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213 E Broadway St, Winchester

Timeless character, thoughtful updates, and a walkable downtown location define this distinctive Winchester residence. From the original front door to the beautifully preserved architectural details within, 107 S Burns Avenue reflects the craftsmanship of an earlier era, with original hardwood floors, cherry wood wainscoting, coffered ceilings, custom brick fireplaces and mantels, and original built-ins throughout. Offering four bedrooms and two full baths, the home has been carefully updated while preserving the details that make it unique. The fully renovated upper level provides a private fourth bedroom, full bath, built-in workspace, generous knee-wall storage, and a dedicated heating and cooling system. In the kitchen, custom cabinetry complements an original double-drainboard cast-iron sink, while the main-level bath retains a beautifully reglazed original clawfoot tub. Outdoors, an eight-foot privacy fence creates a secluded backyard setting with an above-ground pool and ample space for relaxing and entertaining. An original carriage-door garage adds another layer of historic character, complemented by off-street parking for up to three vehicles. Located just two blocks from Main Street, the home offers convenient access to downtown Winchester's locally owned restaurants, boutiques, theater, festivals, and community events. College Park and the public library are also just a few blocks away. Beautifully maintained and rich with architectural detail, 107 S Burns Avenue offers an uncommon combination of historic craftsmanship, modern updates, and downtown convenience in the heart of Winchester.

4 Beds ⋅ 2 Baths ⋅ 26027372 MLS

Timeless character, thoughtful updates, and a walkable downtown location define this distinctive Winchester residence. From the original front door to the beautifully preserved architectural details within, 107 S Burns Avenue reflects the craftsmanship of an earlier era, with original hardwood floors, cherry wood wainscoting, coffered ceilings, custom brick fireplaces and mantels, and original built-ins throughout. Offering four bedrooms and two full baths, the home has been carefully updated while preserving the details that make it unique. The fully renovated upper level provides a private fourth bedroom, full bath, built-in workspace, generous knee-wall storage, and a dedicated heating and cooling system. In the kitchen, custom cabinetry complements an original double-drainboard cast-iron sink, while the main-level bath retains a beautifully reglazed original clawfoot tub. Outdoors, an eight-foot privacy fence creates a secluded backyard setting with an above-ground pool and ample space for relaxing and entertaining. An original carriage-door garage adds another layer of historic character, complemented by off-street parking for up to three vehicles. Located just two blocks from Main Street, the home offers convenient access to downtown Winchester's locally owned restaurants, boutiques, theater, festivals, and community events. College Park and the public library are also just a few blocks away. Beautifully maintained and rich with architectural detail, 107 S Burns Avenue offers an uncommon combination of historic craftsmanship, modern updates, and downtown convenience in the heart of Winchester.

107 S Burns Ave, Winchester

$335,000

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

3 Beds ⋅ 2 Baths ⋅ 26027363 MLS

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

2550 Kiddville Rd, Winchester

$445,500

This is a perfect home for EVERY season.....enjoy multiple, interior gathering spaces and the glow and warmth of either the L R or Dining Room fireplace on the main level or the coziness of the mesmerizing fireplace in the lower level family room during the winter. Watch the backyard come alive with rich and lush vegetation during the Spring from the large, glass walled sun room. For Summer, tons of options await you with the covered front porch, the partially covered back deck or escape to the seclusion of the covered, separate structure at the back. Both the front and back yards are landscaped with many mature trees and perennials that require little attention during Spring, Summer and Fall. Inside, this expansive floor plan packs a lot of punch with a number of interior spaces with an easy flow. The wide entry hall foretells of large room sizes and fresh, neutral paint throughout. The newly renovated kitchen with light wood cabinets is timeless in it's appeal and the adjacent breakfast area is full of natural light. Another handsome fireplace in the next space, with built in shelves could easily function as a D R or Den and the sunroom gives a panoramic view of the beautiful back yard. Three bedrooms and two baths round out the first floor. The lower level features a massive two car garage, half bath, laundry and a large Family Room/Man Cave space for quiet reading or lively entertaining with a third fireplace. So many beautiful options await you in this wonderful home, located in a quiet, attractive, safe and neighborly enclave.

