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$269,900
2 Beds ⋅ 2 Baths ⋅ 10645506 MLS
This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a private area, this property backs up to a private grassy area. Community amenities include a pool.

1641 Orchard Grove Drive, South Chesapeake
$518,048
4 Beds ⋅ 3.1 Baths ⋅ 10645609 MLS
Ready Now: End Unit townhome condo w/rear load 2 car garage. 19 x 12 deck. Luxury LVP floor in select living areas, 2nd floor: Kitchen w/ GE Cafe Matt Black appliances includes refrigerator, center island w/shiplap, pantry, living room linear fireplace w/shiplap, dining area, office/flex room, covered Deck off dining area. 3rd floor: Primary w/ceramic shower-2 shower heads, tile floor, dual sinks, 2 closets, 2 bedrooms w/dual entry bath, linen closet, laundry.1st floor: bedroom/flex room w/full bath, mudroom. Quartz tops kitchen & all baths, covered entry, fenced front & Side yard w/gate to multi trail. Wood shelving 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, 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location. Generous incentives.

1064 Mesa Loop, South Chesapeake
$222,000
2 Beds ⋅ 2 Baths ⋅ 10645413 MLS
Hard to find single level living! Newer LVP flooring in main living area, carpet in bedrooms less than 2 years old, galley kitchen and updated light fixtures. End unit tucked away but right across from the pool! All new windows and sliding glass door, move in ready.

1012 Rue Marseille, South Chesapeake
$165,000
2 Beds ⋅ 1 Baths ⋅ 10645273 MLS
Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage. Conveniently located near shopping, dining, interstates, and military bases, this home is perfect for commuters. Assigned parking and low-maintenance living make this listing a must-see!

3337 Clover Meadows Drive, West Chesapeake
$285,000
2 Beds ⋅ 2.1 Baths ⋅ 10645264 MLS
This beautifully updated 2 bedroom, 2.5 baths, 2 story condo features 2 full primary ensuite bedrooms w/updated bathrooms including new sinks, counter, vanities, lighting, & toilets. In addition, brank new LPV flooring, new upgraded carpet 2nd floor, fresh paint throughout, new kitchen cabinets, new granite counters and new stainless-steel appliances create a clean and modern feel. There is a reserved parking spot plus plenty of visitor parking. Enjoy maintenance free living with condo fees, that include access to clubhouse, community pool maintenance & trash pickup. Convenient Greenbrier location near shopping, dining, easy I-64 access. This move-in ready home offers comfort and convenience and makes this home a must see!

2351 Old Greenbrier Road, Central Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10645211 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2166 Edwin Drive, South Chesapeake
$165,000
2 Beds ⋅ 1 Baths ⋅ 10645120 MLS
Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage. Conveniently located near shopping, dining, interstates, and military bases, this home is perfect for commuters. Assigned parking and low-maintenance living make this listing a must-see!

3524 Clover Meadows Drive, West Chesapeake
$165,000
2 Beds ⋅ 1 Baths ⋅ 10645102 MLS
Welcome home to this charming first-floor end-unit condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage. Conveniently located near shopping, dining, interstates, and military bases, this home is perfect for commuters. Assigned parking and low-maintenance living make this listing a must see!

3301 Clover Meadows Drive, West Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10644160 MLS
Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a spacious 8x12 covered porch just off the living room. The primary suite includes a glass-enclosed shower and dual closets, while the second bedroom is generously sized for guests or a home office. Additional highlights include in-unit stacked washer and dryer, secured building access, and gated parking with fob entry. Conveniently located near shopping, dining, and major interstates, don’t miss this opportunity for low-maintenance living!

1016 Thoroughgood Way Unit 302, Central Chesapeake
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake
$539,900
4 Beds ⋅ 3.1 Baths ⋅ 10644619 MLS
Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, South Chesapeake
$294,900
2 Beds ⋅ 2.1 Baths ⋅ 10644570 MLS
Price Improvement! Take advantage of this exceptional value and add your personal touch with a few cosmetic updates. Private end-unit in desirable Greenbrier Fairways with a first-floor primary suite and spacious second bedroom. Versatile loft with closet overlooks the great room, great for an office, flex space, or potential third bedroom. Kitchen features ample cabinetry, pantry, and breakfast bar. Enjoy a backyard patio and attached storage shed. HVAC & roof (2019), flooring (2017), paint (2023). FHA/VA approved, pet-friendly (up to 35 lbs), and low condo fees. Move-in ready and well maintained! Perfect location to many corporate businesses including Dollar General corporate office, Chesapeake Regional Hospital. Great condo for traveling nurses, relocation for temps, investor for rental opportunity or for Buyer looking to pay less than rent!

