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1508 Bayberry N Court, South Chesapeake
$455,000
3 Beds ⋅ 2 Baths ⋅ 10657060 MLS
Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, South Chesapeake

709 Aguila Drive, South Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10656993 MLS
Stunning 4-bedroom home in the highly coveted Las Gaviotas community, overlooking the golf course. The spacious interior offers a comfortable blend of living and entertaining spaces, including a generous living room, dining room, and family room with a fireplace. At the heart of the home, the kitchen features ample cabinet and counter space, stainless steel appliances, and a breakfast area. Four spacious bedrooms and three full bathrooms include a primary suite with a walk-in closet and ensuite bath. Enjoy additional living and entertaining space in the sunroom or screened-in porch (added 2021) with views of the 40ft heated fiberglass in-ground pool ( added 2021). Other updates include: water heater (2022), HVAC upstairs zoned inside and out (2026), new carpet and mini split for FROG (2023), Bathrooms downstairs converted (2023).

709 Aguila Drive, South Chesapeake

711 Pile Avenue, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10657117 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bath home featuring an open-concept layout with soaring ceilings and a versatile loft. Luxury vinyl plank flooring flows throughout the first floor, creating a stylish and low-maintenance living space. The spacious primary suite offers a private en suite bath, while generously sized secondary bedrooms provide flexibility for a variety of needs. Enjoy the convenience of a two-car garage and a fully fenced backyard - perfect for outdoor entertaining, pets, or play. Energy-efficient solar panels help reduce monthly electric costs. Solar panels are completely paid off! Ideally situated with easy access to shopping, dining, major highways, military bases, and everyday conveniences. Plus, receive 1% toward closing costs when using preferred lender. Don't miss this exceptional opportunity!

711 Pile Avenue, 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

758 Creekside Crescent, South Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10656884 MLS
SPACE, LOCATION, & UPGRADES! Welcome to this spacious 3 BR, 2.5 BA, 1,562 sq. ft. END-UNIT townhome in the sought-after Riverwalk community along the Elizabeth River! Featuring one of the largest original floor plans, this home boasts a generously sized, privacy-fenced backyard, spacious deck and oversized secondary storage shed. Inside, enjoy ceramic tile flooring in the hallway, kitchen and baths, stainless-steel appliances, and Delta faucets and Kohler toilets installed in 2026. Major improvements include a new $14,000 3-ton HVAC system, 6-inch gutters (2025), replacement windows and doors (2011), and roof (2015). Embrace the vibrant Riverwalk lifestyle with a clubhouse, pool, tennis, pickleball, dock access, boat launch, playgrounds, trails, weekly food trucks, swim team, garden club and community events. Convenient to shopping, dining and major interstates, this home offers an exceptional combination of space, upgrades and community living!

758 Creekside Crescent, South Chesapeake

904 Barrington Court, South Chesapeake
$525,000
4 Beds ⋅ 2 Baths ⋅ 10657061 MLS
Welcome home! Nestled in the established Waterford neighborhood in Chesapeake's highly sought-after Great Bridge area! Situated on a spacious cul-de-sac lot, this charming 4-bedroom, 2-bath home offers the perfect combination of comfort, functionality, and location. Enjoy the convenience of single-level living with an inviting floor plan designed for both everyday living and entertaining. The spacious living areas feature a cozy fireplace, creating a warm and welcoming atmosphere. Enjoy a beautifully renovated primary bathroom, offering updated finishes and a refreshed, modern feel. Additional improvements include a recently encapsulated crawlspace equipped with two dehumidifiers, providing added moisture protection and peace of mind. Outside, the generous backyard offers plenty of space for outdoor gatherings, gardening, or simply relaxing. Located in the desirable Great Bridge School District and just minutes from shopping, dining, parks, and major commuting routes.

904 Barrington Court, South Chesapeake

1311 Piedmont Arch, South Chesapeake
$567,000
4 Beds ⋅ 2.1 Baths ⋅ 10656984 MLS
New & Valuable Upgrades! This well-maintained home offers peace of mind & energy efficiency with newer roof (2024), HVAC system (2024), and water heater (2021). Enjoy the added benefit of paid-off solar panels that lower monthly power bills, along with a private well and irrigation system. Security system, washer, and dryer convey with the home for added convenience. Seller is offering up to $7,000 toward buyer's closing costs with full price offer. Additional lender incentives are available with use of preferred lender. Conveniently located near shopping, dining, and everyday amenities, with easy interstate access for a smooth commute. Don't miss this opportunity to own a home with major systems already updated and valuable energy-saving features in place!

