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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

1674 Benefit Road, South Chesapeake
$425,000
3 Beds ⋅ 1.1 Baths ⋅ 10659765 MLS
Two homes, one opportunity at 1672 & 1674 Benefit Road! These two neighboring properties are being sold together, giving you three separate living spaces on adjoining lots. The main home at 1674 is a charming 3-bedroom, 1.5-bath home with a welcoming covered front porch, a spacious yard, and a long driveway. Inside, you’ll find luxury vinyl plank flooring, bright bedrooms with ceiling fans, and an updated kitchen with white cabinetry, granite-look counter tops, and modern appliances. Out back, the garage has been fully converted into a code-compliant 2-bedroom, 2-bath apartment with its own entrance. It features a stylish galley kitchen with stainless appliances, in-unit laundry, durable LVP flooring, and a subway-tile walk-in shower with a built-in bench and pebble floor. Next door, 1672 is a 3-bedroom, 2-bath brick ranch that’s ready for your personal touch and adds even more space and income potential. This property can work for you in several ways. For multi generational living, keep loved ones close while everyone has their own kitchen, entrance, and privacy. Aging parents, adult children, and long-term guests can each have a place of their own, just steps away. To house hack, live in one home and let the other two help cover your mortgage, building equity and wealth while you live there. As an investor, hold all three as long-term rentals for three income streams in one purchase and one location. Best of all, the property can change with you: start as a family property today and convert it to rental income later, or the other way around. Opportunities like this rarely come to market. So bring your vision and schedule your showing today!

1674 Benefit Road, South Chesapeake

3901 Cannon Point Drive Drive, West Chesapeake
$445,000
3 Beds ⋅ 2 Baths ⋅ 10659719 MLS
Welcome to 3901 Cannon Point Drive, where timeless elegance meets modern comfort! This beautifully maintained 3-bedroom, 2-bath brick ranch offers 1,575 square feet of stylish single-level living on a gorgeous, landscaped corner lot in Western Branch. Step inside to discover gleaming hardwood floors, elegant plantation shutters throughout, and a stunning updated kitchen featuring quartz countertops, custom cabinetry, and newer appliances. Both bathrooms have been tastefully remodeled with beautiful tile finishes. Relax in the inviting den featuring a cozy gas fireplace and brand-new carpeting. Additional improvements include replacement windows, a newer roof, and a professionally inspected and sealed crawlspace. Outside, meticulous landscaping creates exceptional curb appeal and a picturesque setting. Combining classic charm, thoughtful upgrades, and undeniable pride of ownership, this Western Branch beauty is a must-see!

3901 Cannon Point Drive Drive, West Chesapeake

1672 Benefit Road, South Chesapeake
$225,000
3 Beds ⋅ 2 Baths ⋅ 10659764 MLS
Two homes, one opportunity at 1672 & 1674 Benefit Road! These two neighboring properties are being sold together, giving you three separate living spaces on adjoining lots. The main home at 1674 is a charming 3-bedroom, 1.5-bath home with a welcoming covered front porch, a spacious yard, and a long driveway. Inside, you’ll find luxury vinyl plank flooring, bright bedrooms with ceiling fans, and an updated kitchen with white cabinetry, granite-look counter tops, and modern appliances. Out back, the garage has been fully converted into a code-compliant 2-bedroom, 2-bath apartment with its own entrance. It features a stylish galley kitchen with stainless appliances, in-unit laundry, durable LVP flooring, and a subway-tile walk-in shower with a built-in bench and pebble floor. Next door, 1672 is a 3-bedroom, 2-bath brick ranch that’s ready for your personal touch and adds even more space and income potential. This property can work for you in several ways. For multi generational living, keep loved ones close while everyone has their own kitchen, entrance, and privacy. Aging parents, adult children, and long-term guests can each have a place of their own, just steps away. To house hack, live in one home and let the other two help cover your mortgage, building equity and wealth while you live there. As an investor, hold all three as long-term rentals for three income streams in one purchase and one location. Best of all, the property can change with you: start as a family property today and convert it to rental income later, or the other way around. Opportunities like this rarely come to market. Properties must be purchased together, so bring your vision and schedule your showing today!

