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Welcome to this beautifully updated 3-bedroom, 1-bath home, perfectly situated in the vibrant heart of Winchester. Bursting with charm and character, this home offers the best of modern updates and classic appeal. Step inside to discover a bright, open living area with new flooring, fresh paint, and stylish finishes throughout. The updated kitchen features sleek cabinetry, granite countertops, and stainless steel appliances. Enjoy cozy evenings in the spacious living room or host summer gatherings in the expansive backyard. The remodeled bathroom boasts contemporary tilework and updated fixtures. With thoughtful upgrades and move-in ready condition, this home is perfect for first-time buyers, downsizers, or investors. All this just minutes from Winchester's shops, dining, parks, and commuter routes. Don't miss your chance to own this delightful home in a desirable location—schedule your showing today!

3 Beds ⋅ 1 Baths ⋅ 25017033 MLS

Welcome to this beautifully updated 3-bedroom, 1-bath home, perfectly situated in the vibrant heart of Winchester. Bursting with charm and character, this home offers the best of modern updates and classic appeal. Step inside to discover a bright, open living area with new flooring, fresh paint, and stylish finishes throughout. The updated kitchen features sleek cabinetry, granite countertops, and stainless steel appliances. Enjoy cozy evenings in the spacious living room or host summer gatherings in the expansive backyard. The remodeled bathroom boasts contemporary tilework and updated fixtures. With thoughtful upgrades and move-in ready condition, this home is perfect for first-time buyers, downsizers, or investors. All this just minutes from Winchester's shops, dining, parks, and commuter routes. Don't miss your chance to own this delightful home in a desirable location—schedule your showing today!

31 Vine St, Winchester

$185,000

Move-In Ready Brick Townhome with Garage and Fireplace Step into this charming brick townhome offering comfort, style, and convenience in every detail. The spacious living room features a cozy fireplace, soft neutral tones, and natural light that make it easy to feel at home. The open layout flows to the kitchen and dining area, creating the perfect setting for everyday living or entertaining guests. Enjoy the privacy of your fenced backyard, ideal for outdoor dining or relaxing evenings. The attached garage adds storage and year-round convenience. With easy access to shopping, parks, and restaurantsâ€”and just a short drive to Lexingtonâ€”this home combines modern comfort with a great location. Move-in ready and beautifully maintained, this townhome is a must-see for anyone looking for low-maintenance living with lasting appeal

2 Beds ⋅ 3 Baths ⋅ 26000647 MLS

Move-In Ready Brick Townhome with Garage and Fireplace Step into this charming brick townhome offering comfort, style, and convenience in every detail. The spacious living room features a cozy fireplace, soft neutral tones, and natural light that make it easy to feel at home. The open layout flows to the kitchen and dining area, creating the perfect setting for everyday living or entertaining guests. Enjoy the privacy of your fenced backyard, ideal for outdoor dining or relaxing evenings. The attached garage adds storage and year-round convenience. With easy access to shopping, parks, and restaurantsâ€”and just a short drive to Lexingtonâ€”this home combines modern comfort with a great location. Move-in ready and beautifully maintained, this townhome is a must-see for anyone looking for low-maintenance living with lasting appeal

109 Quail Ridge Rd, Winchester

$185,000

Begin the New Year in your own home! It's a new beginning...Make an appoint to look at this two bedroom, one bath ranch. It has new paint and updated flooring. Range refrigerator and dishwasher are included, There is a nice size laundry room. The kitchen has lots of cabinets and there is an additional pantry in the hall. The dining room is off the kitchen and overlooks the living room. The rear entrance is covered and can be used as a carport if needed. The back yard is large and beautiful in nice weather. Worth taking a look! Lock Box on back door. Come On By and BUY!

2 Beds ⋅ 1 Baths ⋅ 26002364 MLS

Begin the New Year in your own home! It's a new beginning...Make an appoint to look at this two bedroom, one bath ranch. It has new paint and updated flooring. Range refrigerator and dishwasher are included, There is a nice size laundry room. The kitchen has lots of cabinets and there is an additional pantry in the hall. The dining room is off the kitchen and overlooks the living room. The rear entrance is covered and can be used as a carport if needed. The back yard is large and beautiful in nice weather. Worth taking a look! Lock Box on back door. Come On By and BUY!

616 Boone Ave, Winchester

$185,000

Bedford stone ranch ideally located in Winchester; just minutes from Richmond and Lexington. This 2-bedroom, 1-bath home offers a flexible bonus room that can easily function as a third bedroom, home office, or hobby space. Sitting on a spacious corner lot, the home features a walk-out unfinished basement with a 1-car garage, providing plenty of storage. Outdoor living is a highlight here, with a welcoming covered front porch, a cozy back patio, and a glass enclosed sunroom(perfect for year-round relaxation.) An invisible fence is already in place, making it a great setup for pet owners.

