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$899,900
26020101 MLS
Prime Mixed-Use Investment Opportunity on Kentucky's Bourbon Trail. 113, 115 & 117 South Main Street, Lawrenceburg, Kentucky. Don't miss this exceptional downtown investment opportunity in the heart of historic Lawrenceburg, Kentucky. This fully renovated mixed-use property is ideally located on the world-famous Kentucky Bourbon Trail, attracting visitors year-round. The property features three beautifully renovated and professionally decorated studio short-term rental units occupying the entire second floor of 117 South Main Street. At 115 South Main Street is The Lineage Kitchen & Bar, a newly renovated restaurant known for its exceptional food, craft cocktails, and vibrant dining experience. At 113 South Main Street is the Lawrenceburg Tourism Office, providing a stable commercial presence in a highly visible downtown location. Situated in the center of downtown Lawrenceburg, this property is just minutes from several renowned bourbon distilleries, including Wild Turkey Distillery, Four Roses Distillery, Whiskey Thief Distilling Co., and Larrikin Bourbon Company. Its prime location on the Bourbon Trail creates strong demand for short-term lodging while benefiting from consistent pedestrian traffic and year-round tourism. This rare opportunity offers a fully renovated, income-producing mixed-use property with multiple revenue streams generated by three turnkey short-term rental units, an established restaurant space, and a commercial office tenancy. Whether you're looking to expand your investment portfolio or acquire a premier downtown asset in one of Kentucky's fastest-growing tourism markets, this property offers exceptional income potential and long-term appreciation. A true turnkey investment in the heart of Bourbon Country. Owner is a licensed real estate agent in the state of KY.

113, 115, 117 Main, Lawrenceburg
$260,000
4 Beds ⋅ 3 Baths ⋅ 26020053 MLS
Turnkey investment opportunity! FULLY OCCUPIED. $2850 a month income. This newly updated triplex is a strong income-producing asset with updates throughout. Recent renovations minimize deferred maintenance and support long-term performance. The property offers excellent cash-flow with multiple income streams under one roof. Ideal for investors seeking a stabilized or value-add opportunity in a desirable location with convenient access to shopping, dining, and major routes. ** Some photos have been edited to remove tenants personal belongings**

107 Ross St, Nicholasville
$800,000
26019266 MLS
Introducing The Shamrock: an investment opportunity combining historic elements, modern updates, and limitless potential on the expanding600 block of Broadway. This rare investor package includes two fully renovated condos, plus two framed, unfinished units ready for your custom vision (with plumbing and electric already at the boundary for easy completion). Nearly 6,000 sq ft of commercial space offering endless possibilities: a pub, event venue, creative offices, or multiple businesses. With multiple entrances, dedicated off-street parking, and a prime location just blocks from Paducah's riverfront, dining, galleries, and boutiques—the Shamrock isn't just a building; it's an invitation to help shape what's next for downtown Paducah.

608-612 Broadway St, Paducah
$450,000
8 Beds ⋅ 4 Baths ⋅ 26018979 MLS
This well-maintained quadplex is an outstanding investment opportunity featuring numerous recent upgrades that enhance both value and tenant appeal. Major improvements include a 3-year-old roof, a new Rheem heat pump system, a newly constructed back deck, and a beautifully remodeled foyer that creates an inviting first impression. The property also offers a paved parking lot for added convenience and low maintenance. Ideally located close to shopping, restaurants, schools, and other local amenities, this income-producing property combines modern updates with a highly desirable location, making it an excellent addition to any investment portfolio.

201 Danville St, Lancaster
$159,000
26018927 MLS
Endless possibilities await with this versatile Main Street property in North Middletown! Previously operated as an automotive business, this unique property features a spacious garage complete with an automotive lift, office, and two restrooms (one is finished with a vent but without heating and air) on the main level, plus a comfortable one-bedroom, one-bath apartment upstairs with an open living and kitchen area. The apartment includes kitchen appliances as well as a washer and dryer, making it move-in ready for an owner-occupant, tenant, or business use. Mini-split HVAC systems have been added to both the office and apartment spaces for efficient year-round comfort, and several windows have been replaced, adding to the property's overall value and appeal. Whether you're looking to launch or expand a business, create the ultimate live/work setup, or invest in a property with income potential, this flexible space offers countless opportunities. Ideal for automotive services, contractors, trades, retail, offices, storage, restoration, or many other commercial ventures (subject to zoning approval). Ample parking and excellent Main Street visibility make this a rare opportunity in a growing rural community. Buyer to verify zoning, permitted uses, and all aspects of the property. Schedule your showing today.

