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$410,000
4 Beds 2.1 Baths 10641084 MLS
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath home in Chesapeake! Built in 2018, this two-story residence offers over 2,000 sq ft of modern living space. The open-concept layout features a bright living area that flows into the dining space and kitchen—perfect for entertaining or relaxing at home. Upstairs includes four spacious bedrooms, highlighted by a private primary suite with a spa-like bath and ample closet space. Additional rooms offer flexibility for guests, a home office, or playroom. Situated on a corner lot in an established neighborhood, this home provides both privacy and convenience. Close to shopping, dining, major interstates, and military bases. Move-in ready and full of charm—don’t miss this Chesapeake gem!

4101 2nd Street Unit A, Central Chesapeake

$649,900
6 Beds 2.1 Baths 10641222 MLS
Located in Chesapeake's sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and modern updates. The open floor plan is anchored by a spacious kitchen featuring Samsung Bespoke appliances, generous cabinet and counter space, and a pantry, creating a natural gathering place for everyday living and entertaining. The third floor was expanded in 2021 to include two finished rooms, providing flexible space for a home office, media room, playroom, hobbies, guests, or additional bedrooms. Major improvements include a new 1st floor HVAC in 2024 and 2nd/3rd floor HVAC installed in 2021. Outside, you'll find an expanded extra-wide driveway, EV charger, fully fenced backyard, and a spacious deck ready for cookouts, relaxing evenings, or weekend gatherings. Conveniently located near shopping, dining, major highways, and everyday conveniences, this home combines space, function, and updates in one of Chesapeake's most desirable locations. Some photos are virtually staged.

568 Waters Road, South Chesapeake

$423,000
3 Beds 2.1 Baths 10641328 MLS
This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2023. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide privacy and comfort. Your luxurious owner’s suite includes tray ceilings, a generous sized walk-in closet, a double vanity sink and large stand up shower. When you live in Cardinal Meadows, you’ll love the easy access to Route 17, Cedar Road, I-64 and I-464, not to mention being located right off Cahoon Parkway puts you just minutes away from all your shopping needs at Cahoon Commons.

1607 Songbird Lane, South Chesapeake

$550,900
4 Beds 2.1 Baths 10641029 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2206 Wilmington Avenue, West Chesapeake

$649,900
4 Beds 2.1 Baths 10641240 MLS
Welcome Home! A Stephen Alexander build where timeless design meets the comfort of everyday living. Tucked away on nearly half an acre in sought-after Grassfield, this beautifully cared-for home has been lovingly maintained by its original owners since day one. 4 spacious bedrooms, 2.5 baths, and nearly 3,200 sqft of inviting space with room for both quiet mornings and lively gatherings. The screened-in porch creates the perfect spot for coffee, conversations, and slow summer evenings. Outside, the backyard feels like a private escape, backing to peaceful woods with space to play, relax, and enjoy nature right at home. Homes this well cared for, in this setting, and with so much character are hard to find. Come see all that 2008 Burson Drive has to offer— a place designed not just to live, but to make memories!

2008 Burson Drive, South Chesapeake

$850,000
4 Beds 3.1 Baths 10641064 MLS
New Construction in Western Branch on almost an acre? Want a new home before school starts?...We have it right here for you! The Margot offers a spacious floor plan with 4 Bedrooms, 3 Full Baths, PLUS a bonus Room! ! At just over 3000 sqft, a few highlights of this model are open floor plan, large kitchen, sunroom, first floor bedroom with ensuite, large primary bedroom...Lots this large are rare in Western Branch so you might as well make it a forever home! Backyard is large with peaceful views and plenty of room for family fun or maybe you need space for a future detached garage or RV storage? Easy living with no HOA and minutes to all of Hampton Roads! Contact us today and let us put your custom finishing touches before this home goes too much further into construction!

3315 Tyre Neck Road, West Chesapeake

$609,900
6 Beds 3 Baths 10641027 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2223 Hampton Roads Parkway, West Chesapeake

$539,900
4 Beds 2 Baths 10641024 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch-style living with 4 bedrooms, including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2204 Wilmington Avenue, West Chesapeake

$550,900
4 Beds 2.1 Baths 10641022 MLS
This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2205 Hampton Road, West Chesapeake

$553,900
3 Beds 3 Baths 10641052 MLS
Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

$575,000
4 Beds 3 Baths 10640968 MLS
This spacious 4 bedroom home offers the perfect blend of indoor comfort and outdoor enjoyment. Overlooking a peaceful creek, the backyard is designed for entertaining and relaxation and features an in-ground swimming pool, expansive outdoor living space, and tranquil views. Enjoy your morning coffee from the private balcony off the primary suite, unwind in the sunroom overlooking the backyard, or host gatherings around the pool all summer long. Inside, you'll find over 3,000 square feet of living space, including a large updated kitchen with center island, abundant cabinetry, stainless appliances, high-end granite and plenty of room for meal prep and entertaining. The great room features a brick fireplace and built-ins, while the finished walk-out basement provides flexible space for a media room, game room or home gym. The primary suite includes an updated bath and walk-in closet. New windows and new carpet. 2 zone HVAC, water heater replaced in 2025. Must see!

