Lexington Real Estate | Lexington Historical Properties for Sale

3 Beds ⋅ 3 Baths ⋅ 26019382 MLS

Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas.

304-306 Ridgeway Rd, Lexington

$1,499,000

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

$3,100,000

4 Beds ⋅ 7 Baths ⋅ 26019343 MLS

Nestled in the heart of Chevy Chase just off Tates Creek Road, this 4-bedroom, 6.5-bath home is a stunning study in classic elegance minutes from the University of Kentucky, Kroger Field, hospitals, dining, and entertainment. A masterful, complete renovation doubled the original square footage. Reclaimed wood floors sourced from a single Virginia barn run throughout. The eat-in kitchen showcases Imperial Danby countertops and Thermador appliances; an indoor-outdoor patio features a two-way fireplace. The main level adds a full and half bath plus laundry. Upstairs, the expansive primary suite offers two full baths and two walk-in closets, alongside two bedrooms, each with an en-suite bath. The finished lower level includes a home gym, playroom, en-suite bedroom, and ample storage. Outside: a gated drive with porte cochère and a two-car detached garage with finished space above full bath and kitchenette included.

1231 Eldemere Rd, Lexington

$715,000

4 Beds ⋅ 3 Baths ⋅ 26019338 MLS

Discover the perfect blend of historic charm, modern updates, and investment potential at 124 Old Lafayette Avenue. Located in Lexington's highly desirable 40502 area, this beautifully maintained home offers 2,134 square feet of inviting living space with 4 bedrooms and 3 full bathrooms. Inside, you'll find beautiful hardwood floors, abundant natural light, and timeless architectural character throughout. The updated kitchen and renovated bathrooms provide modern style and convenience while preserving the home's classic appeal. The spacious floor plan offers comfortable living with plenty of room to relax or entertain. Step outside to enjoy the large back patio, perfect for outdoor gatherings or quiet evenings, while the detached garage adds valuable storage and functionality. This property is also an exceptional turnkey investment opportunity, with tenants already in place through July 2027, providing immediate rental income from day one. Whether you're looking to expand your investment portfolio or secure a future personal residence while generating income in the meantime, this home offers incredible flexibility. Conveniently located just minutes from the University of Kentucky, downtown Lexington, parks, shopping, dining, and entertainment, this property combines location, character, and long-term value.

124 Old Lafayette Ave, Lexington

$199,900

3 Beds ⋅ 1 Baths ⋅ 26019298 MLS

**Location is everything! Welcome home to this adorable 3 bed, 1-bath ranch-style home inside New Circle Road! Boasting 1,000 square feet of efficiently designed living space, this home features easy-care laminate floors and a fully equipped updated kitchen with a dishwasher, range, and refrigerator. This home also offers a large private 3rd bedroom or additional family room!!! Step outside to a lovely porch and a spacious large wood-fenced backyard complete with a storage shed—perfect for pets, gardening, or extra storage. Central location near NO-LI District, Greyline Station, Warehouse District, and DOWNTOWN Lexington!! This move in ready property combines convenience and comfort!! Schedule your private showing before it's gone!!

1043 Marcellus Dr, Lexington

$785,000

4 Beds ⋅ 3 Baths ⋅ 26016618 MLS

Step into a piece of Lexington history where timeless architecture meets sophisticated modern living. Built in 1875 and inspired by the elegance of a mid-1700s Charleston, South Carolina residence, this remarkable 2,640-square-foot home is one of downtown's true architectural treasures. Completely renovated in 2017, every update was thoughtfully designed to preserve the home's irreplaceable character while seamlessly incorporating today's modern conveniences. Every room tells a story while providing the comfort and style today's buyers expect. To top it off LOCATION!!! Situated in one of downtown Lexington's most prestigious historic districts, you're just steps from everything that makes city living exceptional. Walk to Rupp Arena, acclaimed local restaurants, breweries, boutique shopping, coffee shops, entertainment, parks, and year-round events. Historic charm. Modern luxury. An unbeatable downtown lifestyle. Opportunities like this rarely come along.

