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211 Main St, Irvine
$299,000
26027017 MLS
Own one of downtown Irvine, Kentucky's most unique and versatile properties! Home to the well-known Holla Holler Studios, 211 Main Street blends historic character with extensive modern renovations and an established history as a live music venue and short-term rental. The property features an impressive 40-seat listening room with stage, state-of-the-art Bose sound system with subwoofers, professional lighting, and live-streaming and recording capabilities. The spacious Songwriter Suite offers comfortable overnight accommodations, a kitchenette, and two full bathrooms, providing tremendous flexibility for hospitality, entertainment, studio, event, retail, office, or other commercial opportunities. The building has undergone extensive renovations including updated electrical, plumbing, and HVAC systems, while retaining the character that makes this downtown property truly one of a kind. Located in the heart of downtown Irvine, just steps from the Kentucky River and convenient to restaurants, shopping, and local amenities. Irvine serves as a gateway to some of Kentucky's most beautiful outdoor destinations, including the Daniel Boone National Forest, Red River Gorge, Natural Bridge State Resort Park, and miles of hiking, climbing, kayaking, and outdoor recreation. Richmond and I-75 are approximately 30 minutes away, with Lexington and Blue Grass Airport less than an hour away. Whether you envision continuing its established entertainment and short-term-rental concept or creating something entirely new, 211 Main Street offers a rare opportunity to purchase a distinctive, extensively renovated downtown property with character, visibility, and multiple potential income-producing uses

211 Main St, Irvine

153 Pineview Ln, Carlisle
$239,900
5 Beds ⋅ 2 Baths ⋅ 26026985 MLS
Discover a rare opportunity to own a spacious two-story home with multiple living options and a separate apartment/guest house—perfect for those looking for flexibility, additional space, or income potential. From the moment you step inside, the character shines through with beautiful hardwood floors, original mantels with ceramic tile accents, and generously sized rooms just waiting for your personal touch. Previously configured as two apartments, the main home offers the potential to be converted back, creating exciting possibilities for multi-generational living, rental income, or an owner seeking additional living space. The separate apartment/guest house adds another layer of versatility for guests, extended family, a home office, or additional rental potential. This property offers endless possibilities for its next owner. The main floor offers a spacious kitchen, formal dining and living room. Also, a primary bedroom with a full updated bathroom. Upstairs you will find 4 additional bedrooms and another full bathroom. Bring your vision and make this unique property your own! Seller is offering $2,500 toward buyer's allowable closing costs, prepaid expenses, or other eligible costs with an acceptable offer. This added incentive makes an already appealing property an even greater opportunity for buyers!

153 Pineview Ln, Carlisle

443 Davidson Ct, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26026937 MLS
443 Davidson Court offers historic charm without giving up modern conveniences. This beautifully preserved 1910 brick home sits on a quiet downtown Lexington street, just minutes from restaurants, a local brewery, and event venues that make the city so vibrant. A large covered front porch with swing welcomes you home. Inside, the original character of the home is on full display, blended thoughtfully with modern updates. The main floor offers a comfortable layout with cozy living room and bright dining room, ideal for everyday meals or hosting a crowd. The large kitchen offers plenty of room to prep, cook and gather. Two bedrooms and a full bath are on the main floor, making this level perfect for family, guests, or a home office. The second floor is a true primary suite, with a bedroom, full bath, and versatile bonus room. Use the bonus room as a sitting area, walk-in closet, nursery or child's room, studio, or work-from-home space. Step out onto your private second-floor deck for a quiet breath of fresh air at sunrise or sunset. Out back, a large deck overlooks a big, fully fenced yard with plenty of space for pets, play, gardening, or summer cookouts. Additionally, new windows & dishwasher, updated wiring & plumbing, newer systems, and other updates provide peace of mind for the next owner.

