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658 Middleton Way, South Chesapeake
$590,000
4 Beds ⋅ 2.1 Baths ⋅ 10615126 MLS
Gorgeous Home in Sought-After Hickory Manor! Step into a spacious foyer that flows seamlessly into a bright and airy great room featuring lvp flooring, 9-foot ceilings & abundant natural light. The gourmet kitchen is a true highlight- complete with quartz counter tops, a large breakfast bar, abundant cabinetry, sleek tiled back splash, upgraded slate appliances (gas range) and pantry. Upstairs, you'll find four spacious bedrooms, including the primary suite with a huge walk-in closet and a spa-like bathroom featuring a soaking tub, separate tiled shower, & dual quartz vanities. Enjoy outdoor living in one of the largest backyards in the neighborhood, beautifully landscaped with native plants and a patio gazebo—ideal for gatherings or peaceful evenings at home. Resort-style amenities include a sparkling pool with outdoor kitchen & cabana, 24/7 fitness center, playground, community trails & five scenic lakes. Just minutes from shopping, dining & access to interstate!

658 Middleton Way, South Chesapeake

1300 Chelbrook Road, South Chesapeake
$589,900
4 Beds ⋅ 2.1 Baths ⋅ 10627860 MLS
MOVE IN READY! Beautifully maintained transitional with almost 2800 square feet, in the desirable Hickory School District, on a treed corner lot with a side-entry 2-car garage. The oversized kitchen impresses with new flooring, a new refrigerator, microwave, and a sun-filled bay-window breakfast area - plus a large room over the garage (4th BR) with own stairways off the kitchen, great for a home office, playroom, or flex space. Entertain effortlessly with a spacious dining rooms, formal living room off foyer, and a warm family room anchored by a wood-burning fireplace. The modern primary suite offers a true retreat with a huge walk-in shower. Fresh interior paint throughout. Step outside to a private NEW deck, storage shed, and fresh backyard landscaping! First-floor HVAC is less than 5 years old. Home Warranty conveys. Deck replacement in progress. Home Inspection & Termite Reports done with repairs! Closing Cost Assistance. See the virtual tour!

1300 Chelbrook Road, South Chesapeake

2508 Deal's Creek Court, South Chesapeake
$589,900
4 Beds ⋅ 2.1 Baths ⋅ 10617686 MLS
Move in ready and absolutely stunning new construction home built by experienced, award-winning builder! The spacious Swan model features an open-concept first floor with a generous living room, gourmet kitchen with custom cabinets and crown molding, a large granite island, stainless steel appliances, and a dining area made for entertaining. You'll also find a versatile bedroom or study and a full bathroom downstairs. Upstairs, the luxurious primary suite boasts two walk-in closets and a spa-inspired bath with LVT flooring, a soaking tub, tiled shower, double vanity, and private water closet. Three additional large bedrooms, a full hall bath, and a convenient laundry room round out the upper level. With upscale finishes throughout—9-foot ceilings, elegant LVT and carpet flooring, and an electronic fireplace with mantle—this home delivers comfort, beauty, and modern flair.

2508 Deal's Creek Court, South Chesapeake

4721 Lake Shore Drive, West Chesapeake
$589,500
4 Beds ⋅ 2.1 Baths ⋅ 10646764 MLS
Meticulously maintained by its original owner, this 4-bedroom home offers a spacious, thoughtfully designed layout with an extended living room, formal dining room, and a versatile bonus area that can serve as a home office, playroom, gym, or flex space. The kitchen features newer appliances, while additional updates include a tankless water heater, updated HVAC system, and recently painted exterior. The garage has been upgraded with durable speckled flooring and built-in storage for added organization. Step outside to enjoy the in-ground pool, installed three years ago, a storage shed, and a backyard that backs to a wooded area, providing a natural backdrop and added privacy. Tucked away in the Western Branch area, the neighborhood offers connections to adjacent communities with opportunities for walking, running, biking, and golf cart access. Conveniently located near shopping, dining, major highways, military installations and hospitals.

