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$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
$495,000
2 Beds ⋅ 2 Baths ⋅ 26019713 MLS
Don't miss this rare quadruplex opportunity in Winchester. Featuring four units (443, 445,447 and 449 Oxford Drive), this property is perfect for investors seeking multiple income streams in one location. Each unit offers a similar layout with approximately 1,054 ft, 2 bedrooms, and 1.5 baths. The photos shown are from one updated unit, and all units have comparable layouts—making this an ideal setup for consistent rental demand. The vacant property (449) can be viewed through scheduling via showing time and sentrikey box is on the back door, the other 3 units are occupied and can be viewed with 48 hours notice given to the tenants.

443 Oxford Unit 443,445,447,449, 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
$195,000
25000480 MLS
READY TO BUILD OR HUNT? We have the perfect spot for you! Mostly wooded 8.35 acres, tract 2B, of green, treed, Bluegrass Heaven. Close proximity to I 75 and I 64 as well as Lexington, Richmond, and Winchester. Bring your own builder or we can help you find one!

6699 Boonesboro Rd, Winchester
$355,000
3 Beds ⋅ 2 Baths ⋅ 26019263 MLS
This three bedroom home has been updated, new painting interior and exterior, new flooring, new light fixtures, new bath vanities, new granite in kitchen plus much more. Owner/Broker

11 Stoney Brook Dr Unit 1, Winchester
$315,000
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
$399,000
3 Beds ⋅ 3 Baths ⋅ 26019133 MLS
Welcome to this superbly maintained home located in one of the area's most desirable neighborhoods. Offering 11 spacious rooms, this property delivers exceptional comfort, versatility, and charm. A beautiful front wrap around covered porch creates an inviting first impression, perfect for relaxing or greeting guests. The rear of the home features a covered back porch and an adjoining open deck, ideal for outdoor dining, entertaining, or enjoying peaceful evenings. An outbuilding provides valuable additional storage or workspace. Convenience is unmatched—you're just a few minutes from shopping, restaurants, golf courses, and the bypass, making daily living effortless while still enjoying the tranquility of a well established community. This home truly has so much to offer and is a must see for buyers seeking comfort, location, and lifestyle.

322 Calmes Blvd, Winchester
$379,000
4 Beds ⋅ 2 Baths ⋅ 26017258 MLS
Classic Williamsburg inspired home with charming dormers, timeless character, and an exceptional location that's a short walk to historic downtown Winchester. This spacious 4-bedroom , 2 bath home offers a flexible floor plan with 2 main-level bedrooms and a full bath, plus two additional bedrooms and a full bath upstairs. Enjoy elegant formal living and dining rooms, a large home office, and a bright Florida room overlooking established flower gardens. The spacious eat-in kitchen features abundant cabinetry, a butler's pantry, and plenty of room for family gatherings and entertaining. Beautiful original hardwood floors flow throughout much of the home. The main level bathroom showcases distinctive brick flooring, adding unique character. Custom window treatments and ceiling fans throughout the home are included. You will love the abundant storage throughout the home! Four walk-in closets, including one oversized space that could be used as a nursery or dressing area. The unfinished basement offers endless possibilities for additional living space, a workshop, or recreation and inclues a storm shelter for added peace of mind. This home is just minutes from I-64, country clubs, schools, shopping, dining and everyday conveniences. Combining classic Williamsburg architecture, generous living spaces and original details, this is a rare opportunity to own a truly special home.

351 Boone Ave, Winchester
$64,900
26018949 MLS
One of the Few Remaining Estate Homesites in Royal Oaks Estates! An exceptional opportunity awaits to build your custom dream home in the Estate Section of Royal Oaks, one of Clark County's most established and desirable communities. Situated on 0.64 acres, 102 Royal Oak Drive offers the space, setting, and flexibility to create a home tailored to your lifestyle while enjoying the beauty and prestige of this sought-after neighborhood. Ideally located just off I-64 at Exit 96, Royal Oaks provides quick access to downtown Winchester, shopping, dining, schools, healthcare, and the rapidly expanding Clark County Industrial Park, making it an ideal location for both convenience and long-term investment. Adding to the excitement, Royal Oaks is now expanding with Deerlawn, Clark County's newest approved master-planned single-family community. Upon completion, Deerlawn will introduce 438 new single-family homes, creating one of the region's largest residential developments and further enhancing the area's growth, amenities, and long-term value. With more than $100 million in infrastructure improvements completed and the EPA Consent Decree lifted, Clark County is positioned for continued residential and economic expansion, making now an excellent time to invest in the future of this thriving community. Whether you're ready to build today or planning for tomorrow, opportunities to own an estate-sized homesite in Royal Oaks are becoming increasingly rare. Bring your builder and create the home you've always envisioned in a community where established beauty meets exciting new growth.

