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139 Jacob Ct, Winchester
$110,000
22024111 MLS ⋅ ACTIVE Status
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

139 Jacob Ct, Winchester
410 W Lexington Ave, Winchester
$299,900
5 Beds ⋅ 4 Baths ⋅ 26028226 MLS ⋅ 4,456 SqFt. ⋅ ACTIVE Status
*****PRICED BELOW APPRAISAL & MOTIVATED SELLERS***** Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester
1395 Two Mile Rd, Winchester
$2,500,000
26028140 MLS ⋅ ACTIVE Status
147.98 acres of Planned Community Development with the proposed Winchester Bypass extension bisecting the tract. Planned Community Development allows a mixture of residential, multi-family, and commercial land use. With the proposed Bypass expected to be purchased this fiscal year this could be a wonderful time for developers to invest in a property with golf course frontage, expected commercial lots fronting on the proposed Bypass extension, multi-family development potential, and single-family development. The owners have held this property since 2000 and multiple different development plans have been platted (never recorded) for review. Both owners are brokers.

1395 Two Mile Rd, Winchester
122 Sunset Hts, Winchester
$265,000
3 Beds ⋅ 2 Baths ⋅ 26028125 MLS ⋅ 1,715 SqFt. ⋅ ACTIVE Status
Welcome home to this charming, move-in ready brick ranch in a quiet low-traffic neighborhood. Perfectly located within walking distance of historic downtown Winchester, College Park, the Public Library, and four local parks, this 3-bedroom, 2-bath gem offers convenience and community. Step inside to find newly refinished hardwood floors and smooth ceilings -- no carpet here for easy, low-maintenance living! Enjoy a bright, sunlit living space thanks to a newly replaced bay window, plus a cozy fireplace for chilly evenings. The home features a newly tiled den, a fully renovated second bathroom, and the kitchen equipped with stainless steel appliances (including a gas stove). Recent updates give you ultimate peace of mind, including a newly sealed driveway, brand new LB stackable washer and dryer and some modern finishes throughout the home. Outside the fenced backyard boasts a patio tucked away for privacy in hosting friends and family. With easy access to I-64 and Lexington Avenue, commuting is a breeze. Call and schedule your showing today!

122 Sunset Hts, Winchester
5039 Combs Ferry Rd, Winchester
$2,299,000
5 Beds ⋅ 4 Baths ⋅ 26028074 MLS ⋅ 8,389 SqFt. ⋅ ACTIVE Status
Experience exceptional craftsmanship, privacy and resort-style living on over 12 acres in the highly desired Combs Ferry area of Clark County. Quietly tucked away yet conveniently located just 15 minutes from Hamburg in Lexington, as well as Winchester and Richmond, this extraordinary custom home was built in 2022 and offers 6,284 finished square feet, plus an additional 1,545 square feet of unfinished space ready for the next owner to customize. From the moment you enter, the quality and attention to detail are unmistakable. Andersen 400 Series windows and doors, decorative ceilings, custom trim and built-ins, engineered hardwood flooring, quartz countertops and designer lighting are featured throughout. The spacious kitchen is a true centerpiece, showcasing custom cabinetry, soft-close doors and drawers, under-cabinet lighting, a hidden walk-in pantry, double ovens, built-in microwave and a 5-burner gas range with built-in Thermador appliances. The main-level primary suite is a private retreat, complete with decorative beams, a stacked-stone gas fireplace, double vanities, soaking tub, expansive walk-in closet and an oversized tiled pass-through shower featuring dual shower heads and a centered rain head. Large walk-in closets accompany every bedroom, providing exceptional storage throughout. The finished lower level expands the possibilities with a home gym, dedicated movie theater with projector and equipment, home office/bonus room, wet bar with granite countertops, wine and beverage refrigerators and dishwasher, plus an additional bedroom with egress window, full bathroom, and walk-in closet. Multiple unfinished areas and the additional 1,545 square feet provide tremendous potential for future customization. Step outside and discover your own private entertainment destination. The 45,000-gallon oversized heated chlorine pool features a tanning ledge, deep-end swim ledge, fountain, LED lighting and energy-efficient variable-speed pump. Enjoy evenings around the custom outdoor fireplace, with the convenience of a dedicated outdoor bathroom. The property also includes a basketball court, shooting range, and detached garage with concrete floors and double garage bays. Additional thoughtful features include a formal dining room with custom moldings, laundry room with built-in cabinetry, mudroom/drop zone with built-ins and cubbies, spray foam insulation, three all-electric HVAC systems, and two 60-gallon water heaters. This is far more than a home; it is a custom-built private estate designed for everyday luxury, entertaining, recreation and relaxation, with room to make it uniquely your own. The combination of acreage, exceptional construction, extensive amenities and convenient location is truly rare. Schedule your private showing today and experience this breathtaking property firsthand. Seller is a licensed Realtor in Kentucky.

