Winchester, KY Homes for Sale with Acreage

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  $1,500,000

  • Land
  • 74 Acres
  • $20,322 per Acre

  3505 Basin Springs Rd, Winchester, KY 40391

  Located in the heart of Clark County this 73+/- acre property has been a part of the family since the 1800s. With its expansive space and fertile land, it offers endless possibilities for agricultural ventures, recreational use or development. Whether you're looking to expand your farming operation or create a private estate, this rare property presents a fantastic opportunity to invest in land

  Kathryn Cheuvront Coldwell Banker McMahan

  3505 Basin Springs Rd, Winchester, KY 40391
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  /5

  $110,000

  • Land
  • 2.06 Acres
  • $53,398 per Acre

  1185 Craig Crossing Rd, Winchester, KY 40391

  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.

  Keith Wilson Coldwell Banker McMahan

  1185 Craig Crossing Rd, Winchester, KY 40391
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  /6

  $180,000

  • Land
  • 4.45 Acres
  • $40,449 per Acre

  1030 Craig Crossing Rd, Winchester, KY 40391

  Lot # 14 contains 4.450 acres of gently rolling land with small stream 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.

  Keith Wilson Coldwell Banker McMahan

  1030 Craig Crossing Rd, Winchester, KY 40391
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  /7

  $195,000

  • Land
  • 6 Acres
  • $31,707 per Acre

  990 Craig Crossing Rd, Winchester, KY 40391

  Lot # 13 contains 6.153 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.

  Keith Wilson Coldwell Banker McMahan

  990 Craig Crossing Rd, Winchester, KY 40391
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  /37

  $1,249,500

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  700 Nick Ln, Winchester, KY 40391

  🚨 BIG PRICE DROP ALERT! 🚨 Motivated sellers are ready to make a deal—this is your chance to snag an unbeatable offer! 💰🏡Step into country living with this amazing 120-acre working farm! You'll love the brand-new 3-bedroom, 2.5-bath home that features an open floor plan, perfect for hanging out with family or hosting friends. It's got all the modern touches, so you

  Darrell Tackett Dream Maker Realty, LLC

  700 Nick Ln, Winchester, KY 40391
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  /2

  $115,000

  • Land
  • 1.03 Acres
  • $111,650 per Acre

  210 Hood Ave, Winchester, KY 40391

  This is an unique opportunity to own a beautiful acre + building lot in Winchester! Walking distance to downtown, Country Club, College Park & library! The house seat has been graded to accommodate a daylight walk-out basement. City water, sewer, natural gas & electric are available. Currently being resurveyed to include closed alleyway. Minimal restrictions. Owner/agent.

  Angie Conley Dixon Dixon Properties

  210 Hood Ave, Winchester, KY 40391
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  /4

  $70,000

  • Land
  • 1.92 Acres
  • $36,458 per Acre

  12569 Ironworks Rd, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! This lot containing 1.919 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential!

  Kathryn Cheuvront Coldwell Banker McMahan

  12569 Ironworks Rd, Winchester, KY 40391
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  /3

  $70,000

  • Land
  • 2.04 Acres
  • $34,314 per Acre

  150 Spencer Ln, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential!

  Kathryn Cheuvront Coldwell Banker McMahan

  150 Spencer Ln, Winchester, KY 40391
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  /15

  $187,500

  • Land
  • 7 Acres
  • $25,202 per Acre

  7575 Irvine Rd, Winchester, KY 40391

  Amazing 7.44 acre country building lot / mini farm / homestead with views! Established driveway leads a nice 38' x 50' pole barn that would serve as a nice shop / garage! Partially fenced with gated entrance. Perfect spot to potentially build a pond. Water meter base and electricity pole already in place.

