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5037 Annapolis Drive, West Chesapeake
$579,000
4 Beds ⋅ 2 Baths ⋅ 10660299 MLS
Enjoy sought-after ranch-style living in this like-new, two-year-old Dogwood model in Estates at Joliff Landing! Located in Chesapeake's Western Branch area, this popular floor plan offers the convenience of first-floor living, with every room except the finished room over the garage on the main level. Two bedroom suites provide added flexibility, including one with a dual-entry bathroom accessible from the hallway. The upstairs bonus room offers space for a home office, media room, or guest retreat. Step outside to an oversized, fenced backyard with wooded views, a storage shed, and plenty of room to relax or entertain. Community amenities include a clubhouse, fitness room, playgrounds, and pool. Convenient to shopping, dining, military bases, and major interstates, this beautifully maintained home combines like-new appeal with an established neighborhood setting.

5037 Annapolis Drive, West Chesapeake

1620 Sandy Pines Way, West Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10659944 MLS
OVER AN ACRE IN SANDY PINES—FULLY ENCLOSED BY A NEWER WOOD FENCE! Set on an expansive lot of approximately 1.10 acres, with newer wood fencing enclosing the entire property, this traditional two story home offers a standout amount of outdoor space. With approximately 1,628 square feet, 3 bedrooms, and 2.5 baths, the home pairs a generous setting with a practical layout. Enjoy a wood burning fireplace, a kitchen with a breakfast area and pantry, and a primary bedroom with an en suite bath. Walk in closets, walk in attic space, and an attached one car garage provide convenient storage. Situated on a cul-de-sac with driveway parking and 2 storage sheds, this property offers space inside and out, with the impressive fenced lot taking center stage!

1620 Sandy Pines Way, West Chesapeake

2227 Sanibel Lane, West Chesapeake
$589,000
5 Beds ⋅ 3.1 Baths ⋅ 10660049 MLS
Don't miss out on this stunning 2025-built end unit in Jolliff Landing is a showstopper! Featuring 5 bedrooms, 3.5 baths, a first-floor office, and a second-floor loft/bonus room, this home delivers space, style, and versatility! The open floor plan, abundance of natural light, modern finishes, and over $30K in upgrades create an undeniable wow factor! The resort-style community amenities are equally impressive, featuring a swimming pool, fitness center, community center, bark park, playground, sports field, bike paths, water features, gathering spaces, and tree-lined sidewalks! Conveniently located in Western Branch near shopping, dining, and I-664. Nearly new, loaded with upgrades, and move-in ready! Why settle for ordinary when extraordinary is waiting? Schedule your private showing today!

2227 Sanibel Lane, West Chesapeake

3153 Trumpet Road, West Chesapeake
$400,000
5 Beds ⋅ 3 Baths ⋅ 10659818 MLS
Discover the possibilities with this Chesapeake home offering versatile living spaces and plenty of potential! Featuring an in-law suite that provides additional flexibility for guests, extended stays, or a private retreat, this property offers a functional layout with room to make it your own. Solar panels provide an added energy-efficient feature. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers easy access to everything Hampton Roads has to offer. Whether you're looking to personalize your next home or explore investment opportunities, this property is full of possibilities. Property is being sold AS-IS, with the seller to make no repairs. Schedule your showing today!

3153 Trumpet Road, West Chesapeake

3907 Rex Circle, West Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10659918 MLS
Some townhomes give you an open floor plan. This one gives you options! Located within the gated Monarch Walk community of Western Branch, this end-unit townhome offers tall ceilings, generous living spaces, and a layout that makes every level count. Fresh interior paint and new carpet bring an updated feel, while the main living area makes an impression with soaring ceilings and a gas fireplace that anchors the space. The kitchen features an island with built-in storage and additional prep space, complemented by an eat-in dining area that gives everyday meals and gatherings a space of their own. A bay window adds architectural character, while the screened-in porch extends the living space outdoors, creating a covered spot for morning coffee, afternoon downtime, or evenings spent enjoying the fresh air. The first-floor primary suite features its own private bath, offering the convenience of keeping your main living spaces on one level. Upstairs, the loft opens up even more possibilities. Think second living room, home office, media space, or a combination of uses that changes with your needs. The additional bedroom features its own ensuite bath, providing privacy and separation between the two suites. An additional half bath, attached one-car garage, convenient guest parking, and gated community access add practical touches to an already thoughtful layout. What makes this home stand out isn’t simply the amount of space, but how it’s arranged. From the height of the ceilings to the flexibility of the loft and the screened porch just beyond the living areas, every level offers something worth appreciating. This is a layout you’ll want to experience in person!

