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443 S Maple St, Winchester
$325,000
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

150 Pine Hill Dr, Morehead
$895,000
3 Beds ⋅ 3 Baths ⋅ 26009551 MLS
Exquisite and truly one-of-a-kind Mid-Century Modern home designed by renowned architect Charles P. Graves in the 1950s. Known as "The Glass House," this striking custom residence is primarily constructed of redwood, glass, and terrazzo, featuring expansive windows and sliding doors with glass transoms that fill the home with natural light. Thoughtfully renovated and improved, the home offers 3 bedrooms (with potential for a 4th) on a beautifully landscaped 4-acre lot with sweeping flower beds, rock retaining walls, and scenic views of trees, mountains, the hospital, and downtown Morehead. Private and serene, yet conveniently located near the hospital, shopping, dining, and I-64, this property provides the perfect balance of seclusion and accessibility. Inside, exceptional craftsmanship and custom finishes are evident throughout. The home features a renovated primary suite with an updated bath, three additional bedrooms, and 1.5 additional baths. The spacious living room with fireplace, formal dining room, and gourmet chef's kitchen—complete with custom cabinetry, granite and quartz countertops, island, and state-of-the-art appliances—offer an ideal setting for everyday living and entertaining. Additional spaces include a home office or recreation/workout room, along with abundant storage throughout. Outdoor living is enhanced by expansive decks, a screened-in deck, and large patios—perfect for enjoying the peaceful surroundings. The property also includes a 2-car attached carport, 1-car detached garage, and storage shed. Numerous updates have been completed, including HVAC, roof, kitchen, bathrooms, and more. This is a rare opportunity you don't want to miss.

150 Pine Hill Dr, Morehead

305 1/2 S 3rd St, Nicholasville
$238,900
3 Beds ⋅ 2 Baths ⋅ 26016173 MLS
Priced below recent appraisal. Welcome home to this adorable, beautifully updated 3-bedroom, 2-bath ranch offering timeless character and exceptional storage. Original hardwood floors in excellent condition flow throughout much of the home, while the updated kitchen blends modern convenience with classic charm, featuring granite countertops, a tile backsplash, and the home's original wainscoting that has been lovingly preserved. Both bathrooms have been tastefully updated, and replacement windows provide added efficiency and comfort. The convenient main-level utility room includes the washer and dryer. Storage is abundant with an unfinished basement, an incredible floored attic with pull-down stairs, and multiple outbuildings. Outside, you'll find an attached carport with a storage shed, plus a second detached carport complete with a storage closet and workshop--perfect for hobbies, tools, or extra vehicles. Enjoy relaxing on the covered back patio or flat, partially fenced backyard. This move-in-ready home offers the perfect combination of character, updates, and functionality.

305 1/2 S 3rd St, Nicholasville

441 Russell St, Danville
$240,000
4 Beds ⋅ 2 Baths ⋅ 26012615 MLS
Welcome to 441 Russell Street! where all the hard work has already been done for you. This move-in-ready home has been completely remodeled from top to bottom, offering the perfect combination of modern updates, long-term value, and everyday convenience. Step inside and you'll immediately notice the fresh paint, beautiful new flooring, updated lighting, remodeled bathrooms, and new kitchen designed to be both stylish and functional and a master room with its own Full bath! The list of improvements means less worry and fewer expenses for the next owner. No projects. No renovation headaches. Just unpack and enjoy. Outside, you'll find one of the largest surprises this property has to offer: a huge backyard with plenty of room for entertaining, pets, gardening, outdoor activities, or future additions. Need parking? This home features TWO separate driveways plus a garage, providing an incredible amount of parking and storage space that's hard to find in town. And for peace of mind, the durable metal roof offers years of protection and longevity compared to traditional shingles. Location is another major advantage. Situated just minutes from historic downtown Danville, you'll enjoy quick access to shopping, dining, parks, and schools. The home is also conveniently located near two of the area's most respected higher education institutions: Centre College, one of the nation's top private liberal arts colleges, and Bluegrass Community & Technical College - Danville Campus, making this location attractive for students, faculty, staff, and investors alike. Outdoor enthusiasts will appreciate being close to Millennium Park and Henry Jackson Park, offering walking trails, playgrounds, sports facilities, and green space to enjoy year-round. Shopping and daily conveniences are nearby as well, including Danville Manor Shopping Center and Danville Square Shopping Center. If you've been searching for a home that combines extensive updates, a large yard, exceptional parking, and a convenient Danville location, this one deserves a spot at the top of your list.

441 Russell St, Danville

514 Allen Dr, Richmond
$395,000
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

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