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765 Beaumont Ave, Harrodsburg
$880,000
4 Beds ⋅ 3 Baths ⋅ 26029584 MLS
Timeless Elegance Meets Modern Luxury | 765 Beaumont Avenue, Harrodsburg, KY ***MOTIVATED SELLERS ***Step into a piece of Harrodsburg history, where timeless architectural beauty, rich character, and modern luxury come together in this extraordinary historic estate. Built by James Montgomery, a prominent figure in Harrodsburg's history associated with the Presbyterian Church and the establishment of the area's first women's college, this remarkable residence offers a rare opportunity to own a home with a story to tell. Boasting 5 bedrooms, 5 full bathrooms, and 1 half bathroom, along with two additional flex rooms, this one-of-a-kind property showcases stunning craftsmanship and preserved historic details throughout. From the grand front foyer featuring its original staircase to soaring 13-foot ceilings, original hardwood flooring, and beautiful hand-blown glass windows in portions of the first floor, every corner reflects the elegance of a bygone era. The beautifully appointed kitchen seamlessly blends historic charm with modern sophistication, featuring a Viking range and dishwasher, built-in drawer microwave, concrete and butcher block countertops, farmhouse sink, additional bar sink in the island, and striking cabinetry incorporating reclaimed barn glass. Elegant gathering spaces include a traditional parlor, spacious living room with surround sound, and versatile rooms designed to accommodate today's lifestyle. Multiple primary suites offer exceptional flexibility, including a main-level primary with the convenience of a private washer and dryer in its closet, and two additional upstairs suites, each featuring its own private balcony. A second laundry room upstairs adds another layer of everyday convenience, while two additional flex rooms provide endless possibilities for home offices, creative spaces, or additional living areas. Historic details continue throughout with charming high-tank pull-chain toilets, two classic clawfoot tubs, and architectural elements that honor the home's original character. Thoughtful modern touches, including surround sound in the living room and office/flex space, provide comfort without compromising its historic integrity. Outside, enjoy beautiful Trex decking and picturesque grounds, including a wooded section that offers a peaceful, natural retreat. Sitting on over 8 acres, it's truly an expansive estate.More than just a home, 765 Beaumont Avenue is a rare blend of history, elegance, and individuality. A truly distinctive property where the craftsmanship of yesterday meets the comforts of today.

765 Beaumont Ave, Harrodsburg

314 Prospect St, Georgetown
$135,000
2 Beds ⋅ 1 Baths ⋅ 26029382 MLS
Move-in ready and freshly painted!! 2-bedroom, 1-bath home on a small, quiet street in Georgetown with a small backyard — easy to keep up and just enough room to enjoy. The location is the best part: almost everything is within about a mile. Historic downtown Georgetown, with its shops and restaurants on Main Street, is roughly a half-mile away, along with Laila's Cafe for coffee and Local Feed for dinner. Royal Spring Park is about a half-mile from the door, Georgetown College is even closer, and Garth Elementary is roughly two-thirds of a mile away. Toyota's plant is a short drive, I-75 is about 2 miles away, and Lexington is only 15 miles down the road. Simple, affordable, and close to everything. ***SOLD AS IS***

314 Prospect St, Georgetown

128 E Bruen St, Midway
$850,000
5 Beds ⋅ 5 Baths ⋅ 26028882 MLS
Historic Victorian Character in the Heart of Midway Step into Midway history at The Teacherage, a distinctive brick residence dating to 1873. Rich in architectural character, this remarkable property features a Victorian-era flair, a mansard-roofed tower, and an ornate cast-iron porch. Originally known as the Midway Hotel, the property later became known as The Teacherage, serving as a boarding house for faculty of Midway College through approximately 1942. Offering over 4,200 square feet of living space, the home features four bedrooms, including a first-floor primary suite with an ensuite bath. The flexible floor plan also includes a front office that could offer the potential for a fifth bedroom, subject to buyer needs and applicable requirements. Jack-and-Jill-style bathroom arrangements provide connections between additional bedrooms. Outside, enjoy a charming landscaped walkway along the side of the home and a welcoming backyard. A former detached garage has been converted into a workshop, offering additional space for hobbies, creative pursuits, or projects. Located within walking distance of Midway's business district, the property is near the community's restaurants, boutiques, gift shops, and coffee shops. The property is zoned B-2, Central Business District, offering an opportunity to explore its potential within this established commercial area. Buyers should independently verify zoning, permitted uses, building details, and any intended modifications with the appropriate authorities. With its historic significance, distinctive architecture, generous interior space, and location near downtown Midway, The Teacherage presents a unique opportunity to own a memorable piece of local history. A one year 2-10 home warranty is provided by the seller.

