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$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10653121 MLS
Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing. Conveniently located with easy access to shopping, dining, and everyday amenities.

1007 River Birch Court, South 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, South 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, South Chesapeake
$460,000
3 Beds ⋅ 2 Baths ⋅ 10652558 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake
$1,000,000
6 Beds ⋅ 3 Baths ⋅ 10652479 MLS
Open House 9/26 & 9/27 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
$539,500
4 Beds ⋅ 3 Baths ⋅ 10651803 MLS
Picture perfect front porch nestled in Las Gaviotas golf course community. Gardeners paradise in the backyard with wild flowers, strawberries and so much more. Deluxe playground and lots of fun built-in for backyard summer days. Spacious bedrooms with a lot of closet space. Big walk up attic is amazing for storage. There is so much potential in this home nestled on a large lot with a great floor plan and freshly painted throughout. Expansive kitchen with center island and modern farmhouse touches throughout. Brick fireplace and built-in bookcases, shiplap half wall really add to the charming family room.

309 Barcelona Drive, South Chesapeake
$769,000
5 Beds ⋅ 3 Baths ⋅ 10651816 MLS
Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake
$445,000
3 Beds ⋅ 1.1 Baths ⋅ 10650817 MLS
Welcome home to this charming 3-bedroom home located in the heart of Great Bridge! Enjoy the convenience of sought-after Great Bridge schools, nearby shopping, dining, and easy interstate access. Inside, you’ll find a comfortable living room with a cozy fireplace and an extra-large kitchen offering abundant cabinet space, stainless steel appliances, and a spacious open dining area perfect for everyday meals or entertaining. The primary bedroom features a private ensuite bath, while a conveniently located hall bath as well. The garage has been partially converted to provide a dedicated laundry room and additional storage, while still leaving plenty of space for bikes, lawn equipment, tools, and outdoor gear. Out back, enjoy a large fenced yard with small deck and plenty of room to play, garden, entertain, or relax, plus a storage shed for even more convenience. A great opportunity to make a home in one of Chesapeake’s most popular communities!

656 Hillwell Road, South Chesapeake
$419,900
3 Beds ⋅ 1.1 Baths ⋅ 10651314 MLS
Welcome to this beautifully renovated Great Bridge classic! This all-brick ranch sits on an expansive half-acre, wood-lined lot and blends timeless charm with thoughtful 2025 updates. The home was completely renovated in 2025, featuring new flooring, appliances, a refreshed kitchen, and updated bathrooms. The spacious living room is filled with natural light from oversized windows and offers a cozy wood-burning fireplace. A convenient attached one-car garage provides added storage and functionality. Outside, enjoy the expansive, private yard surrounded by mature trees perfect for entertaining, gardening, or simply relaxing. Zoned for all highly sought-after Great Bridge schools, this home offers an exceptional opportunity in one of Chesapeake's most desirable areas!

229 Cedar Road, South Chesapeake
$534,900
4 Beds ⋅ 2.1 Baths ⋅ 10651368 MLS
This stunning home combines waterfront living, a cul-de-sac location and the convenience of being just minutes from the heart of Greenbrier! Meticulously maintained and extensively refreshed, this 2,400 SF home offers 4 bedrooms, 2.5 baths, a spacious FROG & an expansive backyard overlooking the water. Watch the seasons change from your windows and enjoy the serene setting that water views provide. Major 2025 updates include dual HVAC systems, gas water heater, appliances, engineered hardwood floors, fresh interior paint, blinds, lighting, faucets, switches, receptacles, door hardware & more. The kitchen features new tile, backsplash & lighting, plus a large pantry. Enjoy a primary suite with walk-in closet, spa tub, tiled shower & double vanity. A large deck & pergola overlook the lawn and lake, complemented by mature landscaping, new fencing & a shed. Approx. 5 minutes to Greenbrier shopping, dining & the future Chesapeake Costco!

1629 Waterside Drive, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10651144 MLS
This is a charming 4 bedroom, 2,150 square foot home located in one of the most sought after areas of Chesapeake, Great Bridge in the Hickory school district. Located in a quiet cul-de-sac, it features an updated kitchen and updated bathrooms (2 1/2 baths total). A new roof in 2011, a new high efficiency furnace and air conditioning installed in 2015, a 20' x 40' in ground swimming pool, a 12' x 18' sunroom (with it's own mini split for AC and heat) and a 12' x 24' shed are among the many features of this home. New carpet and LVP (luxury vinyl plank) flooring installed in 2021 and new windows by Pella installed in 2016. Located minutes from Greenbrier and downtown Norfolk.

924 Whisper Hollow Drive, South Chesapeake
$267,500
2 Beds ⋅ 1.1 Baths ⋅ 10650836 MLS
Remodeled townhome around the corner from all your daily necessities including restaurants, shopping, interstate access and parks. New paint, new carpet, new LVP flooring, updated kitchen with new appliances, new light fixtures and hardware throughout, new bathrooms.