472 W Second St, Lexington

$339,995

3 Beds ⋅ 2 Baths ⋅ 26018930 MLS

Cape Cod. Move in ready. Freshly painted. Hardwood floors and other. Smooth top stove. Jetted tub upstairs. Mural of lighthouse painted by local artist Lori Barnes. Jetted tub upstairs. Electric/plumbing updated 2001-2010. Roof 2024,new hot water heater 2026, new microwave 2025. Detached block 2-car garage with new metal roof 2020. Large backyard. Conveniently located inside New Circle Road, 10 minutes to UK Campus, easy access to downtown as well as the interstate #75.

1724 Courtney Ave, Lexington

$165,000

2 Beds ⋅ 1 Baths ⋅ 26018818 MLS

Completely renovated! New roof, water heater, kitchen, flooring, windows, and appliances! (July 2026). This move-in ready bungalow offers modern updates and a spacious yard in a convenient downtown Lexington location. Step onto the inviting covered front porch and into a bright, welcoming home. New windows fill the space with abundant natural light, while the kitchen showcases new cabinetry, beautiful quartz countertops, and all new stainless steel appliances. Cozy up by the inviting fireplace with a stylish tile surround. The large fenced backyard provides plenty of space for outdoor living, entertaining, and making it your own. Minutes away from The Commons and downtown Lexington dining and shopping. Enjoy the perfect blend of classic charm and modern comfort in this beautifully updated Lexington home. Seller is motivated!

436 Price Rd, Lexington

$124,900

1 Beds ⋅ 1 Baths ⋅ 25505804 MLS

This compact home is conveniently located near downtown Lexington. Warm bamboo hardwood floors throughout the living room, bedroom, and kitchen. The kitchen has white shaker style cabinets, butcher block countertops, and includes a range, refrigerator, and over the range microwave. The bathroom is finished with ceramic tile including a walk in ceramic tile shower. There is even a washer/dryer already installed in the home that conveys with the property. Make an appointment today and make yourself at home!

633 Ohio St, Lexington

$589,000

2 Beds ⋅ 2 Baths ⋅ 26018002 MLS

Situated in one of Lexington's most beloved neighborhoods, this classic 2 bedroom, 2 bath Hollywood bungalow is ready for its next chapter. Great flex space upstairs that could be used as a 3rd bedroom. 9-foot ceilings and newly refinished walnut hardwood floors set a warm, inviting tone throughout. The show stopping kitchen and family room addition offers generous space for gathering, entertaining, and everyday living all bathed in natural light. Step outside to a large, lush yard perfect for relaxing or play, or unwind on the welcoming front porch that captures the true spirit of this storied street. Situated in the heart of "40502", this home enjoys a premier walkable location — just steps from shops, restaurants, and neighborhood schools. A rare opportunity to own a piece of Lexington's architectural charm in a neighborhood that truly has it all. Call today.

814 Melrose Ave, Lexington

$1,199,000

3 Beds ⋅ 3 Baths ⋅ 26016794 MLS

Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living room and formal dining room provide additional flexibility for gatherings and special occasions. Upstairs, you'll find three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite includes a large walk-in closet and an updated ensuite bathroom. The third floor offers a versatile office or flex space with hardwood flooring, while the finished basement provides additional living space ideal for a media room, recreation area, or entertaining, along with unfinished storage. Step outside to a private backyard retreat featuring a deck, patio, and hot tub, creating a rare outdoor oasis in downtown Lexington. Whether enjoying a quiet evening or hosting family and friends, this space is designed to be enjoyed year-round. With its exceptional restoration, modern updates, versatile living spaces, and premier downtown location, this home offers a unique opportunity to enjoy the best of historic Lexington living. Schedule your private showing to experience everything this remarkable property has to offer.

565 W Second St, Lexington

$215,000

4 Beds ⋅ 3 Baths ⋅ 26000820 MLS

620 N Martin Luther King Blvd, Lexington

$725,000

3 Beds ⋅ 2 Baths ⋅ 26011135 MLS

Historic Thomas January office renovated and rebuilt from foundation up offers modern amenities including tankless water heater, marble kitchen and bathrooms, new heat and air, plumbing, electrical, appliances and salvaged hardwood floors. Property is income producing as Airbnb and VRBO but could be used as single family dwelling. House includes a charming and private courtyard with neighboring Gratz Park and Transylvania University close by. Walking distance to restaurants, Opera House, Rupp Arena, and all downtown has to offer. Three designated parking spaces behind the house and on street parking in front of the house. Opportunity to own one of Lexinton's most unique properties. House being sold AS IS. Inspections welcome.

