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1100 Walnut Neck Avenue, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10612555 MLS
You will love coming home to 1100 Walnut Neck Ave! A versatile flex space welcomes you at the front of the home great for an office, playroom, or formal living room alongside a separate dining room for gatherings. The open-concept kitchen has quartz countertops, stainless steel appliances, and a stylish tile backsplash, all overlooking a spacious living room complete with a cozy gas fireplace. Brand-new carpet. The primary suite features a tray ceiling, walk-in closet, updated bath with a marble-tile shower, soaking tub, and double vanity. Upstairs, you'll find three additional bedrooms and a full bath. The incredible sunroom and paver patio wonderful for relaxing or entertaining. Convenient to the neighborhood playground, community pool, tennis courts, & soccer field gives easy access to fun & recreation. You will also find a great dog park nearby.

1100 Walnut Neck Avenue, South Chesapeake

1860 Millville Road, South Chesapeake
$582,000
5 Beds ⋅ 3 Baths ⋅ 10611946 MLS
**Open House this Saturday and Sunday, 12/20/25 & 12/21/25, from 12:00 to 3:00pm!** Seller is offering up to $5,000 in buyer concessions, which may be used toward a temporary interest rate buydown and/or other allowable closing costs with full price offer, subject to lender approval. This home is custom built, 5 bedroom, 3 bath, 1 bedroom on 1st floor with bathroom. Grassfield area of Chesapeake. Has & 1/2 acre for kids and animals to run and play. No neighborhood playground needed. Very long driveway for cars and RVS and kids to ride bikes. Inside has all granite tops, stainless appliances with lots of beautiful cabinets. All custom lighting and fans. Beautiful luxury vinyl on 1st floor. Exterior has durable beaded vinyl siding and huge backyard is totally fenced in for pets and children to play and privacy. Room for swings, trampolines with a deck for family cookouts.

1860 Millville Road, South Chesapeake

1112 Lady Ashley Drive, South Chesapeake
$385,000
4 Beds ⋅ 2.1 Baths ⋅ 10608669 MLS
Welcome Home to this inviting 4-bedroom, 2.5 bath home. Featuring 1st floor primary suite for convenience. Thoughtfully updated with a new HVAC (2025), fresh kitchen and bath flooring (2025) and a newer garage door opener, this home is truly move-in ready! The fenced backyard is perfect for pets, play or weekend barbecues, while the bright 2-story layout offers plenty of space to gather and relax. Just across the street enjoy peaceful walks at Oak Groove Park and only minutes away you'll find shopping, dining and entertainment. Quick access to interstates makes commuting easy with Chesapeake Regional Medical Center and military bases close by. Surrounded by parks, trails and just a short drive to VA Beach & the Outer Banks. This home blends comfort and community in one prefect package.

1112 Lady Ashley Drive, South Chesapeake

2801 Ballahack Road, South Chesapeake
$1,575,000
5 Beds ⋅ 3.1 Baths ⋅ 10587355 MLS
Stunning all-brick home on 4 acres with 5 bedrooms, 3.5 baths, 2 car attached garage and a 5-bay detached garage housing 7 automobiles with 1-bedroom guest quarters downstairs and a 2-bedroom apartment upstairs. The main house features hardwood floors, new quartz kitchen countertops, double oven, gas cooktop, and stainless steel appliances. 1st floor primary ensuite boasts a sizeable dressing room closet and renovated bath with freestanding tub, custom tiled shower, rain showerhead. Upstairs offers a second laundry room for the 4 additional bedrooms, two tastefully renovated bathrooms and new carpeting. The backyard oasis is comprised of palm trees, tropical landscaping, inground saltwater pool with diving board, brick pool house with antique 100 year old blown glass awning windows opening to accommodate a pass through bar on each side of the double doors, wood burning fireplace, and half bath. Outdoor brick grilling station, whole-house generator, tankless water and more! See MLS docs

2801 Ballahack Road, South Chesapeake

301 Lincoln Road, South Chesapeake
$405,000
4 Beds ⋅ 2.1 Baths ⋅ 10614037 MLS
Beautiful move-in ready 4-bedroom, 2 1/2 bath home with a 2-car garage on a large corner lot in sought out Great Bridge High School. Huge kitchen with eat-in breakfast area connected to large living room and dining/flex room. Upstairs includes a large primary bedroom with large walk-in closet and an ensuite bath, huge bedroom over garage, and two spacious bedrooms. New carpet (2025). Painted throughout (2025). Large deck with deck railing painted (2025). Front porch steps painted (2025). Garage door frame painted (2025). New inside doors (2025). Refrigerator and dishwasher (2024). Heat furnace (2023), Roof (2020), Water heater (2017). Energy Saving Solar Panels installed in 2025, significantly lower electric bills provide long-term savings and energy efficiency. Centrally located near shopping centers, schools, restaurants, & easy interstate access. You do not want to miss this one.

