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$514,900
26022757 MLS
Historic Charm meets endless possibilities! Step into a truly unique piece of Danville history with this stunning late-1800's home located in the heart of historic downtown Danville. Rich with character and timeless charm , this distinctive property has enjoyed a fascinating past, serving over the years as professional office space, two different restaurant establishments, and currently serves as a charming gift shop and home interiors business. The possibilities for its next chapter are just as exciting! The flexible layout offers opportunity to continue a commercial venture on the first floor while creating very comfortable living quarters on the second floor with a few tweaks. Ideally setup for a designer, entrepreneur, professional office space, restaurant, or anyone dreaming of combining home and business under one historic roof! With its downtown location, character-filled architecture, and remarkable history of adapting to different uses, this property is way more than a commercial space--it's an opportunity to become part of Danville's story while creating something that is uniquely your own. Live upstairs. Work downstairs. Own a piece of Danville history. The possibilities are endless!

219 S 4th St, Danville

$249,900
4 Beds 2 Baths 26021218 MLS
This offering includes both sides of the duplex at 414 and 414½ Morrison Avenue. Each unit features two bedrooms and one full bathroom. Both units are currently rented for $625 per month, providing a combined gross monthly income of $1,250. Estimated market rents in the property's current condition are approximately $1,100 to $1,300 per unit, offering significant income-growth potential. The 414 Morrison Avenue unit was updated in 2014, while the 414½ unit has not been updated and offers an opportunity for future improvements and additional value. Neither side has a lease; both tenants currently occupy on a month-to-month basis. This is a solid opportunity for an investor seeking immediate rental income with substantial upside potential near downtown Lexington.

414 Morrison Ave, Lexington

$225,000
26020314 MLS
<br>174 Back Street offers a clean, updated commercial building in downtown Frenchburg, close to the Menifee County Courthouse, Sheriff's Office, and several established local businesses.<br><br>The approximately 1,173-square-foot interior has a flexible layout with two separate entrances, large rooms, plenty of storage, and a half bath. The front lobby includes a granite counter, giving customers or clients a defined reception area as soon as they walk in. An elevated section inside could be used as a display platform, additional seating, a private work area, or part of a showroom setup.<br><br>The layout could easily serve one business or be divided for two separate operations. It may work well for professional offices, retail, personal services, a salon, studio, meeting space, or a small business looking for room to grow.<br><br>The building has reinforced block walls, concrete flooring, a tankless water heater, 200+ amp electrical service, and an owned security system. Outside, the sealed and paved lot provides eight or more parking spaces, making access convenient for customers, employees, or future tenants. Public water and sewer are already connected.<br><br>Frenchburg continues to see more activity from visitors heading to Cave Run Lake, Red River Gorge, and the surrounding outdoor recreation areas. That added traffic creates opportunity for businesses that serve both local residents and travelers.<br><br>Use it for your own business, split the space between two uses, or purchase it as a commercial rental. This is a practical downtown property with solid construction, good parking, and several ways to make the space work.

174 Back St, Frenchburg

$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

$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

$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

$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

$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

$250,000
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

$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

$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

$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

$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
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

$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