443 Davidson Ct, Lexington

111 Woodland Ave Unit 705, Lexington
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 26026896 MLS
Elevated above one of Lexington's most recognizable addresses, this seventh-floor residence at The Woodlands offers 2,358 square feet of refined living with sweeping views of downtown Lexington and the University of Kentucky. A paneled entry hall introduces hardwood floors, detailed millwork and exceptional custom storage throughout. The coffered-ceiling den features a fireplace, built-ins and wet bar, while the adjoining living and dining spaces are framed by oversized windows, a second fireplace with arched built-ins, and a distinctive hand-painted ceiling dome. The custom kitchen is appointed with granite countertops, a farmhouse sink, double ovens, a warming drawer, glass-front cabinetry, a striking tile backsplash and pantry storage. The spacious primary suite features built-in cabinetry, two walk-in closets and a beautifully updated private bath with a custom vanity and glass-enclosed shower. The guest bedroom offers stunning city views, generous storage and convenient access to an updated guest bath. A dedicated laundry room and private office with built-ins add comfort and flexibility. The residence also includes two first-level spaces in the secured garage and multiple private storage closets. Residents enjoy 24-hour security, a fitness center, sauna, hot tub, outdoor pool, game room, catering kitchen, gathering spaces, grilling area, covered patio and a ninth-floor terrace with panoramic city and sunset views. Guest parking is conveniently located near the building's welcoming front fountain.

111 Woodland Ave Unit 705, Lexington

105 Turner Ave, Lancaster
$123,900
2 Beds ⋅ 1 Baths ⋅ 26026732 MLS
Welcome to a charming Lancaster home with plenty of personality and potential! This 2-bedroom, 1-bath property has been thoughtfully updated while still maintaining some of its original character. Recent improvements include updated flooring, a refreshed kitchen, and a beautifully updated bathroom with modern tile details. The home also offers approximately 420 square feet of unfinished basement space, providing excellent room for laundry, storage, a workshop, hobbies, or future possibilities. The basement is accessed from the exterior. Outside, the generous lot gives you space for gardening, entertaining, pets, or simply enjoying your own outdoor space. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this home offers an affordable way to put down roots in Lancaster!

105 Turner Ave, Lancaster

114 W Lexington Ave, Danville
$485,000
3 Beds ⋅ 3 Baths ⋅ 26026623 MLS
This century old Queen Anne beauty is ready for it's new owners! This house oozes charm from the moment you step onto the deep front porch and enter into a proper foyer and see all the original details from the crown molding to the staircase details. Downstairs you'll find room for everything, two living areas, large formal dining, an office with full bath and massive laundry room. The main floor also hosts an updated kitchen with an large island perfect for entertaining. Walk out on to the screened in porch to enjoy your morning coffee or out to the deck to enjoy some sunshine. All three bedrooms are located upstairs, two spacious bedrooms share a full bath along side a primary suite with a lovely updated bathroom. A partial basement leaves plenty of room for storage or a workshop. You will also find a spacious garage for parking and the perfect sized backyard for a bit of privacy. Walking distance to downtown Danville, including Burke's Bakery for a sweet treat! Don't miss your chance to call this home.

114 W Lexington Ave, Danville

212 Lexington St, Lancaster
$190,000
3 Beds ⋅ 1 Baths ⋅ 26026454 MLS
Opportunity awaits with this 3-bedroom, 1-bath Bedford stone home situated on approximately 0.32 acres, directly across from Lancaster Elementary. The main level offers approximately 1,200 sq. ft. with hardwood floors throughout and a functional layout ready for your personal touch. The full unfinished basement provides excellent potential for additional storage, workshop space, or future finished living area. A large storage building in the backyard provides additional storage or workspace. Property needs repairs and updates and is being offered with plenty of opportunity to renovate and make it your own. Additional features include a non-working fireplace and an existing A/C unit that is currently not operational. Convenient location and solid Bedford stone construction make this property worth a look for buyers seeking a renovation project or investment opportunity.

