$649,000 Set on a quiet dead-end street in the heart of Cherokee Triangle, 2229 Dearing Court is the kind of home that makes you slow down. A charming front porch — complete with a swing — welcomes you in, hinting at the character that is found throughout. This home is a gem on its own, but it also comes with something rarely found at this price point in Cherokee Triangle: a private carriage house apartment with its own parking spot. Step through the entry and inlaid oak hardwood floors lead you through a first floor made for gathering: a living room, dining room, and great room flow together seamlessly, with the kitchen anchoring it all at the center. A convenient half bath rounds out the main level for guests. Double doors off the great room open to a covered deck, newly rebuilt with Trex decking, overlooking a backyard retreat with a koi pond, fountain, butterfly garden and a professionally framed tree house— a peaceful spot to spend an evening. Upstairs, three bedrooms include a primary suite with its own attached bath, plus two additional bedrooms (one with a space-saving Murphy bed) and a full hall bath, all with beautiful wood floors. A third-level unfinished attic offers bonus potential for a playroom or office, and the unfinished basement, like the attic, is spray-foam insulated for efficiency. Above the garage, the 501-square-foot carriage house apartment offers a one-bedroom, one-bath layout with its own kitchen, living room, and deck — with an additional parking space. This space was previously rented, it's a nice option for extra income if a buyer wants it (current estimated fair market rent around $1,100/month), or simply extra space for guests or family. A rare find on a peaceful dead-end street, in one of Louisville's most walkable, tree-lined neighborhoods. 3 Beds ⋅ 3 Baths ⋅ 1727203 MLS Set on a quiet dead-end street in the heart of Cherokee Triangle, 2229 Dearing Court is the kind of home that makes you slow down. A charming front porch — complete with a swing — welcomes you in, hinting at the character that is found throughout. This home is a gem on its own, but it also comes with something rarely found at this price point in Cherokee Triangle: a private carriage house apartment with its own parking spot. Step through the entry and inlaid oak hardwood floors lead you through a first floor made for gathering: a living room, dining room, and great room flow together seamlessly, with the kitchen anchoring it all at the center. A convenient half bath rounds out the main level for guests. Double doors off the great room open to a covered deck, newly rebuilt with Trex decking, overlooking a backyard retreat with a koi pond, fountain, butterfly garden and a professionally framed tree house— a peaceful spot to spend an evening. Upstairs, three bedrooms include a primary suite with its own attached bath, plus two additional bedrooms (one with a space-saving Murphy bed) and a full hall bath, all with beautiful wood floors. A third-level unfinished attic offers bonus potential for a playroom or office, and the unfinished basement, like the attic, is spray-foam insulated for efficiency. Above the garage, the 501-square-foot carriage house apartment offers a one-bedroom, one-bath layout with its own kitchen, living room, and deck — with an additional parking space. This space was previously rented, it's a nice option for extra income if a buyer wants it (current estimated fair market rent around $1,100/month), or simply extra space for guests or family. A rare find on a peaceful dead-end street, in one of Louisville's most walkable, tree-lined neighborhoods. 2229 Dearing Ct, Louisville
$539,000 Due to the sellers relocation, this one-of-a-kind first-floor condo in Cherokee Park could be your new home. Soaring ceilings and stunning floor-to-ceiling windows fill the spacious living room with natural light and give the home an impressive open and airy feel. Featuring 2 bedrooms and 2 full bathrooms, this home offers a comfortable and functional layout with plenty of character throughout. The light-filled solarium provides the perfect bonus for additional living space, while the large front porch offers an inviting spot to relax and enjoy the neighborhood. And don?t miss the separate studio building out back?a rare and versatile bonus space perfect for an art studio, home office, workshop, or creative retreat. With incredible natural light, soaring ceilings, flexible living spaces, and a fantastic first-floor location, this special condo offers a combination of charm, character, and functionality. An added bonus - a garage and two off street parking spaces which are rare in this area! 2 Beds ⋅ 2 Baths ⋅ 1724786 MLS Due to the sellers relocation, this one-of-a-kind first-floor condo in Cherokee Park could be your new home. Soaring ceilings and stunning floor-to-ceiling windows fill the spacious living room with natural light and give the home an impressive open and airy feel. Featuring 2 bedrooms and 2 full bathrooms, this home offers a comfortable and functional layout with plenty of character throughout. The light-filled solarium provides the perfect bonus for additional living space, while the large front porch offers an inviting spot to relax and enjoy the neighborhood. And don?t miss the separate studio building out back?a rare and versatile bonus space perfect for an art studio, home office, workshop, or creative retreat. With incredible natural light, soaring ceilings, flexible living spaces, and a fantastic first-floor location, this special condo offers a combination of charm, character, and functionality. An added bonus - a garage and two off street parking spaces which are rare in this area! 1110 Cherokee Rd Unit A, Louisville
$1,010,000 Rare opportunity to own this exceptional residence at an improved price! Historic elegance meets modern comfort in this stunning 2.5-story brick home. This 1915 beauty sits in the heart of the Cherokee Triangle Historic District. Original architecture to set it apart, and lovely updates where it counts. With 5 bedrooms, 5 bathrooms, and over 3,000 square feet, there is plenty of room. Large windows throughout bring in great natural light, and the kitchen is equipped with stainless steel appliances. Storage is a real highlight here — you'll find generous closets on every level, bonus storage rooms on the top floor, and even more space in the basement. The private garden walk out back leads to a two-car detached garage and a rear entry into the home, giving you both charm and convenience. All of this in one of Louisville's most beloved neighborhoods, just minutes from Cherokee Park and Bardstown Rd. Cherokee Triangle is one of Louisville's most desirable neighborhoods. Residents enjoy exceptional walk-ability to local restaurants, coffee shops, Cherokee Park, and neighborhood amenities. Personal property will be sold separately from the home in an estate sale on 9/11-13/2026. Stainless steel kitchen appliances and washer and dryer remain with the home. Schedule your showing today! 5 Beds ⋅ 5 Baths ⋅ 1721839 MLS Rare opportunity to own this exceptional residence at an improved price! Historic elegance meets modern comfort in this stunning 2.5-story brick home. This 1915 beauty sits in the heart of the Cherokee Triangle Historic District. Original architecture to set it apart, and lovely updates where it counts. With 5 bedrooms, 5 bathrooms, and over 3,000 square feet, there is plenty of room. Large windows throughout bring in great natural light, and the kitchen is equipped with stainless steel appliances. Storage is a real highlight here — you'll find generous closets on every level, bonus storage rooms on the top floor, and even more space in the basement. The private garden walk out back leads to a two-car detached garage and a rear entry into the home, giving you both charm and convenience. All of this in one of Louisville's most beloved neighborhoods, just minutes from Cherokee Park and Bardstown Rd. Cherokee Triangle is one of Louisville's most desirable neighborhoods. Residents enjoy exceptional walk-ability to local restaurants, coffee shops, Cherokee Park, and neighborhood amenities. Personal property will be sold separately from the home in an estate sale on 9/11-13/2026. Stainless steel kitchen appliances and washer and dryer remain with the home. Schedule your showing today! 2107 Eastern Pkwy, Louisville