Mt Sterling Real Estate Search

Mt Sterling Historical Properties for Sale

Our website features the best real estate search for historical properties available in Mt Sterling and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Mt Sterling Historical Properties for Sale

116 E High St, Mt Sterling
$190,000
4 Beds ⋅ 2 Baths ⋅ 26029136 MLS
Welcome to 116 East High Street, located in the heart of downtown Mt. Sterling! This charming 3-bedroom, 2-bath home offers a wonderful blend of historic character and everyday comfort. Step inside to discover beautiful hardwood flooring, tall ceilings, original-style woodwork, and spacious rooms throughout. The inviting living room features a fireplace with an accent wall, while the formal dining room provides the perfect space for gathering and entertaining. The kitchen offers white cabinetry, stainless steel appliances, and ample counter space. Additional features include a convenient laundry area, an enclosed front entry, and a metal roof. With its classic architecture, inviting curb appeal, and convenient downtown location, this home is full of charm and potential! Enjoy being just minutes from local shopping, dining, and everything downtown Mt. Sterling has to offer.

116 E High St, Mt Sterling
42 Samuels Avenue, Mt Sterling
$255,000
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
2399 Prewitt Pike, Mt Sterling
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 26026593 MLS
Set against the rolling landscape that defines the Bluegrass State, this exceptional property offers a rare opportunity to experience classic Kentucky living with modern comfort and convenience. Situated on 3.408 fully fenced acres along the Montgomery-Clark County line, the home is surrounded by open farmland, peaceful views, and the kind of quiet that draws so many to Central Kentucky. Despite its tranquil setting, it's just 10 minutes to downtown Mt. Sterling, 15 minutes to Winchester, and an easy 30-minute drive to Lexington's Hamburg area for additional shopping and dining opportunities. Originally built in 1936, the home was completely renovated in 2002, preserving its timeless charm while updating it for today's lifestyle. Improvements included new insulation, windows, electrical, central vac system, plumbing, drywall, and an energy-efficient geothermal heating and cooling system--ideal for comfortable, cost-conscious living year-round. A full first-floor bath, two-car garage, and an expansive family room were added during the renovation, featuring a wood-burning fireplace and sweeping views of Kentucky farmland. The custom kitchen is a standout with cherry cabinetry, granite countertops, stainless steel appliances, a wet bar, and a warm, inviting feel that's perfect for entertaining. Original hardwood floors remain in the main living areas, adding character and authenticity. The first floor also offers a welcoming entry hall, formal living room, formal dining room, and den currently used as home office with a functioning gas fireplace. A screened side porch creates the perfect place to enjoy slow mornings, cool breezes, and colorful Bluegrass sunsets. Upstairs, the thoughtfully redesigned layout includes a spacious primary suite with his & hers walk-in closets, a tiled shower with multiple shower systems, dual vanities, and heated tile floors. Each guest bedroom includes its own private full bathroom, offering comfort and privacy for family and visitors alike. A second-floor laundry room adds everyday convenience. Outdoor living is a highlight of this property. An in-ground pool, outdoor kitchen, and spacious patio create an ideal setting for summer gatherings, relaxing evenings, and making memories with family and friends. The partial basement provides additional living space with a wood burning fireplace, along with a utility room, workshop, and storage area with access to patio for convenient pool equipment storage. This room also provides dog access to an automatic waterer in the basement, perfect for pet lovers. With fully fenced acreage, wide-open views, and the unmistakable charm of the Kentucky countryside, this property offers a true Bluegrass lifestyle--peaceful, scenic, and welcoming--while remaining within easy reach of dining, shopping, and major roadways.

