Between $500,000 - $600,000 South Chesapeake VA Real Estate, Homes, Condos for Sale

Looking for space? This spacious home offers over 3,000 sq ft of living space 5 bedrooms and 3.5 baths. There is a first-floor primary suite and an oversized bonus room which could be a 6th bedroom. The downstairs flooring and carpet was installed in 2024. The family room has a cozy stone gas fireplace. The large eat-in kitchen features stainless steel appliances and plenty of cabinet space. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard with gazebo and storage shed. Attic and crawl space are encapsulated and home is listed under appraised value.

1113 Crystalwood Circle, South Chesapeake

$569,900

4 Beds ⋅ 2.1 Baths ⋅ 10638424 MLS

Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck steps (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

$582,000

5 Beds ⋅ 3 Baths ⋅ 10637811 MLS

One owner home which was custom designed and built in 1991. Situated in the heart of Great Bridge. 5 bedrooms, (1 downstairs is currently used as an office). 3 full baths, downstairs bath has ceramic tile and a shower. Primary bath was remodeled in 2024. Manufactured Hardwood floors were installed in the den and foyer in 2021 and in the LR, DR, and Kitchen in 2016. The Den has a cathedral ceiling, 2 skylights, a gas FP, built in cabinets and has a pass thru from the kitchen. Stainless steel appliances installed in 2018. There is a gorgeous and peaceful screened in back porch and a brick paver patio. Painted custom crown molding throughout the downstairs. A new concrete driveway and sidewalk was poured in 2021. Back yard is fenced but three different sections are owned by the 3 neighbors.

605 Foxgate Quarter, South Chesapeake

$550,000

5 Beds ⋅ 2.1 Baths ⋅ 10638238 MLS

Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining, summer barbecues, or peaceful evenings under the stars. The bedrooms are spacious, while the primary bedroom features tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Conveniently located near shopping, dining, and major commuter routes while still enjoying the privacy of a cul-de-sac setting. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. This is a must see!

402 Undershot Court, South Chesapeake

$599,500

5 Beds ⋅ 4 Baths ⋅ 10638098 MLS

Welcome home to this spacious and well maintained home located on a corner lot in the desirable Grassfield School district! With 5 bedrooms and 4 full bathrooms, this home provides space for every day living and entertaining. The upstairs primary suite provides two closets, double vanity, stand up shower, and relaxing garden tub. The downstairs bedroom with en suite bathroom is perfect as a guest room or in-law suite. And you'll enjoy the kitchen which includes granite countertops, breakfast bar, updated appliances, and opens to the living room with fireplace and sunroom. Plus the wooded backyard provides plenty of privacy. Hurry and schedule your showing today!

705 Creekwood Drive, South Chesapeake

$599,900

3 Beds ⋅ 2.1 Baths ⋅ 10638060 MLS

ONE SPECIAL PRICE! First Time Buyer 5.5 rate, low down, NO PMI! Site: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage (A) welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

213 Maggie Bell Lane, South Chesapeake

$525,000

4 Beds ⋅ 2 Baths ⋅ 10637966 MLS

WOW! This backyard is an entertainer's dream! From the spacious vaulted den to the relaxing screened-in porch, you'll enjoy an incredible amount of living and entertaining space both inside and out, with .56 of an acre. The above-ground pool, partially recessed into the ground and only three years old, provides the look and feel of an inground pool without the added expense. The beautiful curb appeal sets the tone for this charming all-brick ranch. Inside, you'll find hardwood flooring throughout the main living areas, vinyl replacement windows, and a brand-new water heater. Don't miss this opportunity to own a home with great bones, fantastic outdoor living spaces, and room to make it your own! You can keep the dining room now set up as an office, including furniture, or convert back.

