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412 Weeping Cedar Trail, South Chesapeake
$405,000
4 Beds ⋅ 2 Baths ⋅ 10637388 MLS
Welcome to this beautifully maintained home in the sought after Deep Creek area of Chesapeake. The home offers comfort, style, and peace of mind with numerous recent updates. Major improvements include a new roof (2024), tankless water heater (2024), updated flooring (2023), new fence (2023), refreshed carpet (2026), and energy efficient windows (2015). Enjoy outdoor living on the newly updated deck perfect for morning coffee, weekend BBQs, or relaxing evenings. A spacious front porch adds charm and creates a warm, inviting entrance to the home. Inside, the thoughtfully designed layout offers generous living space for today’s lifestyle. The primary suite features an elegant tray ceiling and an ensuite bath with double vanities. Two additional bedrooms, along with a spacious finished room over the garage (FROG), provide flexible options for a home office, media room, guest suite, or additional bedroom. This move in ready home combines modern updates with timeless comfort.

412 Weeping Cedar Trail, South Chesapeake
1632 Head Of River Road, South Chesapeake
$405,000
3 Beds ⋅ 2 Baths ⋅ 10635139 MLS
Welcome to 1632 Head of River Rd. This ranch sits on a half acre lot, complete with a fenced in backyard. Updated kitchen with brand new flooring. Natural hardwood floors throughout the living room and bedrooms. Bonus room off the kitchen suitable for office, flex or extra bedroom. Water softener installed 2020 and HVAC 2019.

1632 Head Of River Road, South Chesapeake
208 Terwillinger Road, South Chesapeake
$405,000
3 Beds ⋅ 2 Baths ⋅ 10633474 MLS
Beautiful 3 bedroom 2 bath home with a large 2 car garage/workshop. This home sits on a quiet dead end street on .63 Acres. Across the street is a park and playground. Cozy living room with a wood burning fireplace, large bonus room/office. Huge back deck overlooks the extremely private back yard. This is a rare find! See the attached 3D virtual tour.

208 Terwillinger Road, South Chesapeake
205 Kalmar Drive, South Chesapeake
$405,000
3 Beds ⋅ 2 Baths ⋅ 10627274 MLS
ALL BRICK RANCH WITH 3 BEDROOMS, 2 FULL BATH, BIG LOT WITH DETACHED GAGRAGE AND XL SHED/STORAGE. UPGRATED BATHROOMS AND KITCHEN AND MUCH MORE

205 Kalmar Drive, South Chesapeake
Lot B Buskey Road, South Chesapeake
$405,000
10619835 MLS
Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 18.902 acres of raw farm and timber land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel has two small ponds and a small amount of bottom lands on it's southern border. Buyer to do their due diligence on well, septic, and building permit. Call the listing agent for a showing today!

Lot B Buskey Road, South Chesapeake
301 Lincoln Road, South Chesapeake
$405,000
4 Beds ⋅ 2.1 Baths ⋅ 10614037 MLS
Beautiful move-in ready 4-bedroom, 2 1/2 bath home with a 2-car garage on a large corner lot in sought out Great Bridge High School. Huge kitchen with eat-in breakfast area connected to large living room and dining/flex room. Upstairs includes a large primary bedroom with large walk-in closet and an ensuite bath, huge bedroom over garage, and two spacious bedrooms. New carpet (2025). Painted throughout (2025). Large deck with deck railing painted (2025). Front porch steps painted (2025). Garage door frame painted (2025). New inside doors (2025). Refrigerator and dishwasher (2024). Heat furnace (2023), Roof (2020), Water heater (2017). Energy Saving Solar Panels installed in 2025, significantly lower electric bills provide long-term savings and energy efficiency. Centrally located near shopping centers, schools, restaurants, & easy interstate access. You do not want to miss this one.

301 Lincoln Road, South Chesapeake
221 Gruen Street, South Chesapeake
$405,000
3 Beds ⋅ 2.1 Baths ⋅ 10613641 MLS
This beautifully renovated home in the highly sought after neighborhood of Woods of Deep Creek, is now available. You will love how much open space this home displays on a private street with a huge back yard with Shed. Kitchen with brand new counter tops and top of the line stainless steel appliances is very ample, ideal for entertaining. Generous sized Primary Bedroom has en suite bathroom with walk in closet. Throughout the entire house brand new LVP flooring and carpet in bedrooms, new and modern light fixtures and freshly painted. For high power savings all brand new windows. Hurry up and tour this cute home!

