Chestnut Glen Homes for Sale

Chestnut Glen Homes for Sale

Welcome to Chestnut Glen, a charming subdivision nestled in the heart of Louisville, Kentucky. This picturesque community in Jefferson County offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Chestnut Glen boasts a variety of homes for sale, each designed with comfort and style in mind. From cozy single-family residences to spacious two-story homes, there’s something to suit every taste and budget. Many of these properties feature modern amenities, open floor plans, and beautifully landscaped yards, providing a welcoming atmosphere for both residents and guests.

One of the standout features of Chestnut Glen is its commitment to community living. The neighborhood is characterized by tree-lined streets, well-maintained parks, and friendly neighbors who take pride in their homes. Families will appreciate the close proximity to top-rated schools, recreational facilities, and shopping centers, ensuring that everything you need is just a short drive away.

For those who enjoy outdoor activities, Chestnut Glen is conveniently located near stunning parks and walking trails, perfect for morning jogs or leisurely strolls. Additionally, the vibrant city of Louisville offers a rich cultural scene, with an array of dining, entertainment, and shopping options just minutes away.

If you’re in the market for a new home, don’t miss the opportunity to explore the inviting properties available in Chestnut Glen. This community offers not just a house, but a place to create lasting memories and a true sense of belonging. Experience the best of Louisville living in Chestnut Glen—your dream home awaits!

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

Listing courtesy of RE/MAX Results.

Start Your Search