322 W 3rd St, Lexington

$299,000

6 Beds ⋅ 3 Baths ⋅ 26016185 MLS

Opportunities like this don't come around often! This beautifully updated home offers an incredible amount of flexible living space, making it perfect for large families, multi-generational living, or anyone looking for room to grow. The main level features three bedrooms, a full bathroom, a spacious living area and Kitchen. Upstairs, you'll find a huge loft that can easily become a second living room, home office, playroom, gym, hobby space, or anything your lifestyle needs. The finished basement adds even more versatility with two bedrooms, a full bathroom, an additional bonus room, and two separate entrances, including its own private exterior entrance, creating endless possibilities for guests, extended family, or a private workspace. The true highlight of this property is the detached one-bedroom apartment complete with its own kitchen and full bathroom. Whether you're looking for a mother-in-law suite, private guest quarters, or additional living space, the possibilities are endless. Outside, enjoy a spacious backyard with plenty of room to entertain, relax, or garden, plus a storage shed for all your outdoor equipment. Conveniently located just minutes from Downtown Lexington, the University of Kentucky, shopping, restaurants, parks, schools, and with quick access to New Circle Road, Keeneland Race Course, the Kentucky Horse Park, and major highways including I-64 and I-75, this home combines space, flexibility, and an unbeatable location. Don't miss your chance to own a property that truly stands out from the rest!

1645 Liberty Rd, Lexington

$142,000

4 Beds ⋅ 3 Baths ⋅ 26013120 MLS

Calling all investors, flippers. and ambitious homeowners. Skip the heavy lifting and step into a property where some of the hardest work has already been completed. Besides their initial investment, the current owners have paid over $50,000 in materials and labor along with putting in countless hours of their own sweat equity into this home before putting the brakes on this mid construction flip. They cleaned out and demoed part of the original home, framed the upstairs, put on new siding, roof, and windows but unfortunately, sometimes, life just gets in the way. Designed to be a stunning 4 bedroom 2.5 bathroom home, the layout is exceptionally functional with a large entry foyer, first floor primary bedroom with an attached primary bathroom, eat in kitchen with pantry, half bath, and living room. Head upstairs to find the second story completely framed for 3 bedrooms, bonus/flex room, and a full bath. There's still plenty of time to change the floor plan to showcase your vision. There is front street parking and you can easily park a car in the rear yard too. With finished neighborhood comps pulling in the mid $200s and up, there is plenty of margin left for a smart investor or savvy homeowner that wants to finish this flip. Property being sold AS IS.

210 E 7th St, Lexington

$259,800

3 Beds ⋅ 1 Baths ⋅ 26014773 MLS

Remodeled - Near UK campus! Stunning New Kitchen w/42 inch white cabinetry, Quartz Countertops, custom backsplash, & New Stainless Steel Appliances. This 3 bedroom, Craftsman style, brick home has Refinished Hardwood floors, most windows replaced, and New Roof (minus front porch). Brand New central Air & Heat w/10 year warranty! The remodeled full bath enjoys all NEW: tub/shower w/tile surround, LVP flooring, vanity, fixtures, & toilet. Enjoy entertaining in your dining room which opens to the covered, wrap-around front porch w/swing...or grill out on the New, covered back deck overlooking the fire-pit! Other updates: Smooth ceilings; New water heater; All new pex supply lines; has PVC drain lines. New, Upscale light fixtures thru-out. Basement w/interior & exterior entrances, has New epoxy coated floor, laundry, & tons of storage! Shared driveway with off-street parking. Easy access to bus route; close to downtown, Distillery District, Gatton Park, & Rupp Arena! Zoned B-4 - for Airbnb potential w/out city permission. Can be purchased as a package with mls #26012761 duplex @ 876-878 Angliana &/or 870 Angliana.