4721 Lake Shore Drive, West Chesapeake

5020 Corolla Drive, West Chesapeake
$589,000
4 Beds ⋅ 3 Baths ⋅ 10634239 MLS
Welcome to The Estates at Jolliff Landing, one of Chesapeake's premier newer communities, where this extensively upgraded 4-bedroom, 3-bath home offers a standout layout with a 420 sq ft second-level bonus space and full bath ideal for a guest suite, office, or flex room; built with nearly every major builder upgrade available, this home features upgraded LVP flooring throughout, quartz countertops, upgraded cabinetry, custom tile work, farmhouse sink, gas range, pendant light prewiring, upgraded interior doors, Trex deck, Board & Batten accents, gas fireplace, and more, with additional post-construction improvements including aluminum fencing, custom paver patio, landscaping, gutters, storage shed, and fenced backyard; located in a community known for tree-lined sidewalks, covered porches, playgrounds, sports field, bike paths, clubhouse, and resort-style pool, with convenient access to 664, shopping, and dining, this is a rare opportunity to own a highly upgraded home in Chesapeake.

5020 Corolla Drive, West Chesapeake

1075 Scenic Boulevard, South Chesapeake
$589,000
4 Beds ⋅ 2.1 Baths ⋅ 10574278 MLS
Welcome to this beautifully designed home that perfectly combines modern elegance and comfortable living. Situated in a desirable neighborhood, this home offers a spacious open floor plan ideal for both relaxation and entertaining. As you enter, you'll be greeted by a bright and airy living room that flows seamlessly into the kitchen and dining areas. The open kitchen features stunning countertops, sleek cabinetry, appliances, and a convenient island. The primary suite is a true retreat, complete with a private en-suite bathroom, featuring dual vanities, a large shower, and ample closet space. The additional three bedrooms are generously sized, offering plenty of space for family, guests, or a home office. Enjoy the convenience of the laundry room on the 2nd floor. The attached garage provides easy access to your home, perfect for parking, storage, and protecting your vehicle from the elements. Don’t miss out on the opportunity to make this stunning new construction your own!

1075 Scenic Boulevard, South Chesapeake

2243 Captiva Lane, West Chesapeake
$588,343
4 Beds ⋅ 2.1 Baths ⋅ 10595123 MLS
This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ 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.

2243 Captiva Lane, West Chesapeake

2021 Munro Lane, South Chesapeake
$588,090
3 Beds ⋅ 2.1 Baths ⋅ 10588798 MLS
Welcome to the Lafayette, a townhome with 2,344 square feet of flexible living space, featuring 3 bedrooms, 3 bathrooms, and a two-car garage nestled in Retreat at Edinbrugh our premeir 55+ community. The first-floor primary bedroom offers 2 large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room with a bath is also on this floor. The kitchen includes a quartz island that seats 6-8, stainless steel appliances, and an open layout to the dining and hearth rooms. Enjoy coffee on the covered porch with landscaped green space. Upstairs, a loft provides flexible space, plus a large bedroom and bath with tile flooring and a counter-height vanity. Photos are for reference only.

