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Homes for Sale in 40391

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  • /19

    $270,000

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    211 College St, Winchester, KY 40391

    Welcome to 211 College Street in Winchester, KY — a fantastic investment opportunity located just minutes from downtown! This charming duplex is currently being used as a rental and offers two spacious units, each featuring 2 bedrooms and 1 full bathroom. It also has a detached 1-car garage. With a strong rental history and separate entrances, this property is ideal for investors seeking

    David Espinosa Bluegrass Realty Pros, Inc

    211 College St, Winchester, KY 40391
  • /37

    $299,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,247 Sq Ft

    279 Ascot Ave, Winchester, KY 40391

    This 4-bedroom, 2.5-bath property is situated on a spacious .38-acre corner lot in the highly desirable Colby Ridge subdivision. The home features abundant natural light, hardwood floors, renovated kitchen with newer appliances and HVAC system.The main level includes a foyer leading to a versatile den or office, which overlooks the dining area and flows into the kitchen and living room, along

    Chase Pennington Team Pannell Real Estate

    279 Ascot Ave, Winchester, KY 40391
  • /17

    $329,900

    • Land
    • 15 Acres
    • $22,736 per Acre

    3056 Irvine Rd, Winchester, KY 40391

    Own a genuine piece of Kentucky splendor! Beautiful 14.5 acres of gently rolling land is ideal for building your custom home! The property offers creek access and a barn with electric and water. Don't miss this opportunity to own a farm only 20 miles to Hamburg and 5 miles to Winchester Bypass. No city sewage. Deed restrictions apply. Additional parcel with 11.36 acres is also available. Perfect

    Lura Justice Rector Hayden Realtors

    3056 Irvine Rd, Winchester, KY 40391
  • /4

    $199,900

    • Land
    • 11 Acres
    • $17,597 per Acre

    2996 Irvine Rd, Winchester, KY 40391

    Are you looking to build your dream home in a quiet country setting with easy access to the Interstate? Look no further! This property offers it all! Gorgeous setting with the best views and creek access. This lovely farm is 11.36 acres of gently rolling country land, in a highly desirable area with easy access to interstate 64, the Mountain Parkway and Hamburg. No city sewage. Deed restrictions

    Lura Justice Rector Hayden Realtors

    2996 Irvine Rd, Winchester, KY 40391
  • /23

    $529,800

    • Land
    • 26 Acres
    • $20,479 per Acre

    2996/3056 Irvine Rd, Winchester, KY 40391

    Rare find! Gorgeous 25 acres of gently rolling land with a barn and creek is perfect for building your dream home and creating your homestead! Don't miss this opportunity! This is farm is conveniently located 20 miles from Hamburg and 5 miles from the Winchester bypass. No city sewage. Deed restrictions apply. Relax and enjoy the spectacular views. Get ready to enjoy life! Land consists of 2

    Lura Justice Rector Hayden Realtors

    2996/3056 Irvine Rd, Winchester, KY 40391
  • /41

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,617 Sq Ft

    118 Windridge Dr, Winchester, KY 40391

    Located in the Windridge neighborhood with easy access to both Bypass Rd and Boone Ave, this charming brick ranch offers 3 bedrooms, 2 full baths, and character throughout. Inside, you'll find hardwood and tile floors (no carpet!), a spacious kitchen with plenty of cabinet space that opens into the dining area and living room, complete with a cozy ventless gas fireplace. Step out back to your own

    Michelle Blackburn RE/MAX Creative, Winchester

    118 Windridge Dr, Winchester, KY 40391
  • /62

    $269,950

    • 3 Beds
    • 2 Baths
    • 1,247 Sq Ft

    3614 Stamper Dr, Winchester, KY 40391

    Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

    Darrell Tackett Dream Maker Realty, LLC

    3614 Stamper Dr, Winchester, KY 40391
  • /22

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,370 Sq Ft

    521 Acadia Way, Winchester, KY 40391

    This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

    Tyler I Back The Brokerage

    521 Acadia Way, Winchester, KY 40391
  • /20

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    511 Acadia Way, Winchester, KY 40391

    This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

    Tyler I Back The Brokerage

    511 Acadia Way, Winchester, KY 40391
  • /14

    $225,000

    • Land
    • 18 Acres
    • $12,242 per Acre

    9711 Ironworks Rd, Winchester, KY 40391

    Escape to your own slice of paradise with this stunning 18.38-acre rural farm, nestled in the serene rolling hills of Winchester, Kentucky. This property offers the perfect blend of tranquility and convenience, far enough from town to unwind, yet just a short drive to Winchester's amenities. 18.38 acres of mostly clear land with some wooded areas, ideal for horses, cattle, or other livestock.

