Bradystarkre.com Search Results

The ranch home at 116 Sturbridge Lane in Winchester, KY has 3 bedrooms, 2 full bathrooms, an eat-in kitchen, large living room, laundry room and 2 car garage. The home has been lovingly cared for and features multiple upgrades. Situated behind Lowe's, it offers easy access to dining, shopping, the by-pass, and medical & educational facilities.

3 Beds ⋅ 2 Baths ⋅ 26011782 MLS

The ranch home at 116 Sturbridge Lane in Winchester, KY has 3 bedrooms, 2 full bathrooms, an eat-in kitchen, large living room, laundry room and 2 car garage. The home has been lovingly cared for and features multiple upgrades. Situated behind Lowe's, it offers easy access to dining, shopping, the by-pass, and medical & educational facilities.

116 Sturbridge Ln, Winchester

$272,500

Welcome to this delightful 1.5-story home perfectly situated on a spacious corner lot just off the Eastern Bypass and only minutes from I-64. Convenience meets comfort in this beautifully maintained property offering 3 bedrooms, 2 full baths, and an inviting layout designed for everyday living. Step inside to an open living area ideal for entertaining, a spacious kitchen and dining space, and plenty of room for family and friends to gather. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Outside, enjoy an oversized backyard complete with a charming white picket fence — perfect for children, pets, gardening, or hosting outdoor entertaining. Whether you're a first time buyer or searching for your forever home, this property offers comfort, convenience, and character all in one. Call today for more information or to schedule your private showing. Note: Offer to Purchase with Contingency and Kick-out Clause. Buyer cannot perform without the sale of current property.

3 Beds ⋅ 2 Baths ⋅ 26011465 MLS

Welcome to this delightful 1.5-story home perfectly situated on a spacious corner lot just off the Eastern Bypass and only minutes from I-64. Convenience meets comfort in this beautifully maintained property offering 3 bedrooms, 2 full baths, and an inviting layout designed for everyday living. Step inside to an open living area ideal for entertaining, a spacious kitchen and dining space, and plenty of room for family and friends to gather. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Outside, enjoy an oversized backyard complete with a charming white picket fence — perfect for children, pets, gardening, or hosting outdoor entertaining. Whether you're a first time buyer or searching for your forever home, this property offers comfort, convenience, and character all in one. Call today for more information or to schedule your private showing. Note: Offer to Purchase with Contingency and Kick-out Clause. Buyer cannot perform without the sale of current property.

137 Eastridge Dr, Winchester

$271,500

This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced all carpet. The interior of the house has been painted throughout including the garage. The house features a large open great room with a wood burning fireplace. Lots to like about this house; make an appointment today; it could be your new HOME!

3 Beds ⋅ 3 Baths ⋅ 26022702 MLS

This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced all carpet. The interior of the house has been painted throughout including the garage. The house features a large open great room with a wood burning fireplace. Lots to like about this house; make an appointment today; it could be your new HOME!

304 Newcastle Ln, Winchester

$270,000

Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester periodically offers numerous building and business grants to kick start your new business. Check out winchesterfirst.org. Owner is the agent. Property Highlights: - Located across from the Court House - Live upstairs and work downstairs - Parking - Opportunity Zone From South Main Street, building is directly across from the Court House. http://winchesterfirst.org - Grant Opportunities

24016294 MLS

Located across from the Court House on the high side of Main Street makes this beautiful building an ideal place to start your new business. The downstairs has been completely renovated with a whole new storefront, new HVAC, brick walls exposed, and new flooring laid. The demo work is complete upstairs and a new back deck has been added, walls are up, plaster work is completed and the new back windows are in! The apartment boasts a beautiful staircase, hardwood floors, and abundant natural light. Perfect building to live upstairs and bring your business downstairs. There is a large back parking lot with alley access and this building is in the Opportunity Zone. Winchester periodically offers numerous building and business grants to kick start your new business. Check out winchesterfirst.org. Owner is the agent. Property Highlights: - Located across from the Court House - Live upstairs and work downstairs - Parking - Opportunity Zone From South Main Street, building is directly across from the Court House. http://winchesterfirst.org - Grant Opportunities

27-29 S Main St, Winchester

$268,000

Spacious and well - maintained 4 bedroom home featuring 2 full bathrooms, one half bath which is ready to be upgraded with the addition of a shower to function as an additional full bathroom. This home offers a comfortable layout with replacement windows, a cozy wood burning fireplace and updated stainless steel appliances incuding the range, refrigerator, dishwasher and microwave. Enjoy outdoor living on the rear covered deck overlooking the well - tended backyard. A drain system efficiently carries water to the end of the property for added peace of mind. With thoughtful updates and solid upkeep throughout, this property is move-in ready and is full of charm

4 Beds ⋅ 3 Baths ⋅ 26011798 MLS

Spacious and well - maintained 4 bedroom home featuring 2 full bathrooms, one half bath which is ready to be upgraded with the addition of a shower to function as an additional full bathroom. This home offers a comfortable layout with replacement windows, a cozy wood burning fireplace and updated stainless steel appliances incuding the range, refrigerator, dishwasher and microwave. Enjoy outdoor living on the rear covered deck overlooking the well - tended backyard. A drain system efficiently carries water to the end of the property for added peace of mind. With thoughtful updates and solid upkeep throughout, this property is move-in ready and is full of charm

311 Geronimo Ct, Winchester

$265,000

This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics for AT&T and internet

3 Beds ⋅ 2 Baths ⋅ 25505330 MLS

This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics for AT&T and internet

404 Wellington Way, Winchester

$265,000

You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive.

