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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

$121,000

Investor opportunity in Winchester! This 3-bedroom, 2 full bath brick ranch sits on a spacious 0.67 acre lot and is ready for renovation. Whether you're an investor searching for your next flip, looking to add a rental to your portfolio, or a buyer wanting to build sweat equity, this property offers strong potential. The home needs updates and repairs but features a solid structure and a functional layout that provides a great starting point for a thoughtful renovation. With the right improvements, it could make an excellent flip or long-term rental — or a personalized home with room to grow. The large backyard offers plenty of outdoor space, adding even more value and flexibility. Located in an established Winchester neighborhood with convenient access to town and an easy commute to Lexington, this is an opportunity to invest in a property with upside in a desirable location.

3 Beds ⋅ 2 Baths ⋅ 26004216 MLS

Investor opportunity in Winchester! This 3-bedroom, 2 full bath brick ranch sits on a spacious 0.67 acre lot and is ready for renovation. Whether you're an investor searching for your next flip, looking to add a rental to your portfolio, or a buyer wanting to build sweat equity, this property offers strong potential. The home needs updates and repairs but features a solid structure and a functional layout that provides a great starting point for a thoughtful renovation. With the right improvements, it could make an excellent flip or long-term rental — or a personalized home with room to grow. The large backyard offers plenty of outdoor space, adding even more value and flexibility. Located in an established Winchester neighborhood with convenient access to town and an easy commute to Lexington, this is an opportunity to invest in a property with upside in a desirable location.

19 Hughes Ave, 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

PRICE DROP!!! FLIP This House! Seller Has Added A Large Primary Addition And Front Porch. This 4 Bedroom 2 1/2 Bath Home Is Ready For Your Finishes And Has A Fantastic Floor Plan With Large Loft (Whole Home At Stud Level). Finish This Home It Will Be A Showstopper Better Than New Construction With Large Sq Ft What Many Buyers Are Looking For. Great Opportunity To Make Money Or Live In This Beautiful Home!

4 Beds ⋅ 3 Baths ⋅ 25506086 MLS

PRICE DROP!!! FLIP This House! Seller Has Added A Large Primary Addition And Front Porch. This 4 Bedroom 2 1/2 Bath Home Is Ready For Your Finishes And Has A Fantastic Floor Plan With Large Loft (Whole Home At Stud Level). Finish This Home It Will Be A Showstopper Better Than New Construction With Large Sq Ft What Many Buyers Are Looking For. Great Opportunity To Make Money Or Live In This Beautiful Home!

205 E Washington St, 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

$100,000

Welcome to 25 Oliver Street, an affordable 3 bedroom, 1 bathroom ranch home in Winchester offering a practical blend of charm and investment potential. With 900 sq ft of first-floor living space, this home features a comfortable layout with vinyl flooring and a manageable single-level design that works well for homeowners, renters, or buyers looking to build equity. The unfinished basement with interior and exterior access adds valuable storage, utility space, and future potential. With under-utilized *R-4 Zoning*, an intelligent investor may uncover additional return on investment. The front porch and rear deck create simple outdoor spaces to relax and enjoy. This property offers the everyday essentials buyers look for at an approachable price point. Whether you are searching for a personal home, a rental property, or your next value-add opportunity in Winchester, this Oliver Street home is worth a closer look.

3 Beds ⋅ 1 Baths ⋅ 26014899 MLS

Welcome to 25 Oliver Street, an affordable 3 bedroom, 1 bathroom ranch home in Winchester offering a practical blend of charm and investment potential. With 900 sq ft of first-floor living space, this home features a comfortable layout with vinyl flooring and a manageable single-level design that works well for homeowners, renters, or buyers looking to build equity. The unfinished basement with interior and exterior access adds valuable storage, utility space, and future potential. With under-utilized *R-4 Zoning*, an intelligent investor may uncover additional return on investment. The front porch and rear deck create simple outdoor spaces to relax and enjoy. This property offers the everyday essentials buyers look for at an approachable price point. Whether you are searching for a personal home, a rental property, or your next value-add opportunity in Winchester, this Oliver Street home is worth a closer look.

