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

26002767 MLS

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

5105 Combs Ferry Rd, Winchester

$175,000

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

2 Beds ⋅ 2 Baths ⋅ 26008091 MLS

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

432 Country Club Dr, Winchester

$175,000

2 Beds ⋅ 2 Baths ⋅ 26010230 MLS

5434 Pine Ridge Rd, Winchester

$175,000

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

4 Beds ⋅ 3 Baths ⋅ 26004331 MLS

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

130 E Broadway St, Winchester

$170,000

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

26014568 MLS

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

18 N Main St, Winchester

$169,000

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

26006060 MLS

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

4247 Basin Springs Rd, Winchester

$168,000

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

3 Beds ⋅ 2 Baths ⋅ 26011449 MLS

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

128 Bay Hill Dr, Winchester

$165,000

This 3-bedroom, 2 full bath home is nestled in a convenient location and ready for new owners. Updates can be admired throughout. Property boats spacious bedrooms including primary bedroom with on-suite, large back yard with garage and so much more. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 26006752 MLS

This 3-bedroom, 2 full bath home is nestled in a convenient location and ready for new owners. Updates can be admired throughout. Property boats spacious bedrooms including primary bedroom with on-suite, large back yard with garage and so much more. Schedule your showing today!

47 Buckner St, Winchester

$165,000

5.005 acres of prime, flat acreage on Van Meter Road. The entire boundary is fenced as is the yard at the house seat. There is an existing manufactured home (1,120 sf with enclosed porch) in poor condition and has an existing cistern and septic system. There is also a detached garage. See pictures.

26011212 MLS

5.005 acres of prime, flat acreage on Van Meter Road. The entire boundary is fenced as is the yard at the house seat. There is an existing manufactured home (1,120 sf with enclosed porch) in poor condition and has an existing cistern and septic system. There is also a detached garage. See pictures.

4784 Van Meter Rd, Winchester

$165,000

This inviting 3- bedroom, 1- bath home offers a great combination of comfort, character,and convenience. Beautiful hardwood floors add warmth throughout, while the updated kitchen provides a fresh, functional space for everyday living. Outside, the fenced backyard offers plenty of room for pets, entertaining, gardening, or simply relaxing outdoors. Move in ready and easy to maintain, this home is a wonderful opportunity for anyone looking for value without sacrificing charm.

3 Beds ⋅ 1 Baths ⋅ 26022281 MLS

This inviting 3- bedroom, 1- bath home offers a great combination of comfort, character,and convenience. Beautiful hardwood floors add warmth throughout, while the updated kitchen provides a fresh, functional space for everyday living. Outside, the fenced backyard offers plenty of room for pets, entertaining, gardening, or simply relaxing outdoors. Move in ready and easy to maintain, this home is a wonderful opportunity for anyone looking for value without sacrificing charm.

41 Hiawatha Trl, Winchester

$165,000

WOW! great price adjustment on this one!!! Great opportunity to own this well loved home in a very convenient location in growing community of Winchester. Expensive updates have been done recently- roof, siding, main level LVP flooring, water heater and main water line replacement are all taken care of! Lots of character and charm upon entry into the entry foyer with nice staircase, opening to large living room with a lovely mantel. Spacious dining room with built in corner cabinet flows into kitchen with plenty of cabinetry and counter space. Large laundry room with access to rear yard. A partial bath completes main level. Upstairs has two spacious bedrooms and a full bath. Lots of closet space including a cedar closet. . Large lot ( over a quarter of an acre)with trees and space for kids to roam and explore. Great location near public library, within walking distance of downtown and popular College Park Facility. Come see this one!

3 Beds ⋅ 2 Baths ⋅ 26003334 MLS

WOW! great price adjustment on this one!!! Great opportunity to own this well loved home in a very convenient location in growing community of Winchester. Expensive updates have been done recently- roof, siding, main level LVP flooring, water heater and main water line replacement are all taken care of! Lots of character and charm upon entry into the entry foyer with nice staircase, opening to large living room with a lovely mantel. Spacious dining room with built in corner cabinet flows into kitchen with plenty of cabinetry and counter space. Large laundry room with access to rear yard. A partial bath completes main level. Upstairs has two spacious bedrooms and a full bath. Lots of closet space including a cedar closet. . Large lot ( over a quarter of an acre)with trees and space for kids to roam and explore. Great location near public library, within walking distance of downtown and popular College Park Facility. Come see this one!

