$675,000 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. 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
$1,400,000 Elevated above one of Lexington's most recognizable addresses, this seventh-floor residence at The Woodlands offers 2,358 square feet of refined living with sweeping views of downtown Lexington and the University of Kentucky. A paneled entry hall introduces hardwood floors, detailed millwork and exceptional custom storage throughout. The coffered-ceiling den features a fireplace, built-ins and wet bar, while the adjoining living and dining spaces are framed by oversized windows, a second fireplace with arched built-ins, and a distinctive hand-painted ceiling dome. The custom kitchen is appointed with granite countertops, a farmhouse sink, double ovens, a warming drawer, glass-front cabinetry, a striking tile backsplash and pantry storage. The spacious primary suite features built-in cabinetry, two walk-in closets and a beautifully updated private bath with a custom vanity and glass-enclosed shower. The guest bedroom offers stunning city views, generous storage and convenient access to an updated guest bath. A dedicated laundry room and private office with built-ins add comfort and flexibility. The residence also includes two first-level spaces in the secured garage and multiple private storage closets. Residents enjoy 24-hour security, a fitness center, sauna, hot tub, outdoor pool, game room, catering kitchen, gathering spaces, grilling area, covered patio and a ninth-floor terrace with panoramic city and sunset views. Guest parking is conveniently located near the building's welcoming front fountain. 2 Beds ⋅ 3 Baths ⋅ 26026896 MLS Elevated above one of Lexington's most recognizable addresses, this seventh-floor residence at The Woodlands offers 2,358 square feet of refined living with sweeping views of downtown Lexington and the University of Kentucky. A paneled entry hall introduces hardwood floors, detailed millwork and exceptional custom storage throughout. The coffered-ceiling den features a fireplace, built-ins and wet bar, while the adjoining living and dining spaces are framed by oversized windows, a second fireplace with arched built-ins, and a distinctive hand-painted ceiling dome. The custom kitchen is appointed with granite countertops, a farmhouse sink, double ovens, a warming drawer, glass-front cabinetry, a striking tile backsplash and pantry storage. The spacious primary suite features built-in cabinetry, two walk-in closets and a beautifully updated private bath with a custom vanity and glass-enclosed shower. The guest bedroom offers stunning city views, generous storage and convenient access to an updated guest bath. A dedicated laundry room and private office with built-ins add comfort and flexibility. The residence also includes two first-level spaces in the secured garage and multiple private storage closets. Residents enjoy 24-hour security, a fitness center, sauna, hot tub, outdoor pool, game room, catering kitchen, gathering spaces, grilling area, covered patio and a ninth-floor terrace with panoramic city and sunset views. Guest parking is conveniently located near the building's welcoming front fountain. 111 Woodland Ave Unit 705, Lexington
$100,000 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 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
$297,000 Welcome to 1000 Regency Road, a beautifully renovated 4-bedroom, 2-bath home in a desirable Danville neighborhood. This move-in-ready property offers modern updates, comfortable living, and classic charm on a spacious 0.48-acre lot. Step inside to a bright, open-concept living space with brand-new flooring throughout. The completely remodeled kitchen features stylish new cabinetry, sleek countertops, and updated finishes — plenty of space for cooking and entertaining. Outside, enjoy the brand-new back deck, perfect for morning coffee or weekend gatherings, plus room to spare for gardening and recreation. A brand-new roof adds lasting value and peace of mind. Seller is also offering a $6,500 credit toward a new HVAC system, and is motivated to sell. This turnkey home is ready for its next owner — bring your offers! 4 Beds ⋅ 2 Baths ⋅ 26021908 MLS Welcome to 1000 Regency Road, a beautifully renovated 4-bedroom, 2-bath home in a desirable Danville neighborhood. This move-in-ready property offers modern updates, comfortable living, and classic charm on a spacious 0.48-acre lot. Step inside to a bright, open-concept living space with brand-new flooring throughout. The completely remodeled kitchen features stylish new cabinetry, sleek countertops, and updated finishes — plenty of space for cooking and entertaining. Outside, enjoy the brand-new back deck, perfect for morning coffee or weekend gatherings, plus room to spare for gardening and recreation. A brand-new roof adds lasting value and peace of mind. Seller is also offering a $6,500 credit toward a new HVAC system, and is motivated to sell. This turnkey home is ready for its next owner — bring your offers! 1000 Regency Rd, Danville
