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

4 Beds ⋅ 3 Baths ⋅ 26028973 MLS

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

127 Lindberg Ave, Winchester

$299,900

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

3 Beds ⋅ 2 Baths ⋅ 26028838 MLS

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

314 Botts Ct, Winchester

$250,000

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

3 Beds ⋅ 2 Baths ⋅ 26028494 MLS

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

13 Euclid Ave, Winchester

$325,000

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

5 Beds ⋅ 3 Baths ⋅ 26028567 MLS

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

25 W Hickman St, Winchester

$255,000

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

3 Beds ⋅ 1 Baths ⋅ 26028523 MLS

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

26 Holiday Rd, Winchester

$221,000

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

3 Beds ⋅ 2 Baths ⋅ 26028482 MLS

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

106 Quail Ridge Rd, Winchester

$279,900

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

3 Beds ⋅ 3 Baths ⋅ 26028464 MLS

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

121 Bay Hill Dr, Winchester

$199,500

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

3 Beds ⋅ 1 Baths ⋅ 26028269 MLS

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

214 Center Dr, Winchester

$299,900

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

5 Beds ⋅ 4 Baths ⋅ 26028226 MLS

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

410 W Lexington Ave, Winchester

$265,000

Welcome home to this charming, move-in ready brick ranch in a quiet low-traffic neighborhood. Perfectly located within walking distance of historic downtown Winchester, College Park, the Public Library, and four local parks, this 3-bedroom, 2-bath gem offers convenience and community. Step inside to find newly refinished hardwood floors and smooth ceilings -- no carpet here for easy, low-maintenance living! Enjoy a bright, sunlit living space thanks to a newly replaced bay window, plus a cozy fireplace for chilly evenings. The home features a newly tiled den, a fully renovated second bathroom, and the kitchen equipped with stainless steel appliances (including a gas stove). Recent updates give you ultimate peace of mind, including a newly sealed driveway, brand new LB stackable washer and dryer and some modern finishes throughout the home. Outside the fenced backyard boasts a patio tucked away for privacy in hosting friends and family. With easy access to I-64 and Lexington Avenue, commuting is a breeze. Call and schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 26028125 MLS

Welcome home to this charming, move-in ready brick ranch in a quiet low-traffic neighborhood. Perfectly located within walking distance of historic downtown Winchester, College Park, the Public Library, and four local parks, this 3-bedroom, 2-bath gem offers convenience and community. Step inside to find newly refinished hardwood floors and smooth ceilings -- no carpet here for easy, low-maintenance living! Enjoy a bright, sunlit living space thanks to a newly replaced bay window, plus a cozy fireplace for chilly evenings. The home features a newly tiled den, a fully renovated second bathroom, and the kitchen equipped with stainless steel appliances (including a gas stove). Recent updates give you ultimate peace of mind, including a newly sealed driveway, brand new LB stackable washer and dryer and some modern finishes throughout the home. Outside the fenced backyard boasts a patio tucked away for privacy in hosting friends and family. With easy access to I-64 and Lexington Avenue, commuting is a breeze. Call and schedule your showing today!

122 Sunset Hts, Winchester

$289,900

Charming Brick Ranch with Beautiful Outdoor Living! Welcome home to this inviting brick ranch offering timeless charm, comfortable living, and plenty of space to make your own! Featuring 3 bedrooms, 2 full bathrooms, and a full walk-out basement, this home offers a versatile layout with endless possibilities. Enjoy the warmth and character of the mature trees surrounding the property, along with a covered front porch that creates the perfect welcome. The screened-in porch provides an ideal spot to enjoy your morning coffee, unwind in the evenings, or entertain family and friends while taking in the peaceful outdoor setting. Inside, you'll find granite countertops and fresh paint that give the home a clean, refreshed feel. A brand-new roof adds extra peace of mind for the next owner. With classic brick construction, inviting outdoor spaces, and a full walk-out basement offering additional potential, this property is a wonderful opportunity to find the comfort, charm, and space you've been looking for. Don't miss your chance to make this home your own!

3 Beds ⋅ 2 Baths ⋅ 26028007 MLS

Charming Brick Ranch with Beautiful Outdoor Living! Welcome home to this inviting brick ranch offering timeless charm, comfortable living, and plenty of space to make your own! Featuring 3 bedrooms, 2 full bathrooms, and a full walk-out basement, this home offers a versatile layout with endless possibilities. Enjoy the warmth and character of the mature trees surrounding the property, along with a covered front porch that creates the perfect welcome. The screened-in porch provides an ideal spot to enjoy your morning coffee, unwind in the evenings, or entertain family and friends while taking in the peaceful outdoor setting. Inside, you'll find granite countertops and fresh paint that give the home a clean, refreshed feel. A brand-new roof adds extra peace of mind for the next owner. With classic brick construction, inviting outdoor spaces, and a full walk-out basement offering additional potential, this property is a wonderful opportunity to find the comfort, charm, and space you've been looking for. Don't miss your chance to make this home your own!

