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609 Fairfield Drive, South Chesapeake
$849,900
4 Beds ⋅ 2.1 Baths ⋅ 10654253 MLS
The perfect farmhouse that’s a mix of privacy and closeness to local amenities. Sitting on approx 3 acres in Albemarle Farms, this home offers the updates you've been looking for. Step inside to a bright, welcoming interior with engineered hardwood floors, fresh paint throughout, new trim, and a beautifully updated kitchen. Completed in 2025, the kitchen features all-new cabinetry, quartz countertops, a large island, white stone backsplash, new appliances, and a new sink and faucet. Just beyond, the great room is centered around a new stone fireplace and mantle, while the 4-season room offers a flexible space to relax, work, or enjoy views of the property. Upstairs, the primary suite features a soaking tub and walk-in shower, with two additional bedrooms and bonus space offering plenty of flexibility. Major improvements include new heating and cooling units, new ductwork upstairs and downstairs, a new tankless water heater, and new downstairs subfloor. Outside is where this property really shines, with a saltwater in-ground pool, expansive deck, covered rear porch, circular driveway, and plenty of room to enjoy the wooded setting. An oversized garage with a finished room above adds even more usable space. Located in the Hickory school district with no HOA, this is a home with room to settle in, spread out, and enjoy both indoors and out. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

609 Fairfield Drive, South Chesapeake

622 Ambrose Street, South Chesapeake
$625,000
5 Beds ⋅ 3 Baths ⋅ 10654148 MLS
Proposed new construction by an award-winning builder featured in past Homearama! Custom open design with a desirable 1st-floor bedroom, spacious living areas and upgraded features included. Enjoy a great yard with room to spread out and the feel of country living while still convenient to major shopping, dining, schools and everyday amenities. NO HOA fees! Anticipated delivery late 2026/early 2027. Get involved early for the opportunity to make certain selections, subject to builder schedule and allowances. One inventory home is currently available for more immediate delivery, and smaller plans may also be available. Great opportunity and value for new construction! Room to install a pool. Call listing agent for plans, pricing, specifications, allowances, construction status and available options.

622 Ambrose Street, South Chesapeake

302 Honey Locust Way, South Chesapeake
$635,000
4 Beds ⋅ 2.2 Baths ⋅ 10653782 MLS
Former Home-A-Rama award-winning home with character you simply don't find every day. Tucked away on a .43-acre cul-de-sac lot, this 3-story Victorian-style home offers approximately 3,100 sq. ft. of living space and a wrap-around porch. Inside you'll find hardwood floors, generous living and dining spaces, custom details, two fireplaces and two staircases. The gourmet kitchen features quartz countertops, black stainless appliances, custom cabinetry, island and pantry. Spacious bedrooms lead to an impressive primary suite with walk-in closet, ensuite bath and fireplace. A third-level bonus space offers flexibility for an office, study or workout room. Outside, an in-ground saltwater pool, multi-level deck, gazebo, fire pit and expansive backyard create a setting for entertaining or relaxing. A truly unique home ready for its next chapter!

302 Honey Locust Way, South Chesapeake

1741 Taft Road, South Chesapeake
$999,999
4 Beds ⋅ 2.1 Baths ⋅ 10653479 MLS
Three wooded acres. A saltwater pool. Five garage bays. Room for the boat, RV and workshop. And no HOA. 1741 Taft Road offers a combination that’s increasingly hard to find in Southern Chesapeake. The approx. 3,700-sq.-ft. home features 4 bedrooms, 2.5 baths and a welcoming wraparound porch. Inside, the kitchen is equipped with matte white Café appliances including a gas range, while the spacious living room centers around a wood-burning fireplace. Upstairs are 4 generously sized bedrooms, including a primary suite with 2 walk-in closets. A finished third floor adds 2 large bonus rooms, creating flexible space for a nursery, home office, gym, studio or private retreat. Outside, an approx. 32,000-gallon saltwater pool and composite deck anchor the backyard, with major pool components updated in 2025–26. A heated 2-car attached garage is joined by a 3-bay detached garage/workshop with propane heat plus mini-split heating and cooling. Covered paved storage accommodates a boat, camper or RV, with a pole barn and additional storage shed adding even more versatility. The acreage continues beyond the rear gate into the woods, where walking trails extend the ways to enjoy the property. Extensive paved parking and a private setting complete a property that offers breathing room without giving up convenient access to Chesapeake.