1311 Piedmont Arch, South Chesapeake

701 New River Court Unit B, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10657033 MLS
Honey stop the car! Townhouse-style living w/condo convenience in Chesapeake's Riverwalk community! This 2 bedroom, 2 full bath home offers approximately 1,100 sq ft across two levels, giving you the feel of a townhome without the upkeep. Fresh paint and new LVP flooring run throughout, so it's truly move-in ready. One of the two full baths has been remodeled. The main level is built for everyday living, with a fireplace in the living room and access to a private patio for morning coffee or quiet evenings. An exterior storage room adds space for bikes, tools and seasonal gear. The condo fee covers water, sewer, trash, grounds and exterior maintenance, plus access to the community pool and clubhouse. Convenient to Greenbrier shopping, dining and medical facilities, with easy access to I-64, local military installations CALL TODAY!

701 New River Court Unit B, South Chesapeake

524 Linton Circle, South Chesapeake
$535,000
3 Beds ⋅ 3 Baths ⋅ 10656845 MLS
Welcome home to this highly sought-after Glasgow plan, ideally located across from the park in Eagle Pointe! Featuring a 1st-floor primary suite, 1st-floor guest room & a second primary suite upstairs, this flexible plan offers room for everyone. The Glasgow boasts the largest family room, kitchen & laundry room in Eagle Pointe! Enjoy a chef’s kitchen with a gas cooktop, wall oven, built-in microwave, center island, granite countertops & breakfast bar. Oversized laundry room features a closet & mud sink. Bright & sunny morning room opens to an oversized patio. The extended garage adds a bump-out for extra space. Abundant storage, including a walk-in storage/mechanical room. Eagle Pointe is Chesapeake’s premier 55+ community, with resort-style amenities at The Bay Club, including indoor & outdoor pools, a hot tub, a fitness center, billiards, a library, game rooms & more. Enjoy the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some photos have been digitally staged.

524 Linton Circle, South Chesapeake

737 Willow Oak Drive, South Chesapeake
$560,000
4 Beds ⋅ 2 Baths ⋅ 10656926 MLS
This one checks ALL the boxes! Immaculate, beautifully updated, and exceptionally well maintained, this 4 bedroom, 2 bath Chesapeake home truly stands out. The remodeled kitchen features stainless steel appliances, a gas range and hood, beautiful countertops and backsplash, abundant cabinetry, eat-in space, and a custom butler’s pantry. Recessed lighting throughout enhances the bright, modern feel, while the inviting living room showcases beautiful hardwood floors, a large cozy fireplace, and abundant natural light. The separate dining room is ideal for everyday meals and entertaining. The primary suite features an impressive custom designed en-suite bathroom with gorgeous custom cabinetry, double vanity, and an oversized walk-in shower. Outside, enjoy a large, beautifully manicured backyard and expansive deck. An attached garage plus an impressive, detached 2 story garage provides exceptional space for vehicles, hobbies, storage, or a workshop. This home truly has it all! Now offering $10k towards closing cost or rate buy down with full price offer.

737 Willow Oak Drive, South Chesapeake

424 Pines Of Warrick Drive, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10656970 MLS
Welcome to this exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

511 Eldridge Lane, South Chesapeake
$460,000
3 Beds ⋅ 2.1 Baths ⋅ 10656908 MLS
Welcome to this stunning, turn-key 2022-built condominium nestled in the desirable Deep Creek area of Chesapeake! Boasting nearly 2,300 sq. ft. of modern, open-concept living space, this meticulously maintained 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and low-maintenance living. The spacious main level features a functional layout great for entertaining, complemented by high ceilings, abundant natural light, and a dedicated foyer entrance. A prime first-floor primary suite features a dual-vanity bath and expansive walk-in closet. Upstairs you will find a versatile loft, full bath, and two additional bedroom's each with its own walk-in closet. Enjoy top-tier community amenities including a pavilion, splash pad, dog park, playground, walking trails, and more. Conveniently located near Cahoon Parkway, Grassfield schools, shopping, and major interstates for an easy commute. Used only as a lightly lived-in second home, the property remains in virtually like-new condition. Don't miss out on making this gorgeous property your next home!

511 Eldridge Lane, South Chesapeake

3204 Eight Star Court, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10656875 MLS
Now This Is a Place You Can Call Home! This beautiful 4-bedroom, 2.5 bath home is nestled on a quiet cul de sac, offering space, comfort, and charm. Featuring a grand two-story foyer, hardwood flooring throughout the first floor, formal living and dining rooms, and a spacious gathering room with a cozy gas fireplace. The eat in kitchen boasts 42-inch cabinets, generous counter space, and a custom backsplash. Enjoy the large sunroom with vaulted ceilings, perfect for relaxing or entertaining. The spacious primary suite features a sitting area, walk in closet, double sink vanity, jetted tub, and separate shower. A huge backyard offers plenty of room for outdoor fun and gatherings, plus a storage shed. This home has it all! Schedule your showing today and make it yours!

