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Classic character and generous living space come together at 224 W Hickman Street in Winchester. This single-family residence offers 4 bedrooms, 2 full bathrooms, and approximately 2,479 square feet, providing a flexible layout with room for a variety of everyday living needs. The home's substantial interior footprint creates opportunities for comfortable gathering spaces, private bedrooms, a home office, hobbies, or additional storage. Conveniently located in Winchester, this property offers an appealing combination of space and established residential character.

4 Beds ⋅ 2 Baths ⋅ 26021718 MLS

Classic character and generous living space come together at 224 W Hickman Street in Winchester. This single-family residence offers 4 bedrooms, 2 full bathrooms, and approximately 2,479 square feet, providing a flexible layout with room for a variety of everyday living needs. The home's substantial interior footprint creates opportunities for comfortable gathering spaces, private bedrooms, a home office, hobbies, or additional storage. Conveniently located in Winchester, this property offers an appealing combination of space and established residential character.

224 W Hickman St, Winchester

$204,900

Beautiful 3-bedroom, 1-bath home located at the end of a quiet, well established neighborhood within walking distance to downtown Winchester. This home features hardwood floors, a versatile in home office or bonus room, and several recent upgrades including a new stove, microwave, refrigerator, cabinets, and HVAC (1 year old). The property offers a backyard with a storage shed, providing convenient space for tools and outdoor equipment. Its desirable location combines privacy with easy access to local shops, dining, and downtown community events. Call today for your private showing. Owner/Agent

3 Beds ⋅ 1 Baths ⋅ 26021864 MLS

Beautiful 3-bedroom, 1-bath home located at the end of a quiet, well established neighborhood within walking distance to downtown Winchester. This home features hardwood floors, a versatile in home office or bonus room, and several recent upgrades including a new stove, microwave, refrigerator, cabinets, and HVAC (1 year old). The property offers a backyard with a storage shed, providing convenient space for tools and outdoor equipment. Its desirable location combines privacy with easy access to local shops, dining, and downtown community events. Call today for your private showing. Owner/Agent

38 Mackay Ave, Winchester

$544,900

Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room--an impressive space filled with natural light and designed for both comfort and entertaining. The gourmet kitchen is a chef's dream, offering ample counter space, modern appliances, and a casual dining nook. Just off the kitchen, you'll find a spacious formal dining area, a private home office, and a first-floor primary suite tucked away for peace and privacy. Upstairs, a second primary suite provides additional flexibility--ideal for guests or multi-generational living--along with three more generously sized bedrooms and a full bath. Step outside through elegant French doors to a beautifully landscaped patio and garden area that backs up to a tranquil greenspace--perfect for morning coffee or evening gatherings. The covered front porch offers another peaceful spot to relax and enjoy the neighborhood.

5 Beds ⋅ 4 Baths ⋅ 26021642 MLS

Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room--an impressive space filled with natural light and designed for both comfort and entertaining. The gourmet kitchen is a chef's dream, offering ample counter space, modern appliances, and a casual dining nook. Just off the kitchen, you'll find a spacious formal dining area, a private home office, and a first-floor primary suite tucked away for peace and privacy. Upstairs, a second primary suite provides additional flexibility--ideal for guests or multi-generational living--along with three more generously sized bedrooms and a full bath. Step outside through elegant French doors to a beautifully landscaped patio and garden area that backs up to a tranquil greenspace--perfect for morning coffee or evening gatherings. The covered front porch offers another peaceful spot to relax and enjoy the neighborhood.

130 Winterberry Cir, Winchester

$199,900

606 College Street is such a cute Winchester home, with more space than you might expect and so many thoughtful improvements already completed. This 2-bedroom, 1-bath ranch offers 1,154 square feet, a bright kitchen with a breakfast bar and newer appliances, an open living and dining area, and a renovated bathroom. New LVP flooring, fresh paint, light fixtures, and new kitchen and bathroom faucets were all added in 2025. The living room fireplace and original trim add so much character, while the enclosed laundry and mudroom gives you useful extra space. Downstairs, the full unfinished walk-up basement offers more than 1,000 square feet for storage, hobbies, or future possibilities. Outside, you'll find a fenced backyard, detached one-car garage, storage shed, and welcoming front porch. The seller reports the roof and HVAC are both under six years old. A wonderful home with charm, practical space, and a great Winchester location!

2 Beds ⋅ 1 Baths ⋅ 26021605 MLS

606 College Street is such a cute Winchester home, with more space than you might expect and so many thoughtful improvements already completed. This 2-bedroom, 1-bath ranch offers 1,154 square feet, a bright kitchen with a breakfast bar and newer appliances, an open living and dining area, and a renovated bathroom. New LVP flooring, fresh paint, light fixtures, and new kitchen and bathroom faucets were all added in 2025. The living room fireplace and original trim add so much character, while the enclosed laundry and mudroom gives you useful extra space. Downstairs, the full unfinished walk-up basement offers more than 1,000 square feet for storage, hobbies, or future possibilities. Outside, you'll find a fenced backyard, detached one-car garage, storage shed, and welcoming front porch. The seller reports the roof and HVAC are both under six years old. A wonderful home with charm, practical space, and a great Winchester location!