102 Royal Oak Dr, Winchester
$429,000
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
$3,450,000
2 Beds ⋅ 3 Baths ⋅ 26018838 MLS
Adjoining the banks of the Lower Howard's Creek in Clark County lies a very special 145.6± acre farm. With some of the oldest settlements in the county, this region near the Old Stone Church (or Old Providence Church) is immensely historic. Daniel Boone's first eleven surveys in Kentucky were conducted for the Bush family, early inhabitants of the area and farm. With gated stone entrances and rock walls, the farm was carefully developed for beauty and functionality. Atop a knoll at the heart of the farm is an 18th century cabin constructed from logs of the now functionally-extinct American Chestnut. Relocated and rebuilt here with modern systems, it serves as a warm and welcoming 2,275 sq. ft. main residence. Two stone fireplaces and tasteful décor contribute to the cabin's polished rustic charm. With an inviting front porch and screened side porch, as well as expansive stone patios and deck, the cabin offers many opportunities to enjoy bucolic views. An approximately 4,000 sq. ft. party barn or recreation building with restroom and custom moveable bar allows ample open space for gatherings. Two large garage doors open to the building while large windows allow abundant natural light. Nearby, a bent barn makes for an excellent workshop or storage facility. A third stock barn is perfect for equipment. The small cottage adds space for a guest or employee. The land is gently rolling, with large open fields and three ponds. Mature trees add to the landscape's verdancy. Over 440 acres adjoining the farm have been acquired by the Lower Howard's Creek Nature and Heritage Preserve, conserving the local ecosystem's many native plants and animals for perpetuity. The immense heritage and natural beauty of this farm will make it an enduring legacy for its next stewards.

510 612 Quisenberry Ln, Winchester
$350,000
25508602 MLS
Turn Key Ready! This well established business is equipped and ready for someone to live out their dream. All equipment stays. Two pool tables, barstools, tables, televisions, pool sticks, dartboard, and all inventory stays. HVAC unit, walk in compressors, and cooler recently replaced. Great location in historic downtown Winchester. One of the very few liquor stores in Kentucky that can serve mixed drinks and open liquor. The business has a very well established clientele. Sellers will sell their portfolio, which includes the apartment building next door for a negotiable price. It has three apartments that are currently rented.

137 E Broadway St, Winchester
$78,500
26018712 MLS
Welcome to DEERLAWN at Royal Oaks--Clark County's Newest Approved Single-Family Home Community. Now offering the first 12 fully buildable homesites in Phase One, this is your opportunity to secure one of the very first lots in what is poised to become Winchester's premier new residential community. Lot #7 is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature 438 single-family homes upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding 9,600 square feet, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off I-64 at Exit 96 and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than 20 miles from Lexington's Hamburg area, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as 80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements of approximately 1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes, creating a cohesive, attractive neighborhood designed for long-term value. With Clark County's $100+ million infrastructure improvements complete and the EPA Consent Decree lifted, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately 61 buildable lots by the end of 2026, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. Choose your homesite. Choose your builder. Build your future at Deerlawn.

241 Plantations Dr Unit LOT 7, Winchester
$78,500
26018711 MLS
**Welcome to DEERLAWN at Royal Oaks--Clark County's Newest Approved Single-Family Home Community.** Now offering the **first 12 fully buildable homesites** in **Phase One**, this is your opportunity to secure one of the very first lots in what is poised to become **Winchester's premier new residential community**. **Lot #6** is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature **438 single-family homes** upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding **9,600 square feet**, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off **I-64 at Exit 96** and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than **20 miles from Lexington's Hamburg area**, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as **80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements** of approximately **1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes**, creating a cohesive, attractive neighborhood designed for long-term value. With **Clark County's $100+ million infrastructure improvements complete** and the **EPA Consent Decree lifted**, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately **61 buildable lots by the end of 2026**, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. **Choose your homesite. Choose your builder. Build your future at Deerlawn.

