$275,000 Welcome to 434 Paisley Court in Winchester, a newly renovated townhome offering style, comfort, and convenience. This 3-bedroom, 2.5-bath home is move-in ready with fresh updates and a clean, modern feel throughout. Inside, you'll find a bright and inviting layout featuring an eat-in kitchen, spacious bedrooms, and updated finishes that make the home feel both comfortable and contemporary. The attached garage provides added convenience and storage. Location is key, this home is just a little over 3 miles from Walmart, Lowe's, and local restaurants, offers quick access to the interstate, and is less than 30 minutes from Hamburg in Lexington. Whether you're commuting or running errands, everything you need is within easy reach. A fantastic opportunity for homeowners or investors looking for low-maintenance living in a prime location. 3 Beds ⋅ 3 Baths ⋅ 26002731 MLS Welcome to 434 Paisley Court in Winchester, a newly renovated townhome offering style, comfort, and convenience. This 3-bedroom, 2.5-bath home is move-in ready with fresh updates and a clean, modern feel throughout. Inside, you'll find a bright and inviting layout featuring an eat-in kitchen, spacious bedrooms, and updated finishes that make the home feel both comfortable and contemporary. The attached garage provides added convenience and storage. Location is key, this home is just a little over 3 miles from Walmart, Lowe's, and local restaurants, offers quick access to the interstate, and is less than 30 minutes from Hamburg in Lexington. Whether you're commuting or running errands, everything you need is within easy reach. A fantastic opportunity for homeowners or investors looking for low-maintenance living in a prime location. 434 Paisley Ct, Winchester
$275,000 Nicely updated split-level home with a large, fenced backyard, located on a quiet cul-de-sac. This energy-efficient home boasts a brand-new HVAC system, a recently replaced roof, fresh paint and stylish new LVP flooring throughout the house. The large kitchen has updated countertops and cabinets, as well as brand-new stainless steel appliances with three-year warranties. Both bathrooms have been updated with new floors and vanities and the upstairs bathroom has a double vanity and fresh new tiles. There's plenty of room in this house, with three bedrooms and the option of a fourth downstairs. And get your cars out of the rain and snow in the large double garage. Many amenities like shops and restaurants are within walking distance and Lexington's Hamburg Pavilion is only 11 miles away. This home is move-in ready! Property currently under contingency with 48-hour kick-out clause but welcomes showings. 3 Beds ⋅ 2 Baths ⋅ 26003170 MLS Nicely updated split-level home with a large, fenced backyard, located on a quiet cul-de-sac. This energy-efficient home boasts a brand-new HVAC system, a recently replaced roof, fresh paint and stylish new LVP flooring throughout the house. The large kitchen has updated countertops and cabinets, as well as brand-new stainless steel appliances with three-year warranties. Both bathrooms have been updated with new floors and vanities and the upstairs bathroom has a double vanity and fresh new tiles. There's plenty of room in this house, with three bedrooms and the option of a fourth downstairs. And get your cars out of the rain and snow in the large double garage. Many amenities like shops and restaurants are within walking distance and Lexington's Hamburg Pavilion is only 11 miles away. This home is move-in ready! Property currently under contingency with 48-hour kick-out clause but welcomes showings. 211 Lindsey Ct, Winchester
$275,000 This well-kept split-level home in the Westmeade neighborhood offers a practical layout in a location that's close to the bypass, restaurants, and shopping. Upstairs, you'll find a roomy living area with a freestanding electric fireplace, along with an open kitchen and dining space. There are also three bedrooms and a full shared bathroom on this level. Downstairs, you'll find a finished basement that works well as a family room or den, along with a half bath and laundry area. It also offers direct access to the one-car garage, which leads out to the backyard for added convenience. The home includes tile flooring in the bathrooms, laminate throughout the main living spaces, and carpet in the bedrooms and basement. The HVAC system is about four years old per the seller. Outside, there's a backyard fire pit and swing that will stay, along with an extra parking pad next to the garage. 3 Beds ⋅ 2 Baths ⋅ 26007559 MLS This well-kept split-level home in the Westmeade neighborhood offers a practical layout in a location that's close to the bypass, restaurants, and shopping. Upstairs, you'll find a roomy living area with a freestanding electric fireplace, along with an open kitchen and dining space. There are also three bedrooms and a full shared bathroom on this level. Downstairs, you'll find a finished basement that works well as a family room or den, along with a half bath and laundry area. It also offers direct access to the one-car garage, which leads out to the backyard for added convenience. The home includes tile flooring in the bathrooms, laminate throughout the main living spaces, and carpet in the bedrooms and basement. The HVAC system is about four years old per the seller. Outside, there's a backyard fire pit and swing that will stay, along with an extra parking pad next to the garage. 402 Harney Dr, Winchester