311 Main St N, N Middletown
$449,900
26018207 MLS
Excellent opportunity for a client in need of a nice office building in midtown Paducah, centrally located in the heart of Paducah's business district with high traffic location. Dual access from Broadway and Kentucky Avenue. Current tenants are expected to move by late fall.

1114 Broadway St, Paducah
$225,000
26017355 MLS
Two-story commercial brick building with over 4000 sq ft just off the court square in Benton offers lots of opportunity. The large windows flood the interior with natural light, creating an inviting and energizing workspace. As you enter the main floor of the building there is an open area, a conference room, a kitchen, four offices and two bathrooms. There are two sets of stairs that will take you to the upstairs that features eight offices, a bathroom, a storage room, and an open area. Whether you're looking for a place to expand your established business or thinking of starting a new one, this space provides ample room for various business operations.

208 E 11th St, Benton
$395,000
26017274 MLS
Built in 1890, this 3,475-square-foot mixed-use building offers a rare opportunity to own a landmark property that blends historic architecture with exceptional flexibility for today's commercial users. The property has successfully served as both a residential duplex and a professional chiropractic office, making it ideal for adaptive reuse across a variety of business types. Original architectural details including exposed brick walls, hardwood floors, tall ceilings, wood beams, and abundant natural light create an inviting atmosphere that sets this property apart from traditional commercial spaces. The flexible floor plan includes multiple offices, reception areas, gathering spaces, two kitchens, multiple entrances, a floored attic, unfinished basement, and on-site parking, providing endless possibilities for customization. Perfectly suited for a boutique hotel or bed and breakfast, coffee shop, café, restaurant, professional office, law firm, creative studio, wellness practice, boutique retail, event venue, or live/work concept, the property offers exceptional versatility for both owner-users and investors. Located on Jefferson Street just minutes from Paducah's thriving downtown district, the property benefits from convenient access to restaurants, entertainment, government offices, healthcare providers, and the city's growing business community. Whether you're looking to establish a flagship business location, redevelop a historic property, or invest in a one-of-a-kind commercial asset, this building presents an exceptional opportunity in one of Western Kentucky's strongest commercial markets.

806 Jefferson St, Paducah
$57,500
26016838 MLS
Located on Main Street in the heart of Hazel, Kentucky, this 2,775-square-foot retail building offers an exceptional opportunity to own commercial real estate in one of Western Kentucky's most recognizable shopping destinations. Known throughout the region for its collection of antique stores, specialty shops, and small-town charm, Hazel attracts visitors from Kentucky, Tennessee, and beyond, creating consistent customer traffic throughout the year. The building features a flexible open retail layout that can easily accommodate a variety of business concepts, including a boutique, antique store, gift shop, home décor retailer, specialty market, art gallery, or other customer-focused business. With excellent visibility along Main Street, convenient parking, and immediate availability, the property is well positioned for both owner-users and investors. Whether you're expanding an existing business, launching a new retail concept, or adding an affordable commercial asset to your investment portfolio, this property offers an outstanding combination of location, visibility, and long-term potential in one of the region's most unique retail markets.

210 Main St, Hazel
$284,000
26006476 MLS
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. Property is also listed for lease - the bottom floor renting for $1850/month and the top floor for $650/month. Schedule a showing with your realtor, have them reach out for details - there are numerous opportunities for income.

3364 Main St, Stamping Ground
$3,790,000
26008699 MLS
Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a "billboard effect" for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown "parking hunt." This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's finest dining, coffee shops, and banks. Building consists of 24 offices 8 half baths, 2 break areas, 1 training room, Server Room, File room, 2 copy rooms and a reception area. Don't miss the opportunity to occupy one of the most recognizable professional hubs in Central Kentucky. Whether you are a growing tech firm, an established law practice, or a creative agency, this building offers the identity and infrastructure required for your next chapter of growth.

