Glenwood Homes with Rossview High High School

Welcome to Glenwood, a charming subdivision nestled in the heart of Clarksville, Tennessee, within Montgomery County. This picturesque community is perfect for families and individuals seeking a tranquil yet vibrant lifestyle. Glenwood is renowned for its friendly atmosphere, tree-lined streets, and beautifully manicured lawns, creating an inviting environment that truly feels like home.

One of the standout features of Glenwood is its proximity to Rossview High School, making it an ideal choice for families prioritizing education. Rossview High is known for its commitment to academic excellence and a wide range of extracurricular activities, providing students with a well-rounded educational experience. Living in Glenwood means your children can enjoy a short commute to school, allowing for more quality time at home and less time spent in traffic.

The homes in Glenwood boast a variety of styles and sizes, catering to diverse tastes and needs. From cozy single-family residences to spacious two-story homes, there’s something for everyone. Many properties feature modern amenities, open floor plans, and lush backyards, perfect for entertaining or enjoying peaceful evenings outdoors.

In addition to its excellent schools, Glenwood offers convenient access to shopping, dining, and recreational activities. Parks and walking trails are just a stone's throw away, providing ample opportunities for outdoor adventures and family outings.

Discover the charm of Glenwood, where community spirit thrives, and your dream home awaits! Experience the perfect blend of comfort, convenience, and quality living in this delightful Clarksville neighborhood.

Newest Glenwood Homes with Rossview High High School

$385,000

4 Beds ⋅ 3 Baths ⋅ 3531862 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37040 Zip Code

Welcome to 165 E Glenwood Dr, one of Clarksville’s genuine historic gems. This renovated 4 bedroom 2.5 bathroom home perfectly balances timeless character with the modern comforts you crave, all while sitting just five minutes from the vibrant energy of downtown Clarksville. From the street, the inviting curb appeal hints at the thoughtful updates waiting inside, offering a rare opportunity to own a piece of local history without sacrificing contemporary style. The moment you step through the front door, you’ll notice how natural light pours across the open living spaces, highlighting the rich, real hardwood flooring that runs throughout. The heart of the home features a kitchen designed for both style and function, flowing effortlessly into dining and living areas anchored by a cozy fireplace. For a change of pace, the sunroom offers a bright and airy sanctuary, perfect for enjoying your morning coffee while surrounded by views of the property. For those looking for even more room to roam, the full finished basement offers incredible versatility. It’s the perfect spot for a media lounge, a home gym, or a creative studio, the possibilities are endless. The main level primary suite serves as a true retreat, providing a peaceful spot to unwind at the end of the day. Step outside to discover a generous backyard just waiting for your personal touch. Whether you’re dreaming of a lush garden, a space for weekend BBQs, or simply a spot to enjoy the Tennessee breeze, this outdoor area offers the privacy and room you’ve been looking for. With its proximity to the best shopping and dining in the city, this property isn’t just a house, it’s a place to truly plant roots. Come see for yourself why this historic beauty feels like home the second you walk in.

165 E Glenwood Dr, Clarksville

$449,000

4 Beds ⋅ 3 Baths ⋅ 3509995 MLS ⋅ ACTIVE Status ⋅ 0.27 Acres ⋅ 37040 Zip Code

Beautifully preserved historic home with amazing original details and extensive high-end improvements in 2022-2026. Gorgeous bedroom suite with a private porch and a brand-new bathroom just completed in September! Located on one of the best streets in Clarksville, this sun-filled residence offers 4 spacious bedrooms and 2.5 bathrooms. The charming brick steps lead to the foyer with a coat closet. Oak hardwood flooring flows throughout, complemented by subway tiles in the original bathroom. The inviting living room features a fireplace, while the formal dining room provides an elegant space for gatherings. The kitchen is equipped with floor-to-ceiling custom cabinetry, a Fisher and Paykel drawer dishwasher, and ample stone-countertop space. The unique spiral staircase adds character while leading to the second level. The backyard with a gazebo is surrounded by mature trees, creating a peaceful setting. The detached garage with a remote control has 2 storage rooms. With its classic character, thoughtful layout, and convenient access to downtown and I-24, this home offers a wonderful opportunity to enjoy timeless charm and a private setting. The bedrooms on the first floor are currently used as an office and a lounge.

164 W Glenwood Dr, Clarksville

$1,600,000

4 Beds ⋅ 6 Baths ⋅ 3206921 MLS ⋅ ACTIVE Status ⋅ 0.45 Acres ⋅ 37040 Zip Code

Nestled in Historic Glenwood, one of downtown Clarksville's historic district, this fully custom estate is a rare offering that checks every box. Every major system has been replaced to include a new roof, new copper plumbing, new electrical, and new windows, all wrapped in durable Hardie siding with superior insulation throughout. Inside, heated tile floors and solid hardwood carry you through a layout built for entertaining and everyday living. The marble primary retreat is a true sanctuary, while the mother-in-law suite with private entrance, deck, and morning bar offers unmatched flexibility. The large eat-in kitchen with pantry, formal living and dining rooms, sunroom opening to a covered porch with natural gas grill, private office, and main-floor laundry complete the main level. The finished basement adds a game room, theater, gym, full bath, and another laundry. Outside enjoy professional landscaping, a new paved driveway, sprinkler system, and a 3-car garage with shop space. Additional highlights include central vacuum, video surveillance, concrete/steel storm shelter, tankless water heater, and generator wiring. Three contiguous lots with separate addresses included. A home of this caliber in a neighborhood of this character simply does not come along often. With a full offer, this property conveys as a full private acre in the heart of downtown Clarksville. INTERIOR PHOTOS COMING SOON

171 W Glenwood 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.