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$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10636443 MLS
Welcome to Jolliff Woods in sought-after Western Branch! Lovingly maintained by the original owners since day one, home offers comfort, space, and timeless appeal. The first floor features an open living area which is great for everyday living and entertaining, along with a formal dining room and an eat-in kitchen with abundant counter space and room to gather. Upstairs, you'll find three spacious bedrooms and a loft which can double as a fourth bedroom. There is plenty of flexibility for family, guests, or home office needs. Step outside to enjoy the large backyard, spacious deck built for relaxing and entertaining, and a two-story storage shed providing exceptional storage and workspace. Conveniently located near schools, shopping, and major routes. This well-cared-for home is ready for its next owners!

1805 Blackhawk Place, West Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10635488 MLS
Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a deluxe-sized shower. All rooms are generously sized with ample closet space throughout the home. Premium LVP on the first floor and carpet upstairs. You’ll also appreciate the large 2-car attached garage with an extra wide driveway and the included whole-house water treatment system. Make an appointment today! Owner Agent.

3620 Parr Lane, South Chesapeake
$600,000
4 Beds ⋅ 3.1 Baths ⋅ 10636294 MLS
Welcome to a home that feels warm, inviting, and designed for everyday living. The stunning custom kitchen is both beautiful and highly functional, featuring floor-to-ceiling cabinetry, a huge island with quartz countertops, and hidden additional storage under the stairs. Hardwood floors flow throughout the first floor, where the gas fireplace serves as a beautiful focal point in the main living room with an open line of sight to the kitchen—perfect for entertaining. A formal dining room sets the stage for special occasion dinners, while a half bath and additional sitting room or office add flexibility. Upstairs offers 4 bedrooms, 3 full bathrooms, and a dedicated laundry room, making busy mornings easier for everyone. At the end of the day, unwind on the deck overlooking the woods and enjoy the privacy and peaceful retreat this home offers.

800 Aaron Culbreth Court, South Chesapeake
$340,000
3 Beds ⋅ 1.1 Baths ⋅ 10636274 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels offer energy efficiency with a transferable payment agreement, helping offset monthly electric costs. Home and appliances convey as-is. Home is currently occupied and preparing for military relocation, with packing scheduled for the second week of June. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake
$454,500
3 Beds ⋅ 2.1 Baths ⋅ 10636127 MLS
If owning a stunning former model home, with all the bells and whistles, is on your radar.. Look no further! This gorgeous condo with a single family feel, is simply unmatched. Designed with all the contemporary touches, this one is ready for its next chapter. This home features a spacious kitchen with an extra-long island, with seating up to five! Charming living and dining room is open and airy, great for cozy movie nights and entertaining. Three spacious bedrooms, primary bedroom offers a spa like bathroom and walk in closest. Additional flex room downstairs with french doors, insure you don't have to sacrifice a bedroom for an office or gym! Mudroom outfitted with custom storage system. This home was also built with a fire suppression system throughout! The generous backyard is wonderful for gatherings or gardening. Tucked away, pristine community just minutes from Chesapeake Towne Center & Summit Point. Condo fee covers roof, ground maintenance, fence and pressure washing!

536 Cristfield Road, South Chesapeake
$585,000
3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS
Welcome to 1251 Veranda Way! This beautiful home features 2492 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be possible 4th bedroom. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, large soaker tub, dual sinks & dual walk-in closets. The other 2 bedrooms, the hall bath, a sitting/loft area along with a room for a home office. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake
$682,000
5 Beds ⋅ 3.1 Baths ⋅ 10635971 MLS
Priced 5k below appraised value. This home has it all! Perfect for multi-generational living. Open Concept! 3 beds, 2 1/2 baths down (with Jack & Jill bath between 2 bedrooms), 2 VERY large rooms and a full bath upstairs. Closet space is in abundance! Laundry on first level. Two dining areas plus the kitchen island. Plantation shutters in main living areas, blinds on most windows. Tankless Gas Water Heater. NO CARPET IN THIS HOME. Fenced back yard. 2 car garage. Primary has stand up shower and soaker tub, dual vanities, water closet, and walk in closet. Screened porch. Gutters drain to dry well.

