Refine Search
Map
Sort by
505 Culpepper Rd, Lexington
$2,150,000
4 Beds ⋅ 5 Baths ⋅ 25506148 MLS
Come and see this exceptional, rarely available offering in the heart of Lexington's Ashland Park. Constructed in 2022 by Pickett Homes, no detail was spared in this beautiful two story with detached garage + pool/guest house, private salt water pool, fully equipped patio with Big Ass fan, gas fireplace on a flip switch, outdoor heaters, surround sound speakers and amazing set up for home enjoyment or entertaining. Step right into a an inviting home with every bell and whistle you can think of, including speakers throughout, soft close drawers, pellet ice machine, wine fridge, chef's kitchen, water filter, upstairs laundry room off the primary suite with 2x washers and 2x dryers, walk in closets, heated bathroom floor, blinds on remote, and a finished basement with high ceilings, built in infrared sauna, and full bathroom. Featuring 4 bedrooms, 4.5 baths in the primary house, including a first floor bedroom/full bath, and a guest house above the detached garage with full bath, kitchen and laundry, and a whole house Generac generator as if you needed any more peace of mind, come and see this one of a kind offering where you can blend new construction with one of Lexington's finest, most charming historic neighborhoods.

505 Culpepper Rd, Lexington
no property photo
$1,712,500
5 Beds ⋅ 6 Baths ⋅ 26011032 MLS
Comp purposes only.

524 Clinton Rd, Lexington
1337 Cooper Dr, Lexington
$1,560,000
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
1917 Hart Rd, Lexington
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 25506736 MLS
Discover refined one-level living in this updated mid-century modern ranch located in Ashland Park neighborhood just minutes from downtown Lexington and the University of Kentucky. This spacious 4-bedroom, 3-full-bath, 2-half-bath home blends iconic style with today's luxury amenities. Step inside to a sun-filled layout featuring expansive natural light, clean architectural lines, and exceptional entertaining spaces. The chef's kitchen is a true standout, equipped with Thermador appliances, a large island, and seamless flow to the dining and living areas. A stylish wet bar elevates gatherings with ease. The primary suite offers comfort and convenience with dual closets and a beautifully updated bath. Additional bedrooms are generously sized, and the flexible floorplan provides room for work, guests, and leisure. Enjoy outdoor living on the screened-in porch, overlooking an impressive backyard retreat. The property features an outdoor kitchen, in-ground heated saltwater pool, and fire pit, perfect for relaxing or entertaining. A rare 4-car garage provides exceptional storage and hobby space. Modern updates, timeless design, and an unbeatable location make this Hart Road property a truly special offering.

1917 Hart Rd, Lexington
1117 Fincastle Rd, Lexington
$1,350,000
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
1305 Cooper Dr, Lexington
$1,334,000
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
512 Culpepper Rd, Lexington
$1,325,000
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
269 S Hanover Ave, Lexington
$1,200,000
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
1216 Richmond Rd, Lexington
$1,190,000
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
103 Irvine Rd, Lexington
$1,155,000
3 Beds ⋅ 5 Baths ⋅ 25506894 MLS
This exquisitely reimagined home stands proudly in the heart of historic Ashland Park, where a generous front porch sets the tone—welcoming, comfortable, and perfect for lingering conversations. Inside, the home pairs its timeless character with refined, designer-driven updates that elevate every room. Original architectural details have been carefully restored, while thoughtful improvements bring a fresh sophistication. Hardwood floors run throughout, underscoring the home's craftsmanship. The first floor offers gracious living and dining spaces, a beautifully conceived kitchen, and a stylish powder room. Along the back, custom metal windows with full glass doors frame the outdoor living areas and draw the natural light in, creating an effortless flow between indoors and out. The second level hosts a spacious primary suite with a custom-designed closet and a luxurious, spa-inspired bath. Two additional bedrooms, each with en-suite baths, provide comfort and privacy for family or guests. The third floor offers valuable storage and the potential to expand into an office, studio, or tucked-away retreat. The lower level includes a full bath, laundry, and expansive storage. Outside, the setting is equally impressive: a large two-car carport opens into an oversized two-car garage, offering rare flexibility and convenience. Beyond, the yard is designed for easy entertaining, with multiple seating areas, natural privacy, and plenty of room to gather. A beautifully balanced blend of classic Ashland Park charm and elevated modern living. Conveniently located near parks, local shopping and restaurants, with easy access to downtown Lexington and the University of KY.