212 Lexington St, Lancaster

305 W Main St, Mt Sterling
$474,900
5 Beds ⋅ 4 Baths ⋅ 26026409 MLS
Stately, spacious, and filled with timeless character, this circa 1915 Colonial brick home is a true downtown Mt. Sterling treasure! Offering an impressive 5 bedrooms, 3 full baths and 1 half bath, this historic home provides an abundance of space both inside and out, all while being filled with beautiful natural light. From the moment you step into the grand and inviting entry foyer—the kind foyers dreams are made of—you'll immediately appreciate the craftsmanship and charm found throughout. The home features a spacious living room, den/study or home office, formal dining room, kitchen with breakfast nook and beautiful cabinetry and counter tops, mudroom, and two laundry areas. Original character shines through with beautiful hardwood flooring, crown molding, intricate door frames and trim work, built-ins, and several fireplaces that add warmth and personality throughout the home. The finished third level offers even more incredible living space with a huge recreation/family room plus an additional bonus room with skylights. This versatile space could even serve as another primary suite with its attached bathroom featuring a relaxing soaking tub. Outside, the home is situated on a generous .60-acre lot right in downtown Mt. Sterling and features a picture-perfect front porch worthy of the cover of a home and garden magazine, a rear patio perfect for entertaining, and a detached garage with additional storage space in the rear. The unfinished basement provides even more room for storage. Recent improvements include a new architectural shingle roof installed in August 2026, along with new guttering and downspouts. As a Mt. Sterling Historic Registered Home, this property offers the history, craftsmanship, space, and character that simply cannot be recreated today. If you've always dreamed of owning a LARGE historic home in the heart of downtown Mt. Sterling, this may be the one you've been waiting for. This remarkable property truly must be seen in person to fully appreciate everything it has to offer!

305 W Main St, Mt Sterling

5050 Main St, Clay City
$299,900
3 Beds ⋅ 2 Baths ⋅ 26026408 MLS
Like new and move-in ready! This beautiful one-owner home is situated on a spacious 1.67-acre lot and offers the perfect combination of comfort and quality. Featuring 3 bedrooms and 2 full baths, the home boasts an inviting living room, kitchen and dining area, separate laundry room, and a desirable split-bedroom design. You'll love the bamboo flooring throughout, stainless steel appliances, beautiful custom cabinetry, and granite countertops. The unfinished basement provides plenty of additional storage space. Outside, enjoy relaxing on the covered front porch or rear deck while taking in the spacious surroundings, plus the convenience of a carport. Meticulously maintained and truly move-in ready, this home is also conveniently located near Red River Gorge and Natural Bridge, putting some of Kentucky's most beautiful outdoor attractions just a short drive away. If you've been looking for a like-new home with acreage, beautiful finishes, and a great location, this one is a must-see!

5050 Main St, Clay City

103 Bennett Ct, Richmond
$100,000
4 Beds ⋅ 2 Baths ⋅ 26026406 MLS
Auction Live or Online October 24 at 10 AM. Welcome to this spacious 4-bedroom, 2-bath home conveniently located in downtown Richmond! Offering approximately 2,500 square feet of living space plus a basement, this property provides plenty of room for comfortable living, entertaining, and storage. The home's central location puts you close to downtown shopping, dining, local businesses, and other Richmond amenities. With four bedrooms, two full baths, generous living space, and the added versatility of a basement, this property offers a great opportunity for homeowners or investors looking for space and convenience in the heart of Richmond. Don't miss the opportunity to make this downtown property your next home or investment! Sale terms: If you bid online you must submit a letter of good standing from your bank at least 24 hours prior to auction. Selling by the deed. Call Auctioneer Ken DeGrant license # 281879 www.highpointky.com