1672 Benefit Road, South Chesapeake

no property photo
$499,900
4 Beds ⋅ 2 Baths ⋅ 10659700 MLS
Nestled in the heart of Greenbrier, this move-in-ready 4-bedroom home offers a bright and welcoming atmosphere from the moment you step inside. Soaring cathedral ceilings and skylights fill the main living space with natural light, creating a balance of open-concept entertaining areas and comfortable, cozy corners. Adapt the versatile room off the kitchen to suit your lifestyle, whether as a formal dining room, quiet home office, or vibrant playroom. Thoughtfully updated with modern kitchens, bathrooms, and flooring, plus peace-of-mind upgrades from 2023 including a new HVAC, air ducts, insulation, and water heater. Retreat to the primary suite featuring a walk-in closet and a spacious updated bathroom. All of this is located just minutes away from Greenbrier shopping and Greenbrier Country Club.

744 Norcova Drive, 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

700 Gladesdale Drive, South Chesapeake
$510,000
4 Beds ⋅ 2 Baths ⋅ 10659574 MLS
WOW! Rare find in the heart of Etheridge! This brick ranch sits on OVER an acre lot, an extremely rare find in the area, & is priced below a recently completed appraisal! Numerous updates within the last 5yrs include kitchen with granite countertops ('22), LVP flooring ('21/'22), roof ('21), HVAC ('21), bathrooms ('21), water heater ('24), fenced backyard ('22), extra-wide driveway ('22), vinyl-wrapped trim ('21) & encapsulated crawl space ('22). Need extra space for hobbies, entertaining, or storage? The property includes an extra large shed measuring an impressive 14x40 with electricity! The seller has converted a 14x28 portion of this space into a game room, offering more possibilities. Located in the sought-after Hickory school zone & convenient to shopping, restaurants, hospitals, interstates, and bases. Enjoy country living with the convenience of city amenities! 1yr lender paid rate buy down offered if buyer uses qualifying loan w/preferred lender, ask LA for details.

700 Gladesdale Drive, South 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

389 Scotland Lane, South Chesapeake
$665,900
5 Beds ⋅ 3.1 Baths ⋅ 10659608 MLS
Joseph’s Meadow (MODEL GPS 369 Scotland Ln. Chesapeake) Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage C welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with loft, 2 bedrooms + full bath -dual sinks, private tub/shower & water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland Lane, South Chesapeake

3116 Dunworken Drive, West Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10659575 MLS
Move-in ready and beautifully refreshed! This vacant 4-bedroom Chesapeake home has been thoughtfully updated from top to bottom, featuring a new roof (2025), HVAC (2026), water heater (2021), new LVP flooring, new carpet in all four bedrooms, renovated bathrooms, new kitchen appliances and custom cabinetry, new interior and exterior doors, updated GFCI outlets in the kitchen and bathrooms, and new light fixtures throughout. Enjoy the added curb appeal of a freshly repaved driveway and new framing around the left front window. Inside, a newly installed decorative TV wall with backlighting creates a stylish focal point for entertaining and relaxing. Located in the convenient Western Branch area, you're close to shopping, dining, recreation, schools, and major Hampton Roads routes. With major updates already completed and easy showings available, this home is ready for you to move in and make it yours! Schedule your showing today?

3116 Dunworken Drive, West Chesapeake

1320 Bainbridge Boulevard, Central Chesapeake
$479,900
4 Beds ⋅ 3 Baths ⋅ 10659526 MLS
READY NOW, NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage. 5 Homes to choose from.

