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Tucked near the cul-de-sac on a dead-end street in the Windridge neighborhood, this 3 bedroom, 3 bath ranch offers easy access to the Bypass and Boone Ave along with a functional, spacious layout. A foyer entry opens to a formal living room featuring a wood-burning fireplace, built-in shelving, and a charming cased opening that provides sightlines into the kitchen and dining area, while a den just off the kitchen offers an additional cozy living space. The den has a full bath and could easily be used as a fourth bedroom. The kitchen includes granite countertops, white cabinetry, bar seating at the peninsula, a shared dining area, and all appliances remain. Hardwood floors span the foyer, kitchen, and dining areas, with newer carpet in the living spaces and bedrooms. Outside, enjoy a covered front porch and covered back patio with a porch swing, plus a large, multi-level fenced yard featuring a pergola-style seating area, garden space, and storage. Lovingly cared for by the same family for over 20 years, this home is ready for its next chapter.

3 Beds ⋅ 3 Baths ⋅ 25508189 MLS

Tucked near the cul-de-sac on a dead-end street in the Windridge neighborhood, this 3 bedroom, 3 bath ranch offers easy access to the Bypass and Boone Ave along with a functional, spacious layout. A foyer entry opens to a formal living room featuring a wood-burning fireplace, built-in shelving, and a charming cased opening that provides sightlines into the kitchen and dining area, while a den just off the kitchen offers an additional cozy living space. The den has a full bath and could easily be used as a fourth bedroom. The kitchen includes granite countertops, white cabinetry, bar seating at the peninsula, a shared dining area, and all appliances remain. Hardwood floors span the foyer, kitchen, and dining areas, with newer carpet in the living spaces and bedrooms. Outside, enjoy a covered front porch and covered back patio with a porch swing, plus a large, multi-level fenced yard featuring a pergola-style seating area, garden space, and storage. Lovingly cared for by the same family for over 20 years, this home is ready for its next chapter.

420 Willowbrook Rd, Winchester

$293,000

Welcome home to this adorable 2 bedroom, 1 bathroom farmhouse on 5 peaceful acres. Inside, the layout is open and inviting with LVP and hardwood flooring throughout with a tiled bath. The kitchen and family room flow together and feature beautiful exposed wood beams that are hundreds of years old and reclaimed from an old church. A wood-burning stove in the family room adds warmth and character on cozy days, and the kitchen feels straight out of an HGTV show with a new island and a layout designed for cooking, gathering, and entertaining. The bedrooms offer multiple closets, and the full bath includes a convenient laundry space. A formal living room at the front of the home provides extra flexibility for a home office or sitting area. Outside, a large multi-level deck wraps from the side of the home around to the back, creating the perfect setting for outdoor dining or quiet mornings with coffee. The 5 acre property has a large clearing behind the house, offering space for a pool, garden, or play area, while the rest of the land is wooded and gently sloped, offering privacy and a scenic backdrop. There are already two raised garden beds and a spot for a fire pit in the side yard, plus a detached garage, chicken coop, and storage shed. The HVAC system is brand new, and the roof is only two years old. This property has been well cared for and thoughtfully upgraded over the years. Come see why this farmhouse could be your perfect country retreat!

2 Beds ⋅ 1 Baths ⋅ 25503339 MLS

Welcome home to this adorable 2 bedroom, 1 bathroom farmhouse on 5 peaceful acres. Inside, the layout is open and inviting with LVP and hardwood flooring throughout with a tiled bath. The kitchen and family room flow together and feature beautiful exposed wood beams that are hundreds of years old and reclaimed from an old church. A wood-burning stove in the family room adds warmth and character on cozy days, and the kitchen feels straight out of an HGTV show with a new island and a layout designed for cooking, gathering, and entertaining. The bedrooms offer multiple closets, and the full bath includes a convenient laundry space. A formal living room at the front of the home provides extra flexibility for a home office or sitting area. Outside, a large multi-level deck wraps from the side of the home around to the back, creating the perfect setting for outdoor dining or quiet mornings with coffee. The 5 acre property has a large clearing behind the house, offering space for a pool, garden, or play area, while the rest of the land is wooded and gently sloped, offering privacy and a scenic backdrop. There are already two raised garden beds and a spot for a fire pit in the side yard, plus a detached garage, chicken coop, and storage shed. The HVAC system is brand new, and the roof is only two years old. This property has been well cared for and thoughtfully upgraded over the years. Come see why this farmhouse could be your perfect country retreat!

1508 Ford Hampton Rd, Winchester

$293,000

These acres are now available. Only minutes from the Fayette County line and minutes from Historic Downtown Winchester. The rear lot backs up to Lower Howards creek. Lots of fun on this parcel for enjoying the outdoors. And approximately 3 acres are totally wooded.

25505242 MLS

These acres are now available. Only minutes from the Fayette County line and minutes from Historic Downtown Winchester. The rear lot backs up to Lower Howards creek. Lots of fun on this parcel for enjoying the outdoors. And approximately 3 acres are totally wooded.

4728 Combs Ferry Rd, Winchester

$292,500

Beautiful Four Bedroom 2 Bathroom Ranch Home On A Finished Basement With Over 2 Acres!! Bring Your Family, Toys, Animals And Enjoy Country Living Close To Mountain Parkway And Close To Two Country Restaurants! Sellers Have Finished Basement To Add An Additional Bedroom, Bathroom And Lots Of Storage!! And Dont Miss The Large Deck With a View!

