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14 Cook Ave, Winchester
$209,000
3 Beds ⋅ 2 Baths ⋅ 26011961 MLS
Remodeled and move-in ready! Conveniently located in downtown Winchester just minutes from Main Street and I-64, this charming home offers the perfect blend of character and modern updates. Major improvements include a near complete replacement of the heating, plumbing, and electrical systems, giving buyers peace of mind for years to come. Inside, you'll find all new flooring throughout, a beautifully updated kitchen featuring stainless steel appliances, a gas range, pantry, and plenty of space for cooking and entertaining. The home offers a primary suite, two additional bedrooms, an additional full bath, and a large utility room with extra storage and functionality. Outside, the 20x24 detached garage with electric is a rare bonus and ideal for carpentry projects, woodworking, hobbies, a workshop, home gym, storage for recreational equipment, or even the perfect space for car enthusiasts and DIYers. Enjoy small-town charm with quick access to shopping, dining, and interstate travel in this thoughtfully updated property ready for its next owner!

14 Cook Ave, Winchester

Long Branch Rd, Livingston
$279,000
26008227 MLS
Rustic retreat! This beautiful, peaceful and private land is nestled at the end of a country lane. You enter the property to a cleared meadow just waiting for a cabin or campsite. A creek runs through the property where trees and wildlife are abundant. The hills, large rocks, and creek make hunting or exploring therapeutic and adventurous. From top of one of the hills is a view of I-75. It is close to Rockcastle River if you decide to further explore the area. There is record of an oil well previously on the property. Possibly some marketable timber. This property lies close to London, Livingston, Richmond, Lexington, Berea, and Somerset. This piece of tranquility is a must see! Buyer is to verify acreage and property.

Long Branch Rd, Livingston

234 Ray Mathis Rd, Annville
$220,000
3 Beds ⋅ 2 Baths ⋅ 26014816 MLS
Tucked privately on 2 acres near the Laurel County line, this sweet Annville farmhouse offers the charm, setting, and peaceful feel so many are looking for. The original structure is believed to date back to the 1950s, with a newer addition completed just a few years ago that added a spacious living room, primary bedroom with ensuite, and an additional bedroom. From the white siding and red roof to the covered front porch overlooking the surrounding hayfields, this home has that classic farmhouse feel that is hard to recreate. The setting feels quiet and tucked away, yet you can be in London in approximately 15 minutes, making it a great option for those wanting a country setting without being too far from town. The property also features multiple storage sheds, giving you room for tools, lawn equipment, hobbies, or extra storage. If you have been looking for a home with character, privacy, usable acreage, and a peaceful rural backdrop this is one to see.

234 Ray Mathis Rd, Annville

105 Villagers Resort Dr, Somerset
$249,000
6 Beds ⋅ 6 Baths ⋅ 26000712 MLS
Excellent investment opportunity located in the Villager Resort right on beautiful Lake Cumberland. This spacious duplex offers versatility, size, and strong income potential for both short-term vacation rentals and long-term tenants. One unit features a well-designed three-bedroom, two-bathroom layout, ideal for comfortable year-round living or rental use. The second unit is a generous three-level residence offering exceptional space and flexibility. The main level includes two bedrooms and two full bathrooms, while the upper level boasts a large private bedroom suite with a full bath and oversized walk-in closet. The "mostly" finished basement adds even more value with a full bathroom and an additional bonus room, perfect for use as an extra bedroom, game room, or entertainment space. The property is walking distance from Lake Cumberland, enhancing its appeal for vacationers and long-term renters alike. Buyers also have the option to purchase access to Villager Resort amenities, including a pool, private dock and tram, providing added lifestyle and rental appeal. Conveniently located near the lake and resort attractions, this duplex presents a rare opportunity to own a high-capacity rental property in a sought-after destination. While the property could benefit from updates, it is aggressively priced to reflect its condition, making it an excellent value-add investment with strong upside potential. Whether you're looking to expand your rental portfolio or capitalize on the growing demand for Lake Cumberland accommodations, this property offers location, size, and income potential that are hard to find.