1320 Bainbridge Boulevard, Central Chesapeake

1309 Hunningdon Woods Boulevard, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10659488 MLS
A must to see, this distinct four bedroom, two and a half bath home, with sideloaded garage located at the end of a cul-de -sac in the destination neighborhood of Hunningdon Woods in Greenbrier. Formal dining room, parlor, living room. Lots of storage space with multiple pantries and linen closets. Laundry room located upstairs, updated bathrooms with updated walk-in shower in the primary bath, walk-in closet. Granite countertops in kitchen, primary bathroom. Whole house central vacuum, deep well irrigation system. Updates include dual AC/Gas furnace systems, replaced in 2013. Gas water heater replaced 2022. Deck overhauled in 2012. All new flooring, carpet, Pergo Laminate, LVP throughout. 30 year architectural roof, installed 2007. Encapsulated crawlspace, with dehumidifier. House wired for Spectrum cable, and Verizon supported fiber optic capable. 6 Foot privacy fence. Does not have a fireplace.

1309 Hunningdon Woods Boulevard, South Chesapeake

2048 Charwood Drive, South Chesapeake
$626,955
4 Beds ⋅ 2.1 Baths ⋅ 10659431 MLS
Q1 2027 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 back yard with large patio, backing mature tree line. 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.

2048 Charwood Drive, South Chesapeake

724 Crestfield Drive, South Chesapeake
$743,420
4 Beds ⋅ 3.1 Baths ⋅ 10659429 MLS
Home being completed with flooring for quick, year-end closing. Limited time incentive: $15K anyway allowance, plus up to $10K in closing cost assistance, when using Seller's preferred lender for financing, listed price reflects allowance taken off price of home, see agent for details. Somerset ranch with FROG, 2026 Delivery. Fenced backyard includes large patio for outdoor entertaining! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Enhance your hosting with the optional butler’s pantry! Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary.

724 Crestfield Drive, South Chesapeake

733 Crestfield Drive, South Chesapeake
$597,530
4 Beds ⋅ 2.1 Baths ⋅ 10659427 MLS
Home being completed with flooring for quick year-end closing. Limited time incentive: $15K anyway allowance when using Seller's preferred lender for financing, see agent for details. Listed price reflects $15K incentive taken off price of home. This beautiful Wells plan will be move-in ready in December and is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and a generous pantry. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced backyard. Additional highlights include a 2-car garage and custom wood shelving in large closets. Seller to pay up to $10k in closing cost assistance when using preferred lender, see agent for details. 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.

733 Crestfield Drive, South Chesapeake

1318 18th Street, Central Chesapeake
$254,700
3 Beds ⋅ 2 Baths ⋅ 10659406 MLS
Completely remodeled three bedroom, two bath with new LVP flooring, new carpet, a brand new kitchen, and updated bathrooms. One bedroom and a full bath are downstairs, which works well for guests, an office, or anyone who would rather skip the stairs. There's a front porch out front, and the backyard is large, with plenty of off street parking. Lakeside Park sits right around the corner, with a lake you can fish, two playgrounds, covered pavilions, and a walking path through the trees. Elizabeth River Park is about a mile up the road and has a dog park, a fishing pier, a boat ramp, and a paved path along the water. I-464 puts you in downtown Norfolk in about ten minutes. Updated and ready for its next owner.

1318 18th Street, Central Chesapeake

1108 Sword Drive, South Chesapeake
$369,900
4 Beds ⋅ 2 Baths ⋅ 10659368 MLS
Welcome to 1108 Sword Dr, a beautifully updated 4-bedroom, 2-bath ranch-style home offering approximately 1,800 sqft of comfortable single-level living in Chesapeake, VA. Freshly painted throughout, this move-in-ready home features a bright, open-concept floor plan with LVP flooring throughout the main living areas, carpeted bedrooms, and updated light fixtures. The kitchen features granite countertops, stainless steel appliances, and an open layout that flows seamlessly into the living and dining areas. Both bathrooms have been updated, adding to the home’s fresh, modern feel. Additional improvements include a new roof. Step outside to a large, fully fenced backyard with plenty of space for entertaining, pets, play, gardening, or simply relaxing outdoors. If you’re searching for a move-in-ready 4-bedroom ranch home for sale in Chesapeake, Virginia with approx. 1,800 sqft an open floor plan, modern updates, and a spacious fenced backyard, 1108 Sword Dr is one you’ll want to see!

