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$998,895
5 Beds 3.1 Baths 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$650,000
5 Beds 2.1 Baths 10652716 MLS
Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, South Chesapeake

$989,900
4 Beds 3.1 Baths 10652733 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac) , only 10 lots on clear land bordered by mature trees as a backdrop. The primary opulent primary bath including an extra large closet and another large en suite are on the first floor along with a flex room. Our newest option is a "butlers kitchen" complete with full sink tucked just behind the well equipped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semicustom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be approved within the city. No main road lots here! If you are looking for new construction it a definite 'MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives be sure to ask for details. We have 1 acre 3 acre and a 20 acre lot

4020 Tucker Lane, South Chesapeake

$1,000,000
6 Beds 3 Baths 10652479 MLS
Open House Sat Sept 12 1-3pm. Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$629,000
4 Beds 2.1 Baths 10652508 MLS
Stunning, completely updated, and ready to impress! This house showcases like a model home with fresh paint, beautiful flooring, updated kitchen and baths, stylish lighting with dimmers, custom Closet Factory storage, new windows, new roof, and appliances less than 3 years old. The primary suite is a true retreat, featuring a closet to die for and a luxurious ensuite that feels like your own private spa. Step outside to your own private oasis on over half an acre, with an inground pool, Trex decking, gorgeous landscaping, and a brand-new fence. Just down the street from Grassfield schools and conveniently located near shopping, dining, and major interstates, making it easy to get anywhere you need to go. This home truly has it all—come see for yourself!

520 Leary Court, South Chesapeake

$549,900
4 Beds 2.1 Baths 10651217 MLS
Welcome to 2809 Cistern Circle! This beautifully maintained home offers spacious living areas, abundant natural light and a flexible floor plan for everyday living, entertaining and working from home. Dedicated space offers room for a home office, study, flex room or workspace. Smart Home Ready with Samsung SmartThings potential and compatible lighting, locks, cameras, thermostats, sensors and more. The living room features built-in surround sound, while the garage offers two additional 240V outlets. Enjoy a large fenced backyard, deck, patio and fire pit area. Community amenities include a pool, clubhouse, playground, picnic areas and green space. With a home office option, smart-home features, outdoor living, storage, flexible living space and neighborhood amenities, this move-in ready home is ready for its next owner!

2809 Cistern Circle, South Chesapeake

$430,000
3 Beds 2.1 Baths 10652100 MLS
Built in 2022, this beautiful townhome in Bryan’s Cove is truly move-in ready and offers a wonderful combination of space, comfort, and convenience. With three levels of living space, there’s plenty of room for everyone. The first floor includes a flexible bonus room that would make a great home office, workout room, playroom, or guest space, along with an attached two-car garage. The main level features an open floor plan with lots of natural light. The kitchen has granite countertops, stainless steel appliances, a large island, and plenty of space for cooking and gathering. The dining area opens to a private back porch, where you can sit and relax while enjoying the view of one of the community playgrounds directly behind the home. It’s especially nice to be able to keep an eye on the kids while they play. Upstairs, the spacious primary bedroom offers a tray ceiling, walk-in closet, and a double vanity in the primary bath. The additional bedrooms provide plenty of space for family, guests, or whatever fits your needs. Bryan’s Cove has so much to offer, with a clubhouse, fitness center, swimming pool, dog parks, playgrounds, pier, and docks. The location is also incredibly convenient to shopping, restaurants, military bases, and major interstates. If you’re looking for a newer, low-maintenance home with plenty of space, great amenities, and a backyard view that’s hard to beat, this is definitely worth seeing!

961 Gabion Way, South Chesapeake

$885,000
4 Beds 3.1 Baths 10651664 MLS
Enjoy peaceful country living on 3 beautiful acres, just 5 miles from all your city favorites. This immaculate light-filled 4-bedroom, 3.5-bath home offers 9ft ceilings, detailed crown molding, custom built-ins, a main-level primary suite with a full bath, plus a convenient first-floor laundry room and mudroom. The chef's kitchen features leathered granite countertops, custom tile backsplash, SS appliances, and a center island. Upstairs offers 3 additional bedrooms, a large loft, and a second primary suite with a full bath, standalone tub, dual vanity, and 2 large walk-in closets. Outdoors, enjoy a resort-style backyard with a fenced inground saltwater pool surrounded by stamped concrete and a gazebo. The property also features solar panels, 2 barns, raised garden beds, a playset, a fire pit, and an extended driveway with ample space for an RV or boat. A rare blend of privacy, upgrades, and convenience!