105 Villagers Resort Dr, Somerset

585 S Upper St Unit 147, Lexington
$240,000
2 Beds ⋅ 1 Baths ⋅ 26011623 MLS
If you are reading this, odds are you are a parent of a UK student, or are a UK student hoping your parents will get you out of the dorm before the fall semester starts. Let's get some basics out of the way: **This is a BARGAIN for a 2 bedroom condo. **It is on the edge of campus so walking to class is easy. **You get one assigned parking spot PLUS one in the general parking lot, saving you the cost and hassle of getting a UK permit. **The $220/month dues covers water, sewer, internet and trash. You only have your personal electric bill. **The building is secure. **Indoor and outdoor bike racks. **Lots of food, entertainment and shops within a 2 minute walk and a 15 minute walk to downtown/Rupp Arena. (Students-if your parents are on the fence about buying a condo for you, let them know they can stay here occasionally for UK games and use your extra parking spot!) Now that we have that out of the way, let's talk about what makes this building so cool. It is a legit loft conversion. This was the Liggett & Myer Tobacco Warehouse. It was built in 1904 and retains much of its OG patina and charisma.

585 S Upper St Unit 147, Lexington

199 Doe Run Ln, Springfield
$299,000
3 Beds ⋅ 3 Baths ⋅ 26010448 MLS
Welcome to The Stagg Haus of Springfield, a beautifully designed one-level home set on 2.58 picturesque acres overlooking a peaceful pond and Kentucky's rolling countryside. Currently operating as a successful short-term rental and never used as a primary residence, this 3-bedroom, 2.5-bath property offers a rare opportunity as either a proven investment or a serene, owner-occupied home. Thoughtfully crafted for comfort and functionality, the home features an open-concept layout with a spacious living area centered around a cozy indoor fireplace. The fully equipped kitchen includes a gas range, quartz countertops, and dedicated coffee and bourbon bar areas, creating an inviting space for entertaining and everyday living. Warm knotty pine walls run throughout the interior, adding character and a timeless, rustic feel, while the Hardie board exterior provides durability and low-maintenance appeal. Each bedroom is designed with built-in beds and direct access to the expansive deck, creating a seamless connection between indoor comfort and outdoor living. The primary suite offers a tiled walk-in shower, and both the king bed in the primary bedroom and the queen bed in a secondary bedroom feature lift-up storage for added functionality. Individual mini-split units in each room allow for personalized climate control and year-round comfort. Outdoor living is a highlight of the property, featuring a large deck, firepit area, and Blackstone grill overlooking serene water views, surrounding farmland, and abundant wildlife. The setting provides exceptional privacy, stunning sunsets, and remarkable stargazing, further enhanced by the property's designation as a certified butterfly sanctuary. Ideally located just one mile from Abraham Lincoln's homestead and within close proximity to the renowned bourbon trail, including destinations such as Maker's Mark Distillery, Heaven Hill Distillery, and Bardstown Bourbon Company, this home offers both peaceful seclusion and convenient access to popular attractions. The home is a manufactured residence converted to real property and situated on a permanent crawlspace foundation, which may expand financing options for buyers. Sellers are negotiable and open to conveying most furnishings, excluding rugs and dining table, allowing for a seamless transition whether continuing as a short-term rental or transitioning into a full-time residence. This is a unique opportunity to own a thoughtfully designed property that blends natural beauty, modern comfort, and flexible use in one exceptional setting. *Pond is not on this property, however plenty of space and good grading to create your own pond on this property.*

199 Doe Run Ln, Springfield

262 Pumpkin Creek Cir, Jamestown
$295,000
3 Beds ⋅ 2 Baths ⋅ 26003981 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

