$699,000 Operated for over 20 years as a physician's office this two-story building features a "ready to go" office on the main floor with two large apartments on the second floor with walkup, outside entry. The entire structure is on an unfinished basement perfect for storage and access to the mechanical systems. There is also a detached 3-bay garage for parking and storage as well as an asphalt parking lot with more room for more than 25 vehicles. 26004697 MLS Operated for over 20 years as a physician's office this two-story building features a "ready to go" office on the main floor with two large apartments on the second floor with walkup, outside entry. The entire structure is on an unfinished basement perfect for storage and access to the mechanical systems. There is also a detached 3-bay garage for parking and storage as well as an asphalt parking lot with more room for more than 25 vehicles. 218 S Maple St, Winchester
$949,000 This multi-building shopping center offers excellent visibility, accessibility, and income potential in the heart of downtown Cumberland. The property includes three buildings: one currently leased to an auto parts business providing steady income, one formerly occupied by Pizza Hut and ideally configured for a restaurant, and a 25,292-square-foot retail strip divided into five units. With ample parking and central heating and air throughout, the property is well positioned for retail, service, or dining tenants. Its location along one of Cumberland's most traveled corridors ensures strong traffic exposure and easy customer access. Whether you're an investor seeking reliable rental income or an entrepreneur ready to expand, this property offers an exceptional opportunity in a growing market. 25505918 MLS This multi-building shopping center offers excellent visibility, accessibility, and income potential in the heart of downtown Cumberland. The property includes three buildings: one currently leased to an auto parts business providing steady income, one formerly occupied by Pizza Hut and ideally configured for a restaurant, and a 25,292-square-foot retail strip divided into five units. With ample parking and central heating and air throughout, the property is well positioned for retail, service, or dining tenants. Its location along one of Cumberland's most traveled corridors ensures strong traffic exposure and easy customer access. Whether you're an investor seeking reliable rental income or an entrepreneur ready to expand, this property offers an exceptional opportunity in a growing market. 1310 E Main St, Cumberland
$299,900 Back on Market due to ZERO FAULT of seller-call listing agent for details. Zoned B-2, this well-maintained property is currently home to Central Church of Christ (of Georgetown) and has served as an ideal downtown location for many years. The congregation has outgrown the space, creating an immediate opportunity for a new owner, including potential repositioning or redevelopment. The interior is thoughtfully configured and well cared for, featuring four office/classroom spaces, two bathrooms (one equipped with a changing counter), a kitchenette, and additional flexible areas. Conveniently located in downtown Georgetown, this property offers versatility and potential for a variety of uses. This space is sure to impress. 26001082 MLS Back on Market due to ZERO FAULT of seller-call listing agent for details. Zoned B-2, this well-maintained property is currently home to Central Church of Christ (of Georgetown) and has served as an ideal downtown location for many years. The congregation has outgrown the space, creating an immediate opportunity for a new owner, including potential repositioning or redevelopment. The interior is thoughtfully configured and well cared for, featuring four office/classroom spaces, two bathrooms (one equipped with a changing counter), a kitchenette, and additional flexible areas. Conveniently located in downtown Georgetown, this property offers versatility and potential for a variety of uses. This space is sure to impress. 103 E Penn Ave, Georgetown
$599,900 Discover a rare investment opportunity in the heart of historic downtown Cynthiana with 202 E Pike Street, a 16,524 sq ft, three-story commercial building offering unmatched versatility and nearly half a million dollars in improvements already completed. Fully restored where it counts and primed for redevelopment, this landmark property blends historic character with modern upgrades. Originally built in 1914, the building has hosted some of Cynthiana's most iconic businesses over the past century. Today, it features a turnkey business with new bathrooms, cabinetry, a bare commercial kitchen space, upgraded electrical, a 3-ton commercial HVAC unit, new water heater, and newly installed storefront windows on both Pike and Walnut Street. Major capital improvements from 2020-2025 include a new roof, extensive masonry work, full window replacements, leak remediation, structural repairs, and professional cleaning of the upper floors. Buyers will also receive blueprints, proof of all contracted work, vendor lists, and a washer/dryer in the basement. The top two floors offer extraordinary redevelopment potential. Whether envisioned as boutique hotel units, Airbnb suites, long-term apartments, or additional commercial spaces, the income possibilities are significant. With high demand for downtown lodging, excellent visibility, corner frontage (2 legal addresses with separate entrances), and extremely low inventory for comparable assets in Harrison County, 202 E Pike Street stands as a premier opportunity for investors, developers, or business owners seeking a transformative, income-producing property in a thriving Kentucky community. Selling the building only, not the business or any items owned or related to the business. Kitchen Equipment including the 3 compartment sink, commercial hood, commercial refrigerators & freezers including the walk in freezer does not convey with the property. 