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722 Colby Rd Unit #1, Winchester
$1,800,000
26008233 MLS
Discover an exceptional opportunity for retail investment in the thriving Winchester area. Zoned B-4, this versatile property offers a wide array of possibilities for retail development, providing a strategic location for businesses seeking to establish a prominent presence. With its prime zoning and desirable position within the Winchester area, this property presents a compelling prospect for retail investors looking to capitalize on the region's commercial potential.

722 Colby Rd Unit #1, Winchester
1025 Colby Rd, Winchester
$575,000
26005455 MLS
This 1.7+/- acre parcel represents an excellent opportunity for almost any commercial application. The property has 397 feet of frontage along busy Colby Road (9,170 AADT, 2015) near its intersection with the Winchester Bypass (23,200 AADT, 2011). Located in the main shopping corridor of Clark County, this property receives tons of exposure and traffic from the adjacent Walmart Super-center, various banks, restaurants, gyms and other successful businesses, along with several heavily-populated residential developments which surround it. This is an absolutely great opportunity for almost any business or developer. Seller has included preliminary development plan for self storage units approved in 2022.

1025 Colby Rd, Winchester
1860 Ford Rd, Winchester
$74,950
2 Beds ⋅ 1 Baths ⋅ 26004497 MLS
Freshly cleaned and ready for its next owner, this property offers exceptional potential. The spacious 1,800 sq. ft. block garage provides a solid foundation for countless uses — from a workshop or storage facility to a future business or hobby space. An older trailer is also located on the property. It will require a full renovation or removal, giving you the freedom to redesign the space exactly as you envision. Whether you're looking for a project, investment opportunity, or a versatile property with room to grow, this location delivers endless possibilities.

1860 Ford Rd, Winchester
3056 Irvine Rd, Winchester
$249,500
26007074 MLS
Discover the perfect blend of beauty, privacy, and opportunity with this stunning 14.511-acre tract on Irvine Road. Featuring gently rolling hills, this property offers multiple ideal building sites to bring your dream home to life, whether you're envisioning a modern farmhouse, barndominium, or private country retreat. A barn is already in place, adding immediate functionality for storage, livestock, or future homesteading plans. The property also includes partial fencing, making it even more appealing for those looking to accommodate animals or create a mini-farm setup. One of the standout features is the picturesque creek that runs through the property, adding both natural beauty and a peaceful setting you'll enjoy year-round. With a balance of open space and scenic landscape, this land offers the kind of tranquility that's getting harder to find while still being conveniently located near town. Looking for even more space? The adjoining 11.362-acre tract (MLS #26007067) is also available, creating a rare opportunity to own over 25 acres of contiguous land. perfect for a private estate, multi-generational living, or future investment potential. Whether you?re ready to build now or invest for the future, this property checks all the boxes for Kentucky land buyers seeking space, scenery, and flexibility. Don't miss your chance to own a slice of Kentucky countryside! RESTRICTIONS MAY BE REMOVED BY SELLER IF BOTH TRACTS 2996 AND 3056 ARE PURCHASED. Schedule your showing today.

3056 Irvine Rd, Winchester
3150 Waterworks Rd, Winchester
$250,000
26013923 MLS
Exciting opportunity for congregations, investors, or visionaries seeking a one-of-a-kind property! This spacious one-level property offers over 2,500 sq ft with 2 bathrooms, a roof that is approximately 6 years old, and endless possibilities for renovation or repurposing. Situated on a quiet street, this unique space provides the perfect canvas to bring your vision to life. Property is being sold as-is. Buyers to verify square footage and lot size.

3150 Waterworks Rd, Winchester
2395 Paris Rd, Winchester
$14,100,000
26011485 MLS
Welcome to Deerlawn, Winchester's newest approved residential development and a major new-construction opportunity in Clark County. Located at 2395 Paris Road, Deerlawn is a 274-acre master-planned community designed to deliver 438 single-family homes, along with additional duplex and townhome opportunities, creating long-term scale for builders and more choices for buyers looking to build in Central Kentucky. The first five stages will provide 65 buildable homesites by year-end 2026, with Stage 1 complete and build-ready now, Stages 2 and 3 anticipated for completion in October, and Stages 4 and 5 expected by year-end. The community is served by city water and sewer, KU Electric, and Columbia Gas, with a mix of traditional and larger estate-style lots planned throughout the development. Deerlawn offers a rare opportunity to purchase individual lots or build within a growing residential community just minutes from Downtown Winchester and approximately 10 miles from Lexington's Hamburg area, with convenient access to I-64, I-75, Paris, Richmond, Georgetown, shopping, dining, and major employment centers. Whether you are a builder seeking a pipeline of buildable lots, an investor looking for new-construction opportunity, or a buyer ready to build a custom Kentucky home, Deerlawn offers flexibility, location, and long-term growth potential. See individual lot listings in Stage One, (229 -241 Plantation Drive) for current lot availability, stage-specific pricing, plats, and individual homesite details.

