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216 Southland Dr, Lexington
$650,000
26004702 MLS
One of Lexington's favorite corridors, Southland Drive offers some of the best of Lexington's local business alongside high profile national retailers. This corner lot sits prominently and is a great opportunity for a variety of professional retail and office uses seeking maximum exposure and comfortable accessibility. -Southland Drive Traffic Count: 13,200 Vehicles Per Day -Strategic connector road between Nicholasville Rd (85,000 CPD @ Southland Drive) and Harrodsburg Rd (over 40,000 CPD @ Lane Allen Rd) ensuring regional draw -Easy ingress/egress from major thoroughfares attracting customers from across Lexington and surrounding areas -Recent Southland Drive Improvements from 2020 include landscaping, sidewalk improvements, water run off improvements, and widened street for added turn lanes and bike lanes -Situated in Southland Drive's vibrant, pedestrian-friendly business district with nearby shops, restaurants, and services -Corner lot with no demo needed, utilities in place, and shovel ready opportunity. -3 existing points of access; 2 from Southland Drive, 1 from Rambler Road -Flexible B-1 zoning ideal for a variety of professional users -Southland Drive Out Parcel positioning, ideal for free-standing branding, private parking, and accessibility among thriving retail synergies without being tied to a single anchor -No Further Action Letter issued September 2025 via Dept. for Environmental Protection.

216 Southland Dr, Lexington

3166 Colby Rd, Winchester
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 26011538 MLS
NEW PRICE!!! Not sure what you are looking for, but see if this property checks enough boxes for you. This beautiful 33± acre estate offers the perfect blend of country charm, modern comfort, and endless opportunity. The stately historical home, built in 1919, offers a rare opportunity to own a true piece of Kentucky history . Enjoy stunning mountain views — perched at one of the highest points in Clark County, where you can see the panoramic views stretching all the way to the dormitories at EKU in Richmond and the mountains near Berea, KY. Relax by the newly lined in-ground pool with a new cover, and unwind in the hot tub while taking in the beautiful sunrise and sunset views — perfect for family gatherings or quiet evenings under the stars. The property features a two-level barn with horse stalls, a tack room, and a spacious open arena — ideal for equestrian enthusiasts. The upper level of the barn provides versatile space for auto storage or a workshop, while the fenced pastures and horse ring make it ready for boarding or training horses. This property also includes a stocked pond, adding to the tranquil landscape, and 2 gated driveways with a security system for peace of mind. The land features mature trees, including fig, pear, and apple. This is the first property on Colby Road out of Winchester with agricultural zoning, a very private estate, and the first time in 40 years this remarkable property has been for sale. Conveniently located just one mile to Kroger, Lowe's, and Walmart, and approximately 20 min. from Man O War via Todds Rd. Lexington. This property offers both peaceful seclusion and easy access to amenities. With potential for income from horse boarding and a rental home on the property, this exceptional farm is more than a home- it's a lifestyle, an investment, and a place to create lasting memories for generations to come.

3166 Colby Rd, Winchester

216 Surrey Way, Science Hill
$235,000
3 Beds ⋅ 2 Baths ⋅ 26014587 MLS
Welcome home to this stunning, farmhouse-style residence nestled in the desirable Kenney Acres subdivision! Conveniently located just minutes from town, shopping, dining, schools, and everyday amenities, this home offers the perfect combination of comfort, style, and convenience. Featuring 3 spacious bedrooms and 2 full bathrooms, every room is filled with abundant natural light and showcases unique crown molding details that add charm and character throughout. The beautifully updated kitchen is sure to impress with its white cabinetry, quartz countertops and a stylish backsplash The inviting living room offers gorgeous hardwood flooring, soaring vaulted ceilings, recessed lighting, and a cozy gas fireplace—perfect for gathering with family and friends on chilly evenings. Retreat to the luxurious primary suite featuring a stunning ensuite bath with a walk-in shower, relaxing jetted tub, and an oversized walk-in closet complete with ample shelving and storage space. Outside, you'll find a generously sized yard and a private back patio ideal for entertaining or simply enjoying peaceful evenings. Lake enthusiasts will appreciate the large garage with plenty of room for a boat, along with abundant driveway parking. Located just 15 minutes from beautiful Lake Cumberland, this move-in-ready home offers farmhouse charm, modern updates, and an unbeatable location. Don't miss your opportunity to make this gorgeous property your own!