1108 Sword Drive, South Chesapeake

2610 Cayce Court, Central Chesapeake
$229,900
3 Beds ⋅ 1 Baths ⋅ 10659349 MLS
Welcome home! This charming 3-bedroom home is a perfect starter home, tucked away on a cul-de-sac! Freshly painted and newly installed laminate flooring in the family room and hallway. The beautifully remodeled bathroom features a spacious walk-in shower with built-in bench, new vanity, toilet, flooring, fixtures, and even a Bluetooth-enabled exhaust fan so you can enjoy your favorite music! The kitchen offers a convenient breakfast bar, while the generous backyard provides plenty of room for outdoor activities, a storage shed, and rear yard access. As an added bonus, enjoy your very own backyard harvest with an assortment of fruit trees and bushes, including pears, peaches, figs, plums, persimmons, and blueberries! Home is centrally located near interstate, shopping centers, and minutes from Downtown Norfolk, close access to Portsmouth Naval Station and more.

2610 Cayce Court, Central 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

1900 Briton Lane, South Chesapeake
$635,000
4 Beds ⋅ 2.1 Baths ⋅ 10658981 MLS
Welcome Home to Hickory Manor’s sought-after Bentley model, packed with upgrades! This 4-bedroom, 2.5-bath home features a first-floor office with built-in cabinetry, 50A Tesla EV charger, and generator hookup. The kitchen shines with quartz countertops, two-tone cabinetry, Samsung Bespoke appliances, and a gas range. Light-toned LVP flooring adds warmth and style throughout the downstairs and primary bedroom. Enjoy the oversized 15x25 screened porch with vaulted ceiling for relaxing or entertaining, plus an adjoining concrete patio. The 16x8 outbuilding features a finished 12x8 workshop with 100A power, separate storage space, and an additional lean-to shed for extra storage. Enjoy community amenities: pool, fitness room, clubhouse, and playgrounds. Modern upgrades, versatile spaces, and exceptional indoor-outdoor living make this home a must-see!

1900 Briton Lane, South Chesapeake

4509 Winnie Drive, West Chesapeake
$735,000
5 Beds ⋅ 4 Baths ⋅ 10659285 MLS
Welcome to Bell Manor Estates. This all brick traditional two story home offers 4,524 square feet of beautifully maintained living space. The updated eat in kitchen features abundant cabinetry, a center island, granite countertops, stainless steel appliances, a gas cooktop, and microwave and wall ovens. The first floor suite includes a large closet, private bath, and separate vanity area. Upstairs, a second living area with a full bath, entertaining, plus two additional bedrooms. The primary suite has a cathedral ceiling and spa-like bath walk in shower with double sinks and a walk in closets. sitting area. Out side, enjoy a covered porch with awning, deck, screened porch, and a detached two car garage with upstairs storage and inground sprinkler system. A whole house backup generator adds peace of mind, vinyl fence 2026. This well kept home is ready for its next chapter. There is so much more to see! Schedule a private tour today!

4509 Winnie Drive, West Chesapeake

1229 Waters Road, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10659247 MLS
Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District. Move in ready and thoughtfully designed. This beautiful home offers the freedom of no HOA and the modern finishes today's buyers are looking for. Step inside to discover a bright, open concept floor plan perfectly designed for both everyday living and entertaining. This spacious first floor office provides an ideal work from home space or a flex room to fit your needs and lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry and a full stainless steel appliance package. Throughout the home, crown molding adds a touch of sophistication, while the energy efficient tankless water heater provides modern convivence. Retreat outdoors to enjoy the large, fences backyard. Perfect for pets, play or relaxing. Make this home yours today!VA assumable loan at 6.12% with Entitlement substitution.

1229 Waters Road, 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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