606 College St, Winchester

$219,900

PRIME COMMERCIAL PROPERTY!!!! High traffic, high visibilty, with a ton of potential! Exceptional commercial property located in an excellent location with outstanding exposure for your business. Positioned on a busy roadway, this property offers maximum visibility to thousands of passing vehicles each day, making it an ideal location for retail, office space, a restaurant, medical practice, or service-based business. With easy access, excellent frontage, and endless potential, this is a rare opportunity to establish or expand your business in one of the area's most sought-after commercial corridors. Don't miss your chance to invest in a location where your business can thrive. Located within close proximity to the planned Publix and new shopping center. Agent/owner

26020972 MLS

PRIME COMMERCIAL PROPERTY!!!! High traffic, high visibilty, with a ton of potential! Exceptional commercial property located in an excellent location with outstanding exposure for your business. Positioned on a busy roadway, this property offers maximum visibility to thousands of passing vehicles each day, making it an ideal location for retail, office space, a restaurant, medical practice, or service-based business. With easy access, excellent frontage, and endless potential, this is a rare opportunity to establish or expand your business in one of the area's most sought-after commercial corridors. Don't miss your chance to invest in a location where your business can thrive. Located within close proximity to the planned Publix and new shopping center. Agent/owner

106 Mcclure Rd, Winchester

$249,000

PRICED TO SELL! Highly Motivated Seller! 59 Hillcrest Dr, Winchester, KY 40391 3 Beds | 2 Baths | ~2,066 Total Sq Ft | Full Basement | Large Lot Attention buyers, DIYers, and investors: Don't miss this incredible value! The seller is highly motivated and ready to entertain offers, making this attractive ranch home priced to sell immediately with the oppurtunity to unlock instant equity! Key Highlights: Potential Mother-in-Law Suite: The fully finished, remodeled lower level includes a full bath, separate living area, dedicated laundry, its own entrance, and a non-conforming 4th bedroom (or ideal home office/hobby room)—offering the perfect layout for a mother-in-law suite, guest quarters, or independent living space. New HVAC! Original Hardwood Floors: Character and potential await! Classic original hardwood flooring runs through the main level, begging to be refinished to showcase its natural warmth and beauty. Expansive Yard Space: Enjoy outdoor freedom on a huge lot! Featuring a spacious, fully fenced back yard with endless possibilities for play, pets, or entertaining. Versatile Layout: Upstairs main-level living area combined with a versatile basement setup to suit any household's needs. Walk out basement provides seperate entrances to each level. Location & Value: Nestled in an established neighborhood in winchester, moments from GRC, and quick access to Lexington and Richmond! Opportunities with this much space, flexible living arrangements, and upside don't last long—bring all reasonable offers! Agent is owner.

4 Beds ⋅ 2 Baths ⋅ 26020680 MLS

PRICED TO SELL! Highly Motivated Seller! 59 Hillcrest Dr, Winchester, KY 40391 3 Beds | 2 Baths | ~2,066 Total Sq Ft | Full Basement | Large Lot Attention buyers, DIYers, and investors: Don't miss this incredible value! The seller is highly motivated and ready to entertain offers, making this attractive ranch home priced to sell immediately with the oppurtunity to unlock instant equity! Key Highlights: Potential Mother-in-Law Suite: The fully finished, remodeled lower level includes a full bath, separate living area, dedicated laundry, its own entrance, and a non-conforming 4th bedroom (or ideal home office/hobby room)—offering the perfect layout for a mother-in-law suite, guest quarters, or independent living space. New HVAC! Original Hardwood Floors: Character and potential await! Classic original hardwood flooring runs through the main level, begging to be refinished to showcase its natural warmth and beauty. Expansive Yard Space: Enjoy outdoor freedom on a huge lot! Featuring a spacious, fully fenced back yard with endless possibilities for play, pets, or entertaining. Versatile Layout: Upstairs main-level living area combined with a versatile basement setup to suit any household's needs. Walk out basement provides seperate entrances to each level. Location & Value: Nestled in an established neighborhood in winchester, moments from GRC, and quick access to Lexington and Richmond! Opportunities with this much space, flexible living arrangements, and upside don't last long—bring all reasonable offers! Agent is owner.

59 Hillcrest Dr, Winchester

$279,900

Wow! Pack your belongings and get ready to move! Your dream house just hit the market and It is going to go quick. Imagine sitting on the back deck , sipping your favorite beverage while your children and pets play safely in this large fenced in back yard. Or set up your home theatre in the spacious finished basement. This home has so much to offer, very spacious with the primary bed room and bathroom on the main floor, cathedral ceiling , covered front porch, large basement garage facing the rear of the home. Home is very convenient to downtown area and I-64. Dont drag your feet this one wont be on the market long. Seller offering to pay up to $5,000 on buyers behalf towards closing cost.

4 Beds ⋅ 3 Baths ⋅ 26020651 MLS

Wow! Pack your belongings and get ready to move! Your dream house just hit the market and It is going to go quick. Imagine sitting on the back deck , sipping your favorite beverage while your children and pets play safely in this large fenced in back yard. Or set up your home theatre in the spacious finished basement. This home has so much to offer, very spacious with the primary bed room and bathroom on the main floor, cathedral ceiling , covered front porch, large basement garage facing the rear of the home. Home is very convenient to downtown area and I-64. Dont drag your feet this one wont be on the market long. Seller offering to pay up to $5,000 on buyers behalf towards closing cost.