262 Pumpkin Creek Cir, Jamestown

70 Reilly Rd, Frankfort
$289,900
3 Beds ⋅ 2 Baths ⋅ 26014540 MLS
This 3 Bedroom 2 Bathroom home is located in the Heart of The Bourbon Trail just across the Street from Buffalo Trace!! Enter into the Foyer, notice the Hardwood flooring throughout, and to your Left is a Large Family Room with passthrough access to a wonderful formal dining area with a built-in bookcase! Continue on into The Kitchen with ample counter space, storage and you can pull up a seat at the convenient peninsula!! The Kitchen is open to The Great room with a brick fireplace just begging for holiday decorations! Down the hall you will come to the first Full Bathroom and across from that is a bedroom with a walk-in closet and Washer and Dryer hookups!!! Further down the hall is the second spacious bedroom with a deep closet and plenty of natural lighting!! Across from that is the Primary Bedroom boasting a walk-in closet and ensuite full bathroom. Going back to the Great Room and down into the Basement that runs nearly the length of the main floor!!! Half of the space is Finished with Hardwood floors just like the main level and can be used in any number of ways! Also, in the basement, just to the right of the bottom of the stairs is a perfect Storage room with Another Washer and Dryer hookup and tons of space!! From the basement you can either go into the awesome 2 car garage with even more storage options and faces away from the front of the house!! Or, you can exit the basement and walk out to the massive Privacy Fenced in Backyard with an established garden bed, 2 Raised Garden Beds, Apple Tree, Raspberry bushes and producing Grape Vines!!! Head up to the Deck where you can lounge any time with it's built on, roll down shades to mitigate the sun!! Now as you exit the Home and head down The sidewalk There you will see The beautifully matured Japanese Maple, the huge driveway and a large open lot between the houses that is also included with the sale of the home!!! Take the opportunity to snag this gem of a home to turn into your personal Bourbon Trail oasis!!

70 Reilly Rd, Frankfort

219 W Haven Dr, Williamsburg
$209,000
3 Beds ⋅ 2 Baths ⋅ 26003082 MLS
Welcome to 219 W Haven Dr in Williamsburg, Kentucky — a move-in ready home in a location that truly checks all the boxes! Perfect for anyone wanting quick access to I-75, Williamsburg Independent School, Kentucky Splash Waterpark, and the University of the Cumberlands, this home is also just minutes from Walmart, downtown Williamsburg, and all the dining, shopping, and entertainment the area has to offer. Surrounded by mature trees, the property offers a level of privacy that's rare to find while still being inside Williamsburg city limits! Built in 2020, this newer construction provides modern features, low maintenance living, and a fresh, updated feel throughout. Whether you're searching for a starter home in Williamsburg, KY, a primary residence near I-75, or a newer home close to the University of the Cumberlands, this property offers comfort, convenience, and privacy in one great location!

219 W Haven Dr, Williamsburg

206 E Grundy Ave, Springfield
$269,900
4 Beds ⋅ 3 Baths ⋅ 26006934 MLS
This charming 4-bedroom home in the heart of downtown Springfield offers space, character, and convenience all in one. Featuring over 2,100 finished square feet across multiple levels, the home includes a partially finished walk-out basement, providing flexible living or entertaining space. The interior showcases a mix of hardwood and carpet flooring, a cozy family room with fireplace, and a functional layout ideal for everyday living. The kitchen comes fully equipped, with all appliances conveying, making this a true move-in ready opportunity. Additional highlights include a detached garage, driveway parking, and a spacious lot just under a quarter acre. With public utilities, both electric and natural gas systems, and a prime location close to local amenities, this property offers the perfect blend of comfort and accessibility.

206 E Grundy Ave, Springfield

176 The Village Dr, Nancy
$229,900
2 Beds ⋅ 2 Baths ⋅ 26003896 MLS
Welcome to your peaceful retreat in the gated community of Laurelwood in Nancy, Kentucky! Located just 3 miles from the Cumberland Camping Point Ramp on beautiful Lake Cumberland, this charming two-bedroom, two-bath cabin offers the perfect blend of privacy, comfort, and lake living. Step inside to find a warm and inviting living area anchored by a stunning floor-to-ceiling stone fireplace the true centerpiece of the home. The open-concept layout flows effortlessly into the kitchen and dining space, making it ideal for entertaining family and friends. Thoughtful upgrades throughout the cabin add both style and functionality, giving you that move-in-ready feel. Both bedrooms are spacious and comfortable, with two full baths designed for convenience and relaxation. Whether you're hosting weekend guests or enjoying quiet evenings in, this layout offers flexibility for full-time living or a vacation getaway. Out back, you'll love the screened-in deck overlooking the lake, the perfect spot for morning coffee, evening sunsets, or simply unwinding while taking in the peaceful surroundings. With gated security, lake views, and easy access to boating and recreation, this Laurelwood cabin is your opportunity to enjoy everything Lake Cumberland has to offer just minutes from the water and tucked away in a private, scenic setting. Lots of space for storage in the easy to assess crawl space.

