West Chesapeake Homes with Wooded Exterior features

Welcome to West Chesapeake, Virginia, a hidden gem nestled within the vibrant city of Chesapeake. Known for its picturesque landscapes and rich history, West Chesapeake offers a unique blend of suburban tranquility and urban convenience. With its lush greenery, charming neighborhoods, and access to a variety of recreational activities, this area is perfect for families, professionals, and retirees alike.

One of the standout features of homes in West Chesapeake is their stunning wooded exteriors. Imagine coming home to a residence that seamlessly blends with nature, where the gentle rustle of leaves and the chirping of birds create a serene backdrop for your daily life. Many properties in this desirable region boast expansive lots adorned with mature trees, providing both privacy and a sense of peace. These wooded exteriors not only enhance the aesthetic appeal of the homes but also offer a natural habitat for local wildlife, making it a perfect sanctuary for nature lovers.

In addition to the beautiful homes, West Chesapeake is conveniently located near top-rated schools, shopping centers, and parks. Residents can enjoy a variety of outdoor activities, from hiking and biking to picnicking in the many green spaces scattered throughout the area. With a strong sense of community and a welcoming atmosphere, West Chesapeake is not just a place to live; it's a place to thrive.

If you’re looking for a home that offers both comfort and a connection to nature, West Chesapeake’s wooded exterior properties are waiting for you. Discover your dream home in this enchanting Virginia locale today!

Newest West Chesapeake Homes with Wooded Exterior features

$399,900

3 Beds ⋅ 1.1 Baths ⋅ 10647071 MLS

Charming Brick Ranch in the Heart of West Chesapeake! This adorable 3-bedroom 1.5 bath ranch-style home sits on a spacious .39-acre lot and is move-in ready! Enjoy a freshly painted interior, new flooring & more. The home features a formal living room and dining room, a cozy wood burning fireplace. Additional highlights a detached oversized garage- great for a workshop, extra storage, or hobby’s space. Located in the established Chadswyck Terrace West neighborhood with easy access to shopping, dining, and major routes. No HOA! Don’t miss this gem-schedule your showing today!

2168 Armada Drive, West Chesapeake

$560,000

4 Beds ⋅ 2.1 Baths ⋅ 10647434 MLS

Welcome to this beautifully maintained home in Joliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

4936 Oriole Drive, West Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10647633 MLS

Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West Chesapeake

$535,000

5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS

Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, 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

$609,900

6 Beds ⋅ 3 Baths ⋅ 10641027 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.

2223 Hampton Roads Parkway, West Chesapeake

$1,257,400

5 Beds ⋅ 4 Baths ⋅ 10640535 MLS

Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

$525,000

5 Beds ⋅ 3 Baths ⋅ 10631735 MLS

Closing Costs Assistance. The Seller may accept an offer Contingent on the Buyer selling their home. Beautiful brick home built by the seller on a large cul-de-sac. Walking in this gorgeous home is breathtaking, Large Living room w/ nice size dining rm, the home was 4 large bedrooms & could have a 5th bedroom w/ the finished room over the garage, Very large kitchen w/breakfast rm, HUGE family room with high ceiling and a fireplace, enough space for a large family to get together, 3 full bathrooms, another large room with a fireplace, and sliding glass doors that go on to a large covered patio. House sits on a LARGE lot with a firepit in backyard. Home has a lot of space for a large family or a family that is moving in together it would be ideal. Lots of storage. Unfinished attic space but could be converted into more living space if needed. Near Shopping and Interstates. Driveway could hold 8 cars easily. Seller is willing to pay Closing costs for buyer.

4624 Westborough Drive, West Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10613272 MLS

Start building your custom dream home today! Exceptional new construction opportunity on a spacious half-acre lot in the heart of Western Branch. Design your own floor plan to match your lifestyle or choose from one of the builder's stunning models. This featured plan offers a modern open-concept layout. The chef's kitchen features granite countertops, custom cabinetry, stainless steel appliances, and designer lighting. A formal dining room can easily serve as a home office. Enjoy luxury vinyl plank flooring throughout the first floor and baths, plus a covered front porch and rear patio for outdoor living. Experience quality craftsmanship, thoughtful design, and the freedom to create the home you've always imagined. Ready in Spring 2026. Contact us today to start designing your custom dream home!

1530 Jolliff Road, West Chesapeake

$539,900

4 Beds ⋅ 2 Baths ⋅ 10609828 MLS

A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open 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 12-5pm at 5023 Annapolis Drive.

MM Myrtle, West Chesapeake

$609,900

6 Beds ⋅ 3 Baths ⋅ 10609830 MLS

MM Myrtle Ii, West Chesapeake

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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.