103 Irvine Rd, Lexington
300 Irvine Rd, Lexington
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 25501805 MLS
Welcome to this timeless gem in the heart of Ashland Park, one of Lexington's most beloved and walkable neighborhoods. Set on nearly 0.3 acres of beautifully landscaped grounds with mature trees, this historic home blends classic architecture with modern comfort. Step onto the inviting covered front porch, complete with acopper roof and gas lantern, and feel instantly at home. Inside, the gracious foyer features a stunning staircase with a large landing overlooking the backyard. To the left, a sunlit family room with the original fireplace is perfect for relaxing or hosting friends. Just beyond, a cozy denlined with custom bookshelves makes the ideal reading nook. There's also a separate home office with built-ins, dual closets, and direct access to the yard. The formal dining room flows into a bright kitchen with breakfast bar and table-height dining area, a built-in buffet, and a generous pantry. Off the kitchen is a living room that connects to a mudroom with additional storage. Upstairs, the primary suite features a fireplace with original tile and bath with vaulted ceilings, double vanities, a soaking tub, and a steam shower—plus a large walk-in closet and upstairs laundry. Three additional bedrooms and two full baths, all with original hardwood floors, provide plenty of space for family or guests. Need more room? The finished attic offers flexible space for a playroom, media room, or guest retreat. Outside, enjoy a spacious backyard and side yard, perfect for gardening, entertaining, or relaxing. Mature trees, lush landscaping, and a wood privacy fence create a peaceful, private escape. This home has been thoughtfully updated with major system improvements, including upgraded electrical service (no knob-and-tube!) in 2025, a new roof and gutters in 2021, and new upstairs HVAC units and hot water heater in 2024—to name a few. Just a short walk to the Henry Clay Estate, Chevy Chase shops, and some of Lexington's favorite dining spots, this home offers a rare blend of history, lifestyle, and location.

300 Irvine Rd, Lexington
400 Ridgeway Rd, Lexington
$1,045,000
4 Beds ⋅ 4 Baths ⋅ 25018867 MLS
A quintessential Ashland Park treasure—this impeccably maintained 1935 English cottage-style home perfectly blends timeless character w modern sophistication. This home offers the charm & craftsmanship of the 1930's w the space & flow of modern living. From the welcoming entry nook to the light-filled great room addition, every detail has been thoughtfully curated to honor the home's historic integrity. Gracious living and dining rooms feature leaded glass bay windows and original architectural details that seamlessly transition throughout the home. Chef's kitchen w marble countertops, gas cooktop and pantry. The great room includes a wood burning fireplace & a charming window seat overlooking the private, gated backyard. Upstairs, the primary suite offers a serene retreat w a working fireplace & sunny sitting area & bath. 3 additional bedrooms share a beautifully renovated hall bath w a soaking tub. Three working fireplaces create cozy spaces perfect for cooler fall evenings. Outdoors, enjoy a shaded brick patio beneath mature trees and private fenced yard. The oversized 2-car garage includes a stylish apartment above, complete with kitchenette and tiled bath—perfect for guests, a private office, or an inspiring studio space. Walk everywhere; the post office, drug store and tons of dining options (the new coming soon Publix!) within a short stroll. A true piece of Lexington history.

400 Ridgeway Rd, Lexington
310 S Hanover Ave, Lexington
$1,016,823
3 Beds ⋅ 3 Baths ⋅ 25504561 MLS
Exceptional residence located in the heart of Ashland Park / Chevy Chase on one of the most desirable streets masterfully renovated with extensive amenities and details throughout maintaining the classic character with timely features offering 9' ft ceilings (1st level), inviting entry foyer with open staircase, living room w/ fireplace, dining room, family room w/built-ins, wonderful Kitchen with island, stainless appliances and half bath on first level, spacious primary bedroom suite with well appointed full bath and walk in closet, Laundry room, 2 additional bedrooms and full bath on second level, stairs to floored attic, unfinished walk up basement, newer detached oversized 2 car garage, wonderfully landscaped fenced yard, side screened porch, hardwood floors, incredible wood trim and molding throughout, 2 zoned HVAC systems. Convenient to Chevy Chase shopping, dining, entertainment, University of Kentucky, Downtown, Henry Clay Estate and much more. Don't miss this incredible opportunity!

