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$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10646018 MLS
Ideally located in the heart of Greenbrier, this move-in-ready three-bedroom townhouse is the perfect find! Recently refreshed with updated flooring and renovated bathrooms, this home is ready for its new owners. Features include a spacious kitchen with plenty of counter space, a convenient laundry area, and roomy, comfortable bedrooms. Complete with a private, fenced-in backyard and patio, this home offers everything you need. Schedule your showing today!

1204 Cedar Mill Square, South Chesapeake
$550,000
3 Beds ⋅ 2.1 Baths ⋅ 10645963 MLS
Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake
$210,000
3 Beds ⋅ 2 Baths ⋅ 10645865 MLS
Opportunity awaits at this Chesapeake property! With a little TLC and updating, this home has the potential to truly shine. Offering a functional floor plan, spacious living areas, and a desirable location, it's an excellent option for buyers looking to build equity or customize a home to their own style. Whether you're an investor or a homebuyer with a vision, this property is full of possibilities. Conveniently located near shopping, dining, schools, and major commuter routes. Being sold as-is.

1012 Sir Gawaine Drive, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10645876 MLS
Beautifully updated home featuring a renovated kitchen and bathrooms. Major improvements include a roof, hvac, garage door, exterior paint and water heater all done in the last 5 years. Enjoy the benefits of the community which include access to park, walking trail and pond. This home is move in ready with big ticket items already done for you!

1113 Turtle Rock Trace, South Chesapeake
$435,000
4 Beds ⋅ 2 Baths ⋅ 10645687 MLS
Welcome to this inviting 4-bedroom ranch in the sought after Mill Creek neighborhood. Freshly painted throughout with brand new carpet and a new roof, this home is truly move-in ready. Enter into a bright living room featuring vaulted ceilings and a cozy wood-burning fireplace, seamlessly opening to the fully remodeled kitchen. The kitchen shines with white shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Two bedrooms sit just off the living room, accompanied by a beautifully updated hall bathroom and laundry room. The spacious primary bedroom offers a remodeled en-suite bathroom and a generous walk-in closet. The FROG provides flexibility as a 4th bedroom, guest space, or bonus room. Out back, enjoy a wood deck overlooking an above-ground pool and a peaceful backyard with views of the wooded area maintained by the Army Corps of Engineers along the Dismal Swamp Canal. The property extends about 10 ft beyond the back fence line. Don't miss this one.

500 Willow Bend Drive, South Chesapeake
$245,000
2 Beds ⋅ 2 Baths ⋅ 10645622 MLS
Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees that include water, sewer, and access to fantastic community amenities, including a clubhouse, swimming pool, and playgrounds. Conveniently located near shopping, dining, and entertainment, this is an excellent opportunity for first-time buyers, downsizers, or anyone looking for easy, affordable living. Schedule your private showing today!

701 Rapidan River Court Unit A, South Chesapeake
$675,000
6 Beds ⋅ 2.1 Baths ⋅ 10645171 MLS
Rare opportunity to own over 6 private acres in the heart of Deep Creek! This exceptional property includes two parcels conveying with the sale, creating a combined 6+ acres of wooded privacy at the end of a quiet road. The spacious 6-bedroom home offers endless possibilities for multigenerational living, a home office, hobby space, or guest accommodations. Enjoy the peace and seclusion of country-style living while remaining just minutes from shopping, dining, schools, and major interstates. Come see this one first!

3249 Pioneer Lane, South Chesapeake
$335,000
4 Beds ⋅ 1 Baths ⋅ 10645441 MLS
This beautifully updated property situated on a spacious corner lot of over a quarter acre in Chesapeake! Recent improvements completed in June 2026 include: a brand-new GAF architectural shingle roof, new gutters, new flooring throughout, and fresh interior paint, giving this home a clean, modern feel and added peace of mind. The versatile FLEX room offers endless possibilities and can easily serve as a 4th bedroom, home office, playroom, or home workout space to fit your lifestyle. Step outside to your fully fenced backyard retreat, designed for both relaxation and entertaining. Enjoy summer days in the above-ground pool and unwind or host gatherings under the pergola on the patio while appreciating the privacy this backyard provides. Conveniently located near shopping, dining, schools, and major interstates, this move-in-ready home combines thoughtful updates, flexible living space, and exceptional outdoor setting you won't want to miss.

