Refine Search
Sort by
4702 Mahogany Run, West Chesapeake
$457,023
4 Beds ⋅ 3 Baths ⋅ 10660350 MLS
The final building is under construction at The Retreat at Western Branch! The Lafayette floorplan delivers spacious, stylish living with an estimated March/April 2027 completion. The thoughtfully designed first-floor features a primary suite, guest bedroom or office with full bath, an impressive island kitchen flowing seamlessly into the great room and dining area. 2-car garage and covered porch, too! Upstairs, discover an expansive loft, two additional bedrooms, a full bath, and extra storage. All in a low-maintenance 55+ condo community with resort-style amenities, including a clubhouse with fitness center and billiards, swimming pool, outdoor grilling area, dog park, community garden, and beautifully landscaped grounds. Don't miss this exciting opportunity to make the Lafayette your next home!

4702 Mahogany Run, West Chesapeake

5037 Annapolis Drive, West Chesapeake
$579,000
4 Beds ⋅ 2 Baths ⋅ 10660299 MLS
Enjoy sought-after ranch-style living in this like-new, two-year-old Dogwood model in Estates at Joliff Landing! Located in Chesapeake's Western Branch area, this popular floor plan offers the convenience of first-floor living, with every room except the finished room over the garage on the main level. Two bedroom suites provide added flexibility, including one with a dual-entry bathroom accessible from the hallway. The upstairs bonus room offers space for a home office, media room, or guest retreat. Step outside to an oversized, fenced backyard with wooded views, a storage shed, and plenty of room to relax or entertain. Community amenities include a clubhouse, fitness room, playgrounds, and pool. Convenient to shopping, dining, military bases, and major interstates, this beautifully maintained home combines like-new appeal with an established neighborhood setting.

5037 Annapolis Drive, West Chesapeake

891 Bells Mill Road, South Chesapeake
$525,000
4 Beds ⋅ 3.1 Baths ⋅ 10660202 MLS
Welcome Home! Privacy, functionality, and convenience come together in this exceptional Grassfield property! Set back from the street along a private driveway, this nearly one-acre property is surrounded by mature woods and lush greenery. Inside, fresh paint and a flexible floor plan offer something for everyone. A rare find, the home features two distinct main-level suites, including an in-law suite with its own living room, great for multi-generational living, extended guests, a fifth bedroom, or home office. The primary bathroom features live-edge wood countertops, dual showerheads, and a custom walk-in closet system. Outside, enjoy a storage shed, chicken coop, separate hookups for a future pool and hot tub, and a massive detached two-car workshop/garage with carport and RV hookup. Over $17,000 in crawlspace work has been completed, and a survey is available in the listing documents. A truly unique Grassfield property offering flexibility and room to make it your own!

891 Bells Mill Road, South Chesapeake

1605 Mary Lou Lane, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10659685 MLS
Welcome to 1605 Mary Lou Lane in Cardinal Meadows! Built in 2022, this beautifully maintained condo feels brand new, with new carpet throughout and nearly 2,300 sq. ft. of stylish, low-maintenance living. The bright, open main level features high ceilings and a gorgeous kitchen with upgraded cabinetry and quartz countertops. A builder upgrade provides a larger first-floor primary suite and upstairs bedrooms than most homes in the community! The primary suite features a dual-vanity bath and walk-in closet. Upstairs offers a versatile loft, two bedrooms with walk-in closets, a full bath, and walk-in storage with potential for future finished space. Enjoy your private oasis with a newly fenced backyard backing to peaceful woods. Community amenities include a pavilion with grill, splash pad, playground, dog park, and walking trails. Conveniently located near Grassfield schools, shopping, and major interstates. Move-in ready!

1605 Mary Lou Lane, South Chesapeake

1620 Sandy Pines Way, West Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10659944 MLS
OVER AN ACRE IN SANDY PINES—FULLY ENCLOSED BY A NEWER WOOD FENCE! Set on an expansive lot of approximately 1.10 acres, with newer wood fencing enclosing the entire property, this traditional two story home offers a standout amount of outdoor space. With approximately 1,628 square feet, 3 bedrooms, and 2.5 baths, the home pairs a generous setting with a practical layout. Enjoy a wood burning fireplace, a kitchen with a breakfast area and pantry, and a primary bedroom with an en suite bath. Walk in closets, walk in attic space, and an attached one car garage provide convenient storage. Situated on a cul-de-sac with driveway parking and 2 storage sheds, this property offers space inside and out, with the impressive fenced lot taking center stage!