310 S Hanover Ave, Lexington
100-102 S Hanover Ave, Lexington
$900,000
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
293 S Ashland Ave, Lexington
$885,000
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
1348 Prather Rd, Lexington
$875,000
3 Beds ⋅ 3 Baths ⋅ 25503475 MLS
Stunning Brick Ranch in 40502 situated on nearly ½ acre corner lot with circular driveway and wonderful curb appeal featuring beautiful hardwood floors, inviting entry foyer, dining room, study/home office w/built-ins, wonderful Kitchen w/island, family room w/fireplace (gas logs), primary bedroom suite w/ walk-in closet and wonderful updated bathroom, 2 additional bedrooms and full updated bathroom, utility room and half bath complete the first level, space rec room and storage area in the lower level. Wonderfully landscaped grounds with exceptional private backyard oasis featuring custom inground heated pool & hot tub. Numerous amenities, updates & features throughout this wonderful residence. Don't miss this special opportunity!

1348 Prather Rd, Lexington
1600 Fincastle Rd, Lexington
$863,000
3 Beds ⋅ 4 Baths ⋅ 26012475 MLS
Comp only

1600 Fincastle Rd, Lexington
306 Irvine Rd, Lexington
$850,000
3 Beds ⋅ 2 Baths ⋅ 25506614 MLS
Welcome to 306 Irvine Rd, tucked right into the heart of Ashland Park, one of Lexington's most iconic and sought-after neighborhoods. This beautifully maintained 3-bedroom, 2-bath home offers 2,032 sq ft of charm, character, and comfort, all wrapped in that classic 40502 vibe buyers are hunting for. Step inside to a warm, inviting living room with a cozy fireplace, perfect for winding down or hosting friends. Enjoy slow mornings on the covered front porch or step out back and unwind on the oversized deck with a clear view of your own private backyard retreat. Sitting in the coveted Morton Middle and Henry Clay High School districts, this home puts you minutes from Chevy Chase, downtown Lexington, boutique shopping, local dining, parks, and everything that makes Ashland Park such a gem. The area's tree-lined streets and historic character speak for themselves. Homes in this pocket don't last, especially ones this well cared for. Don't miss your chance to make a move into one of Lexington's premier neighborhoods.

306 Irvine Rd, Lexington
1820 Richmond Rd, Lexington
$830,000
4 Beds ⋅ 3 Baths ⋅ 25502784 MLS
Beautifully renovated 4BR, 3BA brick Ranch home on large ½ + acre lot on prestigious Richmond Road in Ashland Park. The main level features gleaming hardwood floors, inviting entry foyer, living room with fireplace, dining room, nice kitchen with adjoining breakfast area, dining room, 2 guest bedrooms with hallway bathroom, and 1 ensuite bedroom. A spacious new 2024 primary bedroom suite addition by Vimont Builders adds an incredible full bath, large vanity room, walk in closet, and laundry area on the main level. The lower level offers large den/family room, abundance of storage, and walk up access to rear yard. Nicely landscaped grounds, 2 car attached garage, parking area in front, and new storage shed. Numerous updates in 2024 including the primary bedroom suite addition, basement finish, rear deck, and patio. New HVAC systems, water heaters, and roof in 2024. Wonderful opportunity in 40502!!

1820 Richmond Rd, Lexington
137 Sycamore Rd, Lexington
$800,000
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
315 Clinton Rd, Lexington
$790,000
7 Beds ⋅ 5 Baths ⋅ 25014024 MLS
Location, location, location! Don't miss the opportunity to own this sprawling 7 bed, 4.5 bath brick ranch, sitting on a .053 acre corner lot in the very desirable Chevy Chase/Ashland Park area! This one level living floor plan is perfect for a large family and a separate living area, with its own entrance for a family member or guest on an extended stay. Huge great room, formal dining and living rooms, partially finished basement and enclosed porch. Relax on the spacious courtyard area for enjoyable outdoor living! Make it your own today!