3907 Rex Circle, West Chesapeake

4308 Galston Court, West Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10659816 MLS
Tucked away on a cul-de-sac in The Crossings at Western Branch, 4308 Galston Court is the perfect place to be home for the holidays! This move-in ready home offers an updated kitchen with quartz countertops, tile backsplash, and stainless appliances. The kitchen opens to a great room with plenty of natural light and a gas fireplace. The primary bedroom includes a beautifully renovated bathroom with an inviting, spa-like retreat, complete with a soaking tub and separate custom-tiled, glass enclosed shower. Three additional bedrooms each have plenty of natural light and closet space. The FROG (finished room over the garage), which opens to the main hall and has its own staircase, makes a great den, craft/hobby space, or playroom. The attached two-car garage features brand new doors and adds valuable parking, storage in professionally-installed cabinetry, or home gym space, complete with mini-split AC and heat. Out back, the fenced yard, two patios, and deck with a custom pergola create a great place for play, gardening, or relaxation. Two storage sheds, one complete with power, add storage space for lawn or sports equipment, holiday decorations, or private workshop. The home includes transferable lifetime warranty for windows.

4308 Galston Court, West Chesapeake

1822 Citrus Place, West Chesapeake
$569,490
5 Beds ⋅ 3.1 Baths ⋅ 10659437 MLS
The Poppy is a spacious open-concept home with a total of five bedrooms. When you enter from the covered front porch, you are led form the foyer to a vast great room, dining room and kitchen. While one bedroom and full bathroom is downstairs, upstairs you will find three additional bedrooms with another full bath equipped a double vanity. Continuing on the second floor is the owner's suite, with an option for tray ceilings, sinks on two separate vanities, and a large walk-in closet. The owner's bathroom has the option for a seat in the shower. The laundry room is conveniently located on the second floor. Directions: Portsmouth Blvd to Walker Lane, make left, then Left on Joliff Landing Road, Model is on Paw Paw place

1822 Citrus Place, West Chesapeake

4906 Apricot Way, West Chesapeake
$439,900
3 Beds ⋅ 3.1 Baths ⋅ 10659623 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & an attached single-car garage. The kitchen stuns guests w/ upgraded quartz countertops & subway tile backsplash. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary suite & double quartz vanity & glass-enclosed shower in en-suite. WIC! 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.

4906 Apricot Way, West Chesapeake

2044 Mango Street, West Chesapeake
$347,900
2 Beds ⋅ 2.1 Baths ⋅ 10659479 MLS
Dual Primary Suites, a serene, wooded view, & upscale finishes! This beautifully upgraded 2-level home features a first-floor primary en-suite with upgraded granite vanity and shower. The open floorplan showcases a stunning kitchen with granite countertops, tile backsplash, soft-close drawers, and durable LVP flooring. Soaring 12' ceilings and oversized living room windows frame a peaceful, wooded view. Upstairs, enjoy 9' ceilings, a spacious loft, and a second private owner’s suite. Both bedrooms feature walk-in closets, plus a walk-in attic for extra storage. Enjoy exceptional community amenities, including a state-of-the-art clubhouse and sparkling pool. Call today to schedule an appointment and ask about special pre-opening pricing!

2044 Mango Street, West Chesapeake

4908 Apricot Way, West Chesapeake
$387,900
3 Beds ⋅ 2.1 Baths ⋅ 10659350 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & an attached single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, granite countertops, subway tile backsplash, & under cabinet lighting. Easily maintained & durable flooring throughout the 1st level & secondary baths. Lighted tray ceiling in primary suite w/ shower & double granite vanity in en-suite. Enjoy exceptional amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Model home located at 4968 Breck Lane.

4908 Apricot Way, West Chesapeake

4199 Taught Line Loop, West Chesapeake
$299,900
4 Beds ⋅ 2.1 Baths ⋅ 10655404 MLS
Opportunity awaits in Chesapeake at Goose Creek! This spacious 4-bedroom, 2.5-bath detached condo offers approximately 2,160 square feet of living space and the perfect opportunity to add your personal touches. The traditional two-story layout features a welcoming front porch, generous living areas, gas fireplace, breakfast area, and a primary bedroom with private bath and walk-in closet. Additional highlights include a two-car attached garage, rear patio, and privacy-fenced backyard. Bring your vision and choose the flooring, countertops, and finishing touches to make this home your own! Conveniently located near shopping, dining, and major roadways. Property is being sold AS-IS, WHERE-IS. Schedule your private showing today!

