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229 W Lexington Ave, Danville
$688,000
4 Beds ⋅ 3 Baths ⋅ 26012408 MLS
A Grand 4-Bedroom, 2.5-Bath Colonial Revival built in 1898 and Beautifully Blending Historic Charm with Modern Convenience. A Welcoming Circular Front Porch sets the tone for what awaits inside--where Craftsmanship and Character shine in every detail. The Grand Foyer features a Stunning Lead Glass Front Door and a Breathtaking Freestanding Circular Oak Staircase and Dramatic Two-Story Leaded Glass Windows, creating an Unforgettable First Impression. Throughout the home, you'll find Original Hardwood Floors, Detailed Trim, Baseboards, and Four Sets of 8-foot Pocket Doors with Exquisite Hardware, preserving the home's rich architectural heritage. Expansive Rooms with 12' Ceilings--with 8 Fireplaces (including 2 w/Gas Logs), every room offers warmth and ambiance. Designed for both everyday living and entertaining, the home includes an Ideal Butler's Pantry and an updated Kitchen featuring Quartz Countertops, Convection/Air-Fryer/Self-Cleaning Gas Range, Dishwasher, Microwave and a Smart Refrigerator. A convenient Main-Level Laundry Room with combination Washer/Dryer adds modern ease. New Detached 2.5 Car Garage with Ample Parking and a New Retaining Wall with Steps leading to the Home. Screened-In Back Porch, Deck with Stairs, and a Large Fenced-In Back Yard. This Move-In Ready Historic Gem offers the best of both worlds--Classic Beauty and today's amenities--all within walking distance to Downtown Danville, known as the "City of Firsts". Enjoy proximity to Centre College, Norton Center for the Arts, The Art Center of the Bluegrass, Ephraim McDowell Regional Medical Center, and quaint shopping and dining. Don't miss this opportunity to own a truly remarkable piece of Kentucky History!

229 W Lexington Ave, Danville
410 W Lexington Ave, Winchester
$325,000
5 Beds ⋅ 4 Baths ⋅ 26012369 MLS
*****PRICED BELOW APPRAISAL & MOTIVATED SELLERS***** Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester
203 Wall St, Columbia
$230,000
4 Beds ⋅ 2 Baths ⋅ 26011864 MLS
Charming Craftsman Bungalow-style home located in downtown Columbia featuring 4 bedrooms, 2 full baths, and situated on approximately 0.43 acres. This property offers plenty of parking and storage with an attached 1-car garage, detached 1-car garage, additional covered carport area, and storage shed. Enjoy the peaceful outdoor setting with two koi ponds, beautiful flower beds, a large covered front porch, and spacious back porch perfect for relaxing or entertaining. Inside, you'll find nice natural hardwood floors in portions of the home along with a remodeled bathroom that adds modern updates while maintaining the home's character and charm. Conveniently located close to shopping, dining, and all downtown amenities.

203 Wall St, Columbia
200 W 12th St, Benton
$149,900
6 Beds ⋅ 3 Baths ⋅ 26015712 MLS
This 6-bedroom, 3-bath, 1.5-story home with a full basement sits on a .17-acre corner lot right in the heart of Benton city limits — and it's loaded with potential. The big-ticket items are already done — brand new roof and new windows mean the heavy lifting is finished. With more square footage and bedrooms than you'll find at this price point, this property is a rare find for investors, flippers, or the ambitious buyer ready to build instant equity. The full basement adds valuable bonus space for storage, a workshop, or future finished living area. Positioned on a corner lotwith city utilities and services at your doorstep, the location alone makes this worth a serious look. Minutes from schools, shopping, dining, and nearby Kentucky Lake. Bring your vision, your contractor, and your offer — homes with this much space and upside don't don't sit long! Priced for the project. Built for the payoff.

200 W 12th St, Benton
410 W Lexington Ave, Winchester
$325,000
26014051 MLS
******PRICED BELOW APPRAISAL & MOTIVATED SELLERS****** Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester
814 Holmes St, Frankfort
$80,000
2 Beds ⋅ 1 Baths ⋅ 26011221 MLS
Great rental property for under $100k to add to your portfolio. Check out this 2 bedroom 1 bathroom unit today.