428 Waycross Dr, Winchester

$529,900

Welcome to this beautifully designed 3-bedroom, 2.5-bath ranch in the highly sought-after Earlymeade subdivision, where comfort, style, and exceptional efficiency come together. This spacious one-story home offers an open, inviting floor plan highlighted by a stunning floor-to-ceiling stone fireplace that anchors the expansive great room. The well-appointed kitchen features granite countertops, abundant workspace, and flows seamlessly into the living area—perfect for everyday living and entertaining. Throughout the home, you'll appreciate having no carpet, providing a clean, modern look that's both stylish and easy to maintain. What truly sets this home apart is its impressive investment in energy efficiency. Enjoy year-round comfort with a geothermal heating and cooling system, while solar panels paired with a Tesla battery backup help reduce energy costs and provide added peace of mind during power outages. Start your mornings on the covered front porch and relax in the evenings on the covered back porch, overlooking a beautiful greenspace with no rear neighbors directly behind you. Offering the perfect blend of quality construction, modern finishes, and cutting-edge energy-saving technology, this exceptional ranch is a rare opportunity in one of Winchesters most desirable neighborhoods.

4 Beds ⋅ 3 Baths ⋅ 26019672 MLS

Welcome to this beautifully designed 3-bedroom, 2.5-bath ranch in the highly sought-after Earlymeade subdivision, where comfort, style, and exceptional efficiency come together. This spacious one-story home offers an open, inviting floor plan highlighted by a stunning floor-to-ceiling stone fireplace that anchors the expansive great room. The well-appointed kitchen features granite countertops, abundant workspace, and flows seamlessly into the living area—perfect for everyday living and entertaining. Throughout the home, you'll appreciate having no carpet, providing a clean, modern look that's both stylish and easy to maintain. What truly sets this home apart is its impressive investment in energy efficiency. Enjoy year-round comfort with a geothermal heating and cooling system, while solar panels paired with a Tesla battery backup help reduce energy costs and provide added peace of mind during power outages. Start your mornings on the covered front porch and relax in the evenings on the covered back porch, overlooking a beautiful greenspace with no rear neighbors directly behind you. Offering the perfect blend of quality construction, modern finishes, and cutting-edge energy-saving technology, this exceptional ranch is a rare opportunity in one of Winchesters most desirable neighborhoods.

267 Runnymeade Dr, Winchester

$385,000

Welcome to this one-owner home offering the perfect combination of space, thoughtful updates, and country living! Built in 1996 and situated on 1.67 beautiful acres, this well-maintained 3-bedroom, 2-bath home features 1,344 square feet of comfortable living space with numerous improvements already completed for its next owner. Inside, you'll find updated interior paint, durable LifeProof laminate flooring, beautiful hardwood flooring, and replacement windows (house windows installed in 2021). Pride of ownership is evident throughout, and the home has never had indoor pets. One of the standout features is the impressive 896-square-foot attached garage. With insulated walls, an oversized 8-foot-tall by 18-foot-wide garage door, and a freshly painted interior (2026), this space offers endless possibilities. Whether you need room for oversized vehicles, a workshop, hobbies, or even future finished living space, this garage provides exceptional flexibility. Outside, enjoy the spacious 1.67-acre lot from the newer concrete front porch with handrails and thoughtful landscaping with plenty of shade trees or relax on the concrete back patio added in 2024. The detached 330-square-foot tool shed is equipped with water, electricity, and a 220-volt RV hookup, making it ideal for projects, storage, or RV owners. Major improvements include: • New HVAC system (2009) • Roof replaced (2015) • Vinyl siding and new concrete front porch with handrails (2016) • Garage door opener replaced (2018) • New garage door springs (2020) • Replacement house windows (2021; garage windows excluded) • Updated interior paint and LifeProof laminate flooring (2023) • HVAC professionally serviced (2023) • New concrete back patio (2024) • Garage interior repainted (2026) • Termite treatment maintained and updated • Updated most of the exterior hardware If you've been searching for a move-in-ready home with acreage, a massive insulated garage, an equipped workshop, and a long history of meticulous maintenance by its original owner, this property deserves a place at the top of your list. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26020495 MLS

Welcome to this one-owner home offering the perfect combination of space, thoughtful updates, and country living! Built in 1996 and situated on 1.67 beautiful acres, this well-maintained 3-bedroom, 2-bath home features 1,344 square feet of comfortable living space with numerous improvements already completed for its next owner. Inside, you'll find updated interior paint, durable LifeProof laminate flooring, beautiful hardwood flooring, and replacement windows (house windows installed in 2021). Pride of ownership is evident throughout, and the home has never had indoor pets. One of the standout features is the impressive 896-square-foot attached garage. With insulated walls, an oversized 8-foot-tall by 18-foot-wide garage door, and a freshly painted interior (2026), this space offers endless possibilities. Whether you need room for oversized vehicles, a workshop, hobbies, or even future finished living space, this garage provides exceptional flexibility. Outside, enjoy the spacious 1.67-acre lot from the newer concrete front porch with handrails and thoughtful landscaping with plenty of shade trees or relax on the concrete back patio added in 2024. The detached 330-square-foot tool shed is equipped with water, electricity, and a 220-volt RV hookup, making it ideal for projects, storage, or RV owners. Major improvements include: • New HVAC system (2009) • Roof replaced (2015) • Vinyl siding and new concrete front porch with handrails (2016) • Garage door opener replaced (2018) • New garage door springs (2020) • Replacement house windows (2021; garage windows excluded) • Updated interior paint and LifeProof laminate flooring (2023) • HVAC professionally serviced (2023) • New concrete back patio (2024) • Garage interior repainted (2026) • Termite treatment maintained and updated • Updated most of the exterior hardware If you've been searching for a move-in-ready home with acreage, a massive insulated garage, an equipped workshop, and a long history of meticulous maintenance by its original owner, this property deserves a place at the top of your list. Schedule your private showing today!

