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1441 Whittamore Road, South Chesapeake
$455,000
5 Beds ⋅ 2 Baths ⋅ 10659859 MLS
Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle!

1441 Whittamore Road, South Chesapeake

3907 Rex Circle, West Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10659918 MLS
Some townhomes give you an open floor plan. This one gives you options! Located within the gated Monarch Walk community of Western Branch, this end-unit townhome offers tall ceilings, generous living spaces, and a layout that makes every level count. Fresh interior paint and new carpet bring an updated feel, while the main living area makes an impression with soaring ceilings and a gas fireplace that anchors the space. The kitchen features an island with built-in storage and additional prep space, complemented by an eat-in dining area that gives everyday meals and gatherings a space of their own. A bay window adds architectural character, while the screened-in porch extends the living space outdoors, creating a covered spot for morning coffee, afternoon downtime, or evenings spent enjoying the fresh air. The first-floor primary suite features its own private bath, offering the convenience of keeping your main living spaces on one level. Upstairs, the loft opens up even more possibilities. Think second living room, home office, media space, or a combination of uses that changes with your needs. The additional bedroom features its own ensuite bath, providing privacy and separation between the two suites. An additional half bath, attached one-car garage, convenient guest parking, and gated community access add practical touches to an already thoughtful layout. What makes this home stand out isn’t simply the amount of space, but how it’s arranged. From the height of the ceilings to the flexibility of the loft and the screened porch just beyond the living areas, every level offers something worth appreciating. This is a layout you’ll want to experience in person!

3907 Rex Circle, West Chesapeake

1322 Sebastian Court, South Chesapeake
$819,900
5 Beds ⋅ 3.1 Baths ⋅ 10659838 MLS
Incredible opportunity to own the Caymus multi gen model home by McQ Builders in Stoney Creek. Thoughtfully designed and well appointed, you'll be impressed by the style, quality of craftsmanship and attention to detail that McQ Builders is known for! 1st floor multi gen suite has separate entrance from foyer & includes living room, bedroom, full bathroom and 2 walk in closets. Great room open to dining, gourmet kitchen w/ double ovens, gas cooktop w/ range hood, expansive kitchen island & walk in pantry. Spacious primary bedroom offers airy trey ceiling, lg walk in closet. Luxurious primary bath shines w/ LARGE walk in shower, soaking tub & double sink vanity. 3 addt'l bedrooms, large media room, hall bath w/ double sink vanity & spacious laundry room complete 2nd floor. You'll enjoy water views w/fountain from your screened in porch and appreciate mini-split in the garage. Ask for details regarding possession and to schedule your private tour of this outstanding home

1322 Sebastian Court, South Chesapeake

233 Old Drive, South Chesapeake
$610,000
5 Beds ⋅ 2.1 Baths ⋅ 10659997 MLS
Welcome to the one that checks all the boxes- space, style, in the heart of Great Bridge location, and a backyard you definitely don’t find every day! Built in 2020, this updated 5-bedroom, 2.5-bath home offers approximately 2,200 square feet and sits on nearly .40 acres in the sought-after Great Bridge school district. While the home may only be a few years old, the current owners didn’t stop with builder finishes, nearly every space has been thoughtfully refreshed with updated paint, upgraded light fixtures, and carefully chosen details throughout. Truly, no room has been left untouched! Step inside to a bright, welcoming floor plan with spacious kitchen features, granite countertops, stainless steel appliances, plenty of cabinetry, and a large island, all opening into the family room with fireplace and a separate dining area. 5 bedrooms located upstairs as well as a dedicated laundry room and spacious primary suite that offers its own private retreat and walk-in closet.

233 Old Drive, South Chesapeake

1072 Mesa Loop, South Chesapeake
$500,000
4 Beds ⋅ 3.1 Baths ⋅ 10659945 MLS
Ready Now:LuxuryTownhome w/2-car garage, covered entry,fenced front yard w/gate to multi trail,covered entry. 19x12 rear deck,LVP floors select areas.2nd floor:Kitchen center island w/shiplap, GE Cafe Matte Black appliances w/refrigerator,pantry,living area w/linear fireplace w/ shiplap surround w/built ins,dining area access to covered front deck.3rd flr: Primary:tile shower 2-shower heads, dual sinks, 2 closets, 2 bedrooms, full hall bath, linen closet, laundry. 1st floor flex room/bedroom dual entry bath, mudroom. Quartz tops in kitchen and baths-designer mirrors, wood shelving in 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 location in the Greenbrier area. .

