Glenwood Homes under $500,000

Welcome to Glenwood, a charming subdivision nestled in the heart of Tennessee, where community spirit and modern living blend seamlessly. This inviting neighborhood is perfect for families, young professionals, and retirees alike, offering a tranquil atmosphere while still being close to the vibrant city life of nearby towns.

Glenwood boasts a variety of homes priced under $500,000, making it an attractive option for those seeking affordability without compromising on quality. Here, you'll find beautifully designed residences that cater to diverse tastes, from cozy single-family homes to spacious townhouses. Each property reflects the warmth and character of the neighborhood, featuring well-maintained yards, modern amenities, and inviting interiors.

The subdivision is not just about beautiful homes; it’s also about the lifestyle. Residents enjoy easy access to local parks, walking trails, and recreational facilities, making it an ideal spot for outdoor enthusiasts and families looking to create lasting memories. Additionally, Glenwood is conveniently located near schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

With its friendly atmosphere, affordable housing options, and prime location, Glenwood is a hidden gem in Tennessee real estate. Whether you’re a first-time homebuyer or looking to downsize, this delightful community offers a perfect blend of comfort and convenience. Come explore Glenwood today and discover your dream home in this welcoming neighborhood!

Newest Glenwood Homes under $500,000

$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

$325,000

3 Beds ⋅ 2 Baths ⋅ 3525597 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37323 Zip Code

This beautifully updated 3-bedroom, 2-bath brick ranch blends a warm modern farmhouse style with a functional layout and plenty of thoughtful details. The split-bedroom floor plan offers added privacy, while the main living room and separate den provide flexible space for everyday living, entertaining, or a home office. Inside, you'll find barn doors, shiplap walls, custom tile flooring, updated vanities and light fixtures, a custom backsplash, farmhouse sink, and a walk-in shower. The home also includes a dedicated laundry room and an attached one-car garage. Out back, the flat lot features a patio, wooden privacy fence, and storage shed, creating a comfortable and private outdoor space to enjoy. A rail line runs behind the property, with only occasional train traffic. Full of character, nicely updated, and move-in ready, this Cleveland home offers a lot to love inside and out.

2660 Rogers Dr Se, Cleveland

$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

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.

Glenwood Homes under $500,000

Newest Glenwood Homes under $500,000

How much is your home worth?

How much is your home worth?