874 Angliana Ave, Lexington

$1,595,000

2 Beds ⋅ 3 Baths ⋅ 26014762 MLS

Set on approximately 5 acres, this equestrian property offers the perfect blend of functionality and location—just minutes from downtown Lexington and the Kentucky Horse Park. Thoughtfully designed for the dedicated equestrian, the farm features a premium 120' x 200' GGT footing arena complete with irrigation. The property also boasts 10-matted stalls with beautiful new stall fronts, a separate barn bathroom, laundry room, and a stylish temperature controlled tackroom. The charming 2-bedroom, 1.5-bath. residence offers comfortable living with a full basement that presents excellent potential for additional finished space—perfect for expanding your living area, creating a home office, or adding guest accommodations. A new septic has recently been installed along with new water heater (both 2024) and the entire house has new plumbing. Whether you're seeking a private equestrian facility or a refined hobby farm in the heart of horse country, this property offers an exceptional blend of convenience, quality, and opportunity in one of Kentucky's most coveted locations.

166 Swigert Ave, Lexington

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 26014199 MLS

Beautifully maintained classic home in the highly desirable Fairway. Thoughtfully updated with exceptional quality, this home features gleaming hardwood floors, a new slate roof, irrigation system, and fresh paint throughout. Move right into your forever home with no improvements needed. Enjoy outdoor living on the wonderful private brick terrace, enclosed by a charming herringbone brick wall that creates a peaceful and inviting retreat.

245 Holiday Rd, Lexington

$275,000

2 Beds ⋅ 2 Baths ⋅ 26012078 MLS

Step into one of Lexington's true hidden treasures, where historic charm meets modern comfort. Perfectly located just minutes from downtown and the interstate, this home offers unbeatable walkability to local favorites like West 6th Brewery, North Lime Coffee & Donuts, and the bustling Greyline Station. Inside, you'll find a stunning blend of craftsmanship and style. The home features granite countertops, a custom kitchen with a mini bar, and thoughtful upgrades that complement its original character. The primary suite showcases a luxurious custom tile shower, providing a private retreat with spa-like comfort. Every detail has been carefully designed--from the custom built floating shelves and stylish finishes to the inviting flow of the living spaces. Step outside to enjoy a secluded backyard oasis, ideal for relaxing or entertaining, along with a convenient driveway and beautiful exterior updates that enhance the home's curb appeal. This property truly captures the essence of downtown living, a historic gem with modern updates in one of Lexington's most vibrant neighborhoods. Whether you're seeking a cozy urban home or a smart investment, this one is sure to impress.

607 N Broadway, Lexington

$2,323,000

5 Beds ⋅ 4 Baths ⋅ 26008568 MLS

If you're looking for legacy, luxury, and grand proportions, Highland Hall has it all--without the need for renovations. Located on a gated 5-acre estate near Lexington's Richmond Road corridor, Highland Hall was built by the son and namesake of Kentucky's very first Governor, Isaac Shelby. The estate has been meticulously restored to retain its historic features while creating a fully modernized, turn-key experience. This 6,800+/- sqft Greek Revival masterpiece was originally built in 1855 and now features a brand-new 2026 roof, all-new plumbing, updated 2-tank septic, and 400-amp electrical. Climate control is handled by a 3-unit geothermal HVAC system (8 GeoWells) and an additional heat pump for the first-floor primary suite. Enjoy all-new Anderson Pro Series windows, fresh premium paint, a Lutron system, original hand-milled heart pine floors, and custom walnut trim. The grand interiors flow to a private, fenced rear yard with a 2024 hot tub, outdoor shower, and a pond. This home has mastered the concept of intimate spaces specifically curated for daily living alongside grand spaces for lavish entertaining. Professionally redesigned since its history as a Decorators Showcase Home. Prequalified credentials required. **Furnishings priced upon request. Excludes any artwork collection**

6208 Old Richmond Rd, Lexington

$369,000

4 Beds ⋅ 2 Baths ⋅ 26011151 MLS

This beautifully remodeled 4-bedroom, 1.5-bath home offers the perfect blend of modern updates and prime location. Features include newer stainless steel appliances, new laminate wood flooring, a new roof, newer hot water tank, newer windows, fresh paint throughout, all new doors, and completely updated bathrooms. Located in the prestigious Pensacola Park neighborhood, this home is within walking distance to the University of Kentucky sports complex, campus, restaurants, and entertainment. Don't miss this move-in-ready opportunity — schedule your private showing today!

