Chesapeake, VA Real Estate | Chesapeake, VA Properties between $1,000,000 and $1,500,000 for Sale

Open House Sat Sept 12 1-3pm. Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$1,500,000

5 Beds ⋅ 3.1 Baths ⋅ 10650552 MLS

A builder's own estate — private, impeccable, and set on approximately eight wooded acres at the end of a quiet Chesapeake cul-de-sac. Custom-built by the builder for his own family, this brick-and-stone home reflects a level of care you rarely find. Nothing here has been left untouched; it lives like new construction. A long gravel drive winds past mature trees to the home, where a sweeping front porch offers multiple entries and room to linger. Deer, turkey, and other wildlife are frequent visitors. Inside, a grand open floor plan rises to cathedral ceilings, finished with updated tile flooring, crown molding, and Hunter ceiling fans. The living area anchors around a dramatic stone fireplace and flows into an eat-in kitchen with rustic cabinetry, updated KitchenAid appliances, an electric cooktop, and a large center island with bar seating. The first floor holds a spacious primary suite, generously sized baths, and a well-placed Jack-and-Jill. Upstairs, brand-new carpet runs through bedrooms of exceptional size, and the primary closet is fitted with extensive custom built-ins. The two-story garage apartment is a standout, two bedrooms, 1.5 baths, multiple living areas, and a full eat-in kitchen, great for guests, multigenerational living, or income potential. The garages themselves have been freshly painted white, bright and spotless. Recent improvements include fresh paint throughout, LED lighting, updated kitchen and bath fixtures, two new HVAC units, a mini-split serving the room over the garage, smoke detectors, smart locks, and an on-demand propane water heater. Estate infrastructure is equally serious: 600-amp electrical service, a four-inch private well with pump house, a new water-softening system, hard-ducted HVAC, an illuminated crawl space, and a septic system serviced in 2026. A concrete parking pad completes the property. Privacy, craftsmanship, and acreage — a genuinely distinctive Chesapeake estate.

1120 Kathleen Lane, South Chesapeake

$1,199,000

5 Beds ⋅ 3.1 Baths ⋅ 10648292 MLS

Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels (to be paid off with acceptable offer), Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Make this an easy day and stop here first!

509 Ballahack Road, South Chesapeake

$1,200,000

4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS

Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake

$1,069,417

5 Beds ⋅ 4 Baths ⋅ 10643118 MLS

The Rivermont is where everyday living feels just a little more special. Designed with comfort, style, and connection in mind, this thoughtfully crafted home offers the perfect spaces to gather, relax, and make lasting memories. At the heart of the home, the chef-inspired kitchen flows effortlessly into the spacious dining area and inviting great room, creating the ideal setting for everything from Sunday brunches to holiday celebrations. Just beyond, step onto the covered rear porch—your new favorite spot for morning coffee, evening cocktails, or cheering on a summer thunderstorm from the comfort of home. The vaulted first-floor primary suite provides a peaceful retreat, while generously sized secondary bedrooms and flexible living spaces offer room for family, guests, hobbies, or a home office. Every detail reflects the quality craftsmanship and thoughtful design Kirbor Homes is known for. Located in the desirable Sanderson Estates, you'll enjoy spacious homesites and the perfect blend of peaceful surroundings with convenient access to shopping, dining, recreation, and major commuting routes. Whether you're hosting family dinners, relaxing on the porch, or simply enjoying the comfort of a brand-new home, the Rivermont is designed for the moments that matter most. Come see why this could be the perfect place to call home! Contact LA to schedule an appointment at our design center today! Builder Contract. Ask about our current incentives!

2861 Raccoon Trail, South Chesapeake

$1,104,938

4 Beds ⋅ 3.1 Baths ⋅ 10643126 MLS

Warning: You may never want to leave home! Welcome to the Buena Vista by Kirbor Homes, where every room is designed to make everyday life feel a little more extraordinary. Whether you're hosting the holidays, cheering on your favorite team, or simply enjoying a quiet evening in, this home is ready for it all. The show-stopping kitchen is sure to become everyone's favorite gathering spot, featuring our upgraded Chef's Appliance Package, an oversized island, and plenty of room for everything from charcuterie boards to cookie decorating marathons. The open-concept layout keeps the conversation flowing from the kitchen to the dining area and great room, so no one ever misses out on the fun. When it's time to recharge, the luxurious first-floor primary suite offers the perfect escape, while the additional bedrooms and flexible living spaces provide endless possibilities for guests, hobbies, a home office, or that home gym you've been promising yourself. Step outside to the covered rear porch and imagine slow mornings with coffee, backyard cookouts, or winding down with a glass of wine as the sun sets. Located in the desirable Sanderson Estates, the Buena Vista pairs spacious homesites with the quality craftsmanship and thoughtful details Kirbor Homes is known for. This isn't just another new construction home—it's the kind of place where memories are made, traditions begin, and you'll happily volunteer to host every family gathering. Schedule your tour or Design Center appointment today and see why the Buena Vista might just ruin every other floor plan for you. Builder contract. Ask about available lender incentives!

