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1906 White Rock Bend, South Chesapeake
$426,000
3 Beds ⋅ 2.1 Baths ⋅ 10624617 MLS
Move-in ready showstopper featuring natural white oak hardwood floors and custom handrails. The kitchen offers white cabinetry, gorgeous stone countertops, newer appliances, and an open layout flowing into the dining area and sitting room. Spacious great room with gas fireplace. Oversized bedrooms provide flexible living space. Recent updates include fresh paint and upgraded light fixtures. Major improvements include a 15 SEER HVAC system, upgraded 200 AMP electrical panel, hybrid water heater, and whole-house water filtration system. Enjoy the fully fenced backyard (2021). Conveniently located minutes from Summit Pointe with easy access to dining, shopping, and interstates. Schedule your showing today.

1906 White Rock Bend, South Chesapeake
1215 Brookside Landing, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10649222 MLS
Located in a wonderful and desired community, this home boasts great curb appeal that you see immediately with exterior vinyl siding and triple-pane windows for lower heating and cooling costs. The curb appeal continues with a new glass front door, new roof (2022), replaced shutters and gutters with downspout to match the color scheme. New Composite Fence in rear (2026). Enter and immediately get drawn into the black stained stairway with wrought iron spindles capped off with a black railing/bannister. Waterproof luxury vinyl flooring throughout completes the updated look. The kitchen features white cabinets, granite countertops and stainless steel appliances that conveys to include a commercial-sized refrigerator.

1215 Brookside Landing, South Chesapeake
624 Willow Bend Drive, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10646024 MLS
Welcome to 624 Willow Bend Drive, a beautifully maintained 4-bedroom, 2-bath ranch offering comfortable one-level living in Chesapeake's desirable Deep Creek. This inviting home features a functional layout with spacious living areas and plenty of room to fit a variety of lifestyles. Enjoy peace of mind with a brand-new roof installed in 2026, water heater 2025, and AC unit updated 2024. Step outside to a huge, fully fenced backyard that backs directly to a park, providing added privacy and a wonderful setting for outdoor entertaining, gardening, recreation, or simply relaxing. Conveniently located near shopping, dining, major interstates, and everyday amenities, this home is ready for its next owner to make it their own. Book your private showing today!

624 Willow Bend Drive, South Chesapeake
1128 Priscilla Lane, South Chesapeake
$425,000
3 Beds ⋅ 1.1 Baths ⋅ 10642146 MLS
Welcome home to this three bedroom two-story home located in the highly sought-after Hickory School District! Relax and unwind on the inviting covered front porch before heading inside to discover this spacious property with a two-car garage, durable laminate/LVP flooring throughout the downstairs, and a large pantry offering plenty of storage. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard with a privacy wood fence—perfect for entertaining, pets, or relaxing evenings at home. Conveniently located near shopping, dining, and major commuter routes, this home offers comfort, functionality, and an excellent location. Don’t miss this opportunity!

1128 Priscilla Lane, South Chesapeake
701 Baywood Trail, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10638902 MLS
Welcome to this charming ranch in the desirable Deep Creek community! This home offers 4 Bedrooms & two full Bathrooms situated on 2+ acres, providing a perfect blend of privacy & convenience. Inside, you'll find an open-concept family room featuring a vaulted ceiling, cozy fireplace, & abundant natural light, creating an inviting space for relaxing or entertaining. The updated bathrooms add modern appeal, while the functional layout offers comfortable everyday living. Step outside to enjoy the large deck overlooking the expansive, treed property - ideal for gatherings, outdoor dining, or simply taking in the peaceful surroundings. A detached garage/workshop provides ample space for hobbies, storage, vehicles, or projects. With acreage and a sought-after Deep Creek location, this property offers endless possibilities for homeowners seeking space, comfort, & versatility. Some pictures are virtually staged. Buyer incentives are available when using the preferred Lender!

701 Baywood Trail, South Chesapeake
503 Thornloe Lane, South Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10638359 MLS
Welcome to 503 Thornloe Lane! Rehabilitated 3 bedroom 2 bath ranch nestled on a quiet street in desired Greenbrier. You are welcomed with stunning curb appeal and a modern exterior. Total exterior overhaul to include new roof, siding, soffits, etc. Upgrades throughout interior to include new LVP flooring, fresh paint, lighting, doors, the WORKS! Kitchens and baths boast soft close cabinets, granite countertops, SS appliances and tile shower surrounds. Renovation done right for peace of mind for years to come!