1072 Mesa Loop, South Chesapeake

401 Truitt Road, West Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10659959 MLS
Enjoy a country feel on a 1.86-acre corner lot in Bowers Hill! This 3-bedroom, 2-bath ranch-style home offers approximately 1,659 square feet, a screened front porch, and a spacious kitchen with ample cabinetry and an island with cooktop and seating. A separate dining room, wood floors, first-floor primary bedroom with private bath, and utility room add to the layout. Upstairs space provides additional storage. Outside, you'll find mature trees, a detached one-car garage, separate storage shed, covered workspace, and a partially fenced side yard. The septic tank is approximately 2.5 years old. No HOA, with convenient access to I-664, I-64, and Route 58. Bring your ideas and make this property your own!

401 Truitt Road, West Chesapeake

632 Willow Oak Drive, South Chesapeake
$470,000
4 Beds ⋅ 2 Baths ⋅ 10659611 MLS
Welcome to 632 Willow Oak Drive, where timeless character, inviting spaces, and room to make it your own come together! This charming 4-bedroom, 2-bath brick home offers a versatile layout with two separate living areas, perfect for relaxing, entertaining, or creating spaces that suit your lifestyle. Step inside to discover warm wood accents, beautiful architectural details, and a formal dining room featuring elegant crown molding, chair rail detailing, and a chandelier. The spacious kitchen offers abundant wood cabinetry, stainless steel appliances, generous counter space, and a nearby breakfast area. The second living area is full of character, showcasing exposed wood ceiling beams, rich wood paneling, built-in shelving, and a striking brick wood-burning fireplace, fully functional and ready for cozy evenings. Three main-level bedrooms and a fourth upstairs provide flexibility for guests, hobbies, or a home office. Outside, a covered front porch welcomes you home, while the spacious, fully fenced backyard offers mature shade trees, an outdoor patio, and a storage shed. An attached garage provides additional parking and storage. With its distinctive charm, multiple gathering spaces, and opportunities to add your personal touches, this home offers a wonderful canvas for its next chapter!

632 Willow Oak Drive, South Chesapeake

5244 Lombard Street, West Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10659779 MLS
**AMAZING OPPORTUNITY: Assumable VA Loan at 2.375% Interest** Welcome home to 5244 Lombard Street in Chesapeake's desirable Jolliff Landing community! This beautifully maintained 1,870 sq. ft. townhome offers modern style, spacious living, and everyday convenience. The inviting open-concept layout features a bright living area, dining space, and kitchen complete with granite countertops and ample cabinetry. Upstairs, the generous primary suite boasts a private bath while additional bedrooms provide flexibility for guests or a home office. Enjoy 2.5 bathrooms, abundant storage, a dedicated laundry area, and an attached garage. Ideally located in Western Branch near shopping, dining, major highways, and military bases. Experience comfortable, low-maintenance living in a fantastic location. Schedule your showing today!

5244 Lombard Street, West Chesapeake

2907 Seven Eleven Road, South Chesapeake
$799,900
4 Beds ⋅ 2.1 Baths ⋅ 10659928 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake

2214 Averill Drive, South Chesapeake
$629,000
4 Beds ⋅ 3 Baths ⋅ 10659880 MLS
Enjoy spacious living in this 4-bedroom, 3-bath brick ranch on a corner lot in Chesapeake’s established Marsh Creek neighborhood. Cathedral ceilings, hardwood floors, and a gas fireplace welcome you into the main living area, which opens to a kitchen with granite countertops, two pantries, and new stove, microwave, and refrigerator. The first-floor primary suite features a large closet and a spacious bath with dual sinks, a jetted tub, and a separate shower. A finished room over the garage with a full bath offers flexibility as a fourth bedroom, guest retreat, or recreation space. The oversized three-car garage provides ample room for parking and storage. Outside, enjoy a fenced backyard, two-level deck, pergola, and in-ground irrigation. No HOA in Grassfield School District!

