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202 E Walnut St, Danville
$299,900
2 Beds ⋅ 1 Baths ⋅ 26005507 MLS
The Thomas Barbee House, built circa 1790 and on the National Register of Historic Places and Kentucky's famed Bourbon Trail, presents the rare opportunity to own a piece of American history brought into this century. On the same block as downtown Danville's Constitution Square, the "birthplace of Kentucky," and walking distance to Centre College, the Thomas Barbee House recently underwent a major renovation, restoring its walls, ceilings and floors to the 18th century while bringing its interiors to the 21st. A single-pen, two-story log cabin made of white oak logs, the Thomas Barbee House features a first-floor, open-living concept with a modern kitchen and inviting living room with a gas fireplace. A spacious bedroom, laundry room and bathroom comprise the second floor, while the third floor sleeping loft welcomes extra guests. Zoned residential and commercial, the Thomas Barbee House is turnkey for any endeavor, especially a short-term rental for visitors to Danville, Centre College, and those exploring the Bourbon Trail. An additional lot presents the opportunity for residential or commercial expansion. Thomas Barbee, a Revolutionary War officer, was awarded land grants in Kentucky for his military service. He built the Thomas Barbee House near Danville's first post office where he reported to work as the first postmaster west of the Alleghenies. The original post office where he worked is walking distance from the cabin in Danville's Constitution Square as is Barbee's gravestone in Danville's beautiful Bellevue Cemetery. The renovation journey of the Thomas Barbee House can be viewed on Instagram @a.shot.of.yesterday

202 E Walnut St, Danville

303 S Bragg St, Perryville
$350,000
2 Beds ⋅ 3 Baths ⋅ 25505346 MLS
Endless Potential in the Heart of Historic Perryville! Discover a rare opportunity to own a piece of Kentucky's history with this former Perryville Presbyterian Church, originally constructed in 1800. Nestled in the heart of Perryville's Historic District, this timeless property blends architectural beauty with endless creative potential. The building showcases early 20th-century charm, featuring original stained glass windows, soaring vaulted ceilings, and detailed woodwork that reflect true craftsmanship from a bygone era. Expansive open spaces and abundant natural light make it the perfect canvas to transform into a stunning private residence, event venue, studio, or bed-and-breakfast. Surrounded by historic landmarks and small-town character, this unique property offers both heritage and opportunity—ideal for anyone with a vision to restore and reimagine a piece of Kentucky's past into a beautiful modern living space. Sold As Is. Agent owner

303 S Bragg St, Perryville

616 E Main St, Danville
$349,900
4 Beds ⋅ 3 Baths ⋅ 26013989 MLS
Classic charm meets modern convenience at 616 E. Main Street in the heart of Danville. Situated on nearly half an acre, this beautifully updated Cape Cod offers over 2,300 square feet of living space with 4 bedrooms, 2 full bathrooms, and 1 half bath. Originally built in 1920, the home blends timeless character with thoughtful updates designed for today's lifestyle. Step inside to discover spacious living areas, luxury vinyl flooring, and a functional floor plan highlighted by a desirable first-floor primary suite complete with a walk-in closet and private bath. The large great room creates an inviting gathering space, while two fireplaces add warmth and character throughout the home. The updated kitchen is designed for both everyday living and entertaining, featuring quartz countertops, ample workspace, and plenty of storage. Whether hosting family gatherings or preparing a quiet meal at home, this space is both functional and inviting. Additional bedrooms provide flexibility for family, guests, a home office, or hobby space, while the home's thoughtful layout offers room to spread out and enjoy. An unfinished partial basement provides valuable storage space and additional room for hobbies, projects, or future possibilities. Outside, the welcoming front porch invites you to slow down and enjoy life in one of Danville's most established neighborhoods. The nearly half-acre lot provides room for outdoor entertaining, gardening, pets, or future possibilities rarely found this close to downtown. Conveniently located near downtown Danville, shopping, dining, parks, and schools, this home offers the perfect combination of historic charm, modern comfort, and an exceptional in-town setting. If you've been searching for character, space, and location, 616 E. Main Street deserves a place at the top of your list.

