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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

42 Samuels Avenue, Mt Sterling
$265,000
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

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

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

1136 Rayburn Dr, Olive Hill
$275,000
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

38 Johnson Avenue, Mt Sterling
$309,900
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

127-129 Aspen Dr, Danville
$255,000
4 Beds ⋅ 2 Baths ⋅ 26025505 MLS
Cash-flowing duplex with $27,600 in gross scheduled annual rental income! Currently rented for a combined $2,300 per month, this all-brick Danville duplex offers an established income stream and an attractive opportunity for investors looking to add quality doors to their portfolio. Offering two separate units and approximately 2,100 square feet of total living space, the property combines solid rental income with a convenient central Danville location near downtown, Centre College, Ephraim McDowell Regional Medical Center, shopping, dining and major employers. For investors looking to scale, 127-129 Aspen Drive may also be purchased as part of a larger Danville multifamily package that includes 115, 125 & 135 E. Walnut Street, 134-136 Cheryl Lane and 155-157 Erskine Drive, creating an opportunity to acquire multiple income-producing properties within the same market. Whether purchased individually or as part of the larger portfolio, 127-129 Aspen Drive offers the combination investors are looking for: established income, strong location and long-term rental potential

127-129 Aspen Dr, Danville

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

454 W Lexington Ave, Danville
$350,000
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

511 E Walnut St, Danville
$269,000
4 Beds ⋅ 2 Baths ⋅ 26025950 MLS
Welcome to this charming, freshly updated 4-bedroom, 2 bath home. Ideally located just a short walk from historic downtown Danville. From the inviting front porch, once you step inside you will appreciate the pristine condition. Timeless character flows through the home with built in bookcases, crown molding and wainscot chair railing in the kitchen. The main level offers a thoughtful layout with a spacious living room, a primary suite, with a nice sized closet, 2 other bedrooms, a second full bath and a sunny kitchen with all of the appliances. Upstairs is a private 4th bedroom or possible home office or playroom. There is plenty of storage space available with the closets and the unfinished basement. The large den on the back of the home opens onto the long-screened porch. This wonderful porch is ideal for the fall weather; whether you are relaxing with your morning coffee or entertaining friends you will enjoy overlooking a private mostly fenced back yard. This turnkey home features a newer, roof and water heater, offers updated electric and plumbing. Other wonderful features are the new light fixtures, doors, wood trim casings, and fresh neutral paint throughout the home. Consider the benefits of this centrally located property and a walkable lifestyle. Stroll to Ephriam McDowell Regional Medical Center, Centre College, the farmer's market, boutique shops, coffee shops, a variety of restaurants and schools. Enjoy the beauty of small-town living.

511 E Walnut St, Danville

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