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603 Oxbow Court, South Chesapeake
$850,000
5 Beds ⋅ 3 Baths ⋅ 10657808 MLS
This is the kind of Chesapeake home that feels substantial the second you walk in. Restored inside and out, it carries the scale and character of an established traditional home, with beautiful arched doorways, refinished hardwoods, fresh paint, new carpet, and thoughtful updates that make the entire house feel fresh again. The main level is generous without feeling disconnected. The kitchen sits between the formal dining room, the vast open living space, and the screened porch, making it the natural link between everyday living and entertaining. Ample white cabinetry wraps the room, while an oversized island, thick warm granite countertops, a ceramic Kohler sink, and new appliances give it both presence and function. From there, the screened porch opens to the rear deck and draws you straight out toward the pool. That backyard deserves its own moment. The in-ground pool sits within a wide paver surround and includes a diving board and built-in sitting ledge, all framed by decorative iron fencing. But the fence is not the end of the yard. The property continues beyond it with additional lawn space and an in-ground fire pit, giving the outdoor space far more depth than the pool area first reveals. Inside, nearly every turn brings another room with a purpose. A dedicated library adds character to the main level, while the separate billiard room creates another substantial place to gather. A first-floor bedroom sits near a modern updated full bath, and upstairs, a finished attic adds even more usable space with room for movies, games, hobbies, or whatever comes next. Then there is the primary suite, and it is genuinely oversized. Beyond the sleeping area is a separate sitting room, an enormous walk-in closet, and an ensuite with a jetted soaking tub and separate stand-up shower. Set in Carriage House Estates in Chesapeake’s 23322 with Hickory schools and a central location, this is a home where the size, flow, and character show up in all the right places—inside, outside, and in the spaces you do not expect until you are standing in them.

603 Oxbow Court, South Chesapeake

821 Redleafe Circle, South Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought-after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

938 Olmstead Street, South Chesapeake
$630,000
5 Beds ⋅ 3.1 Baths ⋅ 10657755 MLS
Gorgeous & 4-years-young in community-friendly Culpepper Landing with scenic outdoor areas, clubhouse & pool! Huge open & bright floor plan enhanced by classic neutral décor. Enjoy flexible living spaces great for home office, study, dining room or homeschool station. Dreamy kitchen with an abundance of cabinetry, counter space & massive breakfast bar great for gathering & entertaining. Inviting family room sits at the heart of the home & opens to covered porch overlooking fenced backyard. Extra highlights include a convenient mudroom, organization area & finished room over the garage with full bath offering endless possibilities for a guest suite, media room or private retreat. With 5 bedrooms & 3.5 bathrooms, there's plenty of room for everyone to spread out. Elegant primary suite features exercise area, walk-in closet, dual-sink vanity & oversized shower with double shower heads. This is the Total Package & Across the street from brand NEW elementary school opening 2027-2028.

938 Olmstead Street, South Chesapeake

616 Rutherford Drive, South Chesapeake
$549,900
3 Beds ⋅ 1.1 Baths ⋅ 10657745 MLS
Well-maintained, move-in-ready brick ranch in an established neighborhood with wide sidewalks! Features attractive LVP flooring throughout, three bedrooms, and a primary suite with a walk-in closet. Enjoy the gas log fireplace and additional storage with floored attic space. The converted attached garage is currently equipped as a beauty salon with styling station, shampoo sink, built-in cabinetry, and laundry area. A bright 20' x 20' sunroom with three walls of casement windows overlooks the backyard. Outdoor amenities include a 20' x 20' composite deck, fenced yard, and a 20' x 40' in-ground pool with cover. The detached three-bay garage includes power, workbenches, and pull-down access to a large, floored attic. A rare combination of comfort, functionality, and exceptional indoor and outdoor living space.

