West Chesapeake Homes with Wooded Exterior features

Welcome to West Chesapeake, Virginia – a hidden gem nestled in the heart of Chesapeake County. This vibrant city offers a perfect blend of suburban charm and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its lush landscapes, friendly neighborhoods, and a strong sense of community, West Chesapeake is a place where you can truly feel at home.

One of the standout features of West Chesapeake is its stunning homes, many of which boast beautiful wooded exteriors. Imagine coming home to a residence that seamlessly blends with nature, where the lush greenery provides both privacy and a serene atmosphere. These homes are designed to harmonize with their surroundings, offering a tranquil retreat after a long day. With spacious yards and mature trees, you’ll have your own slice of paradise right outside your door.

The community in West Chesapeake is as inviting as its homes. Residents enjoy easy access to local parks, recreational facilities, and a variety of shopping and dining options. Whether you’re taking a leisurely stroll through one of the many scenic trails or enjoying a weekend barbecue with neighbors, there’s always something to do.

In addition to its natural beauty and community spirit, West Chesapeake is conveniently located near major highways, making it easy to commute to nearby cities. With a strong school system and an array of family-friendly activities, it’s no wonder that West Chesapeake is becoming a sought-after destination for homebuyers.

Discover your dream home surrounded by nature in West Chesapeake, where every day feels like a getaway!

Newest West Chesapeake Homes with Wooded Exterior features

$399,900

3 Beds ⋅ 2 Baths ⋅ 10645064 MLS

All brick ranch on expansive 1/2 acre lot with views of the river! 3 bedrooms with hardwood floors in most of the living areas. Impressive Sunroom addition allows for great family gatherings. Kitchen with gas cooktop. Covered carport and detached garage with lots of potential. Roof appx 5 yrs old.

2749 E Meadow Drive, West Chesapeake

$449,900

4 Beds ⋅ 3 Baths ⋅ 10644044 MLS

Toss the lawn mower! It's too hot for that. It's time for low-maintenance living and relaxing by the pool at The Retreat at Western Branch. This move-in ready, new construction Lafayette floor plan features a first-floor primary suite, a huge island kitchen open to the living room, and a first-floor office or guest room with a full bath. Upstairs you'll find a spacious loft plus two additional bedrooms with a shared bath, ideal for guests, hobbies, or flexible living. Covered porch with an extended patio and a 2-car garage. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds. Exceptional value, priced to move, and ready for immediate enjoyment.

4605 Longleaf Place, 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

$239,000

2 Beds ⋅ 1.1 Baths ⋅ 10639570 MLS

Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths, and a cozy den featuring a wood-burning fireplace. The kitchen is equipped with IKEA cabinetry, and all appliances convey. Enjoy outdoor living on the large deck and screened porch overlooking a private, bulkheaded backyard along a peaceful creek. Ample driveway parking. Ideal starter home conveniently located near local schools, parks, shopping, dining, and interstate access. Schedule your tour today!

4346 Stafford Drive, West Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10633505 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

$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.