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$619,000
4 Beds 2.1 Baths 10652323 MLS
Welcome to the popular Wells Model in Hickory Manor, offering 4 bedrooms, 2.5 baths, and a versatile upstairs loft. This home features exceptional storage throughout, including a double-door pantry, hall closet, under-stair storage, two upstairs linen closets, and dual closets in the spacious primary suite. The oversized 8-foot-long island has quartz countertops, great for entertaining and everyday living. 9-foot ceilings throughout bring in abundant natural light, with unobstructed southern and western exposures. Upstairs, the primary suite offers double closets, dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional features include a 50-amp outlet in the garage for EV charging. Hickory Manor is conveniently located near Edinburgh shopping in top-rated Hickory school district and provides neighborhood pool, clubhouse, fitness center, park, and lawn maintenance.

445 Middleton Way, South Chesapeake

$753,647
4 Beds 3.1 Baths 10651305 MLS
Meet The Lee at The Fields at Taft—a home designed for togetherness, entertaining, and having enough space to get away from each other when togetherness has reached its daily limit. The first-floor Primary Suite is your personal retreat with a spa-inspired bath, dual sinks, separate shower, and spacious walk-in closet. Translation: room to get ready without negotiating for counter space. A formal dining room is ready for holiday dinners, special occasions, or looking beautiful while everyone inevitably gathers around the kitchen island. And the kitchen understands the assignment. A large center island and walk-in pantry provide plenty of space for cooking, entertaining, snack storage, and hiding all those countertop appliances you promised you'd use. The open layout flows into the main living areas, making it easy to stay connected without everyone being on top of each other. Upstairs, three additional bedrooms, two bathrooms, and a spacious loft offer plenty of flexibility for family, guests, a playroom, home office, or gaming headquarters. Want to take multi-generational living to another level? The Lee offers an optional In-Law Suite with its own entrance, kitchen, sitting area, full bath, and sleeping quarters. Family can be close—but not too close. Build The Lee within The Fields at Taft, a Kirbor Homes Portfolio community offering spacious acreage homesites with well and septic. Choose your homesite, personalize your colors and materials at the Design Center, and create a home that's truly yours—with enough land that borrowing a cup of sugar from the neighbors may require comfortable shoes. Builder Contract Required. Call today to ask about current incentives!

MM Taft (Lee A-5) Road, South Chesapeake

$615,000
4 Beds 2.1 Baths 10651444 MLS
This newer contstruction is right in the center of the Hickory Manor community! The gorgeous open-concept features a cozy gas fireplace, a downstairs flex space, and plenty of natural light. The spacious kitchen features quartz countertops, stainless appliances, and a large pantry. In primary suite you'll find dual sinks, soaking tub and a separate shower, tray ceilings, and a walk-in closet. Relax in the back yard on the paved patio OR head to the clubhouse and see what fun awaits! Neighborhood amenities include: weekly maintenance-free front lawn care, walking trails, lakes and play areas, a large resort-style pool with grilling areas, clubhouse, 24-hour gym, water, trash, sewer, and ground maintenance, and seasonal events hosted by the community staff.

1924 Bexley Lane, South Chesapeake

$549,999
4 Beds 3 Baths 10651115 MLS
Welcome to The Retreat at Edinburgh, a sought-after community. Move in ready NO WAITING. This beautifully upgraded home features high ceilings, and a spacious open-concept layout. The kitchen is stunning with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range. This home has two primary suites. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, dual vanities, quartz counters, and a tiled shower with frameless glass. Upstairs you will find a spacious primary suite with a private full bath. An additional bedroom on the main floor with adjacent full bath. Bonus room great for a home office or hobby room. Amenities include a clubhouse, pool, fitness center. Conveniently located just minutes from Walmart, Target, grocery stores, restaurants, shopping and easy access to interstate.

2114 Edwin Drive, 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

$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

$1,699,000
4 Beds 3.1 Baths 10649536 MLS
Rare luxury estate on 23.10 private acres in Chesapeake. This 3,224 sq ft, 4-bedroom custom home combines high-end finishes, acreage privacy, and a massive 30x80 climate-controlled detached building. Premium kitchen with 10-ft island, Electrolux refrigerator/freezer with trim kit, double wall oven with sous-vide, gas cooktop, microwave drawer, quartz surfaces, pot filler, and 45-inch sink. Primary suite features vaulted ceiling, Brazilian White Santorini leathered quartzite, freestanding Kohler tub, and oversized 6x4 tiled glass shower with rain, wall, handheld heads, and built-in ledge. Upgrades include Everlast siding, GAF Ultra HDZ roof, 2-zone dual-fuel Trane heat pumps, two Rinnai tankless water heaters, 1,000-gal propane tank, generator transfer setup for future Generac, black aluminum fencing, premium insulated cedar-tone garage doors, Ring security, French White Oak flooring, and wooded trails. Rare turnkey luxury with land, privacy, flexibility, and premium infrastructure.