2725 Goshen Rd, Winchester

$475,000

Back on the market at no fault of the sellers. Beautiful all brick ranch home on 4.1 acres that has 3 bedrooms, 2 bathrooms, open concept floor plan, large stone fireplace with wood burning stove & blower. Kitchen has butcher block countertops, garbage disposal, pot filler, range hood, ample cabinets with large pantry cabinet & island. Large primary suite that includes a walk-in tiled shower, with 2 shower heads, has a place for soaking tub with easy access for hooking up, 2 vanities, toilet closet and large closet with lots of built-in shelving. Easy access to laundry room which is right off of the garage and connects to primary suite. Family room has bar sink and overlooks a beautiful view of the secluded wooded backyard and has 3 French doors and 2 atrium doors to access back deck. Home has Pella windows and doors that are triple lock and Bryant Smart Home Wi-Fi thermostat & MyQ garage door opener app opens and closes garage door from anywhere. Large 2 car garage with mechanical room. Only 5 minutes from Mountain Parkway and 45 minutes to Toyota in Georgetown. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 26020298 MLS

Back on the market at no fault of the sellers. Beautiful all brick ranch home on 4.1 acres that has 3 bedrooms, 2 bathrooms, open concept floor plan, large stone fireplace with wood burning stove & blower. Kitchen has butcher block countertops, garbage disposal, pot filler, range hood, ample cabinets with large pantry cabinet & island. Large primary suite that includes a walk-in tiled shower, with 2 shower heads, has a place for soaking tub with easy access for hooking up, 2 vanities, toilet closet and large closet with lots of built-in shelving. Easy access to laundry room which is right off of the garage and connects to primary suite. Family room has bar sink and overlooks a beautiful view of the secluded wooded backyard and has 3 French doors and 2 atrium doors to access back deck. Home has Pella windows and doors that are triple lock and Bryant Smart Home Wi-Fi thermostat & MyQ garage door opener app opens and closes garage door from anywhere. Large 2 car garage with mechanical room. Only 5 minutes from Mountain Parkway and 45 minutes to Toyota in Georgetown. Schedule your showing today!

625 Pine Ridge Rd, Winchester

$189,000

This beautiful home is located just minutes from historic downtown Winchester. It has 3 spacious bedrooms and 1 full bath. The home has a new roof. When you walk out back you will find an oversized garage. The huge backyard is all fenced in. Make an appointment to tour this one before it's gone.

3 Beds ⋅ 1 Baths ⋅ 26020135 MLS

This beautiful home is located just minutes from historic downtown Winchester. It has 3 spacious bedrooms and 1 full bath. The home has a new roof. When you walk out back you will find an oversized garage. The huge backyard is all fenced in. Make an appointment to tour this one before it's gone.

32 Jackson St, Winchester

$225,000

Located on the very visible corner of Lexington Avenue and Main Street, this property has recently been updated. Wonderful tenants in both the upstairs and downstairs unit makes this a great investment property. The historic Leeds Center for the Arts, numerous other restaurants and shops are in walking distance. This is an ideal location for an investment property or bring your business here. This property is also located in the Opportunity Zone. Lots of options! Winchester, KY is conveniently situated just 18 miles east of Lexington and, with proximity to I-64, provides quick access to the larger city's amenities. Downtown Winchester is home to a variety of beloved local establishments, including the historic Leeds Center for the Arts, La Trattoria, Loma's, The Hall Coffee & Social Club, and several small shops. Over 30 new, high-end apartments are coming to Downtown Winchester - residents and tourists want to be Downtown! Property Highlights: -Excellent investment property with Tenants in place -Ideal location in Downtown Winchester -Located in the Opportunity Zone

26019968 MLS

Located on the very visible corner of Lexington Avenue and Main Street, this property has recently been updated. Wonderful tenants in both the upstairs and downstairs unit makes this a great investment property. The historic Leeds Center for the Arts, numerous other restaurants and shops are in walking distance. This is an ideal location for an investment property or bring your business here. This property is also located in the Opportunity Zone. Lots of options! Winchester, KY is conveniently situated just 18 miles east of Lexington and, with proximity to I-64, provides quick access to the larger city's amenities. Downtown Winchester is home to a variety of beloved local establishments, including the historic Leeds Center for the Arts, La Trattoria, Loma's, The Hall Coffee & Social Club, and several small shops. Over 30 new, high-end apartments are coming to Downtown Winchester - residents and tourists want to be Downtown! Property Highlights: -Excellent investment property with Tenants in place -Ideal location in Downtown Winchester -Located in the Opportunity Zone

1 N Main St, Winchester

$875,000

Rare opportunity to acquire approximately 120 acres of magnificent, rolling Bluegrass farmland in prime Clark County! This exceptionally versatile property features a ideal blend of cleared pasture and rich wooded land, making it perfectly suited for cattle, horses, recreational pursuits, or building your private dream estate.Equipped with a large pond, barn, and county water available at the road, this land is ready for active agricultural or equestrian use. Enjoy rolling terrain with picturesque countryside views and excellent hunting/recreational opportunities right in your back yard. Conveniently located just minutes from downtown Winchester with quick, seamless access to I-64, I-75, and the Mountain Parkway. Whether you are looking to expand an existing agricultural operation, secure a secluded hunting retreat, or establish a legacy family homestead, this property offers unmatched potential and privacy.