3 Beds ⋅ 3 Baths ⋅ 26000113 MLS

This is a perfect home for EVERY season.....enjoy multiple, interior gathering spaces and the glow and warmth of either the L R or Dining Room fireplace on the main level or the coziness of the mesmerizing fireplace in the lower level family room during the winter. Watch the backyard come alive with rich and lush vegetation during the Spring from the large, glass walled sun room. For Summer, tons of options await you with the covered front porch, the partially covered back deck or escape to the seclusion of the covered, separate structure at the back. Both the front and back yards are landscaped with many mature trees and perennials that require little attention during Spring, Summer and Fall. Inside, this expansive floor plan packs a lot of punch with a number of interior spaces with an easy flow. The wide entry hall foretells of large room sizes and fresh, neutral paint throughout. The newly renovated kitchen with light wood cabinets is timeless in it's appeal and the adjacent breakfast area is full of natural light. Another handsome fireplace in the next space, with built in shelves could easily function as a D R or Den and the sunroom gives a panoramic view of the beautiful back yard. Three bedrooms and two baths round out the first floor. The lower level features a massive two car garage, half bath, laundry and a large Family Room/Man Cave space for quiet reading or lively entertaining with a third fireplace. So many beautiful options await you in this wonderful home, located in a quiet, attractive, safe and neighborly enclave.

42 Mockingbird Valley Rd, Winchester

$299,900

Welcome to one of Winchester's best-kept secrets! This beautifully updated 3-bedroom home is truly move-in ready and packed with upgrades inside and out. From the moment you arrive, the beautifully landscaped yard sets the tone for what's waiting inside. Thoughtful updates throughout give the home a fresh, modern feel, while a new roof provides added peace of mind. Step outside and enjoy the large fenced backyard, offering plenty of room for entertaining, pets, play, or relaxing in your own private outdoor space. And it's the little extras that make this home stand out—even the bathroom features Bluetooth connectivity for an added touch of modern convenience! With upgrades around every corner and all the work already done, this is the kind of home you can simply move into and enjoy. Stylish, updated, and full of unexpected extras—this Winchester gem may not stay a secret for long!

3 Beds ⋅ 2 Baths ⋅ 26027106 MLS

Welcome to one of Winchester's best-kept secrets! This beautifully updated 3-bedroom home is truly move-in ready and packed with upgrades inside and out. From the moment you arrive, the beautifully landscaped yard sets the tone for what's waiting inside. Thoughtful updates throughout give the home a fresh, modern feel, while a new roof provides added peace of mind. Step outside and enjoy the large fenced backyard, offering plenty of room for entertaining, pets, play, or relaxing in your own private outdoor space. And it's the little extras that make this home stand out—even the bathroom features Bluetooth connectivity for an added touch of modern convenience! With upgrades around every corner and all the work already done, this is the kind of home you can simply move into and enjoy. Stylish, updated, and full of unexpected extras—this Winchester gem may not stay a secret for long!

8 Monroe Ave, Winchester

$285,000

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

3 Beds ⋅ 2 Baths ⋅ 26026938 MLS

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

19 Victory Ave, Winchester

$225,000

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

3 Beds ⋅ 1 Baths ⋅ 26026771 MLS

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

326 W Lexington Ave, Winchester

$215,000

This brick ranch offers three bedrooms, a full bath and luxury vinyl flooring throughout. The spacious living room opens into the kitchen, and the unfinished basement gives you plenty of extra room for storage with space to use however you need it. Sitting on a corner lot, this home is a great option for anyone looking for an affordable home with room to make it their own. Plus, you're close to shopping and restaurants and just a few minutes from I-64 for an easy commute.

3 Beds ⋅ 1 Baths ⋅ 26026596 MLS

This brick ranch offers three bedrooms, a full bath and luxury vinyl flooring throughout. The spacious living room opens into the kitchen, and the unfinished basement gives you plenty of extra room for storage with space to use however you need it. Sitting on a corner lot, this home is a great option for anyone looking for an affordable home with room to make it their own. Plus, you're close to shopping and restaurants and just a few minutes from I-64 for an easy commute.

