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216 S Chiles St, Harrodsburg
$139,000
26027483 MLS
Located in the heart of downtown Harrodsburg's Historic Morgan Row, 216 S Chiles Street offers a unique opportunity with flexibility for both business and residential use. With approximately 1,530 square feet, this fully updated property features a modern, open-concept front area filled with possibilities—ideal for an office, studio, reception area, or future residential living space. An additional room toward the rear provides even more versatility and could easily serve as a private office, workspace, storage area, or bedroom conversion. The renovated bathroom features updated plumbing, and with the addition of a shower, the property could transition easily into residential use. Recent updates include central air conditioning, gas heat, new flooring, all-new electrical service, and distinctive interior metal wall finishes that add both character and durability. The roof is approximately six years old. Double doors at the rear of the property open to a private patio area, providing convenient access that could also work well for business-related deliveries or drop-offs. Whether you're looking for a highly visible downtown location for your business, a flexible live/work opportunity, or a property you can convert into a unique residence, 216 S Chiles Street offers plenty of possibilities in one of Harrodsburg's historic downtown settings.

216 S Chiles St, Harrodsburg

107 S Burns Ave, Winchester
$359,900
4 Beds ⋅ 2 Baths ⋅ 26027372 MLS
Built in 1913 and located two blocks from Main Street, 107 S Burns Avenue retains its original interior detail: coffered ceilings, cherry wood wainscoting, hardwood floors, leaded diamond-pane windows, brick fireplaces with their original mantels, and built-ins throughout. The home offers four bedrooms, two full baths, and 2,352 square feet. The upper level has been fully renovated and includes a private fourth bedroom, full bath, built-in workspace, generous knee-wall storage, and a dedicated heating and cooling system. In the kitchen, custom cabinetry complements an original double-drainboard cast-iron sink, while the main-level bath retains a beautifully reglazed original clawfoot tub. Outdoors, an eight-foot privacy fence creates a secluded backyard setting with an above-ground pool and ample space for relaxing and entertaining. An original carriage-door garage adds another layer of historic character, complemented by off-street parking for up to three vehicles. Located just two blocks from Main Street, the home offers convenient access to downtown Winchester's locally owned restaurants, boutiques, theater, festivals, and community events. College Park and the public library are also just a few blocks away.

107 S Burns Ave, Winchester

350 E Short St Unit 211, Lexington
$360,000
2 Beds ⋅ 2 Baths ⋅ 26027351 MLS
Improved price! Great opportunity to secure a turn-key condo in a highly sought-after Lexington neighborhood.This 2 bedroom 2 bath condo offers modern architectural bones with it's 11ft metal deck ceilings, open layout, ample bedroom sizes, and beautiful, sweeping natural light through the floor to ceiling window that frames the unit. This condo is perfect for those seeking a sophisticated primary residence or a refined, lock-and-leave lifestyle, the property features easy access to the rooftop patio, steps away from the elevator to the parking garage where you will have one numbered space and a parking sticker for a second vehicle on adjacent parking lot. Rest easy knowing that there is on-site management, a room designated for package delivery (no missed deliveries), and a fully equipped fitness center. Enjoy the absolute best of downtown Lexington living with numerous dining spots, parks, and shopping just outside your door.

350 E Short St Unit 211, Lexington

2015 Old Main St, Maysville
$70,000
4 Beds ⋅ 2 Baths ⋅ 26027327 MLS
Big ideas belong here! In the heart of Historic Old Washington, this mixed-use property pairs private living quarters with expansive commercial spaces near gift shops, attractions, and the charming town square. The residential area features bright bedrooms with historic charm, an updated bathroom, and an outdoor shower nestled among bamboo- ideal for exploring live/work or short-term rental possibilities. Large open rooms, gorgeous hardwood floors, and multiple side entrances invite your vision for a shop, studio, gallery, gathering space, or other venture, subject to approvals. Work remains, but the character, space, and setting are ready for your next chapter. Let the virtual staging photos get your imagination going with all this could be. Bring your dreams to this incredible opportunity and see what you could create!