334 S Burns Ave, Winchester

$165,000

Discover the perfect blend of convenience and countryside charm with this beautiful 11+ acre tract located just outside of Winchester in Clark County. Offering gently rolling terrain and multiple potential building sites, this property provides an ideal setting for your dream home, mini-farm, or private retreat.Enjoy the peace and privacy of rural living without sacrificing accessibility and just a short drive to town, shopping, dining, and schools. The land lays well and is suitable for building, with plenty of space for outdoor living, gardening, or recreational use. Light restrictions are in place to help protect your investment while still allowing flexibility to create your vision.If you've been searching for affordable acreage with a country feel and close-to-town convenience, this property is a must-see. This property doesn't quite have 250 feet of road frontage so the Seller has used a developmental right from another property so that a buyer can purchase this property to use for building their dream home. RESTRICTIONS MAY BE REMOVED BY SELLER IF BOTH TRACTS 2996 AND 3056 ARE PURCHASED. Call to schedule your showing today!

26007067 MLS

Discover the perfect blend of convenience and countryside charm with this beautiful 11+ acre tract located just outside of Winchester in Clark County. Offering gently rolling terrain and multiple potential building sites, this property provides an ideal setting for your dream home, mini-farm, or private retreat.Enjoy the peace and privacy of rural living without sacrificing accessibility and just a short drive to town, shopping, dining, and schools. The land lays well and is suitable for building, with plenty of space for outdoor living, gardening, or recreational use. Light restrictions are in place to help protect your investment while still allowing flexibility to create your vision.If you've been searching for affordable acreage with a country feel and close-to-town convenience, this property is a must-see. This property doesn't quite have 250 feet of road frontage so the Seller has used a developmental right from another property so that a buyer can purchase this property to use for building their dream home. RESTRICTIONS MAY BE REMOVED BY SELLER IF BOTH TRACTS 2996 AND 3056 ARE PURCHASED. Call to schedule your showing today!

2996 Irvine Rd, Winchester

$160,000

What a cute little dollhouse. Move in Ready . Corner lot with storage building. Close to all amenities.

2 Beds ⋅ 1 Baths ⋅ 26013181 MLS

What a cute little dollhouse. Move in Ready . Corner lot with storage building. Close to all amenities.

107 Patio St, Winchester

$157,530

Due to no fault of the seller or the home, this adorable home is back on the market! Adorable & inviting from the moment you arrive! This charming 2-bedroom, 1-bath home welcomes you with a cozy front porch perfect for relaxing evenings. Step inside to a comfortable living room, along with the kitchen with a dedicated dining space—ideal for everyday living or entertaining. Out back, you'll find a spacious yard ready to enjoy, complete with a fire pit for those crisp fall nights and room to make it your own. Off-street parking is a breeze out front and private parking out back, plus a 1.5-car garage for added convenience. Whether you're just starting out or looking to simplify, this home is full of charm and opportunity. Don't miss your chance—schedule your showing today!

2 Beds ⋅ 1 Baths ⋅ 26009730 MLS

Due to no fault of the seller or the home, this adorable home is back on the market! Adorable & inviting from the moment you arrive! This charming 2-bedroom, 1-bath home welcomes you with a cozy front porch perfect for relaxing evenings. Step inside to a comfortable living room, along with the kitchen with a dedicated dining space—ideal for everyday living or entertaining. Out back, you'll find a spacious yard ready to enjoy, complete with a fire pit for those crisp fall nights and room to make it your own. Off-street parking is a breeze out front and private parking out back, plus a 1.5-car garage for added convenience. Whether you're just starting out or looking to simplify, this home is full of charm and opportunity. Don't miss your chance—schedule your showing today!

22 Magnolia St, Winchester

$155,000

Enjoy the peace and privacy of country living with this 3 bedroom, 2 bath home situated on 2.61 rural acres. With plenty of space to spread out, this property offers endless potential for those looking to add their personal touch. The home needs a little TLC but provides a solid opportunity for homeowners or investors alike. Whether you're dreaming of a small homestead, garden space, or simply room to roam, this property is ready to be brought back to life. Don't miss your chance to create something special in a beautiful rural setting.

3 Beds ⋅ 2 Baths ⋅ 26008440 MLS

Enjoy the peace and privacy of country living with this 3 bedroom, 2 bath home situated on 2.61 rural acres. With plenty of space to spread out, this property offers endless potential for those looking to add their personal touch. The home needs a little TLC but provides a solid opportunity for homeowners or investors alike. Whether you're dreaming of a small homestead, garden space, or simply room to roam, this property is ready to be brought back to life. Don't miss your chance to create something special in a beautiful rural setting.