5039 Combs Ferry Rd, Winchester
520 College St, Winchester
$199,900
3 Beds ⋅ 1 Baths ⋅ 26028060 MLS ⋅ 1,272 SqFt. ⋅ ACTIVE Status
Check out this beautifully remodeled 3-bedroom, 1-bath home offering comfortable living and a convenient location within walking distance of the playground! Whether you're looking for your next home or an investment opportunity, this property has plenty of potential. The home is currently tenant-occupied, with the tenant leaving on 11/20/26 A minimum of 48 hours' notice is required for all showings. Please plan accordingly when scheduling your visit. Don't miss the opportunity to see what this property has to offer!

520 College St, Winchester
47 Cherokee Ct, Winchester
$289,900
3 Beds ⋅ 2 Baths ⋅ 26028007 MLS ⋅ 1,254 SqFt. ⋅ ACTIVE Status
Charming Brick Ranch with Beautiful Outdoor Living! Welcome home to this inviting brick ranch offering timeless charm, comfortable living, and plenty of space to make your own! Featuring 3 bedrooms, 2 full bathrooms, and a full walk-out basement, this home offers a versatile layout with endless possibilities. Enjoy the warmth and character of the mature trees surrounding the property, along with a covered front porch that creates the perfect welcome. The screened-in porch provides an ideal spot to enjoy your morning coffee, unwind in the evenings, or entertain family and friends while taking in the peaceful outdoor setting. Inside, you'll find granite countertops and fresh paint that give the home a clean, refreshed feel. A brand-new roof adds extra peace of mind for the next owner. With classic brick construction, inviting outdoor spaces, and a full walk-out basement offering additional potential, this property is a wonderful opportunity to find the comfort, charm, and space you've been looking for. Don't miss your chance to make this home your own!

47 Cherokee Ct, Winchester
444 Wellington Way, Winchester
$309,900
4 Beds ⋅ 3 Baths ⋅ 26027910 MLS ⋅ 1,963 SqFt. ⋅ ACTIVE Status
This 4 bedroom, 3 bath home is quietly nestled within the Colby Ridge subdivision just off Bypass road. Updates can be seen throughout. Spacious great room, open living/ kitchen areas, large master bedroom with on-suite and walk-in closet, fully fenced yard and so much more. Schedule your showing today!

444 Wellington Way, Winchester
9930 Mount Sterling Rd, Winchester
$639,000
3 Beds ⋅ 1 Baths ⋅ 26027905 MLS ⋅ 1,962 SqFt. ⋅ ACTIVE Status
Possibilities Galore! This beautiful 3 bedroom brick home comes with 18 acres of land, a tobacco barn, and a 4700 square foot building. It is a prime location on the Clark and Montgomery County line. The huge building could be used for lots of things. It has electric and water. Come grab on to this great opportunity while it last.

9930 Mount Sterling Rd, Winchester
15 Maryland Ave, Winchester
$220,000
3 Beds ⋅ 1 Baths ⋅ 26027559 MLS ⋅ 1,140 SqFt. ⋅ ACTIVE Status
Charming, move in ready 3-bedroom home just minutes from downtown Winchester! This inviting home features LVP flooring throughout, beautiful granite countertops, and a practical layout that makes everyday living easy. With three bedrooms and a full bath, there's plenty of space to make it your own. Enjoy the convenience of being close to downtown Winchester, local dining, shopping, and everything the community has to offer. Come see all this place has to offer and discover your next place to call home!