814 Holmes St, Frankfort
1003 Main St, Murray
$173,900
2 Beds ⋅ 1 Baths ⋅ 26015966 MLS
Absolutely adorable 2 bedroom, 1 bathroom home centrally located on Main St in Murray! This home has so many recent updates including newer roof shingles, vinyl siding, central heating & air unit, vinyl replacement windows, breaker box, and beautifully refinished hardwood floors.With over 1,225 sq ft of living space, this home features a large living room with fireplace, formal dining room, kitchen with washer/dryer hookup,a remodeled bathroom with a tiled bath/shower. The 2 bedrooms are extremely spacious. The unfinished basement area with exterior entrance would make a great storm shelter. The detached 1 car garage provides vehicle parking or extra storage. This charming home is in close proximity to shops, restaurants, medical facilities and more. Zoned R-2 Residential.

1003 Main St, Murray
461 N Broadway, Carlisle
$110,000
3 Beds ⋅ 2 Baths ⋅ 26012096 MLS
Charming 1 1/2-story home located in the heart of historic downtown Carlisle! This affordable 3-bedroom, 2-bath home offers plenty of space and character with a functional layout designed for comfortable living. The first floor features a spacious primary bedroom and full bath, living room, large dining room, spacious kitchen, laundry room, and two bonus rooms that offer flexibility for an office, nursery, playroom, or additional living space. Upstairs, you'll find two additional bedrooms and a full bath. Additional features include an unfinished basement for extra storage, off-street parking, and a prime location within walking distance to local restaurants, shops, and downtown attractions. Whether you're a first-time buyer, investor, or simply looking to enjoy small-town living, this home offers just that! Home is being Sold As-Is. Inspections Welcome!

461 N Broadway, Carlisle
4 Tanner Ct, Frankfort
$349,900
5 Beds ⋅ 2 Baths ⋅ 26013365 MLS
Within walking to the Capital, 5 bedrooms, 2 baths, large great room, formal dining, kitchen with breakfast dining area. full unfinished walkout basement. court yard, and off street parking built in 1961.

4 Tanner Ct, Frankfort
218 S Maple St, Winchester
$699,000
26004697 MLS
Operated for over 20 years as a physician's office this two-story building features a "ready to go" office on the main floor with two large apartments on the second floor with walkup, outside entry. The entire structure is on an unfinished basement perfect for storage and access to the mechanical systems. There is also a detached 3-bay garage for parking and storage as well as an asphalt parking lot with more room for more than 25 vehicles.

218 S Maple St, Winchester
616 E Main St, Danville
$349,900
4 Beds ⋅ 3 Baths ⋅ 26013989 MLS
Classic charm meets modern convenience at 616 E. Main Street in the heart of Danville. Situated on nearly half an acre, this beautifully updated Cape Cod offers over 2,300 square feet of living space with 4 bedrooms, 2 full bathrooms, and 1 half bath. Originally built in 1920, the home blends timeless character with thoughtful updates designed for today's lifestyle. Step inside to discover spacious living areas, luxury vinyl flooring, and a functional floor plan highlighted by a desirable first-floor primary suite complete with a walk-in closet and private bath. The large great room creates an inviting gathering space, while two fireplaces add warmth and character throughout the home. The updated kitchen is designed for both everyday living and entertaining, featuring quartz countertops, ample workspace, and plenty of storage. Whether hosting family gatherings or preparing a quiet meal at home, this space is both functional and inviting. Additional bedrooms provide flexibility for family, guests, a home office, or hobby space, while the home's thoughtful layout offers room to spread out and enjoy. An unfinished partial basement provides valuable storage space and additional room for hobbies, projects, or future possibilities. Outside, the welcoming front porch invites you to slow down and enjoy life in one of Danville's most established neighborhoods. The nearly half-acre lot provides room for outdoor entertaining, gardening, pets, or future possibilities rarely found this close to downtown. Conveniently located near downtown Danville, shopping, dining, parks, and schools, this home offers the perfect combination of historic charm, modern comfort, and an exceptional in-town setting. If you've been searching for character, space, and location, 616 E. Main Street deserves a place at the top of your list.

