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$400,000
4 Beds ⋅ 2.1 Baths ⋅ 10644987 MLS
Welcome home to 4320 Schooner Trail! This beautifully maintained 4 -bedroom, 2.5 bathroom home in the sought- after Western Branch area of Chesapeake. This home offers an ideal blend of space, comfort, tons of storage and modern convenience. The downstairs features an open- concept floor plan seamlessly connecting the living room, dining area and kitchen area that has stainless steel appliances and a private office with French doors. Upstairs features a huge master bedroom with walk in closets and a massive attached bathroom. Enjoy the private, fully fenced in backyard that is perfect for relaxing and entertaining guests. The HVAC system was replaced in 2024 and the fireplace has never been used by the owner. The fireplace sold as-is. Call today for your private showing of your new home!

4320 Schooner Trail, West Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10644985 MLS
This beautiful modern ranch has been completely renovated. New Roof, windows, siding, water heater, kitchen, baths, flooring, and fixtures. Updated plumbing and electrical. Hvac is a couple years old. This home features an open layout concept with a huge living area. The backyard is generous in size and has tons of potential for a pool and more. Four bedrooms all with lvp throughout. This home checks all the boxes, come see it today!

3512 Maori Drive, West Chesapeake
$599,999
4 Beds ⋅ 2 Baths ⋅ 10644979 MLS
Welcome to this fully remodeled all-brick ranch located in the Hickory area of Chesapeake. Offering 4 bedrooms, 2 updated bathrooms, and situated on approximately 3 acres, this property provides generous indoor and outdoor living space. Interior updates include luxury vinyl plank flooring, tiled showers, granite countertops, stainless steel appliances, and an open, light-filled layout designed for everyday living and entertaining. Outdoor features include a covered front porch, an expansive rear deck, and a private deck accessible from the primary suite. Additional improvements include a newly poured driveway and a 50-AMP power pole ready for RV hookup. This move-in-ready home combines updated finishes with functional living space in a convenient Chesapeake location.

913 Long Ridge Road, South Chesapeake
$359,900
4 Beds ⋅ 2 Baths ⋅ 10643890 MLS
The Ultimate Chef's Kitchen: Equipped with a professional-grade gas stove & griddle, a rustic tile backsplash, granite countertops, a farmhouse sink, a pot filler, and stainless steel appliances. Fresh & Modern Upgrades: Brand-new paint, stunning flooring, carpet, and stylish finishes elevate every room while preserving the home's historic soul. Space to Live & Play: Featuring a spacious formal dining room, a bright and airy sunroom, a huge primary suite drenched in natural light, and a massive stand-in attic for ultimate storage. Outdoor Oasis: Step outside to a fully fenced backyard complete with an expansive deck—great for weekend BBQs and entertaining. Prepare to fall in love! This gorgeous home with upgrades in the Historic District of Chesapeake is a wounderful mix of historic curb appeal and sleek, modern living.

1006 Butt Street, Central Chesapeake
$355,000
3 Beds ⋅ 1 Baths ⋅ 10644878 MLS
.25 acre Corner Lot 3-4 bedroom home featuring a convenient horseshoe driveway plus a paved driveway leading to the detached garage. Flexible bonus room works perfectly as an office, playroom, or guest space. Recent improvements include newer windows, **2025 roof**, **2024 flooring**, & **2025 HVAC service & cleaning**. The open floor plan connects the kitchen, dining area, and living room, with a dedicated large laundry room just off the kitchen. Enjoy outdoor living on both the welcoming front porch and the private back patio. The oversized **696 sq. ft. detached garage** provides exceptional parking, workshop space, and storage. Move-in ready — schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake
$360,000
3 Beds ⋅ 2 Baths ⋅ 10644772 MLS
Well-maintained ranch in the established Strawberry Acres neighborhood featuring a bright, open floor plan with wood laminate flooring throughout the main living areas. The updated kitchen offers ample cabinetry, granite countertops, stainless steel appliances and ceramic tile flooring. The primary suite includes an updated en-suite bath, while two additional bedrooms share a renovated full hall bath. The rear portion of the garage has been thoughtfully converted into a dedicated laundry room, adding convenience and functionality. Situated on a spacious 0.27-acre lot, the fully fenced backyard features a paver patio with plenty of room for relaxing, gardening, play and entertaining. Conveniently located just minutes from shopping, dining, schools and interstate access. Hot Water Heater - 2021, Roof - 2016, HVAC - 2016.

