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$715,000
6 Beds 3 Baths 10654725 MLS
Your weekends just got an upgrade at 728 Angel Wing Drive! Located in the sought-after Grassfield school district, this meticulously maintained home offers 5 bedrooms, 3 full baths, and a media room that could serve as a 6th bedroom. A first-floor bedroom and full bath are ideal for multigenerational living or guests, while a space for a home office and formal dining room add flexibility. Your private backyard oasis features a saltwater pool, spacious patio, and pergola overlooking peaceful woods with no rear neighbors. Perfect for poolside afternoons and football Sundays! The oversized garage includes shelving and a dedicated workspace. Freshly painted inside and out within the past 3 years and cared for by just two owners, this home also features a whole-house water softener, separate drinking water system, and 32 fully paid-off solar panels for potential monthly energy savings. Thoughtful upgrades, exceptional outdoor living, and room for everyone. Your next chapter starts here!

728 Angel Wing Drive, Chesapeake

$625,000
5 Beds 3.1 Baths 10654210 MLS
Space, space and more space! With over 3,600 square feet, this HOME gives you room to spread out, work, gather and entertain. Hardwood floors flow throughout the majority of the home, while the spacious kitchen features granite countertops and stainless steel appliances. Do you work remotely? There’s a private first-floor office, too. Outside, enjoy an in-ground saltwater pool, Trex deck and gazebo for pool days, cookouts and relaxing at home. And there’s more—the detached garage is ideal for a workshop, hobby space, teen retreat or extra storage. Pool, detached garage, first-floor office, cul-de-sac and no HOA—all wrapped into one very spacious home. If space and flexibility are at the top of your list, this one deserves a look!

803 Gresham Way, Chesapeake

$565,000
5 Beds 2.1 Baths 10654262 MLS
Charming, Spacious and Functional Living throughout this ultimate retreat in the heart of Grassfield! Nestled in a quiet 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. New light fixtures, New Ceiling Fans, New Vanity, New Flooring & Carpet, Fresh Paint. The Wide open kitchen is equipped w/ granite countertops, SS appliances, kitchen island and new tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining. First Floor Bedroom or Office with Primary bedroom featuring tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Located near shopping, dining, and major commuter routes. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. Large Open Floor Plan and Completely Move-In Ready...This is a must see!

402 Undershot Court, Chesapeake

$635,000
4 Beds 3.1 Baths 10653860 MLS
Welcome home to this beautiful brick home, ideally situated on a large corner lot in a cul-de-sac in Chesapeake’s desirable Cedarwood community. Offering more than 3,000 square feet, this move-in-ready home features an open, light-filled floor plan with tall ceilings and gorgeous wood flooring. The spacious kitchen flows seamlessly into the living area, creating the perfect setting for entertaining. Relax beside the wood-burning fireplace surrounded by charming built-in shelving, or enjoy the backyard with its generous deck, gazebo and delightful garden house. Two primary bedrooms with private full baths provide wonderful flexibility for guests or multigenerational living. Other highlights include updated bathrooms, upgraded windows and architectural shingles. New refrigerator installed in 2026. All appliances convey. A two-car attached garage and additional street parking, conveniently located near shopping, dining and sought-after Chesapeake schools. Schedule your private tour today!

808 Bay Laurel Court, Chesapeake

$675,000
10653549 MLS
Great and rare opportunity in the southern countryside of Chesapeake. 42.4 acres with about 28 acres cleared and ready for your custom home in a quiet country atmosphere. This property is great for that custom home you have been waiting to build. It would also make a nice horse farm or the family compound you have been dreaming of. To the rear is 14 acres of tall timber and borders 1,000 acres of the Nature Conservancy. Cornland Park, a municipal property, is the neighbor to the west with beautiful tall timber also. Sit on your back porch and watch the wildlife. Road front of this property is zoned R-15s which may present opportunity for an additional building lot and also the possibility for "cluster" development as well. 339 feet of total road frontage. Grassfield and Owens school districts. Only minutes from schools, shopping, restaurants, banks, and a Hospital. Convenient to all of Hampton Roads.

