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$410,000
4 Beds 2.1 Baths 10641084 MLS
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath home in Chesapeake! Built in 2018, this two-story residence offers over 2,000 sq ft of modern living space. The open-concept layout features a bright living area that flows into the dining space and kitchen—perfect for entertaining or relaxing at home. Upstairs includes four spacious bedrooms, highlighted by a private primary suite with a spa-like bath and ample closet space. Additional rooms offer flexibility for guests, a home office, or playroom. Situated on a corner lot in an established neighborhood, this home provides both privacy and convenience. Close to shopping, dining, major interstates, and military bases. Move-in ready and full of charm—don’t miss this Chesapeake gem!

4101 2nd Street Unit A, Central Chesapeake

$649,900
6 Beds 2.1 Baths 10641222 MLS
Located in Chesapeake's sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and modern updates. The open floor plan is anchored by a spacious kitchen featuring Samsung Bespoke appliances, generous cabinet and counter space, and a pantry, creating a natural gathering place for everyday living and entertaining. The third floor was expanded in 2021 to include two finished rooms, providing flexible space for a home office, media room, playroom, hobbies, guests, or additional bedrooms. Major improvements include a new 1st floor HVAC in 2024 and 2nd/3rd floor HVAC installed in 2021. Outside, you'll find an expanded extra-wide driveway, EV charger, fully fenced backyard, and a spacious deck ready for cookouts, relaxing evenings, or weekend gatherings. Conveniently located near shopping, dining, major highways, and everyday conveniences, this home combines space, function, and updates in one of Chesapeake's most desirable locations. Some photos are virtually staged.

568 Waters Road, South Chesapeake

$553,900
3 Beds 3 Baths 10641052 MLS
Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

$260,000
3 Beds 1 Baths 10641135 MLS
PRICE IMPROVEMENT. This charming 3-bedroom, 1 bath home is now offered at an exceptional value. Inside you will find an open floor plan with cathedral ceilings that create a bright, spacious feel throughout. The efficient layout makes the most of every square foot, providing comfortable single level living. Outside, enjoy a large, fenced backyard with plenty of room for pets, gardening, entertaining, or simply relaxing at the end of the day. A spacious storage shed provides additional room for tools, lawn equipment, or hobbies. Whether you're a first-time homebuyer, looking to downsize or searching for an affordable alternative to renting, this home offers comfort, value, and the opportunity to make it your own. Conveniently located near shopping, restaurants, major interstates, and military installations, this is one you won't want to miss.

4310 Cromwell Avenue, Central Chesapeake

$280,000
2 Beds 2 Baths 10641020 MLS
Welcome to 1713 Orchard Way—an inviting home offering comfort, style and versatility. Enjoy 2 dedicated parking spaces + ample guest parking & a charming covered front porch. 1st floor features incl BR with attached bath, soaring vaulted ceilings, new LVP flooring, fresh paint and cozy gas log FP, creating a bright, welcoming living space. Updated kitchen with new counters & SS appliances. Spacious primary BR offers large walk-in closet (easy attic access) & bath with relaxing Jacuzzi tub. Upstairs, HUGE loft/flex area ideal for office, gym or 3rd BR. Add’l highlights: new carpet, generous interior storage, ext storage & screened porch for seamless indoor/outdoor living. Community amenities incl pool. Conveniently located just minutes to bases, interstates, dining, shopping & all of Hampton Roads.

1713 Orchard Way, South Chesapeake

$455,000
4 Beds 2.1 Baths 10640543 MLS
Back on market through no fault of the seller. Welcome home to this fantastic 2-story home tucked away in the back of Mill Creek! Major updates have already been completed, including new LVP flooring, solid surface flooring throughout, custom bathrooms, aluminum-wrapped fascia, a new HVAC coil (2025), and 14 replacement windows with a transferable lifetime warranty from Better View Windows. The spacious floor plan offers a formal dining room, large family room, and an oversized FROG great for a playroom, home office, media room, or guest space. Retreat to the generous primary suite featuring a walk-in closet and beautifully updated bath. Make sure to check behind the mirror in the walk in closet for hidden storage! With plenty of room to grow, stylish updates, and endless possibilities to make it your own, this home is ready for its next chapter!

3205 Holly Ridge Drive, South Chesapeake

$234,999
2 Beds 2 Baths 10640332 MLS
Welcome to this beautifully updated, move-in ready 2-bedroom, 2-bath condo! Freshly painted throughout, this home features new carpet, vinyl flooring, and all-new kitchen appliances. HVAC was replaced in 2021 and the hot water heater in 2023. The bright, open layout offers a spacious living area perfect for relaxing or entertaining. The primary suite includes a private bath and ample closet space. The second bedroom and full bath are perfect for guests, family, or a home office. Enjoy low-maintenance living with several stores and restaurants within walking distance. Conveniently located near Chesapeake Regional Medical Center, the Municipal Center, Greenbrier, and Downtown Norfolk. Don't miss this move-in ready home!