1741 Taft Road, South Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
BONUS INVESTMENT POTENTIAL! Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South Chesapeake

2100 Millville Road, South Chesapeake
$619,000
5 Beds ⋅ 2.1 Baths ⋅ 10652716 MLS
Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, South Chesapeake

620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
FINANCING FLEXIBILITY AVAILABLE! Ask about available seller concessions toward a 2-1 interest rate buydown or other financing options. Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

MM Raccoon (Reba On 16-3) Trail, South Chesapeake
$755,166
3 Beds ⋅ 2.1 Baths ⋅ 10650490 MLS
Welcome home to the Reba floor plan by Kirbor Homes, situated on a picturesque 1+ acre cul-de-sac lot in Sanderson Estates! This 3-bedroom home offers a tranquil backdrop featuring scenic views of a neighboring pond and mature trees. Inside, enjoy a functional design complete with a spacious main-level layout with a spacious kitchen, breakfast area, and great room, along with an oversized 2-car garage with plenty of extra storage space. Low-maintenance living is made simple with a low HOA dedicated solely to community amenity maintenance. Great location just minutes from shopping, restaurants, and easy access to roadways to all areas of Coastal VA and NC. Serene views and room to spread out—schedule your consultation today to personalize your home details!

MM Raccoon (Reba On 16-3) Trail, South Chesapeake

633 Ambrose Street, South Chesapeake
$769,900
5 Beds ⋅ 3 Baths ⋅ 10648928 MLS
2.85% ASSUMABLE VA LOAN! $75K+ IN UPGRADES, NO HOA & NO MONTHLY WATER BILL! Located in a welcoming, highly desirable community, this meticulously maintained home offers the feel of new construction with thoughtful upgrades throughout. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—perfect for gathering and entertaining. Pottery Barn lighting and designer accents, custom window treatments, custom glass showers, smart-home features, and a reverse-osmosis water system elevate everyday living. A first-floor bedroom and full bath offer flexibility for guests or multigenerational living. Relax on the inviting front porch or enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this move-in-ready home pairs a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, 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

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

2861 Raccoon Trail, 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

2857 Raccoon Trail, South Chesapeake
$894,595
5 Beds ⋅ 3 Baths ⋅ 10643669 MLS
Fair warning: Your guests may start inviting themselves over. Welcome to the Whitehurst by Kirbor Homes—a home that's equal parts stylish, spacious, and dangerously comfortable. Once you move in, don't be surprised if everyone suddenly volunteers your house for every birthday, football Sunday, and holiday gathering. The heart of the home is the incredible chef-inspired kitchen, complete with our upgraded Chef's Appliance Package, an oversized island, and enough counter space to pretend you're on a cooking show (or just unpack takeout in style). The open-concept layout keeps everyone connected, whether you're entertaining a crowd or trying to keep an eye on whoever keeps sneaking cookies before dinner. Designed with convenient first-floor living, the private primary suite is your personal escape after a long day, featuring a spa-like bathroom and a spacious walk-in closet that's ready for everything from everyday essentials to those online shopping "must-haves." Two additional bedrooms offer space for family and friends, while the upstairs bonus room can transform into whatever life calls for—a movie lounge, game room, home office, fitness studio, or the ultimate hideaway when you need a little peace and quiet. Out back, the covered porch is practically begging for morning coffee, summer cookouts, and evenings where you swear you'll only sit outside for five minutes...until it's dark. Every inch of the Whitehurst showcases the quality craftsmanship and thoughtful details Kirbor Homes is known for, blending comfort, flexibility, and timeless design into a home you'll love coming back to every day. So go ahead, schedule your private tour or Design Center appointment today. Just don't blame us when your friends start referring to your house as "the gathering place." Builder contract required. Ask about available lender incentives!

2857 Raccoon Trail, South Chesapeake

112 Station Road, South Chesapeake
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS
One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, 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

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 (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 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

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

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

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