216 Surrey Way, Science Hill

315 W 3rd St, Frankfort
$1,073,000
8 Beds ⋅ 6 Baths ⋅ 26014305 MLS
Located in the heart of historic South Frankfort, this beautifully maintained property offers the charm and craftsmanship you hope to find in a historic home, with the updates and functionality that make everyday living easier. The main house offers 4,224 square feet with 5 bedrooms, 3.5 bathrooms, original hardwood floors, beautiful crown molding, a handcrafted carved staircase, soaring ceilings, and 6 fireplaces throughout, including 2 gas fireplaces. The kitchen features granite countertops and stainless steel appliances. One of the standout features of the home is the wraparound front porch, complete with hardwood flooring that was recently refinished with a specialty outdoor finish. The first-floor primary suite is unusually spacious for a home of this age, offering a sitting area, a private exterior entrance, a large walk-in closet, and a beautifully updated bath with dual vanities, an oversized double shower, and a large soaking tub. Throughout the home, the historic details have been well preserved while important updates have already been completed, including a tankless water heater, a roof that is less than 10 years old, and a new upstairs heating and cooling system that was upgraded to one of the most efficient options available. Custom rugs throughout the home will also remain. Behind the main home is a fully furnished 1,600 square foot guest house with 3 bedrooms and 1.5 bathrooms. It features granite countertops, stainless steel appliances, and a new roof. Currently used as a short-term rental, the guest house offers flexibility for income potential, extended family, guests, or additional living space. Together, the main house and guest house offer over 6,400 square feet of finished space across two separate residences. The property also includes a two-car garage, a valuable feature for a historic property. While the garage is connected to the guest house structure, it was thoughtfully designed with exterior access only and does not open into the guest house, allowing it to function as private garage space for the main residence. The outdoor spaces are well maintained with fresh landscaping and mulch, all in a location close to downtown Frankfort, parks, the Kentucky River, restaurants, shops, and local amenities. With its combination of historic character, thoughtful updates, generous living space, a separate guest house, and private garage parking, this South Frankfort property is a truly special opportunity.

315 W 3rd St, Frankfort

315 Lovelace St, Albany
$267,500
3 Beds ⋅ 2 Baths ⋅ 26010394 MLS
Welcome to this well maintained brick home in a very desirable and convient location to the city of Albany. Close to schools, business, churches and many other activities. This home boast 3 spacious bedrooms on the first level with 2 spacious full bathrooms. The basement has a den/living room with an additional office/bedroom and a 2 car garage. The family room features of the yard and quite neighborhood. Just of the family room you will find a warm welcoming kitchen with a pantry . The dining room is large and spacious and you can step right out onto to the spacious covered porch for entertaining. The basement host a large laundry room. This home sits on a large corner lot with an additional storage building. This home is located close to Dale Hollow Lake and Lake Cumberland.

315 Lovelace St, Albany

3136 Parks Ridge Rd, Russell Springs
$59,000
26006398 MLS
Build Your Dream Near Lake Cumberland - 1.49 Acres -LOT 6| Unrestricted Land Discover the perfect blend of open space, convenience, and opportunity with this beautiful 1.46-acre tract located at 3136 Parks Ridge Rd, Russell Springs, KY. Situated just minutes from Lake Cumberland Marina, this property offers the ideal setting for your dream home, barndominium, or weekend getaway. With approximately 140 feet of blacktop road frontage, access is easy and practical, while utilities, including water and electricity, are available at the road, making your build even more seamless. The land itself is level, cleared, and ready to go--a rare find in today's market. Enjoy wide-open views, peaceful surroundings, and plenty of space to design exactly what you want without restrictions holding you back. Whether you're looking to build now or invest for the future, this property checks all the boxes: Unrestricted - build what you want, Flat, usable land, Blacktop frontage, Utilities available, Minutes to Lake Cumberland access, Opportunities like this--clean, build-ready land in a prime Lake Cumberland location--don't come around often!