315 Gainsborough Square, South Chesapeake

$585,500
5 Beds 2.1 Baths 10639415 MLS
JUST THE HOME YOU'VE BEEN LOOKING FOR! WELCOME HOME TO THIS BEAUTIFUL 5BR 2.5 BTH 2 CAR GAR HOME OFFERING THE PERFECT BLEND OF SPACE, COMFORT, AND STYLE. DESIGNED WITH BOTH EVERYDAY LIVING AND ENTERTAINING IN MIND. FEATURES GENEROUSLY SIZED BEDROOMS/CLOSET SPACE, INVITING GATHERING SPACES TO INCLUDE A SUNROOM/FLEXROOM, PLUS A ROOM OVER GAR, 4 LINEN CLOSETS, EXTRA STORAGE SPACE AND A WELL-PLANNED LAYOUT SUITED FOR A VARIETY OF LIFESTYLES. TASTEFULLY DESIGNED 2 STORY FOYER WITH ARCHS/COLUMNS AND AN OPEN STAIRCASE AS YOU ENTER HAS A WOW EFFECT. THE KITCHEN HAS A CENTER ISLAND PENDANT LIGHTS, GLASS MOSAIC BACKSPLASH, NEW LIGHT FIXTURES, SAMSUNG MICROWAVE, NEW FAUCET AND MORE. SS GAS RANGE AND DISHWASHER ARE HIGH END APPLIANCES BY LG. KITCHEN TRANSITIONS INTO THE MAIN LIVING AREAS CREATING A WARM AND WELCOMING ENVIRONMENT FOR HOSTING FAMILY AND FRIENDS. PRIMARY SUITE IS A PRIVATE RETREAT WITH A JETTED TUB, SEPARATE SHOWER, HIS/HERS VANITIES, WATER CLOSET, LINEN CLOSET AND A LARGE WALK IN CLOSET THAT LEADS INTO THE LAUNDRY ROOM. VERY LARGE CORNER LOT. MANY UPGRADES TO INCLUDE NEW LIGHT FIXTURES, PERGO LAMINATE FLOORING THROUGHOUT THE DOWNSTAIRS, RADIO INTERCOM SYSTEM, PREWIRED BUILTIN SPEAKERS, AND SECURITY DOORS. VERY WELL MAINTANED. CALL TODAY TO MAKE THIS YOUR NEW HOME!

3201 Letcher Court, South Chesapeake

$820,000
5 Beds 4.1 Baths 10639536 MLS
Well maintained and loved home nestled on a prime corner lot in the beautiful Riverwalk community, 700 Harbor Quay delivers nearly 5,000 square feet of refined living, where luxury and functionality come together effortlessly. Featuring 5 bedrooms, 4 full bathrooms, and 1 half bath. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, and exceptional flow throughout. Whether hosting holiday celebrations, welcoming overnight guests, or simply enjoying everyday life, every detail of this home was thoughtfully crafted to accommodate it all. Roof replaced in 2021 and some windows have been updated. Encapsulated crawlspace. Beyond this front door awaits a lifestyle few communities can match. Residents enjoy access to resort-style amenities including a clubhouse, swimming pool, tennis courts, and close proximity to the beautiful Elizabeth River. Seller to provide a 1 year home warranty of buyer's choice up to $600. Seller to provide concession toward window upgrades with acceptable offer.

700 Harbor Quay, South Chesapeake

$1,190,000
6 Beds 4.1 Baths 10639205 MLS
Welcome to a lifestyle few will ever experience. Tucked away on 1.18 private waterfront acres at the end of a quiet cul-de-sac,this extraordinary custom-built Elizabeth River estate offers over 6,900 square feet of luxury living with direct access to the Intracoastal Waterway. This is more than a home—it is a private waterfront retreat where luxury,tranquility & unforgettable entertaining come together. Imagine mornings with coffee overlooking the water as boats drift by,afternoons cruising from your private dock & 15,000-pound boat lift,& evenings enjoying breathtaking sunsets from your balcony or around the custom firepit with family & friends under the stars. Designed to impress yet comfortable for everyday living,the light-filled open floor plan showcases soaring ceilings,walls of windows,& breathtaking water views creating a seamless connection between indoor & outdoor living. Every space was designed to make everyday living extraordinary. At the heart of the home,the chef’s kitchen opens to multiple gathering spaces,creating the perfect setting for holiday celebrations,elegant dinner parties,& relaxed weekends at home. With 3 private ensuites,including a first-floor guest suite,this layout offers rare flexibility for multigenerational living,extended guests,or those who value privacy & comfort. Over $260,000 in recent improvements reflect pride of ownership,including extensive landscaping,custom firepit,underground drainage & pump system,updated flooring,renovated baths,updated kitchen,finished third floor (+600 SF),new upstairs HVAC,new water heaters,& generator connection. Dock approx. 4 years old. Water depth approx. 10' at high tide & 2–3' at low tide. Add'l features incl a 100-year roof,lifetime fence warranty,oversized 3-car garage,& dedicated storage room. Homes of this caliber rarely become available. Offering privacy,prestige,deep-water access,& resort-style waterfront living in a prime location,this exceptional estate delivers the coastal luxury lifestyle most only dream about. This is Elizabeth River living at its finest.