1620 Sandy Pines Way, West Chesapeake

4317 Whitfield Lane, Central Chesapeake
$393,000
4 Beds ⋅ 3.1 Baths ⋅ 10659518 MLS
Welcome home to this beautifully updated, newer three-story condo! This move-in-ready gem features fresh paint throughout, new flooring and carpeting, newly installed ceiling fans, and stylish board-and-batten wainscoting. The open-concept design showcases soaring ceilings, recessed lighting, and a gourmet kitchen equipped with a full suite of appliances, "AS IS". Sliding glass doors lead to a private balcony, perfect for morning coffee or relaxing at the end of the day.The first-floor bedroom with an en-suite bathroom offers exceptional flexibility as a guest suite, home office, or additional living space. Enjoy community amenities, including a pool and playground, along with the added benefit of no flood insurance required! Don't miss this opportunity to own a stylish, low-maintenance home that blends comfort, convenience, and modern appeal!

4317 Whitfield Lane, Central Chesapeake

401 Truitt Road, West Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10659959 MLS
Enjoy a country feel on a 1.86-acre corner lot in Bowers Hill! This 3-bedroom, 2-bath ranch-style home offers approximately 1,659 square feet, a screened front porch, and a spacious kitchen with ample cabinetry and an island with cooktop and seating. A separate dining room, wood floors, first-floor primary bedroom with private bath, and utility room add to the layout. Upstairs space provides additional storage. Outside, you'll find mature trees, a detached one-car garage, separate storage shed, covered workspace, and a partially fenced side yard. The septic tank is approximately 2.5 years old. No HOA, with convenient access to I-664, I-64, and Route 58. Bring your ideas and make this property your own!

401 Truitt Road, West Chesapeake

2907 Seven Eleven Road, South Chesapeake
$799,900
4 Beds ⋅ 2.1 Baths ⋅ 10659928 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake

817 Wickford Drive, South Chesapeake
$260,000
3 Beds ⋅ 2 Baths ⋅ 10658699 MLS
3 BEDROOM 2.0 BATH SINGLE STORY END UNIT TOWNHOME. LIVING ROOM LAMINATE WOOD FLOOR, BOOKSHELVING, LIGHTED CEILING FAN AND BRICK FIREPLACE. OPEN DINING AREA TO THE UPDATED KITCHEN, BREAKFAST BAR AREA, STAINLESS APPLIANCE PACKAGE, REFRIGERATOR, SMOOTH TOP STOVE, BUILT IN MICROWAVE/DISHWASHER, DOUBLE STAINLESS SINK. PRIMARY SUITE LIGHTED CEILING FAN AND WALK-IN CLOSET. PRIMARY BATH RAISED VANITY TUB/SHOWER. LAUNDRY AREA CABINET AND SHELVES. TWO ADDITIONAL BEDROOMS, FULL HALL BATH, TUB/SHOWER, MARBLE TOP VANITY, LVP PLANK FLOOR, MEDICINE CABINET AND OVAL MIRROR. FEATURES: NEW ROOF, NEWER PAINT AND FLOORING, DIGITAL AC THERMOSTAT, UPGRADED BLINDS, CEILING FANS, STORMDOOR, PRIVACY FENCED BACKYARD, PATIO, TREES, STORAGE SHED, SIDE BY SIDE DRIVEWAY PARKING. AVAILABLE FOR QUICK CLOSING.