3136 Parks Ridge Rd, Russell Springs

216 Valley St, Richmond
$235,000
4 Beds ⋅ 2 Baths ⋅ 26010674 MLS
216 Valley Street offers the opportunity to acquire a fully occupied, income-producing, value-add duplex in the heart of Richmond, Kentucky. Located just off the Richmond Bypass near a major retail corridor, the property benefits from strong rental demand and limited multifamily inventory in the area. The property features two 2-bedroom, 1-bath units totaling 4 bedrooms and 2 full baths. Both units include washer/dryer hookups, vinyl windows approximately six years old, LVP flooring throughout, and ceiling cable heat with window A/C units. The upper unit also features an updated kitchen. Recent improvements include a new roof in 2023 and driveway repairs completed in 2026. Currently 100% occupied, the property generates approximately $16,200 in annual gross rental income with rents offering continued investment stability. With low operating expenses and an estimated NOI of approximately $10,039 annually, 216 Valley Street presents a strong opportunity to acquire a stabilized multifamily asset in a high-demand Richmond location. 216 Valley Street and adjacent 214 Valley Street may be purchased together as a multifamily portfolio, with a negotiated portfolio price available for buyers acquiring both properties.

216 Valley St, Richmond

116 Edgewood Rd, Middlesboro
$200,000
3 Beds ⋅ 2 Baths ⋅ 26013326 MLS
Mountain Views, Privacy & Endless Possibilities! Discover the perfect blend of privacy, space, and convenience at 116 Edgewood Road in Middlesboro. This spacious 2,154-square-foot home offers 3 bedrooms and 2 full bathrooms, nestled on approximately 0.75 acres while remaining within walking distance of downtown amenities. Step inside to find a versatile floor plan with multiple living areas and flexible spaces that can easily accommodate additional bedrooms, home offices, recreation rooms, or multi-generational living. The home's unique layout even presents the potential for conversion into separate living quarters, making it an attractive opportunity for homeowners and investors alike. Enjoy beautiful mountain, city, and park views from your property while experiencing the peace and privacy of a wooded setting where local wildlife is often seen. The home features central heating and cooling, a detached garage, ample parking, durable metal roofing, and city utilities. Recent improvements have already been completed, providing a solid foundation for the next owner to personalize and make their own. Whether you're searching for a spacious family home, an investment opportunity, or a property with room to grow, this unique Middlesboro residence offers exceptional value. Property Highlights 3 Bedrooms | 2 Bathrooms 2,154 Sq. Ft. of Living Space Approximately 0.75 Acres Detached Garage & Additional Parking Mountain, City & Park Views Central Heating & Air Conditioning Flexible Layout with Multi-Use Spaces Potential for Multi-Family or Income-Producing Use Convenient Access to Downtown Middlesboro Don't miss this rare opportunity to own a spacious home with privacy, views, and unlimited potential in the heart of Middlesboro. Schedule your private showing today!

116 Edgewood Rd, Middlesboro

317 S Mill St, Lexington
$439,000
3 Beds ⋅ 1 Baths ⋅ 26008141 MLS
Own a piece of Lexington History-The Adam Rankin House Circa 1784. Rare opportunity to own what is believed to be Lexington's oldest houses. Rich in character and history this house offers timeless charm paired with modern conveniences. Inside a wide central hall separates a spacious kitchen with a fireplace on one side and a large living room with a fireplace on the other.Upstairs you will find three bedrooms-two featuring original fireplaces as well as a bathroom with an adjoining dressing room. Beautiful hardwood floors, original architectural details, and thoughtfully preserved historic features can be found throughout the house. Comfortably updated offering central heat and air, modern appliances, and recently renovated kitchen and bathroom. Enjoy a fenced backyard with a storage shed. Perfect for gardening or quiet relaxation. located in the heart of downtown lexington on historic Mill Street. Rupp Arena, the University of Kentucky, the convention center, restaurants and entertainment center are all locate within feet of this unmatched location. Adam Rankin House is for anyone valuing history, character, and convenience-truly one of a kind.

