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89 2nd St, Vanceburg
$348,000
25507965 MLS
Owner financing or lease option to qualified applicant, Prime Commercial Opportunity - Heart of Downtown Vanceburg Location, location, location! This exceptional commercial building sits in the very heart of Vanceburg, directly across from both courthouses and just one block from 3 banks and the city office building—an unbeatable setting for business visibility and foot traffic. Offering over 10,000 square feet and ample parking, this versatile property provides multiple income-producing possibilities. Main Level: The ground floor features a spacious retail/restaurant/diner area, 2 private offices, 2 half baths, and a meeting or private event space complete with a kitchenette and an additional half bath—ideal for dining, professional services, or event use. Upper Level - Residential & Office Space: Upstairs includes a well-appointed 3-bedroom, 2-bath apartment with a kitchen, den, utility room, and an outdoor terrace patio with fireplace showcasing river views—perfect for owner occupancy or rental income. Also accessible from the Second Street entrance are 2, 3-room private office suites with two separate hallway bathrooms, providing additional commercial rental potential. This property offers endless possibilities for investors, business owners, or mixed-use development. A rare opportunity to own a landmark building in one of Vanceburg's most desirable and higher traffic locations. Schedule your showing today!

89 2nd St, Vanceburg

494 & 488 N Main St, Stanton
$499,900
11 Beds ⋅ 7 Baths ⋅ 25015301 MLS
This is a rare opportunity in Downtown Stanton, Kentucky which is near Natural Bridge & The Daniel Boone National Park. This area is known for its world class rock climbing and natural beauty! This property is zoned commercial and residential. Formerly there was a rock climbing business on the first floor at 494 N Main Street and a very nice residence on the second floor at 494 N Main. The residence has tall ceilings, refinished wood floors, a large Living and Dining Area and a spacious updated Kitchen with abundant cabinetry, granite countertops and an island. There is a Primary Suite with full attached Bathroom & 2 additional Bedrooms and a hall Bathroom. The property at 488 N Main Street is currently used as a short term rental. The first floor has a community Kitchen area, 2 community Bathrooms and 3 Bedrooms each with its own digital lock and half split unit for heating and cooling. The second floor offers the same room rental arrangement but has 5 Bedrooms plus the community Kitchen and 2 Bathrooms. There is ample parking around the building with a driveway on the right side of the building. This unique property offers many commercial opportunities!. Please call for a private showing and more information.

494 & 488 N Main St, Stanton

494 & 488 N Main St, Stanton
$499,900
25018344 MLS
This is the perfect location for your business on Main Street in Stanton, Kentucky. This property features a storefont on the left side with a large apartment above for your residence. The apartment features tall ceilings, gleaming hardwood floors, a Primary Suite with attached full Bath, 2 additional Bedrooms and a second full Bath, a large Living & Dining area and a beautifully updated Kitchen. The right side of the building has been used as a short term rental with 8 Bedroom units, 4 full Baths, a full Kitchen on each level and a Living Room on the main level. The building is mostly brick with a newer roof and HVAC units. The business that was in the building was a Rocking Climbing School & the short term rentals were used for rock climbers who were visiting The Gorge and Daniel Boone National Forest. There is ample parking around the building with the driveway on the right side of the building. There are so many possibilities for this great property. Please call for more details!

494 & 488 N Main St, Stanton

89 Second St, Vanceburg
$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

201 W Broadway St, Danville
$369,900
26014852 MLS
Prime investment opportunity in the heart of downtown Danville! Located at 201 W. Broadway, this highly visible corner property sits at a prominent four-way stop, providing exceptional exposure to steady daily vehicle and pedestrian traffic. Surrounded by established businesses, professional offices, dining, and downtown attractions, this location offers outstanding long-term value in one of Danville's most desirable commercial corridors. Currently leased through January 2027, this property presents an excellent opportunity for investors seeking immediate income potential while benefiting from a prime downtown location. The property's strategic corner positioning maximizes visibility from multiple directions and offers excellent signage exposure. Additional features include off-street parking with a private driveway and two parking spaces, along with convenient on-street parking along both Broadway and the side street. Zoned CB (Commercial Business), the property offers flexibility and future potential for a variety of commercial uses. Whether expanding your investment portfolio or securing a premier commercial asset in a thriving downtown market, this property combines location, visibility, income potential, and future opportunity in one exceptional offering. List of Renovations and updates can be found in documents. Do not miss this.