4199 Taught Line Loop, West Chesapeake

3422 Anita Circle, West Chesapeake
$595,000
5 Beds ⋅ 3 Baths ⋅ 10658855 MLS
Welcome to this amazing all-brick home in sought after Western Branch! This home offers timeless charm and modern luxury. The heart of the home is a beautifully updated kitchen(new 2024) boasting Fantasy Brown granite countertops, white shaker cabinets, ceramic tile backsplash, a large center island, under cabinet lighting and more. Unwind in the inviting family room by the gorgeous brick fireplace, flanked by built-in glass-door lighted cabinets. Enjoy dual staircases, updated bathrooms, and whole-house water filtration and softening systems, a Texas sized primary bedroom, and the 5th bedroom could be media/game room. Head outside to your private oasis complete with an oversized Trex deck w/a retractable awning, hot tub, a charming trellis-covered patio, firepit area and a detached storage shed with electricity. New roof(2022), tankless water heater(2023), vapor barrier(2026) and so much more! Don't miss this incredible find! Some rooms virtually staged.

3422 Anita Circle, West Chesapeake

3729 Hardwick Terrace, West Chesapeake
$479,000
6 Beds ⋅ 3 Baths ⋅ 10658690 MLS
Calling all investors, buyers ready to bring their vision to life. Welcome to 3729 Hardwick Terrace, offering over 3,400 square feet and 6 spacious bedrooms in a highly desirable neighborhood!With incredible potential and room to build equity, this home is the perfect opportunity for someone looking to make cosmetic updates and create something truly special. Several major improvements have already been taken care of, including an HVAC system approximately 5 years old, a roof replaced in 2015, and crawlspace encapsulation completed in 2026.Priced well below market value to reflect the cosmetic updates needed, this property offers a rare opportunity to secure substantial square footage in a sought-after area at an exceptional price.Bring your creativity, add your personal touches, and unlock the potential of this incredible home. Location, space, and opportunity — this one checks all three boxes!

3729 Hardwick Terrace, West Chesapeake

3536 Calverton Way, West Chesapeake
$489,900
4 Beds ⋅ 3 Baths ⋅ 10658503 MLS
Welcome to the sought-after Wellington neighborhood in Western Branch, Chesapeake! This charming brick rancher features laminate flooring, an updated kitchen with stainless steel appliances, and a finished room over the garage (FROG) with a mini-split added in 2024 perfect for an office, playroom, or guest retreat. The primary suite offers a tray ceiling, spacious walk-in closet, and walk-in shower. Relax on the screened porch overlooking the private, fenced backyard. Shenandoah plantation shutters and a southern sky-blue porch ceiling add Southern charm. Enjoy a two-car garage and NO HOA! Updates include leaf gutters (2023), HVAC (approx. 7 years old), water heater (2025), dishwasher (2026), sump pump, Aprilaire dehumidifier, and encapsulated crawlspace. Roof and garage door replaced in 2017. Comfort, flexibility, and a desirable location make this home a must see!

3536 Calverton Way, West Chesapeake

1937 Paw Paw Place, West Chesapeake
$676,439
5 Beds ⋅ 4.1 Baths ⋅ 10658190 MLS
Welcome home to this stunning brand 2 story home,  designed with modern style, comfort, and functionality. Offering 5 spacious BDRs, 4.5 BTHS, this home features an open-concept floor plan that's perfect for both daily living & entertaining. Features of our gourmet kitchen are  upgraded quartz countertops, upgraded appliances, abundant cabinetry, & a large island that overlooks the spacious living area.  LVP flooring flows throughout the first floor, while 9-foot ceilings & elegant crown molding adding sophisticated touch. A first-floor BR with full bath provides the perfect space for guests,  or a private home office. Upstairs, you'll find generously sized bedrooms, with walk in closets. and a loft offering endless possibilities with additional living space. Exceptional community amenities include a beautiful clubhouse, community pool, playgrounds, a covered pavilion with picnic areas, and outdoor recreation spaces perfect for gathering with family and friends. Surrounded by natural beauty, this community offers a peaceful setting while remaining conveniently close to shopping, dining and highways. Don't miss the opportunity to own a beautiful home in one of the area's most desirable new-home communities.

