Woodbriar Real Estate

Welcome to Woodbriar, a hidden gem nestled in the heart of South Chesapeake, Virginia. This charming subdivision offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place to call home. With its picturesque tree-lined streets and beautifully landscaped yards, Woodbriar embodies the essence of community living.

Residents of Woodbriar enjoy a variety of amenities that enhance their lifestyle. The subdivision features well-maintained parks, walking trails, and playgrounds, providing ample opportunities for outdoor recreation and family fun. Whether you're taking a leisurely stroll with your furry friend or enjoying a weekend picnic with loved ones, the natural beauty of Woodbriar is sure to impress.

Conveniently located, Woodbriar offers easy access to major highways, making commutes to nearby cities a breeze. The vibrant local scene is just minutes away, with an array of shopping, dining, and entertainment options to explore. Families will appreciate the highly-rated schools in the area, ensuring quality education for children of all ages.

Woodbriar is more than just a subdivision; it’s a community where neighbors become friends and memories are made. The strong sense of belonging and camaraderie among residents fosters a warm and inviting atmosphere. Whether you're looking to buy your first home or seeking a peaceful retreat, Woodbriar is the perfect place to start your next chapter.

Discover the charm of Woodbriar today, and experience the delightful lifestyle that awaits you in South Chesapeake, VA!

Newest Listings in Woodbriar

$265,000

3 Beds ⋅ 2 Baths ⋅ 10661062 MLS

Don't miss this inviting end-unit townhome offering the perfect blend of comfort, space, and convenience! Welcome home to an open-concept living, dining, and kitchen area featuring granite countertops and stainless steel appliances, creating an ideal space for everyday living and entertaining. Enjoy the added privacy and outdoor space of a generously sized backyard, perfect for relaxing, hosting guests, or enjoying time outdoors. Upstairs, you'll find three well-appointed bedrooms, including a spacious primary suite with a private en-suite bath. Conveniently located with easy access to major interstates, shopping, military bases, and more, this home checks all the boxes. Don't wait—schedule your private tour today and make this home yours just in time for the holidays!

1235 Damyien Arch, South Chesapeake

1149 Crystalwood Circle, South Chesapeake

$525,000

4 Beds ⋅ 2.1 Baths ⋅ 10656507 MLS

Welcome home to 1149 Crystalwood Circle! This inviting Chesapeake home has been thoughtfully cared for and updated over the years, offering the comfort of knowing many major improvements have already been completed. The electrical system was upgraded to 200-amp service in 2020, when the spacious 24' x 26' detached garage/workshop was added with its own 100-amp service. The HVAC received a new furnace and condenser in 2022, followed by a new washer and dryer in 2024 and a new water heater in 2025. In 2026, the home received a brand-new kitchen, new carpet, and a fully remediated crawl space with a new vapor barrier. With so much already done, there's more time to relax, enjoy your space, and make wonderful memories. Come see why this could be the one you've been waiting for!

1149 Crystalwood Circle, South Chesapeake

$269,000

3 Beds ⋅ 2.1 Baths ⋅ 10649987 MLS

Move in condition Freshly painted. New carpets, flooring and kitchen cabinets. Close to interstate Close to Oak Grove Park

1250 Corkwood Circle, 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.

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Woodbriar Real Estate

Newest Listings in Woodbriar

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