3959 Bunch Walnuts Road, South Chesapeake

$739,900
4 Beds 2.1 Baths 10649923 MLS
Make this your first stop! Pride of ownership shines throughout this immaculate Hickory Landing home that has been exceptionally cared for by the seller. The open floor plan offers a great flow between the living spaces, with updated flooring and fresh paint throughout giving the home a clean, move-in-ready feel. The spacious kitchen features granite countertops, a large island, gas range, butler's pantry, and plenty of cabinet space. The primary suite offers generous closet space and a beautifully tiled ensuite bath, while the additional bedrooms provide plenty of room for family or guests. Step outside to your own backyard oasis featuring an in-ground pool, putting green, quality storage shed, and plenty of space to entertain. Located in the highly sought-after Hickory School District, this home offers the space, condition, and location you've been looking for!

409 Cairns Road, South Chesapeake

$899,900
4 Beds 3.1 Baths 10650094 MLS
1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. READY NOW! Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 Bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with large center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances including refrigerator. 1st floor Owner's Suite with extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, double bowl vanity, quartz counters, and water closet. You will love the Covered Porch to enjoy the peaceful wooded setting! Add'l Details: LVP flooring on 1st floor; wood treads on stairs; carpeting in all bedrooms; quartz counters in full baths; 1st floor Laundry Room; Mud Room with Drop Zone; craftsman style doors & trim; stylish finishes; Front Porch, 2 car garage; and more!

1421 Saint Brides Road West, South Chesapeake

$839,900
5 Beds 4.1 Baths 10649639 MLS
Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake

$577,740
3 Beds 3 Baths 10649722 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a beautiful kitchen with quartz countertops and stainless steel appliances, and a versatile morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more -all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Incentives available with use of preferred lender. Photos are to be used as an example and do not represent exact listings selections.

2154 Edwin Drive, South Chesapeake

$545,000
3 Beds 2.1 Baths 10649408 MLS
Welcome to this beautifully appointed 3-BR, 2.5-bath home located in a highly sought-after community w/ desirable schools, convenient shopping, & an exceptional lifestyle.The Lg primary suite features a spa-inspired bath w/lg soaking tub, walk-in shower, & linen closet. XXL walk-in closet is complete w/ built-in shelving for effortless organization. Designed for both everyday living & entertaining, the open floor plan showcases a chef-style kitchen w/ an abundance of cabinetry, a beautiful new backsplash, pantry& an island/bar with seating. Kitchen flows seamlessly into family rm & dining area, creating a warm & inviting gathering space. Step outside to one of the largest backyard areas available for this model, offering a peaceful & private setting that backs to a picturesque pond complete w/ fountain & walking path. It’s the perfect spot to relax, entertain, or simply enjoy the beautiful surroundings. Enjoy resort-style amenities w/o the maintenance - your HOA takes care of the front yard and flowerbeds, while residents take advantage of the beautiful club house, community pool, and extensive exercise room. $5000 carpet allowance. You decide carpet or other! Call to schedule an appointment

316 Middleton Way, South Chesapeake

$464,900
3 Beds 2.1 Baths 10648866 MLS
Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake

$799,000
4 Beds 3 Baths 10648602 MLS
Pristinely kept home on over 3 Acres located in the highly sought-after Hickory School District! This move-in-ready home has been meticulously cared for with major system upgrades including a 3- year old roof, all new siding, a rebuilt HVAC package unit with all new components, two water heaters, a whole-house generator and updated windows and gutters! The renovated kitchen (2017), main room refinished hardwood and recently updated Primary bedroom set this home apart! Enjoy outdoor living on the Trex decking and rest easy knowing the septic system was cleaned and pumped in January 2026. With extensive updates, exceptional maintenance, and a prime location in the Hickory area of Chesapeake, this home offers the perfect combination of comfort, efficiency, and long-term value with land to go with it! Come see your new home today!