3204 Hancock Drive, South Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10644867 MLS
Welcome home to this beautiful Craftsman-style ranch in highly desirable Culpepper Landing! This spacious 4-bedroom, 3-bath home offers approximately 2,380 square feet of thoughtfully designed living space with an open floor plan, soaring 10-foot ceilings, hardwood floors, upgraded trim, and surround sound in the living room. The gourmet kitchen features granite countertops, custom cabinetry, a large center island with bar seating, and ample storage—perfect for large families or entertaining. The first-floor primary suite offers a tray ceiling, walk-in closet, and an ensuite bath with double vanities, a garden tub, and a tiled walk-in shower. A finished room over the garage with a full bath and walk-in closet provides the perfect guest suite, home office, or flex space. Enjoy relaxing on the inviting front and side porches or entertaining on the rear deck. Additional features include a two-car attached garage, sprinkler system, and garage door opener with a transferable warranty and MyQ smart access for convenient remote operation and secure package delivery. Inground Sprinkler System has recently been inspected, a new back flow preventer was added and sprinkler heads relocated to accommodate a future fence. Interior professionally painted, new easy open window blinds installed thoughout w/4 yr warranty (2025). Located across from the neighborhood dog park, Culpepper Landing offers outstanding amenities including a clubhouse, community pool, fitness center, playgrounds, and walking trails, all with convenient access to shopping, dining, military bases, and major interstates.

3209 Dodd Drive, South Chesapeake
$542,000
5 Beds ⋅ 2.1 Baths ⋅ 10644796 MLS
Large Home 3300 sq ft in Western Branch area of Chesapeake 5 Bedrooms, Large Family room with wood burning fireplace. Gas Water Heater & Gas Heat, Large Fenced Yard w/10X10 Shed; Roof 2014 (50 year architectural) Well, Sprinkler System Front Yard. Large Kitchen with Island & Walk in pantry. Large Primary Ensuite with walk in Closets; Dual sinks. Seller Offering CCA or Rate Buy Down with Full Price offer

3025 Crossings Drive, West Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10644845 MLS
Come Home SWEET Home to beautiful Chapel Hill Estates. This is an opportunity to live in this highly desirable location in the Hickory School District at an Affordable price... Four Bedrooms, 2 1/2 Baths exist in this 2,000+ square feet of Open Concept floor plan with 2-car garage. “Make it Your Own!” Generous Sellers offering $5,000 Decorator's Allowance to boot! Act fast, won't last!

1221 Rosebud Lane, South Chesapeake
$499,900
3 Beds ⋅ 2.1 Baths ⋅ 10644718 MLS
Amazing property in the heart of Hickory. Home is dated before 1850, that is when they started record keeping! 3 beds up with 2 baths, and 1/2 bath down. 2 wood burning fireplaces. Owner willing to make minor repairs with acceptable offer. Large barn/garage, that was a former auto-mechanic shop! Large, covered deck with additional open-air deck. All appliances convey. Must see to appreciate the size.

3248 Battlefield Boulevard S, South Chesapeake
$609,900
4 Beds ⋅ 3.1 Baths ⋅ 10644569 MLS
100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel appliances, and a walk-in pantry. Enjoy the private, fully fenced backyard with a custom paver patio. The room over the garage is a private guest suite with a full bath and separate access from the foyer. Upstairs also offers a loft, 2 spacious bedrooms, and the primary suite with a large walk-in closet, soaking tub, oversized tiled shower with custom glass enclosure, and private water closet. No HOA. Convenient to schools, shopping, dining, and major commuter routes.