1103 Northmoor Court, South Chesapeake

$537,900

3 Beds ⋅ 3.1 Baths ⋅ 10637835 MLS

First Time Buyer 5.5 rate, low down, NO PMI! GPS 369 Scotland Ln. for site location.. see model home 910 Bernard Ln. open S/S 12-4. Coveted award-winning builder unveils newest neighborhood with sophisticated row homes and UPGRADES galore! 10’ midlevel ceilings, 9' other floors, oversized windows, and extensive hardwood flooring. First-floor BR w/ensuite bath for multi-generational living. Midlevel seamlessly connects Dining and Great Room w/fireplace for easy entertaining leading to covered screened porch overlooking nature. Chef’s kitchen w/10’ island, quartz counters, custom hood w/GE Cafe drawer microwave, 6-burner gas range and dishwasher. Luxurious primary retreat custom closet, spa bath oversized tiled shower, dual heads & large niche, dual vanities, and private water closet. laundry room. Secondary petite suite w/huge closet & ensuite bath. Nat. Gas Tankless water heater and 2 car garage. Professional ground and management services. Minutes to Greenbrier.

130 Lenas Way, South Chesapeake

$545,900

3 Beds ⋅ 3.1 Baths ⋅ 10637715 MLS

First Time Buyer 5.5 rate, low down, NO PMI! End Unit Fall delivery! Modern Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

908 Jennings Ln, South Chesapeake

$565,000

4 Beds ⋅ 4 Baths ⋅ 10636627 MLS

Private 4-bedroom, 4-bath home on a wooded corner lot in Inland Colony with .96 acre! Walk into the open kitchen with white cabinets, breakfast area & attached sunroom. Large living room with fireplace with separate porch and entrance. 2 bedrooms with a shared hallway bath. Circle around into another open living space with built in shelves and vaulted ceiling, attached back porch, full bathroom and large utility room. Primary bedroom is upstairs w/balcony, walk in closet & full bath. Loads of windows and natural light from every side. Full In-law suite with living room, kitchen, fireplace, bedroom, full bath and separate entrance making it great for multi-generational living or guests. Large fully fenced backyard. 2023 roof. RV hookup. Leafguard on gutters. U-shaped driveway for multi-car parking. Two sheds with electric for extra storage. Conveniently located near top-rated schools, shopping, dining and nearby water access along the Elizabeth River. Seller is offering 2.75% VA assumption to VA buyers with substitution of eligibility.

1137 Inland Road, South Chesapeake

$572,990

3 Beds ⋅ 3 Baths ⋅ 10637360 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 beautiful 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 and renderings are from builder's library, actual finishes and features may vary. Photos are to be used as an example and do not represent exact listings selections.

2217 Edwin Drive, South Chesapeake

$509,900

5 Beds ⋅ 3 Baths ⋅ 10637333 MLS

Beautiful 5BR/3BA home on a quiet cul-de-sac featuring an open floor plan with granite countertops, stainless steel appliances, and a kitchen island. Two ensuites—one upstairs and one on the main level—offer flexibility for guests or multi-gen living. 3-car garage and a huge fenced backyard perfect for entertaining, kids, or pets.

3213 Hector Lane, South Chesapeake

$520,000

3 Beds ⋅ 2.1 Baths ⋅ 10637145 MLS

Beautifully updated and thoughtfully maintained, this spacious 3-bedroom + loft home offers the flexibility for a potential 4th bedroom, 2.5 bathrooms, 2,609 square feet of living space, and a spacious 2-car garage situated on a large 1/3-acre lot. The stunning kitchen features stylish two-tone cabinetry, a center island with bar seating, granite countertops, stainless steel appliances, and durable LVP flooring. Wood laminate flooring flows through the foyer, family room, dining room, loft, and two secondary bedrooms. Enjoy year-round comfort in the heated and cooled sunroom addition complete with its own dedicated HVAC system and tile flooring. Upstairs, the spacious primary suite offers LVP flooring, a cathedral ceiling, two walk-in closets, double vanity with granite countertops, a jetted soaking tub, and a separate shower and toilet area. The hall bathroom also features granite countertops, ceramic tile flooring, and a tub/shower combination. Major system updates include a lifetime (50-year) roof installed in 2012, central AC replaced in 2020, gas furnace and gas water heater both replaced in 2015, and energy-efficient vinyl windows installed in 2006. Additional upgrades include Leaf Guard gutters, an Andersen sliding glass door, and fully wrapped exterior trim for low-maintenance living. Back fence gate open to cut through to HOA included river walk club that features pickleball, tennis court, pool, playground and dog park. HOA dues also provide access to the marina. Near shopping, restaurants, parks and major roads.