2021 Munro Lane, South Chesapeake

641 Captain Cooke Way Court, South Chesapeake
$588,000
4 Beds ⋅ 2.1 Baths ⋅ 10624267 MLS
From The Moment You Enter The Cul-De-Sac Toward The End, You'll Be Taken With The Amazing Curb Appeal This Home Offers!! From The Newer Copper Roof, Shake Style Siding And Wrap Around Porch You'll Be In L-O-V-E! This One-Owner Home Shows Pride Of Ownership Inside And Outside. Updated Throughout, This Home Offers Like New LVP Flooring And Carpet Down, 1 Large Family Room With Fireplace,1 Large Kitchen (Updated) With Wonderful Eating Area Overlooking The Spacious Backyard. Formal Living And Dining Room Is Great For Entertaining. A Laundry Room (Ceramic Tile Floor) And A Half Bath Completes The First Floor. Upstairs Are 4 Large Bedrooms With Ample Closets And 2 Full Baths. The Primary Has An Ensuite Bath That's Been Renovated And Includes A Glass Shower And"Stunning"Vanity! Outside Is A H-U-G-E Yard Enclosed With a N-E-W Vinyl($33,000.00)Fence. A Large Workshop With Electric Is Great For The Craftsman. Enjoy The Large Stamped Patio With A Retractable Awning Is Great For Outdoor Activities

641 Captain Cooke Way Court, South Chesapeake

2507 Deal's Creek Court, South Chesapeake
$587,445
4 Beds ⋅ 2.1 Baths ⋅ 10617685 MLS
The Pelican model has the perfect blend of comfort, elegance, & thoughtful design. This beautifully crafted residence features a spacious open-concept first floor with a generous living room, a gourmet kitchen with a large island, granite counter tops, a stylish dining area, & convenient mudroom/laundry room-all flowing seamlessly together for everyday living & effortless entertaining. Upstairs, retreat to the luxurious primary suite, where you'll find an oversized walk-in closet connected directly to a spa-inspired bathroom featuring LVT flooring, a soaking tub, a separate shower, a dual-sink vanity, & a private water closet. 3 additional large bedrooms & a spacious hall bath provide ample room for family or guests. One of the upstairs bedrooms is oversized & great for transforming into a second living area, playroom, or media space. This home offers so much more than just space-it’s full of character & and thoughtful details you need to see in person! Photos are of existing model.

2507 Deal's Creek Court, South Chesapeake

1916 Shady Cove Court, South Chesapeake
$587,000
4 Beds ⋅ 2.1 Baths ⋅ 10627617 MLS
Discover this beautifully maintained 4-bedroom, 2.5-bath home, offering the perfect blend of comfort and convenience. The kitchen has been tastefully updated with granite counters, stainless steel appliances, and ample storage. Stylish flooring throughout gives the interior a bright, modern touch. Enjoy a spacious layout that flows seamlessly to the outdoors, where a private inground pool and inviting backyard create the ultimate setting for relaxation or entertaining. A whole-home generator provides extra security and ease of living. Perfectly positioned in a sought-after neighborhood close to shopping, dining, and entertainment, this home delivers lifestyle and location all in one. Schedule your showing today!

1916 Shady Cove Court, South Chesapeake

909 Wheatfield Way, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10644529 MLS
Welcome to 909 Wheatfield Way situated at the back of a cul-de-sac with a covered front porch. The foyer entrance opens to the arched entrance to the formal dining room with crown molding and chair rail and the formal living room. The kitchen features a Butler's Pantry, tile flooring, newer appliances with gas range, dishwasher and hood. Kitchen also features granite tops & an island with power. The great room is open to the kitchen and features a gas fireplace for relaxing get togethers. The second floor features the Primary bedroom with vaulted ceilings, dual walk-in closets, private bath with tile floors, dual sinks, garden tub & shower stall. The second floor also has 3 additional bedrooms and full bath. Situated at the back of the cul-de-sac with a large backyard, storage shed and patio for entertaining. Located with views of the 48-acre Chesapeake Arboretum protected space and just minutes from the Battlefield Blvd corridor with easy access to shopping, dining & hospitals.

909 Wheatfield Way, South Chesapeake

2718 Gum Road, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10635281 MLS
Welcome to 2718 Gum Road in Chesapeake! This spacious 4-bedroom, 2.5-bath home offers the perfect combination of comfort, functionality, and outdoor living — all with NO HOA. Inside, you’ll find granite countertops, generous living spaces, and a layout designed for both everyday living and entertaining. The large lot provides plenty of room to enjoy the outdoors and includes a swing set, storage shed, and entertaining area with pool table included. Whether you’re hosting guests, enjoying time with family, or simply looking for more space and freedom, this property delivers. Conveniently located near shopping, dining, schools, and major interstates while still offering the privacy and flexibility hard to find in today’s market. Don’t miss your opportunity to own this Chesapeake gem!

