Greaterlexingtonrealestate.com Search Results

The perfect home for you and your family just hit the market just in time for the holidays. Spacious 4 bedroom, 2.5 bath home, fully furnished , hvac replaced in 2024 convenient to down town, I-64 and the Winchester bypass. You will love the fenced in back yard and game room. Plenty of space for the whole family. With the fenced in back yard and city park right across the street it is perfect for a family that has children or pets. With a quick close you can be eating your Thanksgiving dinner in your new house. AGENT OWNER

4 Beds ⋅ 3 Baths ⋅ 26028973 MLS ⋅ 1,967 SqFt. ⋅ PENDING Status

The perfect home for you and your family just hit the market just in time for the holidays. Spacious 4 bedroom, 2.5 bath home, fully furnished , hvac replaced in 2024 convenient to down town, I-64 and the Winchester bypass. You will love the fenced in back yard and game room. Plenty of space for the whole family. With the fenced in back yard and city park right across the street it is perfect for a family that has children or pets. With a quick close you can be eating your Thanksgiving dinner in your new house. AGENT OWNER

127 Lindberg Ave, Winchester

$439,900

Welcome to 119 Winterberry Court! Offered at $439,900, this beautiful all-brick home is situated on a spacious corner lot and offers 3 bedrooms, 2 full bathrooms, and 2,276 square feet of living space, including the finished sunroom! Step inside to find beautiful hardwood flooring, an inviting open-concept living area, and a spacious kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a large island perfect for entertaining. The primary suite offers a tray ceiling and a beautifully remodeled bathroom complete with a custom tiled walk-in shower, double vanity, and generous closet space. One of the home's standout features is the finished sunroom, complete with its own mini-split heating and cooling system, providing a comfortable space to enjoy year-round! Outside, you'll find a fenced backyard, patio area, mature landscaping, and a two-car attached garage. This home has seen numerous improvements since 2019, including a new roof, replacement of all windows, two new garage doors and openers, remodeled bathrooms, a new fence, and 6-inch gutters. Additional improvements include professional crawlspace encapsulation in 2025 (see listing attachments for full details) and a brand-new HVAC system installed in 2026! Conveniently located less than half a mile from the interstate and approximately 20 minutes from both Hamburg and Paris, this home offers the perfect combination of space, updates, and accessibility. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26028916 MLS ⋅ 2,276 SqFt. ⋅ PENDING Status

Welcome to 119 Winterberry Court! Offered at $439,900, this beautiful all-brick home is situated on a spacious corner lot and offers 3 bedrooms, 2 full bathrooms, and 2,276 square feet of living space, including the finished sunroom! Step inside to find beautiful hardwood flooring, an inviting open-concept living area, and a spacious kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a large island perfect for entertaining. The primary suite offers a tray ceiling and a beautifully remodeled bathroom complete with a custom tiled walk-in shower, double vanity, and generous closet space. One of the home's standout features is the finished sunroom, complete with its own mini-split heating and cooling system, providing a comfortable space to enjoy year-round! Outside, you'll find a fenced backyard, patio area, mature landscaping, and a two-car attached garage. This home has seen numerous improvements since 2019, including a new roof, replacement of all windows, two new garage doors and openers, remodeled bathrooms, a new fence, and 6-inch gutters. Additional improvements include professional crawlspace encapsulation in 2025 (see listing attachments for full details) and a brand-new HVAC system installed in 2026! Conveniently located less than half a mile from the interstate and approximately 20 minutes from both Hamburg and Paris, this home offers the perfect combination of space, updates, and accessibility. Schedule your private showing today!

119 Winterberry Cir, Winchester

$69,000

House on 2.67 acres on Pilot View Rd. Home has been vacant for close to 10 years and is currently uninhabitable.

2 Beds ⋅ 1 Baths ⋅ 26028739 MLS ⋅ 1,164 SqFt. ⋅ PENDING Status

House on 2.67 acres on Pilot View Rd. Home has been vacant for close to 10 years and is currently uninhabitable.

1704 Pilot View Rd, Winchester

$434,000

This charming 3-bedroom, 2-bath home in the desirable Mallard Place subdivision has been lovingly maintained and is ready for your personal touch. A few cosmetic updates will make this one truly shine, but the big ticket items have already been handled: 4 year old roof, new hot water heater and a geothermal heating and cooling system that keeps monthly utility costs remarkably low. Relax year-round in the bright patio room overlooking the nice backyard, perfect for morning coffee or evening gatherings. The full unfinished walk-out basement offers endless possibilities for future living space, recreation or storage. Don't miss the opportunity to add your style to a solid, well-cared-for home. Conveniently located near Colby Road and McClure Road with easy access to Winchester amenities. This is a must see!

3 Beds ⋅ 2 Baths ⋅ 26028699 MLS ⋅ 1,928 SqFt. ⋅ PENDING Status

This charming 3-bedroom, 2-bath home in the desirable Mallard Place subdivision has been lovingly maintained and is ready for your personal touch. A few cosmetic updates will make this one truly shine, but the big ticket items have already been handled: 4 year old roof, new hot water heater and a geothermal heating and cooling system that keeps monthly utility costs remarkably low. Relax year-round in the bright patio room overlooking the nice backyard, perfect for morning coffee or evening gatherings. The full unfinished walk-out basement offers endless possibilities for future living space, recreation or storage. Don't miss the opportunity to add your style to a solid, well-cared-for home. Conveniently located near Colby Road and McClure Road with easy access to Winchester amenities. This is a must see!