503 Thornloe Lane, South Chesapeake
519 Windward Drive, South Chesapeake
$425,000
4 Beds ⋅ 3.1 Baths ⋅ 10636623 MLS
Priced to Sell in Chesapeake! Don't miss this opportunity to own a spacious 4-bedroom, 3.5-bath home offering approximately 2,596 square feet of living space. Features include a 2-car garage, an eat-in kitchen, and a gas fireplace. This home needs some TLC and updating, but offers tremendous potential for buyers looking to build equity and make it their own. Located in an established neighborhood near shopping, dining, schools, and commuter routes. Property is being sold strictly as-is. Seller to make no repairs.

519 Windward Drive, South Chesapeake
3232 White Cedar Drive, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10634994 MLS
Nestled on a desirable corner lot in the heart of Deep Creek, this charming ranch offers the perfect blend of comfort, functionality, and outdoor living. Inside, you’ll find generously sized bedrooms, neutral colors throughout, and new LVP flooring in the kitchen. The spacious owner’s suite features a walk-in closet and sliding glass doors that open directly to the backyard deck — creating the perfect private retreat. Enjoy your morning coffee on the screened-in front porch or entertain with ease in the fully fenced backyard offering plenty of space for gatherings, pets, gardening, or relaxing outdoors. Energy-efficient solar panels help significantly reduce monthly utility costs, adding both value and long-term savings. Conveniently located near shopping, dining, parks, and major commuter routes, this home is one you won’t want to miss!

3232 White Cedar Drive, South Chesapeake
1916 Dobson Court, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10633576 MLS
Welcome Home to this charming Townhouse style condo in the highly sought after Hickory manor section of Southern Chesapeake. Tasteful finishes and upgrades galore greet you from the moment you open the door. A conscious layout features open and inviting living area that leads to dining space open to gourmet kitchen with all the bells and whistles. Quartz counters & backsplash, gas stove, and other stainless appliances complement this space. First floor conveniences include access to wrap around patio with ample space and privacy, one car garage, pantry, half bath, and storage closets. Second level features generous laundry space, two secondary bedrooms with large hall bathroom and spacious primary ensuite with sizable bathroom and a dream walk in closet. The community features ponds, sidewalks, club house, swimming pool, playground, and well maintained grassy areas for all to enjoy. Be sure to make it an easy day and call this Home Today.

1916 Dobson Court, South Chesapeake
2560 Roundtree Circle, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10633419 MLS
Tucked away in the Oak Manor neighborhood, this spacious 4-bedroom, 2-bath home offers flexibility and charm. The property features a fully fenced yard, perfect for outdoor enjoyment, along with two storage sheds, one equipped with electricity for added convenience. A screened-in back porch provides an ideal setting for relaxing or entertaining guests. Additional finished space offers versatility and was previously used as a 5th bedroom, home office, or flex area.

2560 Roundtree Circle, South Chesapeake
1906 Dawnee Brook Trail S, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10630246 MLS
Don't miss this beautifully maintained 3 bedroom, 2.5 bath home tucked away on a peaceful cul-de-sac in Chesapeake. Featuring two spacious living areas, this home offers plenty of room to relax and entertain. One living area boasts a cozy fireplace, built-in storage, and warm natural light. The updated kitchen is complete with stainless steel appliances, ample cabinetry, and generous counter space to make cooking and hosting effortless. Upstairs, you'll find a spacious primary bedroom with a private en suite and a large walk-in closet. Two additional well-sized bedrooms and a shared bathroom round out the top floor. Step outside to your inviting backyard with a deck, great for grilling during those nice weather days. HVAC was replaced in 2023 and the water heater was replaced in 2025. Conveniently located with easy access to shopping, dining, and nearby military bases, this house is waiting for its next owner to make it a home!

1906 Dawnee Brook Trail S, South Chesapeake
536 Kings Gate, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10627935 MLS
Welcome to this beautifully maintained 4-bedroom home in one of Chesapeake’s most desirable areas! Ideally located just minutes from the highway, enjoy easy access to all the shopping, dining, and entertainment Greenbrier has to offer. Inside, you’ll find a thoughtfully updated interior featuring a stunning kitchen with classic shaker cabinets, granite countertops, and modern finishes—Great for everyday living and entertaining. The spacious primary suite offers a true retreat with a beautifully remodeled en-suite bathroom. With generous living space, well-sized bedrooms, and upgrades in all the right places, this home is move-in ready. Enjoy the perfect blend of comfort, style, and convenience. Schedule your private showing today!