2 Beds ⋅ 1 Baths ⋅ 25503883 MLS

Bedford stone ranch ideally located in Winchester; just minutes from Richmond and Lexington. This 2-bedroom, 1-bath home offers a flexible bonus room that can easily function as a third bedroom, home office, or hobby space. Sitting on a spacious corner lot, the home features a walk-out unfinished basement with a 1-car garage, providing plenty of storage. Outdoor living is a highlight here, with a welcoming covered front porch, a cozy back patio, and a glass enclosed sunroom(perfect for year-round relaxation.) An invisible fence is already in place, making it a great setup for pet owners.

23 Hillcrest Dr, Winchester

$185,000

Step into timeless elegance with this historic 1927 church near downtown Winchester, a rare architectural gem that blends sacred heritage with boundless potential. Nestled just minutes from the heart of the city, this property invites you to reimagine its story—whether as a residence, creative studio, event venue, or community gathering space. Inside, you'll be greeted by: 🌈 Original stained glass windows, each a kaleidoscope of color and craftsmanship, bathing the sanctuary in ethereal light throughout the day 🪵 Rich hardwood floors, lovingly preserved and polished to reveal the warmth and character of nearly a century of footsteps and memories 🏛️ Vaulted ceilings and arched doorways, echoing the grandeur of early 20th-century ecclesiastical design 🍽️ Full basement with a kitchen, offering practical functionality for hosting receptions, workshops 🧱 Solid masonry construction, a testament to enduring quality and timeless style The layout is both expansive and adaptable, with open-plan potential and private nooks that lend themselves to a variety of uses—

25015809 MLS

Step into timeless elegance with this historic 1927 church near downtown Winchester, a rare architectural gem that blends sacred heritage with boundless potential. Nestled just minutes from the heart of the city, this property invites you to reimagine its story—whether as a residence, creative studio, event venue, or community gathering space. Inside, you'll be greeted by: 🌈 Original stained glass windows, each a kaleidoscope of color and craftsmanship, bathing the sanctuary in ethereal light throughout the day 🪵 Rich hardwood floors, lovingly preserved and polished to reveal the warmth and character of nearly a century of footsteps and memories 🏛️ Vaulted ceilings and arched doorways, echoing the grandeur of early 20th-century ecclesiastical design 🍽️ Full basement with a kitchen, offering practical functionality for hosting receptions, workshops 🧱 Solid masonry construction, a testament to enduring quality and timeless style The layout is both expansive and adaptable, with open-plan potential and private nooks that lend themselves to a variety of uses—

152 W Broadway St, Winchester

$185,000

Check out this lovely all brick, beautifully renovated 3-bedroom,1bath home located in Winchester perfectly blending timeless charm with modern updates. This move-in ready home features a new roof, updated electrical and plumbing, an upgraded kitchen, new flooring, a fully renovated bathroom, fresh paint throughout, and all new appliances. Situated on a spacious corner lot, the property offers ample parking and a rare 3 car garage, ideal for storage, hobbies, or a workshop. With its durable brick exterior, thoughtful upgrades, and unbeatable location, this home delivers both comfort and convenience. Don't miss the opportunity to own a classic home with contemporary improvements in a prime Winchester neighborhood.

3 Beds ⋅ 1 Baths ⋅ 25011691 MLS

Check out this lovely all brick, beautifully renovated 3-bedroom,1bath home located in Winchester perfectly blending timeless charm with modern updates. This move-in ready home features a new roof, updated electrical and plumbing, an upgraded kitchen, new flooring, a fully renovated bathroom, fresh paint throughout, and all new appliances. Situated on a spacious corner lot, the property offers ample parking and a rare 3 car garage, ideal for storage, hobbies, or a workshop. With its durable brick exterior, thoughtful upgrades, and unbeatable location, this home delivers both comfort and convenience. Don't miss the opportunity to own a classic home with contemporary improvements in a prime Winchester neighborhood.

40 Garner St, Winchester

$185,000

Investment Opportunity: Two-Bay Garage with Immediate Income! Location: Winchester Ky Looking for a hassle-free investment property with instant cash flow? Look no further! This well-maintained two-bay garage is now available for sale and comes with a reliable tenant already in place. Property Highlights: Two Spacious Bays: Ideal for storage, workshop space, or potential future business use. Current Tenant in Place: Enjoy immediate rental income from day one. One-Year Lease Required: Provides guaranteed income for the next 12 months. Tenant Responsibilities: Covers Renters Insurance, minimizing your liability. Responsible for Roof and Electrical Issue Repairs (if they occur), reducing your maintenance costs. Handles all Outside Upkeep, saving you time and expense. Buyer to verify square footage.