301 Lincoln Road, South Chesapeake

922 Chattanooga Street, South Chesapeake
$680,000
6 Beds ⋅ 3.1 Baths ⋅ 10599345 MLS
Step into style and space with this beautifully crafted 6-bedroom (7 with an easy upgrade), 3.5-bath gem in the heart of Grassfield. Built in 2023, this 3,236 sq ft smart home is serving open-concept luxury with sun-kissed natural light, energy-efficient systems, and bold, beautiful vibes throughout. The kitchen features a smart Samsung fridge, gas stove, convection microwave, and under-cabinet glow. First-floor bedroom? Perfect for the family or guests. Tech upgrades include smart plugs, cameras, and tankless water heater. The primary suite? Your sanctuary—with private access to a concrete patio made for entertaining, relaxing, or that dream hot tub. No HOA, highly sought after Grassfield High District, and close interstates, bases, and shopping. This is more than a house—this is your next chapter.

922 Chattanooga Street, South Chesapeake

1919 Doubloon Way, South Chesapeake
$450,000
3 Beds ⋅ 2.1 Baths ⋅ 10614565 MLS
This pristine, modern, beautifully designed villa features soaring ceilings and an architectural ceiling in the primary first floor bedroom creating an open concept design. The kitchen has granite countertops, while the HVAC, roof, and major systems approximately five years old. Enjoy oversized walk-in closets, file, and double sinks in the bathroom, and new private fencing for added privacy. A SimpliSafe alarm system and four Google Nest cameras convey with the home, and Englert gutter guard with lifetime warranty that conveys. All major systems well-maintained with records. This home has it all! Resort-style amenities include a clubhouse, pool, fitness center, playground and dog park. No flood insurance required. These Chesapeake villas offer primary first-floor suites, water views, Elizabeth River access, and a private beach.

1919 Doubloon Way, South Chesapeake

152 Downing Drive, South Chesapeake
$625,000
5 Beds ⋅ 3.1 Baths ⋅ 10614373 MLS
Welcome home to 152 Downing Drive in Chesapeake! This spacious 5-bedroom, 3.5-bath home invites you in with an open layout that flows effortlessly from the living room into a sun-filled sunroom and out to the back patio, great for everyday living and entertaining alike. The kitchen offers ample counter space and room to gather, making hosting a breeze. A generous primary suite features a private bath, while additional bedrooms provide flexible options for work, guests, or hobbies. Step outside to enjoy an above-ground pool, deck, and a pool house for added storage or outdoor fun. With ample parking and thoughtful indoor-outdoor living, this home checks all the boxes for comfort and convenience. Come see why this one feels just right!

152 Downing Drive, South Chesapeake

300 Windlesham Drive, South Chesapeake
$620,000
4 Beds ⋅ 3 Baths ⋅ 10613947 MLS
Welcome to 300 Windlesham Drive—a classic brick beauty in a sought-after custom community! Tucked away on a peaceful cul-de-sac, this home sits on a sprawling, tree lined lot with space to add your dream pool. Step inside to a bright, open layout designed for both comfort and entertaining. The heart of the home is a chef’s kitchen with quartz counters, a center island, and hardwood floors that flow into the foyer and living room. Relax in the sunroom or retreat to the primary suite with a cozy fireplace and a stunning spa-like bath. The finished room over the garage offers endless possibilities—5th bedroom, media room, or flex space—already plumbed for a wet bar. Energy-efficient 3-zone geothermal system with NEST and newer hot water heater (both replaced within 4.5 yrs). Clear moisture/termite letter provided by owner. Great Bridge HS District. Minutes to the Hanbury Road exit off Rt. 168.

300 Windlesham Drive, South Chesapeake

735 Wood Duck Lane, South Chesapeake
$500,000
4 Beds ⋅ 3 Baths ⋅ 10611054 MLS
Come see this all brick 4 bedroom 3 full bathroom home, on .70 of an acre with 2 docks & powered shed. The house is freshly painted throughout including the garage. New flooring upstairs and in the FROG. New gas stove and dishwasher, primary double sink vanity. Enjoy the screened-in porch with PEACEFUL views of the waterway, the large deck for entertaining, and extra large backyard with dream shed/workshop. The driveway and garage are large.Home is in very good condition, but priced well below market, and as-is for a quick sale. 2025 fresh paint, flooring, gas stove, dishwasher, updates to docks, new vapor barrier in the crawl. 2023 Upstairs and FROG flooring. 2022 water heater, upstairs HVAC. 2017 new shed with sub panel and electricity. Windows are original - needs new ballasts but they do open and close. Boat lift not operated in years and may require maintenance. Other than that this home has been very well maintained and in move in condition.