2801 Southport Ave., Central Chesapeake
$440,000
4 Beds ⋅ 2 Baths ⋅ 10645311 MLS
Beautiful 4-bedroom, 2-bath ranch offering comfortable one-level living with a spacious FROG and attic storage. Inviting family room features a cozy wood-burning stove, while the eat-in kitchen is equipped with stainless steel appliances and a pantry. The generous primary suite boasts a walk-in closet, double vanity, separate shower, and relaxing garden tub. Spacious secondary bedrooms provide plenty of room for family or guests. Recent updates include new LVP flooring, new carpet, and a new roof, making this home truly move-in ready. Enjoy a large, fully fenced backyard with a brand-new deck perfect for entertaining, grilling, or relaxing. Don't miss this one!

317 Spurlane Circle, South Chesapeake
$315,000
3 Beds ⋅ 1.1 Baths ⋅ 10645375 MLS
This well-maintained home offers peace of mind with numerous updates completed over the years. According to the seller, replacement windows were installed in 2006, followed by a new HVAC system and roof in approximately 2009. The home also features a newer washer and dryer (2016), stove (2020), water heater (2021), and refrigerator (2024). Most recently, the kitchen was refreshed in 2025 with beautiful new cabinets and countertops, creating a bright, modern space that's perfect for everyday living and entertaining. With so many major improvements already completed, this home is ready for its next owner to move in and enjoy.

4213 Valencia Road, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10645167 MLS
Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with rich hardwood flooring, elegant plantation shutters, and spacious living areas. Gourmet kitchen is designed to impress, featuring tall cabinetry, built-in appliances, abundant counter space, & oversized breakfast area surrounded by windows that fill the space with natural light. Spacious primary suite is a true private retreat, complete with large walk-in closet & stunning, spa-inspired ensuite featuring beautifully tiled, oversized frameless glass walk-in shower, dual vanity, designer lighting, & luxurious finishes that create a resort-like experience at home. 3 additional generously sized bedrooms. Seamlessly extending the living space outdoors, both the family room and breakfast area open to an expansive multi-level deck overlooking the private backyard. Designed for entertaining and everyday enjoyment, this outdoor retreat offers oversized deck and a hot tub—perfect for summer gatherings, peaceful evenings, or relaxing under the stars. Major improvements provide exceptional peace of mind, including a roof, two-zone HVAC system, & numerous updates completed within the last 5 years, allowing the next owner to simply move in and enjoy. Conveniently located just minutes from Greenbrier’s premier shopping, dining, entertainment, parks, hospitals, and major commuter routes including I-64, this home offers the perfect balance of convenience and the quiet charm of one of Chesapeake’s most established and desirable neighborhoods. Some photos were virtually staged or digitally enhanced for marketing purposes to help buyers visualize the property’s potential. Schedule your showing today to make this house YOUR HOME!!

1045 Winchester Way, South Chesapeake
$765,000
5 Beds ⋅ 2.1 Baths ⋅ 10645076 MLS
Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

1629 Shillelagh Road, South Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10645022 MLS
Be settled before summer ends! Townhome offers a modern/functional layout. First floor features a light & bright eat-in kitchen, SS appliances, ample counter space & vintage cabinets. Living room boasts an attractive wood burning fireplace, you'll finally have that mantle for holiday decorating! Three bedrooms up with a full bath, new carpet, fresh paint throughout. Enjoy direct access to the fully fenced back yard from the dining area. Back yard provides the perfect space for entertaining, relaxing or allowing pets to roam. Take advantage of the path that runs along the lake, just outside the rear gate.