103 Bennett Ct, Richmond

1136 Rayburn Dr, Olive Hill
$275,000
4 Beds ⋅ 2 Baths ⋅ 26026376 MLS
Welcome to the desirable Eastwood Addition! This recently remodeled 4-bedroom, 2-bath home offers a great combination of updated finishes, generous living space and outdoor amenities. The entire main level features beautiful hardwood flooring through the living space and bedrooms, both bathrooms are finished with tile and the upstairs bedroom has easy-care laminate flooring. The exterior offers attractive cedar siding across the front with low-maintenance vinyl siding on the remaining three sides, along with a new roof, new gutters and new windows. A convenient ground-level entrance through the dining room provides easy access to the main living area. The basement adds an incredible amount of usable space, including a 1,020-square-foot garage plus approximately 1,000 square feet of wide-open living space, giving you plenty of room for a family room, recreation area, home gym, hobbies or whatever fits your lifestyle. Upstairs is finished into a bedroom with plenty of closet and storage space and even space to install a bathroom! Outside, you'll find a swimming pool and screened porch, creating the perfect setup for relaxing or entertaining during the warmer months. All kitchen appliances, as well as the washer and dryer, remain with the home. The garage is equipped with two brand-new garage doors installed last year, featuring both app-controlled operation and keyless entry. With its recent remodeling, major exterior updates, abundant living and garage space and inviting outdoor areas, this Eastwood Addition home is ready for its next owner.

1136 Rayburn Dr, Olive Hill

119 Hammons Dr, Richmond
$379,900
4 Beds ⋅ 3 Baths ⋅ 26026385 MLS
Tucked away in a quiet cul-de-sac while still close to everything you need, this 4-bedroom, 3-bath home offers space, character, and convenience in one great location. Just minutes from downtown, Eastern Kentucky University, shopping, dining, and everyday amenities, this home gives you the best of both worlds - peaceful surroundings when you want them and easy access to everything when you don't. Inside, you'll find a functional layout with the primary bedroom conveniently located on the main floor, along with a main-level utility room. Upstairs offers additional bedrooms, a full bath, and a second utility room, providing flexibility and convenience for a variety of living arrangements. Step outside and enjoy the privacy of mature trees and a welcoming screened-in porch, perfect for morning coffee, entertaining, or relaxing outdoors without the hassle of the elements. The property also features a working workshop with its own separate electrical box, providing dedicated power for the workshop. With its cul-de-sac setting, flexible floor plan, outdoor living space, and convenient location, this home offers a unique opportunity to enjoy a comfortable lifestyle close to the heart of Richmond.

119 Hammons Dr, Richmond

38 Johnson Avenue, Mt Sterling
$284,900
4 Beds ⋅ 2 Baths ⋅ 26026358 MLS
Cute, cozy, and charming are the three words that immediately come to mind with this beautiful Craftsman-style bungalow in downtown Mt. Sterling! Fully renovated in 2016 and still in pristine condition, this home perfectly blends classic character with modern updates. Inside, you'll find 4 bedrooms, 2 full baths, a welcoming living room with an electric fireplace, dining area, and a beautiful kitchen featuring an island, pantry, and cozy gas-log fireplace. A convenient utility area adds to the functionality, while the unfinished basement provides plenty of additional storage space. Step outside and enjoy even more! The property offers a detached two-car garage, storage shed, inviting covered front porch, and a rear covered patio overlooking the backyard—the perfect spot to relax, entertain, or enjoy your morning coffee. With its charming style, thoughtful updates, convenient downtown location, and truly move-in-ready condition, this home is just waiting for its next owner to arrive, unpack, and start making memories. This one is sure to please.

38 Johnson Avenue, Mt Sterling

108 Court St, Versailles
$1,799,900
26026295 MLS
Dating to the 1880s, 106-110 Court Street presents a rare turnkey restaurant opportunity in the heart of Historic Downtown Versailles. Formerly home to the Versailles Police Department, the property was reimagined by the current owners beginning in 2021, undergoing an extensive transformation while preserving as much of its historic character and architectural detail as possible. Exposed brick, original elements and carefully selected finishes create a distinctive setting throughout multiple dining areas. The restaurant features two outdoor terraces, an impressive main bar, an upstairs bar with wine cellar, and private rooms ideal for events, meetings or private dining. Offered as a fully functioning turnkey restaurant, the sale includes all restaurant furniture and kitchen equipment, allowing a new owner to step into a beautifully finished and fully equipped operation. Approximately 800 square feet is currently occupied by an insurance office, providing an additional component to the property. Steps from Courthouse Square and surrounded by the shops, restaurants and architecture of Downtown Versailles, this is an exceptional opportunity to continue the story of a truly unique historic property.

