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599 Blt Way, Winchester
$1,460,000
26012007 MLS
**Click on the Virtual Tour section to see the video walk through!** Prime 20,252 SQFT Industrial Facility -- Exceptional Location & Turnkey Ready This well-maintained 20,000 sqft industrial warehouse offers the ideal combination of location, functionality, and flexibility. Built in 2004, the metal building features a clean, open span layout designed to accommodate a wide range of industrial, storage, logistics, or manufacturing uses. Strategically positioned 1 minute from I-64, 5 minutes from the Mountain Parkway, and 15 minutes from I-75, this property delivers unmatched regional connectivity and fast access across Central and Eastern Kentucky. Inside, the warehouse includes 2 offices, 2 bathrooms, and a break room (approx. 150 sqft total), with the remaining space wide-open for maximum operational efficiency. Loading and distribution are made easy with 2 dock-height doors and 5 drive-in automatic bay doors, offering excellent flow for semi-trucks, box trucks, and fleet operations. A top-of-the-line industrial racking system--valued at over $40,000--has been professionally installed and will convey with the sale. 16' Tall Racks with 8' between uprights, this system is purchased from Toyota Handling Systems and the racks are bolted to the concrete slab. It may be removed or rearranged to meet the buyer's needs, making this a rare turnkey opportunity for businesses requiring optimized warehouse organization. With its incredible highway access, versatile layout, and significant included infrastructure, this property is perfectly suited for logistics operations, distribution, storage, trades, manufacturing, or an expanding local business seeking high-quality industrial space.

599 Blt Way, Winchester

1200 Craig Xing, Winchester
$1,370,000
4 Beds ⋅ 5 Baths ⋅ 26013734 MLS
Discover elevated living on 2.5 acres! This 3,350 sqft custom masterpiece boasts 4 bedrooms, 4.5 bathrooms with an open 2,670 sqft main level. Featuring custom solid oak cabinetry not only in kitchen, but master closets, pantry and utility areas. Custom Showers and tile in each bathroom throughout the home. Gas and electric fireplaces located in great room as well as primary first floor bedroom. Head upstairs to the spacious 680sqft recreation room with its own full bathroom and attic storage access. Step outside to your large, spacious covered patio, personal inground pool with spa and sunken inground fire pit for endless entertaining. 3-Car garage offers ample storage. The 2670sqft Walk-out basement is a blank canvas with endless opportunities. Basement can be finished by builder at buyer's discretion. Some additional selections may be available. LUXURY, SPACE and PRIVACY just minutes from town.

1200 Craig Xing, Winchester

3760 Old Boonesboro Rd, Winchester
$1,050,000
5 Beds ⋅ 5 Baths ⋅ 26006697 MLS
Step through the striking red front doors and into a home where craftsmanship, character, and comfort come together. This beautifully maintained property sits on nearly 13 acres at the edge of Winchester, offering a peaceful retreat with the charm of a mid century floorplan and rich woodwork, tile, and hardwood floors throughout. The spacious kitchen and all three full baths feature high end finishes, and the home offers multiple unique spaces for relaxing or entertaining. From the second floor, enjoy your own private balcony overlooking the expansive backyard and in ground pool. On the main level, a covered porch provides easy access to the pool area, along with a convenient exterior door leading directly to a small bathroom—perfect for swimmers. The basement is also a cozy retreat including a living area with a stone fireplace and a bar, another full bed and bathroom, plus a bonus space that could be used as an exercise room or a creative space. Recent updates include new tile and hardwood flooring and fresh interior paint. Outside, the fully fenced yard is beautifully landscaped with mature trees and manicured lawn. This property also includes a separate garage ideal for hobbyists, a storage building with a screened room suitable for chickens or small animals, and a full 2,000 sq ft barn—offering endless possibilities for country living.

3760 Old Boonesboro Rd, Winchester

7210 Ecton Rd, Winchester
$907,000
5 Beds ⋅ 5 Baths ⋅ 26005207 MLS
Welcome to 7210 Ecton Road a stunning 5 bedroom, 4.5 bathroom home situated on 7+/- acres (awaiting final survey) of gently rolling Kentucky countryside. This property offers the perfect balance of modern comfort, privacy, and wide-open space, just minutes from downtown Winchester. Step inside to discover a spacious and well-designed floor plan featuring: 5 generously sized bedrooms including a private primary suite with en-suite bath, 4 full bathrooms thoughtfully placed throughout the home for convenience and comfort and 1 half bathroom located on the back porch for convenience when spending time outside or at the pool. Bright, open living spaces ideal for both everyday living and entertaining, A large kitchen with ample cabinetry, prep space, large island that allows seating for 4 as well as a dinning area, A fully finished basement perfect for a second living area, rec room, home office, or guest quarters, Attached garage and additional storage options Covered porches and outdoor spaces to take in the peaceful surroundings. The 7 +/- acres offer endless possibilities whether you're envisioning a hobby farm, horse property, or simply space to roam and relax, this land is ready for your vision.

