Chesapeake VA Real Estate | Chesapeake VA Properties between $500,000 and $600,000 for Sale

FRESH EGGS, BIG FREEDOM, ENDLESS POTENTIAL in Chesapeake's desirable Blackwater area! Welcome to your private sanctuary—the ultimate lifestyle upgrade. Picture sipping morning coffee while collecting farm-fresh eggs from your backyard chickens, surrounded by peaceful green space. Enjoy pure, independent water from your premium 600+ ft Certified Artesian well, complete with a double tank water softener and an energy-efficient tankless electric water heater. Dream big with future-proof infrastructure: an oversized septic system is already in place to support an ADU, multi-generational living, or rental income. Built for comfort and efficiency, this ultimate hobbyist setup includes a premium dual-fuel HVAC and a sub-panel wired for a generator. Whether you envision a luxury guest cottage, a workshop, or an expanded country compound, the foundation is completely set. Schedule your tour today!

1336 Blackwater Road, 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

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS

WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, South Chesapeake

$562,543

4 Beds ⋅ 2.1 Baths ⋅ 10645610 MLS

Luxury End Unit 2 story townhome condo w/two car front load garage in a 3 unit building! Luxury LVP throughout, wood steps, 1st floor: Open floor plan, Kitchen GE Matt Black appliances w/refrigerator, Stainless farm sink, pantry, center island w/shiplap, dining area, living room w/ linear fireplace w/shiplap & built ins, covered side entry w/mudroom and 1/2 bath, covered back patio. 2nd floor: Primary w/ceramic floor & shower-2 shower heads, dual sinks, 2 closets, 2 bedrooms & full bath, linen closet, laundry. Quartz tops kitchen & all baths, covered entry, fenced back yard. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Central Greenbrier location. Only 56 homes.

709 Flatrock Lane, South Chesapeake

$580,000

4 Beds ⋅ 2.1 Baths ⋅ 10645079 MLS

Welcome to this practically brand-new 4BR/2.5BA home in Chesapeake that still has that new home smell! Immaculate and move-in ready, this home shines with crisp finishes and thoughtful design throughout. The chef friendly kitchen features a large island, soft-close cabinetry, beautiful countertops, a stylish backsplash, and plenty of space for cooking, gathering, and entertaining. Upstairs, the spacious primary suite offers both a walk-in closet and an additional oversized closet, while the generously sized secondary bedrooms all feature large closets. A versatile flex space provides room for a home office, playroom, or cozy sitting area. The 2-car garage includes an EV charger, and the manageable backyard offers just the right amount of outdoor space to enjoy without the upkeep. Conveniently located near restaurants, breweries, coffee shops, shopping, and interstate access, this home combines modern comfort with everyday convenience. This is one you won't want to miss. Welcome HOME!

933 Brenner Road, South Chesapeake

$535,000

4 Beds ⋅ 2 Baths ⋅ 10644832 MLS

Welcome home to this beautifully updated ranch in the desirable Crossings neighborhood of Western Branch! This move-in-ready home offers 4 bedrooms and 2 full baths, including a spacious first-floor primary suite with a renovated en-suite bath. The oversized FROG serves as a 4th bedroom, home office, gym, or media room. Freshly painted throughout, the home features soaring ceilings, an open foyer, formal living and dining rooms, new flooring, stylish fixtures, and a cozy gas fireplace. The updated kitchen boasts modern cabinetry, upgraded countertops, a breakfast area, coffee nook, and updated stainless steel appliances/gas range (2025). Relax in the fully fenced backyard featuring a deck, gazebo, rock garden, and peaceful sitting areas. Attached 2-car garage PLUS a detached 2-car garage/workshop. Schedule your private tour today! * Select photos have been virtually staged to show potential furniture layouts.

2927 Crossings Drive, West Chesapeake

$540,000

4 Beds ⋅ 2.1 Baths ⋅ 10645295 MLS

Located in the highly sought-after Grassfield High School district, this home offers an incredible opportunity to make a home of your own in one of Chesapeake's most desirable areas. Inside features a spacious, functional floor plan boasting nearly 2700 square feet of living space. The living areas are generous with comfortable bedrooms and plenty of room to personalize. Head outside to the home's standout feature -- an expansive backyard and large deck with endless possibilities for entertaining or creating a private outdoor retreat. Conveniently located near shopping, dining, parks, and major interstates!

