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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

$619,900
4 Beds 3.1 Baths 10645833 MLS
Come see this beautiful, move-in ready Stephen Alexander home, tucked away on a large private cul-de-sac in the sought-after Grassfield school district. The home’s downstairs features 10 foot ceilings, a family room with crown molding, custom built-ins, and a gas fireplace, and an updated kitchen with a pantry, granite counters, tile backsplash, newer SS appliances (2025), a bar, and a reclaimed barn wood island in the breakfast nook. The large upstairs primary bedroom has His and Hers walk-in closets and a spacious en-suite bathroom with a jetted tub and a separate tiled shower with double showerheads. The FROG serves as the 4th bedroom with its own full bathroom. Additional highlights include a beautiful front porch, a fully fenced-in backyard, a mud room off of the oversized side loading garage with opener, and dual zone HVAC with Nest thermostats. Located in desirable Great Bridge, this home offers easy access to interstates and is just minutes to schools, dining, shopping & more!

901 Hathaway Court, South Chesapeake

$629,000
6 Beds 3 Baths 10645483 MLS
Rare 6-bedroom opportunity with an ideal multigenerational layout! The first floor features a bedroom, adjacent flex room, and a modified curbless shower, offering exceptional flexibility and accessibility. Beautiful neutral decor, 9' ceilings, hardwood floors, elegant crown molding, and a huge FROG provide room for everyone. The spacious primary suite features hardwood floors and two walk-in closets. Convenient second-floor laundry. Enjoy a large fenced backyard with a powered detached shed and private well for economical lawn irrigation, plus an attached 2-car garage. Meticulously maintained with annual service contracts on the HVAC, tankless water heater, and crawl space. Seller will provide a termite/moisture letter. Convenient to Millville Rd., Veterans Bridge, Shipyard Rd., and major interstates, Portsmouth, Norfolk and Suffolk! Small community vibe with minimal traffic. minimal traffic.

1816 Sunsprite Loop, 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

$815,000
5 Beds 4 Baths 10644739 MLS
This home has it all! Tall ceilings,recessed lighting throughout,custom built ins, ship lap walls, a high end kitchen with a built in area with electrical for a wine or beer fridge, frosted glass barn doors, a mud room, a primary suite like no other with a cool room off it that could be turned into a secret room for fun or games. The open floor plan and large lot invites entertaining or relaxation while spending time with friends or loved ones. The property line goes back into the woods beyond the large fenced in area. There is an extended drive way for plenty of parking, a large professionally built and installed shed that replicates a small home. Plush grass with installed drainage.There is so much more to tell but seeing is believing don't wait to take a tour of this magnificent home located on a small culdesac.

2504 Calabria Dr Drive, South Chesapeake

$450,000
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

$700,000
4 Beds 3.1 Baths 10643713 MLS
Welcome home to this classic brick home tucked in a cul-de-sac, with comfortable living spaces, thoughtful updates, and a backyard made for enjoying Virginia summers. The main level offers inviting living and dining areas, a large bright kitchen with island seating, and an easy flow into the vaulted family room with skylights, a brick fireplace, and access to the deck and pool area. Upstairs, the spacious bedrooms offer flexibility for guests, hobbies, work, or everyday living. The primary suite features vaulted ceilings, generous closet space, and a large bath with a soaking tub set beneath a window-filled nook. Outside, enjoy an in-ground pool, deck space for relaxing or entertaining, mature landscaping, and a peaceful setting. Recent updates include new flooring, upstairs, HVAC, a new pool liner, an updated front door, refreshed lighting and fixtures, and new fencing. Come see all this home has to offer!

701 Aspen Forest Court, South Chesapeake

$649,999
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

$755,000
5 Beds 3.2 Baths 10642808 MLS
A Full Acre. Two Primary Suites. Room for Everyone — 1833 Benefit Rd, Chesapeake VA. Over 3,600 sf. Motivated sellers! Renovated 5-bedroom home on a full acre 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 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.

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

$589,000
5 Beds 3 Baths 10642362 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 a 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.

789 Caddie Street, South Chesapeake

$995,000
4 Beds 3.1 Baths 10641759 MLS
Experience the a blend of luxury, space, and country charm in this stunning 2026 new construction home situated on a picturesque 3-acre lot where horses are welcome. Offering approximately 2,957 square feet of thoughtfully designed living space, this two-story home features 4 spacious bedrooms, 3.5 baths, and an open-concept floor plan great for both everyday living and entertaining. Step inside through the impressive entry foyer and discover 9-foot ceilings on both the first and second floors, smooth drywall finishes, craftsman trim, and quality finishes throughout. The heart of the home is the expansive kitchen featuring granite countertops, a large center island, walk-in pantry complete with cabinetry and countertop workspace, breakfast nook, and seamless flow into the spacious family room with an inviting electric fireplace. A dining room, private office, and convenient mudroom provide additional flexibility for today's lifestyle. The luxurious first-floor primary suite offers generous walk-in closets and a spa-inspired bath with a double vanity, tile flooring, tiled shower, and linen closet. Upstairs, you'll find three oversized bedrooms, each with walk-in closets. The front bedroom includes its own private bath, while the two rear bedrooms share a convenient Jack-and-Jill bath. A spacious loft/game room with durable LVP flooring creates a space for recreation, media, or a second living area. Built for comfort and efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached two-car garage, dual-zone HVAC systems, a high-efficiency 50-gallon heat pump water heater, conventional septic system, and pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, all while being just minutes from shopping, dining, and everyday conveniences. This exceptional property offers the best of both worlds—modern amenities, quality craftsmanship, and the freedom of country living on your own 3-acre retreat.

