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524 Clinton Rd, Lexington

We invite you to discover 1337 Cooper Drive, a distinctive Lexington residence where the character of an established home meets the space, comfort, and functionality created through thoughtful additions by previous owners. Situated on a quiet street on an expansive 0.641 +/- acre lot, this exceptional property offers approximately 5,292 sq ft of finished living space, 4 bedrooms, 5.5 baths, remarkable outdoor spaces and an enviable location convenient to some of Lexington's most beloved destinations. The home's setting is truly special. A significant investment has transformed the backyard into a private, park-like retreat, highlighted by extensive landscaping, designed by Terrain Landscaping and custom plantings by Wilson Landscaping Supply in June 2025. The beautifully designed grounds provide a peaceful backdrop for morning coffee, outdoor entertaining, gardening or simply enjoying the privacy of this unusually generous in-town lot. A wrap around porch further connects the home to is beautiful surroundings. The sitting area within the primary en-suite opens directly onto the porch, creating a wonderful indoor-outdoor retreat overlooking the private backyard. The spacious primary en-suite is designed for both comfort and privacy, featuring a dedicated sitting area, walk-in closet, soaking tub and separate shower. A separate laundry room (both washer and dryer convey with property) and home office add convenience and flexibility for today's lifestyle. Throughout the home, generous living spaces reflect its history and evolution. Originally constructed in 1954, the residence has been expanded over the years by previous owners, resulting in a floor plan that provides exceptional room for working from home, hosting guests, and comfortable everyday living. A separate living space complete with bedroom, sitting area, beverage bar and full bath is located over the garage, on the opposite end of the primary en-suite. The walk-out basement adds even more versatility, with approximately 735 sq ft of finished living space, including a full bath and fireplace with gas logs (New March 2026) and an additional 1,765 sq ft of unfinished space offering tremendous potential for storage, recreation, a workshop, home gym, or future customized living areas. Outside Trex fencing (New July 2025) with a double gate enhances the privacy and functionality of the backyard. A 26 KW Generac whole house generator (New 2024) provides additional peace of mind. The property also includes a substantial 676 sq ft, forward facing garage. The home is offered with a full appliance package, including a refrigerator purchased August 2026, and washer and dryer (New April 2026). And then there is the location. From Cooper Drive, enjoy the charm and convenience of an established Lexington neighborhood where you can walk to Romany Road and Wheeler's Pharmacy, a longtime gathering place, for a meal, beverage or visit with friends. Prefer two wheels? Bike to Henry Clay's Ashland Estate, Ecton Park, or the University of Kentucky, placing campus and the energy of central Lexington within easy reach while returning home to the privacy and tranquility of your own park-like setting. 1337 Cooper Drive is more than a spacious home - it offers a distinctly Lexington lifestyle: an established neighborhood, an extraordinary private lot, beautifully landscaped outdoor spaces, abundant room to live and entertain, and convenient access to the places that make this area so special.