15 Maryland Ave, Winchester
109 5th St, Winchester
$265,000
5 Beds ⋅ 4 Baths ⋅ 26027497 MLS ⋅ 1,714 SqFt. ⋅ ACTIVE Status
Welcome home to this spacious two-story residence offering plenty of room for family and guests. Featuring 5 bedrooms and 3 bathrooms, this home provides a comfortable and versatile layout with generous living space throughout. Beautiful wood floors add warmth and character, while the tile bathrooms offer durability and easy maintenance. Enjoy the charm of the front porch and inviting sunroom, perfect for relaxing or enjoying your morning coffee. The home also features new concrete patios in both the front and back, providing great outdoor spaces for entertaining, relaxing, or enjoying time with family. Conveniently located near Main Street, with easy access to local shops, restaurants, and amenities. A spacious home with character, comfort, and plenty of room to make it your own! Buyer to verify all aspects of the home, including exact square footage and schools!

109 5th St, Winchester
1501 Bypass Rd, Winchester
$2,390,000
26027417 MLS ⋅ 7,020 SqFt. ⋅ ACTIVE Status
Golden opportunity! Prime location, locally established, with great potential to open your own restaurant or business of your choice. Offering a large parking lot, 3 dining rooms, and visibility from Kroger Shopping Center. This is your perfect chance to establish the business of your dreams! Call today for your personal tour.

1501 Bypass Rd, Winchester
213 E Broadway St, Winchester
$200,000
3 Beds ⋅ 1 Baths ⋅ 26027397 MLS ⋅ 1,453 SqFt. ⋅ ACTIVE Status

213 E Broadway St, Winchester
107 S Burns Ave, Winchester
$359,900
4 Beds ⋅ 2 Baths ⋅ 26027372 MLS ⋅ 2,352 SqFt. ⋅ ACTIVE Status
Built in 1913 and located two blocks from Main Street, 107 S Burns Avenue retains its original interior detail: coffered ceilings, cherry wood wainscoting, hardwood floors, leaded diamond-pane windows, brick fireplaces with their original mantels, and built-ins throughout. The home offers four bedrooms, two full baths, and 2,352 square feet. The upper level has been fully renovated and includes a private fourth bedroom, full bath, built-in workspace, generous knee-wall storage, and a dedicated heating and cooling system. In the kitchen, custom cabinetry complements an original double-drainboard cast-iron sink, while the main-level bath retains a beautifully reglazed original clawfoot tub. Outdoors, an eight-foot privacy fence creates a secluded backyard setting with an above-ground pool and ample space for relaxing and entertaining. An original carriage-door garage adds another layer of historic character, complemented by off-street parking for up to three vehicles. Located just two blocks from Main Street, the home offers convenient access to downtown Winchester's locally owned restaurants, boutiques, theater, festivals, and community events. College Park and the public library are also just a few blocks away.

107 S Burns Ave, Winchester
506-513 N Main St, Winchester
$249,900
26027255 MLS ⋅ 550 SqFt. ⋅ ACTIVE Status
UPDATE: ADDITIONAL PARCEL ADDED. Along with the description below, seller is including 513 N Main which has some buildings in need of repair (thus they were not added to the total square footage). Buy and repair the buildings, or demo the buildings and create additional parking. Has your small business officially outgrown the garage, basement, spare bedroom- or possibly all three? It might be time for a space of its own! This versatile property offers approximately 550 square feet of finished office space plus approximately 1100 square feet of shop/warehouse space. The office area gives you plenty of flexibility for a private office, reception/waiting area, additional workspace or storage, plus one restroom. Out back, the shop/warehouse is ready to work with a gas heater, new LED lighting and two 14' x 14' overhead doors with openers- perfect for vehicles, equipment, inventory or whatever your business needs to keep moving. Most of the work has already been done for you! You'll find fresh paint inside and out, new flooring throughout, and a brand-new blacktop parking lot. Convenient to I-64, Lexington and surrounding Central Kentucky communities, this could be a great fit for a contractor, service-based business or small business owner who simply needs more room to work, store, and grow. Because eventually, your kitchen table would probably like to go back to just being a kitchen table. Listing agent is related to seller.