7210 Ecton Rd, Winchester

200 Old Log Lick Rd, Winchester
$850,000
3 Beds ⋅ 2 Baths ⋅ 26019577 MLS
Behind a private, gated entrance on 14.38 acres, this 3,481 sq ft all-wood cabin estate is a truly rare find in Central Kentucky. Offering 3 bedrooms, 2 bathrooms, and a flexible bonus room perfect as a 4th bedroom or home office, every inch of this home reflects true craftsmanship -- rich wood features throughout, a large sunroom, and a screened-in back porch made for long evenings and unhurried mornings. The newly remodeled kitchen features all-new appliances and is ready for full-time living or weekend retreats. Outside, enjoy an in-ground pool with concrete decking, a stocked pond, a seasonal stream along the boundary, RV pad with full electric and water hookup, a 4-stall metal barn, 2-bay garage under the home, and a 3-bay detached garage. 14.38 private acres with room to breathe, grow, and put down roots. Located just ~15 minutes from Downtown Winchester, ~25 minutes from Lexington, and under 30 minutes from Red River Gorge. Fox General Store is located less than a mile away. Private showings by appointment only.

200 Old Log Lick Rd, Winchester

7075 Ecton Rd, Winchester
$847,000
26001880 MLS
ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding, this exceptional 83.714± acre Clark County farm will sell on Saturday, March 7, 2026 at 10:30 AM (EST) at 7075 Ecton Rd, Winchester, KY 40391. Tract One: 36.825Acres, Tract Two: 5.196 Acres, Tract Three: 5.022 Acres Tract Four: 36.671 Acres The property will be offered in 4 individual tracts and may be purchased separately, in combinations, or as a whole, providing outstanding flexibility for farmers, builders, investors, or recreational buyers. Featuring gently rolling topography, quality soils, open cropland, pasture, and wooded areas, this property is well-suited for row crops, livestock, hunting, future home sites, or long-term investment. Located in a highly desirable area of Clark County with easy access to Winchester and surrounding markets. Property Previews: Sunday, March 1, 2026 | 2:00-4:00 PM Thursday, March 5, 2026 | 2:00-4:00 PM Private showings available by appointment. Buyers premium will be added to the final bid price and non-refundable earnest money required. Closing on or before April 22, 2026. Property sells AS-IS, WHERE-IS with no contingencies. Do not miss this rare opportunity to buy prime Kentucky land at Absolute Auction. See terms and conditions for more details.

7075 Ecton Rd, Winchester

1150 Craig Xing, Winchester
$800,000
5 Beds ⋅ 4 Baths ⋅ 26002724 MLS
Stunning new construction offering 5 bedrooms, 3.5 bathrooms, sitting on roughly 2.5 serene acres. This home is surrounded by picturesque farmland and panoramic views. 4 bedrooms are located on the main level for ultimate convenience. Offering the perfect blend of space, style, and serenity. Features include open concept layout, spacious kitchen with kitchen island, granite counter tops, hidden walk in pantry with custom cabinets and well appointed appliances. Hardwood floors and tile throughout. Primary bathroom is gorgeous with a freestanding soaker bathtub, tile shower, custom dual vanities and granite countertops. Unwind on the covered back porch. Cozy up by the stone fireplace in the great room. Enjoy the separate laundry room also with custom cabinets, folding space and granite. This home offers and abundance of sunlight and a side entry garage. Large walk-in storage room for all your extra items! Covered entry space for all your deliveries. Roughly 21 minutes to Hamburg in Lexington, 20 minutes to I-75 / I-64 interchange, with multiple drive options. Roughly 5 minutes to grocery options and variety stores. Don't wait to build, this one is move in ready, just add your decor and enjoy!

