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428 W Main St, Georgetown
$675,000
4 Beds ⋅ 3 Baths ⋅ 26028011 MLS
A Legacy of Elegance. A Celebration of Craftsmanship. An Extraordinary Way of Life. Some homes are built to impress. Others are built to endure. Dating to circa 1895, this extraordinary all-brick residence along Georgetown's historic West Main Street offers something increasingly rare: the architectural soul of a bygone era, beautifully preserved and thoughtfully reimagined for modern luxury living. Gracefully situated on a prominent corner lot, this distinguished home reveals a remarkable appreciation for craftsmanship at every turn. Original quarter-sawn oak hardwood floors, elegant architectural millwork, and beautifully detailed transoms connecting the formal living and dining rooms celebrate an era when artistry was integral to architecture. Even the European-inspired crown chimney caps evoke centuries-old design traditions. At the heart of the residence awaits a kitchen that transcends the ordinary. Custom cherry cabinetry, handcrafted by an artisan from historic Shaker Village and preserved in its natural, unstained beauty, is complemented by exquisite marble countertops, a farmhouse sink, and a striking decorative tin ceiling produced by the same company responsible for the celebrated tin ceilings at Churchill Downs. A stunning marble tile inlay accents the original hardwood flooring, while an exceptional culinary suite featuring eight gas burners, two gas ovens, and a separate electric wall oven provides professional-caliber versatility for the passionate home chef and entertainer. The home's thoughtfully designed main level blends formal elegance with everyday comfort. Gracious living and dining rooms provide beautiful settings for entertaining, while a spacious, climate-controlled sunroom invites year-round enjoyment. A private main-level suite offers wonderful flexibility for guests or multigenerational living, complemented by beautifully appointed bathrooms, including a preserved cast-iron clawfoot soaking tub and a custom tiled shower. A thoughtfully designed drop zone provides a convenient transition from the outdoor living spaces. Upstairs, three spacious bedrooms offer peaceful retreats, including one transformed into an extraordinary boutique-inspired dressing room. A beautifully finished bathroom with travertine tile and a walk-in shower, along with conveniently located second-floor laundry, brings modern practicality to this historic residence. The finished third floor introduces additional versatility, with dedicated spaces currently enjoyed as a private fitness studio and home office. For the collector and connoisseur, the lower level holds another exceptional surprise: a custom wine cellar accommodating approximately 1,000 bottles, creating an intimate destination for a treasured collection. Beyond the home's elegant interiors lies a private outdoor sanctuary designed to rival a boutique resort. A stunning fiberglass saltwater pool, complete with tanning ledge and surrounded by beautiful travertine pavers, anchors an extraordinary setting for relaxation and entertaining. An outdoor kitchen, tranquil koi pond, heated greenhouse, flourishing chef's garden, and inviting gathering area with a gas fireplace create an enchanting environment where afternoons effortlessly become memorable evenings. Thoughtful infrastructure improvements, including replacement of the original clay sewer lines, further reflect the care invested in preserving and enhancing this remarkable property. And just beyond your doorstep, historic downtown Georgetown beckons with charming restaurants, local boutiques, inviting cafés, and neighborhood favorites, all contributing to an exceptional walkable lifestyle. This is not simply a beautifully restored historic home. It is a residence of character, provenance, and uncommon distinction where nearly 130 years of history meet the art of living exceptionally well. An extraordinary opportunity to become the next steward of one of Georgetown's truly special homes.

428 W Main St, Georgetown

418 E Bridge St, Cynthiana
$299,900
4 Beds ⋅ 2 Baths ⋅ 26027059 MLS
Own a piece of Downtown Cynthiana history in a home that is affectionally known locally as "The Hutchinson House". This is a Victorian era-built home circa 1860 featuring 4 Bedrooms and 2 Bathrooms. As you approach this home you will notice the brick, but not your run of the mill brick facia, these are solid Masonry brick Walls. Step onto a gorgeous half wrap-around porch, with tons of room, that leads into the scenic backyard that unveils two separate seating areas, One, A convenient partially shaded deck, the other, a perfect pergola on a concrete pad. When you open the custom hand-painted front door it will reveal the Grand Foyer with Original 1860s Hardwood flooring and an ornate Staircase!! Leaving the foyer, step into a large living room boasting a carved fireplace and 12-foot-tall ceilings that, like the Hardwood, run throughout this home!!! Continue through into a lovely sitting room that is absolutely perfect for getting cozy and reading your favorite book! Passing the first full bathroom you will find an Expansive kitchen with tons of counter space and cabinets for storage. Completing the downstairs loop brings us to the formal dining room and back to the foyer. Up the stairs the antique Hardwood flooring, carpet and 12-foot-tall ceilings continues to carry throughout. The massive Primary Bedroom is accompanied by more spacious bedrooms, one of which has converted into a substantial primary Closet, and the second full bathroom. Attic access is on this level as well. Schedule a showing and Make this Historic house Your Home!!