201 W Broadway St, Danville

102-104 Frazier St, Cumberland
$195,000
25004468 MLS
. This is an opportunity to own the former Cumberland United Methodist Church building, residence, parking lot, and grounds located at "the foot of Main Street", at the intersection of Main and Frazier streets in Cumberland, KY 40823. This historical property is a Cumberland landmark and a great location to start, or relocate, your worship center. The property is ideal for religious, or other, uses. It is in the business zone. The main floor is approx. 2,240 SF +/- and consists of a sanctuary, entrance foyer, choir loft, and offices. The ground floor is also 2,240 SF +/- and has a large gathering/dining area, smaller classrooms, kitchen, and two restrooms. The residence has approximately 1,670 SF+/- on the main floor with a LR, DR, kitchen, 4 bedrooms, and 2 full bathrooms; there is also a full unfinished basement, including a garage that is accessed from Fugate Drive. The house and church building are conveniently connected via a corridor leading from the ground floor of the church to the basement of the home. The paved parking lot is accessible from Fugate Drive and has 20+/- parking spots plus a covered carport and small storage building.

102-104 Frazier St, Cumberland

514 Wapping St, Frankfort
$469,000
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

311 Jefferson St, Glasgow
$199,900
4 Beds ⋅ 2 Baths ⋅ 25506494 MLS
Welcome to the intersection of character and affordability! This home is a blank slate w so much to offer. The front yard positions the home comfortably away from the street yet isn't too much to care for. The view of the back yard from the over-sized deck offers a large natural space with tall trees. The detached garage is perfect for a vehicle, storage, shop or she-shed. The character of this home hits you the moment you enter. You'll find hardwood floors and 2" blinds throughout. The kitchen offers granite countertops, black and stainless appliances, beautiful cabinets and a peninsula bar top. There's a large living room, formal dining room, kitchen and primary suite on the first floor with three additional bedrooms and another full bath on the second. And don't forget the full unfinished basement offering total flexibility to use however you wish. The neutral colors and great condition put this home comfortably in the "move-in ready" category so what are you waiting for?

311 Jefferson St, Glasgow

111 E Main St, Wilmore
$229,900
26009655 MLS
Prime opportunity to own a well-located commercial building in the heart of Wilmore's active and walkable downtown district. This 1,867 SF (per appraisal) one-story building sits on a 30' x 100' lot just steps from Asbury Theological Seminary and minutes from Asbury University, surrounded by local shops, dining, and daily foot traffic. The property is currently occupied by Solomon's Porch, a well-established café, restaurant, and catering business that has served the community for over 20 years (business not included in sale). The tenant operates on a month-to-month basis and has expressed a desire to remain, offering immediate in-place income with flexibility for future use or redevelopment. Effective July 1, 2026, rent increased to $1,050 per month ($6.75/SF/YR), reflecting a meaningful adjustment from historically below-market levels under prior ownership and providing a foundation for potential future upside. Ideal for investors seeking a value-add or stable income opportunity, as well as owner-users looking to establish a presence in one of Central Kentucky's most unique and close-knit communities.

111 E Main St, Wilmore

148 E Fourth St, Lexington
$375,000
4 Beds ⋅ 2 Baths ⋅ 26013380 MLS
Rare opportunity to own a beautifully restored 19th-century duplex in the heart of downtown Lexington. Rich in original character and thoughtfully renovated while preserving its historic charm, 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. Just steps from downtown dining, entertainment, and local attractions, this award-winning property combines timeless architecture with dependable income potential in one of Lexington's most sought-after locations. An additional opportunity awaits, as the neighboring sister duplex is also being offered for sale, presenting the potential to acquire a unique side-by-side portfolio in a highly desirable downtown location. Priced BELOW 2025 Appraisal.