1352 Auburn Hill Drive, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10636106 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive, South Chesapeake
$440,000
4 Beds ⋅ 2 Baths ⋅ 10636036 MLS
Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody’s, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

2744 Horseshoe Drive, South Chesapeake
$414,800
3 Beds ⋅ 2.1 Baths ⋅ 10636025 MLS
Beautifully renovated 3-bedroom, 2.5-bath brick ranch located in a quiet, centrally located Chesapeake neighborhood. Open floor plan w/ LVP flooring, carpeted bedrooms, & 2 inviting family rooms offering endless possibilities for entertaining or relaxing. Dedicated dining room provides a warm, defined space for gatherings. Kitchen completed w/ quartz countertops, stainless steel appliances, soft-close cabinets & drawers, & a cozy breakfast nook. Primary bedroom is a private retreat w/ its own flex room great for a sitting area, office, or workout space. Enjoy two walk-in closets & a breathtaking ensuite bathroom designed like a luxury spa. This standout space features dual vanity sinks & an impressive 7' x 7' dual-head shower room transforming your daily routine into a rejuvenating experience. Secluded deck & private backyard for outdoor living. Property includes a two-level workshop, offering abundant storage & ample workspace for hobbies, projects, or equipment. Book your tour now!

357 Dexter E Street, Central Chesapeake
$199,900
3 Beds ⋅ 2 Baths ⋅ 10635979 MLS

1233 Transylvania Avenue, Central Chesapeake
$349,500
3 Beds ⋅ 2.1 Baths ⋅ 10635899 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Unit B, South Chesapeake
$1,089,000
5 Beds ⋅ 3.1 Baths ⋅ 10635945 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, QUARTZ COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE UTILIZED FOR TV/OFFICE/PLAYROOM THE CHOICE IS YOURS. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUNTERTOPS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF.

2624 Ballahack Road, South Chesapeake
$378,000
3 Beds ⋅ 2.1 Baths ⋅ 10635729 MLS
Like-new and beautifully maintained, this phenomenal Chesapeake townhome offers style, space, and convenience in an unbeatable location just minutes from the interstate! Designed for comfortable luxury living, this home features large, spacious rooms, an open and inviting layout, and modern finishes throughout. The well-appointed living areas flow seamlessly, creating the perfect setting for everyday living and entertaining alike. Enjoy the benefits of an amazing community while being close to shopping, dining, military bases, and major commuting routes. Whether you're looking for convenience, comfort, or elevated townhome living, this property delivers it all. Don't miss your opportunity to own this exceptional Chesapeake home!

1233 Parkley Drive, Central Chesapeake
$499,990
3 Beds ⋅ 1.1 Baths ⋅ 10635788 MLS
Great opportunity in this all brick Ranch in the heart of Western Branch with a brand new roof and a huge attic for future expansion! The Family room with vaulted ceiling and gas log fireplace has built in casing and is open to the Kitchen, that offers dual ovens and large center island. The Dining Room also features built in shelving, perfect for the fine china or family keepsakes. 2 large first floor bedrooms and the Finished Room over Garage can be the 3rd bedroom or office/media room. The unfinished Attic is framed up for 3 rooms and a future bath if necessary. Fenced in yard is great for dogs or kids to play. Short distance to all Western Branch schools and no HOA!

2871 Lilley Cove Drive, West Chesapeake
$583,740
4 Beds ⋅ 2.1 Baths ⋅ 10635609 MLS
Summer Move-In! Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, South Chesapeake
$766,640
5 Beds ⋅ 4 Baths ⋅ 10635582 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the beautiful kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches. Photos and renderings are from builder's library, actual finishes and features may vary.

900 Intracoastal Way, South Chesapeake
$250,000
3 Beds ⋅ 2.1 Baths ⋅ 10635486 MLS
Welcome home to this well maintained 3 bedroom, 2.5 bath condo located in the highly sought after Western Branch area. Featuring a cozy gas fireplace, this home offers an open and inviting living space filled with natural light. Spacious bedrooms each offer comfort and privacy, and functional layout for everyday living and entertaining. Conveniently located near shopping, dining, and major commuter routes, this condo combines low maintenance living with a desirable location.

4610 Olde Stone Way, West Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, South Chesapeake
$598,000
5 Beds ⋅ 3.1 Baths ⋅ 10635255 MLS
Location, Location, Location. 5 bedrooms 3.5 baths. Quick Sale Opportunity! Seller is motivated and offering a $10,000 flooring allowance or to be used at your discretion with an acceptable offer! The desired area of Kemp Bridge offers a fantastic chance to own in Chesapeake while customizing to your style. Great layout, strong value, and priced for buyers ready to move quickly. Opportunities like this don’t last—schedule your showing today!

