Chesapeake VA County Homes with Wooded View

Welcome to Chesapeake, Virginia, a charming county located in the heart of the state. Known for its rich history, beautiful landscapes, and friendly communities, Chesapeake offers a perfect blend of suburban living and natural beauty.

If you are looking for homes with a wooded view, Chesapeake has plenty to offer. Imagine waking up to the sight of lush green trees swaying gently in the breeze, providing a serene and picturesque backdrop right outside your window. Homes with wooded views in Chesapeake provide a sense of tranquility and privacy, allowing you to escape the hustle and bustle of everyday life.

Whether you are a nature enthusiast, a fan of outdoor activities, or simply enjoy the peacefulness that comes with living surrounded by trees, Chesapeake's homes with wooded views are sure to capture your heart. From cozy cottages to spacious estates, there is a wide range of options to choose from, ensuring that you find the perfect home that suits your lifestyle and preferences.

Experience the beauty of nature right at your doorstep in Chesapeake, where homes with wooded views offer a unique opportunity to live in harmony with the natural surroundings. Embrace the tranquility, serenity, and beauty that come with owning a home with a wooded view in this picturesque county.

Newest Chesapeake VA County Homes with Wooded View

$545,000

4 Beds ⋅ 2.1 Baths ⋅ 10656134 MLS

Waterfront living awaits in this spacious 4-bedroom, 2.5-bath home offering room, comfort, and thoughtful updates throughout. The main level features beautiful porcelain tile flooring and a welcoming family room with a fireplace converted to gas. The eat-in kitchen offers abundant cabinetry and plenty of space for everyday living and entertaining. Generously sized bedrooms include two primary suites, updated baths with newly tiled shower, a large walk-in closet, and a private deck off one of the bedrooms overlooking the waterfront setting. Additional highlights include new carpet, updated vinyl siding, a new storage shed, large deck for summer living, new dock to fish off of and extended concrete parking with a 50-amp RV hookup. Every detail has been thoughtfully maintained, making this home truly move-in ready. A rare opportunity to enjoy waterfront living, don't wait on this one!

1316 Oregon Crossing, Chesapeake

$370,000

3 Beds ⋅ 2 Baths ⋅ 10656177 MLS

Welcome home to this beautifully updated and well kept 3 bedroom, 2 bath home tucked away on a quiet dead end street in a welcoming, close knit community. Step inside to find an updated, spacious kitchen with plenty of room for cooking, entertaining, and everyday living. The primary suite offers a private retreat featuring a large en suite bathroom with a double vanity sink, Jacuzzi tub, separate shower, and walk in closet. Outside, enjoy a fully fenced backyard with plenty of space to relax, entertain, or play. A two car garage provides additional parking and storage. With modern updates throughout, generous living spaces, and a peaceful neighborhood setting, this home is truly move-in ready and waiting for its next owner.

5008 James Street, Chesapeake

$1,650,000

5 Beds ⋅ 3.2 Baths ⋅ 10656180 MLS

Quiet Luxury. Architectural Artistry. This Custom Built Estate was designed not simply to be lived in, but to be experienced on 4 acres, 5,900 sqft (plus add'l 980 ROG). The dramatic, soaring ceilings & windows throughout a 2-story family rm w/stone fireplace, along w/every custom architectural detail make a statement of true Luxury. From the picturesque curb appeal to first floor Primary Suite & your own private spa, a cedar-lined wellness retreat w/hot tub. The expansive fl plan provides flexibility for formal gathering & relaxed everyday living. This home was thoughtfully designed, w/ 4 add'l spacious bedrms, generous living & entertainment areas, abundant nat'l light & craftsmanship throughout. New 6 burner-gas Wolf range in large kitchen, Trex board decking outside, endless possibilities to entertain & peace/privacy. An inground pool, pool house, pergola & plenty of open space. Large ROG is ready for you to make it your own movie/game room! Ask your agent for feature sheet!