963 Speight Lyons Loop, South Chesapeake

$518,048

4 Beds ⋅ 3.1 Baths ⋅ 10645609 MLS

Ready Now: End Unit townhome condo w/rear load 2 car garage. 19 x 12 deck. Luxury LVP floor in select living areas, 2nd floor: Kitchen w/ GE Cafe Matt Black appliances includes refrigerator, center island w/shiplap, pantry, living room linear fireplace w/shiplap, dining area, office/flex room, covered Deck off dining area. 3rd floor: Primary w/ceramic shower-2 shower heads, tile floor, dual sinks, 2 closets, 2 bedrooms w/dual entry bath, linen closet, laundry.1st floor: bedroom/flex room w/full bath, mudroom. Quartz tops kitchen & all baths, covered entry, fenced front & Side yard w/gate to multi trail. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board, 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location. Generous incentives.

1064 Mesa Loop, South Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10645253 MLS

Move in ready and less than 5 years old with impressive builder upgrades. The gourmet kitchen boasts of high-end appliances including induction stovetop, wine fridge and huge walk-in pantry. This kitchen features elegant quartz countertops, artistic backsplash with large bar area completely open to living area with fireplace. A luxurious primary suite with spa inspired bath features huge shower and quartz vanity. A tasteful neutral palate with wide planked flooring and tons of natural light throughout the home. Enjoy almost half acre fenced in backyard wired for 50 amps and home is plumbed for gas. Conveniently located near dining, shopping , military bases and interstates. Schedule your showing today to make this wonderful house YOUR HOME!

240 Hurdle Drive, South Chesapeake

$529,900

4 Beds ⋅ 2.1 Baths ⋅ 10645403 MLS

You have seen the pictures and now I am sure you are curious about everything this house has to offer. Well, it is absolutely 100% turn-key, move-in ready with all of the bells and whistles. The home feels so good and invites tons of natural light. The kitchen has been thoughtfully remodeled adding tons of cabinet space, a center island, a pot filler and more functional layout. The cabinets, flooring (hand scraped bamboo), counters and appliances have all been recently upgraded as well. The bathrooms have all been remodeled and the primary bath is a small piece of heaven. Separate sinks, dual shower heads in the tile/glass shower and a separate soaking tub. Go outside and you might not go back in for quite a while. A covered porch and expansive deck greet you with the hot tub around the corner. Drop down to the 28,000 gallon in-ground pool complete with a built-in endless pool for serious swimmers. Backing up to the woods, this private, backyard paradise awaits you!

2107 Sunset Maple Lane, South Chesapeake

$551,900

4 Beds ⋅ 2 Baths ⋅ 10645495 MLS

A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch-style living with 4 bedrooms, including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. 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. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering 3% CCA (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2207 Hampton Roads Parkway, West Chesapeake

$578,645

4 Beds ⋅ 2.1 Baths ⋅ 10645480 MLS

Home is 100% complete. 30 Day close is available. This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & a utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and tree-lined sidewalks. The builder is offering 4% CCA (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

5112 Annapolis Drive, West Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10645491 MLS

Upon a quiet drive, beneath the sweeping arms of ancient trees, there stands a home of uncommon grace, a residence renewed, refined, and prepared to captivate all who cross its threshold. Golden light spills through the windows, illuminating rooms shaped by thoughtful improvements and timeless comfort. At the heart of the home awaits a magnificent kitchen, adorned with stone countertops, newer cabinetry, gleaming stainless steel appliances, and resilient LVT flooring. It is a setting worthy of grand feasts, intimate gatherings, and countless evenings shared among family and friends. Above the garage rises a vast and versatile chamber—the fourth bedroom. Offering endless possibility as a distinguished home office, private gym, spirited playroom, guest retreat, or sanctuary of quiet thought. Beyond the walls, an expansive backyard unfolds beneath the open sky, inviting celebrations, laughter, peaceful mornings, and memories yet to be written. The home itself has been transformed from within and without, with polybutylene plumbing replaced by PEX, an upgraded electrical panel, most windows replaced, updated lighting and flooring, select exterior doors, siding, trim, and a private well connected to the irrigation system. The roof was replaced in 2014. Set within the highly regarded Hickory school district, this remarkable property is less than one mile from the interstate and only moments from the shopping, dining, and conveniences of Edinburgh. The tree-lined streets and welcoming neighborhood lend the setting an air of distinction rarely found.