3 Beds ⋅ 2 Baths ⋅ 26004523 MLS

You might have found it! A brick ranch home of considerable size on a generous lot. The large family room and nice size sunroom are hard to beat. With plenty of space and a spacious backyard, this property has a lot to offer. Located close to the new high school, shopping centers, and medical facilities makes it even more attractive.

2225 Old Boonesboro Rd, Winchester

$265,000

Immaculately maintained and move-in ready! This 3-bedroom, 2-bath home is tucked along a cul-de-sac street and offers a spacious living room with vaulted ceiling, light-filled sunroom, well-kept kitchen with stainless appliances, and both bathrooms updated within the last four years. Enjoy even more living space outdoors on the covered, screened back deck overlooking the backyard. Conveniently located near shopping, restaurants and I-64 for an easy commute to Lexington.

3 Beds ⋅ 2 Baths ⋅ 26023105 MLS

Immaculately maintained and move-in ready! This 3-bedroom, 2-bath home is tucked along a cul-de-sac street and offers a spacious living room with vaulted ceiling, light-filled sunroom, well-kept kitchen with stainless appliances, and both bathrooms updated within the last four years. Enjoy even more living space outdoors on the covered, screened back deck overlooking the backyard. Conveniently located near shopping, restaurants and I-64 for an easy commute to Lexington.

204 Lindsey Ct, Winchester

$265,000

Welcome home to this beautifully maintained 3 bedroom, 2 bath home offering comfort, style and fantastic outdoor living! The spacious two-car garage provides plenty of room for parking and storage, while the fully fenced backyard with a new privacy fence creates the perfect space to relax or entertain. Step outside to enjoy the inviting covered outdoor entertaining area, complete with lighting and a small refrigerator-ideal for grilling, hosting friends, or enjoying quiet evenings at home. You'll also appreciate the screened-in back patio, offering a peaceful place to unwind while overlooking the beautifully landscaped yard. The property features mature fruit trees, including a peach and apple trees, adding both charm and seasonal enjoyment. With attractive landscaping surrounding the home and thoughtful outdoor amenities, this property is ready for you to move-in and enjoy. Don't miss the opportunity to make this wonderful home yours!

3 Beds ⋅ 2 Baths ⋅ 26019259 MLS

Welcome home to this beautifully maintained 3 bedroom, 2 bath home offering comfort, style and fantastic outdoor living! The spacious two-car garage provides plenty of room for parking and storage, while the fully fenced backyard with a new privacy fence creates the perfect space to relax or entertain. Step outside to enjoy the inviting covered outdoor entertaining area, complete with lighting and a small refrigerator-ideal for grilling, hosting friends, or enjoying quiet evenings at home. You'll also appreciate the screened-in back patio, offering a peaceful place to unwind while overlooking the beautifully landscaped yard. The property features mature fruit trees, including a peach and apple trees, adding both charm and seasonal enjoyment. With attractive landscaping surrounding the home and thoughtful outdoor amenities, this property is ready for you to move-in and enjoy. Don't miss the opportunity to make this wonderful home yours!

316 Buffalo Trce, Winchester

$264,000

Welcome home to this cozy 3-bedroom, 2-bath property located in the heart of Winchester, KY, just minutes from the Winchester Bypass for quick and easy commuting. Priced at $270,000, this home offers exceptional value in a highly walkable and convenient neighborhood. The thoughtful layout includes a versatile lower-level den paired with a full second bathroom, creating the perfect opportunity for a second living space, guest suite, home office, or multi-generational setup. The main level flows easily into comfortable living areas, with updated finishes in the full bath, adding a modern touch buyers will appreciate. Outdoor living is just as appealing located on a cul-de-sac & delivering a fully fenced backyard...ideal for pets, play, entertaining, or simply enjoying private outdoor space. The attached garage is generously sized, offering not only parking but also excellent storage capacity. Located in a desirable, walkable area close to shopping, dining, schools, and commuter routes to Lexington or Richmond, this home blends comfort, convenience, and functionality in one compelling package. A rare find at this price point in Winchester...don't miss the opportunity to make it yours.