697 Goose Creek Rd, Winchester

$150,000

Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

25506729 MLS

Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

590 Craig Xing, Winchester

$145,000

Full of opportunity on a large lot! With mostly cosmetic updates needed, this is an ideal project for a flip or a rental refresh. The layout and lot size provide flexibility, and this property has excellent potential to add value quickly. Being sold as-is.

3 Beds ⋅ 1 Baths ⋅ 26004038 MLS

Full of opportunity on a large lot! With mostly cosmetic updates needed, this is an ideal project for a flip or a rental refresh. The layout and lot size provide flexibility, and this property has excellent potential to add value quickly. Being sold as-is.

730 Byrd Ave, Winchester

$145,000

Looking for a little room to spread out or somewhere to build? This 5.05 acre property on Cole Road is mostly cleared and ready for its next chapter. The property is currently vacant and features a plank fence around the former yard area, along with existing footers for a 16x80 mobile home. Several utilities are already in place, including electric, water, and a septic tank. Whether you're looking for a place to build, bring in a home, or simply enjoy your own piece of land, this property offers plenty of possibilities. Land is being sold as-is and showings are by appointment only.

2 Baths ⋅ 26023370 MLS

Looking for a little room to spread out or somewhere to build? This 5.05 acre property on Cole Road is mostly cleared and ready for its next chapter. The property is currently vacant and features a plank fence around the former yard area, along with existing footers for a 16x80 mobile home. Several utilities are already in place, including electric, water, and a septic tank. Whether you're looking for a place to build, bring in a home, or simply enjoy your own piece of land, this property offers plenty of possibilities. Land is being sold as-is and showings are by appointment only.

2170 Cole Rd, Winchester

$139,000

Ideal for first-time buyers, downsizers, or investors. This move-in ready 2-bedroom home features a fenced backyard, off-street parking, and a detached storage building, all in a convenient Winchester location.

2 Beds ⋅ 1 Baths ⋅ 26006776 MLS

Ideal for first-time buyers, downsizers, or investors. This move-in ready 2-bedroom home features a fenced backyard, off-street parking, and a detached storage building, all in a convenient Winchester location.

37 Ashland Ave, Winchester

$136,000

Charming and move-in ready! This freshly renovated 3-bedroom, 1-bath home in downtown Winchester offers all-new flooring and fresh paint throughout. The spacious eat-in kitchen provides plenty of room for gathering, and the in-unit washer/dryer hookup adds everyday convenience. Situated on a quiet street directly across from a park and within walking distance of the elementary school, this home offers a peaceful, family-friendly location. Enjoy the fully fenced backyard and central heat and air for year-round comfort. Ready for immediate occupancy! schedule your private tour today!

3 Beds ⋅ 1 Baths ⋅ 26017859 MLS

Charming and move-in ready! This freshly renovated 3-bedroom, 1-bath home in downtown Winchester offers all-new flooring and fresh paint throughout. The spacious eat-in kitchen provides plenty of room for gathering, and the in-unit washer/dryer hookup adds everyday convenience. Situated on a quiet street directly across from a park and within walking distance of the elementary school, this home offers a peaceful, family-friendly location. Enjoy the fully fenced backyard and central heat and air for year-round comfort. Ready for immediate occupancy! schedule your private tour today!

118 Park Ave, Winchester

$135,000

This one is on the market for someone who loves to make this nice frame home new again, lots of hardwood floors, nice size rooms, as per seller upstairs has some plumbing for a 2nd bathroom, metal roof, house will need new HVAC, newer nice windows, deck overlooking back yard, The Upstairs is not finished, please be careful walking on the upstairs floor, would be a nice second bedroom and/or den if finished, call today! (Buyer to verify the size of home and size of Lot) Take caution when walking on upstairs floor.

3 Beds ⋅ 1 Baths ⋅ 26020511 MLS

This one is on the market for someone who loves to make this nice frame home new again, lots of hardwood floors, nice size rooms, as per seller upstairs has some plumbing for a 2nd bathroom, metal roof, house will need new HVAC, newer nice windows, deck overlooking back yard, The Upstairs is not finished, please be careful walking on the upstairs floor, would be a nice second bedroom and/or den if finished, call today! (Buyer to verify the size of home and size of Lot) Take caution when walking on upstairs floor.