4 Beds ⋅ 6 Baths ⋅ 26022514 MLS

We invite you to discover 1337 Cooper Drive, a distinctive Lexington residence where the character of an established home meets the space, comfort, and functionality created through thoughtful additions by previous owners. Situated on a quiet street on an expansive 0.641 +/- acre lot, this exceptional property offers approximately 5,292 sq ft of finished living space, 4 bedrooms, 5.5 baths, remarkable outdoor spaces and an enviable location convenient to some of Lexington's most beloved destinations. The home's setting is truly special. A significant investment has transformed the backyard into a private, park-like retreat, highlighted by extensive landscaping, designed by Terrain Landscaping and custom plantings by Wilson Landscaping Supply in June 2025. The beautifully designed grounds provide a peaceful backdrop for morning coffee, outdoor entertaining, gardening or simply enjoying the privacy of this unusually generous in-town lot. A wrap around porch further connects the home to is beautiful surroundings. The sitting area within the primary en-suite opens directly onto the porch, creating a wonderful indoor-outdoor retreat overlooking the private backyard. The spacious primary en-suite is designed for both comfort and privacy, featuring a dedicated sitting area, walk-in closet, soaking tub and separate shower. A separate laundry room (both washer and dryer convey with property) and home office add convenience and flexibility for today's lifestyle. Throughout the home, generous living spaces reflect its history and evolution. Originally constructed in 1954, the residence has been expanded over the years by previous owners, resulting in a floor plan that provides exceptional room for working from home, hosting guests, and comfortable everyday living. A separate living space complete with bedroom, sitting area, beverage bar and full bath is located over the garage, on the opposite end of the primary en-suite. The walk-out basement adds even more versatility, with approximately 735 sq ft of finished living space, including a full bath and fireplace with gas logs (New March 2026) and an additional 1,765 sq ft of unfinished space offering tremendous potential for storage, recreation, a workshop, home gym, or future customized living areas. Outside Trex fencing (New July 2025) with a double gate enhances the privacy and functionality of the backyard. A 26 KW Generac whole house generator (New 2024) provides additional peace of mind. The property also includes a substantial 676 sq ft, forward facing garage. The home is offered with a full appliance package, including a refrigerator purchased August 2026, and washer and dryer (New April 2026). And then there is the location. From Cooper Drive, enjoy the charm and convenience of an established Lexington neighborhood where you can walk to Romany Road and Wheeler's Pharmacy, a longtime gathering place, for a meal, beverage or visit with friends. Prefer two wheels? Bike to Henry Clay's Ashland Estate, Ecton Park, or the University of Kentucky, placing campus and the energy of central Lexington within easy reach while returning home to the privacy and tranquility of your own park-like setting. 1337 Cooper Drive is more than a spacious home - it offers a distinctly Lexington lifestyle: an established neighborhood, an extraordinary private lot, beautifully landscaped outdoor spaces, abundant room to live and entertain, and convenient access to the places that make this area so special.

1337 Cooper Dr, Lexington

$1,350,000

Charming two-story renovated home with 9 foot ceilings in the heart of Ashland Park. Pristine condition. Fantastic back outdoor covered porch with fireplace and built-in grill. Separate living quarters over the garage.

4 Beds ⋅ 4 Baths ⋅ 26005939 MLS

Charming two-story renovated home with 9 foot ceilings in the heart of Ashland Park. Pristine condition. Fantastic back outdoor covered porch with fireplace and built-in grill. Separate living quarters over the garage.

1117 Fincastle Rd, Lexington

$1,334,000

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

$1,325,000

Located in the popular Ashland Park subdivision, this well-maintained, open floor plan home has it all! With gleaming hardwood floors, the first floor features a large family room equipped with built-in cabinetry and a fireplace, as well as a perfectly appointed kitchen with a newer Wolf 30" dual fuel range. The kitchen is complemented by a walk-through pantry area with a wet bar that opens into the formal dining room, an office area, a primary bedroom/bath, and a laundry room. The second level offers three additional bedrooms and 2 full baths. The spacious finished basement has new luxury vinyl plank flooring, a Murphy bed, full-bath and unfinished storage. Enjoy dinner on your covered back porch overlooking the private, landscaped back yard! The 2-car garage is equipped with a level 2 EV charger. Additional upgrades include solar panel installation with a solar monitor and 2 Japanese Toto toilets. Conveniently located to the University of KY, downtown LEX, schools, hospitals, and Chevy Chase shopping and restaurants!

4 Beds ⋅ 5 Baths ⋅ 26005403 MLS

Located in the popular Ashland Park subdivision, this well-maintained, open floor plan home has it all! With gleaming hardwood floors, the first floor features a large family room equipped with built-in cabinetry and a fireplace, as well as a perfectly appointed kitchen with a newer Wolf 30" dual fuel range. The kitchen is complemented by a walk-through pantry area with a wet bar that opens into the formal dining room, an office area, a primary bedroom/bath, and a laundry room. The second level offers three additional bedrooms and 2 full baths. The spacious finished basement has new luxury vinyl plank flooring, a Murphy bed, full-bath and unfinished storage. Enjoy dinner on your covered back porch overlooking the private, landscaped back yard! The 2-car garage is equipped with a level 2 EV charger. Additional upgrades include solar panel installation with a solar monitor and 2 Japanese Toto toilets. Conveniently located to the University of KY, downtown LEX, schools, hospitals, and Chevy Chase shopping and restaurants!