26019866 MLS

Rare opportunity to acquire approximately 120 acres of magnificent, rolling Bluegrass farmland in prime Clark County! This exceptionally versatile property features a ideal blend of cleared pasture and rich wooded land, making it perfectly suited for cattle, horses, recreational pursuits, or building your private dream estate.Equipped with a large pond, barn, and county water available at the road, this land is ready for active agricultural or equestrian use. Enjoy rolling terrain with picturesque countryside views and excellent hunting/recreational opportunities right in your back yard. Conveniently located just minutes from downtown Winchester with quick, seamless access to I-64, I-75, and the Mountain Parkway. Whether you are looking to expand an existing agricultural operation, secure a secluded hunting retreat, or establish a legacy family homestead, this property offers unmatched potential and privacy.

345 Providence Ln, Winchester

$488,000

Discover the perfect blend of privacy, comfort, and country elegance on nearly 6 acres of beautiful Kentucky land. This stunning 4 bedroom, 2.5 bath home offers the lifestyle buyers dream of — complete with a sparkling inground pool, generous outdoor space, and thoughtful updates throughout. Set in a peaceful rural setting yet conveniently located just 8 minutes from the Winchester Bypass and 15 minutes from Mt. Sterling, this property delivers the best of both worlds: tranquility and accessibility. From the inviting living spaces to the expansive grounds ideal for relaxing, entertaining, or simply enjoying the view, this home is truly one of a kind. Opportunities like this don't come often — this one will move fast. Don't miss your chance. Call today to schedule your private showing.

4 Beds ⋅ 3 Baths ⋅ 26019848 MLS

Discover the perfect blend of privacy, comfort, and country elegance on nearly 6 acres of beautiful Kentucky land. This stunning 4 bedroom, 2.5 bath home offers the lifestyle buyers dream of — complete with a sparkling inground pool, generous outdoor space, and thoughtful updates throughout. Set in a peaceful rural setting yet conveniently located just 8 minutes from the Winchester Bypass and 15 minutes from Mt. Sterling, this property delivers the best of both worlds: tranquility and accessibility. From the inviting living spaces to the expansive grounds ideal for relaxing, entertaining, or simply enjoying the view, this home is truly one of a kind. Opportunities like this don't come often — this one will move fast. Don't miss your chance. Call today to schedule your private showing.

1780 Stoner-Ephesus Rd, Winchester

443 Oxford Unit 443,445,447,449, Winchester

$495,000

Don't miss this rare quadruplex opportunity in Winchester. Featuring four units (443, 445,447 and 449 Oxford Drive), this property is perfect for investors seeking multiple income streams in one location. Each unit offers a similar layout with approximately 1,054 ft, 2 bedrooms, and 1.5 baths. The photos shown are from one updated unit, and all units have comparable layouts—making this an ideal setup for consistent rental demand. The vacant property (449) can be viewed through scheduling via showing time and sentrikey box is on the back door, the other 3 units are occupied and can be viewed with 48 hours notice given to the tenants.

2 Beds ⋅ 2 Baths ⋅ 26019713 MLS

Don't miss this rare quadruplex opportunity in Winchester. Featuring four units (443, 445,447 and 449 Oxford Drive), this property is perfect for investors seeking multiple income streams in one location. Each unit offers a similar layout with approximately 1,054 ft, 2 bedrooms, and 1.5 baths. The photos shown are from one updated unit, and all units have comparable layouts—making this an ideal setup for consistent rental demand. The vacant property (449) can be viewed through scheduling via showing time and sentrikey box is on the back door, the other 3 units are occupied and can be viewed with 48 hours notice given to the tenants.

443 Oxford Unit 443,445,447,449, Winchester

$785,000

Escape to the peace and privacy of country living with this spacious brick one-and-a-half story home situated on just over 5 acres. With plenty of room to spread out, the main level offers a welcoming foyer, formal dining room, living room with a wood-burning fireplace, kitchen featuring granite countertops, tile backsplash, breakfast nook, and laundry room, along with the primary suite, three additional bedrooms, and another full bath. The primary suite is a true retreat with exposed wood beams, a sitting area, tiled shower, and marble vanity. Upstairs you'll find a fifth bedroom, while the fully finished basement adds even more flexible living space with a second living area, kitchenette, bonus rooms, half bath, and radon mitigation system already in place. Throughout the home you'll find beautiful shiplap accents and a mix of hardwood, tile, vinyl, and carpet flooring. Step outside to enjoy the covered patio, pergola, fire pit, swing, above-ground pool with deck, and playset, all perfect for entertaining or relaxing. The attached two-car garage is complemented by an additional detached garage with its own upstairs space and separate electric meter, offering endless possibilities for a workshop, storage, or future expansion. Thoughtfully updated over the years and offering the perfect mix of space, comfort, and country charm, this property is ready to welcome you home.

