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187 Hessian Loop, South Chesapeake
$1,099,000
5 Beds ⋅ 4.1 Baths ⋅ 10627013 MLS
This stunning 5-bedroom home in Chesapeake’s Woodford Estates has much to offer a new owner. The sprawling interior boasts a modern floor plan, stylish finishes, and quality workmanship. All bedrooms offer ensuite or Jack and Jill bathrooms, while the inviting primary suite includes two walk-in closets, large walk-in shower, soaking tub, double vanity, and water closet. You can also enjoy an office, formal dining room, gorgeous kitchen with walk-in pantry and butler’s pantry, and a living room with premium stereo system including overhead speakers. Other features and upgrades include 3-car side load garage, sprawling driveway, crown molding, overhead dimmers, windows with UV coating, primary suite mini-split, covered patio, temp-controlled stereo cabinet, and power-ready shed. All of this can be yours in a convenient location only 5 minutes from the Chesapeake Expressway and approximately 10 minutes from I-64. Ask your agent for copy of survey and HOA-approved plans for pool.

187 Hessian Loop, South Chesapeake

902 Jennings Ln, South Chesapeake
$525,900
3 Beds ⋅ 3.1 Baths ⋅ 10624005 MLS
Interior Unit under Construction w/ July 2026 delivery - Mid Century Coastal look - $5K in OPTIONS or CCA with use of preferred lender. UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

902 Jennings Ln, South Chesapeake

2312 Dapple Grey Court, South Chesapeake
$860,500
4 Beds ⋅ 3 Baths ⋅ 10639826 MLS
Custom throughout and thoughtfully designed with an open floor plan, this exceptional home offers luxury living on a private 3-acre cul-de-sac lot in the sought-after Hickory High School district. The custom kitchen is loaded with upgrades and opens beautifully to the main living areas featuring hardwood floors, granite countertops, and beautifully tiled baths throughout. The fantastic primary suite offers a true retreat with a huge spa-like primary bathroom. Enjoy breathtaking sunset views from the screened-in porch overlooking the expansive backyard great for kids, pets, entertaining, or simply enjoying the peaceful setting. Part of the backyard is fully fenced and enclosed for added convenience. Additional highlights include a whole-house generator and an oversized detached 3-car garage with a large finished room above offering endless possibilities for a home office, gym, guest suite, hobby space, or recreation room.

2312 Dapple Grey Court, South Chesapeake

904 Cantor Street, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10637596 MLS
Beautifully maintained and move-in ready 4-bedroom, 2.5-bath home offering stylish LVP flooring throughout and a floor plan designed for both everyday living and entertaining. The spacious family room features a cozy fireplace and flows seamlessly into the dining room and living room. The kitchen is equipped with stainless steel appliances and ample space for gathering with family and friends. Private backyard paradise! Enjoy summer evenings under the gazebo, entertain guests at the tiki bar, relax around the firepit, or unwind beside the tranquil pond stocked with fish. Freshly painted and meticulously cared for, this home offers the perfect combination of comfort, charm, and outdoor living. A true retreat you'll be proud to call home! Show this one first. It won't disappoint

904 Cantor Street, South Chesapeake

2813 Ridgeboard Place, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10637881 MLS
Welcome home to 2813 Ridgeboard Place located in the sought after neighborhood, Sawyers Mill in Chesapeake! This home has been freshly painted and new LVP and carpet installed throughout just for you! More updates include: HVAC (2023) Duct work (2025) Water heater (2016) French drains (2025) Windows, trim and siding (2025) Roof (2012) Fresh paint throughout the whole interior (2026) LVP (2026) Carpet (2026) Exterior doors (2025) Downstairs you will find a spacious living room with cathedral ceilings open up to a formal dining room. The kitchen is features plenty of cabinet space, a walk-in pantry, a breakfast nook and all appliances convey. Off the kitchen is another living room with lots of natural light and a gas fireplace which will lead you to the laundry room, half bathroom and garage access. Upstairs features a primary suite with a dual sink vanity, walk-in closet, jetted tub, stand up shower and spacious bedroom. Additionally there are three other bedrooms, a hall bathroom and linen closet. Make this house your next home today!

