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533 Scarborough Drive, South Chesapeake
$500,000
4 Beds ⋅ 2 Baths ⋅ 10615967 MLS
Well-maintained and recently updated home. Kitchen features quartz countertops, soft-close cabinets and drawers, and stainless steel appliances including an electric range, over-the-range microwave, and newer LG dishwasher. Upgraded LVP flooring runs throughout the main living areas, with carpeted bedrooms for added comfort. Spacious living room opens to the dining area and showcases a brick wood-burning fireplace with a custom rustic wood mantel. Fresh interior paint, new ceiling fans in all bedrooms, updated light fixtures, and a low-maintenance exterior. HVAC system and roof are approximately five years old, with new HVAC ductwork and vapor barrier. Sunroom overlooks the fenced backyard and offers flexible space not included in the home's square footage. Property also includes a large detached garage ideal for a workshop, ample concrete parking, and two storage sheds. Located in the Great Bridge schools district with convenient access to nearby amenities.

533 Scarborough 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

629 Creekwood Dr, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10610472 MLS
Welcome Home to this stunning 4-bed, 2.5-bath, 2,150 sqft waterview beauty! Enjoy breathtaking views from an open-concept kitchen and dining area featuring granite countertops, stainless steel appliances, a large island, and wall-to-wall windows overlooking the water. The flowing layout offers generous living spaces for gatherings and everyday comfort. Retreat upstairs to a spacious primary suite, complemented by three additional bedrooms. Updated baths, modern finishes, and exceptional natural light add to the warmth and charm of this home. Outdoors, a large backyard with peaceful water views for relaxing, entertaining, or creating lasting memories. An attached 2-car garage and extended driveway provide ample parking. Convenient to shopping, military bases, and schools. This rare waterview opportunity won’t last—make it yours today! This text has been generated by artificial intelligence.

629 Creekwood Dr, South Chesapeake

1413 Thistlewood Lane Unit 54, South Chesapeake
$500,000
3 Beds ⋅ 3 Baths ⋅ 10608836 MLS
One look and you will feel right at home in this highly desired "Charleston" with upgrades galore. Open floor plan features vaulted ceiling in huge great room with cozy gas fireplace, light and bright dining room, fresh paint and hard surface floors on main level. Nice kitchen with raised bar boasts an abundance of cabinets with beautiful quartz countertops. There are 2 bedrooms on main level including spacious master suite with sitting room/office. Convenient chair lift offers easy access to the FROG/3rd bedroom with full bath. Large covered front porch is the perfect place to enjoy your morning coffee. 55+ Lifestyle Community with Exercise Room, Pool, Fabulous Clubhouse with card and billiard tables, outdoor gathering area with grill and much more! This beauty will not last...schedule your tour today and start packing!

1413 Thistlewood Lane Unit 54, South Chesapeake

572 Akron Avenue, South Chesapeake
$500,000
4 Beds ⋅ 2 Baths ⋅ 10604655 MLS
Step into this beautifully updated 2,049 sqft home with tons of space and charm. The welcoming entry opens to a sunlit dining area and front room—lovely for a home office, home gym, or formal sitting. The cozy family room features surround sound speakers and gas fireplace, leading to a stunning kitchen with SS appliances, gas cooking, and a serene breakfast area. The spacious primary suite boasts a large walk-in closet and a newly renovated bath with a custom tile shower and beautiful vanity. Three additional large bedrooms include a versatile FROG with access to an expansive walk-in attic. Outside, enjoy a large deck, beautifully landscaped yard, & saltwater pool with new liner and pump (2024), all enclosed by a 6ft vinyl privacy fence. Recent upgrades include HVAC, Roof, and Water Heater as well as brand new vapor barrier, carpet, tile, lighting & fresh paint throughout. Complete with a 2-car Garage and located in a lovely neighborhood zoned for sought after Grassfield Highschool!