616 E Main St, Danville
1031 Hwy 1016, Berea
$499,900
26006201 MLS
A versatile commercial property in Berea, KY, zoned B2 and positioned just off the Berea Bypass, offers exceptional visibility and a wide range of income producing possibilities. The level 2.917 acre lot provides extensive road frontage, making it ideal for signage, customer access, and future development. Multiple storage unit buildings already on site create an immediate revenue stream, with strong demand in the area for secure storage options. A house located on the property adds even more flexibility, functioning as a comfortable residence, a business office, or a rental unit depending on your needs. The combination of commercial zoning, existing infrastructure, and prime location within city limits makes this property well suited for entrepreneurs, investors, or anyone seeking a live work setup with room to grow.

1031 Hwy 1016, Berea
3364 Main St Unit A, Stamping Ground
$284,000
1 Beds ⋅ 1 Baths ⋅ 26015655 MLS
This is a mixed used building that's for sale for $284,000: entire building. The residential portion is the main floor back portion, which is best set up as a studio, and the top floor, which is unfinished but has been approved with Scott Co P/Z to be two residential units - blank slate. The front main portion of the building is zoned for commercial use. Ideal for an owner who would like to live and work in the same structure, or for an investor who'd like to lease the main floor for business and residential tenants separately or together, and finish out the top floor for additional residential income. This space could also be utilized for storage. Set up for as the ultimate in flexibility, with great visibility. The top can also be leased for $600, and the bottom for $1795. Description: Super opportunity to own a unique corner of Stamping Ground, Kentucky. Beautiful space that just FEELS good when you walk in. Gleaming hardwoods, shelving in front room, loads of natural light from large windows facing Main Street, making for a great storefront or business space. Building is zoned B3; a portion of the main level can be utilized for residential, while the front portion with windows facing Main Street is to be used for commercial/business. Large kitchen, bathrooms, dining area, offices ... Great way to live where you work! Upstairs with separate entry, there is unfinished space that is set to be turned into two residential units - apartments - that can be leased separately. Currently it's wide open and could also be leased for storage space for additional income. Schedule a showing with your realtor, have them reach out for details - there are numerous opportunities for income, personal business use, or private residential use. Buyer to verify all aspects of property including but not limited to square footage, use, and condition.

3364 Main St Unit A, Stamping Ground
301 S 3rd St, Nicholasville
$239,500
3 Beds ⋅ 2 Baths ⋅ 26009082 MLS
This charming Cape Cod Home is located walking distance to downtown. Cute as can be! There have been numerous updates in the past including total kitchen and downstairs bath renovation! The owners have taken loving care of this home. Crown molding, mantle, banister, entry hardwood has been refinished, carpet over hardwood, stone fireplace with gas logs, ample walk-in closets, full unfinished basement with work bench, 1 car detached garage & fenced yard are just a few amenities that are featured in this older home with updates! Main level offers bedroom & full bath with a jacuzzi and skylight, formal dining room, living area, and an updated kitchen with island bar ample cabinets and all appliances. This lovely kitchen has a Greenhouse window to provide optimal light for growing your plants indoors. Don't miss out on this little jewel of a home.

301 S 3rd St, Nicholasville
319 N Elm St, Carlisle
$185,000
3 Beds ⋅ 1 Baths ⋅ 26013165 MLS
Welcome to this charming Craftsman-style home just minutes from downtown Carlisle! With more than 1,800 square feet of living space, this 3-bedroom, 1-bath home offers a great mix of character, comfort, and versatility. Inside, you'll find a spacious front room that creates a welcoming first impression and is currently used as a dining area. The main floor also includes a large living room with a cozy fireplace, a spacious kitchen, a convenient laundry room and a first-floor bedroom. Upstairs are two additional bedrooms and a roomy landing area that would make a perfect home office, reading corner, play space, or flex area to fit your needs. Just off the kitchen, the bright sunroom provides even more options—use it as a dining room, sitting area, office, or extra gathering space. Outside, the home sits on a beautifully landscaped 0.35-acre corner lot shaded by mature trees. Additional features include an unfinished basement for storage, a detached one-car garage, a storage shed, and a large rear deck that's ideal for entertaining or relaxing. The covered front porch, complete with a classic porch swing, adds to the home's inviting curb appeal and timeless charm. Conveniently located near local shops, restaurants, schools, and all that downtown Carlisle has to offer, this home combines small-town charm with everyday convenience.

