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3212 Sybilla Street, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10629024 MLS
It may say 2013, but this home has been thoughtfully reimagined and extensively updated, offering the look and feel of 2023. Designed for everyday living, it features a sought-after first-floor primary suite, 9-ft ceilings, and LVP flooring throughout the first floor. The kitchen shines with quartz countertops, high-end stainless appliances, and a custom-designed pantry. A second-story loft-style family room adds flexible living space, while the primary suite includes a custom-designed closet and a spa-like bath with double showerheads. Major systems and mechanicals were updated in 2023 to include a new panel box with generator hookup and EV capabilities, providing peace of mind. Enjoy a fenced backyard, large patio, 2-car attached garage, and driveway for up to six vehicles, and just two blocks to the largest aquatic center in Hampton Roads! Life in Culpepper Landing is unmatched, with all the amenities, stocked lakes, a dog park, trails, and community events. Call for a private tour!

3212 Sybilla Street, South Chesapeake

420 Las Gaviotas Boulevard, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10628020 MLS
The living is easy in this beautiful 4 bedroom home in highly sought Las Gaviotas! This popular floor plan has great flow and offers formal living & dining rooms. The cook will love the large, light & bright, eat-in kitchen with pantry, granite countertops, gorgeous tiled backsplash, stainless appliances including gas range with double ovens. The spacious family room is sure to be the hub of this home with a charming decorative fireplace and easy access to the outdoors. Retreat to your primary bedroom suite with his & hers walk-in closets and double sink vanity in the primary bath. Enjoy the serene park-like setting of your big backyard overlooking the 17th & 18th holes of the Chesapeake Golf Club. The pergola covered deck and patio are perfect for entertaining. Lovely neutral decor throughout. Don't miss!

420 Las Gaviotas Boulevard, South Chesapeake

924 Fox Ridge Trail, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10626080 MLS
Welcome to this spacious all brick two story home offering four bedrooms and three bathrooms. Home is located right in the heart of Chesapeake. All brand new carpet within the home and beautiful windows throughout. Inside offers a high ceiling foyer, formal dining room, additional room for a home office, kitchen with stainless steel appliances, eat at bar, a large living room with built-in shelving and a fireplace.The upstairs offers four bedrooms and a full bath. The spacious primary suite is tucked away with a walk-in closet and large bathroom with a tub for soaking. Home also has an attached two car garage, large driveway and a full laundry room. The backyard offers plenty of space for your barbecues and fire pit area for entertaining. With a little vision you can truly create this space into your own.

924 Fox Ridge Trail, South Chesapeake

635 Shadow Brooke Drive, South Chesapeake
$560,000
4 Beds ⋅ 3 Baths ⋅ 10620302 MLS
Space, flexibility & opportunity in sought-after Greenbrier. This 3,019 sq ft brick split-level ranch offers 4 bedrooms and 3 full baths with a layout designed for real life. The main-level primary suite provides privacy, while two additional bedrooms are positioned on the opposite side of the home. Upstairs, the finished room over the garage with its own bath is great for guests, a media room, home office or multigenerational living. A gas fireplace anchors the living space, and the deck extends entertaining outdoors. Located near a neighborhood park and near Greenbrier shopping, dining, and major conveniences. Roof replaced: 2018. 1st-level HVAC: 2021. The home needs cosmetic updates and is priced accordingly, creating an opportunity to personalize and build equity in one of Chesapeake's most established areas. Qualified buyers may explore assumption of an existing VA loan, a rare financing advantage in today's market.

635 Shadow Brooke Drive, South Chesapeake

203 Westonia Road, South Chesapeake
$560,000
5 Beds ⋅ 2.1 Baths ⋅ 10616855 MLS
Welcome to your own retreat! Built in 2022, this stunning 5-bedroom, 2.5-bath home offers the perfect blend of modern design, comfort, and outdoor living on .32 acres backing directly to Deep Creek water. Step inside to an inviting open-concept living, dining, and kitchen space—ideal for both everyday living and entertaining. The beautifully designed kitchen flows seamlessly into the living area, creating a bright and airy atmosphere that feels both spacious and welcoming. A two-car garage adds convenience and functionality, but it also hides a unique luxury — a private sauna, giving you a spa-like experience right at home. Outside, enjoy relaxing in your screened-in patio or unwind in the hot tub and enjoy the privacy of a backyard that opens directly to nature and water. With new-construction quality, waterfront views, and luxury amenities rarely found together, this home offers a lifestyle that is both elevated and effortless. This is more than a home — it’s a retreat.

