West Chesapeake Homes with Jolliff Middle Middle school

Welcome to West Chesapeake, Virginia—a vibrant community that perfectly blends suburban charm with urban convenience. Nestled in the heart of Chesapeake County, this delightful area is known for its friendly atmosphere, excellent schools, and picturesque neighborhoods. West Chesapeake boasts a rich tapestry of parks, recreational facilities, and local eateries that cater to the diverse tastes of its residents.

One of the standout features of West Chesapeake is its proximity to Jolliff Middle School, a highly regarded institution that serves the community's youth. Families with children will appreciate the school’s commitment to academic excellence and its engaging extracurricular programs. Living near Jolliff Middle School not only provides a quality education for your children but also fosters a sense of community among families who value education and involvement.

In terms of real estate, West Chesapeake offers a variety of homes that cater to different lifestyles and budgets. From charming single-family homes with spacious backyards to modern townhouses with all the amenities, there’s something for everyone. The neighborhoods are characterized by tree-lined streets and friendly neighbors, making it a perfect place to settle down.

With its strategic location, West Chesapeake provides easy access to major highways, making commutes to nearby cities a breeze. Whether you're looking for a peaceful suburban retreat or a lively community filled with activities, West Chesapeake is the ideal place to call home. Explore the possibilities and discover why so many families choose to make this charming city their own!

Newest West Chesapeake Homes with Jolliff Middle Middle school

$370,000

3 Beds ⋅ 2.2 Baths ⋅ 10645727 MLS

Welcome to this well-maintained, like-new townhome in the desirable Fairview Towns community! Enjoy low-maintenance living in this newer gated community, conveniently located in Western Branch. This spacious tri-level townhome features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, along with two family rooms providing plenty of space for entertaining, relaxing, or creating a home office or flex space. The home also offers a one-car garage, two additional assigned parking spaces, and ample visitor parking. Come experience all this beautiful townhome has to offer and make it yours today!

4122 Riverside Drive, West Chesapeake

$609,000

4 Beds ⋅ 2.1 Baths ⋅ 10645393 MLS

Premium location in one of Western Branch’s most sought-after neighborhoods & schools. Beautiful, manicured homes w/large lots & no homeowner’s association. Just minutes to 664 & ALL of Hampton Roads Military bases, shopping & entertainment and medical facilities. Step inside to a welcoming foyer that leads to a formal dining room, living room and a custom kitchen with an Island. The sunken den features a gas fireplace which exits to a multi-level deck for cookouts and entertaining. The upstairs features a primary suite for a private retreat with an en-suite bath, a large walk-in closet for keeping all your items organized, while two additional bedrooms (all with walk-in closets) provide versatility for guests or even a game (flex) room. In addition, a 4th bedroom is located over the 576 SQFT. Attached garage. New interior paint and carpet, move in ready

1416 Pine Grove Lane, West Chesapeake

$315,000

3 Beds ⋅ 1.1 Baths ⋅ 10645375 MLS

This well-maintained home offers peace of mind with numerous updates completed over the years. According to the seller, replacement windows were installed in 2006, followed by a new HVAC system and roof in approximately 2009. The home also features a newer washer and dryer (2016), stove (2020), water heater (2021), and refrigerator (2024). Most recently, the kitchen was refreshed in 2025 with beautiful new cabinets and countertops, creating a bright, modern space that's perfect for everyday living and entertaining. With so many major improvements already completed, this home is ready for its next owner to move in and enjoy.

4213 Valencia Road, West Chesapeake

$348,900

2 Beds ⋅ 2.1 Baths ⋅ 10645065 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 & 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 partially wooded view & 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!

4981 Boone Road, West Chesapeake

$1,195,000

4 Beds ⋅ 4.1 Baths ⋅ 10644941 MLS

Dreaming of a Serene Country Retreat just minutes from the city? YOU FOUND IT! A Rare Jewel! Horse Lover's Dream! Almost 9 ac Family Sanctuary. Elegant Custom Built, 4 Ensuite BRs & 1/2 Bath home w/an amazing 10' x 50' front porch! Lovely entry foyer opens to Great Room w/cathedral ceiling, hand scraped engineered flooring & wood burning fireplace framed w/bookshelf cabinetry. 1st Floor Primary BR boasts expansive Bath w/2 Separate Granite Vanities, jetted tub, separate shower & Grand Walk-In Closet. PBR Plantation Shutters reveal peaceful views of property! 10 ft ceilings down & 9 ft up. Kitchen w/granite counters, 2 large pantries, ample cabinetry & generous eat-in area. Formal Dining Room for festive gatherings. Upstairs reveals open sitting area w/chandelier. Expansive FROG-4th Bedroom. 3 Covered porches. 3 Car Garage, Spacious 2 Stall Stable, Large Storage Barn, approx 30' x 20' IG Pool w/stamped concrete surround. Fruit trees & acreage for hobby farming. Don't miss this one!