14 Shelley Dr, Winchester

$225,000

Welcome to 600 College Street! Offering over 1,700 square feet, this versatile Winchester home features 3 bedrooms, 2 full bathrooms, plus an additional room ideal for a 4th bedroom, home office, or flex space. Inside, you'll find a spacious living room and a dining room with plenty of room to create additional living or entertaining space. The kitchen offers a walk-in pantry and conveniently located laundry area. An unfinished basement provides ample storage and walkout access, while the attached one-car garage adds everyday convenience. Outside, enjoy a covered front porch and a peaceful back porch surrounded by mature trees for added privacy. Conveniently located near Downtown Winchester, College Park, Legacy Grove, local shopping, dining, and everyday amenities, with easy access to I-64 for a straightforward commute toward Lexington. Improvements, including a roof replacement, LVP flooring, renovated kitchen and baths, and updated plumbing all done in 2024. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26026485 MLS

Welcome to 600 College Street! Offering over 1,700 square feet, this versatile Winchester home features 3 bedrooms, 2 full bathrooms, plus an additional room ideal for a 4th bedroom, home office, or flex space. Inside, you'll find a spacious living room and a dining room with plenty of room to create additional living or entertaining space. The kitchen offers a walk-in pantry and conveniently located laundry area. An unfinished basement provides ample storage and walkout access, while the attached one-car garage adds everyday convenience. Outside, enjoy a covered front porch and a peaceful back porch surrounded by mature trees for added privacy. Conveniently located near Downtown Winchester, College Park, Legacy Grove, local shopping, dining, and everyday amenities, with easy access to I-64 for a straightforward commute toward Lexington. Improvements, including a roof replacement, LVP flooring, renovated kitchen and baths, and updated plumbing all done in 2024. Schedule your private showing today!

600 College St, Winchester

$375,000

Welcome to your new home. Move-in ready inside and out, this 4-bedroom, 2-full-bath home offers comfortable living, plenty of finished space, and a backyard that truly feels like your own private retreat! The home has been well cared for and thoughtfully updated, including new flooring throughout the entire finished portion of the basement, new toilets, and a new dishwasher and stove. Step outside and you'll quickly see what makes this property special. The in-ground pool and surrounding outdoor living space are an absolute dream, with extensive improvements completed to make it ready for years of enjoyment. All-new concrete was installed around the pool in 2025, along with a new pool liner and gas pool heater, plus a newer pool pump. A new privacy fence installed in 2023 creates a secluded setting, while the gazebo—complete with electricity—provides the perfect spot to relax, entertain, or spend summer evenings by the pool. The improvements continue with a brand-new back porch completed in May 2026 and a new concrete driveway in 2026, adding even more value and curb appeal. Whether you're entertaining friends around the pool, enjoying a quiet evening under the gazebo, or taking advantage of the additional finished basement space, this home offers a lifestyle that's hard to duplicate. Move in, unpack, and start enjoying it from day one!

4 Beds ⋅ 2 Baths ⋅ 26026446 MLS

Welcome to your new home. Move-in ready inside and out, this 4-bedroom, 2-full-bath home offers comfortable living, plenty of finished space, and a backyard that truly feels like your own private retreat! The home has been well cared for and thoughtfully updated, including new flooring throughout the entire finished portion of the basement, new toilets, and a new dishwasher and stove. Step outside and you'll quickly see what makes this property special. The in-ground pool and surrounding outdoor living space are an absolute dream, with extensive improvements completed to make it ready for years of enjoyment. All-new concrete was installed around the pool in 2025, along with a new pool liner and gas pool heater, plus a newer pool pump. A new privacy fence installed in 2023 creates a secluded setting, while the gazebo—complete with electricity—provides the perfect spot to relax, entertain, or spend summer evenings by the pool. The improvements continue with a brand-new back porch completed in May 2026 and a new concrete driveway in 2026, adding even more value and curb appeal. Whether you're entertaining friends around the pool, enjoying a quiet evening under the gazebo, or taking advantage of the additional finished basement space, this home offers a lifestyle that's hard to duplicate. Move in, unpack, and start enjoying it from day one!

609 W Barlow Dr, Winchester

$304,900

Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite. Recent updates include a brand-new roof, along with manufactured hardwood flooring installed in the living area, foyer, and primary bedroom. Conveniently located near the Winchester Bypass, this home offers quick access to shopping, dining, and everyday amenities, while also providing easy access to I-64, I-75, Lexington, and the Mountain Parkway for commuters and travelers. Offering a desirable combination of space, updates, and location, this home is ready for its next owner to enjoy. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 26026107 MLS

Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite. Recent updates include a brand-new roof, along with manufactured hardwood flooring installed in the living area, foyer, and primary bedroom. Conveniently located near the Winchester Bypass, this home offers quick access to shopping, dining, and everyday amenities, while also providing easy access to I-64, I-75, Lexington, and the Mountain Parkway for commuters and travelers. Offering a desirable combination of space, updates, and location, this home is ready for its next owner to enjoy. Schedule your private showing today!

