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$260,000
3 Beds 3 Baths 26015440 MLS
Step into the charm and character of downtown living with this beautifully preserved 3-bedroom, 2.5-bath historic cottage in the heart of Frankfort. Offering 1,512 square feet, this one-of-a-kind home blends timeless craftsmanship with thoughtful modern updates. Recognized with a Bluegrass Trust for Historic Preservation plaque, this home showcases rich historic details including original staircase rails, wood plank walls, and hand-troweled plaster that tell a story of its enduring character. Inside, you'll also find acid-stained and sealed concrete flooring, white-washed hardwood, and warm butcher block countertops that add style and functionality. The kitchen has been refreshed with all new appliances this year, making it move-in ready for today's buyer. Outside, enjoy a private fenced backyard complete with a storage shed—perfect for entertaining, gardening, or simply relaxing in your own secluded outdoor space. Located just moments from all that downtown Frankfort has to offer, this charming home is a rare opportunity to own a piece of history with modern comforts.

312 E 4th St, Frankfort

Listing courtesy of Peyton Jarboe of CENTURY 21 Commonwealth R E.

$189,000
4 Beds 2 Baths 26012598 MLS
This 4 bedroom, 2 bathroom, 1,724 sq ft home sits in the heart of downtown Harrodsburg and delivers both character and modern updates. Built in 1945, the home has been thoughtfully maintained with contemporary finishes that honor its historic charm. The primary bedroom anchors the main level. The living room features a gas fireplace with masonry detail. The kitchen is equipped with a cooktop, range, refrigerator, microwave, and dishwasher and flows into a dining room and utility room. Hardwood, tile, and vinyl flooring are found throughout the home. Two full bathrooms serve the property. Recent improvements include a new sewer line from the house to the road and seven replacement windows installed in the living room, first-floor bedroom, and dining room, enhancing both efficiency and peace of mind. A deck and patio extend your outdoor living space. The exterior features vinyl siding, along with insulated windows, screens, and storm windows. Forced-air heating and electric cooling provide year-round comfort. Public water and natural gas are connected. Located in the Mercer County School District, the property is served by Mercer County Elementary, Middle, and High Schools. Its downtown location puts you just minutes from Harrodsburg's historic district, parks, dining, and community amenities. This property delivers the character, updates, and downtown convenience for the buyer ready to embrace historic Harrodsburg living. Come see what downtown Harrodsburg has to offer.

632 Mooreland Ave, Harrodsburg

Listing courtesy of Bob Sophiea of eXp Realty, LLC.

$782,000
5 Beds 4 Baths 26009210 MLS
Situated on prestigious Maple Avenue in Danville, this beautifully restored 1881 Craftsman sits on a rare one-acre lot, seamlessly blending historic charm with modern luxury. Offering 5 bedrooms and 3.5 baths, the home features three finished levels—each with its own dedicated new HVAC system. The light-filled gourmet kitchen showcases bright white finishes, stainless steel appliances, and a gas range, delivering magazine-worthy appeal. Open living and dining spaces highlight stunning stone and glass fireplaces, while a private office with its own fireplace provides an inspiring workspace. A standout feature is the detached 30x50 garage, complete with a fresh epoxy-coated floor, full heating and cooling, oversized doors, and a 15x30 half-story storage area—ideal for hobbies, storage, or a workshop. This home offers a truly exceptional combination of character, design, and modern convenience in one of Danville's most sought-after locations.

429 Maple Ave, Danville

Listing courtesy of Evelyn Guerrant of Guerrant Real Estate.