$274,900 Good things absolutely do come in affordable packages! This well maintained 3 bed 2.5 bath home on the Lexington side of Winchester has a beautiful back yard with a deck and built-in porch swing. It is privacy fenced and ready for you to enjoy, but not at the expense of access to town! With shopping right around the corner, and access to the highway not far off, this home would be great for someone who already loves Winchester, or a commuter from Lexington who is looking for more bang for their buck. This home is competitively priced per square foot and boasts a young roof, fault free systems, and easy to manage layout. The generous primary bedroom has an oversized walk in closet, and one of the additional bedrooms has a walk in closet, assuring storage is no issue. Enjoy your peace and quiet, or bring the kids and dogs- this set up is turnkey for everyone! 3 Beds ⋅ 3 Baths ⋅ 26015181 MLS Good things absolutely do come in affordable packages! This well maintained 3 bed 2.5 bath home on the Lexington side of Winchester has a beautiful back yard with a deck and built-in porch swing. It is privacy fenced and ready for you to enjoy, but not at the expense of access to town! With shopping right around the corner, and access to the highway not far off, this home would be great for someone who already loves Winchester, or a commuter from Lexington who is looking for more bang for their buck. This home is competitively priced per square foot and boasts a young roof, fault free systems, and easy to manage layout. The generous primary bedroom has an oversized walk in closet, and one of the additional bedrooms has a walk in closet, assuring storage is no issue. Enjoy your peace and quiet, or bring the kids and dogs- this set up is turnkey for everyone! 136 Sturbridge Ln, Winchester
$274,000 Welcome to 158 Cabin Creek Heights, where comfortable one-level living meets a peaceful country setting just minutes from Winchester! This 3-bedroom, 2-bath ranch offers 1,580 square feet with a functional, easy-flowing layout and plenty of natural light throughout. The spacious primary suite features a walk-in closet and private bath, while the additional bedrooms offer flexibility for guests, a home office, or growing needs. Outside, enjoy nearly half an acre with room to relax, entertain, garden, or simply take in the surrounding rural views. An attached garage adds everyday convenience, and the location offers the quiet feel of country living while keeping Winchester amenities and I-64 within easy reach. A great opportunity for buyers looking for space, simplicity, and a little breathing room! 3 Beds ⋅ 2 Baths ⋅ 26022065 MLS Welcome to 158 Cabin Creek Heights, where comfortable one-level living meets a peaceful country setting just minutes from Winchester! This 3-bedroom, 2-bath ranch offers 1,580 square feet with a functional, easy-flowing layout and plenty of natural light throughout. The spacious primary suite features a walk-in closet and private bath, while the additional bedrooms offer flexibility for guests, a home office, or growing needs. Outside, enjoy nearly half an acre with room to relax, entertain, garden, or simply take in the surrounding rural views. An attached garage adds everyday convenience, and the location offers the quiet feel of country living while keeping Winchester amenities and I-64 within easy reach. A great opportunity for buyers looking for space, simplicity, and a little breathing room! 158 Cabin Creek Hts, Winchester
$273,750 The ranch home at 116 Sturbridge Lane in Winchester, KY has 3 bedrooms, 2 full bathrooms, an eat-in kitchen, large living room, laundry room and 2 car garage. The home has been lovingly cared for and features multiple upgrades. Situated behind Lowe's, it offers easy access to dining, shopping, the by-pass, and medical & educational facilities. 3 Beds ⋅ 2 Baths ⋅ 26011782 MLS The ranch home at 116 Sturbridge Lane in Winchester, KY has 3 bedrooms, 2 full bathrooms, an eat-in kitchen, large living room, laundry room and 2 car garage. The home has been lovingly cared for and features multiple upgrades. Situated behind Lowe's, it offers easy access to dining, shopping, the by-pass, and medical & educational facilities. 116 Sturbridge Ln, Winchester
