$1,575,000 A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods. 4 Beds ⋅ 3 Baths ⋅ 26019454 MLS A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods. 262 S Ashland Ave, Lexington
$359,900 Just a stone's throw from downtown, Hanover Towers is understandably in high demand. It rests within lovely historic Ashland Park, at the corner of Hanover and East Main. Within a short walk are Woodland Park, Henry Clay and Chevy Chase. Hop a bike and its 5 minutes to Rupp, the farmer's market, Gatton Park or the distillery district. Or stay right at home and catch spectacular views of downtown Lex. and the sun setting over the bluegrass on the Hanover Towers rooftop. The complex has covered parking for owners, guest parking, public spaces, basement storage, a laundry facility and a workout room. Most impressive, whether you are coming or going, a doorman will greet you and assist you at the front of the building daily through 6 pm. This lovely 2nd floor corner unit in Hanover Towers was remodeled in 2022 and in pristine condition. The standard clunky Hanover towers glass partitioning in the living room was removed, opening up that space to the amazing morning sunrises through the oaks. The kitchen was gutted, re-configured, opened up to the living room and remodeled. All new. The baths too were renovated, including new vanities and fixtures, new tile and glass. All flooring was replaced, as well. Vacant and move-in ready. Furnishings are negotiable. 2 Beds ⋅ 2 Baths ⋅ 26019062 MLS Just a stone's throw from downtown, Hanover Towers is understandably in high demand. It rests within lovely historic Ashland Park, at the corner of Hanover and East Main. Within a short walk are Woodland Park, Henry Clay and Chevy Chase. Hop a bike and its 5 minutes to Rupp, the farmer's market, Gatton Park or the distillery district. Or stay right at home and catch spectacular views of downtown Lex. and the sun setting over the bluegrass on the Hanover Towers rooftop. The complex has covered parking for owners, guest parking, public spaces, basement storage, a laundry facility and a workout room. Most impressive, whether you are coming or going, a doorman will greet you and assist you at the front of the building daily through 6 pm. This lovely 2nd floor corner unit in Hanover Towers was remodeled in 2022 and in pristine condition. The standard clunky Hanover towers glass partitioning in the living room was removed, opening up that space to the amazing morning sunrises through the oaks. The kitchen was gutted, re-configured, opened up to the living room and remodeled. All new. The baths too were renovated, including new vanities and fixtures, new tile and glass. All flooring was replaced, as well. Vacant and move-in ready. Furnishings are negotiable. 101 S Hanover Ave Unit 2M, Lexington
$1,350,000 Fabulous opportunity to own a classic Ashland Park home on an over half acre lot! Offering five bedrooms, three bathrooms, a lovely screened porch and over 3,000 finished square feet over three floors. Step on to the inviting front porch and in to the lovely foyer. To your left are formal living and dining rooms with a fireplace that open to the screened porch. In the center of the home is the updated kitchen with gas range and breakfast bar. The first floor primary bedroom has an en suite bath, and there are two additional bedrooms (one currently used as a home office) and a full hall bath to complete the first floor. Upstairs, you will find two generously sized bedrooms and another full bath. The lower level recreation room that opens to the backyard boasts built-ins, a second fireplace, two car garage and an abundance of storage. The backyard with mature landscaping offers lots of privacy. A truly special home. 5 Beds ⋅ 3 Baths ⋅ 26018019 MLS Fabulous opportunity to own a classic Ashland Park home on an over half acre lot! Offering five bedrooms, three bathrooms, a lovely screened porch and over 3,000 finished square feet over three floors. Step on to the inviting front porch and in to the lovely foyer. To your left are formal living and dining rooms with a fireplace that open to the screened porch. In the center of the home is the updated kitchen with gas range and breakfast bar. The first floor primary bedroom has an en suite bath, and there are two additional bedrooms (one currently used as a home office) and a full hall bath to complete the first floor. Upstairs, you will find two generously sized bedrooms and another full bath. The lower level recreation room that opens to the backyard boasts built-ins, a second fireplace, two car garage and an abundance of storage. The backyard with mature landscaping offers lots of privacy. A truly special home. 1305 Cooper Dr, Lexington