2395 Paris Rd, Winchester
42 Mockingbird Valley Rd, Winchester
$445,500
3 Beds ⋅ 3 Baths ⋅ 26000113 MLS
This is a perfect home for EVERY season.....enjoy multiple, interior gathering spaces and the glow and warmth of either the L R or Dining Room fireplace on the main level or the coziness of the mesmerizing fireplace in the lower level family room during the winter. Watch the backyard come alive with rich and lush vegetation during the Spring from the large, glass walled sun room. For Summer, tons of options await you with the covered front porch, the partially covered back deck or escape to the seclusion of the covered, separate structure at the back. Both the front and back yards are landscaped with many mature trees and perennials that require little attention during Spring, Summer and Fall. Inside, this expansive floor plan packs a lot of punch with a number of interior spaces with an easy flow. The wide entry hall foretells of large room sizes and fresh, neutral paint throughout. The newly renovated kitchen with light wood cabinets is timeless in it's appeal and the adjacent breakfast area is full of natural light. Another handsome fireplace in the next space, with built in shelves could easily function as a D R or Den and the sunroom gives a panoramic view of the beautiful back yard. Three bedrooms and two baths round out the first floor. The lower level features a massive two car garage, half bath, laundry and a large Family Room/Man Cave space for quiet reading or lively entertaining with a third fireplace. So many beautiful options await you in this wonderful home, located in a quiet, attractive, safe and neighborly enclave.

42 Mockingbird Valley Rd, Winchester
5825 Combs Ferry Rd, Winchester
$5,495,000
3 Beds ⋅ 4 Baths ⋅ 26026233 MLS
A rare 136 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR 3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub--an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room with direct access -through the walkout doors - to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 BR and 1.5 BA. The clear-span main building is designed for extraordinary versatility, capable of accommodating multiple aircraft, or 8+ collector cars, RVs, and other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial woodshop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Adding to the uniqueness, this estate features an FAA registered private grass airstrip. This is a rare amenity that elevates both the functionality and distinction of the property. Whether envisioned as a private equestrian estate, recreational compound or luxury country residence, or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings. A property of this caliber and combination of features is rarely offered - it truly must be seen to be appreciated.

5825 Combs Ferry Rd, Winchester
1477 Sewell Shop Rd, Winchester
$675,000
4 Beds ⋅ 4 Baths ⋅ 26026085 MLS
Rare opportunity to purchase a new construction home in the country on almost 5 acres in Clark County! Brand new modern farmhouse featuring 4 bedrooms, 3.5 baths, front and rear covered porches with stamped concrete floors and stained wood ceilings, 2 car garage, gas vented fireplace, and much more! From the inviting high vaulted ceiling foyer you will notice the tray ceilings with faux beams in the formal dining area and the spacious great room, which leads to the functionally designed kitchen and pantry. Enjoy the privacy of a secluded main-level en-suite bedroom, thoughtfully positioned away from the homes primary living spaces. The spacious bath offers a soaking tub, tiled shower, separated dual vanities, access to the massive upscale dual access laundry room, and windows with a beautiful view! Up the stairs above the garage you will find another private bedroom with full bath. The opposite side of the home contains 2 more bedrooms with a full bath between. It is truly a perfect layout to maximize the use of every square foot! Other features include LP smart siding, quality stainless appliances including a lower cabinet microwave, custom vented range hood, under cabinet lighting, disposal, quartz countertops throughout the entire house! It is uncommon to find this many upgrades at this price point! There is a full length concrete storm shelter under the front porch accessed via the crawlspace door for added piece of mind. The 4.82 acre lot features level areas ready to build your barn or detached workshop, a nice flat backyard area ready to install your pool, and plenty of room to fence off for your 4 legged friends of any kind! Located only 6 minutes (4.3 miles) from I-64, this location gives you the country life you want while still being easily accessed from Winchester or Mt Sterling and provides an easy 25 minute drive to Lexington. As an option, you can take the beautiful scenic drive out Ecton Rd to access the home if you prefer. Property is under a contingent contract with a 72 hour kick out clause.

