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$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
$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
$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
$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
$1,075,000
6 Beds ⋅ 4.1 Baths ⋅ 10632029 MLS
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes and smart-home integration throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake
$1,550,000
5 Beds ⋅ 4.1 Baths ⋅ 10632068 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake
$889,900
4 Beds ⋅ 3.1 Baths ⋅ 10631905 MLS
Welcome to your private farmette on 3.2 beautiful acres! Built in 2020 and zoned agricultural, this 4-bedroom, 3.5-bath home offers the perfect blend of modern comfort & country living — bring your horses, chickens, and more. Designed with a desirable split floor plan, the home features 9-foot ceilings, a vaulted living room ceiling, hardwood floors throughout, 36-inch wide door openings, and low-pile flooring for mobility ease. Enjoy peaceful views from the sunroom or relax under the covered patio awning overlooking the in-ground pool and incredible sunsets. A whole-home generator provides peace of mind, while the versatile room above the garage ,with private bathroom, could easily serve as a 5th bedroom, guest suite, or office. In addition to the attached garage, the property also includes a detached two-car garage for extra storage, hobbies, or workspace. A rare opportunity to enjoy newer construction, acreage, accessibility, and farm-style living all in one exceptional property.

1301 Sanderson Road, South Chesapeake
$475,000
3 Beds ⋅ 3 Baths ⋅ 10630716 MLS
Welcome to The Retreat at Edinburgh, a sought-after 55+ community offering low-maintenance living with exceptional amenities. This beautifully upgraded home features soaring ceilings, abundant natural light, and a spacious open-concept layout. The kitchen is a showstopper with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range, flowing seamlessly into a sun-filled dining area and inviting living room with a cozy fireplace and vaulted ceilings. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, and spa-inspired bath with dual vanities, quartz counters, and a tiled shower with frameless glass. Two additional bedrooms with access to a dual vanity hall bath and a versatile loft with a full bathroom provide flexible living space. Enjoy resort-style amenities including a clubhouse, pool, fitness center, and beautifully maintained grounds. A two car garage adds storage and convenience. Don't miss out on this gorgeous home!

2136 Edwin Drive, South Chesapeake
$549,500
5 Beds ⋅ 3 Baths ⋅ 10631480 MLS
This is one of those rare homes that truly supports multi gen or other uses. TRUE in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonary fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you!

229 Fresno Drive, South Chesapeake
$1,980,000
5 Beds ⋅ 5.3 Baths ⋅ 10630815 MLS
Location is Key! Enjoy peaceful country living In the city. This centrally located Hampton Roads neighborhood is close to shopping, restaurants, and entertainment. A meticulously maintained stately brick home nestled in the heart of Edinburgh Meadows. You'll be proud to make this the home of your dreams! Upgrades throughout this 5650SF, 5BR. 5BA, 3 half baths turnkey home that is situated on .75 acre lot with a pond behind the back yard and an In-ground saltwater pool. The first floor primary suite includes a gorgeous and multi functional bathroom. The open floor concept, a generous yard with a pool house an extra large back porch with 5 ceiling fans, a half bath. and a gas fireplace combine to make this a perfect home for entertaining and family gatherings. This home has all the bells and whistles!

334 Scone Castle Loop, South Chesapeake
$888,597
3 Beds ⋅ 2.1 Baths ⋅ 10628911 MLS
NO HOA! Waking up in The Kentland every morning is an experience homeowners can cherish. As you step into the luxurious open-concept living area, the carefully curated interior design elements come to life, seamlessly blending modern aesthetics w/ timeless elegance. In the heart of the home lies the bustling kitchen—centered around the breakfast nook & the great room. The Kentland’s layout prioritizes both privacy & communal spaces. The primary suite is strategically placed on the opposite side of the home from all additional bedrooms, offering a retreat-like atmosphere for homeowners to enjoy. Entering through the room, you’re led to the generous primary bath where inside you’ll find a roomy closet, dual sinks and an optional bathtub with separate shower, ensuring both convenience & luxury. Kentland is ideal choice for those seeking a new home that truly reflects their lifestyle. Trusted Lender incentives available! Photos of past build showing upgrades!

MM Beaver Dam (Kentland B-1-2) Road, South Chesapeake
$945,170
4 Beds ⋅ 3.1 Baths ⋅ 10628883 MLS
Discover the best blend of natural beauty and personalized living with open homesites, offering a serene escape.. Choose from a wide variety of thoughtfully designed floor plans or explore alternate home designs to suit your unique lifestyle. Take inspiration from photos of our beautifully completed homes and imagine the possibilities. With prices varying by home design and homesite, there’s an option for every vision. Whether it be single level living, primary down bedrooms, dual primary bedrooms, or large scale layouts, there is a plan for you! This Holden model has the most requested features included - primary down, large open layout, loft PLUS media room, office, and a walk out attic! Enjoy added value through trusted lender incentives and a streamlined experience with a builder contract designed for a smooth and easy transaction.