4 Beds ⋅ 2 Baths ⋅ 26008462 MLS

Beautiful Four Bedroom 2 Bathroom Ranch Home On A Finished Basement With Over 2 Acres!! Bring Your Family, Toys, Animals And Enjoy Country Living Close To Mountain Parkway And Close To Two Country Restaurants! Sellers Have Finished Basement To Add An Additional Bedroom, Bathroom And Lots Of Storage!! And Dont Miss The Large Deck With a View!

306 Trapp-Goffs Cor Rd, Winchester

$292,000

Welcome home to this meticulously maintained 4-bedroom, 2.5-bathroom residence, where classic charm meets modern luxury. From the moment you step inside, you'll be greeted by the warmth of brand-new laminate hardwood flooring that flows seamlessly throughout the entire home. The spacious split-level layout offers the perfect balance of privacy and togetherness. With four generous bedrooms, there is ample space for a home office, guest quarters, or a growing family. Step outside to your own private oasis: a sprawling, well-kept lot featuring a stunning custom gazebo, perfect for morning coffee or evening entertaining in the fresh air. Located close to the heart of downtown Winchester, you are just minutes away from the best local shopping and dining, offering the perfect blend of quiet suburban living and city convenience. This move-in-ready beauty won't last long!

4 Beds ⋅ 3 Baths ⋅ 26000341 MLS

Welcome home to this meticulously maintained 4-bedroom, 2.5-bathroom residence, where classic charm meets modern luxury. From the moment you step inside, you'll be greeted by the warmth of brand-new laminate hardwood flooring that flows seamlessly throughout the entire home. The spacious split-level layout offers the perfect balance of privacy and togetherness. With four generous bedrooms, there is ample space for a home office, guest quarters, or a growing family. Step outside to your own private oasis: a sprawling, well-kept lot featuring a stunning custom gazebo, perfect for morning coffee or evening entertaining in the fresh air. Located close to the heart of downtown Winchester, you are just minutes away from the best local shopping and dining, offering the perfect blend of quiet suburban living and city convenience. This move-in-ready beauty won't last long!

402 Mcdowell Dr, Winchester

$292,000

Welcome home to this well-maintained, one-owner split-level offering space, comfort, and endless possibilities! Featuring 4 bedrooms and 2 full baths, this home provides room for everyone. Enjoy both a spacious living room and cozy family room wih a fireplace, perfect for relaxing or entertaining. The functional floor plan offers flexibility for today's lifestyle. New carpet and fresh paint throughout the house! Don't miss this opportunity to make this cherished home your own!

4 Beds ⋅ 2 Baths ⋅ 26014681 MLS

Welcome home to this well-maintained, one-owner split-level offering space, comfort, and endless possibilities! Featuring 4 bedrooms and 2 full baths, this home provides room for everyone. Enjoy both a spacious living room and cozy family room wih a fireplace, perfect for relaxing or entertaining. The functional floor plan offers flexibility for today's lifestyle. New carpet and fresh paint throughout the house! Don't miss this opportunity to make this cherished home your own!

872 Stratton Ln, Winchester

$290,000

Historic charm with all the modern amenities! An inviting front porch and entry lead to a welcoming space warmed by refinished original hardwood floors and a new electric fireplace. Other updates include a brand-new kitchen with granite countertops and new appliances, new lighting fixtures, tile in the foyer and bathrooms, new roof, new plumbing, new electrical, new HVAC, new windows, new spray foam insulation, new vinyl siding, new trim, and fresh paint throughout. The partially finished basement features a full bath with tile shower and offers extra space for a variety of uses. Conveniently located and a short walk to vibrant downtown Winchester. Schedule your showing today!

3 Beds ⋅ 4 Baths ⋅ 25507536 MLS

Historic charm with all the modern amenities! An inviting front porch and entry lead to a welcoming space warmed by refinished original hardwood floors and a new electric fireplace. Other updates include a brand-new kitchen with granite countertops and new appliances, new lighting fixtures, tile in the foyer and bathrooms, new roof, new plumbing, new electrical, new HVAC, new windows, new spray foam insulation, new vinyl siding, new trim, and fresh paint throughout. The partially finished basement features a full bath with tile shower and offers extra space for a variety of uses. Conveniently located and a short walk to vibrant downtown Winchester. Schedule your showing today!

24 N Burns Ave, Winchester

$290,000

424 Waycross Drive offers more space than you might expect, with a layout designed to give you room to spread out and truly live. Between the finished basement and the backyard you're sure to enjoy, this home delivers flexibility for everyday life, entertaining, and everything in between. From the inviting front porch to the bright, vaulted main living area, it feels welcoming and comfortable the moment you step inside. The kitchen features ample cabinetry, stainless appliances, and a dining area that opens to sliding doors leading out to the elevated deck, perfect for morning coffee or evenings outside. Upstairs bedrooms are well sized, with the primary suite offering a private bath and a comfortable retreat at the end of the day. The finished lower level adds valuable bonus space for a second living area, home office, gym, or movie nights, along with convenient access to the garage and backyard. Set on a spacious lot in an established Winchester neighborhood close to shopping, dining, and major routes, this home offers comfort, versatility, and long-term value.

4 Beds ⋅ 3 Baths ⋅ 25508213 MLS

424 Waycross Drive offers more space than you might expect, with a layout designed to give you room to spread out and truly live. Between the finished basement and the backyard you're sure to enjoy, this home delivers flexibility for everyday life, entertaining, and everything in between. From the inviting front porch to the bright, vaulted main living area, it feels welcoming and comfortable the moment you step inside. The kitchen features ample cabinetry, stainless appliances, and a dining area that opens to sliding doors leading out to the elevated deck, perfect for morning coffee or evenings outside. Upstairs bedrooms are well sized, with the primary suite offering a private bath and a comfortable retreat at the end of the day. The finished lower level adds valuable bonus space for a second living area, home office, gym, or movie nights, along with convenient access to the garage and backyard. Set on a spacious lot in an established Winchester neighborhood close to shopping, dining, and major routes, this home offers comfort, versatility, and long-term value.