616 Rutherford Drive, South Chesapeake

443 Supplejack Court, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10657404 MLS
Welcome to sought-after Riverwalk! This beautifully maintained 4-bedroom, 2-bath ranch sits on a desirable corner lot with great curb appeal. The freshly painted interior offers an inviting floor plan, vaulted ceilings, updated lighting, luxury vinyl plank flooring, and thoughtful custom touches, including enhanced closet space and added shelving. The kitchen features quartz countertops, stainless steel appliances, and two pantries. A versatile 4th bedroom/FROG above the 2-car garage offers flexible space for guests, an office, or hobbies. Enjoy the beautifully landscaped backyard with a deck and paver patio, perfect for outdoor entertaining. Riverwalk amenities include a clubhouse, pool, dock, boat ramp, playground, trails, tennis and pickleball courts, plus seasonal concerts and food trucks. Discover the charm, convenience, and lifestyle that make Riverwalk a wonderful place to call home!

443 Supplejack Court, South Chesapeake

2008 Pocaty Creek Lane, South Chesapeake
$889,500
4 Beds ⋅ 3.1 Baths ⋅ 10657656 MLS
Enjoy a slower pace of life as you relax on the front porch w/ morning coffee or watch loved ones play in the expansive yard. This beautifully remodeled farmhouse-style home sits on approx. 5.207 acres, extensively updated in 2021.Step inside to a dramatic 2-story foyer that opens to a spacious living area kitchen, dining, & family room, ideal for everyday living & entertaining. The 1st-floor primary suite offers comfort & convenience. Upstairs, you'll find a generous flex space perfect for a 2nd living area, home office, playroom, or gym. The 2nd level also features a second bedroom suite w/ private bath, plus 2 more bedrooms connected by a Jack/Jill bath. Abundant storage can be found throughout the home. The outdoor lifestyle is just as inviting. Spend your days fishing in your private pond, harvesting produce from the garden, or enjoying peaceful views of the neighboring horse farm from your kitchen window, at the end of the day, unwind by the pool.

2008 Pocaty Creek Lane, South Chesapeake

MM Bellhaven, South Chesapeake
$720,000
5 Beds ⋅ 2.1 Baths ⋅ 10657643 MLS
The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives! Directions: Mt. Pleasant Rd. to Back Road to Intracoastal Way. Follow the Wetherington Homes signs.

MM Bellhaven, South Chesapeake

381 Scotland Lane, South Chesapeake
$613,900
3 Beds ⋅ 2.1 Baths ⋅ 10657357 MLS
To Be Built - MODEL 369 Scotland Ln. nestled in Greenbrier, Joseph’s Meadow built by renowned builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a haven.

381 Scotland Lane, South Chesapeake

377 Scotland Lane, South Chesapeake
$612,500
4 Beds ⋅ 2.1 Baths ⋅ 10657358 MLS
To Be Built - LOW Rate and NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. BIG laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

530 San Pedro Drive, South Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10657170 MLS
Welcome to Las Gaviotas, where golf course living meets your own backyard oasis! This sprawling 4-bedroom brick ranch offers beautiful golf course and water views, impressive vaulted ceilings, exposed beams, and a stunning two sided fireplace connecting the great room and sunroom. The beautifully renovated kitchen features a large center island and gas cooktop, while the spacious primary suite offers peaceful views and a luxurious bath. Step outside to your private retreat featuring an inground pool with updated liner, hot tub, gorgeous new paver patio, and outdoor gas kitchen for entertaining! Additional highlights include updated bathrooms, kitchen, expansive laundry room, new fixtures, Updated Flooring and Paint, HVAC (2024), roof (2019), and new water heater. Seller to provide a clear termite and moisture letter. A rare opportunity to enjoy single level living, incredible outdoor entertaining, and scenic surroundings!

530 San Pedro Drive, South Chesapeake

1648 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657343 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented w/shiplap trim. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Hurry, this end unit with 2-car garage won't last long!