2517 Number Ten Lane, South Chesapeake

$610,000
4 Beds 2.1 Baths 10651226 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family-room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining.

1853 Rockwood Drive, South Chesapeake

$695,000
5 Beds 2.1 Baths 10651057 MLS
Don't miss this Beautiful & Spacious 5 bedroom 2.5 bath home in the Grassfield High Zone! Outside,Your private backyard oasis awaits you w/ Saltwater pool, patio,& 2 pergolas w/tables perfect for entertaining & making memories! Inside,the Foyer leads to living & dining room areas & a convenient 1/2 bath. Open Sunny kitchen w/ granite counters, a center island, pantry & eat-in nook flows to family room w/gas Fireplace. First-floor flex room off kitchen is ideal for office,gym, playroom or whatever your needs may be! Upstairs offers an expansive primary suite w/ dual-entry walk-in closet & spa-like bath,tiled shower & double vanity.You will also find add’l bedrooms,hall bath, Laundry Room & a Theater room ready for Movie nights that can be 5th bedroom. Paid-off solar panels, dual-zone HVAC, tankless water heater & 2-car garage. Dominion Meadows has 5 parks, 2 lakes w/ fountains & community events. Close to interstates, bases, Dining,Shopping& more!—Come see & make this Home Yours!

2209 Beeblossom Lane, South Chesapeake

$635,000
4 Beds 2.1 Baths 10650730 MLS
STUNNING STEPHEN ALEXANDER HOME IN THE GRASSFIELD SCHOOL DISTRICT! Situated on a large corner lot near the Elizabeth River, this exceptional home features a huge, oversized driveway, inviting front porch, and screened-in rear porch with Trex decking. Hardwood floors, surround sound, an open floor plan, and oversized rooms create impressive living and entertaining spaces. The kitchen offers granite countertops, stainless steel appliances, a large island, and a massive pantry. The family room showcases a gas fireplace and built-in bookcases. Upstairs includes a spacious room over the garage, laundry room with floor drains, and a primary suite featuring a soaking tub, double vanity, glass-enclosed shower, and private water closet. Enjoy nearby river breezes and tranquil outdoor living!

1826 Hazelwood Road, South Chesapeake

$840,000
6 Beds 4 Baths 10650808 MLS
Welcome to this fully renovated 6-bedroom, 4-bathroom home in the highly sought-after Grassfield community of Chesapeake. Completely rehabbed from top to bottom, the home features new appliances, modern fixtures, new flooring, fresh paint, and beautifully updated finishes throughout. Situated on an impressive 1.5-acre corner lot, this property offers one of the largest lots in the neighborhood with plenty of space for outdoor living, entertaining, and future possibilities. The spacious layout provides plenty of room for a large family, guests, or multi-generational living. With its extensive renovation, oversized lot, and desirable Grassfield location, this is a rare opportunity to own a move-in-ready home with space and style to match.

2602 Cecilia Terrace, South Chesapeake

$439,900
3 Beds 3.1 Baths 10650460 MLS
Welcome to 904 Stern Way – Bryan's Cove! This model home offers the space of single-family living with the convenience of a townhome. The lower level is full of possibilities, featuring a flex room with a full bath and walk-out access to the yard. The main level centers around a huge eat-in kitchen with a massive island, built-in double oven, granite countertops, and a pantry, flanked by a dining room on one side and a family room on the other. Step off the kitchen onto an 8x18' composite deck, designed for entertaining. Upstairs, two bedrooms with ample closet space share a full bath, plus a convenient upper-level laundry room. The primary suite impresses with a tray ceiling, walk-in closet, and a luxury bath featuring a double-bowl vanity, soaking tub, and separate shower with seat. Bryans Cove offers a private marina club, pool, clubhouse, docks, boat tie-off, beach access, fitness center, playground, and dog park.

904 Stern Way, South Chesapeake

$595,000
5 Beds 4 Baths 10650611 MLS
This meticulously maintained home in the sought-after Grassfield area of Chesapeake is waiting for you! Featuring 5 bedrooms and 4 full bathrooms, this spacious home offers plenty of room for everyday living and entertaining. The upstairs primary suite provides a relaxing retreat with two closets, a double vanity, stand-up shower, and garden tub. Three additional bedrooms and two full bathrooms complete the upstairs living space. The downstairs bedroom with an en-suite bathroom offers flexibility for guests, an in-law suite, or home office. The well-appointed kitchen features granite countertops, a breakfast bar, and updated appliances. The spacious living room is warmed by a gas fireplace, creating a cozy gathering space. A bright sunroom offers peaceful views of the wooded backyard, where mature trees create a private and tranquil setting. Don't miss the opportunity to make this home in the desirable Grassfield area your next home! Come see today!