424 Waycross Dr, Winchester

$290,000

If you've been looking for an amazing "light" renovation opportunity, this is it! Over 3300 sq ft w tons of character situated on an acre of land w gorgeous mature trees. *Seller's are contributing $5,000 towards buyer's prepaids/closing costs.* Flooring, roof, HVAC heat pumps are under 6 years old. New windows & gutters installed May 2026. Under 5 minutes to 64. Don't let this one pass you by. Come check this property out for yourself!

5 Beds ⋅ 3 Baths ⋅ 26018116 MLS

If you've been looking for an amazing "light" renovation opportunity, this is it! Over 3300 sq ft w tons of character situated on an acre of land w gorgeous mature trees. *Seller's are contributing $5,000 towards buyer's prepaids/closing costs.* Flooring, roof, HVAC heat pumps are under 6 years old. New windows & gutters installed May 2026. Under 5 minutes to 64. Don't let this one pass you by. Come check this property out for yourself!

4603 Paris Rd, Winchester

$290,000

**Click on the Virtual Tour section to see the video walk through!** Discover your own slice of country paradise in southern Clark County. This 51+ acre property blends open pasture with mature woodland, offering endless possibilities—raise cattle, plant crops, keep horses, enjoy outdoor recreation, or build the homestead you've always imagined. Currently used as a private family retreat, the land already has electricity on-site and includes a cistern at an old home location, with public water available at the road. The gently rolling and hilly terrain provides beautiful views, natural seclusion, and plenty of space to explore. A gravel drive leads to a classic tobacco barn, and beyond that, the land opens into areas best navigated by 4WD—perfect for adventurers and nature lovers. Whether you're dreaming of a peaceful getaway, a working farm, or a future home, this property is full of potential. Start imagining what you could create on 51+ stunning Kentucky acres. The land is private and gated, and showings are available by appointment only. (Drone Photos on 4/2)

26006323 MLS

**Click on the Virtual Tour section to see the video walk through!** Discover your own slice of country paradise in southern Clark County. This 51+ acre property blends open pasture with mature woodland, offering endless possibilities—raise cattle, plant crops, keep horses, enjoy outdoor recreation, or build the homestead you've always imagined. Currently used as a private family retreat, the land already has electricity on-site and includes a cistern at an old home location, with public water available at the road. The gently rolling and hilly terrain provides beautiful views, natural seclusion, and plenty of space to explore. A gravel drive leads to a classic tobacco barn, and beyond that, the land opens into areas best navigated by 4WD—perfect for adventurers and nature lovers. Whether you're dreaming of a peaceful getaway, a working farm, or a future home, this property is full of potential. Start imagining what you could create on 51+ stunning Kentucky acres. The land is private and gated, and showings are available by appointment only. (Drone Photos on 4/2)

750 Providence Ln, Winchester

$290,000

The original buyer's plans changed, and their loss may be your second chance. This beautiful Winchester ranch is the kind of home buyers walk into and immediately feel good about. From the vaulted ceilings and incredibly beautiful luxury vinyl plank flooring to the updated bathrooms, well-maintained systems, epoxied garage floor, and easy one-level layout, this home is truly move-in ready and built to be enjoyed for years to come. The charm continues outside with a covered front porch, a beautiful back wood deck, a relaxing pergola area, and a nice-sized backyard with a well-maintained vegetable garden ready for its next owner to enjoy. It has that rare "cute house" feeling that is hard to fake and even harder to find. In fact, agents who showed it the first time around said it best: "Wow, that was a cute house. We really enjoyed it." Homes like this do not come around often. This one hit the market a month and a half ago, received multiple offers, and now it is unexpectedly available again. Everything about this home feels like a little fairy tale that came true. Now is your chance. Do not miss out this time. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ 26014133 MLS

The original buyer's plans changed, and their loss may be your second chance. This beautiful Winchester ranch is the kind of home buyers walk into and immediately feel good about. From the vaulted ceilings and incredibly beautiful luxury vinyl plank flooring to the updated bathrooms, well-maintained systems, epoxied garage floor, and easy one-level layout, this home is truly move-in ready and built to be enjoyed for years to come. The charm continues outside with a covered front porch, a beautiful back wood deck, a relaxing pergola area, and a nice-sized backyard with a well-maintained vegetable garden ready for its next owner to enjoy. It has that rare "cute house" feeling that is hard to fake and even harder to find. In fact, agents who showed it the first time around said it best: "Wow, that was a cute house. We really enjoyed it." Homes like this do not come around often. This one hit the market a month and a half ago, received multiple offers, and now it is unexpectedly available again. Everything about this home feels like a little fairy tale that came true. Now is your chance. Do not miss out this time. Schedule your private showing today.

110 Buckingham Ln, Winchester

$290,000

This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and potential! On a large corner lot in a cute, established neighborhood, this property features a spacious detached garage ideal for storage, hobbies, or workshop space. Inside, you'll find a functional layout with plenty of natural light and room to make it your own. The large partially unfinished basement provides endless possibilities for additional living space, recreation, storage, or future expansion. Step outside to enjoy the oversized covered patio — the perfect spot for relaxing, entertaining, or enjoying quiet evenings outdoors. Conveniently located with a welcoming neighborhood feel, this home is full of opportunity and ready for its next owner!

