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1316 Debbs Lane, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10607301 MLS
Gorgeous updated ranch in Greenbrier! Kitchen updated in 2023 with new cabinets, granite countertops, newer appliances, update floors throughout, windows and sliding glass door all replaced in 2020-2021. The inviting floor plan features a cozy living room with a fireplace, a well appointed kitchen with plenty of cabinet and counter space, and three spacious bedrooms with two full bathrooms. Head outside to a sizable backyard with a trex deck allowing for relaxing or entertaining. Conveniently located near shopping, restaurants, and so much more, this home offers comfort, charm, and convenience all in one.

1316 Debbs Lane, South Chesapeake
411 Prince Michael Court, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10607046 MLS
Beautiful Split-Level Detached Condo in the heart of Chesapeake!This 3-bedroom, 2.1-bathroom home offers a versatile layout with two bedrooms, a full bath, laundry, and a large rec room with pool table (conveys) on the first floor. Upstairs features an open living space, kitchen (stove 2024), family room, and primary suite with walk-in closet. Enjoy indoor-outdoor living with a private backyard oasis featuring a hot tub & a water feature —perfect for unwinding after a long day. Roof 5-9 years old, Water Heater 2024. Detached condo living - low-maintenance with the privacy of a single-family home. Conveniently located near shopping, dining, and major routes—this home has it all!

411 Prince Michael Court, South Chesapeake
1108 Mill Lake Quarter, South Chesapeake
$375,000
4 Beds ⋅ 2.1 Baths ⋅ 10606849 MLS
Welcome to 1108 Mill Lake Quarter, a spacious 4-bedroom, 2.5-bath home with just over 2,100 sq. ft. located in the heart of Chesapeake’s highly desirable Greenbrier community. This property offers a flexible floor plan great for families or those needing extra space for guests or a home office. The seller is also offering allowances, giving buyers the rare opportunity to personalize updates and finishes to truly make the home their own. Living in Greenbrier means enjoying the best of Chesapeake—just minutes from Greenbrier Mall, dining, the newly developed Summit Pointe, and entertainment, plus easy access to parks, libraries, and top-rated schools. With quick routes to Virginia Beach, Norfolk, and all of Hampton Roads, you’ll have convenience at your doorstep while still enjoying the warmth of a welcoming neighborhood. Whether you’re looking for everyday comfort or a home to grow into, this property is the perfect blend of location, lifestyle, and potential.

1108 Mill Lake Quarter, South Chesapeake
1308 Boxwood Drive, South Chesapeake
$375,000
4 Beds ⋅ 2.1 Baths ⋅ 10604799 MLS
Welcome to this spacious four-bedroom home located in the heart of Deep Creek. This property offers ample room for family and guests, with features designed for comfortable living and entertaining. The home is ideal for entertaining, featuring a screened porch, a deck surrounding the above-ground pool, and a dedicated fire pit area for relaxing evenings with friends and family. Moisture barrier installed 2025.

1308 Boxwood Drive, South Chesapeake
317 Shadowlake Drive, South Chesapeake
$375,000
4 Beds ⋅ 2.1 Baths ⋅ 10602412 MLS
This spacious 4-bedroom, 2.5-bath home with over 2,500 square feet of living space is waiting for your personal touch! With some updating and TLC, this home has incredible potential to truly shine. Featuring a generous floor plan with large living spaces. Situated on a spacious lot, there’s plenty of room to create your own outdoor oasis! The attached garage allows for the potential of additional parking or storage. Conveniently located near dining, shopping, the Interstate, and more! Call today for more information and to schedule your tour!

317 Shadowlake Drive, South Chesapeake
1417 Pamlico Boulevard, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10599824 MLS
Come see this charming 3 bedroom, 2 full bath, all brick home with 2-Car Garage on a large lot with privacy fenced backyard. Updated Kitchen & Baths with LVT floors, hardwood floors in most other areas. Near Mt. Pleasant Market Place Shops for dining, grocery, vet service & more. Near Bergey's Dairy, the Intercoastal Waterway for boating and Centerville Park. Seller motivated. House freshly painted and hardwood floors being refinished. Owner moved out. Ready for fast close. Here's your chance to live in an excellent school district in a quiet established neighborhood. Owner/Agent.