1648 Songbird Lane, South Chesapeake

1644 Songbird Lane, South Chesapeake
$489,900
4 Beds ⋅ 3.1 Baths ⋅ 10657329 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented with shiplap trim. Durable LVT is included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1644 Songbird Lane, South Chesapeake

911 Charing Cross, South Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10655533 MLS
Welcome to this beautiful four-bedroom, 2.5-bath home in the desirable Tunbridge Station neighborhood of Great Bridge! With nearly 2,600 square feet of living space, this home offers plenty of room to live, relax, and entertain. Situated on a spacious corner lot in a quiet neighborhood, this home features wood flooring throughout the first floor and new LVP flooring on the second floor. The kitchen offers a cozy eat-in area with a bay window, while the separate living room provides added privacy and could also serve as a home office. A formal dining room offers the perfect space for hosting family and friends. One of the home's standout features is the oversized family room over the garage, offering endless possibilities for a media room, game room, or playroom. Enjoy outdoor living with a new deck and patio for relaxing or entertaining. Located in the sought-after Hickory school district, this home offers space, versatility, and a wonderful opportunity to enjoy all that Great Bridge has to offer.

911 Charing Cross, South Chesapeake

1640 Songbird Lane, South Chesapeake
$499,900
4 Beds ⋅ 3.1 Baths ⋅ 10657313 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the 1st floor (carpet in bedroom), and the entire 2nd floor! Family room has a cozy fireplace & lower built-ins for storage. Durable LVT included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1640 Songbird Lane, South Chesapeake

176 Driftwood Drive, South Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS
Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, South Chesapeake

1421 Gemstone Lane, South Chesapeake
$699,900
5 Beds ⋅ 3.1 Baths ⋅ 10657221 MLS
Private upstairs living quarters, a wooded backyard, & a flexible multigenerational layout define this inviting ranch-style home. The suite over the garage includes a bedroom, full bath, great RM, & large walk-in attic, offering a comfortable retreat with added independence for guests or extended household living. On the main level, the gourmet kitchen features abundant granite counter space, generous cabinetry, a pantry, S/S appliances, & a gas range. Vaulted ceilings enhance the bright, open great RM. The primary suite offers a spa-inspired bath with soaking tub, oversized tiled walk-in shower, double vanity, & spacious walk-in closet. Two additional bedrooms share a full bath. Relax on the screened porch & enjoy exceptional privacy surrounded by the wooded backyard. Designed for comfort, connection, & flexibility, this home adapts beautifully to the way you live.

1421 Gemstone Lane, South Chesapeake

1427 Scoonie Pointe Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10656820 MLS
Welcome to Eagle Pointe, where low-maintenance 55+ living meets an amenity-filled lifestyle! This spacious condo is priced with updates in mind, offering a great opportunity to add your own style and make it shine. The open floor plan features a sun-filled 1st-floor primary suite with dual closets, convenient 1st-floor laundry, pantry and oversized storage closet. Upstairs offers 2 additional bedrooms, full bath, versatile loft and walk-in attic. Outside, let the association handle the upkeep while you enjoy all this vibrant community has to offer! The Bay Club features indoor & outdoor pools, hot tub, fitness center, library, billiards, gathering spaces, gazebos, outdoor grills and a full social calendar. Bring your vision and discover the lifestyle waiting for you at Eagle Pointe!

1427 Scoonie Pointe Drive, South Chesapeake

203 Hessian Loop, South Chesapeake
$964,500
5 Beds ⋅ 3 Baths ⋅ 10657075 MLS
Welcome to Woodford Estates! This stunning home is like new construction built in 2025, loaded with upgrades & thoughtful details throughout. The gorgeous open-concept living, kitchen, and dining area features an extended kitchen with quartz countertops that flow seamlessly into the backsplash, additional cabinetry, and beautiful tilework. The spacious living room boasts a fireplace flanked by custom built-ins. A first-floor bedroom and beautifully appointed full bathroom offer added flexibility. Upstairs, the impressive primary suite features a luxurious five-piece bath and an enormous walk-in closet with shelving. Three additional generously sized bedrooms and a full bathroom with en-suite access from one bedroom complete the second floor. Outside, enjoy the peaceful, fully fenced backyard featuring a spacious stamped concrete patio, built-in fire pit, and tranquil wooded views. Great for entertaining or relaxing in your own private retreat! Desirable schools, easy access to the highway & absolutely turn key- must see this one today!

