Happy Hollow Real Estate

Welcome to Happy Hollow, a charming subdivision nestled in the heart of Clarksville, Tennessee, within Montgomery County. This delightful community is the perfect blend of suburban tranquility and vibrant local culture, making it an ideal place for families, young professionals, and retirees alike.

Happy Hollow boasts a variety of beautifully designed homes, each reflecting the warmth and charm that the neighborhood embodies. With tree-lined streets and well-maintained yards, residents take pride in their community, fostering a welcoming atmosphere for newcomers and long-time inhabitants alike. The spacious layouts and modern amenities of the homes here cater to diverse lifestyles, ensuring that everyone can find their perfect fit.

One of the standout features of Happy Hollow is its proximity to essential amenities. Just a short drive away, you'll find a plethora of shopping centers, dining options, and recreational facilities. Whether you're in the mood for a cozy café, a bustling restaurant, or a day of shopping, everything you need is conveniently close at hand. Families will appreciate the excellent local schools and parks, providing ample opportunities for outdoor activities and community engagement.

For those who enjoy exploring, Happy Hollow is ideally situated near numerous parks and nature trails, perfect for hiking, biking, or simply enjoying a leisurely stroll. With its rich history, friendly neighbors, and a strong sense of community, Happy Hollow is more than just a place to live—it's a place to thrive.

Discover the charm of Happy Hollow and see why so many are proud to call this wonderful subdivision home. Your dream home awaits in this idyllic corner of Clarksville!

Newest Listings in Happy Hollow

$160,000

2 Beds ⋅ 1 Baths ⋅ 3598507 MLS ⋅ ACTIVE Status ⋅ 0.58 Acres ⋅ 37040 Zip Code

Move-in ready, beautifully renovated, and affordably priced! This charming all-brick ranch is conveniently located less than 5 minutes from the new F&M Bank Arena and Austin Peay State University, putting you close to Downtown Clarksville, dining, entertainment, and more. Inside, you’ll find 2 spacious bedrooms, 1 full bathroom, and modern waterproof luxury vinyl flooring flowing throughout the entire home. Enjoy fresh interior paint, newer windows, and a well-maintained metal roof for added peace of mind. Step outside and enjoy the added privacy of having no backyard neighbors. Whether you're looking for your first home, downsizing, or searching for an investment opportunity, this beautifully updated home offers an incredible combination of affordability, convenience, and style. Schedule your showing and come see it for yourself!

1300 Sunnyview Dr, Clarksville

$224,900

3530767 MLS ⋅ ACTIVE Status ⋅ 37040 Zip Code

Turn-key, income-producing duplex with both units currently leased and generating consistent cash flow. Each unit is equipped with a stove, refrigerator, and microwave, offering tenant convenience and strong rental appeal. The property was renovated by the seller at the time of purchase, providing updated interiors and minimizing immediate capital expenses! **CAN BE PURCHASED AS A PACKAGE DEAL WITH 924 & 926 WOODY HILLS DR.*CALLING ALL VA or FHA BUYERS!! VACANT UNIT READY FOR IMMEDIATE MOVE-IN. PLEASE DO NOT DISTURB TENANT!

928 Woody Hills Dr, Clarksville

$224,900

3530762 MLS ⋅ ACTIVE Status ⋅ 37040 Zip Code

Turn-key, income-producing duplex with both units currently leased and generating consistent cash flow. Each unit is equipped with a stove, refrigerator, and microwave, offering tenant convenience and strong rental appeal. The property was renovated by the seller at the time of purchase, providing updated interiors and minimizing immediate capital expenses! **CAN BE PURCHASED AS A PACKAGE DEAL WITH 928 & 930 WOODY HILLS DR.** Please note: property is fully occupied but one unit to remain month-to-month so property qualifies for VA or FHA financing! PLEASE DO NOT DISTURB TENANTS!

924 Woody Hills 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

Start Your Search

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.