533 Broad Bend Circle, South Chesapeake

$589,900

4 Beds ⋅ 2.1 Baths ⋅ 10637132 MLS

Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake

$599,900

3 Beds ⋅ 2 Baths ⋅ 10636653 MLS

RARE OPPORTUNITY TO OWN A RANCH ON 3 PRIVATE ACRES IN GREAT BRIDGE. THIS SPACIOUS 3 BED, 2 BATH HOME OFFERS APPX. 2500 SQ. FT. OF COMFORTABLE SINGLE LEVEL COUNTRY LIVING WITH TIMELESS CHARM. HOME COMES WITH 2 CAR SIDE LOADING ATTACHED AND A 2 CAR DETACHED SIDE LOADING GARAGES. ENJOY THE NEARBY DINING, SHOPPING, AND TOP RATED GRASSFIELD & HICKORY SCHOOLS. THE ATTACHED/DETACHED GARAGE, FLORIDA/SUN ROOM, AND OUTDOOR SPACE PROVIDES PLENTY OF ROOM FOR ACTIVITIES. ROOF WAS REPLACED WITHIN 5 YEARS. WATER HEATER 2018, GUTTERS/VINYL/& HVAC REPLACED APPX 2009.

645 Ravenwoods Drive, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10636555 MLS

Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10635488 MLS

Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a deluxe-sized shower. All rooms are generously sized with ample closet space throughout the home. Premium LVP on the first floor and carpet upstairs. You’ll also appreciate the large 2-car attached garage with an extra wide driveway and the included whole-house water treatment system. Make an appointment today! Owner Agent.

3620 Parr Lane, South Chesapeake

$600,000

4 Beds ⋅ 3.1 Baths ⋅ 10636294 MLS

Welcome to a home that feels warm, inviting, and designed for everyday living. The stunning custom kitchen is both beautiful and highly functional, featuring floor-to-ceiling cabinetry, a huge island with quartz countertops, and hidden additional storage under the stairs. Hardwood floors flow throughout the first floor, where the gas fireplace serves as a beautiful focal point in the main living room with an open line of sight to the kitchen—perfect for entertaining. A formal dining room sets the stage for special occasion dinners, while a half bath and additional sitting room or office add flexibility. Upstairs offers 4 bedrooms, 3 full bathrooms, and a dedicated laundry room, making busy mornings easier for everyone. At the end of the day, unwind on the deck overlooking the woods and enjoy the privacy and peaceful retreat this home offers.

800 Aaron Culbreth Court, South Chesapeake

$585,000

3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS

Welcome to 1251 Veranda Way! This beautiful home features 2492 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be possible 4th bedroom. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, large soaker tub, dual sinks & dual walk-in closets. The other 2 bedrooms, the hall bath, a sitting/loft area along with a room for a home office. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake

$583,740

4 Beds ⋅ 2.1 Baths ⋅ 10635609 MLS

Summer Move-In! Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, South Chesapeake

$598,000

5 Beds ⋅ 3.1 Baths ⋅ 10635255 MLS

Location, Location, Location. 5 bedrooms 3.5 baths. Quick Sale Opportunity! Seller is motivated and offering a $10,000 flooring allowance or to be used at your discretion with an acceptable offer! The desired area of Kemp Bridge offers a fantastic chance to own in Chesapeake while customizing to your style. Great layout, strong value, and priced for buyers ready to move quickly. Opportunities like this don’t last—schedule your showing today!

1423 Kemp Bridge Lane, South Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10635073 MLS

Welcome to resort-style living in highly sought-after Hickory Manor! Beautifully maintained and showing like brand new, this stunning home offers the perfect blend of modern comfort and style. The bright, open-concept living spaces are highlighted by a showstopping kitchen featuring upgraded cabinets, premium countertops, and a custom backsplash added after the original build. Beyond the pristine, move-in-ready interior, you will enjoy a low-maintenance lifestyle with unparalleled HOA amenities that are truly one-of-a-kind in Hickory. Enjoy worry-free living with grounds maintenance and trash pickup included. Spend weekends at the resort-style pool with its outdoor kitchen and cabana, hit the 24/7 fitness center, or host parties in the expansive clubhouse great room. The neighborhood boasts scenic trails, 5 community lakes, a playground, and vibrant monthly community events. Schedule your tour today!