3 Beds ⋅ 2 Baths ⋅ 26011009 MLS

This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and potential! On a large corner lot in a cute, established neighborhood, this property features a spacious detached garage ideal for storage, hobbies, or workshop space. Inside, you'll find a functional layout with plenty of natural light and room to make it your own. The large partially unfinished basement provides endless possibilities for additional living space, recreation, storage, or future expansion. Step outside to enjoy the oversized covered patio — the perfect spot for relaxing, entertaining, or enjoying quiet evenings outdoors. Conveniently located with a welcoming neighborhood feel, this home is full of opportunity and ready for its next owner!

147 Sunset Hts, Winchester

$290,000

This beautiful 1.5-story home offers all the charm of downtown in a small town, with a library, park, and restaurants nearby. Plus, just minutes to Lexington when the city is calling your name. This home has been remodeled for modern living, featuring an open floor plan. There is plenty of room for entertaining with a beautiful, well-equipped kitchen and a large island open to both the dining space and the living room. The first floor features all the luxuries, including a primary suite with an ensuite bathroom and a large walk-in closet, a dedicated laundry/mud room, and a powder room. Upstairs, you'll find two spacious bedrooms and an additional bathroom. The entertaining doesn't have to stop inside, as there is also a covered patio and a large fenced-in backyard ready for play. There's so much to this charmer, including a covered parking spot and an unfinished basement for additional storage.

3 Beds ⋅ 3 Baths ⋅ 26004053 MLS

This beautiful 1.5-story home offers all the charm of downtown in a small town, with a library, park, and restaurants nearby. Plus, just minutes to Lexington when the city is calling your name. This home has been remodeled for modern living, featuring an open floor plan. There is plenty of room for entertaining with a beautiful, well-equipped kitchen and a large island open to both the dining space and the living room. The first floor features all the luxuries, including a primary suite with an ensuite bathroom and a large walk-in closet, a dedicated laundry/mud room, and a powder room. Upstairs, you'll find two spacious bedrooms and an additional bathroom. The entertaining doesn't have to stop inside, as there is also a covered patio and a large fenced-in backyard ready for play. There's so much to this charmer, including a covered parking spot and an unfinished basement for additional storage.

322 S Burns Ave, Winchester

$289,100

Incredible value in the highly desirable Oakmont subdivision! This completely remodeled 3 bedroom, 2.5 bath home is truly move-in ready with all new paint, flooring, and granite countertops in every bathroom and kitchen. The stylish kitchen shines with an abundance of cabinetry, updated appliances and tile backsplash, flowing into the dining area that overlooks the deck and oversized backyard—extending beyond the fenced space. Enjoy the cozy great room open to the dining area and perfect entertaining. Upstairs, the oversized primary suite boasts a large walk-in closet and updated ensuite bath, while two additional bedrooms and a full bath offer plenty of space. Conveniently located near the interstate, shopping, restaurants, schools, and entertainment, this home offers the best in both updates and location!

3 Beds ⋅ 3 Baths ⋅ 25018365 MLS

Incredible value in the highly desirable Oakmont subdivision! This completely remodeled 3 bedroom, 2.5 bath home is truly move-in ready with all new paint, flooring, and granite countertops in every bathroom and kitchen. The stylish kitchen shines with an abundance of cabinetry, updated appliances and tile backsplash, flowing into the dining area that overlooks the deck and oversized backyard—extending beyond the fenced space. Enjoy the cozy great room open to the dining area and perfect entertaining. Upstairs, the oversized primary suite boasts a large walk-in closet and updated ensuite bath, while two additional bedrooms and a full bath offer plenty of space. Conveniently located near the interstate, shopping, restaurants, schools, and entertainment, this home offers the best in both updates and location!

223 Bartram Ct, Winchester

$288,500

This charming 3-bedroom, 2-bath split level home offers the perfect blend of comfort and convenience-located just minutes from Lexington's popular Hamburg area with endless shopping, dining and entertainment options right at your fingertips! Step inside to find a beautifully updated kitchen featuring brand-new granite countertops and a stylish new island, perfect for family meals or entertaining guests. The spacious lower level provides the ideal spot to relax and enjoy Sunday football games or movie nights. Outside, you'll fall in love with the large backyard- a great space to create your very own outdoor oasis. Whether it's grilling out, gardening, or simply unwinding after a long day, this yard has the potential to be your private retreat. Don't miss this opportunity to own a home in a fantastic location that truly has it all!!

3 Beds ⋅ 2 Baths ⋅ 25504199 MLS

This charming 3-bedroom, 2-bath split level home offers the perfect blend of comfort and convenience-located just minutes from Lexington's popular Hamburg area with endless shopping, dining and entertainment options right at your fingertips! Step inside to find a beautifully updated kitchen featuring brand-new granite countertops and a stylish new island, perfect for family meals or entertaining guests. The spacious lower level provides the ideal spot to relax and enjoy Sunday football games or movie nights. Outside, you'll fall in love with the large backyard- a great space to create your very own outdoor oasis. Whether it's grilling out, gardening, or simply unwinding after a long day, this yard has the potential to be your private retreat. Don't miss this opportunity to own a home in a fantastic location that truly has it all!!

729 Wayland Dr, Winchester

$287,000

This 3 bedroom, 2.5 bath home offers an incredible chance to build equity in a fantastic Winchester location close to shopping, dining, schools, and everyday conveniences. Big-ticket updates are already handled, including a new roof (2025), new water heater (2025), HVAC replaced in 2016, and updated doors/windows (2018)—giving buyers peace of mind where it matters most. Inside, the home is priced to reflect cosmetic updates needed, including paint and flooring, making this the perfect opportunity for buyers who want to personalize a home and gain instant value rather than pay premium pricing for cosmetic finishes they may change anyway. Whether you're a first-time buyer, investor, or someone looking for a smart opportunity in a desirable neighborhood, this one is worth a look.