572 Akron Avenue, South Chesapeake

329 Barcelona Drive, South Chesapeake
$500,000
3 Beds ⋅ 2 Baths ⋅ 10602102 MLS
Discover this immaculate 3-bedroom, 2-bath home in Chesapeake, VA, offering stunning canal-front living with your own private dock—great for canoeing or john boat adventures. Enjoy the spacious family room with vaulted ceilings, and a four-season room that connects directly to the primary suite and family room. With 5 entry points and a charming wraparound porch, this home blends indoor comfort with outdoor charm. The detached 2-car garage and long driveway provide ample parking, plus additional street parking for guests. Whether you're entertaining or relaxing, this beautifully maintained home offers the ideal waterfront lifestyle in Chesapeake. Located near top-rated schools, shopping, and dining, it’s a rare find that won’t last long. Schedule your showing today and experience Chesapeake canal-front living at its best!

329 Barcelona Drive, South Chesapeake

1219 Fairway Drive, South Chesapeake
$499,900
4 Beds ⋅ 3 Baths ⋅ 10613573 MLS
Beautiful well cared for 4 bedroom home with nice open floor plan and two car garage. This home has a large covered front porch. The updated kitchen has beautiful granite counter tops, stainless steel appliances and a gas stove. This home has a huge primary bedroom with a full bathroom. It has updated LVP Flooring throughout most of home. Nice large bedrooms and another full bathroom. There is a finished room over the garage and a full bathroom next to it. The living room is nice and open and opens up to the kitchen. The home also has a nice sized dining room. The light fixtures, fans and hardware are all updated throughout. Nice backyard with a deck. Call today for a appointment to see this beautiful home!

1219 Fairway Drive, South Chesapeake

1949 Rockwood Dr, South Chesapeake
$499,900
4 Beds ⋅ 3 Baths ⋅ 10603480 MLS
Welcome to Summer Park! This 4-bedroom, 3-bath home in the sought-after Grassfield school district offers space, style, and convenience. The open floor plan with 9-ft ceilings creates an inviting flow, anchored by a cozy living room fireplace. The kitchen boasts granite countertops and stainless steel appliances, great for everyday living and entertaining. A downstairs bedroom with walk-in closet and full bath provides flexible space for guests or multigenerational living. Upstairs, retreat to the spacious primary suite with tray ceiling and large walk-in closet. The laundry room with cabinets and folding counter makes chores a breeze. Fresh carpet throughout adds comfort and style. Outside, enjoy a new deck and privacy fence—wonderful for gatherings and play.

1949 Rockwood Dr, South Chesapeake

808 Loblolly Court, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10595984 MLS
Your Backyard Oasis Awaits! Tucked away on a quiet cul-de-sac in Great Bridge, this home offers a true vacation-at-home lifestyle. Inside, you’ll find fresh paint throughout and an open, inviting kitchen with a sunny breakfast bay—the perfect spot to start your day while overlooking the pool and tropical backyard. From every room across the back of the home, you can enjoy the sparkling saltwater pool and lush landscape, creating a retreat-like atmosphere year-round. Step outside to your expansive deck (new in 2020), designed for gatherings, relaxation, and soaking in the peaceful views. Recent Updates Include: Backyard shed (2025), Garage door (2025), LVP flooring in dining, living, and foyer (2024), Refrigerator (2024), Pool pump (2023), HVAC (2022), Renovated primary bath (2022). Washer and dryer convey as-is. This Chesapeake gem in the Hickory School District combines resort-style outdoor living with thoughtful updates inside. Come see it in person—you’ll instantly feel at home!

808 Loblolly Court, South Chesapeake

900 Ricka Court, South Chesapeake
$499,000
4 Beds ⋅ 2.1 Baths ⋅ 10618027 MLS
Welcome home to this charming 4-bedroom, 2.5-bath ranch in the heart of Hickory/Great Bridge! Tucked away in a peaceful cul-de-sac, this home offers true one-level living plus a spacious room over the garage that can be used as a room, office, playroom, or anything you imagine. Step inside to beautifully updated hardwood floors and an inviting layout designed for both comfort and function. The updated primary bathroom gives your daily routine a fresh, modern feel. Outside, enjoy an oversized garage for extra storage or hobbies, and a large, completely fenced backyard for relaxing or entertaining. The stamped concrete patio with a built-in fire pit sets the stage for cozy evenings and memorable gatherings.With its thoughtful updates and prime location near conveniences, schools, dining, and more, this home blends practicality and personality in all the right ways. Come see how easy life can feel at this Hickory/Great Bridge gem!

