Ashland Park Real Estate

Ashland Park Real Estate

Welcome to Ashland Park, a charming subdivision nestled in the heart of Lexington, Kentucky. This historic neighborhood offers a unique blend of old-world charm and modern convenience, making it a highly sought-after location for homebuyers.

Located in Fayette County, Ashland Park is known for its tree-lined streets, beautiful homes, and close-knit community. The neighborhood is named after the nearby Ashland Estate, once home to statesman Henry Clay. Residents of Ashland Park enjoy easy access to downtown Lexington, with its vibrant dining, shopping, and entertainment options.

Home styles in Ashland Park range from historic colonial and craftsman homes to more contemporary designs, offering something for every taste and preference. The well-maintained streets and lush greenery make for a picturesque setting, perfect for evening strolls or morning jogs.

Families are drawn to Ashland Park for its top-rated schools and family-friendly atmosphere. With parks, playgrounds, and community events, there is always something to do in this welcoming neighborhood.

Whether you're looking for a historic home with character or a modern abode with all the amenities, Ashland Park has something for everyone. Come discover the beauty and charm of this unique Lexington neighborhood and find your perfect place to call home.

Newest Listings in Ashland Park

$725,000
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
$1,575,000
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
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
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
$810,000
4 Beds ⋅ 4 Baths ⋅ 26012755 MLS
Investment Opportunity in Ashland Park! Located on a desirable corner lot in the heart of Ashland Park, just two blocks from Henry Clay Estate, this well-maintained 4-plex offers timeless charm and excellent income potential. The property features four oversized one-bedroom, one-bath units, each with spacious closets and its own covered front porch. A welcoming entry foyer provides access to the upper-level apartments and the expansive basement. The large basement includes individual washer and dryer hookups for each tenant, along with private walk-in storage units. First-floor apartments offer both front and rear porch entrances and are conveniently located just steps from the covered four-car garage. Overlooking the picturesque, park-like islands along Slashes Road, this property combines a prime location, classic character, and strong rental appeal in one of Lexington's most sought-after neighborhoods.

305 Sycamore Rd, Lexington
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 26010644 MLS
Nestled in the heart of historic Ashland Park, this 1925 residence stands as a rare example of timeless architecture paired with thoughtful modern refinement. A grand 12-foot-wide Palladian entry, framed by marble walls and sandstone columns, sets the tone the moment you arrive. The front terrace offers a gracious outdoor gathering space, with fan-lighted French doors that open directly into the dining room—an inviting flow that speaks to the home's original purpose: elegant entertaining. Inside, the scale is unmistakably classic. The 28-foot living room is anchored by an impressive Italian marble fireplace, a true statement piece imported from Italy, and tall windows that fill the room with natural light. A Palladian door leads seamlessly into the solarium, where a cast- iron working wall fountain adds charm and character few homes can claim. The remodeled and enlarged kitchen blends today's function with timeless style, offering custom cabinetry with glass-front doors, generous workspace, and an adjoining butler's pantry—ideal for hosting, staging, and everyday ease. The second level features four comfortable bedrooms and three baths, including access to a lovely screened sun porch that feels pulled from another era. The third floor provides excellent flex space—perfect for a home office, studio, or a teenager's retreat. Outside, the 2-car garage includes a finished room with a full bath, making it an excellent option for an office, art studio, or guest suite. A home of this quality, preserved and elevated over a century, rarely becomes available. It delivers heritage, craftsmanship, and livability in one of Lexington's most treasured neighborhoods. Ideally located minutes from downtown Lexington, Chevy Chase shopping, restaurants, and the University of KY.

1014 Richmond Rd, Lexington
$1,895,000
4 Beds ⋅ 6 Baths ⋅ 26010477 MLS
Contemporary design meets Ashland Park in this thoughtfully crafted ranch set on beautifully landscaped grounds, with designer finishes throughout. Built for entertaining, the indoor and outdoor spaces flow seamlessly together. An expansive covered front terrace with an Ipe ceiling connects easily to the open kitchen, dining, and living areas, creating a natural gathering space. The kitchen is designed with both style and function in mind, featuring European-style Mouser cabinetry, an impressive island, and quartz surfaces that extend to the ceiling for a dramatic effect, along with high-end appliances. Oversized casement windows bring in natural light and enhance the clean, modern feel. The living room is anchored by a cantilevered quartz fireplace, framed by large windows that fill the space with light. The first-floor primary suite offers a spacious layout with a fully tiled quartz shower and a well-appointed walk-in closet. The main level also includes a second bedroom with an en suite bath, along with a laundry area and a convenient drop zone. The finished basement provides additional room to gather, featuring a second living area with a bar. Two additional bedrooms with en suite baths and walk-in closets, along with multiple flex spaces, complete the lower level. A rare opportunity in Ashland Park, offering a prime location with a strong focus on design, comfort, and livability.

1897 Hart Rd, Lexington
$194,500
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
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
$685,000
4 Beds ⋅ 2 Baths ⋅ 26014251 MLS
This spacious duplex is located in the desirable Lakeview area and is convenient to parks, schools, dining, shopping, Chevy Chase & downtown Lexington. Each unit is all on one level and features a large Living Room with a decorative fireplace and open to the Dining Room. The Kitchen offers white cabinetry, newer stainless refrigerator and dishwasher (in main level unit). Also, there are 2 nice Bedrooms and a full Bathroom. Both units offer hardwood floors, and the main level has fresh paint. Both units have the same floor plan and each has a great screened back porch overlooking a large treed backyard perfect for picnics and relaxing. The nice 2 car garage is an added special feature and equally valuable is a full basement with 2 sets of washer/dryers hook ups and plenty of space for storage. Weather you are looking for an owner- occupied opportunity, investment property or multi-generational living, this duplex presents a wonderful opportunity. Being sold "as is".

1928-1930 Fontaine Rd, Lexington
$575,000
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
$2,490,000
5 Beds ⋅ 6 Baths ⋅ 26001074 MLS
Offered for the first time since its construction in 1966, 1361 and 1357 East Cooper Drive represent a truly exceptional opportunity to acquire a legacy property at the end of a quiet cul-de-sac in one of Lexington's most sought-after neighborhoods. Held by the same owner for nearly six decades and never before offered for sale, this is a property of remarkable scale, privacy, and long-term potential. The combined estate encompasses 1.14 acres of gently situated land and features a substantial residence totaling 6,981 square feet. The home offers a solid foundation with generous room sizes, multiple living areas, and a layout well-suited for thoughtful renovation, expansion, or reimagining to meet modern living standards. It presents a rare canvas for buyers seeking to create a custom residence in an established, high-value location. Tucked away at the end of East Cooper Drive, the setting provides an uncommon level of privacy and tranquility, surrounded by mature landscaping and neighboring homes that reflect long-term pride of ownership. Opportunities to acquire this amount of acreage and square footage in such a desirable Lexington location are exceedingly rare, particularly with the added flexibility of two parcels. This offering is ideal for buyers seeking a one-of-a-kind property with history, scale, and exceptional upside - an estate with the bones, location, and land to support a truly extraordinary transformation.

1357-1361 E Cooper Dr, Lexington
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