335 Newcastle Ln, Winchester

$243,500

This move-in ready townhome is located in Greenfield subdivision and sits on a quiet street with no through traffic. On the main level you will find 2 nicely sized bedrooms , 2 full baths, laundry closet along with a fully closed in sun-porch. The living room is spacious and the kitchen is equipped with top notch appliances. Below you will find the walkout basement where there is another bedroom, nice storage area with a half bath and a nice living or office area. Roof replaced this year, hot water heater replaced in 2025 and air replaced in 2023. Great location!! Close to schools, restaurants and shopping with I-64 only 2 miles away! Approximately 20 minutes from Hamburg. There is a very friendly cat that will be closed in the sun porch please don't let him out.

3 Beds ⋅ 3 Baths ⋅ 26025942 MLS

This move-in ready townhome is located in Greenfield subdivision and sits on a quiet street with no through traffic. On the main level you will find 2 nicely sized bedrooms , 2 full baths, laundry closet along with a fully closed in sun-porch. The living room is spacious and the kitchen is equipped with top notch appliances. Below you will find the walkout basement where there is another bedroom, nice storage area with a half bath and a nice living or office area. Roof replaced this year, hot water heater replaced in 2025 and air replaced in 2023. Great location!! Close to schools, restaurants and shopping with I-64 only 2 miles away! Approximately 20 minutes from Hamburg. There is a very friendly cat that will be closed in the sun porch please don't let him out.

102 Quail Ridge Rd, Winchester

$319,900

SPACE, CHARACTER & LOCATION—THIS HOME HAS IT ALL! Step inside and discover a home filled with charm, character, and plenty of room to make your own. Featuring 4 generously sized bedrooms and 2 bathrooms, this home offers space for everyone to spread out. Beautiful original wood floors throughout the home add warmth and timeless character you just can't recreate. Enjoy the charm of the beautiful front porch, perfect for morning coffee or relaxing at the end of the day. Out back, the privacy-fenced yard provides a wonderful space for entertaining, pets, play, or simply enjoying the outdoors. Add in the convenience of a great location, and this home has so much to offer. Spacious rooms, original character, and a location you'll love—this is one you'll want to see in person!

4 Beds ⋅ 2 Baths ⋅ 26025571 MLS

SPACE, CHARACTER & LOCATION—THIS HOME HAS IT ALL! Step inside and discover a home filled with charm, character, and plenty of room to make your own. Featuring 4 generously sized bedrooms and 2 bathrooms, this home offers space for everyone to spread out. Beautiful original wood floors throughout the home add warmth and timeless character you just can't recreate. Enjoy the charm of the beautiful front porch, perfect for morning coffee or relaxing at the end of the day. Out back, the privacy-fenced yard provides a wonderful space for entertaining, pets, play, or simply enjoying the outdoors. Add in the convenience of a great location, and this home has so much to offer. Spacious rooms, original character, and a location you'll love—this is one you'll want to see in person!

6 French Ave, Winchester

$390,000

7353 Ironworks Road and 3015 Pilot View Road are deeded separate but being sold together. 7353 Ironworks includes the house and barn and 3.348 acres. 3015 Pilot View is the adjacent lot and has 3.38 acres. Total acreage is 6.728. There are 2 bedrooms upstairs that need cosmetic work. The historic barn is large, has electric and needs some repair. There is plenty of space to build your dream home. Plenty of road frontage on Ironworks and Pilot View. The lots are mostly level, some sloping and mainly cleared. Lots of things to like about this property! Transform this wonderful old farmhouse or plenty of room to build your dream home. Selling as is, Inspections welcome.

4 Beds ⋅ 1 Baths ⋅ 26025300 MLS

7353 Ironworks Road and 3015 Pilot View Road are deeded separate but being sold together. 7353 Ironworks includes the house and barn and 3.348 acres. 3015 Pilot View is the adjacent lot and has 3.38 acres. Total acreage is 6.728. There are 2 bedrooms upstairs that need cosmetic work. The historic barn is large, has electric and needs some repair. There is plenty of space to build your dream home. Plenty of road frontage on Ironworks and Pilot View. The lots are mostly level, some sloping and mainly cleared. Lots of things to like about this property! Transform this wonderful old farmhouse or plenty of room to build your dream home. Selling as is, Inspections welcome.