3 Beds ⋅ 2 Baths ⋅ 26009068 MLS

Welcome home to this cozy 3-bedroom, 2-bath property located in the heart of Winchester, KY, just minutes from the Winchester Bypass for quick and easy commuting. Priced at $270,000, this home offers exceptional value in a highly walkable and convenient neighborhood. The thoughtful layout includes a versatile lower-level den paired with a full second bathroom, creating the perfect opportunity for a second living space, guest suite, home office, or multi-generational setup. The main level flows easily into comfortable living areas, with updated finishes in the full bath, adding a modern touch buyers will appreciate. Outdoor living is just as appealing located on a cul-de-sac & delivering a fully fenced backyard...ideal for pets, play, entertaining, or simply enjoying private outdoor space. The attached garage is generously sized, offering not only parking but also excellent storage capacity. Located in a desirable, walkable area close to shopping, dining, schools, and commuter routes to Lexington or Richmond, this home blends comfort, convenience, and functionality in one compelling package. A rare find at this price point in Winchester...don't miss the opportunity to make it yours.

720 Terry Dr, Winchester

$263,000

Welcome home to easy, one-level living in this inviting 3-bedroom, 2-bath ranch! From the moment you step inside, the foyer opens to a spacious living room with a vaulted ceiling, creating a bright and open feel. The desirable split-bedroom layout offers privacy, with the primary suite tucked away on one side of the home featuring a large walk-in closet and full bath. Two additional bedrooms and a second full bath are located on the opposite side, making the floor plan both functional and comfortable. The spacious eat-in kitchen provides plenty of room for gathering and opens to a screened-in patio, the perfect spot for morning coffee, relaxing evenings, or enjoying the backyard view. Outside, the large backyard offers room to garden, play, or entertain, plus a unique two-level storage shed for extra space and organization. Conveniently located near restaurants, shopping, and everyday amenities. Home being sold AS-IS. Inspections welcome.

3 Beds ⋅ 2 Baths ⋅ 26009383 MLS

Welcome home to easy, one-level living in this inviting 3-bedroom, 2-bath ranch! From the moment you step inside, the foyer opens to a spacious living room with a vaulted ceiling, creating a bright and open feel. The desirable split-bedroom layout offers privacy, with the primary suite tucked away on one side of the home featuring a large walk-in closet and full bath. Two additional bedrooms and a second full bath are located on the opposite side, making the floor plan both functional and comfortable. The spacious eat-in kitchen provides plenty of room for gathering and opens to a screened-in patio, the perfect spot for morning coffee, relaxing evenings, or enjoying the backyard view. Outside, the large backyard offers room to garden, play, or entertain, plus a unique two-level storage shed for extra space and organization. Conveniently located near restaurants, shopping, and everyday amenities. Home being sold AS-IS. Inspections welcome.

164 Buckingham Ln, Winchester

$262,500

***Contract accepted with 48 hour kick out** Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the covered front porch, the perfect spot for rocking chairs and morning coffee, or from the large back deck, ideal for entertaining, cookouts, or quiet evenings overlooking your land. Practical features include a 1-car attached garage for everyday convenience and a 2-car detached garage, providing plenty of space for storage, a workshop, or hobbies. Outside is where this property truly shines. With 10 rolling acres, you'll have room to roam, garden, raise animals, or simply soak in the wide-open skies. Imagine watching wildlife wander across your land or ending the day with a peaceful sunset over the trees. Tucked away yet conveniently close to Winchester and just a short drive to Lexington, this property is the perfect blend of seclusion and accessibility. Whether you're dreaming of a small homestead, weekend getaway, or just a quieter way of life, this home is ready for you!

2 Beds ⋅ 1 Baths ⋅ 26000601 MLS

***Contract accepted with 48 hour kick out** Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the covered front porch, the perfect spot for rocking chairs and morning coffee, or from the large back deck, ideal for entertaining, cookouts, or quiet evenings overlooking your land. Practical features include a 1-car attached garage for everyday convenience and a 2-car detached garage, providing plenty of space for storage, a workshop, or hobbies. Outside is where this property truly shines. With 10 rolling acres, you'll have room to roam, garden, raise animals, or simply soak in the wide-open skies. Imagine watching wildlife wander across your land or ending the day with a peaceful sunset over the trees. Tucked away yet conveniently close to Winchester and just a short drive to Lexington, this property is the perfect blend of seclusion and accessibility. Whether you're dreaming of a small homestead, weekend getaway, or just a quieter way of life, this home is ready for you!