128 E Bruen St, Midway

308 Wilkinson St, Frankfort
$542,000
4 Beds ⋅ 3 Baths ⋅ 26028757 MLS
No expense was spared in the extensive renovation of this beautiful historic home, where timeless character meets modern comfort. Situated on a desirable corner lot in downtown Frankfort, the property offers off-street parking, a spacious yard, and a beautiful stone patio. Upon entering, you're greeted by a grand foyer and an intricate wooden staircase that serves as a stunning centerpiece of the home. To the left is a generously sized office that could easily serve as a first-floor bedroom. The living and dining rooms flow together, separated by a unique, all-brick, walk-around fireplace that adds incredible character to both spaces with custom drapes and curtains. The beautifully updated kitchen features granite countertops, high-end Wolf and Sub-Zero appliances, and custom solid-wood cabinetry. A charming rear sun porch provides convenient access to the off-street parking, large yard, and stone patio. A separate pantry and laundry room are also located on the first floor, along with an adorable half bath tucked beneath the staircase. Upstairs, you'll find three bedrooms and two full bathrooms. The spacious primary bathroom features a walk-in shower, soaking tub, double vanity with granite countertops, travertine tile, and a generous walk-in closet. During the renovation, the electrical, plumbing, HVAC system, ductwork, kitchen, and bathrooms were all replaced or extensively upgraded. Even the exterior siding was removed and replaced. This is a rare opportunity to own a beautifully restored historic home with the modern amenities today's buyers appreciate, all in the heart of downtown Frankfort.

308 Wilkinson St, Frankfort

422 Johnson Ave, Lexington
$359,900
2 Beds ⋅ 3 Baths ⋅ 26028685 MLS
Historic charm meets modern convenience in this inviting downtown Lexington home. Original hardwood floors, painted brick accents, and soaring ceilings create a warm and welcoming atmosphere from the moment you step inside. The main floor offers spacious living areas, a kitchen with stainless steel appliances, a half bath, first floor laundry, and a large primary bedroom with a private ensuite bath. Just beyond the main living room, a bright front room with a vaulted ceiling and oversized windows provides additional living space filled with natural light, perfect for relaxing, gathering, or whatever best fits your lifestyle. Upstairs, the loft style second bedroom and full bath offer privacy and flexibility for guests, family, or a home office. Outside, the large fenced backyard provides plenty of space to entertain, garden, or simply enjoy the outdoors. A spacious storage shed offers additional room for tools, lawn equipment, and seasonal storage. One of the property's most unique features is its double lot size and rare alley access from Wilkirson Alley, providing dual access to the property along with multiple off street parking spaces, as well as the opportunity to add a detached garage with an ADU! This uncommon amenity is a true advantage for downtown living and adds both convenience and everyday functionality. Located just minutes from Transylvania University, Greyline Station, Duncan Park, the Living Arts and Science Center, the Legacy Trail, local restaurants, shopping, and everything downtown Lexington has to offer, this home offers the perfect balance of historic character, modern updates, and an unbeatable location.