319 N Elm St, Carlisle
330 Sycamore St, Carlisle
$219,900
4 Beds ⋅ 2 Baths ⋅ 26010906 MLS
NEW 30 yr warranty on roof that transfers to new owner. New plywood roof covering, shingles and box vents. Three chimneys removed on roof and reconstruction of an updated roof. Step in to timeless charm with this spacious 2-story home located in the heart of historic Carlisle. Home features include four large bedrooms and 2 full baths. Updated features include new bathroom and flooring in several rooms. Large dining/family room for large family gatherings. Huge back patio for entertaining. Large fenced in corner lot. 10X30 storage building. This home offers the charm of small town living with room to grow, entertain and make lasting memories. If you love historic homes with modern updates and plenty of outdoor space, this one is a must see!

330 Sycamore St, Carlisle
403 E Mound St, Harlan
$130,000
3 Beds ⋅ 1 Baths ⋅ 26009223 MLS
Whether you are looking for your first home or your next investment in Eastern Kentucky, this property offers the mountain backdrop that you have been looking for...Harlan County remains an attractive market for buyers seeking value, with median home prices offering some of the most accessible entry points in the state...Located in Downtown Harlan, Ky, This 3 bedroom, 1 bath home with basement, attached carport and storage is waiting for it's new owner...Featuring Classic Kentucky Character, sturdy construction & unique architectural touches that provide a warm & inviting atmosphere with originial Fireplace in Living Room...Harlan County offers a lifestyle defined by Natural beauty & Outdoor adventure. Whether you are looking for a quiet retreat or a basecamp for exploration, you are just minutes from the Black Mountain Off Road Area or Martin's Fork Lake & beach area...Also close proxmity to Blanton Forest State Nature Preserve, an old growth Forest...Explore the rich history of the region through the Portal 31 Exhibition Mine or enjoy the convenience of downtown Harlan's local shops & cafes

403 E Mound St, Harlan
311 Jefferson St, Glasgow
$199,900
4 Beds ⋅ 2 Baths ⋅ 25506494 MLS
Welcome to the intersection of character and affordability! This home is a blank slate w so much to offer. The front yard positions the home comfortably away from the street yet isn't too much to care for. The view of the back yard from the over-sized deck offers a large natural space with tall trees. The detached garage is perfect for a vehicle, storage, shop or she-shed. The character of this home hits you the moment you enter. You'll find hardwood floors and 2" blinds throughout. The kitchen offers granite countertops, black and stainless appliances, beautiful cabinets and a peninsula bar top. There's a large living room, formal dining room, kitchen and primary suite on the first floor with three additional bedrooms and another full bath on the second. And don't forget the full unfinished basement offering total flexibility to use however you wish. The neutral colors and great condition put this home comfortably in the "move-in ready" category so what are you waiting for?