25507877 MLS Discover a rare investment opportunity in the heart of historic downtown Cynthiana with 202 E Pike Street, a 16,524 sq ft, three-story commercial building offering unmatched versatility and nearly half a million dollars in improvements already completed. Fully restored where it counts and primed for redevelopment, this landmark property blends historic character with modern upgrades. Originally built in 1914, the building has hosted some of Cynthiana's most iconic businesses over the past century. Today, it features a turnkey business with new bathrooms, cabinetry, a bare commercial kitchen space, upgraded electrical, a 3-ton commercial HVAC unit, new water heater, and newly installed storefront windows on both Pike and Walnut Street. Major capital improvements from 2020-2025 include a new roof, extensive masonry work, full window replacements, leak remediation, structural repairs, and professional cleaning of the upper floors. Buyers will also receive blueprints, proof of all contracted work, vendor lists, and a washer/dryer in the basement. The top two floors offer extraordinary redevelopment potential. Whether envisioned as boutique hotel units, Airbnb suites, long-term apartments, or additional commercial spaces, the income possibilities are significant. With high demand for downtown lodging, excellent visibility, corner frontage (2 legal addresses with separate entrances), and extremely low inventory for comparable assets in Harrison County, 202 E Pike Street stands as a premier opportunity for investors, developers, or business owners seeking a transformative, income-producing property in a thriving Kentucky community. Selling the building only, not the business or any items owned or related to the business. Kitchen Equipment including the 3 compartment sink, commercial hood, commercial refrigerators & freezers including the walk in freezer does not convey with the property. 202 E Pike St, Cynthiana
$279,900 Prime Commercial Opportunity in Harrodsburg, KY - high visibility, high traffic, outstanding potential. Position your business for success with this strategically located commercial property in the heart of Harrodsburg. This approximately 2,250 square foot building sits prominently on the corner of two heavily traveled streets just one block from Main Street, offering exceptional exposure and easy accessibility. The property features approximately 12-15 off-street parking spaces — a rare and valuable convenience for customers, clients, and employees alike. Potential uses include retail, professional offices, service businesses, medical or wellness space, boutique showroom, salon or spa, restaurant or café concept, and many other possibilities. With excellent visibility, strong traffic counts, convenient parking, and a prime in-town location, this property offers the perfect opportunity for an owner-user, investor, or growing business looking to establish a strong presence in Harrodsburg. Bring your vision and make this versatile commercial property your next successful venture. 26011686 MLS Prime Commercial Opportunity in Harrodsburg, KY - high visibility, high traffic, outstanding potential. Position your business for success with this strategically located commercial property in the heart of Harrodsburg. This approximately 2,250 square foot building sits prominently on the corner of two heavily traveled streets just one block from Main Street, offering exceptional exposure and easy accessibility. The property features approximately 12-15 off-street parking spaces — a rare and valuable convenience for customers, clients, and employees alike. Potential uses include retail, professional offices, service businesses, medical or wellness space, boutique showroom, salon or spa, restaurant or café concept, and many other possibilities. With excellent visibility, strong traffic counts, convenient parking, and a prime in-town location, this property offers the perfect opportunity for an owner-user, investor, or growing business looking to establish a strong presence in Harrodsburg. Bring your vision and make this versatile commercial property your next successful venture. 120 E Lexington St, Harrodsburg