5 Beds ⋅ 3 Baths ⋅ 26019610 MLS

Escape to the peace and privacy of country living with this spacious brick one-and-a-half story home situated on just over 5 acres. With plenty of room to spread out, the main level offers a welcoming foyer, formal dining room, living room with a wood-burning fireplace, kitchen featuring granite countertops, tile backsplash, breakfast nook, and laundry room, along with the primary suite, three additional bedrooms, and another full bath. The primary suite is a true retreat with exposed wood beams, a sitting area, tiled shower, and marble vanity. Upstairs you'll find a fifth bedroom, while the fully finished basement adds even more flexible living space with a second living area, kitchenette, bonus rooms, half bath, and radon mitigation system already in place. Throughout the home you'll find beautiful shiplap accents and a mix of hardwood, tile, vinyl, and carpet flooring. Step outside to enjoy the covered patio, pergola, fire pit, swing, above-ground pool with deck, and playset, all perfect for entertaining or relaxing. The attached two-car garage is complemented by an additional detached garage with its own upstairs space and separate electric meter, offering endless possibilities for a workshop, storage, or future expansion. Thoughtfully updated over the years and offering the perfect mix of space, comfort, and country charm, this property is ready to welcome you home.

217 Wades Mill Rd, Winchester

$195,000

READY TO BUILD OR HUNT? We have the perfect spot for you! Mostly wooded 8.35 acres, tract 2B, of green, treed, Bluegrass Heaven. Close proximity to I 75 and I 64 as well as Lexington, Richmond, and Winchester. Bring your own builder or we can help you find one!

25000480 MLS

READY TO BUILD OR HUNT? We have the perfect spot for you! Mostly wooded 8.35 acres, tract 2B, of green, treed, Bluegrass Heaven. Close proximity to I 75 and I 64 as well as Lexington, Richmond, and Winchester. Bring your own builder or we can help you find one!

6699 Boonesboro Rd, Winchester

$349,000

This three bedroom home has been updated, new painting interior and exterior, new flooring, new light fixtures, new bath vanities, new granite in kitchen plus much more. Owner/Broker

3 Beds ⋅ 2 Baths ⋅ 26019263 MLS

This three bedroom home has been updated, new painting interior and exterior, new flooring, new light fixtures, new bath vanities, new granite in kitchen plus much more. Owner/Broker

11 Stoney Brook Dr Unit 1, Winchester

$219,000

Charming 3 bedroom, 2 bath home situated on a large, level lot! Relax and enjoy the inviting covered front porch, perfect for morning coffee or evening unwinding. Inside, you'll find a spacious living room and dining room featuring beautiful hardwood floors that add warmth and character. The generous yard offers plenty of space for outdoor entertaining, gardening, play or future possibilities. Don't miss the opportunity to make this delightful property your new home! SOLD AS-Is

3 Beds ⋅ 2 Baths ⋅ 26019206 MLS

Charming 3 bedroom, 2 bath home situated on a large, level lot! Relax and enjoy the inviting covered front porch, perfect for morning coffee or evening unwinding. Inside, you'll find a spacious living room and dining room featuring beautiful hardwood floors that add warmth and character. The generous yard offers plenty of space for outdoor entertaining, gardening, play or future possibilities. Don't miss the opportunity to make this delightful property your new home! SOLD AS-Is

13 Long Ave, Winchester

$275,000

Enjoy peaceful country living on this beautiful 2+ acre property featuring a nearly new manufactured home and a spacious barn. Surrounded by scenic countryside views, this property offers plenty of privacy, comfort, and room to enjoy the outdoors. The well-kept home provides a cozy place to relax, while the large barn and open space give you plenty of options for storage, hobbies, gardening, animals, or recreation. Take in quiet mornings, beautiful sunsets, and the charm of wide-open spaces while still being close to nearby amenities. A great opportunity to own a slice of the country and make it your own.

3 Beds ⋅ 2 Baths ⋅ 26019157 MLS

Enjoy peaceful country living on this beautiful 2+ acre property featuring a nearly new manufactured home and a spacious barn. Surrounded by scenic countryside views, this property offers plenty of privacy, comfort, and room to enjoy the outdoors. The well-kept home provides a cozy place to relax, while the large barn and open space give you plenty of options for storage, hobbies, gardening, animals, or recreation. Take in quiet mornings, beautiful sunsets, and the charm of wide-open spaces while still being close to nearby amenities. A great opportunity to own a slice of the country and make it your own.

4305 Old Boonesboro Rd, Winchester

$379,000

Welcome to this superbly maintained home located in one of the area's most desirable neighborhoods. Offering 11 spacious rooms, this property delivers exceptional comfort, versatility, and charm. A beautiful front wrap around covered porch creates an inviting first impression, perfect for relaxing or greeting guests. The rear of the home features a covered back porch and an adjoining open deck, ideal for outdoor dining, entertaining, or enjoying peaceful evenings. An outbuilding provides valuable additional storage or workspace. Convenience is unmatched—you're just a few minutes from shopping, restaurants, golf courses, and the bypass, making daily living effortless while still enjoying the tranquility of a well established community. This home truly has so much to offer and is a must see for buyers seeking comfort, location, and lifestyle.

3 Beds ⋅ 3 Baths ⋅ 26019133 MLS

Welcome to this superbly maintained home located in one of the area's most desirable neighborhoods. Offering 11 spacious rooms, this property delivers exceptional comfort, versatility, and charm. A beautiful front wrap around covered porch creates an inviting first impression, perfect for relaxing or greeting guests. The rear of the home features a covered back porch and an adjoining open deck, ideal for outdoor dining, entertaining, or enjoying peaceful evenings. An outbuilding provides valuable additional storage or workspace. Convenience is unmatched—you're just a few minutes from shopping, restaurants, golf courses, and the bypass, making daily living effortless while still enjoying the tranquility of a well established community. This home truly has so much to offer and is a must see for buyers seeking comfort, location, and lifestyle.