1974 Woodgate Arch, South Chesapeake
$599,900
5 Beds ⋅ 3 Baths ⋅ 10650705 MLS
PRICED TO SELL! Welcome to 1010 Cuervo Court, a spacious 5-bedroom, 3-bath home offering approximately 3,000 sq ft in sought-after Las Gaviotas! Flexible floor plan includes a first-floor bedroom and full bath, formal living room and a separate dining room. The large family room features cathedral ceilings, a stunning floor-to-ceiling brick fireplace, abundant natural light, and golf course views. Spacious primary suite offers a private balcony, large walk-in closet, and spa-like bath with dual vanities, jetted tub, and separate shower. Generously sized bedrooms, excellent closet space throughout, and a finished room over the garage provide plenty of space and flexibility. Additional features include a second level laundry room, side-loading 2-car garage, brand new dehumidifier recently installed in the crawlspace, newer carpet, and fresh paint in select rooms. Enjoy the charm of this established Chesapeake community with beautiful streets, golf course surroundings, cul dec sac living, walking trails, and highly regarded schools.

1010 Cuervo Court, South Chesapeake
$379,999
4 Beds ⋅ 2 Baths ⋅ 10650851 MLS
Nestled in Chesapeake’s established Camelot neighborhood, this beautifully updated vinyl and brick ranch offers 4 bedrooms, 2 full baths, and 1,762 square feet of comfortable single-level living. Luxury vinyl plank flooring flows throughout the main living areas, while the freestanding wood-burning stove creates a warm focal point for gathering. The kitchen features an oversized island, abundant workspace, and opens to a dedicated laundry/mudroom. Spacious bedrooms, updated finishes, and a functional layout make this home truly move-in ready. Step outside to a privacy fenced backyard on an approximately 72’ x 101’ lot with room to entertain, garden, or unwind beneath mature shade trees. Ideally located near Camelot Elementary and Camelot Park with quick access to George Washington Hwy (US-17), Indian River Rd to I-64, and Military Hwy to I-264 for easy commuting throughout Hampton Roads.

832 Parapet Road, South Chesapeake
$290,000
3 Beds ⋅ 2 Baths ⋅ 10650500 MLS
Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway parking. Whether you're buying your first home, downsizing, or looking for an investment, this one is worth a look!

2502 Livesay Road, South Chesapeake
$519,900
5 Beds ⋅ 2.1 Baths ⋅ 10649924 MLS
Make this your first stop! This spacious home sits in a sought-after area and offers an incredible amount of space for the price. Featuring a large custom kitchen, generous living areas, and a huge deck for entertaining, this home has plenty of room to make it your own. One of the larger homes in the area, it backs directly to a wooded portion of Oak Grove Lake Park, creating a private backyard setting with direct access to running and biking trails. With a fantastic location, tons of square footage, and endless potential, it's hard to find this much home at this price point.

1152 Crystalwood Circle, South Chesapeake
$319,000
2 Beds ⋅ 2.1 Baths ⋅ 10650185 MLS
MOVE-IN READY end-unit townhome in highly desirable Greenbrier! Fresh paint and brand-new carpet throughout give this home a clean, modern feel. The bright eat-in kitchen features stainless steel appliances and granite countertops, perfect for everyday living and entertaining. The spacious great room includes a dining area, cozy fireplace, and direct access to a large fenced backyard with storage shed and utility room (shed conveys As-Is). A convenient half bath and laundry complete the first floor.Upstairs offers two spacious en-suite bedrooms filled with natural light. The third-floor loft provides flexible space ideal for a home office, media room, playroom, or guest suite.Enjoy low-maintenance living in a prime location close to shopping, dining, parks, and major highways making commuting a breeze. Don’t miss this stylish, move-in ready home!

1213 Killington Square, South Chesapeake
$480,000
4 Beds ⋅ 2 Baths ⋅ 10649831 MLS
This beautifully updated 4-bedroom, 2-bath ranch in Chesapeake is one you’ll want to see first! Step inside to find a refreshed kitchen, spacious primary suite, inviting living room, and comfortable one-level living with plenty of space to make your own. There’s even a bonus room above the 2-car garage, perfect for a home office, playroom, media room, hobby space, or guest area! Outside, the gorgeous deck overlooks a peaceful backyard with beautiful water views, creating the perfect setting for morning coffee, evening get-togethers, or simply enjoying the scenery. With thoughtful updates, generous living spaces, a 2-car garage, bonus room, and tranquil water views, this home has the space, charm, and setting you’ve been looking for. Save yourself some time and put this one at the top of your list! Come see it for yourself!

