Glenwood Homes with Rossview High High School

Welcome to Glenwood, an enchanting subdivision nestled in the heart of Clarksville, Tennessee, within the picturesque Montgomery County. This charming community is perfect for those seeking a blend of suburban tranquility and modern convenience. Glenwood boasts a variety of beautifully designed homes that cater to diverse lifestyles and preferences, making it an ideal place for families, couples, and individuals alike.

One of the standout features of Glenwood is its proximity to Rossview High School, a highly regarded institution known for its commitment to academic excellence and community involvement. Families with school-aged children will appreciate the ease of access to quality education, fostering a nurturing environment for young minds to thrive. The school’s dedicated staff and vibrant extracurricular programs ensure that students have a well-rounded educational experience.

Glenwood's location offers residents a peaceful retreat while still being just a stone's throw away from the bustling heart of Clarksville. Enjoy the convenience of nearby shopping, dining, and recreational opportunities, including parks and walking trails that invite outdoor enthusiasts to explore the natural beauty of the area.

With its friendly atmosphere, excellent schools, and a strong sense of community, Glenwood is not just a place to live—it's a place to call home. Whether you're looking for your first home, a place to raise your family, or a serene spot to retire, Glenwood welcomes you with open arms. Discover the charm of this delightful subdivision and envision your future in Glenwood today!

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.