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$849,900
5 Beds 4.1 Baths 10646141 MLS
Under Construction – Luxury New Construction with Timeless Coastal Farmhouse Style! This stunning 3-level home blends classic board-and-batten architecture, clean lines, black-framed windows, and thougthful accents to create exceptional appeal. Inside, an open-concept first floor is designed for modern living, featuring a spacious family room, dining area, and a designer kitchen with a large center island, custom cabinetry, and premium finishes. The second level offers four generously sized bedrooms, including an impressive owner's suite with a spa-inspired bath, plus two full bathrooms to comfortably accommodate family and guests. The third floor provides incredible flexibility with a spacious bonus room or fifth bedroom, a full bath, and convenient walk-in attic storage. With 5 bedrooms, 4.5 baths, thoughtful craftsmanship, and stylish finishes throughout, this exceptional new home offers the perfect blend of luxury, comfort, and functionality for today's lifestyle.

1833 Shillelagh Road, South Chesapeake

$609,900
4 Beds 3.1 Baths 10644569 MLS
100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel appliances, and a walk-in pantry. Enjoy the private, fully fenced backyard with a custom paver patio. The room over the garage is a private guest suite with a full bath and separate access from the foyer. Upstairs also offers a loft, 2 spacious bedrooms, and the primary suite with a large walk-in closet, soaking tub, oversized tiled shower with custom glass enclosure, and private water closet. No HOA. Convenient to schools, shopping, dining, and major commuter routes.

1933 Reefwood Road, South Chesapeake

$539,900
4 Beds 3.1 Baths 10644619 MLS
Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, South Chesapeake

$449,500
3 Beds 3.1 Baths 10644557 MLS
Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The spacious living room with a cozy fireplace flows into the modern kitchen featuring granite countertops, stainless steel appliances, gas cooking, a large island, and adjoining dining area. The primary suite offers two walk-in closets and a private bath with dual vanities. The third-floor bonus suite includes a bedroom, full bath, walk-in closet, and endless flexibility for guests, a home office, or media room. Complete with a charming white picket fence and located near shopping, dining, interstates, and top-rated Grassfield High School, this move-in-ready home is one you won't want to miss!

433 Asuza Street, South Chesapeake

$599,000
5 Beds 3 Baths 10644309 MLS
Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake

$647,499
5 Beds 3 Baths 10643675 MLS
Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a first-floor bedroom with full bath. Set on 2.5 acres with a wooded backyard, it offers a true mini wilderness escape while still near to everything. The upstairs primary suite includes a garden tub, tile shower, and generous closet space. Modern finishes, private acreage, and a two-car garage make this a standout home that will not last!

2116 Cedar Road, South Chesapeake

$699,000
4 Beds 3.2 Baths 10642808 MLS
A Full Acre of Land in the Heart of Southern Chesapeake.... Two Primary Suites. Room for Everyone! Over 3,600 sf. Renovated 4-bedroom 3 full baths and 1 1/2 baths home on a beautiful piece of land in Chesapeake — brand new carpet, all freshly painted. The space, privacy, and flexibility that rarely come together at this price point. Two primary suites, one up and one down, give you real options: multigenerational living, long-term guests, or a main-level owner's retreat. The downstairs in-law suite/owners suite has its own private entrance — space for older parents, adult kids, or a home business with client access that never touches your living space. The renovated kitchen features stainless steel appliances and opens to living areas built for gathering. The upstairs primary offers double sinks and a large walk-in closet. A mudroom with half bath handles the daily traffic so the rest of the house stays put together. Outside is where this property separates itself. A wrap-around deck surrounds the above-ground pool — your built-in venue for summer weekends. The roundabout driveway and attached 2-car garage mean parking is never a problem, whether it's a cookout for twenty or just everyday life. And the full acre gives you room to add, expand, or simply breathe — no neighbors ten feet from your window. Homes with this much land, this much flexibility, don't sit long in Chesapeake. Schedule your showing today. Sellers are motivated. Some images are digitally staged.