$999,900
5 Beds 7 Baths 26008650 MLS
Prestigious Pikeville Luxury Estate | 7,000 Sq Ft | 1.5 Acres | Heated Pool + Entertainer's Dream Basement Welcome to one of Pikeville's most exquisite luxury residences a 7,000-square-foot masterpiece nestled in one of the area's most prestigious and sought-after neighborhoods. This remarkable brick estate seamlessly blends timeless architecture, grand scale, and exceptional craftsmanship to offer refined living at its finest. From the moment you enter, soaring ceilings, a sweeping curved staircase, and stunning architectural details set an unforgettable tone. Gorgeous hardwood floors flow throughout expansive living areas thoughtfully designed for both elegant entertaining and everyday comfort. The massive main-level primary suite is a true private retreat, featuring a spa-inspired bath and extraordinary walk-in closets with spacious dressing areas. Every bedroom throughout the home is generously sized and enhanced by oversized walk-in closets, with abundant storage on every level. The gourmet kitchen is both refined and highly functional, showcasing custom cabinetry, granite countertops, and top-tier appliances. It opens to a vaulted tongue-and-groove den where a cozy fireplace and chic glass-brick accents create warmth and architectural distinction. The finished walk-out basement delivers unforgettable entertaining space with a stylish 1950s-inspired, UK-themed lounge complete with a glass-brick bar and booth seating. Multiple living areas, potential additional bedrooms, an oversized bath, and extensive storage make this level as practical as it is fun. Step outside to 1.5 flat acres of beautifully manicured grounds featuring a 24x30 heated pool, hot tub, large composite deck, and elegant iron fencing, all combining to create a private, resort-style setting ideal for both hosting and relaxation. An oversized two-car attached garage and generous parking further enhance the property's convenience. With five bedrooms, seven baths, multiple gathering spaces, exceptional storage, and luxury details at every turn, this meticulously maintained estate offers sophistication, comfort, and unforgettable character. It is truly a home with something for everyone. This is your opportunity to own a signature Pikeville estate, offering timeless elegance and unmatched scale in Pikeville's premier neighborhood. Schedule your appointment today!

446 Cedar Creek Rd, Pikeville

Listing courtesy of Sydney Powers of The Agency.

$2,800,000
25005242 MLS
Established in 2006, this top-rated pool business has been the #1 choice in Southern Kentucky for years, serving clients throughout Lexington and the surrounding areas. With a large and loyal customer base, this turnkey operation specializes in pool installations, hot tubs, retaining walls, pool rooms, and pool decks, with non-stop demand and unlimited growth potential. The business comes with a retail store in Mt. Vernon, where the top floor houses operations and the bottom floor generates $1,000/month in rental income. Included in the sale are 2 Bobcats, 1 excavator, 7 trailers, 1 dump trailer, 1 truck and a van, a dingo, and a basement full of inventory—everything needed to continue running smoothly. Currently staffed with 8 skilled employees, the business is already operating efficiently, and the owner is willing to provide training for a seamless transition. With additional employees, this business has the potential to easily scale to $20M+ in revenue. The phone rings non-stop, and the business runs turnkey, making this a prime opportunity for a new owner to step in and succeed. Don't miss out on owning a highly profitable, in-demand business in a thriving industry!

256 E Main St, Mt Vernon

Listing courtesy of Jenny Perron of eXp Realty, LLC.

$379,900
2 Beds 3 Baths 26013844 MLS
Welcome to Opera House Square! A conveniently located gated community in Downtown Lexington located a short walking distance to some of the city's best shopping, dining and entertainment. This property offers a nice open first floor including a nice sized living area w/ gas fireplace, dining room, kitchen and powder room/laundry area including washer/dryer. The 2nd floor includes a nice master suite with full bath, guest bedroom and a full guest bathroom. In addition, this property offers a private patio and storage shed. HOA fees are very reasonable at $180.00 per month and includes common area maintenance of the complex. This property has a reserved spot #15 and plenty of guest parking. Set your showing today before it is too late!!

541 W Short St Unit 15, Lexington

Listing courtesy of Colby W Davis of ERA Select Real Estate.