    Jessica Maloney Denniston Realty

    9711 Ironworks Rd, Winchester, KY 40391
  • /20

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,443 Sq Ft

    31 Vine St, Winchester, KY 40391

    Welcome to this beautifully updated 3-bedroom, 1-bath home, perfectly situated in the vibrant heart of Winchester. Bursting with charm and character, this home offers the best of modern updates and classic appeal. Step inside to discover a bright, open living area with new flooring, fresh paint, and stylish finishes throughout. The updated kitchen features sleek cabinetry, granite countertops,

    Jana Hooten Rock N' Realty LLC

    31 Vine St, Winchester, KY 40391
  • /29

    $257,500

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    306 Snowden Dr, Winchester, KY 40391

    Home is quietly nestled within the Wesleyan Park subdivision just off the Winchester Bypass. While convenient location is obvious this home boast many updates throughout. Including flooring, appliances, New roof, HVAC, Water heater and so much more. Schedule your showing while you can!

    Michael Hilario The Agency

    306 Snowden Dr, Winchester, KY 40391
  • /58

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 5,054 Sq Ft

    808 Bypass Rd, Winchester, KY 40391

    Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, cafe, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment.

    Diana C Brooker Lifstyl Real Estate

    808 Bypass Rd, Winchester, KY 40391
  • /2

    $195,000

    • Land
    • 8 Acres
    • $23,353 per Acre

    6699 Boonesboro Rd, Winchester, KY 40391

    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!

    Jennifer Ray RE/MAX Elite Lexington

    6699 Boonesboro Rd, Winchester, KY 40391
  • /4

    $225,000

    • Land
    • 8 Acres
    • $27,812 per Acre

    2110 Athens Boonesboro Rd, Ford, KY 40391

    Prime building lot - 8.092 acres ready for your new dream home! Come pick your dream lot and enjoy the great views of the countryside and farmland. Rural living with the convenience of being just 15-20 minutes away from Lexington, Winchester and the interstate (I-75). 2110 approved for its own entrance. Multiple lots to choose from ranging from 4-8 acres +/-. Call today to get the first choice on

    Megan McCoy Keller Williams Legacy Group

    2110 Athens Boonesboro Rd, Ford, KY 40391
  • /28

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    252 S Highland St, Winchester, KY 40391

    Beautifully updated 3-bedroom, 2-bath home in the heart of Winchester! Brand-new siding and a welcoming front porch set the tone. Inside, you'll find a light-filled living room with a decorative fireplace and cozy reading nook, plus refinished hardwood floors throughout most of the main level. The first-floor bedroom has new carpet and easy access to a fully updated full bath. The remodeled

    Austina Bruton The Howard Realty Co

    252 S Highland St, Winchester, KY 40391
  • /4

    $100,000

    • Land
    • 2.62 Acres
    • $38,168 per Acre

    100 Spencer Ln, Winchester, KY 40391

    Eskippakithiki overlooks development. Has a 2.615 acre lot (parcel #8) available for sale waiting for you to build your dream home with beautiful views of serene countryside.

    Priscila Hale FC Tucker Bluegrass

    100 Spencer Ln, Winchester, KY 40391
  • /26

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    271 April Way, Winchester, KY 40391

    This charming 2 - story townhouse is in a prime location.. Welcome to this beautifully maintained 2 bedroom, 1.5 bath townhouse offering the perfect blend of comfort, style and convenience. Spread over two spacious levels, this home features an inviting living area, a modern kitchen with ample cabinetry and a cozy dining space-perfect for every day living or entertaining guests. Upstairs,

    Kimberly Fugate Keller Williams Commonwealth

    271 April Way, Winchester, KY 40391
  • /33

    $269,000

    • 4 Beds
    • 2 Baths
    • 2,472 Sq Ft

    752 Wayland Dr, Winchester, KY 40391

    This ranch style house is located minutes from Fayette County line and minutes from the I-64 and I-75 corridors. This house features 4 bedrooms and 2 full baths on a walk-out basement. The owners remodeled several years ago with new kitchen and primary suite. The house is situated on a .53 acre lot within a quiet residential neighborhood. Looking for a house to make your home? come see this

