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Welcome to Highland Park- where historic charm meets modern living. Nestled in the heart of this beloved neighborhood, known for its vibrant community, walkability and urban convenience, this one-of-a-kind home is full of character you simply can't recreate. Thoughtfully renovated in 2018 by HK Architects, every detail was carefully designed and executed to preserve the home's original charm while blending in modern comforts. From the moment you arrive, the property makes a statement with its stunning custom bamboo fence and electric gate, offering both privacy and style. The inviting front porch is the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the home is rich with warmth and personality. The living room features abundant natural light , a wood-burning fireplace, original wood beams and plantation shutters that add timeless appeal. Beautiful wood built-ins with columns create a subtle separation into the spacious dining room, enhancing the home's architectural charm. The kitchen is truly a showstopper- seamlessly blending old and new with custom cabinetry, concrete countertops, stainless steel appliances, a pantry, and an original wood plank accent wall that adds depth and character. The custom art piece, ''Art by Jeff Doud,'' sits behind the stove and adds a special touch to the already amazing kitchen. Just off the kitchen is a small covered deck. The main level offers three bedrooms, including the primary bedroom, a full bath with classic subway tile. One bedroom includes a walk-in closet with custom shelving, while the second provides flexible space perfect for a bedroom with a wardrobe, an office, or a guest room. Tucked away for privacy, the main level primary suite is generously sized with room for a sitting area, built-in storage, and a spa-like ensuite featuring a soaking tub, tile shower and a walk-in closet. The lower level adds even more living space with a cozy den, half bath and laundry room. One of the rarest finds in Highland Park, this property features both a two-car garage and an additional utility garage, offering exceptional storage, workshop space, or room for hobbies- something you simply don't come across often in this area. The pull-through driveway from Duncan Street to the rear alley provides unmatched convenience and ample parking. Additional features include built in speakers throughout the home, ample attic storage and a French drain system for added peace of mind. If you're looking for a home with true character, thoughtful updates, and functionality, this is it!! The buyer is responsible to do their due diligence to verify that all information is correct, accurate, and for obtaining any and all restrictions for the property. https://www.hkarchitects.net/work/duncan-avenue

3 Beds ⋅ 3 Baths ⋅ 1534334 MLS

Welcome to Highland Park- where historic charm meets modern living. Nestled in the heart of this beloved neighborhood, known for its vibrant community, walkability and urban convenience, this one-of-a-kind home is full of character you simply can't recreate. Thoughtfully renovated in 2018 by HK Architects, every detail was carefully designed and executed to preserve the home's original charm while blending in modern comforts. From the moment you arrive, the property makes a statement with its stunning custom bamboo fence and electric gate, offering both privacy and style. The inviting front porch is the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the home is rich with warmth and personality. The living room features abundant natural light , a wood-burning fireplace, original wood beams and plantation shutters that add timeless appeal. Beautiful wood built-ins with columns create a subtle separation into the spacious dining room, enhancing the home's architectural charm. The kitchen is truly a showstopper- seamlessly blending old and new with custom cabinetry, concrete countertops, stainless steel appliances, a pantry, and an original wood plank accent wall that adds depth and character. The custom art piece, ''Art by Jeff Doud,'' sits behind the stove and adds a special touch to the already amazing kitchen. Just off the kitchen is a small covered deck. The main level offers three bedrooms, including the primary bedroom, a full bath with classic subway tile. One bedroom includes a walk-in closet with custom shelving, while the second provides flexible space perfect for a bedroom with a wardrobe, an office, or a guest room. Tucked away for privacy, the main level primary suite is generously sized with room for a sitting area, built-in storage, and a spa-like ensuite featuring a soaking tub, tile shower and a walk-in closet. The lower level adds even more living space with a cozy den, half bath and laundry room. One of the rarest finds in Highland Park, this property features both a two-car garage and an additional utility garage, offering exceptional storage, workshop space, or room for hobbies- something you simply don't come across often in this area. The pull-through driveway from Duncan Street to the rear alley provides unmatched convenience and ample parking. Additional features include built in speakers throughout the home, ample attic storage and a French drain system for added peace of mind. If you're looking for a home with true character, thoughtful updates, and functionality, this is it!! The buyer is responsible to do their due diligence to verify that all information is correct, accurate, and for obtaining any and all restrictions for the property. https://www.hkarchitects.net/work/duncan-avenue

1613 Duncan Avenue, Chattanooga

$600,000

1403 Bailey Avenue is a restored 1920 Highland Park home with something most beautifully renovated residences do not offer: CN-T zoning. That added flexibility creates meaningful optionality for a future owner, whether used strictly as a full-time residence, a refined live/work setting, a studio, office, wellness space, or a long-term hold with broader neighborhood-scale potential. Thoughtfully restored by Hope of Restoration, recently recognized as the 2025 winner of the ''Residential Preservation Award'' by Preserve Chattanooga for its Alabama Avenue project in St. Elmo, this more than 3,000-square-foot home blends historic character, modern systems, elevated finishes, and preservation-minded workmanship. Ideally located just minutes from UTC, downtown Chattanooga, and McCallie School, the property offers convenience and connectivity in a city recently named by Southern Living as one of the South's Top 10 Cities for 2026. Inside, the main level features 10-foot ceilings, hardwood flooring, abundant natural light, a spacious living area, and a beautifully designed kitchen with CAFÉ appliances, extensive cabinetry, and generous workspace. The primary suite is also on the main level, along with a laundry room and powder room. Upstairs, three additional bedrooms, a full bathroom, and a large secondary living area provide flexibility for bedrooms, guest space, media, private offices, creative work, meeting space, or additional gathering space. Major improvements include a brand-new HVAC system, new electrical, new fixtures, newer roof, and all-new plumbing throughout, along with new hardwood flooring, custom tile showers, updated windows, and finishes selected to honor the home's historic roots. With access from both Bailey Avenue and South Greenwood Avenue, the property offers convenient parking options and multiple entry points. Whether the next owner sees it as a distinctive residence, a live/work opportunity, or a property with long-term flexibility, 1403 Bailey Avenue offers a rare combination of character, quality, location, and zoning in one of Chattanooga's most connected historic neighborhoods.