939 Still Harbor Circle, South Chesapeake
$1,195,000
4 Beds ⋅ 4.1 Baths ⋅ 10644941 MLS
Dreaming of a Serene Country Retreat just minutes from the city? YOU FOUND IT! A Rare Jewel! Horse Lover's Dream! Almost 9 ac Family Sanctuary. Elegant Custom Built, 4 Ensuite BRs & 1/2 Bath home w/an amazing 10' x 50' front porch! Lovely entry foyer opens to Great Room w/cathedral ceiling, hand scraped engineered flooring & wood burning fireplace framed w/bookshelf cabinetry. 1st Floor Primary BR boasts expansive Bath w/2 Separate Granite Vanities, jetted tub, separate shower & Grand Walk-In Closet. PBR Plantation Shutters reveal peaceful views of property! 10 ft ceilings down & 9 ft up. Kitchen w/granite counters, 2 large pantries, ample cabinetry & generous eat-in area. Formal Dining Room for festive gatherings. Upstairs reveals open sitting area w/chandelier. Expansive FROG-4th Bedroom. 3 Covered porches. 3 Car Garage, Spacious 2 Stall Stable, Large Storage Barn, approx 30' x 20' IG Pool w/stamped concrete surround. Fruit trees & acreage for hobby farming. Don't miss this one!

377 Homestead Road, West Chesapeake
$479,000
4 Beds ⋅ 2 Baths ⋅ 10645014 MLS
A dream find for those looking for a one story home. Ranch home in pristine condition ready for you. New soft close solid oak cabinets and laminate in the kitchen featuring all stainless appliances. Located on a .341 acre lot in a one street subdivision home has 4 Bedrooms, 2 baths with frog as 4th bedroom. Baths have been updated with new toilets and vanities. Crawl is encapsulated for low maintenance. HVAC new 2023. Replacement windows. All Hickory schools.

736 Hilda Pine Drive, South 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
$275,000
2 Beds ⋅ 2 Baths ⋅ 10644809 MLS
Welcome to easy, low-maintenance living in the desirable Riverwalk community! This charming one-story, 2-bedroom, 2-bath condo features an inviting open floor plan with vaulted ceilings, a cozy wood-burning fireplace, and an attached one-car garage. The comfortable layout offers plenty of natural light and space to relax or entertain. Conveniently located in the heart of Chesapeake near shopping, dining, parks, and major roadways, this home combines comfort, convenience, and a wonderful community setting.

800 Shenandoah River Road, South Chesapeake
$305,000
2 Beds ⋅ 1 Baths ⋅ 10644942 MLS
Welcome home to this charming all brick ranch nestled in Brentwood Estates neighborhood. This well-maintained home offers the perfect combination of classic charm and thoughtful updates making it truly move-in ready. Inside you will find a beautifully updated bathroom. The kitchen provides abundant cabinetry, and the dining room has been enhanced with new windows, elegant chandelier creating a nice setting for family dinners. All appliances convey. Enjoy peace of mind with updated roof, windows (2017), along with a brand-new sidewalk, garage floor and driveway offering exceptional curb appeal. Step outside to a large, fully fenced backyard complete with a covered deck, an ideal space for relaxing, grilling and entertaining family & friends.

2209 Wildwood Road, South Chesapeake
$314,900
3 Beds ⋅ 1 Baths ⋅ 10644691 MLS
Welcome home to this beautiful, move-in-ready ranch style property in Chesapeake! Featuring a bright and airy open-concept floor plan, this home offers an effortless flow is great for entertaining. The interior boasts 3 bedrooms, 1 full bath and tasteful modern updates throughout. Step outside to your private outdoor retreat, complete with a newer deck that leads to a generously sized backyard, fully enclosed by a privacy fence. Wrapped in newer, low-maintenance vinyl, this home combines classic appeal with easy upkeep. Conveniently located with quick access to local military bases, premier shopping, dining, and major interstates for an easy commute.

1313 Willow Avenue, Central 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
$215,000
2 Beds ⋅ 2 Baths ⋅ 10644875 MLS
Welcome to 713 Rapidan River Court, a refreshed Chesapeake condo offering comfortable living with the convenience of low-maintenance ownership. Step inside to discover a bright, clean interior featuring NEW PAINT, NEW CARPET, and NEW LVP Flooring. The neutral finishes create a welcoming backdrop that is ready for your personal style, while the thoughtful layout provides flexible spaces for relaxing, dining, working from home, and entertaining. Enjoy a lifestyle designed for ease, with condo amenities that include ground maintenance, exterior maintenance, sewer, trash pick-up, and access to the community pool. Spend less time worrying about routine upkeep and more time enjoying your home and neighborhood. Conveniently located near Chesapeake shopping, dining, recreation, and major transportation routes, this property offers everyday accessibility while providing a comfortable place to call home. Whether you are purchasing your first home, simplifying your lifestyle, or searching for an investment opportunity, this move-in-ready condo deserves a closer look. Schedule your private showing today and experience the fresh updates and low-maintenance lifestyle available at 713 Rapidan River Court!

