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$895,000
3 Beds 3 Baths 26009551 MLS
Exquisite and truly one-of-a-kind Mid-Century Modern home designed by renowned architect Charles P. Graves in the 1950s. Known as "The Glass House," this striking custom residence is primarily constructed of redwood, glass, and terrazzo, featuring expansive windows and sliding doors with glass transoms that fill the home with natural light. Thoughtfully renovated and improved, the home offers 3 bedrooms (with potential for a 4th) on a beautifully landscaped 4-acre lot with sweeping flower beds, rock retaining walls, and scenic views of trees, mountains, the hospital, and downtown Morehead. Private and serene, yet conveniently located near the hospital, shopping, dining, and I-64, this property provides the perfect balance of seclusion and accessibility. Inside, exceptional craftsmanship and custom finishes are evident throughout. The home features a renovated primary suite with an updated bath, three additional bedrooms, and 1.5 additional baths. The spacious living room with fireplace, formal dining room, and gourmet chef's kitchen—complete with custom cabinetry, granite and quartz countertops, island, and state-of-the-art appliances—offer an ideal setting for everyday living and entertaining. Additional spaces include a home office or recreation/workout room, along with abundant storage throughout. Outdoor living is enhanced by expansive decks, a screened-in deck, and large patios—perfect for enjoying the peaceful surroundings. The property also includes a 2-car attached carport, 1-car detached garage, and storage shed. Numerous updates have been completed, including HVAC, roof, kitchen, bathrooms, and more. This is a rare opportunity you don't want to miss.

150 Pine Hill Dr, Morehead

$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

$800,000
3 Beds 5 Baths 26013475 MLS
Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington

$799,000
5 Beds 6 Baths 25003424 MLS
A Historic Masterpiece of Unparalleled Value. Step into a world of timeless elegance at 102 East Lexington Ave, the most unique and artistically inspired Colonial estate in downtown Danville. Now newly priced to present an extraordinary opportunity, this 1915 architectural gem seamlessly blends historic grandeur with turnkey modern luxury. Spanning 6,191 square feet across four finished levels, the residence features custom ceiling and wall artistry, 5 bedrooms, and 6 baths. Every corner showcases meticulous preservation alongside structural updates including a newer roof, HVAC, and exterior weatherproofing. Complemented by serene custom gardens and a detached 3-car garage, this iconic cornerstone home is now accessible at an unmatched market value. Experience Danville's finest historic living today.

102 E Lexington Ave, Danville

$799,000
5 Beds 3 Baths 26008570 MLS
Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

$795,000
2 Beds 3 Baths 26003648 MLS
One of the finest Condo's in the heart of downtown is capturing the eclectic vibe of the urban area with abundance of living & entertaining spaces just steps from Rupp Arena, the new Gatton Park, Fine Dining and much more! This beautifully updated residence offers inviting covered front entry with remote phantom screen, fabulous custom Chef's Kitchen, living room with soaring ceiling, built-ins w/ fireplace, 1st level Primary suite with laundry, walk in closet and luxury bathroom, half bath and large pantry, the second level offers home office, full custom bath, bedroom w/ loft and storage space, the lower level offers a paneled den with exceptional wine cellar and versatile spaces for storage, craft room & utility area. The large shared rear deck offers optimum space for morning coffee, evening cocktails & grilling. Adjacent climate-controlled garage with reserved space and additional guest parking makes this a desirable location. Don't miss this special opportunity.

514 W Short St Unit 101, Lexington

$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

$725,000
5 Beds 4 Baths 26009210 MLS
Situated on prestigious Maple Avenue in Danville, this beautifully restored 1881 Craftsman sits on a rare one-acre lot, seamlessly blending historic charm with modern luxury. Offering 5 bedrooms and 3.5 baths, the home features three finished levels—each with its own dedicated new HVAC system. The light-filled gourmet kitchen showcases bright white finishes, stainless steel appliances, and a gas range, delivering magazine-worthy appeal. Open living and dining spaces highlight stunning stone and glass fireplaces, while a private office with its own fireplace provides an inspiring workspace. A standout feature is the detached 30x50 garage, complete with a fresh epoxy-coated floor, full heating and cooling, oversized doors, and a 15x30 half-story storage area—ideal for hobbies, storage, or a workshop. This home offers a truly exceptional combination of character, design, and modern convenience in one of Danville's most sought-after locations.