25 Oliver St, Winchester

$100,000

Lot # 30 contains 2.058 acres of gently rolling land perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

22005014 MLS

Lot # 30 contains 2.058 acres of gently rolling land perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

1185 Craig Crossing Rd, Winchester

$99,500

(parcel #3) 8.389 acres with a spring fed pond has a beautiful view

25505617 MLS

(parcel #3) 8.389 acres with a spring fed pond has a beautiful view

1295 Sewell Shop Road Rd, Winchester

13015 Irvine Rd Unit Parcel 5, Winchester

$95,000

25500036 MLS

13015 Irvine Rd Unit Parcel 5, Winchester

$90,000

Completely renovated from top to bottom, this move-in-ready manufactured home on a permanent foundation offers quality, comfort, and value all in one package! Featuring 2 bedrooms, 1 full bath, and 996 sq ft of thoughtfully updated living space, this home showcases a high level of finish rarely found at this price point. Inside, you'll find all new drywall and electrical, new laminate flooring throughout with tile in wet areas, and a beautifully renovated bathroom. The kitchen has been fully transformed with new cabinets, solid surface countertops, new sink, custom backsplash, and stainless steel appliances, creating a clean, modern feel. Two energy-efficient mini-split systems provide comfortable heating and cooling year-round, and the metal roof was replaced in 2018 for added peace of mind. The exterior is just as impressive with new vinyl siding, new crawl space insulation, a 20x8 covered front porch, and a 6x8 rear porch—perfect for enjoying morning coffee or evening relaxation. The expanded driveway offers additional parking, and two detached storage buildings/workshops (12x12 and 16x12) provide excellent space for hobbies, storage, or additional workspace. Whether you're a first-time home buyer looking for an affordable starter home or an investor seeking a turnkey addition to your portfolio, this property checks all the boxes. Don't miss your opportunity to own a fully updated home with exceptional value and versatility! Call today to schedule your private showing.

2 Beds ⋅ 1 Baths ⋅ 26002779 MLS

Completely renovated from top to bottom, this move-in-ready manufactured home on a permanent foundation offers quality, comfort, and value all in one package! Featuring 2 bedrooms, 1 full bath, and 996 sq ft of thoughtfully updated living space, this home showcases a high level of finish rarely found at this price point. Inside, you'll find all new drywall and electrical, new laminate flooring throughout with tile in wet areas, and a beautifully renovated bathroom. The kitchen has been fully transformed with new cabinets, solid surface countertops, new sink, custom backsplash, and stainless steel appliances, creating a clean, modern feel. Two energy-efficient mini-split systems provide comfortable heating and cooling year-round, and the metal roof was replaced in 2018 for added peace of mind. The exterior is just as impressive with new vinyl siding, new crawl space insulation, a 20x8 covered front porch, and a 6x8 rear porch—perfect for enjoying morning coffee or evening relaxation. The expanded driveway offers additional parking, and two detached storage buildings/workshops (12x12 and 16x12) provide excellent space for hobbies, storage, or additional workspace. Whether you're a first-time home buyer looking for an affordable starter home or an investor seeking a turnkey addition to your portfolio, this property checks all the boxes. Don't miss your opportunity to own a fully updated home with exceptional value and versatility! Call today to schedule your private showing.

701 Williamsburg Dr, Winchester

$89,000

25500043 MLS

13067 Irvine Rd, Winchester

$85,000

Rare opportunity to own 3.68 acres of vacant land just outside Winchester, ideal for buyers seeking space to build a private custom home in a peaceful rural setting. With electric and water available at the road, this property offers a ready-to-build homesite while maintaining the privacy and open surroundings many buyers are looking for today. Providing quick access to downtown Winchester's shopping, dining, and services while enjoying country living. Buyer to verify utilities, restrictions, acreage, and intended use. According to developer the lot has had a perk test completed. There is a fire hydrant at the road

26003912 MLS

Rare opportunity to own 3.68 acres of vacant land just outside Winchester, ideal for buyers seeking space to build a private custom home in a peaceful rural setting. With electric and water available at the road, this property offers a ready-to-build homesite while maintaining the privacy and open surroundings many buyers are looking for today. Providing quick access to downtown Winchester's shopping, dining, and services while enjoying country living. Buyer to verify utilities, restrictions, acreage, and intended use. According to developer the lot has had a perk test completed. There is a fire hydrant at the road

2465 Flanagan Station Rd, Winchester

$85,000

Parcel 5 - 6.431 acres address 1385 Sewell Shop Rd

25505870 MLS

Parcel 5 - 6.431 acres address 1385 Sewell Shop Rd

1385 Sewell Shop Rd, Winchester

$83,000

Investor special! This property has been fully gutted and is ready for your vision. Major groundwork has already begun, including new PEX plumbing lines installed for water service, updated framing, and electrical improvements underway. Designed to accommodate a 3-bedroom, 2-bath layout, this property offers a true blank slate for investors, flippers, or contractors looking to customize finishes and maximize value. With strong resale potential, the after-repair value (ARV) is projected to be in the ~$240,000 range based on comparable renovated homes in the area. Bring your plans and transform this property into a standout home or profitable investment. Owner/agent

3 Beds ⋅ 2 Baths ⋅ 26005996 MLS

Investor special! This property has been fully gutted and is ready for your vision. Major groundwork has already begun, including new PEX plumbing lines installed for water service, updated framing, and electrical improvements underway. Designed to accommodate a 3-bedroom, 2-bath layout, this property offers a true blank slate for investors, flippers, or contractors looking to customize finishes and maximize value. With strong resale potential, the after-repair value (ARV) is projected to be in the ~$240,000 range based on comparable renovated homes in the area. Bring your plans and transform this property into a standout home or profitable investment. Owner/agent

32 Hays St, Winchester

$80,000

Welcome! This home offers a practical layout with 3 bedrooms and 1.5 baths on a manageable 0.2-acre lot. The interior has been well maintained, and fenced backyard creates a private outdoor space ideal for gatherings, pets, or future improvements. A detached 2-car garage provides secure parking and storage. Approximately 5 minutes to downtown Winchester and 15 minutes to Lexington, positioning the property well for commuters and local amenities. Call now for your private viewing!