    Craig Bridgewater Bridgewater Real Estate

    752 Wayland Dr, Winchester, KY 40391
  • /28

    $219,900

    • 3 Beds
    • 1 Bath
    • 1,053 Sq Ft

    228 Forest Ct, Winchester, KY 40391

    This brick ranch style home is located on a quiet cul-de-sac in the residential neighborhood of Forest Park. Enjoy leisurely living in this one level home featuring a 12 X 18 Florida room overlooking a private back yard. The location is minutes from Lexington Avenue and the family/fun Legacy Park. It is move in ready and if you are ready, you may be the next owner. Make an appointment today!

    Craig Bridgewater Bridgewater Real Estate

    228 Forest Ct, Winchester, KY 40391
  • /32

    $495,000

    • Land
    • 51 Acres
    • $9,698 per Acre

    750 Providence Ln, Winchester, KY 40391

    Welcome to your own slice of country paradise tucked away in southern Clark County! This 51+ acre tract offers a mixture of cleared pasture and mature woods, ideal for a variety of uses including cattle, crops, horses, recreation, or even your dream home site. Currently enjoyed as a private recreational family farm, the property already has electricity in place and features a cistern at an old

    Michelle Blackburn RE/MAX Creative, Winchester

    750 Providence Ln, Winchester, KY 40391
  • /80

    $574,900

    • 3 Beds
    • 2.5 Baths
    • 4,933 Sq Ft

    160 Agawam Rd, Winchester, KY 40391

    Welcome to this beautifully maintained brick ranch home set on a spacious and private 5-acre fenced lot. This versatile property offers the perfect blend of comfort, functionality, and rural charm - ideal for families, hobby farmers, or equestrian enthusiasts. Inside, you'll find 3 bedrooms and 3 bathrooms with a fully finished basement that offers ample space for additional bedrooms, a home gym,

    Megan McCoy Keller Williams Legacy Group

    160 Agawam Rd, Winchester, KY 40391
  • /5

    $125,000

    • Land
    • 2.50 Acres
    • $50,000 per Acre

    1200 Craig Crossing, Winchester, KY 40391

    Welcome to Lot #18 in prestigious Thoroughbred Estates, an exceptional 2.5-acre corner parcel of gently rolling countryside, graced by a serene stream and picturesque views. This remarkable homesite offers the perfect canvas for your custom estate in one of western Clark County's most coveted locations, just off the highly sought-after McClure Road. A rare opportunity to claim a piece of

    N Seth Parker Lifstyl Real Estate

    1200 Craig Crossing, Winchester, KY 40391
  • /35

    $318,000

    • 3 Beds
    • 2.5 Baths
    • 1,903 Sq Ft

    329 Hanover Dr, Winchester, KY 40391

    Welcome home to this well-maintained two-story home on an unfinished basement! This home features 3 bedrooms, 2 bathrooms, a bonus room overlooking the living room, kitchen with all the appliances to convey, basement is roughed in for a bathroom already as well. Outside you will find a covered front porch, spacious deck and a patio. Located right off the bypass in Winchester this property is

    Bradley Warford Century 21 Pinnacle

    329 Hanover Dr, Winchester, KY 40391
  • /9

    $102,000

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    39 S Highland St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This Single Family home has 2 bedrooms and 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    39 S Highland St, Winchester, KY 40391
  • /3

    $146,000

    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    228 Jackson St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This single family home has a 3 bed 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    228 Jackson St, Winchester, KY 40391
  • /12

    $144,000

    • 3 Beds
    • 1 Bath
    • 805 Sq Ft

    150 Cook Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This has a single family has 3 bedrooms and 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    150 Cook Ave, Winchester, KY 40391
  • /6

    $388,000

    • 5 Beds
    • 3 Baths
    • 2,762 Sq Ft

    101 E Lexington Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This triplex has a 2 bed 1 bath unit, 2 bed 1 bath unit, and a 1 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    101 E Lexington Ave, Winchester, KY 40391
  • /4