1937 Paw Paw Place, West Chesapeake

MM Evergreen, West Chesapeake
$554,900
4 Beds ⋅ 2.1 Baths ⋅ 10657893 MLS
Introducing The Evergreen by Wirth Living! Designed with comfort, style, and functionality in mind, The Evergreen offers a thoughtfully crafted two-story layout with spacious living areas and room for all. Featuring an open-concept great room and kitchen, a dedicated dining area, a private primary suite with two walk in closets, and a bonus bedroom upstairs with an option to add another full bathroom, this home blends everyday convenience with inviting spaces to gather and grow. A beautiful balance of modern living and timeless design, The Evergreen is ready to inspire your next chapter. 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. Come visit our model home open daily from 12-5pm at 5023 Annapolis Drive.

MM Evergreen, West Chesapeake

2004 Acentala Quay, West Chesapeake
$575,000
5 Beds ⋅ 3.1 Baths ⋅ 10657811 MLS
Soaring cathedral ceilings, an updated kitchen, and a first-floor suite that feels almost like its own wing give this Waterstone home plenty to remember. The main living area feels open and connected, with a gas fireplace creating a natural focal point and cathedral ceilings adding volume overhead. The kitchen has been refreshed with painted white cabinetry, dark gray quartz countertops, a tile backsplash, black finishes, and newer appliances for a clean, current look. One of the home’s biggest standouts is the expansive first-floor suite, complete with private exterior access, a large closet, and its own sitting area. The scale and separation make it feel more like a private retreat than just another room. LVP flooring, newer carpet, and updated windows continue throughout the home. Above the two-car garage, another spacious living area with cathedral ceilings and LVP flooring adds even more flexibility for an office, media room, playroom, or additional living space. A partially encapsulated crawlspace with a high-quality dehumidifier is another meaningful improvement already in place. Outside, the back porch overlooks a large fenced yard with plenty of usable green space, while the two-car garage and generous driveway add everyday function. Waterstone offers a community pond for kayaking, canoeing, paddle boarding, and fishing, along with neighborhood trail access connecting directly to Western Branch Park and Western Branch Community Center. With substantial living space, thoughtful updates, and two areas that give you real flexibility beyond the main living spaces, this home has more depth than the photos first let on.

2004 Acentala Quay, West Chesapeake

3301 Settlement Court, West Chesapeake
$269,999
2 Beds ⋅ 2 Baths ⋅ 10657817 MLS
Welcome to highly sought-after, single-story living in the wonderful 55+ community of One Ford Place! This beautifully maintained Western Branch condo offers the ultimate "no-maintenance" lifestyle. The inviting layout features a spacious great room with sliding doors opening to a private patio. The well-appointed kitchen includes a pantry and conveys with all appliances. Enjoy a luxurious primary suite adorned with picture frame molding and a beautiful en-suite bath featuring a granite double vanity, tub, and separate shower. A second bedroom and full bath on the opposite side of the home create the perfect private guest suite! Enjoy the rare convenience of a one-car garage, a two-car driveway, and ample guest parking. Move in with total peace of mind thanks to major recent updates to the HVAC, water heater, and appliances. With TVs conveying and additional furniture negotiable, your transition will be a breeze. Located minutes from the YMCA, I-664, and I-164!

3301 Settlement Court, West Chesapeake

4995 Boone Road, West Chesapeake
$329,900
2 Beds ⋅ 2.1 Baths ⋅ 10657742 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, cabinet crown molding & soft-close drawers. Easily maintained & durable LVP flooring 1st level, baths, & laundry. Crown molding throughout entire 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ shower. Enjoy a view of the surrounding woods & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4995 Boone Road, West Chesapeake

4993 Boone Road, West Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10657595 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring 1st level, baths, & laundry. Crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy a view of the surrounding woods & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4993 Boone Road, West Chesapeake

4748 Barn Swallow Drive, West Chesapeake
$570,000
4 Beds ⋅ 3 Baths ⋅ 10656599 MLS
Welcome home to this beautifully updated property located in the Jolliff Woods neighborhood in Western Branch! Featuring a fully remodeled kitchen and 3 full baths (2020), this home offers the perfect blend of comfort, style, and functionality. Step outside to your own backyard retreat, complete with a sparkling saltwater pool featuring a new liner and newer pump, a spacious deck great for entertaining, and a screened porch great for relaxing evenings. The primary bedroom features 2 walk-in closets and a soaking tub with a large, oversized shower. Additional highlights include dual-zone HVAC systems and a one-year-old storage shed. Anderson windows installed in 2006. Whether you're hosting summer gatherings or enjoying a quiet evening at home, this property offers wonderful indoor and outdoor living spaces. Move right in and start enjoying all this home has to offer! Amazing tucked-away .38 acre corner lot and just minutes to the interstate, with quick access to the Peninsula and the rest of Hampton Roads

4748 Barn Swallow Drive, 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.

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