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$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

$624,900
4 Beds 4 Baths 26019451 MLS
Set on 1.87 private acres in Bagdad, this fully renovated 1940s farmhouse pairs historic character with a complete modern update, ready for its next owner. The two-story home offers 4 bedrooms and 3.5 baths, with a covered front porch overlooking the farm across the street. Inside, the kitchen anchors the main living space with a breakfast island, custom cabinetry, and black hardware, opening to a bright dining and living area with high ceilings and natural light throughout. The primary suite offers a true retreat, with a spa-style ensuite featuring a soaking tub, walk-in shower with dual shower heads, and double vanity. The two-car garage was thoughtfully converted into a versatile bonus room, ideal as a media room, home office, gym, or playroom, but can easily be converted back to a garage. The backyard is built for everyday living, with a private hot tub, a grilling deck and outdoor dining, and a fire pit area. The unfinished basement adds valuable extra storage. Located just minutes from Shelbyville and Frankfort, it is centrally positioned between Louisville and Lexington. This move-in-ready farmhouse offers space, quality, and a rare setting.

3271 Elmburg Rd, Bagdad

$183,000
2 Beds 1 Baths 26019408 MLS
Discover this well-maintained 2-bedroom, 1-bath home on 1.02 acres, offering privacy, space, and room to grow in a peaceful setting. The full attic provides excellent potential to finish for two additional bedrooms, adding valuable flexibility for future expansion. Enjoy a handicap-accessible ramp to the living room entrance, along with an inviting front porch and uncovered back patio. The property also includes a barn and storage shed, ideal for hobbies, animals, or extra storage. With its spacious lot, expansion potential, and quiet rural location, this home is a great option for first-time buyers, downsizers, retirees, or anyone seeking affordable country living. Call Kelley to schedule your private showing (606)584-8357!

10861 Ky-57, Tollesboro

$310,000
3 Beds 1 Baths 26019375 MLS
If you're looking off grid this, is it! Not total seclusion but far enough to enjoy the peace, quiet and wildlife! This home features 3 bedrooms, 1 bath! You will find yourself surrounded by 55 acres of great land some which backs up to the Cumberland River. This property has so much to offer including at least 15 acres of hayfields bailing near to 60 rolls. 25 acres of flat usable land. 3 spots you could use to add in mobile homes. 2 of which already have water, electric, gas and septic. The other already has a well. Also there is a barn, chicken coop, pond, 3 creeks and several trees of value. Those include apple, plum, cherry plums, apricots, pears, grapes, peaches, cherry, black walnut, pecans, hazel, acorn and chestnut. Also, you will find a meat shop already set up with what you need including a 12x12 cooler! There are several flats on this property you could use to build on. Property has city water with 2 wells on the land also. Last but not least FREE GAS with small royalties!!! If you're looking for your forever home where the wildlife roams this is it!

679 New Hope Church Rd, Barbourville

$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

$219,000
2 Beds 1 Baths 26019241 MLS
Charming farmhouse on approximately 6.19 acres with fenced pasture, perfect for a variety of rural lifestyles. This 2-bedroom, 1-bath home offers approximately 1,120 sq. ft. with an open-concept living area. Major updates completed approximately 10 years ago include Complete new plumbing, electrical, septic system, insulation and metal roof. Outside you'll find a horse barn, storage shed, two driveways, a former homesite with existing utilities Septic, electrical pole and water (buyer to verify), a 30-amp horse trailer hookup, and underground electric service to the home. Property offers plenty of space and potential in a peaceful country setting. Buyer to verify all information, including acreage and property boundaries.

3801 N Wadesboro Rd, Benton

$229,900
4 Beds 1 Baths 26019111 MLS
PRICE IMPROVEMENT & READY FOR OFFERS! Move-In Ready 4-Bedroom Character Home with Premium Finishes! (REALTORS WELCOME) Welcome home to 109 E 20th Street, where classic Owensboro charm meets modern luxury updates. This beautifully maintained 4-bedroom, 1-bathroom home has just received a fresh price adjustment to $234,900, making it one of the best values in the area for a home of this size and finish quality!  WHY YOU WILL LOVE IT: *BRAND NEW SIDING ROOF & SELECT WINDOWS * Kitchen: Fall in love with the stunning, genuine marble backsplash,updated cabinetry NEW APPLIANCES * Timeless Character: Gorgeous, gleaming hardwood floors run throughout the main living areas, paired with beautiful historical trim and architecture. * Room to Grow: With 4 dedicated bedrooms, you have all the space you need for guests, a dedicated home office, or a hobby room. * Bonus Features: A full sized detached garage provides secure parking, a workshop, or incredible extra storage.

109 E 20th St, Owensboro

$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

$379,000
4 Beds 2 Baths 26017258 MLS
Classic Williamsburg inspired home with charming dormers, timeless character, and an exceptional location that's a short walk to historic downtown Winchester. This spacious 4-bedroom , 2 bath home offers a flexible floor plan with 2 main-level bedrooms and a full bath, plus two additional bedrooms and a full bath upstairs. Enjoy elegant formal living and dining rooms, a large home office, and a bright Florida room overlooking established flower gardens. The spacious eat-in kitchen features abundant cabinetry, a butler's pantry, and plenty of room for family gatherings and entertaining. Beautiful original hardwood floors flow throughout much of the home. The main level bathroom showcases distinctive brick flooring, adding unique character. Custom window treatments and ceiling fans throughout the home are included. You will love the abundant storage throughout the home! Four walk-in closets, including one oversized space that could be used as a nursery or dressing area. The unfinished basement offers endless possibilities for additional living space, a workshop, or recreation and inclues a storm shelter for added peace of mind. This home is just minutes from I-64, country clubs, schools, shopping, dining and everyday conveniences. Combining classic Williamsburg architecture, generous living spaces and original details, this is a rare opportunity to own a truly special home.

