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$769,900
6 Beds ⋅ 3 Baths ⋅ 10639770 MLS
Beautiful all-brick, two-story home tucked away on a quiet cul-de-sac with a huge fully fenced backyard and new 10x16 storage shed! Features include a grand two-story foyer, formal dining room, private office/study, open living area, and dream kitchen with gas range, double ovens, stainless steel appliances. New Maytag dishwasher, new garbage disposal, granite counters, island with beverage fridge and wine rack. 7 channel surround sound connected to living room, primary bedroom, and media room. First-floor bedroom and full bath offers flexible living. Upstairs includes a spacious primary suite with 3 walk-in closets, additional bedrooms, media room, laundry, and more. Built in generator, tankless gas water heater, sprinkler system, and a 2-car garage!

237 Castleberry 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
$595,000
5 Beds ⋅ 2.1 Baths ⋅ 10639614 MLS
Use preferred lender and get Home Inspection and Appraisal paid for. Welcome to your new home! Tucked away on a quiet, private cul-de-sac in the highly desirable Miller's Run neighborhood, this beautiful property is completely move-in ready and waiting for its next chapter. Whether you love to entertain or simply want a private everyday retreat, this house delivers. The spacious backyard is a true summer paradise, featuring a gorgeous in-ground saltwater pool absolutely perfect for cooling off, relaxing, and making memories on hot days. Fresh & Modern Upgrades: Step inside to find brand new flooring throughout, giving the home a clean, updated feel from the moment you walk through the door. Outdoor Living Spaces: Enjoy your morning coffee on the brand new front porch and host weekend BBQs on the spacious, brand new backyard deck. Flexible Layout: With 5 total bedrooms, you have all the space you need. The convenient first-floor bedroom is easily adaptable and makes an ideal quiet home office or guest room. Schedule your private tour today!

3404 Louise James Court, South Chesapeake
$650,000
4 Beds ⋅ 2.1 Baths ⋅ 10639495 MLS
BACK ON MARKET! Welcome home to this beautifully maintained ranch located on over an acre in the highly desirable Hickory area. Situated on a quiet cul-de-sac, this 4-bedroom, 2.5-bath home offers the perfect combination of space, comfort, and modern efficiency. Major updates include a newer geothermal heating and cooling system, new water heater, whole-home water filtration system, and a roof that is approximately 5 years old. Additional features include a generator hookup and a dedicated 30-amp outdoor RV/camper plug, providing convenience and preparedness for a variety of lifestyles. The oversized 3-car attached garage offers ample storage and workspace with an unfinished room over the garage. As well as an additional 2 car garage for extra storage! Relax on the conditioned porch and enjoy the privacy of the yard backing to mature trees. Inside, you'll find spacious living areas, a family room with a fireplace, large dining room and an inviting eat-in kitchen with new cabinets and quartz counter tops. A rare opportunity to own a one story, country-style living, well-maintained home in one of Chesapeake's most sought-after communities and school districts.

1337 Barbara Court, 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
$580,000
4 Beds ⋅ 2.1 Baths ⋅ 10639410 MLS
Custom Built, single owner home in sought after Grassfield section of Chesapeake! Pride in ownership in quiet neighborhood. Peaceful yard backing up to quiet marsh and tidal water from the Elizabeth river. Sitting far off the street with a pond as one of your neighbors offers lots of privacy. Gas furnace and fireplace replace in 2025, all appliances replaced within last 10 years. refrigerator and custom cabinets in garage do not convey, work bench does convey.

504 Dorothy Court, South Chesapeake
$1,150,000
6 Beds ⋅ 3.1 Baths ⋅ 10639257 MLS
Nestled in the heart of Great Bridge a fully remodeled home in a coveted 12 house cul de sac neighborhood. This custom built home redefines elevated living. The grand staircase entrance flows seamlessly into the dining and living spaces. The kitchen featuring a 12 foot quartz island and new stainless appliances is any chefs dream. The primary suite is a private retreat with spa-inspired bath featuring two walk in closets. Access the second living level from either of the two staircases. Home has five upstairs bedrooms and two full bathrooms. There is room for everyone. Parking is a breeze with the 3 car attached garage and extended driveway. Book your private showing today.