817 Wickford Drive, South Chesapeake

405 Bridle Court, South Chesapeake
$485,000
4 Beds ⋅ 3 Baths ⋅ 10659847 MLS
Move-in ready and packed with so many thoughtful upgrades and extras that set it apart, this beautifully maintained 4 bed/3 FULL bath brick ranch offers so much more than meets the eye! Tucked away on a quiet cul-de-sac and sitting on a half-acre lot, the home welcomes you with a generous front porch and features a fully fenced backyard offering plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the privacy and space. The fully renovated kitchen stuns with quartz countertops, KitchenAid professional appliances, tile backsplash, convection gas range, recessed dimmable lighting, soft-close white cabinetry, and a double pantry offering exceptional storage. A comfortable and versatile floor plan features spacious living and dining areas, A cozy den with a wood-burning fireplace provides a welcoming place to gather, while the expansive sunroom with sliding glass doors offers a bright and relaxing retreat overlooking the backyard. The finished room over the garage serves as the fourth bedroom providing flexibility and privacy for guests, a home office, or additional living space. The impressive list of extras continues with a new HVAC system, extra large fire-pit, an oversized garage, a large detached storage shed, large walk-in attic for additional storage and wiring for a backup generator. Don't miss out on your chance for this truly a one-of-kind gem!

405 Bridle Court, South Chesapeake

3237 Pioneer Lane, South Chesapeake
$679,318
4 Beds ⋅ 3 Baths ⋅ 10659867 MLS
Soon to start construction! Discover the Whitehurst plan—thoughtfully designed for open, flexible, and comfortable living. The main level centers around true ranch-style living, offering an open-concept layout that seamlessly connects the kitchen, dining space, and main living area. At the heart of the home, the kitchen boasts sleek quartz countertops, ample cabinetry, and a spacious layout for cooking and entertaining. Tucked away on the main floor, the primary suite serves as a retreat, featuring a luxury bath highlighted by custom tile shower walls and a spacious walk in closet. Additional main-level guest rooms provide versatile space for family, guests, or a dedicated home office. Step upstairs to find a massive bedroom complete with its own dedicated full bathroom. With its generous proportions and private bath, this second-floor space functions seamlessly as a dual primary suite, bonus room, or secondary living zone. Floor plan available in other communities to walk! pictures from past build and for inspiration but may show some features not currently included.

3237 Pioneer Lane, South Chesapeake

1012 Cedar Tree Court, South Chesapeake
$820,832
4 Beds ⋅ 3.1 Baths ⋅ 10659832 MLS
ANOTHER LEE MODEL HAS FOUND ITS LUCKY OWNERS! This ever-popular home design is being built with some fabulous upgrades, including an extended kitchen, SUPER PANTRY (because who doesn't need more storage?!), unfinished walk-out attic, screened rear porch, and patio! Of course, the buyers added their own personal touch with all their favorite colors and finishes! Welcome to Cedar Manor, a charming 13-home cul-de-sac community with NO HOA! And guess what? There are still homesites available, including WATERFRONT opportunities! Choose your homesite, pick your favorite home design, and make it yours! Estimated build time is 8–10 months. Plus, enjoy up to 3% Closing Cost Assistance with the builder's trusted lender! This one is spoken for, but your dream home could be next! Call today to explore the possibilities!

1012 Cedar Tree Court, South Chesapeake

1421 Saint Brides Road West, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10659781 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator and double ovens. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake

2708 Cedar Road, South Chesapeake
$620,000
5 Beds ⋅ 4.1 Baths ⋅ 10659695 MLS
Space, flexibility, and 2 acres to call your own! Built in 2017, this 5-bedroom, 4 and a half bath home features a highly desirable layout with two primary suites, one on the first floor and another upstairs, offering exceptional versatility for multi-generational living. The kitchen features stainless steel appliances, granite countertops and an eat-in area, complemented by a separate dining room for entertaining and everyday gatherings. With 2 acres of land and no HOA, enjoy the freedom and privacy of country-style living without sacrificing convenience. Located in Chesapeake, just minutes from shopping, dining, everyday essentials, and interstate access, this property offers the space you want with the accessibility you need.

2708 Cedar Road, South Chesapeake

1822 Citrus Place, West Chesapeake
$569,490
5 Beds ⋅ 3.1 Baths ⋅ 10659437 MLS
The Poppy is a spacious open-concept home with a total of five bedrooms. When you enter from the covered front porch, you are led form the foyer to a vast great room, dining room and kitchen. While one bedroom and full bathroom is downstairs, upstairs you will find three additional bedrooms with another full bath equipped a double vanity. Continuing on the second floor is the owner's suite, with an option for tray ceilings, sinks on two separate vanities, and a large walk-in closet. The owner's bathroom has the option for a seat in the shower. The laundry room is conveniently located on the second floor. Directions: Portsmouth Blvd to Walker Lane, make left, then Left on Joliff Landing Road, Model is on Paw Paw place