1417 Pamlico Boulevard, South Chesapeake
118 Esplanade Place, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10599534 MLS
Welcome to Riverwalk! This stunning home offers a modern open-concept layout, perfect for today’s lifestyle. The bright and airy living room is centered around a cozy fireplace, seamlessly connecting to the stylish kitchen and dining area—ideal for both everyday living and entertaining. Enjoy the sun room with skylights, adding warmth and character to the home. Step outside to the private backyard patio, perfect for relaxing or hosting gatherings. An attached garage provides convenience and extra storage. Thoughtfully designed for low-maintenance living, this home is ideally located near major interstates, military bases, and shopping.

118 Esplanade Place, South Chesapeake
906 Capstan Way, South Chesapeake
$374,900
3 Beds ⋅ 2.1 Baths ⋅ 10619735 MLS
Searching for a newer home with less exterior responsibility and access to community amenities? This tri-level townhouse built in 2023, offers low-maintenance living with an open layout connecting the kitchen, dining, and living areas. The first floor includes two additional rooms, one suitable for a study or home office and another that may be used for exercise or storage. The kitchen includes stainless steel appliances, a large center island, and access to a balcony. The primary suite features a private bath with his-her sinks for more convenient. HOA amenities including a community beach, pool, clubhouse, dog parks, playgrounds, boat ramp, kayak racks. No flood insurance is needed. Located in the Grassfield School District. Schedule a showing to see if this home meets your needs. Year Built and Sqft per Tax record.

906 Capstan Way, South Chesapeake
169 Harbor Watch Drive, South Chesapeake
$374,900
3 Beds ⋅ 2.1 Baths ⋅ 10603682 MLS
Beautifully maintained waterfront condo in the heart of Great Bridge. Enjoy water views and your private boat slip, offering ultimate coastal living. Step inside to an open, light-filled layout perfect for everyday comfort and entertaining. The spacious living and dining areas flow into a thoughtfully designed kitchen, framed by large windows and a private balcony with panoramic views of the water. Generous closets and storage add to the home's practical appeal. Upstairs, the primary suite includes a serene second private balcony; your personal retreat after a day on the water. Life at Harbor Watch offers resort-style amenities: relax by the community pool, host guests in the clubhouse, or enjoy peaceful moments at the waterfront gazebo. With ground maintenance included, you’ll have more time to enjoy the lifestyle you deserve. Whether you're a boating enthusiast, searching for a vacation getaway, or looking to settle into low-maintenance waterfront living, this condo truly has it all.

169 Harbor Watch Drive, South Chesapeake
1534 Penton Mews Unit 32, South Chesapeake
$373,500
3 Beds ⋅ 2.1 Baths ⋅ 10638220 MLS
Beautiful waterfront 3-bedroom, 2.5-bath condo in the heart of Greenbrier! This move-in-ready home features an updated kitchen with stainless steel appliances and granite countertops, new garage door, new LVP flooring, new carpet, and a new HVAC system. Enjoy spacious walk-in closets, ample storage, and a walk-in attic. Built-in surround sound speakers throughout the home add a premium touch. Relax by the water or take advantage of the community pool just steps away. Conveniently located near shopping, dining, and everyday amenities. Don’t miss this exceptional opportunity!

1534 Penton Mews Unit 32, South Chesapeake
113 Walton Road, South Chesapeake
$373,000
3 Beds ⋅ 2 Baths ⋅ 10630087 MLS
Welcome to this beautifully maintained home in the highly desirable Butts Station neighborhood! Offering 3 bedrooms and 2 full bathrooms, this home reflects true pride of ownership throughout. The updated kitchen and bathrooms provide a modern touch, while the spacious primary suite features a walk-in closet for added convenience. Enjoy the oversized backyard, perfect for entertaining, relaxing, or future possibilities, all while being ideally located near shopping, dining, and everyday amenities. This is one you don’t want to miss!