735 Wood Duck Lane, South Chesapeake

919 Captains Court, South Chesapeake
$195,000
2 Beds ⋅ 1.1 Baths ⋅ 10605154 MLS
Welcome home to this well-maintained 2-story townhouse offering 2 spacious bedrooms and 1.5 baths. Enjoy a bright, open layout with a cozy breakfast area for morning coffee and casual dining. The private fenced yard provides the space for pets, gardening, or outdoor relaxation. Convenient off-street parking adds ease to your daily routine. Nestled in a prime location near Greenbrier Mall, shopping, dining, and major highways, this home combines comfort and convenience at an unbeatable value. HUD Case# 541-768621 IE (Insured Escrow), Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. Make sure to ask about the 3D True Immersive Virtual Tour. Check it out today!

919 Captains Court, South Chesapeake

3017 Guenevere Drive, South Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10613783 MLS
Welcome home to this charming ranch-style property in the heart of Chesapeake’s Deep Creek community. Featuring 3 bedrooms and 2 full bathrooms, this home offers comfort, convenience, and thoughtful updates throughout. Spacious living and dining areas are filled with natural light, amazing for everyday living and entertaining. Luxury vinyl plank flooring flows throughout, creating a clean, modern feel, while the updated bathrooms add a fresh, stylish touch. The functional layout is easy to love, with a bright sunroom that extends the living space and overlooks the backyard. Outside, the patio provides an inviting setting for outdoor dining or quiet mornings. Major updates include a brand-new roof. The location is hard to beat, just a short distance to the elementary school, Camelot Community Center, and neighborhood park, with shopping, dining, and major routes nearby. 3017 Guenevere Drive is a move-in-ready opportunity in an established Chesapeake neighborhood.

3017 Guenevere Drive, South Chesapeake

945 Saddleback Trail Rd, South Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10612575 MLS
This move-in-ready home has it all! Meticulously maintained, this 4-bedroom, 3-bath beauty offers 2,036 sq ft of style and comfort in the heart of Great Bridge. Inside, you’ll enjoy updated bathrooms, fresh finishes, custom built-ins, and thoughtful touches throughout. Whether you love to entertain or prefer a quiet place to unwind, this home delivers. The open, inviting layout is as functional as it is beautiful, and the pride of ownership shows in every detail. Step outside to your own private retreat featuring a Trex deck, fire pit area, and a stunning in-ground pool, great for relaxing or hosting friends and family.Recent improvements include new siding (Dec 2024), an encapsulated crawl space (2019), new attic insulation (Dec 2024), Tankless water heater (2019) and the addition of a full bathroom in the finished upstairs bedroom (Dec 2022). Assumable VA loan at 2.5% interest.

945 Saddleback Trail Rd, South Chesapeake

604 Caleb Drive, South Chesapeake
$491,625
5 Beds ⋅ 3 Baths ⋅ 10614316 MLS
Welcome to this beautiful brick traditional home in the heart of Wilson Heights, located in a sought-after school district. Major upgrades include a new roof (2022), Simonton double-hung replacement windows throughout (2025), partially encapsulated crawlspace with dehumidifier (2025), and a two-zone HVAC system with updates completed in 2023 and 2025. Bathrooms feature a new walk-in shower and soaking tub. The home offers a two-car garage, extended driveway, and gated backyard access. Interior highlights include a bright kitchen with white cabinetry, tile flooring, eat-in area, and dining room with gas fireplace. A first-floor bedroom and full bath add flexibility. The finished room over the garage serves as a bonus room or fifth bedroom, making this a five-bedroom, three-full-bath home. Enjoy a large fenced backyard. Active termite warranty with clear termite and moisture reports provided. Square footage per seller.

