Refine Search
Sort by
1204 Lingale Court, South Chesapeake
$740,000
5 Beds ⋅ 3 Baths ⋅ 10655942 MLS
Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

144 Downing Drive, South Chesapeake
$569,900
4 Beds ⋅ 3 Baths ⋅ 10655754 MLS
Going live on 10/8. Welcome to 144 Downing Drive in sought-after Hickory, Chesapeake! This spacious & well-maintained 4-bed, 3 full-bath, brick & vinyl ranch offers plenty of flexible living space on a .27-acre lot. The inviting great room features a vaulted ceiling & fireplace, while the spacious kitchen offers granite countertops, abundant cabinetry, stainless steel appliances, breakfast area, & bright sunroom. The finished room over the garage with a full bath offers excellent flexibility for an in-law suite, guest space, home office, or bonus room. Enjoy a fenced backyard built for entertaining with a deck & above-ground pool. Additional highlights include an attached 2-car garage & generous driveway parking space. Located in the desirable Tunbridge Station community with NO HOA and convenient access to Hickory schools, shopping, entertainment, dining, military bases, & major routes to get around Hampton Roads. Schedule your private showing today!

144 Downing Drive, South Chesapeake

518 Whisper Walk, South Chesapeake
$465,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, South Chesapeake

2207 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10655508 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.

2207 Edwin Drive, South Chesapeake

2156 Edwin Drive, South Chesapeake
$577,640
3 Beds ⋅ 3 Baths ⋅ 10655240 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. Estimated Completion December 2026. Photos are to be used as an example and do not represent exact listings selections.

2156 Edwin Drive, South Chesapeake

2180 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10655238 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.

2180 Edwin Drive, South Chesapeake

2184 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10655236 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.

2184 Edwin Drive, South Chesapeake

2182 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10655235 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.

2182 Edwin Drive, South Chesapeake

708 Pebble Quay, South Chesapeake
$705,000
4 Beds ⋅ 3 Baths ⋅ 10655182 MLS
Unique custom built home on cul-de-sac with rare 3 car attached garage and extended driveway. This house was made for entertaining - 23' x 14' screened porch off family room for extended living space, along with a 22' x 20' pavilion - both with trek decking, finished wood ceilings, recessed lights and fans. Beautiful extensive landscaping with a stamped concrete walkway winding around house. Impressive 2 story entry has gorgeous chandelier. Dual staircases. Large kitchen includes granite counters, stainless steel appliances with gas stove, tons of cabinets and counterspace as well as deep pantry and eat-in nook. Formal living room and dining room with door leading to large front porch. First floor office in addition to 4 bedrooms upstairs. Full bathroom downstairs. Hardwood floors run through entire 1st floor. Primary bedroom includes corner gas fireplace, 13'x12.5' walk-in closet, and large bathroom with dual sinks and jetted tub . Laundry room has entire wall of cabinets with counter space and fold down ironing board. Lots of built in storage throughout, including a walk in climate controlled attic closet. The rare 3 car garage (owner actually has 4 cars in there!) is decked out for a car aficionado with LED lighting covering the ceiling and rubberized flooring. Additional outside shed. 16 hardwired cameras around exterior convey. Generator hook up in garage. Top of the line outside Charbroil kitchen conveys with acceptable full price offer. Neighborhood dock with boat ramp nearby. Very active River Walk Community Association centers around the beautiful clubhouse (which can be rented) and has a tennis/pickleball court w/pickleball league, garden club, swimming pool w/swim team, concerts in fall, food trucks and more, as well as parks and playgrounds. Tree lined walking paths wind through neighborhood along lakes with gazebos and fountains. Easy to hop on nearby Rt. 168 Chesapeake Expressway to easily get to any area of Hampton Roads.

708 Pebble Quay, South Chesapeake

911 Intracoastal Way, South Chesapeake
$797,540
5 Beds ⋅ 3.1 Baths ⋅ 10655214 MLS
The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational living! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Photos and renderings are from builder's library, actual finishes and features may vary.

