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$475,000
20 Beds 8 Baths 26013779 MLS
Rare opportunity to acquire the Parkview Guest House, a fully operational 19 unit income producing property in historic downtown Harrodsburg, KY. Built in 1915 and formerly a hospital, this stucco landmark has been under continuous ownership since 1996 with a strong history of stable long term occupancy. Units include weekly rental rooms, an efficiency apartment, and a premium suite plus on site office space. Many tenants have been in place 2 to 5 plus years demonstrating exceptional tenant stability. Recent capital improvements include a new roof (2024), updated plumbing and electrical, new exterior paint, and updated windows. Features 8 individually lockable bathrooms, central gas boiler heat, window AC units, on site laundry, and a circular drive. Zoned B2 General Business. 4,842 sq ft above grade plus finished basement. Sold as is, inspections welcome. Full rent roll and financials available upon request.

202 S College St, Harrodsburg

Listing courtesy of Jared H Ervin of RM McGinnis, LLC Real Est & Auction Professionals.

$205,000
3 Beds 2 Baths 26011369 MLS
Welcome to 302 Commerce Street -- a beautifully revived 1909 home in the heart of downtown Maysville. This stunning property blends historic charm with the feel of new construction after an extensive renovation throughout. Nearly every major component has been updated, including brand-new water lines, HVAC system, water heater, completely renovated kitchen and two full bathrooms, along with all new flooring, paint, trim, and more. With a fresh gravel lot and convenient off-street parking, this property offers both character and functionality. Inside, you'll find three designated bedrooms, two full bathrooms, and multiple bonus rooms that provide endless possibilities for a home office, playroom, guest space, or additional living area. The spacious layout makes this home feel even larger than expected while maintaining the warmth and character of a historic downtown property.

302 Commerce St, Maysville

Listing courtesy of Meleah Roe of HomeLand Real Estate Inc.

$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

Listing courtesy of Christopher Mitchell of Bluegrass Sotheby's International Realty.

$379,000
5 Beds 4 Baths 25015115 MLS
The ''WOW'' factor... this recently renovated brick ranch on a basement is a stunner for sure! Step into the expanded Living room that opens into the newly remodeled Kitchen and Dining Area and be amazed with the choice of neutral luxury vinyl plank flooring throughout the first level. The updated kitchen features stark white Shaker Style cabinetry ready for your appliances. The first floor features 3 bedrooms and 2 full baths and 1/2 bath in the garage. Large utility room off the garage to stop and unload your shoes/keys/coats before entering the kitchen. The massive family room is adorned with vaulted ceilings and warm woods to bring a cozy/homey feeling to any gathering. The walkout basement features 1 or 2 extra bedrooms-you choose. There is a 2nd kitchen in the basement as well. Also in the basement is a nice sized family/den area with freshly painted wood walls would be great for an in-law suite or any hobby you can dream of. Basement waterproofing(with transferable warranty) completed in 2025.Two Income producing residential rentals also brings in $950/month. Large 3 bay barn/shop will also allow for tinkering with the hobbies of any sorts. This is the whole package

425 Parker Memorial Dr, Olive Hill

Listing courtesy of Randy Newsome of SimpliHOM.

$186,500
1 Beds 1 Baths 26015289 MLS
Completely renovated and move-in ready, this stylish 1-bedroom, 1-bath condo offers an exceptional opportunity for investors, students, medical professionals, or anyone seeking a low-maintenance property in a prime location. Conveniently situated just minutes from the University of Kentucky campus and UK Medical Center, you'll enjoy easy access to shopping, dining, entertainment, and everyday conveniences. Inside, the updated interior features modern finishes throughout, creating a comfortable and welcoming living space. The kitchen comes fully equipped with all appliances, and a washer and dryer are included for added convenience. Off-street parking and pet-friendly accommodations add even more appeal. Currently operating as a successful mid-term rental with a lease generating $1,750 per month, this property presents immediate income potential. Whether you're looking to expand your investment portfolio or secure a turnkey property in a highly desirable area, this condo is a rare opportunity you won't want to miss. Schedule your showing today! Units 101 and 102 available as well.

145 Virginia Ave Unit 110, Lexington

Listing courtesy of April Hatfield of GSP Homes.