900 Ricka Court, South Chesapeake

300 Big Pond Lane, South Chesapeake
$499,000
4 Beds ⋅ 2.1 Baths ⋅ 10615125 MLS
Welcome to this charming 4-bedroom, 2.5-bath home in the sought-after Sawyers Mill neighborhood of Chesapeake. Offering 2,327 square feet of well-designed living space, this home blends comfort and functionality. The spacious layout features inviting living areas filled with natural light, perfect for everyday living and entertaining. The kitchen flows seamlessly into the main living spaces, while the generously sized bedrooms include a private primary suite. Enjoy outdoor living in the fully fenced backyard, ideal for pets, play, or gatherings. A 2-car garage provides convenient parking and storage. Located near shopping, dining, parks, and major commuting routes, this home offers space, privacy, and an excellent location.

300 Big Pond Lane, South Chesapeake

748 Clearfield Avenue, South Chesapeake
$499,000
5 Beds ⋅ 3 Baths ⋅ 10606859 MLS
COME CHECK OUT THIS GORGEOUS 5 BEDROOM/3 FULL BATH HOME WITH LARGE MAINTENANCE FREE BACKYARD AND INGROUND POOL. THIS OPEN FLOOR PLAN AND DOWNSTAIRS BEDROOM/FULL BATH OFFER SO MANY LIVING OPTIONS AT JUST UNDER 2650 SQ. FEET. MASTER BEDROOM FEATURES VAULTED CEILINGS, BATHROOM WITH DUAL VANITY, SOAKING TUB, SHOWER AND WALK IN CLOSET. GRANITE COUNTERTOPS IN KITCHEN WHICH OPENS TO EAT IN DINING AREA, LIVING ROOM AND SLIDING GLASS DOORS WHICH OPEN UP TO AN AMAZING PATIO AND POOL AREA, GREAT FOR THOSE WHO LIKE TO ENTERTAIN. ROOM OVER THE GARAGE IS HUGE AND COULD BE USED IN SO MANY DIFFERENT WAYS. PROPERTY IS IN SUCH A CONVENIENT AREA WITH SHOPPING, INTERSTATES, GREAT RESTAURANTS AND MORE. MAKE YOUR APPOINTMENT TODAY!

748 Clearfield Avenue, South Chesapeake

1248 Saint Brides Road W, South Chesapeake
$499,000
4 Beds ⋅ 2.1 Baths ⋅ 10594448 MLS
Enjoy peaceful country living in this spacious 3-bed, 2.5-bath brick ranch on nearly half an acre in sought-after Chesapeake. This home features cathedral ceilings, hardwood floors, a cedar closet, and a dual-sided gas fireplace (owned propane tank). Recent updates include a 30-year architectural roof (2023), new HVAC system with attic and exterior units (2024), cleaned ducts, and a dehumidifier under a Bay Crawlspace contract. Relax or entertain in the 27’ round above-ground pool (2022) and fully fenced yard (2024). The attached garage and oversized driveway offer plenty of parking, with ample space for a boat or RV. The TVs in the family and Florida rooms convey. Tons of charm, space, and comfort inside and out—come see this gem in the heart of Chesapeake!

1248 Saint Brides Road W, South Chesapeake

1024 Vineyard Drive, South Chesapeake
$498,000
4 Beds ⋅ 2 Baths ⋅ 10610666 MLS
Come see this charming ranch style home in the sought-after neighborhood of Brandermill, that is all ready for it's new family! From the gleaming floors to the freshly painted walls, the sellers have made it easy for you to just move-in & unpack! This beautiful 4 bedroom home, situated on over a quarter-acre lot, has been well-maintained & loved by the previous owners for 28 years. All of the kitchen & bathroom countertops have been updgraded to Corian & all of the appliances stay with the home. Don't miss the incredibly large, multi-layered deck overlooking the spacious backyard & topped off with an amazing hot tub. With two storage sheds in the back (1 with a workbench) & a walk-in attic that runs the entire length & width of the home, there is no shortage of storage. The attached garage is fitted with it's own AC & Heat source & the home has designated spigots for deep well water access. Newer storm doors have been added to the front door & two back doors for more natural light.