757 Willow Bend Drive, South Chesapeake
$348,900
4 Beds ⋅ 2 Baths ⋅ 10649640 MLS
WELCOME TO CAMELOT - WELL ESTABLISHED COMMUNITY IN DEEP CREEK AREA OF CHESAPEAKE - NEIGHBORHOOD CAMELOT ELEMENTARY SCHOOL AND PARK - DON'T MISS THIS FOUR (4) BEDROOMS - TWO (2) BATHROOMS - RANCHER MOVE IN READY! INTERIOR FRESHLY PAINTED - NEW CARPET - NEW MICROWAVE - PLUS MORE! FOYER - LIVING ROOM - DINING ROOM PLUS ADDITIONAL ROOM OFF KITCHEN AND FIREPLACE! EASY ACCESS TO INTERSTATES - SHOPPING - DINING PLUS MORE!

3232 Sir Meliot Drive, South Chesapeake
$599,500
4 Beds ⋅ 2.1 Baths ⋅ 10649324 MLS
Beautifully maintained 4 bedroom, 2.5 bathroom colonial home located in the desirable Albemarle West neighborhood and the sought-after Hickory school district. This home is great for both everyday living and entertaining, with a formal living and dining room, spacious eat-in kitchen, and a large family room with a wood burning fireplace and built-in shelving. There are dual staircases with one in the kitchen leading up to the versatile, finished room over the garage which can be used as a 4th bedroom, playroom, guest space or an additional entertaining area. There is even extra room for an office or study area. All the bedrooms are spacious and there is ample storage throughout the home, including 2 pantries in the kitchen and 2 walk-in bedroom closets. The expansive screened porch adds extra usable space to the home and would be great for dining in the warmer months or just relaxing with a cup of morning coffee. The deck leads to a gorgeous, landscaped yard and is a peaceful retreat. Major updates already done in 2026 to include all new: HVAC and air handler, deck, quartz countertops in the kitchen, and garage door opener. The kitchen and bathrooms have all been freshly painted. Convenient to shopping, restaurants and the 168 bypass. Make this one your first stop!

613 Corapeake Drive, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10649225 MLS
Welcome to 913 Montebello Circle, a one-of-a-kind custom all-brick home designed for buyers who appreciate true craftsmanship, architectural character, and timeless traditional design. Located in the desirable Great Bridge area of Chesapeake, this home offers distinctive features including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and three fireplaces. Outside, enjoy your own private backyard retreat featuring a saltwater inground pool, perfect for relaxing or entertaining. Ideally located near local military bases, shopping, dining, and major interstates, this is a rare opportunity to own a home filled with character, quality craftsmanship, and lasting value.

913 Montebello Circle, South Chesapeake
$495,900
4 Beds ⋅ 2 Baths ⋅ 10648870 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake
$429,500
4 Beds ⋅ 2 Baths ⋅ 10648875 MLS
Located in the Wynngate community, this distinguished one-story brick home has been newly renovated with LVP flooring, carpet, fresh paint, and an updated kitchen. The open foyer leads to elegant LVP flooring throughout the living room, dining room, and den, all complemented by abundant natural light. The formal dining room flows into a well-appointed eat-in kitchen with LVP flooring and quartz countertops. A versatile bonus room over the finished garage provides flexible additional living space. Outside, enjoy a spacious fenced backyard with a storage shed. This one is not to be missed!

805 Fordson Way, South Chesapeake
$698,000
4 Beds ⋅ 2.1 Baths ⋅ 10648396 MLS
Welcome to sought-after Cheshire Forest! This beautifully maintained 4-bedroom, 2 and half bath home offers an open floor plan with a spacious family room flowing into a gourmet kitchen with breakfast nook. Rich acacia hardwood floors grace the first floor, complemented by ceramic tile in the kitchen and an elegant marble-tiled foyer. Escape to your private backyard oasis featuring an in-ground pool with a 2-year-old liner, Dolphin robotic cleaner, extensive decking, a fire pit, and rock landscaping around the pool for low-maintenance living—no mowing! A 135-ft. well adds convenience for irrigation. Enjoy outstanding HOA amenities, including an Olympic-size pool, clubhouse, two parks, pond for fishing, and home of the Flying Fish Swim Team. A rare opportunity in one of Chesapeake's premier neighborhoods!

608 Archer Court, South Chesapeake
$431,000
4 Beds ⋅ 2.1 Baths ⋅ 10648216 MLS
Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10647804 MLS
You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been brought up to date. The bedrooms are comfortable and quiet, and one has a large closet you will be grateful for. Both baths are updated, with one done in full tile. What you do not see matters too. The HVAC and windows are newer, and the crawl space is fully encapsulated with a vapor barrier and spray foam, with a pest warranty behind it. It is also Verizon FIOS ready. And here is the part people love: it is a two-unit condo with no monthly condo fee. That is not easy to find. Easy living on day one. Come walk through and see how it feels.

716 Hillwell Road Unit B, South Chesapeake
$1,200,000
4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS
Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake
$667,000
5 Beds ⋅ 3 Baths ⋅ 10647378 MLS
Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila 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.