1150 Craig Xing, Winchester

7300 Old Boonesboro Rd, Winchester
$772,500
4 Beds ⋅ 3 Baths ⋅ 26012036 MLS
This beautiful home sits on over 7 acres of peaceful countryside. Bring your horse! The back portion of the land is completely fenced. The private outdoor space includes a huge deck with a lovely view and an inviting covered front porch. The backyard would make the perfect space for your own dream swimming pool. Since the property has a 3-car detached garage; a 2-car attached garage plus a 1275 square feet equipment building there is plenty of space for all of your outdoor toys. The detached garage has water and electrical service with a workshop area and also a large unfinished loft area for additional storage or possibly create the space into a recreation space. The lovely custom home with over 3300 square feet has hardwood flooring throughout, crown molding, tall ceilings, and built in shelving in the family room. Lots of natural light in the living area with the sunburst arched windows overlooking the property. The home has a convenient split bedroom concept. The spacious primary bedroom has an ensuite bath with a soaking tub and separate vanities and a large closet. The upstairs has an additional full bathroom with 2 large flex rooms with one currently being used as a 4th bedroom. The additional flex room would be a great space for a workout room or office. This well-maintained country home offers the convenience of Winchester shopping and dining and also only 8 miles to I64 and I75. If you have been looking for a home with a quiet country setting this is the perfect property.

7300 Old Boonesboro Rd, Winchester

4040 Muddy Creek Rd, Winchester
$759,000
4 Beds ⋅ 4 Baths ⋅ 25018691 MLS
A Farmhouse Retreat with Timeless Craftsmanship on 13.6 Acres Nestled on 13.6 rolling acres in Clark County, this custom built farmhouse captivates with soaring tongue-and-groove ceilings, rich woodwork, and thoughtful craftsmanship that sets this home apart. Oversized doors, custom cabinetry, and detailed finishes showcase the quality throughout, while two wood-burning fireplaces with homemade cherry wood mantles add warmth and character to the living spaces. The main-level primary suite features a decorative wooden ceiling, dual walk-in closets, a spa-inspired bath with a spacious double shower, and a freestanding soaking tub. The expansive kitchen and open-concept design makes the home perfect for gathering, while the composite wraparound porch—measuring more than 2,100 sq. ft. across all four sides—provides the perfect vantage point to enjoy breathtaking sunrises and sunsets The second level adds remarkable versatility with two bedrooms, each with large walk-in closets, a full bathroom with shower, and a generous open play area beneath striking pine wood tongue and grove ceilings.. A dedicated home office with gorgeous elevated views makes remote work convenient. Surrounding three sides of the home, a spacious attic storage area ensures ample room for organization. The newly finished basement extends the home's versatility with a complete second living area, including a full kitchen, living room, bedroom, bath, and private entranceideal for extended family, guests, or rental potential. Outdoors, the property offers exceptional amenities for both recreation and function. A two-story treehouse with slide and climbing wall provides a unique retreat for play or relaxation, perfectly complementing the serene setting . The centerpiece is a thoughtfully designed insulated metal barn, built with 2x6 framed walls and a truss-supported roof for lasting durability. One side houses a secure chicken coop with covered run, while a 14-foot-wide lean-to spans the full length of the barnideal for livestock shelter or working area. This versatile structure has its own electrical service and can serve as a workshop, storage space, agricultural hub, or indoor recreation during the winter months, offering endless possibilities for the next owner. The acreage is fully fenced with high-tensile woven wire and thoughtfully divided into four separate fields, making rotational grazing both practical and efficient. This setup supports a variety of livestock and enhances the property's potential as a working farm, hobby homestead, or versatile country estate

4040 Muddy Creek Rd, Winchester

6356 Van Meter Rd, Winchester
$750,000
3 Beds ⋅ 3 Baths ⋅ 26012252 MLS
**Click on the Virtual Tour section to see the video walk through!** Nestled in the peaceful countryside of Winchester, this charming property on Van Meter Road offers the perfect blend of privacy, comfort, access and room to roam. Set on 13.74 beautiful, fenced acres and located within minutes of I-64, I-75 and the Mountain Parkway, this unique property offers easy access to Lexington, Winchester, Paris, and all of Central Kentucky. Enjoy wide-open spaces, scenic surroundings, and the tranquility of rural living minutes from city amenities. Designed for ease and functionality, the home features convenient one-level living with the added bonus of a finished basement--perfect for extra living space, entertaining, or hobbies. An inviting all-season room provides the ideal spot to relax year-round and a covered front porch overlooking a neighboring pond offers a tranquil place to enjoy your morning coffee or wind down at the end of the day. The kitchen features brand new stainless appliances, with transferrable warranties to the new owner. Did I mention the new roofs and Geothermal HVAC for efficient inside temperature control? Don't miss the first level primary bedroom with a private bathroom and walk in closet. Outside, the property really shines with a detached 3-car garage and a large barn with three stalls, a tack room and two multipurpose rooms. Also there is an additional metal barn with a tool room and three multipurpose rooms. All of these outbuildings have electricity and the wooden barn also has water with a separate fenced area for animals. Whether you're looking for a quiet retreat, a working or hobby farm, or a place to create lasting memories, this property delivers a warm and welcoming atmosphere you'll love coming home to.