25013634 MLS

Investment Opportunity: Two-Bay Garage with Immediate Income! Location: Winchester Ky Looking for a hassle-free investment property with instant cash flow? Look no further! This well-maintained two-bay garage is now available for sale and comes with a reliable tenant already in place. Property Highlights: Two Spacious Bays: Ideal for storage, workshop space, or potential future business use. Current Tenant in Place: Enjoy immediate rental income from day one. One-Year Lease Required: Provides guaranteed income for the next 12 months. Tenant Responsibilities: Covers Renters Insurance, minimizing your liability. Responsible for Roof and Electrical Issue Repairs (if they occur), reducing your maintenance costs. Handles all Outside Upkeep, saving you time and expense. Buyer to verify square footage.

380 Noble King Ct, Winchester

$185,000

Discover the timeless charm of this storybook river house, perfectly nestled on a private 2 acres with river views and access.Completely renovated, new stove, full of character and warmth, this unique 2 bedroom, one bath retreat offers a peaceful escape with an incredible connection to the water and quiet nature. Inside the charming shiplap walls and two fireplaces create a cozy, inviting atmosphere. The impressive stone fireplace serves as beautiful focal point, while a second fireplace adds even more warmth and ambiance. Step outside and enjoy your own private connection with the river, perfect for launching your kayak into the water or just enjoy the sounds of the water by the riverbank. Private weekend getaway or full time residence, or one of a kind investment property, this charming river house offers something truly special- privacy, character, tranquility, and direct access to the Ky River. Bonus, Halls on the River is a stones throw away! Would be an amazing VRBO

2 Beds ⋅ 1 Baths ⋅ 26023419 MLS

Discover the timeless charm of this storybook river house, perfectly nestled on a private 2 acres with river views and access.Completely renovated, new stove, full of character and warmth, this unique 2 bedroom, one bath retreat offers a peaceful escape with an incredible connection to the water and quiet nature. Inside the charming shiplap walls and two fireplaces create a cozy, inviting atmosphere. The impressive stone fireplace serves as beautiful focal point, while a second fireplace adds even more warmth and ambiance. Step outside and enjoy your own private connection with the river, perfect for launching your kayak into the water or just enjoy the sounds of the water by the riverbank. Private weekend getaway or full time residence, or one of a kind investment property, this charming river house offers something truly special- privacy, character, tranquility, and direct access to the Ky River. Bonus, Halls on the River is a stones throw away! Would be an amazing VRBO

682 Athens Boonesboro Rd, Winchester

$185,000

Welcome home to this charming and spacious 2-bedroom, 2.5-bath townhome perfectly situated on a quiet cul-de-sac. Offering both comfort and privacy, this home backs up to a peaceful open field—providing serene views and no rear neighbors. Step inside to find a bright and inviting living space featuring an elegant electric fireplace, perfect for cozy evenings. The open layout flows seamlessly into an eat-in kitchen designed for both functionality and style, complete with a center island, ample cabinetry, and plenty of room for casual dining or entertaining. Upstairs, you'll find two generously sized bedrooms, each offering comfort and privacy, along with well-appointed bathrooms to accommodate family or guests. The additional half-bath on the main level adds extra convenience. Whether you're enjoying quiet mornings overlooking the field or hosting friends in your open-concept living area, this townhome offers the perfect blend of comfort, space, and location. Don't miss your opportunity to own this beautifully positioned home in a desirable setting!

2 Beds ⋅ 3 Baths ⋅ 26009036 MLS

Welcome home to this charming and spacious 2-bedroom, 2.5-bath townhome perfectly situated on a quiet cul-de-sac. Offering both comfort and privacy, this home backs up to a peaceful open field—providing serene views and no rear neighbors. Step inside to find a bright and inviting living space featuring an elegant electric fireplace, perfect for cozy evenings. The open layout flows seamlessly into an eat-in kitchen designed for both functionality and style, complete with a center island, ample cabinetry, and plenty of room for casual dining or entertaining. Upstairs, you'll find two generously sized bedrooms, each offering comfort and privacy, along with well-appointed bathrooms to accommodate family or guests. The additional half-bath on the main level adds extra convenience. Whether you're enjoying quiet mornings overlooking the field or hosting friends in your open-concept living area, this townhome offers the perfect blend of comfort, space, and location. Don't miss your opportunity to own this beautifully positioned home in a desirable setting!

310 Essex Ct, Winchester

$185,000

Build your dream retreat on this beautiful 7.77-acre parcel nestled in a peaceful rural setting just outside Winchester. The gently rolling terrain provides a serene backdrop for your custom home, hobby farm, or equestrian space, offering plenty of room to roam, garden, or simply enjoy the privacy. With easy access from Flanagan Station Road, this property combines a quiet country feel with convenient proximity to town amenities. Whether you're envisioning your forever home, raising animals, or creating a private getaway, this expansive tract of land offers endless possibilities and a rare opportunity to own a sizable piece of Clark County.