203 Westonia Road, South Chesapeake

1758 Watershed Court, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10599265 MLS
Solar-powered savings, fresh updates, and an assumable VA loan opportunity—this home delivers on every detail. Located in the Grassfield School District, this 4-bedroom, 2.5-bath house blends comfort and efficiency with solar panels (will convey paid-off). A versatile front room offers flexible use, while the kitchen features white cabinetry, quartz countertops, a subway tile backsplash, and stainless steel appliances. Upstairs, enjoy new LVP flooring throughout and a spacious primary suite with dual vanities, a large shower, and two walk-in closets. Custom built-in storage enhances organization throughout. Outside, a huge new deck overlooks the fenced backyard. Also features overhead garage storage and tankless water heater. An assumable VA loan under 2.7% (for qualified buyers) offers an exceptional financing opportunity! This move-in-ready property combines style, function, and energy savings in one well-maintained package. Contact Listing Agent for info on Assumable VA Loan.

1758 Watershed Court, South Chesapeake

2008 Barton Lane, South Chesapeake
$559,990
3 Beds ⋅ 2.1 Baths ⋅ 10572246 MLS
READY NOW! Welcome to the Lafayette, a townhome with 2,344 square feet of flexible living space, featuring 3 bedrooms, 3 bathrooms, and a two-car garage nestled in Retreat at Edinburgh our premier 55+ community. The first-floor primary bedroom offers 2 large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room with a bath is also on this floor. The kitchen includes a quartz island that seats 6-8, stainless steel appliances, and an open layout to the dining and hearth rooms. Enjoy coffee on the covered porch with landscaped green space. Upstairs, a loft provides flexible space, plus a large bedroom and bath with tile flooring and a counter-height vanity. Photos are for reference only.

2008 Barton Lane, South Chesapeake

204 Traditions Way, South Chesapeake
$559,965
3 Beds ⋅ 3.1 Baths ⋅ 10595463 MLS
Unique 3-Unit Bldg! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed.. 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 CLOSETS 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 or you!

204 Traditions Way, South Chesapeake

529 Wittington Drive, South Chesapeake
$559,000
5 Beds ⋅ 3 Baths ⋅ 10646652 MLS
This is classic Great Bridge living at it's best! Nestled on a quiet cul-de-sac in the desirable Southern Pines neighborhood, this beautifully maintained 5-bedroom, 3-bath home offers 2,491 square feet of versatile living space on a private, half-acre wooded lot. A standout feature is the in-law suite, complete with its own bedroom, attached sitting/living area, and full bath ideal for multigenerational living or long-term guests. Two bathrooms have been tastefully renovated, while the newer roof and replacement windows provide added peace of mind. The cozy living room features a gas log/wood-burning fireplace, and the finished room over the garage offers endless flexibility as a bedroom, playroom, media room, or home office. Relax on the welcoming front porch or entertain on the spacious rear deck overlooking the peaceful backyard. Complete with a 2-car attached garage, detached storage shed, and no HOA.

529 Wittington Drive, South Chesapeake

909 Douglas Eley Lane, South Chesapeake
$558,500
3 Beds ⋅ 3.1 Baths ⋅ 10628784 MLS
Better than new! More than $20,000 in upgrades! Built in 2024, this beautifully designed townhome offers 2,300 sq ft with 3 bedrooms and 3.5 baths, combining modern style with low-maintenance living. The open main level features high ceilings, wide-plank flooring, and a gourmet kitchen with quartz countertops, oversized island, and premium appliances great for everyday living or entertaining. Each bedroom offers access to its own bath, including a spacious primary suite with a spa-inspired layout and generous closet space. Additional highlights include a two-car garage, tankless water heater, and quality finishes throughout. Community amenities include landscaped common areas, a cabana, and fire pits. Conveniently located near shopping, dining, and major routes.

909 Douglas Eley Lane, South Chesapeake

2016 Munro Lane, South Chesapeake
$555,490
4 Beds ⋅ 3 Baths ⋅ 10606886 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. The Lafayette blends modern design and functional spaces, ideal for families or those seeking comfort and style. Photos are to be used as an example and do not represent exact listings selections.

2016 Munro Lane, South Chesapeake

332 Knells Ridge Drive, South Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10636411 MLS
4 Bedrooms + FROG + Pool — This spacious home features four bedrooms upstairs plus a finished room over the garage, ideal as a fifth bedroom. A bright sunroom opens to a beautiful pool, so relaxing and great for entertaining. The owner’s suite offers a bay window and updated bathroom flooring. The main level includes formal living and dining rooms (or office space), a large laundry room, and a great room with a gas fireplace. Entertain in your beautifully updated kitchen. Additional features include a large storage shed and a newer expansive deck. Enjoy the oasis that awaits you out back with a refreshing pool. This home is a dream. Make sure you put this at the top of your list. It wont last long.

332 Knells Ridge Drive, South Chesapeake

541 Lake Crest Drive, South Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10633736 MLS
This open and bright corner lot in Sawyers Mill features a renovated kitchen, pantry, and breakfast bar. The kitchen overlooks the large family room with gas fireplace. This gem has 4-bedrooms, 2.5 baths with an open floor plan. The kitchen is open with new granite countertops, SS appliances, pantry, a breakfast bar, and plenty of counters and cabinet space. The formal dining & living rooms allow for flexibility. Perfect space for a home office. The primary bedroom is huge with vaulted ceilings, 2 large WIK, and separate tub and shower in the bathroom. The large corner lot is perfect for entertaining or quiet morning coffee. The neighborhood has playgrounds, pool, and clubhouse. Plus...Grassfield High School!!