6356 Van Meter Rd, Winchester

1783 Gay Evans Rd, Winchester
$750,000
5 Beds ⋅ 4 Baths ⋅ 25504530 MLS
Welcome to your dream homestead retreat! Tucked away on 7.27 beautiful acres, this stunning 5-bedroom, 4-bath home offers the perfect blend of comfort, function, and country living. From the inviting front porch sunsets to the resort-style outdoor space, this property has everything you've been searching for. Step inside to the two story foyer that leads to an open-concept main level featuring hardwood floors, a spacious living area, dining area and kitchen with granite countertops, an island and plenty of room for a breakfast table. Off the kitchen you have a large walk-in pantry, separate utility closet and oversized laundry room. The primary suite on the main floor offers convenience and luxury with a walk-in shower, whirlpool tub, double vanities, and generous walk-in closet. Upstairs you'll find a bedroom with ensuite, and three additional bedrooms, all with hardwood floors, three feature cedar-lined walk-in closets—perfect for storage and organization. Outdoor living shines here. Spend summers relaxing by the private swimming pool, enjoy peaceful evenings on the large back deck, have a fire around the firepit and enjoy the sunsets on the covered front porch. For hobbyists, horse lovers, small farm enthusiasts, or anyone needing serious storage and workspace, this property truly delivers: a 40' x 60' metal building with 14' x 16' garage doors, plumbed for a future bathroom and hookup for your RV, a 61' x 20.5' run-in shed with two stalls, a 10' x 40' barn, an additional storage shed, multiple paddocks, ideal for goats, horses, or small farm animals. Whether you're looking for privacy, a hobby farm, a place for your animals, or a home with room to roam, this property checks every box. With space, function, and beauty inside and out, you do not want to wait to schedule your private showing. Opportunities like this don't come around often—come experience it for yourself!

1783 Gay Evans Rd, Winchester

2509 Mount Sterling Rd, Winchester
$730,000
4 Beds ⋅ 4 Baths ⋅ 26015372 MLS
Escape to your own private retreat on 10+ breathtaking acres featuring a stunning 4-bedroom, 4-bath ranch home with over 4,000 square feet of living space and a full basement with unforgettable panoramic views. The bright, open kitchen offers granite countertops, abundant natural light, and a view you'll never tire of, along with an eat-in area and formal dining room. The spacious primary suite features a spa-like bathroom, and a dedicated home office provides the perfect space to work from home. Designed for the convenience of one-level living, the basement offers a full bath, generous storage, and endless possibilities for additional living or entertaining space. Outside is where this property truly shines—complete with a 6-stall barn, five fenced paddocks, and water lines to both the barn and each paddock, making it ideal for horses. This property has it all. Less than 3 miles to downtown Winchester and Lykins Park . This property is ready for entertaining, family gatherings, or simply enjoying the beauty and privacy this property offers.

2509 Mount Sterling Rd, Winchester

6500 Mount Sterling Rd, Winchester
$710,000
3 Beds ⋅ 2 Baths ⋅ 26018078 MLS
**Drone video and outside pictures available.** Enjoy the space and privacy you've been searching for at 6500 Mount Sterling Rd. Situated on a beautiful rural setting, this property offers the tranquility of country living while remaining conveniently close to Winchester and Lexington. Located less than a minute off exit 101 on I-64. The gorgeous property offers plenty of room for horses, gardening, recreation, or simply taking in the scenic views, this property is ready for you to make it your own! The detached garage has a second floor office area. There are four other outbuildings for horses, hobbies, or equipment storage. Plenty of fenced areas for horses or other farm animals. The gated entrance provide privacy and security. A rare opportunity to enjoy Kentucky living at its best!