277 E High St, Lexington
$299,000
26015489 MLS
Prime commercial opportunity in the heart of downtown Mt. Sterling! Currently operating as a restaurant, this versatile property offers endless possibilities for entrepreneurs and investors alike. Whether you're looking to continue in the food industry or transform the space for retail, office, or another business venture, the groundwork is already in place. The sale includes the building along with valuable fixtures and equipment such as triple deck ovens, refrigerated prep tables, a 3-compartment sink, walk-in cooler, 60-qt mixer, ice machine, TVs, stainless steel tables, prep sinks, and hand sinks. Even better, an upstairs apartment is currently rented, providing immediate income potential. Please note: business does not convey—real estate, fixtures, and equipment only. Don't miss this rare downtown investment opportunity!

531 E Main St, Mt Sterling
$660,000
25501478 MLS
Don't miss this prime opportunity in the heart of downtown Lawrenceburg! This versatile commercial space sits right on Main Street in a high-visibility location, just minutes from Wild Turkey and Four Roses Distilleries along the famous Kentucky Bourbon Trail. Surrounded by restaurants, shops, and a growing business community, this property is full of potential for your next venture. Whether you're opening a boutique, café, office, or specialty business, this space offers the charm of a historic downtown setting with steady foot and vehicle traffic. Don't miss your chance to be part of Lawrenceburg's thriving and expanding downtown district!

223 S Main St, Lawrenceburg
$375,000
4 Beds ⋅ 2 Baths ⋅ 26013381 MLS
Rare opportunity to own a beautifully restored 19th-century duplex in the heart of downtown Lexington. Originally built in the late 1800s and thoughtfully renovated while preserving its historic character, this fully occupied property offers two spacious 2-bedroom, 1-bath units with tall ceilings, restored hardwood floors, updated kitchens and baths, and off-street parking. Recipient of a Historic Preservation Award, the property blends timeless architecture with modern functionality and dependable income potential. Situated just moments from downtown restaurants, entertainment, and local attractions, this is a standout investment in one of Lexington's most desirable and walkable neighborhoods. The neighboring sister duplex at 148 E Fourth Street is also available, creating a rare opportunity to acquire two side-by-side historic duplexes in a premier downtown location.

152 E Fourth St, Lexington
$275,000
25501481 MLS
Charlotte and Merle Rhodes have sucessfully operated the Hoagie Shop in Cumberland since 1993 and over the last few years have leased the restaurant to private individuals. Their desire now is to sell the real estate and continue their retirement. This iconic location in Cumberland has been known for good eats and sweet treats for many years. Perfect for a new owner who wants to continue in the restaurant business. Inside dining for approximately 50 patrons is part of the nearly 1,900 sq. ft on the first floor. Some outdoor dining. Drive thru window. Fire suppression equipment in the kitchen as well as a walk-in cooler and freezer convey. Storage is available in a nearly 400 sq ft building in the parking lot as well as approximately 800 sq ft. in the upstairs area. If the restaurant business is not for you, this highly visible commercial location is well suited to be used for medical or other business purposes. Paved parking area can easily accommodate 20 or more vehicles. Let me help you make this business property yours!

1611-1615 E Main St, Cumberland
$340,000
4 Beds ⋅ 5 Baths ⋅ 26010324 MLS
Investment opportunity in the heart of Winchester! Brick Triplex featuring a main level, high visibility commercial space with Lexington Avenue frontage and two apartments on the upper level! Each apartment has two bedrooms, one bath. One unit has been recently remodeled, the other has potential for value add. The flexible commercial space contains 3 half baths. Laundry hook-ups in all 3 units! Basement for extra storage room with freight elevator. Two new HVAC units and a new roof within the last 2 years! Approximately 16 parking spaces. All 3 units are currently occupied.

