Glenwood Homes under $500,000

Glenwood Homes under $500,000

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Newest Glenwood Homes under $500,000

165 E Glenwood Dr, Clarksville
$385,000
4 Beds ⋅ 3 Baths ⋅ 3531862 MLS
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

Listing courtesy of Compass RE dba Compass Clarksville.

2422 Vine Street, Chattanooga
$251,700
3 Beds ⋅ 1 Baths ⋅ 3518824 MLS
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

Listing courtesy of Greater Downtown Realty dba Keller Williams Realty.

164 W Glenwood Dr, Clarksville
$415,000
4 Beds ⋅ 3 Baths ⋅ 3509995 MLS
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

Listing courtesy of Redfin Corporation.

2411 Vine Street, Chattanooga
$294,000
3 Beds ⋅ 2 Baths ⋅ 1540678 MLS
FOR OWNER OCCUPANTS, THIS HOME QUALIFIES FOR UP TO $15,000 IN INCENTIVES AS FAR AS DOWNPAYMENT ASSISTANCE. IT IS AN AMAZING OPPORTUNITY! Built in 2017, this well-maintained home offers a modern layout and comfortable living in a highly convenient Chattanooga location. The front door opens into a bright, open-concept living room and kitchen, creating an inviting space that's perfect for both everyday living and entertaining. The home features a spacious primary bedroom with a walk in closet, a front bedroom with great natural light and a walk in closet, and a third bedroom in the back that works perfectly as a home office, nursery, or flex space. The layout is both practical and versatile to fit a variety of lifestyles. Enjoy outdoor living with a welcoming front porch ideal for relaxing and a small back porch for added privacy. The large, level, fully fenced backyard is a great bonus. Location is a standout feature. The home is just a 2-minute walk to The Parkridge Medical Center, a 5-minute walk to CHI Memorial Hospital Chattanooga (CommonSpirit). It's about a 10-minute walk perfectly situated between Notre Dame High School and McCallie School. Located just minutes from downtown Chattanooga, the University of Tennessee at Chattanooga (UTC), and the Southside, you'll have quick access to restaurants, shopping, and entertainment while still enjoying a neighborhood feel. This home offers the perfect blend of newer construction, functionality, and location. Schedule your showing today!

2411 Vine Street, Chattanooga

Listing courtesy of Keller Williams Realty.

2422 Vine Street Street, Chattanooga
$251,700
3 Beds ⋅ 1 Baths ⋅ 1532138 MLS
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 Street, Chattanooga

Listing courtesy of Keller Williams Realty.

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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.