355 Middleton Way, South Chesapeake

$509,900

4 Beds ⋅ 2.1 Baths ⋅ 10634235 MLS

Welcome to this beautifully maintained condo in one of Chesapeake's most desirable 55+ communities where, comfort and convenience come together in a park-like setting. Surrounded by mature landscaping, a scenic pond, and inviting seating area with a fireplace, this neighborhood offers a relaxed lifestyle with thoughtfully designed community spaces. Inside, this spacious home offers four bedrooms and two and a half bathrooms with a layout designed for both everyday living and entertainment. The primary suite provides a comfortable retreat with generous space and privacy. An in-unit elevator adds exceptional convenience and accessibility between levels. Call today for your private tour.

925 Cranberry Drive Unit 70, South Chesapeake

$565,000

4 Beds ⋅ 3 Baths ⋅ 10633059 MLS

Welcome home to this beautifully maintained 4-bedroom, 3-bath residence located in the highly sought-after Great Bridge area of Chesapeake. Built in 2020 and situated on a spacious .46-acre lot, this move-in ready home offers over 2,200 square feet of thoughtfully designed living space. The open-concept layout features luxury vinyl plank flooring, abundant natural light, a gas fireplace, and a stunning kitchen complete with white cabinetry, granite countertops, stainless steel appliances, pantry, and oversized island. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. Upstairs, the spacious primary suite offers a walk-in closet and double vanity. Enjoy the expansive backyard with endless possibilities for entertaining, play, pets, or future outdoor additions. Conveniently located near bases, shopping, dining, and interstate access.

213 Hurdle Drive, South Chesapeake

$583,790

4 Beds ⋅ 3 Baths ⋅ 10633888 MLS

Welcome to the Lafayette, a two-story townhome offering 2,781 square feet of flexible living space with 4 bedrooms, 3 bathrooms, and a two-car garage. The FIRST FLOOR PRIMARY BEDROOM includes two large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room has an attached bath with a vanity and tub/shower combo. The kitchen features a large quartz island, stainless steel appliances, a tile backsplash, and an open layout connecting to the dining area and hearth room. Enjoy coffee on the covered porch with landscaped green space. Upstairs, a spacious loft offers flexible use, with a large bedroom and full bathroom featuring tile floors and a counter-height vanity. Photos are to be used as an example and do not represent exact listings selections.

2005 Barton Lane, South Chesapeake

$569,990

3 Beds ⋅ 3 Baths ⋅ 10633649 MLS

JUNE MOVE-IN! 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.

2215 Edwin Drive, South Chesapeake

$599,900

5 Beds ⋅ 2.1 Baths ⋅ 10632274 MLS

LUXURY COASTAL RESORT STYLE RIVERFRONT COMMUNITY! Breathtaking sunrises, sunsets & an effortless Coastal Lifestyle on the Elizabeth River. Community amenities include waterfront Gazebo w/ access to deep water, Kayak Launch, Clubhouse w/ pool, Fitness Room, Green Spaces & Nature Preserves w/ private trails throughout. Elegant Chalet-style home w/ luxurious Chefs kitchen, expansive island w/ bar seating, granite counter tops & extended 48' wood cabinets w/ extra storage. Comfortable open living spaces w/fireplace, 8 ft doors, high ceilings. First Floor FLEX SPACE for 5th bedroom/Home Office. Spacious owner's suite w/ Spa Concept bathroom, tile floors, glass shower, over-sized Garden tub + custom walk-in closet. ENTERTAINERS DELIGHT! Premium lot backs to Nature Preserve. Professionally landscaped, fenced in yard w/ extended patio for Fire Pit & Garden areas + 2 car detached garage. All the BELLS & WHISTLES you can Dream of. TURNKEY & MOVE IN READY....WELCOME HOME!