221 Gruen Street, South Chesapeake
341 Sikeston Lane, South Chesapeake
$405,000
3 Beds ⋅ 2.1 Baths ⋅ 10602205 MLS
Welcome to this charming Chesapeake townhome offering a bright and open layout! The living room flows seamlessly to the back patio through sliding glass doors, creating an amazing space for relaxing or entertaining. The kitchen overlooks the living area so you’re never far from the action. A convenient half bath is located on the first level, along with access to the garage that provides room for parking or extra storage. Upstairs, you’ll find fresh carpet, fresh paint, and three spacious bedrooms including a large primary suite with dual vanities and a step-in shower. The upstairs laundry area adds ease and convenience, while two full bathrooms complete the second level. With 3 bedrooms, 2.5 baths, and thoughtful updates, this home is move-in ready and waiting for its new owners. Schedule your showing today!

341 Sikeston Lane, South Chesapeake
431 Life Tree Trl, South Chesapeake
$405,000
3 Beds ⋅ 3.1 Baths ⋅ 10587840 MLS
This beautiful condo is like-new! The open-concept main floor boasts luxury vinyl plank flooring, a chef’s kitchen with granite counters, stainless steel appliances, and a gas stove. An oversized kitchen island offers extra seating and prep space, flowing seamlessly into the cozy living room with a gas fireplace. With 3 bedrooms, 3.5 bathrooms, walk-in closets and lots of storage space, this home offers a variety of living arrangements and also includes a large 3rd floor bonus space. Wonderful community amenities include a playground, dog park, pond, picnic area, and outdoor gym. This move-in ready home has it all! Sale is subject to short sale approval by seller’s lender.

431 Life Tree Trl, South Chesapeake
1733 Defiance Drive, South Chesapeake
$405,000
3 Beds ⋅ 2.1 Baths ⋅ 10584594 MLS
The one you've been waiting for in sought after Bryan's Cove is finally available. This move-in ready 3 bedroom, 2.5 bathroom end-unit boasts 2134 sq ft of comfort. On the first floor you'll find an added living space with endless potential and storage as well as your 2-car finished and insulated garage. The 2nd floor features an open floor plan with an abundance of natural light, an updated kitchen complete with new floors (February 2025), a gas stove for the chef of the house, and a built-in bar. Let's not forget the sunny patio to take in the fresh air while planning your day. The 3rd floor consists of 3 bedrooms and 2 full bathrooms, one being an ensuite bathroom in the primary room with dual sinks and the option of a stand up shower or a relaxing soak in the tub. Bryan's Cove provides a pool, clubhouse, playground, and dock, a little something for everyone. This house has been well cared for, now it's your turn to call it home.

1733 Defiance Drive, South Chesapeake
3020 Armentrout Court, South Chesapeake
$404,900
4 Beds ⋅ 2.1 Baths ⋅ 10614661 MLS
Welcome to this spacious 7-room, 4-bedroom home offering 2 full bathrooms and 1 half bath, located in Chesapeake, Virginia. This well-designed two-story residence sits on a 0.27-acre lot and features carpet and vinyl flooring throughout. A welcoming foyer opens to comfortable living areas and a kitchen with a pantry. The primary bedroom includes a private bath for added comfort. Additional highlights include an attic, utility room with washer and dryer hookups, and ample storage. Enjoy outdoor living on the porch and in the fully fenced backyard. The brick exterior, two-space driveway, and SPC garage enhance convenience and curb appeal. Conveniently located near Oscar Smith High School, Oscar Smith Middle School, and Thurgood Marshall Elementary School, this home offers space, functionality, and location—a perfect place to settle in and make your own. Beautiful community center and libray right down the street, aquatic center scheduled to be finished 2028!

3020 Armentrout Court, South Chesapeake
1404 Pamlico Boulevard, South Chesapeake
$403,000
3 Beds ⋅ 1.1 Baths ⋅ 10639255 MLS
**OPEN HOUSE THIS SUNDAY, 06/14/26 FROM 9:00-11:30AM**Recently renovated brick ranch on a 1/3 acre lot. Plenty of room for a detached garage or pool. The interior has a newer kitchen w/ss appliances & locally manufactured cabinets which include soft close doors & drawers. Both baths were recently fully renovated. There is luxury vinyl plank flooring in all the home except the baths, which have ceramic tile. The garage has been converted into an extra room that would make a great office, exercise room or home schooling area. A large addition on back provides a family room w/fireplace. The home has a newer heat pump system, replacement windows & architectural shingle roof (all replaced about 2022). All the exterior trim is wrapped for low maintenance. A large partially covered deck overlooks the spacious backyard. Seller added an electric vehicle charging station. Hickory schools. Owner/Agent.