$120,000
26011677 MLS
Opportunity to build in one of Richmond's strongest development corridors. Corner positioning near Boggs Lane and Big Hill Avenue gives this site excellent visibility and access, with close proximity to EKU, downtown Richmond, and the Eastern Bypass growth corridor. Zoned R-3 and reportedly suited for a 4-plex configuration, this lot fits the current demand trend toward small multifamily development and workforce housing. The surrounding area has seen continued mixed-use and redevelopment activity, including nearby commercial assemblages and higher-density investment properties along Big Hill Avenue With Richmond continuing to experience population and rental growth, smaller multifamily projects remain attractive due to limited inventory and increasing housing demand. This parcel offers a rare chance to build in an established, centrally located corridor where developable lots are becoming harder to find.

436 Big Hill Ave, Richmond

Listing courtesy of Kim Caywood of The Real Estate Co..

$365,000
5 Beds 2 Baths 26013941 MLS
Historic Charm Meets Modern Comfort in the Heart of Stanford! Welcome to 312 Danville Avenue, Stanford, KY, a stunning 5-bedroom, 2-bathroom, 2.5-story Colonial-style home offering approximately 3,540 square feet of finished living space above ground. Rich in character and timeless appeal, this beautifully maintained historic home blends classic craftsmanship with thoughtful updates, creating a one-of-a-kind opportunity in downtown Stanford. Step inside and be greeted by spacious open living areas, soaring ceilings, beautiful original hardwood floors, and exquisite crown molding and historic architectural details throughout. The oversized living and dining rooms provide the perfect setting for entertaining guests, hosting family gatherings, or simply enjoying everyday life. The updated kitchen features modern countertops, fixtures, and finishes, while maintaining the charm and character that make this home truly special. Five generously sized bedrooms offer flexibility for growing families, home offices, hobby spaces, or guest accommodations. Recent improvements include an updated HVAC system, updated flooring in select areas, updated fixtures, and modern touches that complement the home's historic beauty. A small unfinished basement provides additional storage space, while the large covered front porch invites you to relax and enjoy small-town living. Outside, you'll find a spacious backyard complete with outbuildings and plenty of room for outdoor activities, gardening, or future improvements. Located in downtown Stanford, you'll enjoy the convenience of being close to schools, shopping, restaurants, parks, churches, and all the amenities Stanford has to offer. A 1-Year Home Warranty is included with a full-price offer! Don't miss your chance to own one of Stanford's charming historic homes that offers space, character, and modern updates all under one roof. Schedule your private showing today!

312 Danville Ave, Stanford

Listing courtesy of Curtis Brown of Keller Williams Commonwealth - Stanford.

$1,400,000
3 Beds 2 Baths 26014172 MLS
Tucked into one of Lexington's most walkable blocks, this extraordinary loft-style residence began life as the historic Bluegrass Cigar Flats and was thoughtfully converted to residential use in mid 2000's. The result is a rare blend of urban character and refined design — a soaring open floor plan, original brickwork, reclaimed wood floors throughout, clever hidden doors, and custom built-ins, bookshelves, and storage at every turn. At its heart is a showstopping kitchen: polished concrete countertops, a Wolf gas range, dual dishwashers, Sub-Zero refrigeration, wine cooler, beverage refrigerator, and freezer drawers, anchored by an enormous butler's pantry. Spa-inspired marble baths feature Waterworks fixtures, and a generous family room invites you to gather and unwind. Currently styled as a private speakeasy for the seller's personal use, the home is ready to return to full-time residential living with purely cosmetic updates — a blank canvas with serious soul. Walk to the University of Kentucky, downtown restaurants, and shops, and enjoy a location that's convenient to absolutely everything. Loft living with this much history, craftsmanship, and location simply doesn't come along often. This one's a must-see.

415 S, Lexington

Listing courtesy of Ken J Donworth of Bluegrass Sotheby's International Realty.

$799,000
5 Beds 3 Baths 26008570 MLS
Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

Listing courtesy of Cynthia Trgo of Diamond Real Estate Group, Inc.