311 Jefferson St, Glasgow
160 Elm St, Versailles
$1,499,900
5 Beds ⋅ 5 Baths ⋅ 26001175 MLS
An extraordinary opportunity to own one of downtown Versailles' most iconic residences— a wonderful multi-generational home, designed for living together - without compromise. A stately front porch framed by impressive columns and a classic fan-lighted front door welcomes you into a grand entry hall with fireplace. Throughout the home, soaring ceilings, gleaming hardwood floors, and oversized windows create a light-filled and timeless atmosphere. The formal living and dining rooms flank the entry hall, each showcasing exquisite woodwork and inviting fireplaces. A graceful curved front staircase—adorned with carved spindles, a hand-crafted rail, and a striking leaded-glass window on the landing—anchors the home with architectural distinction. The second level offers four bedrooms, two full baths, and a half bath. A former bedroom adjacent to the primary suite has been thoughtfully converted into a generous walk-in closet and opens to a charming second-story balcony overlooking the front yard of the home. A permanent staircase leads to the third-floor attic, offering excellent potential for future finishing. A rear staircase returns to the kitchen and rear entry hall, while an inviting sunroom provides tranquil views of the backyard. A seamless first -level addition showcases an impressive great room, a spacious primary suite with a tiled bath featuring a zero-entry shower, a walk-in closet, a private office and a screened patio. The presence of the original primary suite on the second level makes this home an ideal option for multi-generational buyers. At the rear of the property, you'll find a three-car garage, workshop, laundry room, walk-in pantry, and a second home office. Above the garage, a private guest suite features a full kitchen, living area, bedroom, and full bath. Set on 1.41 acres with room for future pool, the estate also includes a historic icehouse, smokehouse, and a separate guest house (approximately 650 sq ft per level, 2nd level non-conforming) offering a living room, kitchen, bedroom, and full bath. A whole-house generator services both the main residence and guest house. The property is being sold as-is, presenting a rare opportunity to steward a truly remarkable historic estate in the heart of Versailles.

160 Elm St, Versailles
409 E Bridge St, Cynthiana
$179,900
5 Beds ⋅ 2 Baths ⋅ 26013845 MLS
With a bit of attention and care, this spacious older home holds immense potential! Featuring large rooms and ample space for family living, this house offers 5 bedrooms, with the primary bedroom conveniently located on the first floor. If you're in the market for a project or a fixer-upper, this is the perfect opportunity for you!

409 E Bridge St, Cynthiana
811 Olive St, Murray
$379,000
3 Beds ⋅ 3 Baths ⋅ 26015271 MLS
On a desirable street in Murray, welcome to this 3 bedroom/2.5 bathroom home elegantly renovated inside and out just under two years ago. Past the brick-floored front porch and through the front door, you are met with modern and inviting craftsmanship through the wooden beams, gas fireplace and hardwood floors. The main floor includes the living room, dining room and kitchen on one side with the primary suite's bedroom, bathroom and closet on the other. The laundry room and stairs to the basement provide access from any part of the main floor. The stairway to the second floor starts by the front door, and the unique space upstairs includes two bedrooms with closets and a bathroom. The full basement offers space for entertainment, storage and access to the side driveway through the exterior door. With a screened-in porch, close to Murray amenities and beautifully renovated, this home captivates those driving by or being welcomed inside.

811 Olive St, Murray
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
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
151 Third St, Vanceburg
$239,000
26015041 MLS
Step back in time with the breathtaking George Morgan Thomas Home. Built in 1883, this premier Victorian masterpiece flawlessly blends historic grandeur with modern functionality. Having served as a private estate, a boutique, a hotel, and the city's official visitors center,presently utilized for selling antiques/collectables this iconic property offers limitless potential as a majestic residence, a bed and breakfast, or a unique commercial venue. • Historic Entry: Features the original oak door, double frosted glass sidelights, and a leaded, beveled transom window. • Foyer: Grand greeting space boasting an original frosted transom with the initials "GMT" and a converted antique gas light fixture. • Music & Courting Room: Anchored by an exquisite, professionally refinished fireplace mantle with rope twist columns and an original beveled mirror. • Fretwork Artistry: Intricate stick-and-ball fretwork showcasing a carved harp note, framed by floor-to-ceiling rope twist columns. • Living Areas: A large, light-filled sitting room with a beautiful mantle and a pleasantly spacious formal dining room with a built-in linen closet. • Kitchen & Pantry: A roomy, functional kitchen with newer cabinets, a large pantry, and a convenient mudroom. Upper Level & Bedrooms • Staircases: Choose between the decorative hardwood main staircase or the private rear servants' staircase. • Six Bedrooms: Features three expansive bedrooms and three cozy bedrooms, three of which retain their original fireplace mantles. • Widows Walk: Accessible via two upstairs doors, offering a stunning wrap-around view to the south and east with original ornamental iron railings. • Hardwood Flooring: Beautiful, original hardwood floors run continuously throughout both main levels. Architectural Gems & Updates • The Basement: A masterpiece of 19th-century engineering featuring hand-quarried hewn stone walls and a classic brick floor. • Exterior Details: A visual feast of Victorian architecture featuring fish-scale siding, dimensional accents, arches, and grand porches on three sides. • Full 2006 Restoration: Fully restored using period-correct materials, backed by a documented timeline photos. • Modern Comforts: Equipped with central climate control powered by two modern split-system heat pumps for independent heating and cooling on each floor. • Accessibility & Parking: Includes a poured concrete handicap ramp on the north side, a large private rear asphalt parking lot, and dedicated on-street parking. • The Grounds: Professionally landscaped lawns featuring poured sidewalks, historical markers, an industrial flagpole. Don't miss the chance to own a certified piece of Kentucky history. Schedule your private tour of this timeless Victorian treasure today!

