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$625,000
5 Beds 4 Baths 26007853 MLS
Turn-key four-plex income property in one of downtown Lexington's most sought-after locations—the thriving Jefferson Corridor, surrounded by recently completed high-end developments. This investment opportunity is currently fully leased, generating over $55,000 in annual rental income with low maintenance requirements. Major system upgrades include high-efficiency heating and cooling, along with updated electrical that is separately metered completed in 2021—offering flexibility for potential individual unit sale. While preserving its original charm featuring vaulted ceilings, beautiful hardwood floors, and classic window moldings. Residents have in-unit washer and dryer and a private fenced backyard with community firepit. Additional highlights include on-site garage parking with extra parking available. Ideally located with short distance to the University of Kentucky, Rupp Arena, Transylvania University, as well as popular dining and entertainment destinations such.

509 W 3rd St, Lexington

$295,000
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

$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

$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

$115,000
3 Beds 2 Baths 26015802 MLS
Welcome to 245 Frank Street in the heart of Paintsville! This charming 3-bedroom, 1-bath ranch offers comfortable one-level living with numerous updates already completed. Situated on a generous 0.29-acre lot, the home features over 1,000 square feet of living space, a metal roof, updated flooring, and a bright, functional layout designed for everyday living. Recent improvements include updated siding, insulation, drywall, ductwork, drainage, and flooring, providing added efficiency and peace of mind. The inviting covered front porch creates the perfect spot to relax, while additional parking at the rear of the property adds convenience. Inside, you'll find a spacious living area filled with natural light, a practical kitchen with ample cabinet space, and three comfortable bedrooms. Located just minutes from downtown Paintsville, schools, shopping, dining, and recreation, this property is an excellent opportunity for first-time homebuyers, downsizers, or investors seeking a move-in-ready home with modern updates and small-town charm. Don't miss your chance to own this affordable, updated home in a convenient Paintsville location!

245 Frank St, Paintsville

$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

$27,900
2 Beds 1 Baths 26005826 MLS
Investor special at 36 & 38 Mullins Street in Livingston, Kentucky. This property, sitting just off US 25, South Wilderness Road, offers approximately 1,040 square feet of potential and is ready for a full renovation. It situated in the city limits of Livingston, with quick access to Interstate 75 in Mt. Vernon and London. With a spacious, open interior, attractive design elements, two bedroom areas, one bathroom area, and two cellars for added storage, there is a solid foundation here for the right buyer to reimagine and improve. Vacant for several years, the home will require substantial updates and is best suited for investors, flippers, or cash buyers looking for their next project. Detailed listing photos provide important insight into the condition and renovation needs. The old Livingston jail building conveys with no assigned value due to disrepair. Property is sold per deed, and buyers should verify square footage, acreage, and all other property details independently.

36 And 38 Mullins St, Livingston

$399,000
2 Beds 3 Baths 26009705 MLS
Incredible downtown location! Opera House Square is a gated community nestled in the heart of downtown and embodies the perfect blend of comfort, privacy, and convenience. Walk to downtown's best shopping, dining, and entertainment including Rupp Arena, Farmer's Market, The Opera House, Thursday Night Live, etc. First Floor living in this 2-story townhome includes a generous living room with a gas fireplace and built-in book cases, kitchen with a breakfast bar, dining room, & a half bath. Upstairs are two bedroom suites, each with a full bath; and a landing laundry area. The brick walled-patio off the living room assures outdoor privacy and security right in the heart of downtown Lexington! There's also a small shed for extra storage. This townhome is one of only a hand full in Opera House Square that is separated from adjacent units by concrete block walls, enhancing fire protection and eliminating sound.

541 W Short St Unit 3, Lexington

$219,000
5 Beds 2 Baths 26006414 MLS
*Sellers now offering a $5k credit with an acceptable offer* Located 0.4 mi from Berea College & 0.6 mi to Boone Tavern Hotel & Restaurant, this property places you near local dining, shops, & everyday conveniences, with CHI Saint Joseph Berea just 0.5 mi away. The covered front porch with swing offers a place to sit & unwind, while front-facing windows bring natural light into the living room throughout the day. Inside, the home features a traditional layout with defined living spaces, offering separation between the living room, kitchen, & bedrooms. The living room provides ample space for seating & gathering, with direct access to the front porch. The kitchen includes extended cabinet storage, generous workspace, & room for dining, with an adjacent laundry area for convenience. The main level includes three bedrooms & a full bath, providing single-level living functionality. Upstairs, an additional bedroom is complemented by a separate finished room that can function as a fifth bedroom, office, or flex space depending on needs. This layout supports a variety of uses including workspace, hobby room, or additional sleeping area. Interior features include a mix of hardwood, carpet, & vinyl flooring, updated bathroom fixtures & multiple ceiling fans throughout. The home's layout & room separation provide flexibility for different living arrangements while maintaining defined spaces. A driveway runs along the side of the home & leads to a garage with ample storage capacity, with access that connects into the home for added convenience. The basement provides additional storage space. Positioned 0.25 mi from Tillie Memorial Dog Park & within driving distance to Pinnacle Hiking Trails (3 mi) & the Kentucky Artisan Center (3 mi), this location offers access to outdoor recreation & regional attractions. Old Town Artisan Village is located approximately 1.1 mi away, with Berea City Park & pool at 1.3 mi. Nearby Amenities Berea College (0.4 mi) Boone Tavern Hotel & Restaurant (0.6 mi) CHI Saint Joseph Berea (0.5 mi) Tillie Memorial Dog Park (0.25 mi) Old Town Artisan Village (1.1 mi) Berea City Park/Pool (1.3 mi) Pinnacle Hiking Trails (3 mi) Kentucky Artisan Center (3 mi)

414 Center St, Berea

$115,000
3 Beds 1 Baths 26004296 MLS
Located at 636 E Highway 60 in Owingsville, this 3-bedroom, 1-bath home offers 1,492 square feet of living space and a great opportunity for buyers looking to add their own finishing touches. Originally built in 1938, the home has already seen several updates including a new metal roof installed less than a year ago and new laminate flooring throughout the main level. While some remodeling has been completed, there is still work to be done, making this a perfect project for someone wanting to customize a home to their own style and preferences. The property features a cozy enclosed porch area and a loft space upstairs that could potentially be finished into a fourth bedroom, office, or bonus room. From the back of the property, you'll enjoy a scenic view overlooking the hillsides of Owingsville, adding to the home's charm. Conveniently located close to all Bath County schools, this property offers both potential and location for the right buyer. Rehab loans or in-house financing only.

636 E Hwy 60, Owingsville

$400,000
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

$389,900
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

$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