705 Creekwood Drive, South Chesapeake

$799,900
4 Beds 2.1 Baths 10650499 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

$726,960
4 Beds 4 Baths 10649866 MLS
Under Construction Feb 2027 Delivery - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers' kitchen - Quartz counters, custom backsplash, Matte-finish GE Cafe appliance package, and custom range hood. Extensive upgraded HW flooring & 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscaping. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake

$995,000
5 Beds 3.1 Baths 10649252 MLS
Some homes simply stand apart. Behind the beautiful grounds awaits a property that is anything but ordinary. Set on over 3 manicured acres, the home impresses from the moment you enter with hardwood floors, soaring ceilings, wrought iron railings & a dramatic two-story family room anchored by a Travertine fireplace. The completely renovated gourmet kitchen is equally stunning. A luxurious first-floor primary suite offers a spa-inspired bath, dual custom closets & private office overlooking the backyard. Upstairs, discover three additional bedrooms, a massive family room & flex space. Outside feels like a private resort with an EZ Breeze sun porch, saltwater pool, expansive Trex decking, fire pit & gorgeous mature landscaping. Impeccably cared for & thoughtfully updated throughout this is a home with far more to discover- it's one that truly needs to be experienced! This is a home with far more to discover - it's one that truly needs to be experienced. Grassfield School District.

2044 Hallmark Way, South Chesapeake

$565,000
4 Beds 2.1 Baths 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

$434,900
3 Beds 2.1 Baths 10648817 MLS
Welcome to Bryan's Cove, where low-maintenance living meets exceptional community amenities in the heart of Chesapeake. This beautifully maintained townhome features a first-floor primary suite and an open-concept layout designed for both everyday living and entertaining. The kitchen offers stainless steel appliances, a pantry, peninsula seating, subway tile backsplash, and opens to the dining area and spacious living room highlighted by a custom floor-to-ceiling shiplap fireplace with floating wood shelving. The heated and cooled sunroom provides additional year-round living space, while luxury vinyl plank flooring, a custom frosted glass barn door leading to the primary bath, premium window treatments, and a smart thermostat add thoughtful style and convenience throughout. Outside, enjoy a fully fenced backyard with a stamped concrete patio, pergola, professional landscaping, and attached 2-car garage. Bryan's Cove offers resort-style amenities including a clubhouse, pool, fitness center, playgrounds, and access to the Elizabeth River, all with no flood insurance required. Conveniently located near shopping, dining, interstates, and military bases, this home is ready for its next owner. Incentives may be available through preferred partners. Contact listing agent for details and eligibility. Some photos are virtually staged.

1720 Barkadeer Cove, South Chesapeake

$935,000
5 Beds 3 Baths 10648261 MLS
Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

$449,900
3 Beds 2.1 Baths 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake

$645,000
4 Beds 2.1 Baths 10647705 MLS
Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an in-ground pool and TREX decking, installed in 2020. Additional updates include new windows and doors, installed in 2021. Complete with a two-car attached garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake

$425,000
3 Beds 2.2 Baths 10646321 MLS
Built in 2022, this move-in-ready end-unit townhome in the sought-after Bryan's Cove community offers the perfect blend of modern design, comfort, and convenience. This three-story home features a flexible first-floor bonus room ideal for a home office, gym, or guest suite, plus an attached two-car garage. The open-concept main level is filled with natural light and showcases a gourmet kitchen with granite countertops, stainless steel appliances, a large center island, and an adjoining dining area with access to a private balcony—perfect for relaxing or entertaining. Upstairs, the spacious primary suite features a tray ceiling, walk-in closet, dual vanities, a soaking tub, and separate shower. Enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, dog parks, playgrounds, pier, and docks. Conveniently located near shopping, dining, military bases, and major interstates, this low-maintenance townhome offers exceptional value and an unbeatable lifestyle.

1732 Defiance Drive, South Chesapeake

$435,000
3 Beds 2.1 Baths 10646107 MLS
The Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live—it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, 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.