227 Wildlife Trace, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10632354 MLS

HEY BUYERS, would an interest rate buy down or closing cost assistance be helpful? Then don't miss out on this bonus. with an acceptable offer, the seller will give a $7500 credit! Welcome to 1002 Midway Drive—a rare nearly half-acre find in the sought-after Grassfield High School district! This 4-bedroom, 2.5-bath home boasts a bright, open floor plan. The spacious kitchen with custom cabinetry, granite counters, breakfast bar, and stainless appliances overlooks the living room—ideal for entertaining. Modern light fixtures and a custom accent wall add style to the dining area.Upstairs, the master suite offers space for an office or sitting area, 2 walk-in closets, and a double vanity the bath. A 2nd-floor laundry room (washer/dryer convey) and 3 spacious bedrooms complete the upper level. Bonus perks: NO water bills thanks to well water, plus a water filtration/softening system (2020) and Leaf Filter gutters (2022). Double garage is fully finished and insulated. The huge fenced yard features a deck with overhead string lights and a chicken coop- chickens can convey, so fresh eggs daily! Country charm minutes from shopping, dining & highways. Plus with an acceptable offer, the seller will give the buyer a $7500 credit to be used as needed. So if an interest rate buy down or loan closing cost assistance is helpful to a buyer, they can take advantage of this additional bonus!

1002 Midway Drive, South Chesapeake

$501,763

4 Beds ⋅ 3.1 Baths ⋅ 10631709 MLS

Ready Now: Luxury End Unit townhome condo w/rear load 2 car garage. Luxury LVP floor in select living areas, 2nd floor: Kitchen GE Cafe Matt Black appliances including refrigerator, center island w/shiplap, living room linear fireplace w/shiplap, pantry, living area w/Office/flex room, 1st floorbr/flex room, hall bath & mudroom. 3rd floor Primary w/ceramic shower-2 shower heads, dual sinks, 2 closets, 2 br's - jack & jill bath, linen closet, laundry. Quartz tops kitchen & all baths, covered entry, fenced front yard w/gate to multi trail, 2nd floor Deck off dining area. 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.

1070 Mesa Loop, South Chesapeake

$525,728

4 Beds ⋅ 3.1 Baths ⋅ 10631706 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 White 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 br's w/dual entry bath, linen closet, laundry.1st floor: br/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.

1076 Mesa Loop, South Chesapeake

$505,223

4 Beds ⋅ 3.1 Baths ⋅ 10631708 MLS

Ready Now:LuxuryTownhome w/2-car garage, covered entry,fenced front yard w/gate to multi trail,covered entry. 19x12 rear deck,LVP floors select areas.2nd floor:Kitchen center island w/shiplap, GE Cafe Matte Black appliances w/refrigerator,pantry,living area w/linear fireplace w/ shiplap surround w/built ins,dining area access to covered front deck.3rd flr: Primary:tile shower 2-shower heads, dual sinks, 2 closets, 2 bedrooms, full hall bath, linen closet, laundry. 1st floor flex room/bedroom dual entry bath, mudroom. Quartz tops in kitchen and baths-designer mirrors, 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. 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 location in the Greenbrier area. .

1072 Mesa Loop, South Chesapeake

$549,500

5 Beds ⋅ 3 Baths ⋅ 10631480 MLS

This is one of those rare homes that truly supports multi gen or other uses. TRUE in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonary fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you!

229 Fresno Drive, South Chesapeake

$525,900

4 Beds ⋅ 3.1 Baths ⋅ 10629487 MLS

Fall delivery! Inquire about our 5.375 conventional interest rate! Modern Mood with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10' island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/ linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee-Cabana, Fire Pits, Bocce Ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

914 Jennings Ln, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10626438 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

$595,000

5 Beds ⋅ 2.1 Baths ⋅ 10627977 MLS

Welcome home! Experience comfortable living in this beautiful 5 bedroom, 2.5 bathroom home, located in the highly sought- after Grassfield school district. The home's open floor plan and modern kitchen with stainless steel appliances, island and new flooring create a welcoming atmosphere perfect for entertaining. This property boasts energy-efficient solar panels installed in 2021, greatly reducing your energy costs and carbon footprint. The primary ensuite features 2 separate sinks, soaking tub, shower, private toilet and huge walk-in closet. Enjoy the large fenced in backyard ideal for outdoor activities and relaxation. Situated on a cul-de-sac in a family- friendly neighborhood a short distance from schools, shopping, dining and highways, this home offers the perfect balance of community and convenience.