$348,000 Owner financing or lease option to qualified applicant Exceptional commercial building located in the heart of downtown Vanceburg, directly across from both courthouses and just one block from three banks and the city office building. High-visibility location ideal for business and income-producing opportunities. Property offers 10,000+ sq ft with ample parking and multiple-use potential. Main Level: Retail/restaurant/diner space, 2offices,2 half baths, meeting or private event area with kitchenette, and an additional half bath. Recent updates include new cafe windows. Upper Level: Three-bedroom, two-bath apartment featuring kitchen, den, utility room, and an outdoor terrace patio with fireplace and river view. Additional Upper-Level Space: Separate Second Street entrance to 2- three room office suites with 2 separate hallway bathrooms. Excellent opportunity for mixed-use, professional offices, restaurant, retail, or investment property. Lots of equipment goes with sale 3 Beds ⋅ 6 Baths ⋅ 26002158 MLS Owner financing or lease option to qualified applicant Exceptional commercial building located in the heart of downtown Vanceburg, directly across from both courthouses and just one block from three banks and the city office building. High-visibility location ideal for business and income-producing opportunities. Property offers 10,000+ sq ft with ample parking and multiple-use potential. Main Level: Retail/restaurant/diner space, 2offices,2 half baths, meeting or private event area with kitchenette, and an additional half bath. Recent updates include new cafe windows. Upper Level: Three-bedroom, two-bath apartment featuring kitchen, den, utility room, and an outdoor terrace patio with fireplace and river view. Additional Upper-Level Space: Separate Second Street entrance to 2- three room office suites with 2 separate hallway bathrooms. Excellent opportunity for mixed-use, professional offices, restaurant, retail, or investment property. Lots of equipment goes with sale 89 Second St, Vanceburg
$750,000 Location indeed! So many opportunities for this piece of old Versailles ! Just a block off of main street , this 1850s treasure has two lots and a gorgeous 10 room two story Southern beauty. Home to a very busy business, it is currently zoned B2 (in Central Business District) Gas. water, electric all available ! 10 plus rooms. Backyard is fenced and lots of parking . The old mill stone out front sets the precedence of days gone by. Don't miss out on this one! Charming Versailles is getting lots of attention , this property will too. 25500968 MLS Location indeed! So many opportunities for this piece of old Versailles ! Just a block off of main street , this 1850s treasure has two lots and a gorgeous 10 room two story Southern beauty. Home to a very busy business, it is currently zoned B2 (in Central Business District) Gas. water, electric all available ! 10 plus rooms. Backyard is fenced and lots of parking . The old mill stone out front sets the precedence of days gone by. Don't miss out on this one! Charming Versailles is getting lots of attention , this property will too. 142 N Locust St, Versailles
$469,000 100% Occupied! Excellent opportunity to acquire a fully leased four-unit investment property in one of Historic Downtown Frankfort's most desirable neighborhoods. This exceptionally maintained property leased all four apartments at market rents in just four days, demonstrating the strong demand for quality rental housing in this location. Owned by the same family for three generations, the building has benefited from numerous recent capital improvements, including a newer roof, professional exterior painting, updated electrical service, and new water heaters. This is a stable, turnkey investment with no known deferred maintenance. Current gross rental income is $4,810 per month ($57,720 annually). Owner pays approximately $500 per month for water, electric, sewer, and trash. Tenants pay their own natural gas heating. Unit Mix: 2 Bedroom / 2 Bath - $1,630/month (tenant also mows the lawn, performs landscaping, and takes trash to the curb) 2 Bedroom / 1 Bath - $1,230/month 2 Bedroom / 1 Bath - $1,200/month 1 Bedroom / 1 Bath - $750/month (long-term tenant of approximately 20 years) Properties of this quality and location rarely become available. With strong cash flow, historic character, off-street parking, and scenic Kentucky River views from every unit, 514 Wapping Street presents a compelling investment opportunity in the heart of Frankfort. 7 Beds ⋅ 5 Baths ⋅ 26005492 MLS 100% Occupied! Excellent opportunity to acquire a fully leased four-unit investment property in one of Historic Downtown Frankfort's most desirable neighborhoods. This exceptionally maintained property leased all four apartments at market rents in just four days, demonstrating the strong demand for quality rental housing in this location. Owned by the same family for three generations, the building has benefited from numerous recent capital improvements, including a newer roof, professional exterior painting, updated electrical service, and new water heaters. This is a stable, turnkey investment with no known deferred maintenance. Current gross rental income is $4,810 per month ($57,720 annually). Owner pays approximately $500 per month for water, electric, sewer, and trash. Tenants pay their own natural gas heating. Unit Mix: 2 Bedroom / 2 Bath - $1,630/month (tenant also mows the lawn, performs landscaping, and takes trash to the curb) 2 Bedroom / 1 Bath - $1,230/month 2 Bedroom / 1 Bath - $1,200/month 1 Bedroom / 1 Bath - $750/month (long-term tenant of approximately 20 years) Properties of this quality and location rarely become available. With strong cash flow, historic character, off-street parking, and scenic Kentucky River views from every unit, 514 Wapping Street presents a compelling investment opportunity in the heart of Frankfort. 514 Wapping St, Frankfort