4 Sol Thorpe Lane, Central Chesapeake

$425,000
4 Beds 2 Baths 10640949 MLS
Back on market pending release through no fault of seller—creating an exciting second opportunity to own this beautifully maintained home in highly sought-after Great Bridge! Welcome to this charming 4-bedroom,2-bath ranch nestled in an established Chesapeake neighborhood filled with mature trees,beautiful homes,& pride of ownership throughout. Offering the ease of one-level living,this move-in-ready home delivers the perfect blend of comfort,charm,& functionality in one of Great Bridge’s most desirable locations. Step inside to bright,inviting living spaces filled with natural light and designed for comfortable everyday living & effortless entertaining. This is the kind of home where holidays feel cozy,weekend gatherings come naturally,& everyday moments feel just a little sweeter. The thoughtful floor plan offers generous room sizes,a family-friendly layout,& abundant storage,giving everyone space to live,work,& unwind comfortably. Outside,the oversized backyard creates endless possibilities for backyard barbecues,kids at play,gardening,firepit nights,or simply relaxing after a long day. Whether hosting family celebrations or enjoying peaceful mornings with coffee outdoors,this outdoor space offers the lifestyle so many buyers are searching for. In a world where so many are craving more peace,more space,& more connection,this home delivers all three. Located near top-rated Great Bridge schools,shopping,dining,parks,& convenient interstate access,this Chesapeake home for sale offers the rare combination of location,space,& lifestyle. Ranch homes with large yards,one-level living,& this much charm in Great Bridge rarely become available. More than just a house,this is a place to slow down,spread out,& truly feel at home.

2728 Blacksmith Trail, South Chesapeake

$813,910
4 Beds 3.1 Baths 10640881 MLS
Somerset ranch with FROG. Fenced backyard includes large patio for outdoor entertaining and backs mature tree line! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Enhance your hosting with the optional butler’s pantry! Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary. Seller to pay up to $10,000 closing cost assistance when using Seller's preferred lender for financing, see agent for details.

2044 Charwood Drive, South Chesapeake

$1,257,400
5 Beds 4 Baths 10640535 MLS
Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

$752,740
4 Beds 3 Baths 10640865 MLS
Welcome to Riverview Landing in Chesapeake, VA, where the 2,748 sq ft Hadley model offers stylish living with open spaces, an open concept kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer-making it the perfect place to live, relax, and entertain. Photos are from builder's library, actual finishes and features may vary.

925 Intracoastal Way, South Chesapeake

$543,740
2 Beds 3 Baths 10640849 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 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. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2160 Edwin Drive, South Chesapeake

$575,000
4 Beds 2.1 Baths 10640809 MLS
Welcome home! Come view this beautiful 4-bedroom, 2.5-bath brick home is nestled in a highly attractive neighborhood. Priced to make it your own!! Inside, you’ll find a spacious family room with a cozy gas fireplace, a large primary bedroom with ensuite, featuring tiled shower. Plantation shutters throughout. The large kitchen offers an island and plenty of storage and room for cooking & entertaining. A versatile room over the garage, provides the flexibility you need for a home office, playroom, or guest space. Step outside to enjoy your private backyard oasis, complete with a full privacy fence, a saltwater pool, and low-maintenance Trex decking—great for gatherings or quiet afternoons at home. A detached garage with electricity adds convenience and additional storage. This home truly has it all—space, comfort, and great outdoor living in a fantastic location! No HOA!

4105 Margaret Ann Court, West Chesapeake

$669,600
4 Beds 2.1 Baths 10640812 MLS
December Delivery. Elegant two-story home with approx. 2,652 square feet of meticulously designed living space. The main level boasts an open-concept layout with soaring 9-foot ceilings throughout. The heart of the home is the large kitchen, equipped w/tons of storage & countertops for meal prep & entertaining. A flex space on the first floor provides versatility for a home office, playroom, or den, catering to your household's needs. Upstairs, 4 spacious bedrooms ensure comfort for everyone & the large, upstairs laundry room simplifies household chores. Fenced back yard. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before 1st visit or 1st communication with listing agent & Agent must accompany Buyer on 1st visit, see agent for details. Photos & video are of other Everett's completed, not actual home, finishes vary.

2055 Charwood Drive, South Chesapeake

$799,900
4 Beds 2.1 Baths 10640783 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake

$475,000
3 Beds 2 Baths 10640771 MLS
Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the perfect candidate for a custom dream home transformation. Inside, the spacious layout kicks off with a large den centered around a classic wood-burning fireplace, showcasing original hardwood floors ready to be restored. The plan offers three sizeable bedrooms with large closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides excellent flexible square footage, great for a home gym or office. The real profit potential lies in the outdoor oasis. The backyard features an in-ground pool with a diving board, framed by palm trees. Fully fenced for privacy on the sides, the rear remains open to water views. Valuable waterfront infrastructure is already in place, including a concrete seawall and existing dock. Schedule your showing today! Some photos enhanced with AI to show maximum potential.