429 Maple Ave, Danville

$715,000
4 Beds 3 Baths 26019338 MLS
Discover the perfect blend of historic charm, modern updates, and investment potential at 124 Old Lafayette Avenue. Located in Lexington's highly desirable 40502 area, this beautifully maintained home offers 2,134 square feet of inviting living space with 4 bedrooms and 3 full bathrooms. Inside, you'll find beautiful hardwood floors, abundant natural light, and timeless architectural character throughout. The updated kitchen and renovated bathrooms provide modern style and convenience while preserving the home's classic appeal. The spacious floor plan offers comfortable living with plenty of room to relax or entertain. Step outside to enjoy the large back patio, perfect for outdoor gatherings or quiet evenings, while the detached garage adds valuable storage and functionality. This property is also an exceptional turnkey investment opportunity, with tenants already in place through July 2027, providing immediate rental income from day one. Whether you're looking to expand your investment portfolio or secure a future personal residence while generating income in the meantime, this home offers incredible flexibility. Conveniently located just minutes from the University of Kentucky, downtown Lexington, parks, shopping, dining, and entertainment, this property combines location, character, and long-term value.

124 Old Lafayette Ave, Lexington

$688,000
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

$675,000
3 Beds 3 Baths 25508200 MLS
Well known locally as The Bard House, this historic brick residence, construction believed to date between 1774 and 1780, is among Bardstown's earliest surviving homes. Located in the heart of Kentucky Bourbon Country, the property offers convenient walkability, situated approximately four blocks from downtown shops and restaurants, and centrally located to numerous nearby distilleries. It is listed within Bardstown's National Register of Historic Places designation. The home features a classic Dutch Colonial-influenced design with a dormered roofline, nine rooms, and a traditional center hall layout opening into a long interior gallery. Period details include wide plank wood flooring, beautiful fireplace mantels, thick masonry walls, and a handcrafted staircase with original details. Over the past 5 years and 2 caring owners, the residence has undergone extensive remodeling with modern updates to plumbing, electrical, appliances, and HVAC -- all thoughtfully completed to enhance functionality while respecting the home's historic character. Located on East Brashear, this property presents a rare opportunity to own a piece of Bardstown history while enjoying a residence with enduring architectural appeal. Ideal for buyers seeking a unique home with historical significance and timeless design. Additionally, there is a separate opportunity to acquire nearly all furnishings currently in this gorgeous home. Virtual Tour Link: https://youtu.be/EL4WuN_d08s?si=IcnM7kUx3Mso5NH7

110 E Brashear Ave, Bardstown

$610,000
4 Beds 5 Baths 26015792 MLS
Welcome to 617 Chestnut Street, a rare opportunity to own a distinctive piece of Berea history. Formerly operated as a beloved bed and breakfast, this character-filled property offers remarkable flexibility as a private residence, boutique Airbnb, short-term rental, or revived hospitality destination. From the moment you enter through the front door, the home begins to unfold around a striking grand staircase. To the right, the formal dining room leads naturally into the kitchen, creating an ideal flow for hosting family and friends. Just beyond the kitchen are a convenient guest half bath, washroom, and a flexible sitting room that could serve as a cozy den, casual gathering space, or breakfast room. Continue through the home to find a private office and library before reaching the back entrance and spacious great room. The circular layout allows each room to connect seamlessly to the next, making the home especially well suited for entertaining while still offering defined spaces for everyday living. Up the grand staircase, the primary suite is located to the right and features a spacious bathroom and walk-in closet. A second bedroom offers direct access to a full bathroom that is also accessible from the hallway, while the third bedroom includes its own private ensuite bath, providing comfort and privacy for family members or overnight guests. The partially finished walkout basement adds even more versatility, with an additional bedroom, living area, full bathroom, and a second laundry room. An unfinished portion provides valuable storage, while the walkout access connects the lower level directly to the backyard and allows natural light to fill the space. Outside, the detached four-car garage offers abundant room for vehicles, storage, hobbies, or a workshop. Set on approximately 0.82 acres, the backyard feels peaceful and secluded, framed by mature trees and offering one of the most memorable views in Berea. Conveniently located near shopping, dining, the interstate, and everything Berea has to offer, 617 Chestnut Street combines historic charm, generous living space, thoughtful flow, and exceptional potential. Whether envisioned as an income-producing property, a boutique hospitality concept, or a one-of-a-kind forever home, this special property is ready for its next chapter.