398 Pine Ridge Rd, Winchester

$260,000

Could 162 French Ave., Winchester, KY 40391 be your new address? This stunning, updated Craftsman home feels like it was pulled straight from the pages of Southern Living Magazine, blending modern updates with timeless character and charm. Recent improvements including new windows, doors, wiring, and fresh landscaping enhance the home while preserving its original appeal. This move-in ready property offers 4 bedrooms, an updated bathroom, a welcoming living room with a decorative (non-working) fireplace, and a cozy den featuring preserved French doors. The foyer leads to a beautifully painted staircase and second floor, while the spacious dining room and kitchen showcase custom painted cabinetry, stainless steel appliances, and a pantry. A large laundry room doubles as a walk-in closet for added convenience. Enjoy relaxing mornings on the wrap-around front porch with brick accents and composite steps, or unwind on the rear sunporch overlooking a vinyl-fenced yard complete with a patio area perfect for a fire pit and a 10X17 shed. The main bedroom is located on the first floor, with three additional bedrooms and a bonus room upstairs. Thoughtful touches like modern fixtures, fresh paint, exquisite wallpaper, and newly painted wood flooring elevate the entire home. With large rear parking and a prime location in the heart of downtown Winchester, you'll be within walking distance to local shops, dining, and upcoming festivals. The current owner will surely miss the convenience and wonderful neighbors and is confident the next owners will fall in love just as deeply. This is one you have to see! ONE year home warranty to buyer at closing.

4 Beds ⋅ 1 Baths ⋅ 26021028 MLS

Could 162 French Ave., Winchester, KY 40391 be your new address? This stunning, updated Craftsman home feels like it was pulled straight from the pages of Southern Living Magazine, blending modern updates with timeless character and charm. Recent improvements including new windows, doors, wiring, and fresh landscaping enhance the home while preserving its original appeal. This move-in ready property offers 4 bedrooms, an updated bathroom, a welcoming living room with a decorative (non-working) fireplace, and a cozy den featuring preserved French doors. The foyer leads to a beautifully painted staircase and second floor, while the spacious dining room and kitchen showcase custom painted cabinetry, stainless steel appliances, and a pantry. A large laundry room doubles as a walk-in closet for added convenience. Enjoy relaxing mornings on the wrap-around front porch with brick accents and composite steps, or unwind on the rear sunporch overlooking a vinyl-fenced yard complete with a patio area perfect for a fire pit and a 10X17 shed. The main bedroom is located on the first floor, with three additional bedrooms and a bonus room upstairs. Thoughtful touches like modern fixtures, fresh paint, exquisite wallpaper, and newly painted wood flooring elevate the entire home. With large rear parking and a prime location in the heart of downtown Winchester, you'll be within walking distance to local shops, dining, and upcoming festivals. The current owner will surely miss the convenience and wonderful neighbors and is confident the next owners will fall in love just as deeply. This is one you have to see! ONE year home warranty to buyer at closing.

162 French Ave, Winchester

$260,000

Excellent investment opportunity featuring two income-producing buildings on one lot, offered together as a package deal. This unique multifamily property includes a triplex and a separate duplex, making it ideal for investors looking to expand their portfolio with multiple units in one purchase. The triplex (Building A) consists of three units: Unit A-1: 2 bedrooms, 1 bathroom Unit A-2: 1 bedroom, 1 bathroom Unit A-3: Office/studio-style apartment with 1 bedroom and 1 bathroom The duplex (Building B) offers two additional units: Unit B-1: 2 bedrooms, 1 bathroom Unit B-2: 2 bedrooms, 1 bathroom With five total units, this property provides strong income potential and flexibility for a variety of investment strategies. A recent appraisal came in at $320,000, and the property is priced below appraised value, creating built-in equity from day one.Great opportunity for investors seeking a solid multifamily asset with upside. Call today to schedule your private showing.

8 Beds ⋅ 5 Baths ⋅ 26002633 MLS

Excellent investment opportunity featuring two income-producing buildings on one lot, offered together as a package deal. This unique multifamily property includes a triplex and a separate duplex, making it ideal for investors looking to expand their portfolio with multiple units in one purchase. The triplex (Building A) consists of three units: Unit A-1: 2 bedrooms, 1 bathroom Unit A-2: 1 bedroom, 1 bathroom Unit A-3: Office/studio-style apartment with 1 bedroom and 1 bathroom The duplex (Building B) offers two additional units: Unit B-1: 2 bedrooms, 1 bathroom Unit B-2: 2 bedrooms, 1 bathroom With five total units, this property provides strong income potential and flexibility for a variety of investment strategies. A recent appraisal came in at $320,000, and the property is priced below appraised value, creating built-in equity from day one.Great opportunity for investors seeking a solid multifamily asset with upside. Call today to schedule your private showing.

144 Holly Ave, Winchester

$259,500

Location is key! Searching for your first home or thinking of downsizing? Priced right with stylish upgrades and style. This 3-bedroom 2 bath updated brick is ready for you to start enjoying home ownership. This gem has a new roof, new flooring throughout, new kitchen quartz countertop with a range backsplash, new doors, updated lighting, Shewin Williams paint throughout, updated bathrooms with a new shower, a floating vanity a new quartz vanity top. Located in an established neighborhood and you will enjoy the privacy of the fenced backyard. I would love to answer all of your new home ownership questions and schedule a home tour.

3 Beds ⋅ 2 Baths ⋅ 26022796 MLS

Location is key! Searching for your first home or thinking of downsizing? Priced right with stylish upgrades and style. This 3-bedroom 2 bath updated brick is ready for you to start enjoying home ownership. This gem has a new roof, new flooring throughout, new kitchen quartz countertop with a range backsplash, new doors, updated lighting, Shewin Williams paint throughout, updated bathrooms with a new shower, a floating vanity a new quartz vanity top. Located in an established neighborhood and you will enjoy the privacy of the fenced backyard. I would love to answer all of your new home ownership questions and schedule a home tour.