2015 Old Main St, Maysville

42 Samuels Avenue, Mt Sterling
$255,000
4 Beds ⋅ 2 Baths ⋅ 26027296 MLS
Thoughtfully Updated 4BR/2BA in Mount Sterling, KY Welcome to 42 Samuel's Avenue, a beautifully updated 4-bedroom, 2-bathroom home offering plenty of space and move-in-ready style in Mount Sterling, Kentucky. This home has been thoughtfully refreshed throughout, giving you modern updates with a true turnkey feel. Step inside to find new flooring and fresh paint throughout, creating a clean, bright, and inviting atmosphere in every room. New light fixtures and plumbing fixtures add a polished touch, while new tile in the bathrooms brings a stylish, updated look to both spaces. Outside, you'll love the fenced-in backyard, the perfect space for pets, play, or simply relaxing in your own private outdoor retreat. With so many quality updates already done for you, this home offers comfort and convenience from the moment you walk through the door. Schedule your showing today!

42 Samuels Avenue, Mt Sterling

507 N Lexington Ave, Wilmore
$355,000
2 Beds ⋅ 3 Baths ⋅ 26027231 MLS
Welcome to a beautifully renovated home in the heart of Wilmore! There has been so much thought and care put into this home, and the updates really show. You'll find a brand-new roof and gutters, new premium Everlast exterior siding, and a brand-new Trex front porch that is perfect for sitting and enjoying the neighborhood. The beautiful mahogany front door and new Andersen 400 Series French doors add even more character. Inside, the home has been refreshed throughout with beautiful hardwood floors, updated bathrooms, a completely renovated primary bath with new tile and shower, and a gorgeous new kitchen with new cabinets, quartz countertops and appliances. The main living area features new decorative beams that add a great touch of character. There's also spray-foam insulation in the attic and a brand-new two-car garage with upgraded electrical capacity, giving you plenty of room for vehicles, hobbies, tools and even heavy-duty equipment. And then there's the location! This is the kind of home where you can enjoy what makes Wilmore special right outside your front door—watch the Fourth of July parade right from your porch and enjoy the magic of Wilmore's Old-Fashioned Musical Christmas. There's simply too much to list here—the best way to appreciate all that has been done is to come see it for yourself!

507 N Lexington Ave, Wilmore

217 S Main St, Nicholasville
$599,700
5 Beds ⋅ 5 Baths ⋅ 26026997 MLS
Completely Renovated 5BR/5BA Luxury Home — 4,600+ Sq Ft in the Heart of Nicholasville! Welcome to 217 South Main Street — a stunning luxury home offering over 4,600 square feet of beautifully renovated living space, right in the heart of Nicholasville, Kentucky. This 5-bedroom, 5-bathroom home has been completely transformed from top to bottom, delivering a true turnkey experience with high-end finishes throughout, including a convenient first floor primary bedroom. The kitchen shines with gorgeous quartz countertops and a stylish tile backsplash, while the bathrooms feature luxury tile finishes that elevate every detail. Refinished flooring flows throughout the home, bringing a fresh, polished feel to every room. Outside, you'll love the massive back deck — perfect for entertaining or simply relaxing — along with a newly fenced-in backyard offering privacy and space to enjoy the outdoors. With this much space, style, and quality craftsmanship, this home truly has it all. Don't miss your chance to own this one-of-a-kind luxury home in the heart of Nicholasville — schedule your showing today!

217 S Main St, Nicholasville

106 W Vine St Unit 403, Lexington
$1,085,000
2 Beds ⋅ 2 Baths ⋅ 26027142 MLS
Experience luxury living at The Vine, downtown Lexington's newest boutique condominium designed for those who want more than just a place to live. With only one 2-bedroom residence currently move in ready, this sophisticated corner unit delivers a rare blend of style, comfort, and elevated luxury. Expansive windows flood the living spaces and bedrooms with natural light, while designer details that include, chef-worthy Sub-Zero and Wolf appliances, custom pantry, custom closets, designer wallpaper, window treatments, and private balcony add warmth and personality to the modern design. As an added plus, this unit is sold with 2 covered and designated parking spaces. Beyond your front door, The Vine HOA includes utilities for the condo as well as a social membership to The Vine Club offering resort-style amenities including the lounge, spa with cold plunge, sauna and hot tub, fine dining restaurant and the rooftop pool is almost complete. The Vine HOA concierge services includes a doorman, building security, plus a professional management group is already in place for short-term rental opportunities. Located steps from Rupp Arena, the University of Kentucky, restaurants, nightlife, and downtown entertainment, this is the kind of property that rarely becomes available. Luxury, convenience, and lifestyle all wrapped into one exceptional address.