285 Rose Dr, Winchester

$484,900

Brand new and ready for you to move in now! Be the very first to call this stunning 4 bedroom, new construction ranch home where modern luxury meets everyday living. Every surface is fresh, every finish was thoughtfully chosen, and every evening brings golf course view sunsets from the front porch. Inside, an open-concept layout welcomes you with soaring vaulted ceilings and a fireplace anchoring the spacious living room. The kitchen pairs style with function: quartz countertops, a built-in nook ready for your coffee bar, and a generous walk-in pantry with floating shelves and wine cooler. A dedicated dining area under its own vaulted ceiling sets the stage for weeknight dinners and easy entertaining alike. The private primary suite is a true retreat, with a spa-like en-suite featuring a soaking tub, tiled walk-in shower, dual vanities, and a spacious custom closet. A split-bedroom floor plan adds privacy, with three additional bedrooms and two more full baths offering flexible space for guests, hobbies, or a home office. Out back, the covered patio is ready for morning coffee, quiet evenings, or weekend get-togethers. The tall garage is a standout bonus, giving you room for vertical storage and even more everyday functionality. And the location is hard to beat. Just outside charming downtown Winchester, you're minutes from local shops and restaurants, with quick access to I-64 for an easy commute. No waiting on a build and no surprises from a previous owner. Just brand-new living, ready today!

4 Beds ⋅ 3 Baths ⋅ 26028690 MLS ⋅ 2,381 SqFt. ⋅ PENDING Status

Brand new and ready for you to move in now! Be the very first to call this stunning 4 bedroom, new construction ranch home where modern luxury meets everyday living. Every surface is fresh, every finish was thoughtfully chosen, and every evening brings golf course view sunsets from the front porch. Inside, an open-concept layout welcomes you with soaring vaulted ceilings and a fireplace anchoring the spacious living room. The kitchen pairs style with function: quartz countertops, a built-in nook ready for your coffee bar, and a generous walk-in pantry with floating shelves and wine cooler. A dedicated dining area under its own vaulted ceiling sets the stage for weeknight dinners and easy entertaining alike. The private primary suite is a true retreat, with a spa-like en-suite featuring a soaking tub, tiled walk-in shower, dual vanities, and a spacious custom closet. A split-bedroom floor plan adds privacy, with three additional bedrooms and two more full baths offering flexible space for guests, hobbies, or a home office. Out back, the covered patio is ready for morning coffee, quiet evenings, or weekend get-togethers. The tall garage is a standout bonus, giving you room for vertical storage and even more everyday functionality. And the location is hard to beat. Just outside charming downtown Winchester, you're minutes from local shops and restaurants, with quick access to I-64 for an easy commute. No waiting on a build and no surprises from a previous owner. Just brand-new living, ready today!

410 Fairholme Way, Winchester

$99,900

Discover the possibilities with this beautiful 10 acre tract nestled in the peaceful countryside of rural Clark County, Kentucky. Offering a picturesque blend of partially cleared land and wooded acreage, this property provides the perfect setting for those seeking a private country retreat and a sense of owning the American dream. Whether you're looking to build your dream home, create room for your kids to roam or invest in land for simply stretching out, this property offers endless potential!

26028402 MLS ⋅ PENDING Status

Discover the possibilities with this beautiful 10 acre tract nestled in the peaceful countryside of rural Clark County, Kentucky. Offering a picturesque blend of partially cleared land and wooded acreage, this property provides the perfect setting for those seeking a private country retreat and a sense of owning the American dream. Whether you're looking to build your dream home, create room for your kids to roam or invest in land for simply stretching out, this property offers endless potential!

3525 Old Ruckerville Rd, Winchester

$1,200

For lease- Frontage on Rolling Hills Rd, and Tech Drive. I-64 visibility, ideally located commercial property. Paved driveway and gravel lot. $1200 per .25 acre/per month

24012397 MLS ⋅ PENDING Status

For lease- Frontage on Rolling Hills Rd, and Tech Drive. I-64 visibility, ideally located commercial property. Paved driveway and gravel lot. $1200 per .25 acre/per month

507 Tech Dr, Winchester

$215,000

This charming 2 - story townhouse is in a prime location.. Welcome to this beautifully maintained 2 bedroom, 1.5 bath townhouse offering the perfect blend of comfort, style and convenience. Spread over two spacious levels, this home features an inviting living area, a modern kitchen with ample cabinetry and a cozy dining space-perfect for every day living or entertaining guests. Upstairs, you'll find two generously sized bedrooms with plenty of natural light and storage. The full bathroom is thoughtfully updated, while the downstairs half-bath adds convenience for you and your guests. The home offers a driveway and a one car garage. Located in a highly desirable area close to shopping, dining, parks and great schools, this home provides easy access to everything you need. Whether you are a first time homebuyer, downsizer, or investor, this townhouse checks all the boxes. More photos to come.