117 Lackawanna Rd, Lexington

$459,000

3 Beds ⋅ 4 Baths ⋅ 26014332 MLS

A stunning Queen Anne Victorian nestled in the heart of Lexington's historic Elsmere Park neighborhood. Beautifully restored and thoughtfully renovated, this exceptional residence seamlessly blends timeless architectural character with modern comfort and convenience. Featuring 3 bedrooms, 2.5 baths, and nearly 2,000 square feet of living space, the home showcases soaring 10-foot ceilings, abundant natural light, gorgeous hardwood floors, and preserved original details that honor its historic charm. The spacious first-floor primary suite offers a spa-inspired retreat, while the gourmet kitchen boasts custom cabinetry, generous workspace, and an adjoining pantry and laundry area designed for everyday functionality. Elegant living and dining spaces provide the perfect setting for entertaining, while multiple outdoor living areas, including a porch, patio, and deck, invite you to relax and enjoy the beauty of this unique neighborhood. Situated just minutes from downtown Lexington, local dining, entertainment, parks, and the vibrant cultural scene, this home offers the rare opportunity to own a piece of Lexington history without sacrificing modern amenities. Historic elegance, modern luxury, and an unbeatable location—668 Elsmere Park is truly one of Lexington's most distinctive homes.

668 Elsmere Park, Lexington

$459,000

3 Beds ⋅ 1 Baths ⋅ 26008141 MLS

Own a piece of Lexington History-The Adam Rankin House Circa 1784. Rare opportunity to own what is believed to be Lexington's oldest houses. Rich in character and history this house offers timeless charm paired with modern conveniences. Inside a wide central hall separates a spacious kitchen with a fireplace on one side and a large living room with a fireplace on the other.Upstairs you will find three bedrooms-two featuring original fireplaces as well as a bathroom with an adjoining dressing room. Beautiful hardwood floors, original architectural details, and thoughtfully preserved historic features can be found throughout the house. Comfortably updated offering central heat and air, modern appliances, and recently renovated kitchen and bathroom. Enjoy a fenced backyard with a storage shed. Perfect for gardening or quiet relaxation. located in the heart of downtown lexington on historic Mill Street. Rupp Arena, the University of Kentucky, the convention center, restaurants and entertainment center are all locate within feet of this unmatched location. Adam Rankin House is for anyone valuing history, character, and convenience-truly one of a kind.

317 S Mill St, Lexington

$5,350,000

8 Beds ⋅ 8 Baths ⋅ 24020331 MLS

One of the most desirable properties I've ever had the privilege to sell - the Marylou Whitney Farm. It has it ALL: historic main residence, 2 story guest home, extraordinary pool house with Olympic size pool, studio, log cabin chapel, rose garden, 2 horse barns with 16 stalls with frontage on 2 roads in the heart of the horse industry!

3521 Bryan Station 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

$309,000

3 Beds ⋅ 2 Baths ⋅ 25507294 MLS

Located inside New Circle Road with quick access to downtown Lexington, this classic brick home offers space, character, and endless potential. Featuring 3 bedrooms, 2 full baths, and large rooms throughout, this home provides the charm of an older build with the functionality today's buyers need. The property includes a detached 2-car garage with a built-in workshop, plus an unfinished apartment above—perfect for future rental income, a guest suite, studio, or private office. A nice-sized yard offers room to relax, garden, or entertain, and the central location puts you minutes from restaurants, parks, UK campus, and everything Lexington has to offer. A rare opportunity to own a spacious, character-filled home with bonus space and unbeatable convenience! Estate Sale, property being sold as-is.