3 Beds ⋅ 3 Baths ⋅ 26011852 MLS

This 3 bedroom, 2.5 bath home offers an incredible chance to build equity in a fantastic Winchester location close to shopping, dining, schools, and everyday conveniences. Big-ticket updates are already handled, including a new roof (2025), new water heater (2025), HVAC replaced in 2016, and updated doors/windows (2018)—giving buyers peace of mind where it matters most. Inside, the home is priced to reflect cosmetic updates needed, including paint and flooring, making this the perfect opportunity for buyers who want to personalize a home and gain instant value rather than pay premium pricing for cosmetic finishes they may change anyway. Whether you're a first-time buyer, investor, or someone looking for a smart opportunity in a desirable neighborhood, this one is worth a look.

207 Abbeywood Dr, Winchester

$286,000

Watch the sunrise from your own Winchester oasis. This 3 bed, 2 bath ranch blends warmth and comfort with a bright, open layout filled with natural light. Step outside to a large, private backyard with healthy fruit trees, a garden, entertaining deck, and covered paver patio, perfect for morning coffee or evening unwind. Located in a great neighborhood, walkable to Kroger and just 20 minutes to Lexington, this move in ready home offers the ideal mix of space, charm, and convenience.

3 Beds ⋅ 2 Baths ⋅ 26008814 MLS

Watch the sunrise from your own Winchester oasis. This 3 bed, 2 bath ranch blends warmth and comfort with a bright, open layout filled with natural light. Step outside to a large, private backyard with healthy fruit trees, a garden, entertaining deck, and covered paver patio, perfect for morning coffee or evening unwind. Located in a great neighborhood, walkable to Kroger and just 20 minutes to Lexington, this move in ready home offers the ideal mix of space, charm, and convenience.

110 Buckingham Ln, Winchester

$285,000

Welcome to this lovely move in ready gem. Perfectly positioned just off the Winchester Bypass. Whether you are commuting or looking for quick access to local shopping and dining, this location offers the perfect balance of connectivity and suburban quiet. Step through the front door and you will love the grandeur of the two-story living room and stairway and the additional accents of the beautiful custom moldings. The seamless flow between the kitchen, dining area, and living room makes it an ideal space for hosting guests or enjoying a quiet Sunday morning. The abundant cabinetry in the kitchen means you will be hard pressed to run out of storage space. The breakfast bar is perfect for casual meals or your morning coffee. The pantry will help keep your counters clear and your essentials organized. Upstairs there are three spacious bedrooms including the primary suite that acts as your own private sanctuary that offers the comfort you deserve. Love the outdoors? This home has you covered. With a covered front patio for you to sit and greet your neighbors or the rear deck to entertain or eat your meals alfresco. Fun fact... The wrought iron decorations on the siding of the outside entryway are from the Kentucky Castle. One of the previous owners, who made all the window boxes and detailed crown moldings at this home, did some of that type of work at the Kentucky Castle. The current owner planted beautiful wildflowers on the backyard hillside for you to enjoy while looking out your rear windows or sitting on your expansive rear deck. An oversized two car garage completes this lovely home that you would be proud to call your own.

3 Beds ⋅ 3 Baths ⋅ 26005798 MLS

Welcome to this lovely move in ready gem. Perfectly positioned just off the Winchester Bypass. Whether you are commuting or looking for quick access to local shopping and dining, this location offers the perfect balance of connectivity and suburban quiet. Step through the front door and you will love the grandeur of the two-story living room and stairway and the additional accents of the beautiful custom moldings. The seamless flow between the kitchen, dining area, and living room makes it an ideal space for hosting guests or enjoying a quiet Sunday morning. The abundant cabinetry in the kitchen means you will be hard pressed to run out of storage space. The breakfast bar is perfect for casual meals or your morning coffee. The pantry will help keep your counters clear and your essentials organized. Upstairs there are three spacious bedrooms including the primary suite that acts as your own private sanctuary that offers the comfort you deserve. Love the outdoors? This home has you covered. With a covered front patio for you to sit and greet your neighbors or the rear deck to entertain or eat your meals alfresco. Fun fact... The wrought iron decorations on the siding of the outside entryway are from the Kentucky Castle. One of the previous owners, who made all the window boxes and detailed crown moldings at this home, did some of that type of work at the Kentucky Castle. The current owner planted beautiful wildflowers on the backyard hillside for you to enjoy while looking out your rear windows or sitting on your expansive rear deck. An oversized two car garage completes this lovely home that you would be proud to call your own.

192 Prescott Ln, Winchester

$285,000

Newly renovated 3 bedroom, 2 full bathroom home located close to downtown, shopping, and medical services as well as College Park which features a indoor pool, tennis, pickleball courts, and much more. Home features all new paint, flooring, updated bathrooms, updated appliances, new lighting, and much, much more. Basement has large Family Room with bar. This home is ready for all your family activities with a covered front porch, large deck and patio. You will love the chain linked fenced back yard with Storage building. Home also features a carport with storage area. Call today before it's too late.

3 Beds ⋅ 2 Baths ⋅ 25506553 MLS

Newly renovated 3 bedroom, 2 full bathroom home located close to downtown, shopping, and medical services as well as College Park which features a indoor pool, tennis, pickleball courts, and much more. Home features all new paint, flooring, updated bathrooms, updated appliances, new lighting, and much, much more. Basement has large Family Room with bar. This home is ready for all your family activities with a covered front porch, large deck and patio. You will love the chain linked fenced back yard with Storage building. Home also features a carport with storage area. Call today before it's too late.

