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$1,695,000
5 Beds ⋅ 3.2 Baths ⋅ 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. Miele, Thermador and Viking appliances. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake
$268,000
5 Beds ⋅ 3 Baths ⋅ 10637287 MLS
Rare to find an end unit townhome on 0.16 Acre lot in Great Bridge area minutes to freeway I-64, I-464, to Greenbrier mall features a bedroom and a full bathroom on the first floor. Like new kitchen cabinets, SS appliances. Less than 5 years old roof, heat pump central HVAC, electric water heater, vinyl windows. Second floor has a master suite with a sitting or baby room or an office with 2 separate walk-in closets and 3 good size bedrooms with a full bathroom. 3% closing cost assistance for TLC

915 Harbour North Drive, Central Chesapeake
$749,900
5 Beds ⋅ 3 Baths ⋅ 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, South Chesapeake
$750,000
5 Beds ⋅ 4 Baths ⋅ 10636961 MLS
Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive primary suite serves as a private retreat with a cozy fireplace and luxurious space to unwind. Come outside to the deck overlooking the fenced backyard, perfect for relaxing, entertaining, or enjoying outdoor activities.

915 Shelter Rock Lane, South Chesapeake
$682,000
5 Beds ⋅ 3.1 Baths ⋅ 10635971 MLS
This home has it all! Perfect for multi-generational living. Open Concept! 3 beds, 2 1/2 baths down (with Jack & Jill bath between 2 bedrooms), 2 VERY large rooms and a full bath upstairs. Closet space is in abundance! Laundry on first level. Two dinging areas plus the kitchen island. Plantation shutters in main living areas, blinds on most windows. Tankless Gas Water Heater. NO CARPET IN THIS HOME. Fenced back yard, 2 car garage. Primary has stand up shower and soaker tub, dual vanities, water closet, and walk in closet. Screened porch. Gutters drain to dry well. Low HOA's. All appliances convey.

1352 Auburn Hill Drive, South Chesapeake
$1,089,000
5 Beds ⋅ 3.1 Baths ⋅ 10635945 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, QUARTZ COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE UTILIZED FOR TV/OFFICE/PLAYROOM THE CHOICE IS YOURS. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUNTERTOPS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF.

2624 Ballahack Road, South Chesapeake
$766,640
5 Beds ⋅ 4 Baths ⋅ 10635582 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the beautiful kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches. Photos and renderings are from builder's library, actual finishes and features may vary.

900 Intracoastal Way, South 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
$497,000
6 Beds ⋅ 4 Baths ⋅ 10632780 MLS
Looking for space? This is the home for you. Entertaining? This home is for you. Tranquility? This home is for you. This home has has 2 primary bedrooms and an in-law suite. The main bedroom is 24X30. Huge backyard and near bases, shopping and restaurants. Pool table, riding lawn mower, and horseshoe convey with the home. Brand new HVAC and furnace.

4000 Wyant Court, West Chesapeake
$638,553
6 Beds ⋅ 3 Baths ⋅ 10632620 MLS
An open concept ranch style floor plan built with space for EVERYONE! Our Myrtle offers 6 BR's & 3 full bathrooms @2812 sq ft ! Kitchen with island & breakfast space opens up to the large family room. This plan offers adequate spacing between guest bedrooms, PBR, FROG & bedrooms on 2nd floor. Custom finishes include: PBTH Granite top vanity, Tile Shower, LVP in Family, Dining, Laundry rooms. Extended kit island, Wainscoting in DR ,Kit sink & faucet upgraded, w/ Quartz counter tops. The Estates at Jolliff Landing offers single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, green space for games, playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style swimming pool. Builder is offering partial CCA & $15,000 buyer incentive (See LA for details. Restrictions may apply) using our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive. Call for delivery updates.

2209 Hampton Roads Parkway, West 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
$529,900
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
$999,900
5 Beds ⋅ 3.1 Baths ⋅ 10628432 MLS
Introducing The Grassfield, a beautifully crafted new construction home designed with both style and everyday livability in mind. This well-planned floor design offers a natural flow, anchored by a chef-inspired kitchen that serves as the heart of the home, great l for gathering, entertaining, and daily living. The private primary suite is thoughtfully positioned to provide a comfortable and quiet retreat. Additional highlights include the option for a three-car garage, offering added flexibility for storage, hobbies, or multiple vehicles. Designed with versatility in mind, buyers can personalize selections to suit their style or take it a step further and collaborate with the builder to create a fully custom home. A standout opportunity to build something truly your own.

MM Carley (The Grassfield) Court, South Chesapeake
$1,100,000
6 Beds ⋅ 4.1 Baths ⋅ 10626451 MLS
New Price – Exceptional Value in Edinburgh! This beautifully maintained 6-bedroom, 4.5-bath home offers approximately 4,500+ sq. ft. of spacious, comfortable living in one of Chesapeake’s desirable Edinburgh communities. The bright, open layout features abundant natural light, beautiful hardwood flooring downstairs, and generous living and entertaining spaces. Major updates completed within the past five years include the kitchen, HVAC system, and water heater. The primary bedroom has a pre-wired surround sound system ready for your use. Outside, enjoy a concrete patio, spacious yard, and added privacy near the end of a quiet street with mature trees and no home planned directly behind. A new sprinkler system was installed last year. Located in the sought-after Hickory school district and convenient to shopping, dining, and major commuter routes. A rare opportunity at the new $1.1M price—schedule your showing today!