1423 Kemp Bridge Lane, South Chesapeake
$849,500
4 Beds ⋅ 3.1 Baths ⋅ 10635181 MLS

2209 Centerville Turnpike S, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10635073 MLS
Welcome to resort-style living in highly sought-after Hickory Manor! Beautifully maintained and showing like brand new, this stunning home offers the perfect blend of modern comfort and style. The bright, open-concept living spaces are highlighted by a showstopping kitchen featuring upgraded cabinets, premium countertops, and a custom backsplash added after the original build. Beyond the pristine, move-in-ready interior, you will enjoy a low-maintenance lifestyle with unparalleled HOA amenities that are truly one-of-a-kind in Hickory. Enjoy worry-free living with grounds maintenance and trash pickup included. Spend weekends at the resort-style pool with its outdoor kitchen and cabana, hit the 24/7 fitness center, or host parties in the expansive clubhouse great room. The neighborhood boasts scenic trails, 5 community lakes, a playground, and vibrant monthly community events. Schedule your tour today!

355 Middleton Way, South Chesapeake
$698,000
4 Beds ⋅ 2.1 Baths ⋅ 10635037 MLS
Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and install new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property — schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake
$665,000
4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS
Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake
$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) Road, South Chesapeake
$844,900
4 Beds ⋅ 3.1 Baths ⋅ 10634845 MLS
Indulge in the versatile beauty of The Davidson, a stunning floor plan that perfectly balances formal elegance with a spacious, modern flow. The heart of this 3,124+ square foot home is a gourmet kitchen featuring a massive multi-seating island, seamlessly overlooking a great room designed for grand holiday feasts and cherished family memories. On the main level, the stately primary suite serves as a true sanctuary, complete with a spa-inspired en-suite and a room-sized walk-in closet, while a sunlit flex room offers the perfect space for a quiet home office or a cozy reading nook. Upstairs, three additional bedrooms and a convenient second-level laundry station ensure plenty of space and privacy for guests and growing families alike. From the charming country front porch to the adaptable loft, The Davidson provides a wholesome, rewarding living experience on spacious 5+ acre homesites within the Grassfield School District. Contact LA2 today for an appointment!

MM Taft (Davidson Homesite A-2) Road, South Chesapeake
$692,950
4 Beds ⋅ 2.1 Baths ⋅ 10634859 MLS
The Derring isn’t just a house; it’s a high-energy hub designed for the pulse of a busy, modern life. Forget those traditional, boxy layouts—this plan throws the doors open with a massive, light-drenched great room that flows straight into a kitchen built for "main character" energy, complete with a substantial floating island that’s destined to be your morning coffee spot and evening social headquarters. While the main floor offers a versatile flex room designed for a high-productivity home office or a sun-soaked reading nook, the second floor is where everyone gets their own space to recharge. We’re talking four spacious bedrooms, each featuring its own walk-in closet (yes, really!), all centered around a massive loft that’s ready to become anything from a cinema to a dedicated gaming zone. The Derring is all about "Truly Living" without the clutter. Snag those Trusted Lender Incentives and book your design center appointment to see how we can level up your lifestyle!

MM Taft (Derring A-5) Road, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10634578 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river with deep water access. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake
$914,500
5 Beds ⋅ 4.1 Baths ⋅ 10633056 MLS
Welcome to The Miles at Sanderson Estates! This stunning new construction by Kirbor Homes masterfully balances everyday functionality with refined comfort. Boasting 3,585 square feet, this home features 5 spacious bedrooms, 4.5 bathrooms, and an open-concept layout designed for modern living. The main level greets you with a grand foyer flanked by a home office and a formal dining room. The heart of the home is the expansive great room that flows into a chef-inspired kitchen and breakfast area. A unique first-floor flex room with an adjacent full bath offers the perfect space for a guest suite or playroom. Upstairs, enjoy a versatile loft, a convenient laundry room, and a luxurious primary retreat with a spa-like bath and massive walk-in closet. Experience a home designed to help you "Truly Live" in the heart of Chesapeake! Reach out today to schedule an appointment at our design center! HOA is for common ground maintenance only! You can still live the way you want to live!

2808 Raccoon Trail, South Chesapeake
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 10634643 MLS
The Holden, where every detail is meticulously crafted to elevate your daily routine. Morning light floods the first-floor primary wing, a sanctuary complete with a room-sized walk-in closet and a spa-inspired bath. The heart of this home is a masterclass in modern architecture, featuring a soaring great room that flows into a chef’s kitchen and sun-drenched breakfast area—designed for everything from quiet espresso shots to grand holiday hosting. Beyond the communal spaces, The Holden offers an intelligent layout designed for the modern lifestyle, including a dedicated front-end flex space designed for a quiet home office. Venture upstairs to discover the expansive loft and media room, providing the perfect canvas for a cinema, a library, or a high-tech gaming hub. With 4 to 5 generous bedrooms and the seamless functionality of a mudroom and independent laundry, this home doesn't just provide space; it provides a tailored backdrop for your most cherished memories.

MM Taft (Holden 2-A) Road, South Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.