7353 Ironworks Rd, Winchester

$225,000

Looking for low-maintenance living without giving up space? This Winchester townhouse offers three bedrooms, 2.5 baths and a comfortable two-story layout with room to spread out. The main level features a spacious living room with a fireplace, dining area, kitchen and half bath. Just off the dining area, the back deck gives you a nice spot to relax or enjoy some time outside. Upstairs, the primary bedroom has its own private bath and large walk-in closet, along with two additional bedrooms, another full bath and laundry. There's also an attached garage and plenty of closet space throughout. A great option for anyone looking for an easy-to-maintain home with the space and storage you don't always find in a townhouse.

3 Beds ⋅ 3 Baths ⋅ 26025201 MLS

Looking for low-maintenance living without giving up space? This Winchester townhouse offers three bedrooms, 2.5 baths and a comfortable two-story layout with room to spread out. The main level features a spacious living room with a fireplace, dining area, kitchen and half bath. Just off the dining area, the back deck gives you a nice spot to relax or enjoy some time outside. Upstairs, the primary bedroom has its own private bath and large walk-in closet, along with two additional bedrooms, another full bath and laundry. There's also an attached garage and plenty of closet space throughout. A great option for anyone looking for an easy-to-maintain home with the space and storage you don't always find in a townhouse.

115 Quail Ridge Rd, Winchester

$249,900

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

3 Beds ⋅ 2 Baths ⋅ 26025070 MLS

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

317 Vanover Way, Winchester

$248,900

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

3 Beds ⋅ 1 Baths ⋅ 26024178 MLS

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

11304 Irvine Rd, Winchester

$349,900

Location is prime on the west side of Clark county, close to Lexington, schools, shopping and in a well established neighborhood. Pride shows in the care of this 1-1/2 story brick home. Everything you need can be found on the 1st level - master bedroom with a door leading to a hot tub on the back patio. This home has a large living room, with wood floors and fireplace, kitchen with new major appliances that are all staying with home and granite counter tops, and a dining area with door leading to a covered porch. There are 2 more bedrooms and a full bath upstairs. Lots of hardwood and new carpet. Great closet space offering lots of storage!

3 Beds ⋅ 3 Baths ⋅ 26024212 MLS

Location is prime on the west side of Clark county, close to Lexington, schools, shopping and in a well established neighborhood. Pride shows in the care of this 1-1/2 story brick home. Everything you need can be found on the 1st level - master bedroom with a door leading to a hot tub on the back patio. This home has a large living room, with wood floors and fireplace, kitchen with new major appliances that are all staying with home and granite counter tops, and a dining area with door leading to a covered porch. There are 2 more bedrooms and a full bath upstairs. Lots of hardwood and new carpet. Great closet space offering lots of storage!

420 Calmes Blvd, Winchester

$350,000

Attention Investors! This 3 plex in the heart of Winchester is a great investment. There are 3 apartments that are all currently rented out. The bottom floor has a huge living room, bathroom, and kitchen. The other two upstairs also have a living room, kitchen, bathroom, and bedroom. There is also a huge deck on the back for entertaining. Schedule an appointment to take a look before this one is gone.

3 Beds ⋅ 3 Baths ⋅ 26024167 MLS

Attention Investors! This 3 plex in the heart of Winchester is a great investment. There are 3 apartments that are all currently rented out. The bottom floor has a huge living room, bathroom, and kitchen. The other two upstairs also have a living room, kitchen, bathroom, and bedroom. There is also a huge deck on the back for entertaining. Schedule an appointment to take a look before this one is gone.

135 E Broadway St, Winchester

$139,000

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

3 Beds ⋅ 1 Baths ⋅ 26024165 MLS

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

5 S Burns Ave, Winchester

$165,000

Conveniently located in Winchester, this one-story home offers three bedrooms, one bath, and plenty of potential for a first-time buyer or investment property. Inside, you'll find laminate and vinyl flooring throughout, a spacious kitchen, and a separate laundry room. The bathroom received new fixtures in 2025, while the roof is approximately 1.5 years old, taking care of two worthwhile updates for the next owner. Gas freestanding heaters provide heat, and the home does not currently have central air. Outside, there's a covered front porch and a nice-sized backyard with an alley running behind the property. Whether you're looking for an affordable place to call your own or an addition to your rental portfolio, this home is ready for its next chapter.

