South Chesapeake Homes with Wooded Exterior features

Welcome to South Chesapeake, a charming city located in the heart of Chesapeake, Virginia. Known for its picturesque landscapes and friendly community, South Chesapeake offers a perfect blend of suburban living and urban convenience.

Nestled within Chesapeake County, South Chesapeake boasts a variety of homes with wooded exterior features, providing a serene and natural setting for residents to enjoy. Imagine waking up to the sound of birds chirping and the sight of lush trees surrounding your home. Whether you're looking for a cozy cabin retreat or a modern house with a touch of nature, South Chesapeake has something for everyone.

Living in South Chesapeake means having easy access to a range of amenities, including parks, shopping centers, restaurants, and top-rated schools. The city's proximity to major highways and public transportation makes commuting a breeze, allowing residents to explore all that the region has to offer.

If you're seeking a peaceful and scenic place to call home, look no further than South Chesapeake. With its beautiful homes featuring wooded exteriors and a welcoming community, this city provides the perfect backdrop for your next chapter. Come and discover the beauty and tranquility of South Chesapeake – where nature meets modern living.

Newest South Chesapeake Homes with Wooded Exterior features

$624,900

4 Beds ⋅ 2 Baths ⋅ 10657067 MLS

Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for family, guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, Chesapeake

$625,000

5 Beds ⋅ 2.1 Baths ⋅ 10655447 MLS

Welcome to this beautifully updated 4-bedroom, 2.5-bath home with TWO additional flex rooms, offering 2,731 square feet of living space in the sought-after Brooks Run community! Featuring a timeless combination of brick and vinyl siding, this meticulously maintained home delivers exceptional curb appeal with professionally landscaped grounds and a host of impressive upgrades. Come tour the inside and discover fresh paint, new carpeting, and luxury vinyl plank flooring throughout the first floor. The spacious kitchen features a gas cooktop, upgraded appliances, tile backsplash, and abundant natural light. An extensive trim package adds architectural character throughout the home. Upstairs, the oversized primary suite offers a custom tile shower and luxurious soaking tub. Two versatile flex rooms provide endless possibilities for a home office, media room, playroom, or additional living space. Outside, enjoy beautifully maintained landscaping, added concrete, and a spacious backyard complete with a hot tub. The attractive brick-front exterior and attached 3-car garage complete this exceptional property. Outdoor enthusiasts will appreciate the remarkable location through your backyard gate and access the Great Dismal Swamp trail system, including the Portsmouth Trailhead and Black Bear Trail! Enjoy nature hiking, wildlife viewing, and seasonal hunting where permitted and subject to applicable regulations. A rare opportunity to enjoy a beautifully upgraded home with the natural beauty of the Great Dismal Swamp practically in your backyard. Appliance package conveys!

3629 Kathys Way, Chesapeake

$450,000

4 Beds ⋅ 2 Baths ⋅ 10656886 MLS

Opportunity knocks for this completely updated 4 BR, 2 bath brick ranch w/ 1-car garage in Oak Manor! Stunning all new kitchen features tons of solid wood cabinets with soft close doors and drawers, lots of granite counters with 8' long bar and all new stainless-steel appliances! All new primary bath with LVP floors, double sink vanity with soft close doors and drawers, tile shower with glass door enclosure, elongated toilet & black fixtures! All new hall bath with LVP floors, 48" vanity with soft close doors and drawers, elongated toilet, white tub & brushed nickel fixtures! Open floor plan with wood burning fireplace, new luxury vinyl plank (LVP) floors throughout living areas and new carpet in all bedrooms! New paint throughout home interior and exterior and large freshly painted deck! New 40-year lifetime architectural shingle roof, new energy efficient windows, new exterior and interior doors, newer HVAC heat pump system (2020) and newer electric water heater (2020)!

720 Baywood Trail, Chesapeake

$750,000

4 Beds ⋅ 2.2 Baths ⋅ 10656562 MLS

Welcome to the ultimate Entertainer’s Dream - the Hangout House everyone will want to call home! Centrally located in the sought-after Hickory school district, this beautifully updated 4-bedroom, 2-story home literally has it all. Inside, enjoy a custom bar, remodeled kitchen with under cabinet lighting, custom cabinetry, granite countertops, 6 burner gas stove, large pantry with barn door, updated baths, Closet Maid designed closet, climate-controlled sunroom, full home Sonos surround sound system, plantation blinds, hardwood floors, central vacuum, tankless water heater, and an incredible theater room with all equipment conveying. Step outside to your own private resort featuring an inground pool, professional-grade artificial turf 2-hole putting green, covered outdoor bar with storage and half bath, covered deck, tree house, irrigation system, and powered storage shed with lights and thermostatic fan. Professionally landscaped and designed for unforgettable gatherings, movie nights, pool days and endless fun—this is the Dream Home you never have to leave! No HOA, Numerous Items to Convey including 10 professionally mounted TVs- Ask Your Agent for the Feature List and Come LOVE where You Live in Hickory!