2214 Averill Drive, South Chesapeake

4308 Galston Court, West Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10659816 MLS
Tucked away on a cul-de-sac in The Crossings at Western Branch, 4308 Galston Court is the perfect place to be home for the holidays! This move-in ready home offers an updated kitchen with quartz countertops, tile backsplash, and stainless appliances. The kitchen opens to a great room with plenty of natural light and a gas fireplace. The primary bedroom includes a beautifully renovated bathroom with an inviting, spa-like retreat, complete with a soaking tub and separate custom-tiled, glass enclosed shower. Three additional bedrooms each have plenty of natural light and closet space. The FROG (finished room over the garage), which opens to the main hall and has its own staircase, makes a great den, craft/hobby space, or playroom. The attached two-car garage features brand new doors and adds valuable parking, storage in professionally-installed cabinetry, or home gym space, complete with mini-split AC and heat. Out back, the fenced yard, two patios, and deck with a custom pergola create a great place for play, gardening, or relaxation. Two storage sheds, one complete with power, add storage space for lawn or sports equipment, holiday decorations, or private workshop. The home includes transferable lifetime warranty for windows.

4308 Galston Court, West Chesapeake

915 Railroad Avenue, Central Chesapeake
$439,900
5 Beds ⋅ 3 Baths ⋅ 10659851 MLS
Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Charming New Subdivision! Welcome to this beautiful 5-bedroom, 3 Full-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake! Just Completed and Move in Ready!

915 Railroad Avenue, Central Chesapeake

817 Wickford Drive, South Chesapeake
$260,000
3 Beds ⋅ 2 Baths ⋅ 10658699 MLS
3 BEDROOM 2.0 BATH SINGLE STORY END UNIT TOWNHOME. LIVING ROOM LAMINATE WOOD FLOOR, BOOKSHELVING, LIGHTED CEILING FAN AND BRICK FIREPLACE. OPEN DINING AREA TO THE UPDATED KITCHEN, BREAKFAST BAR AREA, STAINLESS APPLIANCE PACKAGE, REFRIGERATOR, SMOOTH TOP STOVE, BUILT IN MICROWAVE/DISHWASHER, DOUBLE STAINLESS SINK. PRIMARY SUITE LIGHTED CEILING FAN AND WALK-IN CLOSET. PRIMARY BATH RAISED VANITY TUB/SHOWER. LAUNDRY AREA CABINET AND SHELVES. TWO ADDITIONAL BEDROOMS, FULL HALL BATH, TUB/SHOWER, MARBLE TOP VANITY, LVP PLANK FLOOR, MEDICINE CABINET AND OVAL MIRROR. FEATURES: NEW ROOF, NEWER PAINT AND FLOORING, DIGITAL AC THERMOSTAT, UPGRADED BLINDS, CEILING FANS, STORMDOOR, PRIVACY FENCED BACKYARD, PATIO, TREES, STORAGE SHED, SIDE BY SIDE DRIVEWAY PARKING. AVAILABLE FOR QUICK CLOSING.

817 Wickford Drive, South Chesapeake

405 Bridle Court, South Chesapeake
$485,000
4 Beds ⋅ 3 Baths ⋅ 10659847 MLS
Move-in ready and packed with so many thoughtful upgrades and extras that set it apart, this beautifully maintained 4 bed/3 FULL bath brick ranch offers so much more than meets the eye! Tucked away on a quiet cul-de-sac and sitting on a half-acre lot, the home welcomes you with a generous front porch and features a fully fenced backyard offering plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the privacy and space. The fully renovated kitchen stuns with quartz countertops, KitchenAid professional appliances, tile backsplash, convection gas range, recessed dimmable lighting, soft-close white cabinetry, and a double pantry offering exceptional storage. A comfortable and versatile floor plan features spacious living and dining areas, A cozy den with a wood-burning fireplace provides a welcoming place to gather, while the expansive sunroom with sliding glass doors offers a bright and relaxing retreat overlooking the backyard. The finished room over the garage serves as the fourth bedroom providing flexibility and privacy for guests, a home office, or additional living space. The impressive list of extras continues with a new HVAC system, extra large fire-pit, an oversized garage, a large detached storage shed, large walk-in attic for additional storage and wiring for a backup generator. Don't miss out on your chance for this truly a one-of-kind gem!