2801 Raccoon Trail, South Chesapeake

$1,257,400

5 Beds ⋅ 4 Baths ⋅ 10640535 MLS

Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

$1,150,000

6 Beds ⋅ 3.1 Baths ⋅ 10639257 MLS

Nestled in the heart of Great Bridge a fully remodeled home in a coveted 12 house cul de sac neighborhood. This custom built home redefines elevated living. The grand staircase entrance flows seamlessly into the dining and living spaces. The kitchen featuring a 12 foot quartz island and new stainless appliances is any chefs dream. The primary suite is a private retreat with spa-inspired bath featuring two walk in closets. Access the second living level from either of the two staircases. Home has five upstairs bedrooms and two full bathrooms. There is room for everyone. Parking is a breeze with the 3 car attached garage and extended driveway. Book your private showing today.

520 Youngstown Court, South Chesapeake

$1,500,000

10637558 MLS

"BUSINESS ONLY FOR SALE" Please do not disturb customers and employees. Great location. Positive cashflow. PRICE INCLUDES INVENTORY. TURN KEY OPERATION.

3116 Western Branch Boulevard, West Chesapeake

$1,264,900

4 Beds ⋅ 4 Baths ⋅ 10637217 MLS

MOTIVATED SELLER!!! Welcome to 709 Forest Mills Road, a stunning private estate nestled on approximately three acres in Chesapeake's highly sought-after Hickory community. This exceptional custom-built residence offers over 5,300 square feet of thoughtfully designed living space, blending timeless elegance with everyday comfort. Featuring four spacious bedrooms and four full bathrooms, the home boasts generous living and entertaining areas, soaring ceilings, abundant natural light, and quality craftsmanship throughout. The expansive floor plan provides flexibility for both formal gatherings and relaxed family living. Outside, the beautifully maintained acreage offers a rare combination of privacy and open space, creating the perfect setting for outdoor entertaining, recreation, gardening, or simply enjoying peaceful country living. Mature landscaping and a picturesque setting enhance the property's impressive curb appeal. Located within the award-winning Hickory school district and just minutes from shopping, dining, and major commuter routes, this remarkable property delivers the ideal balance of luxury, convenience, and tranquility. Experience the space, privacy, and lifestyle that make 709 Forest Mills Road a truly exceptional place to call home.

709 Forest Mills Road, 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

$1,075,000

6 Beds ⋅ 4.1 Baths ⋅ 10632029 MLS

Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes and smart-home integration throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake

$1,136,000

4 Beds ⋅ 3.1 Baths ⋅ 10628883 MLS

What truly sets The Lee with the In-Law Suite apart is the thoughtfully designed in-law suite on the main level. With the option of a private entrance, dedicated kitchen, cozy seating area, full bathroom, and spacious sleeping quarters, it’s an ideal retreat for multi-generational living. Whether it’s for family members, extended stays, or simply an added layer of privacy, this suite provides an oasis within the home. At the heart of this home lies the open-concept main living area. The well-appointed kitchen with its large center island and walk-in pantry serves as a functional and stylish gathering spot. Here, Sunday brunches, holiday feasts, and casual family dinners are made unforgettable. This area flows seamlessly into the great room, creating an inviting space for cozy movie nights, lively conversations, and moments of relaxation. A formal dining room nearby offers an elegant setting for special meals, and the breakfast nook invites you to enjoy your morning coffee with a view. The second floor enhances the home’s versatility with a primary suite, three additional guest rooms, two bathrooms, and a generously sized loft. The primary suite becomes the private sanctuary, complete with a spa-inspired bathroom featuring dual sinks, a separate shower, and all complemented by an expansive walk-in closet. Mornings here are a serene retreat, setting the perfect tone for each day. This loft space offers endless possibilities, whether as a playroom, a home office, or a reading nook, ensuring everyone has a place to call their own. Enjoy added value through trusted lender incentives and a streamlined experience with a builder contract designed for a smooth and easy transaction.

733 Beaver Dam Road, South Chesapeake

$1,026,862

4 Beds ⋅ 3.1 Baths ⋅ 10628853 MLS

THIS IS HOUSE IS JUST GETTING STARTED SO IT GIVES YOU TIME TO COME IN AND PICK YOUR FAVORITE COLORS FOR YOUR FAMILIES NEW HOME! Our updated pricing now includes the upgraded Chef's Appliance Package and all the bells and whistles you've been looking for. Luxury finishes, premium features, and exceptional craftsmanship—all thoughtfully included!! Discover over 3 acres of possibilities! The popular Lee model offers modern comfort with endless customization—choose your colors, layout, and finishes to design a home that fits your lifestyle. Add a 3rd car garage, oversized walk-in pantry, covered porch or sunroom, extended primary suite, walk-out attic, or even a second primary suite. Additional bedrooms and baths available to suit your needs. Well and septic provide independence, while trusted lender incentives make building your dream home even easier. Country living meets personalized luxury! The Design Center allows you to bring your home to life by tailoring your colors, materials, and features to your specific needs! Pics from previous build for inspo! Additional home designs available! Virtual staging in pics for inspiration.