239 Plantations Dr Unit LOT 6, Winchester
$78,500
26018710 MLS
**Welcome to DEERLAWN at Royal Oaks--Clark County's Newest Approved Single-Family Home Community.** Now offering the **first 12 fully buildable homesites** in **Phase One**, this is your opportunity to secure one of the very first lots in what is poised to become **Winchester's premier new residential community**. **Lot #5** is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature **438 single-family homes** upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding **9,600 square feet**, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off **I-64 at Exit 96** and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than **20 miles from Lexington's Hamburg area**, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as **80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements** of approximately **1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes**, creating a cohesive, attractive neighborhood designed for long-term value. With **Clark County's $100+ million infrastructure improvements complete** and the **EPA Consent Decree lifted**, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately **61 buildable lots by the end of 2026**, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. Choose your homesite. Choose your builder. Build your future at Deerlawn.

237 Plantations Dr Unit LOT 5, Winchester
$78,500
26018706 MLS
Welcome to DEERLAWN at Royal Oaks--Clark County's Newest Approved Single-Family Home Community. Now offering the first 12 fully buildable homesites in Phase One, this is your opportunity to secure one of the very first lots in what is poised to become Winchester's premier new residential community. Lot #3 is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature 438 single-family homes upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding 9,600 square feet, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off I-64 at Exit 96 and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than 20 miles from Lexington's Hamburg area, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as 80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements of approximately 1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes, creating a cohesive, attractive neighborhood designed for long-term value. With Clark County's $100+ million infrastructure improvements complete and the EPA Consent Decree lifted, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately 61 buildable lots by the end of 2026, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. Choose your homesite. Choose your builder. Build your future at Deerlawn.

233 Plantations Dr Unit LOT 3, Winchester
$78,500
26018705 MLS
Welcome to DEERLAWN at Royal Oaks--Clark County's Newest Approved Single-Family Home Community. Now offering the first 12 fully buildable homesites in Phase One, this is your opportunity to secure one of the very first lots in what is poised to become Winchester's premier new residential community. Lot #2 is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature 438 single-family homes upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding 9,600 square feet, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off I-64 at Exit 96 and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than 20 miles from Lexington's Hamburg area, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as 80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements of approximately 1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes, creating a cohesive, attractive neighborhood designed for long-term value. With Clark County's $100+ million infrastructure improvements complete and the EPA Consent Decree lifted, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately 61 buildable lots by the end of 2026, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. Choose your homesite. Choose your builder. Build your future at Deerlawn.

231 Plantations Dr Unit LOT 2, Winchester
$78,500
26018695 MLS
Welcome to DEERLAWN at Royal Oaks—Clark County's Newest Approved Single-Family Home Community. Now offering the first 12 fully buildable homesites in Phase One, this is your opportunity to secure one of the very first lots in what is poised to become Winchester's premier new residential community. Lot #4 is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature 438 single-family homes upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding 9,600 square feet, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off I-64 at Exit 96 and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than 20 miles from Lexington's Hamburg area, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as 80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements of approximately 1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes, creating a cohesive, attractive neighborhood designed for long-term value. With Clark County's $100+ million infrastructure improvements complete and the EPA Consent Decree lifted, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately 61 buildable lots by the end of 2026, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. Choose your homesite. Choose your builder. Build your future at Deerlawn.

