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$745,000
4 Beds 2.1 Baths 10647624 MLS
Welcome to your dream home in Hickory Landing! Situated on a premium corner lot in one of Chesapeake's most desirable neighborhoods, this stunning property is located in the highly sought-after Hickory school district. Outdoor living is an absolute oasis featuring an in-ground pool, a screened porch, immaculate professional landscaping, and an in-ground sprinkler system to keep it pristine. Plus, enjoy massive energy savings with fully paid-off solar panels! Inside, discover an entirely carpet-free layout boasting beautiful hardwood floors throughout both levels. The chef-inspired kitchen offers abundant cabinet space and two walk-in pantries. Even the oversized 2-car garage is meticulously finished with custom epoxy flooring. Upstairs, the luxurious primary suite serves as a private retreat, complete with two walk-in closets and a spa-like en-suite bathroom showcasing a custom tiled shower, deep soaking tub, and separate water closet. This rare gem truly has it all!

2121 Ferguson Loop, South Chesapeake

$375,000
4 Beds 3 Baths 10647251 MLS
Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and new flooring completed in 2026 give the home a modern, move-in-ready feel, while the newer HVAC system (2022) and maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Schedule your private tour today!

4009 1st Street, Central Chesapeake

$540,000
4 Beds 2.1 Baths 10647434 MLS
Welcome to this beautifully maintained home in Joliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

4936 Oriole Drive, West Chesapeake

$615,000
4 Beds 2.1 Baths 10647802 MLS
Perfectly situated in the heart of Great Bridge, this spacious 4-bedroom, 2.5-bath home offers nearly 3,000 square feet in the established Sandy Hill neighborhood with no HOA. Enjoy the convenience of being just minutes from shopping, dining, parks, and everyday essentials while benefiting from sought-after Great Bridge schools. Inside, you'll find generous living spaces, brand-new carpet, and a flexible floor plan, including a converted garage that's ideal for a home office, fitness room, game room, or bonus living area—and can easily be converted back to a traditional garage if desired. Outside, the fully fenced backyard is ready for entertaining with an in-ground pool featuring a brand-new liner, an expansive paver patio, outdoor bar area, and storage shed. Offering space, flexibility, and recent updates in one of Great Bridge's most desirable neighborhoods, this home is ready for its next owners.

505 Sandy Hill Way, South Chesapeake

$839,500
5 Beds 3 Baths 10647712 MLS
New Home by Custom Builder in Martin’s Point (Western Branch) main floor living, 4 or 5 bedroom plan. First floor primary bedroom with luxury bath- zero entry tiled shower & free standing tub, Open floor plan with Huge Gourmet Kitchen w/ Quartz counter tops, 36” gas cooktop with built-in microwave/oven, Cathedral Ceiling Family Room w/ Beamed ceiling, amazing stone fireplace with built-in bookcases, expansive covered porch (29’x10’) overlooks a privately wooded backyard & scenic view .42 acre. 3 Bedrooms & Study with French doors on 1st floor with 2 add'l large rooms on the second floor, 3 baths. Excellent location, easy access to I-664, near schools, shopping, Custom Builder is a member of Southern Living Custom Home Builder Program (since 1993). Superior quality features include Trane HVAC system, tankless hot water heater, custom cabinetry, large utility room/drop zone, Hardie Plank exterior, quality upgrades throughout. Fully sodded and irrigated yard.

3909 Bruce Road, West Chesapeake

$660,000
4 Beds 2.1 Baths 10647705 MLS
Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an in-ground pool and TREX decking, installed in 2020. Additional updates include new windows and doors, installed in 2021. Complete with a two-car attached garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake

$689,900
5 Beds 4 Baths 10647806 MLS
OFFER ACCEPTED/ OPEN HOUSE 8/9 CANCELLED! Pool days, cozy nights by the fire, and room for everyone! Buyers will finally find the space they've been searching for at 604 Glasgow Street, offering over 3,400 square feet with 5 bedrooms and 4 full baths in beloved Cheshire Forest. Formal living and dining rooms lead to the heart of the home, where a timeless kitchen with cabinets for days opens to a spacious family room — great for hosting or simply gathering with family & friends. The first-floor bedroom and full bath is the answer for guests, multi-generational living, or a dreamy home office. Upstairs, the large primary suite is a true retreat, while the oversized FROG offers endless possibilities: fifth bedroom, media room, playroom — flex space galore! Out back, your own backyard oasis awaits: a large saltwater, in-ground pool, expansive (updated) tiered composite decking, and privacy for summer gatherings and quiet evenings alike. Cheshire Forest living is the cherry on top! A community pool with active swim team, tennis and pickleball courts, playgrounds, scenic ponds to fish in, walking paths, and year-round neighborhood events! All of this and still convenient to top-rated Great Bridge schools, local shopping, dining & the interstate.Thoughtfully designed with generous room sizes throughout, THIS is the one you’ve been waiting for!