106 W Vine St Unit 403, Lexington

101 Robin Ln, Carlisle
$175,000
3 Beds ⋅ 1 Baths ⋅ 26027051 MLS
Located on a spacious corner lot of over half an acre in downtown Carlisle, Kentucky, this three bedroom, one bath brick ranch offers convenient one level living with classic features and plenty of outdoor space. The home features beautiful hardwood floors, a metal roof, and a covered front porch that provides a welcoming entrance. A tall crawl space offers additional storage and utility space beneath the home. Outside the property includes an attached carport with an additional storage room, along with an outbuilding. The generous corner lot provides room outdoor activities, gardening, or future possibilities, all within the convenience of the Carlisle city limits. A solid brick ranch with a desirable location and useful features, this property offers an excellent opportunity.

101 Robin Ln, Carlisle

153 Pineview Ln, Carlisle
$234,900
5 Beds ⋅ 2 Baths ⋅ 26026985 MLS
Discover a rare opportunity to own a spacious two-story home with multiple living options and a separate apartment/guest house—perfect for those looking for flexibility, additional space, or income potential. From the moment you step inside, the character shines through with beautiful hardwood floors, original mantels with ceramic tile accents, and generously sized rooms just waiting for your personal touch. Previously configured as two apartments, the main home offers the potential to be converted back, creating exciting possibilities for multi-generational living, rental income, or an owner seeking additional living space. The separate apartment/guest house adds another layer of versatility for guests, extended family, a home office, or additional rental potential. This property offers endless possibilities for its next owner. The main floor offers a spacious kitchen, formal dining and living room. Also, a primary bedroom with a full updated bathroom. Upstairs you will find 4 additional bedrooms and another full bathroom. Bring your vision and make this unique property your own! Seller is offering $2,500 toward buyer's allowable closing costs, prepaid expenses, or other eligible costs with an acceptable offer. This added incentive makes an already appealing property an even greater opportunity for buyers!

153 Pineview Ln, Carlisle

111 Woodland Ave Unit 705, Lexington
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 26026896 MLS
Elevated above one of Lexington's most recognizable addresses, this seventh-floor residence at The Woodlands offers 2,358 square feet of refined living with sweeping views of downtown Lexington and the University of Kentucky. A paneled entry hall introduces hardwood floors, detailed millwork and exceptional custom storage throughout. The coffered-ceiling den features a fireplace, built-ins and wet bar, while the adjoining living and dining spaces are framed by oversized windows, a second fireplace with arched built-ins, and a distinctive hand-painted ceiling dome. The custom kitchen is appointed with granite countertops, a farmhouse sink, double ovens, a warming drawer, glass-front cabinetry, a striking tile backsplash and pantry storage. The spacious primary suite features built-in cabinetry, two walk-in closets and a beautifully updated private bath with a custom vanity and glass-enclosed shower. The guest bedroom offers stunning city views, generous storage and convenient access to an updated guest bath. A dedicated laundry room and private office with built-ins add comfort and flexibility. The residence also includes two first-level spaces in the secured garage and multiple private storage closets. Residents enjoy 24-hour security, a fitness center, sauna, hot tub, outdoor pool, game room, catering kitchen, gathering spaces, grilling area, covered patio and a ninth-floor terrace with panoramic city and sunset views. Guest parking is conveniently located near the building's welcoming front fountain.

111 Woodland Ave Unit 705, Lexington

219 E North St, Carlisle
$125,000
2 Beds ⋅ 1 Baths ⋅ 26026799 MLS
Charming 2-bedroom, 1-bathroom home that offers fresh updates and plenty of potential. The home has been freshly painted throughout, including the kitchen cabinets, giving the interior a clean and refreshed look. The refrigerator and stove are included, making this home move-in ready. Improvements include a newer roof, gutters, windows and hot water heater, providing added peace of mind. A spacious walk-in attic offers abundant storage space and could potentially be converted into additional living space. The property also features a driveway with a carport for convenient off-street parking and a small backyard that offers manageable outdoor space. This one is ready for its next owner—don't miss your opportunity to make it yours!

