Refine Search
Sort by
1928 Rockwood Drive, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10647705 MLS
Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an in-ground pool and TREX decking, installed in 2020. Additional updates include new windows and doors, installed in 2021. Complete with a two-car attached garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake

1837 Benefit Road, South Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake

891 Bells Mill Road, South Chesapeake
$519,998
4 Beds ⋅ 3.1 Baths ⋅ 10646463 MLS
BACK ON MARKET DUE TO NO FAULT OF THE SELLER! If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill Road, South Chesapeake

1833 Shillelagh Road, South Chesapeake
$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

2116 Cedar Road, South Chesapeake
$644,900
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

2505 Sylvia Court, 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

2705 Sawyers Arch, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10638400 MLS
WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake

2744 Horseshoe 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

2624 Ballahack 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

MM Taft (Engle B-1) 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

MM Taft (Davidson Homesite A-2) 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

MM Taft (Derring A-5) 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

MM Taft (Holden 2-A) 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

MM Fields At Taft (Squire A-5) Road, South Chesapeake
$695,351
3 Beds ⋅ 2 Baths ⋅ 10633226 MLS
The Squire offers a living experience centered on ease, elegance, and flexibility. The main-level primary suite provides a peaceful escape, thoughtfully positioned and enhanced by a spa-inspired bathroom and a generously sized walk-in closet. Flowing from room to room, the home’s open layout creates a natural sense of connection. The great room, filled with natural light, opens seamlessly to a well-appointed kitchen designed to handle both everyday meals and special occasions with equal ease. With the option for 3 to 5 bedrooms—including a dedicated study or home office—The Squire adapts effortlessly to your needs, whether you're growing, hosting, or simply enjoying quiet moments at home. Ask about available Trusted Lender Incentives to make this home yours. Call today to make an appointment at our design center.

MM Fields At Taft (Squire A-5) Road, South Chesapeake

MM Taft (Kentland B-1) Road, South Chesapeake
$769,900
3 Beds ⋅ 2.1 Baths ⋅ 10633234 MLS
In The Kentland, every day unfolds in a home designed for both comfort and connection. The primary suite offers a retreat, where natural light and generous proportions create a relaxing escape from the pace of daily life. Thoughtful architectural details, including elevated ceilings, add depth and character throughout. The main living area is designed with versatility in mind, bringing together the great room, kitchen, and breakfast space into one cohesive environment. Whether preparing meals, entertaining guests, or enjoying a quiet night in, this central space easily adapts to your needs. On the main level, two secondary bedrooms provide flexibility for guests or family members. Upstairs, a spacious loft expands the home’s possibilities—designed for a home office, creative studio, or entertainment space tailored to your lifestyle. Design center appointments available now! Trusted lender incentives available.

MM Taft (Kentland B-1) Road, South Chesapeake

1440 Taft Road, South Chesapeake
$880,265
4 Beds ⋅ 2.1 Baths ⋅ 10631103 MLS
NO HOA! PRESOLD BUT MORE HOMESITES AVAILABLE! At the heart of the Ambler, you’ll find the kitchen, which curates a culinary haven where creativity knows no bounds. Picture this: a lazy Sunday morning, sunlight streams through the windows. As you sip on your morning coffee, the kids eagerly gather around the expansive center island, ready to lend a hand in preparing a delightful brunch. In the cozy great room, movie marathons & social gatherings await, creating memories that will last a lifetime. When the day winds down, retreat to the sanctuary of the primary suite. Open the elegant doors to reveal a spa-like bath, inviting you to unwind in luxury. But that's not all—not one, but two walk-in closets await, offering a beautiful space for your wardrobe & a touch of indulgence. Beyond these sought-after features, The Ambler also boasts practical features such as a generous mudroom & closets galore. Pictures from past build. May show options for inspiration.

1440 Taft Road, South Chesapeake

MM Carley (The Ballahack) Court, 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

MM Carley (The Grassfield) 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. Offering the flexibility to be built as either a 4 or an optional 5-bedroom home, this thoughtfully designed floor plan provides a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, perfect for gathering, entertaining, and everyday living. The private primary suite is thoughtfully positioned to provide a comfortable and peaceful retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. With versatility and personalization in mind, buyers can select finishes that reflect their individual style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build a home that is uniquely yours!

MM Carley (The Grassfield) Court, South Chesapeake

MM Carley (The Albemarle) 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

2430 Ballahack Road, 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

1428 Taft Road, South Chesapeake
$858,906
4 Beds ⋅ 2.1 Baths ⋅ 10627110 MLS
READY EARLY NOVEMBER! New construction on OVER 6 ACRES in the highly sought-after Grassfield area of Chesapeake! Enjoy the space and privacy of rural living while staying convenient to everything Chesapeake has to offer. This beautiful Ambler is just weeks from completion and packed with upgrades, including an expanded kitchen with additional cabinetry, painted finishes, quartz countertops, a custom wood hood and chef-inspired appliances. The open-concept main level offers plenty of room to gather, plus a separate flex room for a home office, playroom or additional living space. Cozy up by the fireplace or go outside to the covered, SCREENED rear porch overlooking your acreage — the place to be for morning coffee, quiet evenings or entertaining friends and family. Upstairs you'll find 4 bedrooms PLUS a spacious loft, giving everyone room to spread out. The primary suite is a true retreat with a soaking tub, separate shower and TWO walk-in closets — no sharing required! With over 6 acres, thoughtful upgrades and an early November completion, opportunities like this don't come along often. Builder is offering up to 3% toward closing costs with use of a trusted lender. Don't wait for this one to be finished — schedule your showing today!

1428 Taft Road, South Chesapeake

3710 Carley Court, 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

1361 Jury Road, South Chesapeake
$979,307
4 Beds ⋅ 3.1 Baths ⋅ 10625323 MLS
Drywall is actively underway! Early 2027 move-in is sounding good!!! 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 today!

1361 Jury Road, South Chesapeake

949 Gabion Way, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10620994 MLS
Welcome to 949 Gabion Way, with comfort and style, the first-floor family room is perfectly suited for a home theater or media retreat, while upstairs features plush, sound-dampening carpet that creates a warm and cozy atmosphere year-round. The kitchen and bathrooms showcase luxury tile finishes, complemented by upscale lighting that elevates every space. A living room bump-out provides flexible room for a home office, playroom, or sitting area. The garage includes custom shelving for added storage, and the backyard is built for entertaining with beautiful pavers and a firepit. Located in a sought-after waterfront community, you’ll enjoy resort-style amenities including a pool, fitness center, clubhouse, private beach access, dog park, and even a boat dock. With a low HOA, no flood insurance required, and zoning for highly desirable Grassfield schools, this home truly checks every box. Opportunities like this don’t come around often.

949 Gabion Way, South Chesapeake

3722 Carley Court, 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

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.

How much is your home worth?

Get instant property value now!