$279,000
4 Beds 2 Baths 26003270 MLS
This charming Victorian home seamlessly blends original character with modern updates. With four bedrooms, including a master suite on the entry level, and two beautifully renovated bathrooms, this property offers spacious rooms, original hardwood floors, ornate doors, vast storage spaces, exquisite fireplace mantels and an inviting front porch. Additional highlights include a newly renovated kitchen with walk-in pantry, a 3rd floor that can be used for storage or can be finished as 2 more rooms, basement, fenced backyard, and a spacious attached garage ideal for a workshop. This home is located on a quiet street and is in walking distance of the grocery, bank and drugstore.

119 Pumphrey Ave, Flemingsburg

Listing courtesy of Laura Story of CENTURY 21 Advantage Realty.

$240,000
6 Beds 3 Baths 26013901 MLS
Step back in time and experience the elegance of this beautifully preserved 1880s historic home located at 314 E. 16th Street. Offering over 3,200 square feet of living space, this remarkable residence features 6 spacious bedrooms, 2.5 baths, and an abundance of original character that is difficult to find today. From soaring ceilings to nine decorative fireplaces, every room showcases the timeless craftsmanship and architectural charm of a bygone era. Thoughtful updates, including replacement windows, an updated kitchen and bathrooms, and a new roof and gutters installed in 2023, provide modern convenience while preserving the home's historic appeal. The spacious floor plan offers endless possibilities for entertaining, a growing family, or multi-generational living. Situated within walking distance of downtown shopping, local restaurants, and the entertainment district, you'll enjoy the perfect combination of historic charm and modern-day convenience. If you've been dreaming of owning a true piece of history with room to make it your own, this exceptional property is ready to welcome its next chapter. Sold-AS-IS, Where-IS.

314 E 16th St, Hopkinsville

Listing courtesy of Karen C Chiles of Advantage, Realtors.

$190,000
4 Beds 2 Baths 26015843 MLS
Looking for your next investment, renovation project, or dream home site? Situated on a generous 0.88 acre lot just two blocks from downtown Nicholasville and backs up to a city park, offering a rare combination of convenience, privacy, and potential. The existing house is ready for someone with vision—renovate and restore it, or start fresh and build the home you've always wanted. With its great location and generous lot size, the possibilities are endless. Investors may also wish to explore redevelopment opportunities. Check with the City of Nicholasville regarding potential rezoning options for multifamily or apartment development. Bring your ideas and make this exceptional property your next project! Call today for more information or to schedule a showing.

132 Lincoln St, Nicholasville

Listing courtesy of Karen W Angelucci of RE/MAX Elite Lexington.

$415,000
26004307 MLS
Excellent Location for numerous types of business Total room 10 *Entry 1.00x1.00 * Other room 1.00x1.00 * Salon / Gathering * Laundry 1.00x1.00 * Bath room 1.5 * Bonus room 1.00x1.00 * Efficiency Apaertment * Kichenette * Living room 20.0x10.6*Bedroom 15.00x12.00*Office/study rm 1.0x1.0* Laminate counters*storage*open floor plan*Eat-in kitchen*high speed internet*chandelier*bookcase*220volts*ceiling fans*high ceiling*multi panel doors*recessed lighting*Aluminum frames pictue windows*washer/dryer stacked*stainless appliance*electric oven*gas range*microwave*refrigerator*wine/beverage cooler* electric & gas dryer hookup*washer hookup* Cooling/Central Air * Heating natural gas forced air*Private Yard*chain link fence*lighting*workshop*Lot size 148x34x123x140x65*Total 16 parking space*School /elementary Southern Elementary/Middle school /Sharp Middle/High School Pendleton High* Building Exterior Aluminum siding*Foundation poured concrete* one level*utilities/public sewer & water/natual gas POSSIBLE OWNER FINANCING CALL OR TEXT NOW 859-588-3532

984 Ridgeway Ave, Falmouth

Listing courtesy of Bonnie Fisher of United Country Real Estate - A-Team.