512 Culpepper Rd, Lexington

$1,200,000

Historic Ashland Park! Lovely, recently renovated home just steps away from dining, shopping and schools in the popular Chevy Chase/Ashland Park neighborhood. Features include an inviting front porch, hardwood floors, first level living room, dining room, and family room open to a stylishly decorated kitchen - perfect for entertaining! The second level offers the spacious primary suite with large closets, beautiful bath and laundry area, plus 2 additional bedrooms and baths. The third level is perfect for another bedroom, office or upstairs family room! The basement features a rec room, half bath and laundry room. The fenced backyard has a professional sound system, landscape lighting with lovely landscaping - the perfect spot to host your family and friends for dinner! Additional features include abundant parking with a one-car garage, 4 permitted spots in front of the house, and alley access for additional parking. Conveniently located to downtown Lexington and the University of KY. A few minutes stroll away from Bella Cafe, Omakase, the Obstinate Son, Bear and the Butcher, Josie's, Char, Starbucks and CCI!

4 Beds ⋅ 5 Baths ⋅ 25506504 MLS

Historic Ashland Park! Lovely, recently renovated home just steps away from dining, shopping and schools in the popular Chevy Chase/Ashland Park neighborhood. Features include an inviting front porch, hardwood floors, first level living room, dining room, and family room open to a stylishly decorated kitchen - perfect for entertaining! The second level offers the spacious primary suite with large closets, beautiful bath and laundry area, plus 2 additional bedrooms and baths. The third level is perfect for another bedroom, office or upstairs family room! The basement features a rec room, half bath and laundry room. The fenced backyard has a professional sound system, landscape lighting with lovely landscaping - the perfect spot to host your family and friends for dinner! Additional features include abundant parking with a one-car garage, 4 permitted spots in front of the house, and alley access for additional parking. Conveniently located to downtown Lexington and the University of KY. A few minutes stroll away from Bella Cafe, Omakase, the Obstinate Son, Bear and the Butcher, Josie's, Char, Starbucks and CCI!

269 S Hanover Ave, Lexington

$1,190,000

Classic Ashland Park home on Richmond Road! Offering four bedrooms, four bathrooms and over 3,000 finished sqft! The first floor boasts a spacious foyer, formal living and dining rooms, breakfast room and updated chefs kitchen. In the back, the primary suite addition offers a rear entryway, half bath, spacious bedroom with en suite bath and walk in closet with laundry. Upstairs you'll find two guest rooms with a hall bath, and a guest suite with sitting room and en suite bathroom. The unfinished third floor attic has a permanent staircase and offers an abundance of storage, as does the partial unfinished basement. Outside, the private slate patio overlooks the landscaped backyard, and the one car detached garage features a covered patio/carport, perfect for entertaining.

4 Beds ⋅ 4 Baths ⋅ 26007814 MLS

Classic Ashland Park home on Richmond Road! Offering four bedrooms, four bathrooms and over 3,000 finished sqft! The first floor boasts a spacious foyer, formal living and dining rooms, breakfast room and updated chefs kitchen. In the back, the primary suite addition offers a rear entryway, half bath, spacious bedroom with en suite bath and walk in closet with laundry. Upstairs you'll find two guest rooms with a hall bath, and a guest suite with sitting room and en suite bathroom. The unfinished third floor attic has a permanent staircase and offers an abundance of storage, as does the partial unfinished basement. Outside, the private slate patio overlooks the landscaped backyard, and the one car detached garage features a covered patio/carport, perfect for entertaining.

1216 Richmond Rd, Lexington

$900,000

Step back in time with this Ashland Park charmer. Built in 1929, this six-unit apartment building was said to have been one of the first steel structure apartments built in Fayette County. The adjacent duplex was designed to be on top of this building as the fourth and fifth levels. Each apartment offers hardwood floors, high ceilings, unique built-ins, living room, dining room, kitchen, 2 bedrooms, and a full bath. There is a shared laundry and individual storage areas in the lower level. The Seller is providing a $200,000 KY Heritage Council historic tax credit that can be passed along to the Purchaser. It can be used as early as June 2026 with a 3-year deadline ending July 2029. The adjacent duplex is also available. Located steps away from Chevy Chase shopping and restaurants, downtown Lexington, the University of KY, and Ashland, the Henry Clay Estate!