911 Intracoastal Way, South Chesapeake

2609 Mossgate Court, South Chesapeake
$379,900
4 Beds ⋅ 2.1 Baths ⋅ 10652642 MLS
Opportunity knocks in Chesapeake! This property offers a chance to create something truly special in a desirable location. Bring your vision and your renovation plans to unlock the full potential of this home. The expansive lot is a standout feature, providing an abundance of space and endless possibilities for outdoor living, entertaining, gardening, recreation, or future improvements. Whether you're an investor searching for your next project or a buyer looking to build equity and make a home your own, this property is ready for its next chapter. Conveniently located near shopping, dining, schools, parks, major roadways, and everything Chesapeake has to offer. Properties with this much potential and land don't come around every day. Come see the possibilities for yourself! Schedule your showing today!

2609 Mossgate Court, South Chesapeake

1004 Cedar Tree Court, South Chesapeake
$679,580
4 Beds ⋅ 3 Baths ⋅ 10655160 MLS
Welcome to the Whitehurst model in Cedar Manor! Currently under construction with an estimated Spring 2027 completion, this stunning 2-story transitional floor plan offers 3,054 square feet of thoughtfully designed living space on a generous 0.68-acre corner lot with serene pond views. Featuring 4 or 5 spacious bedrooms, 3 full baths, and a desirable main-floor layout, this home boasts a primary bedroom suite on the first level complete with a spacious ensuite and walk-in closet. The light-filled interior includes a foyer, natural gas fireplace, open breakfast area, dedicated office/study or 5th bedroom, utility room with main-floor laundry, and a walk-in attic for abundant storage. Energy efficient features included a tankless gas water heater and radiant barrier. Enjoy cul-de-sac living conveniently near to top-rated Grassfield schools. Take advantage of seller incentives available when using the trusted lender. Contact us for full details, floor plans, and construction updates! Pictures from prior build. We have this floor plan to walk in another community!

1004 Cedar Tree Court, South Chesapeake

1824 Lancing Crest Lane, South Chesapeake
$1,100,000
5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS
Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake

816 Great Marsh Avenue, South Chesapeake
$450,000
3 Beds ⋅ 2.1 Baths ⋅ 10654933 MLS
Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. This home is like brand new. New paint throughout and every item on the home inspection has already been done. The kitchen offers generous counter space and flows seamlessly into the living and dining areas, great for everyday living or entertaining. Upstairs, you'll find brand-new carpet, generously sized bedrooms, a cozy reading nook, and a spacious primary suite featuring a soaking tub, step-in shower, and private water closet. Enjoy a peaceful, tucked-away setting just minutes from shopping, dining, and all the conveniences of this thriving area. The community itself is packed with perks: The HOA cover the exterior to include the roof, yard and exterior pressure wash, a large pool, basketball court, tennis/pickleball courts, soccer and volleyball fields, a dog park, scenic trails, and abundant green space. With charm, location, and lifestyle all in one, this home checks every box—schedule your private tour today!

816 Great Marsh Avenue, South Chesapeake

2176 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10654824 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 beautiful 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 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.

2176 Edwin Drive, South Chesapeake

2174 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10654822 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 beautiful 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 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.

2174 Edwin Drive, South Chesapeake

728 Angel Wing Drive, South Chesapeake
$715,000
6 Beds ⋅ 3 Baths ⋅ 10654725 MLS
Your weekends just got an upgrade at 728 Angel Wing Drive! Located in the sought-after Grassfield school district, this meticulously maintained home offers 5 bedrooms, 3 full baths, and a media room that could serve as a 6th bedroom. A first-floor bedroom and full bath are ideal for multigenerational living or guests, while a space for a home office and formal dining room add flexibility. Your private backyard oasis features a heated saltwater pool, spacious patio, and pergola overlooking peaceful woods with no rear neighbors. Perfect for poolside afternoons and football Sundays! The oversized garage includes shelving and a dedicated workspace. Freshly painted inside and out within the past 3 years and cared for by just two owners, this home also features a whole-house water softener, separate drinking water system, and 32 fully paid-off solar panels for potential monthly energy savings. Thoughtful upgrades, exceptional outdoor living, and room for everyone. Your next chapter starts here!