506-513 N Main St, Winchester
9999 Kiddville Rd, Winchester
$229,900
26027224 MLS ⋅ ACTIVE Status
Looking for the perfect place to build your dream home, spread out, or simply own a beautiful piece of Kentucky? This 6-acre tract on Kiddville Road in Clark County offers the space, setting, and flexibility to make your vision a reality! The gently rolling landscape, minimal trees, and open acreage create multiple potential homesites, allowing you to choose the setting that feels just right for your future home. With utilities available, you can start envisioning everything from a peaceful country retreat to a beautiful forever home with plenty of room to enjoy the outdoors. There is even potential to add a pond if desired, creating an additional feature to enjoy and making the property even more picturesque. Whether you dream of a spacious yard, room for a garden, outdoor entertaining, a mini homestead, or simply having plenty of land around you, there is room here to make it your own. Plus, the location gives you the best of both worlds! Enjoy the privacy and open space of 6 acres while being just minutes from the Mountain Parkway and Winchester. It's not every day you find this much land in such a convenient location with so many possibilities. Walk the property, take in the views, and start imagining what you could create here!

9999 Kiddville Rd, Winchester
109 Ecton Rd, Winchester
$459,000
26027169 MLS ⋅ ACTIVE Status
ENDLESS POSSIBILITIES - Bring your Business Vision to Life! Are you looking for the perfect location to start or expand your business? Take a look at this approximate 3500+- sq. ft. commercial building (Zoned B-3) located in a High-Traffic Area with 14 +- parking spaces. All brick building with concrete floor offers a solid foundation for a variety of business ventures. Image the possibilities: Mom & Pop Grocery, Restaurant or Cafe, Bakery, Produce Stand, Farmers Market, Laundromat, Retail, Office Space and so much more! With its flexible layout and convenient location, this property provides an excellent foundation for turning your business idea into reality. Make an appointment to see!

109 Ecton Rd, Winchester
42 Mockingbird Valley Rd, Winchester
$439,000
3 Beds ⋅ 3 Baths ⋅ 26000113 MLS ⋅ 2,961 SqFt. ⋅ ACTIVE Status
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
8 Monroe Ave, Winchester
$299,900
3 Beds ⋅ 2 Baths ⋅ 26027106 MLS ⋅ 1,444 SqFt. ⋅ ACTIVE Status
Welcome to one of Winchester's best-kept secrets! This beautifully updated 3-bedroom home is truly move-in ready and packed with upgrades inside and out. From the moment you arrive, the beautifully landscaped yard sets the tone for what's waiting inside. Thoughtful updates throughout give the home a fresh, modern feel, while a new roof provides added peace of mind. Step outside and enjoy the large fenced backyard, offering plenty of room for entertaining, pets, play, or relaxing in your own private outdoor space. And it's the little extras that make this home stand out—even the bathroom features Bluetooth connectivity for an added touch of modern convenience! With upgrades around every corner and all the work already done, this is the kind of home you can simply move into and enjoy. Stylish, updated, and full of unexpected extras—this Winchester gem may not stay a secret for long!

8 Monroe Ave, Winchester
330 Spencer Ln, Winchester
$769,900
3 Beds ⋅ 3 Baths ⋅ 26026365 MLS ⋅ 2,200 SqFt. ⋅ ACTIVE Status
Beautiful custom home built in 2024 with high-end upgrades throughout. Surrounded by mature trees on over 3 acres with mountain views, this home offers a beautiful mix of privacy, quality, and convenience. From the moment you walk up, you can see the quality of craftsmanship. A large front porch welcomes you with double front doors. Once inside, you're immediately drawn to the soaring ceilings, wood-planked ceiling, wall of black-framed windows, and abundant natural light. The open loft overlooking the great room adds to the unique design and makes the space feel even more impressive. The quality and craftsmanship throughout this home truly stand out and are increasingly hard to find in today's market. You'll find solid wood doors, engineered hardwood floors, custom cabinetry, quartz countertops, designer lighting, and thoughtful details throughout. The primary suite is located on the first floor and features a large walk-in closet and spa-like bathroom. The primary bath includes a beautiful marble tile wet room and freestanding soaking tub, creating a relaxing retreat. The setting is one of the things that makes this property so special. Mature trees surrounding the home give it a peaceful, private feel while still keeping you within an easy drive of Lexington. Outdoor living is just as impressive, with approximately 815 square feet of covered porches, including a screened porch accessible directly from both the primary bedroom and great room. It's the perfect place for morning coffee, quiet evenings, or gatherings with friends. The home is just 1.5 miles from Exit 10 on the Mountain Parkway, approximately 29 minutes from Hamburg Pavilion, 22 minutes from the Red River Gorge, and about 19 minutes from Kroger in Winchester. The oversized 24x30 garage, built in 2026, provides plenty of room for vehicles, storage, a workshop, or recreational equipment. Outside, the 3+ acre lot offers plenty of room to enjoy the property as it is or create your own outdoor space, with room for a future pool and entertaining area. If you've been looking for a newer home with acreage and privacy without feeling too far removed from everything, this is one you'll want to see. If you're tired of seeing the same cookie-cutter homes, this one is refreshingly different. The home has even been selected by Architectural Designs to be featured in a client album on their website.