1477 Sewell Shop Rd, Winchester
102 Quail Ridge Rd, Winchester
$243,500
3 Beds ⋅ 3 Baths ⋅ 26025942 MLS
This move-in ready townhome is located in Greenfield subdivision and sits on a quiet street with no through traffic. On the main level you will find 2 nicely sized bedrooms , 2 full baths, laundry closet along with a fully closed in sun-porch. The living room is spacious and the kitchen is equipped with top notch appliances. Below you will find the walkout basement where there is another bedroom, nice storage area with a half bath and a nice living or office area. Roof replaced this year, hot water heater replaced in 2025 and air replaced in 2023. Great location!! Close to schools, restaurants and shopping with I-64 only 2 miles away! Approximately 20 minutes from Hamburg. There is a very friendly cat that will be closed in the sun porch please don't let him out.

102 Quail Ridge Rd, Winchester
5825 Combs Ferry Rd, Winchester
$5,495,000
3 Beds ⋅ 4 Baths ⋅ 26025917 MLS
A Rare 136 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR/3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub—an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room, with direct access -through the walkout doors- to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 bedroom and 1½ baths. The clear-span main building is designed for extraordinary versatility, capable of accommodating multiple aircraft, or 8+ collector cars, RVs, and other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial woodshop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Adding to the uniqueness, the estate features an FAA registered, private grass airstrip. This is a rare amenity that elevates both the functionality and distinction of the property. Whether envisioned as a private equestrian estate, recreational compound or luxury country residence, or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings. A property of this caliber and combination of features is rarely offered - it truly must be seen to be appreciated.

5825 Combs Ferry Rd, Winchester
4578 Combs Ferry Rd, Winchester
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 26025528 MLS
Welcome to your own slice of Kentucky countryside! Situated on 59.104 picturesque acres, this beautifully maintained 3 bedroom, 2 bath home offers the perfect blend of modern comfort and functional farm living. Built in 2015 with 1,860 sq ft of open-concept living space, the home features soaring ceilings, abundant natural light, a spacious kitchen with oversized island, and a warm, inviting living area ideal for entertaining or relaxing after a day outdoors. The property is thoughtfully equipped for livestock and equestrian use with a horse shed, automatic waterers, multiple fenced areas, 5 additional sheds, and a barn with lean-to for extra storage and shelter. A massive 2,040 sq ft attached garage provides ample room for vehicles, equipment, workshop space, or recreational storage. Whether you're looking for a working farm, horse property, hunting retreat, or peaceful country escape, this property offers endless opportunities with wide-open acreage and beautiful rural views, all while still being conveniently located near town amenities. 4578 Combs Ferry Rd is country living done right.

4578 Combs Ferry Rd, Winchester
115 Quail Ridge Rd, Winchester
$225,000
3 Beds ⋅ 3 Baths ⋅ 26025201 MLS
Looking for low-maintenance living without giving up space? This Winchester townhouse offers three bedrooms, 2.5 baths and a comfortable two-story layout with room to spread out. The main level features a spacious living room with a fireplace, dining area, kitchen and half bath. Just off the dining area, the back deck gives you a nice spot to relax or enjoy some time outside. Upstairs, the primary bedroom has its own private bath and large walk-in closet, along with two additional bedrooms, another full bath and laundry. There's also an attached garage and plenty of closet space throughout. A great option for anyone looking for an easy-to-maintain home with the space and storage you don't always find in a townhouse.

115 Quail Ridge Rd, Winchester
5960 Van Meter Rd, Winchester
$855,000
3 Beds ⋅ 3 Baths ⋅ 26024725 MLS
Discover the charm of country living on nearly 15 acres of beautiful, mostly flat to gently rolling farmland, offering picturesque views and plenty of space to enjoy the outdoors. This well-maintained property features a barn, equipment shed, workshop, and an attached three-bay garage, providing exceptional storage and workspace for equipment, hobbies, or farm use. Inside the home, you'll find warm hardwood flooring, modern appliances, and inviting living spaces filled with natural light. Flexible use areas are available inside the house as well as in the out buildings. A sunroom provides the perfect spot to relax and take in the beautiful surroundings, while the porches offer wonderful spaces for enjoying peaceful mornings or evening sunsets. The back porch features durable composite decking for easy outdoor living and entertaining. The basement includes a practical area ideal for canning, food preparation, projects, or additional workspace. With its combination of usable acreage, multiple outbuildings, comfortable living spaces, and beautiful rural views, this property offers a wonderful opportunity to enjoy the best of country living while still having the conveniences of a thoughtfully maintained home.