733 Beaver Dam Road, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10626438 MLS
Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, South Chesapeake
$693,000
4 Beds ⋅ 3.1 Baths ⋅ 10627065 MLS
NEW CONSTRUCTION WITH APPROX 3 TO 4 MONTHS TO COMPLETION. 2 story transitional home boasting an open floorplan and situated on a 1 acre parcel in Southern Chesapeake. 4 bedrooms and 3.5 baths. TWO PRIMARY SUITES, one UP and one DOWN! Both suites include a walk in closet and full bath with tile flooring, granite top vanity and double bowls. Large Eat in Kitchen opens to Great Room and features quartz counters, soft close custom cabinets, island, walk in pantry, and stainless appliances. ADD'L DETAILS: architectural shingle roof and gutter system, 2 car garage with opener, brick skirt and crawlspace, Deck, Laundry/Mud Room with upper cabinets, Formal Dining Room, granite counters and tile flooring in all baths, carpeting in bedrooms, and LVP flooring in Entry, Kitchen, Great Room, and Formal Dining Room. Local Builder is known for his exceptional quality and custom details. Attends Grassfield HS, Hickory MS, and Hickory Elementary. Buyer can make selections.

2430 Ballahack Road, South Chesapeake
$1,070,872
4 Beds ⋅ 3.1 Baths ⋅ 10627095 MLS
PRESOLD! OTHER ACREAGE HOMESITES AVAILABLE AND TONS OF HOME DESIGNS & OPTIONS TO CHOOSE FROM! CALL OR TEXT LISTING AGENT 2 WITH ANY QUESTIONS!

1425 Taft Road, South Chesapeake
$979,307
4 Beds ⋅ 3.1 Baths ⋅ 10625323 MLS
FOUNDATION IS IN AND THIS HOUSE IS MOVING ALONG! NOW IS THE PERFECT TIME TO SCHEDULE SO YOU CAN PICK SOME OF YOUR FAVORITE FINISHES FOR YOUR NEW HOME! New Pricing reflects the upgraded chefs appliance package & upgraded tile backsplash in the kitchen!!! NEW CONSTRUCTION ON 3+ ACRES! The popular Lee model is coming soon to the Grassfield School District. This home features a sought-after 1st-floor primary suite with a sitting area and freestanding tub. The upgraded kitchen includes a Chef’s Appliance Package, quartz countertops, and a huge 9x6 pantry. Quality finishes throughout: LVP flooring, hardwood stairs, mudroom cubbies, and a rear covered porch for peaceful mornings. No HOA—plenty of room for a hobby farm or extra storage. Ask about builder lender incentives and schedule a walkthrough of this design in a nearby community today!

1361 Jury Road, South Chesapeake
$866,900
3 Beds ⋅ 2.1 Baths ⋅ 10624906 MLS
Waking up in The Kentland every morning is an experience homeowners can cherish. As you step into the luxurious open-concept living area, the carefully curated interior design elements come to life. In the heart of the home lies the bustling kitchen—centered around the breakfast nook & great room. The primary suite is strategically placed on the opposite side of the home from all additional bedrooms, offering a retreat-like atmosphere for homeowners to enjoy. Entering through the room, you’re led to the generous primary bath where inside you’ll find a roomy closet, dual sinks and an optional bathtub with separate shower, ensuring both convenience & luxury. Kentland is a great choice for those seeking a new home that truly reflects their lifestyle. Trusted Lender incentives available! Photos of past build showing upgrades! HOA for trails and common area maintenance only. With city approval, RV's Detached garages, fence, and pools welcome! Alternate floor plans also available!

MM Racoon (Kentland Parcel 21 Homesite 2 ) Trail, South Chesapeake
$454,900
3 Beds ⋅ 2.1 Baths ⋅ 10624181 MLS
Move-in ready end-unit Nansemond floorplan with first-floor primary suite and 2-car garage in The Retreat at Western Branch, a 55+ community. Priced to sell. Open-concept kitchen with bar seating overlooking the living area with built-in shelves flanking the gas fireplace. Roomy walk-in pantry to keep everything organized and within reach. Enjoy outdoor living on the covered rear porch with extended patio. Upstairs features two additional bedrooms, a loft, guest bath, and walk-in attic. End-unit location provides additional natural light and a spacious feel. Community amenities include a clubhouse, fitness center, billiards room, outdoor kitchen, dog park, and community garden. Only 12 homes remain, schedule your tour today.

4725 Mahogany Run, West Chesapeake
$289,900
5 Beds ⋅ 3 Baths ⋅ 10618187 MLS
BEAUTIFULLY RENOVATED Victorian-style home blending timeless charm with modern updates! This spacious 5-bedroom, 3-bath home features a grand foyer, open floor plan, and abundant natural light throughout. The updated kitchen offers stainless steel appliances, granite countertops, 42” cabinetry, breakfast nook, and large island—perfect for entertaining. Formal dining room and bright living room with bay window. First-floor primary suite with ensuite bath. New flooring (carpet & LVP), fresh paint, updated fixtures, and baths. Major 2022 upgrades include roof, windows, doors, water heater, and high-efficiency 2-zone electric furnace with updated ductwork. Enjoy a large fenced yard, 425 sq ft front porch, and 4-car driveway. Centrally located near bases, beaches, shopping & interstates. Short sale sold as-is.

1129 Rodgers Street, Central Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10611385 MLS
Fully remodeled in 2018. This contemporary open floor plan has 2 large living areas and 2677 square feet! Kitchen has tons of cabinets. lots of counter space and opens to a large living area. Huge first floor primary bedroom with walk in closet and extra large master bath. Stainless appliances,recessed lighting, lvp flooring, heat pump 2018, walk in attic, oversized living area with contemporary ELECTRIC fireplace, large pantry with barn doors, circular driveway and lots of curb appeal. Move in ready! Lots of room to unpack and relax!!

2218 Vicker Avenue, Central 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.