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$465,000
3 Beds ⋅ 2 Baths ⋅ 1539848 MLS
Welcome to historic Highland Park. Built in 1925 in the heart of Chattanooga's beloved neighborhood, this extraordinary home offers a rare opportunity to own a piece of local history. Originally serving as both a neighborhood dental office and family residence, the home has played an enduring role in the community for more than a century before becoming the warm and welcoming home it is today. Lovingly restored over the past two years, this historic property blends timeless character with the peace of mind of extensive modern updates. Major improvements include NEW plumbing, updated electrical, foundation stabilization, restored plaster walls, a restored slate roof, NEW water heater, and fresh landscaping and paint. Inside, you will find beautifully preserved original floors, soaring 11-foot ceilings, double-hung sash windows, and stunning original stained woodwork that showcase the craftmanship of a bygone era. Enjoy spacious bedrooms with a primary ensuite. The large eat in kitchen boasts granite countertops, lots of cabinetry, and access to the private backyard. Rich in history, thoughtfully restored, and ready for its next chapter, this one-of-a-kind Highland Park home is more than a place to live-it's a legacy waiting to welcome its next owners. *There is also a large shed on the back of the property for additional storage that has electricity, and a refrigerator that conveys. Lots of potential!

1406 Chamberlain Avenue, Chattanooga
$550,000
4 Beds ⋅ 3 Baths ⋅ 1539526 MLS
** Preferred lender incentive available equal to 1% of the loan amount. Inquire for details.** 1404 Bailey Avenue is a thoughtfully designed new construction home set in the heart of Highland Park, a neighborhood known for its blend of historic character and newer, modern homes. This four bedroom, three bathroom residence pairs clean architectural lines with warm, intentional details, creating a home that feels current, comfortable, and well connected to its surroundings. The main level offers a flexible bedroom that works beautifully as a home office or guest space, along with a full bathroom featuring a handsome tiled walk-in shower. Hardwood floors run throughout, grounding the modern design with warmth and durability. The living area centers around a gas fireplace and flows seamlessly into the kitchen, where a gas range, quartz countertops, custom cabinetry with a matching quartz backsplash, and a built-in microwave drawer in the island come together in a way that feels both functional and refined. The pantry adds another layer of thoughtful design, complete with built-in wood shelving and storage drawers for everyday ease. Just off the main living space, sliding glass doors open to a full-length covered back porch, creating an easy transition to outdoor living. The fully fenced backyard features a large gate and offers privacy, room for a raised bed garden, and ample room for relaxing, while a preserved shade tree in the front yard adds a sense of character and established charm from the moment you arrive. Inside, oversized casement windows invite in natural light, and with nine-foot ceilings on both levels, seven-foot interior doors, and eight-foot exterior doors, the home feels open and well-proportioned throughout. Upstairs, the laundry room is a true standout, offering generous space along with custom white oak shelving that brings both function and organization into daily routines. That same attention to detail carries through the home, with custom white oak shelving found in closets and storage areas, creating a consistent and elevated feel. The primary suite is designed as a private retreat, featuring a vaulted ceiling that adds volume and light, along with a spa-like bathroom accessed through French doors. A soaking tub, separate shower, and a spacious walk-in closet with custom white oak shelving complete the space, offering both comfort and thoughtful design. This is a home where every detail has been considered, blending modern construction with timeless materials in one of Chattanooga's most character-rich neighborhoods. Local lenders are preferred. Schedule your showing today! Full Tax Legal Description: HPR THE COTTAGES AT 1402 BAILEY AVENUT UNIT B LT 2 BLK 8 HIGHLAND PARK PB 1 PG 23 REV PB 41 PG 36 REV PB 59 PG 3 OUT OF 146J C 009 FOR 2026

1404 Bailey Avenue, Chattanooga
$565,000
4 Beds ⋅ 3 Baths ⋅ 1537333 MLS
Move-in ready and full of charm, this beautifully updated home at 1514 Bailey Avenue combines classic character with modern conveniences in a prime Chattanooga location. Just minutes from downtown, the Southside, Warner Park, the Chattanooga Zoo, and countless dining and entertainment options, you'll love the lifestyle this location provides. Step inside to discover gorgeous new hardwood floors, freshly painted interiors, and inviting living spaces designed for everyday comfort. Enjoy your morning coffee or unwind after a long day in the covered sunroom overlooking the fenced backyard. Major updates include a new HVAC system, offering peace of mind for years to come. The versatile floor plan features a spacious second primary suite upstairs complete with a private bath and double vanity, providing the perfect retreat for owners or guests. With its combination of updates, charm, and unbeatable convenience, this home is one you won't want to miss. Homes in this sought-after area don't last long - schedule your showing today and see why 1514 Bailey Avenue should be your next address.

1514 Bailey Avenue, Chattanooga
$374,000
3 Beds ⋅ 2 Baths ⋅ 1533376 MLS
Treasured for its welcoming front porch culture, vibrant arts scene, and unbeatable proximity to Downtown Chattanooga, Highland Park continues to stand out as one of the city's most desirable urban neighborhoods. Perfectly positioned along the Bailey Avenue bike lane, this thoughtfully designed 3-bedroom, 2-bath home offers the ideal blend of modern construction and timeless neighborhood charm. Unlike many homes in the area, this is not a renovation--it's newer construction built for today's lifestyle, while still complementing the character of the historic surroundings. Inside this energy efficient home, you'll find tall ceilings and an open-concept layout that creates a bright, airy feel, perfect for both everyday living and entertaining. Outdoor living is just as inviting, with a spacious front porch that embraces the neighborhood's social spirit, along with a newer rear deck ideal for relaxing or hosting. Off-street parking adds ease and security, with rear alley access leading directly to a private parking pad. Step outside and enjoy a truly walkable lifestyle--just minutes from Downtown, the MLK district, and the Southside's popular dining spots, coffee shops, and breweries. Nearby green spaces like Tatum Park and BCBS Park, along with soccer fields and tree-lined sidewalks, make it easy to stay active and connected. Whether you're a young professional, an investor looking near UTC, or someone ready to embrace the energy of city living, this home offers efficiency, convenience, and long-term value in one of Chattanooga's most dynamic communities.

1702 Bailey Avenue, Chattanooga