616 E Main St, Danville

3364 Main St Unit A, Stamping Ground
$284,000
1 Beds ⋅ 1 Baths ⋅ 26015655 MLS
This is a mixed used building that's for sale for $284,000: entire building. The residential portion is the main floor back portion, which is best set up as a studio, and the top floor, which is unfinished but has been approved with Scott Co P/Z to be two residential units - blank slate. The front main portion of the building is zoned for commercial use. Ideal for an owner who would like to live and work in the same structure, or for an investor who'd like to lease the main floor for business and residential tenants separately or together, and finish out the top floor for additional residential income. This space could also be utilized for storage. Set up for as the ultimate in flexibility, with great visibility. The top can also be leased for $600, and the bottom for $1795. Description: Super opportunity to own a unique corner of Stamping Ground, Kentucky. Beautiful space that just FEELS good when you walk in. Gleaming hardwoods, shelving in front room, loads of natural light from large windows facing Main Street, making for a great storefront or business space. Building is zoned B3; a portion of the main level can be utilized for residential, while the front portion with windows facing Main Street is to be used for commercial/business. Large kitchen, bathrooms, dining area, offices ... Great way to live where you work! Upstairs with separate entry, there is unfinished space that is set to be turned into two residential units - apartments - that can be leased separately. Currently it's wide open and could also be leased for storage space for additional income. Schedule a showing with your realtor, have them reach out for details - there are numerous opportunities for income, personal business use, or private residential use. Buyer to verify all aspects of property including but not limited to square footage, use, and condition.

3364 Main St Unit A, Stamping Ground

14 Cook Ave, Winchester
$219,000
3 Beds ⋅ 2 Baths ⋅ 26011961 MLS
Remodeled and move-in ready! Conveniently located in downtown Winchester just minutes from Main Street and I-64, this charming home offers the perfect blend of character and modern updates. Major improvements include a near complete replacement of the heating, plumbing, and electrical systems, giving buyers peace of mind for years to come. Inside, you'll find all new flooring throughout, a beautifully updated kitchen featuring stainless steel appliances, a gas range, pantry, and plenty of space for cooking and entertaining. The home offers a primary suite, two additional bedrooms, an additional full bath, and a large utility room with extra storage and functionality. Outside, the 20x24 detached garage with electric is a rare bonus and ideal for carpentry projects, woodworking, hobbies, a workshop, home gym, storage for recreational equipment, or even the perfect space for car enthusiasts and DIYers. Enjoy small-town charm with quick access to shopping, dining, and interstate travel in this thoughtfully updated property ready for its next owner!

14 Cook Ave, Winchester

302 College St, Sadieville
$285,000
2 Beds ⋅ 2 Baths ⋅ 26014276 MLS
Distinguished by its character and enduring appeal, this all-brick residence offers 2 bedrooms, 2 full bathrooms, and a versatile bonus room suitable for a variety of uses. Hardwood flooring extends throughout much of the home, complementing the generous room sizes and functional layout. Thoughtfully designed for both comfort and practicality, the home features spacious bedrooms, an oversized laundry room, and flexible living spaces that accommodate a range of lifestyles. The covered front porch provides a welcoming introduction, while the fenced backyard offers additional space for outdoor enjoyment and entertaining. Combining timeless architectural charm with everyday functionality, this property presents a unique opportunity to own a home with character, substance, and lasting appeal.

302 College St, Sadieville

357 N 3rd St, Richmond
$330,000
3 Beds ⋅ 3 Baths ⋅ 26009707 MLS
Step into timeless elegance with this early 1900s home where original charm and character have been beautifully preserved. From the moment you enter, you're greeted by stunning hardwood floors, classic wood columns, an impressive staircase, and a one-of-a-kind stained glass window that sets the tone for the entire home. The formal dinning room/office features a cozy gas fireplace, creating the perfect setting for gatherings and entertaining. The kitchen features and island with breakfast bar and seamlessly opens to the living area, highlighted by a striking exposed brick feature wall that adds warmth and rustic appeal. Enjoy indoor-outdoor living with an expansive 8x21 screened-in porch or step out onto the 12x24 deck overlooking a large, private, fenced backyard—ideal for relaxing, entertaining, or hosting summer cookouts. Additional highlights include a waterproofed basement with a lifetime warranty, a sump pump with battery backup, and abundant storage space. This truly one-of-a-kind home offers character, functionality, and charm you simply won't find in newer construction—don't miss your opportunity to make it yours!

