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222 E Lexington St, Harrodsburg
$299,999
4 Beds ⋅ 2 Baths ⋅ 26011134 MLS
Step into timeless charm with this beautifully maintained 4-bedroom, 2-bath circa 1870s home nestled in the heart of historic Harrodsburg. Rich with character and classic curb appeal, this inviting residence showcases 9-foot-tall ceilings, spacious rooms, abundant natural light, and a fireplace in almost every room. The welcoming front porch is perfect for relaxing evenings, while the expansive interior offers the ideal blend of historic elegance and everyday comfort. Step inside to see a beautiful staircase and foyer amid a living room, dining room, and kitchen. The primary suite, located on the first floor, showcases a beautiful fireplace. Walk upstairs to find 3 spacious bedrooms each displaying beautiful fireplaces, an updated bathroom, large laundry room and walk in closet. Outside, the large yard, basketball court/patio, and mature trees create a peaceful setting for entertaining or quiet enjoyment. From the original architectural details to the warm, inviting living spaces, this home captures the charm that makes Harrodsburg one of Kentucky's most treasured historic communities. Located just minutes from downtown shops, dining, and local history, this property offers a rare opportunity to own a piece of Kentucky history while enjoying the comforts of home.

222 E Lexington St, Harrodsburg

Listing courtesy of Andrea Richards of RE/MAX Elite Realty.

33-41 Winn Ave, Winchester
$490,000
25508043 MLS
Discover a rare opportunity in downtown Winchester with this assemblage of four vacant lots being sold together as a single offering. Zoned L1 and totaling approximately 1.53 acres, this property presents exceptional potential for redevelopment, infill housing, multiunit residential, mixeduse, or commercial concepts in a central location. Situated just steps from local shops, restaurants, services, and community amenities, these lots deliver true walkable convenience while providing a sizable footprint rarely available in the heart of Winchester. The level terrain and cleared condition simplify planning and construction, giving developers, builders, and investors flexibility to pursue a range of uses aligned with L1 zoning allowances. Whether you're looking to create new housing opportunities, a boutique retail destination, or a thoughtful mixeduse project that contributes to downtown vitality, this assemblage invites strategic vision and development. With accessible infrastructure and a strong community backdrop, 33-41 Winn Avenue is a compelling site for those ready to build in one of Kentucky's vibrant small towns.

33-41 Winn Ave, Winchester

Listing courtesy of Bob Sophiea of eXp Realty, LLC.

305 Euclid Ave, Paintsville
$265,000
3 Beds ⋅ 3 Baths ⋅ 26014797 MLS
Welcome to downtown living at its finest! This stunning 3-bedroom, 2.5-bath home offers the perfect blend of modern updates, functional space, and timeless charm. Completely renovated just a few years ago, this move-in ready property features updated HVAC, water heater, and countless additional improvements throughout. Step inside to find a spacious, light-filled living room anchored by a beautiful brick gas fireplace, creating the perfect gathering space for family and friends. The gorgeous, fully updated kitchen is sure to impress with its stylish finishes, abundant cabinetry, and thoughtful design. Need extra space? The flexible office area can easily serve as a 4th bedroom, playroom, or home workspace to fit your lifestyle. A large mudroom and separate laundry room add convenience and functionality rarely found in homes of this caliber. The luxurious primary suite is a true retreat, featuring a phenomenal ensuite bath complete with a stunning tiled walk-in shower with glass door and unique dual sliding-door entry, creating a spa-like experience right at home. Located in the heart of downtown Paintsville, you'll enjoy easy access to shopping, dining, schools, and local amenities while living in a beautifully updated home that needs absolutely nothing except its new owners. Homes this turnkey and this beautiful don't come along often—schedule your showing today!

305 Euclid Ave, Paintsville

Listing courtesy of Laken R Ruth of Lifstyl Real Estate.

1037 Geiger Ln, Ashland
$155,000
4 Beds ⋅ 2 Baths ⋅ 26011096 MLS
This spacious 4-bedroom, 2-bath home sits on a large, private lot, offering room to relax, entertain, and enjoy the outdoors while remaining close to local amenities for everyday convenience. The heart of the home is the open eat in kitchen, featuring a breakfast bar and plenty of workspace, flowing seamlessly into the living room for comfortable daily living. The primary bedroom includes an accessible en suite bath and a private exterior exit, adding both convenience and flexibility. Additional living spaces include a bright sunroom and a welcoming covered front porch perfect for morning coffee or evening unwinding. Step outside to a back deck overlooking a wooded backyard, creating a peaceful, private setting ideal for gatherings, grilling, or quiet relaxation. An above ground pool adds summer fun, and the attached garage provides added storage and functionality. A great blend of privacy, comfort, and proximity to town.

1037 Geiger Ln, Ashland

Listing courtesy of Teresa Brown of CENTURY 21 Advantage Realty.