$289,500 Price Improvement! Welcome home to this beautifully updated Mid-Century Modern gem nestled in the heart of Berea! Situated on almost a half acre this rare, tree-lined double lot, and move-in-ready home offers the perfect blend of timeless character and modern updates. Inside, you'll find four spacious bedrooms (with a potential 5th on the first floor), 1.5 bathrooms, fresh paint throughout, and a bright, finished sunroom complete with its own mini-split system—creating the perfect space to relax, work, or entertain year-round. Major updates provide peace of mind, including a 2-year-old HVAC system, updated electrical panel, leaf filter gutters, and newly painted exterior. The kitchen comes equipped with a new refrigerator and dishwasher, while the new washer and dryer are also included, making your move even easier. An unfinished basement offers abundant storage, workshop, or the opportunity to create additional living space to fit your needs. Homes in this highly desirable Berea location rarely become availablle. Three minutes to the library, 4 minutes to Old Town and Berea College. Other amenities including city parks, skating rink and restaurants are minutes away. Don't miss your chance to own this unique property with generous outdoor space, thoughtful updates, and endless potential. Schedule your private showing today! 4 Beds ⋅ 2 Baths ⋅ 26021577 MLS Price Improvement! Welcome home to this beautifully updated Mid-Century Modern gem nestled in the heart of Berea! Situated on almost a half acre this rare, tree-lined double lot, and move-in-ready home offers the perfect blend of timeless character and modern updates. Inside, you'll find four spacious bedrooms (with a potential 5th on the first floor), 1.5 bathrooms, fresh paint throughout, and a bright, finished sunroom complete with its own mini-split system—creating the perfect space to relax, work, or entertain year-round. Major updates provide peace of mind, including a 2-year-old HVAC system, updated electrical panel, leaf filter gutters, and newly painted exterior. The kitchen comes equipped with a new refrigerator and dishwasher, while the new washer and dryer are also included, making your move even easier. An unfinished basement offers abundant storage, workshop, or the opportunity to create additional living space to fit your needs. Homes in this highly desirable Berea location rarely become availablle. Three minutes to the library, 4 minutes to Old Town and Berea College. Other amenities including city parks, skating rink and restaurants are minutes away. Don't miss your chance to own this unique property with generous outdoor space, thoughtful updates, and endless potential. Schedule your private showing today! 115 Cherry Road Ct, Berea
$325,000 Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind. Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round. Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era. Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become. 4 Beds ⋅ 2 Baths ⋅ 26008225 MLS Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind. Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round. Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era. Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become. 443 S Maple St, Winchester
$395,000 Welcome to 514 Allen Drive, where convenience, accessibility, and location come together. This well-maintained one-level home offers 3 bedrooms and 2 full baths, thoughtfully designed with accessibility in mind. A wheelchair ramp provides easy access to the front entrance, while the primary suite features a handicap-accessible bathroom and a chair lift for added convenience. Beautiful hardwood floors flow throughout the main living areas, adding warmth and character to the home. The partially finished basement provides additional flexible living space, storage, or hobby areas and is complemented by an oversized garage. Outside, you'll find one of the property's standout features—a spacious backyard and an impressive driveway with abundant parking. In addition to the generous rear parking area, there is ample on-street parking, making it ideal for guests, gatherings, or multiple vehicles. Located within walking distance of Eastern Kentucky University, this home offers easy access to campus, dining, shopping, and all that Richmond has to offer. Whether you're looking for accessibility, convenience, or simply a great place to call home, 514 Allen Drive is a rare opportunity.*Property is under contract with a 48 hour kick out clause in place.* 3 Beds ⋅ 2 Baths ⋅ 26014050 MLS Welcome to 514 Allen Drive, where convenience, accessibility, and location come together. This well-maintained one-level home offers 3 bedrooms and 2 full baths, thoughtfully designed with accessibility in mind. A wheelchair ramp provides easy access to the front entrance, while the primary suite features a handicap-accessible bathroom and a chair lift for added convenience. Beautiful hardwood floors flow throughout the main living areas, adding warmth and character to the home. The partially finished basement provides additional flexible living space, storage, or hobby areas and is complemented by an oversized garage. Outside, you'll find one of the property's standout features—a spacious backyard and an impressive driveway with abundant parking. In addition to the generous rear parking area, there is ample on-street parking, making it ideal for guests, gatherings, or multiple vehicles. Located within walking distance of Eastern Kentucky University, this home offers easy access to campus, dining, shopping, and all that Richmond has to offer. Whether you're looking for accessibility, convenience, or simply a great place to call home, 514 Allen Drive is a rare opportunity.*Property is under contract with a 48 hour kick out clause in place.* 514 Allen Dr, Richmond