108 Court St, Versailles

740 Winchester Rd, Irvine
$325,000
26026272 MLS
Opportunity awaits with this versatile commercial property located in the heart of downtown Irvine. Offering over 5,000 square feet, this property provides an excellent opportunity for an owner-user, investor, or entrepreneur looking to establish or expand a business in a highly visible location. The existing building offers a combination of office space, garage/workshop areas, and flexible commercial space, providing plenty of possibilities for a variety of business uses. The property features convenient access, making it well-suited for a business that needs both customer access and functional workspace.Whether you're looking to operate your own business, expand an existing operation, lease space, or bring a new vision to life, this property offers the size, location, and flexibility to make it happen. Bring your vision and explore the possibilities! (some photos have been altered to remove personal property and debri for marketing purposes )

740 Winchester Rd, Irvine

106 W Vine St Unit 809, Lexington
$995,000
2 Beds ⋅ 2 Baths ⋅ 26026170 MLS
Experience elevated downtown living at The Vine. This residence offers thoughtfully selected finishes, a distinctive tray ceiling, a private balcony overlooking the city, and a location near the top of the building. The unit includes two parking spaces and is the only residence with an electric vehicle charger at one of its designated spaces. Residents enjoy access to a rooftop pool, The Vine Club, concierge service with a doorman, and management services for short-term rentals. A social membership to The Vine Club is also included. With close proximity to Rupp Arena, the University of Kentucky, restaurants, nightlife, and other downtown Lexington amenities, this residence offers a sophisticated blend of convenience, comfort, and city living.

106 W Vine St Unit 809, Lexington

127-129 Aspen Dr, Danville
$255,000
4 Beds ⋅ 2 Baths ⋅ 26025505 MLS
Cash-flowing duplex with $27,600 in gross scheduled annual rental income! Currently rented for a combined $2,300 per month, this all-brick Danville duplex offers an established income stream and an attractive opportunity for investors looking to add quality doors to their portfolio. Offering two separate units and approximately 2,100 square feet of total living space, the property combines solid rental income with a convenient central Danville location near downtown, Centre College, Ephraim McDowell Regional Medical Center, shopping, dining and major employers. For investors looking to scale, 127-129 Aspen Drive may also be purchased as part of a larger Danville multifamily package that includes 115, 125 & 135 E. Walnut Street, 134-136 Cheryl Lane and 155-157 Erskine Drive, creating an opportunity to acquire multiple income-producing properties within the same market. Whether purchased individually or as part of the larger portfolio, 127-129 Aspen Drive offers the combination investors are looking for: established income, strong location and long-term rental potential

127-129 Aspen Dr, Danville

115-135 E Walnut St, Danville
$3,200,000
52 Beds ⋅ 28 Baths ⋅ 26026063 MLS
Rare opportunity to acquire a 28-unit multifamily portfolio consisting of three neighboring apartment buildings at 115, 125 & 135 E. Walnut Street in downtown Danville, Kentucky . This well-positioned portfolio combines a highly desirable central location with extensive property improvements and the convenience of on-site parking. The properties have been significantly improved, including new roofs, updated HVAC systems and updated units throughout, allowing a new owner to benefit from substantial capital improvements already completed while minimizing near-term renovation needs. The location is a standout. Situated beside historic Constitution Square and just blocks from Danville's Main Street district, residents have convenient access to downtown restaurants, shopping, services and community attractions. Ephraim McDowell Regional Medical Center is approximately 0.2 mile away, while Centre College is just minutes away along the Walnut Street corridor, placing the portfolio near two of Danville's major employment and educational anchors. With 28 units concentrated in one highly convenient location, the portfolio offers the efficiencies of larger-scale multifamily ownership along with strong accessibility and tenant appeal. The combination of updated units, major capital improvements, on-site parking and a walkable downtown location creates an attractive opportunity for investors seeking a stabilized multifamily asset in the heart of Danville. For buyers looking to expand the acquisition, additional Danville multifamily properties may also be available as add-on opportunities, including duplexes at 127-129 Aspen Drive, 134-136 E. Cheryl Lane and 155-157 E. Erskine Drive. These properties provide the option to increase unit count and further scale within the same market.