1313 Quail Creek Hollow Unit C, South Chesapeake
$449,500
3 Beds ⋅ 3.1 Baths ⋅ 10644557 MLS
Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The spacious living room with a cozy fireplace flows into the modern kitchen featuring granite countertops, stainless steel appliances, gas cooking, a large island, and adjoining dining area. The primary suite offers two walk-in closets and a private bath with dual vanities. The third-floor bonus suite includes a bedroom, full bath, walk-in closet, and endless flexibility for guests, a home office, or media room. Complete with a charming white picket fence and located near shopping, dining, interstates, and top-rated Grassfield High School, this move-in-ready home is one you won't want to miss!

433 Asuza Street, South Chesapeake
$444,000
4 Beds ⋅ 2.1 Baths ⋅ 10644169 MLS
Enjoy low-maintenance living in this beautifully maintained end-unit townhome in a sought-after 55+ community. This home features a first-floor primary suite, an open-concept living area with a gas fireplace, a spacious kitchen with upgraded cabinetry, a dining room, private office, and a convenient first-floor laundry room. Step outside to the screened-in porch, where you can enjoy views of the community pool from your fenced backyard and take advantage of easy access to the clubhouse. Upstairs offers additional bedrooms, a versatile loft, abundant storage, and an unfinished fourth bedroom currently used for storage that can easily be finished to suit your needs. Community amenities include a fitness center, resort-style pool, full kitchen, fire pits, fire tables, and a dog park. Complete with an attached two-car garage, this home combines comfort, convenience, and an active lifestyle.

3106 Lantern Place, West Chesapeake
$259,999
2 Beds ⋅ 1 Baths ⋅ 10644283 MLS
Affordable Great Bridge lake-view living! Enjoy low-maintenance condo living just off Cedar Road, a short drive from shopping, restaurants, entertainment and everything Great Bridge has to offer. Inside, vaulted ceilings, arched windows and abundant natural light give the home an open, inviting feel. The living room features a cozy fireplace and opens to a private balcony overlooking the lake and mature trees—an ideal spot for morning coffee or winding down at the end of the day. The kitchen offers plenty of cabinet and counter space with a bright dining area highlighted by a dramatic arched window. Two comfortable bedrooms and a full bath complete the home. Residents also enjoy community amenities including the pool, while the location puts you just minutes from the area’s dining, shopping and entertainment. The city’s annual parade route is also just a few blocks away, adding to the convenience and community feel of this Great Bridge location. Whether you’re a first-time buyer, downsizing, or simply looking for an affordable, low-maintenance home in a great location, this lake-view condo offers a lot of value without giving up convenience.

449 E Lake Circle, South Chesapeake
$314,900
3 Beds ⋅ 2.1 Baths ⋅ 10644448 MLS
Large 1870 sq.ft. home in Kings Pointe at Western Branch. This 3-bedroom, 2 bath features ensuites with vanities, walk-ins and full baths, plus a flexible bonus room downstairs that could serve as a third bedroom, office, media room, or additional living space. Gourmet kitchen with lots of custom cabinets for storage, a walk-in Pantry, and SS Appliances. Community amenities include a pool, clubhouse, walking trails, well maintained grounds. Beautiful community.

2462 Leytonstone Drive, West Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10644371 MLS
Move-in ready condo living at its best, situated in much sought-after the Riverwalk/Queens Gate community. Living level upstairs has open layout for easy living and entertainment + desirable natural light. Primary bedroom w/ensuite, second bedroom w/full bathroom across the hall. Renovated with new LVP flooring throughout condo, carpet on stairway, recently painted interior, remodeled kitchen includes new cabinets, quartz countertop, stainless steel appliances, and recessed lighting. New vanity lights and faucets in both bathrooms. Convenient location near dining, shopping, and entertainment! Must see before its gone!

709 Rapidan River Court Unit D, South Chesapeake
$190,000
2 Beds ⋅ 2.1 Baths ⋅ 10644380 MLS
Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient breakfast bar that overlooks the dining and living spaces, creating a great flow for daily living and entertaining. Upstairs, the home offers two bedrooms, including a spacious primary suite complete with a walk-in closet and an en-suite vanity area. While the property requires cosmetic updates and repairs throughout—including new flooring, fresh paint, and bathroom updates—it presents the perfect opportunity to build immediate equity. Bring your vision and design ideas to transform this property into a modern personal retreat or a highly profitable addition to your portfolio! Residents will enjoy low-maintenance living with HOA dues that cover community pool and clubhouse access, ground maintenance, and trash pickup.