$272,500 Welcome to this delightful 1.5-story home perfectly situated on a spacious corner lot just off the Eastern Bypass and only minutes from I-64. Convenience meets comfort in this beautifully maintained property offering 3 bedrooms, 2 full baths, and an inviting layout designed for everyday living. Step inside to an open living area ideal for entertaining, a spacious kitchen and dining space, and plenty of room for family and friends to gather. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Outside, enjoy an oversized backyard complete with a charming white picket fence — perfect for children, pets, gardening, or hosting outdoor entertaining. Whether you're a first time buyer or searching for your forever home, this property offers comfort, convenience, and character all in one. Call today for more information or to schedule your private showing. Note: Offer to Purchase with Contingency and Kick-out Clause. Buyer cannot perform without the sale of current property. 3 Beds ⋅ 2 Baths ⋅ 26011465 MLS Welcome to this delightful 1.5-story home perfectly situated on a spacious corner lot just off the Eastern Bypass and only minutes from I-64. Convenience meets comfort in this beautifully maintained property offering 3 bedrooms, 2 full baths, and an inviting layout designed for everyday living. Step inside to an open living area ideal for entertaining, a spacious kitchen and dining space, and plenty of room for family and friends to gather. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Outside, enjoy an oversized backyard complete with a charming white picket fence — perfect for children, pets, gardening, or hosting outdoor entertaining. Whether you're a first time buyer or searching for your forever home, this property offers comfort, convenience, and character all in one. Call today for more information or to schedule your private showing. Note: Offer to Purchase with Contingency and Kick-out Clause. Buyer cannot perform without the sale of current property. 137 Eastridge Dr, Winchester
$271,500 This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced all carpet. The interior of the house has been painted throughout including the garage. The house features a large open great room with a wood burning fireplace. Lots to like about this house; make an appointment today; it could be your new HOME! 3 Beds ⋅ 3 Baths ⋅ 26022702 MLS This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced all carpet. The interior of the house has been painted throughout including the garage. The house features a large open great room with a wood burning fireplace. Lots to like about this house; make an appointment today; it could be your new HOME! 304 Newcastle Ln, Winchester
$271,000 This full brick ranch style house is located on 5.7 acres of Kentucky Bluegrass in Clark County. The cleared land on the property is approximately 3/4 acre and the remaining acres are all wooded. The interior has 3 bedrooms and one full bath. There is an addition of a den, dining area and a rear deck. The den features a full masonry fireplace. The barn is great place for storage or a workshop. Much to like about this property, make an appointment today. The property is an estate sell and is being sold "as is". 3 Beds ⋅ 1 Baths ⋅ 26001069 MLS This full brick ranch style house is located on 5.7 acres of Kentucky Bluegrass in Clark County. The cleared land on the property is approximately 3/4 acre and the remaining acres are all wooded. The interior has 3 bedrooms and one full bath. There is an addition of a den, dining area and a rear deck. The den features a full masonry fireplace. The barn is great place for storage or a workshop. Much to like about this property, make an appointment today. The property is an estate sell and is being sold "as is". 4180 Bybee Rd, Winchester
$270,000 This cute 3 bedroom and 2 bath home is waiting for you in the quiet neighborhood of Holiday Hills. You will enjoy the convenience to all the things Winchester has to offer as well as easy access to I64 for commuting to Mount Sterling and Lexington. The inside is waiting for you to add your personal touches and the yard is only waiting for those pets or kids to come play. The easy maintenance and minimal updates needed make this a great first time buyer house. Call or text for any questions. Set your showing up today. 3 Beds ⋅ 2 Baths ⋅ 25503270 MLS This cute 3 bedroom and 2 bath home is waiting for you in the quiet neighborhood of Holiday Hills. You will enjoy the convenience to all the things Winchester has to offer as well as easy access to I64 for commuting to Mount Sterling and Lexington. The inside is waiting for you to add your personal touches and the yard is only waiting for those pets or kids to come play. The easy maintenance and minimal updates needed make this a great first time buyer house. Call or text for any questions. Set your showing up today. 102 Ashley Dr, Winchester
$270,000 Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester periodically offers numerous building and business grants to kick start your new business. Check out winchesterfirst.org. Owner is the agent. Property Highlights: - Located across from the Court House - Live upstairs and work downstairs - Parking - Opportunity Zone From South Main Street, building is directly across from the Court House. http://winchesterfirst.org - Grant Opportunities 24016294 MLS Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester periodically offers numerous building and business grants to kick start your new business. Check out winchesterfirst.org. Owner is the agent. Property Highlights: - Located across from the Court House - Live upstairs and work downstairs - Parking - Opportunity Zone From South Main Street, building is directly across from the Court House. http://winchesterfirst.org - Grant Opportunities 27-29 S Main St, Winchester