    $650,000

    • 8 Beds
    • 5 Baths
    • 3,834 Sq Ft

    202 S Maple St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This 5-unit has 3 - 2 bed 1 bath units,1 - 1 bed 1 bath unit and a studio. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    202 S Maple St, Winchester, KY 40391
  • /2

    $255,000

    • 4 Beds
    • 2 Baths
    • 2,732 Sq Ft

    206 S Maple St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This duplex has a 2 bed 1 bath unit and a 2 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    206 S Maple St, Winchester, KY 40391
  • /12

    $295,000

    • 6 Beds
    • 4 Baths
    • 3,035 Sq Ft

    117 Linden Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This duplex has a 3 bed 2 bath unit and a 3 bed 2 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    117 Linden Ave, Winchester, KY 40391
  • /14

    $292,000

    • 6 Beds
    • 2 Baths
    • 3,196 Sq Ft

    124 S Burns Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This duplex has a 3 bed 1 bath unit and a 3 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    124 S Burns Ave, Winchester, KY 40391
  • /3

    $221,000

    • 4 Beds
    • 2 Baths
    • 2,600 Sq Ft

    223 W Hickman St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This duplex has a 2 bed 1 bath unit and a 2 bed one bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    223 W Hickman St, Winchester, KY 40391
  • /9

    $274,000

    • 5 Beds
    • 3 Baths
    • 2,384 Sq Ft

    135 Winn Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This duplex has a 3 bed 2 bath unit and a 2 bed one bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

    David Espinosa Bluegrass Realty Pros, Inc

    135 Winn Ave, Winchester, KY 40391
  • /64

    $989,000

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    1110 Craig Crossing, Winchester, KY 40391

    Discover timeless elegance and modern luxury in this newly constructed residence, perfectly situated on over 2.5 acres in Winchester. With 2,670 sq ft of custom designed living space, this 4-bedroom, 2.5-bath home offers craftsmanship, high-end finishes, and exceptional outdoor living. White oak engineered hardwood flooring, moulding throughout, and exquisite details. The spacious great room

    Michael Hilario The Agency

    1110 Craig Crossing, Winchester, KY 40391
  • /17

    $1,350,000

    16 Linden Ave, Winchester, KY 40391

    Income-Producing 16-Unit Apartment complex in the Heart of WinchesterTurn-key opportunity on North Maple Avenue—just minutes from Downtown Winchester and a quick 20-minute drive to Lexington via I-64. Consisting of sixteen one-bed/one-bath apartments on a 0.34-acre lot with 20 parking spaces, the property has a 2022 new roof, new vinyl siding added in 2023, and several fully

    Patrick Doyle National Real Estate

    16 Linden Ave, Winchester, KY 40391
  • /15

    $115,000

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft

    706 Williamsburg Dr, Winchester, KY 40391

    This is your opportunity to buy a brand new Clayton tru elation single wide mobile home. 3 bed 2 bath all electric. The .11 acre lot conveys. New front porch and back steps. This house is in the Yorktown trailer park. They currently have an HOA fee of $150 a month and that covers your water, sewer, and trash. The park also offers a play ground for the kids. Please confirm you read over all park

    Andrew Fugitt Coldwell Banker McMahan

    706 Williamsburg Dr, Winchester, KY 40391
  • /46

    $629,000

    • 3 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    433 Fairholme Way, Winchester, KY 40391

    This elegant ranch on a basement offers refined main-level living with upscale finishes throughout. The chef's kitchen is a standout featuring double ovens, custom soft-close cabintry, granite countertops, a large island with seating, a spacious walk-in pantry for entertaining and everyday ease. Primary bedroom has Amish cutom built closet. Enjoy quiet evenings on the covered front porch with

    Kathryn Cheuvront Coldwell Banker McMahan

    433 Fairholme Way, Winchester, KY 40391
  • /22

    $205,000

    • 3 Beds
    • 1 Bath
    • 1,235 Sq Ft

    110 Colonial Park Dr, Winchester, KY 40391

    Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!

    Jason Townsend Kentucky Residential Real Estate, LLC

    110 Colonial Park Dr, Winchester, KY 40391
  • /34

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    37 7th St, Winchester, KY 40391

    Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more

    Andrew Fugitt Coldwell Banker McMahan

    37 7th St, Winchester, KY 40391

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