113 Walton Road, South Chesapeake
425 Waters Road, South Chesapeake
$373,000
3 Beds ⋅ 2 Baths ⋅ 10615590 MLS
This captivating cozy property offers timeless charm and modern luxury, nestled on a sprawling nearly one acre estate. The intimate residence hosts 3 well appointed bedrooms and 2 elegant bathrooms each space meticulously curated for a life of refined comfort. Step outside to discover a private oasis where the generous acreage provides a tranquil backdrop for both sophisticated entertaining and quiet reflection. This completely renovated property is all that you need!!! Shed as-is.

425 Waters Road, South Chesapeake
1107 Sean Drive, South Chesapeake
$372,000
4 Beds ⋅ 2 Baths ⋅ 10642985 MLS
Don't miss your chance to own this beautiful and tastefully updated home in Deep Creek. This 4 BR home features the following updates completed in 2022: new plumbing throughout, remodeled bathrooms, new HVAC, water heater and windows. The converted garage is the perfect space for an office or bonus living area. The neighborhood is conveniently located near parts, schools, and several shopping centers. Schedule your showing today!

1107 Sean Drive, South Chesapeake
468 Blanche Drive W, South Chesapeake
$372,000
3 Beds ⋅ 1.1 Baths ⋅ 10641756 MLS
Welcome home to this well-appreciated 3-bedroom ranch, offering comfortable one-level living and plenty of space to enjoy. The open-concept home features a cozy eat-in kitchen, a spacious den with fireplace, a separate living room, a large sunroom perfect for relaxing or entertaining, and additional outdoor patio. Recent updates include new flooring in the sunroom, fresh interior paint, new gutter covers, and a sealed attic for added efficiency and peace of mind. Roof was done in 2016, Refrigerator (2018) and dishwasher, microwave, and oven (2016). Appliances and mechanical systems have been consistently maintained through a home warranty program. This solid, well-cared-for home reflects pride in ownership and is ready for its next chapter.

468 Blanche Drive W, South Chesapeake
716 Albemarle Court, South Chesapeake
$372,000
3 Beds ⋅ 2 Baths ⋅ 10627919 MLS
Meticulously maintained, this 3-bedroom, 2-bath ranch offers comfort, style, and thoughtful upgrades throughout. Enjoy a bright and airy sunroom addition, a great space to enjoy morning coffee or relaxing afternoons. The home features a spacious deck overlooking a well-kept yard with a sprinkler system, ready for outdoor entertaining or gardening. A one-car garage is complemented by a finished room above, providing versatile space for a home office, playroom, or guest retreat. Don’t miss the perfect blend of functionality and charm in this move-in-ready home!

716 Albemarle Court, South Chesapeake
1803 Volvo Parkway, South Chesapeake
$372,000
3 Beds ⋅ 2.1 Baths ⋅ 10622710 MLS
Beautiful brick townhouse with a scenic waterfront view.

1803 Volvo Parkway, South Chesapeake
2300 Battery Park Road, South Chesapeake
$371,000
10636328 MLS
Rare duplex opportunity on an oversized corner lot in Chesapeake! This side-by-side property features two well-laid-out units, each offering 2 bedrooms and 1 bath. Plenty of outdoor space, excellent curb appeal potential, and flexible living/income options make this property a standout. Perfect for investors, multi-generational living, or owner-occupants looking to offset their mortgage with rental income!

2300 Battery Park Road, South Chesapeake
1445 Boxwood Drive, South Chesapeake
$370,009
3 Beds ⋅ 1.1 Baths ⋅ 10620378 MLS
Welcome to Brentwood! This gem has too many features to list them all! The warm welcoming cottage feel of this fabulous home is a rare and beautiful thing. Hardwood floors, granite counters, oversized detached garage with attic, RV parking, shed w/power, TIKI bar, fire pit, huge deck w metal roof pergola and so much more. Hearty perennials-pomegranate tree, crepe myrtle and a real living sapling of the famous Willoughby Oak + the red honeysuckle brings all the hummingbirds to the yard. 50 year architectural roof 2023, HVAC gas pack and ducts 2017, vapor barrier 2025. Just 4 miles to the Shipyard. 1 year home warranty too!