176 The Village Dr, Nancy

1241 Flat Gap Rd, Berea
$229,900
5 Beds ⋅ 2 Baths ⋅ 26014274 MLS
Address is Berea(Madison Co.) but school district is Rockcastle County. Space to enjoy!! Nice brick ranch in country setting on a corner half acre lot. This house has 5 bedrooms and 2 full baths, living room, kitchen with island and cherry stained kitchen cabinet and upgraded appliances. Home has a basement with a garage in part of the basement and the other part has 2 bedrooms and full bath. You will love the large front porch to sit on and drink your coffee in the mornings than hang out in the big level backyard at other times. The sellers added a spacious graveled parking area in the front of the property plus there is plenty of parking in the rear of house along with a great play area for kids in the backyard. If cooking outside is your thing, there is a great place to do so on the side covered deck just off the kitchen plus it has a ramp to enter if climbing stairs are a problem. Sellers are motivated to sell since they have found a house with several acres they want to buy. Priced to sell quick so don't miss out !!

1241 Flat Gap Rd, Berea

304 Bluegrass Way, Grayson
$269,900
3 Beds ⋅ 2 Baths ⋅ 26012106 MLS
New Construction Pre-Sell! New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2 bath single story unit condo is a perfect blend of luxury and functionality, designed for easy living. The proposed finished unit shall feature premium finishes throughout, such as quartz countertops, stainless steel appliance package, soft-close cabinetry, energy-efficient LED lighting. Built with quality in mind, the property includes 2x6 walls. The home offers a modern open concept kitchen, dining area, and a comfortable living room that opens toa side patio. The attached one-car garage provides direct access to mud room/laundry room and mechanical systems of the home. The master suite features an ensuite bath with a step-in shower. Two additional guest rooms and a hall bath compete the unit. This gated and fenced community offers a clubhouse for residents to enjoy, along with security, and a worry-free lifestyle.. Located near downtown Grayson, this home is conveniently close to local amenities, I-64, and AA Highway for easy commuting. HOA Fees $135. Don't miss out on the opportunity to own in this exceptional community where convenience, location, and modern living come together for the ultimate experience. Pre-selling now! Explore the virtual tour of the model home. Options to choose finishes in early construction phase. Schedule a meeting to get all the details. All images shown are renderings or model photos. Make this condo your new home today.

304 Bluegrass Way, Grayson

111 Guinn Dr, Monticello
$237,900
4 Beds ⋅ 2 Baths ⋅ 26015253 MLS
Welcome to this well-maintained 4-bedroom, 2-bathroom split-level home offering a functional layout and plenty of space for comfortable living. The main level features a bright kitchen and inviting living room, creating a central gathering space for family and friends. Upstairs, you'll find three generously sized bedrooms and both full bathrooms, providing a convenient separation between living and sleeping areas. The lower level offers additional flexibility with a fourth bedroom, a spacious second living room perfect for a family room, recreation area, or home office, as well as a dedicated laundry area. Outside, the property boasts a very large 2-car garage with ample room for vehicles, tools, and extra storage. A storage shed in the backyard provides even more space for lawn equipment and seasonal items. Mature trees offer shade and privacy, while the simple, low-maintenance landscaping enhances the home's curb appeal without demanding extensive upkeep. With multiple living spaces, abundant storage, and a practical floor plan, this home is ready to meet a variety of lifestyle needs.

111 Guinn Dr, Monticello

134 Cherokee Ave, Russell Springs
$205,000
3 Beds ⋅ 2 Baths ⋅ 26014111 MLS
Classic Brick Ranch in the Heart of Russell Springs! Located on a corner lot in the desirable Baron Hills neighborhood, this well-maintained brick ranch offers the quality, convenience, and one-level living that today's buyers are searching for. Featuring 3 bedrooms and 2 full baths, the home offers updated flooring throughout and an oversized laundry room with plenty of additional storage space. The practical floor plan is ideal for a variety of needs, whether you're a first-time buyer, growing family, or looking to downsize without sacrificing comfort. The corner lot provides the benefit of two separate driveways. One leads to the attached one-car garage, while the second accesses the rear of the property where you'll find a detached two-car carport. The current owners also added a covered back deck with ramp access to the carport, creating a comfortable and accessible outdoor living space. Outside, enjoy a level yard with mature shade trees, established landscaping, and a storage shed complete with loft space for additional storage. City water and sewer, along with convenient access to schools, shopping, restaurants, and other amenities, make this an excellent location for everyday living. If you've been searching for an affordable, move-in ready home and a great location, this Baron Hills property is one you won't want to miss.