25009200 MLS

Build your dream retreat on this beautiful 7.77-acre parcel nestled in a peaceful rural setting just outside Winchester. The gently rolling terrain provides a serene backdrop for your custom home, hobby farm, or equestrian space, offering plenty of room to roam, garden, or simply enjoy the privacy. With easy access from Flanagan Station Road, this property combines a quiet country feel with convenient proximity to town amenities. Whether you're envisioning your forever home, raising animals, or creating a private getaway, this expansive tract of land offers endless possibilities and a rare opportunity to own a sizable piece of Clark County.

368 Flanagan Station Rd, Winchester

$180,000

This Spacious investment property is ready for its new owner. The home features fresh updates throughout, large living spaces and endless possibilities. Schedule your showing while you can!

4 Beds ⋅ 2 Baths ⋅ 25507680 MLS

This Spacious investment property is ready for its new owner. The home features fresh updates throughout, large living spaces and endless possibilities. Schedule your showing while you can!

217 S Highland St, Winchester

$179,000

Brick ranch in the College Park neighborhood. Large living area and kitchen with updated appliances and mechanicals (water heater and heat pump). The previous owner water proofed the basement and a new garage door has been installed. Bonus room could be utilized as an additional living room or bedroom.

2 Beds ⋅ 1 Baths ⋅ 25506124 MLS

Brick ranch in the College Park neighborhood. Large living area and kitchen with updated appliances and mechanicals (water heater and heat pump). The previous owner water proofed the basement and a new garage door has been installed. Bonus room could be utilized as an additional living room or bedroom.

605 College St, Winchester

$178,500

Super cute, move in ready 1.5 story Cape Cod featuring 2 Bedrooms, 1 Bath, small eat in kitchen on 1st floor, Lg Primary bedroom on 2nd floor. Unfinished basement with lots of storage, Bonus Rm, & 3-year-old Sump pump. Updates: New Roof June '26, New front gutter. First & second floors: Fresh neutral painted rooms/trim, New carpets first floor & stairway. Carpet upstairs professionally cleaned, all new vent covers, newer Lg Gas Range, newer deep stainless kitchen sink, newly painted kitchen cabinets. Outside: Fresh stained deck, new steps & new concrete landing, Lg fenced in backyard with firepit! Its ready for backyard games & Smores! Being sold "AS IS", but Inspections Welcome!

3 Beds ⋅ 1 Baths ⋅ 26013772 MLS

Super cute, move in ready 1.5 story Cape Cod featuring 2 Bedrooms, 1 Bath, small eat in kitchen on 1st floor, Lg Primary bedroom on 2nd floor. Unfinished basement with lots of storage, Bonus Rm, & 3-year-old Sump pump. Updates: New Roof June '26, New front gutter. First & second floors: Fresh neutral painted rooms/trim, New carpets first floor & stairway. Carpet upstairs professionally cleaned, all new vent covers, newer Lg Gas Range, newer deep stainless kitchen sink, newly painted kitchen cabinets. Outside: Fresh stained deck, new steps & new concrete landing, Lg fenced in backyard with firepit! Its ready for backyard games & Smores! Being sold "AS IS", but Inspections Welcome!

371 E Washington St, Winchester

$178,000

This cozy 2-bedroom, 1.5-bath home is the perfect fit for first-time buyers or anyone looking to expand their investment portfolio. The inviting living room features a propane-operated fireplace that provides a reliable backup heat source. The spacious primary bedroom includes his-and-her closets, and both bedrooms are equipped with additional split units for personalized comfort. A full appliance package conveys with the property, including the stove, refrigerator, washer, dryer, dishwasher and garbage disposal—making this home truly move-in ready. Out back, a large deck extends your living space outdoors and creates the perfect setting for entertaining. Whether hosting summer cookouts, enjoying quiet evenings, or gathering with friends, this generous outdoor area adds tremendous value and versatility. Comfortable, efficient, and thoughtfully equipped, this property is ready to welcome its next owner. With close proximity to shopping, schools, and parks, the location simply can't be beat.

2 Beds ⋅ 2 Baths ⋅ 26002026 MLS

This cozy 2-bedroom, 1.5-bath home is the perfect fit for first-time buyers or anyone looking to expand their investment portfolio. The inviting living room features a propane-operated fireplace that provides a reliable backup heat source. The spacious primary bedroom includes his-and-her closets, and both bedrooms are equipped with additional split units for personalized comfort. A full appliance package conveys with the property, including the stove, refrigerator, washer, dryer, dishwasher and garbage disposal—making this home truly move-in ready. Out back, a large deck extends your living space outdoors and creates the perfect setting for entertaining. Whether hosting summer cookouts, enjoying quiet evenings, or gathering with friends, this generous outdoor area adds tremendous value and versatility. Comfortable, efficient, and thoughtfully equipped, this property is ready to welcome its next owner. With close proximity to shopping, schools, and parks, the location simply can't be beat.