1933 Reefwood Road, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10644765 MLS
Welcome to this beautiful sought after home in the Grassfield area of Chesapeake. This home has been updated with LVP flooring, beautiful kitchen cabinets and newly installed windows. It sits in a quiet neighborhood with amenities such as a private playground. Seller is providing $5000 allowance for carpet/flooring. This home will sell fast so hurry and schedule an appointment today.

2016 Sunset Maple Lane, South Chesapeake
$719,000
5 Beds ⋅ 3 Baths ⋅ 10644835 MLS
Your new home in the beautiful Chapel Hill Estates has arrived. Spacious modern house on a 0.3 acre corner lot. 5 bedrooms including a room on the first floor with a full bath! Beautiful wood flooring and decor throughout that really makes this feel like home. Back porch looks out over an incredible fenced in backyard. Everything you want in your forever home can be found here!

1228 Rosebud Lane, South Chesapeake
$700,000
4 Beds ⋅ 2.1 Baths ⋅ 10644422 MLS
Welcome to peaceful country living without sacrificing convenience, this 4 bed 3 bath home is situated on 3 beautiful acres in the desirable Hickory area of Chesapeake. Enjoy the privacy and open space you’ve been looking for while remaining close to shopping, restaurants, and movies in the Edinburgh shopping area. Choose your own adventure, take route168 down to the Outer Banks in NC or go north to Virginia Beach. Get all of this with no HOA restrictions!!

1924 Land Of Promise Road, South Chesapeake
$825,000
5 Beds ⋅ 3 Baths ⋅ 10644737 MLS
Beautiful 5 Bedroom Brick Home featuring a spacious open floor plan perfect for everyday living and entertaining. The large kitchen offers stainless steel appliances, abundant cabinetry, and ample prep space. A standout feature of the home is the custom library, complete with French doors, built-in shelving, and a rolling ladder, creating an elegant and inviting space for work, reading, or relaxation. The main level includes a guest bedroom and full bath. Upstairs you'll find a media room and an oversized primary suite with double closets and a luxurious bathroom featuring a jetted tub, separate shower, a double vanity and private toilet room. Be sure to notice the built-in light-up stairs going up to the second floor! Enjoy your own private backyard oasis with mature landscaping, an in-ground saltwater pool, hot tub, and an expansive custom paver patio, ideal for relaxing or entertaining. Extended driveway with Boat/RV pad. Located in the sought after Great Bridge school district and community, local shops and restaurants, and close to the interstate for a quick trip to OBX!

208 Leicester Court, South Chesapeake
$699,900
5 Beds ⋅ 3.1 Baths ⋅ 10644549 MLS
Experience everyday convenience and modern living in this stunning Ashburne floorplan featuring over $90,000 in custom upgrades. Situated on a large lot, this exceptional home offers the perfect blend of comfort and style. Relax on the spacious covered patio with peaceful pond views. Inside, enjoy open-concept living with 9' ceilings, beautiful wide oak flooring, and custom white cordless blinds throughout. The designer kitchen features white shaker cabinetry with custom pull-out drawers and dividers, a contrasting blue island, quartz countertops, and an upgraded appliance package. Two primary suites—1 on each level—plus 3 additional bedrooms provide exceptional flexibility. Additional highlights include a custom tile and frameless glass shower in the upstairs primary suite, crown moulding, walk-in closets with wood shelving, and a 2-car garage with epoxy flooring and 220V/50A EV outlet. Resort-style amenities include a pool, fitness center, clubhouse, playground, and scenic lakes.