322 Calmes Blvd, Winchester

$379,000

Classic Williamsburg inspired home with charming dormers, timeless character, and an exceptional location that's a short walk to historic downtown Winchester. This spacious 4-bedroom , 2 bath home offers a flexible floor plan with 2 main-level bedrooms and a full bath, plus two additional bedrooms and a full bath upstairs. Enjoy elegant formal living and dining rooms, a large home office, and a bright Florida room overlooking established flower gardens. The spacious eat-in kitchen features abundant cabinetry, a butler's pantry, and plenty of room for family gatherings and entertaining. Beautiful original hardwood floors flow throughout much of the home. The main level bathroom showcases distinctive brick flooring, adding unique character. Custom window treatments and ceiling fans throughout the home are included. You will love the abundant storage throughout the home! Four walk-in closets, including one oversized space that could be used as a nursery or dressing area. The unfinished basement offers endless possibilities for additional living space, a workshop, or recreation and inclues a storm shelter for added peace of mind. This home is just minutes from I-64, country clubs, schools, shopping, dining and everyday conveniences. Combining classic Williamsburg architecture, generous living spaces and original details, this is a rare opportunity to own a truly special home.

4 Beds ⋅ 2 Baths ⋅ 26017258 MLS

Classic Williamsburg inspired home with charming dormers, timeless character, and an exceptional location that's a short walk to historic downtown Winchester. This spacious 4-bedroom , 2 bath home offers a flexible floor plan with 2 main-level bedrooms and a full bath, plus two additional bedrooms and a full bath upstairs. Enjoy elegant formal living and dining rooms, a large home office, and a bright Florida room overlooking established flower gardens. The spacious eat-in kitchen features abundant cabinetry, a butler's pantry, and plenty of room for family gatherings and entertaining. Beautiful original hardwood floors flow throughout much of the home. The main level bathroom showcases distinctive brick flooring, adding unique character. Custom window treatments and ceiling fans throughout the home are included. You will love the abundant storage throughout the home! Four walk-in closets, including one oversized space that could be used as a nursery or dressing area. The unfinished basement offers endless possibilities for additional living space, a workshop, or recreation and inclues a storm shelter for added peace of mind. This home is just minutes from I-64, country clubs, schools, shopping, dining and everyday conveniences. Combining classic Williamsburg architecture, generous living spaces and original details, this is a rare opportunity to own a truly special home.

351 Boone Ave, Winchester

$419,000

Nestled on 8.9 picturesque acres just off Boonesboro Road, this one-of-a-kind property offers the perfect blend of character, privacy, and endless potential. Whether you're dreaming of a horse farm, hobby farm, or simply room to roam, this beautiful property provides plenty of space for horses, livestock, gardening, or enjoying peaceful country living. Inside, you'll find a spacious open-concept kitchen that flows into a stunning vaulted-ceiling living room, where a floor-to-ceiling rock fireplace creates a warm and inviting focal point. Expansive windows fill the home with natural light while framing beautiful views of the surrounding acreage. The thoughtfully designed layout features 3 bedrooms and 2 full bathrooms, including a private second-floor primary suite that offers a peaceful retreat from the rest of the home. Just off the back of the home, the sunroom is the perfect place to enjoy your morning coffee or relax while taking in the sunset over your property. The basement offers over 1,350 square feet of unfinished space and is already plumbed for an additional full bathroom, providing endless possibilities for future expansion. Whether you envision additional bedrooms, a second living area, a game room, home gym, or the ultimate entertaining space, it's ready for your personal touch. If you've been searching for a property that offers acreage, character, and room to grow, this rare opportunity is one you won't want to miss. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 26018911 MLS

Nestled on 8.9 picturesque acres just off Boonesboro Road, this one-of-a-kind property offers the perfect blend of character, privacy, and endless potential. Whether you're dreaming of a horse farm, hobby farm, or simply room to roam, this beautiful property provides plenty of space for horses, livestock, gardening, or enjoying peaceful country living. Inside, you'll find a spacious open-concept kitchen that flows into a stunning vaulted-ceiling living room, where a floor-to-ceiling rock fireplace creates a warm and inviting focal point. Expansive windows fill the home with natural light while framing beautiful views of the surrounding acreage. The thoughtfully designed layout features 3 bedrooms and 2 full bathrooms, including a private second-floor primary suite that offers a peaceful retreat from the rest of the home. Just off the back of the home, the sunroom is the perfect place to enjoy your morning coffee or relax while taking in the sunset over your property. The basement offers over 1,350 square feet of unfinished space and is already plumbed for an additional full bathroom, providing endless possibilities for future expansion. Whether you envision additional bedrooms, a second living area, a game room, home gym, or the ultimate entertaining space, it's ready for your personal touch. If you've been searching for a property that offers acreage, character, and room to grow, this rare opportunity is one you won't want to miss. Schedule your private showing today!