418 E Bridge St, Cynthiana

217 S Main St, Nicholasville
$630,000
5 Beds ⋅ 5 Baths ⋅ 26026997 MLS
Completely Renovated 5BR/5BA Luxury Home — 4,600+ Sq Ft in the Heart of Nicholasville Professional pictures coming soon! 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

443 Davidson Ct, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26026937 MLS
443 Davidson Court offers historic charm without giving up modern conveniences. This beautifully preserved 1910 brick home sits on a quiet downtown Lexington street, just minutes from restaurants, a local brewery, and event venues that make the city so vibrant. A large covered front porch with swing welcomes you home. Inside, the original character of the home is on full display, blended thoughtfully with modern updates. The main floor offers a comfortable layout with cozy living room and bright dining room, ideal for everyday meals or hosting a crowd. The large kitchen offers plenty of room to prep, cook and gather. Two bedrooms and a full bath are on the main floor, making this level perfect for family, guests, or a home office. The second floor is a true primary suite, with a bedroom, full bath, and versatile bonus room. Use the bonus room as a sitting area, walk-in closet, nursery or child's room, studio, or work-from-home space. Step out onto your private second-floor deck for a quiet breath of fresh air at sunrise or sunset. Out back, a large deck overlooks a big, fully fenced yard with plenty of space for pets, play, gardening, or summer cookouts. Additionally, new windows & dishwasher, updated wiring & plumbing, newer systems, and other updates provide peace of mind for the next owner.

443 Davidson Ct, Lexington

105 Turner Ave, Lancaster
$123,900
2 Beds ⋅ 1 Baths ⋅ 26026732 MLS
Welcome to a charming Lancaster home with plenty of personality and potential! This 2-bedroom, 1-bath property has been thoughtfully updated while still maintaining some of its original character. Recent improvements include updated flooring, a refreshed kitchen, and a beautifully updated bathroom with modern tile details. The home also offers approximately 420 square feet of unfinished basement space, providing excellent room for laundry, storage, a workshop, hobbies, or future possibilities. The basement is accessed from the exterior. Outside, the generous lot gives you space for gardening, entertaining, pets, or simply enjoying your own outdoor space. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this home offers an affordable way to put down roots in Lancaster!

105 Turner Ave, Lancaster

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
$474,900
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

103 Bennett Ct, Richmond
$100,000
4 Beds ⋅ 2 Baths ⋅ 26026406 MLS
Auction Live or Online October 24 at 10 AM. Welcome to this spacious 4-bedroom, 2-bath home conveniently located in downtown Richmond! Offering approximately 2,500 square feet of living space plus a basement, this property provides plenty of room for comfortable living, entertaining, and storage. The home's central location puts you close to downtown shopping, dining, local businesses, and other Richmond amenities. With four bedrooms, two full baths, generous living space, and the added versatility of a basement, this property offers a great opportunity for homeowners or investors looking for space and convenience in the heart of Richmond. Don't miss the opportunity to make this downtown property your next home or investment! Sale terms: If you bid online you must submit a letter of good standing from your bank at least 24 hours prior to auction. Selling by the deed. Call Auctioneer Ken DeGrant license # 281879 www.highpointky.com

103 Bennett Ct, Richmond

38 Johnson Avenue, Mt Sterling
$299,900
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

454 W Lexington Ave, Danville
$310,000
5 Beds ⋅ 3 Baths ⋅ 26026015 MLS
Historic charm meets everyday comfort at this spacious two-story Carpenter Gothic home on sought-after Lexington Avenue—offered for sale for the first time in approximately 75 years. Offering 5 bedrooms, 3 full baths, and 3,384 square feet, the home provides room to gather, work, and relax while showcasing the distinctive character of its original Gothic Revival design. The main level features a convenient primary suite, a large eat-in kitchen, and three fireplaces that add warmth and timeless appeal throughout. Enjoy quiet mornings or relaxed evenings on the screened porch, while the double detached carport provides practical off-street parking. Ready for its next chapter, this historic home is a blank canvas awaiting a new owner's vision and loving finishing touches—a rare opportunity to restore, personalize, and enjoy a generously sized home on one of Danville's most historic and recognizable avenues.