712 Woodcott Drive, South Chesapeake

$584,900

5 Beds ⋅ 2.1 Baths ⋅ 10645337 MLS

A versatile floor plan with ample space for entertaining! Tha Palm offers 5 Bedrooms , 2.5 Baths, a large Family room, open to the kitchen, all BR's on 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet.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. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2202 Wilmington Avenue, West Chesapeake

$577,740

3 Beds ⋅ 3 Baths ⋅ 10645211 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2166 Edwin Drive, South 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

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10645016 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Conveniently located near shopping, dining, and with easy interstate access, this home combines comfort with convenience. Relax and unwind on the spacious deck while enjoying peaceful views of the pond and the surrounding wildlife. The generous primary suite features a large walk-in closet, providing plenty of storage space. The well-appointed kitchen includes a gas range, a large pantry, and ample workspace for cooking and gathering. Located in the highly sought-after Chesapeake School District, this home also offers numerous valuable upgrades, including a new roof (2024), HVAC system (2024), and water heater (2021). Additional features include solar panels for energy efficiency, an irrigation system with a dedicated well, a security system, and the washer and dryer, all of which convey with the home.

1311 Piedmont Arch, South Chesapeake

$500,000

4 Beds ⋅ 2 Baths ⋅ 10644991 MLS

Beautifully updated 4 bedroom, 2 bath ranch home in the sought-after Hickory School District! Move-in ready with big-ticket updates. Enjoy easy, single-level living with great natural light, neutral finishes, and smart storage. Outside, relax on the deck in the fenced backyard—perfect for entertaining, pets, and play. Convenient driveway parking and a low-maintenance exterior provide peace of mind. Centrally located near schools, parks, shopping, bases, and the oceanfront, with quick access to major routes.

808 Rutherford 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

$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

$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

$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

$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

$514,900

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.

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

$565,000

4 Beds ⋅ 2.1 Baths ⋅ 10644474 MLS

Step into this spacious & immaculate totally remodeled ranch in the much-desired Etheridge Woods neighborhood. Amazing newly designed open floor plan for an active family and for entertaining. Brand new roof, newer HVAC. Totally renovated well-appointed open kitchen with built in stainless appliances and huge eating, entertainment area. Generous size primary suite with bath plus 3 additional bedrooms including FROG. Converted garage perfect for home office, gym, home school, etc. Floored attic for storage. Lovely backyard with screened porch, patio and 10X14 insulated workshop with electric and A/C. Quiet cul-de-sac lot. Hickory school district. This totally updated home is a must see!

1008 Chalbourne Drive, South Chesapeake

$539,999

4 Beds ⋅ 2.1 Baths ⋅ 10644558 MLS

Located in the highly sought-after Jolliff Landing neighborhood of Western Branch, this like-new home has tons to offer! Backing to a protected preserve, you’ll have added privacy with no future construction behind you. Featuring an open floor plan with a versatile bonus/flex room and beautiful LVP flooring throughout the main living areas. The gourmet kitchen is equipped with stainless steel appliances, a gas range, quartz countertops, and a custom tile backsplash. A large center island makes entertaining easy, while the cozy gas fireplace adds warmth and charm to the living space. Additional upgrades include smart blinds, smart ceiling lighting in the living room, and an updated primary walk-in shower with a glass door. The community provides amenities such as a pool, walking trails, parks and plazas with outdoor seating, a playground, natural preservation areas, and a state-of-the-art clubhouse with kitchen, conference room, and fitness center. New construction without the wait! Schedule your showing today! Open to a 1-year lease at $3,600 per month. If you're interested in leasing or would like more information about this option, please contact the listing agent.

