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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

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

$299,900

This stunning remodeled 3 bedroom 2 bathroom all brick ranch in Verna Hills subdivision is a must see! From the moment you walk in, your only concern is moving in. The following items have been done: new drywall in 50%+ of the home done to completely remove all wallpaper, new roof, soffit, gutters (2025), new hot water heater, new custom back sliding glass door, crawlspace completely waterproofed with vapor barrier and newly installed sump pump, brand new privacy fence, all new vinyl flooring and paint, completely upgraded kitchen with custom cabinetry, backsplash, quartz countertops, and stainless steel appliances, 2 custom designed bathrooms with custom tile and trim work and all new custom light fixtures. Schedule a showing soon to see this great home!

3 Beds ⋅ 2 Baths ⋅ 26028838 MLS

This stunning remodeled 3 bedroom 2 bathroom all brick ranch in Verna Hills subdivision is a must see! From the moment you walk in, your only concern is moving in. The following items have been done: new drywall in 50%+ of the home done to completely remove all wallpaper, new roof, soffit, gutters (2025), new hot water heater, new custom back sliding glass door, crawlspace completely waterproofed with vapor barrier and newly installed sump pump, brand new privacy fence, all new vinyl flooring and paint, completely upgraded kitchen with custom cabinetry, backsplash, quartz countertops, and stainless steel appliances, 2 custom designed bathrooms with custom tile and trim work and all new custom light fixtures. Schedule a showing soon to see this great home!

314 Botts Ct, Winchester

$250,000

Welcome to 13 Euclid, a rare find that keeps the original charm of an older downtown home without the upkeep that usually comes with one. This beautiful one-level, 3-bedroom, 2-bath home still has its character, including soaring 12-foot ceilings and original features. Both full bathrooms have been updated, and a fresh neutral color palette runs throughout. Most importantly, the systems and functional items have been updated, allowing for a more maintenance-free lifestyle, which is truly rare in an older home. The home has a dimensional shingle roof, HVAC, water heater, and sewer line that have all been updated within the past five years. The crawlspace vapor barrier and extra attic insulation were updated as well. Low-maintenance white vinyl siding and 200-amp electrical service complete the impressive improvements. A covered front porch welcomes you into the formal foyer, which is flanked by two bedrooms. One is currently used as a sitting area. From the foyer, you'll flow into the living room and adjacent dining room. Just off the dining space, the primary bedroom has a large closet and a private bath. The spacious kitchen is the heart of the home, equipped with all appliances, and a perfect setting for holiday meals. A home office is ready for working from home, and a mudroom and a large laundry room/pantry add everyday convenience. Step outside to the park-like backyard, which is fully fenced with large mature trees, a wide gate, and a parking pad. It's a gardener's dream, with daffodils, tulips, hyacinths, daylilies, and more blooming through the seasons. Park off the rear lane behind the home or on the street out front for easy access. Please note: All updates per seller, and there are 3 beautiful fireplaces in the home for aesthetic purposes only (non-functional).

3 Beds ⋅ 2 Baths ⋅ 26028494 MLS

Welcome to 13 Euclid, a rare find that keeps the original charm of an older downtown home without the upkeep that usually comes with one. This beautiful one-level, 3-bedroom, 2-bath home still has its character, including soaring 12-foot ceilings and original features. Both full bathrooms have been updated, and a fresh neutral color palette runs throughout. Most importantly, the systems and functional items have been updated, allowing for a more maintenance-free lifestyle, which is truly rare in an older home. The home has a dimensional shingle roof, HVAC, water heater, and sewer line that have all been updated within the past five years. The crawlspace vapor barrier and extra attic insulation were updated as well. Low-maintenance white vinyl siding and 200-amp electrical service complete the impressive improvements. A covered front porch welcomes you into the formal foyer, which is flanked by two bedrooms. One is currently used as a sitting area. From the foyer, you'll flow into the living room and adjacent dining room. Just off the dining space, the primary bedroom has a large closet and a private bath. The spacious kitchen is the heart of the home, equipped with all appliances, and a perfect setting for holiday meals. A home office is ready for working from home, and a mudroom and a large laundry room/pantry add everyday convenience. Step outside to the park-like backyard, which is fully fenced with large mature trees, a wide gate, and a parking pad. It's a gardener's dream, with daffodils, tulips, hyacinths, daylilies, and more blooming through the seasons. Park off the rear lane behind the home or on the street out front for easy access. Please note: All updates per seller, and there are 3 beautiful fireplaces in the home for aesthetic purposes only (non-functional).