454 W Lexington Ave, Danville

136 E Broadway Ave, Richmond
$299,000
5 Beds ⋅ 3 Baths ⋅ 26025907 MLS
Experience the perfect blend of historic charm and modern convenience in this 5 bed, 3 bath home located in the heart of downtown Richmond. Just minutes from Eastern Kentucky University, shopping, dining, and entertainment, this beautifully updated property offers timeless character with today's most desirable amenities. Inside you will discover original hardwood floors, soaring 10-foot ceilings on the main level, gorgeous original fireplaces. The updated kitchen features newer cabinetry, granite countertops, and a complete appliance package. The spacious first-floor primary suite offers a private retreat with an oversized refinished clawfoot soaking tub, creating the perfect place to unwind. The remodeled bathrooms blend classic style with modern finishes, while the large laundry room includes a utility sink and its own exterior entrance for added convenience. Washer and Dryer convey. Recent improvements include a new roof (2025), new gutters and new soffits, exterior of home painted, replacement windows with transferrable lifetime warranty, a new rear deck, and dual-zone heating for year-round comfort. Outside, relax on the welcoming wraparound porch, entertain on the new deck, or take advantage of the auxiliary garage for additional storage space. If you've been searching for a home that combines historic elegance, generous living space, and an unbeatable downtown location this is for you!

136 E Broadway Ave, Richmond

503 W Broadway St, Frankfort
$189,900
2 Beds ⋅ 2 Baths ⋅ 26025752 MLS
Charming downtown Frankfort home just 1 mile from Buffalo Trace Distillery! This cute home features newly refinished hardwood floors throughout and new LVT flooring in the kitchen and both baths. There are 2 bedrooms and 2 full baths, including a first-floor bedroom and bath for one-level living, plus a versatile flex room perfect as a home office or nursery. Gather in the living room and/or the formal dining room which could be used as a den/eating area. An updated roof and replacement windows on most of the home, offers peace of mind. Location can't be beat — walk to work, shopping, and downtown restaurants, or head out your front door for the Downtown Concert Series and beloved local festivals like Bourbon on the Banks. Don't miss this rare combination of updates, character, and unbeatable downtown walkability! Owners are licensed real estate agents.

503 W Broadway St, Frankfort

302 N 3rd St, Danville
$389,000
5 Beds ⋅ 2 Baths ⋅ 26025246 MLS
Step back in time with this quintessential American Foursquare, seamlessly blending historic architectural splendor with modern upgrades. The front staircase features rustic, curved stone treads, flanked by built-in planter beds, guiding you to the welcoming front porch, perfect for rocking chairs and a swing. This lovely entrance gives a stately tone from the moment you arrive. Step inside to discover the beautiful, preserved period craftsmanship shining through the original diamond-pane windows, rich oak and poplar hardwood floors, elegant dentil molding, arched doorways and handsome wood trim. The magnificent main staircase features raised- panel detailing and a landing with tall windows. Distinct fireplaces add character to the rooms throughout the home. Imagine hosting fabulous holiday dinners beneath the original dining room chandelier, complete with the historic gas fittings. The main level is designed for daily living and effortless entertaining. The open living room and dining room are bathed in natural light. The butler's pantry hallway is outfitted with two large closets for extra storage space. A thoughtful flex room could serve as a cozy breakfast room; a quiet home office or a playroom and features a cheerful row of windows. The good-sized kitchen offers ample cabinetry. The spacious den opens directly onto the rear, private patio and backyard. Upstairs, a spacious foyer connects the five generous sized bedrooms with ample closet space and two full baths including a primary suite featuring a tiled step- in shower. Outside, the property is framed by a charming stone fence along the side and rear yards, with dual driveways providing convenient off-street parking on both sides of the house. A utility garage provides excellent storage for lawn equipment, bikes and basement access. Peace of mind comes easy thanks to updates including hvac, gutters, a water heater, ceiling fans and light fixtures and roof. Consider living an exciting downtown lifestyle with a scenic short stroll to enjoy unique, boutique shopping, coffee shops to meet with friends, dining at the Main Street restaurants, Centre College and the Norton Center for the Arts, Ephriam McDowell Regional Medical Center, schools, churches and the wonderful public library. This iconic treasure offers rare craftsmanship, comfortable living spaces, and convenience.