410 Middleton Way, South Chesapeake
$650,000
10644685 MLS
Own the end of the street! This land listing, referenced as 2004 Girard Avenue, represents 5 of 7 parcels within a rare coordinated package spanning both sides of Girard Avenue in Deep Creek. The remaining 2 parcels, including the existing home conveying strictly as is, are offered through the coordinated residential listing at 2008 Girard Avenue. All 7 parcels are sold together as one package, offering approximately 2.59 acres of R10 zoned land within an established Chesapeake neighborhood. The complete assemblage may appeal to builders, investors, land buyers, renovation minded buyers or those drawn to a unique end of street setting. Explore new construction, redevelopment, a shared living concept, a long term investment or something entirely different. The end of Girard Avenue is ready for its next chapter!

2004 Girard Avenue, South Chesapeake
$539,900
4 Beds ⋅ 3.1 Baths ⋅ 10644619 MLS
Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10644750 MLS
Beautifully renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home offers approximately 2,621 square feet, including an addition that provides extra living space. The open and inviting main level features fresh luxury vinyl plank flooring, updated lighting, and a bright sunroom. The updated kitchen offers granite countertops, stainless steel appliances, and attractive cabinetry. Upstairs, you’ll find four comfortably sized bedrooms with new carpeting and updated bathrooms featuring modern ceramic tile. The home is equipped with gas heat and central air conditioning on the first floor and a heat pump serving the second floor. Additional features include an attached garage, a generous lot, and a roof replaced approximately in 2021. Conveniently located in Western Branch near shopping, dining, schools, and major roadways with access throughout Hampton Roads. Schedule your showing and see all this home has to offer.

4257 Meadow Wood Drive, West Chesapeake
$749,900
5 Beds ⋅ 2.1 Baths ⋅ 10644769 MLS
Come relax and float in the lake. Stunning 2 story open & airy with cozy den & built in shelves and gas logs Newer kitchen with double ovens upgraded appliances. Large Sun Room Mr. Rogers lifetime windows. Shed with power. New light fixtures. Primary closet has California Closets System system. Tray ceiling. Freshly painted and new carpet.

928 Sydenham Boulevard, South Chesapeake
$440,000
3 Beds ⋅ 2 Baths ⋅ 10644688 MLS
Well maintained older all brick home with all of the charm. Pavers on driveway. House shows much larger than listed square footage. Sprawling deck. Partially fenced back yard. 3 bedrooms and 2 full baths, 2-car garage, two large living areas, kitchen, & dining. Hardwood floors in bedrooms, dining, and front room, the kitchen has vinyl flooring, back family room carpet. Baseboard natural gas steam heat & A/C is on heat pump, gas tankless water heater, gas logs in fireplace. Appliances work but sold as is. Home has been a rental.

208 Woodford Drive, South Chesapeake
$815,000
5 Beds ⋅ 4 Baths ⋅ 10644739 MLS
This home has it all! Tall ceilings,recessed lighting throughout,custom built ins, ship lap walls, a high end kitchen with a built in area with electrical for a wine or beer fridge, frosted glass barn doors, a mud room, a primary suite like no other with a cool room off it that could be turned into a secret room for fun or games. The open floor plan and large lot invites entertaining or relaxation while spending time with friends or loved ones. The property line goes back into the woods beyond the large fenced in area. There is an extended drive way for plenty of parking, a large professionally built and installed shed that replicates a small home. Plush grass with installed drainage.There is so much more to tell but seeing is believing don't wait to take a tour of this magnificent home located on a small culdesac.

2504 Calabria Dr Drive, South Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10644727 MLS
Opportunity knocks for this completely updated 3 BR, 2 bath, 1,536 SF brick ranch on 1/3 acre with new central AC and gas furnace, newer tankless water heater (2021), new energy efficient vinyl windows & sliding glass door, new fiberglass front door & steel back door, 30-year architectural roof (2011), 2 masonry woodburning fireplaces, new LVP floors throughout living room, dining room, kitchen, baths, hall & utility room, new carpet & pad in bedrooms, new soft close two-tone kitchen cabinets, new granite countertops, new sink & fixtures, new Frigidaire Gallery stainless steel appliances, primary bath w/new double sink soft close vanity, new tile shower, new toilet & fixtures, hall bath w/new double sink soft close vanity, new tub/shower combo, new toilet & new fixtures, new washer & dryer, new paint throughout, new exterior light fixtures, bonus attached sunroom, detached brick oversized 1-car garage w/opener, detached screened porch/sunroom/greenhouse, pergola and storage shed!