330 Spencer Ln, Winchester
2100 Irvine Rd Unit 40391, Winchester
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 26026878 MLS ⋅ 3,672 SqFt. ⋅ ACTIVE Status
Tucked away behind private gates on 28 beautiful acres, this one-of-a-kind cabin offers the perfect blend of privacy, luxury, and country living. Step inside to a stunning open-concept living, dining, and kitchen area designed for gathering and entertaining. The kitchen is a showstopper with custom cabinetry, quartz countertops, a waterfall island, top-of-the-line appliances, and a spacious walk-in pantry. Off the kitchen on the right wing of the house there is a mudroom area with half bathroom, followed by the primary suite. The main-level primary suite is a true retreat, very spacious bedroom area with a private sunroom and direct access to the patio and in-ground pool, walk-in closet and laundry closet. The bathroom features a soaking tub and a tiled walk-in shower. Upstairs, you'll find an additional spacious bedroom with built-in bunk beds, a walk-in closet, and full bath. The left wing of the home provides ideal in-law or guest quarters featuring its own kitchen, open concept living and bedroom area with fireplace, walk-in closet, full bath with walk-in shower, and private exterior entrance. Outside is where this property truly sets itself apart. Enjoy your own private oasis with an in-ground pool surrounded by picturesque acreage. The backyard also includes a "she shed" currently used as a workout room, chicken coop, run-in shed, and 30x33 detached garage. This property features an AKC-inspected kennel facility with 14 indoor/outdoor runs, an office, a grooming area, a bathing area, an open work space, half bathroom and a fenced exercise area. Another 6-hole kennel with overhangs. The remaining property features 7 paddocks, 5 run-in sheds, multiple fenced pastures with run-in sheds and water. Bring the horses, cows, dogs—and even the in-laws! This is an animal lover's dream with room to live, work, play, and enjoy the peace of the countryside, all while being just minutes from I-64 and approximately 24 minutes from Downtown Lexington. The possibilities for this property are endless, and it is a truly special property that has to be experienced in person!

2100 Irvine Rd Unit 40391, Winchester
14 Shelley Dr, Winchester
$215,000
3 Beds ⋅ 1 Baths ⋅ 26026596 MLS ⋅ 1,134 SqFt. ⋅ ACTIVE Status
This brick ranch offers three bedrooms, a full bath and luxury vinyl flooring throughout. The spacious living room opens into the kitchen, and the unfinished basement gives you plenty of extra room for storage with space to use however you need it. Sitting on a corner lot, this home is a great option for anyone looking for an affordable home with room to make it their own. Plus, you're close to shopping and restaurants and just a few minutes from I-64 for an easy commute.

14 Shelley Dr, Winchester
600 College St, Winchester
$220,000
3 Beds ⋅ 2 Baths ⋅ 26026485 MLS ⋅ 1,737 SqFt. ⋅ ACTIVE Status
Welcome to 600 College Street! Offering over 1,700 square feet, this versatile Winchester home features 3 bedrooms, 2 full bathrooms, plus an additional room ideal for a 4th bedroom, home office, or flex space. Inside, you'll find a spacious living room and a dining room with plenty of room to create additional living or entertaining space. The kitchen offers a walk-in pantry and conveniently located laundry area. An unfinished basement provides ample storage and walkout access, while the attached one-car garage adds everyday convenience. Outside, enjoy a covered front porch and a peaceful back porch surrounded by mature trees for added privacy. Conveniently located near Downtown Winchester, College Park, Legacy Grove, local shopping, dining, and everyday amenities, with easy access to I-64 for a straightforward commute toward Lexington. Improvements, including a roof replacement, LVP flooring, renovated kitchen and baths, and updated plumbing all done in 2024. Schedule your private showing today!

