South Chesapeake Homes with Wooded View

South Chesapeake Homes with Wooded View

Welcome to South Chesapeake, Virginia, a hidden gem that beautifully marries suburban tranquility with the vibrancy of urban life. Nestled within the heart of Chesapeake County, this charming city boasts a rich tapestry of history, culture, and natural beauty. With its friendly neighborhoods, top-notch schools, and an array of recreational opportunities, South Chesapeake is a place where families thrive and memories are made.

One of the standout features of South Chesapeake is its stunning homes with wooded views. Imagine waking up each morning to the gentle rustle of leaves and the melodic chirping of birds, all from the comfort of your own backyard. These properties are designed to blend seamlessly with the surrounding nature, offering a serene retreat from the hustle and bustle of everyday life. Whether you’re sipping coffee on your porch or hosting a weekend barbecue, the lush greenery provides a picturesque backdrop that enhances your outdoor living experience.

In addition to its scenic beauty, South Chesapeake is conveniently located near major highways, making it easy to access nearby cities and attractions. Residents enjoy a variety of shopping, dining, and entertainment options, as well as outdoor activities like hiking, biking, and fishing in the nearby parks and waterways.

Discover the charm of South Chesapeake, where homes with wooded views offer not just a place to live, but a lifestyle enriched by nature and community. Come explore this delightful city, and find your perfect haven amidst the trees!

Newest South Chesapeake Homes with Wooded View

$825,000
4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS
Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake
$794,900
6 Beds ⋅ 3 Baths ⋅ 10647933 MLS
Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro Court, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10648047 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Court Unit B, South Chesapeake
$630,000
4 Beds ⋅ 3 Baths ⋅ 10647334 MLS
Welcome to Beautiful Briarwood, located in the HEART of Great Bridge! This Elegant Brick Colonial is a MUST SEE! Home features 4 spacious bedrooms, 3 full baths, dual stair cases & two gas fireplaces. The 2-zone HVAC & gas water heater updated in 2026. Kitchen features Corian countertops & stainlesss Steel appliances. Enjoy the NEW deck, fenced in backyard, and low traffic cul-de-sac. Come connect your heart with this HOME!

708 Shadowfield Court, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10647389 MLS
MUST SEE 4 BR, 2.5 BATH HOME IN SOUGHT AFTER ETHERIDGE LAKES NEIGHBORHOOD. HOME SITS ON A LGE FENCED YARD, W/2CAR GARAGE AND PLENTY OF DRIVEWAY SPACE. KIT UPDATES INCLUDE TOP OF THE LINE SS APPLIANCES, INDUCTION STOVE, NEW FLOORING & PAINT. LGE PBR WITH SITTING/FLEX RM, ENSUITE BATH HAS BIG CLOSET, DOUBLE SINKS, JETTED TUB & STANDUP SHOWER. NICE SIZE BR'S, ALOT OF STORAGE INCLUDING A WALK-IN AREA BEHIND BED IN PBR. SUNRM ADDED IN '22, WINDOWS '21, ROOF '20, HVAC '19, HTWTR TANK '23. CHECK OUT THE HIGHLY RATED SCHOOLS. HOUSE KEPT UNDER TERMITE/MOISTURE CONTRACT. TAKE A LOOK, YOU WILL LIKE WHAT YOU SEE. QUICK CLOSING

1805 Crestwynd Drive, South Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10647378 MLS
Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila Court, South Chesapeake
$650,000
5 Beds ⋅ 3.1 Baths ⋅ 10647348 MLS
Welcome to this spacious 3 story home offering 5 bedrooms, 3.5 bathrooms, and a versatile flex space adjacent to the fifth bedroom on the third floor, ideal for a home office, media room, hobby space, or additional living area. Brand new carpet has been installed throughout, creating a fresh and inviting feel. The backyard is designed for relaxation and entertaining with an inground fiberglass pool, white vinyl privacy fence, and a wooded buffer behind the property for added privacy. Additional features include an EV charging station, Cat 5 wiring throughout the home, and solar panels that help offset electricity costs. Conveniently located near shopping, dining, parks, and major commuter routes, this home is zoned for the Grassfield school district and offers flexible living spaces with modern amenities ready for its next owner.

2237 Summer Breeze Road, South Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10647127 MLS
Super convenient Chesapeake/ Greenbrier location. Easy access, nice roads. Very nice neighborhoods, streets, parks & even lakes in area. Three bedrooms 1.5 baths plus a separate dressing area in master bedroom includes a 3rd sink & counter. Nice kitchen with counter space, all appliances, and a big front bay window. Buyer can pick carpet. Schedule an easy showing today. 2-private parking spaces and a cul-de-sac location with no through traffic. BRAND NEW COSTCO is coming to Greenbrier Mall. Easy commute all military bases & downtown Norfolk shipyards. Easy access to beachfront and Greenbrier restaurants, shopping, NFCU / banks. YMCA includes swimming pool and activities. Buyer has ability to pick replacement carpeting. HOA approves - backyard fencing CAN BE painted by seller. Newer heat pump unit for heating and cooling with Coolant 410A. Newer hot wtr. Greenbrier Mall Area is amazing! HVAC under yearly inspection program. Seller provides Termite/Moisture clearance via Hampton Roads Warranty Program. No flood insurance required. Aviation noise is non existent, very peaceful.

1218 Cedar Mill Square, South Chesapeake
$525,000
5 Beds ⋅ 3 Baths ⋅ 10646864 MLS
Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10646952 MLS
Beautifully maintained 2 bedroom, 2 bath 1st floor condo is tucked away in Riverwalk, overlooking a peaceful wooded view. The updated kitchen features granite countertops, white cabinetry and stainless steel appliances, and opens seamlessly to the dining and living areas. Laminate flooring extends throughout the living room, dining area and hallway with carpet in both bedrooms. The spacious primary suite offers an updated en-suite bath with a dual vanity and walk-in shower. Relax on your private patio overlooking the trees...a serene setting to start and end your day. Enjoy low-maintenance living with the condo fee covering the roof, siding, water, sewer, trash pickup, landscaping and community pool. Conveniently located just minutes from interstates, shopping, restaurants, bases and River Crest Community Center.

716 Rapidan River Court Unit H, South Chesapeake
$289,000
3 Beds ⋅ 1 Baths ⋅ 10647016 MLS
Fixer Upper In Great Area

3609 Parr Lane, 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.