5960 Van Meter Rd, Winchester
3208 Ford Hampton Rd, Winchester
$135,000
2 Beds ⋅ 1 Baths ⋅ 26023193 MLS
Set on a half-acre in a rural Winchester setting, this 2-bedroom, 1-bath home offers an efficient one-level layout with approximately 807 square feet of living space. The eat-in kitchen provides a comfortable spot for everyday meals, while main-level laundry hookups add convenience. Front and rear porches extend the living space outdoors and offer places to enjoy the surrounding trees, countryside, and views. A metal roof adds practicality, and the property's location near the Kentucky River provides easy access to one of the area's notable natural features. Whether you're looking for a primary residence, weekend getaway, or a smaller property with a little room around it, 3208 Ford Hampton Road offers a straightforward home in a scenic rural setting.

3208 Ford Hampton Rd, Winchester
106 Quail Ridge Rd, Winchester
$226,900
3 Beds ⋅ 2 Baths ⋅ 26021639 MLS
Motivated Seller, just lowered the jprice, This is great space for the price, walk into a great room with firepalce, hardwood floors, dining area leads to enclosed sunporch, master suite with full bath on first floor, nice kitchen , large back yard, 2 bedrooms up with fill bath, semi finished basement, 1 car garage, don't miss out on this townhome in a great location

106 Quail Ridge Rd, Winchester
5039 Combs Ferry Rd, Winchester
$2,299,000
5 Beds ⋅ 5 Baths ⋅ 26020418 MLS
This 5 Bedroom, 5 Bathroom home is quietly located in the highly desired Combs Ferry area of Clark County. Location is evident as you are minutes to Hamburg Lexington as well as Winchester and Richmond. This complete custom home was constructed in 2022. The 6284 sqft boasts custom features including built in appliances, in-ground oversized heated pool with outdoor bathroom, decorative ceilings, custom trim and built ins, finished basement, home gym, movie theatre, basement bar, Large walk-in closets attached to ALL bedrooms, basketball court, shooting range, detached garage with concrete floors and double garage bays. This list is endless. There is an additional 1545 sqft of unfinished space that new buyer can easily customize. Schedule your showing today and view this breathtaking property! Seller is a licensed Realtor in state of KY.

5039 Combs Ferry Rd, Winchester
625 Pine Ridge Rd, Winchester
$475,000
3 Beds ⋅ 2 Baths ⋅ 26020298 MLS
Back on the market at no fault of the sellers. Beautiful all brick ranch home on 4.1 acres that has 3 bedrooms, 2 bathrooms, open concept floor plan, large stone fireplace with wood burning stove & blower. Kitchen has butcher block countertops, garbage disposal, pot filler, range hood, ample cabinets with large pantry cabinet & island. Large primary suite that includes a walk-in tiled shower, with 2 shower heads, has a place for soaking tub with easy access for hooking up, 2 vanities, toilet closet and large closet with lots of built-in shelving. Easy access to laundry room which is right off of the garage and connects to primary suite. Family room has bar sink and overlooks a beautiful view of the secluded wooded backyard and has 3 French doors and 2 atrium doors to access back deck. Home has Pella windows and doors that are triple lock and Bryant Smart Home Wi-Fi thermostat & MyQ garage door opener app opens and closes garage door from anywhere. Large 2 car garage with mechanical room. Only 5 minutes from Mountain Parkway and 45 minutes to Toyota in Georgetown. Schedule your showing today!