134 Cherokee Ave, Russell Springs

4309 Lexington Rd Unit Lot 20, Lancaster
$200,000
26012377 MLS
Welcome to Magnolia Farms -- the newest gated luxury community nestled in the heart of Garrard County, Kentucky. This stunning acre+ lot offers a rare opportunity to craft the home of your dreams in a serene, countryside setting that embodies authentic Kentucky charm. Imagine waking each morning surrounded by rolling landscapes and ending every evening with breathtaking sunsets that paint the sky in golden hues. Magnolia Farms delivers the peaceful, rural lifestyle you've been searching for -- all while being just 35 minutes from the vibrant city of Lexington. It's the perfect balance of tranquility and convenience. This build-to-suit lot welcomes your vision and a preferred builder, giving you complete creative freedom to design a home tailored to your lifestyle. Water and electric utilities are already brought to the property line, streamlining the building process from day one. Owners simply install their own septic system and propane tank, if desired, keeping you in control of every detail. Need extra space for vehicles, equipment, or recreational activities? Outbuildings and accessory buildings are permitted, making this property ideal for those who desire room to spread out and enjoy country living to the fullest. Behind the privacy of a gated entrance, Magnolia Farms provides an exclusive sense of community without sacrificing the wide-open spaces that make rural Kentucky so special. Spacious acre lots ensure plenty of breathing room between neighbors. Don't miss your chance to claim your piece of Kentucky paradise.

4309 Lexington Rd Unit Lot 20, Lancaster

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

5447 Tates Creek Road Gdn Unit Garden Lot 8, Nicholasville
$265,000
26011272 MLS
GARDEN LOT 8: Welcome to The Sanctuary Garden Lots, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. These garden homes are the perfect blend of traditional homeownership with the benefits of maintenance-free, community-focused living. They're ideal for those who love having their own outdoor space, with each home including a charming yard and an optional private pool. Plus, you get easy access to all our community features. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with built-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens, featuring walking paths, lush green space, water features, and peaceful gathering areas designed for relaxation and connection. Enjoy the rare combination of serene surroundings and prime convenience, located just 8 miles from Rupp Arena, 3 miles from Brannon Crossing, and 4.5 miles from The Summit at Fritz Farm. The development is situated across both Fayette County and Jessamine County lines, with portions located within each county jurisdiction. Neighborhood plat, design guidelines and deed restrictions available upon request.

5447 Tates Creek Road Gdn Unit Garden Lot 8, Nicholasville

1055 Ky-92, Jamestown
$299,000
3 Beds ⋅ 2 Baths ⋅ 26003642 MLS
Turnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated and move-in ready, this lake-area home offers the perfect blend of convenience, privacy, and rental potential. Located on the way to Jamestown Marina, the 1.3 unrestricted acres provide plenty of space for entertaining, parking boats or RVs, and future expansion. The property features a detached two-car garage, additional two-car carport, circle driveway, and a roughed-in guest house with excellent potential for added living space or income opportunity. Inside, you'll find a brand-new kitchen, updated bathrooms, new flooring and paint throughout, upgraded fixtures, plus modernized electrical and plumbing—making this a true turnkey property. Ideal as a weekend retreat, full-time residence, or short-term rental investment in a highly desirable lake location. Seller is offering a one-year home warranty, including coverage for major systems, for added peace of mind.

1055 Ky-92, Jamestown

1657 Brassfield Rd, Richmond
$275,000
3 Beds ⋅ 2 Baths ⋅ 26007140 MLS
Welcome to this charming ranch-style property offering 3 bedrooms and 2 full bathrooms. Once inside you will find the primary suite and living room with vaulted ceilings. The kitchen and primary bedroom both showcasing tray ceilings. Recent updates include a beautifully renovated second bathroom and durable laminate flooring installed throughout the home (2023). A new 16x16 deck was added to the back of the home to expand outdoor living (2023). You can enjoy the natural beauty of the outdoors with a backyard that offers scenic views as it backs up to a farm. The property features both wild and domesticated blackberry bushes—perfect for seasonal picking right in your own yard. This home blends comfort, updates, and a serene setting—don't miss your opportunity to make it yours!

1657 Brassfield Rd, Richmond

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