1613 Versailles Rd, Lexington

$725,000

3 Beds ⋅ 3 Baths ⋅ 25501400 MLS

Welcome to your dream home in the highly sought-after Fairway neighborhood! This beautifully designed 3-bedroom, 3-bathroom residence offers the perfect blend of style, comfort, and function. Enjoy an expansive open-concept living area that flows seamlessly into a light-filled sunroom—ideal for entertaining or unwinding in peace. The large kitchen is a chef's delight, with ample space for cooking and gathering. Each bedroom offers generous space, while all three full bathrooms are thoughtfully updated. Whether you're hosting friends or enjoying a quiet evening, this home delivers the perfect setting in one of the area's best locations. More photos coming, including a beautiful primary en-suite full bathroom. Remodeled full bathroom upstairs including two bedrooms. Also a library on the first floor of the living room.

242 Henry Clay Blvd, Lexington

$250,000

4 Beds ⋅ 2 Baths ⋅ 26000633 MLS

Don't miss your chance to be a part of the thriving East End in this remodeled home with an oversized yard and four bedrooms! This house has been brought back to life and boasts all brand new flooring and paint. The kitchen is spacious with granite and stainless steel appliances. There are two full bathrooms and a large laundry room. A true ensuite is located in the back of the house for a primary and three other oversized rooms are ready with excellent closet space. The house is ready for the outdoors with a big front porch and rear deck overlooking the massive backyard. Walking distance to Martine's and the East End park and shops, come see this house and make it your home!

223 Race St, Lexington

$674,000

3 Beds ⋅ 3 Baths ⋅ 26009629 MLS

$2,500 landscape allowance will be given to buyer and new trees have been planted along the street property line! Location, location — and then some. 2775 Paris Pike has been masterfully reimagined from top to bottom, blending timeless character with the ease and confidence of a brand-new home. Every room has been touched: all-new custom windows and doors throughout, all-new plumbing, a new heat pump (2023), new roof and maintenance-free shaker siding (2025), all-new insulation, and a brand-new septic system. The heart of this home is a stunning kitchen featuring custom cabinetry, new countertops and flooring, a center island, and new KitchenAid appliances — anchored by a custom pantry with a coffee/wine counter, floor-to-ceiling storage cabinets, and a drawer microwave. An original window was replaced with a door opening to a private side patio nestled beneath the magnolias — perfect for al fresco entertaining. The family room impresses with a custom coffered ceiling and beautifully restored original glass pocket doors. First-floor conveniences include a newly added laundry room with custom cabinetry and pull-out organization, a tile-wall half bath, and a main-floor primary suite with custom glass shower, two new vanities with mirrored storage, and a bench with storage below. Upstairs, find two generous bedrooms — one with a custom closet, barn doors, and access to a private patio — plus a serene study/nursery with a custom wood ceiling, a fully remodeled bath with marble flooring and glass shower panel, and new storage cabinetry throughout. The exterior shines just as brightly: modernized columns, a fully replaced front and side porch with widened stairs, and fresh paint inside and out. This is the one you've been waiting for.

2775 Paris Pike, Lexington

$749,000

3 Beds ⋅ 3 Baths ⋅ 26013142 MLS

Great opportunity! Location, Location, Location! Nestled in the highly desirable Edgemoor/Tahoma Terrace neighborhood, this exceptional two-story brick home offers timeless charm, outstanding curb appeal, and a lifestyle that is hard to find. Start your mornings with a cup of coffee on the inviting covered front porch before stepping inside to a spacious foyer that sets the tone for the warmth and character found throughout the home. The main level features a welcoming living room, dining room, kitchen, bedroom, and full bath, providing both comfort and flexibility for everyday living. Upstairs, you'll find an exceptionally spacious primary suite featuring a large soaking tub, oversized walk-in shower, heated floors, and a heated towel rack—creating a true retreat. An additional bedroom, full bath and a large upstairs laundry room add convenience and functionality. Situated on approximately 2/3 of an acre, this property offers an abundance of outdoor living space. Enjoy relaxing evenings on the covered back patio overlooking a fence backyard surrounded by beautifully mature trees and landscaping. This creating a peaceful and private setting perfect for entertaining, gardening, or simply enjoying nature. Additional features include an attached carport, a second two-car carport, and two storage buildings. The large storage building offers a workshop, shelving, and ample storage space. The expansive backyard provides plenty of room for recreation, including the potential for a pickleball court. What truly sets this home apart is its unique layout, offering three spacious bedrooms, 3 full bathrooms. Conveniently located near the University of Kentucky, UK HealthCare, Baptist Health, Kroger Field, Downtown Lexington, The Arboretum, Southland Drive, and an abundance of shopping, dining, and entertainment, this home combines classic character with an unbeatable location. Schedule your private showing today!