$269,000 Welcome to 916 Stratton Lane, a beautifully updated 3 bedroom, 2 bath home offering 1,400 square feet of comfortable living space in the highly desired Westmeade area. This charming brick home features a warm and inviting interior with stylish updates throughout. The spacious living room showcases rich dark flooring, a stunning stone fireplace, and abundant natural light, creating the perfect space to relax or entertain. The kitchen offers white cabinetry, stainless appliances, and a functional layout that flows seamlessly into the dining area. Sliding doors provide easy access to the backyard, making indoor-outdoor living easy and convenient. The primary suite features its own private en-suite bathroom and a large walk-in closet, providing the comfort and space you've been looking for. Two additional bedrooms are generously sized with great closet space. You'll also appreciate the oversized 2 car attached garage, offering extra room for storage, hobbies, or workspace. Location is key with this home, just 5 minutes from the interstate, 15 minutes to Hamburg, and 20 minutes to Mount Sterling, giving you quick access to shopping, dining, and commuting routes while still enjoying a well-established neighborhood setting. Move-in ready and beautifully maintained, this home is ready for its next chapter. 3 Beds ⋅ 2 Baths ⋅ 26003907 MLS Welcome to 916 Stratton Lane, a beautifully updated 3 bedroom, 2 bath home offering 1,400 square feet of comfortable living space in the highly desired Westmeade area. This charming brick home features a warm and inviting interior with stylish updates throughout. The spacious living room showcases rich dark flooring, a stunning stone fireplace, and abundant natural light, creating the perfect space to relax or entertain. The kitchen offers white cabinetry, stainless appliances, and a functional layout that flows seamlessly into the dining area. Sliding doors provide easy access to the backyard, making indoor-outdoor living easy and convenient. The primary suite features its own private en-suite bathroom and a large walk-in closet, providing the comfort and space you've been looking for. Two additional bedrooms are generously sized with great closet space. You'll also appreciate the oversized 2 car attached garage, offering extra room for storage, hobbies, or workspace. Location is key with this home, just 5 minutes from the interstate, 15 minutes to Hamburg, and 20 minutes to Mount Sterling, giving you quick access to shopping, dining, and commuting routes while still enjoying a well-established neighborhood setting. Move-in ready and beautifully maintained, this home is ready for its next chapter. 916 Stratton Ln, Winchester
$268,000 Spacious and well - maintained 4 bedroom home featuring 2 full bathrooms, one half bath which is ready to be upgraded with the addition of a shower to function as an additional full bathroom. This home offers a comfortable layout with replacement windows, a cozy wood burning fireplace and updated stainless steel appliances incuding the range, refrigerator, dishwasher and microwave. Enjoy outdoor living on the rear covered deck overlooking the well - tended backyard. A drain system efficiently carries water to the end of the property for added peace of mind. With thoughtful updates and solid upkeep throughout, this property is move-in ready and is full of charm 4 Beds ⋅ 3 Baths ⋅ 26011798 MLS Spacious and well - maintained 4 bedroom home featuring 2 full bathrooms, one half bath which is ready to be upgraded with the addition of a shower to function as an additional full bathroom. This home offers a comfortable layout with replacement windows, a cozy wood burning fireplace and updated stainless steel appliances incuding the range, refrigerator, dishwasher and microwave. Enjoy outdoor living on the rear covered deck overlooking the well - tended backyard. A drain system efficiently carries water to the end of the property for added peace of mind. With thoughtful updates and solid upkeep throughout, this property is move-in ready and is full of charm 311 Geronimo Ct, Winchester
$267,000 Don't miss this fantastic property located in the heart of Downtown Winchester. There's a great opportunity to use this property for house hacking -- leverage your money by living in one unit and renting out the other! Home could easily be converted into an expansive single-family home with all the charm and space you've been dreaming of. Currently there is a downstairs unit with 5 bedrooms and 2 full bathrooms, and its currently leased for $1,495 a month. The upstairs unit boasts 3 bedrooms and 1 full bathroom, and it's move-in ready. This property is nicely updated with low-maintenance flooring running throughout both units. You won't want to miss taking a look at this property today. 8 Beds ⋅ 3 Baths ⋅ 25508390 MLS Don't miss this fantastic property located in the heart of Downtown Winchester. There's a great opportunity to use this property for house hacking -- leverage your money by living in one unit and renting out the other! Home could easily be converted into an expansive single-family home with all the charm and space you've been dreaming of. Currently there is a downstairs unit with 5 bedrooms and 2 full bathrooms, and its currently leased for $1,495 a month. The upstairs unit boasts 3 bedrooms and 1 full bathroom, and it's move-in ready. This property is nicely updated with low-maintenance flooring running throughout both units. You won't want to miss taking a look at this property today. 146 W Lexington Ave, Winchester