6500 Mount Sterling Rd, Winchester

20 Stoney Brook Dr, Winchester
$660,000
5 Beds ⋅ 5 Baths ⋅ 26004633 MLS
Welcome to 20 Stoney Brook Drive. Step into luxury with this meticulously maintained executive home where no expense has been spared and every detail has been thoughtfully curated. Offering 5 bedrooms and 4.5 baths, a walk-out basement, this stunning residence features a grand two-story foyer that sets the tone for the elegance found throughout. Entering the home on the right, you will find a bedroom with coffered ceilings and a private ensuite—currently serving as a home office—alongside, on the left, a formal living room and dining room perfect for entertaining. The chef's kitchen is truly the heart of the home, showcasing a JennAir gas range, expansive granite island, double ovens, abundant cabinetry, and generous space for a large breakfast table. Just off the kitchen, step into your own elevated outdoor living space that feels like a serene treehouse, complete with a covered pergola ideal for relaxing or hosting guests. The inviting family room features custom built-ins, soaring vaulted ceilings, and a cozy gas fireplace, creating a warm yet refined gathering space. Upstairs, you'll find double doors leading to a luxurious owner's suite you may never want to leave. This private haven includes hardwood floors, a spacious layout, double tray ceilings, crown molding, a sitting room with a gas fireplace, and a spa-like bath featuring heated floors, a soaking tub, a walk-in shower, and separate his-and-her closets with built-ins. Three additional bedrooms, two of which share, and a full bath, along with a large laundry room, complete the upper level. The walkout basement is designed for both entertainment and functionality, offers living room wired surround sound, a built-in wet bar with wine fridge, a large game room, area, additional room that is being used as workout room, full bath, and ample storage. This could also make a wonderful in-law suite. Additional features include a central vacuum system for added convenience and easy maintenance, plantation shutters throughout, crown molding, fenced in yard, beautiful landscaping, and more. From top to bottom, this exceptional home blends sophistication, comfort, and thoughtful design—ready to welcome its next owners. If you've been waiting for that one home that has it all, one you can move right into and not do a thing, well, here is your chance. Call today to schedule your showing.

20 Stoney Brook Dr, Winchester

1108 W Lexington Ave, Winchester
$650,000
26010978 MLS
Rare opportunity to purchase a large multi-family development in the heart of Winchester! Directly across the street from Legacy Grove Park with Lexington Avenue frontage. All building and engineering plans available to build 66 approved townhomes with the possibility of adding 4 more. Currently zoned PD (Planned Development), could possibly be changed to commercial due to neighboring commercial property. Main property is 4.87 acres. Two other parcels will also be included, 220 and 231 (retention pond) Fairfield Way. No current infrastructure but some sewer materials already purchased. Seller would consider subdividing the large parcel to sell only the Lexington Ave side. The property can be accessed from Fairfield Way off of the new Fulton Rd extension. Please do not enter property without an appointment! Do not disturb tenants on Fairfield Way!

1108 W Lexington Ave, Winchester

142 Clubhouse Dr, Winchester
$650,000
6 Beds ⋅ 4 Baths ⋅ 26008332 MLS
Welcome to a lifestyle most only dream about — a stunning six-bedroom, four-bathroom residence perched along the lush fairways of Southwind Golf Course, complete with a lifetime membership for as long as you call this home. That's right, your morning coffee comes with panoramic views of manicured greens, and your evenings end with sunsets on the back porch. Inside, elegant double crown molding and wainscoting greet you in the entryway, setting a tone of refined sophistication throughout. The main level boasts nine-foot ceilings, a cozy family room anchored by a handsome fireplace, and a kitchen dressed in granite countertops and stainless steel appliances. The charming octagon-ceiling breakfast nook adds a touch of architectural whimsy to your morning routine. Upstairs, the primary bedroom features a stunning trey ceiling, while a conveniently located second-floor laundry room keeps daily chores effortless. The finished basement operates as a completely separate living space, offering its own kitchen, fireplace, and full bathroom — ideal for flexible living arrangements. Additional basement storage and a storm shelter/safe room beneath the porch provide practical peace of mind. Outside, a wraparound deck invites you to soak in those gorgeous views from every angle. Dual heating and cooling systems, poured concrete basement walls, and an oversized two-car garage round out this exceptional package. Nearby attractions include Winchester Traveling Trail and George Rogers Clark High School. Schedule your private tour today and discover what it feels like to live where every day feels like a getaway.

142 Clubhouse Dr, Winchester

1480 Irvine Rd, Winchester
$649,900
3 Beds ⋅ 4 Baths ⋅ 26007244 MLS
Beautifully remodeled farmhouse on 10 fenced acres! This 3 bedroom, 3.5 bath home with a fully finished basement offers the perfect blend of modern upgrades and country living. Inside, you'll find refinished hardwood floors and fresh paint throughout. The custom kitchen is designed to impress with new cabinetry, granite countertops, glass subway tile backsplash, double ovens, two dishwashers, and a built-in walk-in pantry. Bathrooms have been completely updated with new tub surround, tiled showers, and custom vanities. Step outside to enjoy wide open, fenced acreage and a barn, making this property ideal for farming, animals, or simply enjoying peaceful rural living. Conveniently located close to I-64, downtown, restaurants, shopping and more. Schedule your showing today.