111 Edgemoor Dr, Lexington

$199,900

5 Beds ⋅ 2 Baths ⋅ 26005006 MLS

Attention investors! As-is listing: Great opportunity to acquire a cash-flowing rental property near downtown Lexington at an attractive price point. This duplex features Unit A with 3-bedroom, 1-bath and Unit B with 2-bedroom, 1 bath. Both units are currently rented and occupied, making it produce income from day one. Rented at $2,330/month, with Unit A bringing in $1,265/mo and Unit B bringing in $1,065/mo. Tenants have been with us since early 2024. This one checks the boxes for investors looking to build or expand their portfolio! Schedule a showing today.

346 Ohio St, Lexington

$509,000

3 Beds ⋅ 3 Baths ⋅ 26005663 MLS

This home has been lovingly renovated to bring modern convenience to its next owner while preserving the charm of yester-year. It features 3 bedrooms, 2.5 baths, large kitchen and adjacent flex room with matching floor to ceiling cabinetry that could serve as a mud room, pantry, or drop zone. Additionally, the living room and dining room are open and airy with the refinished original hardwood floors. All new wiring, lighting, plumbing, HVAC, water heater, roof, gutters, insulated windows, tile floors in bathrooms and kitchen, new bathrooms, new kitchen and appliances, paint and more all ready to welcome you. Close to downtown, Jefferson Street corridor, NOLI, shopping, restaurants, arts, entertainment and more. A downtown gem waiting for you to see.

615 Bellaire Ave, Lexington

$290,900

3 Beds ⋅ 1 Baths ⋅ 26016144 MLS

SOOOOO Many possibilities are just a home away with this Rosemont/Southland area charmer! The Living Room is large enough for a range of placements but cozy enough to be near the fireplace on a cold December night. The Dining Room is adjacent and the Kitchen beyond that. Two bedrooms and the full bath round out the back of the house. The upstairs is nicely finished as one large space that could be another bedroom, den, mancave, craft/sewing room or a number of possibilities. Heating and air conditioning are accomplished with a number of 'splits' giving you the option of using them only where you need them, saving resourses and your energy dollars! Outside awaits more enjoyment with a large screened porch, a flat front yard with mature and newer trees, shading the house in the hottest part of the day. The backyard features a large one car garage with plenty of side storage/workshop space and a carport to the left for andother vehicle, ATV, boat or camper. Plus a raised bed garden space with rich soil provides a great space for flowers or home grown tomatoes. Sooo many great choices and alternatives in this house at such great value; don't let this one slip away!

2100 Clays Mill Rd, Lexington

$800,000

3 Beds ⋅ 5 Baths ⋅ 26013475 MLS

Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington

$799,000

5 Beds ⋅ 3 Baths ⋅ 26008570 MLS

Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

$160,000

1 Beds ⋅ 1 Baths ⋅ 26011438 MLS

Beautifully updated downtown Lexington home with major systems replaced within the last 5 years, including the HVAC system and water heater, offering peace of mind and modern efficiency. This charming property features an open0concept main living area with update flooring, fresh neutral paint, abundant natural light and a beautifully designed kitchen complete with cabinetry, granite-style countertops, breakfast bar seating and stylish pendant lighting. Upstairs includes a versatile bonus room perfect for a home office, guest space, hobby room or just additional storage with easy modifications to turn into a second bedroom. Outside, enjoy a covered front porch, mature shade trees and a fenced in front yard. Conveniently located near downtown Lexington, Transylvania University, and more. This home is ideal for homeowners or investors seeking updated charm in a central location.

207 York St, Lexington

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