1212 Santeetlah Avenue, Central Chesapeake
$594,900
4 Beds ⋅ 2.1 Baths ⋅ 10644498 MLS
Beautiful ranch-style home tucked away on a quiet cul-de-sac in Chesapeake’s Bayberry Forest! This spacious 4-bedroom, 2.5-bath home offers generous living areas, an attached 2-car garage and thoughtful updates throughout. The fenced backyard is made for relaxing or entertaining with a deck, storage shed and beautiful landscaping. Inside, enjoy a fully conditioned sunroom for year-round use, a finished room over the garage, large bedrooms with step-in showers in both bathrooms. Recent upgrades include a new HVAC system in 2024, new LVP flooring, an encapsulated crawl space and a whole-house generator for added peace of mind. The bright, open kitchen features an island with guest seating plus room for a table, while the formal dining room gives you extra space for gatherings. Between the inviting living room and comfortable den with gas fireplace, there is plenty of room to enjoy family and friends. Centrally located near shopping, dining, interstate 64 and bases.

1305 Forest Point Drive, South Chesapeake
$415,000
3 Beds ⋅ 1.1 Baths ⋅ 10644736 MLS
Beautifully updated, this spacious home features an open-concept floor plan ideal for everyday living and entertaining. The remodeled kitchen offers quartz countertops, custom soft-close cabinetry, an 8-foot island, pantry, and matching Frigidaire Professional appliances. Recessed lighting flows throughout the kitchen, dining room, and living room with a wood-burning fireplace. Additional features include large bedrooms, updated bathrooms, a dedicated office, and a heated and cooled laundry/flex space plus an additional breezeway. Major updates include new siding in 2026, HVAC and ductwork in 2025, garage doors and openers in 2025, updated electrical and plumbing, refinished hardwood and LVP flooring, and most replacement windows. Situated on approximately .75 acre with two driveways, a front porch, fenced backyard, large deck, and in-ground pool with a 2022 liner. The roof roughly 10 years young.

2829 Forehand Drive, South Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10644529 MLS
Welcome to 909 Wheatfield Way situated at the back of a cul-de-sac with a covered front porch. The foyer entrance opens to the arched entrance to the formal dining room with crown molding and chair rail and the formal living room. The kitchen features a Butler's Pantry, tile flooring, newer appliances with gas range, dishwasher and hood. Kitchen also features granite tops & an island with power. The great room is open to the kitchen and features a gas fireplace for relaxing get togethers. The second floor features the Primary bedroom with vaulted ceilings, dual walk-in closets, private bath with tile floors, dual sinks, garden tub & shower stall. The second floor also has 3 additional bedrooms and full bath. Situated at the back of the cul-de-sac with a large backyard, storage shed and patio for entertaining. Located with views of the 48-acre Chesapeake Arboretum protected space and just minutes from the Battlefield Blvd corridor with easy access to shopping, dining & hospitals.

909 Wheatfield Way, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10644597 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach. Projected completion is mid August 2026. The lot is almost 9400 sq ft. LVP flooring will be installed throughout the 1st floor. Photos from previous build. Make your appt today. Backyard fence being installed soon.

120 Taxus Street, South Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10644692 MLS
Eagle Pointe is Chesapeake's Premier 55+ Adult Community with resort-style amenities. Beautiful Waterford plan with a three-season finished porch.

526 Strathmore Lane, South Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10644197 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, 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.