13 Euclid Ave, 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

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

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

$617,000

If you're looking for space, character, and a home with plenty of possibilities, this one deserves a look! This beautiful ranch-style home offers a full basement, two garages, and an inviting floor plan with impressive architectural details throughout. Step inside and you'll immediately notice the gorgeous hardwood flooring, detailed trim work, and spacious living areas. The great room features a vaulted ceiling, brick fireplace, and beautiful custom built-in cabinetry. The kitchen offers an abundance of rich wood cabinetry, granite countertops, stainless steel appliances, double ovens, and a breakfast area. A formal dining room showcases elegant wainscoting, crown molding, and a beautiful chandelier, adding character and charm. The screened-in porch provides another great space to relax and enjoy the outdoors. The full basement offers additional space and flexibility, while the two garages provide plenty of room for vehicles, storage, or hobbies. With its generous living spaces, beautiful woodwork, and thoughtful design, this home has so much to offer. Come see the possibilities for yourself! Rony Jo Ballou Broker Auctioneer.

3 Beds ⋅ 4 Baths ⋅ 26028684 MLS

If you're looking for space, character, and a home with plenty of possibilities, this one deserves a look! This beautiful ranch-style home offers a full basement, two garages, and an inviting floor plan with impressive architectural details throughout. Step inside and you'll immediately notice the gorgeous hardwood flooring, detailed trim work, and spacious living areas. The great room features a vaulted ceiling, brick fireplace, and beautiful custom built-in cabinetry. The kitchen offers an abundance of rich wood cabinetry, granite countertops, stainless steel appliances, double ovens, and a breakfast area. A formal dining room showcases elegant wainscoting, crown molding, and a beautiful chandelier, adding character and charm. The screened-in porch provides another great space to relax and enjoy the outdoors. The full basement offers additional space and flexibility, while the two garages provide plenty of room for vehicles, storage, or hobbies. With its generous living spaces, beautiful woodwork, and thoughtful design, this home has so much to offer. Come see the possibilities for yourself! Rony Jo Ballou Broker Auctioneer.

131 Teal Ln, Winchester

$424,500

You have to see this one! Spacious 5-bedroom, 4-bath home priced under recent appraisal! The primary bedroom and two other bedrooms are on the main level. This wonderful home sits on a large lot with a great backyard perfect for entertaining, play and relaxation. Conveniently located close to the Winchester bypass and shopping, you'll enjoy easy commutes and everyday errands. The basement offers flexible space for so much more- think game room, home office, gym, or all three. Plus, a separate garage keeps the lawnmower and yard equipment neatly out of the way. With generous living space throughout, this home truly offers room for everyone. Don't miss this fantastic value in a prime location- schedule your showing today.

5 Beds ⋅ 4 Baths ⋅ 26028682 MLS

You have to see this one! Spacious 5-bedroom, 4-bath home priced under recent appraisal! The primary bedroom and two other bedrooms are on the main level. This wonderful home sits on a large lot with a great backyard perfect for entertaining, play and relaxation. Conveniently located close to the Winchester bypass and shopping, you'll enjoy easy commutes and everyday errands. The basement offers flexible space for so much more- think game room, home office, gym, or all three. Plus, a separate garage keeps the lawnmower and yard equipment neatly out of the way. With generous living space throughout, this home truly offers room for everyone. Don't miss this fantastic value in a prime location- schedule your showing today.