541 Lake Crest Drive, South Chesapeake

633 Creekwood Drive, South Chesapeake
$555,000
3 Beds ⋅ 2.1 Baths ⋅ 10623973 MLS
Beautiful lakefront home offering gorgeous views! Abundant natural light throughout. The inviting living room features built-in bookcases & a cozy electric fireplace, while the adjacent dining room overlooks the lake. Renovated kitchen includes white soft-close cabinetry, quartz countertops, gas range & double oven. Upstairs you'll find two additional bedrooms & a spacious primary suite with lake views, an ensuite spa-like bath w/soaking tub & separate shower, plus a versatile nook ideal for a nursery, office, or exercise space. Enjoy the sunroom off the kitchen with lake views & access to the deck & backyard. The property includes an attached two-car garage with epoxy flooring & ceiling storage, plus a detached garage w/mini-split currently used as a workshop. The backyard is perfect for entertaining with a firepit area, large storage shed, and private dock - fish for bass or catfish or kayak right from home! Desirable Grassfield schools! Newer roof (2021) and siding (2020).

633 Creekwood Drive, South Chesapeake

3122 Old Rock Street, South Chesapeake
$555,000
5 Beds ⋅ 3.1 Baths ⋅ 10609004 MLS
Welcome home to this spacious 5-bedroom beauty on a corner lot in the Culpepper Landing neighborhood! The main floor features a flexible room that’s great for an office or playroom, plus an open kitchen with granite countertops, a large island, and plenty of space for cooking and gathering. Upstairs, you’ll find four roomy bedrooms, including the primary suite, along with a convenient laundry room. The third floor offers a bonus loft, bedroom, and full bath, which is great for guests or extra living space. Enjoy all the community has to offer, including a pool, clubhouse, fitness center, and playgrounds. Fresh paint and new carpet make it move-in ready. A perfect blend of comfort and convenience! Schedule your tour today!

3122 Old Rock Street, South Chesapeake

567 Waters Road, South Chesapeake
$555,000
4 Beds ⋅ 3 Baths ⋅ 10608895 MLS
Welcome to 567 Waters Road in Chesapeake, VA, where comfort, space, and modern living come together. This open-concept layout makes it easy to work from home, entertain friends, or simply enjoy everyday life without feeling crowded. You’ll notice thoughtful updates throughout, including carpet (2021), refrigerator (2023), and oven & microwave (2025). The HVAC is serviced twice a year for peace of mind. Step outside to a massive fully fenced backyard that can be used for pets running around, gatherings, or quiet evenings on the patio, with a powered shed for extra storage or hobbies. Located in the sought-after Grassfield High School district, this home offers easy access to shopping, dining, interstates, and nearby military bases. A great fit for anyone relocating to Hampton Roads who wants space, convenience, and charm all in one.

567 Waters Road, South Chesapeake

335 Preservation Reach, South Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10603379 MLS
Come visit this beautiful home in The Preserve! Fall in love with the dreamy front porch & bright, open floor plan w/high ceilings. The first floor offers a welcoming living room, spacious family room that opens to a large kitchen - perfect for gatherings - plus a dining room AND a flexible office/bonus room that could serve as a fifth bedroom. Recent updates include new carpet & fresh paint (2025), new dishwasher (2025), 1st floor HVAC (2025), new fence (2025). Upstairs you’ll find 4 bedrooms, including a generous primary suite w/a cozy sitting area. The spa-like primary bath features an oversized tub & separate shower. The Preserve is a sought-after waterfront community with incredible amenities: clubhouse with fireplace & kitchen, pool & patio area, fitness room, & private wooded trails leading to a dock & covered gazebo on the Elizabeth River. Enjoy morning strolls with coffee & peaceful water views. Don’t miss your chance to see this move-in ready home! Schedule your visit today!

335 Preservation Reach, South Chesapeake

2017 Munro Lane, South Chesapeake
$554,990
4 Beds ⋅ 3 Baths ⋅ 10588885 MLS
Welcome to the Lafayette at Retreat at Edinburgh—Chesapeake’s premier 55+ low-maintenance community! This spacious two-story townhome offers 4 bedrooms, 3 baths, and a two-car garage across 2,781sq. ft. Enjoy first-floor living with a luxurious primary suite, guest room with private bath, and a gourmet kitchen featuring a large quartz island and stainless steel appliances. Relax on your covered porch overlooking landscaped green space, or take advantage of resort-style amenities including a clubhouse, pool, community garden, and walking paths. Located near fine dining, shopping, and beautiful parks, this move-in ready home blends comfort, convenience, and an active lifestyle in a thriving Chesapeake location! The home is complete and ready for a new owner! Pictures are of a similar home.

2017 Munro Lane, 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.