625 Pine Ridge Rd, Winchester
1780 Stoner-Ephesus Rd, Winchester
$498,000
4 Beds ⋅ 3 Baths ⋅ 26019848 MLS
Discover the perfect blend of privacy, comfort, and country elegance on nearly 6 acres of beautiful Kentucky land. This stunning 4 bedroom, 2.5 bath home offers the lifestyle buyers dream of — complete with a sparkling inground pool, generous outdoor space, and thoughtful updates throughout. Set in a peaceful rural setting yet conveniently located just 8 minutes from the Winchester Bypass and 15 minutes from Mt. Sterling, this property delivers the best of both worlds: tranquility and accessibility. From the inviting living spaces to the expansive grounds ideal for relaxing, entertaining, or simply enjoying the view, this home is truly one of a kind. Opportunities like this don't come often — this one will move fast. Don't miss your chance. Call today to schedule your private showing.

1780 Stoner-Ephesus Rd, Winchester
217 Wades Mill Rd, Winchester
$785,000
5 Beds ⋅ 3 Baths ⋅ 26019610 MLS
Escape to the peace and privacy of country living with this spacious brick one-and-a-half story home situated on just over 5 acres. With plenty of room to spread out, the main level offers a welcoming foyer, formal dining room, living room with a wood-burning fireplace, kitchen featuring granite countertops, tile backsplash, breakfast nook, and laundry room, along with the primary suite, three additional bedrooms, and another full bath. The primary suite is a true retreat with exposed wood beams, a sitting area, tiled shower, and marble vanity. Upstairs you'll find a fifth bedroom, while the fully finished basement adds even more flexible living space with a second living area, kitchenette, bonus rooms, half bath, and radon mitigation system already in place. Throughout the home you'll find beautiful shiplap accents and a mix of hardwood, tile, vinyl, and carpet flooring. Step outside to enjoy the covered patio, pergola, fire pit, swing, above-ground pool with deck, and playset, all perfect for entertaining or relaxing. The attached two-car garage is complemented by an additional detached garage with its own upstairs space and separate electric meter, offering endless possibilities for a workshop, storage, or future expansion. Thoughtfully updated over the years and offering the perfect mix of space, comfort, and country charm, this property is ready to welcome you home.

217 Wades Mill Rd, Winchester
4305 Old Boonesboro Rd, Winchester
$275,000
3 Beds ⋅ 2 Baths ⋅ 26019157 MLS
Enjoy peaceful country living on this beautiful 2+ acre property featuring a nearly new manufactured home and a spacious barn. Surrounded by scenic countryside views, this property offers plenty of privacy, comfort, and room to enjoy the outdoors. The well-kept home provides a cozy place to relax, while the large barn and open space give you plenty of options for storage, hobbies, gardening, animals, or recreation. Take in quiet mornings, beautiful sunsets, and the charm of wide-open spaces while still being close to nearby amenities. A great opportunity to own a slice of the country and make it your own.

4305 Old Boonesboro Rd, Winchester
1024 Flanagan Station Rd, Winchester
$419,000
3 Beds ⋅ 2 Baths ⋅ 26018911 MLS
Nestled on 8.9 picturesque acres just off Boonesboro Road, this one-of-a-kind property offers the perfect blend of character, privacy, and endless potential. Whether you're dreaming of a horse farm, hobby farm, or simply room to roam, this beautiful property provides plenty of space for horses, livestock, gardening, or enjoying peaceful country living. Inside, you'll find a spacious open-concept kitchen that flows into a stunning vaulted-ceiling living room, where a floor-to-ceiling rock fireplace creates a warm and inviting focal point. Expansive windows fill the home with natural light while framing beautiful views of the surrounding acreage. The thoughtfully designed layout features 3 bedrooms and 2 full bathrooms, including a private second-floor primary suite that offers a peaceful retreat from the rest of the home. Just off the back of the home, the sunroom is the perfect place to enjoy your morning coffee or relax while taking in the sunset over your property. The basement offers over 1,350 square feet of unfinished space and is already plumbed for an additional full bathroom, providing endless possibilities for future expansion. Whether you envision additional bedrooms, a second living area, a game room, home gym, or the ultimate entertaining space, it's ready for your personal touch. If you've been searching for a property that offers acreage, character, and room to grow, this rare opportunity is one you won't want to miss. Schedule your private showing today!