3204 Eight Star Court, South Chesapeake

408 Currituck Drive, South Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10656729 MLS
Welcome to 408 Currituck Dr! This former model home has been beautifully refreshed with fresh paint and new flooring throughout, creating a bright, move-in-ready feel. The updated kitchen features a WiFi-enabled stove and opens to comfortable living spaces, including a family room with a wood-burning fireplace. The spacious primary suite offers two walk-in closets, while the FROG provides flexible space for a home office, media room, or additional living area. Step outside to the low-maintenance Trex deck and backyard, offering plenty of space for outdoor entertaining, cookouts, or simply relaxing and spending time together. A shed with electricity adds extra functionality. New gutters were installed in 2026, with replacement windows and floored attic space providing additional value and storage.

408 Currituck Drive, South Chesapeake

1528 Hambledon Loop, South Chesapeake
$295,000
3 Beds ⋅ 2.1 Baths ⋅ 10656711 MLS
Welcome to 1528 Hambledon Loop, a desirable end-unit in Brighton Park at Greenbrier! This 3-bedroom, 2.5-bath home, 2 master bedrooms with ensuites offers a comfortable floor plan with the added privacy and natural light of an end-unit location. Recent updates include a NEW water heater, offering added peace of mind for the next homeowner. Enjoy the convenience of low-maintenance community living with access to neighborhood amenities, including 2 community pools. Ideally located in Chesapeake’s Greenbrier area, close to shopping, dining, entertainment and major roadways. Whether you're a first-time buyer, looking for additional space, or seeking a convenient Chesapeake location, this home is ready for its next owner. Schedule your showing today!

1528 Hambledon Loop, South Chesapeake

2203 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10656645 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2203 Edwin Drive, South Chesapeake

2226 Edwin Drive, South Chesapeake
$585,540
3 Beds ⋅ 3 Baths ⋅ 10656643 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2226 Edwin Drive, South Chesapeake

2213 Edwin Drive, South Chesapeake
$494,890
2 Beds ⋅ 2 Baths ⋅ 10656641 MLS
MOVE-IN READY! The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incredible incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2213 Edwin Drive, South Chesapeake

1021 Grantham Lane, South Chesapeake
$545,000
4 Beds ⋅ 2 Baths ⋅ 10656531 MLS
Loved by one owner for years, this meticulously maintained home in sought-after Etheridge Woods is competitively priced with some minor updating in mind — a rare opportunity to make it truly your own! Hardwood floors flow through the living room, dining room, primary bedroom, and family room, while granite counters shine in the kitchen and guest bath. The kitchen's breakfast area overlooks the backyard and opens to a spacious family room with vaulted ceilings and skylights, filling the space with natural light. Just off the family room, the FROG/4th bedroom offers flexible space for guests, a home office, or playroom. Enjoy a screened-in section of the front porch and a deck out back, perfect for entertaining. Zoned for Hickory/Butts Road schools and just minutes from major highways and shopping. Schedule your showing today!

1021 Grantham Lane, South Chesapeake

2224 Edwin Drive, South Chesapeake
$585,640
3 Beds ⋅ 3 Baths ⋅ 10656534 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2224 Edwin Drive, South Chesapeake

2222 Edwin Drive, South Chesapeake
$585,640
3 Beds ⋅ 3 Baths ⋅ 10656532 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2222 Edwin Drive, South Chesapeake

1149 Crystalwood Circle, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10656507 MLS
Welcome home to 1149 Crystalwood Circle! This inviting Chesapeake home has been thoughtfully cared for and updated over the years, offering the comfort of knowing many major improvements have already been completed. The electrical system was upgraded to 200-amp service in 2020, when the spacious 24' x 26' detached garage/workshop was added with its own 100-amp service. The HVAC received a new furnace and condenser in 2022, followed by a new washer and dryer in 2024 and a new water heater in 2025. In 2026, the home received a brand-new kitchen, new carpet, and a fully remediated crawl space with a new vapor barrier. With so much already done, there's more time to relax, enjoy your space, and make wonderful memories. Come see why this could be the one you've been waiting for!

1149 Crystalwood Circle, South Chesapeake

513 Telfyan Drive, South Chesapeake
$589,900
5 Beds ⋅ 2.1 Baths ⋅ 10656498 MLS
Discover the perfect blend of comfort, style, and convenience in this spacious, beautifully updated 2-story home tucked away in an intimate neighborhood of approximately 33 homes. Featuring 5 bedrooms, 2.5 bathrooms, and a desirable first-floor primary suite with stunning cathedral ceilings, this home offers a thoughtful layout designed to fit your lifestyle. Enjoy the flexibility of a spacious loft, ideal for a home office, media room, or additional living space. Step outside to relax or entertain on the composite deck, and enjoy added peace of mind with a whole-home backup generator. Situated on a desirable corner lot, this home offers the space and functionality you’ve been looking for, along with the added benefit of no flood insurance required. Conveniently located just a short drive from Greenbrier’s shopping, dining, and entertainment, with easy access to major highways and the natural beauty of Chesapeake Arboretum, this home makes everyday living a breeze. Space, style, convenience, and peace of mind—all in one exceptional home. Don’t miss your opportunity to make it yours!

513 Telfyan 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.

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