219 E North St, Carlisle

114 W Lexington Ave, Danville
$485,000
3 Beds ⋅ 3 Baths ⋅ 26026623 MLS
This century old Queen Anne beauty is ready for it's new owners! This house oozes charm from the moment you step onto the deep front porch and enter into a proper foyer and see all the original details from the crown molding to the staircase details. Downstairs you'll find room for everything, two living areas, large formal dining, an office with full bath and massive laundry room. The main floor also hosts an updated kitchen with an large island perfect for entertaining. Walk out on to the screened in porch to enjoy your morning coffee or out to the deck to enjoy some sunshine. All three bedrooms are located upstairs, two spacious bedrooms share a full bath along side a primary suite with a lovely updated bathroom. A partial basement leaves plenty of room for storage or a workshop. You will also find a spacious garage for parking and the perfect sized backyard for a bit of privacy. Walking distance to downtown Danville, including Burke's Bakery for a sweet treat! Don't miss your chance to call this home.

114 W Lexington Ave, Danville

212 Lexington St, Lancaster
$190,000
3 Beds ⋅ 1 Baths ⋅ 26026454 MLS
Opportunity awaits with this 3-bedroom, 1-bath Bedford stone home situated on approximately 0.32 acres, directly across from Lancaster Elementary. The main level offers approximately 1,200 sq. ft. with hardwood floors throughout and a functional layout ready for your personal touch. The full unfinished basement provides excellent potential for additional storage, workshop space, or future finished living area. A large storage building in the backyard provides additional storage or workspace. Property needs repairs and updates and is being offered with plenty of opportunity to renovate and make it your own. Additional features include a non-working fireplace and an existing A/C unit that is currently not operational. Convenient location and solid Bedford stone construction make this property worth a look for buyers seeking a renovation project or investment opportunity.

212 Lexington St, Lancaster

305 W Main St, Mt Sterling
$464,900
5 Beds ⋅ 4 Baths ⋅ 26026409 MLS
Stately, spacious, and filled with timeless character, this circa 1915 Colonial brick home is a true downtown Mt. Sterling treasure! Offering an impressive 5 bedrooms, 3 full baths and 1 half bath, this historic home provides an abundance of space both inside and out, all while being filled with beautiful natural light. From the moment you step into the grand and inviting entry foyer—the kind foyers dreams are made of—you'll immediately appreciate the craftsmanship and charm found throughout. The home features a spacious living room, den/study or home office, formal dining room, kitchen with breakfast nook and beautiful cabinetry and counter tops, mudroom, and two laundry areas. Original character shines through with beautiful hardwood flooring, crown molding, intricate door frames and trim work, built-ins, and several fireplaces that add warmth and personality throughout the home. The finished third level offers even more incredible living space with a huge recreation/family room plus an additional bonus room with skylights. This versatile space could even serve as another primary suite with its attached bathroom featuring a relaxing soaking tub. Outside, the home is situated on a generous .60-acre lot right in downtown Mt. Sterling and features a picture-perfect front porch worthy of the cover of a home and garden magazine, a rear patio perfect for entertaining, and a detached garage with additional storage space in the rear. The unfinished basement provides even more room for storage. Recent improvements include a new architectural shingle roof installed in August 2026, along with new guttering and downspouts. As a Mt. Sterling Historic Registered Home, this property offers the history, craftsmanship, space, and character that simply cannot be recreated today. If you've always dreamed of owning a LARGE historic home in the heart of downtown Mt. Sterling, this may be the one you've been waiting for. This remarkable property truly must be seen in person to fully appreciate everything it has to offer!

305 W Main St, Mt Sterling

5050 Main St, Clay City
$299,900
3 Beds ⋅ 2 Baths ⋅ 26026408 MLS
Like new and move-in ready! This beautiful one-owner home is situated on a spacious 1.67-acre lot and offers the perfect combination of comfort and quality. Featuring 3 bedrooms and 2 full baths, the home boasts an inviting living room, kitchen and dining area, separate laundry room, and a desirable split-bedroom design. You'll love the bamboo flooring throughout, stainless steel appliances, beautiful custom cabinetry, and granite countertops. The unfinished basement provides plenty of additional storage space. Outside, enjoy relaxing on the covered front porch or rear deck while taking in the spacious surroundings, plus the convenience of a carport. Meticulously maintained and truly move-in ready, this home is also conveniently located near Red River Gorge and Natural Bridge, putting some of Kentucky's most beautiful outdoor attractions just a short drive away. If you've been looking for a like-new home with acreage, beautiful finishes, and a great location, this one is a must-see!