317 S Mill St, Lexington

310 Sunny Brook Ln, Heidrick
$420,000
4 Beds ⋅ 4 Baths ⋅ 25006811 MLS
Uniquely designed two story home with combined 3,889 sq ft and endless features! 700+ sq ft detached garage with lower level addition 250+ square ft. Full bath, laundry, and immaculate walk-in cedar closet. Outdoor brick pavement with an alluring appeal! Upper level 950+ sq ft apartment,deck, private entrance, living room, kitchen, bedroom, walk-in closet, and pull down attic for storage. Back area fenced with uncovered patio (670+ sq ft )and in-ground swimming pool. Walkways lead to side entry and front porch. The first level includes a kitchen with pantry, fireplace, shelving, and appliances. Dining area with stone floor, big windows, chandelier and glass shelving. Floors are a mixture of hardwood, laminate, tile and stone. Full bath, bedroom with closet space, home office with shelving, family room with shelving, plenty of natural light, and exits to a screened patio (250+ sq ft). Split stairs lead to the upper level. Foyer with stone floor. Upper level has a full bath, two bedrooms, walkway overlooking foyer and dining room, living room with fireplace, and large window overlook. Pool house, two storage sheds. Relaxing creek alongside back property with a small bridge.

310 Sunny Brook Ln, Heidrick

315 W 3rd St, Frankfort
$1,073,000
26014537 MLS
Unique business opportunity in the heart of historic South Frankfort. This property offers over 6,400 square feet of finished space across two separate residences, creating multiple possibilities for short-term rental use, a bed and breakfast concept, multigenerational living with income potential, or an owner-occupied investment setup. The main residence offers 4,224 square feet with 5 bedrooms, 3.5 bathrooms, original hardwood floors, beautiful crown molding, a handcrafted carved staircase, soaring ceilings, 6 fireplaces throughout, including 2 gas fireplaces, and a spacious first-floor primary suite. The kitchen features granite countertops and stainless steel appliances, and one of the standout features of the home is the wraparound front porch with hardwood flooring that was recently refinished with a specialty outdoor finish. Behind the main home is a fully furnished 1,600 square foot guest house with 3 bedrooms and 1.5 bathrooms. The guest house features granite countertops, stainless steel appliances, and a new roof, and is currently listed as an Airbnb. This existing short-term rental setup provides a strong starting point for a buyer looking to continue rental use or explore expanding the property's income-producing potential. The layout allows for several possible business models. A buyer could live in one residence while renting the other, continue operating the guest house as a short-term rental, explore using the main residence as a larger short-term rental, or consider a bed and breakfast concept. The property also includes a two-car garage connected to the guest house structure, with exterior access only and no interior access into the guest house, allowing it to function as private garage space for the main residence. With two separate residences, significant finished square footage, historic character, updated kitchens, private garage parking, and an existing Airbnb presence, this South Frankfort property offers a rare opportunity for a buyer looking for both real estate and business potential. Buyer to verify zoning, permitting, licensing, and intended use. STR Financials available upon request.

315 W 3rd St, Frankfort

312 Poor Farm Rd, Beattyville
$130,000
25010755 MLS
Escape to your own private haven with this expansive 9-acre wooded property, ideally located just one mile outside city limits. Enjoy the peace and privacy of rural living while remaining conveniently close - only 5.8 miles to the PMRP and 4.6 miles to Miller Fork, all premier rock climbing destinations. A gravel driveway winds throughout the property. City water and city sewer have already been extended to the main build site, with three points of water access, two additional water spigots, and sewer tapped and ready. Free overhead electrical installation (up to 1,000 ft) and high-speed internet availability make development straightforward and cost-efficient. The property is zoned commercial and residential, offers no HOA or restrictions, and can be subdivided. A second easement driveway access provides flexibility for multiple build sites or investment opportunities. Towering mature trees and a small pond enhance the natural beauty, creating a serene and private setting. Perfect for a private retreat, recreational getaway, mini farm, or mixed-use investment.