356 Colby Ridge Blvd, Winchester

$178,000

Welcome home to this beautifully updated 2-bedroom, 1-bath home offering 1,061 square feet of comfortable living space! The renovated kitchen features soft-close shaker cabinets and granite countertops, while durable luxury vinyl plank flooring flows throughout the home for a fresh, modern feel. Outside, you'll find a spacious, fully fenced backyard complete with a storage shed providing extra space for tools and outdoor equipment. Spend your evenings relaxing in the backyard or take a short walk to nearby Legacy Grove Park. An attached carport adds the convenience of covered off street parking. Just minutes from downtown, this home offers the perfect blend of modern updates, outdoor space, and a convenient location. Whether you're a first-time buyer, looking to downsize, or searching for a turn key investment opportunity, this move-in-ready home is one you won't want to miss! Seller is a licensed real estate agent in Kentucky.

2 Beds ⋅ 1 Baths ⋅ 26019033 MLS

Welcome home to this beautifully updated 2-bedroom, 1-bath home offering 1,061 square feet of comfortable living space! The renovated kitchen features soft-close shaker cabinets and granite countertops, while durable luxury vinyl plank flooring flows throughout the home for a fresh, modern feel. Outside, you'll find a spacious, fully fenced backyard complete with a storage shed providing extra space for tools and outdoor equipment. Spend your evenings relaxing in the backyard or take a short walk to nearby Legacy Grove Park. An attached carport adds the convenience of covered off street parking. Just minutes from downtown, this home offers the perfect blend of modern updates, outdoor space, and a convenient location. Whether you're a first-time buyer, looking to downsize, or searching for a turn key investment opportunity, this move-in-ready home is one you won't want to miss! Seller is a licensed real estate agent in Kentucky.

17 Waveland Ave, Winchester

$177,000

Charming and recently updated, this 1.5-story townhome is located in the Spencer Community Development Subdivision. Offering 2 bedrooms and 2 full bathrooms, this home sits on a generous 0.37 acre lot. Inside, you'll find a beautifully remodeled interior with brand new vinyl flooring, fresh paint, and stylish new light fixtures. The completely updated kitchen boasts modern cabinetry and stainless steel appliances, making it a joy to cook and entertain in. The main floor includes a bedroom and full bath, while upstairs, a second bedroom and bath offer added comfort. Enjoy the outdoors on the brand new wooden deck, accessed through a new sliding glass door. This home is ready for you to make it your own!

2 Beds ⋅ 2 Baths ⋅ 26007069 MLS

Charming and recently updated, this 1.5-story townhome is located in the Spencer Community Development Subdivision. Offering 2 bedrooms and 2 full bathrooms, this home sits on a generous 0.37 acre lot. Inside, you'll find a beautifully remodeled interior with brand new vinyl flooring, fresh paint, and stylish new light fixtures. The completely updated kitchen boasts modern cabinetry and stainless steel appliances, making it a joy to cook and entertain in. The main floor includes a bedroom and full bath, while upstairs, a second bedroom and bath offer added comfort. Enjoy the outdoors on the brand new wooden deck, accessed through a new sliding glass door. This home is ready for you to make it your own!

403 Country Club Dr, Winchester

$175,000

This inviting 2 bedroom, 1 and a half bath home blends comfort with smart design. An open floor plan creates a bright, welcoming space where the living, dining, and kitchen areas flow effortlesslyâ€”perfect for everyday living and easy entertaining. The fully fenced backyard adds privacy and flexibility, ideal for pets, play, or quiet evenings outdoors. Whether you're stepping into homeownership for the first time or downsizing into something simpler and more manageable, this home offers the perfect balance of warmth, function, and livability.

2 Beds ⋅ 2 Baths ⋅ 26002018 MLS

This inviting 2 bedroom, 1 and a half bath home blends comfort with smart design. An open floor plan creates a bright, welcoming space where the living, dining, and kitchen areas flow effortlesslyâ€”perfect for everyday living and easy entertaining. The fully fenced backyard adds privacy and flexibility, ideal for pets, play, or quiet evenings outdoors. Whether you're stepping into homeownership for the first time or downsizing into something simpler and more manageable, this home offers the perfect balance of warmth, function, and livability.

10 Pocahontas, Winchester

$175,000

Charming 3-bedroom, 2-bath ranch featuring a spacious living room and a separate dining area that opens to a back deck—perfect for entertaining or relaxing outdoors. The primary bedroom includes its own private bathroom for added convenience. Enjoy a partially fenced yard with a separate storage shed for tools or hobbies. A dedicated utility closet for your washer and dryer, making this home both comfortable and functional.

3 Beds ⋅ 2 Baths ⋅ 25505150 MLS

Charming 3-bedroom, 2-bath ranch featuring a spacious living room and a separate dining area that opens to a back deck—perfect for entertaining or relaxing outdoors. The primary bedroom includes its own private bathroom for added convenience. Enjoy a partially fenced yard with a separate storage shed for tools or hobbies. A dedicated utility closet for your washer and dryer, making this home both comfortable and functional.