2216 Hampton Roads Parkway, West Chesapeake

$599,000

5 Beds ⋅ 3 Baths ⋅ 10644309 MLS

Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake

$565,000

4 Beds ⋅ 3 Baths ⋅ 10644284 MLS

Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

$577,740

3 Beds ⋅ 3 Baths ⋅ 10644251 MLS

Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2164 Edwin Drive, South Chesapeake

$506,990

2 Beds ⋅ 2 Baths ⋅ 10644247 MLS

The Asheville, one of our quad-style homes, features two bedrooms and two full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10643980 MLS

Welcome to this beautiful 4-bedroom, 2.5-bath home tucked away at the end of a quiet cul-de-sac in the highly sought-after Hickory School District. With a spacious, family-friendly layout. The open-concept kitchen features custom cream-colored KraftMaid cabinetry, stainless appliances, a breakfast bar, and a pantry, making it optional for both everyday living and entertaining. The kitchen flows seamlessly into the inviting family room, complete with a cozy gas fireplace. Durable laminate flooring extends throughout the entire first floor, adding warmth and style. Step outside to enjoy the large backyard, offering plenty of space for children, pets, gardening, or entertaining. A storage shed provides additional space for lawn equipment, tools, or outdoor gear. This home offers the perfect combination of comfort, functionality, and location.

901 Lela Lane, South Chesapeake

$549,900

4 Beds ⋅ 3 Baths ⋅ 10644218 MLS

Well-maintained 4-bedroom, 3-full-bath home with a functional open floor plan, 9-foot ceilings, and hardwood flooring. The kitchen features stainless steel appliances, bar seating, and opens to the living area. The main level includes the primary suite and two additional bedrooms. The upstairs offers a private fourth bedroom suite with its own full bathroom, ideal for guests, extended family, or a separate living space. Enjoy the covered front porch and back deck . NEW HVAC in 2025. Neighborhood amenities include a clubhouse, pool, and playground.

3240 Conservancy Drive, South Chesapeake

$549,000

4 Beds ⋅ 2.1 Baths ⋅ 10642714 MLS

Impeccably maintained brick ranch with 4 bedrooms, 2.5 baths, an attached one-car garage, wood-burning fireplace and a spacious backyard. The remodeled kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, under-cabinet lighting, and a movable island. Updated bathrooms, custom wood trim, and closet organization systems add thoughtful touches throughout. Enjoy the 15x40 deck, fenced yard, storage shed, and newly expanded driveway with RV pad, 50-amp hookup, and generator connection. Major improvements over the years include windows, HVAC, 200-amp electrical panel, flooring, garage door, water heater, sprinkler/well system, and more. Convenient to bases, shopping & highways for easy access in Hampton Roads and to NC. Hickory HS district. This home has been diligently cared for inside and out and is truly move-in ready!

1025 Ramsgate Lane, South Chesapeake

$550,000

4 Beds ⋅ 2.1 Baths ⋅ 10643802 MLS

Stop and look at this beautiful quality home in the heart of the desired Great Bridge area of Chesapeake on a cul-de-sac!. Note some of the features this great home has to offer - freshly painted interior, new carpet upstairs, granite counter-tops with 42" cabinets in the kitchen, stainless steel appliances, impressive trim package, gas fireplace, huge fenced in back yard and so much more! Schedule today to view on the inside before this home is SOLD!

905 Rosana Court, South Chesapeake

$560,000

4 Beds ⋅ 2.1 Baths ⋅ 10643841 MLS

Welcome to this remarkable Pines of Warrick home in highly sought-after Great Bridge—affectionately touted by locals as "The Promised Land!" : ) … and also known for it's highly acclaimed Great Bridge school district. This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of timeless charm and thoughtful updates. The renovated kitchen features gorgeous custom high-end cabinetry, granite countertops, THE PRETTIEST backsplash with beautiful beveled ceramic subway tile, and a perfect breakfast nook. Rich hardwood flooring and crown moulding, formal living spaces include dining room and private library/office with French doors providing flexibility for working from home or entertaining. The inviting family room features a wood-burning fireplace (gas line remains if desired) and opens to a great sunroom overlooking the spacious deck and large fenced backyard. The first floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the secondary bedrooms are exceptionally large! The finished room over the garage with custom built-ins makes an ideal media room, playroom, 4th bedroom or hobby room. Extensive recent improvements provide peace of mind, including TWO new zoned HVAC heat pump systems (inside and out) installed March 2025, condensate drain pump with alarm (April 2025), crawlspace encapsulation with new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter and HVAC condensate drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Pride of ownership shines throughout this lovely home—don't miss this beauty!

