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$665,000
4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS
Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake
$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) Road, South Chesapeake
$844,900
4 Beds ⋅ 3.1 Baths ⋅ 10634845 MLS
Indulge in the versatile beauty of The Davidson, a stunning floor plan that perfectly balances formal elegance with a spacious, modern flow. The heart of this 3,124+ square foot home is a gourmet kitchen featuring a massive multi-seating island, seamlessly overlooking a great room designed for grand holiday feasts and cherished family memories. On the main level, the stately primary suite serves as a true sanctuary, complete with a spa-inspired en-suite and a room-sized walk-in closet, while a sunlit flex room offers the perfect space for a quiet home office or a cozy reading nook. Upstairs, three additional bedrooms and a convenient second-level laundry station ensure plenty of space and privacy for guests and growing families alike. From the charming country front porch to the adaptable loft, The Davidson provides a wholesome, rewarding living experience on spacious 5+ acre homesites within the Grassfield School District. Contact LA2 today for an appointment!

MM Taft (Davidson Homesite A-2) Road, South Chesapeake
$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
$675,000
5 Beds ⋅ 3 Baths ⋅ 10634578 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river with deep water access. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake
$914,500
5 Beds ⋅ 4.1 Baths ⋅ 10633056 MLS
Welcome to The Miles at Sanderson Estates! This stunning new construction by Kirbor Homes masterfully balances everyday functionality with refined comfort. Boasting 3,585 square feet, this home features 5 spacious bedrooms, 4.5 bathrooms, and an open-concept layout designed for modern living. The main level greets you with a grand foyer flanked by a home office and a formal dining room. The heart of the home is the expansive great room that flows into a chef-inspired kitchen and breakfast area. A unique first-floor flex room with an adjacent full bath offers the perfect space for a guest suite or playroom. Upstairs, enjoy a versatile loft, a convenient laundry room, and a luxurious primary retreat with a spa-like bath and massive walk-in closet. Experience a home designed to help you "Truly Live" in the heart of Chesapeake! Reach out today to schedule an appointment at our design center! HOA is for common ground maintenance only! You can still live the way you want to live!

2808 Raccoon Trail, 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
$609,900
3 Beds ⋅ 2 Baths ⋅ 10634315 MLS
This amazing waterfront ranch features gorgeous wood floors, large bedrooms, and an office with views of the water. There are a few small projects to be completed, but the kitchen has been completely remodeled and the roof and windows are new. This cul-de-sac lot is close to half an acre and features stunning views of the Indian River. Deep water access makes this a perfect home for boaters, birders, or water lovers. Seminole Park is a quiet and well-established part of Chesapeake and is close to highways, bases, shopping, and restaurants.

4102 Chowan Avenue, Central Chesapeake
$2,425,000
10634546 MLS
Escape the ordinary with this expansive 25.84-acre parcel located in the highly sought-after Western Branch area of Chesapeake. This rare offering provides a unique blend of privacy, natural beauty, and strategic location, making it an ideal canvas for a private estate, a boutique residential development, or a long-term land investment. Subject to local zoning, the size and location of this tract present significant opportunities for residential growth in a high-demand corridor. Nestled in the heart of Western Branch, known for its strong community feel, excellent school districts, and convenient access to the Hampton Roads region.

25+AC S Military Highway, Central Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10633355 MLS
Welcome to 910 Adventure Way, nestled in the Bryan’s Cove Community and perched alongside Deep Creek and the Elizabeth River. This inviting home offers the perfect blend of comfort, style, & functionality within a friendly community atmosphere. Fresh interior finishes, & spacious living areas create a warm & welcoming atmosphere throughout. The main level features formal living & dining rooms, plus a stunning kitchen with granite countertops, Gas Range and stainless-steel GE appliances. Enjoy relaxing on the screened-in porch overlooking an outdoor living area for gathering and entertaining. Downstairs also features the spacious Primary Suite flowing into the stylish Ensuite with double sinks and generous walk-in closet. Upstairs boasts two bedrooms with a spacious Finished Room over the Garage with walk-in closet. Solar Panels to be paid off at closing, new paint throughout living area and New Carpet installed June 2026 Reach out to the Listing Agent for a Private Showing.

910 Adventure Way, South Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10634235 MLS
Welcome to this beautifully maintained condo in one of Chesapeake's most desirable 55+ communities where, comfort and convenience come together in a park-like setting. Surrounded by mature landscaping, a scenic pond, and inviting seating area with a fireplace, this neighborhood offers a relaxed lifestyle with thoughtfully designed community spaces. Inside, this spacious home offers four bedrooms and two and a half bathrooms with a layout designed for both everyday living and entertainment. The primary suite provides a comfortable retreat with generous space and privacy. An in-unit elevator adds exceptional convenience and accessibility between levels. Call today for your private tour.