2718 Gum Road, West Chesapeake

4720 Barn Swallow Drive, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10632913 MLS
Beautiful home located in the desirable Joliff Woods subdivision. This 4 bedroom, 2.5 bath property offers approximately 2,700 square feet of living space and welcomes you with a bright, open two-story foyer filled with natural light. Situated on a generous 0.67 acre lot, the home features a large deck and spacious backyard perfect for enjoying year round gatherings with family and friends.The first floor showcases engineered hardwood flooring, a well appointed kitchen with granite countertops and stainless steel appliances, and a cozy family room with a gas fireplace. Upstairs, you’ll find four spacious bedrooms, ample closet space, and bathrooms finished with granite countertops. The primary suite includes two walk-in closets, double vanities, jetted soaking tub, and a separate stand-up shower. Additional highlights include ceiling fans throughout and TRANE HVAC units. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4720 Barn Swallow Drive, West Chesapeake

517 Liverpool Court, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10632240 MLS
Fabulous opportunity to own this owner brick ranch in Cheshire Forest! It's time for the next chapter in this wonderful home's history...ready for you to make it your own! Recent upgrades include: New Roof/ Gutter Guards 2019, Kitchen remodel in 2025- to include new stove, dishwasher, vent hood, & quartz countertops. New water Heater 2025, Garage door opener 2024, HVAC replaced in 2015. Home has encapsulated crawl space, updated flooring (Beechwood and Wilsonart Laminate, in the main living area), and a large wooded backyard with lots of privacy to enjoy. Built in shelving in the FROG and the front bedroom for enhanced storage. Custom closet in Primary Bedroom, Front Bedroom & Pantry. Located in Cheshire Forest in Great Bridge, with low HOA dues that include a pool, community swim team (for a fee), tennis, volleyball, pickleball, playgrounds and a plethora of social activities for all ages, all in sought after Great Bridge Schools. Call for your private showing today!

517 Liverpool Court, South Chesapeake

501 Wessex Drive, South Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10630880 MLS
Discover this beautiful home in the heart of Great Bridge! Hardwood floors grace the foyer, dining, and great room, with cozy carpet in bedrooms. The oversized kitchen features custom leathered countertops, island, breakfast area, new 2025 refrigerator, and wood-burning fireplace. A full bath and large laundry room add convenience on the first floor. The great room boasts a pellet stove and wood-beamed ceiling. Upstairs, the spacious primary suite offers a large closet, dual vanities, and walk-in shower. Bonus room over the garage serves as a 4th bedroom. Zoned HVAC (2025). Enjoy a fully fenced backyard with deck, gazebo, and shed. Extended driveway with 50-amp RV plug—perfect for boats, RVs, or extra parking!

501 Wessex Drive, South Chesapeake

1026 Woodwind Way, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10626225 MLS
A great opportunity to call this well priced, well cared for all brick retreat in Kemp Woods your Home! Situated on a sizable cul-de-sac lot, 1026 Woodwind Way provides a great flow with 4 bedrooms, 2.5 baths and double staircases. A bright, welcoming 2-story foyer greets your guests and opens to both an office/music room and the formal dining room. The family room is the true heart and hearth of the home, opening seamlessly to the eat-in kitchen and out to the deck for easy indoor-outdoor living. The spacious kitchen includes stainless steel appliances, center island, custom countertops, backsplash and breakfast nook. The second level includes a primary suite with walk-in closets and a jetted tub, plus 3 additional bedrooms. A renovated hall bathroom, an abundance of storage, permanent attic stairs and a 2-car garage add everyday ease. The large, fenced backyard and storage shed handle the rest. Minutes to I-64, Bypass-168, Greenbrier dining, shopping, ice skating and more.

