Chestnut Glen Homes for Sale

Chestnut Glen Homes for Sale

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

Chestnut Glen is characterized by its charming tree-lined streets, beautifully landscaped yards, and a warm sense of community. Residents enjoy a variety of amenities, including nearby parks, walking trails, and recreational facilities, all designed to foster an active and engaging lifestyle. With its close proximity to local schools, shopping centers, and dining options, everything you need is just a stone's throw away.

The homes for sale in Chestnut Glen are as diverse as the community itself. From cozy single-family residences to spacious modern designs, there’s something for everyone. Many of these homes boast contemporary features, including open floor plans, gourmet kitchens, and luxurious master suites, all crafted for comfort and style. Whether you’re a first-time homebuyer or looking to upgrade, Chestnut Glen offers an array of options that cater to various tastes and budgets.

Investing in a home in Chestnut Glen means becoming part of a welcoming neighborhood that values connection and community spirit. With its serene environment and convenient location, Chestnut Glen is more than just a place to live; it’s a place to thrive. Don’t miss your chance to find your dream home in this delightful subdivision—explore the homes for sale today and discover the lifestyle that awaits you in Chestnut Glen!

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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