1822 Citrus Place, West Chesapeake

732 Washington Drive, South Chesapeake
$639,900
4 Beds ⋅ 2 Baths ⋅ 10659515 MLS
Gorgeous open floor custom built ranch w/twelve ft ceilings in family & dining room, nine ft ceilings in bedrooms. Finished room over garage can serve as 4th bedroom or bonus room. Enjoy kitchen w/granite countertop, bar seating area, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; Opens to large breakfast nook overlooking a tranquil country backyard. Stunning great room with gas fireplace; hardwood floors, crown molding; Large formal dining room w/chair rails. Private study/office w/ custom built-in cabinets and bookshelves, granite counters and full-light doors creating a bright workspace; tray ceiling in luxurious primary bedroom w/large custom design walk-in closet. Recent appraisal confirms price. Relatively near the heart of Chesapeake.

732 Washington Drive, South Chesapeake

820 Stacey Place, South Chesapeake
$459,520
3 Beds ⋅ 2.1 Baths ⋅ 10659594 MLS
Tucked away at the end of a quiet cul-de-sac on over a 1/2 acre, this home offers a serene, park-like setting with exceptional privacy and space to enjoy. Inside, you’ll find attractive LVP and Ceramic flooring throughout the main level and a bright, open-concept layout designed for modern living. The spacious living area flows seamlessly into a stylish kitchen featuring quartz countertops—perfect for both everyday living and entertaining.A large two-car attached garage provides ample storage, while the expansive backyard offers endless possibilities, including plenty of room to add a pool or create your own outdoor retreat. Upstairs, the generous primary suite boasts two walk-in closets, complemented by two additional bedrooms for a total of three. A conveniently located upstairs utility room includes a washer and dryer that convey with the home.Ideally situated near shopping, dining, and major interstates, this property combines peaceful living with everyday convenience.

820 Stacey Place, South Chesapeake

2044 Mango Street, West Chesapeake
$347,900
2 Beds ⋅ 2.1 Baths ⋅ 10659479 MLS
Dual Primary Suites, a serene, wooded view, & upscale finishes! This beautifully upgraded 2-level home features a first-floor primary en-suite with upgraded granite vanity and shower. The open floorplan showcases a stunning kitchen with granite countertops, tile backsplash, soft-close drawers, and durable LVP flooring. Soaring 12' ceilings and oversized living room windows frame a peaceful, wooded view. Upstairs, enjoy 9' ceilings, a spacious loft, and a second private owner’s suite. Both bedrooms feature walk-in closets, plus a walk-in attic for extra storage. Enjoy exceptional community amenities, including a state-of-the-art clubhouse and sparkling pool. Call today to schedule an appointment and ask about special pre-opening pricing!

2044 Mango Street, West Chesapeake

1004 Saint Brides Road W, South Chesapeake
$3,650,000
6 Beds ⋅ 4.1 Baths ⋅ 10659341 MLS
EXCEPTIONAL 88.28-ACRE LUXURY EQUESTRIAN ESTATE IN CHESAPEAKE! Discover an extraordinary private compound combining luxury living, premier equestrian facilities, agricultural acreage and commercial-grade infrastructure. Set approximately 3,500 feet off Saint Brides Road, this remarkable property features a custom-built 2025 residence offering approximately 5,000 heated SF, 6 bedrooms, 4.5 baths and an attached 3-car garage.? Engineered for durability and security, the home features 8-inch steel-reinforced concrete walls, impact-rated windows, three Bosch variable-speed HVAC systems and upgraded finishes throughout. Enjoy a gourmet kitchen with custom cabinetry, induction cooktop, double ovens and walk-in pantry with reverse-osmosis water station. The first-floor primary suite offers a spa-inspired bath, while multiple living areas, private offices and spacious upstairs accommodations provide exceptional flexibility.? Outdoor amenities include a heated saltwater pool, 7-person hot tub, screened porch, outdoor kitchen, stone fireplace and pool pavilion.IMPRESSIVE 85' × 125' MULTI-PURPOSE BUILDING with full mezzanine, 12' × 14' overhead doors, 400-amp service, finished office/apartment-style quarters, kitchenette, full bath and 12,000-lb vehicle lift.? 70' × 120' INSULATED EQUESTRIAN BARN featuring 8 stalls with expansion potential, individual stall utilities, wash bay, full kitchen, bathroom, conference room and fitness room.Five fenced pastures, approximately 30 acres of hay production, additional agricultural acreage and extensive water infrastructure support diverse uses. Additional highlights include 800-amp total electrical capacity, 60 kW backup generator, private well, centralized water treatment, Starlink internet and a 24-foot-wide private access road designed for heavy equipment.? A RARE OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE WITH EXCEPTIONAL EQUESTRIAN, AGRICULTURAL AND MULTI-USE CAPABILITIES!Shown by appointmentl