405 Bridle Court, South Chesapeake

733 Big Bear Lane, South Chesapeake
$749,900
5 Beds ⋅ 3.1 Baths ⋅ 10659868 MLS
Rare opportunity in Culpepper Landing! This spacious home features an open floor plan with five bedrooms, including a first-floor bedroom with ensuite, plus an upstairs loft. The gourmet eat-in kitchen offers a breakfast bar, pantry, and butler’s alcove. Retreat to the primary suite with sitting area and oversized walk-in closet. Enjoy a premium dual-zone architectural audio system with built-in 5-channel surround sound in the main living room and upstairs loft pre-wired for your media setup, without bulky speaker boxes. Freshly painted throughout, with brand-new carpets professionally cleaned. A tankless water heater and fully paid-off solar panels add value. Community amenities include a clubhouse, pool, fitness room, and playgrounds. A new elementary school is within walking distance and scheduled to open in fall 2027. Convenient to shopping, dining, and the interstate. Don’t miss your chance to make this exceptional home yours!

733 Big Bear Lane, South Chesapeake

1205 Carey Court, South Chesapeake
$749,000
5 Beds ⋅ 2.1 Baths ⋅ 10659866 MLS
Absolutely beautiful custom-built home in the highly sought-after Etheridge Lakes community in the Hickory section of Chesapeake! Lovingly cared for by its original owner, this meticulously maintained property sits on one of the largest lots in the neighborhood, offering nearly half an acre of peaceful pond front living at the end of a quiet cul-de-sac. Featuring five spacious bedrooms, including a first-floor bedroom with a nearby full bath, plus bonus downstairs office. This home offers a versatile floor plan for today's lifestyle. All bathrooms have been tastefully updated, including the primary ensuite. Enjoy the bright, updated white kitchen, fresh interior paint, Trane HVAC systems, and expansive entertaining deck overlooking the pond, where you can even cast a fishing line! Immaculate, move-in ready, and showcasing true pride of ownership! See today

1205 Carey Court, South Chesapeake

605 Tuskegee Avenue, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10659814 MLS
Nestled in the heart of Crestwood, this 3 bed 2.5 bath home is waiting for its new owners! Major improvements provide peace of mind, including; HVAC (2026), all new Deck (2026), Restored Crawlspace (2026), and Roof (2023). The layout provides functionality in your every day living. Downstairs you'll find large dining area and breakfast nook, living room with cozy fireplace, and a large deck to enjoy your backyard, as well as a guest bath and laundry room off the garage entry. Upstairs, is a large Primary bedroom that features 2 walk in closets and the ensuite bathroom with beautifully tiled shower. 2 spacious bedrooms and another full bathroom finish out the upstairs area. Conveniently located minutes from shopping, restaurants and schools, and direct access to interstates makes for easy daily commute. Call for your private showing today! Some photos have been virtually staged.

605 Tuskegee Avenue, South Chesapeake

3237 Pioneer Lane, South Chesapeake
$679,318
4 Beds ⋅ 3 Baths ⋅ 10659867 MLS
Soon to start construction! Discover the Whitehurst plan—thoughtfully designed for open, flexible, and comfortable living. The main level centers around true ranch-style living, offering an open-concept layout that seamlessly connects the kitchen, dining space, and main living area. At the heart of the home, the kitchen boasts sleek quartz countertops, ample cabinetry, and a spacious layout for cooking and entertaining. Tucked away on the main floor, the primary suite serves as a retreat, featuring a luxury bath highlighted by custom tile shower walls and a spacious walk in closet. Additional main-level guest rooms provide versatile space for family, guests, or a dedicated home office. Step upstairs to find a massive bedroom complete with its own dedicated full bathroom. With its generous proportions and private bath, this second-floor space functions seamlessly as a dual primary suite, bonus room, or secondary living zone. Floor plan available in other communities to walk! pictures from past build and for inspiration but may show some features not currently included.