3 Beds ⋅ 1 Baths ⋅ 26024016 MLS

Conveniently located in Winchester, this one-story home offers three bedrooms, one bath, and plenty of potential for a first-time buyer or investment property. Inside, you'll find laminate and vinyl flooring throughout, a spacious kitchen, and a separate laundry room. The bathroom received new fixtures in 2025, while the roof is approximately 1.5 years old, taking care of two worthwhile updates for the next owner. Gas freestanding heaters provide heat, and the home does not currently have central air. Outside, there's a covered front porch and a nice-sized backyard with an alley running behind the property. Whether you're looking for an affordable place to call your own or an addition to your rental portfolio, this home is ready for its next chapter.

209 E Washington St, Winchester

$229,900

Welcome to 119 Tower Lane! This beautifully remodeled 3-bedroom, 1-bath home offers the perfect combination of modern updates and peaceful country living. Situated on 5 acres, there's plenty of room to enjoy the outdoors, spread out, and make the property your own. Whether you're looking for a move-in-ready home with acreage or a peaceful place to call home, this property is one you won't want to miss! Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The kitchen has been refreshed with contemporary appliances and stylish finishes, offering a functional and comfortable space for everyday living. Featuring three bedrooms and an updated bath, the home delivers comfort with understated elegance. Energy-efficient berm construction enhances year-round efficiency and quiet living. Outdoors is where this property truly shines. Five unrestricted acres create endless potential for recreation, gardening, animals, or simply enjoying unmatched privacy and open space. A covered carport adds convenience. A distinctive property that combines modern updates, privacy, and opportunity all just minutes from town!

3 Beds ⋅ 1 Baths ⋅ 26023896 MLS

Welcome to 119 Tower Lane! This beautifully remodeled 3-bedroom, 1-bath home offers the perfect combination of modern updates and peaceful country living. Situated on 5 acres, there's plenty of room to enjoy the outdoors, spread out, and make the property your own. Whether you're looking for a move-in-ready home with acreage or a peaceful place to call home, this property is one you won't want to miss! Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The kitchen has been refreshed with contemporary appliances and stylish finishes, offering a functional and comfortable space for everyday living. Featuring three bedrooms and an updated bath, the home delivers comfort with understated elegance. Energy-efficient berm construction enhances year-round efficiency and quiet living. Outdoors is where this property truly shines. Five unrestricted acres create endless potential for recreation, gardening, animals, or simply enjoying unmatched privacy and open space. A covered carport adds convenience. A distinctive property that combines modern updates, privacy, and opportunity all just minutes from town!

119 Tower Ln, Winchester

$244,000

SHORT SALE OPPORTUNITY! 54 Locust Dr. is an all-brick ranch in Westland Park offering 3 bedrooms, 2 baths and 1,692 sq. ft. of finished living space, plus a full unfinished basement. The home features hardwood flooring, a 2-car attached garage, fenced backyard and covered patio. Previous owners completed structural work in the basement that includes a transferable lifetime warranty. The home retains much of its original character and offers an opportunity for a buyer to update the kitchen, baths and finishes to their own style. This property is being offered as a short sale, meaning the seller's lender must review and approve the purchase price and terms. Please allow approximately 30-45 days for lender review and approval of any offer. Property is being sold AS-IS; inspections are welcome.

3 Beds ⋅ 2 Baths ⋅ 26023633 MLS

SHORT SALE OPPORTUNITY! 54 Locust Dr. is an all-brick ranch in Westland Park offering 3 bedrooms, 2 baths and 1,692 sq. ft. of finished living space, plus a full unfinished basement. The home features hardwood flooring, a 2-car attached garage, fenced backyard and covered patio. Previous owners completed structural work in the basement that includes a transferable lifetime warranty. The home retains much of its original character and offers an opportunity for a buyer to update the kitchen, baths and finishes to their own style. This property is being offered as a short sale, meaning the seller's lender must review and approve the purchase price and terms. Please allow approximately 30-45 days for lender review and approval of any offer. Property is being sold AS-IS; inspections are welcome.

54 Locust Dr, Winchester

$135,000

Set on a half-acre in a rural Winchester setting, this 2-bedroom, 1-bath home offers an efficient one-level layout with approximately 807 square feet of living space. The eat-in kitchen provides a comfortable spot for everyday meals, while main-level laundry hookups add convenience. Front and rear porches extend the living space outdoors and offer places to enjoy the surrounding trees, countryside, and views. A metal roof adds practicality, and the property's location near the Kentucky River provides easy access to one of the area's notable natural features. Whether you're looking for a primary residence, weekend getaway, or a smaller property with a little room around it, 3208 Ford Hampton Road offers a straightforward home in a scenic rural setting.