$265,000 beautiful sp[lit foyer 3 Beds ⋅ 2 Baths ⋅ 26006579 MLS beautiful sp[lit foyer 724 Terry Dr, Winchester
$265,000 This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics for AT&T and internet 3 Beds ⋅ 2 Baths ⋅ 25505330 MLS This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics for AT&T and internet 404 Wellington Way, Winchester
$265,000 Your search is over with this hard to find 3 bedroom 2 bathroom ranch located close to town, College Park and featured a nice fenced level yard. Your will love the cathedral ceiling in the Great Room and Kitchen as well as the above ground pool with a new liner ready to be installed. You will love the oversized rear deck which will be great for entertaining. A covered front porch as well as storage sheds complete the package. Call today for your showing! 3 Beds ⋅ 2 Baths ⋅ 26000061 MLS Your search is over with this hard to find 3 bedroom 2 bathroom ranch located close to town, College Park and featured a nice fenced level yard. Your will love the cathedral ceiling in the Great Room and Kitchen as well as the above ground pool with a new liner ready to be installed. You will love the oversized rear deck which will be great for entertaining. A covered front porch as well as storage sheds complete the package. Call today for your showing! 120 Sunset Hts, Winchester
$265,000 You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive. 3 Beds ⋅ 2 Baths ⋅ 26004523 MLS You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive. 2225 Old Boonesboro Rd, Winchester
$265,000 Here's that hard to find RANCH with a full unfinished basement. Needs a little TLC. Just under 2,000 square feet of living space on the first floor. The basement with a one car garage is about the same. The home has 4 bedrooms and 2 full bathrooms on the first level. It also has a half bath in with the laundry in the basement. Kitchen and 2 full bathrooms have been updated. The windows have been replaced with tilt-in windows, deck and roof have been replaced in last several years. Newer landscaping--but sellers do not know when. Home is an estate and is being sold "AS IS." 4 Beds ⋅ 3 Baths ⋅ 25503032 MLS Here's that hard to find RANCH with a full unfinished basement. Needs a little TLC. Just under 2,000 square feet of living space on the first floor. The basement with a one car garage is about the same. The home has 4 bedrooms and 2 full bathrooms on the first level. It also has a half bath in with the laundry in the basement. Kitchen and 2 full bathrooms have been updated. The windows have been replaced with tilt-in windows, deck and roof have been replaced in last several years. Newer landscaping--but sellers do not know when. Home is an estate and is being sold "AS IS." 130 Village Ct, Winchester
$265,000 Immaculately maintained and move-in ready! This 3-bedroom, 2-bath home is tucked along a cul-de-sac street and offers a spacious living room with vaulted ceiling, light-filled sunroom, well-kept kitchen with stainless appliances, and both bathrooms updated within the last four years. Enjoy even more living space outdoors on the covered, screened back deck overlooking the backyard. Conveniently located near shopping, restaurants and I-64 for an easy commute to Lexington. 3 Beds ⋅ 2 Baths ⋅ 26023105 MLS Immaculately maintained and move-in ready! This 3-bedroom, 2-bath home is tucked along a cul-de-sac street and offers a spacious living room with vaulted ceiling, light-filled sunroom, well-kept kitchen with stainless appliances, and both bathrooms updated within the last four years. Enjoy even more living space outdoors on the covered, screened back deck overlooking the backyard. Conveniently located near shopping, restaurants and I-64 for an easy commute to Lexington. 204 Lindsey Ct, Winchester
$265,000 Country Meets Cozy. This beautiful 3 bedroom 2 bath home is sitting on over an acre of land in central Clark County. The roof is only 1year and 8 months old. HVAC and water heater are only 7 years old. The property is just minutes from the Mountain Parkway, Mount Sterling, Winchester, Natural Bridge, and the Red River Gorge. The wooded area behind the home is abundant with wildlife such as deer and turkey. Schedule a tour before this one is gone. 3 Beds ⋅ 2 Baths ⋅ 26004071 MLS Country Meets Cozy. This beautiful 3 bedroom 2 bath home is sitting on over an acre of land in central Clark County. The roof is only 1year and 8 months old. HVAC and water heater are only 7 years old. The property is just minutes from the Mountain Parkway, Mount Sterling, Winchester, Natural Bridge, and the Red River Gorge. The wooded area behind the home is abundant with wildlife such as deer and turkey. Schedule a tour before this one is gone. 543 Cunningham Ln, Winchester