520 Youngstown Court, South Chesapeake
$269,000
3 Beds ⋅ 2 Baths ⋅ 10638533 MLS
Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls & fresh paint throughout. HVAC replaced in 2016; serviced in 2026. Kitchen features granite countertops, stainless steel appliances, pantry, great cabinet space, and a convenient bar area. Rare first-floor bedroom with full bathroom. Upstairs includes 2 additional bedrooms, including spacious primary suite with vaulted ceiling, walk-in closet, wide vanity area, and private bath with tub. You will also love the extra closets and storage throughout. Riverwalk community offers a beautifully maintained setting with ponds, green space, a community pool, a playground, and wonderful amenities. 2 assigned parking spots for your cars, with the option to obtain an extra 3rd spot if needed. Convenient to shopping, dining, interstate access, parks, and Chesapeake favorites, while still feeling tucked away and peaceful. Some photos have been virtually staged/enhanced to help buyers visualize the property’s potential. Schedule your private showing today!

1414 Loose Strife Place, South Chesapeake
$545,000
5 Beds ⋅ 2.1 Baths ⋅ 10638238 MLS
Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining, summer barbecues, or peaceful evenings under the stars. The bedrooms are spacious, while the primary bedroom features tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Conveniently located near shopping, dining, and major commuter routes while still enjoying the privacy of a cul-de-sac setting. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. This is a must see!

402 Undershot Court, South Chesapeake
$659,000
5 Beds ⋅ 3 Baths ⋅ 10637866 MLS
Rare opportunity for new construction in an established neighborhood by East Coast Development, a local award-winning builder. Seller will contribute up to $10,000 towards your closing cost /or rate buydown with seller’s preferred lender. Situated on a beautiful 1.5-acre cul-de-sac lot, this home features a first-floor bedroom with full bath, plus 3 additional bedrooms and a spacious flex/media room that can serve as a 5th bedroom. Interior highlights include luxury vinyl flooring on the main level, ceramic tile in baths, carpet in bedrooms, granite countertops, and an appliance package. The open floor plan is designed for easy living and entertaining. Additional features include a 2-car garage with opener. Conveniently located near the Rt. 168 Bypass and Hanbury Road exit, with access to highly regarded Great Bridge schools. Estimated completion end of July.

201 Kendra Court, South Chesapeake
$685,000
5 Beds ⋅ 3 Baths ⋅ 10637618 MLS
Built in 2021, the home welcomes you with a covered front porch, an inviting entryway, and a formal dining room. Just off the large living room, highlighted by a gas fireplace with tile surround the chef’s kitchen features a large center island with sink, granite countertops, built-in double ovens, white shaker cabinets, tiled backsplash, pantry, eat-in area, and Frigidaire appliances. Luxury vinyl plank flooring spans the main living areas, mudroom, first-floor bedroom, and secondary baths. Upstairs, the spacious primary suite showcases tray ceilings, recessed lighting, and a spa-inspired bath with ceramic tile floors, double vanity, freestanding soaking tub, full tile shower, and private water closet. The four large bedrooms share a huge bathroom with double vanity. The finished room over the garage is complete with a large closet and access to the walk-in attic with additional storage. Custom upgrades include board-and-batten gables, craftsman-style trim, 220 fast charging station and well pump in the garage, and oversized windows that flood the home with natural light. Outside, enjoy a covered patio overlooking the expansive backyard and side yard, complete with a basketball court and storage shed. Come tour your next home!

200 Heron Bay Lane, South Chesapeake
$750,000
5 Beds ⋅ 4 Baths ⋅ 10636961 MLS
Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive primary suite serves as a private retreat with a cozy fireplace and luxurious space to unwind. Come outside to the deck overlooking the fenced backyard, perfect for relaxing, entertaining, or enjoying outdoor activities.

915 Shelter Rock Lane, 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
$624,500
4 Beds ⋅ 2.1 Baths ⋅ 10633917 MLS
Move-in ready in the Grassfield school district! This 4-bedroom, 2.5-bath home sits on a cul-de-sac and features an open floor plan with the primary bedroom + flex bonus room on the first floor. Upstairs, is an open loft and walk-in attic, offering great extra living and storage space. Recent updates include a refreshed, fully remodeled kitchen in 2020, primary bathroom in 2022, and LVP flooring throughout the first floor in 2024. Windows are less than 10 years old, and a clear termite and moisture letter with proof of treatment adds peace of mind. A well-maintained, move-in ready home waiting for its new owners!