2813 Ridgeboard Place, South Chesapeake

215 Wye Oak Way, South Chesapeake
$437,000
4 Beds ⋅ 2.1 Baths ⋅ 10637383 MLS
A MILITARY PCS IS THE CAUSE OF THIS SALE. SELLERS OWNED THE HOME FOR A SHORT TIME AND IN THAT TIME HAVE MADE SEVERAL UPGRADES. YOU CAN BE IN AND BE SETTLED JUST IN TIME FOR THE NEW SCHOOL YEAR! PEACE AND QUIET IN CHESAPEAKE! WELCOME HOME TO THIS WELL MAINTAINED 4 BEDROOM, 2.5 BATHROOM SINGLE - FAMILY HOME! THIS SPACIOUS HOME OFFERS COMFORTABLE LIVING WITH AN OPEN FLOOR PLAN DESIGNED FOR EVERYDAY LIVING AND HAVING GUESTS OVER. THE WIDE-OPEN FLOOR PLAN, EASY ACCESS TO THE FENCED BACKYARD. THE NEW KITCHEN CABINETS ALLOW A PLACE FOR EVERYTHING AND EVERYTHING IN THE RIGHT PLACE. WHETHER YOU WANT TO STORE YOUR CAR IN THE ATTACHED GARAGE OR TURN IT INTO A HOME GYM, YOU HAVE THE OPTION TO USE IT AS IT FITS YOUR LIFESTYLE. RADES AND IMPROVEMENTS. SCHEDULE YOUR TOUR ASAP.

215 Wye Oak Way, South Chesapeake

408 Woodbridge Drive, South Chesapeake
$489,000
4 Beds ⋅ 2 Baths ⋅ 10636675 MLS
With the major components already updated, this home offers the perfect opportunity to make the space your own over time while enjoying everything Wilson Heights has to offer. Updated LVP flooring runs throughout the main living areas and bedrooms, providing a cohesive look and easy maintenance. The bright, oversized sunroom serves as an extension of the living area and opens directly to the backyard, where you’ll find a beautiful saltwater in-ground pool and plenty of additional yard space for entertaining, recreation, pets, or gardening. Located in a quiet, established community with highly desired schools, Wilson Heights continues to be one of Great Bridge’s most sought-after neighborhoods. A wonderful combination of outdoor space, everyday convenience, and the flexibility to add your own personal style makes this a property you’ll want to see before it’s gone!

408 Woodbridge Drive, South Chesapeake

348 Knells Ridge Drive, South Chesapeake
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10637069 MLS
This well maintained, one-owner home offers nearly 2,700 square feet of comfortable living space with 4 bedrooms and 2.5 baths. Upstairs the spacious primary suite features an updated ensuite bath, with two additional generously sized bedrooms in the hall. The home includes an eat-in kitchen, formal living and dining rooms, and a cozy den with a wood-burning fireplace perfect for relaxing evenings. Just off the den is another set of stairs leading to a finished room over the attached two-car garage that offers ample flexible space that could serve as a 4th bedroom, office or bonus room. Step outside to the deck overlooking the large backyard — an ideal setting for entertaining, gatherings, or simply enjoying the outdoors.

348 Knells Ridge Drive, South Chesapeake

1513 Longparish Way, South Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10636921 MLS
Located in the desirable Hampshires community of Chesapeake, this beautiful townhome-style condo offers low-maintenance living with convenient access to shopping, dining, interstates, & more! The open floor plan features fresh paint throughout, new LVP flooring downstairs, spacious living areas, and a large kitchen with island and eat-in space. With two primary suite options, including a first-floor bedroom and bath, the layout offers flexibility for guests, multi-generational living, or a home office. Additional highlights include walk-in closets, a walk-in attic for extra storage, and an attached 1-car garage with double-wide driveway. Enjoy outdoor living with a private fenced patio and access to neighborhood amenities including a clubhouse and pool. A wonderful opportunity to enjoy comfort, convenience, and easy living in the heart of Chesapeake. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

1513 Longparish Way, South Chesapeake

1359 Cypress Place, South Chesapeake
$359,900
3 Beds ⋅ 1 Baths ⋅ 10633545 MLS
Charming and beautifully updated 3-bedroom, 1-bath home nestled in a quiet neighborhood of Chesapeake! This move-in ready property features modern updates throughout, offering a perfect blend of comfort and style. Enjoy a bright and inviting living space, an updated kitchen with contemporary finishes, and well-sized bedrooms ideal for family living or a home office setup.Conveniently located near shopping, dining, and everyday essentials, with easy access to major interstates for a smooth commute. Just minutes from popular destinations like Greenbrier Mall, Chesapeake City Park, and a variety of local restaurants and entertainment options. Outdoor enthusiasts will appreciate nearby parks, trails, and recreational facilities.Whether you're a first-time homebuyer or looking to downsize, this updated gem offers affordability, convenience, and location all in one. Don’t miss your opportunity to call this Chesapeake home your own!