323 Skylark Dr, Winchester

$457,900

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The Paddock offers approximately 1,986 square feet of thoughtfully designed main-level living with 3 bedrooms, 2.5 baths and a versatile flex room suitable for a home office or optional fourth bedroom. The open kitchen, dining and great-room layout features 10-foot ceilings, bar seating and an expanded walk-in pantry. A private primary suite includes a spacious walk-in closet and well-appointed bath, while two additional bedrooms and a second full bath provide comfortable accommodations for family or guests. Covered front and rear outdoor spaces and an attached 2-car garage complete the main level. The home is planned over an unfinished walkout basement, providing excellent storage and future finishing potential, with plumbing stubbed for a future basement bath. Floor plan, square footage, finishes and construction details are subject to final plans, specifications and selections. Images are conceptual renderings.

4 Beds ⋅ 3 Baths ⋅ 26028668 MLS

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The Paddock offers approximately 1,986 square feet of thoughtfully designed main-level living with 3 bedrooms, 2.5 baths and a versatile flex room suitable for a home office or optional fourth bedroom. The open kitchen, dining and great-room layout features 10-foot ceilings, bar seating and an expanded walk-in pantry. A private primary suite includes a spacious walk-in closet and well-appointed bath, while two additional bedrooms and a second full bath provide comfortable accommodations for family or guests. Covered front and rear outdoor spaces and an attached 2-car garage complete the main level. The home is planned over an unfinished walkout basement, providing excellent storage and future finishing potential, with plumbing stubbed for a future basement bath. Floor plan, square footage, finishes and construction details are subject to final plans, specifications and selections. Images are conceptual renderings.

200 Evergreen Dr, Winchester

$513,600

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The perfect combination of style, comfort, and quality craftsmanship in the Run for the Roses floor plan. This thoughtfully designed ranch home offers an open-concept layout with spacious living areas, a split-bedroom floor plan, and upgraded finishes throughout. The heart of the home features an expansive great room that flows seamlessly into the dining area and beautifully designed kitchen, complete with a large center island, abundant cabinetry, and a walk-in pantry creating the ideal space for everyday living and entertaining alike. The private primary suite is designed as a true retreat, offering a spacious bedroom, luxurious ensuite bath with dual vanities, soaking tub, separate shower, private water closet, and an oversized walk-in closet with direct access to the laundry room for added convenience. On the opposite side of the home, two generously sized guest bedrooms share a full bath, providing privacy and flexibility for family, guests, or a dedicated home office. Need more space? This home is built on a full unfinished walkout basement, offering incredible potential to nearly double your living area. Whether you envision additional bedrooms, a family room, home theater, fitness space, workshop, or simply exceptional storage, the lower level is ready to be customized to fit your lifestyle. Outside, enjoy a welcoming covered front porch and an attached two-car garage, while the proposed construction gives you the opportunity to personalize many of the home's finishes and selections to make it uniquely yours. If you've been searching for the perfect blend of modern design, functional living space, and room to grow, the Run for the Roses is a home you won't want to miss. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

3 Beds ⋅ 2 Baths ⋅ 26028669 MLS

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** The perfect combination of style, comfort, and quality craftsmanship in the Run for the Roses floor plan. This thoughtfully designed ranch home offers an open-concept layout with spacious living areas, a split-bedroom floor plan, and upgraded finishes throughout. The heart of the home features an expansive great room that flows seamlessly into the dining area and beautifully designed kitchen, complete with a large center island, abundant cabinetry, and a walk-in pantry creating the ideal space for everyday living and entertaining alike. The private primary suite is designed as a true retreat, offering a spacious bedroom, luxurious ensuite bath with dual vanities, soaking tub, separate shower, private water closet, and an oversized walk-in closet with direct access to the laundry room for added convenience. On the opposite side of the home, two generously sized guest bedrooms share a full bath, providing privacy and flexibility for family, guests, or a dedicated home office. Need more space? This home is built on a full unfinished walkout basement, offering incredible potential to nearly double your living area. Whether you envision additional bedrooms, a family room, home theater, fitness space, workshop, or simply exceptional storage, the lower level is ready to be customized to fit your lifestyle. Outside, enjoy a welcoming covered front porch and an attached two-car garage, while the proposed construction gives you the opportunity to personalize many of the home's finishes and selections to make it uniquely yours. If you've been searching for the perfect blend of modern design, functional living space, and room to grow, the Run for the Roses is a home you won't want to miss. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