2 Beds ⋅ 2 Baths ⋅ 25016184 MLS ⋅ 1,120 SqFt. ⋅ PENDING Status

This charming 2 - story townhouse is in a prime location.. Welcome to this beautifully maintained 2 bedroom, 1.5 bath townhouse offering the perfect blend of comfort, style and convenience. Spread over two spacious levels, this home features an inviting living area, a modern kitchen with ample cabinetry and a cozy dining space-perfect for every day living or entertaining guests. Upstairs, you'll find two generously sized bedrooms with plenty of natural light and storage. The full bathroom is thoughtfully updated, while the downstairs half-bath adds convenience for you and your guests. The home offers a driveway and a one car garage. Located in a highly desirable area close to shopping, dining, parks and great schools, this home provides easy access to everything you need. Whether you are a first time homebuyer, downsizer, or investor, this townhouse checks all the boxes. More photos to come.

271 April Way, Winchester

$329,500

Investment Opportunity! This is the Parent Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could build a larger home, create rentals / AirBNBs. What vision do YOU see? Close access to Winchester, Mt. Sterling, and Paris, with a 45 minute drive to Hamburg (Lexington). Come see! Properties being sold As Is, but inspections are welcome.

3 Beds ⋅ 2 Baths ⋅ 25005575 MLS ⋅ 1,719 SqFt. ⋅ PENDING Status

Investment Opportunity! This is the Parent Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could build a larger home, create rentals / AirBNBs. What vision do YOU see? Close access to Winchester, Mt. Sterling, and Paris, with a 45 minute drive to Hamburg (Lexington). Come see! Properties being sold As Is, but inspections are welcome.

374 N Middletown Rd, Winchester

$430,000

Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout. The spacious primary suite features a large walk-in closet and a private ensuite bath, providing a relaxing retreat at the end of the day. You'll love the kitchen's layout with a convenient pantry just steps away, as well as a separate utility room for added convenience. The bonus room or dedicated home office adds flexibility to fit your lifestyle needs. Enjoy morning coffee or evening sunsets from the large covered front and rear porches, and take advantage of the attached 2-car garage for extra storage. Set on a generous one-acre lot in a peaceful, rural setting, The Mulberry offers the charm of country living with the comfort of a well-crafted modern home. Don't miss your opportunity to build your dream home in Locust Hill Acres!

3 Beds ⋅ 2 Baths ⋅ 25009082 MLS ⋅ 1,855 SqFt. ⋅ PENDING Status

Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout. The spacious primary suite features a large walk-in closet and a private ensuite bath, providing a relaxing retreat at the end of the day. You'll love the kitchen's layout with a convenient pantry just steps away, as well as a separate utility room for added convenience. The bonus room or dedicated home office adds flexibility to fit your lifestyle needs. Enjoy morning coffee or evening sunsets from the large covered front and rear porches, and take advantage of the attached 2-car garage for extra storage. Set on a generous one-acre lot in a peaceful, rural setting, The Mulberry offers the charm of country living with the comfort of a well-crafted modern home. Don't miss your opportunity to build your dream home in Locust Hill Acres!

250 Evergreen Dr, Winchester

$380,000

Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch or take advantage of the unfinished walkout basement, offering endless possibilities for future expansion. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!

3 Beds ⋅ 2 Baths ⋅ 25009085 MLS ⋅ 1,677 SqFt. ⋅ PENDING Status

Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch or take advantage of the unfinished walkout basement, offering endless possibilities for future expansion. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!

270 Evergreen Dr, Winchester

$329,500

Investment Opportunity! This is the Child Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could build a larger home, create rentals / AirBNBs. What vision do YOU see? Close access to Winchester, Mt. Sterling, and Paris, with a 45 minute drive to Hamburg (Lexington). Come see! Properties being sold As Is, but inspections are welcome.

3 Beds ⋅ 2 Baths ⋅ 25005577 MLS ⋅ 1,792 SqFt. ⋅ PENDING Status

Investment Opportunity! This is the Child Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could build a larger home, create rentals / AirBNBs. What vision do YOU see? Close access to Winchester, Mt. Sterling, and Paris, with a 45 minute drive to Hamburg (Lexington). Come see! Properties being sold As Is, but inspections are welcome.

360 N Middletown Rd, Winchester

$335,000

Country living without being far from where you need to be! Situated on approximately 4 beautiful, flat and usable acres, this property is just minutes from Mt. Sterling, approximately 12 minutes from downtown Winchester, and a short drive to Lexington—giving you the peace and space of the countryside while keeping shopping, dining and everyday conveniences within easy reach. Built in 2023, this beautiful manufactured home offers 1,860 sq. ft., 3 bedrooms and 2 full baths with a comfortable, welcoming layout. The cozy yet generously sized living room features a beautiful fireplace with built-in shelving, creating a warm and inviting space to relax, gather and feel right at home. The kitchen is a home chef's dream, offering an abundance of cabinetry, a large center island, farmhouse-style sink, stainless appliances and statement range hood, along with an adjoining dining area filled with natural light. A generously sized laundry/utility room adds even more functionality with a utility sink, additional cabinetry and pantry/storage space. The primary suite provides a relaxing retreat with a walk-in closet and private bath featuring a large walk-in tiled shower and separate soaking tub. Two additional nicely sized bedrooms provide comfortable, welcoming spaces for family or overnight guests, with a second full bath conveniently located nearby. Outside is where this property really sets itself apart. The enclosed garage/workshop provides valuable space for your side-by-side, lawn equipment, tools and more. If you've been dreaming of having your own workshop space at home, this one is ready for you. Attached to the garage is an expansive covered entertaining area, complete with a fireplace and bar-style island. From cookouts and game days to movie nights, birthday parties, gatherings or cozy evenings around the fire, there are so many ways to enjoy this space. The outdoor living continues with a covered front porch and screened-in porch, perfect for sitting back and taking in the peaceful scenery. And when warmer weather returns, the above-ground pool with its large surrounding deck is ready to enjoy. Four flat acres, plenty of room inside and out, and country living with town still close by this is a property you'll want to experience in person. Come take a look!