302 N 3rd St, Danville

122 N Locust St, Versailles
$425,000
26025104 MLS
Remarkable property located just steps from Downtown Versailles. This mid century office building offers all the charm of the era with all the modern amenities you desire for your business. Perfect for any professional office needs, legal, accounting, tech services, you name it. As you enter the reception space welcomes guests with beautiful hardwood floors and soaring ceilings. The first floor provides 3 private offices with door between them for quick access to business partners as you wish. There are closets in offices. Toward the rear of the building is a private restroom and kitchen, perfect for coffee breaks and daytime meals. Outside and adjacent to the kitchen is a wonderful patio area as well as parking. Parking is also conveniently located on the street. The second floor is a wide open space for your use as you choose. There is also abundant storage throughout the entire building. This is a very special property located in the heart of Versailles. A perfect space for your business needs.

122 N Locust St, Versailles

214 W Main St, Mt Sterling
$309,000
3 Beds ⋅ 3 Baths ⋅ 26024633 MLS
Timeless History. Umremarkable Character. A Home With A Story. Step Into A Remarkable Piece of Mt. Sterling History With This Truly Special 3-Bedroom, 2.5-Bath Historic Home Offering Approx. 2,440 sq. ft of Living Space. This Distinctive Property Is Filled With The Architectural Character and Craftsmanship That Make Older Homes So Special, While Also Offering Thoughtful Updates For Today's Lifestyle. From The Moment You Arrive, The Exterior Makes A Statement. The tall Windows, Classic Shutters, Decorative Trim, Inviting Front Porch With A Showstopping Front Door, and Traditional Design Reflect The Beauty and Craftsmanship of Another Era, This Property Offers The Kind of Charm and Personality That Simply Cannot Be Recreated In a Newer Home. Inside The Charm Continues With Beautiful Hardwood Floors, Built-In Features, Multiple Fireplaces and A Striking Staircase That Immediately Showcases The Home's Timeless Character. Generously Sized Rooms and Tall Windows Allow Natural Light To Pour In Creating Warm and Inviting Spaces Throughout. The Updated Kitchen Blends Modern Convenience With The Home's Historic Feel, Making It Both Functional and Charming. With 3-Bedrooms and 2.5-Baths, There Is Plenty Of Space For Family, Guests, Or Additional Work-From-Home Space Without Sacrificing The Charm That Makes The Property So Unique. What Truly Sets This Property Apart Is It's Fascinating Connection To Local History. This Home Is Said To Have Once Been The Home of "Aunt Jemima", Giving This Property A Unique Story and Conversation Piece That Adds To It's Already Impressive Character. The Story Adds Another Layer Of Interest To An Already Remarkable Property And Gives This Home A Sense of Place and History That Is Difficult To Duplicate. All Of This Combined With The Architecture and Location On Main Street Makes This Property Truly Memorable. Outside, The Property Features The Storage Shed That Was Rumored To Be Aunt Jemima's Living Quarters and A Fully Fenced Backyard. For The Buyer Who Appreciates Historic Architecture, Unique Properties and Homes with A Story to Tell, This Is an Opportunity for You That You Definitely Don't Want to Miss! Come Explore the Character, Charm, History and Timeless Beauty of This One-Of-A-Kind Home For Yourself! You Are Not Just Purchasing A Home Here at 214 West Main, You Are Purchasing A Part of Mt. Sterling History!

214 W Main St, Mt Sterling

418 Grant St, Danville
$339,900
4 Beds ⋅ 4 Baths ⋅ 26024359 MLS
Downtown Danville, a gorgeous in-ground pool, and not one but TWO bedroom ensuites? Yeah... this one is a little different, and I mean that in the best way. This 4-bedroom, 3.5-bath home is tucked right in the heart of Danville, just minutes from Centre College and downtown. And once you see the backyard, you'll understand why the living room's sliding garage-style door is such a fun feature—it opens the space directly toward the pool and fenced backyard, making it incredibly easy to bring the outside in. Upstairs, the primary ensuite is something special, with a beautiful bathroom featuring a soaking tub and a private balcony overlooking the backyard. And there's another upstairs bedroom with its own ensuite bath, too. Outside, the fenced backyard is anchored by the in-ground pool, giving this property a feature you simply don't find in every downtown home. There's a lot to love here, but it's the combination of the downtown location, pool, unique indoor-outdoor setup, and TWO ensuite bedrooms that really makes this one stand out. Welcome home!

418 Grant St, Danville