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3212 Douglas Road, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10616225 MLS
Welcome to this exquisite custom home set on 4.12 pristine acres in the highly desirable Grassfield area, offering the perfect blend of refined luxury and timeless rustic farmhouse charm. This 4-bedroom, 2.5 bath residence features a 3-car garage with an additional unfinished room above. Thoughtfully curated interiors showcase updated flooring, custom bookshelves, and three fireplaces that create warmth and sophistication throughout. The gourmet kitchen is beautifully appointed with custom cabinetry and premium finishes, seamlessly flowing into spacious living and entertaining areas. The primary suite is a true sanctuary, featuring a spa-inspired bath with a jetted soaking tub, and expansive walk-in shower. Additional features include a laundry chute, integrated dust collection system, and an updated, fully encapsulated crawlspace for peace of mind. Outdoor living is elevated with a grand front porch, expansive rear deck, and above-ground pool overlooking the private acreage.

3212 Douglas Road, South Chesapeake

704 Southwood Drive, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10614056 MLS
Do not miss the chance to own this, custom ALL brick, fomer model home in a desirable area of Chesapeake. Overlook the large beautiful backyard from the spacious low maintenance Trex Deck. Or experience a theater like setting with the surround sound in the family room. Because this was the model home it comes with many upgraded features such as rounded corners on the sheetrock which has a knockdown finish. No one has to lug a vacuum up and down stairs because this house has a whole house vacuum system. Enjoy the enormous primary bedroom with attached sitting room. This flows past his and her walkin closets into a huge primary bathroom with his and hers vanities along with jetted Tub. Additionally it has separate shower and private toilet. This house is a must see to really appreciate!

704 Southwood Drive, South Chesapeake

1704 Kaywood Lane, South Chesapeake
$670,000
4 Beds ⋅ 3.1 Baths ⋅ 10609372 MLS
Experience elevated living in this like-new 2022 Craftsman in the sought-after Parkview community. You'll love the open floor plan with 10-foot ceilings on both floors and a bright, airy living area that flows right to the back patio through tall sliding glass doors; perfect for entertaining or family gatherings. The fenced back yard offers privacy and room to play. The kitchen impresses with ample cabinet and counter space, exciting any chef. Four spacious bedrooms, 3.5 baths, including 2 with en-suite, offering flexibility for guest or multigenerational living. Flex space on the first floor for an office or playroom. Enjoy a two-car garage, tankless water heater and pride of ownership throughout. Move-in ready and simply gorgeous!

1704 Kaywood Lane, South Chesapeake

810 Keeling Drive, South Chesapeake
$670,000
6 Beds ⋅ 2.1 Baths ⋅ 10606546 MLS
Welcome to your dream home in Cheshire Forest, one of Great Bridge's most sought-after neighborhoods! This stunning 6 bedroom residence offers an unparalleled living experience, perfect for those needing abundant space. The heart of the home is its beautiful kitchen, boasting exquisite counters, designer tile, and ample cabinetry – a true chef's delight. Enjoy a cozy feel throughout, with a large den and generously sized bedrooms. Step outside to a sprawling backyard and unwind on the screened-in patio. Centrally located in Chesapeake with access to great schools, and close to a variety of restaurants and shopping, this home perfectly blends comfort, style, and convenience. Don't miss the opportunity to make it yours!

810 Keeling Drive, South Chesapeake

823 Keeling Drive, South Chesapeake
$670,000
5 Beds ⋅ 3 Baths ⋅ 10605536 MLS
Spacious 5BR/3BA all brick home in the highly sought-after Cheshire Forest neighborhood! Bright, open floor plan with a stunning 2-story family room. Numerous 2025 updates include a remodeled primary bath with large walk-in shower and double vanity, updated baths throughout and a refreshed kitchen featuring refaced cabinets, quartz countertops, new stainless sink and stainless appliances. Quartz countertops also in the primary and first-floor baths. Whole-house custom paint, new LVP flooring on the 1st floor and new carpet upstairs. Roof replaced in 2018; all windows replaced in 2015. HOA amenities include pool, clubhouse, tennis courts, sand volleyball, playgrounds, and scenic parks. Conveniently located in the Great Bridge area of Chesapeake. TURN KEY READY!