503 Kimberly Dr, Winchester

$259,000

Charming, Move-In Ready Ranch with Updates & Fenced Yard! Welcome home to this super cute and well-maintained 3-bedroom, 2-bath ranch offering easy one-level living and a smart, functional layout. Close to shopping and the interstate for easy commutes. Recent improvements include a brand-new roof, fresh interior paint throughout, a new garage door and opener, and a new stainless-steel appliance package in the kitchenâ€”so the big-ticket items are already done for you. The home features durable vinyl plank flooring throughout, providing a clean, modern look and easy maintenance. An attached one-car garage adds everyday convenience, while the fully fenced backyard is perfect for pets, play, or relaxing outdoors. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this home checks all the boxes: updated, affordable, and truly move-in ready. Don't miss this one!

3 Beds ⋅ 2 Baths ⋅ 26002092 MLS

Charming, Move-In Ready Ranch with Updates & Fenced Yard! Welcome home to this super cute and well-maintained 3-bedroom, 2-bath ranch offering easy one-level living and a smart, functional layout. Close to shopping and the interstate for easy commutes. Recent improvements include a brand-new roof, fresh interior paint throughout, a new garage door and opener, and a new stainless-steel appliance package in the kitchenâ€”so the big-ticket items are already done for you. The home features durable vinyl plank flooring throughout, providing a clean, modern look and easy maintenance. An attached one-car garage adds everyday convenience, while the fully fenced backyard is perfect for pets, play, or relaxing outdoors. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this home checks all the boxes: updated, affordable, and truly move-in ready. Don't miss this one!

414 Wellington Way, Winchester

$259,000

Welcome to this spacious 4-bedroom, 2 bath home offering plenty of room to grow and make your own. With generous living areas and a functional layout, this property is perfect for those seeking space, comfort and opportunity. The home features a 2-car attached garage along with an additional 676 SF detached 2-car garage, providing ample room for vehicles, storage or a workshop. Outside you will find a nice yard with plenty of space for outdoor activities. While the home does need some updating, it presents a fantastic opportunity for buyers to add their personal touch and build equity. With solid bones and great potential, this property is ideal for investors or homeowners ready to create their dream space. Inspections are welcome but home is being sold as is.

4 Beds ⋅ 2 Baths ⋅ 26009398 MLS

Welcome to this spacious 4-bedroom, 2 bath home offering plenty of room to grow and make your own. With generous living areas and a functional layout, this property is perfect for those seeking space, comfort and opportunity. The home features a 2-car attached garage along with an additional 676 SF detached 2-car garage, providing ample room for vehicles, storage or a workshop. Outside you will find a nice yard with plenty of space for outdoor activities. While the home does need some updating, it presents a fantastic opportunity for buyers to add their personal touch and build equity. With solid bones and great potential, this property is ideal for investors or homeowners ready to create their dream space. Inspections are welcome but home is being sold as is.

86 Bon-Haven Ave, Winchester

$255,580

Welcome to 108 Milwood Drive\! Nestled in one of Winchester's most desirable neighborhoods, this well\-maintained 3\-bedroom, 2\-bath ranch offers a functional floor plan and peaceful backyard setting\. The spacious living room features a gas log fireplace, while the primary suite includes a private en suite bath\. A cozy den opens to a wooden deck overlooking the fenced backyard and wooded views—perfect for relaxing or entertaining\. The semi\-finished walkout basement provides additional living space and a rear\-entry garage for added convenience\. Don't miss this opportunity to own a home that combines comfort, privacy, and a great location\!

3 Beds ⋅ 2 Baths ⋅ 26019908 MLS

Welcome to 108 Milwood Drive\! Nestled in one of Winchester's most desirable neighborhoods, this well\-maintained 3\-bedroom, 2\-bath ranch offers a functional floor plan and peaceful backyard setting\. The spacious living room features a gas log fireplace, while the primary suite includes a private en suite bath\. A cozy den opens to a wooden deck overlooking the fenced backyard and wooded views—perfect for relaxing or entertaining\. The semi\-finished walkout basement provides additional living space and a rear\-entry garage for added convenience\. Don't miss this opportunity to own a home that combines comfort, privacy, and a great location\!

108 Milwood Dr, Winchester

$255,000

Step into this 4-bedroom, 2 full bath split-foyer home, perfectly designed for comfortable everyday living. The upper level features three generously sized bedrooms, a full bath, a bright living room, kitchen, and dining area—ideal for gathering with family and friends. Just off the kitchen, enjoy easy access to the covered deck overlooking a spacious backyard. The lower level offers even more living space with a fourth bedroom, full bath, cozy family room with fireplace, and ample storage—perfect for guests, a home office or work out room. With a little personal TLC and your own creative touches, this home is ready to be transformed into a warm and welcoming family home. A wonderful opportunity to make it truly your own! Sold as is.