2 Beds ⋅ 1 Baths ⋅ 26023193 MLS

Set on a half-acre in a rural Winchester setting, this 2-bedroom, 1-bath home offers an efficient one-level layout with approximately 807 square feet of living space. The eat-in kitchen provides a comfortable spot for everyday meals, while main-level laundry hookups add convenience. Front and rear porches extend the living space outdoors and offer places to enjoy the surrounding trees, countryside, and views. A metal roof adds practicality, and the property's location near the Kentucky River provides easy access to one of the area's notable natural features. Whether you're looking for a primary residence, weekend getaway, or a smaller property with a little room around it, 3208 Ford Hampton Road offers a straightforward home in a scenic rural setting.

3208 Ford Hampton Rd, Winchester

$275,000

Excellent location! 4 bedroom, 2 bath. This home offers one level living on the edge of town and close to the interstate! AMAZING VIEWS of country side! Two living room spaces! Split bedroom design. Covered back patio. NEW LVP flooring. NEW electric service panel and meter base. Freshly painted throughout. NEW appliances. Fully fenced backyard. This home is move in ready. Come see today!

4 Beds ⋅ 2 Baths ⋅ 26023223 MLS

Excellent location! 4 bedroom, 2 bath. This home offers one level living on the edge of town and close to the interstate! AMAZING VIEWS of country side! Two living room spaces! Split bedroom design. Covered back patio. NEW LVP flooring. NEW electric service panel and meter base. Freshly painted throughout. NEW appliances. Fully fenced backyard. This home is move in ready. Come see today!

198 Hilltop Dr, Winchester

$219,900

Charming ranch home featuring 3 bedrooms, 1 full bath with a spacious layout and inviting curb appeal. Enjoy relaxing or entertaining on the covered back patio overlooking the large backyard with plenty of room for pets, play, or gardening. The kitchen offers beautiful granite countertops, ample cabinet space, and all appliances stay for added convenience. A wonderful opportunity for comfortable one-level living.

3 Beds ⋅ 1 Baths ⋅ 26023054 MLS

Charming ranch home featuring 3 bedrooms, 1 full bath with a spacious layout and inviting curb appeal. Enjoy relaxing or entertaining on the covered back patio overlooking the large backyard with plenty of room for pets, play, or gardening. The kitchen offers beautiful granite countertops, ample cabinet space, and all appliances stay for added convenience. A wonderful opportunity for comfortable one-level living.

125 Kittison Dr, Winchester

$359,900

Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of finished living space, this 3-bedroom, 2-bath home combines timeless character with an impressive list of thoughtful updates. The main level features a spacious family room with ventless gas logs, a beautifully updated kitchen with custom cabinetry, granite countertops, and stainless appliances, and a versatile dining room that can easily serve as a home office. The former sunroom was converted to finished living space in 2021 and now provides an inviting all-seasons room along with a convenient laundry area overlooking the backyard. Upstairs, the private primary suite offers a generously sized bedroom, full bath, and an impressive three walk-in closets. An unfinished basement provides abundant storage and additional possibilities for future use. The extensive improvements throughout the property add tremendous value and peace of mind, including PEX plumbing lines, HVAC and water heater replaced in 2021, a whole-home generator installed in 2021, a new roof in 2025, new gutters, exterior doors, chimney cap, French drain, and fencing. Kitchen appliances, including the refrigerator, range, dishwasher, and microwave, were replaced in 2020, while the exterior brick has also been freshly painted as part of the home's updates. Outside, enjoy a professionally leveled and graded yard with plenty of room to relax or entertain. And with the whole-home generator, you'll have the added comfort of backup power when you need it most. Conveniently located just minutes from historic downtown Winchester, the bypass, shopping, dining, and I-64, this move-in-ready home offers the character of an established property with many of the major updates today's buyers are looking for. Schedule your private showing and see everything this exceptional Winchester home has to offer!