1480 Irvine Rd, Winchester

5865 Van Meter Rd, Winchester
$615,000
3 Beds ⋅ 3 Baths ⋅ 26010445 MLS
Experience the perfect balance of peaceful country living and modern comfort at 5865 Van Meter Road. Situated on 5.05 scenic acres with breathtaking farmland views, this spacious ranch-style home offers more than 2,700 square feet of thoughtfully designed living space with privacy, versatility, and charm throughout. A brand-new roof installed in May 2026 adds even more value and peace of mind. Inside, you'll find beautiful hardwood and tile flooring, a warm and inviting living room with fireplace, and an updated kitchen featuring abundant cabinetry, breakfast bar seating, and a cozy eat-in dining area. The spacious primary suite serves as a relaxing retreat with heated bathroom floors, towel warmer, and custom closet organization. The partially finished walk-out and walk-up basement provides flexible additional living space perfect for a recreation room, home office, guest quarters, or entertaining area. A wood-burning fireplace adds character and comfort, while the gas furnace with built-in humidifier enhances year-round efficiency and convenience. Outdoor amenities make this property truly stand out. Enjoy the large double rear deck overlooking rolling farmland, a massive 44x30 workshop/outbuilding, partial fencing, and a 50-amp RV hookup. Whether you need room for hobbies, equipment, animals, or simply want space to enjoy the outdoors, this property offers endless possibilities. The newly constructed pond is approximately 90% owned by the property owner and 10% shared with the neighboring property. Conveniently located with quick access to I-64 and I-75, this exceptional property delivers the serenity of rural Kentucky living while remaining only 15 minutes from Hamburg and approximately 25 minutes from UK Hospital. Acreage, updates, functionality, and stunning views come together in this rare opportunity.

5865 Van Meter Rd, Winchester

6595 Mt Sterling Rd, Winchester
$609,000
5 Beds ⋅ 4 Baths ⋅ 26011548 MLS
Welcome to 6595 Mount Sterling Rd. offering the perfect blend of space, convenience, and flexibility on 2.59 acres. Ideally located just off I 64 between Winchester and Mount Sterling, this property provides easy interstate access while still offering privacy and room to spread out. This custom home features 5 bedrooms, 3 full baths, and a versatile floor plan. The main level includes a vaulted family room, open eat in kitchen, primary suite, and two additional bedrooms. Upstairs you'll find a second private primary suite complete with an oversized walk in closet and ensuite bath. The finished walkout basement adds even more functional living space with a 5th bedroom, two bonus rooms, full bath, laundry area, storage, and an additional one car garage. Outdoor features include a vaulted covered deck overlooking the property and a brand new oversized detached garage ideal for RV storage, boats, workshop space, hobbies, or additional vehicles. Back on market through no fault of the sellers. Property has already completed inspections and has a recent appraisal available. Move in ready with quick access to I 64 and convenient to both Winchester and Mount Sterling.

6595 Mt Sterling Rd, Winchester

905 Pretty Run Rd, Winchester
$600,000
3 Beds ⋅ 4 Baths ⋅ 26008251 MLS
Welcome to this elevated farmhouse classic-refined yet unpretentious, elegant yet entirely inviting. The kind of home that feels just as suited for quiet family life as it does for hosting gatherings that spill effortlessly from indoors to out with the wrap around porch, deck, outdoor kitchen & grill, POOL and hot tub spa, firepit & so much more...Welcome to 905 Pretty Run Road! Greeted by a two-story foyer & rich hardwood floors throughout the first floor you will want to see more. Make your way to the heart of the home- the beautiful kitchen and hearth room with a wood burning fireplace. 3 Bedrooms & 3.5 baths along with a full finished basement w/LVP flooring that has space to relax, game, or work! Option for a 4th bedroom in the basement as it has a connected full bath and access to the back making it a great flexible space. Outside the landscaping consists of low manicured shrubs and soft flowering plants that add texture & color. The green lawn stretches over 2 acres reinforcing the homes sense of space and privacy while offering picture-perfect views of the nearby horse farm. Come see why this home will check all of your boxes! Easy access to the Interstate and just a 30-minute drive to downtown Lexington

905 Pretty Run Rd, Winchester

104 Bella Shae Way, Winchester
$595,090
3 Beds ⋅ 3 Baths ⋅ 26000264 MLS
Welcome Home to the Winchester Floor Plan by CP Builders. This elegant ranch home features all-brick construction, a welcoming front porch, and a two-car garage. Step inside and be greeted by soaring 9-foot ceilings and a spacious open floor plan. The split bedroom design offers privacy and comfort, with a luxurious primary suite boasting an ensuite bathroom and a walk-in closet. Enjoy easy maintenance with luxury vinyl plank flooring throughout the home. The heart of the home is the spacious great room, complete with a cozy gas log fireplace, perfect for gathering with loved ones. The well-appointed kitchen features a large island, ideal for both cooking and entertaining. Additional features on the first floor include a full bathroom, a convenient half bath, and a separate laundry room for added convenience. Step outside onto the back patio and enjoy the fresh air and sunshine. Let's build your dream home and make the Winchester Floor Plan yours!

