Refine Search
Map
Sort by
$310,000
3 Beds ⋅ 2.1 Baths ⋅ 10653124 MLS
Welcome home to this well-maintained End unit 3-bedroom, 2.5-bath townhome located in the Riverwalk community. The inviting open floor plan provides a comfortable flow between the living, dining, and kitchen areas, making it ideal for everyday living and entertaining. Step outside to enjoy the private rear patio, complete with a storage shed for added convenience. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with an en-suite bath and ample closet space.

719 Creekside Crescent, South Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10652752 MLS
This home has been well cared for. It's light and bright with a large back patio. Large family room with a gas fireplace has a semi-open concept with dining & kitchen connected and a 1/2 bath. 3 bedrooms upstairs with 2 baths and laundry are located upstairs. Garage. Large patio. Condo amenities include the pool, clubhouse, water, trash pick-up, roof, and front yard ground maintenance. The roof and HVAC are 2 years new. Pull down attic stairs located in the single car garage. No through way traffic. All appliances convey. 2 parking spaces in driveway.

1486 Otterbourne Circle, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10652903 MLS
Welcome Home to Deep Creek! Don’t miss this charming and well-maintained 3-bedroom, 2-bath ranch-style home nestled in an established neighborhood. Offering approximately 1,388 square feet of comfortable living space, this home has plenty of room to live, work, and entertain. The home features a spacious living room and a versatile flex room that can easily be used as a home office, playroom, second living area, hobby space, or whatever best fits your lifestyle. The spacious bedrooms offer plenty of room for comfort, while the kitchen includes a convenient eat-in area perfect for everyday meals. Step outside to the huge, fully fenced backyard, offering plenty of space for entertaining, outdoor gatherings, pets, gardening (check out the fruit trees), or simply relaxing and enjoying the outdoors. With its flexible floor plan, spacious backyard, and convenient Deep Creek location, this home is ready for its next owner. Schedule your private showing today!

3117 Kenelm Drive, South Chesapeake
$369,000
3 Beds ⋅ 1.1 Baths ⋅ 10652758 MLS
Open House - Sunday, Sept 13, 1-3 PM. Have you been searching for a home with a large garage and a no-tree lot? This is it. The kitchen has been completely renovated with a new gas stove, dishwasher, and refrigerator. A new mini-split system keeps the sun-filled Florida room (with its wall of windows) comfortable year-round. The oversized garage is a standout - wired with a 240V outlet, cooled by a window AC unit, and offering plenty of room for whatever organizing system you need. A small outdoor shed keeps lawn equipment tucked away, and the carport is a nice bonus.

1333 Boxwood Drive, South Chesapeake
$304,000
2 Beds ⋅ 2.1 Baths ⋅ 10652872 MLS
Welcome to this charming 2-bedroom, 2.5-bath condo offering comfortable living with a peaceful pond-front setting! The first-floor primary bedroom features a spacious walk-in closet. Inside, you’ll find updated windows, beautiful Norman plantation shutters throughout, and easy-care LVP and ceramic tile flooring. Step outside and relax by the pond while enjoying views of the fountain and local wildlife. Additional features include two reserved parking spaces conveniently located directly in front of the condo. The roof, water heater, and refrigerator are approximately 5–6 years old. Washer and dryer convey as-is. A wonderful combination of comfort, convenience, and serene waterfront views!

504 Tunnel Ct Court, South Chesapeake
$337,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash.

5 Harbor Watch Drive Unit 405, South Chesapeake
$350,000
3 Beds ⋅ 1.1 Baths ⋅ 10652815 MLS
Bring your vision and make this one yours! Located in Chesapeake’s convenient Greenbrier area, this 3-bedroom, 1.5-bath home offers the perfect blank slate for a first-time buyer, downsizer, or anyone ready to create a space that reflects their own style. With an additional flexible bonus room, 2-car garage, and nearly half-acre lot, there’s plenty of room to personalize and add value along the way. Enjoy the freedom to update at your own pace and turn this home into exactly what you want it to be. Conveniently located near shopping, dining, major interstates, military bases, and everyday essentials. 1020 Vanderploeg Dr. is full of potential and ready for its next chapter! OPEN HOUSE FRI. 5-7pm & Sat. 10am - 12pm.