357 N 3rd St, Richmond

206 E Grundy Ave, Springfield
$269,900
4 Beds ⋅ 3 Baths ⋅ 26006934 MLS
This charming 4-bedroom home in the heart of downtown Springfield offers space, character, and convenience all in one. Featuring over 2,100 finished square feet across multiple levels, the home includes a partially finished walk-out basement, providing flexible living or entertaining space. The interior showcases a mix of hardwood and carpet flooring, a cozy family room with fireplace, and a functional layout ideal for everyday living. The kitchen comes fully equipped, with all appliances conveying, making this a true move-in ready opportunity. Additional highlights include a detached garage, driveway parking, and a spacious lot just under a quarter acre. With public utilities, both electric and natural gas systems, and a prime location close to local amenities, this property offers the perfect blend of comfort and accessibility.

206 E Grundy Ave, Springfield

301 S 3rd St, Nicholasville
$245,900
3 Beds ⋅ 2 Baths ⋅ 26009082 MLS
This charming Cape Cod Home is located walking distance to downtown. Cute as can be! There have been numerous updates in the past including total kitchen and downstairs bath renovation! The owners have taken loving care of this home. Crown molding, mantle, banister, entry hardwood has been refinished, carpet over hardwood, stone fireplace with gas logs, ample walk-in closets, full unfinished basement with work bench, 1 car detached garage & fenced yard are just a few amenities that are featured in this older home with updates! Main level offers bedroom & full bath with a jacuzzi and skylight, formal dining room, living area, and an updated kitchen with island bar ample cabinets and all appliances. This lovely kitchen has a Greenhouse window to provide optimal light for growing your plants indoors. Don't miss out on this little jewel of a home.

301 S 3rd St, Nicholasville

319 N Elm St, Carlisle
$185,000
3 Beds ⋅ 1 Baths ⋅ 26013165 MLS
Welcome to this charming Craftsman-style home just minutes from downtown Carlisle! With more than 1,800 square feet of living space, this 3-bedroom, 1-bath home offers a great mix of character, comfort, and versatility. Inside, you'll find a spacious front room that creates a welcoming first impression and is currently used as a dining area. The main floor also includes a large living room with a cozy fireplace, a spacious kitchen, a convenient laundry room and a first-floor bedroom. Upstairs are two additional bedrooms and a roomy landing area that would make a perfect home office, reading corner, play space, or flex area to fit your needs. Just off the kitchen, the bright sunroom provides even more options—use it as a dining room, sitting area, office, or extra gathering space. Outside, the home sits on a beautifully landscaped 0.35-acre corner lot shaded by mature trees. Additional features include an unfinished basement for storage, a detached one-car garage, a storage shed, and a large rear deck that's ideal for entertaining or relaxing. The covered front porch, complete with a classic porch swing, adds to the home's inviting curb appeal and timeless charm. Conveniently located near local shops, restaurants, schools, and all that downtown Carlisle has to offer, this home combines small-town charm with everyday convenience.

319 N Elm St, Carlisle

323 Randolph St, Somerset
$348,700
4 Beds ⋅ 2 Baths ⋅ 26000475 MLS
Finally— A Luxury Townhome Investment That Actually Make Financial Sense! Now offering these stunning new-construction townhomes that combine luxury finishes with long-term value. Featuring soaring, minimum 12-foot vaulted ceilings throughout, these homes offer a sense of space that rivals most single-family homes. The primary bedroom is truly massive—bigger than what you'd find in many full-sized houses. Made to last a long time, each unit showcases upgraded thick matte black siding and modern tongue-and-groove pressure-treated pine soffits for both style and durability. Tucked away at the end of a quiet dead-end street and backing up to a peaceful open field, these 2-bedroom, 1-bathroom homes offer privacy. You'll also enjoy a covered front porch, side deck, and an oversized one-car garage for added convenience. Inside, the spacious living room easily accommodates your entertainment and lounging setup, while the custom kitchen features built-in cabinetry and granite countertops. Whether you're looking for a beautiful place to live or a smart addition to your investment portfolio, this property delivers. Call today before they're gone!