925 Cranberry Drive Unit 70, South Chesapeake
$454,000
4 Beds ⋅ 3.1 Baths ⋅ 10634289 MLS
Discover this stunning 2021-built 3-story 2177 square foot home in Chesapeake’s coveted school district (Grassfield/Great Bridge). Featuring 4 bedrooms and 3.5 baths, this home boasts a rare top-floor private suite for ultimate privacy, home office, or multi generational living. The upgraded interior includes a large bumped-out Chef style kitchen, stylish glass backsplash, premium cabinets, and luxury LVP flooring. Say goodbye to yard work with your own antibacterial pet-grade turf backyard! Additional perks: Fully finished garage with a side-mount opener preserving valuable ceiling storage space. Enjoy maximum convenience with a tankless water heater. Easy commute to Naval Stations & beaches. This is the perfect blend of luxury, comfort, and low-maintenance living.

404 Rhema Road, South Chesapeake
$792,640
5 Beds ⋅ 4 Baths ⋅ 10634247 MLS
Welcome to Riverview Landing in Chesapeake, VA, where the Hadley model offers stylish living with open spaces, a beautiful kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Fully finished basement with additional bedroom and bathroom is perfect for guests, entertaining, or a private retreat! Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer, making it the perfect place to live, relax, and entertain. Photos and renderings are from builder's library, actual finishes and features may vary.

1236 Kidbrooke Street, South Chesapeake
$260,000
2 Beds ⋅ 2 Baths ⋅ 10633391 MLS
Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom, 2 bathroom townhome featuring impressive high ceilings that create an open, airy feel throughout. The updated interior boasts modern finishes, refreshed flooring, and a stylish kitchen perfect for both everyday living and entertaining. Spacious bedrooms offer comfort and privacy, while the thoughtfully updated bathrooms add a touch of luxury. Move-in ready and designed for low-maintenance living, this home is a perfect blend of style and convenience.

1914 Woodgate Arch, South Chesapeake
$915,500
4 Beds ⋅ 3.1 Baths ⋅ 10633216 MLS
Experience The Holden at Sanderson Estates, an exquisite Portfolio Collection design perfectly suited for this expansive 1-acre homesite on well and septic. This masterfully designed floorplan features 4–5 spacious bedrooms and 3.5–4 bathrooms. The main level is a showcase of sophistication, anchored by a first-floor primary suite with a spa-inspired standalone shower and a room-sized walk-in closet. A gourmet kitchen with a massive center island and walk-in pantry serves as the heart of the home, flowing seamlessly into the great room and a sun-drenched breakfast area. Upstairs, the versatility continues with a generous loft and a dedicated media room, can be used for a home theater or library. The Holden blends practical design with high-end style. Ask about TRUSTED LENDER INCENTIVES. Prices vary by homesite and selected options; call today to schedule a tour and explore the possibilities of building your dream home in Chesapeake!

2864 Raccoon Trail, South Chesapeake
$624,500
4 Beds ⋅ 2.1 Baths ⋅ 10633917 MLS
Move-in ready in the Grassfield school district! This 4-bedroom, 2.5-bath home sits on a cul-de-sac and features an open floor plan with the primary bedroom + flex bonus room on the first floor. Upstairs, is an open loft and walk-in attic, offering great extra living and storage space. Recent updates include a refreshed, fully remodeled kitchen in 2020, primary bathroom in 2022, and LVP flooring throughout the first floor in 2024. Windows are less than 10 years old, and a clear termite and moisture letter with proof of treatment adds peace of mind. A well-maintained, move-in ready home waiting for its new owners!

200 Pine Island Quay, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10633925 MLS
Step into a timeless sanctuary nestled on a serene 1-acre lot, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Enjoy the privacy and peace of country living while still being within easy reach of city amenities. Step inside to find spacious interiors filled with natural light and cozy ambiance. Originally built circa 1898, this property exudes character and warmth. The four generously sized bedrooms provide ample space for everyone, while the two bathrooms ensure comfort and convenience. Outside, your private oasis awaits. Imagine spending your days enjoying the outdoors, gardening, or simply unwinding on your expansive property. The possibilities are endless! Don't miss this opportunity to make this peaceful retreat your own. Schedule a showing today and experience the lifestyle you've been dreaming of.

1400 Fentress Road, South Chesapeake
$799,900
6 Beds ⋅ 3 Baths ⋅ 10633851 MLS
Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro Court, South Chesapeake
$233,500
3 Beds ⋅ 1.1 Baths ⋅ 10633826 MLS
Two-story traditional in Chesapeake's Quincy Place. 3 beds, 1.5 baths, ~1,360 sq ft. The new roof carries a 30-year warranty that transfers to the buyer—peace of mind for years to come. Updated light fixtures throughout, central air with forced hot air heat, and a partially finished attic for bonus living space. Two-space driveway on a low-maintenance ~0.07-acre lot. Single-family home in the Oscar Smith school zone (elementary, middle, high). Public water and sewer, outside the Flood Hazard Area, with easy access to I-464.