3237 Pioneer Lane, South Chesapeake

3260 Hancock Drive, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10659862 MLS
Charming ranch in the desirable Strawberry Acres neighborhood. The cozy family room opens to an additional den and eat-in kitchen. The kitchen offers plenty of cabinet and counter space and stainless steel appliances, including a newer refrigerator (2023) and dishwasher (2025). All three bedrooms are nicely sized, with the primary bedroom offering an en-suite bathroom. Outside, enjoy a large, fully fenced backyard with a patio, covered deck, and expansive grassy area. The oversized detached two-car garage offers room for parking, extra storage, a workshop, or a home gym. Recent updates include a roof replaced in 2022 and new gutters installed in 2026. 4th Bedroom is the converted garage which does not have a closet. Schedule your private tour today!

3260 Hancock Drive, South Chesapeake

1112 Orville Avenue, Central Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10659796 MLS
***VA Assumable Loan 4.99%*** Welcome home to this beautifully updated 3-bedroom, 2-bath home in the established Avalon neighborhood with a downstairs primary bedroom! Offering the a blend of comfort, style, and functionality, this home features an inviting open-concept floor plan set for everyday living and entertaining. The updated kitchen boasts new cabinetry and stainless steel appliances, flowing seamlessly into the spacious living areas. Both bathrooms offer contemporary finishes for a fresh, modern feel. Major improvements include a NEW HVAC system, tankless water heater, and a roof approximately 5 years old! Step outside to your own backyard oasis featuring a NEW deck, swimming pool, and hot tub—for relaxing or entertaining family and friends! But that's not all, the backyard also includes an oversized shed with electricity! Conveniently located near Lakeside Park, Elizabeth River Park, the Jordan Bridge, and downtown Norfolk, with easy access to I-464, I-264, and I-64. With impressive upgrades, fantastic outdoor living spaces, and an excellent central location, this home is ready for its next owner!

1112 Orville Avenue, Central Chesapeake

321 Riverview Road, South Chesapeake
$769,740
5 Beds ⋅ 4 Baths ⋅ 10659837 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. 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 gourmet 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 and mountains-your ideal lifestyle begins here. Photos and renderings are from builder's library, actual finishes and features may vary.

321 Riverview Road, South Chesapeake

1012 Cedar Tree Court, South Chesapeake
$820,832
4 Beds ⋅ 3.1 Baths ⋅ 10659832 MLS
ANOTHER LEE MODEL HAS FOUND ITS LUCKY OWNERS! This ever-popular home design is being built with some fabulous upgrades, including an extended kitchen, SUPER PANTRY (because who doesn't need more storage?!), unfinished walk-out attic, screened rear porch, and patio! Of course, the buyers added their own personal touch with all their favorite colors and finishes! Welcome to Cedar Manor, a charming 13-home cul-de-sac community with NO HOA! And guess what? There are still homesites available, including WATERFRONT opportunities! Choose your homesite, pick your favorite home design, and make it yours! Estimated build time is 8–10 months. Plus, enjoy up to 3% Closing Cost Assistance with the builder's trusted lender! This one is spoken for, but your dream home could be next! Call today to explore the possibilities!

1012 Cedar Tree Court, South Chesapeake

2112 Spadina Avenue, Central Chesapeake
$299,900
4 Beds ⋅ 2.1 Baths ⋅ 10659820 MLS
Beautifully remodeled and move-in ready! Welcome to this stunning 4-bedroom, 2.5-bath home featuring modern updates throughout. Step inside to an inviting open-concept living and dining area with luxury vinyl plank flooring, recessed lighting, and abundant natural light. The beautifully updated kitchen features white cabinetry, sleek countertops, stainless steel appliances, and a center island perfect for additional seating and entertaining. Enjoy updated bathrooms with stylish fixtures, contemporary finishes, and custom tilework. Spacious bedrooms offer comfortable living, while fresh paint and thoughtfully selected finishes create a bright, cohesive feel throughout. Outside, enjoy a welcoming front porch and generous yard space. This beautifully transformed home offers the perfect blend of modern style, comfort, and functionality. Schedule your private tour today!

2112 Spadina Avenue, Central 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.

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