604 Glasgow Street, South Chesapeake

$630,000
5 Beds 3 Baths 10647563 MLS
BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to 404 Clara Drive, where space, comfort, and style come together!! Tucked away on a quiet cul-de-sac, this beautifully maintained home features 5 spacious bedrooms and 3 full bathrooms, providing plenty of room for everyone. Step inside to a dramatic two-story foyer that opens to formal living and dining rooms for entertaining. The eat-in kitchen is designed for both function and style with a center island, 42-inch cabinetry, stainless steel appliances, and ample storage. The inviting family room features a cozy fireplace, while a first-floor bedroom with direct access to a full bath for guests or multi-generational living. Upstairs, the impressive owner's suite offers double tray ceilings, a sitting area, oversized walk-in closet, and a spa-inspired bath with dual vanities, a jetted tub, and separate shower. Enjoy relaxing or entertaining in the large fenced backyard with a spacious deck. This exceptional home is one you won't want to miss!!

404 Clara Drive, South Chesapeake

$239,911
2 Beds 2 Baths 10647687 MLS
Welcome to this beautifully updated two-story condo in the sought-after Riverwalk community of Chesapeake. Soaring 20-foot vaulted ceilings and gorgeous LVP flooring create a bright, open feel throughout. The updated kitchen features granite countertops, newer appliances, a deep sink, modern fixtures, perfect for everyday living and entertaining. Upstairs, the spacious loft with custom built-ins offers flexible space for a home office, reading nook, or guest retreat. Accessibility enhancements include a motorized stair lift to the second floor conveys with the home, providing added convenience and accessibility. Enjoy your private patio and maintenance-free living with community amenities including a pool, scenic walking trails, and condo fees covering water, sewer, trash, exterior maintenance, and the master insurance policy. Conveniently located near shopping, dining, major interstates, and military bases, this move-in-ready home offers comfort, convenience, and style.

705 Rapidan River Court Unit E, South Chesapeake

$449,900
3 Beds 2.1 Baths 10647748 MLS
Rain or shine, the screened porch is calling. This move-in ready end-unit Nansemond floorplan in The Retreat at Western Branch offers low-maintenance living with a first-floor primary suite, 2-car garage, open-concept layout, and abundant natural light. The kitchen features bar seating overlooking the living room with a cozy gas fireplace, plus a spacious walk-in pantry to keep everything organized. Your favorite spot just might be the screened, covered rear porch. Upstairs offers two additional bedrooms, a loft, guest bath, and walk-in attic. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds.

4607 Longleaf Place, West Chesapeake

$583,740
4 Beds 2.1 Baths 10647703 MLS
Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, South Chesapeake

$670,000
5 Beds 3 Baths 10647695 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake

$574,900
4 Beds 2.1 Baths 10647633 MLS
Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West Chesapeake

$475,000
4 Beds 2.1 Baths 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake

$619,999
4 Beds 3 Baths 10647231 MLS
Welcome home to this beautifully updated all-brick detached condo tucked away in a quiet, peaceful community. Enjoy relaxing mornings on the inviting covered front porch with porch swing or covered rear porch and patio overlooking the beautifully maintained yard with extensive irrigation upgrades and lush landscaping throughout. Designed for easy living, this home offers mostly one-level living with a spacious room over the garage featuring its own en-suite bath. The luxurious remodeled kitchen opens seamlessly to the living area and boasts top-of-the-line stainless steel appliances, granite countertops, and a walk-in pantry. Engineered bamboo flooring, fresh paint, updated lighting and ceiling fans, plus a whole-home gas generator add comfort and peace of mind. A massive walk-in attic offers incredible storage or future expansion. HVAC replaced in 2020, and a tankless water heater was installed in 2023.