$265,000 Welcome home to this beautifully maintained 3 bedroom, 2 bath home offering comfort, style and fantastic outdoor living! The spacious two-car garage provides plenty of room for parking and storage, while the fully fenced backyard with a new privacy fence creates the perfect space to relax or entertain. Step outside to enjoy the inviting covered outdoor entertaining area, complete with lighting and a small refrigerator-ideal for grilling, hosting friends, or enjoying quiet evenings at home. You'll also appreciate the screened-in back patio, offering a peaceful place to unwind while overlooking the beautifully landscaped yard. The property features mature fruit trees, including a peach and apple trees, adding both charm and seasonal enjoyment. With attractive landscaping surrounding the home and thoughtful outdoor amenities, this property is ready for you to move-in and enjoy. Don't miss the opportunity to make this wonderful home yours! 3 Beds ⋅ 2 Baths ⋅ 26019259 MLS Welcome home to this beautifully maintained 3 bedroom, 2 bath home offering comfort, style and fantastic outdoor living! The spacious two-car garage provides plenty of room for parking and storage, while the fully fenced backyard with a new privacy fence creates the perfect space to relax or entertain. Step outside to enjoy the inviting covered outdoor entertaining area, complete with lighting and a small refrigerator-ideal for grilling, hosting friends, or enjoying quiet evenings at home. You'll also appreciate the screened-in back patio, offering a peaceful place to unwind while overlooking the beautifully landscaped yard. The property features mature fruit trees, including a peach and apple trees, adding both charm and seasonal enjoyment. With attractive landscaping surrounding the home and thoughtful outdoor amenities, this property is ready for you to move-in and enjoy. Don't miss the opportunity to make this wonderful home yours! 316 Buffalo Trce, Winchester
$264,000 Welcome home to this cozy 3-bedroom, 2-bath property located in the heart of Winchester, KY, just minutes from the Winchester Bypass for quick and easy commuting. Priced at $270,000, this home offers exceptional value in a highly walkable and convenient neighborhood. The thoughtful layout includes a versatile lower-level den paired with a full second bathroom, creating the perfect opportunity for a second living space, guest suite, home office, or multi-generational setup. The main level flows easily into comfortable living areas, with updated finishes in the full bath, adding a modern touch buyers will appreciate. Outdoor living is just as appealing located on a cul-de-sac & delivering a fully fenced backyard...ideal for pets, play, entertaining, or simply enjoying private outdoor space. The attached garage is generously sized, offering not only parking but also excellent storage capacity. Located in a desirable, walkable area close to shopping, dining, schools, and commuter routes to Lexington or Richmond, this home blends comfort, convenience, and functionality in one compelling package. A rare find at this price point in Winchester...don't miss the opportunity to make it yours. 3 Beds ⋅ 2 Baths ⋅ 26009068 MLS Welcome home to this cozy 3-bedroom, 2-bath property located in the heart of Winchester, KY, just minutes from the Winchester Bypass for quick and easy commuting. Priced at $270,000, this home offers exceptional value in a highly walkable and convenient neighborhood. The thoughtful layout includes a versatile lower-level den paired with a full second bathroom, creating the perfect opportunity for a second living space, guest suite, home office, or multi-generational setup. The main level flows easily into comfortable living areas, with updated finishes in the full bath, adding a modern touch buyers will appreciate. Outdoor living is just as appealing located on a cul-de-sac & delivering a fully fenced backyard...ideal for pets, play, entertaining, or simply enjoying private outdoor space. The attached garage is generously sized, offering not only parking but also excellent storage capacity. Located in a desirable, walkable area close to shopping, dining, schools, and commuter routes to Lexington or Richmond, this home blends comfort, convenience, and functionality in one compelling package. A rare find at this price point in Winchester...don't miss the opportunity to make it yours. 720 Terry Dr, Winchester
$263,500 Great flloor plan -- great location -- GREAT price! Nice open space on the first level with fully-equipped kitchen and dining area and a very generously-sized family room. Backs up to Ecton Road so you are not looking at the back of another house. Primary bedroom and laundry upstairs with two other bedrooms. All three bedrooms have walk-in closets! The storage building conveys. This home is less than five minutes from I-64, less than ten minutes to WalMart, Kroger, Lowe's and a host of restaurants and specialty shops on the Winchester Bypass. Approximately twenty minutes from Hamburg area of Lexington. Call today to make an appointment to see this lovely home. 3 Beds ⋅ 3 Baths ⋅ 25505927 MLS Great flloor plan -- great location -- GREAT price! Nice open space on the first level with fully-equipped kitchen and dining area and a very generously-sized family room. Backs up to Ecton Road so you are not looking at the back of another house. Primary bedroom and laundry upstairs with two other bedrooms. All three bedrooms have walk-in closets! The storage building conveys. This home is less than five minutes from I-64, less than ten minutes to WalMart, Kroger, Lowe's and a host of restaurants and specialty shops on the Winchester Bypass. Approximately twenty minutes from Hamburg area of Lexington. Call today to make an appointment to see this lovely home. 222 Bracken Ct, Winchester
