Happy Hollow Real Estate

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

Happy Hollow boasts a variety of well-appointed homes designed to cater to diverse lifestyles. From cozy single-family residences to spacious two-story options, each property reflects a commitment to quality and comfort. The tree-lined streets and beautifully landscaped yards create a serene atmosphere, perfect for evening strolls or weekend gatherings with neighbors.

One of the standout features of Happy Hollow is its strong sense of community. Residents enjoy a welcoming environment where friendships flourish and neighbors look out for one another. The subdivision often hosts community events, fostering connections and creating lasting memories among residents.

Convenience is key in Happy Hollow, as it is strategically located near major thoroughfares, providing easy access to shopping, dining, and entertainment options. Families will appreciate the proximity to highly-rated schools, parks, and recreational facilities, ensuring that children have ample opportunities for growth and play.

For nature enthusiasts, the nearby parks and green spaces offer numerous outdoor activities, from hiking and biking to picnicking under the shade of mature trees.

Whether you’re seeking a peaceful retreat or a vibrant community, Happy Hollow in Clarksville, TN, is the perfect place to call home. Discover the charm and warmth of this subdivision, where every day feels like a celebration of life.

Newest Listings in Happy Hollow

$185,000

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

$445,000

3247947 MLS ⋅ ACTIVE Status ⋅ 37040 Zip Code

Great opportunity to own a full duplex in Clarksville’s Happy Hollow subdivision, with both units included in the sale. Each side offers 3 bedrooms, 2 bathrooms, and a well designed floor plan with modern finishes and comfortable living spaces throughout. The main level features an open living, dining, and kitchen area with durable wood look flooring, neutral colors, and plenty of natural light. Each kitchen is finished with white cabinetry, granite countertops, black appliances, and a large center island with bar seating, making the space both stylish and functional. The primary bedroom is located on the main floor in each unit and includes a walk in closet and private bath with granite countertops and a tub/shower combo. Upstairs, you'll find two additional bedrooms, a full bath, and a dedicated laundry room complete with washer and dryer. Each unit also features a back deck overlooking the surrounding greenery, offering a peaceful outdoor space to unwind. An oversized parking pad provides generous off street parking for residents and guests. Whether you're searching for an investment property, a multi generational setup, or the chance to live in one unit while renting the other, this duplex offers flexibility, space, and strong potential in a convenient Clarksville location.

906 E Happy Hollow Dr, 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.