8 Village Dr, Winchester

$285,000

Conveniently located, this charming well kept home features a functional floor plan offering space that can be tailored for those who love to entertain or the growing family. On the main level you'll find the living room, an eat in kitchen, 3 bedrooms and a full bathroom. Off of the kitchen is a large deck that's perfect for get togethers with family or friends. Downstairs has a second living area/flex space as well as an additional bedroom and bathroom. The fenced in backyard features plenty of shade and a 12'x24' storage shed. Don't miss out on this great move in ready home! Seller is offering $3,000 BUYER CREDIT!

4 Beds ⋅ 2 Baths ⋅ 26009371 MLS

Conveniently located, this charming well kept home features a functional floor plan offering space that can be tailored for those who love to entertain or the growing family. On the main level you'll find the living room, an eat in kitchen, 3 bedrooms and a full bathroom. Off of the kitchen is a large deck that's perfect for get togethers with family or friends. Downstairs has a second living area/flex space as well as an additional bedroom and bathroom. The fenced in backyard features plenty of shade and a 12'x24' storage shed. Don't miss out on this great move in ready home! Seller is offering $3,000 BUYER CREDIT!

618 Westmeade Dr, Winchester

$285,000

PRICE DROP and a MOTIVATED SELLER!! Currently priced below 2026 Clark County Department of Revenue Property Assessment valuation. Turn-key, dialed-in, and ready to impress! This Craftsman-style stunner delivers the space, flow, and finishes today's buyers are chasing. With 3 oversized bedrooms, 2.5 baths, and a fully finished walk-out basement, this home lives large and shows even better. The main level hits immediately with an open, airy layout that connects living, dining, and kitchen into one seamless entertaining hub anchored by sleek stainless steel appliances and clean, modern finishes. Upstairs, the primary suite feels like a true retreat with a full bath and walk-in closet, while two additional bedrooms, a second full bath, and a dedicated laundry room keep everyday living effortless. From top to bottom, you'll love the cohesive design; neutral tones, plush carpet, and durable hardwood-look LVP that's as stylish as it is practical. And then there's the backyard! Fully fenced, private, and backing to scenic farmland for wide-open views you rarely find. Quiet, peaceful, and a perfect place to unwind or entertain. Homes with this combination of layout, finish, and setting don't sit. Schedule your showing and bring your buyers before it's gone. Seller is related to Listing Agent.

3 Beds ⋅ 3 Baths ⋅ 26008330 MLS

PRICE DROP and a MOTIVATED SELLER!! Currently priced below 2026 Clark County Department of Revenue Property Assessment valuation. Turn-key, dialed-in, and ready to impress! This Craftsman-style stunner delivers the space, flow, and finishes today's buyers are chasing. With 3 oversized bedrooms, 2.5 baths, and a fully finished walk-out basement, this home lives large and shows even better. The main level hits immediately with an open, airy layout that connects living, dining, and kitchen into one seamless entertaining hub anchored by sleek stainless steel appliances and clean, modern finishes. Upstairs, the primary suite feels like a true retreat with a full bath and walk-in closet, while two additional bedrooms, a second full bath, and a dedicated laundry room keep everyday living effortless. From top to bottom, you'll love the cohesive design; neutral tones, plush carpet, and durable hardwood-look LVP that's as stylish as it is practical. And then there's the backyard! Fully fenced, private, and backing to scenic farmland for wide-open views you rarely find. Quiet, peaceful, and a perfect place to unwind or entertain. Homes with this combination of layout, finish, and setting don't sit. Schedule your showing and bring your buyers before it's gone. Seller is related to Listing Agent.

414 Pueblo Ct, Winchester

$285,000

Welcome home to this beautifully reimagined property in Winchester! Originally built in 1945, this 1.5-story home has been completely transformed from the ground up, offering the perfect blend of classic charm and modern peace of mind. With approximately 1,838 square feet, this home has been fully gutted to the studs and thoughtfully rebuilt—featuring all-new electrical, plumbing, HVAC system, water heater, roof, drywall, and updated electric panel. Even the appliances are brand new, giving buyers the confidence of truly move-in ready living. The inviting exterior showcases a welcoming covered front porch, perfect for relaxing evenings, while inside you'll find a fresh, clean slate ready to make your own. The unfinished basement provides excellent storage or future expansion potential and includes a convenient one-car garage. Ideally located near schools and with easy access to the interstate, this home offers both comfort and convenience. If you've been searching for a property where all the hard work has already been done—this could be the one.

5 Beds ⋅ 2 Baths ⋅ 26007906 MLS

Welcome home to this beautifully reimagined property in Winchester! Originally built in 1945, this 1.5-story home has been completely transformed from the ground up, offering the perfect blend of classic charm and modern peace of mind. With approximately 1,838 square feet, this home has been fully gutted to the studs and thoughtfully rebuilt—featuring all-new electrical, plumbing, HVAC system, water heater, roof, drywall, and updated electric panel. Even the appliances are brand new, giving buyers the confidence of truly move-in ready living. The inviting exterior showcases a welcoming covered front porch, perfect for relaxing evenings, while inside you'll find a fresh, clean slate ready to make your own. The unfinished basement provides excellent storage or future expansion potential and includes a convenient one-car garage. Ideally located near schools and with easy access to the interstate, this home offers both comfort and convenience. If you've been searching for a property where all the hard work has already been done—this could be the one.