42.4 Acres Benefit Road, Chesapeake

$357,000
3 Beds 2.1 Baths 10653187 MLS
PCS timing just right! Welcome to 1128 Sir Galahad Dr, an updated 3-bedroom, 3-bath Chesapeake home offering the flexibility, location, and lifestyle so many Hampton Roads buyers are looking for. Conveniently positioned near major commuter routes with easy access to Norfolk, Portsmouth, Virginia Beach, shopping, dining, and multiple military installations, this home makes getting around the region easy. Planning a PCS but not arriving until later this fall? This property offers a unique head start. Previously operated as a short-term rental and currently occupied by a long-term tenant through the end of November, the existing tenancy provides income in place during the transition and may help offset ownership costs before you’re ready to move in. It can also be a great fit for buyers looking for an approximately 60-day closing timeline. Inside, you’ll find an updated, move-in-ready interior with modern flooring, a refreshed kitchen featuring stainless steel appliances, generous cabinet and counter space, a fireplace, and comfortable living and dining areas. Large glass doors bring in natural light and lead directly to the backyard, creating an easy flow for everyday living and entertaining. The standout feature is your own in-ground pool! Whether you’re hosting friends, relaxing after work, or enjoying warm Hampton Roads days at home, the backyard adds a lifestyle feature that’s hard to beat. Whether you’re relocating to the area, planning ahead for your next move, or looking for a property with rental history and future flexibility, 1128 Sir Galahad Dr offers an uncommon combination of convenience, updates, rental potential, and a private pool. Secure your Chesapeake home now and make your move when the timing is right!

1128 Sir Galahad Drive, Chesapeake

$635,000
4 Beds 2.1 Baths 10653324 MLS
Located in the highly coveted Grassfield High School District, this beautifully maintained 2021-built home offers modern style, thoughtful design, and plenty of natural light. The bright, open floor plan features hardwood floors throughout the entire first floor and a desirable downstairs in-law suite and finished back room. The chef’s kitchen is the heart of the home, showcasing quartz countertops, a gas range, and a deep island providing generous seating and additional prep space. The primary bath continues the elevated finishes with quartz countertops, dual shower heads, and beautiful upgraded tile. A first-floor laundry room adds everyday convenience, while the spacious all-seasons screened-in porch creates the space to relax or entertain year-round. With its inviting layout, quality finishes, and abundance of natural light, this home offers the perfect blend of comfort and style. HUGE Inlaw suite as well for people looking.

2065 Shipyard Road, Chesapeake

$685,000
5 Beds 2.1 Baths 10652920 MLS
Welcome to a home where thoughtful design meets effortless comfort. Beautifully updated with brand-new LVP flooring, this inviting residence is enhanced by an impressive collection of custom upgrades. The primary suite features a California Closets custom system, while the office offers tailored shelving and storage. In the kitchen’s eat-in area, a dedicated dog station and additional pantry provide both style and everyday functionality. Step outside and discover a private backyard backing to peaceful woods, complete with a fire pit—for relaxing or entertaining under the stars. The screened-in porch offers another inviting space to unwind and enjoy your favorite show. With the neighborhood playground just across the street, this home blends privacy, convenience, and thoughtful details in all the right ways. A home this special deserves to be seen!

952 Checkerspot Way, Chesapeake

$409,000
4 Beds 2 Baths 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, Chesapeake

$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. **Bookshelves do not Convey**

1910 Hallmark Way, 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, Chesapeake

$619,000
4 Beds 2.1 Baths 10652797 MLS
Welcome to 311 Lancing Way! This beautiful 4-bedroom, 2.5 bath home in Chesapeake's desirable Grassfield area features a backyard oasis with a large, 33,000-gallon lagoon-style saltwater pool, 8-ft deep end, variable-speed pump, water feature, plumbing for a future waterslide/waterfall, and a buried pool drain line with pump-controlled discharge to the street. The pool is surrounded by a beautiful stamped concrete, complemented by a spacious screened porch with dual variable-speed fans, a poolside bar shed, and a garden shed with front and rear access. Inside, enjoy programmable dual-zone A/C with independently controlled thermostats and an automatic generator transfer switch. Parking for 4 cars, including an oversized 2-car garage, PLUS additional concrete parking for a boat or 2 more vehicles! No HOA fees! Conveniently located near Grassfield schools, shopping, dining, parks, major interstates, and military installations throughout Hampton Roads. Schedule your private showing today!

311 Lancing Way, 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, Chesapeake

$539,900
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, 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, Chesapeake

$869,000
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, 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.