1359 Cypress Place, South Chesapeake

521 Woodards Ford Road, South Chesapeake
$1,250,000
6 Beds ⋅ 3.2 Baths ⋅ 10632260 MLS
A rare opportunity to own a one-of-a-kind estate set on approximately 3 wooded acres in Woodards Mill. This expansive residence offers 15 total rooms with cathedral ceilings, skylights, a wood-burning fireplace, and generous living spaces throughout. The main level features a first-floor primary suite with three closets and a spa-style bath, a grand dining room, and a striking two-story marble foyer with a sweeping staircase. The layout includes multiple flexible living areas, including a finished room over the garage and additional private suites great for extended living or guest accommodations. Recent improvements include a new roof. Outside, enjoy a 10-ft deep in-ground pool with a new pool liner, deck, and screened gazebo, creating a true retreat setting. A detached 4-car garage and multiple living quarters (sqft not included in house sqft) Zoned for horses and located near shopping, dining, and major access routes. A truly unique property offering space, versatility, and privacy.

521 Woodards Ford Road, South Chesapeake

909 Douglas Eley Lane, South Chesapeake
$558,500
3 Beds ⋅ 3.1 Baths ⋅ 10628784 MLS
Better than new! More than $20,000 in upgrades! Built in 2024, this beautifully designed townhome offers 2,300 sq ft with 3 bedrooms and 3.5 baths, combining modern style with low-maintenance living. The open main level features high ceilings, wide-plank flooring, and a gourmet kitchen with quartz countertops, oversized island, and premium appliances great for everyday living or entertaining. Each bedroom offers access to its own bath, including a spacious primary suite with a spa-inspired layout and generous closet space. Additional highlights include a two-car garage, tankless water heater, and quality finishes throughout. Community amenities include landscaped common areas, a cabana, and fire pits. Conveniently located near shopping, dining, and major routes.

909 Douglas Eley Lane, South Chesapeake

730 Finck Lane, South Chesapeake
$450,000
10613655 MLS
This well-loved church has been a blessing to many and is ready to continue its mission. The interior has been thoughtfully upgraded, including improved lighting and modern enhancements throughout the sanctuary, creating a warm and inviting atmosphere for worship. The property features a full-size kitchen in the rear with a dedicated eating area, along with bathrooms and changing rooms designed for the praise team. Additional spaces include a First Lady’s office, a pastor’s office, and a newly designated sound area for the band, supporting seamless services and events. Adding exceptional value, a 4-bedroom, 2-bath home is included and conveys with the purchase price of the church, for pastoral housing or ministry use. A unique opportunity to own a turn-key ministry property with living quarters included. all the furniture in the church is negotiable.

730 Finck Lane, South Chesapeake

816 Woodcott Drive, South Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10636624 MLS
Welcome to this beautifully updated designer-inspired home offering a perfect blend of modern elegance, open living & everyday comfort in the highly sought-after Hickory area. This stunning 4 bedroom, 2.5 bath home immediately impresses with its huge inviting entrance way. This home offers a bright open layout, stylish finishes & magazine worthy feel. The spacious floor plan was made for entertaining & effortless living with open rooms that just flow seamlessly. Step outside to an oversized oasis designed for lifestyle, entertaining & offering an endless possibility for outdoor living, play space, cookouts or creating your own private retreat. Located in one of Chesapeake's most desired school districts, this move-in ready home won't last long... No HOA... Call To View This One Today...

816 Woodcott Drive, South Chesapeake

332 Knells Ridge Drive, South Chesapeake
$555,000
4 Beds ⋅ 2.1 Baths ⋅ 10636411 MLS
4 Bedrooms + FROG + Pool — This spacious home features four bedrooms upstairs plus a finished room over the garage, ideal as a fifth bedroom. A bright sunroom opens to a beautiful pool, so relaxing and great for entertaining. The owner’s suite offers a bay window and updated bathroom flooring. The main level includes formal living and dining rooms (or office space), a large laundry room, and a great room with a gas fireplace. Entertain in your beautifully updated kitchen. Additional features include a large storage shed and a newer expansive deck. Enjoy the oasis that awaits you out back with a refreshing pool. This home is a dream. Make sure you put this at the top of your list. It wont last long.

332 Knells Ridge Drive, South Chesapeake

501 Grayson Way, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10633747 MLS
Welcome to Oakbrook Meadows, centrally located in Greenbrier with easy access to shopping, dining, and major highways. This well-maintained home offers comfort and convenience with an HVAC replaced 2 years ago and a hot water heater less than a year old. Spacious bedrooms include a generous primary suite with a large walk-in closet. New LVP flooring flows throughout the main level, highlighting a bright, open-concept living space. The kitchen features granite countertops, ample counter space, and updated stainless steel appliances. The spacious living room connects seamlessly for easy entertaining. Located on a quiet cul-de-sac, the home offers a spacious backyard perfect for summer nights and outdoor gatherings. Close to Summit Pointe, grocery stores, and everyday conveniences.

