$1,089,000
5 Beds 3.1 Baths 10635945 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, QUARTZ COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE UTILIZED FOR TV/OFFICE/PLAYROOM THE CHOICE IS YOURS. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUNTERTOPS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF.

2624 Ballahack 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.