2020 Sanderson Road, 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

$624,900
4 Beds 2.1 Baths 10647922 MLS
Nestled on more than four acres, this beautifully designed home offers an exceptional blend of space, style, and comfort. Filled with natural light, the inviting open floor plan creates a seamless flow between the living room, dining area, and stunning kitchen, making it well suited for both everyday living and entertaining. The kitchen is thoughtfully appointed with white cabinetry, an 8-foot island, generous counter space, a walk-in pantry, and stainless steel appliances. Upstairs, the spacious primary suite features a beautifully finished ensuite bath and a walk-in closet, while each additional bedroom is generously sized and includes its own walk-in closet. A two-car attached garage provides added convenience and storage. The covered rear porch overlooks the spacious backyard, offering a wonderful setting to relax, entertain, or simply enjoy the privacy and peaceful surroundings.

141 Indian Creek Road, South Chesapeake

$735,000
4 Beds 2.1 Baths 10647624 MLS
Welcome to your dream home in Hickory Landing! Situated on a premium corner lot in one of Chesapeake's most desirable neighborhoods, this stunning property is located in the highly sought-after Hickory school district. Outdoor living is an absolute oasis featuring an in-ground pool, a screened porch, immaculate professional landscaping, and an in-ground sprinkler system to keep it pristine. Plus, enjoy massive energy savings with fully paid-off solar panels! Inside, discover an entirely carpet-free layout boasting beautiful hardwood floors throughout both levels. The chef-inspired kitchen offers abundant cabinet space and two walk-in pantries. Even the oversized 2-car garage is meticulously finished with custom epoxy flooring. Upstairs, the luxurious primary suite serves as a private retreat, complete with two walk-in closets and a spa-like en-suite bathroom showcasing a custom tiled shower, deep soaking tub, and separate water closet. This rare gem truly has it all!

2121 Ferguson Loop, South Chesapeake

$599,000
4 Beds 2.1 Baths 10647636 MLS
Step into this Bentley Model with 4-bedrooms, 2.5-bath, 2,456 sqft offering modern living with community amenities buyers love. With a welcoming foyer entry leading to an open kitchen with mudroom & pantry, spacious dining area, and bright living room it's perfect for everyday comfort. Upstairs features all four bedrooms, including a generous primary suite with a custom walk-in closet system and convenient second-floor laundry. The fenced backyard provides great outdoor space for relaxing or entertaining, a blank slate ready for dream inspiration. Create your own private oasis with room for a pool, patio seating, or BBQ station. Solar panels convey at closing providing year-round savings at no cost to you! The front yard is professionally landscaped by the HOA, ensuring a polished curb appeal. This amenity rich Hickory Manor community with access to the clubhouse, pool, fitness center, playground, and scenic neighborhood spaces is the "one". Seller offering a flooring credit with acceptable offer, an excellent opportunity to customize the home to your style. Schedule your showing today!

614 Middleton Way, South Chesapeake

$583,740
4 Beds 2.1 Baths 10647703 MLS
Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bathroom, featuring a walk-in shower, and oversized walk-in closet, while upstairs features three spacious bedrooms, a loft, and ample storage. Community amenities include a resort-style pool, clubhouse, fitness center, dog park, walking paths, and more. Embrace the ultimate active adult lifestyle near fine dining, shopping, and beautiful parks. Photos and renderings are from builder's library, actual finishes and features may vary.

2009 Barton Lane, 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

$597,740
3 Beds 3 Baths 10646287 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2205 Edwin Drive, South Chesapeake

$899,800
4 Beds 3 Baths 10645653 MLS
Welcome to The Ashford by Wetherington Homes - MOVE IN BY AUGUST 2026! A 5-bedroom, 3-bath new construction home with over 2,700 sqft on approximately 2 acres in Hickory School District with NO HOA! Designed for todays buyer, this open-concept floorplan offers luxury finishes, designer details, outdoor entertaining, & flexible living spaces. The kitchen features quartz countertops, Frigidaire Professional appliances, custom wood hood, shaker cabinetry, & upgraded lighting. The 1st floor Primary Suite includes a tiled spa-style shower, dual vanities, & oversized walk-in closet. Two additional 1st floor bedrooms offer flexibility for guests or office space. Upstairs includes 2 bedrooms, full bath, & loft ideal for media room, playroom, or gym. Enjoy luxury new construction convenient to Edinburgh, Greenbrier, shopping, dining, & commuter routes while still offering privacy & acreage!

435 Gallbush Road, South Chesapeake

$577,740
3 Beds 3 Baths 10645211 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2166 Edwin Drive, 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.