3 Beds ⋅ 2 Baths ⋅ 26000557 MLS

Welcome! This home offers a practical layout with 3 bedrooms and 1.5 baths on a manageable 0.2-acre lot. The interior has been well maintained, and fenced backyard creates a private outdoor space ideal for gatherings, pets, or future improvements. A detached 2-car garage provides secure parking and storage. Approximately 5 minutes to downtown Winchester and 15 minutes to Lexington, positioning the property well for commuters and local amenities. Call now for your private viewing!

400 Wexford Dr, Winchester

$80,000

Parcel 11 - 5.848 acres has a 50 foot easement, pipeline (Ashland Pipeline Co) in rear area of the parcel

25505890 MLS

Parcel 11 - 5.848 acres has a 50 foot easement, pipeline (Ashland Pipeline Co) in rear area of the parcel

7244 Ecton Rd, Winchester

$75,000

Parcel 7- 4.824 acres 1477 Sewell Shop Rd. This parcel has a tobacco barn.

25505878 MLS

Parcel 7- 4.824 acres 1477 Sewell Shop Rd. This parcel has a tobacco barn.

1477 Sewell Shop Rd, Winchester

$75,000

Parcel 4 -5.753 acreas 1341 Sewell Shop Rd

25505866 MLS

Parcel 4 -5.753 acreas 1341 Sewell Shop Rd

1341 Sewell Shop Rd, Winchester

$75,000

parcel 6 -1431 Sewell Shop Rd. 6.428 acres

25505874 MLS

parcel 6 -1431 Sewell Shop Rd. 6.428 acres

1431 Sewell Shop Rd, Winchester

$74,000

Parcel 10 3.545 acres 7290 Ecton Rd

25505888 MLS

Parcel 10 3.545 acres 7290 Ecton Rd

7290 Ecton Rd, Winchester

$69,000

Located at 1751 Little Stoner Rd in Winchester, this 2.139 acre building lot offers the kind of space and setting that's getting harder to find. Open land, rolling country views, and room to create something truly your own, all while staying conveniently connected to the places that matter most. Enjoy the rare balance of peaceful surroundings with easy access. You're just 20 minutes to Lexington, 10 minutes to Winchester, 10 minutes to Mt. Sterling, and 30 minutes to Morehead, all with no stoplights along the way. Whether you're envisioning a custom home, a retreat from city noise, or a place to enjoy wide open skies, this lot gives you the freedom to build with intention. Surrounded by scenic countryside and positioned for everyday convenience, this property offers a blank canvas for your next chapter.

26000593 MLS

Located at 1751 Little Stoner Rd in Winchester, this 2.139 acre building lot offers the kind of space and setting that's getting harder to find. Open land, rolling country views, and room to create something truly your own, all while staying conveniently connected to the places that matter most. Enjoy the rare balance of peaceful surroundings with easy access. You're just 20 minutes to Lexington, 10 minutes to Winchester, 10 minutes to Mt. Sterling, and 30 minutes to Morehead, all with no stoplights along the way. Whether you're envisioning a custom home, a retreat from city noise, or a place to enjoy wide open skies, this lot gives you the freedom to build with intention. Surrounded by scenic countryside and positioned for everyday convenience, this property offers a blank canvas for your next chapter.

1751 Little Stoner Rd, Winchester

$64,900

One of the Few Remaining Estate Homesites in Royal Oaks Estates! An exceptional opportunity awaits to build your custom dream home in the Estate Section of Royal Oaks, one of Clark County's most established and desirable communities. Situated on 0.64 acres, 102 Royal Oak Drive offers the space, setting, and flexibility to create a home tailored to your lifestyle while enjoying the beauty and prestige of this sought-after neighborhood. Ideally located just off I-64 at Exit 96, Royal Oaks provides quick access to downtown Winchester, shopping, dining, schools, healthcare, and the rapidly expanding Clark County Industrial Park, making it an ideal location for both convenience and long-term investment. Adding to the excitement, Royal Oaks is now expanding with Deerlawn, Clark County's newest approved master-planned single-family community. Upon completion, Deerlawn will introduce 438 new single-family homes, creating one of the region's largest residential developments and further enhancing the area's growth, amenities, and long-term value. With more than $100 million in infrastructure improvements completed and the EPA Consent Decree lifted, Clark County is positioned for continued residential and economic expansion, making now an excellent time to invest in the future of this thriving community. Whether you're ready to build today or planning for tomorrow, opportunities to own an estate-sized homesite in Royal Oaks are becoming increasingly rare. Bring your builder and create the home you've always envisioned in a community where established beauty meets exciting new growth.