823 Keeling Drive, South Chesapeake

620 Wood Nymph Lane, South Chesapeake
$670,000
5 Beds ⋅ 2.1 Baths ⋅ 10602499 MLS
Welcome Home to Dominion Meadows in the Highly sought after Grassfield school district. Built in 2018, this move-in ready property offers an inviting open floor plan with a gracious foyer and beautiful staircase that sets the tone the moment you enter. A versatile front bonus room is perfect for a home office. The Formal Dining room flows easily to the kitchen offering an eat-in area plus island. The Great room features a gas fireplace with plenty of room to entertain. Upstairs you will find a convenient laundry room and generously sized bedrooms. Primary Bedroom offers a double walk-in closets and en-suite w/double sinks, garden tub and walk-in shower. Outside, unwind on the new stone paver patio w/firepit and a charming pergola while taking in serene views of the wooded preserve behind the property. Fresh, neutral finishes create a blank canvas for your personal style. This is the one where comfort, convenience, and setting come together.

620 Wood Nymph Lane, South Chesapeake

625 Briarwood Dr, South Chesapeake
$669,999
5 Beds ⋅ 3.1 Baths ⋅ 10634984 MLS
Welcome to this beautifully updated 5-bedroom, 3.5-bath home in the heart of Great Bridge, where timeless character meets modern comfort. Stunning curb appeal begins with lush landscaping, a welcoming front porch, and an oversized driveway. Inside, custom tongue-and-groove plank ceilings and exposed wood beams bring warmth and architectural charm to the living room, anchored by a gas fireplace and enhanced by crown molding and chair rail throughout. The chef’s kitchen features custom white maple cabinetry, granite countertops, under-cabinet lighting, and newer stainless appliances. Stylishly updated baths and flexible living space, including an in-law suite, offer versatility for today’s lifestyle. Outside, your private backyard retreat awaits with a sparkling saltwater pool, gazebo, and paver patio designed for entertaining and quiet relaxation. This is the kind of home that simply feels right the moment you walk in.

625 Briarwood Dr, South Chesapeake

569 River Gate Road, South Chesapeake
$669,000
4 Beds ⋅ 3 Baths ⋅ 10610169 MLS
Fantastic ALL BRICK 4 Bdr, 3 Full Bath located directly on the Lake in desirable Carriage House Estates! This beauty has many updates & is truly ready for new owners! New Arch Roof to be installed. New carpet & paint throughout, two new A/C units 10/25, several light fixtures. The lovely updated eat-in kitchen features new Gas Range, Refrigerator, Microwave, backsplash. Unobstructed water views from eat in kitchen. Primary boasts huge WI closet w/window, en-suite bath w/ jetted tub, shower & dual vanities. Walk up attic provides lots of storage. FROG is large and could double as 4th bedroom, media room/playroom & as a full bath at bottom of stairs. The real showstopper are the expansive lake views which can be enjoyed from all back windows, patio or private dock on the Lake. The lake provides gorgeous views & privacy & the land extends on the back right (Est. 335 ft) along the waterfront w/ a wooded private trail on the property! 1.75 acre lot extends into water.

569 River Gate Road, South Chesapeake

109 Agave Court, South Chesapeake
$666,990
4 Beds ⋅ 2.1 Baths ⋅ 10585770 MLS
Welcome to the Denton at Riverview Landing, Chesapeake’s premier new home community! This beautifully crafted single-story home offers seamless open-concept living with luxury finishes, including a gas fireplace and a smart home package. The spacious living area flows effortlessly into the gourmet kitchen—complete with a large center island, stainless-steel appliances, and premium quartz countertops-making it perfect for entertaining. Retreat to the oversized primary suite featuring a spa-inspired bath with a frameless shower, a private water closet, and a huge walk-in closet. With three additional bedrooms, a second full bath, tankless water heater, and durable Hardiplank siding, this home is designed for comfort and efficiency. Enjoy the friendly, amenity-rich community with walking trails, a fire pit, and easy access to Chesapeake’s vibrant waterfront, festivals, and nearby beaches.