3342 Martin Johnson Road, Chesapeake

317 George Washington Highway S, Chesapeake

$524,900

3 Beds ⋅ 2 Baths ⋅ 10655769 MLS

Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, Chesapeake

$950,000

4 Beds ⋅ 3.1 Baths ⋅ 10655919 MLS

Your dream home awaits!! Craftsman bones, a custom remodel, and a horse barn out back: acreage living with refined character. Every inch of this home was designed by the sellers who were contractors with love over the years. Inside, coffered ceilings meet warm cedar and wood-plank ceilings, giving every room a crafted, finished feel, and Brazilian cherry hardwoods run underfoot toward a stone gas-log fireplace that anchors the living space. Floor-to-ceiling windows and skylights flood the home with light, while custom barn doors and Restoration Hardware fixtures make even the transitions between rooms feel intentional. The kitchen is built to gather around. An oversized honed granite island with a built-in microwave takes center stage, backed by custom cabinetry, an etched tile backsplash, a built-in pantry, newer appliances, and purified water at the sink. Next door, color-changing upper lighting lets the dining room shift from weeknight dinner to late-night celebration at the flip of a switch. The first-floor and second story primary suite comes with its own bath, the bathrooms have been updated throughout, and a sun room, bar and mudroom with drop zone give the layout room to breathe. Then step outside, where the property really shows off. A 40,000-gallon saltwater pool, 8 feet deep with a diving board and fountain, sits beside a koi pond and gazebo linked by brick walkways. Made for a party or a wedding. Beyond it, a fenced acre of pasture leads to a barn with two stalls, a wash stall, a brick-paved breezeway, tack room, and horses are allowed. Wrapped in Hardie plank and stone, heated and cooled by geothermal, and tucked into a wooded setting of nearly five acres neighboring Greenbrier Farms in the Hickory school zone. Morning coffee in the sun room, afternoons at the barn, evenings by the pool: this home makes every part of the day worth staying for. And let's talk privacy.

241 Sign Pine Road, Chesapeake

$749,000

5 Beds ⋅ 3 Baths ⋅ 10655942 MLS

Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, Chesapeake

$715,000

5 Beds ⋅ 3 Baths ⋅ 10655793 MLS

Classic brick charm and generous living space make this 5-bedroom, 3-bath home a standout in the sought-after Great Bridge school district. Nestled on a cul-de-sac, this well-maintained home sits on a large lot with room to spread out inside and out. Recent updates include new carpet, a new deck, and fresh paint, adding to its bright, welcoming feel. Spacious living areas and a functional layout accommodate everyday living and entertaining, while the deck offers a place for gatherings or quiet evenings outdoors. Move-in ready and conveniently located, come see the space and possibilities for yourself!

145 Sinclair Lane, Chesapeake

$611,214

4 Beds ⋅ 2.1 Baths ⋅ 10655732 MLS

The Persimmon is a stunning two story floor plan featuring a first floor bedroom and optional full bath, great for guests or multi-generational living. A welcoming foyer opens into an open-concept design showcasing a well-appointed kitchen with eat-in are and a large center island for gatherings and everyday living. The kitchen flows seamlessly into the family room creating an inviting space for connection & comfort just steps away from your patio expanding your outdoor living & entertaining space. Upstairs you will find a spacious loft providing a setting for family entertaining or relaxation. This level also features a luxurious owner's suite with spa-like bath with dual sinks. A conveniently located laundry room and two additional bedrooms offer comfort and functionality for the entire household. Call to schedule your personal your.

1885 Paw Paw Place, Chesapeake

$1,195,000

5 Beds ⋅ 4.1 Baths ⋅ 10655222 MLS

This home truly has it all! Meticulously maintained & beautifully updated, this custom home sits on 3 acres offering space, privacy & versatility. Hardwood floors span the 1st & 2nd floors, complemented by plantation shutters. With 5 bedrooms, PLUS a finished room over the garage, there is room for everyone, including 3 bedrooms with ensuites .The 1st floor primary features a clawfoot tub & separate shower. A gorgeous kitchen with updated appliances & pot filler opens to the family room & bright sunroom with wood stove overlooking the saltwater pool. Outside, enjoy a low maintenance deck, attached 2-car garage, detached 2-car garage with unfinished 2nd floor & extra parking for a boat or RV. Brand new roof, updated HVAC ,remodeled bath & numerous additional improvements make this home truly move-in ready. Assumable 2.25% VA loan. This one is a must see!

1108 Kathleen Lane, Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS

Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, Chesapeake

$879,000

3 Beds ⋅ 2 Baths ⋅ 10655763 MLS

If these walls could talk, they would tell you 176 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, Chesapeake

$545,000

4 Beds ⋅ 2.1 Baths ⋅ 10655350 MLS

Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package

716 Tallahassee Drive, 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.