424 Pines Of Warrick Drive, South Chesapeake

$590,000

4 Beds ⋅ 2.1 Baths ⋅ 10643821 MLS

Lovely 4 bedroom, 2.5 bath home located in desirable Great Bridge area. This beautiful home has been well maintained by original owners and boasts custom features throughout including cathedral ceilings, custom crown molding and chair rail. New LVP flooring in primary bathroom and hall bathroom. New stainless steel appliances and granite counter tops in bright open kitchen that flows into the family room with a cozy gas fireplace for relaxing. Large bedrooms that are bright and inviting. Huge primary suite with cathedral ceiling, walk in closet, jetted tub & double sinks. Located in a cul de sac with wrap around front porch that overlooks the lush front yard & deck in the "secret garden" back yard with mature trees and shrubbery for privacy. Partially encapsulated crawl space & dehumidifier. Updates include HVAC (2022), windows (2016), Roof (2014), new rear sliding door & LVP flooring. 2 car garage with new side entry door. Freshly painted exterior. This truly feels like HOME!

700 Turnbuckle Court, South Chesapeake

$559,900

4 Beds ⋅ 2.1 Baths ⋅ 10643811 MLS

Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, while some needed cosmetic enhancements, provide an excellent opportunity to add your own style and value. Priced to reflect these improvements, this home is an exceptional opportunity. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person. Brand new HVAC; ROOF, trim, soffit and gutters less than 2 years old.

1505 Hilltop Drive, South Chesapeake

$550,000

3 Beds ⋅ 2 Baths ⋅ 10643701 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bath residence nestled in an established neighborhood with sidewalks, allowing for evening strolls and enjoying the community. Recent improvements include a new roof, new flooring, a renovated kitchen, a renovated primary suite, new sunroom and a new patio ideal for relaxing or entertaining. The thoughtful updates blend modern comfort with timeless appeal, making this home move-in ready. Conveniently located near shopping, dining, schools, and major commuter routes, this is an opportunity you won't want to miss. Schedule your private showing today!

1010 Weeping Willow Drive, South Chesapeake

$560,000

5 Beds ⋅ 3.1 Baths ⋅ 10642155 MLS

This beautiful home is perfect for multi-generational living, featuring 2 spacious primary suites—one located on the main level and another upstairs. The entertainer's kitchen is a standout, offering abundant granite countertop space, gas cooking, large pantry, and ample cabinetry for all your storage needs. Overlooks the family room and the expansive backyard. An additional flex room on the first floor provides endless possibilities such as a home office, fitness room, playroom, or hobby space. One of the largest lots in the neighborhood - more than one-third of an acre with a fully fenced backyard. The outdoor space is designed for everyday enjoyment, with patio pavers and room for a pool, garden, or play area. Other conveniences: Second floor laundry room. Two-car garage. Need to move before the new school year begins? We can make that happen!

2851 Crossings Drive, West Chesapeake

$540,000

4 Beds ⋅ 2 Baths ⋅ 10643319 MLS

Over $42,420 in Renovations! Beautiful Ranch with screened porch, detached garage, and circular driveway. Open Floor plan, spacious, ready for New Owners! Please see attached upgrade sheet.

858 Waters Road, South Chesapeake

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10643685 MLS

Stunning 4 bedroom beautifully maintained home in Hickory Manor, a sought-after neighborhood known for its desirable schools and many amenities offered by the association. The home offers modern comfort and style throughout. The recently updated upstairs bathroom features sleek finishes and contemporary design, adding a fresh, luxurious touch. With its like-new condition, open living spaces, and thoughtful upgrades, this home is move-in ready and perfect for today’s lifestyle. Ideally located near shopping, dining, and the interstate. This home shows like new and is beautifully maintained throughout. The wonderful HOA offers fantastic amenities including a pool, grounds maintenance, trash pickup, gym, clubhouse/pool room, and monthly community events.