200 Pine Island Quay, South Chesapeake
$729,000
4 Beds ⋅ 3.1 Baths ⋅ 10632479 MLS
Gorgeous custom-built home by award winning builder. Loaded with upgrades and fabulous features. Dramatic foyer with cathedral ceiling, hand crafted circular staircase, and electronic chandelier that lowers for easy cleaning. Gourmet kitchen with custom cabinets, granite counters, stainless steel appliances, and reverse osmosis water filtration. Luxurious master suite with panned ceiling and rope lighting set in crown molding. Huge in-law suite with private bath. Open and flowing floor plan with large rooms throughout. Drive through portico leads to rear loading 2 car garage and additional parking. Assumable loan. Conveniently located to interstate, shopping, and dining. Come see this gorgeous custom house and make it your next home!

401 White Egret Cove, South Chesapeake
$929,223
4 Beds ⋅ 4.1 Baths ⋅ 10631086 MLS
NEW DESIGN!! You have asked and we have answered! The Miles offers all the spaces in just the right places! Office and dining on first floor. Dining could be second office! Bedroom and full bath on the first floor. Mudroom with optional cubbies available. Powder room off garage for the quick break from running around this open 3 acres. Second floor has 3 secondary bedrooms. Two of these bedrooms have a bath connected! Third bedroom has direct access to a full bath. The loft makes for a great gaming area and is situated away from the primary. The primary. WOW! huge sleeping space, extra spacious walk in closet, and a roomy ensuite! The laundry is a dream space and can even have a door connected directly from the primary bath. Call today to learn more about interactive floor plan, personalization options, and trusted lender incentives!

2868 Raccoon Trail, South Chesapeake
$858,253
4 Beds ⋅ 3.1 Baths ⋅ 10631080 MLS
Live in a Lee model! What makes this one so unique - 1+acre homesite, on a cul-de-sac! This popular design features primary bedroom on the first floor with spacious ensuite that boasts tile shower surround, dedicated water closet, and huge walk in closet! Need more space in your primary bedroom - there is an optional sitting room extension! The open layout is cozy enough for an evening in or invite your friends and family over to grill out! The second floor has a bedroom with an attached bath and large walk in closet. The loft makes for a spacious gaming area or home office. Two additional bedrooms and a bath complete the second floor. Available options include - walk out attic, additional bedroom, additional bath, 3rd car garage, covered/screened porch, @9 ft x 6 ft walk in pantry, dual primary, multigen, and so much more!! The Design Center allows you to bring your home to life by tailoring your colors, materials, and features to your specific needs!

1501 Cedarville Court, South Chesapeake
$479,972
3 Beds ⋅ 2.1 Baths ⋅ 10630789 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over 3/4 of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances.Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The expansive backyard offers endless possibilities, with plenty of room to add a pool, garden, or outdoor living space—all enhanced by attractive fencing.Enjoy a tucked-away, private setting while still being just minutes from shopping, interstates, and military bases. This home truly offers the best of space, style, and location. NEW PAINT and CARPET, Seller to Provide 5 K CLOSING COST ASSISTANCE on a full price offer when using the Seller's Attorney for closing.

1121 Kinderly Lane, South Chesapeake
$899,900
4 Beds ⋅ 3 Baths ⋅ 10628443 MLS
Introducing The Ballahack, a thoughtfully designed new construction home offering a layout that immediately stands out. This impressive floor plan blends functionality with refined style, featuring a chef's kitchen that anchors the main living space and is great for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered porch, great for relaxing or hosting. The private primary suite provides a quiet retreat, thoughtfully positioned for comfort and privacy. Built with flexibility in mind, this home can be tailored to suit your lifestyle, or take it a step further and collaborate directly with the builder to design a fully custom home. A rare opportunity to create something truly special.

MM Carley (The Ballahack) Court, South Chesapeake
$999,900
5 Beds ⋅ 3.1 Baths ⋅ 10628432 MLS
Introducing The Grassfield, a beautifully crafted new construction home designed with both style and everyday livability in mind. This well-planned floor design offers a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, great l for gathering, entertaining, and daily living. The private primary suite is thoughtfully positioned to provide a comfortable and quiet retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. Designed with versatility in mind, buyers can personalize selections to suit their style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build something truly your own.