115-135 E Walnut St, Danville

115 E Walnut St, Danville
$1,045,000
10 Beds ⋅ 10 Baths ⋅ 26025511 MLS
10 units in the heart of downtown Danville with $117,600 in annual gross rental income! Located at 115 E. Walnut Street, this multifamily property combines a convenient downtown location with substantial improvements already completed, including a new roof, updated HVAC systems and updated units throughout. On-site parking adds everyday convenience. Situated beside historic Constitution Square, the property is just blocks from Main Street's shopping and dining and near Ephraim McDowell Regional Medical Center and Centre College. An excellent opportunity to purchase an income-producing property with major updates already in place. May be purchased individually or together with the neighboring properties at 125 and 135 E. Walnut Street for a combined 28-unit portfolio. Buyers looking to expand their investment may also include the duplexes at 127-129 Aspen Drive, 134-136 E. Cheryl Lane and 155-157 E. Erskine Drive as part of a larger negotiated package.

115 E Walnut St, Danville

125 E Walnut St, Danville
$980,000
14 Beds ⋅ 8 Baths ⋅ 26026048 MLS
Rare opportunity to acquire an 8-unit multifamily property in the heart of downtown Danville, Kentucky generating $110,400 in annual income. This well-positioned apartment building combines a convenient central location with significant property improvements and on-site parking. The property has been substantially improved, including a new roof, updated HVAC systems, and updated units throughout, reducing near-term capital improvement needs while offering an attractive foundation for continued multifamily ownership. Residents benefit from a highly convenient location beside historic Constitution Square and just blocks from Danville's Main Street district, with easy access to downtown restaurants, shopping, services, and community attractions. Ephraim McDowell Regional Medical Center is approximately 0.2 mile away, while Centre College is just minutes away along the Walnut Street corridor. With 8 units, extensive improvements, on-site parking and a walkable downtown location, the property offers an attractive opportunity for an investor seeking a manageable multifamily asset in a desirable central Danville setting. **May be purchased individually or together with the neighboring properties at 115 and 135 E. Walnut Street for a total 28-unit portfolio. For an expanded investment opportunity, the package may also include three additional Danville duplexes located on Aspen Drive, E. Cheryl Lane, and E. Erskine Drive, bringing the combined portfolio to 34 units.**

125 E Walnut St, Danville

135 E Walnut St, Danville
$1,275,000
20 Beds ⋅ 10 Baths ⋅ 26026050 MLS
Rare opportunity to acquire a 10-unit multifamily property at 135 E. Walnut Street in the heart of downtown Danville, Kentucky, generating $144,000 in annual rental income. This well-positioned apartment building combines a convenient central location with significant property improvements and on-site parking. The property has been substantially improved, including a new roof, updated HVAC systems, and updated units throughout, reducing near-term capital improvement needs while offering an attractive foundation for continued multifamily ownership. Residents benefit from a highly convenient location beside historic Constitution Square and just blocks from Danville's Main Street district, with easy access to downtown restaurants, shopping, services, and community attractions. Ephraim McDowell Regional Medical Center is approximately 0.2 mile away, while Centre College is just minutes away along the Walnut Street corridor. With 10 units, extensive improvements, on-site parking and a walkable downtown location, the property offers an attractive opportunity for an investor seeking a manageable multifamily asset in a desirable central Danville setting. May be purchased individually or together with the neighboring properties at 115 and 125 E. Walnut Street for a total 28-unit portfolio. For an expanded investment opportunity, the package may also include three additional Danville duplexes located on Aspen Drive, E. Cheryl Lane, and E. Erskine Drive, bringing the combined portfolio to 34 units.

135 E Walnut St, Danville