536 Kings Gate, South Chesapeake
1100 Woodsmans Court, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10627320 MLS
This is not a home to miss out on. 1st floor Primary suite! On the second floor two bedrooms and full bath for ease of access. Open floor plan throughout the home! Newer roof as well as many updates to the home. Minutes away from Chesapeake City Park, Kempsville, Greenbrier Mall, and I-64. Garage is suited for a 1 1/2 Car garage vs a 1 Car Garage. As we, enter the backyard we are warmly greeted with plenty of greenery. Plenty of Windows throughout the home to give that beautiful natural light. Centrally and Conveniently located. 20-30 Minutes to Moyock, 15-20 Minutes to Norfolk Airport, 20-30 Minutes to Oceana, 20-30 Minutes to Norfolk naval station, 15 minutes to Norfolk waterfront, 5-10 minutes to Chesapeake regional hospital. Many more activities at your disposal with this amazing home. Schedule a tour TODAY!

1100 Woodsmans Court, South Chesapeake
925 Michael Drive, South Chesapeake
$425,000
5 Beds ⋅ 2.1 Baths ⋅ 10627186 MLS
Fantastic opportunity to own a spacious, lovingly maintained home in the heart of Chesapeake that has been in the same family since it was built! New roof in Sept. 2021, exterior of home + breezeway freshly painted in 2026, Anderson windows throughout, dual-zoned HVAC, wrap around porch with low-maintenance trex decking stairs, two attics and multiple closets for ample storage, private over-sized lot and zoned for sought-after schools.

925 Michael Drive, South Chesapeake
1526 Carrolton Way, South Chesapeake
$425,000
2 Beds ⋅ 2 Baths ⋅ 10625886 MLS
Welcome to "EasyG" where easy living meets the heart of Greenbrier. Low-maintenance comfort with space to relax and enjoy the day. Picture starting your morning with coffee on the covered front porch before heading out for a walk past the neighborhood pond and fountain. Inside, the well-maintained single-level layout offers vaulted ceilings, wide-plank LVP flooring, and a cozy gas fireplace that anchors the main living space. The kitchen flows easily into the dining and living areas and includes a bright breakfast area, currently arranged as a sitting and workspace, offering flexibility for hobbies, reading, or morning coffee. The primary suite features a tray ceiling and abundant natural light. Additional highlights include a two-car attached garage and corner location. Community amenities include clubhouse, pool, fitness center, and maintained grounds. At EasyG, everyday living really can feel this simple.

1526 Carrolton Way, South Chesapeake
2309 Battery Park Road, South Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10625829 MLS
Love Where You Live ~ Wonderful 3 Bedroom, 2 Bath Brick Ranch with a HUGE (832 sq ft) Detached Garage on Separately Deeded Lot. Secluded Cul De Sac location backing to Marsh. Hardwood floor throughout most of the living areas. Large Living Room. Den/Dining Room with Fireplace. Bonus Room (Conv Garage) with separate entrance has endless possibilities. Oversized Kitchen with Tons of Counter and Cabinet Space. 3 Nice Bedrooms, 1 with a Full Bath. Great Storage in the Floored Attic Area. Whole House Water Filtration System. Need a Rental, In Law Suite or Investment? Build another home on the Additional Lot. GREAT location. Easy Access to Interstate, Bases and All of Hampton Roads! Certain photos may be virtually staged.

2309 Battery Park Road, South Chesapeake
1109 Fentress Road, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10620258 MLS
Welcome to an UPDATED inviting home in the heart of Chesapeake’s Fentress & Great Bridge areas. This property offers a comfortable, functional layout with bright & open living spaces, a practical kitchen, and flexible bedrooms ideal for guests, a home office, or everyday living. Enjoy outdoor time in the yard with a large detached storage shed, perfect for relaxing, gardening, or entertaining—with room for on & off-street parking. Convenient to major routes, shopping, dining, parks, and more. Don’t miss your chance—schedule your showing today!

1109 Fentress Road, South Chesapeake
1328 Cypress Place, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10619023 MLS
An open layout with vaulted ceilings immediately draws you in, anchored by a striking floor-to-ceiling whitewashed brick fireplace that sets the tone for the entire space. The kitchen flows seamlessly into the living room with granite countertops, soft-close cabinetry, stainless steel appliances, and a new sliding glass door that opens to the back deck, perfect for easy indoor-outdoor living. A charming catwalk overlooks the main living area, adding character while maintaining an open, connected feel. All bathroom vanities have just been replaced, adding a clean, refreshed look. Downstairs offers a true bonus space that adapts to your lifestyle, guest room, office, or second living area. Outside, enjoy a low maintenance composite deck with direct access to a neighborhood walking trail just beyond the gate. With fresh paint, new carpet, and a location minutes from the interstate, shopping, and dining, this home is ready for its next chapter. Some photos feature virtual staging.