1024 Vineyard Drive, South Chesapeake

535 Parker Road, South Chesapeake
$497,900
4 Beds ⋅ 2.1 Baths ⋅ 10599796 MLS
Beautiful, cozy home in the heart of popular Great Bridge! Brand new deck overlooks the unbelievable backyard oasis with lush landscaping, herb and butterfly gardens, pergola-covered eating area, wildflower area to attract birds, 2 sheds, and so much more. Sellers use all natural products on their lawn and garden. The house is wired for an external generator connection. Whole house attic fan for natural cooling. Beautiful home! Lots of "flex" space. An additional room off the primary bedroom can be a nursery, a super-big closet, private office, sitting room, etc. Cozy "TV" room upstairs off the FROG. So many possibilities in this well-maintained home!! Lots of space for a big family OR anyone who wants space for their hobbies, extra closet space, etc. You'll feel at home the moment you walk in the front door. Sellers very motivated, so let's make a deal; great new price, and closing cost assistance for buyers on an acceptable offer!

535 Parker Road, South Chesapeake

1028 Austin Drive, South Chesapeake
$497,000
4 Beds ⋅ 2.1 Baths ⋅ 10642093 MLS
This beautiful home features a spacious floor plan designed for comfortable everyday living and effortless entertaining. The main level showcases an updated kitchen, beautiful hardwood floors in the main living areas, a tiled hallway, powder room, kitchen, and an oversized laundry room for added convenience. Upstairs, you'll find four generously sized bedrooms. The finished room over the garage offers exceptional flexibility and can easily serve as a fourth bedroom, game room, media room, home office, or playroom to suit your needs. Step outside to a large, fully fenced backyard featuring an expansive deck that's perfect for cookouts, outdoor dining, and entertaining. With plenty of room for kids and pets to play, this backyard is the ideal setting for relaxing, gathering with friends, and creating lasting memories.Centrally located, this home is just minutes from Greenbrier Mall, major interstates, Chesapeake Regional Medical Center, shopping, dining, and everyday conveniences. Combining space, versatility, and an unbeatable location, this move-in ready home is ready to welcome its next owners. Schedule your private tour today!

1028 Austin Drive, South Chesapeake

1063 Mesa Loop, South Chesapeake
$495,273
4 Beds ⋅ 3.1 Baths ⋅ 10597678 MLS
Townhome w/2-car garage, front faces open space w/ fenced front yard w/gate to multi trail, 19x12 2nd floor rear deck, covered entry, deck off kitchen. Luxury LVP floors, kitchen center island w/shiplap, Kitchen w/GE Cafe Matt Black appliances w/ refrigerator, linear fireplace in large great rm w/ built ins, 3rd floor Primary dual sinks, tile shower, 2 shower heads, 2 closets, plus 2 bedrooms, full bath, linen closet, laundry. 1st floor flex room/bedroom & bath. Quartz tops in kitchen and baths, wood shelving in all closets. Pet Friendly, Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board, Builder 2-10 new construction warranty, master insurance, trash pick up, city water & sewer, private streets, multipurpose trails with lake and fountain. Only 56 homes. Central location in the Greenbrier area. Close to interstate, shopping. gps: 1104 Butts Station Road.

1063 Mesa Loop, South Chesapeake

405 S Monterey Drive, South Chesapeake
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10642834 MLS
This home is a Wellspring gem with valuable upgrades. The front lawn and spacious 2 car garage create a warm and inviting first impression. Inside, the thoughtfully designed first floor offers multiple living spaces including a formal living room, dining room, eat in kitchen and cozy den featuring a gas fireplace. A convenient half bath makes everyday living and entertaining a breeze. Upstairs has four generously sized bedrooms including a primary suite with vaulted ceilings. Throughout the home, you'll appreciate having no carpet and LVP in every bedroom. The deck right outside the patio door is superb for hosting, overlooking an expansive newly fenced backyard with endless possibilities for play, gardening, pets or outdoor gatherings. A storage shed provides additional space for tools and equipment. TESLA EV charger conveys. Loan is assumable.

405 S Monterey Drive, 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.