60 Fitch Ave, Winchester

$135,000

Charming 3-Bedroom Home with Great Investment Potential....Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space and plenty of opportunity for homeowners or investors alike. Featuring an easy layout with generously sized bedrooms, a large eat-in kitchen, and a bright living area, Outside, you'll find a covered front porch perfect for relaxing, along with a private backyard shaded by mature trees that offers space for outdoor enjoyment. The property also includes off-street parking and easy access to local amenities, schools, and shopping. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this home combines affordability, functionality, and potential. Don't miss your chance to own this affordable home with endless possibilities. Schedule your private showing today!

3 Beds ⋅ 1 Baths ⋅ 26014553 MLS

Charming 3-Bedroom Home with Great Investment Potential....Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space and plenty of opportunity for homeowners or investors alike. Featuring an easy layout with generously sized bedrooms, a large eat-in kitchen, and a bright living area, Outside, you'll find a covered front porch perfect for relaxing, along with a private backyard shaded by mature trees that offers space for outdoor enjoyment. The property also includes off-street parking and easy access to local amenities, schools, and shopping. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this home combines affordability, functionality, and potential. Don't miss your chance to own this affordable home with endless possibilities. Schedule your private showing today!

220 E Washington St, Winchester

$130,000

Back on Market due to: Buyer's financing fell through. Very nice home with hardwood floors in main areas featuring 2 bedrooms, 1 bath, permanent stairs to attic that has windows and could possibly be 2 bedrooms or bonus room. Enjoy your coffee on the front porch in the mornings! The storage shed in the back yard conveys with property. Home being sold as-is, where-is, sale pending court approval, no warranties implied or expressed. Property conveys at close of escrow with a Quit Claim Deed. Buyer to confirm schools.

2 Beds ⋅ 1 Baths ⋅ 25007762 MLS

Back on Market due to: Buyer's financing fell through. Very nice home with hardwood floors in main areas featuring 2 bedrooms, 1 bath, permanent stairs to attic that has windows and could possibly be 2 bedrooms or bonus room. Enjoy your coffee on the front porch in the mornings! The storage shed in the back yard conveys with property. Home being sold as-is, where-is, sale pending court approval, no warranties implied or expressed. Property conveys at close of escrow with a Quit Claim Deed. Buyer to confirm schools.

9 Linden Ave, Winchester

$125,000

A truely country/rustic feel to this starter home on more than a 1/2 acre. Open concept main area with newer appliances and LVP flooring. Above ground pool and firepit allow for outdoor fun... complete with a shed for extra storage. A garden spot ready to go with several fruit trees, allow for another level of true country living. If you are looking for an affordable place to start or retire, this one could be for you!

1 Beds ⋅ 1 Baths ⋅ 26025849 MLS

A truely country/rustic feel to this starter home on more than a 1/2 acre. Open concept main area with newer appliances and LVP flooring. Above ground pool and firepit allow for outdoor fun... complete with a shed for extra storage. A garden spot ready to go with several fruit trees, allow for another level of true country living. If you are looking for an affordable place to start or retire, this one could be for you!

6590 Ironworks Rd, Winchester

$125,000

Affordable and inviting townhome conveniently located in Winchester! This well-maintained home offers a functional layout with a spacious kitchen featuring plenty of room for everyday cooking and dining. The main level includes a comfortable living room, convenient half bath, and access to a private patio, perfect for relaxing or enjoying your morning coffee. A dedicated storage area provides additional space for your belongings. Upstairs, you'll find two good sized bedrooms, a full bathroom, and a convenient linen closet. An excellent opportunity for a first-time buyer, downsizer, or investor looking for an affordable property with low-maintenance living. Must see!

2 Beds ⋅ 2 Baths ⋅ 26022172 MLS

Affordable and inviting townhome conveniently located in Winchester! This well-maintained home offers a functional layout with a spacious kitchen featuring plenty of room for everyday cooking and dining. The main level includes a comfortable living room, convenient half bath, and access to a private patio, perfect for relaxing or enjoying your morning coffee. A dedicated storage area provides additional space for your belongings. Upstairs, you'll find two good sized bedrooms, a full bathroom, and a convenient linen closet. An excellent opportunity for a first-time buyer, downsizer, or investor looking for an affordable property with low-maintenance living. Must see!