741 Beaver Dam Road, South Chesapeake

$1,100,000

6 Beds ⋅ 4.1 Baths ⋅ 10626451 MLS

New Price – Exceptional Value in Edinburgh! This beautifully maintained 6-bedroom, 4.5-bath home offers approximately 4,500+ sq. ft. of spacious, comfortable living in one of Chesapeake’s desirable Edinburgh communities. The bright, open layout features abundant natural light, beautiful hardwood flooring downstairs, and generous living and entertaining spaces. Major updates completed within the past five years include the kitchen, HVAC system, and water heater. The primary bedroom has a pre-wired surround sound system ready for your use. Outside, enjoy a concrete patio, spacious yard, and added privacy near the end of a quiet street with mature trees and no home planned directly behind. A new sprinkler system was installed last year. Located in the sought-after Hickory school district and convenient to shopping, dining, and major commuter routes. A rare opportunity at the new $1.1M price—schedule your showing today!

536 Thistley Lane, South Chesapeake

$1,070,872

4 Beds ⋅ 3.1 Baths ⋅ 10627095 MLS

PRESOLD! OTHER ACREAGE HOMESITES AVAILABLE AND TONS OF HOME DESIGNS & OPTIONS TO CHOOSE FROM! CALL OR TEXT LISTING AGENT 2 WITH ANY QUESTIONS!

1425 Taft Road, South Chesapeake

$1,325,000

5 Beds ⋅ 3.1 Baths ⋅ 10620633 MLS

Two homes. Endless possibilities. Tucked away on a 1.5-acre lot in the heart of Great Bridge, this rare property offers 5,633 SF across two beautifully updated homes great for multigenerational living, extended family, a home business, or potential rental income. The main home features 5 bedrooms, 3.5 baths, and a stunning kitchen with GE Café appliances, slate countertops, hand-painted cabinetry, reclaimed wood accents, and a custom bourbon bar great for entertaining. The detached guest house lives like its own residence with 2 bedrooms, 2 baths, an office, and a 2-car garage. Enjoy a backyard retreat with a 35,000-gallon saltwater pool, new decking, screened porch, and lush landscaping. Tankless water heaters and a whole-house generator add peace of mind. Located in the sought-after Great Bridge school district.

1149 Waters Road, South Chesapeake

$1,150,000

6 Beds ⋅ 5 Baths ⋅ 10611669 MLS

Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an in-ground heated pool for year-round enjoyment. A land-mounted solar system adds modern efficiency, keeping energy costs low while supporting sustainable living. With plenty of room to spread out, both indoors and out, this property is a rare opportunity to enjoy refined living on a private, spacious retreat.

2700 Ballahack Road, South Chesapeake

$1,278,786

4 Beds ⋅ 3.1 Baths ⋅ 10606247 MLS

From the moment you step into The Freemont, sophistication greets you at every turn. A stately office welcomes you, while an elegant dining room sets the tone for memorable gatherings & celebrations. A breathtaking two-story great room provides natural light & open energy. The kitchen is a true showpiece, designed for both beauty & function. A wall of windows frames the kitchen sink ,while the sprawling island remains clear for entertaining, prepping, or gathering. A spacious walk-in pantry & a stylish butler’s pantry just off the kitchen, ensure that everything you need is w/in reach, yet artfully tucked away. Upstairs, the primary suite becomes your personal sanctuary. W/ two walk in closets & a lavish ensuite - this will be your own hidden gem. the second floor wouldn't be complete without a bonus room, jack and jill bedrooms/bath, plus an additional bed and bath. But the feature not to miss - OPT second floor balcony! Photos from past build & some virtually staged for inspiration.

1533 Cedarville Court, South Chesapeake

$1,275,000

10453948 MLS

THIS PARCEL IS A MIX OF ROAD FRONTAGE AND WETLANDS. THE PROPERTY IS LOCATED AT THE INTERSECTION OF CENTERVILLE TURNPIKE AND BUTTS STATION ROAD. THE INTERECTION HAS A TRAFFIC SIGNAL. **SELLER WILL CONSIDER OWNER FINANCING

413 Centerville Turnpike N, South Chesapeake

Chesapeake, VA Properties between $1,000,000 and $1,500,000 for Sale

Newest Chesapeake, VA Properties between $1,000,000 and $1,500,000 for Sale