3 Beds ⋅ 2 Baths ⋅ 26027363 MLS ⋅ 1,836 SqFt. ⋅ PENDING Status

Country living without being far from where you need to be! Situated on approximately 4 beautiful, flat and usable acres, this property is just minutes from Mt. Sterling, approximately 12 minutes from downtown Winchester, and a short drive to Lexington—giving you the peace and space of the countryside while keeping shopping, dining and everyday conveniences within easy reach. Built in 2023, this beautiful manufactured home offers 1,860 sq. ft., 3 bedrooms and 2 full baths with a comfortable, welcoming layout. The cozy yet generously sized living room features a beautiful fireplace with built-in shelving, creating a warm and inviting space to relax, gather and feel right at home. The kitchen is a home chef's dream, offering an abundance of cabinetry, a large center island, farmhouse-style sink, stainless appliances and statement range hood, along with an adjoining dining area filled with natural light. A generously sized laundry/utility room adds even more functionality with a utility sink, additional cabinetry and pantry/storage space. The primary suite provides a relaxing retreat with a walk-in closet and private bath featuring a large walk-in tiled shower and separate soaking tub. Two additional nicely sized bedrooms provide comfortable, welcoming spaces for family or overnight guests, with a second full bath conveniently located nearby. Outside is where this property really sets itself apart. The enclosed garage/workshop provides valuable space for your side-by-side, lawn equipment, tools and more. If you've been dreaming of having your own workshop space at home, this one is ready for you. Attached to the garage is an expansive covered entertaining area, complete with a fireplace and bar-style island. From cookouts and game days to movie nights, birthday parties, gatherings or cozy evenings around the fire, there are so many ways to enjoy this space. The outdoor living continues with a covered front porch and screened-in porch, perfect for sitting back and taking in the peaceful scenery. And when warmer weather returns, the above-ground pool with its large surrounding deck is ready to enjoy. Four flat acres, plenty of room inside and out, and country living with town still close by this is a property you'll want to experience in person. Come take a look!

2550 Kiddville Rd, Winchester

$285,000

Welcome home to 19 Victory Ave in Winchester's! This single-family residence offers 1,780 sq ft of flexible living space, featuring 3 bedrooms, 2 bathrooms, and handsome hardwood flooring. Enjoy cooking and entertaining with the included kitchen appliances, and take advantage of the detached garage and off-street parking. Situated on a spacious lot under half an acre, this property provides convenient access to local Winchester dining, shopping, and everything this city has to offer!

3 Beds ⋅ 2 Baths ⋅ 26026938 MLS ⋅ 1,780 SqFt. ⋅ PENDING Status

Welcome home to 19 Victory Ave in Winchester's! This single-family residence offers 1,780 sq ft of flexible living space, featuring 3 bedrooms, 2 bathrooms, and handsome hardwood flooring. Enjoy cooking and entertaining with the included kitchen appliances, and take advantage of the detached garage and off-street parking. Situated on a spacious lot under half an acre, this property provides convenient access to local Winchester dining, shopping, and everything this city has to offer!

19 Victory Ave, Winchester

$225,000

ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Auction is on Thursday, October 15, 2026 at 6:00 PM (EST). Buyers premium will be added to the final bid price and non-refundable earnest money required. Property sells AS-IS, WHERE-IS with no contingencies. 3 Bedrooms, 1 Bathroom with separate dining room, standalone kitchen, and living room featuring a fireplace. Full unfinished basement with ample potential for storage or expansion. Investment Potential: Major DIY/fixer-upper opportunity—ideal for investors or buyers looking to customize and add value

3 Beds ⋅ 1 Baths ⋅ 26026771 MLS ⋅ 2,244 SqFt. ⋅ PENDING Status

ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Auction is on Thursday, October 15, 2026 at 6:00 PM (EST). Buyers premium will be added to the final bid price and non-refundable earnest money required. Property sells AS-IS, WHERE-IS with no contingencies. 3 Bedrooms, 1 Bathroom with separate dining room, standalone kitchen, and living room featuring a fireplace. Full unfinished basement with ample potential for storage or expansion. Investment Potential: Major DIY/fixer-upper opportunity—ideal for investors or buyers looking to customize and add value