$194,500 Experience the height of luxury at downtown's most prestigious address 101 South Hanover Avenue. This upscale residence offers a lifestyle of security and sophistication, beginning with an extravagant secure entry monitored week days by a doorman and featuring two elegant recreation areas perfect for enjoying social gatherings plus a rooftop patio. Would be ideal for a young professional or a part time resident with zero maintenance. Inside this polished one-bedroom, one-bathroom retreat, you'll find modern refinements throughout, including newer luxury vinyl plank flooring, wide plank window blinds, updated hardware, and contemporary lighting. The kitchen is equipped with a newer refrigerator and food disposal, while the bathroom features a stylishly updated vanity. Step out onto the rooftop patio to take in breathtaking panoramic views of the historic Ashland Park area and the vibrant Lexington skyline. It is the perfect backdrop for morning coffee or sunset cocktails. Enjoy unparalleled amenities that simplify city living. The HOA includes all utilities, plus access to an on-site fitness room, private laundry facilities, and your own dedicated storage unit. For ultimate convenience, the building even hosts a professional hair salon on-site with experienced stylists. This is more than a condo; it is a lifestyle of ease and elegance. Great location easy stroll to the park at Ashland (Henry Clay's home) or Woodland Park, Kroger, Walgreens and not to mention some of Lexington's best restaurants...Char on Ashland, Cole's, Eppings, Bella Cafe, The Obstinate Son, and The Sage Rabbit!! But the list goes on and on....Lexington living at its best!! HOA covers all the utilities (except internet and streaming services). 1 Beds ⋅ 1 Baths ⋅ 26003152 MLS Experience the height of luxury at downtown's most prestigious address 101 South Hanover Avenue. This upscale residence offers a lifestyle of security and sophistication, beginning with an extravagant secure entry monitored week days by a doorman and featuring two elegant recreation areas perfect for enjoying social gatherings plus a rooftop patio. Would be ideal for a young professional or a part time resident with zero maintenance. Inside this polished one-bedroom, one-bathroom retreat, you'll find modern refinements throughout, including newer luxury vinyl plank flooring, wide plank window blinds, updated hardware, and contemporary lighting. The kitchen is equipped with a newer refrigerator and food disposal, while the bathroom features a stylishly updated vanity. Step out onto the rooftop patio to take in breathtaking panoramic views of the historic Ashland Park area and the vibrant Lexington skyline. It is the perfect backdrop for morning coffee or sunset cocktails. Enjoy unparalleled amenities that simplify city living. The HOA includes all utilities, plus access to an on-site fitness room, private laundry facilities, and your own dedicated storage unit. For ultimate convenience, the building even hosts a professional hair salon on-site with experienced stylists. This is more than a condo; it is a lifestyle of ease and elegance. Great location easy stroll to the park at Ashland (Henry Clay's home) or Woodland Park, Kroger, Walgreens and not to mention some of Lexington's best restaurants...Char on Ashland, Cole's, Eppings, Bella Cafe, The Obstinate Son, and The Sage Rabbit!! But the list goes on and on....Lexington living at its best!! HOA covers all the utilities (except internet and streaming services). 101 S Hanover Ave Unit 8K, Lexington
$799,000 A once-in-a-lifetime opportunity to renovate a timeless architecturally unique home in the heart of Ashland Park, one of Lexington's most sought-after neighborhoods. Situated on South Hanover Avenue, one of Lexington's most desirable addresses, this classic 1923 brick two-story home with partially finished basement has been prepared for its next chapter. The owner has removed all kitchen and bathroom cabinetry and fixtures, removed all attic insulation, and completed other partial internal demolition. The property now essentially provides a blank canvas for a complete renovation as you envision. The property was previously configured with a living room, dining room, kitchen, separate breakfast area, sunroom and half bath on the first floor; three bedrooms, two full baths and laundry room on the second floor; and with two windowed bedrooms and full bath in the partially finished basement. The internal layout on all floors is capable of being reconfigured to create newly sized living areas. Exterior renovations including a rear addition and new garage are also possible, subject to Board of Architectural Review approval due to the property being in a historic district. The property is being sold AS-IS, and the seller makes no representations or warranties regarding the property or its condition. The home was occupied by the same family for several decades, with the seller acquiring the property in the fall of 2025. This property offers a rare, if not once in a lifetime, opportunity to create your dream home by renovating this historic Lexington treasure in an exceptional location. Possession and closing date are negotiable. Kitchen and bathrooms are added to room count but have been gutted for potential remodel. 