1704 Lancing Crest Circle, South Chesapeake

$570,740

3 Beds ⋅ 3 Baths ⋅ 10627394 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.

2206 Edwin Drive, South Chesapeake

$569,990

3 Beds ⋅ 3 Baths ⋅ 10627392 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.

2204 Edwin Drive, South Chesapeake

$504,990

2 Beds ⋅ 2 Baths ⋅ 10627384 MLS

The Asheville, one of our quad-style homes, features two bedrooms and 2 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!

2202 Edwin Drive, South Chesapeake

$525,900

3 Beds ⋅ 3.1 Baths ⋅ 10626930 MLS

Fall delivery! Time to select your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

912 Jennings Ln, South Chesapeake

$599,000

4 Beds ⋅ 2.1 Baths ⋅ 10624306 MLS

MOVE IN NOW! 4-bedroom, 2.5-bath home offering 2,445 sq ft in the top-rated Hickory school district. Built in August 2024, this like-new home offers modern construction without the wait. The open-concept floor plan features a spacious living area flowing into the heart of the home—a beautiful kitchen with quartz countertops, large center island, stainless steel appliances, and pantry—for everyday living and entertaining. All four bedrooms are upstairs including a spacious primary suite with tiled shower and double quartz vanity. Additional highlights include walk-in closets with custom wood shelving, inviting front porch, fenced backyard with oversized concrete patio, grilling kitchen pergola for outdoor gatherings, and attached 2-car garage. Residents enjoy resort-style amenities including clubhouse, fitness center, playground, scenic lakes, and pool with outdoor kitchen and cabana. Great lot location. Does not back up to busy road. See the Virtual 3D Tour. Quick Possession!

413 Middleton Way, South Chesapeake

$583,740

4 Beds ⋅ 2.1 Baths ⋅ 10620511 MLS

Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bath and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Schedule your tour today!

2001 Barton Lane, South Chesapeake

$550,093

4 Beds ⋅ 2.1 Baths ⋅ 10617476 MLS

Under construction End Unit 2 story townhome condo w/two car front load garage in a 3 unit building! Luxury LVP, wood steps,1st flr:Open floor plan, Kitchen GE Matt White appliances w/refrigerator,Kohler white porcelain sink,pantry,center island w/shiplap,Midnight Blue Cabinets,Champagne fixtures,dining area, living room w/ linear fireplace w/shiplap, covered side entry w/mudroom and 1/2 bath,covered back patio. 2nd flr: Primary w/ceramic floor & shower-2 shower heads,dual sinks, 2 closets, 2 br's & full bath, linen closet, laundry. Quartz tops kitch&all baths, covered entry, Large fenced backyard. 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. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Central Greenbrier location. Only 56 homes.

713 Flatrock Lane, South Chesapeake

$525,900

4 Beds ⋅ 3.1 Baths ⋅ 10617027 MLS

Fall delivery! CHOOSE your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

910 Jennings Ln, South Chesapeake

$575,000

5 Beds ⋅ 3 Baths ⋅ 10616641 MLS

Great Opportunity to own in the Marsh Creek neighborhood! 5 generous size bedrooms include a first floor bedroom and a first floor full bath. Second floor primary bedroom boasts 2 walk in closets and a huge ensuite bathroom. Formal living and dining rooms. Open floor plan kitchen and family room. Family room boasts a gas log fireplace and lots of light streaming in all the windows. Backyard deck would be a great space for outdoor entertaining as it is overlooking a very generous size backyard.

2210 Chesterfield Loop, South Chesapeake

$600,000

10591641 MLS

This heavily wooded parcel spans over 100 acres and is zoned for residential use. Great for those seeking privacy, nature, and space to create something special. Whether you're envisioning an estate or exploring development potential, this property offers a rare combination of natural beauty and location. Just minutes from the amenities of Edinburgh, it provides convenient access while still feeling worlds away. This lot is to be sold in conjunction with the adjacent parcel on St. Brides Road (MLS# 10591677).

Lot 14 Taft Road, South Chesapeake

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Between $500K - $600K South Chesapeake Real Estate