2399 Prewitt Pike, Mt Sterling
305 W Main St, Mt Sterling
$464,900
5 Beds ⋅ 4 Baths ⋅ 26026409 MLS
Stately, spacious, and filled with timeless character, this circa 1915 Colonial brick home is a true downtown Mt. Sterling treasure! Offering an impressive 5 bedrooms, 3 full baths and 1 half bath, this historic home provides an abundance of space both inside and out, all while being filled with beautiful natural light. From the moment you step into the grand and inviting entry foyer—the kind foyers dreams are made of—you'll immediately appreciate the craftsmanship and charm found throughout. The home features a spacious living room, den/study or home office, formal dining room, kitchen with breakfast nook and beautiful cabinetry and counter tops, mudroom, and two laundry areas. Original character shines through with beautiful hardwood flooring, crown molding, intricate door frames and trim work, built-ins, and several fireplaces that add warmth and personality throughout the home. The finished third level offers even more incredible living space with a huge recreation/family room plus an additional bonus room with skylights. This versatile space could even serve as another primary suite with its attached bathroom featuring a relaxing soaking tub. Outside, the home is situated on a generous .60-acre lot right in downtown Mt. Sterling and features a picture-perfect front porch worthy of the cover of a home and garden magazine, a rear patio perfect for entertaining, and a detached garage with additional storage space in the rear. The unfinished basement provides even more room for storage. Recent improvements include a new architectural shingle roof installed in August 2026, along with new guttering and downspouts. As a Mt. Sterling Historic Registered Home, this property offers the history, craftsmanship, space, and character that simply cannot be recreated today. If you've always dreamed of owning a LARGE historic home in the heart of downtown Mt. Sterling, this may be the one you've been waiting for. This remarkable property truly must be seen in person to fully appreciate everything it has to offer!

305 W Main St, Mt Sterling
305 Harrison Ave, Mt Sterling
$249,999
2 Beds ⋅ 2 Baths ⋅ 26025562 MLS
Discover a thoughtfully redesigned home where character meets modern functionality. This unique property features an inviting open-concept kitchen and living area, creating a welcoming space for everyday living and entertaining. The main level offers a private bedroom, full bathroom, and convenient utility room. The staircase leads to the upper-level primary suite, providing a peaceful retreat with a dedicated bathroom and large closet. The plans incorporate abundant natural light, a beautiful view from the private balcony, and an updated layout intended to maximize comfort and usability. Featuring existing brick exterior character alongside a carefully planned renovation, that includes all new appliances, new roof, plumbing and HVAC. Conveniently located in the heart of Mt. Sterling, near downtown. Just minutes from local shops, community events, and historic district. This property is ready for its next chapter!

305 Harrison Ave, Mt Sterling
215 W Main St, Mt Sterling
$174,900
2 Beds ⋅ 1 Baths ⋅ 26023031 MLS
Step into the charm and character of this beautiful home at 215 W Main Street. Offering approximately 1,500 square feet, this 2-bedroom, 1-bath home blends timeless details with thoughtful updates. Inside, you'll find hardwood floors, gas log fireplaces, a true entrance foyer, and a dedicated dining room that adds to the home's inviting layout. Brand-new vinyl siding gives the exterior a fresh, updated look while the huge backyard provides plenty of room for entertaining, gardening, pets, or simply enjoying the extra space. Full of warmth, personality, and classic charm, this home is ready for its next chapter.

215 W Main St, Mt Sterling
410 W High St, Mt Sterling
$289,500
4 Beds ⋅ 2 Baths ⋅ 26022799 MLS
NEW PRICE!! REDUCED!! PRICED below Appraisal!! WELCOME HOME......1900's Victorian Era Home located in the Historic District of Mt. Sterling. This home has over 3000 sq. ft. offering 4 or 5 bedrooms, 5 gorgeous fireplaces, leaded glass interior doors, beautiful, original hardwood flooring, amenities abound with details you want in an older home. 3-car attached garage with lots of storage and stamped concrete driveway. Home is situated on over an acre of beautiful treed lot in the heart of downtown Mt. Sterling. A RARE Find, Make your appt. TODAY!

410 W High St, Mt Sterling
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