654 Furnace Rd, Stanton
$749,000
26009460 MLS
This is your opportunity to own an Established Gymnastics Gym that also offers parties with bounce equipment!! Business name can be used with new owner. You will be set up and ready to go on day one with equipment and clients. Equipment includes, 42' x 54' Baltic Birch Spring Floor, (9) 42' x 6' 2" Carpet Bonded Foam Mats, (6) 42' x 6' - 1 3/8" Carpet Bonded Foam Mats, 30' Tumble Trak, 7' x 14' Tumble Trak Dismount Mat, 4'x 8' Tumble Trak Soft Mat, 3' x 6' Tumble Trak JR Practice Mat, 10' x 38' x12' Twin Peak Slide Obstacle Course Combo, Cloud 9 Bouncers Castle Slide Combo (18' x 17' x 16'), Avai Landing Mat. Security System with cameras already installed. Built on 8" industrial concrete floor. There is a Men's and Women's restroom located inside at the front of the facility. Back of property offers an additional 60 Amp Electric Service, City Water and City Sewer is available there as well. Perfect spot to add food truck, slushie business or ice cream shop. Don't pass up your opportunity to step in and obtain a well established business that has plenty of room and ways to grow and expand. Schedule your viewing today.

654 Furnace Rd, Stanton

Listing courtesy of A. Rebecca Woods of Woods Realty Group.

18 Maysville Ave, Mt Sterling
$190,000
4 Beds ⋅ 2 Baths ⋅ 25508449 MLS
Discover this spacious 4-bedroom, 2-bath home offering approximately 2,625 sq ft of living space in Mt. Sterling, KY. With classic character, flexible living areas, and room to grow, this property is a standout opportunity for buyers seeking value and potential in Montgomery County. The large eat-in kitchen is perfectly suited for everyday meals and entertaining, while the inviting living room fireplace creates a warm, comfortable retreat year-round. The flexible floor plan allows each room to serve your unique needs — whether a home office, guest room, or hobby space. Step outside to the outdoor patio, an ideal space for morning coffee, weekend gatherings, or simply unwinding after a long day. The detached one-car garage offers added convenience and generous storage capacity. Whether you're a first-time buyer, investor, or looking to plant roots in a welcoming Kentucky community, this home delivers a solid foundation with exceptional upside.

18 Maysville Ave, Mt Sterling

Listing courtesy of Bob Sophiea of eXp Realty, LLC.

514 Allen Dr, Richmond
$395,000
3 Beds ⋅ 2 Baths ⋅ 26014050 MLS
Welcome to 514 Allen Drive, where convenience, accessibility, and location come together. This well-maintained one-level home offers 3 bedrooms and 2 full baths, thoughtfully designed with accessibility in mind. A wheelchair ramp provides easy access to the front entrance, while the primary suite features a handicap-accessible bathroom and a chair lift for added convenience. Beautiful hardwood floors flow throughout the main living areas, adding warmth and character to the home. The partially finished basement provides additional flexible living space, storage, or hobby areas and is complemented by an oversized garage. Outside, you'll find one of the property's standout features—a spacious backyard and an impressive driveway with abundant parking. In addition to the generous rear parking area, there is ample on-street parking, making it ideal for guests, gatherings, or multiple vehicles. Located within walking distance of Eastern Kentucky University, this home offers easy access to campus, dining, shopping, and all that Richmond has to offer. Whether you're looking for accessibility, convenience, or simply a great place to call home, 514 Allen Drive is a rare opportunity.*Property is under contract with a 48 hour kick out clause in place.*

514 Allen Dr, Richmond

Listing courtesy of Elizabeth Rice of Keller Williams Legacy Group.

422 Fryes Ln, Danville
$365,000
26006783 MLS
This 3,016± square foot specialty/mixed-use commercial property in the heart of Downtown Danville, KY delivers a true speakeasy-style atmosphere with a high-energy sports lounge vibe, creating the perfect setting for an exclusive, VIP bar experience. Currently operating as an indoor golf venue and exclusive bar, the unique space immediately immerses guests with its moody, upscale aesthetic—featuring exposed ceilings, luxury vinyl plank flooring, and a stunning 19' x 22' custom wood high-top bar that anchors the room. With eight TVs positioned throughout, a premium sound system with subwoofers, and an intimate-yet-energized layout, this is the ultimate destination for watching the big game, hosting private events, or creating a members-only concept. All furniture and equipment convey, including two immersive, state-of-the-art GC Hawk golf simulators that elevate the entertainment factor and draw a loyal, high-end clientele, making this a true turnkey opportunity. The bar is fully outfitted with an industrial refrigerator, pizza oven, hot dog roller, and ice maker—everything needed to deliver a seamless food and beverage experience from day one. Plus, flowing seamlessly from indoors to out, guests can enjoy the 260± square foot covered concert pavilion—ideal for live music, game-day overflow, or creating that sought-after indoor/outdoor social scene. On the far side of the venue, over 1,000 square feet of unfinished warehouse space features an oversized garage door and a gas heater provides flexibility for storage, expansion, or creative conversion. Two industrial exhaust fans are already in place, opening the door for concepts like a cigar lounge or other specialty uses. Additional features include two restrooms, one shower, exterior security cameras, and an HID (keycard) members-only door access system—all contributing to a secure and polished hot spot. Whether you're looking to continue a thriving sports and entertainment concept or craft an entirely new upscale bar, lounge, or flex-use space, this property delivers an atmosphere that's both exclusive and electric. This is just what Danville nightlife needs!

422 Fryes Ln, Danville

Listing courtesy of Amanda French Clark of Dexter Real Estate.

Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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