422 Johnson Ave, Lexington

324 N East St, Harrodsburg
$149,500
2 Beds ⋅ 2 Baths ⋅ 26028456 MLS
Discover the perfect combination of classic charm and modern updates in this beautifully renovated 2-bedroom, 2-full-bath home located in Harrodsburg! Offering numerous recent improvements while maintaining its original character, this move-in-ready property features beautifully refinished hardwood floors, fresh neutral paint, and updated lighting throughout. The completely remodeled kitchen showcases new cabinetry, countertops, sink, and fixtures, creating a fresh and functional space for everyday living. The updated main-level bathroom features a beautifully tiled walk-in shower with modern finishes. Upstairs, you'll find a generously sized bedroom and an additional full bathroom, providing extra comfort and convenience. Additional improvements include updated flooring in the kitchen, bathrooms, and dedicated laundry area, along with numerous replacement windows throughout the home. The renovations have been thoughtfully completed to preserve the home's original charm while providing the updates today's buyers appreciate. Outside, a detached backyard storage building offers plenty of room for lawn equipment, tools, and additional storage needs. Whether you're searching for your first home, looking to downsize, or simply wanting a beautifully updated property with character, this home offers so much to appreciate! Don't miss your opportunity to make this charming Harrodsburg home your own. Schedule your private showing today!

324 N East St, Harrodsburg

418 Estill St, Berea
$399,900
6 Beds ⋅ 4 Baths ⋅ 26028547 MLS
Homes like this don't come along every day, especially in this part of Berea! Welcome to 418 Estill Street, a truly unique home offering over 2,800 square feet, 6 bedrooms, 3 full bathrooms, and a half bath, all in a location filled with the charm and character that make Berea so special! One of the standout features is the mother-in-law suite with its own separate entrance, full kitchen and den, offering flexibility for extended family, guests, or additional living space. Inside, you'll also appreciate the comfort of heated tile floors in the kitchen and entryway, along with the convenience of an EV charging station. And wait until you see the outdoor space! Beautiful mature trees add character to the backyard, while the screened-in back deck gives you a wonderful place to relax and enjoy your surroundings. There's also an additional deck that's perfect for grilling, firing up the smoker, or gathering with family and friends. The fenced backyard gives your four-legged family members room to run and play while you enjoy some time on the deck. A carport with two attached storage sheds provides extra convenience and space for all those things you need to tuck away. But what makes this property even more special is its location! Situated near Berea College and historic College Square, you're close to locally owned restaurants, coffee shops, boutiques, and art galleries. Just down Estill Street is the historic Log House Craft Gallery, and nearby you'll find Boone Tavern, the Berea College Farm Store, and the many arts, music, festivals, and community events that give Berea its one-of-a-kind personality. And for those who love the outdoors, the Pinnacles and beautiful hiking trails are just a drive away. There's a certain charm about Berea that you simply can't recreate, and this home offers the space, flexibility, and location to enjoy it! With six bedrooms, multiple outdoor entertaining areas, and features you don't find in every home, 418 Estill Street is anything but ordinary. Come see what makes this one so special!

418 Estill St, Berea

107 Harrison Ave, Mt Sterling
$195,500
3 Beds ⋅ 2 Baths ⋅ 26028530 MLS
Charming Downtown Haven Welcome to your dream home in the heart of downtown! This stunning, fully updated property perfectly blends modern convenience with classic charm, offering an incredible lifestyle just steps away from the best local dining, shopping, and entertainment. Key Features Bedrooms: 3 spacious rooms with great natural light and ample closet space. Bathrooms: 2 pristine full baths featuring contemporary fixtures and finishes. Roof: Brand new roof installed, providing complete peace of mind for years to come. Interior: Tastefully curated with a wonderful, modern color palette that creates a warm, inviting atmosphere from the moment you step inside. Outdoor Living: An expansive outdoor entertaining space designed for hosting gatherings, weekend barbecues, or simply relaxing under the stars. Privacy: Fully enclosed by a brand-new privacy fence, creating your own secure, secluded oasis in the middle of the city.