600 College St, Winchester
609 W Barlow Dr, Winchester
$375,000
4 Beds ⋅ 2 Baths ⋅ 26026446 MLS ⋅ 1,828 SqFt. ⋅ ACTIVE Status
Welcome to your new home. Move-in ready inside and out, this 4-bedroom, 2-full-bath home offers comfortable living, plenty of finished space, and a backyard that truly feels like your own private retreat! The home has been well cared for and thoughtfully updated, including new flooring throughout the entire finished portion of the basement, new toilets, and a new dishwasher and stove. Step outside and you'll quickly see what makes this property special. The in-ground pool and surrounding outdoor living space are an absolute dream, with extensive improvements completed to make it ready for years of enjoyment. All-new concrete was installed around the pool in 2025, along with a new pool liner and gas pool heater, plus a newer pool pump. A new privacy fence installed in 2023 creates a secluded setting, while the gazebo—complete with electricity—provides the perfect spot to relax, entertain, or spend summer evenings by the pool. The improvements continue with a brand-new back porch completed in May 2026 and a new concrete driveway in 2026, adding even more value and curb appeal. Whether you're entertaining friends around the pool, enjoying a quiet evening under the gazebo, or taking advantage of the additional finished basement space, this home offers a lifestyle that's hard to duplicate. Move in, unpack, and start enjoying it from day one!

609 W Barlow Dr, Winchester
1039 Cole Rd, Winchester
$939,000
4 Beds ⋅ 3 Baths ⋅ 26026397 MLS ⋅ 3,103 SqFt. ⋅ ACTIVE Status
Beautiful Kentucky farmland along with an Immaculate home with too many updates to list!! This beautiful home sits on 30.42 acres and is fully fenced. The property has a large barn and 60' X 40' workshop/garage with all the storage you could ask for. This is a working cattle farm, but sellers will have the cattle moved by closing. The stocked pond has two aerators and is perfect for fishing. The home has 4 bedrooms, 3 full baths, and an extra 546 SF of finished space in the basement. The open concept floor plan of this house allows you not to miss a minute with family and friends, and would be great for entertaining. The enclosed porch allows you to admire your farm in any weather or simply enjoy a cup of coffee! This is a home you don't want to miss. Call for your personal showing or questions. Motivated sellers!!

1039 Cole Rd, Winchester
335 Newcastle Ln, Winchester
$304,900
3 Beds ⋅ 3 Baths ⋅ 26026107 MLS ⋅ 1,904 SqFt. ⋅ ACTIVE Status
Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite. Recent updates include a brand-new roof, along with manufactured hardwood flooring installed in the living area, foyer, and primary bedroom. Conveniently located near the Winchester Bypass, this home offers quick access to shopping, dining, and everyday amenities, while also providing easy access to I-64, I-75, Lexington, and the Mountain Parkway for commuters and travelers. Offering a desirable combination of space, updates, and location, this home is ready for its next owner to enjoy. Schedule your private showing today!

335 Newcastle Ln, Winchester
1477 Sewell Shop Rd, Winchester
$675,000
4 Beds ⋅ 4 Baths ⋅ 26026085 MLS ⋅ 2,659 SqFt. ⋅ ACTIVE Status
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
$239,000
3 Beds ⋅ 3 Baths ⋅ 26025942 MLS ⋅ 1,856 SqFt. ⋅ ACTIVE Status
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
6 French Ave, Winchester
$296,000
4 Beds ⋅ 2 Baths ⋅ 26025571 MLS ⋅ 1,953 SqFt. ⋅ ACTIVE Status
SPACE, CHARACTER & LOCATION—THIS HOME HAS IT ALL! Step inside and discover a home filled with charm, character, and plenty of room to make your own. Featuring 4 generously sized bedrooms and 2 bathrooms, this home offers space for everyone to spread out. Beautiful original wood floors throughout the home add warmth and timeless character you just can't recreate. Enjoy the charm of the beautiful front porch, perfect for morning coffee or relaxing at the end of the day. Out back, the privacy-fenced yard provides a wonderful space for entertaining, pets, play, or simply enjoying the outdoors. Add in the convenience of a great location, and this home has so much to offer. Spacious rooms, original character, and a location you'll love—this is one you'll want to see in person!

6 French Ave, Winchester
4578 Combs Ferry Rd, Winchester
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 26025528 MLS ⋅ 1,860 SqFt. ⋅ ACTIVE Status
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

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