3 Beds ⋅ 4 Baths ⋅ 26014485 MLS A once-in-a-lifetime opportunity to renovate a timeless architecturally unique home in the heart of Ashland Park, one of Lexington's most sought-after neighborhoods. Situated on South Hanover Avenue, one of Lexington's most desirable addresses, this classic 1923 brick two-story home with partially finished basement has been prepared for its next chapter. The owner has removed all kitchen and bathroom cabinetry and fixtures, removed all attic insulation, and completed other partial internal demolition. The property now essentially provides a blank canvas for a complete renovation as you envision. The property was previously configured with a living room, dining room, kitchen, separate breakfast area, sunroom and half bath on the first floor; three bedrooms, two full baths and laundry room on the second floor; and with two windowed bedrooms and full bath in the partially finished basement. The internal layout on all floors is capable of being reconfigured to create newly sized living areas. Exterior renovations including a rear addition and new garage are also possible, subject to Board of Architectural Review approval due to the property being in a historic district. The property is being sold AS-IS, and the seller makes no representations or warranties regarding the property or its condition. The home was occupied by the same family for several decades, with the seller acquiring the property in the fall of 2025. This property offers a rare, if not once in a lifetime, opportunity to create your dream home by renovating this historic Lexington treasure in an exceptional location. Possession and closing date are negotiable. Kitchen and bathrooms are added to room count but have been gutted for potential remodel. 204 S Hanover Ave, Lexington
$195,000 One bedroom, one bath condo located at 101 South Hanover Avenue in downtown Lexington. The building offers secure weekday entry monitored by a doorman, two interior recreation areas for social use, and a rooftop patio with panoramic views of the Ashland Park area and the Lexington skyline. Inside the unit has the original parquet flooring that is extra thick for long life. There is a bonus division of the living space creating a sunroom effect. 3 French doors allow the bonus room to flow back into the main living area if desired. The unit is painted and ready for immediate occupancy. The building provides private laundry facilities, an on site fitness room, and a dedicated storage unit. A professional hair salon is located within the building for added convenience. The HOA includes all utilities except internet and streaming services. This location offers close proximity to area parks, services, and dining. Ashland, The Henry Clay Estate, is approximately 0.3 miles away, and Woodland Park is approximately 0.5 miles from the building. Nearby everyday conveniences include Kroger and Walgreens, both within roughly 0.5 miles. The property is also located near multiple Lexington restaurants along East Main Street, Ashland Avenue, and the Chevy Chase corridor. 1 Beds ⋅ 1 Baths ⋅ 26016139 MLS One bedroom, one bath condo located at 101 South Hanover Avenue in downtown Lexington. The building offers secure weekday entry monitored by a doorman, two interior recreation areas for social use, and a rooftop patio with panoramic views of the Ashland Park area and the Lexington skyline. Inside the unit has the original parquet flooring that is extra thick for long life. There is a bonus division of the living space creating a sunroom effect. 3 French doors allow the bonus room to flow back into the main living area if desired. The unit is painted and ready for immediate occupancy. The building provides private laundry facilities, an on site fitness room, and a dedicated storage unit. A professional hair salon is located within the building for added convenience. The HOA includes all utilities except internet and streaming services. This location offers close proximity to area parks, services, and dining. Ashland, The Henry Clay Estate, is approximately 0.3 miles away, and Woodland Park is approximately 0.5 miles from the building. Nearby everyday conveniences include Kroger and Walgreens, both within roughly 0.5 miles. The property is also located near multiple Lexington restaurants along East Main Street, Ashland Avenue, and the Chevy Chase corridor. 101 S Hanover Ave Unit 8D, Lexington