426 E Broadway St, Winchester

$282,900

***Priced Below Recent Apraised Value*** This stunning property is ideally located and is an absolute must see! This lovely home is located on over a quarter acre lot with gorgeous farm views. Featuring an open floor plan that is perfect for entertaining, a beautiful kitchen with granite countertops, stainless appliances, and a large island. The primary suite offers a large en-suite full bath with a double bowl raised vanity. This stunning home features 3 bedrooms, 2 full baths, full walkout basement, covered front porch, spacious deck, and a large fenced yard. This property is priced to sell! Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 25501723 MLS

***Priced Below Recent Apraised Value*** This stunning property is ideally located and is an absolute must see! This lovely home is located on over a quarter acre lot with gorgeous farm views. Featuring an open floor plan that is perfect for entertaining, a beautiful kitchen with granite countertops, stainless appliances, and a large island. The primary suite offers a large en-suite full bath with a double bowl raised vanity. This stunning home features 3 bedrooms, 2 full baths, full walkout basement, covered front porch, spacious deck, and a large fenced yard. This property is priced to sell! Schedule your showing today!

165 Hilltop Dr, Winchester

$280,000

Welcome to 407 Corinne Court a beautifully maintained 3-bedroom, 2-bath all-electric home offering a perfect blend of comfort, style, and functionality. This one-level open-concept ranch sits on a crawl space foundation with a brick and vinyl exterior and features an attached two-car garage. Step inside to find fresh paint throughout, new carpet in the living room and bedrooms, and hardwood flooring complemented by tile in all wet areas. The spacious living room features a tray ceiling, while the primary suite offers its own tray ceiling, full ensuite bath, and plenty of natural light. The kitchen is sure to impress with solid surface countertops, a designer backsplash, and high-end stainless steel appliances ideal for those who love to cook and entertain. Outside, enjoy your own private oasis featuring a newer heated above-ground pool with a brand-new liner, wooden privacy fence, large back deck, and a newer hot tub perfect for relaxing or hosting family and friends. This home is absolutely pristine and ready for its next owner. Don't miss your opportunity to see this beautiful Winchester gem. Call today to schedule your private showing.

3 Beds ⋅ 2 Baths ⋅ 25503382 MLS

Welcome to 407 Corinne Court a beautifully maintained 3-bedroom, 2-bath all-electric home offering a perfect blend of comfort, style, and functionality. This one-level open-concept ranch sits on a crawl space foundation with a brick and vinyl exterior and features an attached two-car garage. Step inside to find fresh paint throughout, new carpet in the living room and bedrooms, and hardwood flooring complemented by tile in all wet areas. The spacious living room features a tray ceiling, while the primary suite offers its own tray ceiling, full ensuite bath, and plenty of natural light. The kitchen is sure to impress with solid surface countertops, a designer backsplash, and high-end stainless steel appliances ideal for those who love to cook and entertain. Outside, enjoy your own private oasis featuring a newer heated above-ground pool with a brand-new liner, wooden privacy fence, large back deck, and a newer hot tub perfect for relaxing or hosting family and friends. This home is absolutely pristine and ready for its next owner. Don't miss your opportunity to see this beautiful Winchester gem. Call today to schedule your private showing.

407 Corinne Ct, Winchester

$280,000

Outstanding opportunity for investors or owner-occupants! This beautifully updated duplex is located in Winchester's desirable Stuarts Addition and offers two spacious units, each featuring approximately 1,545 square feet with 3 bedrooms and 2 full bathrooms. Both units have been thoughtfully renovated and feature hardwood flooring throughout the main living areas with tile in the wet areas for style and durability. Major improvements include newer HVAC systems, roof, stainless steel appliances, windows, doors, vinyl siding, and fresh interior paint, providing true move-in-ready convenience and low-maintenance ownership. Ideally located within walking distance of College Park and historic downtown Winchester, this property also offers quick access to I-64, shopping, restaurants, schools, and everyday amenities. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this well-maintained duplex offers the perfect combination of modern updates, strong income potential, and an exceptional location.

6 Beds ⋅ 4 Baths ⋅ 26019498 MLS

Outstanding opportunity for investors or owner-occupants! This beautifully updated duplex is located in Winchester's desirable Stuarts Addition and offers two spacious units, each featuring approximately 1,545 square feet with 3 bedrooms and 2 full bathrooms. Both units have been thoughtfully renovated and feature hardwood flooring throughout the main living areas with tile in the wet areas for style and durability. Major improvements include newer HVAC systems, roof, stainless steel appliances, windows, doors, vinyl siding, and fresh interior paint, providing true move-in-ready convenience and low-maintenance ownership. Ideally located within walking distance of College Park and historic downtown Winchester, this property also offers quick access to I-64, shopping, restaurants, schools, and everyday amenities. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this well-maintained duplex offers the perfect combination of modern updates, strong income potential, and an exceptional location.

21 Beckner St, Winchester

$280,000

PRICE REDUCTION!!! Perfect for investment or primary residence. Welcome home to this cozy cute FOUR bedroom house with 2 full bath/ 1 half bath! Rare to find- Primary bedroom and full bath on first floor. Large living area with plenty of sunlight through insulated windows and skylights. This open floorpan also showcases a nice open staircase that overlooks the main floor. Upstairs are 3 additional bedrooms and a full bathroom. Fenced yard and covered patio to enjoy. Extra wide driveway to accommodate 2 vehicles leading to a 1-car garage. **Selling house as is but inspections are welcome

4 Beds ⋅ 3 Baths ⋅ 26004861 MLS

PRICE REDUCTION!!! Perfect for investment or primary residence. Welcome home to this cozy cute FOUR bedroom house with 2 full bath/ 1 half bath! Rare to find- Primary bedroom and full bath on first floor. Large living area with plenty of sunlight through insulated windows and skylights. This open floorpan also showcases a nice open staircase that overlooks the main floor. Upstairs are 3 additional bedrooms and a full bathroom. Fenced yard and covered patio to enjoy. Extra wide driveway to accommodate 2 vehicles leading to a 1-car garage. **Selling house as is but inspections are welcome

327 Newcastle Ln, Winchester

$278,000

Welcome to 304 Sandra Drive. This 4 bedroom, 2 bath ranch is quietly nestled within the desirable Westmeade subdivision. While location is obvious, this property features many updates that can be seen throughout. Multiple primary bedroom with on-suites, large backyard, new HVAC and water heater, including duct work, and so much more. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ 26016975 MLS

Welcome to 304 Sandra Drive. This 4 bedroom, 2 bath ranch is quietly nestled within the desirable Westmeade subdivision. While location is obvious, this property features many updates that can be seen throughout. Multiple primary bedroom with on-suites, large backyard, new HVAC and water heater, including duct work, and so much more. Schedule your showing today!

