Chesapeake VA Homes with Wooded View

Welcome to Chesapeake, Virginia, a hidden gem nestled in the heart of the Tidewater region. Known for its rich history, vibrant community, and stunning natural beauty, Chesapeake offers an ideal setting for families, retirees, and anyone seeking a peaceful yet dynamic lifestyle. With its unique blend of urban conveniences and rural charm, this city is a place where you can truly have it all.

One of the standout features of Chesapeake is its picturesque homes with wooded views. Imagine waking up each morning to the serene sights and sounds of nature right outside your window. These homes are expertly designed to embrace the lush greenery that surrounds them, providing a tranquil escape from the hustle and bustle of everyday life. Whether you prefer a cozy cottage or a spacious family home, Chesapeake’s real estate market has something for everyone, all while offering the added benefit of stunning wooded landscapes.

Chesapeake is also home to an array of parks, trails, and recreational opportunities, making it a haven for outdoor enthusiasts. Enjoy hiking, biking, or simply taking a leisurely stroll through the scenic woodlands that define this beautiful area. The community is known for its friendly atmosphere and strong sense of belonging, with local events and activities that bring residents together.

If you’re searching for a home that combines modern living with the tranquility of nature, look no further than Chesapeake, VA. Experience the charm of wooded views and the warmth of a welcoming community, and discover why so many are proud to call this vibrant city their home.

Newest Chesapeake VA Homes with Wooded View

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10653018 MLS

Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, South Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10652794 MLS

Welcome to Coleman Farms! This bright, spacious 3-bedroom, 2.5 bath home features a very open living concept, perfect for everyday living and entertaining. The kitchen flows seamlessly into the living and dining areas and features stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional 2 vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

2556 Fieldsway Drive, Central Chesapeake

$337,000

3 Beds ⋅ 2 Baths ⋅ 10651901 MLS

Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash.

5 Harbor Watch Drive Unit 405, South Chesapeake

$650,000

5 Beds ⋅ 2.1 Baths ⋅ 10652716 MLS

Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, South Chesapeake

$540,000

5 Beds ⋅ 3.1 Baths ⋅ 10652858 MLS

Located in the highly sought-after Miars Farm subdivision, this beautifully refreshed home offers 3,164 square feet of well-designed living space, featuring 5 bedrooms, 3.5 baths, brand-new carpet, and fresh paint throughout selected areas. The main level centers around an upscale kitchen complete with a 5-burner gas stove, a center island, and custom cabinetry that flows effortlessly into the living areas. Outdoor living is a true delight, showcasing a welcoming front porch alongside a brand-new back porch seating area seamlessly attached to a charming gazebo.Exceptional versatility is found in the spacious bonus room over the garage, which serves easily as a 5th bedroom, home office, or media room. Thoughtfully equipped for comfort and peace of mind, the property also includes a full-house gas generator, a newer gas water heater, and all appliances to convey. Please call or text the listing agent for showings!

3405 Anita Circle, West Chesapeake

$545,000

4 Beds ⋅ 2.1 Baths ⋅ 10652777 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, South Chesapeake

$614,785

5 Beds ⋅ 3.1 Baths ⋅ 10652862 MLS

The "Azalea" welcomes you w/ covered front porch. Formal Dining/Study in the Front & Drop Zone. L shaped Kitchen w/ custom cabinets, your choice of counters & Energy Star Appliances. Island offers extra storage & a great spot for meal prep. Breakfast Nook w/ sliding glass door access to rear patio looks into Great Room w/ Gas Fireplace if added. 1st flr boasts 4 beds, spacious Loft & Laundry Rm. Primary Suite is truly an oasis w/ 2 WIC, Sitting Rm & En-Suite Bath. Lots of choices available to personalize home to your needs! Finished w/ modern & energy efficient features from the ground up. Visit our Design Gallery & work w/ our Design Professional to make the selections best for you! Ask about our builder incentives with the use of builder's preferred lender!

1887 Paw Paw Place, West Chesapeake

$749,000

6 Beds ⋅ 3 Baths ⋅ 10652745 MLS

Welcome to this beautiful brick home in the heart of Great Bridge! Situated on a quiet cul-de-sac, this home has it all! The foyer and entrance way are stunning and extend two stories and include a beautiful stair case. A gorgeous new primary shower, trayed primary bedroom ceiling, hardwood flooring and a private deck that offers a peaceful, wooded view. The first floor bedroom/office has direct access to a full bathroom with newer vanity and is just right for multi-generational living. Both HVAC systems are two years young. The heavy lifting has been done here, this one won't last long! See it today before it is SOLD!!!

909 Brice Court, South Chesapeake

$375,000

3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS

Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

$225,000

3 Beds ⋅ 2 Baths ⋅ 10652708 MLS

NEW PLUSH CARPET THROUGHOUT. Open concept living room eat in kitchen with breakfast nook. 1st Floor Primary Bedroom with bathroom that opens to laundry room. 2 bedrooms upstairs with a full bath. 1 larger bedroom upstairs features a seating area that could be used as an office or additional multi use space. Large sheds in the back for storage. Covered front porch for relaxing on crisp fall days.

1310 Hoover Avenue, Central Chesapeake

$1,000,000

6 Beds ⋅ 3 Baths ⋅ 10652479 MLS

Open House Sat Sept 12 1-3pm. Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$629,000

4 Beds ⋅ 2.1 Baths ⋅ 10652508 MLS

Stunning, completely updated, and ready to impress! This house showcases like a model home with fresh paint, beautiful flooring, updated kitchen and baths, stylish lighting with dimmers, custom Closet Factory storage, new windows, new roof, and appliances less than 3 years old. The primary suite is a true retreat, featuring a closet to die for and a luxurious ensuite that feels like your own private spa. Step outside to your own private oasis on over half an acre, with an inground pool, Trex decking, gorgeous landscaping, and a brand-new fence. Just down the street from Grassfield schools and conveniently located near shopping, dining, and major interstates, making it easy to get anywhere you need to go. This home truly has it all—come see for yourself!

520 Leary Court, 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.