1404 Pamlico Boulevard, South Chesapeake
400 Las Gaviotas Boulevard, South Chesapeake
$402,000
4 Beds ⋅ 2.1 Baths ⋅ 10640334 MLS
Property sold strictly AS-IS, WHERE-IS. Seller to make no repairs, credits, concessions, warranties, or representations. Inspections are welcome for buyer’s informational purposes only. Buyer to verify all information and perform all due diligence.

400 Las Gaviotas Boulevard, South Chesapeake
929 Stanhope Gardens, South Chesapeake
$402,000
3 Beds ⋅ 2.1 Baths ⋅ 10614668 MLS
Welcome to 929 Stanhope Gardens—an elegant 3-bedroom (loft can be converted as the 3rd bedroom), 2.5-bath brick condo townhome style in the highly desirable Warrington Hall community. With 2,100 sq ft of living space, this meticulously maintained home features hardwood floors, crown molding, and a cozy gas fireplace. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinetry. 1st floor spacious primary suite offers a spa-like bath with a soaking tub, separate shower, and dual vanities. Additional highlights include an attached garage and fenced patio area. Enjoy low-maintenance living with HOA/Condo perks including a club house pool, tennis courts, dog park, playground, yard maintenance, soccer fields and scenic walking trails. Conveniently located near Greenbrier shopping, restaurants, and I-64.

929 Stanhope Gardens, South Chesapeake
917 Mount Pleasant Road, South Chesapeake
$402,000
3 Beds ⋅ 2 Baths ⋅ 10598581 MLS
Come see this beautifully renovated 3-bedroom, 2-bathroom home, nestled on a spacious 1-acre lot. Completely renovated with brand-new installations throughout, including HVAC, furnace, ductwork, windows, doors, roof, flooring, and vinyl siding.NEW Kitchen: Fully updated kitchen featuring granite countertops, stainless steel appliances (refrigerator, dishwasher, range, microwave) Stylish Bathrooms: Both bathrooms have been meticulously updated with new showers/tubs, toilets, and vanities. New lighting fixtures, ceiling fans, and water heater. Beautiful 1 acre lot includes new double driveway pad and partially fenced in driveway area. Feels like country living with all the amenties and local establishments nearby.

917 Mount Pleasant Road, South Chesapeake
1715 Woodmill Street, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10649257 MLS
Welcome to 1715 Woodmill Drive, where the front yard takes care of itself. The association maintains the front landscaping, leaving the backyard yours to shape however you like, whether that's a garden, a grill setup, or a quiet spot to unwind.Three bedrooms plus a loft give you room to spread out, with the loft ready to work as an office, a reading nook, with built in cabintes. Recent updates include new flooring throughout, fresh paint, new fixtures, and a new vanity in the primary bath, along with a curbless walk-in shower that brings a clean, modern look and everyday ease. The open flow from kitchen to living makes hosting simple, whether it's a full dinner or a quiet evening at home.Minutes to shopping, dining, and I-264. Schedule your showing today.

1715 Woodmill Street, South Chesapeake
328 Big Pond Lane, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10639867 MLS
This is your chance to own in the sought after neighborhood of Sawyers Mill in Grassfield school district. This 4 bedroom home has a fully fence back yard, above ground pool, extra heated/cooled space with running water off of the garage with separate entrance. Price reflects the TLC this home needs in order to make it your own. Property is being sold "As-Is" seller to make no repairs.

328 Big Pond Lane, South Chesapeake
1109 Chatham Lane, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10638984 MLS
Nestled in Warrington Hall is this pristine home. Beautifully updated and very well maintained, this three bedroom townhome is completely move-in ready. Downstairs is an open concept living, dining room and kitchen including a large island. Large primary bedroom with tray ceilings with a huge closet and attached bathroom with soaker tub. Laundry room is situated centrally between all of the bedrooms. Warrington Hall association provides parks, playgrounds, pool, tennis courts and ground maintenance.