200 Madison Ave, Winchester

$175,000

Newly remodeled brick ranch with two bedrooms. There are two bathrooms. One is remodeled and oversized with additional storage. The kitchen has new refrigerator, range and dishwasher. The laundry room is conveniently located at the back door off the concrete back porch. The large back yard is private. This would be a great home to downsize or have for a starter home. It could also be used as investment property.

2 Beds ⋅ 2 Baths ⋅ 25505318 MLS

Newly remodeled brick ranch with two bedrooms. There are two bathrooms. One is remodeled and oversized with additional storage. The kitchen has new refrigerator, range and dishwasher. The laundry room is conveniently located at the back door off the concrete back porch. The large back yard is private. This would be a great home to downsize or have for a starter home. It could also be used as investment property.

612 Boone Ave, Winchester

$175,000

2.7 acres of vacant land offering a great opportunity to build your dream home. Enjoy a peaceful setting with room to spread out while remaining conveniently located to nearby amenities.

26019819 MLS

2.7 acres of vacant land offering a great opportunity to build your dream home. Enjoy a peaceful setting with room to spread out while remaining conveniently located to nearby amenities.

2191 Mcclure Rd, Winchester

$175,000

Welcome to 76 Clay Street in Winchester—a beautifully remodeled 3-bedroom, 2-bath home that combines modern style with everyday comfort. Completely renovated and move-in ready, this home offers quality updates throughout. Inside, you'll find durable luxury vinyl plank flooring, abundant natural light from all-new windows, and a beautifully updated kitchen featuring butcher block countertops, a farmhouse sink, and stainless steel appliances. The spacious primary suite includes a stunning tiled walk-in shower, creating the perfect private retreat. Major mechanical updates provide added peace of mind, including a new HVAC system and a new water heater. Outside, enjoy relaxing on the inviting covered front porch or entertaining guests on the back deck. This stunning home offers the perfect blend of modern updates, quality craftsmanship, and comfortable living spaces. With everything already completed, 76 Clay Street is truly move-in ready and waiting for you to call it home. Schedule your showing today and experience all this beautifully renovated property has to offer!

3 Beds ⋅ 2 Baths ⋅ 26017853 MLS

Welcome to 76 Clay Street in Winchester—a beautifully remodeled 3-bedroom, 2-bath home that combines modern style with everyday comfort. Completely renovated and move-in ready, this home offers quality updates throughout. Inside, you'll find durable luxury vinyl plank flooring, abundant natural light from all-new windows, and a beautifully updated kitchen featuring butcher block countertops, a farmhouse sink, and stainless steel appliances. The spacious primary suite includes a stunning tiled walk-in shower, creating the perfect private retreat. Major mechanical updates provide added peace of mind, including a new HVAC system and a new water heater. Outside, enjoy relaxing on the inviting covered front porch or entertaining guests on the back deck. This stunning home offers the perfect blend of modern updates, quality craftsmanship, and comfortable living spaces. With everything already completed, 76 Clay Street is truly move-in ready and waiting for you to call it home. Schedule your showing today and experience all this beautifully renovated property has to offer!

76 Clay St, Winchester

$175,000

6.099 Acres of Prime Farmland in the Heart of the Bluegrass! Whether you're dreaming of designing your ideal homestead or simply building your custom country home with plenty of room to roam, this property offers the perfect blend of space, beauty, tranquility, and convenience. Enjoy peaceful rural living with open skies and scenic countryside views, surrounded by picturesque farms and a nearby vineyard that add to the charm of the area. The flat terrain provides ample options for building sites with plenty of room for gardens, livestock, barns and recreational use. Located just a short drive from Lexington, you'll enjoy the best of country living without sacrificing city amenities! Bring your plans and make it your own!!

26002767 MLS

6.099 Acres of Prime Farmland in the Heart of the Bluegrass! Whether you're dreaming of designing your ideal homestead or simply building your custom country home with plenty of room to roam, this property offers the perfect blend of space, beauty, tranquility, and convenience. Enjoy peaceful rural living with open skies and scenic countryside views, surrounded by picturesque farms and a nearby vineyard that add to the charm of the area. The flat terrain provides ample options for building sites with plenty of room for gardens, livestock, barns and recreational use. Located just a short drive from Lexington, you'll enjoy the best of country living without sacrificing city amenities! Bring your plans and make it your own!!

