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$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
$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
$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
$789,900
5 Beds ⋅ 4.1 Baths ⋅ 10633289 MLS
Welcome to 4423 Tartan Arch in Chesapeake, VA – a stunning, spacious 5-bedroom, 4.5-bathroom single-family home designed for modern comfort and luxurious living. Nestled in a peaceful and sought after neighborhood, this beautifully crafted residence offers both convenience and style across its expansive floor plan. Step inside to find high ceilings, an abundance of natural light, and refined finishes throughout. The main level features an open-concept layout, great for entertaining, with a gourmet kitchen equipped with stainless steel appliances, granite countertops, and a generous island. Each bedroom boasts its own private, en-suite bathroom, ensuring comfort and privacy for family members or guests. The luxurious primary suite is a retreat with a large walk-in closet and spa-inspired bath, complete with dual vanities, and a separate shower. Additional highlights include a three-car garage, ample storage space, and easy access to nearby parks, shopping, and top-rated schools.

4423 Tartan Arch, 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
$465,000
4 Beds ⋅ 3.1 Baths ⋅ 10633019 MLS
2-B-built: Customize Your New LuxuryTownhome w/2-car garage, covered entry,fenced front yard w/gate to multi trail,covered entry.LVP floors select areas. 2nd floor:Kitchen center island w/shiplap, GE Profile Stainless appliances w/ refrigerator,pantry,living area w/linear fireplace and shiplap surround w/ built ins,dining area access to covered front deck.3rd flr: Primary:tile shower , dual sinks, 2 closets, 2 bedrooms, full hall bath, linen closet, laundry. 1st floor flex room/bedroom dual entry bath, mudroom. Quartz tops in kitchen and baths-designer mirrors, wood shelving in all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Only 56 homes. Central location in the Greenbrier area.

MM Mesa Loop, South Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10632989 MLS
Fantastic large brick home in Point Elizabeth! 4 bedrooms and 2 and a half bathrooms! Large Family room with cathedral ceilings. Lots of storage space. Hardwood floors underneath the carpet. Two gas fireplaces in separate living areas. Beautiful big screened porch to relax in the evenings! Large, fenced backyard with shed. Woods and walking trails located behind the privacy fence! Located in Western Branch area close to everything!

2904 Sir Walter Crescent, West Chesapeake
$690,000
4 Beds ⋅ 3.1 Baths ⋅ 10632952 MLS
Step into a home that truly stands out from the moment you arrive. Eye-catching gray brick, an extended front porch, and custom stamped concrete details create unforgettable curb appeal. Inside, over 3,500 sq ft, of open-concept living offers space and flexibility with 4 oversized bedrooms and 3 ensuite baths. The layout flows effortlessly, great for both daily living and hosting. The kitchen is the centerpiece—featuring an extended island, custom finishes, and stylish storage designed for both function and style. The family room adds warmth with a gas fireplace, while a custom mudroom keeps everything neatly organized. The backyard is designed for enjoyment with a fully fenced yard, deck, gazebo, and app-controlled lighting—great for relaxing or entertaining. This is more than a home—it’s an elevated living experience.

1633 Banff Court, South Chesapeake
$484,999
4 Beds ⋅ 2.1 Baths ⋅ 10632128 MLS
Welcome home to a home where comfort, style, and space come together beautifully! This charming 4-bedroom, 2.5-bath home has been thoughtfully updated with brand new flooring and stunning granite countertops, creating a fresh, modern feel throughout. Step inside to find a warm and inviting layout. The spacious kitchen flows effortlessly into the main living areas, making it easy to gather with family and friends. Upstairs, you’ll find generously sized bedrooms, including a relaxing primary suite designed for comfort at the end of the day. Out back, enjoy your own private retreat with a large fenced-in backyard. This home truly checks all the boxes. Don’t miss your opportunity to make it yours—schedule your private showing today!

331 Appaloosa Trail, South Chesapeake
$405,000
3 Beds ⋅ 1.1 Baths ⋅ 10632703 MLS
Welcome to this stunning, move-in-ready masterpiece located in the heart of Hickory. This home has been meticulously renovated, boasting new siding for exceptional curb appeal and energy efficiency. Step inside to discover a bright, open interior featuring stylish new flooring throughout and a renovated kitchen complete with modern cabinetry and high-end finishes. Combining the charm of an established Chesapeake neighborhood with the luxury of a brand-new renovation, this home offers a rare opportunity to enjoy high-end living in a premier location.

224 Hickory Road E, South Chesapeake
$516,000
5 Beds ⋅ 4 Baths ⋅ 10632813 MLS
Welcome to your new beautiful brick home in the desirable Georgetown Colony neighborhood. This spacious home offers 3,569 square feet of living space with an in-law-suite with kitchenette. FROG has full bath. 3 bedrooms have their own bathrooms. This home is perfect for comfortable living and gourmet kitchen for entertaining. Spacious pantry with customs made barn doors. It also provides multiple living areas, spacious bedrooms, and plenty of natural light throughout the home. Solar Panels. This beautiful brick home is located near shopping, dining, schools, close to major commuting routes while still offering the charm of a quiet neighborhood in a cute cul-de-sac. The Georgetown area is known for its well-maintained homes and strong sense of community, making it a great place for you to live. So don't wait.

316 Citizen Circle, Central Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10632620 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive. Call for delivery dates.

2209 Hampton Roads Parkway, West Chesapeake
$550,900
4 Beds ⋅ 2.1 Baths ⋅ 10632280 MLS
This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

MM Sycamore, West 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.