1630 Taft Road, South Chesapeake

$935,000
6 Beds 3.1 Baths 10642291 MLS
Welcome to luxury living in Chesapeake's coveted Cahoon Plantation community! This custom brick home was built in 2012. The stunning 6-bedroom home showcases a spacious open-concept design that works for both everyday living & entertaining. The beautifully appointed kitchen flows seamlessly into the main living and dining areas, creating a bright, inviting space filled with natural light & modern elegance. The kitchen offers maple cabinets, range hood, backsplash granite countertops & brand-new matte black Kitchen Aid appliances. The first-floor primary bedroom has an ensuite bathroom w/ shower, soaking tub, dual vanities and large walk-in closet. Upstairs the generously sized bedrooms provide flexibility for family, guests, or a home office. Step outside to your backyard retreat featuring a large, heated saltwater in-ground pool, play area, gas fire pit all while overlooking the woods. This home has been meticulously maintained and is ready for its new owners. Just minutes from interstates, restaurants & shopping.

409 Torre Pine Court, South Chesapeake

$974,500
4 Beds 3.1 Baths 10641558 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac), only 10 lots on clear land bordered by mature trees as a backdrop. The primary bath is oppulant includes over sized vanity, soaking tub, large tile shower and including an extra large closet. There's a second en suite on the first floor along with a flex room. Amazing storage over the THREE car garage with room for EVERYTHING. Newest feature is a "butlers kitchen" complete with full sink tucked just behind the well equiped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semi custom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be appproved within the city. No main road lots here! If you are looking for new construction it's a definite "MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives

4020 Tucker Lane, South Chesapeake

$899,999
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

$774,900
4 Beds 3.1 Baths 10641375 MLS
Set on over 3 acres and tucked back from the road, this meticulously updated 4-bedroom, 3.5-bath Chesapeake property offers a rare blend of space, privacy, and modern finishes. Renovated with care and attention to detail, updates include a new roof, all-new kitchen cabinetry, upgraded stainless steel appliances, quartz countertops, engineered hardwood flooring, fresh paint, and beautifully redesigned bathrooms with custom tile. The spacious first-floor primary suite adds convenience, while a second en suite offers flexibility. Enjoy a welcoming front porch and a new back patio overlooking a partially-fenced yard backing to wooded views. Ample closet space and storage throughout, plus a 2-car attached garage. Move-in ready with a unique combination of land and updates.

1124 Saint Brides Road W, South Chesapeake

$939,900
4 Beds 3.1 Baths 10640467 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 center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances. First Floor Owner's Suite features extra large walk in closet with wood shelving and full bath with tile surround step in shower, soaking tub, tile flooring, vanity with double bowls and 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

$609,900
5 Beds 3 Baths 10639976 MLS
Welcome home to this spacious & beautifully maintained residence located in a highly sought-after neighborhood. Offering a versatile floor plan & generous living spaces, this home is designed to accommodate a variety of lifestyles.The main level features dining room & living room w/built ins, providing the perfect setting for entertaining, hardwood flooring flows throughout downstairs living areas, newer carpet adds comfort throughout the upper level. A rare & desirable feature, this home offers spacious first floor bedroom w/full bath. The upstairs primary retreat boasts an elegant tray ceiling & two closets. All 5 bedrooms include walk-in closets & ceiling fans, providing ample storage & comfort for everyone! The updated kitchen is a chef's dream with SS appliances, gas range,granite countertops,new microwave & refrigerator. It flows seamlessly to a breakfast nook & sunroom! Private backyard oasis, featuring stamped concrete patio & firepit to enjoy peacful evenings!!!

712 Creekwood Drive, South Chesapeake

$669,000
5 Beds 3.1 Baths 10639977 MLS
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

$730,000
4 Beds 4 Baths 10638628 MLS
NEW PHOTOS! This meticulously maintained 4-bedroom, 4-bath home in sought-after Forest Lakes is offering 3,458 sq ft on a .34-acre lot. A versatile FROG serves as a 4th bedroom, second living area, office, or media room. Need storage? There is plenty with attic space, a 2-car attached garage, and a rare 2+ car detached garage with extensive storage and workshop potential. The spacious kitchen features abundant cabinet storage and ample workspace, great for everyday living and entertaining. Step outside to your private backyard oasis featuring beautiful landscaping, a spacious deck, and hot tub—ideal for relaxing or entertaining. Numerous updates include the roof, HVAC, water heater, fence, deck, and front and backyard landscape lighting. Conveniently located near neighborhood amenities, shopping, and dining, this exceptional home offers the perfect blend of space, comfort, and functionality. Don't miss this opportunity! Seller will provide a clear termite/moisture letter.

705 Aspen Forest 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.