5105 Combs Ferry Rd, Winchester

$175,000

Fully remodeled and move-in ready, this 2-bedroom, 2 full bathroom townhome offers approximately 1,260 square feet of updated living space in a convenient Winchester location. Recent renovations include new dimensional shingle roofing, updated windows and doors, new siding, and a newly built rear deck?perfect for enjoying the outdoors. Inside, the home features luxury vinyl flooring, fresh carpet in the bedrooms, updated interior doors and hardware, and a redesigned staircase. The modernized kitchen boasts new cabinetry, granite countertops, and stainless steel appliances, while both full bathrooms have been refreshed with updated vanities, fixtures, and reglazed tub/shower enclosures. The layout offers a desirable first-floor bedroom and full bath, along with a spacious great room featuring a wood-burning fireplace. Upstairs includes an additional bedroom and full bath, providing privacy and flexibility. Conveniently located near the intersection of Bypass Road and Boone Avenue, this home offers easy access to downtown Winchester, shopping, and major routes.

2 Beds ⋅ 2 Baths ⋅ 26008091 MLS

Fully remodeled and move-in ready, this 2-bedroom, 2 full bathroom townhome offers approximately 1,260 square feet of updated living space in a convenient Winchester location. Recent renovations include new dimensional shingle roofing, updated windows and doors, new siding, and a newly built rear deck?perfect for enjoying the outdoors. Inside, the home features luxury vinyl flooring, fresh carpet in the bedrooms, updated interior doors and hardware, and a redesigned staircase. The modernized kitchen boasts new cabinetry, granite countertops, and stainless steel appliances, while both full bathrooms have been refreshed with updated vanities, fixtures, and reglazed tub/shower enclosures. The layout offers a desirable first-floor bedroom and full bath, along with a spacious great room featuring a wood-burning fireplace. Upstairs includes an additional bedroom and full bath, providing privacy and flexibility. Conveniently located near the intersection of Bypass Road and Boone Avenue, this home offers easy access to downtown Winchester, shopping, and major routes.

432 Country Club Dr, Winchester

$175,000

2 Beds ⋅ 2 Baths ⋅ 26010230 MLS

5434 Pine Ridge Rd, Winchester

$175,000

Turnkey downtown triplex with tenants already in place. An excellent addition to any investor's portfolio. Two units have been recently updated, while the third features a long-term tenant with future value-add potential. Property includes two 1BD/1BA units and one 2BD/1BA unit. Tenants pay all utilities directly except water, which is on a RUB system, keeping operating costs low. Strong income potential in a prime downtown location with continued upside. Selling as-is.

4 Beds ⋅ 3 Baths ⋅ 26004331 MLS

Turnkey downtown triplex with tenants already in place. An excellent addition to any investor's portfolio. Two units have been recently updated, while the third features a long-term tenant with future value-add potential. Property includes two 1BD/1BA units and one 2BD/1BA unit. Tenants pay all utilities directly except water, which is on a RUB system, keeping operating costs low. Strong income potential in a prime downtown location with continued upside. Selling as-is.

130 E Broadway St, Winchester

$171,500

Looking for an affordable home? Look no further than this recently updated 3 bedroom 1 bath with possible 4th bedroom or bonus room. New flooring, appliances, fixtures and new hvac. Replacement windows before current owner. Great starter home located convenient to downtown area and shopping.

3 Beds ⋅ 1 Baths ⋅ 25500949 MLS

Looking for an affordable home? Look no further than this recently updated 3 bedroom 1 bath with possible 4th bedroom or bonus room. New flooring, appliances, fixtures and new hvac. Replacement windows before current owner. Great starter home located convenient to downtown area and shopping.

120 E Lexington Ave, Winchester

$170,000

COMFORTABLE LIVING at an Affordable Price---This charming move in ready 2 bed, 2 1/2 bath townhome can be yours just in time for the holidays! Located in the Colby Ridge Subdivision & within walking distance to shopping & restaurants, this property comes with new roof & new HVAC. From the spacious eat-in kitchen with stainless appliances, walk out the door to enjoy the deck with views of the woods below. The finished downstairs space (currently being used as a 3rd bedroom) can be whatever you want it to be--home office, playroom, home gym--it's up to you! (Buyer to verify sq ft, schools, etc.) Hot tub available for negotiation.

2 Beds ⋅ 3 Baths ⋅ 25506116 MLS

COMFORTABLE LIVING at an Affordable Price---This charming move in ready 2 bed, 2 1/2 bath townhome can be yours just in time for the holidays! Located in the Colby Ridge Subdivision & within walking distance to shopping & restaurants, this property comes with new roof & new HVAC. From the spacious eat-in kitchen with stainless appliances, walk out the door to enjoy the deck with views of the woods below. The finished downstairs space (currently being used as a 3rd bedroom) can be whatever you want it to be--home office, playroom, home gym--it's up to you! (Buyer to verify sq ft, schools, etc.) Hot tub available for negotiation.