522 Bells Hollow Court, South Chesapeake

$359,900
4 Beds 2.1 Baths 10647401 MLS
Enjoy the ease of low-maintenance living without giving up the feel of a single-family home. This detached condo in River Breeze offers nearly 1,900 sq ft with a sought-after first-floor primary suite featuring a remodeled bath with oversized shower, walk-in closet, and new linen closet. The open-concept layout keeps the kitchen, dining, and family room connected for everyday living and entertaining. Granite countertops, custom blinds throughout, ample cabinetry, and a private fenced patio add to the home’s appeal. Upstairs you’ll find three additional bedrooms, a full bath, and a versatile loft. Extensive 2021 updates include quartz countertops, stainless appliances, LVP flooring, carpet, paint, lighting, plumbing fixtures, and garage door. HVAC (2019), wood privacy fence (2025), LeafGuard gutters (2026), and community amenities with convenient access to I-64 & I-264, shopping, dining, and military bases.

3938 River Breeze Circle, West Chesapeake

$922,500
5 Beds 4 Baths 10647253 MLS
Exceptional all-brick custom home nestled in the heart of Great Bridge, meticulously maintained and thoughtfully designed with a floor plan you’re sure to love. Offering 5 spacious bedrooms and 4 full bathrooms, this home also features a versatile first-floor flex room with adjacent full bath ideal as a 6th bedroom, home office, playroom, or guest suite. The private, beautifully landscaped backyard creates the perfect retreat, complete with a patio and full-yard irrigation system. Built as the builder’s personal residence, the home showcases quality craftsmanship and upscale details throughout, including extensive custom trim work and abundant storage. Additional highlights include a garage loft with extra storage space, dual heat pump/HVAC systems for comfort and efficiency, a large walk-in closet, oversized pantry, generous laundry room, and spacious secondary bedrooms. A rare opportunity to Buy a truly well-crafted custom home in one of Great Bridge’s most desirable locations.

138 Greengable Way, South Chesapeake

$460,000
4 Beds 2.1 Baths 10647155 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home overlooking the 15th tee of Greenbrier Country Club. Soaring vaulted ceilings, abundant natural light, and an open floor plan create an inviting atmosphere from the moment you enter. The inviting sunken living room adds warmth and character, while the renovated bathrooms offer a fresh, modern feel. The spacious primary suite features a private second-story deck with peaceful golf course views. Enjoy outdoor living on the expansive backyard deck overlooking the fairway. Additional updates include a new backyard fence (2024) and replaced windows and gutters (2022). A 2-car attached garage provides added convenience. Community amenities include a neighborhood pool. Only half a mile from Chesapeake City Park and conveniently located near shopping, dining, parks, major highways, military installations, and all that Greenbrier has to offer. Schedule a tour today!

1005 Woodsmans Reach, South Chesapeake

$535,000
5 Beds 2.1 Baths 10647023 MLS
Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, West Chesapeake

$679,900
5 Beds 3.1 Baths 10646804 MLS
Better than new!! Built in 2022 this stunning 5 bedroom, 3.5 bath single-family condo offers modern living with an open-concept design perfect for every day living and entertaining. The first floor features a beautiful & spacious kitchen overlooking the dining area and great room with cozy fireplace, plus a large second primary suite with a private full bath, a convenient guest half bath, and both front and screened rear porches. Relax while enjoying peaceful pond sounds and views with a beautiful fountain from your fenced backyard/large screened porch. Upstairs you'll find the luxurious primary suite with a spa-like bath and oversized walk in closet, three additional bedrooms, another full bath, and a laundry room with utility sink. A two car garage and pre wiring for a hot tub add even more value. Assoc dues include front lawn mowing and flower bed maintenance. Ideally located near shopping, dining, interstate access, and highly sought after schools. Move in ready!

1920 Briton Lane, South Chesapeake

$775,000
5 Beds 3 Baths 10646970 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

$599,000
4 Beds 2 Baths 10646894 MLS
This is the one you’ve been waiting for! Beautifully updated & filled w/ character, this 2,800-square-foot ranch delivers 4 bedrooms, 2 baths and an incredible blend of indoor comfort & outdoor resort-style living. Covered front porch welcomes you to a light-filled interior where floor-to-ceiling windows surround the sunroom, while the family room showcases a fireplace, built-in bookcase & extensive molding. The spacious primary suite offers walk-in closets plus a versatile sitting area perfect for a home office, reading retreat or private escape. Outside, prepare to be wowed! The expansive backyard is your own private oasis with a 26,000-gallon saltwater pool (new pump 2025, salt cell 2026), deck, gazebo, fire pit, hammocks, pool house, sheds, fish pond with fountain, weeping willow, mature Japanese maple, peach tree and lush gardens. Smart-home features and Wi-Fi irrigation add modern ease. Finished room over garage, expansive attic, numerous updates & low traffic dead-end street.

318 Rio 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.