326 W Lexington Ave, Winchester

$775,000

Welcome home to this spacious 6-bedroom, 3.5-bath home located in The Ridings—an equestrian-friendly neighborhood offering miles of designated riding trails! The main level features an inviting open-concept kitchen and living area with a cozy gas fireplace, built-ins, and direct access to the covered back deck, perfect for relaxing, entertaining, and watching sunsets. A half bath and laundry area complete the main floor. Upstairs, you'll find the spacious primary suite, three additional bedrooms, and another full bath. The finished walk-out lower level offers incredible flexibility with a second living area opening to a brand-new patio, two additional bedrooms—one currently used as a playroom has an attached bathroom which could be used as a second primary suite—a full a butlers pantry, and plenty of unfinished storage. It's an ideal setup for guests, extended family, or additional living space. Outside, the property is fully enclosed with four-plank horse fencing and additional wire fencing, giving both horses and four-legged family members room to safely enjoy the outdoors. An attached flex space with its own separate rear entrance makes the perfect man cave, hobby room, home gym, or private office. A detached garage with convenient backyard access provides additional storage for your mower, equipment, and more. Enjoy peaceful country-style living while remaining convenient to everything—approximately 13 miles to Hamburg, 18 miles to downtown Lexington, 16 miles to I-75, and just 5 miles to I-64. With generous living space, a versatile walk-out basement, fenced grounds, and access to miles of riding trails, this property offers a lifestyle that's hard to find!

6 Beds ⋅ 4 Baths ⋅ 26026145 MLS ⋅ 3,789 SqFt. ⋅ PENDING Status

Welcome home to this spacious 6-bedroom, 3.5-bath home located in The Ridings—an equestrian-friendly neighborhood offering miles of designated riding trails! The main level features an inviting open-concept kitchen and living area with a cozy gas fireplace, built-ins, and direct access to the covered back deck, perfect for relaxing, entertaining, and watching sunsets. A half bath and laundry area complete the main floor. Upstairs, you'll find the spacious primary suite, three additional bedrooms, and another full bath. The finished walk-out lower level offers incredible flexibility with a second living area opening to a brand-new patio, two additional bedrooms—one currently used as a playroom has an attached bathroom which could be used as a second primary suite—a full a butlers pantry, and plenty of unfinished storage. It's an ideal setup for guests, extended family, or additional living space. Outside, the property is fully enclosed with four-plank horse fencing and additional wire fencing, giving both horses and four-legged family members room to safely enjoy the outdoors. An attached flex space with its own separate rear entrance makes the perfect man cave, hobby room, home gym, or private office. A detached garage with convenient backyard access provides additional storage for your mower, equipment, and more. Enjoy peaceful country-style living while remaining convenient to everything—approximately 13 miles to Hamburg, 18 miles to downtown Lexington, 16 miles to I-75, and just 5 miles to I-64. With generous living space, a versatile walk-out basement, fenced grounds, and access to miles of riding trails, this property offers a lifestyle that's hard to find!

1255 The Ridings, Winchester

$389,900

Discover a hidden gem in Winchester with more than an acre of space and inviting indoor and outdoor living areas. This beautifully maintained brick ranch sits on two combined lots totaling 1.11 acres and features four bedrooms, three full bathrooms, hardwood floors, and a full basement. A spacious sunroom with a gas-log fireplace offers year-round living space and opens to a screened porch overlooking the backyard. Outside, enjoy a fully fenced yard with a swimming pool, hot tub, and professional landscaping. An oversized two-car garage provides additional room for vehicles and storage. With generous living spaces, a private outdoor retreat, and the convenience of an in-town location, this home makes it easy to imagine enjoying your own staycation without ever leaving home.

4 Beds ⋅ 3 Baths ⋅ 26025379 MLS ⋅ 2,676 SqFt. ⋅ PENDING Status

Discover a hidden gem in Winchester with more than an acre of space and inviting indoor and outdoor living areas. This beautifully maintained brick ranch sits on two combined lots totaling 1.11 acres and features four bedrooms, three full bathrooms, hardwood floors, and a full basement. A spacious sunroom with a gas-log fireplace offers year-round living space and opens to a screened porch overlooking the backyard. Outside, enjoy a fully fenced yard with a swimming pool, hot tub, and professional landscaping. An oversized two-car garage provides additional room for vehicles and storage. With generous living spaces, a private outdoor retreat, and the convenience of an in-town location, this home makes it easy to imagine enjoying your own staycation without ever leaving home.

117 Mallard Ln, Winchester

$269,000

3 Beds ⋅ 2 Baths ⋅ 26025172 MLS ⋅ 2,592 SqFt. ⋅ PENDING Status

728 Wayland Dr, Winchester

$264,900

Move-in ready with several recent updates, this 3-bedroom, 2-bath, one-story home offers comfortable living in a convenient Winchester location. This home features an open-concept floor plan with a spacious living area that flows into the kitchen, complete with a pantry and newer kitchen appliances. New vinyl plank flooring adds a fresh, updated feel throughout the home, while major improvements include an HVAC system replaced in 2022 and a new roof in 2019. The spacious bedrooms provide plenty of room, and the attached one-car garage offers additional storage and everyday convenience. Enjoy a beautiful farm view just steps from your front door while being conveniently located just off the Bypass with quick access to shopping, dining, schools, and I-64. With single-level living, thoughtful updates, and a convenient location, this home is ready for its next owner. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26025092 MLS ⋅ 1,323 SqFt. ⋅ PENDING Status