312 Poor Farm Rd, Beattyville

310 Silver Lake Dr, Mt Sterling
$850,000
26015396 MLS
Discover an exceptional opportunity to buy or lease prime waterfront commercial lots in the thriving community of Mount Sterling, Kentucky. Strategically positioned just off Maysville Road and I-64 at Exit 110, this 2-acre Class A commercial property offers unparalleled visibility and accessibility in Montgomery County. Can be subdivided into larger or smaller acreage lots at $425,000/acre. A total of 5.2 acres is available for sale or ground lease. Boasting a rare and coveted waterfront view, the entire property is accentuated by a stunning seasonal water fountain, creating an inviting ambiance for businesses and visitors alike. The site adjoins well-established establishments such as Cattleman's Roadhouse, Comfort Inn & Suites, and Ramada Inn, while Cracker Barrel, Shell, Krystal, and People's Bank thrive within the same development, alongside approximately 200 residences. Hotel guests will enjoy the convenience of walking to your restaurant or other commercial venture. With the flexibility to subdivide the property, this versatile listing is currently zoned Highway Business B-2, and the seller welcomes a diverse range of developments, including restaurants, hotels, grocery stores, car dealerships, banks, credit unions, gas stations, car washes, and various other businesses. The location presents an ideal setting for a distillery, brewery, or strip shopping center, further enhanced by the wet territory designation, allowing for the sale of beer, wine, and liquor by the drink. Benefit from the availability of all essential utilities, including electric, water, sewer, natural gas, and broadband internet. The property's close proximity to CHI Saint Joseph Hospital Mount Sterling, a 42-bed medical facility, adds to its appeal and potential customer base. Seize this rare chance to own or lease a premier commercial property in a high-traffic, amenity-rich location, perfect for elevating your business vision to new heights. Schedule a showing to explore the endless possibilities that await at this Mount Sterling gem.

310 Silver Lake Dr, Mt Sterling

313 Jay Rd, Owingsville
$575,000
6 Beds ⋅ 26011695 MLS
<br>Tucked away at the end of a long private driveway, this breathtaking 40-acre farm offers the kind of peace, privacy, and wide-open beauty that is getting harder to find. With rolling pastureland, fenced acreage, a large pond, sweeping views for miles, and a relaxing covered front porch, this property feels like your own private Kentucky retreat while still being just minutes from I-64.<br><br>The traditional-style farmhouse is full of character and opportunity, offering a solid foundation to create the homestead, horse farm, or multigenerational family property you have been dreaming about. The home sits on a full basement and will need electricity and plumbing added, giving buyers the chance to modernize the property to fit their needs while building equity along the way. The seller is willing to work with buyers regarding improvements, and lending options may be available for qualifying buyers looking to finance their farming or homestead operation.<br><br>Equestrian and farm features include fenced pasture space, a horse training track, stables, a tobacco barn, additional flexible shop and storage space, plenty of parking, and public water available at the hydrant. Whether you are raising livestock, starting a sustainable farm, creating an off-grid-inspired retreat, or simply wanting room to spread out and enjoy country living, this property offers endless possibilities.<br><br>There is also an option to purchase the neighboring approximately 7-acre property, which features another large home. Together, the properties create a rare opportunity for expanded farming operations, guest housing, rental income, or multigenerational living.<br><br>Sit on the porch, take in the quiet countryside, and listen to the martins working overhead while helping naturally manage insects. Properties like this do not come along often—a beautiful blend of usable land, privacy, scenery, and potential in an incredible location.

313 Jay Rd, Owingsville

2316 Ky Hwy 1743, Cynthiana
$129,000
26007061 MLS
Welcome to Doe Run Estates lot 4! Ap 20 miles to Toyota/Georgetown and 30 miles to Lexington. Escape to your own private retreat on this beautiful 5+ acre mostly wooded tract in Cynthiana. Tucked among mature trees, this property offers seclusion, natural beauty, and abundant wildlife—making it a dream setting for outdoor enthusiasts and hunters alike. With rolling terrain and dense tree coverage, this lot provides excellent habitat for deer and other wildlife, creating prime hunting opportunities right on your own land. The property also features the option for multiple entrance points, and building spots giving you flexibility when planning access, building, or recreational use. There is a clearing where you can build if you want to completely preserve the woods. Enjoy the benefit of little to no mowing thanks to the wooded landscape, while still having plenty of space to carve out trails, a cabin site, or your future home. Whether you're looking for a hunting getaway, a peaceful escape, or a private homesite surrounded by nature, this property offers endless potential. Don't miss this rare opportunity to own a quiet slice of Kentucky countryside with privacy, wildlife, and convenience all in one. Very minimal restrictions apply. Owner/agent

2316 Ky Hwy 1743, Cynthiana

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