$1,200,000 Great opportunity to invest in a mixed use building in downtown Georgetown. Featuring 116 E Court street with (4) 1 bedroom units and 127 N Court Street featuring (4) 1 bedroom units, (1) storefront, laundry facility and 1 unoccupied unit that could be used for commercial or residential use. Both building have a private parking lot and side yard. PVA Parcels include: 166-30-343.001, 166-30-333.000, 166-30-343.000 9 Beds ⋅ 9 Baths ⋅ 26011019 MLS Great opportunity to invest in a mixed use building in downtown Georgetown. Featuring 116 E Court street with (4) 1 bedroom units and 127 N Court Street featuring (4) 1 bedroom units, (1) storefront, laundry facility and 1 unoccupied unit that could be used for commercial or residential use. Both building have a private parking lot and side yard. PVA Parcels include: 166-30-343.001, 166-30-333.000, 166-30-343.000 127 N Court St, Georgetown
$269,900 Fully occupied, turnkey duplex in Berea generating immediate cash flow with both 3BR/1.5BA units leased at $1,550/month, producing $3,100/month ($37,200 annually) in gross rental income. Property features stable annual leases, thoughtful interior updates, and energy-efficient improvements including updated HVAC systems, windows, and roofing. Utilities are currently included for both units, with total utility costs averaging approximately $500/month for the entire property. Annual property taxes are approximately $2,000, and insurance averages around $3,000/year. Walkable distance to Berea College, and conveniently located near I-75, local shops, restaurants, and outdoor recreation, this property offers a strong opportunity for investors seeking a stabilized, income-producing asset in a high-demand rental market. 6 Beds ⋅ 4 Baths ⋅ 26001566 MLS Fully occupied, turnkey duplex in Berea generating immediate cash flow with both 3BR/1.5BA units leased at $1,550/month, producing $3,100/month ($37,200 annually) in gross rental income. Property features stable annual leases, thoughtful interior updates, and energy-efficient improvements including updated HVAC systems, windows, and roofing. Utilities are currently included for both units, with total utility costs averaging approximately $500/month for the entire property. Annual property taxes are approximately $2,000, and insurance averages around $3,000/year. Walkable distance to Berea College, and conveniently located near I-75, local shops, restaurants, and outdoor recreation, this property offers a strong opportunity for investors seeking a stabilized, income-producing asset in a high-demand rental market. 118 Central Ave, Berea
$339,000 This 5,792 (+/-) sq.ft. historic building in an excellent downtown location is priced below recent appraisal providing a great investment opportunity. The property sits on a 0.292 (+/-) acre lot with many uses such as a restaurant, retail space, office space (split-up), or storage. There is a vacant lot at the rear that could be used for additional parking or building expansion. 26006899 MLS This 5,792 (+/-) sq.ft. historic building in an excellent downtown location is priced below recent appraisal providing a great investment opportunity. The property sits on a 0.292 (+/-) acre lot with many uses such as a restaurant, retail space, office space (split-up), or storage. There is a vacant lot at the rear that could be used for additional parking or building expansion. 115 E 5th St, Millersburg
$899,000 Stylish converted downtown commercial space with indoor parking and walking from downtown for you customers. Dramatic, wide entry that flows into a magazine-worthy kitchen and an entertainer's den. 16 foot ceilings throughout. Thoughtfully separated primary suite offers privacy while two additional large bedrooms and 2.5 new baths providecomfort for family or guests. A flexible lounge (currently a bourbon room) can serve as a media room, playroom, client-facing office, or whatever fits your needs. Amazingly designed sunroom has an 18 foot glass retractable door & was built over a former truckwell. Large 3 car garage has alley access and ample unfinished storage above — all with convenient proximity to downtown amenities. Room for indoor basketball, your animals or other needs in central room. Brand new plumbing, electrical, & HVAC's. Roof over living area is also new. Also available for lease at $3500 for per month plus utilities. 26016684 MLS Stylish converted downtown commercial space with indoor parking and walking from downtown for you customers. Dramatic, wide entry that flows into a magazine-worthy kitchen and an entertainer's den. 16 foot ceilings throughout. Thoughtfully separated primary suite offers privacy while two additional large bedrooms and 2.5 new baths providecomfort for family or guests. A flexible lounge (currently a bourbon room) can serve as a media room, playroom, client-facing office, or whatever fits your needs. Amazingly designed sunroom has an 18 foot glass retractable door & was built over a former truckwell. Large 3 car garage has alley access and ample unfinished storage above — all with convenient proximity to downtown amenities. Room for indoor basketball, your animals or other needs in central room. Brand new plumbing, electrical, & HVAC's. Roof over living area is also new. Also available for lease at $3500 for per month plus utilities. 709 Kentucky Ave, Paducah
$365,000 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! 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