111 Goldcrest Drive, Central Chesapeake

$674,000
5 Beds 2.1 Baths 10640526 MLS
Upgrade your lifestyle in highly sought-after Grassfield with this move-in ready home offering nearly 3,000 sq ft of relaxed, coastal living space. Impeccably maintained, it features open gathering areas and oversized bedrooms. The chef's kitchen showcases granite countertops, custom cabinetry, and a built-in pet station. A dedicated library with custom bookshelves makes an ideal space for reading, relaxing or a home office. The spacious primary retreat boasts double doors, tray ceilings, a spa-inspired en suite, and a custom walk-in closet. Step outside to a fenced backyard with dual patios, a built-in firepit, and raised garden beds. Relax on the screened-in porch and enjoy the rare privacy of a protected, undeveloped nature preserve. Buyer may choose between a flooring allowance or significant ***Rate Buy Down** with acceptable offer, allowing buyers to personalize select finishes. Seller wishes 3 televisions to convey to buyer.

952 Checkerspot Way, South Chesapeake

$750,000
6 Beds 4 Baths 10640551 MLS
This is the kind of home buyers rarely find anymore. Tucked away on a quiet cul-de-sac in the heart of Great Bridge, this beautifully maintained all-brick residence offers nearly 4,000 square feet of thoughtfully designed living space, timeless craftsmanship, and the flexibility today's families are searching for. From the moment you arrive, the pride of ownership is unmistakable. Mature landscaping, impeccable curb appeal, and a welcoming front entry create an impressive first impression, while inside you'll discover generous room sizes, abundant natural light, and a floor plan designed for both everyday living and memorable gatherings. Featuring 6 spacious bedrooms and 4 full baths, this exceptional home offers a rare combination of space and versatility. Two primary suites—including a first-floor suite—provide an ideal setup for multigenerational living, extended guests, or a private home office. The beautifully updated kitchen serves as the heart of the home, offering ample workspace, abundant cabinetry, and an open flow into the living and entertaining areas. Renovated baths throughout the home reflect thoughtful updates and timeless style. Discover what truly sets this property apart. The incredible screened porch overlooks a private backyard oasis designed for year-round enjoyment. Beautiful landscaping, mature trees, a paver patio, and fire pit create the perfect setting for morning coffee, summer cookouts, celebrations, or quiet evenings under the stars. Built with the quality, craftsmanship, and substantial feel that many buyers believe is missing from newer construction, this home combines enduring value with modern comfort. Located in the highly sought-after Great Bridge school district and convenient to shopping, dining, parks, and major commuting routes, this is more than just a beautiful house—it's a place to put down roots, create memories, and truly feel at home.

900 Justin Lee Way, South Chesapeake

$590,000
4 Beds 3.1 Baths 10640587 MLS
A new price makes this beautiful Culpepper Landing home well worth another look! Welcome to this beautifully maintained 3-story home in the sought-after Culpepper Landing community, where thoughtful design meets everyday comfort. The open floor plan is filled with natural light and showcases original builder upgrades throughout. Offering 4 bedrooms and 3.5 baths, including a private third-floor suite with its own full bath, this home provides the flexibility today's buyers are looking for whether you need space for guests, a home office, or multi-generational living. Enjoy all that Culpepper Landing has to offer, including a pool, a clubhouse, fitness center, playgrounds, walking trails, and beautifully maintained common areas, all with a low monthly HOA. Conveniently located near shopping, dining, military bases, and major interstates, you'll love the combination of space, convenience, and community. If you've been waiting for the right home in Culpepper Landing, now is the perfect time to schedule your tour and see everything this home has to offer.

708 Canoe St, South Chesapeake

$685,000
4 Beds 2.1 Baths 10640623 MLS
Welcome to 609 Shasta Drive! A thoughtfully designed property in the peaceful Flagstone Quay community. Inside, the open-concept layout features a spacious living room with an electric fireplace flowing into the dining area and gorgeous kitchen with marble countertops, tile backsplash, stainless steel appliances, gas range, large island, chef's sink, and walk-in pantry. Additionally you will find a private study, mudroom with built-ins, 9' ceilings on both levels, and first-floor LVP flooring. Upstairs features a versatile loft, laundry room, and generously sized bedrooms, each with a walk-in closet, including a beautiful primary suite with a custom closet and tiled shower. Home has been wired for whole home Ethernet. Outside, enjoy the wrap-around front porch, a fully fenced backyard with brand new in-ground pool, covered rear patio, and Tuff Shed for added storage. Pool is equipped with a premium Dryden Aqua® Activated Filter Media filtration system imported from Europe. Tour today!

609 Shasta Drive, South Chesapeake

$449,000
5 Beds 2.1 Baths 10640523 MLS
Full appliance package (including washer/dryer & refrigerator) on all existing inventory! Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,762 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

901 Railroad Avenue, Central 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.