Chesapeake VA County Homes with Wooded Exterior features

Welcome to Chesapeake, Virginia—a hidden gem nestled in the heart of the Tidewater region. Known for its lush landscapes and rich history, Chesapeake offers a unique blend of suburban charm and vibrant city life. With its picturesque waterways, abundant parks, and family-friendly neighborhoods, it’s no wonder that many are drawn to this idyllic locale.

One of the standout features of homes in Chesapeake is their stunning wooded exteriors. Imagine stepping outside your front door to the gentle rustle of leaves and the soothing sounds of nature. These homes often boast beautifully landscaped yards that seamlessly blend with the surrounding trees, providing a serene retreat from the hustle and bustle of everyday life. The wooded exteriors not only enhance the aesthetic appeal of the properties but also offer privacy and a sense of tranquility that is hard to find elsewhere.

Chesapeake is also rich in recreational opportunities. With over 22 miles of waterways and numerous parks, residents can enjoy kayaking, hiking, and picnicking in the great outdoors. The city is home to a thriving community, with excellent schools, shopping, and dining options that cater to all tastes and preferences.

Whether you’re searching for a cozy family home or a spacious retreat, Chesapeake’s homes with wooded exteriors promise a harmonious blend of nature and comfort. Experience the charm of this vibrant city and discover your dream home surrounded by the beauty of Virginia’s natural landscape. Come explore Chesapeake—where your perfect home awaits!

Newest Chesapeake VA County Homes with Wooded Exterior features

$615,000

4 Beds ⋅ 2.1 Baths ⋅ 10658008 MLS

This inviting home offers 4 bedrooms, 2.5 baths, and approximately 2,568 square feet of living space, providing room to relax, entertain, and enjoy everyday living. Major exterior features include a newer roof and a gutter guard system for added convenience and reduced maintenance. Need extra storage or a dedicated workspace? The shed with electricity offers added versatility for hobbies, projects, or storage. Permanent attic stairs lead to a floored area for lots of storage! Located in the sought-after Etheridge Lakes area and served by sought-after Chesapeake schools, this home offers a wonderful combination of space, practical features, and location. Don't miss the opportunity to make this home your own. Schedule your private showing today!

808 Dolph Circle, South Chesapeake

$675,000

5 Beds ⋅ 3 Baths ⋅ 10657871 MLS

Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, South Chesapeake

2711 Lake Drummond Cswy, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10657073 MLS

** INCREDIBLE OPPORTUNITY ** An exceptional combination of space, privacy and versatility awaits on nearly 4 acres with this beautifully refreshed 4-bedroom, 2.5-bath home! Has the following FEATURES: Freshly Painted throughout, Large Family Room with a Wood Burning Fireplace, New LVP Flooring, Great Kitchen with a Full Stainless Steel Appliance Package, wrap around bar and Eat-In Breakfast Area, Formal Dining Room and MORE!! Additional HIGHLIGHTS: 4 comfortable Bedrooms along with a LARGE FROG (Finished Room Over Garage) that offers exceptional versatility as possible media or recreation room, home office, playroom, hobby space, guest area or whatever best suits your needs, 2 Car Attached Garage, generous rear deck provides an ideal setting for morning coffee, afternoon relaxation or memorable gatherings with family and friends. Step outside and discover the true appeal of this expansive nearly 4-acre property. There's plenty of room to enjoy the peaceful surroundings, entertain outdoors, garden, play, accommodate pets or simply relax and enjoy the privacy and freedom that come with owning a larger homesite. With its beautiful setting, spacious living areas and nearly 4 acres of land, this is a rare and truly special opportunity that offers the space, flexibility and lifestyle you've been looking for!

2711 Lake Drummond Cswy, South Chesapeake

3616 Riverwood Crescent, South Chesapeake

$750,000

4 Beds ⋅ 3 Baths ⋅ 10657714 MLS

COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft workshop features a vehicle lift — perfect for car enthusiasts, hobbies, or business needs!Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed.Additional features include newer HVAC and appliances, an excellent water softener, and a sealed crawlspace with dehumidifier and warranty.Not in a designated flood zone!Three acres, a spacious workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, South Chesapeake

$1,199,000

5 Beds ⋅ 3.1 Baths ⋅ 10657504 MLS

Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage & 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels, Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Some listing photographs have been staged by Artificial Intelligence.

509 Ballahack Road, South Chesapeake

$450,000

4 Beds ⋅ 2 Baths ⋅ 10657381 MLS

Welcome to this charming all-brick ranch home nestled on just over 5 acres. This 4 bedroom, 2 bath home offers the perfect blend of comfort, space and privacy. Featuring a spacious eat-in kitchen, welcoming living room with a cozy wood-burning fireplace, and a finished room over the garage that provides versatile living space--perfect for that 4th bedroom, office, playroom or recreation area. Enjoy the peaceful setting and ample acreage while still having a home designed for easy one-level living. A wonderful opportunity to enjoy country living!

1025 Taft Road, South Chesapeake

$470,000

4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS

Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, South Chesapeake

$624,900

4 Beds ⋅ 3 Baths ⋅ 10656439 MLS

$5K SELLER CREDIT toward closing costs/rate buy down on full price offer. VA buyers can take advantage of a VA ASSUMABLE LOAN at 5.625%! Beautiful 4 BR, 3 BA home on 3 private acres with a detached 2-car garage! Renovated in 2025, the home has a spacious family room w/fireplace, eat-in kitchen w/stainless steel appliances, and flex space for a home office, fitness, media or den. The first floor also features two bedrooms, a full bath and utility room. Upstairs, the spacious primary suite includes 3 closets and an ensuite bath with walk-in tiled shower, along with a fourth bedroom and additional full bath. The back deck offers views of a quiet nature retreat. Major updates include HVAC, water heater, water softener/purification system, updated septic system & drain field, 2020 roof and sodded fenced backyard. The detached garage has a workshop area and large walk-in attic w/potential for more finished space. Private setting yet minutes from shopping, dining and the bypass for easy Hampton Roads & NC commutes. Hickory Schools!

2400 Amie Drive, South Chesapeake

$439,900

4 Beds ⋅ 2 Baths ⋅ 10656969 MLS

Beautifully renovated brick ranch tucked away on a quiet street and situated on an impressive .69-acre lot! This move-in-ready 4-bedroom, 2-bath home shows beautifully with fresh paint and hardwood floors throughout. The open floor plan features a spacious great room centered around a traditional wood-burning fireplace, creating a warm and welcoming space. The updated kitchen offers shaker-style cabinetry, granite countertops, upgraded stainless steel appliances, and plenty of room for everyday living and entertaining. Spacious bedrooms and beautifully renovated bathrooms add to the appeal. The converted garage provides incredible flexibility and could easily serve as a 4th bedroom, home office, playroom, gym, or additional living space. Enjoy the perfect combination of an updated home, generous lot size, and a peaceful setting!

2309 Drum Creek Road, West Chesapeake

$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 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, South 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, South 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, South 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.

Chesapeake VA County Homes with Wooded Exterior features

Newest Chesapeake VA County Homes with Wooded Exterior features

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