Move-in ready with several recent updates, this 3-bedroom, 2-bath, one-story home offers comfortable living in a convenient Winchester location. This home features an open-concept floor plan with a spacious living area that flows into the kitchen, complete with a pantry and newer kitchen appliances. New vinyl plank flooring adds a fresh, updated feel throughout the home, while major improvements include an HVAC system replaced in 2022 and a new roof in 2019. The spacious bedrooms provide plenty of room, and the attached one-car garage offers additional storage and everyday convenience. Enjoy a beautiful farm view just steps from your front door while being conveniently located just off the Bypass with quick access to shopping, dining, schools, and I-64. With single-level living, thoughtful updates, and a convenient location, this home is ready for its next owner. Schedule your private showing today!

244 Prescott Ln, Winchester

$249,900

Welcome to 317 Vanover Way! This beautiful, well-maintained 3-bedroom, 2-bath home is move-in ready and waiting for its next owner. Step inside to a spacious living room with the bedrooms conveniently located just off the main living area. Coming in from the garage, you'll find a functional mudroom and laundry area that leads directly into the kitchen. Outside, enjoy a nice-sized fenced backyard and a deck that's perfect for entertaining, relaxing, or enjoying time outdoors. A comfortable, well-care-for home with a layout that makes everyday living easy!

3 Beds ⋅ 2 Baths ⋅ 26025070 MLS ⋅ 1,492 SqFt. ⋅ PENDING Status

Welcome to 317 Vanover Way! This beautiful, well-maintained 3-bedroom, 2-bath home is move-in ready and waiting for its next owner. Step inside to a spacious living room with the bedrooms conveniently located just off the main living area. Coming in from the garage, you'll find a functional mudroom and laundry area that leads directly into the kitchen. Outside, enjoy a nice-sized fenced backyard and a deck that's perfect for entertaining, relaxing, or enjoying time outdoors. A comfortable, well-care-for home with a layout that makes everyday living easy!

317 Vanover Way, Winchester

$248,900

Welcome to this freshly renovated farmhouse in the heart of Trapp, Kentucky! Blending timeless farmhouse charm with fresh updates, this property is ready for its next chapter. The possibilities are endless—come see all this special home has to offer. The lower level has been completely renovated and the upstairs has additional 4 bedrooms where the possibilities are endless. An absolute must-see!

3 Beds ⋅ 1 Baths ⋅ 26024178 MLS ⋅ 2,249 SqFt. ⋅ PENDING Status

Welcome to this freshly renovated farmhouse in the heart of Trapp, Kentucky! Blending timeless farmhouse charm with fresh updates, this property is ready for its next chapter. The possibilities are endless—come see all this special home has to offer. The lower level has been completely renovated and the upstairs has additional 4 bedrooms where the possibilities are endless. An absolute must-see!

11304 Irvine Rd, Winchester

$110,000

Discover the perfect setting for your dream home on this beautiful 4.14-acre tract at 3999 Bybee Road, Winchester, KY 40391. Nestled among the rolling hills of Kentucky's Bluegrass region, this picturesque property offers stunning panoramic countryside views and the peace and privacy you've been searching for. The gently rolling terrain provides multiple potential building sites, giving you the flexibility to design the home you've always envisioned while enjoying breathtaking views in every direction. With approximately 4.14 acres of open land, there's plenty of room for a custom home, detached garage, workshop, barn, or hobby farm. Existing fencing is located along portions of the property, and the surrounding landscape creates a quiet, scenic setting that's perfect for enjoying nature, watching wildlife, or simply relaxing after a long day. Located just minutes from downtown Winchester, you'll enjoy the best of both worlds: peaceful country living with convenient access to shopping, dining, schools, and I-64 for an easy commute to Lexington. Whether you're ready to build now or invest in a beautiful piece of Kentucky countryside for the future, this exceptional property offers endless possibilities. Don't miss this rare opportunity to own 4.14 acres in one of Clark County's most desirable rural settings.

26024261 MLS ⋅ PENDING Status

Discover the perfect setting for your dream home on this beautiful 4.14-acre tract at 3999 Bybee Road, Winchester, KY 40391. Nestled among the rolling hills of Kentucky's Bluegrass region, this picturesque property offers stunning panoramic countryside views and the peace and privacy you've been searching for. The gently rolling terrain provides multiple potential building sites, giving you the flexibility to design the home you've always envisioned while enjoying breathtaking views in every direction. With approximately 4.14 acres of open land, there's plenty of room for a custom home, detached garage, workshop, barn, or hobby farm. Existing fencing is located along portions of the property, and the surrounding landscape creates a quiet, scenic setting that's perfect for enjoying nature, watching wildlife, or simply relaxing after a long day. Located just minutes from downtown Winchester, you'll enjoy the best of both worlds: peaceful country living with convenient access to shopping, dining, schools, and I-64 for an easy commute to Lexington. Whether you're ready to build now or invest in a beautiful piece of Kentucky countryside for the future, this exceptional property offers endless possibilities. Don't miss this rare opportunity to own 4.14 acres in one of Clark County's most desirable rural settings.