4200 Quailshire Court, West Chesapeake

$629,900
4 Beds 3 Baths 10639144 MLS
WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle, South Chesapeake

$599,000
4 Beds 3 Baths 10638728 MLS
Come see this solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. On the first floor you will find a desirable, massive primary bedroom and second bedroom with hallway full bath. The first level also features a large foyer, dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Walk into a large kitchen with breakfast area that leads to a 4 seasons sunroom overlooking a newer fully fenced backyard with newer above ground salt water pool. Windows galore with tons of natural light throughout the home. Downstairs laundry room completes the first floor. Upstairs, a spacious 3rd bedroom with full bath and walk-in closet. You will find the 4th oversized bedroom over the garage that feels a separate area. Spacious 2 car garage. This home has a whole house backup generator, tankless water heater, storage shed and well irrigation system. Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases. Offering 1% closing cost assistance with a full price offer.

3120 Deans Court, West Chesapeake

$443,900
4 Beds 3 Baths 10638879 MLS
Prepare to fall in love with this Beauty in the 55+ community of Retreat at Western Branch. You will be impressed as you move through the Entry Way and into the spacious and flowing Lafayette Floorplan that boasts a vaulted Great Room with gas fireplace that opens to the Dining Room and quartz Kitchen with large center island and upgraded appliances including gas range. You will find a 1st flr Owner's Suite, another 1st flr bedroom ensuite, and a 2nd flr with a Loft and two more bedrooms with direct access to a full bath. Additional Details: Great Room with custom built lighted display cabinets and gas fireplace with heatilator, two Kitchen pantries including large walk in pantry, 1st flr Laundry Room, LVP on 1st flr, whole house water filtration system, lots of storage space, custom blinds, zoned HVAC, covered porch with fan, fenced backyard, 2 car garage with opener, & more! Amenities: pool, fitness center, dog park, walking paths, fire pits, grilling area, garden, and clubhouse.

4620 Longleaf Place, West Chesapeake

$489,900
4 Beds 2 Baths 10638400 MLS
WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake

$525,000
4 Beds 2 Baths 10637966 MLS
WOW! This backyard is an entertainer's dream! From the spacious vaulted den to the relaxing screened-in porch, you'll enjoy an incredible amount of living and entertaining space both inside and out, with .56 of an acre. The above-ground pool, partially recessed into the ground and only three years old, provides the look and feel of an inground pool without the added expense. The beautiful curb appeal sets the tone for this charming all-brick ranch. Inside, you'll find hardwood flooring throughout the main living areas, vinyl replacement windows, and a brand-new water heater. Don't miss this opportunity to own a home with great bones, fantastic outdoor living spaces, and room to make it your own! You can keep the dining room now set up as an office, including furniture, or convert back.

1103 Northmoor Court, South Chesapeake

$799,000
4 Beds 4 Baths 10636725 MLS
Take advantage of a seller-offered closing cost credit! Stunning all-brick former Homearama showcase home, winner of the Best Kitchen Award! Designed with an open floorplan concept, this elegant residence features a chef?s kitchen with two oversized granite islands, abundant workspace, timeless finishes, and a wine cooler station just off the dining room. Enjoy entertaining in the media room with wet bar or relax in the sunroom and glass-enclosed side porch. The first-floor study/office showcases custom built-ins and offers ideal work-from-home flexibility. Featuring two ensuite bedrooms, the spacious primary suite includes a wraparound walk-in closet and luxurious all-marble bath. Marble flooring welcomes you in the grand foyer, while soaring ceilings create an open, airy feel throughout. Additional highlights include newer HVAC systems, generous living spaces, and a prime location near shopping, dining, and interstate access.