151 Third St, Vanceburg
477 Main St, West Liberty
$224,500
4 Beds ⋅ 3 Baths ⋅ 26009596 MLS
Bursting with timeless character and classic charm, this move-in ready four-bedroom home seamlessly blends original architectural details with essential modern updates. The main level features an inviting living space, kitchen, dining room, and convenient main-floor laundry. Unwind in the spacious primary suite, complete with its own private rear balcony overlooking the backyard. Upstairs, you'll find three additional comfortable bedrooms, a full bathroom, and generous storage space. Enjoy peace of mind thanks to recent updates including fresh paint, a newer HVAC system, and an updated water heater, alongside an unfinished walk-out basement ready for your custom expansion or workshop. Don't miss out on this one-of-a-kind home! Call today for your private showing!

477 Main St, West Liberty
514 Ann St, Frankfort
$525,000
10 Beds ⋅ 8 Baths ⋅ 26004803 MLS
Opportunities like this rarely come along. Built in the 1820s, this all-brick historic property sits in one of the most prime locations in all of Frankfort and is ready for its next chapter. The main house has already been mostly gutted, providing a blank canvas for the next owner to bring their vision to life while preserving incredible historic features that remain intact. Inside you'll find gorgeous original hardwood floors, massive pocket doors, and soaring 12-foot ceilings in several rooms—the kind of craftsmanship that simply can't be replicated today. This property offers tremendous flexibility and could easily be finished as a large single-family historic home with multiple bedrooms and bathrooms, or redesigned as a multi-unit investment property. It would also make an excellent short-term rental, live-work space, or even a boutique business location depending on the buyer's vision. Adding even more value is the guest house located in the backyard, which features four bedrooms and two bathrooms. This structure could remain a spacious guest residence, be used for short-term rentals, or easily be converted into two separate two-bedroom apartments, creating an additional income opportunity. For investors and developers, this project is an ideal candidate for historic restoration tax credits, which may allow 30-40% of qualified improvement costs to be returned as tax credits. That makes this not only an exciting restoration project but also a financially smart one. With its historic character, prime location, and endless possibilities, 514 Ann Street presents a rare opportunity to restore and reimagine one of Frankfort's historic properties. Whether you're looking to create a stunning family home, a unique investment property, or a standout short-term rental, this property offers the chance to bring a true piece of Frankfort history back to life.

514 Ann St, Frankfort
463 E High St, Owingsville
$319,000
3 Beds ⋅ 2 Baths ⋅ 25018914 MLS
Charming 1952+/- sq. ft. Home offering Living Room , Nice Kitchen with Beautiful Cherry Cabinets, Large Dining Room with Decorative Ceiling Tiles, 3 Bedrooms, 2 Bathrooms, attached Garage, Covered Back Porch, 2 Carports and Storage Building. Updates include New Metal Roof in 2024, New HVAC in 2023, New Kitchen appliances and more. Located only minutes from I-64 on 0.73 acre lot.

463 E High St, Owingsville
110 Hill Ct, Lancaster
$169,900
3 Beds ⋅ 2 Baths ⋅ 26009989 MLS

110 Hill Ct, Lancaster
312 Danville Ave, Stanford
$335,000
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
344 Madison Pl, Lexington
$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