323 Randolph St, Somerset

330 Sycamore St, Carlisle
$219,900
4 Beds ⋅ 2 Baths ⋅ 26010906 MLS
NEW 30 yr warranty on roof that transfers to new owner. New plywood roof covering, shingles and box vents. Three chimneys removed on roof and reconstruction of an updated roof. Step in to timeless charm with this spacious 2-story home located in the heart of historic Carlisle. Home features include four large bedrooms and 2 full baths. Updated features include new bathroom and flooring in several rooms. Large dining/family room for large family gatherings. Huge back patio for entertaining. Large fenced in corner lot. 10X30 storage building. This home offers the charm of small town living with room to grow, entertain and make lasting memories. If you love historic homes with modern updates and plenty of outdoor space, this one is a must see!

330 Sycamore St, Carlisle

130 Locust Fork Rd, Stamping Ground
$384,975
3 Beds ⋅ 3 Baths ⋅ 24011482 MLS
Lease to own option available! Ask for more details! First floor primary!! This Floorplan Is Known As The Ferndale B On An Absolute Beautiful Lot!! This Wonderful Home Built By The Award Winning Builder Haddix Construction Is Situated On An Unfinished Basement, And Offers An Open Floor Plan, 3 Bedrooms, 2 1/2 Baths, Granite Countertops In Kitchen, Upgraded Flooring In Main Area And So Much More. This Home Offers 1st Floor Living Having The Primary Suite, Laundry And 1/2 Bath And Then Additional 2 Bedrooms And A Full Bathroom Complete The 2nd Floor as well as a large bonus room! Plus a HUGE backyard with countless opportunities. AI IMAGE DISCLOSURE: Some photos in this listing are AI-generated and/or virtually staged for illustrative purposes only. Images are intended to help visualize the potential appearance of the completed home and may not represent actual finishes, features, landscaping, furnishings, or final construction. Buyer to verify all plans, specifications, materials, and finishes.

130 Locust Fork Rd, Stamping Ground

403 E Mound St, Harlan
$130,000
3 Beds ⋅ 1 Baths ⋅ 26009223 MLS
Whether you are looking for your first home or your next investment in Eastern Kentucky, this property offers the mountain backdrop that you have been looking for...Harlan County remains an attractive market for buyers seeking value, with median home prices offering some of the most accessible entry points in the state...Located in Downtown Harlan, Ky, This 3 bedroom, 1 bath home with basement, attached carport and storage is waiting for it's new owner...Featuring Classic Kentucky Character, sturdy construction & unique architectural touches that provide a warm & inviting atmosphere with originial Fireplace in Living Room...Harlan County offers a lifestyle defined by Natural beauty & Outdoor adventure. Whether you are looking for a quiet retreat or a basecamp for exploration, you are just minutes from the Black Mountain Off Road Area or Martin's Fork Lake & beach area...Also close proxmity to Blanton Forest State Nature Preserve, an old growth Forest...Explore the rich history of the region through the Portal 31 Exhibition Mine or enjoy the convenience of downtown Harlan's local shops & cafes