4 Beds ⋅ 2 Baths ⋅ 25508113 MLS

Step into this 4-bedroom, 2 full bath split-foyer home, perfectly designed for comfortable everyday living. The upper level features three generously sized bedrooms, a full bath, a bright living room, kitchen, and dining area—ideal for gathering with family and friends. Just off the kitchen, enjoy easy access to the covered deck overlooking a spacious backyard. The lower level offers even more living space with a fourth bedroom, full bath, cozy family room with fireplace, and ample storage—perfect for guests, a home office or work out room. With a little personal TLC and your own creative touches, this home is ready to be transformed into a warm and welcoming family home. A wonderful opportunity to make it truly your own! Sold as is.

35 Cherokee Ct, Winchester

$255,000

Located in Winchester, this 4-bedroom, 2-bath home offers approximately 2,417 square feet of living space with room to spread out both indoors and out. The home features a spacious living room with a fireplace, providing a comfortable central gathering area. Multiple bedrooms offer flexibility for guests, home office space, or changing household needs. Recent updates include a renovated kitchen and the addition of a bathroom with new plumbing (2021), along with a new HVAC system installed in 2020. The property also features a tall crawl space with walk-in access, offering additional usable storage or access space. Conveniently situated near local amenities, shopping, and dining, this property presents an opportunity for buyers seeking space, functionality, and a convenient Winchester location.

4 Beds ⋅ 2 Baths ⋅ 26005196 MLS

Located in Winchester, this 4-bedroom, 2-bath home offers approximately 2,417 square feet of living space with room to spread out both indoors and out. The home features a spacious living room with a fireplace, providing a comfortable central gathering area. Multiple bedrooms offer flexibility for guests, home office space, or changing household needs. Recent updates include a renovated kitchen and the addition of a bathroom with new plumbing (2021), along with a new HVAC system installed in 2020. The property also features a tall crawl space with walk-in access, offering additional usable storage or access space. Conveniently situated near local amenities, shopping, and dining, this property presents an opportunity for buyers seeking space, functionality, and a convenient Winchester location.

104 Jackson Ferry Rd, Winchester

$255,000

A spacious Ranch style home with many recent updates. With 4 bedrooms and 2 bath you'll find plenty of space for the everyone. With new laminate flooring, several new doors, and new paint throughout; this home is move in ready! Other updates include a new shower in the master bath, new microwave, new tile in the Utility room, new island top, new shelving in the walk in closet, and new gutters. Did I mention the owners are leaving all appliances including the washer and dryer? Come take a look at this beauty today! It could be your forever home.

4 Beds ⋅ 2 Baths ⋅ 26005860 MLS

A spacious Ranch style home with many recent updates. With 4 bedrooms and 2 bath you'll find plenty of space for the everyone. With new laminate flooring, several new doors, and new paint throughout; this home is move in ready! Other updates include a new shower in the master bath, new microwave, new tile in the Utility room, new island top, new shelving in the walk in closet, and new gutters. Did I mention the owners are leaving all appliances including the washer and dryer? Come take a look at this beauty today! It could be your forever home.

504 Harvard Dr, Winchester

$253,000

Back on Market! Welcome to 363 South Main Street in the heart of downtown Winchester, KY—this spacious 3-bedroom, 2-bath home offers 2,142 square feet of character, updates, and convenience. Ideally located close to all local amenities and just 5 minutes from I-64, you'll enjoy easy access to shopping, dining, and commuting. The home features beautiful hardwood floors and an updated kitchen with plenty of cabinet space, perfect for everyday living and entertaining. Recent improvements include a new roof, soffit, and gutters, along with an updated HVAC system, fresh exterior paint, professional pressure washing, and refreshed landscaping—making this property truly move-in ready. A versatile loft space provides additional storage or future potential, while the covered front porch, back deck, and fenced backyard create the perfect setup for relaxing or hosting guests. This is a rare opportunity to own a well-updated home in a prime downtown location.

3 Beds ⋅ 2 Baths ⋅ 26009123 MLS

Back on Market! Welcome to 363 South Main Street in the heart of downtown Winchester, KY—this spacious 3-bedroom, 2-bath home offers 2,142 square feet of character, updates, and convenience. Ideally located close to all local amenities and just 5 minutes from I-64, you'll enjoy easy access to shopping, dining, and commuting. The home features beautiful hardwood floors and an updated kitchen with plenty of cabinet space, perfect for everyday living and entertaining. Recent improvements include a new roof, soffit, and gutters, along with an updated HVAC system, fresh exterior paint, professional pressure washing, and refreshed landscaping—making this property truly move-in ready. A versatile loft space provides additional storage or future potential, while the covered front porch, back deck, and fenced backyard create the perfect setup for relaxing or hosting guests. This is a rare opportunity to own a well-updated home in a prime downtown location.