47 Cherokee Ct, Winchester

$309,900

This 4 bedroom, 3 bath home is quietly nestled within the Colby Ridge subdivision just off Bypass road. Updates can be seen throughout. Spacious great room, open living/ kitchen areas, large master bedroom with on-suite and walk-in closet, fully fenced yard and so much more. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ 26027910 MLS

This 4 bedroom, 3 bath home is quietly nestled within the Colby Ridge subdivision just off Bypass road. Updates can be seen throughout. Spacious great room, open living/ kitchen areas, large master bedroom with on-suite and walk-in closet, fully fenced yard and so much more. Schedule your showing today!

444 Wellington Way, Winchester

$220,000

Charming, move in ready 3-bedroom home just minutes from downtown Winchester! This inviting home features LVP flooring throughout, beautiful granite countertops, and a practical layout that makes everyday living easy. With three bedrooms and a full bath, there's plenty of space to make it your own. Enjoy the convenience of being close to downtown Winchester, local dining, shopping, and everything the community has to offer. Come see all this place has to offer and discover your next place to call home!

3 Beds ⋅ 1 Baths ⋅ 26027559 MLS

Charming, move in ready 3-bedroom home just minutes from downtown Winchester! This inviting home features LVP flooring throughout, beautiful granite countertops, and a practical layout that makes everyday living easy. With three bedrooms and a full bath, there's plenty of space to make it your own. Enjoy the convenience of being close to downtown Winchester, local dining, shopping, and everything the community has to offer. Come see all this place has to offer and discover your next place to call home!

15 Maryland Ave, Winchester

$265,000

Welcome home to this spacious two-story residence offering plenty of room for family and guests. Featuring 5 bedrooms and 3 bathrooms, this home provides a comfortable and versatile layout with generous living space throughout. Beautiful wood floors add warmth and character, while the tile bathrooms offer durability and easy maintenance. Enjoy the charm of the front porch and inviting sunroom, perfect for relaxing or enjoying your morning coffee. The home also features new concrete patios in both the front and back, providing great outdoor spaces for entertaining, relaxing, or enjoying time with family. Conveniently located near Main Street, with easy access to local shops, restaurants, and amenities. A spacious home with character, comfort, and plenty of room to make it your own! Buyer to verify all aspects of the home, including exact square footage and schools!

5 Beds ⋅ 4 Baths ⋅ 26027497 MLS

Welcome home to this spacious two-story residence offering plenty of room for family and guests. Featuring 5 bedrooms and 3 bathrooms, this home provides a comfortable and versatile layout with generous living space throughout. Beautiful wood floors add warmth and character, while the tile bathrooms offer durability and easy maintenance. Enjoy the charm of the front porch and inviting sunroom, perfect for relaxing or enjoying your morning coffee. The home also features new concrete patios in both the front and back, providing great outdoor spaces for entertaining, relaxing, or enjoying time with family. Conveniently located near Main Street, with easy access to local shops, restaurants, and amenities. A spacious home with character, comfort, and plenty of room to make it your own! Buyer to verify all aspects of the home, including exact square footage and schools!

109 5th St, Winchester

$200,000

3 Beds ⋅ 1 Baths ⋅ 26027397 MLS

213 E Broadway St, Winchester

$367,700

Built in 1913 and located two blocks from Main Street, 107 S Burns Avenue retains its original interior detail: coffered ceilings, cherry wood wainscoting, hardwood floors, leaded diamond-pane windows, brick fireplaces with their original mantels, and built-ins throughout. The home offers four bedrooms, two full baths, and 2,352 square feet. The upper level has been fully renovated and includes 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.

4 Beds ⋅ 2 Baths ⋅ 26027372 MLS

Built in 1913 and located two blocks from Main Street, 107 S Burns Avenue retains its original interior detail: coffered ceilings, cherry wood wainscoting, hardwood floors, leaded diamond-pane windows, brick fireplaces with their original mantels, and built-ins throughout. The home offers four bedrooms, two full baths, and 2,352 square feet. The upper level has been fully renovated and includes 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.

107 S Burns 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

$220,000

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

$239,000

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

$296,000

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

$159,000

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

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