747 Ridge Circle, South Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10644251 MLS
Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2164 Edwin Drive, South Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10644247 MLS
The Asheville, one of our quad-style homes, features two bedrooms and two full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10643511 MLS
Make this your first stop! Beautiful maintained townhome located in the highly sought-after Hickory School District. This move-in ready home features a spacious first-floor primary suite with a large walk-in closet, 9-foot ceilings, quartz countertops, stainless steel appliances, and upgraded luxury vinyl plank flooring throughout. Upstairs, you'll find two generously sized bedrooms, each with its own walk-in closet, plus a walk-in attic offering abundant storage. Additional highlights include a one-car garage, a private patio, and low-maintenance living. Conveniently located near Route 168, shopping, dining and the Coast Guard Chesapeake Annex. Don't miss the opportunity to make this beautiful home yours! Newly painted throughout home, electric fireplace to convey. ***Seller needs rent back ~ Nov 1st for new build completion.

1915 Canning Place, South Chesapeake
$240,000
2 Beds ⋅ 2.1 Baths ⋅ 10643204 MLS
Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage throughout. A private, new fully fenced patio provides a great space to relax or unwind. Additional highlights include an HVAC system replacement (2025), stove and microwave (2025) and two reserved parking spaces right out front. Just minutes from major interstates, shopping, dining, hospitals and everyday conveniences. Vacant and move-in ready,

1002 Willow Green Court, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10643529 MLS
READY TO GO! - Financing 5.75 rate, NO PMI! - End Unit - Mid Century Coastal look - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance. Ready for easy living! Legacy is waiting for you!

900 Jennings Ln, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10643135 MLS
Move in ready! Welcome to easy, low-maintenance living in the sought-after King's Pointe at Western Branch! This beautifully maintained 3rd-floor, 2-bedroom, 2-bath condo offers added privacy, abundant natural light, and peaceful treetop views from the large picture window. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the kitchen features ample cabinetry, generous counterspace, and a breakfast bar. The spacious primary suite includes a private bath, and both bedrooms offer comfortable accommodations. Enjoy resort-style amenities including a clubhouse, pool, water, trash pickup, and beautifully maintained grounds. Conveniently located near shopping, restaurants, interstates, and top-rated Western Branch schools, this move-in ready home offers the perfect blend of comfort, convenience, and carefree condo living!

4316 Hillingdon Bend Unit 305, West Chesapeake
$329,900
3 Beds ⋅ 2.1 Baths ⋅ 10643331 MLS
Seller is offering $5,000 toward the buyer’s closing costs with an acceptable offer! Welcome to this beautifully maintained 3-bed, 2.5-bath townhome built in 2020, offering the perfect blend of style, comfort, and low-maintenance living. The open-concept floor plan features a spacious kitchen with granite countertops, a walk-in pantry, and plenty of cabinet space, flowing seamlessly into the living and dining areas—can be used for everyday living and entertaining. Upstairs, you’ll find a generous primary suite with a private bath, along with two additional bedrooms and a full bath. Come outside to enjoy the private rear deck, designed for relaxing after a long day. Condo fees include water, sewer, trash, grounds maintenance, and playground access, making homeownership even more convenient. Ideally located near military bases, shopping, dining, and major highways, this move-in ready home offers exceptional value in the heart of Chesapeake. Take advantage of the $5,000 seller concession and schedule your private showing today!

2833 Estella Way, Central Chesapeake
$239,900
2 Beds ⋅ 2 Baths ⋅ 10643303 MLS
Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes stainless steel appliances and ample cabinetry, opening directly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, the property provides one assigned parking space and access to shared amenities, such as a swimming pool, ground maintenance, and trash removal. Positioned near major highways, military bases, local shipyards, and retail options surrounding Chesapeake Square.

4332 Hillingdon Bend Unit 206, West Chesapeake
$284,000
2 Beds ⋅ 2.1 Baths ⋅ 10643295 MLS
Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage shed, creating a private outdoor retreat. Upstairs, the flexible bonus room is ideal for a home office, media room, workout space, or guest area. Both primary suites include large closets. Condo fees cover the community pool, exterior maintenance, sewer, and trash pickup. Conveniently located just 0.3 miles from Russell Memorial Library.

2806 Baldwin Drive, West Chesapeake
$524,900
3 Beds ⋅ 2.1 Baths ⋅ 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing, South Chesapeake
$373,000
3 Beds ⋅ 2.1 Baths ⋅ 10641971 MLS
Embrace a life of vibrant neighborhood and comfort within this meticulously updated Chesapeake real estate standout. This pristine condition attached home features 3 spacious beds, 2.5 baths, a private one-car garage, and a spectacular master suite complete with a massive walk-in closet. Relax out back on your peaceful privacy-fenced patio. Schedule a showing today! Seller to provide closing costs assistance.

2415 Fieldsway Dr, Central Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, 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.