Glenwood Real Estate

Welcome to Glenwood, a picturesque subdivision nestled in the heart of Tennessee, where southern charm meets modern living. This vibrant community is an ideal place for families, young professionals, and retirees alike, offering a perfect blend of tranquility and convenience.

Glenwood is renowned for its stunning landscapes, featuring tree-lined streets and beautifully manicured lawns that create an inviting atmosphere. The neighborhood showcases a variety of architectural styles, from charming ranch homes to contemporary designs, ensuring there’s something to suit every taste. Residents enjoy spacious lots and a sense of privacy, making it a perfect retreat from the hustle and bustle of city life.

One of the highlights of living in Glenwood is its strong sense of community. Neighbors often gather for seasonal events, block parties, and outdoor activities, fostering friendships that last a lifetime. The local parks provide ample opportunities for recreation, whether you’re taking a leisurely stroll, enjoying a picnic with loved ones, or letting your children play in the playgrounds.

Conveniently located near major highways, Glenwood offers easy access to nearby cities and attractions. Residents can enjoy a plethora of shopping, dining, and entertainment options just a short drive away. Additionally, the area boasts highly-rated schools, making it a fantastic choice for families seeking a nurturing environment for their children.

In Glenwood, you’ll find not just a home, but a vibrant lifestyle filled with warmth and community spirit. Discover your perfect sanctuary in this charming Tennessee subdivision today!

Newest Listings in Glenwood

$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

$251,700

3 Beds ⋅ 1 Baths ⋅ 3518824 MLS ⋅ ACTIVE Status ⋅ 0.03 Acres ⋅ 37404 Zip Code

Don't miss this charming historic bungalow offering an exceptional combination of character, convenience, and value! Ideally located within easy reach of Downtown Chattanooga, this home puts you close to the city's restaurants, shopping, entertainment, parks, and attractions while offering the warmth and appeal of an established neighborhood. The seller has just invested twenty four thousand dollars in upgrades and repairs, giving the next owner added peace of mind and tremendous value. Recent improvements include a brand-new concrete floor on the front porch, a brand-new water heater, and fresh paint on the entire exterior, along with much more. These substantial improvements make this home an especially attractive opportunity for buyers looking for a property where significant work has already been completed. With its historic charm, comfortable size, convenient location, and substantial recent investment, this home offers an outstanding amount of house for the price. Opportunities to own a home of this size and character this close to Downtown Chattanooga at this price point are increasingly hard to find. Whether you're looking for a primary residence, investment opportunity, or a home close to all that Chattanooga has to offer, this bungalow deserves a closer look. Historic charm. Recent improvements. Prime convenience. Exceptional value. Come see why this one is such a great opportunity!

2422 Vine Street, Chattanooga

$415,000

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

PRESTIGIOUS GLENWOOD LOCATION ON A PRIVATE HILLTOP LOT! Experience true historic luxury on one of Clarksville’s most beautiful streets. Tucked away on a sun-filled, private 0.27-acre hilltop lot away from busy commercial roads, this beautifully preserved 1941 residence offers 4 spacious bedrooms and 2.5 bathrooms, flawlessly blending amazing original details with extensive high-end improvements from 2022-2026. The main-floor primary bedroom suite features a private porch and a brand-new custom bathroom completed this September. Charming brick steps lead to a welcoming foyer with a coat closet, opening to rich oak hardwood flooring that flows throughout, complemented by classic subway tile in the original bathroom. The inviting living room features a cozy fireplace, while the formal dining room provides an elegant space for gatherings. The gourmet kitchen is equipped with floor-to-ceiling custom cabinetry, a Fisher & Paykel drawer dishwasher, and ample stone countertop space. A unique spiral staircase adds immense character while leading to the second level. Outside, a peaceful backyard with a charming gazebo is surrounded by mature trees, pairing perfectly with a detached garage with a remote-controlled door and 2 dedicated storage rooms. Combining classic character, a thoughtful layout, and convenient access to Sango, downtown, APSU, and I-24, this premier home offers a wonderful opportunity to enjoy timeless charm, unmatched convenience, and a private setting.

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.