1445 Boxwood Drive, South Chesapeake
3145 Kenelm Drive, South Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10647914 MLS
Welcome home to this beautifully renovated 4-bedroom, 2-bath WATERFRONT property, where timeless character meets modern style. Originally built in the 1970s, this home has been thoughtfully refreshed while preserving the warmth and charm that make it truly inviting. The stunning kitchen and beautifully updated bathrooms showcase contemporary finishes, creating a move-in-ready home you’ll love from day one. Natural light pours into the spacious sunroom, offering endless possibilities for whatever best fits your lifestyle. Step outside to a large, privacy-fenced backyard that backs to the water, providing a peaceful setting for entertaining, relaxing, gardening, or simply enjoying the outdoors. With a functional layout, generous living spaces, and quality updates throughout, this home offers the perfect balance of comfort, character, and modern convenience. Schedule your private showing today before it’s gone!

3145 Kenelm Drive, South Chesapeake
1620 Great Bridge Boulevard, South Chesapeake
$370,000
5 Beds ⋅ 3 Baths ⋅ 10642924 MLS
Step Inside This 5 Bedroom 3 Bath Home! It Features A Desirable First-Floor Bedroom With En Suite, Great For An Office Or In-Law. The Spacious Family Room, Highlighted By A Cozy Fireplace, Opens To The Kitchen, Creating An Easy, Open Flow That's Perfect For Everyday Living And Gathering With Family And Friends. The Thoughtfully Designed Floor Plan Includes A Well-Appointed Kitchen, Generously Sized Bedrooms, And Inviting Indoor And Large Outdoor Spaces For Relaxing Or Entertaining. A Convenient Utility Room With A Large Pantry Provides Plenty Of Storage And Helps Keep Daily Routines Organized. Ideally Situated Near Shopping, Dining, Parks, Sought After Great Bridge High School District, And Major Interstates, This Home Offers The Perfect Combination Of Comfort, Functionality, And A Convenient Location.

1620 Great Bridge Boulevard, South Chesapeake
1848 Volvo Parkway, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10638828 MLS
Welcome to waterfront living! This spacious three-bedroom, all-brick end unit townhouse is completely move-in ready! Enjoy a freshly painted interior, new carpets and floors throughout and a brand-new roof. Best of all, this charming home overlooks a beautiful lake, providing tranquil water views daily and beautiful sunsets nightly, from your oversized picture window or back deck and balcony!

1848 Volvo Parkway, South Chesapeake
318 Snowberry Lane, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10635737 MLS

318 Snowberry Lane, South Chesapeake
327 Esplanade Place, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10628657 MLS
Discover this stunning 3-bedroom, 2.5-bath townhome in the highly desirable Riverwalk neighborhood of Chesapeake! With 2,100 sqft of living space, it features a modern kitchen with granite countertops, stainless-steel appliances, and a separate dining area. Enjoy two spacious family rooms, durable LVP flooring on the main level, and a luxurious master suite with trey ceiling and dual granite sinks. Relax in the large, fenced backyard with patio and storage shed—perfect for gardening. The community offers a clubhouse, playground and pool for spring and summer fun. Benefit from one of the largest front yards, a 2-car driveway, garage parking, and motivated sellers ready for a quick sale. Don’t miss this exceptional opportunity! Water heater was replaced in 2022. Well pump and sprinkler system conveys AS-IS seller has never used it.

327 Esplanade Place, South Chesapeake
912 Shoal Creek Trail, South Chesapeake
$370,000
2 Beds ⋅ 2.1 Baths ⋅ 10626789 MLS
Welcome to this charming 2-bedroom, 2.5-bath townhouse nestled within a serene golfing community. This well-kept home boasts an inviting open floor plan, ideal for both entertaining and everyday living. Each bedroom is a private retreat, complete with its own en suite bathroom, offering comfort and convenience for you and your guests. Natural light fills the living spaces, creating a warm and inviting atmosphere. Location is everything! This townhouse is just a short drive from shopping, restaurants, and easy access to the interstate, ensuring that everything you need is within reach. Don't miss your chance to own a slice of paradise in this vibrant community. Schedule a tour today and see for yourself what this awesome townhouse has to offer!