235 Plantations Dr Unit LOT 4, Winchester
$78,500
26018697 MLS
**Welcome to DEERLAWN at Royal Oaks—Clark County's Newest Approved Single-Family Home Community.** Now offering the **first 12 fully buildable homesites** in **Phase One**, this is your opportunity to secure one of the very first lots in what is poised to become **Winchester's premier new residential community**. **Lot #1** is now available and ready for you to bring your own builder and create the home you've always envisioned. Deerlawn is a thoughtfully planned master-planned community that will feature **438 single-family homes** upon completion, making it one of the largest and most exciting new residential developments in Central Kentucky. Homesites are generously sized, with all lots exceeding **9,600 square feet**, providing ample space for custom homes, outdoor living, and exceptional curb appeal. Located just off **I-64 at Exit 96** and directly across from Clark County's rapidly expanding Industrial Park, Deerlawn is positioned in the heart of one of Kentucky's fastest-growing economic corridors. Less than **20 miles from Lexington's Hamburg area**, residents will enjoy convenient access to shopping, dining, healthcare, employment centers, and everything Central Kentucky has to offer while experiencing the charm and value of Winchester living. Future architectural standards are currently being finalized by the developer and are expected to include quality construction requirements such as **80% brick and/or stone exteriors, minimum roof pitch standards, and minimum heated square footage requirements** of approximately **1,600 square feet for ranch homes, 1,800 square feet for one-and-one-half story homes, and 2,100 square feet for two-story homes**, creating a cohesive, attractive neighborhood designed for long-term value. With **Clark County's $100+ million infrastructure improvements complete** and the **EPA Consent Decree lifted**, the region is experiencing unprecedented residential and commercial growth. Phase Two is already under construction, with additional phases scheduled to deliver approximately **61 buildable lots by the end of 2026**, followed by continued expansion throughout the community. Don't miss your opportunity to be among the first homeowners in one of Clark County's most anticipated new developments. **Choose your homesite. Choose your builder. Build your future at Deerlawn.

229 Plantations Dr Unit LOT 1, Winchester
$234,900
3 Beds ⋅ 2 Baths ⋅ 26018492 MLS
*NEW ROOF!* Welcome home to this well-maintained 3-bedroom, 2-bath brick ranch offering easy one-level living in a convenient location close to shopping, dining, parks, and the community pool. The spacious open family room flows into the kitchen, featuring bamboo wood flooring, a large granite island, newer stainless steel appliances, and a gas range—perfect for everyday living and entertaining. Step outside and enjoy your own Aurora above-ground pool, just in time for summer fun! The partially fenced backyard also includes an oversized storage/tool shed, providing plenty of room for hobbies and extra storage. Enjoy peace of mind with major updates, including a newer HVAC system, water heater, Window World windows (approximately 5 years old), and a new roof with a 5-year warranty. As an added bonus, the seller is offering up to a $2,500 flooring allowance with an acceptable offer. Please include the flooring allowance in any written offer. Don't miss the opportunity to make this inviting home yours!

528 Estes Dr, Winchester
$524,900
3 Beds ⋅ 3 Baths ⋅ 26018460 MLS
OK! WOW!!! Location is yes, yes, yes! This house is located in a quiet residential neighborhood and in minutes you can be at the I-64 or I-75 interstate corridors. OK enough about location. This house is pristine! The owners have improved the property with new dimensional style roof shingles in 2025 along with new gutters. They have freshly painted the interior. They have added a new refrigerator, stove, microwave and a washer and dryer. The owners have meticulously maintained this house throughout. From the entrance foyer note the gleaming wood flooring and the fresh paint on the 9' foot ceiling walls, the vaulted great room and the crown molding. The split bedroom concept is great for guests or a home office. And above the garage is a bonus room measuring 420 sq ft. Entertaining or relaxing on the covered back patio that overlooks the beautiful Kentucky Bluegrass is a must. And bonus, the property is adjacent to a church property that is mowed for a walking path. Make an appointment to see this house today, it may be your new home.

275 Runnymeade Dr, Winchester
$259,000
3 Beds ⋅ 2 Baths ⋅ 26018346 MLS
Welcome home to this beautifully renovated home in the desirable Bon Haven subdivision! From the moment you step inside, you'll appreciate the bright and inviting living room that flows seamlessly into the updated kitchen, creating a warm and functional space for everyday living. The main level features two spacious bedrooms and two full bathrooms, while the second floor offers a private third bedroom; perfect for a guest room, home office, or primary retreat. The unfinished 780-square-foot basement provides endless possibilities for additional living space, a recreation room, or extra storage. Located within walking distance of the popular Legacy Grove Park, you'll enjoy easy access to walking trails, green space, and outdoor recreation. Move-in ready and thoughtfully renovated, this home is ready for its next owner.