3999 Bybee Rd, Winchester

$139,000

Welcome home to this charming 3-bedroom, 1-bathroom property featuring a comfortable living room, dedicated dining room, and a functional layout with plenty of potential. Outside, you'll find a detached 1-car garage and a long driveway. Whether you're looking for your first home or your next investment opportunity, this property offers a great combination of space, functionality, and potential. Property is being sold AS-IS

3 Beds ⋅ 1 Baths ⋅ 26024165 MLS ⋅ 1,842 SqFt. ⋅ PENDING Status

Welcome home to this charming 3-bedroom, 1-bathroom property featuring a comfortable living room, dedicated dining room, and a functional layout with plenty of potential. Outside, you'll find a detached 1-car garage and a long driveway. Whether you're looking for your first home or your next investment opportunity, this property offers a great combination of space, functionality, and potential. Property is being sold AS-IS

5 S Burns Ave, Winchester

$225,000

This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. The property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

4 Beds ⋅ 2 Baths ⋅ 26023784 MLS ⋅ 1,400 SqFt. ⋅ PENDING Status

This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. The property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

522 Acadia Way, Winchester

$249,900

Welcome home to this beautifully updated property offering modern finishes, a functional layout, and a fantastic location! Major improvements include an updated HVAC system, water heater, roof, windows, doors, lighting, flooring, fresh paint and more, giving the next owner plenty to appreciate from day one. Inside, the open kitchen and living area creates an inviting space for everyday living and entertaining. The updated kitchen features new cabinetry, granite countertops, and stainless steel appliances, while the Hollywood-style bathroom showcases custom tile with convenient access from both the primary bedroom and hallway. The spacious primary bedroom provides plenty of room to relax and unwind. Step outside to enjoy the large backyard with a new privacy fence, offering a great space for kids, pets, entertaining, or simply enjoying the outdoors. A new storage shed adds even more functionality for lawn equipment, tools, and additional storage. Enjoy a peaceful setting while remaining conveniently located approximately 5 minutes from Winchester and 10 minutes from Lexington's Hamburg area. The property is also Rural Housing loan eligible, providing another attractive financing option for qualified buyers. With extensive updates already completed, a spacious backyard, and convenient access to both Winchester and Lexington, this home is ready for its next owner. Schedule your private showing today!

3 Beds ⋅ 1 Baths ⋅ 26023780 MLS ⋅ 1,250 SqFt. ⋅ PENDING Status

Welcome home to this beautifully updated property offering modern finishes, a functional layout, and a fantastic location! Major improvements include an updated HVAC system, water heater, roof, windows, doors, lighting, flooring, fresh paint and more, giving the next owner plenty to appreciate from day one. Inside, the open kitchen and living area creates an inviting space for everyday living and entertaining. The updated kitchen features new cabinetry, granite countertops, and stainless steel appliances, while the Hollywood-style bathroom showcases custom tile with convenient access from both the primary bedroom and hallway. The spacious primary bedroom provides plenty of room to relax and unwind. Step outside to enjoy the large backyard with a new privacy fence, offering a great space for kids, pets, entertaining, or simply enjoying the outdoors. A new storage shed adds even more functionality for lawn equipment, tools, and additional storage. Enjoy a peaceful setting while remaining conveniently located approximately 5 minutes from Winchester and 10 minutes from Lexington's Hamburg area. The property is also Rural Housing loan eligible, providing another attractive financing option for qualified buyers. With extensive updates already completed, a spacious backyard, and convenient access to both Winchester and Lexington, this home is ready for its next owner. Schedule your private showing today!

215 Robyn Dr, Winchester

$219,900

Bring your vision and make this home your own! Situated on a huge corner lot on the outskirts of Winchester, this three-bedroom, two-and-a-half-bath home offers plenty of space and potential. Features include a two-car garage and a convenient location just minutes from the Bypass and I-64. The interior needs some TLC, including new flooring and/or carpet. Located in a quiet neighborhood, this property has so much to offer. Don't miss out—schedule your private showing today! Price is firm!

3 Beds ⋅ 3 Baths ⋅ 26023771 MLS ⋅ 1,416 SqFt. ⋅ PENDING Status

Bring your vision and make this home your own! Situated on a huge corner lot on the outskirts of Winchester, this three-bedroom, two-and-a-half-bath home offers plenty of space and potential. Features include a two-car garage and a convenient location just minutes from the Bypass and I-64. The interior needs some TLC, including new flooring and/or carpet. Located in a quiet neighborhood, this property has so much to offer. Don't miss out—schedule your private showing today! Price is firm!