5050 Main St, Clay City

1136 Rayburn Dr, Olive Hill
$264,500
4 Beds ⋅ 2 Baths ⋅ 26026376 MLS
Welcome to the desirable Eastwood Addition! This recently remodeled 4-bedroom, 2-bath home offers a great combination of updated finishes, generous living space and outdoor amenities. The entire main level features beautiful hardwood flooring through the living space and bedrooms, both bathrooms are finished with tile and the upstairs bedroom has easy-care laminate flooring. The exterior offers attractive cedar siding across the front with low-maintenance vinyl siding on the remaining three sides, along with a new roof, new gutters and new windows. A convenient ground-level entrance through the dining room provides easy access to the main living area. The basement adds an incredible amount of usable space, including a 1,020-square-foot garage plus approximately 1,000 square feet of wide-open living space, giving you plenty of room for a family room, recreation area, home gym, hobbies or whatever fits your lifestyle. Upstairs is finished into a bedroom with plenty of closet and storage space and even space to install a bathroom! Outside, you'll find a swimming pool and screened porch, creating the perfect setup for relaxing or entertaining during the warmer months. All kitchen appliances, as well as the washer and dryer, remain with the home. The garage is equipped with two brand-new garage doors installed last year, featuring both app-controlled operation and keyless entry. With its recent remodeling, major exterior updates, abundant living and garage space and inviting outdoor areas, this Eastwood Addition home is ready for its next owner.

1136 Rayburn Dr, Olive Hill

119 Hammons Dr, Richmond
$379,900
4 Beds ⋅ 3 Baths ⋅ 26026385 MLS
Tucked away in a quiet cul-de-sac while still close to everything you need, this 4-bedroom, 3-bath home offers space, character, and convenience in one great location. Just minutes from downtown, Eastern Kentucky University, shopping, dining, and everyday amenities, this home gives you the best of both worlds - peaceful surroundings when you want them and easy access to everything when you don't. Inside, you'll find a functional layout with the primary bedroom conveniently located on the main floor, along with a main-level utility room. Upstairs offers additional bedrooms, a full bath, and a second utility room, providing flexibility and convenience for a variety of living arrangements. Step outside and enjoy the privacy of mature trees and a welcoming screened-in porch, perfect for morning coffee, entertaining, or relaxing outdoors without the hassle of the elements. The property also features a working workshop with its own separate electrical box, providing dedicated power for the workshop. With its cul-de-sac setting, flexible floor plan, outdoor living space, and convenient location, this home offers a unique opportunity to enjoy a comfortable lifestyle close to the heart of Richmond.

119 Hammons Dr, Richmond

38 Johnson Avenue, Mt Sterling
$284,900
4 Beds ⋅ 2 Baths ⋅ 26026358 MLS
Cute, cozy, and charming are the three words that immediately come to mind with this beautiful Craftsman-style bungalow in downtown Mt. Sterling! Fully renovated in 2016 and still in pristine condition, this home perfectly blends classic character with modern updates. Inside, you'll find 4 bedrooms, 2 full baths, a welcoming living room with an electric fireplace, dining area, and a beautiful kitchen featuring an island, pantry, and cozy gas-log fireplace. A convenient utility area adds to the functionality, while the unfinished basement provides plenty of additional storage space. Step outside and enjoy even more! The property offers a detached two-car garage, storage shed, inviting covered front porch, and a rear covered patio overlooking the backyard—the perfect spot to relax, entertain, or enjoy your morning coffee. With its charming style, thoughtful updates, convenient downtown location, and truly move-in-ready condition, this home is just waiting for its next owner to arrive, unpack, and start making memories. This one is sure to please.

38 Johnson Avenue, Mt Sterling

108 Court St, Versailles
$1,799,900
26026295 MLS
Dating to the 1880s, 106-110 Court Street presents a rare turnkey restaurant opportunity in the heart of Historic Downtown Versailles. Formerly home to the Versailles Police Department, the property was reimagined by the current owners beginning in 2021, undergoing an extensive transformation while preserving as much of its historic character and architectural detail as possible. Exposed brick, original elements and carefully selected finishes create a distinctive setting throughout multiple dining areas. The restaurant features two outdoor terraces, an impressive main bar, an upstairs bar with wine cellar, and private rooms ideal for events, meetings or private dining. Offered as a fully functioning turnkey restaurant, the sale includes all restaurant furniture and kitchen equipment, allowing a new owner to step into a beautifully finished and fully equipped operation. Approximately 800 square feet is currently occupied by an insurance office, providing an additional component to the property. Steps from Courthouse Square and surrounded by the shops, restaurants and architecture of Downtown Versailles, this is an exceptional opportunity to continue the story of a truly unique historic property.

108 Court St, Versailles

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