728 Angel Wing Drive, South Chesapeake

712 Woodcott Drive, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10654685 MLS
Located in the Hickory school district, the home is less than one mile from the interstate and just minutes from the shopping, dining, and everyday conveniences of Edinburgh. With its bright interior, flexible layout, generous outdoor space, and convenient location, this home is ready to welcome its next owners. Tucked along a quiet, tree-lined street, this beautifully updated home offers a light, welcoming atmosphere and plenty of space to enjoy. Natural light fills the thoughtfully refreshed interior, creating bright and comfortable living spaces throughout. At the heart of the home is an inviting kitchen featuring stone countertops, newer cabinetry, stainless steel appliances, and durable LVT flooring—perfect for everyday living and entertaining. The spacious fourth bedroom above the garage offers wonderful flexibility as a home office, gym, playroom, guest suite, or private retreat. Outside, the expansive backyard provides plenty of room for gatherings, gardening, play, or simply relaxing beneath the open sky. The home also features a long list of valuable improvements, including PEX plumbing in place of the original polybutylene, an upgraded electrical panel, replacement of most windows, updated lighting and flooring, select exterior doors, siding, and trim. A private well serves the irrigation system, and the roof was replaced in 2014.

712 Woodcott Drive, South Chesapeake

1313 Parkdale Street, South Chesapeake
$700,000
4 Beds ⋅ 3 Baths ⋅ 10653628 MLS
Offering plenty of room for everyday living and entertaining, this spacious two-story home features an inviting open floor plan, a versatile flex/office space, and a HUGE upstairs loft, giving you plenty of space to spread out and make the home your own. At the heart of the home is the generously sized kitchen, complete with a large island, spacious pantry, butler’s pantry, and abundant cabinetry—great for both everyday living and entertaining. Each bedroom offers the added convenience of a walk-in closet, providing exceptional storage throughout. Outside enjoy the huge backyard, situated on a desirable corner lot with plenty of room for outdoor entertaining, play, or simply relaxing. A beautiful shed provides additional storage for tools, bikes, and more. Conveniently located near dining, parks, and major highways, this home offers the perfect combination of space, comfort, and convenience. With its well-maintained condition, this home feels practically brand new and is ready for you to make it your own!

1313 Parkdale Street, South Chesapeake

2172 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654634 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.

2172 Edwin Drive, South Chesapeake

2170 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654633 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.

2170 Edwin Drive, South Chesapeake

2160 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654631 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.

2160 Edwin Drive, South Chesapeake

1248 Kidbrooke Street, South Chesapeake
$881,140
6 Beds ⋅ 5 Baths ⋅ 10654587 MLS
Welcome to The Summit, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. The home is complete with a walk-out basement. Enjoy a vibrant community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches. Photos are from builder's library, actual finishes and finishes may vary.

1248 Kidbrooke Street, South Chesapeake

732 Colonel Byrd Street, South Chesapeake
$799,900
6 Beds ⋅ 4 Baths ⋅ 10654449 MLS
Welcome to this beautiful home in the highly sought-after community of Culpepper Landing! Offering an impressive 3,656 square feet of living space, 6 bedrooms, 4 full bathrooms, and a dedicated office that provides the flexibility of a 7th room, this beautifully designed home delivers the perfect blend of space, comfort, and functionality. Step inside to discover an inviting open-concept floor plan, designed for everyday living and effortless entertaining. The kitchen is the heart of the home, showcasing custom cabinetry and a large center island creating a welcoming space for gatherings with family and friends. A convenient first-floor bedroom provides added flexibility for guests or multigenerational living. With generous living areas, a versatile layout, and plenty of room to spread out, this home is designed to accommodate a variety of lifestyles. Whether you're hosting memorable gatherings or enjoying a quiet evening at home, this spacious Chesapeake property has room for it all.

732 Colonel Byrd Street, 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.