220 Evergreen Dr, Winchester

$469,925

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Discover the perfect blend of timeless design, modern comfort, and future expansion potential in The Mulberry, a thoughtfully designed ranch home offering well-appointed main-level living plus a full unfinished walkout basement ready for your personal vision. The open-concept floor plan is designed for both everyday living and entertaining, featuring a spacious Great Room with a gas fireplace, a bright dining area, and a beautifully designed kitchen complete with a large center island, walk-in pantry, abundant cabinetry, and dedicated oven/microwave wall cabinet. The adjoining rear covered porch extends your living space outdoors, creating the perfect setting for relaxing or entertaining while overlooking your backyard. The private primary suite serves as a peaceful retreat with a generous walk-in closet, dual vanity, oversized walk-in shower, soaking tub, and convenient access to the laundry room through the owner's hall. On the opposite side of the home, two additional bedrooms, a full bath, and a dedicated office provide comfortable accommodations for family, guests, or working from home.

3 Beds ⋅ 2 Baths ⋅ 26028670 MLS

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Discover the perfect blend of timeless design, modern comfort, and future expansion potential in The Mulberry, a thoughtfully designed ranch home offering well-appointed main-level living plus a full unfinished walkout basement ready for your personal vision. The open-concept floor plan is designed for both everyday living and entertaining, featuring a spacious Great Room with a gas fireplace, a bright dining area, and a beautifully designed kitchen complete with a large center island, walk-in pantry, abundant cabinetry, and dedicated oven/microwave wall cabinet. The adjoining rear covered porch extends your living space outdoors, creating the perfect setting for relaxing or entertaining while overlooking your backyard. The private primary suite serves as a peaceful retreat with a generous walk-in closet, dual vanity, oversized walk-in shower, soaking tub, and convenient access to the laundry room through the owner's hall. On the opposite side of the home, two additional bedrooms, a full bath, and a dedicated office provide comfortable accommodations for family, guests, or working from home.

225 Evergreen Dr, Winchester

$462,738

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Experience the perfect blend of modern farmhouse style and peaceful country living with The Equestrian floor plan, a beautifully designed proposed new construction home in the desirable Locust Hill Acres subdivision. This thoughtfully crafted ranch floor plan features 3 bedrooms, 2 full baths, and an open-concept design ideal for both everyday living and entertaining. The home also includes an unfinished walkout basement, offering incredible flexibility for future expansion, additional living space, a recreation room, home gym, workshop, or abundant storage. The spacious great room flows seamlessly into the dining area and chef-inspired kitchen, complete with a large center island, pantry, abundant cabinetry, and premium finishes throughout. The private owner's suite serves as a relaxing retreat with a generous walk-in closet and a luxurious ensuite bath featuring dual vanities and a tiled walk-in shower. Two additional bedrooms provide comfortable accommodations for family, guests, or a dedicated home office. Step outside to enjoy the oversized cathedral-ceiling covered rear deck, perfect for entertaining or taking in the peaceful surroundings of your one-acre homesite. A welcoming covered front porch with exposed timber accents and a charming breezeway connecting the home to the detached two-car garage adds timeless character and exceptional curb appeal. Enjoy the tranquility of rural living while remaining just minutes from downtown Winchester and an easy commute to Lexington. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