351 Boone Ave, Winchester

$189,900
3 Beds 1 Baths 26019004 MLS
Don't miss out on this beautiful home located in one of Stanford's most desirable neighborhoods, due to its peaceful, convenient location. Just a short walk to historic downtown Stanford. It is like stepping back in time to a slower paced life where you can set on your front porch a visit with neighbors. Less than a mile to Stanford Elementary School and well know Durham's Grocery. This home is also minutes from larger grocery stores, doctor, dentist, eye doctor, pharmacy and hospital. This home features 9 foot ceilings and an open floor plan. Home is being sold As Is. Seller is offering a $2,500 allowance towards any repairs or items that need attention. Home inspections are welcome. Call Eutheda Mullins at 606-669-3896 to schedule a viewing of this property.

506 Danville Ave, Stanford

$549,000
4 Beds 3 Baths 26018961 MLS
One of a kind solid brick home on the river in South Frankfort. Custom built in the forties - beautiful details and features - an amazing river house to accommodate friends and family. Covered porch overlooking river, paths to allow easy access to the river. Walkway (with winch to raise and lower) ready for your dock. Recently remodeled following last years flood - new electrical service and wiring, all new hardwood floors and trim, kitchen. Unique foyer, huge living room with large fireplace (with gas logs) and huge bow window on opposite wall, dining room with built-ins overlooking the river. Four bedrooms with 2 full and 2 half baths. Family room with fireplace in basement. You've got to have a look . . .

207 Paul Sawyier Dr, Frankfort

$359,900
4 Beds 4 Baths 26018834 MLS
This property is NOT in the flood plain! This 4-bedroom, 3.5-bath home in South Frankfort offers the perfect blend of character and modern convenience. Situated on a corner lot adjacent to Dolly Graham Park, it provides easy access to the splash pad and additional city-owned green space directly across the street. The two-story floor plan showcases beautiful hardwood floors, high ceilings, exposed brick, and accent lighting throughout. The first-floor primary suite features a decorative fireplace, a spacious walk-in closet, and an en-suite bath with tile finishes. The kitchen is equipped with stainless steel Maytag appliances, granite countertops, and ceramic tile flooring. Upstairs, you'll find a second primary suite, two additional bedrooms, and another full bathroom, providing ample space for family or guests. The extensive 2019 renovation included a new roof, vinyl siding, windows, HVAC systems, plumbing, electrical, a new garage door, a new deck, chimney removal, and more—all completed with the proper permits and inspections. A detached garage is prepped for electric service, and an attached storage shed provides additional storage. Centrally located in the heart of Frankfort with easy access to the Capital, restaurants, shopping, and the popular Bourbon Trail!

218 E Second St, Frankfort

$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

$30,000
2 Beds 1 Baths 26018797 MLS
Paducah City Investment Opportunity: For Sale is 4 walls, a roof, and maybe floor(s), encompassing 812 sq ft of once-livable space, all on a street in Kentucky. Fetch some boots, gloves, coveralls and a mask and check out this home built around 1907. Once an efficient single family home, this house is waiting for a re-awakening. Let's not focus on what's wrong when there is so much potential! Will not qualify for traditional financing. Cash, hard money, or commercial lines of credit only. No Trespassing! All buyers must provide proof of funds prior to scheduling any property showings and must be accompanied by an licensed real estate agent. The property is offered strictly as-is, where-is, and under the assumption that the structure and house systems are in disrepair in their entirety. Utilities services are not and will not be connected for tours or inspections.

2116 Center St, Paducah

$799,000
5 Beds 6 Baths 25003424 MLS
A Historic Masterpiece of Unparalleled Value. Step into a world of timeless elegance at 102 East Lexington Ave, the most unique and artistically inspired Colonial estate in downtown Danville. Now newly priced to present an extraordinary opportunity, this 1915 architectural gem seamlessly blends historic grandeur with turnkey modern luxury. Spanning 6,191 square feet across four finished levels, the residence features custom ceiling and wall artistry, 5 bedrooms, and 6 baths. Every corner showcases meticulous preservation alongside structural updates including a newer roof, HVAC, and exterior weatherproofing. Complemented by serene custom gardens and a detached 3-car garage, this iconic cornerstone home is now accessible at an unmatched market value. Experience Danville's finest historic living today.

102 E Lexington Ave, Danville

$275,000
5 Beds 3 Baths 26018576 MLS
The best historic homes never ask you to choose between character and comfort because they give you both. Built in 1907, this thoughtfully restored Jefferson Street home is filled with soaring ceilings, abundant natural light, and beautifully preserved architectural details that tell the story of its past, while carefully considered updates make it just as enjoyable to live in today. Offering 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet, the home provides flexibility to gather, entertain, work from home, or enjoy everyday life. Formal and informal living spaces create greatl flow throughout the home, making it just as comfortable for a quiet morning as it is for a house full of family and friends. At the heart of the home, the renovated kitchen combines character with functionality, featuring custom cabinetry, high-end appliances, granite countertops with pop-up outlets, and a built-in coffee bar. Outside, the detached two-car garage offers valuable storage and versatility that's difficult to find this close to Downtown Paducah. Set along one of the city's most recognizable historic streets, you'll enjoy tree-lined sidewalks, beautiful architecture, and the convenience of being just minutes from local restaurants, shops, parks, and entertainment. Seller may consider rent-to-own arrangements with acceptable terms and qualified applicants.

1128 Jefferson St, Paducah