12 Beds ⋅ 6 Baths ⋅ 25501231 MLS

Step back in time with this Ashland Park charmer. Built in 1929, this six-unit apartment building was said to have been one of the first steel structure apartments built in Fayette County. The adjacent duplex was designed to be on top of this building as the fourth and fifth levels. Each apartment offers hardwood floors, high ceilings, unique built-ins, living room, dining room, kitchen, 2 bedrooms, and a full bath. There is a shared laundry and individual storage areas in the lower level. The Seller is providing a $200,000 KY Heritage Council historic tax credit that can be passed along to the Purchaser. It can be used as early as June 2026 with a 3-year deadline ending July 2029. The adjacent duplex is also available. Located steps away from Chevy Chase shopping and restaurants, downtown Lexington, the University of KY, and Ashland, the Henry Clay Estate!

100-102 S Hanover Ave, Lexington

$885,000

Shaded by a canopy of towering, mature trees, this circa-1905 Victorian farmhouse sits gracefully on the corner of one of Lexington's most coveted streets. The wraparound porch and unique architecture welcome you with turn-of-the-century charm, all while located mere steps away from dozens of modern conveniences...Woodland Park, Chevy Chase shops, delicious restaurants, excellent schools and so much more. This thoughtfully designed floor plan balances historic character with comfortable livability. The first floor features a grand 2-story foyer, cozy family room, formal living room, spacious dining room - perfect for large gatherings, a stylish kitchen, full bathroom, and private laundry w/ secondary staircase to second floor. Upstairs, the second level offers a spacious primary bed+bath w/ a private home office or walk-in closet, 3 additional bedrooms and a fully remodeled hallway bath. Outside you'll find lush landscaping, a white picket fence and large trees creating a private and picturesque retreat. Enjoy evenings entertaining family and friends on the secluded rear patio after an easy stroll home from dinner or a day at the park. Storage is abundant here with an unfinished basement and huge second floor loft over the 2 car detached garage. The current owner's meticulous updates throughout have restored and preserved the home's original character - see attached list. Don't miss the original hardwood floors, hidden pocket doors, intricate millwork, SIX fireplaces and authentic charm that simply cannot be replicated.

4 Beds ⋅ 3 Baths ⋅ 26012811 MLS

Shaded by a canopy of towering, mature trees, this circa-1905 Victorian farmhouse sits gracefully on the corner of one of Lexington's most coveted streets. The wraparound porch and unique architecture welcome you with turn-of-the-century charm, all while located mere steps away from dozens of modern conveniences...Woodland Park, Chevy Chase shops, delicious restaurants, excellent schools and so much more. This thoughtfully designed floor plan balances historic character with comfortable livability. The first floor features a grand 2-story foyer, cozy family room, formal living room, spacious dining room - perfect for large gatherings, a stylish kitchen, full bathroom, and private laundry w/ secondary staircase to second floor. Upstairs, the second level offers a spacious primary bed+bath w/ a private home office or walk-in closet, 3 additional bedrooms and a fully remodeled hallway bath. Outside you'll find lush landscaping, a white picket fence and large trees creating a private and picturesque retreat. Enjoy evenings entertaining family and friends on the secluded rear patio after an easy stroll home from dinner or a day at the park. Storage is abundant here with an unfinished basement and huge second floor loft over the 2 car detached garage. The current owner's meticulous updates throughout have restored and preserved the home's original character - see attached list. Don't miss the original hardwood floors, hidden pocket doors, intricate millwork, SIX fireplaces and authentic charm that simply cannot be replicated.

