Happy Hollow Homes for Sale

Welcome to Happy Hollow, a charming subdivision nestled in the heart of Clarksville, Tennessee, within the picturesque Montgomery County. This delightful community is an ideal blend of suburban tranquility and urban convenience, making it a perfect place for families, retirees, and everyone in between.

As you explore Happy Hollow, you’ll discover a variety of homes for sale that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious two-story homes, each property boasts unique architectural styles and modern amenities. Many homes feature open floor plans, inviting living spaces, and beautifully landscaped yards, perfect for family gatherings or weekend barbecues.

The subdivision is conveniently located near major highways, providing easy access to downtown Clarksville, where you can enjoy a vibrant mix of shopping, dining, and entertainment options. Nature enthusiasts will appreciate the nearby parks and recreational areas, offering trails for hiking, biking, and picnicking.

Families with children will be pleased to know that Happy Hollow is served by highly-rated schools, ensuring a quality education for the little ones. The community fosters a warm, welcoming atmosphere, with friendly neighbors and regular community events that bring residents together.

If you’re looking for a place to call home in Clarksville, Happy Hollow offers an exceptional lifestyle in a beautiful setting. Explore the homes for sale in this enchanting subdivision and discover your dream home today!

Newest Happy Hollow Homes for Sale

$177,500

2 Beds ⋅ 1 Baths ⋅ 3520775 MLS ⋅ ACTIVE Status ⋅ 0.21 Acres ⋅ 37040 Zip Code

**Recently Appraised at $206,000 — Competitively Priced!** Located in the Happy Hollow neighborhood, this renovated 1950s one-story home is minutes from the Montgomery County Public Library and APSU. The home features updated flooring, light gray walls with white trim, updated fixtures and lighting, and a separate front room with an oversized window for plenty of natural light. The eat-in kitchen opens to the backyard, providing easy access to the outdoor space. The exterior has also been freshly painted. With the major updates already completed, this is a great opportunity for a first-time buyer looking for an affordable, move-in-ready home in a convenient location.

914 W Happy Hollow Dr, Clarksville

$299,900

3 Beds ⋅ 2 Baths ⋅ 3297880 MLS ⋅ ACTIVE Status ⋅ 1.3900000000000001 Acres ⋅ 37040 Zip Code

$15,000 IN CONCESSIONS TO BUYER!!! Brand-new construction meets peaceful privacy. This stunning 1-story modern home features 3 bedrooms, 2 bathrooms, and 1,360 square feet of open-concept living space. High-end finishes elevate the interior, including durable laminate hardwood flooring and a chef-inspired kitchen complete with sleek quartz countertops, stainless steel appliances, and a functional center island. Nestled on a premium 1.39-acre cul-de-sac lot with no backyard neighbors, this move-in-ready property offers the perfect blend of style, quality, and serene seclusion.

613 Hill Rd, Clarksville

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.