403 E Mound St, Harlan

329 Riverside Dr, Russell
$399,000
4 Beds ⋅ 5 Baths ⋅ 26008905 MLS
MODERN RIVERFRONT RETREAT | 4 PRIVATE SUITES | STUNNING DECKS & VIEWS Riverfront homes like this rarely come along—fully renovated, architecturally unique, and offering four private ensuite bedrooms and multiple decks with stunning river views. Located in one of the area's most vibrant river communities, this architecturally striking home blends historic charm with modern luxury and incredible outdoor living. From the moment you step inside, the home feels bright, open, and inviting with soaring ceilings, beautiful natural light, and a stunning vintage gas fireplace that anchors the main living space. The layout flows effortlessly into a showstopping kitchen, featuring granite countertops, stainless steel appliances, double ovens, chic lighting, and an oversized island perfect for gathering with friends and family. The adjoining dining room is equally impressive, thoughtfully designed for memorable dinners and celebrations. Each spacious bedroom offers a private, spa-inspired full bath, a large walk-in closet, a wet bar, and abundant natural light—creating a personal retreat designed for comfort and privacy. The main-floor ensuite also includes a washer/dryer hookup, making it ideal for a guest suite, in-law accommodations, or a live-in nanny. The extra-large primary suite is truly next level! The expansive private sanctuary features: • A spa-style bathroom with soaking tub and walk-in shower • An enormous walk-in closet • Private wet bar • A private deck with breathtaking river views Step outside and the lifestyle continues with multiple modern decks overlooking the river, perfect for morning coffee, sunset drinks, or entertaining. The fenced yard with vinyl privacy fencing offers space for kids or pets to play, while a matching outbuilding and off-street parking add convenience. Installed solar panels contribute to significantly reduced electric costs, offering energy efficiency and long-term savings for the homeowner. Whether you're hosting friends on the deck, watching the river from your private suite, or enjoying the energy of the surrounding community, this home offers a rare blend of character, modern updates, and waterfront living. This is more than a home, it's a lifestyle defined by water views, unique character, and contemporary comfort. Schedule your showing today and experience riverfront living at its finest!

329 Riverside Dr, Russell

405 Nevada Avenue, Mt Sterling
$339,000
4 Beds ⋅ 3 Baths ⋅ 26004481 MLS
Discover the potential of this charming brick home located just minutes from the heart of Mt. Sterling! Nestled in a peaceful neighborhood, 405 Nevada Drive offers the best of both worlds--quiet suburban living with convenient access to shopping, dining, and everything downtown has to offer. This home features a fully finished basement, providing ample space for additional living, entertaining, or storage--whatever suits your lifestyle! Whether you're a growing family, an investor, or someone looking for a home you can make your own, this property checks all the right boxes. Don't miss your chance to own a solidly built home in a sought-after location--just 3 miles to downtown and 3 miles to the main strip. The possibilities here are endless!

405 Nevada Avenue, Mt Sterling

828 E Main St, Stanford
$257,500
4 Beds ⋅ 3 Baths ⋅ 26014462 MLS
Step into timeless charm with this beautifully remodeled 4-bedroom, 2.5-bath home located within the city limits of historic Stanford, Kentucky's second oldest city. Rich in character and architectural detail, this inviting home features multiple fireplaces that could be re-opened, a stunning staircase, and portions of original hardwood flooring that preserve its historic appeal. Relax on the spacious covered front porch and enjoy the blend of classic craftsmanship and modern updates throughout. The main level offers a utility room and a flexible floor plan, including a room that could easily serve as a primary suite. Only a walk away to downtown restaurants and locally owned shops. The hospital and grocery is less than a 5 minute drive. If you've been searching for a home with character, space, and small-town charm, this one is a must-see.

828 E Main St, Stanford

217 Lexington St, Lancaster
$329,900
4 Beds ⋅ 3 Baths ⋅ 26011358 MLS
Motivated Sellers! Step into timeless charm in the heart of Lancaster, Kentucky! Built in 1899, this stunning 4-bedroom, 3-bath home is filled with character and historic elegance. From the moment you enter, you'll love the open entryway, soaring tall ceilings, beautiful hardwood floors, and unique circular walls that make this home truly one of a kind. The spacious first-floor primary bedroom offers convenience and comfort, while upstairs features three additional bedrooms with plenty of space for family or visitors. Located in the heart of Lancaster, this home combines historic beauty with small-town living. If you're looking for a property with timeless character, classic details, and endless charm, this is a must-see! This home is located 35 miles south of Lexington, KY on US 27, with access to I75 in Madison County just 24 miles away.

217 Lexington St, Lancaster