109 Agave Court, South Chesapeake

645 Crestfield Drive, South Chesapeake
$666,615
4 Beds ⋅ 2.1 Baths ⋅ 10615164 MLS
Up to $10K closing cost assistance all when seller's preferred lender is used for financing, see agent for details. This beautiful Wells plan is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. Bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and generous pantry. Enjoy an inviting front porch, welcoming foyer with ample storage, and a fenced backyard. Additional highlights include 2-car garage & custom wood shelving in large closets. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

645 Crestfield Drive, South Chesapeake

419 Granada Drive, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10652967 MLS
This home truly has it all! Welcome to this beautiful 4-bedroom, 3-full-bath home in the highly desirable Las Gaviotas golf course community. Offering 3,371 square feet of thoughtfully designed living space, this home immediately impresses with beautiful flooring and an inviting, open feel. Enjoy peaceful living along a quiet tidal creek from the Elizabeth River, where changing tides, abundant wildlife, and natural beauty create a truly serene backyard setting. Relax on the updated Trex deck and enjoy the peaceful views, or take in the scenery from the inviting sitting room just off the living room, where gorgeous windows bring the beauty of the outdoors inside. The flexible floor plan includes a first-floor bedroom, dedicated home office/gym, and an upstairs bonus room—providing plenty of space for guests, work, hobbies, or entertaining. Numerous recent updates provide peace of mind, including new ductwork in attic and crawlspace (2025), roof and skylight (2024), water heater (2024), Prodigy insulated siding, fascia and rain gutters (2024), Bosch BOVA upstairs HVAC system (2022), Trex decking (2023), first-floor LVP flooring (2021), and crawlspace dehumidifier (2026). With golf-course community living, a peaceful tidal-creek setting, abundant natural light, and an impressive list of updates, this is a home you won’t want to miss.

419 Granada Drive, South Chesapeake

528 Belem Drive, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10633498 MLS
Welcome to Las Gaviotas in South Chesapeake, where golf course views, cul-de-sac living, and custom details come together in all the best ways. Sitting at the end of a quiet street overlooking the wooded backdrop and the 7th hole, this home offers the kind of setting people wait years for. The gorgeous kitchen features tons of countertop space, a huge island with room for everyone to gather, and a beautiful wine rack detail opening into the living room. The living area flows right out to a screened-in porch overlooking the backyard and golf course views that feel like vacation every day. Upstairs, the primary suite steals the show with a private balcony great for coffee or evening unwinding. The oversized FROG, not counted as a bedroom, features 10-foot ceilings, bar area, sink, refrigerator, ice maker, and the ultimate entertaining setup. Offering 4 bedrooms, 3 baths, and over 3,100 square feet, this home combines functionality, character, and lifestyle all in one.

528 Belem Drive, South Chesapeake

940 Painted Lady Place, South Chesapeake
$665,000
6 Beds ⋅ 3 Baths ⋅ 10614633 MLS
This well cared for one owner home offers 6 bedrooms, 3 full baths, and 3,732sqft of living space in desirable Dominion Meadows, zoned for Grassfield High. The thoughtful layout includes a first-floor bedroom and bath, a FROG for play or entertaining, a bright sunroom, and a cozy fireplace. Recent updates include a new refrigerator, newer outdoor compressor, fresh paint throughout. Outside, enjoy the long front porch and a community known for annual events like a chili cook-off, turkey trot, Santa visits, and food trucks. With size, functionality, and location, this home offers comfort and lifestyle. Easy access to highway, shopping and restaurants. An additional finance opportunity, through seller preferred lender offering a 1-0 temporary rate buy down at no cost to the buyer. Receive a 1% lower interest rate for the first year with the cost covered by our preferred lender. Contact agent for full details on financing opportunities and updates that have been made! Welcome HOME!