536 Thistley Lane, South Chesapeake
$599,000
5 Beds ⋅ 3 Baths ⋅ 10627623 MLS
Welcome to your new home nestled in this sought after area. Enjoy your open-concept kitchen with granite counters with Stainless Steel appliances. Entertain friends and family as you all enjoy the ambiance of the gas fireplace in the winter time or step out to the screened in porch with the fan blowing on you while you sip on a cold drink and observe the sights and sounds of nature. Entertain friends and family in your beautiful dinning room that is only a few steps from your gorgeous open-concept kitchen. After a hard day at work, pamper yourself by sliding into your jetted garden tub, where you can relax and soak in clean soft water from your whole house water treatment system. You'll never have to worry about losing power with your built-in generator. Don't miss this Gem! It's going to go fast!

4521 Moonlight Way, West Chesapeake
$667,000
5 Beds ⋅ 3.1 Baths ⋅ 10627229 MLS
Price reduced to sell! A lot of square footage for the money! Welcome to this beautiful all-brick home in the highly sought after Warrington Hall community! This spacious property offers 5 bedrooms, including two primary suites - one on the first floor and one upstairs - ideal for flexible living arrangements. A grand foyer with soaring cathedral ceilings creates an inviting entrance. The home features formal living and dining rooms, perfect for entertaining, along with a gourmet kitchen designed for both function and style. The laundry room is conveniently located on the first floor. Additional highlights include a side-loaded garage, ample on- and off-street parking, two heat pumps, and a 50-gallon hot water heater. Enjoy a prime location just minutes from Chesapeake Town Center and I-64 for easy access to shopping, dining, and commuting. Warrington Hall offers fantastic amenities, including a community pool, pickle ball courts, and a soccer field. Don’t miss this exceptional opportunity! Seller will furnish a 1-year home warranty.

1105 Timber Neck Mall, South Chesapeake
$1,325,000
5 Beds ⋅ 3.1 Baths ⋅ 10620633 MLS
Two homes. Endless possibilities. Tucked away on a 1.5-acre lot in the heart of Great Bridge, this rare property offers 5,633 SF across two beautifully updated homes great for multigenerational living, extended family, a home business, or potential rental income. The main home features 5 bedrooms, 3.5 baths, and a stunning kitchen with GE Café appliances, slate countertops, hand-painted cabinetry, reclaimed wood accents, and a custom bourbon bar great for entertaining. The detached guest house lives like its own residence with 2 bedrooms, 2 baths, an office, and a 2-car garage. Enjoy a backyard retreat with a 35,000-gallon saltwater pool, new decking, screened porch, and lush landscaping. Tankless water heaters and a whole-house generator add peace of mind. Located in the sought-after Great Bridge school district.

1149 Waters Road, South Chesapeake
$866,319
54 Beds ⋅ 4.1 Baths ⋅ 10619381 MLS
The Miles offers a layout designed to grow with you—while still feeling intentional and welcoming at every turn. Featuring 4 beds, 4.5 baths, & 3,585 square feet, this thoughtfully designed home delivers space, flexibility, & timeless appeal for modern living. Enter into a grand foyer that immediately sets the tone. To your left, a private home office offers the a retreat for remote work, quiet study, or creative pursuits. To the right, a formal dining room invites everything from holiday gatherings to weeknight dinners filled with conversation & connection. As you move forward, the home opens into a stunning great room, seamlessly flowing into the breakfast area / kitchen—creating the heart of home where life naturally comes together. Kitchen is designed with both beauty & practicality in mind, featuring a generous pantry —ideal for effortless entertaining & everyday organization. Just beyond breakfast area, you’ll find a half bath & direct access to the garage, making comings / goings easy & efficient. Tucked just off the great room, a versatile flex room with adjacent full bath & closet offers endless possibilities—whether you envision a guest suite, playroom, fitness space, or secondary living area. Upstairs continues to impress with spacious loft that serves as a natural gathering space—perfect for movie nights, homework sessions, or a cozy lounge. 3 additional beds provide comfort & privacy for family /guests, with Bed 2 & 3 connected by a Jack-and-Jill bathroom, blending convenience with thoughtful design. Primary suite is a true retreat, offering a peaceful escape complete with luxurious bath & expansive walk-in closet. Just outside the suite, the upstairs laundry room adds everyday ease—no hauling baskets up & down stairs, just smart living done right. Every corner has been carefully considered to support the rhythms of daily life while offering moments of comfort, connection, calm. Flexible living spaces to generous storage & intuitive layout, this home is more than a floorplan—it’s a place where memories are made!

2100 Sanderson Road, South Chesapeake
$1,150,000
6 Beds ⋅ 5 Baths ⋅ 10611669 MLS
Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an in-ground heated pool for year-round enjoyment. A land-mounted solar system adds modern efficiency, keeping energy costs low while supporting sustainable living. With plenty of room to spread out, both indoors and out, this property is a rare opportunity to enjoy refined living on a private, spacious retreat.

2700 Ballahack Road, South Chesapeake
$609,900
6 Beds ⋅ 3 Baths ⋅ 10609830 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.

MM Myrtle Ii, 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.