1024 Flanagan Station Rd, Winchester
2180 Big Stoner Rd, Winchester
$749,900
3 Beds ⋅ 3 Baths ⋅ 26017698 MLS
Welcome to peaceful country living on 7.14 beautiful acres in Winchester! Built in 2022, this custom one-level home offers 3 bedrooms, 2.5 bathrooms, and 2,735 square feet of thoughtfully designed living space. The open floor plan features hardwood flooring, a spacious great room with a gas fireplace, and a stylish kitchen with a large island and ample cabinetry. The split-bedroom layout provides privacy, while the primary suite offers a spa-like bath and walk-in closet. Enjoy scenic views from the covered porch and the convenience of an attached two-car garage, all while being just a short drive to Winchester, Paris, and Lexington. This is the perfect blend of modern comfort and peaceful country living. Schedule your showing today!

2180 Big Stoner Rd, Winchester
380 Howard Creek Rd Unit 380, Winchester
$326,000
26017069 MLS
Escape to the peace and privacy of this beautiful 48.54-acre unimproved property in a remote rural setting. Featuring a mix of rolling pasture and wooded acreage with gentle slopes, this versatile tract is ideal for farming, cattle, horses, recreation, hunting, or building your dream country retreat. Whether you're looking for productive agricultural land or a private getaway, this property offers endless possibilities in a scenic countryside setting. Call to schedule your private viewing!

380 Howard Creek Rd Unit 380, Winchester
3686 Crowe Ridge Rd, Winchester
$219,900
26016689 MLS
Discover the possibilities with this unique dual-property offering at 3686 & 3688 Crowe Ridge Road. Enjoy the peace and privacy of a beautiful country setting with room to spread out and endless potential. Whether you're looking for a primary residence with additional living space, an investment opportunity, or housing for extended family, this property offers versatility that's hard to find. Conveniently located just minutes from Winchester off the Mountain Parkway, exit 10, and an easy commute to Lexington.

3686 Crowe Ridge Rd, Winchester
2697 Pine Ridge Rd, Winchester
$189,000
26009146 MLS
Escape to your own private retreat with this stunning 41.6± acre wooded tract nestled in the scenic countryside of Winchester, Kentucky. This expansive property offers a rare opportunity to own a secluded slice of nature, perfect for a private estate, recreational getaway, or hunting retreat. With rich with mature timber, this land presents a lot of natural beauty. A network of cleared trails and old roadbeds provides easy access throughout the property, making it ideal for exploring, hiking, or ATV use. Whether you're looking to build your dream home tucked among the trees or create a peaceful weekend escape, this property delivers the privacy and tranquility you've been searching for. A small barn adds utility, while the location offers convenient access to the Mountain Parkway, making travel to Winchester and surrounding areas simple and efficient. Don't miss this opportunity to own a versatile piece of Kentucky land with endless possibilities—recreation, investment, or your future homesite all in one.

2697 Pine Ridge Rd, Winchester
110 White Conkwright Rd, Winchester
$490,000
5 Beds ⋅ 3 Baths ⋅ 26007022 MLS
Brick ranch with 3 upstairs bedrooms and 2 bedrooms in your mother in law suite and full finished basement, complete with kitchen. 2 gazebos with one attached to walk out porch over looking almost 3 acres of beautiful land. Attached 2 car garage and detached 2 car garage. Barn/workshop included, along with another metal building for storage.

110 White Conkwright Rd, Winchester
287 Logan Lick Rd, Winchester
$435,000
3 Beds ⋅ 2 Baths ⋅ 26011126 MLS
This 3 bedroom 2 bath ranch home is tucked away in a beautiful wooded area of Clark County. It is sitting on over 10 acres of land that would be great for livestock or hunting. It is just minutes from historic downtown Winchester. The property is also a short drive to retail shops, restaurants, and other amenities. Come take a look at the beautiful view from the front porch of this home in the country.

287 Logan Lick Rd, Winchester
1030 Craig Crossing Rd, Winchester
$150,000
22004993 MLS
Lot # 14 contains 4.21 acres of gently rolling land with small stream perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

1030 Craig Crossing Rd, Winchester
240 Athens Boonesboro Rd, Winchester
$419,900
4 Beds ⋅ 3 Baths ⋅ 26004512 MLS
Rare Investment Opportunity on the Kentucky River! Two incredible homes on 3 beautiful acres — endless potential awaits. Live in the charming log cabin and let the second home pay the mortgage with its long term, reliable tenant already in place. This property offers room to dream: -Build a future campground -Create a private riverside retreat -Expand for additional rentals -Or simply enjoy your own peaceful getaway Whether you're looking for steady income, a smart investment, or a quiet escape, this riverfront property delivers.

240 Athens Boonesboro Rd, Winchester