33 Bon-Haven Ave, Winchester
$1,950,000
26018115 MLS
Located directly across from the Clark County Hospital this 12,042 office building has been occupied by the Clark County Board of Education since 1969. There is an additional 4,092 sf building located behind the main office that has been finished with office and storage space. This incredible location could be the right site for a multi-tenant renovation, single-use office, or a new beginning.

1600 W Lexington Ave, Winchester
$259,900
3 Beds ⋅ 1 Baths ⋅ 26016881 MLS
SELLING "AS IS" Welcome to country living!! approximately 1 acre lot with 3-car garage. updates include; new basement doctor system, new range, refrigerator, dishwasher, and washer/dryer. New LVP flooring, new light fixtures inside and out. New septic system, new front storm door and new sliding glass door in dining room. New electric outlets and switch plates. New garage door on lower one car garage. New gutters. Motivated seller. Move-in condition. Schedule your viewing appointment today!!

2379 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
$309,900
5 Beds ⋅ 2 Baths ⋅ 26017629 MLS
Welcome to 128 Cherokee Drive, where space, versatility, and convenience come together! This all-brick split-foyer home offers 5 bedrooms, 2 full bathrooms, and over 2,000 square feet of comfortable living space, making it ideal for growing families, multi-generational living, or anyone needing extra room. The main level features a bright and inviting living room, while the finished lower level offers a second spacious living area—perfect for a family room, game room, home office, or guest retreat. An exterior entrance to the basement adds flexibility and convenience. Situated in an established neighborhood just minutes from shopping, dining, schools, and other everyday amenities, this home combines a desirable location with a functional layout that's ready to fit your lifestyle. Don't miss your opportunity to make this Winchester home your own! Updates include new furnace, brand new kitchen appliances and additional kitchen cabinets, additional insulation, and first floor bathroom plumbing updates.

128 Cherokee Dr, Winchester
$435,000
26002170 MLS
This versatile mixed-use property offers a rare opportunity to combine business potential with built-in residential income. Formerly operated as a neighborhood market, the commercial building spans over 3,000 square feet and is thoughtfully equipped with a full kitchen and laundry area, making it ideal for a wide range of business concepts. Whether you envision a café, restaurant, retail shop, office space, event venue, service-based business, or creative studio, the layout and infrastructure provide a flexible foundation ready to be reimagined. With strong visibility and a neighborhood presence, this property is well-positioned for an owner-operator or investor seeking adaptability and long-term value. Adding to its appeal is the separate 3-bedroom residential home located at 35 Hays, which is currently income-producing and leased through 2027. This creates an immediate revenue stream while you develop, occupy, or lease the commercial space a powerful advantage for offsetting costs or maximizing returns. Opportunities like this offering commercial flexibility, residential income, and long-term potential are increasingly rare. Whether you're expanding a business, launching something new, or investing with vision, this property delivers the space, structure, and upside to make it happen.

35-37 Hays St, Winchester
$780,000
25015685 MLS
This money making car wash has three drive in bays and one automatic wash. Included with the sale is a vibrant oil change business which occupies two bays.

126 Shoppers Dr, Winchester
$219,500
3 Beds ⋅ 2 Baths ⋅ 26017144 MLS
Welcome home to this charming 3-bedrooms, 2-bath ranch perfectly situated in the heart of Winchester! Offering the convenience of one-level living, this inviting 1200 sq ft home combines comfort, functionality, and an unbeatable location. Primary bedroom is en suite and offers plenty of closet space. Additional 2-bedrooms and 1-bath provide plenty of space. Enjoy easy access to schools, shopping, restaurants, parks, and local amenities—all just minutes from your front door. Inside, you'll find a spacious and welcoming open floor plan with comfortable living areas, generously sized bedrooms, and plenty of natural light throughout. Whether you're a first-time home buyer, looking to downsize, or searching for the perfect home, this property offers endless potential to make it your own. Don't miss this opportunity to own a well-located home that puts everything you need within reach. Seller offering $3000.00 paint and flooring allowance to buyer with accepted contract.

491 Hidden Hills Way, 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