4 Beds ⋅ 3 Baths ⋅ 1537637 MLS

1403 Bailey Avenue is a restored 1920 Highland Park home with something most beautifully renovated residences do not offer: CN-T zoning. That added flexibility creates meaningful optionality for a future owner, whether used strictly as a full-time residence, a refined live/work setting, a studio, office, wellness space, or a long-term hold with broader neighborhood-scale potential. Thoughtfully restored by Hope of Restoration, recently recognized as the 2025 winner of the ''Residential Preservation Award'' by Preserve Chattanooga for its Alabama Avenue project in St. Elmo, this more than 3,000-square-foot home blends historic character, modern systems, elevated finishes, and preservation-minded workmanship. Ideally located just minutes from UTC, downtown Chattanooga, and McCallie School, the property offers convenience and connectivity in a city recently named by Southern Living as one of the South's Top 10 Cities for 2026. Inside, the main level features 10-foot ceilings, hardwood flooring, abundant natural light, a spacious living area, and a beautifully designed kitchen with CAFÉ appliances, extensive cabinetry, and generous workspace. The primary suite is also on the main level, along with a laundry room and powder room. Upstairs, three additional bedrooms, a full bathroom, and a large secondary living area provide flexibility for bedrooms, guest space, media, private offices, creative work, meeting space, or additional gathering space. Major improvements include a brand-new HVAC system, new electrical, new fixtures, newer roof, and all-new plumbing throughout, along with new hardwood flooring, custom tile showers, updated windows, and finishes selected to honor the home's historic roots. With access from both Bailey Avenue and South Greenwood Avenue, the property offers convenient parking options and multiple entry points. Whether the next owner sees it as a distinctive residence, a live/work opportunity, or a property with long-term flexibility, 1403 Bailey Avenue offers a rare combination of character, quality, location, and zoning in one of Chattanooga's most connected historic neighborhoods.

1403 Bailey Avenue, Chattanooga

$565,000

Great house in great location

4 Beds ⋅ 3 Baths ⋅ 1534478 MLS

Great house in great location

1305 Bailey Avenue, Chattanooga

$490,000

Beautifully updated while preserving the timeless charm of the Arts & Crafts era, this exceptional one-level bungalow seamlessly blends historic character with modern comfort. Recent improvements, including a newer roof and exterior paint, enhance its outstanding curb appeal, highlighted by a graceful curved front porch. Inside, approximately 1,800 square feet of thoughtfully designed living space features hardwood floors, crown molding, oversized windows, and abundant natural light, creating a warm and inviting atmosphere. The updated kitchen, private primary suite, and secluded screened porch offer the perfect balance of style, comfort, and functionality. A detached 20' x 20' (400-square-foot) outbuilding provides endless possibilities as a home office, art studio, workshop, fitness room, or creative retreat. Meticulously maintained and truly move-in ready, this exceptional property is ideally located just minutes from Downtown Chattanooga, offering convenient access to acclaimed dining, entertainment, shopping, cultural attractions, and major medical centers.

3 Beds ⋅ 2 Baths ⋅ 1537951 MLS

Beautifully updated while preserving the timeless charm of the Arts & Crafts era, this exceptional one-level bungalow seamlessly blends historic character with modern comfort. Recent improvements, including a newer roof and exterior paint, enhance its outstanding curb appeal, highlighted by a graceful curved front porch. Inside, approximately 1,800 square feet of thoughtfully designed living space features hardwood floors, crown molding, oversized windows, and abundant natural light, creating a warm and inviting atmosphere. The updated kitchen, private primary suite, and secluded screened porch offer the perfect balance of style, comfort, and functionality. A detached 20' x 20' (400-square-foot) outbuilding provides endless possibilities as a home office, art studio, workshop, fitness room, or creative retreat. Meticulously maintained and truly move-in ready, this exceptional property is ideally located just minutes from Downtown Chattanooga, offering convenient access to acclaimed dining, entertainment, shopping, cultural attractions, and major medical centers.

1708 Chamberlain Avenue, Chattanooga

$179,900

This is a chance to bring history back to life. Absoultely stunning details are left in this full rehab opportunity. The hardwood framing will make a solid foundation for the rest of this home's life. New 30 year roof has been installed.

4 Beds ⋅ 2 Baths ⋅ 1535444 MLS

This is a chance to bring history back to life. Absoultely stunning details are left in this full rehab opportunity. The hardwood framing will make a solid foundation for the rest of this home's life. New 30 year roof has been installed.

1304 Duncan Avenue, Chattanooga

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