$899,000
26016684 MLS
Stylish converted downtown commercial space with indoor parking and walking from downtown for you customers. Dramatic, wide entry that flows into a magazine-worthy kitchen and an entertainer's den. 16 foot ceilings throughout. Thoughtfully separated primary suite offers privacy while two additional large bedrooms and 2.5 new baths providecomfort for family or guests. A flexible lounge (currently a bourbon room) can serve as a media room, playroom, client-facing office, or whatever fits your needs. Amazingly designed sunroom has an 18 foot glass retractable door & was built over a former truckwell. Large 3 car garage has alley access and ample unfinished storage above — all with convenient proximity to downtown amenities. Room for indoor basketball, your animals or other needs in central room. Brand new plumbing, electrical, & HVAC's. Roof over living area is also new. Also available for lease at $3500 for per month plus utilities.

709 Kentucky Ave, Paducah

Listing courtesy of Ashlea McMillan of eXp Realty, LLC.

$243,500
3 Beds 1 Baths 26016491 MLS
Welcome home to this charming 3 bedroom, 1 bath (possible 2) home with a full basement, ideally located in the heart of downtown Richmond! This well maintained home offers numerous updates, giving buyers peace of mind while preserving its character. Recent improvements include all new plumbing and a new water heater (2022), a new heat pump (2023), new roof (2024), new windows, new front and rear exterior doors. The full basement provides excellent storage or future expansion potential & already includes a potential bathroom (toilet and sink no walls) offering the opportunity to add additional living space & value. Conveniently located just minutes from Eastern Kentucky University, downtown Richmond, shopping, dining, and local amenities, this home is perfect for first-time buyers, investors, or anyone looking for a move in ready property in a prime location. Don't miss your chance to own this updated home close to everything Richmond has to offer! Buyers and Buyers Agent to verify all information, including sq. footage, schools, lot size and any other information to the Buyer.

524 Baker Ct, Richmond

Listing courtesy of Susan Agee of Century 21 Pinnacle.

$299,999
4 Beds 2 Baths 26011134 MLS
Step into timeless charm with this beautifully maintained 4-bedroom, 2-bath circa 1870s home nestled in the heart of historic Harrodsburg. Rich with character and classic curb appeal, this inviting residence showcases 9-foot-tall ceilings, spacious rooms, abundant natural light, and a fireplace in almost every room. The welcoming front porch is perfect for relaxing evenings, while the expansive interior offers the ideal blend of historic elegance and everyday comfort. Step inside to see a beautiful staircase and foyer amid a living room, dining room, and kitchen. The primary suite, located on the first floor, showcases a beautiful fireplace. Walk upstairs to find 3 spacious bedrooms each displaying beautiful fireplaces, an updated bathroom, large laundry room and walk in closet. Outside, the large yard, basketball court/patio, and mature trees create a peaceful setting for entertaining or quiet enjoyment. From the original architectural details to the warm, inviting living spaces, this home captures the charm that makes Harrodsburg one of Kentucky's most treasured historic communities. Located just minutes from downtown shops, dining, and local history, this property offers a rare opportunity to own a piece of Kentucky history while enjoying the comforts of home.

222 E Lexington St, Harrodsburg

Listing courtesy of Andrea Richards of RE/MAX Elite Realty.

$490,000
25508043 MLS
Discover a rare opportunity in downtown Winchester with this assemblage of four vacant lots being sold together as a single offering. Zoned L1 and totaling approximately 1.53 acres, this property presents exceptional potential for redevelopment, infill housing, multiunit residential, mixeduse, or commercial concepts in a central location. Situated just steps from local shops, restaurants, services, and community amenities, these lots deliver true walkable convenience while providing a sizable footprint rarely available in the heart of Winchester. The level terrain and cleared condition simplify planning and construction, giving developers, builders, and investors flexibility to pursue a range of uses aligned with L1 zoning allowances. Whether you're looking to create new housing opportunities, a boutique retail destination, or a thoughtful mixeduse project that contributes to downtown vitality, this assemblage invites strategic vision and development. With accessible infrastructure and a strong community backdrop, 33-41 Winn Avenue is a compelling site for those ready to build in one of Kentucky's vibrant small towns.

33-41 Winn Ave, Winchester

Listing courtesy of Bob Sophiea of eXp Realty, LLC.

Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.