617 Chestnut St, Berea

$599,900
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

$590,000
26007550 MLS
**Exceptional commercial investment opportunity in the heart of downtown Versailles!** Located at **380 Amsden Avenue**, this versatile property offers over **7,500 sq. ft. of space on approximately 1.15 acres**, providing an outstanding opportunity for an investor, owner-user, or business looking for a substantial footprint in a convenient location. The main level offers expansive commercial space with a flexible layout that could accommodate a variety of potential uses. Above the commercial space are **three currently occupied apartments and one on the main level**, including **two 2-bedroom units and two 1-bedroom units**, providing an established source of rental income while offering additional investment potential. Conveniently located near the hospital, downtown Versailles, shopping, dining, and other area amenities, the property combines commercial possibilities with income-producing residential units in one unique offering. Whether you're looking for space for your own business, an investment property with multiple income streams, or a property with future redevelopment potential, **380 Amsden Avenue offers tremendous possibilities in a highly desirable Versailles location.** Apartment financials are available upon request.

380 Amsden Ave, Versailles

$550,000
25003145 MLS
Prime Downtown Location on the outskirts of town, on your way to the popular Grayson Lake, only 10 minutes further down the road. 3.45 acres consist of 2.96 acres zoned commercial and .49 acres of vacant residential lot. The residential lot had a house at one point but has been gone for a long time. Buyer can pursue having the lots combined to 3.45 total acres for commercial or Buyer can submit offer for just 2.96 acres by itself. Seller is also open to a land build to suit lease contract. Land is across from Dollar General. The 2.96 acres was appraised April 2023, it appraised for $706,500. That did not include the extra .49 acres that we are including. Buyer will get immediate equity. Property is priced to sell. Owner/Agent

5 S Carol Malone Blvd, Grayson

$549,000
26016888 MLS
Successfully run as The Tuscan Rose fiber arts store for years, this 19,963 SF building could be converted to numerous businesses including a lovely restaurant, condos, spa, bowling alley, etc. There are 18 ft plaster ceilings, beautiful corbels, ornate chandeliers, some pink granite, hardwood & concrete floors. Central elevator shaft w/ access to all 5 floors so perfect for condo regime. The 2nd floor/mezzanine is an office break room with beautiful kitchen, coffee bar, large utility room & dog washing station. Could be a nice potential apartment or condo. 4brand new HVAC's. Partial basement stays dry w/ cool original boilers & storage room. Could be one of a kind speak easy! 3 remaining floors to finish out to your dreams! Appliance update: stove, washer & dryer have been removed & are not part of this sale.

420 Broadway St, Paducah

$525,000
10 Beds 8 Baths 26004803 MLS
Opportunities like this rarely come along. Built in the 1820s, this all-brick historic property sits in one of the most prime locations in all of Frankfort and is ready for its next chapter. The main house has already been mostly gutted, providing a blank canvas for the next owner to bring their vision to life while preserving incredible historic features that remain intact. Inside you'll find gorgeous original hardwood floors, massive pocket doors, and soaring 12-foot ceilings in several rooms—the kind of craftsmanship that simply can't be replicated today. This property offers tremendous flexibility and could easily be finished as a large single-family historic home with multiple bedrooms and bathrooms, or redesigned as a multi-unit investment property. It would also make an excellent short-term rental, live-work space, or even a boutique business location depending on the buyer's vision. Adding even more value is the guest house located in the backyard, which features four bedrooms and two bathrooms. This structure could remain a spacious guest residence, be used for short-term rentals, or easily be converted into two separate two-bedroom apartments, creating an additional income opportunity. For investors and developers, this project is an ideal candidate for historic restoration tax credits, which may allow 30-40% of qualified improvement costs to be returned as tax credits. That makes this not only an exciting restoration project but also a financially smart one. With its historic character, prime location, and endless possibilities, 514 Ann Street presents a rare opportunity to restore and reimagine one of Frankfort's historic properties. Whether you're looking to create a stunning family home, a unique investment property, or a standout short-term rental, this property offers the chance to bring a true piece of Frankfort history back to life.

514 Ann St, Frankfort

$519,900
26010942 MLS
Now offering this prime commercial real estate opportunity located immediately adjacent to Lake Cumberland Regional Hospital and just one block off Highway 27. Opportunities on this intersection rarely become available, especially with the combination of visibility, accessibility, and long-term investment stability this property offers. The building features over 3,200 square feet of usable rentable space, along with a full finished basement providing additional flexibility for storage, operations, or future expansion needs. The property is currently occupied by a strong national tenant with an aggressive lease in place, creating an attractive investment opportunity for buyers seeking stable income in one of Somerset's most established commercial areas. With ample parking, strong traffic counts, and excellent visibility, this property is well positioned for continued long-term success. Its location near the hospital, Highway 27, and surrounding medical and commercial businesses makes it one of the more desirable commercial investment locations currently available in the market.

311 Langdon St, Somerset

$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