940 Painted Lady Place, South Chesapeake

5031 Annapolis Drive, West Chesapeake
$664,184
4 Beds ⋅ 3.1 Baths ⋅ 10573232 MLS
PRE-SOLD | Our Aspen model offers spacious living at its finest. This 4 bedroom, 3.5 bathroom two-story home is designed for comfort, convenience, and luxury. The main floor features a thoughtfully designed living room and an open-concept kitchen and dining area. Upstairs - four generously sized bedrooms, each designed with your comfort in mind. The primary suite is a true retreat, offering a spacious layout, a walk-in closet, and a tranquil ensuite bathroom. The additional three bedrooms are equally impressive, each offering ample closet space and large windows that allow natural light to pour in. Whether you need extra bedrooms for family or guests, these spaces offer ultimate flexibility. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a resort-style community clubhouse.

5031 Annapolis Drive, West Chesapeake

815 Angel Wing Drive, South Chesapeake
$664,000
5 Beds ⋅ 2.1 Baths ⋅ 10645285 MLS
Welcome home to a beautiful one owner home in the highly sought after neighborhood of Dominion Meadows, and Grassfield High School District. Built in 2020, this home offers a bright open-concept design, with 5 spacious bedrooms, and 2.5 baths. Versatile living room or home office, formal dining room, gourmet kitchen with large island, custom cabinetry, granite countertops, stainless appliances, and pantry flows into the spacious family room. Upstairs you will find a laundry room, and generously sized bedrooms. Luxurious primary suite with tray ceiling, spa bath, oversized custom closet. Outside unwind in the screen porch, or the large patio enjoying privacy in the fenced backyard while spending time with family or entertaining with friends. Easy commute to all military bases, and a few minutes away from shopping, restaurants, and entertainment.

815 Angel Wing Drive, South Chesapeake

704 Crestfield Drive, South Chesapeake
$662,015
4 Beds ⋅ 2.1 Baths ⋅ 10623451 MLS
11,500 square foot lot with August delivery. Elegant two-story home with approx. 2,652 square feet of meticulously designed living space. The main level boasts an open-concept layout with soaring 9-foot ceilings throughout. The heart of the home is the large kitchen, equipped w/tons of storage & countertops for meal prep & entertaining. A flex space on the first floor provides versatility for a home office, playroom, or den, catering to your household's needs. Upstairs, 4 spacious bedrooms ensure comfort for everyone & the large, upstairs laundry room simplifies household chores. Fenced backyard on larger lot. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before 1st visit or 1st communication with listing agent & Agent must accompany Buyer on 1st visit, see agent for details. Photos & video are of other Everett's completed, not actual home, finishes vary.

704 Crestfield Drive, South Chesapeake

4415 Mccaan Quay, West Chesapeake
$662,000
5 Beds ⋅ 3.1 Baths ⋅ 10626008 MLS
Welcome home to Miars Plantation, Western Branch, Chesapeake. This gorgeous brick marsh front home features an open floor plan, entry way, formal dining room, gourmet kitchen, eat in kitchen, breakfast bar and pantry. The den has gas fireplace and is wired for surround sound with direct access to screened porch & deck. Formal living room can be used as an office or flex room. Primary suite features a walk in closet, jetted tub, shower and double vanity & a private Bonus Room. Refinished hardwood floors, ceramic and newer carpet upstairs. Finished room over garage and fifth bedroom with full bath, upstairs near kitchen and laundry room. 5th Bedroom/Mother in law suite with walk in closet and private bathroom with tub. Marsh view from screened back porch and deck for grilling or relaxing. 2 car side entry garage with pedestrian door. 1/10 of a mile to the Park!

4415 Mccaan Quay, West Chesapeake

603 Marjorie Lane, South Chesapeake
$661,000
4 Beds ⋅ 3 Baths ⋅ 10613473 MLS
Rare opportunity to live in the Woods of Whitehurst! This sought after neighborhood is tucked back and private but close to EVERYTHING! Located in the heart of Greenbrier. It offers a very open floor plan with a kitchen of your dreams that opens to the spacious living room. The kitchen has tons of counter space, is very open, lots of cabinets, gas stove, etc) The 1st floor primary bdrm is so large the current owners have a work out area and a full sauna in the room and there's still a ton of space! It has a spacious walk in closet and a huge bathroom with separate sinks, a jetted tub and shower. As you enter there is a formal dining room to your left and a perfect room for an office to the right. All the bdrms are large and the finished room above the garage has a full bathroom attached, perfect for your company to have their own private area for their stay. The backyard is a dream! Large back deck, perfect for entertaining! This home has so much to offer!! Schedule your showing today!