502 W Lexington Ave, Winchester
$1,100,000
26015521 MLS
EXTREMELY RARE opportunity to own a small but highly visible corner commercial property located directly next to one of the area's top tourist attractions, PATTI'S 1880 RESTAURANT. With steady foot traffic and excellent street exposure, this unique property is ideal for a boutique hotel, coffee shop, retail shop, or creative commercial concept. The corner location provides easy access and maximum visibility, making it a smart investment in a high-demand area. Zoned for flexible commercial use, it offers endless possibilities for entrepreneurs or developers looking to make a lasting impact. Opportunities like this are ONCE IN A LIFETIME!!— So bring your vision and make it a destination. Total charm. Prime location. Unlimited potential.

1817 J H Obryan Ave, Grand Rivers
$75,000
26013849 MLS
GREAT BUSINESS OPPORTUNITY!! This restaurant has been serving the local community since the 1950's!! It is well known and well established! Two multi-million-dollar projects are planned for the surrounding area that will absolutely help drive revenue to this restaurant. Since it uniquely offers outdoor dining only, it takes just a couple of employees to operate the business. That combined with extremely low utility bills contribute to reduced overhead & more profit. All equipment in the restaurant is less than 1.5 yrs old, some plumbing updates, revitalization of roof & recent repaving of the parking lot are just a few of the improvements you will receive as the new owner of this fine little diner!!

426 E Adair St, Smithland
$699,000
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
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
$410,000
4 Beds ⋅ 2 Baths ⋅ 26010680 MLS
Don't miss this duplex in the heart of downtown! Lovingly restored in 2019 this duplex has old world charm mixed with modern amenities. The units both have great kitchens with updated cabinetry and appliances. The living areas are spacious and airy. Each units has two bedrooms and an updated bath and they each have a washer and dryer. During the past renovation plumbing, electric as well as the roof, gutters and windows were addressed leaving the new owner with a turn key property. Perfect for investors or owner occupancy, don't miss your chance to see this one!

276 E Fourth St, Lexington
$615,000
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
$349,500
6 Beds ⋅ 3 Baths ⋅ 25500623 MLS
Seller is looking for someone with a vision who wants to enhance East Main Street! This property is adjacent to a brick commercial strip mall currently housing Dominoes Pizza, Dollar General and Martial Arts Studio. Across the street is the US Post Office and several busy commercial buildings including the one directly across the street, approximately the same size lot, that sold for $595,000 earlier this year! The building currently on the lot at 129 E. Main is probably around 80 years old. It is configured into 3 living units. The apartment on the main floor has a full kitchen, full bath and 2 bedrooms. There is also a large space currently being used for a Hair Salon but could be potentially any sort of office you need. The building was extensively remodeled in 2000 and is in great shape. But if your vision goes toward building something else, two contractors have estimated the tear down and removal of this building to be $20,000-$30,000. Site grading maybe another $20,000-$30,000. As long as the underground water table is allowed to freely run there should be no problems constructing a building and parking lot. Of course, you are encouraged to have your contractor take a look at it and talk to the city engineer and city manager, as we have done. Seller is willing to consider a reasonable offer.

129 E Main St, Danville
$99,000
25506194 MLS
COMMERICAL OPPORTUNITIES are UNLIMITED with these 4 buildings located downtown Livingston. Curbside parking in the front as well as parking available in the back. These buildings would make a great venue to host weddings, birthday parties, baby and wedding showers, etc. Building #9144 was formerly a restaurant. There are some commercial grade stainless steel appliances still in the building and they will convey. The 2nd story/loft of building # 9144 could be renovated into an apartment, offices, or storage. Building #9148 is approximately 1300 sq ft and was previously used as a pool hall. Building #9154, Big City Mall, is approximately 2,248 sq ft building #9158 is approximately 1,000 sq ft and would be great for retail, and/or commercial use. Schedule your showing today and turn opportunities into reality.

9144 Main St, Livingston
$279,900
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
3 Beds ⋅ 6 Baths ⋅ 26002158 MLS
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
$825,000
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
$479,000
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
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
$89,900
25014102 MLS
Paint Lick Church For Sale! Located in the heart of beautiful downtown Paint Lick. The Church of God was established here in 1980. The property includes a large sanctuary, full kitchen, two baths, pastors office, Sunday school room, nursery, and two baths. Outside you will find 1.257 acres, and a picnic shelter. This opportunity awaits! Call today!

5799 Old Railroad Grade Rd, Paint Lick