26018949 MLS

One of the Few Remaining Estate Homesites in Royal Oaks Estates! An exceptional opportunity awaits to build your custom dream home in the Estate Section of Royal Oaks, one of Clark County's most established and desirable communities. Situated on 0.64 acres, 102 Royal Oak Drive offers the space, setting, and flexibility to create a home tailored to your lifestyle while enjoying the beauty and prestige of this sought-after neighborhood. Ideally located just off I-64 at Exit 96, Royal Oaks provides quick access to downtown Winchester, shopping, dining, schools, healthcare, and the rapidly expanding Clark County Industrial Park, making it an ideal location for both convenience and long-term investment. Adding to the excitement, Royal Oaks is now expanding with Deerlawn, Clark County's newest approved master-planned single-family community. Upon completion, Deerlawn will introduce 438 new single-family homes, creating one of the region's largest residential developments and further enhancing the area's growth, amenities, and long-term value. With more than $100 million in infrastructure improvements completed and the EPA Consent Decree lifted, Clark County is positioned for continued residential and economic expansion, making now an excellent time to invest in the future of this thriving community. Whether you're ready to build today or planning for tomorrow, opportunities to own an estate-sized homesite in Royal Oaks are becoming increasingly rare. Bring your builder and create the home you've always envisioned in a community where established beauty meets exciting new growth.

102 Royal Oak Dr, Winchester

$59,000

parcel 8- 2.827 acres -1515 Sewell Shop Rd

25505882 MLS

parcel 8- 2.827 acres -1515 Sewell Shop Rd

1515 Sewell Shop Rd, Winchester

$59,000

parcel 9 7340 Ecton Rd 1.693 acres

25505886 MLS

parcel 9 7340 Ecton Rd 1.693 acres

7340 Ecton Rd, Winchester

$55,000

The property has a few violations of city ordinances. Rotting facia board that must be replaced and painted or covered. The soffits also need to be painted or covered. The porch needs to be completed. Any broken windows need to be replaced. All repairs need to take place within six months of taking ownership.

25504082 MLS

The property has a few violations of city ordinances. Rotting facia board that must be replaced and painted or covered. The soffits also need to be painted or covered. The porch needs to be completed. Any broken windows need to be replaced. All repairs need to take place within six months of taking ownership.

76 Clay St, Winchester

$39,600

Auction Live or Online August 1 at 10 AM. 1800 square foot home. We will be selling by the deed. Sale terms: If you bid online you must submit a letter of good standing from your bank at least 24 hours prior to auction. Selling by the deed. Call Auctioneer Ken DeGrant license # 281879 www.highpointky.com

3 Beds ⋅ 1 Baths ⋅ 26015227 MLS

Auction Live or Online August 1 at 10 AM. 1800 square foot home. We will be selling by the deed. Sale terms: If you bid online you must submit a letter of good standing from your bank at least 24 hours prior to auction. Selling by the deed. Call Auctioneer Ken DeGrant license # 281879 www.highpointky.com

16 Virginia Ave, Winchester

$35,000

Property has electric, water, and a septic tank located on site. The septic tank is underground and may need work as it is small and was constructed in the 90's for a two bedroom home capacity.

26016283 MLS

Property has electric, water, and a septic tank located on site. The septic tank is underground and may need work as it is small and was constructed in the 90's for a two bedroom home capacity.

2828 Athens Boonesboro Rd, Winchester

$15,000

Opportunity is knocking to build your dream home or investment property on this 0.1035 -acre residential lot at 61 Melbourne St, located in the North Park neighborhood right cross the street from the park and easy access to local amenities, schools, and roadways. With public utilities available, this lot offers endless possibilities for new construction or future development, providing a great opportunity for builders, investors, or individuals, looking for affordable land. Buyer to verify all aspects of the property, including zoning, utility access, and permitted uses.

25504076 MLS

Opportunity is knocking to build your dream home or investment property on this 0.1035 -acre residential lot at 61 Melbourne St, located in the North Park neighborhood right cross the street from the park and easy access to local amenities, schools, and roadways. With public utilities available, this lot offers endless possibilities for new construction or future development, providing a great opportunity for builders, investors, or individuals, looking for affordable land. Buyer to verify all aspects of the property, including zoning, utility access, and permitted uses.

61 Melbourne St, Winchester

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