912 Shoal Creek Trail, South Chesapeake
1057 Saint Julian Drive, South Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10622732 MLS
This fully renovated gem nestled on a peaceful street! This stunning property offers modern amenities and classic charm, featuring two spacious full bathrooms and a convenient downstairs bedroom, perfect for guests. The updated interiors include a beautifully designed kitchen with new appliances, ensuring every meal feels like a special occasion. The full laundry room adds practicality to your daily routine, while the home’s thoughtful layout maximizes comfort and functionality. Large fenced backyard with a massive detached garage, ideal for storage, a workshop, or any hobby you can imagine.

1057 Saint Julian Drive, South Chesapeake
1253 Sir Kay Drive, South Chesapeake
$370,000
3 Beds ⋅ 2 Baths ⋅ 10613155 MLS
Well-maintained waterfront ranch located in the established Camelot neighborhood. This home features an attached one-car garage with dual doors for easy pull-through access, a large fenced backyard with shed, and a spacious sunroom overlooking the water. Interior highlights include a kitchen with new stainless steel appliances, a huge utility room offering additional storage and functionality, and a practical layout throughout. Conveniently situated near shopping, dining, and schools. Don't miss this opportunity to call this one HOME.

1253 Sir Kay Drive, South Chesapeake
1509 Stillwood Street, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10609924 MLS
Pride of ownership shines throughout this beautiful 3-bedroom, 2.5-bathroom home with a 2-car garage! Conveniently located just minutes from Greenbrier’s shopping, dining, and entertainment, this move-in-ready property offers comfort, style, and modern updates. Enjoy the open-concept main level, great for entertaining, featuring a cozy gas fireplace and an updated kitchen with quartz countertops, pantry, and stainless steel appliances. Upstairs, the spacious primary suite is a true retreat with three closets, including a walk-in, and an ensuite bath complete with double sinks and a jetted soaking tub. The secondary bedrooms are generously sized, one with its own walk-in closet! Step outside to your private, fenced backyard, enjoy morning coffee or evening grilling, with low-maintenance landscaping. Community amenities include a pool, front yard landscaping, and trash services. Approximate dates- Roof (2023), Water Heater (2023), and HVAC (2018). Schedule your showing today!

1509 Stillwood Street, South Chesapeake
3229 Troy Lane, South Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10608387 MLS
Check out this renovated ranch in Strawberry Acres. ALL NEW WINDOWS-KITCHEN-BATHS-DOORS-FLOORING. Gleaming stainless steel appliances along with granite tops and all new flooring including water proof laminate. New deck out back for family get togethers. 4th BR is Flex room over garage could be office or play room. Rear gates leads to open field/track. THIS ONE REALLY POPS!

3229 Troy Lane, South Chesapeake
1435 Winslow Avenue, South Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10604813 MLS
Completely upgraded and move-in ready! This beautiful updated Chesapeake home features a brand new HVAC system, water heater, and newer roof. Inside enjoy new LVP flooring, fresh carpet, and modern paint throughout. The open floor plan offers bright living spaces and a stylish kitchen great for entertaining. Staged and beautifully landscaped to showcase its full potential, this home shines inside and out. The large fenced backyard is ready for relaxing or hosting guests. Conveniently located near shopping, schools, and easy interstate access. There is nothing left to do but move in and enjoy.

1435 Winslow Avenue, South Chesapeake
1729 Defiance Drive, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10601924 MLS
The Beethoven is a tri-level townhouse that lives like a single family home. Enter the lower level through a rear-entry, 1-car garage into the foyer and an optional study (front room). The main level includes a beautiful open layout with both the kitchen and dining room. The kitchen includes an island with soft close drawers, pantry, dining area, access to the balcony, and granite countertops. On the upper level are 2 guest bedrooms w/ ample closet space, full hall bath, & laundry closet. The owner's suite includes a full size bathroom and a walk in closet. No flood insurance is needed. Amenities include Water views, a private marina club, clubhouse, docks, boat tie-off, and beach access, pool, clubhouse, and fitness center. All of this included in the Grassfield community. Schedule your tour today!

1729 Defiance 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.