1328 Cypress Place, South Chesapeake
3132 Benefit Road, South Chesapeake
$425,000
4 Beds ⋅ 3 Baths ⋅ 10618659 MLS
Nestled on 3 beautiful acres, this spacious traditional home at 3132 Benefit Road offers country charm and endless potential. Enjoy peaceful surroundings, a detached garage, and plenty of room to create your dream retreat. Inside, you’ll find generous living areas, a formal dining room, and multiple bedrooms ready for your personal updates. A rare opportunity to own a home on acreage just minutes from Chesapeake, near shops, and highways. Bring your vision and make this property shine! Cash Buyers only.

3132 Benefit Road, South Chesapeake
416 Blue Beech Way, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10613729 MLS
Beautifully maintained home with an open and spacious layout. The inviting entry leads into large living areas filled with natural light. The primary suite offers a comfortable retreat with generous space. Enjoy a well-designed kitchen with a walk-in pantry and plenty of storage throughout, including an oversized laundry room and multiple closets. Windows feature upgraded blinds. Located in a thoughtfully planned community with scenic lakes, paved trails, fountains, a lap pool, clubhouse, and pavilion. Conveniently situated near shopping, Highway 64, and public parks. This home offers a blend of functionality, comfort, and access to community amenities, for everyday living. Welcome home!

416 Blue Beech Way, South Chesapeake
522 Silk Tree Lane, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10612349 MLS
This beautiful detached condo is located in a quite, well maintained a community that is family friendly. The layout is open and spacious with three bedrooms, which includes a downstairs primary w/ a full bath and two huge bedrooms upstairs - one of which is connected directly to a full bathroom and could easily be a second primary bedroom. This condo is a rare find and has an incredible view in the back of the water and fountain. Hardwood flooring is downstairs throughout. All bedrooms have carpet for that warm comforting feel. The walk-in attic is huge. This condo has it all, it's truly a rare find. New HVAC to be installed prior to closing with a full price offer. Schedule your tour today.

522 Silk Tree Lane, South Chesapeake
1013 Sippel Drive, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10608031 MLS
This beautifully maintained 3-bed, 2-bath home is updated with a comfortable open floor plan. Step inside to find all-new flooring & trim (2025) that give the home a fresh, cohesive look. The kitchen features updated appliances (2021), plenty of counter space (2025), a gorgeous, tiled backsplash (2025) & opens seamlessly to the living and dining areas. Both bathrooms were updated in 2025 with new vanities & fixtures, a sleek shower in the primary bedroom & a brand-new bathtub. HVAC (2018), water heater (2020) & windows (2016) has been updated throughout the years. Out back, you’ll find an impressive detached 2-story garage, nearly 700 sq. ft, fully equipped with electrical, heat & A/C mini-split, deep sink & toilet. The possibilities are endless: finish it off to create a private guest suite, rental opportunity, or dream workshop. With quality updates, and a versatile detached space ready for your vision, this home truly stands out. Conveniently located near shopping, dining & schools.

1013 Sippel Drive, South Chesapeake
636 Sweet Leaf Place, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10606382 MLS
Welcome to 636 Sweet Leaf Place in Chesapeake, VA, nestled on a quiet, well-manicured street in a great neighborhood! This spacious and inviting home offers 3 bedrooms, including a first-floor primary suite with a full bath, plus a convenient half bath and attached garage. The kitchen is a chef’s dream, featuring a built-in coffee bar and sliding glass doors that open to a private back patio, great for morning coffee or evening gatherings. Upstairs, you’ll find two oversized bedrooms, including a generous primary suite with a dual-entry bath connecting to the hall. Enjoy a large driveway with plenty of parking, additional street parking, and a location near shopping, dining, and conveniences. An amazing blend of comfort, function, and charm in the heart of Chesapeake!

636 Sweet Leaf Place, South Chesapeake
3101 Holly Ridge Drive, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10603264 MLS
This move in ready home checks all the boxes, schedule your tour today! Beautifully refreshed 4 bedroom, 2 bath home with modern updates throughout. Extra large kitchen with an eat in area and brand new granite countertops, custom backsplash, all new stainless steel appliances, and a designated coffee bar area finished with a custom tile backsplash and shelves. Bathrooms shine with all new fixtures. New flooring, and paint throughout. Spacious finished room over the garage. Utility room with laundry hookups and built in shelves. Family room with a wood burning fireplace for cozy fall nights. Outside, relax on the deck overlooking the 1/4 acre fully fenced yard and inground pool. Come see for yourself.