1833 Benefit Road, South Chesapeake

$1,750,000
4 Beds 4 Baths 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, South Chesapeake

$850,000
6 Beds 3.1 Baths 10641499 MLS
Welcome to your own private retreat in the heart of Grassfield! Nestled on approximately 5 acres, this beautifully maintained 6-bedroom, 3.5-bath home offers more than 4,200 square feet of space designed for both everyday living and unforgettable entertaining. Inside, you'll find generous living areas with room for everyone—whether you're hosting holiday gatherings, working from home, or simply enjoying quiet evenings with family. Go outside to enjoy the peaceful surroundings, then unwind in the hot tub, which conveys with the home, making it easy to relax under the stars after a long day. Now offered at an improved price, this exceptional property also includes a seller-paid carpet allowance with an acceptable offer, giving you the opportunity to add your own personal style before moving in. If you've been dreaming of acreage, privacy, and a home that offers the perfect blend of comfort, flexibility, and room to grow, this Grassfield gem is ready to welcome you home. Schedule your private tour today and experience everything this incredible property has to offer.

2536 Seven Eleven Road, South Chesapeake

$650,000
5 Beds 3.1 Baths 10639977 MLS
OPEN HOUSE SAT SEPT 12th 12-2PM! Beautifully appointed transitional style home offers the perfect balance of comfort, style & privacy. Nestled in cul-de-sac w/ no HOA, the home welcomes you w/ elegant natural stone accents that frame the covered front porch and enhance its timeless curb appeal. Inside, hardwood floors & ceramic tile complement a bright, thoughtfully designed layout. A versatile first-floor room provides an ideal space for a private office, guest suite, or flex room. The open-concept great room flows seamlessly into a well-equipped kitchen featuring granite countertops, stainless steel appliances, and generous workspace. Formal living and dining rooms offer inviting spaces for entertaining or everyday gatherings. Go outside to enjoy a private backyard retreat complete w/ an elevated Trex deck, saltwater pool, hot tub, gazebo & det. garage—creating an ideal setting for relaxing, entertaining & making the most of life at home. VA assumable loan.

803 Gresham Way, 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

$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

$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

$899,900
4 Beds 3 Baths 10628443 MLS
Introducing The Ballahack, a thoughtfully designed new construction home offering a layout that immediately stands out. This impressive floor plan blends functionality with refined style, featuring a chef's kitchen that anchors the main living space and is great for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered porch, great for relaxing or hosting. The private primary suite provides a quiet retreat, thoughtfully positioned for comfort and privacy. Built with flexibility in mind, this home can be tailored to suit your lifestyle, or take it a step further and collaborate directly with the builder to design a fully custom home. A rare opportunity to create something truly special.

MM Carley (The Ballahack) Court, South Chesapeake

$999,900
5 Beds 3.1 Baths 10628432 MLS
Introducing The Grassfield, a beautifully crafted new construction home designed with both style and everyday livability in mind. This well-planned floor design offers a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, great l for gathering, entertaining, and daily living. The private primary suite is thoughtfully positioned to provide a comfortable and quiet retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. Designed with versatility in mind, buyers can personalize selections to suit their style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build something truly your own.

MM Carley (The Grassfield) Court, South Chesapeake

$859,900
4 Beds 3.1 Baths 10628417 MLS
Introducing The Albemarle, a thoughtfully designed new construction home that blends modern comfort with timeless appeal. This versatile floor plan offers an inviting layout with a natural flow between living spaces, centered around a well-appointed kitchen that's great for both everyday living and entertaining. The primary suite is privately situated, creating a peaceful retreat with a focus on comfort and functionality. Designed with flexibility in mind, buyers have the opportunity to personalize finishes and selections, or take it a step further by working directly with the builder to create a fully custom home tailored to their vision. A distinctive opportunity to build something truly your own.

MM Carley (The Albemarle) Court, South Chesapeake

$693,000
4 Beds 3.1 Baths 10627065 MLS
NEW CONSTRUCTION WITH APPROX 3 TO 4 MONTHS TO COMPLETION. 2 story transitional home boasting an open floorplan and situated on a 1 acre parcel in Southern Chesapeake. 4 bedrooms and 3.5 baths. TWO PRIMARY SUITES, one UP and one DOWN! Both suites include a walk in closet and full bath with tile flooring, granite top vanity and double bowls. Large Eat in Kitchen opens to Great Room and features quartz counters, soft close custom cabinets, island, walk in pantry, and stainless appliances. ADD'L DETAILS: architectural shingle roof and gutter system, 2 car garage with opener, brick skirt and crawlspace, Deck, Laundry/Mud Room with upper cabinets, Formal Dining Room, granite counters and tile flooring in all baths, carpeting in bedrooms, and LVP flooring in Entry, Kitchen, Great Room, and Formal Dining Room. Local Builder is known for his exceptional quality and custom details. Attends Grassfield HS, Hickory MS, and Hickory Elementary. Buyer can make selections.