304 Sandra Dr, Winchester

$277,500

Built in 2020, this well-maintained Craftsman-style ranch offers the benefits of newer construction without the wait or added cost. Located in Winchester, KY, this home combines comfort, functionality, and convenience in one clean package. Featuring 3 bedrooms and 2 full baths, the layout is designed for everyday living with an open feel and thoughtful flow throughout. The kitchen includes stainless steel appliances, while the main living areas showcase durable laminate plank flooring with carpeted bedrooms for added comfort. Enjoy both a covered front porch and covered rear patio, perfect for relaxing and taking in the surrounding views. A 2-car garage adds additional storage and practicality. Conveniently located just minutes from downtown Winchester, shopping, restaurants, and with easy access to Hamburg in Lexington, this home offers the ideal balance of small-town living with nearby amenities.

3 Beds ⋅ 2 Baths ⋅ 26010021 MLS

Built in 2020, this well-maintained Craftsman-style ranch offers the benefits of newer construction without the wait or added cost. Located in Winchester, KY, this home combines comfort, functionality, and convenience in one clean package. Featuring 3 bedrooms and 2 full baths, the layout is designed for everyday living with an open feel and thoughtful flow throughout. The kitchen includes stainless steel appliances, while the main living areas showcase durable laminate plank flooring with carpeted bedrooms for added comfort. Enjoy both a covered front porch and covered rear patio, perfect for relaxing and taking in the surrounding views. A 2-car garage adds additional storage and practicality. Conveniently located just minutes from downtown Winchester, shopping, restaurants, and with easy access to Hamburg in Lexington, this home offers the ideal balance of small-town living with nearby amenities.

403 Pueblo Ct, Winchester

$277,000

Welcome to this quad plex income producing property. It is a large lot and the property sits back on the lot away from the road. There are 4 units, each with 3 beds and 1 bath. The whole building has a total of bedrooms of 12 beds and 4 baths. Each unit has its own kitchen. The pictures are of the only vacant unit on the bottom left. The two lower units rent for $950 and $925. The upper units rent for $800 and $875. The two upper units have had the same tenants for a number of years.

12 Beds ⋅ 4 Baths ⋅ 26000197 MLS

Welcome to this quad plex income producing property. It is a large lot and the property sits back on the lot away from the road. There are 4 units, each with 3 beds and 1 bath. The whole building has a total of bedrooms of 12 beds and 4 baths. Each unit has its own kitchen. The pictures are of the only vacant unit on the bottom left. The two lower units rent for $950 and $925. The upper units rent for $800 and $875. The two upper units have had the same tenants for a number of years.

149 Winn Ave, Winchester

$277,000

Welcome to 20 Bon Haven Avenue, a beautifully renovated 4-bedroom, 3 full bathroom home ideally located directly across from the new Legacy Grove Park in Winchester, KY. This spacious residence blends modern upgrades with timeless charm, offering the perfect retreat for families and entertainers alike. Step inside to find a bright and airy open floor plan, highlighted by brand-new plumbing and electrical systems for peace of mind. The heart of the home features a sleek, contemporary kitchen with gorgeous quartz countertops, cabinetry, and stainless steel appliances - ideal for cooking and gathering. The primary bedroom is on the first floor. With three additional bedrooms upstairs. Each of the four generously sized bedrooms provides ample space and natural light, while the three fully updated bathrooms showcase stylish fixtures and finishes. With every detail thoughtfully upgraded, this home offers move-in-ready convenience in a prime location. Enjoy the benefits of being just steps away from walking trails, playgrounds, and green space at Legacy Grove Park, while also being minutes from local shops, restaurants, and schools. Don't miss your chance to own this rare gem in one of Winchester's most desirable neighborhoods!

4 Beds ⋅ 3 Baths ⋅ 26011883 MLS

Welcome to 20 Bon Haven Avenue, a beautifully renovated 4-bedroom, 3 full bathroom home ideally located directly across from the new Legacy Grove Park in Winchester, KY. This spacious residence blends modern upgrades with timeless charm, offering the perfect retreat for families and entertainers alike. Step inside to find a bright and airy open floor plan, highlighted by brand-new plumbing and electrical systems for peace of mind. The heart of the home features a sleek, contemporary kitchen with gorgeous quartz countertops, cabinetry, and stainless steel appliances - ideal for cooking and gathering. The primary bedroom is on the first floor. With three additional bedrooms upstairs. Each of the four generously sized bedrooms provides ample space and natural light, while the three fully updated bathrooms showcase stylish fixtures and finishes. With every detail thoughtfully upgraded, this home offers move-in-ready convenience in a prime location. Enjoy the benefits of being just steps away from walking trails, playgrounds, and green space at Legacy Grove Park, while also being minutes from local shops, restaurants, and schools. Don't miss your chance to own this rare gem in one of Winchester's most desirable neighborhoods!

20 Bon Haven Ave, Winchester

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