104 Bella Shae Way, Winchester

101 S Burns Ave Unit 1,2,3,4, Winchester
$580,000
8 Beds ⋅ 4 Baths ⋅ 25505825 MLS
Step into a rare investment opportunity in the heart of downtown Winchester! This beautifully renovated 4-plex offers charm, space, and convenience — all within a fully restored historic building. Each of the four spacious units boasts approximately 1,296 sq ft, blending timeless character with modern updates. The entire property has been thoughtfully renovated in 2021, including a brand-new roof, updated interiors, and a clean, professional aesthetic ideal for long-term tenants with all the appliances included. Additional features include: Prime downtown location — walkable to shops, dining, and local attractions, 4 parking spots ( 1 for each unit), as well as, off street parking available. Strong rental potential in a growing market Zoned and ready for investment use

101 S Burns Ave Unit 1,2,3,4, Winchester

7919 Mt Sterling Rd, Winchester
$550,000
4 Beds ⋅ 4 Baths ⋅ 26012124 MLS
Don't miss the opportunity to own this stunning 3,431 sq. ft. custom-built brick home featuring 4 bedrooms, 3 full baths, and situated on 3 beautiful acres overlooking Stoner Creek. Nestled in a serene, park-like setting, this remarkable property combines the peace of country living with the convenience of nearby amenities. From the moment you step into the dramatic two-story entryway, you'll be welcomed by custom cabinetry, detailed craftsmanship, and timeless finishes throughout. One of the home's most breathtaking features is the sunroom, offering tranquil views of the wooded landscape and flowing creek beyond. The finished basement includes a private in-law suite, providing added flexibility and comfort for guests or extended family. In addition, the property features an impressive custom builder's workshop with over 1,250 sq. ft. of space — ideal for hobbies, storage, or projects. Fresh updates and a fresh new price make this home even more appealing! Brand new paint and carpet throughout create a move-in ready feel, while the recent price improvement offers exceptional value. A rare opportunity to enjoy space, privacy, craftsmanship, and elegance all in one extraordinary property.

7919 Mt Sterling Rd, Winchester

556 Earlymeade Dr, Winchester
$550,000
4 Beds ⋅ 5 Baths ⋅ 26006630 MLS
As you walk in the front door of this house you will immediately be thrilled because the owners have loved this house and this is evident from the gleaming hardwood floors to the fresh coats of paint. This house is located in the most desirable neighborhood of Earlymeade. It is near lots of popular destinations, including Hamburg in Lexington and the I-64 and I-75 corridors so you can be in Richmond in minutes also. This 11 year old home is just like new because the owners have beautifully maintained with lots of updates, including paint and replacing primary bathroom tile and most recently finished 1700 feet of the basement. The basement has a bedroom and a full bath and also a wet bar. The basement is a walkout and has a full one car garage/lots of storage space. The main level features the primary bedroom and 2 bedrooms with their own private bathrooms. The kitchen is well equipped with appliances and has lots of cabinets. The utility room is also well equipped with cabinets. From the kitchen walk out to a serene setting on a covered porch with a view of Kentucky Bluegrass. The inviting front porch also is very cozy with ample space for a porch swing. This house provides lots of space for entertaining family and friends. Make your appointment to see this house today, it may be your new home!