293 S Ashland Ave, Lexington

$863,000

Comp only

3 Beds ⋅ 4 Baths ⋅ 26012475 MLS

Comp only

1600 Fincastle Rd, Lexington

$800,000

Excellent investment opportunity. Stately brick 4-Plex on large corner lot directly across from Ashland, The Henry Clay Estate. Four 1 bedroom, 1 bath units offer central A/C, hardwood floors, basement with laundry and storage. Covered off street parking. Many updates include, New roof and gutters 2024, three new HVAC systems 2024, 2025. Desirable location convenient to Chevy Chase, UK, Downtown, local shops, restaurants and more. Tenants will need 24 to 48 hours for notice,

4 Beds ⋅ 4 Baths ⋅ 26009965 MLS

Excellent investment opportunity. Stately brick 4-Plex on large corner lot directly across from Ashland, The Henry Clay Estate. Four 1 bedroom, 1 bath units offer central A/C, hardwood floors, basement with laundry and storage. Covered off street parking. Many updates include, New roof and gutters 2024, three new HVAC systems 2024, 2025. Desirable location convenient to Chevy Chase, UK, Downtown, local shops, restaurants and more. Tenants will need 24 to 48 hours for notice,

137 Sycamore Rd, Lexington

$775,000

Ashland Park stately brick 4-Plex investment or potential for individual ownership or make this a single family home! Convenient to Downtown, Chevy Chase, UK, Henry Clay Estate, Kenwick Table, local shops, restaurants and more.Each unit has hardwood floors, individual central heat/air, spacious closets, outside decks/porches, 3 garage spaces and driveway for at least 2 additional cars.First floor units1 & 2 have living room, bedroom and kitchen, front entrance and rear exits and front porch access.Second floor unit 3 has living room, formal dining room, large kitchen, bath, bedroom and access to the large deck off the rear, front entrance and rear exit. Second floor unit 4 has living room, kitchen and bath and the 3rd floor large bedroom and office area with deck off the rear. Property has 3 car garage, full shared basement with storage and laundry (Coin operated could be installed) Roof and garage doors are 5yrs old, 1 HVAC unit replaced 2025, rebuilt front porch roof 2026, exterior painted 2026. Property is in Historic H-1 overlay requiring approval for exterior changes.24-48 hr notice. All tenants would like to continue. Units 1 ($1000),2 ($1150),4 ($1300) are month to month. Unit 3 lease ends Sept 1, 2026.Rental amounts of units 3 and 4 are under typical market rent. Listing agent is owner.

4 Beds ⋅ 4 Baths ⋅ 26010528 MLS

Ashland Park stately brick 4-Plex investment or potential for individual ownership or make this a single family home! Convenient to Downtown, Chevy Chase, UK, Henry Clay Estate, Kenwick Table, local shops, restaurants and more.Each unit has hardwood floors, individual central heat/air, spacious closets, outside decks/porches, 3 garage spaces and driveway for at least 2 additional cars.First floor units1 & 2 have living room, bedroom and kitchen, front entrance and rear exits and front porch access.Second floor unit 3 has living room, formal dining room, large kitchen, bath, bedroom and access to the large deck off the rear, front entrance and rear exit. Second floor unit 4 has living room, kitchen and bath and the 3rd floor large bedroom and office area with deck off the rear. Property has 3 car garage, full shared basement with storage and laundry (Coin operated could be installed) Roof and garage doors are 5yrs old, 1 HVAC unit replaced 2025, rebuilt front porch roof 2026, exterior painted 2026. Property is in Historic H-1 overlay requiring approval for exterior changes.24-48 hr notice. All tenants would like to continue. Units 1 ($1000),2 ($1150),4 ($1300) are month to month. Unit 3 lease ends Sept 1, 2026.Rental amounts of units 3 and 4 are under typical market rent. Listing agent is owner.

