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709 W Main St, Richmond
$235,000
3 Beds ⋅ 2 Baths ⋅ 26027385 MLS
They simply don't make them like this anymore. This beautiful 100+ year-old downtown home is filled with timeless character and craftsmanship that buyers love in a historic property. Gorgeous hardwood floors, tall ceilings, wide baseboards, detailed trim, paneled doors, a classic staircase, and a traditional fireplace showcase the charm of a bygone era, while spacious rooms and abundant natural light make the home feel warm and inviting. The character continues throughout with vintage architectural details and classic bath features that complement the home's history. Outside, enjoy a welcoming covered front porch, perfect for taking in the neighborhood, or retreat to the covered back porch for a little more peace and privacy. A long driveway, generous yards, and a detached garage/outbuilding provide additional space for parking, storage, hobbies, or a workshop. With its downtown location close to shopping, dining, local businesses, and community activities, this is a special opportunity to own a home with history, charm, and personality that simply can't be duplicated.

709 W Main St, Richmond

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

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

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

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

628 Windsor Way, Paris
$199,900
3 Beds ⋅ 1 Baths ⋅ 26026080 MLS
Move-in ready takes on a whole new meaning at 628 Windsor Way! This 3-bedroom, 1-bath home has been fully and thoroughly renovated, offering a fresh, updated interior along with important improvements behind the scenes. The beautifully updated kitchen features new cabinetry and new appliances, while fresh finishes throughout give the home a clean, modern feel. A new HVAC system adds comfort and efficiency, but the improvements don't stop with what you can see. The sewer line has been replaced all the way to the street, and a French drain has been installed to help direct water away from the crawl space. With so many of the big-ticket improvements already completed, this home offers the opportunity to move in and simply enjoy. Whether you're looking for your first home, downsizing, or searching for an easy-to-maintain property, 628 Windsor Way is ready for its next chapter!

628 Windsor Way, Paris

714 Florida St, Lexington
$222,000
3 Beds ⋅ 2 Baths ⋅ 26026025 MLS
Completely reimagined for modern living, 714 Florida Street offers 3 bedrooms, 2 full bathrooms and a thoughtfully updated single-level floor plan in downtown Lexington, just minutes from the University of Kentucky and walking distance to Transy! Step inside to a bright living area with natural light and an electric fireplace, leading into your open-concept kitchen with stainless steel appliances, updated cabinetry, modern finishes and a spacious center island, designed for everyday living and easy entertaining. The renovation continues throughout the home, with updated flooring, lighting and bathrooms, including a comfortable primary bedroom with direct access to the rear of the home. Outside, enjoy a fully fenced backyard and spacious deck with room to truly relax, entertain and let loose. Originally built in 1920 and now refreshed for its next chapter, this home combines the character of an established Lexington residence with today's modern design touches. Now offered at $222,000, this is an opportunity for buyers looking for a move-in-ready home with 3 bedrooms, 2 full baths and a reasonable price point in the heart of Lexington. Schedule your showing today to see what makes this renovated spot worth a fresh look!

714 Florida St, Lexington

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

503 W Broadway St, Frankfort
$199,900
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

1503 N 12th St, Paducah
$179,900
2 Beds ⋅ 2 Baths ⋅ 26025365 MLS
WELCOME TO 1503 N 12TH STREET — A HOME THAT FEELS LIKE A ONCE-IN-A-LIFETIME FIND! From the moment you arrive, the inviting COVERED FRONT PORCH and charming curb appeal set the tone for what awaits inside. Beautifully remodeled from top to bottom, this 2-BEDROOM, 2-FULL-BATHROOM home delivers an incredible blend of character, modern style, and thoughtful updates. Step inside to a bright, welcoming OPEN FLOOR PLAN with spacious living areas and beautiful finishes throughout. Major improvements include a NEW ROOF, NEW WINDOWS, NEW FLOORING, NEW AC, TANKLESS WATER HEATER, AND CRAWLSPACE ENCAPSULATION. Both bathrooms feature stylish LIGHTED MIRRORS, while oversized ceiling fans with remotes add comfort. Outside, enjoy the peaceful front porch or step onto the BACK DECK for additional outdoor living. UPDATED, DISTINCTIVE, AND READY FOR ITS NEXT CHAPTER — HOMES LIKE THIS DON'T COME ALONG EVERY DAY.

1503 N 12th St, Paducah