Glenleigh Real Estate

Welcome to Glenleigh, a picturesque subdivision nestled in the heart of South Chesapeake, Virginia. This charming community is designed for those who appreciate the perfect blend of suburban tranquility and convenient access to urban amenities. With its tree-lined streets, well-manicured lawns, and friendly neighbors, Glenleigh offers a welcoming atmosphere that feels like home from the moment you arrive.

As you explore Glenleigh, you’ll discover a variety of beautifully crafted homes that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious modern designs, each property embodies quality craftsmanship and thoughtful layouts. The community is ideal for families, professionals, and retirees alike, providing a peaceful retreat while being just a short drive away from the bustling heart of Chesapeake.

Nature enthusiasts will love the proximity to local parks and recreational areas, where you can enjoy walking trails, playgrounds, and picnic spots. Glenleigh is also conveniently located near top-rated schools, making it an excellent choice for families looking to provide their children with a quality education. Shopping and dining options abound in nearby Chesapeake, ensuring you have everything you need right at your fingertips.

In Glenleigh, community spirit thrives. Neighbors often gather for seasonal events, fostering connections and creating lasting friendships. If you’re seeking a serene and friendly environment that offers both comfort and convenience, Glenleigh in South Chesapeake is the perfect place to call home. Come experience the charm and warmth of this delightful subdivision – your dream home awaits!

Newest Listings in Glenleigh

$375,000

3 Beds ⋅ 2 Baths ⋅ 10650654 MLS

Welcome home to this charming ranch offering plenty of space to spread out and enjoy! Inside, you’ll find a formal living room and dining room, along with a cozy living area featuring a wood-burning fireplace. The kitchen offers new flooring and opens to a breakfast nook with convenient backyard access. Just off the back of the home is a versatile bonus room, currently used as a playroom, that would also make a great sunroom, home office, or flex space. The primary bedroom features a private bath and two closets, and both bathrooms feature new flooring. Step outside from either the breakfast nook or bonus room to a fully fenced, private backyard complete with a storage shed, playset, cozy patio, and firepit area, patio for entertaining or relaxing outdoors. A comfortable floor plan with flexible spaces inside and a backyard ready to enjoy!

805 Helmsdale Way, South Chesapeake

$320,000

3 Beds ⋅ 2.1 Baths ⋅ 10643459 MLS

Welcome to 709 Montrose Ct., Chesapeake, VA! This well- maintained two-story townhome offers 1,610 +/- sq. ft. of comfortable living space in a convenient location. Built in 1991, the home features 3 bedrooms, 2.5 baths, and a functional floor plan designed for everyday living. The spacious layout provides ample room for relaxing, entertaining, and working from home. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this property offers easy access to everything Chesapeake has to offer. Whether you're a first-time homebuyer, downsizing, or seeking an investment opportunity, this townhome presents n excellent opportunity. Quarterly HOA fees help mINTin the community, providing added convenience nd peace of mind. Don't miss your chance to make this Chesapeake property your next home!

709 Montrose Court, South Chesapeake

$430,000

4 Beds ⋅ 2.1 Baths ⋅ 10641959 MLS

Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

744 Helmsdale Way, 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.