3 Beds ⋅ 2 Baths ⋅ 26023052 MLS

Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of finished living space, this 3-bedroom, 2-bath home combines timeless character with an impressive list of thoughtful updates. The main level features a spacious family room with ventless gas logs, a beautifully updated kitchen with custom cabinetry, granite countertops, and stainless appliances, and a versatile dining room that can easily serve as a home office. The former sunroom was converted to finished living space in 2021 and now provides an inviting all-seasons room along with a convenient laundry area overlooking the backyard. Upstairs, the private primary suite offers a generously sized bedroom, full bath, and an impressive three walk-in closets. An unfinished basement provides abundant storage and additional possibilities for future use. The extensive improvements throughout the property add tremendous value and peace of mind, including PEX plumbing lines, HVAC and water heater replaced in 2021, a whole-home generator installed in 2021, a new roof in 2025, new gutters, exterior doors, chimney cap, French drain, and fencing. Kitchen appliances, including the refrigerator, range, dishwasher, and microwave, were replaced in 2020, while the exterior brick has also been freshly painted as part of the home's updates. Outside, enjoy a professionally leveled and graded yard with plenty of room to relax or entertain. And with the whole-home generator, you'll have the added comfort of backup power when you need it most. Conveniently located just minutes from historic downtown Winchester, the bypass, shopping, dining, and I-64, this move-in-ready home offers the character of an established property with many of the major updates today's buyers are looking for. Schedule your private showing and see everything this exceptional Winchester home has to offer!

15 Moundale Ave, Winchester

$169,000

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

2 Beds ⋅ 2 Baths ⋅ 26022926 MLS

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

148 Hidden Grove Ln, Winchester

$484,900

Modern luxury meets everyday living in this beautiful new construction ranch home in Winchester's Fairholme Estates- where thoughtful details, timeless finishes, and incredible golf course view sunsets come together effortlessly. Inside, an inviting open-concept layout features vaulted ceilings and a fireplace anchoring the spacious living room. The timeless kitchen is designed to be both beautiful and functional, with quartz countertops, a charming nook perfect for a coffee bar, a spacious walk-in pantry with floating shelves, and a wine cooler. Just off the kitchen, a dedicated dining space with a vaulted ceiling creates the perfect setting for everything from nightly dinners to effortless entertaining. The private primary suite is a true retreat, featuring a spa-like en-suite with a soaking tub, tiled walk-in shower, dual vanities, and a spacious custom closet. A split-bedroom design provides added privacy, with three additional bedrooms and two full bathrooms offering plenty of space for family, guests, or a home office. Step outside to enjoy the covered back patio to relax or entertain with friends and family. And the location? Hard to beat. Just outside charming downtown Winchester, you're minutes from local shops, restaurants, and everything the community has to offer, with quick access to I-64 for an easy commute. The tall garage provides the perfect solution for vertical storage, adding even more functionality to this thoughtfully designed home.

4 Beds ⋅ 3 Baths ⋅ 26022505 MLS

Modern luxury meets everyday living in this beautiful new construction ranch home in Winchester's Fairholme Estates- where thoughtful details, timeless finishes, and incredible golf course view sunsets come together effortlessly. Inside, an inviting open-concept layout features vaulted ceilings and a fireplace anchoring the spacious living room. The timeless kitchen is designed to be both beautiful and functional, with quartz countertops, a charming nook perfect for a coffee bar, a spacious walk-in pantry with floating shelves, and a wine cooler. Just off the kitchen, a dedicated dining space with a vaulted ceiling creates the perfect setting for everything from nightly dinners to effortless entertaining. The private primary suite is a true retreat, featuring a spa-like en-suite with a soaking tub, tiled walk-in shower, dual vanities, and a spacious custom closet. A split-bedroom design provides added privacy, with three additional bedrooms and two full bathrooms offering plenty of space for family, guests, or a home office. Step outside to enjoy the covered back patio to relax or entertain with friends and family. And the location? Hard to beat. Just outside charming downtown Winchester, you're minutes from local shops, restaurants, and everything the community has to offer, with quick access to I-64 for an easy commute. The tall garage provides the perfect solution for vertical storage, adding even more functionality to this thoughtfully designed home.

410 Fairholme Way, Winchester

$365,900

New Construction, don't wait this one will not last, 3 bed/2 bath ranch, great floor plan, close to I-64 and I-75, lexington, richmond, call today! All colors, fixtures, granite, siding, outside landscaping, stone/brick, deck size, flooring have been ordered, New photos will be posted as house construction continues

3 Beds ⋅ 2 Baths ⋅ 26022830 MLS

New Construction, don't wait this one will not last, 3 bed/2 bath ranch, great floor plan, close to I-64 and I-75, lexington, richmond, call today! All colors, fixtures, granite, siding, outside landscaping, stone/brick, deck size, flooring have been ordered, New photos will be posted as house construction continues

204 Jett Dr, Winchester