$145,000
3 Beds 1 Baths 25500833 MLS
Charming Brick Home with Modern Updates & Timeless Character! Welcome to this beautifully updated brick home, just a short stroll (less than half a mile) from Main Street in the heart of Russell Springs. Set on a spacious .59-acre lot, this move-in ready gem combines cozy charm with modern convenience—making it the perfect spot for full-time living or a fantastic investment property. Step inside and fall in love with the original hardwood floors, arched doorways, and a wood-burning fireplace that sets the tone for warmth and comfort throughout. You'll immediately feel at home. Key Features Include: 3 Bedrooms / 1 Bath Updated kitchen with new cabinets, tile flooring and modern appliances. Updated bathroom with stylish tile finishes. New roof, windows, and HVAC system - all installed in 2019. Main-floor laundry hookup for added convenience (can be relocated to the basement if preferred). Unfinished full basement—perfect for storage. Large backyard with room to garden, play, or even build an addition. Detached block outbuilding—ideal for storing yard equipment or tools. Spacious driveway with plenty of off-street parking. City water and sewer. This home is a rare find, offering the best of both worlds: vintage character and updated essentials. With all the major upgrades already completed, you can move right in and start enjoying everything this lovely home has to offer. Don't miss your chance to own a piece of Russell Springs charm. Schedule your showing today!

87 Jamestown St, Russell Springs

Listing courtesy of Whitney Marcum of Lake Cumberland Properties, Ltd. Co..

$698,000
4 Beds 3 Baths 26012408 MLS
A Grand 4-Bedroom, 2.5-Bath Colonial Revival built in 1898 and Beautifully Blending Historic Charm with Modern Convenience. A Welcoming Circular Front Porch sets the tone for what awaits inside--where Craftsmanship and Character shine in every detail. The Grand Foyer features a Stunning Lead Glass Front Door and a Breathtaking Freestanding Circular Oak Staircase and Dramatic Two-Story Leaded Glass Windows, creating an Unforgettable First Impression. Throughout the home, you'll find Original Hardwood Floors, Detailed Trim, Baseboards, and Four Sets of 8-foot Pocket Doors with Exquisite Hardware, preserving the home's rich architectural heritage. Expansive Rooms with 12' Ceilings--with 8 Fireplaces (including 2 w/Gas Logs), every room offers warmth and ambiance. Designed for both everyday living and entertaining, the home includes an Ideal Butler's Pantry and an updated Kitchen featuring Quartz Countertops, Convection/Air-Fryer/Self-Cleaning Gas Range, Dishwasher, Microwave and a Smart Refrigerator. A convenient Main-Level Laundry Room with combination Washer/Dryer adds modern ease. New Detached 2.5 Car Garage with Ample Parking and a New Retaining Wall with Steps leading to the Home. Screened-In Back Porch, Deck with Stairs, and a Large Fenced-In Back Yard. This Move-In Ready Historic Gem offers the best of both worlds--Classic Beauty and today's amenities--all within walking distance to Downtown Danville, known as the "City of Firsts". Enjoy proximity to Centre College, Norton Center for the Arts, The Art Center of the Bluegrass, Ephraim McDowell Regional Medical Center, and quaint shopping and dining. Don't miss this opportunity to own a truly remarkable piece of Kentucky History!

229 W Lexington Ave, Danville

Listing courtesy of Denise Palmer of Coldwell Banker VIP Realty, Inc..

$380,000
3 Beds 2 Baths 26011366 MLS
Welcome home to the perfect blend of robust, high-quality engineering and peaceful country living. Nestled in historic Sadieville, KY, this exceptional 3-bedroom, 2-bathroom single-family home offers 1,992 square feet of thoughtfully designed space, built to stand the test of time. From the moment you arrive, you'll be captivated by the sweeping, large wrap-around porch and deck—an idyllic setting for your morning coffee, weekend barbecues. The outdoor space transitions beautifully into a fully fenced backyard with a complete privacy fence, creating a secure oasis perfect for pets, play or peaceful relaxation. Inside, the home is a dream for the energy-conscious homeowner. Built with meticulous attention to efficiency and durability, it features premium triple-pane windows that keep utility costs low and the interior whisper-quiet. The structural integrity is unmatched, boasting ultra-durable 40-year roof shingles and massive 12-foot poured concrete basement walls. The full walk-out basement offers soaring ceilings and endless potential—whether you want to create the ultimate recreation room, a home gym, a workshop, or simply utilize it for massive, easily accessible storage.

104 Vine St, Sadieville

Listing courtesy of Kathryn Lacny of Lifstyl Real Estate.

$245,000
4 Beds 2 Baths 26011864 MLS
Charming Craftsman Bungalow-style home located in downtown Columbia featuring 4 bedrooms, 2 full baths, and situated on approximately 0.43 acres. This property offers plenty of parking and storage with an attached 1-car garage, detached 1-car garage, additional covered carport area, and storage shed. Enjoy the peaceful outdoor setting with two koi ponds, beautiful flower beds, a large covered front porch, and spacious back porch perfect for relaxing or entertaining. Inside, you'll find nice natural hardwood floors in portions of the home along with a remodeled bathroom that adds modern updates while maintaining the home's character and charm. Conveniently located close to shopping, dining, and all downtown amenities.