604 Caleb Drive, South Chesapeake

1000 Lil Walnut Lane, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10601444 MLS
Welcome to Sommerton..this end unit condo offers private location..beautiful transoms & millwork throughout! Easy flowing floor plan featuring gourmet kitchen with granite, gas range, wine frig & breakfast nook that opens to spacious family room with gas fireplace & plenty of windows for plenty of natural sunlight! Gleaming hardwood floors & gorgeous crown molding flow throughout the downstairs with 10 foot ceilings to the formal living room with built-ins, & dining room. Upstairs are 9 foot ceilings, spacious primary suite with gas fireplace, his & her closets outfitted by Closet Factory...Spacious primary bath with his/her vanities, walk-in shower, & jetted tub. No waiting for hot water in this home...on demand hot water throughout! 2 additional spacious bedrooms complete second floor. Finished room over the garage offers 4th bedroom/flex room, workout room. Private patio off kitchen & custom plantation shutters throughout complete this meticulously maintained beauty!

1000 Lil Walnut Lane, South Chesapeake

917 Mount Pleasant Road, South Chesapeake
$402,000
3 Beds ⋅ 2 Baths ⋅ 10598581 MLS
Come see this beautifully renovated 3-bedroom, 2-bathroom home, nestled on a spacious 1-acre lot. Completely renovated with brand-new installations throughout, including HVAC, furnace, ductwork, windows, doors, roof, flooring, and vinyl siding.NEW Kitchen: Fully updated kitchen featuring granite countertops, stainless steel appliances (refrigerator, dishwasher, range, microwave) Stylish Bathrooms: Both bathrooms have been meticulously updated with new showers/tubs, toilets, and vanities. New lighting fixtures, ceiling fans, and water heater. Beautiful 1 acre lot includes new double driveway pad and partially fenced in driveway area. Feels like country living with all the amenties and local establishments nearby.

917 Mount Pleasant Road, South Chesapeake

229 Vanette Drive, South Chesapeake
$532,000
4 Beds ⋅ 3 Baths ⋅ 10615900 MLS
This brick ranch offers a flexible and unique layout. With designer touches like exposed beams in the kitchen! Beautiful quartz countertops, a custom island and cabinets for your smaller appliances plus undermount sinks with a commercial-style faucet. And that fireplace with its arched opening makes a lovely statement! A true multi-generational home including a 416 sf in-law/guest suite/den with full bath, kitchenette and private entrance. The possibilities for this space are endless. The oversized finished room over the 2-car garage doubles as a 4th bedroom or whatever you need it to be. Plus, note the low-maintenance brick and fiber-cement exterior, and a brand new roof in 2025! There's plenty of room in the huge, fully fenced backyard with a large deck for a pool, workshop or outdoor entertaining. Don't miss this opportunity in the heart of Great Bridge!

229 Vanette Drive, South Chesapeake

1303 Tigertail Drive, South Chesapeake
$255,000
2 Beds ⋅ 2.1 Baths ⋅ 10612293 MLS
Beautiful 2-bedroom, 2.5-bath condo in a fantastic Chesapeake location! This well-maintained home features a new roof (2022) and an inviting layout with plenty of natural light. Both bedrooms are true suites, offering their own attached bathrooms for comfort and privacy. One suite even includes a spacious walk-in closet. Upstairs you’ll also find an additional flex space; perfect for a home office, reading nook, playroom, or hobby area. Enjoy the convenience of having the community pool right next door, providing easy access to relaxation and recreation. With comfortable living areas and close proximity to shopping, dining, and interstates, this condo delivers the best of low-maintenance living in a prime location. The association amenities include water, sewer, trash pickup, pool, clubhouse, ground maintenance, and the condo insurance policy. Don’t miss this great opportunity in a sought-after community!

1303 Tigertail Drive, South Chesapeake

1836 Carrera Ridge, South Chesapeake
$740,000
5 Beds ⋅ 3.1 Baths ⋅ 10611748 MLS
Loaded with upgrades 2 story,5 bedroom ,3 1/2 bathrooms and extra loft .Ceramic and LVP flooring.Built in surround sound system , window blinds and treatments. Open floor plan with gas fireplace in the family room. The gourmet kitchen stainless steel appliances, features extended size quartz counter tops , gas stove, double oven and modern kitchen hood vent and upgraded cabinetry with farmhouse barn door. Second floor primary suite high ceiling , double vanity bathroom with ceramic tiled shower. Modern style laundry room with new washer & dryer to convey. Professionally installed wall paper in half bath and upgraded signature sink. Wall shiplap modern receiving room. Stunning new chandelier all throughout. Inlaw suite downstairs with private full bathroom. Security alarm system. Upgraded covered patio with water proof outdoor deck tile.Has backyard discovery play set for growing families. Solar efficiency saver assumable with this purchase

1836 Carrera Ridge, 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.

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