MM Carley (The Grassfield) Court, South Chesapeake
$859,900
4 Beds ⋅ 3.1 Baths ⋅ 10628417 MLS
Introducing The Albemarle, a thoughtfully designed new construction home that blends modern comfort with timeless appeal. This versatile floor plan offers an inviting layout with a natural flow between living spaces, centered around a well-appointed kitchen that's great for both everyday living and entertaining. The primary suite is privately situated, creating a peaceful retreat with a focus on comfort and functionality. Designed with flexibility in mind, buyers have the opportunity to personalize finishes and selections, or take it a step further by working directly with the builder to create a fully custom home tailored to their vision. A distinctive opportunity to build something truly your own.

MM Carley (The Albemarle) Court, South Chesapeake
$624,950
5 Beds ⋅ 3 Baths ⋅ 10628976 MLS
This is the one to see $40K kit. w/waterfall quartz counters, soft close cab. all 2023, ss appliances and new LVT flooring dwn, new carpet up, Quartz FP front & crown dwn, New sliding glass door to SR, $30K in windows 2023, multi use insulated shed with mini split, new HW heater, new light fixtures, new add driveway 2023, garage door, attic stairs, toilet in hall, outlet & light switches to safety, roof 2018, new paint through out, air vents, rear gutters, a must see in cul-de-sac and more...

441 Chandler Drive, South Chesapeake
$845,915
3 Beds ⋅ 2 Baths ⋅ 10628903 MLS
Discover the Whitehurst, a stunning new ranch-style design situated on a premier 3 acre homesite. Home Highlights: Enjoy the outdoors year-round with an included rear covered porch. This floor plan is designed for flexibility. Need more space? An entire second floor can be added and customized to create: Dual Primary Suites or a bonus room, as well as a 5-bedroom layout. Abundant Storage: Includes a convenient walk-out attic. Personalization: Meet to tailor the finishes and options to your specific needs and lifestyle. Don't just imagine it—experience it! This floor plan is currently available to tour in a nearby community so you can see the quality firsthand.

MM Beaver Dam (Whitehurst - Homesite B-1-1) Road, South Chesapeake
$759,900
4 Beds ⋅ 3 Baths ⋅ 10626511 MLS
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 first-floor primary suite with flexible options to expand, choose up to 5 bedrooms plus a media room to suit your lifestyle. Select from several thoughtfully designed plans or meet with the builder to create a fully customized home tailored to your vision. Exceptional standard features set this community apart. Call today!

3710 Carley Court, South Chesapeake
$775,500
3 Beds ⋅ 2 Baths ⋅ 10623022 MLS
Discover the Whitehurst, a stunning new ranch-style design situated on a premier 1.2-acre homesite. This exceptional property offers a serene lifestyle w/ both water & wooded views, complemented by community walking trails. Home Highlights: Enjoy the outdoors year-round with an included rear covered porch. This floor plan is designed for flexibility. Need more space? An entire second floor can be customized to create: Dual Primary Suites or a bonus room, as well as a 5-bedroom layout. Abundant Storage: Includes a convenient walk-out attic. Personalization: Meet to tailor the finishes and options to your specific needs and lifestyle. Low-Maintenance HOA: The Homeowners Association covers common ground maintenance only, keeping your overhead low while protecting community aesthetics. Don't just imagine it—experience it! This floor plan is currently available to tour in a nearby community so you can see the quality firsthand.

MM Racoon (Whitehurst - Homesite 16-1) Trail, South Chesapeake
$639,777
4 Beds ⋅ 3 Baths ⋅ 10618968 MLS
Stunning new construction ranch home by an experienced, award-winning builder! The popular Sandpiper model offers an open-concept main level designed for comfortable living and entertaining. The great room flows into the gourmet kitchen, featuring custom cabinetry, a large granite island, & stainless steel appliances. The primary suite is a private retreat with a generous walk-in closet & spa-inspired bath with LVT flooring, tub, tiled shower, double vanity, and private water closet. Two additional large bedrooms and a full hall bath are conveniently located on the main level. A fourth room situated over the garage includes its own full bath, making it ideal for guests, a home office, or bonus living space. Other features include a large utility room located just off the two-car garage, 9-foot ceilings, upscale LVT and carpet flooring, and an electronic fireplace with mantle. Large 1.7-acre lot close to interstates, schools and shopping.

2500 Deal's Creek Court, 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.