3 Beds ⋅ 2 Baths ⋅ 26028671 MLS

***TO BE BUILT, NO CONSTRUCTION HAS STARTED*** Experience the perfect blend of modern farmhouse style and peaceful country living with The Equestrian floor plan, a beautifully designed proposed new construction home in the desirable Locust Hill Acres subdivision. This thoughtfully crafted ranch floor plan features 3 bedrooms, 2 full baths, and an open-concept design ideal for both everyday living and entertaining. The home also includes an unfinished walkout basement, offering incredible flexibility for future expansion, additional living space, a recreation room, home gym, workshop, or abundant storage. The spacious great room flows seamlessly into the dining area and chef-inspired kitchen, complete with a large center island, pantry, abundant cabinetry, and premium finishes throughout. The private owner's suite serves as a relaxing retreat with a generous walk-in closet and a luxurious ensuite bath featuring dual vanities and a tiled walk-in shower. Two additional bedrooms provide comfortable accommodations for family, guests, or a dedicated home office. Step outside to enjoy the oversized cathedral-ceiling covered rear deck, perfect for entertaining or taking in the peaceful surroundings of your one-acre homesite. A welcoming covered front porch with exposed timber accents and a charming breezeway connecting the home to the detached two-car garage adds timeless character and exceptional curb appeal. Enjoy the tranquility of rural living while remaining just minutes from downtown Winchester and an easy commute to Lexington. Pricing and specifications are subject to final plans, selected options, and lot availability. Photos and renderings are for illustrative purposes only and may depict optional features or upgrades not included in the base price.

230 Evergreen Dr, Winchester

$255,000

Discover the possibilities at 280 Ford Hampton Road in Winchester! This unique 3.55-acre property offers space, versatility, and valuable existing improvements, along with potential for your future dream home. The property features an approximately 960-square-foot building with insulated 2x6 walls set 16 inches on center, a 6-inch concrete pad, foundation, and concrete-filled block. Electrical service includes a 200-amp panel inside the building and a 125-amp service outside. Plumbing is run to the building, with valved connections for both the building and a potential house. The property boundaries extend to the mowing line at the rear and follow the fence lines on both sides. With acreage to enjoy, existing infrastructure already in place, and potential for a homesite, this property offers an exciting opportunity for buyers looking for room to spread out and make it their own. Conveniently located on Ford Hampton Road in Winchester, this is a property full of potential!

26028623 MLS

Discover the possibilities at 280 Ford Hampton Road in Winchester! This unique 3.55-acre property offers space, versatility, and valuable existing improvements, along with potential for your future dream home. The property features an approximately 960-square-foot building with insulated 2x6 walls set 16 inches on center, a 6-inch concrete pad, foundation, and concrete-filled block. Electrical service includes a 200-amp panel inside the building and a 125-amp service outside. Plumbing is run to the building, with valved connections for both the building and a potential house. The property boundaries extend to the mowing line at the rear and follow the fence lines on both sides. With acreage to enjoy, existing infrastructure already in place, and potential for a homesite, this property offers an exciting opportunity for buyers looking for room to spread out and make it their own. Conveniently located on Ford Hampton Road in Winchester, this is a property full of potential!

280 Ford Hampton Rd, Winchester

$325,000

Distinctive character, generous space, and a convenient location near downtown Winchester! This five-bedroom, three-bath brick home offers room to spread out, with flexibility for guest rooms, a home office, or hobbies. Eye-catching architectural details and an inviting front porch give the home memorable curb appeal. With downtown shops and dining nearby, 25 W. Hickman Street combines the appeal of an established neighborhood with everyday convenience. Schedule your private showing and picture your next chapter here! Property can be used as residential or office space.

5 Beds ⋅ 3 Baths ⋅ 26028567 MLS

Distinctive character, generous space, and a convenient location near downtown Winchester! This five-bedroom, three-bath brick home offers room to spread out, with flexibility for guest rooms, a home office, or hobbies. Eye-catching architectural details and an inviting front porch give the home memorable curb appeal. With downtown shops and dining nearby, 25 W. Hickman Street combines the appeal of an established neighborhood with everyday convenience. Schedule your private showing and picture your next chapter here! Property can be used as residential or office space.

25 W Hickman St, Winchester

$255,000

Convenient, comfortable, and ready for its next owner! This 3-bedroom, 1-bath ranch home is located in the heart of Winchester and offers easy one-level living with a low-maintenance floor plan. Inside, you'll find comfortable living spaces with freshly cleaned carpets and a home that's ready to move into and make your own. A newer roof provides added peace of mind, while the fenced backyard offers plenty of space for pets, kids, entertaining, or simply enjoying the outdoors. One of the property's best features is the detached 2-car garage with electric, providing excellent space for parking, storage, a workshop, or hobbies. With its central Winchester location, fenced backyard, oversized garage space, and manageable one-level layout, 26 Holiday Road is a great opportunity for a first-time buyer, someone looking to downsize, or anyone searching for an affordable, low-maintenance home. Schedule your private showing today!