809 Leleon Court, Chesapeake

$675,000

5 Beds ⋅ 3.1 Baths ⋅ 10656044 MLS

Welcome in to this beautiful Great Bridge home! This spacious 5 bedroom, 3.5 bath home offers comfortable living in a neighborhood where location and lifestyle come together. Enjoy being just a short distance from the community pool, perfect for summer afternoons! Inside, the open kitchen flows seamlessly into the living area and features granite countertops, stainless appliances, a center island, and pantry. The cozy living room adds character with wood beams and a fireplace. The spacious primary suite offers a relaxing retreat with dual sinks, a soaking tub, and separate custom tile shower. Outside, enjoy a screened porch and concrete patio with fire pit that are perfect for entertaining or unwinding. Come see this one today!

516 Ashforth Way Way, Chesapeake

$500,000

4 Beds ⋅ 3 Baths ⋅ 10656410 MLS

This is one of those rare homes that truly supports multi gen or other uses. TRUE DETACHED in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonry fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you! DONT DRIVE? NO PROBLEM! VERY NEAR ALL ANCILLARY SERVICES Extra nice YMCA with indoor and outdoor pool just a few short blocks. Physicians, groceries, dining and the highway system.

229 Fresno Drive, Chesapeake

$939,500

4 Beds ⋅ 3.1 Baths ⋅ 10655807 MLS

Tucked away on more than three private acres is the kind of place you imagine when you picture escaping from it all. A long paved driveway welcomes you in, opening to an expansive stamped-concrete parking area and a charming custom-built home surrounded by woods, open fields, and room to simply breathe. Step inside and soaring 10-foot ceilings and an open, airy floor plan immediately make the home feel special. At the heart of it all is a large eat-in kitchen with a center island and breakfast bar—the kind of kitchen made for slow mornings, late-night conversations, and everything in between. A separate additional formal dining room offers the freedom to curate whatever space fits your life, whether that's a beautiful dining area, home office, private library overflowing with your favorite novels, or something entirely your own. There are two en-suite bedrooms, generously sized upstairs bedrooms filled with natural light, abundant storage, and a spacious primary suite with an oversized bathroom and walk-in closet. But outside is where this property truly begins to feel like its own little world. Wander onto the sprawling deck and look out over peaceful woods and open fields. Follow the property beyond the house and you'll find that this over three acre property line is FULLY FENCED behind the house. Fenced areas in both the front and back, ready for horses, stocked with coops, and multiple outbuildings waiting to become whatever you dream up. Bring the horses. Raise goats. Keep chickens and rabbits. Turn an outbuilding into a workshop, art studio, hobby space, or your own quiet hideaway. There are acres to explore, spaces to create, animals to care for, sunsets to watch, and enough privacy to make the rest of the world feel wonderfully far away. It feels like the countryside. It feels like an escape. It feels like your own little storybook world. And somehow, dining, shopping, and everyday conveniences are still just a short drive away. More than three acres. Endless possibilities. One truly magical place to call home.

1149 Beaver Dam Road, Chesapeake

$825,000

6 Beds ⋅ 3 Baths ⋅ 10656228 MLS

Welcome to the desirable neighborhood of Ravenna, located in the sought-after Hickory high district. This 6 bdrm, 3 bath home is located on a .46 acre cul-de-sac lot. The backyard is truly huge w/ample room for a pool. It is overlooked by a 450 sf 2 level deck & backs to a natural wooded area for great privacy & includes several fruit trees. The kitchen has been updated w/granite countertopss, upgraded Samsung appliances, ceramic tile flooring. It also includes an abundance of custom maple cabinets, a large center island, pantry & tiled backsplash. It overlooks a huge FR with matching built-bookcases & gas FP. There are beautiful, true hardwood floors in the LR, DR, FR, foyer & back hallway. The large primary suite upstairs is served by 2 walk-in closets & an impressive primary bath including double sink vanity, jetted tub & separate shower. 1 bedroom (16 x 14) is downstairs & next to the full downstairs bath in the back hall. A fully finished sunroom, is adjacent to the breakfast area.

1503 Theodora Court, Chesapeake

$545,000

4 Beds ⋅ 3.1 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

$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

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