130 Abbeywood Ct, Winchester

$170,000

Incredible opportunity to own a building in downtown Winchester! This building had a major renovation when the current owners bought it: new roof, new storefront, and new electrical, plumbing, and HVAC on the main level. Walking in, you are greeted by tile, original hardwood floors, exposed brick, and shiplap walls; tin ceilings have beautiful detail. In addition to retail space the downstairs has 1 full bathroom, 1 half bathroom, 6 dressing rooms, storage room, Back door entrance with access to back parking lot and upstairs access. Upstairs, there is an opportunity to update and make a live work space or additional business with a separate entrance. This building has it all!! Located across from the new luxury apartments, Leeds Theater, and next to established businesses and restaurants. Call to schedule your private showing today and see all this building has to offer!

26014568 MLS

Incredible opportunity to own a building in downtown Winchester! This building had a major renovation when the current owners bought it: new roof, new storefront, and new electrical, plumbing, and HVAC on the main level. Walking in, you are greeted by tile, original hardwood floors, exposed brick, and shiplap walls; tin ceilings have beautiful detail. In addition to retail space the downstairs has 1 full bathroom, 1 half bathroom, 6 dressing rooms, storage room, Back door entrance with access to back parking lot and upstairs access. Upstairs, there is an opportunity to update and make a live work space or additional business with a separate entrance. This building has it all!! Located across from the new luxury apartments, Leeds Theater, and next to established businesses and restaurants. Call to schedule your private showing today and see all this building has to offer!

18 N Main St, Winchester

$169,000

Tucked right off Combs Ferry Rd, this 3.5-acre tract offers the perfect blend of convenience and peaceful country living. Just 15 minutes to Hamburg shopping, dining, and hospitals, you'll enjoy easy access to Lexington while still having the space and privacy of Clark County. Gently rolling and cleared, this property is ready for your dream home—no trees to remove and plenty of room to build. Located on Basin Springs Rd, you're just minutes from Fayette County and Downtown Winchester. A great opportunity to build in a beautiful, well-located setting.

26006060 MLS

Tucked right off Combs Ferry Rd, this 3.5-acre tract offers the perfect blend of convenience and peaceful country living. Just 15 minutes to Hamburg shopping, dining, and hospitals, you'll enjoy easy access to Lexington while still having the space and privacy of Clark County. Gently rolling and cleared, this property is ready for your dream home—no trees to remove and plenty of room to build. Located on Basin Springs Rd, you're just minutes from Fayette County and Downtown Winchester. A great opportunity to build in a beautiful, well-located setting.

4247 Basin Springs Rd, Winchester

$168,000

Opportunity knocks in Royal Oaks Village--be part of Winchester's next chapter. Located within the expanding Deerlawn development, this single-story ranch townhome offers incredible upside in an area poised for growth. With future plans bringing hundreds of new homes, townhomes, and duplexes nearby, this is your chance to get in early and build equity. Inside, you'll find a spacious and functional layout featuring a large primary suite with dual walk-in closets and a double vanity bath, two additional bedrooms, a second full bath, and a generously sized living area, an eat-in kitchen and a separate large utility room coming in from your attached two-car garage add everyday convenience. Major mechanical system update to the HVAC in 2023 and added attic insulation in 2019 for a strong foundation to build on. This home is ideal for buyers looking to personalize a space and create value. With a little vision and cosmetic updates, the potential here is undeniable. Whether you're a first-time buyer, investor, or someone looking to right-size with intention, this is a rare chance to secure a property priced to reflect opportunity--not perfection. Conveniently located just minutes from I-64, the Clark County Industrial Park, and an easy drive to Lexington or Mt. Sterling. Being sold as-is. Priced for a ready and able buyer so schedule your showing today and explore the possibilities. Please call listing agent for showing details.

3 Beds ⋅ 2 Baths ⋅ 26011449 MLS

Opportunity knocks in Royal Oaks Village--be part of Winchester's next chapter. Located within the expanding Deerlawn development, this single-story ranch townhome offers incredible upside in an area poised for growth. With future plans bringing hundreds of new homes, townhomes, and duplexes nearby, this is your chance to get in early and build equity. Inside, you'll find a spacious and functional layout featuring a large primary suite with dual walk-in closets and a double vanity bath, two additional bedrooms, a second full bath, and a generously sized living area, an eat-in kitchen and a separate large utility room coming in from your attached two-car garage add everyday convenience. Major mechanical system update to the HVAC in 2023 and added attic insulation in 2019 for a strong foundation to build on. This home is ideal for buyers looking to personalize a space and create value. With a little vision and cosmetic updates, the potential here is undeniable. Whether you're a first-time buyer, investor, or someone looking to right-size with intention, this is a rare chance to secure a property priced to reflect opportunity--not perfection. Conveniently located just minutes from I-64, the Clark County Industrial Park, and an easy drive to Lexington or Mt. Sterling. Being sold as-is. Priced for a ready and able buyer so schedule your showing today and explore the possibilities. Please call listing agent for showing details.

128 Bay Hill Dr, Winchester

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