1109 Chatham Lane, South Chesapeake
1119 Kings Mill Court, South Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10635927 MLS
ASSUMABLE VA LOAN- For those who qualify. Welcome home to this beautiful 3-bedroom, 2-bath property nestled in a quiet cul-de-sac in the highly desirable Greenbrier area! Boasting 1,600 sq ft of bright, open living space, this home features fresh paint and brand-new carpeting throughout. Enjoy an incredible energy-saving bonus: fully paid-off solar panels with a transferable 9-year warranty! The layout includes a formal dining room, a cozy breakfast nook, and a separate flex space for a playroom or office space. Enjoy outdoors in your private backyard, complete with a fire pit. Unbeatable location! The neighborhood has beautiful trails, local parks, the public library, shopping, and fantastic dining options. Everything you need is right at your fingertips. Don’t miss your chance to own this turnkey gem!

1119 Kings Mill Court, South Chesapeake
464 River Arch Drive, South Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10636153 MLS
Beautifully updated and move-in ready, this home features fresh whole-house paint, all new flooring, and brand-new appliances, offering a clean and modern feel from the moment you step inside. This 55 or better community is located in the highly desirable Riverwalk area. Enjoy access to the clubhouse, community pool, playgrounds, tennis courts, and the dock and kayak/boat ramp on the Elizabeth River, and all just moments from your doorstep. Whether you want to unwind, go for a walk, or connect with neighbors, Riverwalk offers something for everyone. With its combination of comprehensive interior updates and impressive community features, this property delivers incredible value in one of Chesapeake’s most sought-after neighborhoods. Conveniently located near shopping, dining, military bases, and major roadways, this home blends comfort, style, and accessibility. Don’t miss your chance to own this beautifully refreshed home in an amenity-rich community: WELCOME HOME!

464 River Arch Drive, South Chesapeake
1808 Aft Way, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10635872 MLS
This beautiful tri-level 2-car garage condo in the sought-after Grassfield district offers luxurious and maintenance-free living! The first floor features a huge flex room that leads out to the backyard with a wooded view- great for a 4th bedroom, in-law suite, den, or office. The second floor features an open floor plan with a spacious living room, dining area, and the kitchen with an island, granite countertops, pantry, half bath/powder room, and access to an 8'x18' composite deck overlooking the private, tree-lined side of the community. The third floor features 3 bedrooms, 2 full bathrooms, and a convenient laundry room. The primary bedroom has tray ceilings, a walk-in closet, and its own bathroom with an oversized shower and double sinks. This community offers resort-style amenities such as a large pool, clubhouse, fitness center, dog park & huge dock. Welcome home!

1808 Aft Way, South Chesapeake
1112 Turtle Rock Trce, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10628948 MLS
Corner lot living in the heart of Greenbrier! This 3-bedroom, 2.5-bath home offers a spacious and connected main level with LVP flooring throughout. The circular floor plan links the living room, dining area, kitchen, and den for easy everyday living and entertaining. The living room includes a wood-burning fireplace, while the kitchen features stainless steel appliances, an island with seating, generous counter space, and a dedicated coffee bar and wine rack area. A rear-facing window provides views of the fenced backyard with a paver patio. Upstairs, the primary suite includes an ensuite bath with a jetted tub and ceramic tile walk-in shower. Convenient access to Greenbrier City Park, shopping, dining, and interstates.

1112 Turtle Rock Trce, South Chesapeake
612 Estates Way, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10627905 MLS
Welcome to this immaculate and spacious end unit condo with an oversized sided 2 car garage in River Walk. Great floor plan with a nice flow and an abundance of living and dining space. 3 bedrooms and 2 1/2 baths. Hardwood floors, custom plantation shutters, custom wood molding and columns, and high ceilings. Lot's of closet space and storage throughout and a utility room. Large kitchen with a gas stove. Primary bedroom offers a jetted tub, separate shower, and huge closet. Downstairs bedroom could be used as an In-law suite. Very private and wooded setting at the end of a cul-de-sac. Centrally located in Chesapeake with quick access to interstate. Call today. Don't miss out.

612 Estates Way, South Chesapeake
1305 Becks Court, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10627607 MLS
Tucked at the end of a peaceful cul-de-sac, this thoughtfully updated 4 bedroom, 2.5 bath home offers a warm and inviting place to settle in and make your own. Fresh paint and new flooring flow throughout, creating a clean, cohesive feel from room to room. Out back, you'll find a beautiful deck, perfect for slow mornings, casual gatherings, or unwinding at the end of the day along with a newer privacy fence that adds both charm and function. A recently installed roof offers added peace of mind, blending style with practicality. This home feels both refreshed and timeless an easy place to settle in and truly enjoy.