$263,000 Welcome home to easy, one-level living in this inviting 3-bedroom, 2-bath ranch! From the moment you step inside, the foyer opens to a spacious living room with a vaulted ceiling, creating a bright and open feel. The desirable split-bedroom layout offers privacy, with the primary suite tucked away on one side of the home featuring a large walk-in closet and full bath. Two additional bedrooms and a second full bath are located on the opposite side, making the floor plan both functional and comfortable. The spacious eat-in kitchen provides plenty of room for gathering and opens to a screened-in patio, the perfect spot for morning coffee, relaxing evenings, or enjoying the backyard view. Outside, the large backyard offers room to garden, play, or entertain, plus a unique two-level storage shed for extra space and organization. Conveniently located near restaurants, shopping, and everyday amenities. Home being sold AS-IS. Inspections welcome. 3 Beds ⋅ 2 Baths ⋅ 26009383 MLS Welcome home to easy, one-level living in this inviting 3-bedroom, 2-bath ranch! From the moment you step inside, the foyer opens to a spacious living room with a vaulted ceiling, creating a bright and open feel. The desirable split-bedroom layout offers privacy, with the primary suite tucked away on one side of the home featuring a large walk-in closet and full bath. Two additional bedrooms and a second full bath are located on the opposite side, making the floor plan both functional and comfortable. The spacious eat-in kitchen provides plenty of room for gathering and opens to a screened-in patio, the perfect spot for morning coffee, relaxing evenings, or enjoying the backyard view. Outside, the large backyard offers room to garden, play, or entertain, plus a unique two-level storage shed for extra space and organization. Conveniently located near restaurants, shopping, and everyday amenities. Home being sold AS-IS. Inspections welcome. 164 Buckingham Ln, Winchester
$262,500 Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated vanities, faucets, hardware, and ceiling fans in every bedroom. The spacious primary suite offers the privacy buyers want, complete with an ensuite bath and walk-in closet. Outside, the fenced backyard is perfect for pets, play, or entertaining. A one-car garage adds to the practicality that today's buyers are seeking. With fresh updates in every room and large windows for lots of light, this cozy home is truly move-in ready. 3 Beds ⋅ 2 Baths ⋅ 25506265 MLS Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated vanities, faucets, hardware, and ceiling fans in every bedroom. The spacious primary suite offers the privacy buyers want, complete with an ensuite bath and walk-in closet. Outside, the fenced backyard is perfect for pets, play, or entertaining. A one-car garage adds to the practicality that today's buyers are seeking. With fresh updates in every room and large windows for lots of light, this cozy home is truly move-in ready. 410 Wellington Way, Winchester
$262,500 ***Contract accepted with 48 hour kick out** Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the covered front porch, the perfect spot for rocking chairs and morning coffee, or from the large back deck, ideal for entertaining, cookouts, or quiet evenings overlooking your land. Practical features include a 1-car attached garage for everyday convenience and a 2-car detached garage, providing plenty of space for storage, a workshop, or hobbies. Outside is where this property truly shines. With 10 rolling acres, you'll have room to roam, garden, raise animals, or simply soak in the wide-open skies. Imagine watching wildlife wander across your land or ending the day with a peaceful sunset over the trees. Tucked away yet conveniently close to Winchester and just a short drive to Lexington, this property is the perfect blend of seclusion and accessibility. Whether you're dreaming of a small homestead, weekend getaway, or just a quieter way of life, this home is ready for you! 2 Beds ⋅ 1 Baths ⋅ 26000601 MLS ***Contract accepted with 48 hour kick out** Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the covered front porch, the perfect spot for rocking chairs and morning coffee, or from the large back deck, ideal for entertaining, cookouts, or quiet evenings overlooking your land. Practical features include a 1-car attached garage for everyday convenience and a 2-car detached garage, providing plenty of space for storage, a workshop, or hobbies. Outside is where this property truly shines. With 10 rolling acres, you'll have room to roam, garden, raise animals, or simply soak in the wide-open skies. Imagine watching wildlife wander across your land or ending the day with a peaceful sunset over the trees. Tucked away yet conveniently close to Winchester and just a short drive to Lexington, this property is the perfect blend of seclusion and accessibility. Whether you're dreaming of a small homestead, weekend getaway, or just a quieter way of life, this home is ready for you! 398 Pine Ridge Rd, Winchester