700 Old Fields Arch, South Chesapeake

$600,000
4 Beds 3 Baths 10636441 MLS
Home back on the market no fault of the seller's. Welcome to this beautifully upgraded Dogwood, built by Wirth, at 2307 Tybee Loop, built in 2021. The exterior impresses with premium stacked stone skirt and pillars. Inside, designed for seamless first-floor living, the main level features an open-concept eat-in kitchen with durable LVP flooring, a mosaic tile backsplash, and a sliding glass door to the screened in porch and deck. The kitchen boasts premium pull-out cabinets and a bump-out for extra storage. Convenient electric blinds service this kitchen area, the living room, and the primary. Extended by 5 feet allowing direct access to the outside, the primary suite features his-and-hers closets, an en-suite with dual vanities, and a custom tiled shower. An additional feature in the hall bathroom is the specialty walk-in jet tub. Upstairs has a spacious loft, a private en-suite, and walk-in attic space for storage. Relax on the screened porch overlooking a fully landscaped yard, backed by a whole-house 22kw Generac generator.

2307 Tybee Loop, West Chesapeake

$465,000
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

$494,500
3 Beds 2 Baths 10633690 MLS
Welcome to The Retreat at Greenbrier in Chesapeake, a 55+ community! This beautiful home offers incredible value with a fresh, move-in-ready feel, featuring new Coretec tiles in the kitchen and a desirable first-floor primary suite, spacious en-suite bath, and large walk-in closets. Tons of natural light with an easy, level floor plan provides comfortable accessibility and everyday convenience. Located in a sought-after community with wonderful amenities, residents enjoy a pool, clubhouse, billiards room, fitness/cardio area, scenic ponds with beautiful fountains, and a welcoming neighborhood atmosphere. The home also offers great entertaining space, a covered porch area, and an attached garage. Upstairs, the flexible bonus space is ideal for a home office, guest bedroom, hobby room, or quiet retreat. A fantastic opportunity in a well-loved Chesapeake community, comfortable, convenient, and ready to enjoy!

1431 Thistlewood Lane, South Chesapeake

$729,000
4 Beds 3.1 Baths 10632479 MLS
Gorgeous custom-built home by award winning builder. Loaded with upgrades and fabulous features. Dramatic foyer with cathedral ceiling, hand crafted circular staircase, and electronic chandelier that lowers for easy cleaning. Gourmet kitchen with custom cabinets, granite counters, stainless steel appliances, and reverse osmosis water filtration. Luxurious master suite with panned ceiling and rope lighting set in crown molding. Huge in-law suite with private bath. Open and flowing floor plan with large rooms throughout. Drive through portico leads to rear loading 2 car garage and additional parking. Assumable loan. Conveniently located to interstate, shopping, and dining. Come see this gorgeous custom house and make it your next home!

401 White Egret Cove, South Chesapeake

$639,900
4 Beds 2 Baths 10633148 MLS
This custom-built ranch has been refreshed and is ready for its next owner. Featuring 4 bedrooms, 2 baths, soaring 12-foot ceilings, and approximately 2,863 square feet of living space, this home offers comfortable one-level living on a private setting. Enjoy kitchen w/ granite countertop, bar seating, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; large breakfast nook overlooking a tranquil country backyard. Stunning great room with gas fireplace; hardwood floors, crown molding; Large formal dining room w/chair rails. Private study/office w/ custom built cabinets and bookshelves, granite counters and full-light doors; tray ceiling, primary bedroom w/large custom design walk-in closet. Finished room over garage serves as 4th bed/bonus room. No HOA; Encapsulated crawlspace; Great Bridge, but relatively near the heart of Chesapeake, minutes from shops, schools, interstate, & hospitals. Some photos are virtually staged.

732 Washington Drive, South Chesapeake

$169,900
3 Beds 1 Baths 10632726 MLS
Uncover the potential in this 3-bedroom, 1-bathroom cottage located in the heart of South Norfolk. Spanning approximately 1,321 square feet, this 1953 home serves as a blank canvas for investors or ambitious homeowners looking to build equity through a full renovation. The interior features a functional layout and an original fireplace, awaiting your modern touch. A standout feature of this property is the oversized detached 2-car garage, offering rare space for a workshop, vehicle storage, or a hobbyist’s retreat. Situated on a 0.13-acre lot, you are just minutes from Lakeside Park and provide easy commuting access to I-464, I-64, and the Norfolk Naval Shipyard. The property is being sold strictly As-Is, with the seller making no repairs. This is a prime opportunity to revitalize a home in an area seeing steady growth. Whether you are looking for your next flip or a long-term rental addition, 1608 Ohio St is priced to sell and ready for its next chapter.

1608 Ohio Street, Central Chesapeake

$1,550,000
5 Beds 4.1 Baths 10632068 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, 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.