330 Vanover Way, Winchester

$519,900

Welcome to this beautiful 4-bedroom, 3-bath home in the Royal Oak Estates featuring exceptional curb appeal, a welcoming front porch, and a large yard. Inside, the spacious living room boasts vaulted ceilings and a fireplace, creating a warm and inviting atmosphere. The formal dining room is perfect for entertaining, while the split-bedroom floor plan provides privacy and functionality. The large eat-in kitchen opens to an adjoining sunroom, offering a bright and versatile space for everyday living. The full basement expands the living space with a family room and second fireplace, large laundry room, bonus room and an additional ensuite bathroom to a bedroom. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ 26023537 MLS ⋅ 3,792 SqFt. ⋅ PENDING Status

Welcome to this beautiful 4-bedroom, 3-bath home in the Royal Oak Estates featuring exceptional curb appeal, a welcoming front porch, and a large yard. Inside, the spacious living room boasts vaulted ceilings and a fireplace, creating a warm and inviting atmosphere. The formal dining room is perfect for entertaining, while the split-bedroom floor plan provides privacy and functionality. The large eat-in kitchen opens to an adjoining sunroom, offering a bright and versatile space for everyday living. The full basement expands the living space with a family room and second fireplace, large laundry room, bonus room and an additional ensuite bathroom to a bedroom. Schedule your showing today!

123 Winterberry Cir, Winchester

$460,000

Welcome to country living at its finest! This beautifully renovated three-bedroom, two-full-bath ranch home is situated on just over two acres in one of Clark County's most picturesque settings. Offering an exceptional blend of space, comfort, and functionality, this property is sure to impress from the moment you arrive—with a front porch view you'll truly appreciate. The main level features a thoughtfully updated kitchen with ample cabinetry and workspace, opening seamlessly into the dining area for easy entertaining and everyday living. The home has been freshly painted throughout, with numerous updates adding to its appeal and convenience. Step outside to enjoy the added patio, creating an inviting space for relaxing, entertaining, or simply taking in the peaceful surroundings. The partially finished basement provides additional flexible living and workspace, while the oversized two-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop. For even more versatility, the property includes an additional detached one-car garage with electricity already connected—perfect for a workshop, additional storage, or recreational equipment. With beautiful acreage, updates throughout, multiple garage spaces, and a peaceful country setting, this is a property that truly needs to be experienced in person. Come see all that this exceptional Clark County home has to offer!

3 Beds ⋅ 2 Baths ⋅ 26022948 MLS ⋅ 2,062 SqFt. ⋅ PENDING Status

Welcome to country living at its finest! This beautifully renovated three-bedroom, two-full-bath ranch home is situated on just over two acres in one of Clark County's most picturesque settings. Offering an exceptional blend of space, comfort, and functionality, this property is sure to impress from the moment you arrive—with a front porch view you'll truly appreciate. The main level features a thoughtfully updated kitchen with ample cabinetry and workspace, opening seamlessly into the dining area for easy entertaining and everyday living. The home has been freshly painted throughout, with numerous updates adding to its appeal and convenience. Step outside to enjoy the added patio, creating an inviting space for relaxing, entertaining, or simply taking in the peaceful surroundings. The partially finished basement provides additional flexible living and workspace, while the oversized two-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop. For even more versatility, the property includes an additional detached one-car garage with electricity already connected—perfect for a workshop, additional storage, or recreational equipment. With beautiful acreage, updates throughout, multiple garage spaces, and a peaceful country setting, this is a property that truly needs to be experienced in person. Come see all that this exceptional Clark County home has to offer!

2195 Pretty Run Rd, Winchester

$169,000

Unique Kentucky Riverfront retreat with fascinating history! This elevated 2-bedroom, 1.5 bath home was originally constructed from two wood rail cars, giving it a one-of-a kind character you won't find anywhere else. Thoughtfully updated with new windows, roof, HVAC and an updated shower, plus a spacious new deck perfect for relaxing and enjoying the beautiful river setting. Whether you are looking for a full-time residence, weekend retreat, or investment property, this charming riverfront property offers a wonderful opportunity to enjoy the beauty of Kentucky River living!

2 Beds ⋅ 2 Baths ⋅ 26022926 MLS ⋅ 1,100 SqFt. ⋅ PENDING Status

Unique Kentucky Riverfront retreat with fascinating history! This elevated 2-bedroom, 1.5 bath home was originally constructed from two wood rail cars, giving it a one-of-a kind character you won't find anywhere else. Thoughtfully updated with new windows, roof, HVAC and an updated shower, plus a spacious new deck perfect for relaxing and enjoying the beautiful river setting. Whether you are looking for a full-time residence, weekend retreat, or investment property, this charming riverfront property offers a wonderful opportunity to enjoy the beauty of Kentucky River living!

148 Hidden Grove Ln, Winchester

$699,000

MOTIVATED SELLERS. This gorgeous home is a rare find. Perfect for anyone looking for a spacious home with room to grow. The beautiful sunroom overlooks the luxurious in-ground salt water pool. Inside the home you'll find over 4,000 square feet of easy living. A beautiful kitchen with a breakfast nook and bar top, a formal dining area, large living room, a family room with a fireplace, spacious bedrooms, and a partially finished basement with a bathroom.

4 Beds ⋅ 5 Baths ⋅ 26022150 MLS ⋅ 4,255 SqFt. ⋅ PENDING Status

MOTIVATED SELLERS. This gorgeous home is a rare find. Perfect for anyone looking for a spacious home with room to grow. The beautiful sunroom overlooks the luxurious in-ground salt water pool. Inside the home you'll find over 4,000 square feet of easy living. A beautiful kitchen with a breakfast nook and bar top, a formal dining area, large living room, a family room with a fireplace, spacious bedrooms, and a partially finished basement with a bathroom.

132 Lana Ln, Winchester

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