501 Grayson Way, South Chesapeake

416 Brougham Court, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10633341 MLS
Tucked away on a quiet cul-de-sac in Great Bridge’s Foxgate Quarter, this home offers a rare 3.25% VA Assumable Loan (subject to lender approval) and the freedom of NO HOA! HOME HIGHLIGHTS: • Interior: Modern kitchen w/ Quartz counters & gas cooking. Features vaulted ceilings, skylights, and a massive walk-up attic for storage. • The "Everything" Garage: Finished w/ epoxy floors & dedicated HVAC—great for a gym or workshop. New insulated door/quiet motor (2024). • Backyard Oasis: Private retreat w/ heated SALTWATER pool (new pump/filter 2025), screened porch w/ bed swing, and lush, drought-resistant St. Augustine grass (front & back). UPDATES: • 2026: Microwave, Dishwasher, Disposal. New carpet in bedrooms before closing! • Systems: Water Heater & Crawlspace Encapsulation (2025); HVAC (2018); Roof (2017). LOCATION: Approx. 10 mins to top-tier schools, Bells Mill Park, and major shopping (Home Depot, Taylor’s Do It, Pet Supplies Plus, Target, Walmart, Kroger, Publix, Aldi).

416 Brougham Court, South Chesapeake

2312 Piers Landing, South Chesapeake
$415,000
3 Beds ⋅ 2 Baths ⋅ 10640081 MLS
This well-maintained property in the desirable Grassfield area offers a quiet neighborhood setting while remaining centrally located near shopping, dining, and interstate access. Enjoy peaceful evenings on the large covered front porch, or entertain outdoors on the spacious screened-in back porch overlooking the above-ground pool and deck. This home features numerous upgrades, including new interior doors in 2026, a new HVAC system and ductwork in 2025, crawlspace encapsulation with a dehumidifier in 2024, and a new fence in 2022. The kitchen was renovated in 2021 with updated cabinets, flooring, granite countertops, and backsplash. Additional updates include a 2018 bathroom renovation with tile and toilets, as well as replacement of Quest plumbing with PEX and gutter guards installed in 2018. Exterior features include a detached two-story garage, above-ground pool with a large deck, pool shed, and hot tub. The pool shed and hot tub are offered as-is. All pool supplies convey.

2312 Piers Landing, South Chesapeake

1303 River Birch Run S, South Chesapeake
$261,000
2 Beds ⋅ 1.1 Baths ⋅ 10639482 MLS
Welcome home to this beautifully maintained 2 bedroom townhouse that has been meticulously cared for and is truly move in ready. From the moment you step inside, you will appreciate the comfortable layout, fresh feel, and thoughtful updates throughout. Enjoy peace of mind with a brand new roof, HVAC less than 5 years old, and brand new carpet, giving you the confidence to settle in without the stress of major updates. The home offers inviting living spaces, generous bedrooms, and a practical floor plan that works well for everyday living. The backyard offers a scenic area to relax with a new deck and "ez breeze" awning. Conveniently located near dining, shopping, and everyday essentials, you will love being close to everything you need. Easy access to the interstate makes commuting, weekend plans and travel throughout Hampton Roads simple and convenient. Whether you are a first time home buyer, downsizing, or looking for a low maintenance home in a great location, this townhouse is a wonderful opportunity.

1303 River Birch Run S, South Chesapeake

616 Flint Chip Drive, South Chesapeake
$640,000
3 Beds ⋅ 2.1 Baths ⋅ 10638807 MLS
Welcome home to this stunning Stoney Run Manor property, offering a perfect blend of comfort, style & resort-style outdoor living. Ideally located in the heart of Greenbrier, this home features an open-concept floor plan designed for entertaining and everyday living. The kitchen boasts a convenient counter bar overlooking the spacious great room, highlighted by a beautiful stone fireplace and impressive coffered ceilings. A versatile flex room on the main level is perfect for a home office, library, guest room, or playroom. Relax on the wraparound front porch or enjoy your backyard oasis featuring a screened porch, large stamped concrete patio, gazebo, and heated inground saltwater pool. The spacious primary suite offers a tray ceiling, sitting area, oversized walk-in closet, and a luxurious bathroom with a tiled walk-in shower and dual shower heads. Exceptional outdoor spaces and a prime Chesapeake location near shopping, dining, and major conveniences make this home a must-see!

616 Flint Chip Drive, South Chesapeake

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