1024 Flanagan Station Rd, Winchester

$3,450,000

Adjoining the banks of the Lower Howard's Creek in Clark County lies a very special 145.6± acre farm. With some of the oldest settlements in the county, this region near the Old Stone Church (or Old Providence Church) is immensely historic. Daniel Boone's first eleven surveys in Kentucky were conducted for the Bush family, early inhabitants of the area and farm. With gated stone entrances and rock walls, the farm was carefully developed for beauty and functionality. Atop a knoll at the heart of the farm is an 18th century cabin constructed from logs of the now functionally-extinct American Chestnut. Relocated and rebuilt here with modern systems, it serves as a warm and welcoming 2,275 sq. ft. main residence. Two stone fireplaces and tasteful décor contribute to the cabin's polished rustic charm. With an inviting front porch and screened side porch, as well as expansive stone patios and deck, the cabin offers many opportunities to enjoy bucolic views. An approximately 4,000 sq. ft. party barn or recreation building with restroom and custom moveable bar allows ample open space for gatherings. Two large garage doors open to the building while large windows allow abundant natural light. Nearby, a bent barn makes for an excellent workshop or storage facility. A third stock barn is perfect for equipment. The small cottage adds space for a guest or employee. The land is gently rolling, with large open fields and three ponds. Mature trees add to the landscape's verdancy. Over 440 acres adjoining the farm have been acquired by the Lower Howard's Creek Nature and Heritage Preserve, conserving the local ecosystem's many native plants and animals for perpetuity. The immense heritage and natural beauty of this farm will make it an enduring legacy for its next stewards.

2 Beds ⋅ 3 Baths ⋅ 26018838 MLS

Adjoining the banks of the Lower Howard's Creek in Clark County lies a very special 145.6± acre farm. With some of the oldest settlements in the county, this region near the Old Stone Church (or Old Providence Church) is immensely historic. Daniel Boone's first eleven surveys in Kentucky were conducted for the Bush family, early inhabitants of the area and farm. With gated stone entrances and rock walls, the farm was carefully developed for beauty and functionality. Atop a knoll at the heart of the farm is an 18th century cabin constructed from logs of the now functionally-extinct American Chestnut. Relocated and rebuilt here with modern systems, it serves as a warm and welcoming 2,275 sq. ft. main residence. Two stone fireplaces and tasteful décor contribute to the cabin's polished rustic charm. With an inviting front porch and screened side porch, as well as expansive stone patios and deck, the cabin offers many opportunities to enjoy bucolic views. An approximately 4,000 sq. ft. party barn or recreation building with restroom and custom moveable bar allows ample open space for gatherings. Two large garage doors open to the building while large windows allow abundant natural light. Nearby, a bent barn makes for an excellent workshop or storage facility. A third stock barn is perfect for equipment. The small cottage adds space for a guest or employee. The land is gently rolling, with large open fields and three ponds. Mature trees add to the landscape's verdancy. Over 440 acres adjoining the farm have been acquired by the Lower Howard's Creek Nature and Heritage Preserve, conserving the local ecosystem's many native plants and animals for perpetuity. The immense heritage and natural beauty of this farm will make it an enduring legacy for its next stewards.

510 612 Quisenberry Ln, Winchester

$345,000

Turn Key Ready! This well established business is equipped and ready for someone to live out their dream. All equipment stays. Two pool tables, barstools, tables, televisions, pool sticks, dartboard, and all inventory stays. HVAC unit, walk in compressors, and cooler recently replaced. Great location in historic downtown Winchester. One of the very few liquor stores in Kentucky that can serve mixed drinks and open liquor. The business has a very well established clientele. Sellers will sell their portfolio, which includes the apartment building next door for a negotiable price. It has three apartments that are currently rented.

25508602 MLS

Turn Key Ready! This well established business is equipped and ready for someone to live out their dream. All equipment stays. Two pool tables, barstools, tables, televisions, pool sticks, dartboard, and all inventory stays. HVAC unit, walk in compressors, and cooler recently replaced. Great location in historic downtown Winchester. One of the very few liquor stores in Kentucky that can serve mixed drinks and open liquor. The business has a very well established clientele. Sellers will sell their portfolio, which includes the apartment building next door for a negotiable price. It has three apartments that are currently rented.

137 E Broadway St, Winchester

$100,000

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

26018712 MLS

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

2395 Paris Rd Unit LOT 7, Winchester

$100,000

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

26018711 MLS

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

2395 Paris Rd Unit Lot 6, Winchester

$100,000

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

26018710 MLS

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

2395 Paris Rd Unit Lot 5, Winchester

$100,000

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

26018706 MLS

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

2395 Paris Rd Unit Lot 3, Winchester

$100,000

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

26018705 MLS

Welcome to Deerlawn Development, a fully approved 274-acre residential community, extending off of the Royal Oaks/Plantation Subdivision in Winchester, KY. Phase One includes 12 build-ready single-family homesites, with 5 already closed and additional lots coming in future stages. Build your custom home with your preferred builder or build for yourself. Deerlawn is planned for 438 single-family homes, 48 duplex units and 8 townhomes, creating one of Clark County's largest new residential communities. Homesites include city water and sewer, KU electric and Columbia Gas, with additional estate-style lots scheduled in upcoming stages through year-end 2026. Deed restrictions are designed to maintain architectural consistency and include 80% brick and/or stone exteriors, roof-pitch requirements, and minimum heated living areas of 1,600 SF for ranch homes, 1,800 SF for 1½-story homes, and 2,100 SF for two-story homes. Located near I-64 Exit 96, approximately 10 miles from Lexington's Hamburg area, with convenient access to downtown Winchester, Lexington, Paris and Richmond. Shopping, dining, healthcare and major employment centers are within easy reach while maintaining the space and setting of Winchester living. Choose your homesite, choose your builder, and build in Deerlawn. Additional development plans, plats, restrictions and lot information available upon request.

2395 Paris Rd Unit Lot 2, Winchester

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