556 Earlymeade Dr, Winchester

108 Bella Shae Way, Winchester
$539,000
3 Beds ⋅ 2 Baths ⋅ 26010352 MLS
Nearly new French country ranch that has been gently lived in. This classy home has magnificent curb appeal. When you walk through the front door you are welcomed by a tasteful foyer area. Stroll into the wide-open space of the great room with a towering, coffered ceiling and tons of natural light. The gas fireplace adds a nice focal point to the living space. The kitchen space is equipped with all stainless appliances including a gas range for cooking those delicious meals. The large kitchen overlooking the great room offers the convenience of an eat in bar area, delightful dining space, a huge hidden pantry and a unique kitchen niche to make it your own unique space for a possible coffee bar. This home is all about convenience and privacy with the split bedroom concept. Lots of space in the primary bedroom for your king size bed plus a nice sitting area. You will love the huge primary bath with stylish custom tile and the adjoining generous sized closet for the fashionista. In edition there are two guest bedrooms with a full bathroom. There is an additional flex room that makes a great office space or a 4th bedroom. The large laundry area and drop zone is an added convenient feature to the home. From enjoying your morning coffee, evening relaxation or outdoor gatherings the large covered back patio is the place to be with the outdoor fireplace. You will love the large 2-car oversized garage. This home has so much to offer! Convenient to local shopping, restaurants, I64, 17 miles to Man o' War Blvd Lexington and 28 miles to Bluegrass Airport. Schedule your tour today to check out this beautiful home. Now is your chance to own this nearly new home.

108 Bella Shae Way, Winchester

2100 Stoner-Ephesus Rd, Winchester
$535,000
2 Beds ⋅ 2 Baths ⋅ 26003590 MLS
Beautiful 44.21 acre farm has so much to offer. The main residence features 2 spacious bedrooms and 2 full bathrooms, offering inviting living spaces and peaceful views of the surrounding countryside. The separate guest quarters has 1 bedroom and 1 bathroom and is ideal accommodations for visitors, extended family or staff. You will appreciate the thoughtfully designed facilities, including two barns and lower one with electric and water , dedicated tack room, seven stalls and ample room for hay storage in part of lower barn and a larger amount in upper barn. The property also includes a dedicated office with electric, an outdoor riding arena, four paddocks with water, five lush fields with four of them having water, and plank fencing. An outdoor riding arena offers the perfect space for training, lessons, or daily exercise. The farm is great for horses and the potential for boarding income, this turnkey property combines rural charm with exceptional functionality. Whether you're an avid rider, trainer, or simply seeking a peaceful county lifestyle, this remarkable farm is ready to welcome you home.

2100 Stoner-Ephesus Rd, Winchester

146 Hawthorne Dr, Winchester
$529,000
5 Beds ⋅ 4 Baths ⋅ 26010893 MLS
Remarkable Custom Built Home! Stunning 5 bedroom, 3.5 bath with lots of storage built in 2021. This home is sure to please as it is in excellent condition with well appointed features in a convenient setting. The custom work throughout this home is amazing! Upon entering a large foyer you will embrace an open setting that flows into a cozy family room and spacious kitchen. The family room is flanked by ship lap accent walls, floating shelves and fireplace. The kitchen boasts custom white cabinets, granite countertops, stainless appliances (wifi ovens), large island, and a formal dining room. The huge primary suite is also on the main level with a primary bath that you will love (his and her separate vanities, walk-in shower and tub, wifi speakers and a large walk-in closet). Additionally on the main level, are 3 bedrooms, another full and a half bath, and a large utility room with a sink. The upper level opens to an additional primary bedroom (or could be a recreation area) with a full bath and a newly added mini split heating and cooling unit. This home has lots of curb appeal with nice landscaping, large front porch, and well coordinated colors. A covered back deck and patio area, side garage door to unfinished storage/crawl space (partial concrete floor), and a newly installed fence complete this unique setting. Current owners have also extended the back patio with new landscaping. In addition to these improvements, an extra parking space was added, the entire home was painted. All of this within just a couple of minutes to shopping and dining. This is a MUST SEE!

146 Hawthorne Dr, Winchester

919 Elkin Station Rd, Winchester
$498,325
3 Beds ⋅ 2 Baths ⋅ 26020312 MLS
Enjoy country living on approximately seven acres at 919 Elkin Station Road! A welcoming wraparound front porch sets the tone for this spacious three-bedroom, two-bath home featuring beautiful hardwood floors throughout. The kitchen is enhanced by granite countertops, while a charming sunroom offers a cozy place to relax and enjoy the surrounding views. A versatile bonus room is perfect for a home office, playroom, guest space or potential fourth bedroom. The partially finished basement provides even more room to relax and entertain, featuring a bar, pool-table area, separate den area and spacious built-in wall gun safe. Outside, spend summer days by the above-ground pool and surrounding deck, then unwind in the hot tub. A detached two-car garage provides additional parking and storage. The property also includes a 2,880-square-foot barn equipped with electricity and a cistern providing a convenient water source, making it ideal for equipment, storage, hobbies or agricultural use. With abundant indoor and outdoor living space, acreage and exceptional outbuildings, this property offers the privacy and versatility of country living while remaining convenient to Winchester.

919 Elkin Station Rd, Winchester

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