363 S Main St, Winchester

$253,000

Private unrestricted 12-Acre Property in Winchester, KY - Convenient to Lexington & Red River Gorge This 3-bedroom, 2-bath single-family home with an office/flex room is situated on 12 acres in Winchester, KY, offering a combination of open and primarily wooded land. The property is located less than 40 minutes from Lexington and approximately 30 minutes from Red River Gorge. The home offers 1,960 square feet of living space Including a walk in pantry, A large Primary suite with a jetted tub. A functional layout suitable for a variety of living needs. The office/flex room provides additional usable space for a home office, hobby room, or guest area. Owners had High Speed Internet installed on the property in 2023. A 2-car garage provides vehicle and storage space. The acreage includes a mix of open and wooded land, blackberry bushes that produce summer berries, and a pear tree that produces fruit in the fall, along with established trails suitable for UTV riding or recreational use. The setting provides privacy and outdoor space while maintaining access to nearby amenities and recreational destinations. Schedule a showing to explore the home and land in person..

3 Beds ⋅ 2 Baths ⋅ 26000897 MLS

Private unrestricted 12-Acre Property in Winchester, KY - Convenient to Lexington & Red River Gorge This 3-bedroom, 2-bath single-family home with an office/flex room is situated on 12 acres in Winchester, KY, offering a combination of open and primarily wooded land. The property is located less than 40 minutes from Lexington and approximately 30 minutes from Red River Gorge. The home offers 1,960 square feet of living space Including a walk in pantry, A large Primary suite with a jetted tub. A functional layout suitable for a variety of living needs. The office/flex room provides additional usable space for a home office, hobby room, or guest area. Owners had High Speed Internet installed on the property in 2023. A 2-car garage provides vehicle and storage space. The acreage includes a mix of open and wooded land, blackberry bushes that produce summer berries, and a pear tree that produces fruit in the fall, along with established trails suitable for UTV riding or recreational use. The setting provides privacy and outdoor space while maintaining access to nearby amenities and recreational destinations. Schedule a showing to explore the home and land in person..

564 Trapp-Goffs Cor Rd, Winchester

$250,000

Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or reimagine the space to fit your needs — the possibilities are wide open.

3 Beds ⋅ 1 Baths ⋅ 26004070 MLS

Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or reimagine the space to fit your needs — the possibilities are wide open.

280 Pine Ridge Rd, Winchester

$249,900

You will love the atmosphere of this remodeled 3 bedroom, 2 bath home located in a secluded location. The large privacy fenced back yard is perfect for the children or pets. Renovated kitchen includes granite countertops, new range, dishwasher , and refrigerator. Home has a full partially finished walk out basement. You will love the large outbuilding as well as storage closet off of carport.

3 Beds ⋅ 2 Baths ⋅ 26009360 MLS

You will love the atmosphere of this remodeled 3 bedroom, 2 bath home located in a secluded location. The large privacy fenced back yard is perfect for the children or pets. Renovated kitchen includes granite countertops, new range, dishwasher , and refrigerator. Home has a full partially finished walk out basement. You will love the large outbuilding as well as storage closet off of carport.

123 Sunset Hts, Winchester

$249,900

This classic brick ranch house is move-in ready and waiting for you to call it home! Take a step inside the front door to appreciate the gleaming laminate wood floors in the open concept living space. Around the corner, the beautiful kitchen cabinets and updated, stainless, kitchen appliances are ready for family meals and social gatherings around the dining table. In the full bath, you'll find a lovely tiled, walk-in shower with a rain shower head and new tile floors. Out the back door, you'll find an excellent outdoor living area on the back deck with space to grill out or relax on a quiet spring evening. With the oversized, detached 2 car garage, you can enjoy extra storage space as well as a hobby workspace. The exterior brick faÃƒÆ’Ã‚Â§ade, plus the newer roof, appliances, HVAC system, water heater and light fixtures make this home virtually maintenance free. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26013480 MLS

This classic brick ranch house is move-in ready and waiting for you to call it home! Take a step inside the front door to appreciate the gleaming laminate wood floors in the open concept living space. Around the corner, the beautiful kitchen cabinets and updated, stainless, kitchen appliances are ready for family meals and social gatherings around the dining table. In the full bath, you'll find a lovely tiled, walk-in shower with a rain shower head and new tile floors. Out the back door, you'll find an excellent outdoor living area on the back deck with space to grill out or relax on a quiet spring evening. With the oversized, detached 2 car garage, you can enjoy extra storage space as well as a hobby workspace. The exterior brick faÃƒÆ’Ã‚Â§ade, plus the newer roof, appliances, HVAC system, water heater and light fixtures make this home virtually maintenance free. Schedule your private showing today!