122 S Hanover Ave, Lexington

$700,000

Classic elegance and timeless character define this 3-bedroom, 2-bath bungalow in the heart of Ashland Park. Built in 1924 this property is filled with nods to days gone by while offering spacious, comfortable living, refined to present day. The main level features two generously sized bedrooms and two full baths, along with a cheerful sunroom perfect for everyday living and entertaining. Hardwood floors run through the majority of the first floor, complementing the formal living room with its cozy fireplace and beautiful built-in cabinetry. The large dining room is ideal for gatherings and offers lovely views of the extraordinary spring foliage and expansive side yard. Upstairs, the third bedroom offers flexible space for a private owner's retreat, studio, office, or den. Plenty of storage here including a walk-in cedar closet. The kitchen is spacious and offers plenty of storage and space to dine. From there you will find the sunroom, wrapped in windows, inviting much natural light and providing direct access to the fenced backyard and stone patio—an ideal setting for relaxing or hosting. This peaceful, private space is enhanced by the garden, creating a truly serene outdoor haven. A signature stucco columned front porch welcomes you home and sets the scene for quiet summer evenings. Nestled along a picturesque, tree-lined street, this home is just moments from downtown Lexington, Ashland Plaza, local restaurants, shopping, and community events—offering exceptional access and convenience. Located in one of Lexington's most revered historic neighborhoods, Ashland Park—home to the estate of Henry Clay—this is a rare opportunity to own a piece of the city's rich heritage.

3 Beds ⋅ 2 Baths ⋅ 26009798 MLS

Classic elegance and timeless character define this 3-bedroom, 2-bath bungalow in the heart of Ashland Park. Built in 1924 this property is filled with nods to days gone by while offering spacious, comfortable living, refined to present day. The main level features two generously sized bedrooms and two full baths, along with a cheerful sunroom perfect for everyday living and entertaining. Hardwood floors run through the majority of the first floor, complementing the formal living room with its cozy fireplace and beautiful built-in cabinetry. The large dining room is ideal for gatherings and offers lovely views of the extraordinary spring foliage and expansive side yard. Upstairs, the third bedroom offers flexible space for a private owner's retreat, studio, office, or den. Plenty of storage here including a walk-in cedar closet. The kitchen is spacious and offers plenty of storage and space to dine. From there you will find the sunroom, wrapped in windows, inviting much natural light and providing direct access to the fenced backyard and stone patio—an ideal setting for relaxing or hosting. This peaceful, private space is enhanced by the garden, creating a truly serene outdoor haven. A signature stucco columned front porch welcomes you home and sets the scene for quiet summer evenings. Nestled along a picturesque, tree-lined street, this home is just moments from downtown Lexington, Ashland Plaza, local restaurants, shopping, and community events—offering exceptional access and convenience. Located in one of Lexington's most revered historic neighborhoods, Ashland Park—home to the estate of Henry Clay—this is a rare opportunity to own a piece of the city's rich heritage.

109 Irvine Rd, Lexington

$675,000

Nestled in the heart of Ashland Park, this classic brick duplex offers timeless character in one of Lexington's most sought-after neighborhoods. Each spacious unit features hardwood floors, original built-ins, separate living and dining rooms, two bedrooms, and a full bath, making a blend of historic charm and comfortable everyday living. A shared basement level provides laundry and additional storage, while the private brick courtyard creates a peaceful outdoor retreat. Whether you're looking to expand your investment portfolio, owner-occupy while generating rental income, or preserve a piece of Lexington history, opportunities like this are increasingly rare. Just a short stroll from Chevy Chase shops, local restaurants, parks, and everything Ashland Park has to offer, this is location, character, and versatility all in one.

4 Beds ⋅ 2 Baths ⋅ 26019486 MLS

Nestled in the heart of Ashland Park, this classic brick duplex offers timeless character in one of Lexington's most sought-after neighborhoods. Each spacious unit features hardwood floors, original built-ins, separate living and dining rooms, two bedrooms, and a full bath, making a blend of historic charm and comfortable everyday living. A shared basement level provides laundry and additional storage, while the private brick courtyard creates a peaceful outdoor retreat. Whether you're looking to expand your investment portfolio, owner-occupy while generating rental income, or preserve a piece of Lexington history, opportunities like this are increasingly rare. Just a short stroll from Chevy Chase shops, local restaurants, parks, and everything Ashland Park has to offer, this is location, character, and versatility all in one.