203 Hessian Loop, South Chesapeake

1239 Pacels Way, South Chesapeake
$679,900
4 Beds ⋅ 3 Baths ⋅ 10657100 MLS
Located in desirable Etheridge Lakes on a large 1 acre lot overlooking the neighborhood pond, this flexible layout includes a first-floor bedroom & full bath—ideal for guests. The kitchen features granite countertops, SS appliances, abundant cabinetry & opens to the living room. A formal dining room is perfect for gatherings, while the separate den-like space offers even more flexibility as a playroom, library, home office or cozy retreat. Upstairs, the spacious primary suite includes a jetted tub, separate shower & massive walk-in closet! Outside, enjoy the composite deck, paver patio, mature trees, & circle firepit overlooking the peaceful pond views. As fall approaches, picture evenings around the firepit roasting marshmallows & making s'mores! With so much space inside and out, this one offers a setting that's hard to find!

1239 Pacels Way, South Chesapeake

708 Nottaway Drive, South Chesapeake
$289,900
2 Beds ⋅ 2.1 Baths ⋅ 10657099 MLS
Welcome to this spacious townhouse in Chesapeake in a great location with NO HOA!! The bright kitchen features a butler's window to provide a convenient pass-through for serving between the kitchen and dining area. The living room opens from the dining room and features a wood-burning fireplace as a centerpiece. Sliding glass doors lead from the living room to the back patio and fenced yard. Upstairs, you'll find two large bedrooms, each with its own ensuite bathroom and plenty of closet space. The primary bedroom also features a second wood-burning fireplace, creating a comfortable space to relax. Conveniently located near shopping, dining, schools, and major roadways. Property updates include a new tank water heater (2022), downstairs flooring (2022), fresh carpet and paint (2026), updated kitchen and bathroom faucets (2026), and a new backyard fence (2026). Water heater warranty may convey.

708 Nottaway Drive, South Chesapeake

2448 Johnstown Road, South Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10657067 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, South Chesapeake

521 Hatteras Crescent, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10656719 MLS
Welcome to your new Home! This well-loved 4-bedroom, 2-bath home that has been meticulously maintained by its original owners and is ready for its next chapter. Located in an established neighborhood within the sought-after Hickory school district, this home offers solid bones and peace of mind with many of the major systems already updated—including a new roof in 2025 with a transferable 50-year warranty and water heater replaced in 2025, extra interior-wall insulation, whole-house generator, and much more! Enjoy the above-ground pool, perfect for making the most of warm Virginia days. Pool liner replaced 2025; pool professionally winterized by East Coast Leisure & all pool accessories convey. While the home may not have all of today’s cosmetic trends, you get to move into a well-cared-for home with newer major components and create the look you love at your own pace. A true blank canvas to create your personalized home sweet home in!

521 Hatteras Crescent, South Chesapeake

639 Appalachian Court, South Chesapeake
$649,920
4 Beds ⋅ 2.1 Baths ⋅ 10656977 MLS
Stunning 4-BR Home on Large Lake View Lot – No HOA! Experience modern living in this 4-bedroom, 2.5-bathroom gem located in the highly desirable Centerville Commons neighborhood. Combining exceptional curb appeal with an expansive layout, this property sits on an oversized lot offering rare privacy free of HOA rules. Main Level: A welcoming foyer leads to an elegant formal dining room features a sophisticated tray ceiling. Open-Concept Great Room: Bright and airy with massive windows, Luxury Vinyl Plank flooring, and a cozy gas fireplace. Chef’s Kitchen features crisp white cabinetry, stainless steel appliances, a pantry, an enormous quartz island over contrasting gray accent cabinets, sunlit in eat-in area with large windows overlooking the sweeping fenced backyard.2nd floor has a gorgeous staircase w/black spindles to the second floor. Spacious primary bedroom, ensuite has dual sinks, tile shower.3 other br's plus hall bath & Laundry room. New carpet.

639 Appalachian Court, South Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.