315 Clinton Rd, Lexington
226 Mcdowell Rd, Lexington
$785,000
3 Beds ⋅ 2 Baths ⋅ 25504248 MLS
Discover Your Dream Home in Ashland Park! 226 McDowell Road, Lexington - Nestled on one of the most picturesque streets in the heart of Ashland Park, this beautifully renovated gem has been freshly painted by the current owners and is ready for its next chapter. Step inside to a stunning first-floor kitchen that flows seamlessly into a spacious dining room and inviting family room - perfect for family gatherings, entertaining, or everyday living. Outside, unwind in the expansive, private backyard oasis, offering ample space for play, gardening, or relaxation in complete seclusion. This home boasts countless unique features tailored for modern living. Don't miss out - come see us today and make it yours!

226 Mcdowell Rd, Lexington
122 S Hanover Ave, Lexington
$775,000
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
109 Irvine Rd, Lexington
$700,000
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
129 Sycamore Rd, Lexington
$677,302
3 Beds ⋅ 3 Baths ⋅ 26004851 MLS
Charming 1930s Home in the Heart of Lexington Nestled in the heart of Lexington's most desirable location, this beautifully preserved 1930s home blends timeless character with everyday comfort. Featuring 3 bedrooms and 2.5 baths, the home showcases original charm that simply can't be replicated — from classic architectural details to a warm, welcoming atmosphere throughout. Thoughtfully laid out for both daily living and entertaining, this residence offers generous living spaces filled with natural light. The home's historic character has been carefully maintained, creating a perfect balance of old-world elegance and modern livability. Ideally situated in a prime Lexington location, you're just moments from local shops, dining, schools, and all the conveniences of city living — while still enjoying the character and charm of a true historic home. A rare opportunity to own a classic Lexington property where history, location, and livability come together beautifully. Needs some TLC and is being sold as is!

129 Sycamore Rd, Lexington
110-112 S Hanover Ave, Lexington
$675,000
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
1204 Slashes Rd, Lexington
$615,000
3 Beds ⋅ 3 Baths ⋅ 26000933 MLS
Discover storybook charm in the heart of Ashland Park! This delightful Gingerbread-style residence blends historic character with thoughtful updates, showcasing original details, hardwood floors, and vintage millwork throughout. Nestled on a quiet street with a wide green space in front, the home enjoys an appealing setback and added privacy from neighbors. The bright, generously sized kitchen offers abundant workspace and storage, complete with a walk-in pantry—ideal for everyday living and entertaining. The home features 3 bedrooms and 2.5 baths, along with updated major systems including a 2-year-old roof, 3 year old AC, a 3-year-old water heater, and a 8-year-old furnace. Outdoors, picturesque wrap-around grounds enhance the property's charm, providing space for gardening, play, and unhurried afternoons. A screened-in outdoor room extends the living space and offers a cozy hangout for morning coffee, evening refreshments, or quiet relaxation. Located just moments from the historic Henry Clay House, this home offers a unique connection to Lexington's rich history and one of its most coveted neighborhoods. Walk or bike to Chevy Chase, Downtown, UK, parks, local eateries, boutiques, and everyday conveniences—perfect for enjoying Lexington's best without ever getting in the car. Warm, inviting, and full of character—this is a rare opportunity to call Ashland Park home. Check out the video!

1204 Slashes Rd, Lexington
321 Mcdowell 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
238 Irvine Rd, Lexington
$537,500
4 Beds ⋅ 4 Baths ⋅ 25502268 MLS
Rare opportunity in beautiful Ashland Park for a classic investment property. This partially occuplied brick fourplex has 4 standard one bedroom, one bath units. Each unit has it's own balcony and back door. There is ample parking in the back along with a large backyard. The fourplex is partially rented and each unit is on a separate meter. There is potential for a fifth rental in the adorable birdseye/studio apartment on the top floor which is the third level but not to code. Each unit has a washer and dryer hookup. The building needs some updates and remodeling as reflected in price. It has great bones, hardwood floors and is a beautiful, classic Ashland Park 4 plex. Two of the units are unoccupied and can be shown with an appointment. This is a fantastic location in the midst of Ashland Park and great opportunity for an income producing asset. Being Sold as is.

238 Irvine Rd, Lexington
110-112 S Hanover Ave, Lexington
$500,000
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

How much is your home worth?

Get instant property value now!