1020 Vanderploeg Drive, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10652491 MLS
Welcome home to this beautifully appointed, thoughtfully designed townhome for effortless everyday living. The open floorplan invites connection - for entertaining friends and family or cozy nights in - while the large primary suite offers a retreat complete with a spacious walk-in closet and a luxurious soaking tub to relax and unwind. Say goodbye to weekend chores with low-maintenance living and enjoy the convenience of second-floor laundry right where you need it. A garage with automatic opener plus parking for up to three cars means you'll never circle the block again. Effortless style, smart design, and room to breathe - this townhouse has it all. Schedule your showing today!

1152 Chatham Lane Unit 14, South Chesapeake
$320,000
3 Beds ⋅ 2 Baths ⋅ 10652493 MLS
Waterfront living takes center stage in this inviting, third-floor condo in the heart of Great Bridge. Enjoy lovely views of the Intracoastal Waterway from your private balcony where you can relax and watch the boats pass by. Even better, the property includes a deep-water access boat slip - an exceptional feature for boating enthusiasts! Inside, this 3-bedroom home offers an open layout connecting the spacious kitchen, living room, and dining area. A wide hallway leads to the generous primary suite with a well-appointed bath and large walk-in closet with a custom closet organization system. Harbor Watch amenities include a pool and clubhouse, dock maintenance, water, sewer, trash, and a master insurance policy. Enjoy low-maintenance waterfront living with your boat just steps away!

7 Harbor Watch Drive Unit 221, South Chesapeake
$300,000
5 Beds ⋅ 2.1 Baths ⋅ 10652461 MLS
Charming 5 bedroom, 2.5 bath, 2544 Sq Ft home in the sought after area of Camelot. Kitchen equipped with Granite Countertops and Stainless Steel Appliances. This spacious first floor consists of living room, formal dining room, den, family room, and additional bonus room to be used as bedroom/recreation. Plus luxury vinyl flooring installed throughout family room and bonus room. Roof: 30 year Architectural Shingle installed 2021. All windows have been replaced IN 2021. This home is centrally located close to highways 64, 664, Hampton & Monitor-Merrimac Tunnels.

836 Sir Lancelot Drive, South Chesapeake
$354,900
4 Beds ⋅ 2 Baths ⋅ 10652250 MLS
Stunning four bedroom ranch with updates from top to bottom including a new roof, siding, trim, and exterior doors. The interior has been freshly painted and features new lighting, interior doors and hardware, and flooring throughout. The spacious living room and dining area flow seamlessly into the beautifully updated kitchen, complete with all new cabinetry, granite countertops, stainless steel appliances, and a large center island. Four generously sized bedrooms and two full bathrooms provide plenty of comfortable living space, with both bathrooms featuring updated vanities. Schedule your private tour today and come see all this beautifully updated home has to offer!

1121 Sir Gawaine Drive, South Chesapeake
$399,999
3 Beds ⋅ 2.1 Baths ⋅ 10652128 MLS
Welcome home! This move-in ready townhome offers low-maintenance living in a convenient Chesapeake location near Greenbrier. Enjoy a fully renovated primary bath, a low-maintenance patio with AstroTurf, and community amenities including a pool and park. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, convenience, and easy living. Don't miss the opportunity to make this home your own!

1117 Winsford Lane, South Chesapeake
$345,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10651928 MLS
Welcome to this spacious two-bedroom, two-and-a-half-bath condo in the desirable Greenbrier/Kempsville area. The versatile bonus room on the main level is ideal for a home office, playroom, or guest space. The kitchen features stainless steel appliances and opens to the dining area, with a walk-in pantry and convenient half bath nearby. Laminate flooring flows throughout the first floor, while the second floor offers comfortable carpeting. Upstairs, both bedrooms include private full baths and walk-in closets. A large walk-in laundry room with a utility sink adds extra convenience. Condo dues include trash pickup, pool access, and grounds maintenance. Move-in ready and waiting for its new owners!

650 Lacy Oak Drive, South Chesapeake
$329,900
3 Beds ⋅ 1 Baths ⋅ 10651952 MLS
Wonderful move-in ready ranch-style house! Updated kitchen and bath, new carpet, fresh paint, and manicured lawn. Open floor plan with family room open to kitchen. Extra bonus room perfect for guests, office, playroom, and more. Large deck with newly covered gazebo for entertaining. Two large sheds provide extra storage. Pristine crawl space with new dehumidifier, new vapor barrier, and new ductwork. Large backyard with privacy fence and beautiful garden areas. The neighborhood boat ramp gives access to Saint Juliens Creek and the Elizabeth River. This home is in EXCELLENT condition! Come see!