48 Judy Ann Ct, Winchester

$125,000

Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land. This lot sits directly across from the Lower Howard's Creek Nature & Heritage Preserve, you'll be immersed in the sights and sounds of nature while enjoying the peaceful seclusion this lot offers. Plus, you're just minutes from the popular Hall's on the River restaurant, making it easy to enjoy riverside dining. With convenient access to Lexington and I-75, you get the best of both worlds—quiet country living with city conveniences at your fingertips. If you're seeking your own private sanctuary and a chance to build your dream home in a picturesque setting, this lot is the perfect place to call your own!

25012636 MLS

Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land. This lot sits directly across from the Lower Howard's Creek Nature & Heritage Preserve, you'll be immersed in the sights and sounds of nature while enjoying the peaceful seclusion this lot offers. Plus, you're just minutes from the popular Hall's on the River restaurant, making it easy to enjoy riverside dining. With convenient access to Lexington and I-75, you get the best of both worlds—quiet country living with city conveniences at your fingertips. If you're seeking your own private sanctuary and a chance to build your dream home in a picturesque setting, this lot is the perfect place to call your own!

1940 Athens Boonesboro Rd, Winchester

$125,000

Build your dream home on this beautifully prepared 0.41-acre lot! This land is ready for construction. Don't miss this rare opportunity to own a ready-to-build site in Winchester's most desired neighborhood. There is a large shed/storage building on the back left corner of the lot that will convey with the property.

26008661 MLS

Build your dream home on this beautifully prepared 0.41-acre lot! This land is ready for construction. Don't miss this rare opportunity to own a ready-to-build site in Winchester's most desired neighborhood. There is a large shed/storage building on the back left corner of the lot that will convey with the property.

39 Casa Landa Way, Winchester

$111,252

Seller has received multiple offers for this property and requests all buyers submit their highest and best offer before the deadline. Deadline to submit highest and best offers is May 5, 2026 at 3pm local time. Please note in your offer "This is buyer's highest and Best offer" Rare find, frame ranch home, 1.37 acre lot per pva, home has 1145 sq ft, three bedrooms, full bath, laundry, living room and eat in kitchen. There is a large deck along the rear of the home. If this home was built before 1978, lead based paint potentially exists. Home may require flood insurance.

3 Beds ⋅ 1 Baths ⋅ 26009782 MLS

Seller has received multiple offers for this property and requests all buyers submit their highest and best offer before the deadline. Deadline to submit highest and best offers is May 5, 2026 at 3pm local time. Please note in your offer "This is buyer's highest and Best offer" Rare find, frame ranch home, 1.37 acre lot per pva, home has 1145 sq ft, three bedrooms, full bath, laundry, living room and eat in kitchen. There is a large deck along the rear of the home. If this home was built before 1978, lead based paint potentially exists. Home may require flood insurance.

2247 Muddy Creek Rd, Winchester

$110,000

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

22024102 MLS

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

255 Duclair Dr, Winchester

$109,900

Opportunity knocks for the buyer with vision! This spacious 4-bedroom, 2.5-bath home is mid renovation and is well on its way to becoming something truly special. With a first-floor primary suite, walk-in closets, partial basement with sump pump already installed, many major systems already in place, and a storage shed in the backyard, many of the big-ticket features are done for you. The home is currently unfinished, with flooring, wall finishes, the kitchen, and the bathrooms still needing completion, gives you the rare chance to customize the final touches to your own style and preferences. The heavy lifting has already begun - now it's your opportunity to bring the project across the finish line and create instant equity in the process. Whether you're an investor, contractor, or ambitious homeowner looking for a rewarding project, this property offers tremendous potential and a head start on your dream home. Bring your imagination and see the possibilities!

4 Beds ⋅ 3 Baths ⋅ 26012783 MLS

Opportunity knocks for the buyer with vision! This spacious 4-bedroom, 2.5-bath home is mid renovation and is well on its way to becoming something truly special. With a first-floor primary suite, walk-in closets, partial basement with sump pump already installed, many major systems already in place, and a storage shed in the backyard, many of the big-ticket features are done for you. The home is currently unfinished, with flooring, wall finishes, the kitchen, and the bathrooms still needing completion, gives you the rare chance to customize the final touches to your own style and preferences. The heavy lifting has already begun - now it's your opportunity to bring the project across the finish line and create instant equity in the process. Whether you're an investor, contractor, or ambitious homeowner looking for a rewarding project, this property offers tremendous potential and a head start on your dream home. Bring your imagination and see the possibilities!

310 W Hickman St, Winchester

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How much is your home worth?