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$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

$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

$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

$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

$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

$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

$565,000
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. Owner Agent. Incredible Builder incentive! Buyers can receive up to 4% of the purchase price credited toward closing costs, prepaids, or interest rate buy-downs when financing through th Builders preferred lender. Make an appointment today!

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

$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
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 happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) 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

$692,950
4 Beds ⋅ 2.1 Baths ⋅ 10634859 MLS
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 headquarters. While the main floor offers a versatile flex room designed for a high-productivity home office or a sun-soaked reading nook, the second floor is where everyone gets their own space to recharge. We’re talking four spacious bedrooms, each featuring its own walk-in closet (yes, really!), all centered around a massive loft that’s ready to become anything from a cinema to a dedicated gaming zone. The Derring is all about "Truly Living" without the clutter. Snag those Trusted Lender Incentives and book your design center appointment to see how we can level up your lifestyle!

MM Taft (Derring A-5) Road, South Chesapeake

$914,500
5 Beds ⋅ 4.1 Baths ⋅ 10633056 MLS
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 of the home is the expansive great room that flows into a chef-inspired kitchen and breakfast area. A unique first-floor flex room with an adjacent full bath offers the perfect space for a guest suite or playroom. Upstairs, enjoy a versatile loft, a convenient laundry room, and a luxurious primary retreat with a spa-like bath and massive walk-in closet. Experience a home designed to help you "Truly Live" in the heart of Chesapeake! Reach out today to schedule an appointment at our design center! HOA is for common ground maintenance only! You can still live the way you want to live!

2808 Raccoon Trail, 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

$915,500
4 Beds ⋅ 3.1 Baths ⋅ 10633216 MLS
Experience The Holden at Sanderson Estates, an exquisite Portfolio Collection design perfectly suited for this expansive 1-acre homesite on well and septic. This masterfully designed floorplan features 4–5 spacious bedrooms and 3.5–4 bathrooms. The main level is a showcase of sophistication, anchored by a first-floor primary suite with a spa-inspired standalone shower and a room-sized walk-in closet. A gourmet kitchen with a massive center island and walk-in pantry serves as the heart of the home, flowing seamlessly into the great room and a sun-drenched breakfast area. Upstairs, the versatility continues with a generous loft and a dedicated media room, can be used for a home theater or library. The Holden blends practical design with high-end style. Ask about TRUSTED LENDER INCENTIVES. Prices vary by homesite and selected options; call today to schedule a tour and explore the possibilities of building your dream home in Chesapeake!

2864 Raccoon Trail, South Chesapeake

$695,351
3 Beds ⋅ 2 Baths ⋅ 10633226 MLS
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 well-appointed kitchen designed to handle both everyday meals and special occasions with equal ease. With the option for 3 to 5 bedrooms—including a dedicated study or home office—The Squire adapts effortlessly to your needs, whether you're growing, hosting, or simply enjoying quiet moments at home. Ask about available Trusted Lender Incentives to make this home yours. Call today to make an appointment at our design center.

MM Fields At Taft (Squire A-5) Road, South Chesapeake

$769,900
3 Beds ⋅ 2.1 Baths ⋅ 10633234 MLS
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 the great room, kitchen, and breakfast space into one cohesive environment. Whether preparing meals, entertaining guests, or enjoying a quiet night in, this central space easily adapts to your needs. On the main level, two secondary bedrooms provide flexibility for guests or family members. Upstairs, a spacious loft expands the home’s possibilities—designed for a home office, creative studio, or entertainment space tailored to your lifestyle. Design center appointments available now! Trusted lender incentives available.

MM Taft (Kentland B-1) 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.