377 Homestead Road, West Chesapeake

$345,900

2 Beds ⋅ 2.1 Baths ⋅ 10645033 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 & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ 5' shower. Enjoy a wooded view & 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!

4983 Boone Road, West Chesapeake

$400,000

4 Beds ⋅ 2.1 Baths ⋅ 10644987 MLS

Welcome home to 4320 Schooner Trail! This beautifully maintained 4 -bedroom, 2.5 bathroom home in the sought- after Western Branch area of Chesapeake. This home offers an ideal blend of space, comfort, tons of storage and modern convenience. The downstairs features an open- concept floor plan seamlessly connecting the living room, dining area and kitchen area that has stainless steel appliances and a private office with French doors. Upstairs features a huge master bedroom with walk in closets and a massive attached bathroom. Enjoy the private, fully fenced in backyard that is perfect for relaxing and entertaining guests. The HVAC system was replaced in 2024 and the fireplace has never been used by the owner. The fireplace sold as-is. Call today for your private showing of your new home!

4320 Schooner Trail, West Chesapeake

$310,000

3 Beds ⋅ 2 Baths ⋅ 10644587 MLS

Instant equity!!!!Welcome home to this charming, single-level ranch that blends comfort and functionality! Nestled in a quiet, established neighborhood zoned for highly desirable schools, this 3-bedroom, 2-bathroom, 1,120 sqft home offers a cozy yet efficient footprint. The heart of the home features a bright and open eat-in kitchen, making meal prep and entertaining a breeze. You will love the generous-sized bedrooms that provide ample closet space and privacy. Step outside to your great-sized backyard—an ideal canvas for gardening, pets, or summer BBQs. Hobbyists and DIY enthusiasts will look no further than the attached converted garage, complemented by an extra storage workshop for tools, gear, or weekend projects. Don't miss this rare opportunity to own a move-in-ready gem in a fantastic community!

817 Dana Drive, West Chesapeake

$345,900

2 Beds ⋅ 2.1 Baths ⋅ 10644649 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 & 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 exceptional 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!

4987 Boone Road, West Chesapeake

$565,000

4 Beds ⋅ 3 Baths ⋅ 10644284 MLS

Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

$359,900

3 Beds ⋅ 2 Baths ⋅ 10643791 MLS

BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to this beautifully updated 3-bedroom, 2-bathroom home situated on a desirable corner lot! This move-in-ready property has been thoughtfully updated with brand-new LVP flooring throughout and fresh paint, creating a bright and modern feel from the moment you walk inside. The home features spacious bedrooms, providing plenty of room for relaxation. Freshly painted kitchen cabinets, stainless steel appliances and updated bathroom showcases stylish ceramic tile, a new vanity, and modern fixtures, adding a fresh contemporary touch. Additional improvements include a new electrical panel and a brand-new vapor barrier installed in the crawlspace. Enjoy this corner lot with oversized backyard and privacy wood fence! Located just minutes from Chesapeake Square Mall, shopping, dining, and everyday amenities, this home offers a blend of comfort, updates and location. Don’t miss your opportunity to own this beautifully refreshed home!

4000 Coffman Boulevard, West Chesapeake

$440,000

3 Beds ⋅ 1.1 Baths ⋅ 10644034 MLS

Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable LVP flooring, spacious bedrooms, and the convenience of single-level living. The room over the attached garage provides flexible space for a home office, guest suite, 4th bedroom, or in-law suite. Outside, the 3-stall horse barn needs TLC, plus plenty of room for gardening, recreation, or creating your own mini homestead. Recent improvements include land improvements (2019), well service (2020), electrical panel service (2020), foundation improvements (2021), new appliances (2022). Tenant occupied at $2,800 per month thru 1/31/27. Live in or rent out.

4309 East Road, West Chesapeake

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