148 E Fourth St, Lexington

103 Harrison Ct, Berea
$379,900
4 Beds ⋅ 3 Baths ⋅ 26013578 MLS
Tucked among mature trees just minutes from the heart of historic Berea, this beautifully updated 4-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and convenience. Inside, you'll find a thoughtfully renovated kitchen and updated bathrooms, along with new wood flooring in the living room and fresh paint in both the living room and primary bedroom. A stunning new gas fireplace by Barnhill Chimney creates a warm focal point for gathering and relaxing. Additional updates include new can lighting upstairs and a new electrical panel, providing both style and peace of mind. Surrounded by nature yet ideally located less than half a mile from downtown Berea, you'll enjoy easy access to local favorites including Boone Tavern, Papaleno's, Bluegrass Kitchen, the Berea Fudge Shoppe, unique shopping, and the Berea College campus. Outdoor enthusiasts will appreciate the nearby walking path to the Berea Golf Club, close proximity to Honeysuckle Dining & Bourbon House, and access to the scenic John B. Stephenson Trail leading all the way to the Pinnacles. If you're looking for a move-in ready home with modern updates and an unbeatable Berea location, this one is a must-see!

103 Harrison Ct, Berea

215 W Main St, Princeton
$130,000
26014554 MLS
Retail space in downtown Princeton! This commercial property offers over 3,000 sf on West Main Street, just a couple blocks from the courthouse and within walking distance to other downtown businesses. Currently used as a boutique and custom clothing store, the storefront offers an established retail space with a bathroom, workroom, office and 2 storage areas. The rear of the building provides a TON of space for storing inventory or an additional work area with an overhead door for easy access, concrete floors, attic storage and tall ceilings. This price is for the real estate only but the owners are willing to offer a turn-key business opportunity to a qualified buyer! Don't miss your chance to own your very own downtown business!

215 W Main St, Princeton

126 Leer St, Millersburg
$35,000
2 Beds ⋅ 1 Baths ⋅ 26004185 MLS
Charming and affordable opportunity in the heart of Millersburg, KY being offered at ***ABSOLUTE AUCTION On-Site, October 17, 2026 @ 1:00pm, EST Selling to the Highest Bidder.*** This cozy two bedroom, one full bath home is situated on a spacious double lot, offering extra room to enjoy outdoor living, gardening, or future expansion. The property also features two outbuildings that provide additional space. Conveniently located in downtown Millersburg, you'll appreciate the small town setting while still being close to local amenities. Whether you're looking for a starter home, rental investment, or a manageable place to call your own, this property offers great potential. Auction Terms & Conditions and Auction Disclaimer do apply.

126 Leer St, Millersburg

148 152 E Fourth St, Lexington
$725,000
8 Beds ⋅ 4 Baths ⋅ 26015659 MLS
An exceptional opportunity to acquire a turnkey portfolio of two neighboring, fully occupied historic duplexes in the heart of downtown Lexington. Originally built in the late 1800s and thoughtfully restored while preserving their historic character, these award-winning properties offer a total of four spacious 2-bedroom, 1-bath residences featuring tall ceilings, restored hardwood floors, updated kitchens and baths, and convenient off-street parking. The package includes a shared off-street parking lot serving both buildings, adding convenience for residents while enhancing the long-term value and functionality of the portfolio. Fully occupied and meticulously maintained, these neighboring duplexes seamlessly blend timeless architecture with modern updates and dependable income potential in one of Lexington's most desirable and walkable neighborhoods, just steps from downtown restaurants, entertainment, shopping, and local attractions. Ideal for investors seeking a stabilized, income-producing asset, this portfolio also presents an outstanding opportunity for an owner-occupant. Live in one unit while the remaining residences help offset your mortgage, create a multigenerational living arrangement, or capitalize on future rental upside. Whether maintained as a long-term cash-flow investment, repositioned through future rent optimization, or utilized as a premium house hack, the portfolio offers multiple value-creation strategies. Priced well below its 2025 appraised value, this offering provides the potential for immediate equity in addition to dependable cash flow and long-term appreciation. Opportunities to acquire two adjacent, Historic Preservation Award-winning duplexes with a shared parking lot in such a premier downtown location are exceptionally rare. This is a truly one-of-a-kind chance to own a landmark investment in one of Lexington's most sought-after neighborhoods.

148 152 E Fourth St, Lexington

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