603 Marjorie Lane, South Chesapeake

105 Lenwil Drive, Central Chesapeake
$661,000
4 Beds ⋅ 3.2 Baths ⋅ 10599126 MLS
Experience grand-scale living in this exquisite multigenerational estate, offering over 4,500 sq ft of thoughtfully designed space behind a gated brick paver driveway. With garage parking for up to 7 vehicles and even more outside, this rare gem blends luxury, functionality, and versatility. The home features 4 spacious bedrooms, 3 full and 2 half baths, a first-floor primary suite, and an entertainer’s dream with an in-ground pool that has a half bath and wet bar right next to it, also don't miss the fully equipped theater room. A private in-law suite with its own entrance, full kitchen, and bath provides the perfect setup for extended family or guest accommodations. From the elegant interiors to the expansive outdoor living areas, every detail has been curated for comfort, privacy, and style. A true haven for those seeking luxury and space in one stunning package.

105 Lenwil Drive, Central Chesapeake

2219 Captiva Lane, West Chesapeake
$660,415
6 Beds ⋅ 3 Baths ⋅ 10608812 MLS
PRE-SOLD | The Magnolia is a grand floor plan with a 2-story foyer as you enter! Large family room that opens to the Kitchen and Eating Area. Downstairs utility space that allows for the perfect 'Mudroom.' 4 spacious bedrooms & 2 baths on the 2nd floor with a finished room over the garage. The 3rd-floor walk-in attic can be upgraded to an additional bed/bath. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2219 Captiva Lane, West Chesapeake

1337 Barbara Court, South Chesapeake
$660,000
4 Beds ⋅ 2.1 Baths ⋅ 10639495 MLS
BACK ON MARKET! Welcome home to this beautifully maintained ranch located on over an acre in the highly desirable Hickory area. Situated on a quiet cul-de-sac, this 4-bedroom, 2.5-bath home offers the perfect combination of space, comfort, and modern efficiency. Major updates include a newer geothermal heating and cooling system, new water heater, whole-home water filtration system, and a roof that is approximately 5 years old. Additional features include a generator hookup and a dedicated 30-amp outdoor RV/camper plug, providing convenience and preparedness for a variety of lifestyles. The oversized 3-car attached garage offers ample storage and workspace with an unfinished room over the garage. As well as an additional 2 car garage for extra storage! Relax on the conditioned porch and enjoy the privacy of the yard backing to mature trees. Inside, you'll find spacious living areas, a family room with a fireplace, large dining room and an inviting eat-in kitchen with new cabinets and quartz counter tops. A rare opportunity to own a one story, country-style living, well-maintained home in one of Chesapeake's most sought-after communities and school districts.

1337 Barbara Court, South Chesapeake

660 Margaret Drive, South Chesapeake
$660,000
3 Beds ⋅ 3 Baths ⋅ 10632675 MLS
3.12 acres bordered by a 50-acre tree farm — the homestead you've been dreaming of. This 1979 modern farmhouse blends character with thoughtful updates: new metal roof, HVAC, custom black-framed windows, remodeled kitchen, gleaming hardwoods, gas fireplace, dual-zone climate, whole-house water filtration with UV + sulfide removal, and smart garage. A four seasons room and massive upper deck off the primary suite bring the outdoors in. Outside, a working homestead awaits — bougie chicken coop with auto doors, rabbit hutch, greenhouse, raised beds, two paddocks, fully fenced yard, plus plum, apple, blackberry, raspberry, grapes, asparagus, and pollinator plantings. Two powered, LED-lit outbuildings include a barn with finished space and deck above — guest suite, gym, or office. Well, septic, low-voltage lighting. Private, productive, and ready for the sanctuary you've been picturing. Call today to schedule your private showing.

660 Margaret 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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