713 Rapidan River Court Unit F, 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
$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
$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
$499,900
4 Beds ⋅ 2 Baths ⋅ 10644453 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake
$329,900
3 Beds ⋅ 2 Baths ⋅ 10644430 MLS
Beautifully updated 3 bed 2 bath ranch on a corner lot featuring a new roof (2025), new flooring, new deck, new guest bath vanity, fresh paint, refreshed kitchen cabinets and new backsplash, refinished bathroom tubs, fresh landscaping, and more! The kitchen offers a quartz island and cozy wood-burning fireplace, while the spacious laundry room includes built-in cabinets and shelving. Two primary closets in the primary bedroom, pull-down attic access, and a fenced backyard complete this home! WDI Clear letter will also be provided.

1941 Lockard Avenue, Central Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10644371 MLS
Move-in ready condo living at its best, situated in much sought-after the Riverwalk/Queens Gate community. Living level upstairs has open layout for easy living and entertainment + desirable natural light. Primary bedroom w/ensuite, second bedroom w/full bathroom across the hall. Renovated with new LVP flooring throughout condo, carpet on stairway, recently painted interior, remodeled kitchen includes new cabinets, quartz countertop, stainless steel appliances, and recessed lighting. New vanity lights and faucets in both bathrooms. Convenient location near dining, shopping, and entertainment! Must see before its gone!

709 Rapidan River Court Unit D, South Chesapeake
$375,000
3 Beds ⋅ 1.1 Baths ⋅ 10644322 MLS
Home has been meticulously cared for. Architectural Shingled Roof, Completely refinished Hardwood Floors throughout, Open Concept, Enter into a Large Family Room with a Charming Wood Burning Fireplace, Gourmet Kitchen with White Cabinets and tastefully selected Granite Counter Tops, Custom Walk in Ceramic Shower & Fabulous to have easy access, Upgraded Baths. Oversize Detached Garage with Electric, It's 1 1/2 Garage, Large Yard, 85X72X82X103, Home is a must to come tour and purchase.

2400 Portal Road, Central Chesapeake
$1,299,997
4 Beds ⋅ 2.1 Baths ⋅ 10644328 MLS
Custom 4,300+ sq ft estate on 3 private, wooded acres on historic Taft Rd., located in the Hickory/Grassfield school districts. Perfect blend of country living & city access. Inside features exceptional build quality, ornate plasterwork, dentil moulding, & dual staircases. The main level hosts a home office, living room with a wood fireplace, half bath, & a sunroom. The spacious kitchen boasts a center island & matte white cafe; appliances, leading to a laundry room & 2-car heated garage. Upstairs features 4 large bedrooms, including a primary suite with 2 walk-in closets & 3rd-floor access. 2 full baths feature luxury defogging mirrors. The 3rd floor is ideal for a 2nd living room/studio. Outside boasts a wrap-around porch, 32k-gal saltwater pool (new liner 2025; new pump/filter/salt cell 2026), Trex deck, heated 3-car detached garage with mini-split, carport, shed (new roof 2026), & pole barn. Features 400A service (200A panel), generator tie, & grill propane line. Move-in ready!

1741 Taft Road, South Chesapeake
$224,000
2 Beds ⋅ 1.1 Baths ⋅ 10644391 MLS
Welcome home to this well-maintained 2-bedroom, 1.5-bath townhome nestled in the highly desirable Western Branch area of Chesapeake! Offering a low-maintenance lifestyle with no HOA fees, this home is an excellent opportunity for first-time homebuyers, those looking to downsize, or savvy investors seeking to add a solid rental property to their portfolio. Inside, you'll find a galley style kitchen with stainless steel appliances, LVP flooring, ceramic tile, and updated bathrooms. The fenced backyard provides space to relax, entertain, or enjoy your morning coffee, plus a storage shed for added convenience. Conveniently located near shopping, dining, top-rated schools, military bases, and major highways, this move-in ready home offers comfort, value, and an unbeatable location. Don't miss your chance to make it yours!

3204 Clover Road E, West 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.