110-112 S Hanover Ave, Lexington

$575,000

Welcome to this beautiful classic bungalow in the heart of Ashland Park, just steps from Slashes Park and minutes from Chevy Chase, Graeter's Ice Cream, and Starbucks. Enjoy the charm of the inviting front porch and a bright, open main level featuring spacious living and dining areas, an updated kitchen, three bedrooms, and two full baths. Upstairs offers a versatile bonus room ideal as a fourth bedroom, office, or flex space. Previous seller indicated upgrading to triple-pane windows and added a Mitsubishi ductless mini-split system. The unfinished basement with a full bath provides excellent storage and future potential. Outside, you'll love the large, flat backyard with a deck and an oversized two-car garage. This move-in-ready home combines classic charm, modern updates, and an unbeatable location in one of Lexington's most desirable neighborhoods.

4 Beds ⋅ 3 Baths ⋅ 26015879 MLS

Welcome to this beautiful classic bungalow in the heart of Ashland Park, just steps from Slashes Park and minutes from Chevy Chase, Graeter's Ice Cream, and Starbucks. Enjoy the charm of the inviting front porch and a bright, open main level featuring spacious living and dining areas, an updated kitchen, three bedrooms, and two full baths. Upstairs offers a versatile bonus room ideal as a fourth bedroom, office, or flex space. Previous seller indicated upgrading to triple-pane windows and added a Mitsubishi ductless mini-split system. The unfinished basement with a full bath provides excellent storage and future potential. Outside, you'll love the large, flat backyard with a deck and an oversized two-car garage. This move-in-ready home combines classic charm, modern updates, and an unbeatable location in one of Lexington's most desirable neighborhoods.

321 Mcdowell Rd, Lexington

$500,000

This lovely Ashland Park duplex was originally designed to be built on top of the adjacent 3-story apartment building. Each unit features hardwood floors, unique built-ins, living and dining rooms, two bedrooms and full bath. The lower level offers a shared laundry and storage. The brick-fenced courtyard is a perfect place to enjoy your afternoon tea! The Seller prefers to sell 100-102 S Hanover and 110-112 S Hanover together. Steps away from everything Chevy Chase and Ashland Park has to offer!

4 Beds ⋅ 2 Baths ⋅ 25501230 MLS

This lovely Ashland Park duplex was originally designed to be built on top of the adjacent 3-story apartment building. Each unit features hardwood floors, unique built-ins, living and dining rooms, two bedrooms and full bath. The lower level offers a shared laundry and storage. The brick-fenced courtyard is a perfect place to enjoy your afternoon tea! The Seller prefers to sell 100-102 S Hanover and 110-112 S Hanover together. Steps away from everything Chevy Chase and Ashland Park has to offer!

110-112 S Hanover Ave, Lexington

$325,000

Located on the highly sought-after, tree-lined South Hanover Avenue in Ashland Park, this 2 bedroom, 2 bathroom residence offers an exceptional walkable lifestyle to local shops, restaurants, parks and downtown. Residents are welcomed by a secure entry with doorman and an elegant lobby, perfect for gathering with friends. Take the elevator to the fifth floor, where a beautifully renovated hallway leads to Unit 5A. Inside, you'll find timeless parquet flooring, a dedicated dining area, a well-appointed kitchen with stainless steel appliances, a spacious living room and a light-filled tiled sunroom with beautiful views of downtown Lexington. The generous primary suite features an en-suite bath, built-in shelving and a walk-in closet. The large second bedroom also includes a walk-in closet and is adjacent to an additional full bathroom. Large family room, dining space and sunroom complete the layout of the spacious unit. The HOA includes all utilities, a doorman for added security, a storage unit in the basement, plus access to a rooftop terrace ideal for entertaining, as well as convenient access to exercise, laundry and storage areas on the building's lower level. Experience easy, low-maintenance living in one of Lexington's most desirable neighborhoods!

2 Beds ⋅ 2 Baths ⋅ 26009139 MLS

Located on the highly sought-after, tree-lined South Hanover Avenue in Ashland Park, this 2 bedroom, 2 bathroom residence offers an exceptional walkable lifestyle to local shops, restaurants, parks and downtown. Residents are welcomed by a secure entry with doorman and an elegant lobby, perfect for gathering with friends. Take the elevator to the fifth floor, where a beautifully renovated hallway leads to Unit 5A. Inside, you'll find timeless parquet flooring, a dedicated dining area, a well-appointed kitchen with stainless steel appliances, a spacious living room and a light-filled tiled sunroom with beautiful views of downtown Lexington. The generous primary suite features an en-suite bath, built-in shelving and a walk-in closet. The large second bedroom also includes a walk-in closet and is adjacent to an additional full bathroom. Large family room, dining space and sunroom complete the layout of the spacious unit. The HOA includes all utilities, a doorman for added security, a storage unit in the basement, plus access to a rooftop terrace ideal for entertaining, as well as convenient access to exercise, laundry and storage areas on the building's lower level. Experience easy, low-maintenance living in one of Lexington's most desirable neighborhoods!