1056 Saint Julian Drive, South Chesapeake
$385,000
4 Beds ⋅ 2 Baths ⋅ 10651553 MLS
Come check out this amazing ranch on Oak Manor before its gone! 4 bedroom 2 bath including FROG. Located in the heart of Chesapeake & sits on .5 acres. Enjoy the cozy wood burning f/p in living room. Updated open kitchen with breakfast area and pantry cabinet. Newly renovated hall bath. Wonderful primary suite with double closets & renovated primary bath. Freshly painted throughout. Fully fenced in back yard and large 16x12 storage shed. One car attached garage. Plenty of storage. Metal wrapped trim and vinyl soffit for easy exterior maintenance. 2 double gates on left side of house for easy storage of boats, trailers etc. No HOA! No flood zone! Welcome home!

2317 Southern Pines Drive, South Chesapeake
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10651802 MLS
Beautiful waterfront view townhouse located near Greenbrier. New HVAC and water heater in 2023. New in 2022 kitchen cabinets, granite countertops, stainless steel appliances. Beautiful townhome in highly sought-after community near Greenbrier Mall, Chesapeake hospital, outstanding restaurants, parks, interstate, and more. Backyard feels like a beautiful oasis overlooking the pond. Great backyard for relaxing, entertaining, or fishing in the pond.

839 Sommerville Crescent, South Chesapeake
$319,900
2 Beds ⋅ 2 Baths ⋅ 10651771 MLS
Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The owner's suite provides a relaxing retreat with an attached bath and walk-in closet featuring custom wood shelving. Outside, enjoy a peaceful pond with a short trail loop, plus a dedicated dog park in this pet-friendly community. Condo amenities include ground maintenance, sewer, trash pickup, and water for added convenience. Located just minutes from shopping and dining at Sam's Circle and offering an easy Battlefield commute, this home truly has everything you need for comfortable Chesapeake living!

1505 Waitsel Drive Unit 304, South Chesapeake
$309,000
3 Beds ⋅ 1.1 Baths ⋅ 10651407 MLS
Welcome to 424 Shell Rd, where warmth, versatility, and everyday comfort come together. Beautiful wood floors add timeless character, while the kitchen feels fresh with new LVT flooring and a freshly painted ceiling. A repaired crawlspace dehumidifier adds another thoughtful update, plus have peace of mind with all new electrical receptacles, new electrical panel, and new service line to the house + garage (10yr transferrable warranty). Start your mornings or unwind in the evenings on the spacious front porch, perfect for enjoying a cool breeze. A driveway and attached one-car garage provide everyday convenience, while the standout 480sqft detached two-car garage/workshop offers power and a window A/C unit—ideal for projects, hobbies, storage, or potential ADU conversion for multigenerational living, guest accommodations, or supplemental income. Full of character and possibilities, this Chesapeake home is ready for its next chapter.

424 Shell Road, South Chesapeake
$354,900
3 Beds ⋅ 1.1 Baths ⋅ 10651099 MLS
Water access, generous outdoor space, and exceptional garage possibilities make this ranch in the sought after Geneva Shores one to see! Situated on a cul-de-sac, this well maintained 3-bedroom, 1.5-bath home features beautiful hardwood floors, an updated kitchen with granite countertops, stainless-steel appliances, and beautiful soft close cabinetry and updated bathrooms. The fenced backyard features a deck and backs to the water with kayak access at high tide, plus homeowners have access to the neighborhood boat ramp. Car enthusiasts and hobbyists will appreciate the detached 2-car garage with 220V electrical service that is heated and cooled by a window unit, while an attached garage provides even more storage and parking options. Situated on approximately .45 acre, this property offers a unique combination of updates, water access, outdoor space, and hard-to-find garage space—all at the end of a cul-de-sac. Come see all this home has to offer!

2001 Athens Court, South Chesapeake
$310,000
2 Beds ⋅ 2.1 Baths ⋅ 10651432 MLS
Welcome to this fully remodeled 2-bedroom, 2.5-bathroom condo offering approximately 1,256 square feet of living space. Remodeled in 2026, this home offers updated finishes and a refreshed interior. The community features association-maintained trails and a playground, providing convenient access to outdoor amenities. Located near shopping and the local intermediate school, with everyday conveniences just minutes away. Condo association fees are due every six months. An excellent opportunity to own a recently remodeled condo in a convenient location.