107 Harrison Ave, Mt Sterling

123 E 9th St, Paris
$199,900
4 Beds ⋅ 2 Baths ⋅ 26028312 MLS
** PROPERTY IS UNDER CONTRACT WITH A KICK OUT CLAUSE, SCHEDULE YOUR SHOWING!** Welcome to this beautifully updated 3-bedroom, 2-bathroom home conveniently located in downtown Paris, Kentucky! Featuring modern updates and comfortable living spaces, this property offers the perfect blend of charm, convenience, and functionality. Enjoy being close to local shops, restaurants, parks, and everything downtown Paris has to offer. With four bedrooms and two full bathrooms, this home provides a versatile layout suitable for a variety of living arrangements. Whether you're looking for your next home or an investment opportunity, this property is worth a closer look. Investment Opportunity: A tenant is currently in place, providing an opportunity for investors seeking a rental property with an existing occupant. Buyers should verify lease terms, rental details, and occupancy arrangements during due diligence.

123 E 9th St, Paris

765 Beaumont Ave, Harrodsburg
$740,000
5 Beds ⋅ 6 Baths ⋅ 26028299 MLS
Timeless Elegance Meets Modern Luxury | 765 Beaumont Avenue, Harrodsburg, KY ***MOTIVATED SELLERS ***Step into a piece of Harrodsburg history, where timeless architectural beauty, rich character, and modern luxury come together in this extraordinary historic estate. Built by James Montgomery, a prominent figure in Harrodsburg's history associated with the Presbyterian Church and the establishment of the area's first women's college, this remarkable residence offers a rare opportunity to own a home with a story to tell. Boasting 5 bedrooms, 5 full bathrooms, and 1 half bathroom, along with two additional flex rooms, this one-of-a-kind property showcases stunning craftsmanship and preserved historic details throughout. From the grand front foyer featuring its original staircase to soaring 13-foot ceilings, original hardwood flooring, and beautiful hand-blown glass windows in portions of the first floor, every corner reflects the elegance of a bygone era. The beautifully appointed kitchen seamlessly blends historic charm with modern sophistication, featuring a Viking range and dishwasher, built-in drawer microwave, concrete and butcher block countertops, farmhouse sink, additional bar sink in the island, and striking cabinetry incorporating reclaimed barn glass. Elegant gathering spaces include a traditional parlor, spacious living room with surround sound, and versatile rooms designed to accommodate today's lifestyle. Multiple primary suites offer exceptional flexibility, including a main-level primary with the convenience of a private washer and dryer in its closet, and two additional upstairs suites, each featuring its own private balcony. A second laundry room upstairs adds another layer of everyday convenience, while two additional flex rooms provide endless possibilities for home offices, creative spaces, or additional living areas. Historic details continue throughout with charming high-tank pull-chain toilets, two classic clawfoot tubs, and architectural elements that honor the home's original character. Thoughtful modern touches, including surround sound in the living room and office/flex space, provide comfort without compromising its historic integrity. Outside, enjoy beautiful Trex decking and picturesque grounds, including a wooded section that offers a peaceful, natural retreat. An additional 6.8 acres are available for purchase, creating an exceptional opportunity to expand this already remarkable estate. More than just a home, 765 Beaumont Avenue is a rare blend of history, elegance, and individuality. A truly distinctive property where the craftsmanship of yesterday meets the comforts of today.

765 Beaumont Ave, Harrodsburg

429 E Pleasant St, Cynthiana
$219,900
3 Beds ⋅ 1 Baths ⋅ 26028196 MLS
CHARMING CRAFTSMAN HOME - MOVE-IN READY & FULL OF UPDATES! Classic Charm, Modern Updates & a Great Location! Looking for a home with character, convenience, and plenty of recent improvements? This charming 3-bedroom, 1-bath Craftsman-style home is ready for its new owners! Step inside and enjoy beautiful wood floors, a freshly painted living room, and a remodeled kitchen completed in 2025! This home offers the timeless charm you love with updates that make everyday living easier. 3 Bedrooms, 1 Full Bath,Beautiful Wood Floors,Kitchen Remodeled in 2025,Updated Heating System,Roof Replaced Just a Few Years Ago,New 200-Amp Electrical Panel in 2026,Freshly Painted Exterior,Fenced Yard,Charming Gazebo & Beautiful Flowers,All Appliances Convey! LOCATION, LOCATION, LOCATION! Enjoy the convenience of city amenities while being just a short drive from Georgetown, Lexington, and Cynthiana! Whether you're a first-time homebuyer, looking to downsize, or simply searching for a move-in-ready home with character, this one deserves a look!