203 Wall St, Columbia

Listing courtesy of Mary J Dotson of CENTURY 21 Advantage Realty.

$850,000
16 Beds 16 Baths 25013128 MLS
West Main Townhouse Apartments. This two building, eight unit brick townhouse style apartment complex offers well designed, energy efficient living in the heart of Carlisle, Ky. Each spacious 1,050 sq. ft. unit features two bedrooms, one and a half bathes, and two stories of comfortable living. Units are total electric with geothermal heating and air, washer/dryer hook ups, a range, and a refrigerator (4 units in the back building also have dishwashers). Tenants enjoy covered front porches, back decks and ample parking. Brick construction, common front porches, and attractive curb appeal enhance the property's charm. With very low vacancy rate and long term tenancy averaging 3-4 years, this complex represents a strong, stable investment in a desirable downtown location.

382 W Main St, Carlisle

Listing courtesy of David C Sparks of The Real Estate Co..

$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

Listing courtesy of R Michelle Rowland-Noble of Dream Maker Realty, LLC.

$725,000
3 Beds 2 Baths 26011135 MLS
Historic Thomas January office renovated and rebuilt from foundation up offers modern amenities including tankless water heater, marble kitchen and bathrooms, new heat and air, plumbing, electrical, appliances and salvaged hardwood floors. Property is income producing as Airbnb and VRBO but could be used as single family dwelling. House includes a charming and private courtyard with neighboring Gratz Park and Transylvania University close by. Walking distance to restaurants, Opera House, Rupp Arena, and all downtown has to offer. Three designated parking spaces behind the house and on street parking in front of the house. Opportunity to own one of Lexinton's most unique properties. House being sold AS IS. Inspections welcome.

322 W 3rd St, Lexington

Listing courtesy of Jane C Pappas of Keller Williams Bluegrass Realty.

$1,250,000
2 Beds 3 Baths 26010192 MLS
Experience elevated living at its finest in downtown's newest 36-unit condominium project, The Vine. This collection of one- and two-bedroom residences showcases thoughtfully designed interiors with refined finishes from floor to ceiling, creating a seamless blend of style and comfort. Each residence features a private balcony with city views, while community amenities include a rooftop pool and access to The Vine Club, offering an elevated social and leisure experience. Residents also enjoy concierge services, including a doorman, along with a professionally managed program for short-term rental opportunities. Ideally positioned in the heart of downtown Lexington, The Vine offers close proximity to Rupp Arena, the University of Kentucky, local dining, nightlife, and everyday conveniences. Imagine starting your mornings with coffee at a nearby café and ending your evenings taking in the energy of the city, all just steps from your front door. This is more than a residence; it is a lifestyle.

106 W Vine St Unit 605, Lexington

Listing courtesy of Paula Elder of Christies International Real Estate Bluegrass.

$149,900
6 Beds 3 Baths 26015712 MLS
This 6-bedroom, 3-bath, 1.5-story home with a full basement sits on a .17-acre corner lot right in the heart of Benton city limits — and it's loaded with potential. The big-ticket items are already done — brand new roof and new windows mean the heavy lifting is finished. With more square footage and bedrooms than you'll find at this price point, this property is a rare find for investors, flippers, or the ambitious buyer ready to build instant equity. The full basement adds valuable bonus space for storage, a workshop, or future finished living area. Positioned on a corner lotwith city utilities and services at your doorstep, the location alone makes this worth a serious look. Minutes from schools, shopping, dining, and nearby Kentucky Lake. Bring your vision, your contractor, and your offer — homes with this much space and upside don't don't sit long! Priced for the project. Built for the payoff.

200 W 12th St, Benton

Listing courtesy of Samantha McKay of The Jeter Group.

$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

Listing courtesy of J Corey Griffo of RE/MAX Elite Lexington.

$266,900
4 Beds 4 Baths 26001338 MLS
Completely Renovated & Move-In Ready! This stunning 4-bedroom, 4-full-bath home has been thoughtfully renovated from top to bottom and is ideally located within city limits on a desirable corner lot. Offering space, comfort, and modern updates throughout, this home is perfect for today's lifestyle. Enjoy the convenience of being just minutes from restaurants, shopping, schools, and the hospital, making daily living and commuting effortless. The spacious layout provides flexibility for families, guests, or multi-generational living, with a full bathroom for every bedroom. With its prime location, fresh renovations, and generous living space, this home truly offers the best of comfort and convenience. Don't miss the opportunity to make this beautifully updated property your own!

402 Park Ave, Irvine

Listing courtesy of Amy Tuggle of CENTURY 21 Advantage Realty.

$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

Listing courtesy of Jeff Wilder of Scott Hogue & Associates Realty.

Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.