101 S Hanover Ave Unit 5A, Lexington

$218,000

Welcome to Hanover Towers, where convenience, comfort, and location come together in one of Lexington's most desirable downtown corridors. This beautifully refreshed one-bedroom condo features new carpet, fresh paint throughout, thoughtful upgrades, and is truly in pristine condition. The home offers a large bedroom, a spacious family room, and an inviting layout that feels bright and easy to live in. Situated at the corner of S. Hanover & E. Main Street, you'll enjoy effortless access to Chevy Chase, downtown dining, shopping, parks, and everyday essentials — all steps from your front door. Hanover Towers provides amenities rarely found at this price point: a doorman, workout room, beautifully maintained lobby and hallways, rooftop terrace, gathering rooms for visitors, covered parking for owners, guest parking, public spaces, a laundry facility, and private basement storage for your extra belongings. Even better, all amenities and utilities are included in the HOA dues, making budgeting simple and predictable. This is a fantastic opportunity to own in a prime Lexington location — whether you're downsizing, investing, or seeking a low-maintenance urban lifestyle. Don't miss it.

1 Beds ⋅ 1 Baths ⋅ 26021193 MLS

Welcome to Hanover Towers, where convenience, comfort, and location come together in one of Lexington's most desirable downtown corridors. This beautifully refreshed one-bedroom condo features new carpet, fresh paint throughout, thoughtful upgrades, and is truly in pristine condition. The home offers a large bedroom, a spacious family room, and an inviting layout that feels bright and easy to live in. Situated at the corner of S. Hanover & E. Main Street, you'll enjoy effortless access to Chevy Chase, downtown dining, shopping, parks, and everyday essentials — all steps from your front door. Hanover Towers provides amenities rarely found at this price point: a doorman, workout room, beautifully maintained lobby and hallways, rooftop terrace, gathering rooms for visitors, covered parking for owners, guest parking, public spaces, a laundry facility, and private basement storage for your extra belongings. Even better, all amenities and utilities are included in the HOA dues, making budgeting simple and predictable. This is a fantastic opportunity to own in a prime Lexington location — whether you're downsizing, investing, or seeking a low-maintenance urban lifestyle. Don't miss it.

101 S Hanover Ave Unit 4D, Lexington

$192,000

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

$189,000

One bedroom condo at the beautiful classy Hanover Towers with views of the park area in the median of Hanover Avenue. Amenities include two parlors in the entry. Weekly Happy Hours on site. Rooftop Deck with great views of the city and neighborhoods. Basement laundry, fitness room, individual locked storage area, restrooms. Walk to so many restaurants , retail, Chevy Chase, downtown, Henry Clay's Home. Great for your second home or your primary residence. Just lock and go! A Special Assessment is planned for 9th Floor Facade and Exterior Cornice Repairs: estimated at $2,649-3,088 per HOA manager. NOTE: Some photos virtually staged.

1 Beds ⋅ 1 Baths ⋅ 26006050 MLS

One bedroom condo at the beautiful classy Hanover Towers with views of the park area in the median of Hanover Avenue. Amenities include two parlors in the entry. Weekly Happy Hours on site. Rooftop Deck with great views of the city and neighborhoods. Basement laundry, fitness room, individual locked storage area, restrooms. Walk to so many restaurants , retail, Chevy Chase, downtown, Henry Clay's Home. Great for your second home or your primary residence. Just lock and go! A Special Assessment is planned for 9th Floor Facade and Exterior Cornice Repairs: estimated at $2,649-3,088 per HOA manager. NOTE: Some photos virtually staged.

101 S Hanover Ave Unit 5H, Lexington

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