1603 Seaboard Avenue, South Chesapeake
$2,490,000
5 Beds ⋅ 7.1 Baths ⋅ 10633717 MLS
Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and beverage stations, and open flow into main living areas. Media room and flexible spaces throughout. All bedrooms offer private ensuites and walk-in closets. First-floor primary suite includes spa bath, dual closets, sitting area, and outdoor access. Elevator, 5-zone HVAC, central vacuum, multiple laundry areas. Temperature-controlled garages accommodate up to 8 vehicles including detached garage with apartment and workspace. Exceptional opportunity to compare Chesapeake waterfront value to Virginia Beach pricing.

4112 Mingo Trail, Central Chesapeake
$494,500
3 Beds ⋅ 2 Baths ⋅ 10633690 MLS
Welcome to The Retreat at Greenbrier in Chesapeake, a 55+ community! This beautiful home offers incredible value with a fresh, move-in-ready feel, featuring new Coretec tiles in the kitchen and a desirable first-floor primary suite, spacious en-suite bath, and large walk-in closets. Tons of natural light with an easy, level floor plan provides comfortable accessibility and everyday convenience. Located in a sought-after community with wonderful amenities, residents enjoy a pool, clubhouse, billiards room, fitness/cardio area, scenic ponds with beautiful fountains, and a welcoming neighborhood atmosphere. The home also offers great entertaining space, a covered porch area, and an attached garage. Upstairs, the flexible bonus space is ideal for a home office, guest bedroom, hobby room, or quiet retreat. A fantastic opportunity in a well-loved Chesapeake community, comfortable, convenient, and ready to enjoy!

1431 Thistlewood Lane, South Chesapeake
$839,740
6 Beds ⋅ 4.1 Baths ⋅ 10633665 MLS
Welcome to the Tillman at Riverview Landing! This Property is great for multigenerational families! This spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. This house is complete with a FINISHED BASEMENT! Photos are from the builder's library, actual finishes and features may vary.

1228 Kidbrooke Street, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10633505 MLS
Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West 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
$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
$659,890
4 Beds ⋅ 2 Baths ⋅ 10633470 MLS
QUICK MOVE-IN! Welcome to the Denton at Riverview Landing in Chesapeake, VA -a stunning single-story home featuring an open-concept layout with luxury finishes, including laminate flooring, a cozy gas fireplace, quartz countertops, and stainless-steel appliances. The spacious primary suite offers a walk-in closet and a spa-like bath with dual vanities, while three additional bedrooms provide flexible space for family or guests. Enjoy community amenities like scenic walking trails, a fire pit, pergola seating, and beautifully landscaped common areas-all just minutes from local parks, waterfront recreation, and the best of coastal Virginia living! Incentives with use of preferred lender! Interior photos are from builder's library, actual finishes and features may vary.

976 Intracoastal Way, South Chesapeake
$444,900
3 Beds ⋅ 3.1 Baths ⋅ 10633425 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level END UNIT Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary suite & WIC. Double quartz vanity & glass-enclosed shower in en-suite. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4914 Apricot Way, West Chesapeake
$729,000
4 Beds ⋅ 3.1 Baths ⋅ 10632479 MLS
Gorgeous custom-built home by award winning builder. Loaded with upgrades and fabulous features. Dramatic foyer with cathedral ceiling, hand crafted circular staircase, and electronic chandelier that lowers for easy cleaning. Gourmet kitchen with custom cabinets, granite counters, stainless steel appliances, and reverse osmosis water filtration. Luxurious master suite with panned ceiling and rope lighting set in crown molding. Huge in-law suite with private bath. Open and flowing floor plan with large rooms throughout. Drive through portico leads to rear loading 2 car garage and additional parking. Assumable loan. Conveniently located to interstate, shopping, and dining. Come see this gorgeous custom house and make it your next home!

401 White Egret Cove, South Chesapeake
$639,900
4 Beds ⋅ 2 Baths ⋅ 10633148 MLS
This custom-built ranch has been refreshed and is ready for its next owner. Featuring 4 bedrooms, 2 baths, soaring 12-foot ceilings, and approximately 2,863 square feet of living space, this home offers comfortable one-level living on a private setting. Enjoy kitchen w/ granite countertop, bar seating, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; large breakfast nook overlooking a tranquil country backyard. Stunning great room with gas fireplace; hardwood floors, crown molding; Large formal dining room w/chair rails. Private study/office w/ custom built cabinets and bookshelves, granite counters and full-light doors; tray ceiling, primary bedroom w/large custom design walk-in closet. Finished room over garage serves as 4th bed/bonus room. No HOA; Encapsulated crawlspace; Great Bridge, but relatively near the heart of Chesapeake, minutes from shops, schools, interstate, & hospitals. Some photos are virtually staged.

732 Washington Drive, South Chesapeake
$250,000
2 Beds ⋅ 1 Baths ⋅ 10633141 MLS
Great starter home with huge backyard and easy access to highway, military bases & shopping.

2425 Lofurno Road, South Chesapeake

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