17 Holiday Rd, Winchester

$249,900

Welcome to this beautifully remodeled 3 bedroom, 2 full bathroom home situated on a desirable corner lot. With 1,530 sq ft of living space, this home offers great combination of modern updates and comfortable living. Features Include 3 spacious bedrooms, 2 full bathrooms, Private master suite with ensuite bath, Fully remodeled interior, corner lot, Stainless appliances, full tiled showers and the list goes on. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 26004591 MLS

Welcome to this beautifully remodeled 3 bedroom, 2 full bathroom home situated on a desirable corner lot. With 1,530 sq ft of living space, this home offers great combination of modern updates and comfortable living. Features Include 3 spacious bedrooms, 2 full bathrooms, Private master suite with ensuite bath, Fully remodeled interior, corner lot, Stainless appliances, full tiled showers and the list goes on. Schedule your showing today!

1407 Ironworks Rd, Winchester

$249,900

Welcome home to this inviting 3 Bedroom 2 bath home situated on a spacious 0.41 Acre lot. This home offers the perfect blend of comfort and functionality that offers a well designed layout with ample living space. Step into the spacious living room where beautiful Hardwood floors add warmth, character,and timeless appeal. Perfect for relaxing with family or entertaining guests. The Master bedroom is also on the main floor complete with a spacious Bathroom. The heart of the home is the beautifully appointed kitchen featuring oak cabinets that provide both timeless charm and abundant storage. Equipped with All newer appliances, this kitchen offers the perfect combination of style and functionality. Adjacent to the kitchen the well appointed dining room creates an inviting space for family meals. Upstairs you will find two generously sized bedrooms that offer space for relaxation and storage. Serving the upper level is the huge bathroom featuring ample room to accommodate those busy mornings with ease. Step out on the brand-new back deck that creates an ideal space for taking in the beautiful views of the trees that line the back of the property. With Plenty of yard space this property Is perfect for enjoying family get together's or simply having the space for the kids to play. Combining classic charm, and a beautiful 0.41 Acre setting, this move-in-ready home is ready for its next owners!! Schedule your showing today and discover all it has to offer!

3 Beds ⋅ 2 Baths ⋅ 26014058 MLS

Welcome home to this inviting 3 Bedroom 2 bath home situated on a spacious 0.41 Acre lot. This home offers the perfect blend of comfort and functionality that offers a well designed layout with ample living space. Step into the spacious living room where beautiful Hardwood floors add warmth, character,and timeless appeal. Perfect for relaxing with family or entertaining guests. The Master bedroom is also on the main floor complete with a spacious Bathroom. The heart of the home is the beautifully appointed kitchen featuring oak cabinets that provide both timeless charm and abundant storage. Equipped with All newer appliances, this kitchen offers the perfect combination of style and functionality. Adjacent to the kitchen the well appointed dining room creates an inviting space for family meals. Upstairs you will find two generously sized bedrooms that offer space for relaxation and storage. Serving the upper level is the huge bathroom featuring ample room to accommodate those busy mornings with ease. Step out on the brand-new back deck that creates an ideal space for taking in the beautiful views of the trees that line the back of the property. With Plenty of yard space this property Is perfect for enjoying family get together's or simply having the space for the kids to play. Combining classic charm, and a beautiful 0.41 Acre setting, this move-in-ready home is ready for its next owners!! Schedule your showing today and discover all it has to offer!

312 Buffalo Trce, Winchester

$247,500

NEW PRICE REDUCTION!!! This Is The One You Have Been Waiting For!!! Perfect Location, Flat Fully Fenced Backyard And A Large Rear Covered Patio. This 1 1/2 Story 3 Bedroom 2 Bath Home Has Vaulted Ceilings; Lots Of Cabinets; Stainless ' Steel Appliances; Good Size Primary Bedroom With En Suite; Walk In Closet; 2 More Generous Sized Bedrooms And So Much More!

3 Beds ⋅ 2 Baths ⋅ 26006371 MLS

NEW PRICE REDUCTION!!! This Is The One You Have Been Waiting For!!! Perfect Location, Flat Fully Fenced Backyard And A Large Rear Covered Patio. This 1 1/2 Story 3 Bedroom 2 Bath Home Has Vaulted Ceilings; Lots Of Cabinets; Stainless ' Steel Appliances; Good Size Primary Bedroom With En Suite; Walk In Closet; 2 More Generous Sized Bedrooms And So Much More!

201 Prescott Ln, Winchester

$245,000

Welcome home to 17 Euclid Ave in beautiful College Park area of Winchester. This three bedroom two full bath home may be the one you are looking for. Beautiful Hardwood floors throughout most of the home. Two additional bedrooms are upstairs with a full bath. Fenced in back yard and a large deck for you summertime entertaining. Don't wait, let's take a look.

3 Beds ⋅ 2 Baths ⋅ 26000917 MLS

Welcome home to 17 Euclid Ave in beautiful College Park area of Winchester. This three bedroom two full bath home may be the one you are looking for. Beautiful Hardwood floors throughout most of the home. Two additional bedrooms are upstairs with a full bath. Fenced in back yard and a large deck for you summertime entertaining. Don't wait, let's take a look.

17 Euclid Ave, Winchester

How much is your home worth?

How much is your home worth?