1026 Woodwind Way, South Chesapeake

4501 Overlook Pl, West Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10623896 MLS
Welcome to this spacious 4-bedroom, 3-bath home featuring a bright and open floor plan designed for comfortable living and entertaining. The beautiful kitchen offers abundant cabinet space, stainless steel appliances, granite countertops, and a large center island perfect for gatherings. The first floor includes a generous family room, office area, and additional living space, providing flexibility for work and relaxation. Upstairs you’ll find 4 generously sized bedrooms with ample closet space. The primary suite features both a walk-in closet and an additional closet, along with a private bath with dual vanities, jetted tub and nice size shower. Recent updates include all new carpet and a new tankless gas water heater. Step outside to enjoy the fenced backyard, while the home’s location on a quiet end street offers extra open space nearby for play and outdoor activities. Located in the desirable Western Branch area, this home provides comfort, space, and a peaceful community setting.

4501 Overlook Pl, West Chesapeake

1330 Dominion Lakes Boulevard, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10622711 MLS
Welcome to 1330 Dominion Lakes Blvd! A beautifully maintained 4-bedroom, 2.5-bath home tucked into the sought-after Dominion Lakes community. From the moment you step inside, the thoughtfully designed open floor plan invites you to settle in and stay awhile. The main level flows seamlessly from a formal living room and elegant dining room into a warm, welcoming great room and a gorgeous kitchen - perfect for everyday living and entertaining alike. Upstairs, four generously sized bedrooms offer peaceful retreats, highlighted by a grand Primary Suite complete with a spa-inspired full bath. Step outside to a sprawling backyard that offers endless possibilities for relaxation, play, or gatherings under the Virginia sky. Ideally situated near major interstates, this home puts convenience at your doorstep without sacrificing the quiet comfort of suburban living. This is more than a house - it's your next chapter!

1330 Dominion Lakes Boulevard, South Chesapeake

905 Berkely Court, South Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10618359 MLS
Welcome to this charming and well-maintained home in a quiet cul-de-sac in the Tunbridge Station neighborhood. From the moment you arrive, the wrap around porch sets the tone for relaxed living. The backyard features an inground pool and patio ideal for entertaining. This home also includes a 2 car insulated detached garage and shed offering storage and convenience. Inside the home, first floor features new LVP flooring throughout and a wood stove. The primary bedroom has an ensuite bathroom with jacuzzi perfect for unwinding. Large closets in bedrooms, newer windows. Additional highlight: This home offers an assumable VA loan with a 2.75 rate presenting a valuable opportunity for qualified buyers to take advantage of this low rate financing. With its comfort and desirable features, this home is a rare find in a fantastic location. Pool conveys as-is but no known issues per seller. Call today for an appointment to see!

905 Berkely Court, South Chesapeake

1125 Kinderly Lane, South Chesapeake
$585,000
4 Beds ⋅ 3.1 Baths ⋅ 10615908 MLS
Fantastic home located at the end of a cul-de-sac on a HUGE lot of over 3/4 of an acre in Chesapeake—conveniently located minutes from shopping, dining, & major routes. The home features a large, welcoming foyer & an open-concept main level w/ spacious walkways & generous closet space throughout. Living room showcases attractive gray LVP flooring & is filled with natural light from numerous windows. The open kitchen is equipped with espresso cabinetry & stainless steel appliances, making it both functional & stylish.On the main level, you will find three spacious bedrooms. Upstairs offers a fourth bedroom that can serve as a primary suite, complete with an en-suite bath. Each bedroom has an adjacent bathroom, many featuring specialty and custom touches.Outside, enjoy a private and expansive yard w/ plenty of room for a pool.

1125 Kinderly Lane, 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.