Chestnut Glen Homes for Sale

Chestnut Glen Homes for Sale

Welcome to Chestnut Glen, a charming subdivision nestled in the heart of Louisville, Kentucky, within Jefferson County. This picturesque community is not just a place to live; it’s a lifestyle choice that embraces the beauty of suburban living while remaining conveniently close to the vibrant city life of Louisville.

Chestnut Glen is characterized by its tree-lined streets, well-maintained homes, and a welcoming atmosphere that invites families and individuals alike to call it home. The neighborhood boasts a variety of architectural styles, ensuring that there’s something for everyone, whether you’re looking for a cozy single-family home or a spacious residence perfect for entertaining.

What truly sets Chestnut Glen apart is its sense of community. Residents enjoy a tight-knit environment where neighbors become friends, and gatherings are the norm. The subdivision is also conveniently located near top-rated schools, parks, and recreational facilities, making it an ideal choice for families.

For those seeking homes for sale in Chestnut Glen, you’ll find a diverse selection that caters to various tastes and budgets. Each property is designed with thoughtful details and modern amenities, providing comfort and convenience. Whether you’re a first-time homebuyer or looking to upgrade, Chestnut Glen offers opportunities that align with your lifestyle aspirations.

Explore the charm and warmth of Chestnut Glen today, where your dream home awaits amidst the beauty of Louisville, KY. Come join a community that feels like family and experience the best of suburban living!

Newest Chestnut Glen Homes for Sale

$674,900
7 Beds 4 Baths 1725607 MLS
OPEN HOUSE 8/9/26 12-2PM. Welcome to 111 Chestnut Glen Drive, a 7 bedroom, 3.5 bath estate offering nearly 4,500 finished square feet in one of East Louisville's most sought-after neighborhoods. Thoughtfully designed for both everyday living and exceptional entertaining, this home blends timeless architecture with generous living spaces throughout. A stately stone exterior, manicured landscaping, and inviting front porch lead to a dramatic foyer with hardwood flooring, elegant millwork, and a formal dining room. The two-story great room features soaring vaulted ceilings and a wall of windows overlooking the private, wooded backyard. The chef's kitchen is equipped with custom cabinetry, stainless steel appliances, a six-burner gas cooktop, and an oversized center island, while the cozy, adjoining hearth room offers a beautiful stone fireplace for more intimate gatherings. The spacious first-floor primary suite is a true retreat with triple tray ceilings, backyard views, a luxurious ensuite bath with a jacuzzi tub, frameless walk-in shower, dual vanities, and an impressive custom walk-in closet. Upstairs are four generously-sized bedrooms, including vaulted ceilings, Palladian windows, sitting areas, and charming Juliet balconies overlooking the great room. The finished walkout basement provides incredible flexibility with a large recreation room, kitchenette, dining area, custom built-in library shelving, two additional bedrooms, and a 3rd full bathroom, making it ideal for guests, multigenerational living, or extended entertaining. Meanwhile, the unfinished section adds abundant storage solutions, as well as possible workout area (or, alternatively, it's current setup: a golf simulator!). Outside, multiple levels of decking overlook beautifully landscaped, grounds where winding stone pathways lead through mature trees to a secluded stone patio with a brick fire pit, creating an unforgettable setting for relaxing or entertaining. Meanwhile, the outdoor sprinkler system makes lawn maintenance a breeze! An attached two-car garage—featuring a Tesla charger!—completes this exceptional property. Chestnut Glen's central location means your family retains the convenience of nearby access to ample shopping, dining, and entertainment options (a new Publix just opened within walking distance!), while still retaining safety and security of a quiet, low-traffic, Mayberry-like community. Rarely does a home offer this combination of space, craftsmanship, privacy, and convenience. Experience one of East Louisville's finest opportunities at 111 Chestnut Glen Drive.

111 Chestnut Glen Dr, Louisville

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