$261,000 Completely renovated and move-in ready! This 3-bedroom, 2-bath home offers 1,234 sq. ft. of stylish living with beautiful hardwood floors, fresh finishes, and a bright open layout. The vaulted ceiling in the main living area adds space and light, while the updated kitchen features modern cabinetry and new appliances. Both bathrooms have been tastefully redone, and every detail reflects quality craftsmanship. Enjoy a comfortable backyard, convenient location, and true turnkey condition - perfect for first-time buyers or anyone seeking a low-maintenance home that feels brand new. 3 Beds ⋅ 2 Baths ⋅ 25505013 MLS Completely renovated and move-in ready! This 3-bedroom, 2-bath home offers 1,234 sq. ft. of stylish living with beautiful hardwood floors, fresh finishes, and a bright open layout. The vaulted ceiling in the main living area adds space and light, while the updated kitchen features modern cabinetry and new appliances. Both bathrooms have been tastefully redone, and every detail reflects quality craftsmanship. Enjoy a comfortable backyard, convenient location, and true turnkey condition - perfect for first-time buyers or anyone seeking a low-maintenance home that feels brand new. 433 Wellington Way, Winchester
$260,000 Excellent opportunity to own a piece of Winchester history with this expansive three-story brick commercial building located on Broadway Street, just minutes from downtown Winchester, Main Street, and I-64. Offering approximately 15,600 square feet, this property provides a unique combination of retail, office, and warehouse potential ideal for business owners, investors, or redevelopment projects. The main level features bright storefront windows, updated flooring, and multiple open office or retail areas. Flexible layout allows for a showroom, studio, or professional office configuration. The rear section of the main level includes high ceilings, exposed brick, and concrete flooring—ideal for storage, light industrial, or workshop use. The upper floors offer additional rooms suitable for offices, creative studios, or future residential conversion (subject to zoning approval). The building's solid brick construction and historic façade give it strong curb appeal and timeless character. Additional features include, gated side parking area, multiple entry points, and convenient street access. The property is currently zoned B4 for Parking lot and B1 for building, allowing a wide range of commercial or mixed-use applications. Located beside active rail and within a growing business corridor, this property benefits from steady traffic exposure and features two existing billboard structures providing potential passive income. Surrounded by small businesses, restaurants, and service providers, this site offers exceptional visibility and accessibility for both customers and deliveries. Whether you're seeking a retail storefront with warehouse space, a creative mixed-use redevelopment, or an investment property with rental potential, this location offers endless opportunity in the heart of Winchester. 25504133 MLS Excellent opportunity to own a piece of Winchester history with this expansive three-story brick commercial building located on Broadway Street, just minutes from downtown Winchester, Main Street, and I-64. Offering approximately 15,600 square feet, this property provides a unique combination of retail, office, and warehouse potential ideal for business owners, investors, or redevelopment projects. The main level features bright storefront windows, updated flooring, and multiple open office or retail areas. Flexible layout allows for a showroom, studio, or professional office configuration. The rear section of the main level includes high ceilings, exposed brick, and concrete flooring—ideal for storage, light industrial, or workshop use. The upper floors offer additional rooms suitable for offices, creative studios, or future residential conversion (subject to zoning approval). The building's solid brick construction and historic façade give it strong curb appeal and timeless character. Additional features include, gated side parking area, multiple entry points, and convenient street access. The property is currently zoned B4 for Parking lot and B1 for building, allowing a wide range of commercial or mixed-use applications. Located beside active rail and within a growing business corridor, this property benefits from steady traffic exposure and features two existing billboard structures providing potential passive income. Surrounded by small businesses, restaurants, and service providers, this site offers exceptional visibility and accessibility for both customers and deliveries. Whether you're seeking a retail storefront with warehouse space, a creative mixed-use redevelopment, or an investment property with rental potential, this location offers endless opportunity in the heart of Winchester. 139 143 E Broadway St, Winchester