1904 Woodgate Arch, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10651374 MLS
Beautiful 3-bedroom, 2.5-bath condo offering 1,870 sq ft of spacious, low-maintenance living! This condo has been UPDATED with new flooring, lighting, and fixtures throughout, along with a newly upgraded kitchen and bathrooms featuring beautiful cherrywood cabinets. The condo also features a pantry, two walk-in closets, a private primary bath, and a convenient half bath on the main level. Washer and dryer included. Enjoy the private patio and community pool. Great location just 5 MINUTES from Greenbrier Mall and next to Greenbrier Golf Course. Move-in ready and waiting for its new owner!

1440 Rollesby Way, South Chesapeake
$345,000
3 Beds ⋅ 2.1 Baths ⋅ 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby Way, South Chesapeake
$309,900
3 Beds ⋅ 2.1 Baths ⋅ 10651219 MLS
Looking for low-maintenance living without giving up space? This 3-bedroom, 2.5-bath condo in the heart of Greenbrier has plenty to offer! The bright living area features great natural light, while the spacious kitchen provides plenty of cabinet and counter space, a walk-in pantry, and an easy flow into the dining area. A first-floor bedroom gives you options for guests, an office, or additional living space. Go outside to your private fenced patio for morning coffee, grilling, or relaxing. Upstairs are two spacious bedrooms, each with a private bath and walk-in closet. The primary bath includes a soaking tub and separate shower. Even laundry gets an upgrade with a second-floor laundry room and utility sink! Community amenities include a pool, yard maintenance, trash pickup, sewer, and water. Within close proximity to Greenbrier shopping, dining, and interstates.

1519 Rollesby Way, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10651042 MLS
Well maintained 3-bed 2-bath 1,577sqft ranch home in the Greenbrier area of Chesapeake. Pride of ownership shines by big-ticket updates including all-new exterior siding, trim & wrap by Window World in 2023, LeafGuard gutters 2022 that include a lifetime warranty, architectural shingled roof & windows installed within past 6-8 years. Interior upgrades last 5 years include, a tankless water heater, hallway shower & Corian countertops. The insulated garage is equipped with an AC unit. Relax in the backyard and entertain family & guests while sitting under the pergola or the retractable awning for shaded comfort. Plenty of extra storage besides the garage to include 2 storage sheds & an attic with pull down stairs. The neighborhood boasts scenic walking trails & playgrounds. Located close to interstate, shopping & restaurants, this home is ready for its new owner to make it their own. Call today before it is GONE!!!!

1201 Brookside Landing, South Chesapeake
$344,900
2 Beds ⋅ 2 Baths ⋅ 10651240 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #102, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10651224 MLS
Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and fixtures, creating a clean and modern feel throughout. In addition to the generous bedroom count, you'll find a dedicated office, a large bonus/rec room, and a workshop space—offering endless possibilities for working from home, hobbies, entertaining, or extra storage. Conveniently located near major highways, shopping, dining, and everyday amenities, this home delivers both comfort and convenience in one exceptional package!

624 Rock Drive, South Chesapeake
$308,900
2 Beds ⋅ 2.1 Baths ⋅ 10650116 MLS
Welcome to this beautiful, meticulously maintained end-unit condo in the highly sought-after Culpepper Landing community! Updated lighting and fresh paint throughout. Offering privacy, abundant natural light, and a spacious feel. Enjoy an open layout with generously sized living spaces and low maintenance living. Enjoy the resort style amenities of the pool and fitness center! Conveniently located near shopping, dining, and major commuter routes, this end-unit gem offers the lifestyle you've been looking for. Don't miss your opportunity to make it yours! Ask about our lender paid 1yr rate buydown and 1yr home warranty. ***Some rooms are virtually staged.

3106 Barred Owl Lane, South Chesapeake
$325,000
10650830 MLS
Great opportunity on 11.811 acres of cleared land in southern Chesapeake. This is a flag lot and comes with 25' of road frontage going south to the remaining 11.3 acres of cleared crop land. The bulk of this lot is located approx. 800 feet off the paved city road and will allow for a relaxed setting for that custom homesite you have been wanting. Sit on the back porch and watch the sun set while enjoying the expansive view across almost 600 acres of open crop land. Hickory school district and just minutes from the 168 bypass. Convenient to all of Hampton Roads and Chesapeake Genera Hospital. Zoned A1 presently. Sale subject to existing farm lease.

11.8 Acres Ballahack Road, 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.