Refine Search
Map
Sort by
$749,900
5 Beds ⋅ 3 Baths ⋅ 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, South Chesapeake
$620,000
5 Beds ⋅ 3 Baths ⋅ 10637068 MLS
Welcome home to this beautiful spacious 5-bed, 3-bath home. Enjoy formal dining off an open-concept chef's kitchen/living area. In the family room, you will enjoy surround sound and recessed HDMI ports for those IT enthusiasts. Upstairs you will find a large laundry room and 4 bedrooms. Fall in love with the upstairs Primary suite; two walk-in closets, dual sinks, freestanding tub, and a frameless glass walk-in tiled shower. You will not be disappointed when you enter the backyard finding it fully fenced, complete with a pergola over the back patio and an extended concrete walkway. You can call this HOME. Call and schedule a showing today. Sellers are preparing to move, so they may be packing.

219 Dunway Lane, South Chesapeake
$615,000
4 Beds ⋅ 2.1 Baths ⋅ 10636808 MLS
Over 3,000 square feet of well-maintained living space with brand-new carpet throughout all carpeted areas and hardwood floors in select main living spaces. The kitchen offers stainless steel appliances, 42-inch cabinets, quartz countertops, two pantries, and a spacious island with bar seating. The family room features a fireplace, and French doors accent the dining room. Upstairs, the primary suite offers a vaulted ceiling and private bath with dual sinks, custom tiled shower, and jetted tub, plus three additional bedrooms, a full bath, and laundry room. Enjoy the inviting porch, sunroom, and outstanding fenced backyard with an extended patio made for entertaining. Newly painted exterior and a paint allowance offered for the interior. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining. One or more photos have been virtually staged.

1853 Rockwood Drive, South Chesapeake
$240,000
10636984 MLS
Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders and land lenders. Enjoy the privacy of "country style" living while being minutes from interstate access. Centrally located between Va Beach and Suffolk. This land was just appraised in January of 2026.

4809 Sondej Avenue, West Chesapeake
$750,000
5 Beds ⋅ 4 Baths ⋅ 10636961 MLS
Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive primary suite serves as a private retreat with a cozy fireplace and luxurious space to unwind. Come outside to the deck overlooking the fenced backyard, perfect for relaxing, entertaining, or enjoying outdoor activities.

915 Shelter Rock Lane, South Chesapeake
$60,000
10636811 MLS
This 40’ x 105’ cleared buildable corner lot offers an excellent opportunity to build your dream home in the desirable Deep Creek area of Chesapeake. Zoned R6, the property has access to city utilities at the street, making the building process more convenient and efficient. No HOA! Ideally located near major highways and interstate access, as well as shopping, restaurants, and schools, this lot provides easy access to everything Chesapeake has to offer. Whether you are a builder, investor, or future homeowner looking to customize your next residence, this property offers the perfect blend of location, convenience, and potential. Don’t miss this opportunity!

29 Gale Avenue, South Chesapeake
$350,000
4 Beds ⋅ 1 Baths ⋅ 10636573 MLS
Welcome home to this beautifully maintained all brick ranch in the established Tanglewood neighborhood of Central Chesapeake. This move in ready 3 (can be 4) bedroom, 1 bath home offers approximately 1400 square feet of comfortable one level living on a spacious .28 acre fenced lot. Inside, you'll find an updated kitchen, brand new carpet, a cozy natural gas fireplace, a bright breakfast area, utility room, and attic storage. Major updates include a new roof installed in 2019 and a brand new high efficiency gas pack HVAC system installed in 2024 with a transferable 10 year warranty, providing peace of mind for years to come. The large fenced backyard offers plenty of space for entertaining, gardening, play, pets, or creating your own outdoor retreat. A long driveway provides ample off street parking. Conveniently located near shopping, dining, parks, schools, major highways, and military bases, this home combines comfort, convenience, and value. Whether you are a first time homebuyer, looking for additional space, downsizing, or adding to your investment portfolio, this is an exceptional opportunity. Schedule your private showing today.

313 Sparrow Road, Central Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10636555 MLS
Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake
$310,000
4 Beds ⋅ 1 Baths ⋅ 10636426 MLS
**Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

843 Quail Avenue, Central Chesapeake
$299,000
4 Beds ⋅ 1 Baths ⋅ 10636446 MLS
**Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

744 Partridge Avenue, Central 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
$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
$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
$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
$189,900
3 Beds ⋅ 2 Baths ⋅ 10635979 MLS

1233 Transylvania Avenue, Central 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
$374,000
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
$120,000
10635516 MLS
Three lots (38 BLK, 39 BLK & 40 BLK) must be sold together, $40k each.

38 BLK Darden Street, South Chesapeake
$215,100
3 Beds ⋅ 2 Baths ⋅ 10635504 MLS
Charming 3-bedroom, 2-bath single-family home offering 1,179 sq ft of potential! Bring your vision and make this home shine! Conveniently located near the interstate and more! Call today for more information and to schedule your tour! Case#544-376530 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1800 Portlock Road, Central 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
$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
$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
$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
$2,425,000
10634546 MLS
Escape the ordinary with this expansive 25.84-acre parcel located in the highly sought-after Western Branch area of Chesapeake. This rare offering provides a unique blend of privacy, natural beauty, and strategic location, making it an ideal canvas for a private estate, a boutique residential development, or a long-term land investment. Subject to local zoning, the size and location of this tract present significant opportunities for residential growth in a high-demand corridor. Nestled in the heart of Western Branch, known for its strong community feel, excellent school districts, and convenient access to the Hampton Roads region.

25+AC S Military Highway, Central Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10634235 MLS
Welcome to this beautifully maintained condo in one of Chesapeake's most desirable 55+ communities where, comfort and convenience come together in a park-like setting. Surrounded by mature landscaping, a scenic pond, and inviting seating area with a fireplace, this neighborhood offers a relaxed lifestyle with thoughtfully designed community spaces. Inside, this spacious home offers four bedrooms and two and a half bathrooms with a layout designed for both everyday living and entertainment. The primary suite provides a comfortable retreat with generous space and privacy. An in-unit elevator adds exceptional convenience and accessibility between levels. Call today for your private tour.

925 Cranberry Drive Unit 70, 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.