3101 Holly Ridge Drive, South Chesapeake
1232 Newborn Court, South Chesapeake
$425,000
5 Beds ⋅ 2.1 Baths ⋅ 10598951 MLS
Discover this charming home in the peaceful Hickory area of Chesapeake, nestled on a quiet cul-de-sac. The spacious kitchen features ample counter space and cabinets, equipped with stainless steel appliances including a gas range and a high-end LG refrigerator. Both full bathrooms have been recently remodeled, offering modern comfort and style. The home boasts five generously sized bedrooms, ample for family living or home office space. Outside, enjoy a large backyard with a chicken coop and shed, both conveying as-is, great for hobbyists or outdoor enthusiasts. The privacy-fenced yard includes raised garden beds for your gardening needs. Recent updates include a roof replaced in 2016 with 30-year architectural shingles, front replacement windows (2 years old), a 4-year-old HVAC system, and an encapsulated crawl space ensuring peace of mind. This versatile home combines comfort, functionality, and outdoor space in a desirable Chesapeake location!

1232 Newborn Court, South Chesapeake
421 Cedar Pointe Lane, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10599417 MLS
Bright and inviting home filled with natural light. Open concept design ideal for everyday living and entertaining. Oversized room above the garage provides endless opportunities. Enjoy the huge backyard with plenty of room for relaxation, gardening and gatherings. Highly desired school district, no HOA. Don't delay, schedule your private showing today!

421 Cedar Pointe Lane, South Chesapeake
3408 Blackhawk Court, South Chesapeake
$424,900
4 Beds ⋅ 2 Baths ⋅ 10625976 MLS
Tucked away at the end of a quiet cul-de-sac in an established Chesapeake neighborhood, this beautifully updated ranch offers privacy and modern comfort. Inside, enjoy a bright open floor plan with seamless flow between living, dining, and kitchen spaces—perfect for entertaining. The home features stylish upgrades throughout, creating a fresh, move-in-ready feel. Step outside to an oversized entertainment deck overlooking your own private pool, ideal for summer gatherings. An oversized driveway provides ample parking for guests, boats, or multiple vehicles. A perfect blend of convenience, space, and lifestyle—don’t miss this one!

3408 Blackhawk Court, South Chesapeake
557 Bright Red Run, South Chesapeake
$424,500
3 Beds ⋅ 2.1 Baths ⋅ 10633316 MLS
Like New Construction! This stunning end-unit townhome-style condo, is only 4 years young. Nestled in the highly sought-after Grassfield area of Chesapeake. This beautifully maintained property offers the perfect blend of comfort and convenience. As you step inside, you’ll be greeted by an abundance of natural light that flows through the open layout. The kitchen features white shaker cabinets, quartz countertops, and a generous island. Upstairs, you’ll find the primary suite includes 2 spacious closets and a private en-suite bathroom. Additional bedrooms offer flexibility for guests, a home office, playroom, etc. Come home to a neighborhood with top-rated schools, parks, walking trails, and easy access to shopping, dining, and major highways. VA assumable loan at 3.125%. Schedule a showing today!

557 Bright Red Run, South Chesapeake
929 Saint Brides Road W, South Chesapeake
$424,000
3 Beds ⋅ 2 Baths ⋅ 10602598 MLS
Escape to the peace of the countryside with this rare opportunity! Nestled on 3 acres, this property offers endless potential for the right buyer. The home, with vision and investment, can be transformed into the perfect retreat, spacious, private, and full of charm. Surrounded by nature and located in a quiet rural setting, you’ll enjoy plenty of room to breathe while still being part of a welcoming neighborhood. Near to 8+ schools, this property is great for those seeking both tranquility and convenience. HUD Case# 541-827201 IN (Insured), Subject to Appraisal. Subject to Appraisal. Property is sold “As-Is,” with seller making no representations or warranties as to condition. Equal Housing Opportunity. Seller may contribute up to 3% toward buyer’s closing costs upon request. Don’t miss the 3D Virtual Tour, allowing you to explore the home on any device, measure rooms, view the 3D dollhouse, and experience both interior and exterior details before stepping inside.

929 Saint Brides Road W, South Chesapeake
32+AC Johnstown Road, South Chesapeake
$424,000
10585813 MLS
A 32+ acre property is located in the Grassfield/Hickory area of Chesapeake. This expansive, wooded parcel boasts 2,000 feet of road frontage on Johnstown Road, providing access and possibilities for development or private use. A wetland study has been completed, offering insights for prospective buyers. The property is zoned RE1, allowing for a range of potential uses. Whether you are looking to build, invest, or simply enjoy the natural beauty of this landscape, this is a unique property. For more details or to schedule a viewing, contact us today! Sold as is, where is, buyer to do their due diligence.

32+AC Johnstown Road, South Chesapeake

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