3 Beds ⋅ 1 Baths ⋅ 26028523 MLS

Convenient, comfortable, and ready for its next owner! This 3-bedroom, 1-bath ranch home is located in the heart of Winchester and offers easy one-level living with a low-maintenance floor plan. Inside, you'll find comfortable living spaces with freshly cleaned carpets and a home that's ready to move into and make your own. A newer roof provides added peace of mind, while the fenced backyard offers plenty of space for pets, kids, entertaining, or simply enjoying the outdoors. One of the property's best features is the detached 2-car garage with electric, providing excellent space for parking, storage, a workshop, or hobbies. With its central Winchester location, fenced backyard, oversized garage space, and manageable one-level layout, 26 Holiday Road is a great opportunity for a first-time buyer, someone looking to downsize, or anyone searching for an affordable, low-maintenance home. Schedule your private showing today!

26 Holiday Rd, Winchester

$221,000

Motivated Seller, just lowered the price, seller if offering $2000 for concessions, This is great space for the price, walk into a great room with firepalce, hardwood floors, dining area leads to enclosed sunporch, master suite with full bath on first floor, nice kitchen , large back yard, 2 bedrooms up with fill bath, semi finished basement, 1 car garage, don't miss out on this townhome in a great location

3 Beds ⋅ 2 Baths ⋅ 26028482 MLS

Motivated Seller, just lowered the price, seller if offering $2000 for concessions, This is great space for the price, walk into a great room with firepalce, hardwood floors, dining area leads to enclosed sunporch, master suite with full bath on first floor, nice kitchen , large back yard, 2 bedrooms up with fill bath, semi finished basement, 1 car garage, don't miss out on this townhome in a great location

106 Quail Ridge Rd, Winchester

$279,900

Looking for a Short Term Rental or Mid Term Rental? Want room to spread out and space to make your own? Welcome to 121 Bay Hill Drive in Winchester, offering three bedrooms, two and a half baths, and over 2,700 square feet of finished living space. With room for a possible fourth bedroom and multiple flexible spaces, you can create the home offices, sewing room, craft room, or gaming room you've been looking for. Whether you need space to work, unwind, or enjoy your favorite hobbies, this home offers plenty of possibilities. A beautifully landscaped lot adds to the appeal, while the location approximately two minutes from the interstate makes commuting and everyday travel convenient. Come explore how this versatile home can fit your next chapter!

3 Beds ⋅ 3 Baths ⋅ 26028464 MLS

Looking for a Short Term Rental or Mid Term Rental? Want room to spread out and space to make your own? Welcome to 121 Bay Hill Drive in Winchester, offering three bedrooms, two and a half baths, and over 2,700 square feet of finished living space. With room for a possible fourth bedroom and multiple flexible spaces, you can create the home offices, sewing room, craft room, or gaming room you've been looking for. Whether you need space to work, unwind, or enjoy your favorite hobbies, this home offers plenty of possibilities. A beautifully landscaped lot adds to the appeal, while the location approximately two minutes from the interstate makes commuting and everyday travel convenient. Come explore how this versatile home can fit your next chapter!

121 Bay Hill Dr, Winchester

$349,900

26028449 MLS

716 Elkin Station Rd Rd, Winchester

$70,000

Discover the perfect place to build your dream home in Eskippakithiki Overlooks. This beautiful 1.72 acre parcel offers ample space, peaceful surroundings, and stunning natural views. Enjoy the serenity of country living, this land provides an ideal canvas for a custom home or family getaway. Don't miss this opportunity to secure your own piece of paradise.

25506465 MLS

Discover the perfect place to build your dream home in Eskippakithiki Overlooks. This beautiful 1.72 acre parcel offers ample space, peaceful surroundings, and stunning natural views. Enjoy the serenity of country living, this land provides an ideal canvas for a custom home or family getaway. Don't miss this opportunity to secure your own piece of paradise.