1305 Becks Court, South Chesapeake
1731 Woodmill Street, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10625791 MLS
Located in the heart of Chesapeake’s Greenbrier area, this meticulously maintained detached condo is just minutes from shopping, dining, grocery stores, and major interstates—making everyday living easy. The main level features an open layout with impressive cathedral ceilings that create a bright and spacious feel. The kitchen is designed with granite countertops, upgraded cabinetry, and tile flooring, offering a functional and inviting space for everyday living. Upstairs, the primary suite includes a walk-in closet, jetted tub, and vanity. Two additional bedrooms, a full bathroom, laundry area, and a versatile sitting space provide plenty of room for guests, work, or relaxation. Additional highlights include a 16 SEER HVAC system, gas furnace, and gutter guards. A move-in ready home with thoughtful features throughout!

1731 Woodmill Street, South Chesapeake
23 Diamond Avenue, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10624743 MLS
Welcome home to this beautiful 4-bedroom, 2.5-bath home in Chesapeake located in the highly sought-after Grassfield School District. The kitchen features granite countertops, a built-in microwave, glass-top range, and dishwasher, and opens to the dining area with wood laminate flooring. The spacious primary suite offers a huge walk-in closet and a private bath with dual vanity sinks, granite countertops, and a separate soaking tub and shower. Additional highlights include ceiling fans throughout, updated fixtures, fresh paint, a new hot water heater, and all new flooring downstairs and the upstairs bathroom. Enjoy outdoor living in the large fenced backyard, perfect for relaxing or entertaining. Conveniently located just minutes from I-64, shopping, the Norfolk Naval Shipyard, and multiple military bases.

23 Diamond Avenue, South Chesapeake
103 Ford Street, South Chesapeake
$400,000
4 Beds ⋅ 3 Baths ⋅ 10623183 MLS
Move right into this beautifully maintained home offering comfort, style, and functionality! The open-concept floor plan creates an inviting flow, highlighted by newer LVP flooring throughout the first level and custom built-ins surrounding the cozy fireplace. A sought-after first floor bedroom and full bathroom provide the perfect setup for guests or multi-generational living. Upstairs, the spacious primary suite features a vaulted ceiling, a generous walk-in closet, and plenty of natural light for a relaxing retreat. The laundry room is conveniently located on the second level for added ease. Step outside to enjoy the newly installed wood privacy fence, ideal for entertaining, pets, or simply unwinding in your own backyard. A large driveway offers ample parking. This move-in ready home checks all the boxes—schedule your private showing today!

103 Ford Street, South Chesapeake
1207 Brookside Landing, South Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10622690 MLS
Welcome to this exquisitely remodeled 3-bedroom, 2-bath ranch ideally located in the heart of Greenbrier. Its prime location and modern upgrades really make this home shine. The kitchen features brand new quartz countertops, stainless steel appliances with new microwave, and a breakfast nook perfect for both everyday meals and entertaining. The primary bedroom boasts a private ensuite bathroom and the spacious family room includes a wood fireplace. Additional updates include remodeled tile bathrooms, new water heater, new light fixtures, fresh paint, new plush carpeting, and luxury vinyl plank flooring. Enjoy easy access to shopping, interstates, restaurants, and nearby community trails that lead to a relaxing lake, kayak launch, and playground. Don't miss your chance to own this beautiful home. Schedule your showing today. First seven interior pictures are virtually staged.

1207 Brookside Landing, South Chesapeake
2812 Flag Road, South Chesapeake
$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10620721 MLS
Stop your search and schedule your showing today! This entire house has been recently renovated and is ready for your personal touches. Original hardwood floors throughout. Beautiful master bedroom and bath with attached bonus room that could be used as a nursery, office or spare bedroom accessed via pocket doors. Updated bathrooms. A ton of living space on the second floor. The kitchen is equipped with beautiful cabinets, granite countertops and stainless steel appliances. Large backyard with storage shed with plenty of space and privacy to enjoy some time outdoors this spring! Convenient access to the interstate and a very quiet neighborhood with no through access. Call today!

2812 Flag Road, South Chesapeake
909 King Arthur Drive, South Chesapeake
$400,000
4 Beds ⋅ 2 Baths ⋅ 10620371 MLS
Don’t miss the chance to own this lovely well-maintained brick home centrally located in the heart of Deep Creek and within 15 minutes from restaurants, shopping center, malls, Navy hospital, NEX and Commissary. This spacious gem features 4 bedrooms, 2 bathrooms and a large master suite on the second level which must be seen to be believed. This home also has an oversized garage with enough room for a workshop as well as a huge backyard…call to see today!

909 King Arthur Drive, 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.