1910 Bexley Lane, South Chesapeake

$564,900

4 Beds ⋅ 2.1 Baths ⋅ 10643678 MLS

Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package!

716 Tallahassee Drive, South Chesapeake

$550,000

4 Beds ⋅ 2.1 Baths ⋅ 10643469 MLS

Experience refined living in the sought after Western Branch area, where timeless design meets today's comfort. This well maintained 4-bedroom, 2.5-bath home offers over 2,500 Sqft of beautifully appointed living space with soaring cathedral ceilings that create an open, light-filled atmosphere from the moment you enter. Kitchen upgrades include granite countertops, and ample storage providing both style and functionality. The spacious primary suite serves as a private retreat, complete with a beautifully renovated bathroom. Step outside to your own backyard oasis, where a spacious deck and patio overlook a fully fenced enclosed yard, perfect for outdoor entertaining, or simply relaxing. Additional highlights include an attached two-car garage and a whole-home water filtration system. Conveniently located near I-664. Local shipyards, medical facilities, military bases, shopping and restaurants. Best of all, enjoy the freedom of no HOA!

2720 Deerfield Crescent, West Chesapeake

$565,000

5 Beds ⋅ 2.1 Baths ⋅ 10642758 MLS

Welcome home to this beautifully updated retreat tucked away on a quiet cul de sac in The Crossings at Western Branch. With over 3,200 square feet, this home features a kitchen with quartz countertops, tile backsplash, and a new appliance package. Major updates include the HVAC, water heater, and renovated primary bath in 2021, along with updated flooring throughout much of the home. The converted garage provides flexible heated living space, while the covered pergola is the perfect place to relax or entertain. Convenient to shopping, parks, dining, and commuter routes. HOME WARRANTY AVAILABLE. Seller to provide a CREDIT of $5,000.00 towards the conversion of garage doors or to be used by the buyers at their discretion and as allowed by the lender.

4308 Galston Court, West Chesapeake

$525,900

3 Beds ⋅ 3.1 Baths ⋅ 10643531 MLS

QUICK CLOSE - First Time Buyer 5.5 rate, low down, NO PMI! Mid Century Coastal look! UPGRADES GALORE! Built by award-winning builder. Extensive Mohawk flooring through mid-level - Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' screened Trex porch, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

904 Jennings Ln, South Chesapeake

$595,900

3 Beds ⋅ 3.1 Baths ⋅ 10643518 MLS

First Time Buyer 5.5 rate, low down, NO PMI! To Be Built - Dreamy Augusta Cottage by coveted local builder w/unmatched architectural detail, from custom arches to soaring 10’ ceilings & stunning hardwood floors. Open-concept 1st floor blends Dining & Great Rm, w/French doors opening to private courtyard & patio, your outdoor oasis. Chef’s kitchen shines w/oversized island, Quartz counters & custom range hood. Generous 1st-floor BR w/en-suite bath offers flexible living. Versatile mudroom w/pantry, powder room & access to 2-car garage make everyday living effortless. Upstairs, sun-filled BR3 features walk-in closet, while BR4 (or loft) adapts to your needs. Also included are a shared dual bath & oversized laundry room. Private Primary retreat boasts spa bath w/ dual sinks, garden tub, large tiled shower & super-sized walk-in closet w/ dual storage areas. Professionally managed grounds offer low-maintenance living. Luxury, comfort & lifestyle in one exceptional home.

904 Koonce Ln, South Chesapeake

$545,900

3 Beds ⋅ 3.1 Baths ⋅ 10643529 MLS

QUICK CLOSE - First Time Buyer 5.5 rate, low down, NO PMI! - End Unit - Mid Century Coastal look - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

900 Jennings Ln, South Chesapeake

Chesapeake VA Properties between $500,000 and $600,000 for Sale

Newest Chesapeake VA Properties between $500,000 and $600,000 for Sale