12541 Ironworks Rd, Winchester

$4,895,000

A Rare 77 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR/3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub—an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room, with direct access -through the walkout doors- to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 bedroom and 1½ baths. The clear-span main building is designed for extraordinary versatility- capable of accommodating aircraft, collector cars, RVs, and/ or other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial wood shop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Whether envisioned as a private equestrian estate, recreational compound, luxury country residence or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings- it truly must be seen to be appreciated.

3 Beds ⋅ 4 Baths ⋅ 26028327 MLS

A Rare 77 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR/3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub—an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room, with direct access -through the walkout doors- to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 bedroom and 1½ baths. The clear-span main building is designed for extraordinary versatility- capable of accommodating aircraft, collector cars, RVs, and/ or other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial wood shop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Whether envisioned as a private equestrian estate, recreational compound, luxury country residence or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings- it truly must be seen to be appreciated.

5825 Combs Ferry Rd, Winchester

$4,895,000

A Rare 77 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR/3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub—an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room, with direct access -through the walkout doors- to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 bedroom and 1½ baths. The clear-span main building is designed for extraordinary versatility- capable of accommodating aircraft, collector cars, RVs, and/ or other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial wood shop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Whether envisioned as a private equestrian estate, recreational compound, luxury country residence or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings- it truly must be seen to be appreciated.

3 Beds ⋅ 4 Baths ⋅ 26028325 MLS

A Rare 77 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR/3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub—an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room, with direct access -through the walkout doors- to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 bedroom and 1½ baths. The clear-span main building is designed for extraordinary versatility- capable of accommodating aircraft, collector cars, RVs, and/ or other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial wood shop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Whether envisioned as a private equestrian estate, recreational compound, luxury country residence or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings- it truly must be seen to be appreciated.

5825 Combs Ferry Rd, Winchester

$199,500

Welcome to 214 Center Drive! Tucked away at the end of a cul-de-sac, this charming 3-bedroom, 1-bath ranch offers a peaceful setting with convenient access to the interstate. Step inside to discover a functional floor plan featuring a spacious living area and an eat-in kitchen. Just off the kitchen, a versatile bonus room offers endless possibilities like a home office. The bathroom features a double vanity, providing extra counter space and convenience. Outside, enjoy a back deck overlooking a tree-lined backyard with neighboring farmland. A freshly paved driveway adds to the home's curb appeal, while the attached storage area, formerly a one-car garage, provides plenty of room for tools, lawn equipment, and more. Some rooms are virtually staged to showcase layout.

3 Beds ⋅ 1 Baths ⋅ 26028269 MLS

Welcome to 214 Center Drive! Tucked away at the end of a cul-de-sac, this charming 3-bedroom, 1-bath ranch offers a peaceful setting with convenient access to the interstate. Step inside to discover a functional floor plan featuring a spacious living area and an eat-in kitchen. Just off the kitchen, a versatile bonus room offers endless possibilities like a home office. The bathroom features a double vanity, providing extra counter space and convenience. Outside, enjoy a back deck overlooking a tree-lined backyard with neighboring farmland. A freshly paved driveway adds to the home's curb appeal, while the attached storage area, formerly a one-car garage, provides plenty of room for tools, lawn equipment, and more. Some rooms are virtually staged to showcase layout.

214 Center Dr, Winchester

$150,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024090 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

125 Knox Ct, Winchester

$150,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024088 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

120 Knox Ct, Winchester

$100,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024061 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

100 Duclair Dr, Winchester

$110,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024097 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

250 Duclair Dr, Winchester

$110,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024098 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

260 Duclair Dr, Winchester

$110,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024116 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

115 Jacob Ct, Winchester

$110,000

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

22024111 MLS

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

139 Jacob Ct, Winchester

$299,900

*****PRICED BELOW APPRAISAL & MOTIVATED SELLERS***** Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

5 Beds ⋅ 4 Baths ⋅ 26028226 MLS

*****PRICED BELOW APPRAISAL & MOTIVATED SELLERS***** Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester

$2,500,000

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

26028140 MLS

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

1395 Two Mile Rd, Winchester

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