2430 Ballahack Road, South Chesapeake

$759,900
4 Beds 3 Baths 10626511 MLS
Discover a rare opportunity to build in an intimate farmette-style cul-de-sac community with greenspace and walking trails, located in the highly sought-Grassfield school district. Phase 1 just released! Built by KM Cash Construction, an award-winning custom homebuilder with over 30 years of experience, this offering blends quality craftsmanship with thoughtful design. The Towpath features a first-floor primary suite with flexible options to expand, choose up to 5 bedrooms plus a media room to suit your lifestyle. Select from several thoughtfully designed plans or meet with the builder to create a fully customized home tailored to your vision. Exceptional standard features set this community apart. Call today!

3710 Carley Court, South Chesapeake

$979,307
4 Beds 3.1 Baths 10625323 MLS
FOUNDATION IS IN AND THIS HOUSE IS MOVING ALONG! NOW IS THE PERFECT TIME TO SCHEDULE SO YOU CAN PICK SOME OF YOUR FAVORITE FINISHES FOR YOUR NEW HOME! New Pricing reflects the upgraded chefs appliance package & upgraded tile backsplash in the kitchen!!! NEW CONSTRUCTION ON 3+ ACRES! The popular Lee model is coming soon to the Grassfield School District. This home features a sought-after 1st-floor primary suite with a sitting area and freestanding tub. The upgraded kitchen includes a Chef’s Appliance Package, quartz countertops, and a huge 9x6 pantry. Quality finishes throughout: LVP flooring, hardwood stairs, mudroom cubbies, and a rear covered porch for peaceful mornings. No HOA—plenty of room for a hobby farm or extra storage. Ask about builder lender incentives and schedule a walkthrough of this design in a nearby community today!

1361 Jury Road, South Chesapeake

$849,900
4 Beds 3.1 Baths 10621227 MLS
Start building your custom dream home today on a 3-acre cul-de-sac lot! This exceptional new construction opportunity allows you to design a floor plan that fits your lifestyle or select from one of the builder's beautifully crafted models. The featured plan showcases a modern open-concept layout with 4 bedrooms plus a first-floor flex room with a private bath great for guests or a home office. The chef's kitchen includes quartz countertops, custom cabinetry, stainless steel appliances, and recessed lighting. Luxury vinyl flooring runs throughout the first floor and all bathrooms. Relax on the covered front porch or rear patio. Enjoy quality craftsmanship, thoughtful design, and the freedom to create a home that's truly yours. Contact us to begin designing today!

3722 Carley Court, 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

$938,197
4 Beds 3.1 Baths 10609126 MLS
Discover just the right blend of comfort & functionality in this exceptional property, featuring two primary bedrooms - one on each level! Situated on a sprawling 3-acre lot, this home offers ample space for a hobby farm & enjoying stunning sunsets. The kitchen boasts a walk-in pantry, extensive cabinetry, as well as an 8ft island. A versatile loft offers storage & flexible living areas for those needing a play room or office space. The formal dining room offers flexibility to suit your needs, whether you prefer an elegant dining space or home office. Outdoor enthusiasts will appreciate the expansive covered rear porch and large front porch, great for relaxation, entertaining, and morning coffee! Trusted lender incentives available! PRESOLD & TO BE BUILT. OTHER HOMESITES AVAILABLE. BUILD TIME 7-10 MONTHS. INCENTIVES AVAILABLE WITH TRUSTED LENDER.

1432 Taft Road, South Chesapeake

$985,769
4 Beds 3.1 Baths 10604315 MLS
Discover just the right blend of comfort & functionality in this exceptional property, featuring two primary bedrooms - one on each level! Situated on a sprawling 3-acre lot, this home offers ample space for a hobby farm & enjoying stunning sunsets. The kitchen boasts a walk-in pantry, extensive cabinetry, as well as an 8ft island. A versatile loft offers storage & flexible living areas for those needing a play room or office space. The formal dining room offers flexibility to suit your needs, whether you prefer an elegant dining space or home office. Outdoor enthusiasts will appreciate the expansive covered rear porch and large front porch, great for relaxation, entertaining, and morning coffee! Trusted lender incentives available! PRESOLD & TO BE BUILT. OTHER HOMESITES AVAILABLE. BUILD TIME 7-10 MONTHS. INCENTIVES AVAILABLE WITH TRUSTED LENDER.

1429 Taft Road, South Chesapeake

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