429 E Pleasant St, Cynthiana

158 York St, Lexington
$219,900
3 Beds ⋅ 2 Baths ⋅ 26027812 MLS
Welcome to this charming 3-bedroom, 1.5-bath home in the heart of downtown Lexington! Built in 2017, this thoughtfully designed home blends modern convenience with the timeless character and charm of the surrounding neighborhood. Inside, you'll find beautiful hardwood flooring throughout and a bright, inviting open-concept layout. The spacious family room with vaulted ceilings flows seamlessly into the kitchen, which features butcher block countertops and subway tile backsplash, creating the perfect space for everyday living and entertaining. Step outside onto the deck to enjoy your own private outdoor retreat. With its ideal downtown location, stylish finishes, and unique blend of character and modern amenities, this special home is truly a rare find. Homes like this don't stay on the market for long! Special financing is available in this area that offers qualified buyers the ability to purchase a home with a lower down payment (100% financing is also available on purchase loans; 97% first mortgage and 3% second mortgage). (Income limits: $81,680, 30-year fixed-rate loan, no private mortgage insurance is required.) Inquire for more information or your private showing!

158 York St, Lexington

302 Commerce St, Maysville
$179,000
3 Beds ⋅ 2 Baths ⋅ 26027744 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

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

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
$239,900
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

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

433 N College St, Harrodsburg
$225,000
3 Beds ⋅ 2 Baths ⋅ 26025943 MLS
CHARMING HISTORIC HOME IN HARRODSBURG'S NORTH COLLEGE STREET HISTORIC DISTRICT - Step back in time while enjoying the comforts of today with this charming older home located in Harrodsburg's desirable North College Street Historic District. Offering over 1,900 square feet of living space, this spacious home features 3 bedrooms, 1½ baths, a family room, den, eat-in kitchen, and an inviting enclosed front porch filled with windows—the perfect spot to relax and enjoy the changing seasons. Much of the home's original character remains, including mostly hardwood flooring and the warmth and charm found in older homes. The property is equipped with new central heat and air for year-round comfort. Situated on over ½ acre, the property provides plenty of outdoor space and includes a 2 car detached garage and a 24' x 24' detached garage/shop, offering excellent room for vehicles, hobbies, storage, or a workshop. Conveniently located just a short distance from downtown Harrodsburg, this property offers the opportunity to enjoy the character of a historic neighborhood while being close to local shops, restaurants, services, and community amenities. If you're looking for an older home with character, space, and a convenient location, this North College Street property deserves a closer look!

433 N College St, Harrodsburg

120 Rand Ave, Lexington
$345,000
3 Beds ⋅ 3 Baths ⋅ 26025916 MLS
Welcome to this charming turn-of-the-century gem nestled in the heart of Lexington's vibrant North Limestone (NoLi) district! Combining timeless 1900s craftsmanship with modern comfort, this 3-bedroom, 2.5-bathroom home with a new roof offers the ideal blend of historic warmth and downtown convenience. Step onto the cozy front porch and step inside to admire original, beautifully preserved hardwood floors and a thoughtful, flowing floorplan designed for effortless living and entertaining. At the heart of the home is a stunning kitchen featuring a spacious center island, a generous walk-in pantry, and brand-new appliances. Whether you're preparing a quick weeknight meal or hosting friends, this functional and inviting space makes cooking a delight. Outside, escape to your private sanctuary: a relaxing back deck overlooks a fully fenced backyard. Enjoy the ultimate downtown lifestyle! Stroll to local restaurants, neighborhood bars, coffee shops, parks, and Transylvania University. Everything you love about NoLi and downtown Lexington is just steps from your front door. Make this your opportunity to own a piece of historic charm with all the modern upgrades—schedule your tour today!

120 Rand Ave, Lexington

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