1004 Saint Brides Road W, South Chesapeake

767 Hillwell Road, South Chesapeake
$749,000
3 Beds ⋅ 2 Baths ⋅ 10659070 MLS
They don't make them like this anymore! Custom quality build that has stood the test of time. Pride of ownership shines throughout with thoughtful touches & updated systems. Unique 4+ acres on city water & sewer, backing up to Cooper's Ditch to enjoy a paddle in your kayak! Chickens & bunnies convey, along w/ their coop. Pole barn & workshop, screened gazebo, & wrap around front porch w/ Trex give you plenty of options to enjoy your great outdoors. Grand 2 story foyer invites you in, leading to the EIK, opening to cozy living room. Generous primary ensuite w/ sitting area upstairs. Attached 2 car garage has pulley system-perfect for hobbies & projects! Gorgeous plantation shutters convey. Conveniently located to Chesapeake Expressway & plenty of shopping, dining, entertainment at Hanbury. Some photos were virtually staged using AI.

767 Hillwell Road, South Chesapeake

3532 Parr Lane, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10659049 MLS
Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

605 Saddlehorn Drive, South Chesapeake
$585,000
4 Beds ⋅ 2 Baths ⋅ 10658781 MLS
Space, Charm & Country Living on Over 3 Acres! Discover the perfect blend of comfort, functionality, and outdoor living with this 4-bedroom, 2-bath home situated on over 3 acres! Offering room to spread out both inside and out, this property features beautiful hardwood floors, inviting living spaces, and plenty of opportunities to enjoy the outdoors. The primary bedroom features a private en-suite bath, while three additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outside to the screened-in porch, an ideal spot to enjoy your morning coffee, unwind after a long day, or take in the surrounding landscape. For those seeking a little more room for outdoor activities, this property delivers! The existing chicken coop and enclosed run offer a head start on backyard poultry keeping, while the detached storage shed provides additional space for tools, equipment, and outdoor essentials. An attached one-car garage adds everyday convenience, and the water softener system is another practical feature. With over 3 acres of land, there's plenty of room to explore gardening, outdoor recreation, and other possibilities. If you've been searching for a 4-bedroom home with acreage, hardwood floors, a screened porch, and room for outdoor hobbies, this property is one you won't want to miss! Schedule your private showing today and discover the possibilities of owning over 3 acres with 2 peach and 2 fig trees and neighborhood trail!

605 Saddlehorn Drive, South Chesapeake

816 Stacey Place, South Chesapeake
$459,520
3 Beds ⋅ 2.1 Baths ⋅ 10658779 MLS
Tucked away at the end of a quiet cul-de-sac on over an acre, this home offers a serene, park-like setting with exceptional privacy and space to enjoy. Inside, you’ll find attractive LVP and Ceramic flooring throughout the main level and a bright, open-concept layout designed for modern living. The spacious living area flows seamlessly into a stylish kitchen featuring quartz countertops—perfect for both everyday living and entertaining.A large two-car attached garage provides ample storage, while the expansive backyard offers endless possibilities, including plenty of room to add a pool or create your own outdoor retreat. Upstairs, the generous primary suite boasts two walk-in closets, complemented by two additional bedrooms for a total of three. A conveniently located upstairs utility room includes a washer and dryer that convey with the home.Ideally situated near shopping, dining, and major interstates, this property combines peaceful living with everyday convenience.

816 Stacey Place, 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.

How much is your home worth?

Get instant property value now!