  Jason Townsend Kentucky Residential Real Estate, LLC

  7575 Irvine Rd, Winchester, KY 40391
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  /13

  $146,400

  • Land
  • 2.30 Acres
  • $63,652 per Acre

  110 Knox Ct, Winchester, KY 40391

  The largest and most desirable lot in The Reserve is now available! Nestled in a cul-de-sac, this 2.3 acre tract offers exceptional views of Bluegrass farmland. Build your custom dream home and watch the sun set over the pond, right from your porch. Located in one of Winchester's newest luxury subdivisions, featuring carefully crafted guidelines to preserve the community's character. All of this

  Jarran Thomas The Agency

  110 Knox Ct, Winchester, KY 40391
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  /3

  $109,000

  • Land
  • 4.02 Acres
  • $27,114 per Acre

  2010 Athens Boonesboro Rd, Winchester, KY 40391

  Prime building lot - 4 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). 2010 and 2058 approved shared 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

  2010 Athens Boonesboro Rd, Winchester, KY 40391
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  /70

  $999,900

  • 5 Beds
  • 4 Baths
  • 4,058 Sq Ft

  2447 Clintonville Rd, Winchester, KY 40391

  What a great opportunity to own 3 acres just 15 minutes from Man O War and 20 minutes to the Hamburg Shopping Area. The move in ready property features a beautiful brick home built by builder, Michael Childers, to use as his main residence. The property also has a 3 car detached Garage which is deep enough to hold 6 cars and one door is tall for storage of a Recreational Vehicle. It has been

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  2447 Clintonville Rd, Winchester, KY 40391
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  /15

  $53,000

  • Land
  • 6 Acres
  • $9,481 per Acre

  199 Midway Rd, Winchester, KY 40391

  Introducing this 5.59 acre property in Central Kentucky! With city water and electric available at the road, this land offers a seamless transition for your dream home or investment project. Located just 15 minutes from Winchester, 30 minutes from Hamburg, and 30 minutes from Mt. Sterling. You will enjoy easy access to city amenities while relishing the peace of rural living. Don't miss the

  Skyler Lewis Dream Maker Realty, LLC

  199 Midway Rd, Winchester, KY 40391
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  /4

  $139,900

  • Land
  • 6 Acres
  • $24,674 per Acre

  1445 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 5 acres of unrestricted land. Schedule your showing today!

  Holly Goeing The Agency

  1445 Gay Evans Rd, Winchester, KY 40391
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  /4

  $149,900

  • Land
  • 6 Acres
  • $26,768 per Acre

  1541 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 5 acres of unrestricted land. Schedule your showing today!

  Holly Goeing The Agency

  1541 Gay Evans Rd, Winchester, KY 40391
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  /28

  $799,900

  • Land
  • 13 Acres
  • $60,644 per Acre

  1600 Ironworks Rd, Winchester, KY 40391

  This property has it all! Easy access to Veterans Memorial Bypass, I-64, and downtown Winchester, plus entrances on Ironworks road and clear visibility from the Bypass. This does have sewer and water located on the property. Full of potential possibilities zoned Planned Development and more acreage is available if needed. The property access is a driveway off Ironworks Road across from Center

  Josh Wood Freedom Realty & Property Mgt

  1600 Ironworks Rd, Winchester, KY 40391
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  /4

  $140,000

  • Land
  • 3.94 Acres
  • $35,533 per Acre

  12569 Ironworks Rd, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! These two parcels totaling 3.94 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential!

  Kathryn Cheuvront Coldwell Banker McMahan

  12569 Ironworks Rd, Winchester, KY 40391
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  /32

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  4074 Ironworks Rd, Winchester, KY 40391

  Welcome to country living! This newly renovated ranch on 4+ scenic acres offers peaceful living just 10 minutes from town. Inside, the open floor plan seamlessly connects the kitchen, dining, and living areas. The kitchen features granite countertops, new stainless steel appliances, a central island with bar seating, while the living room boasts a cozy fireplace. Durable LVP and tile flooring run

  Michelle Blackburn RE/MAX Creative, Winchester

  4074 Ironworks Rd, Winchester, KY 40391
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  /44

  $529,000

  • Land
  • 9 Acres
  • $59,106 per Acre

  2671 Grimes Mill Rd, Winchester, KY 40515

  Don't miss out on this amazing and rare opportunity to purchase the perfect lot for your dream home. Located just minutes from the I-75/Athens exit (Lexington Sporting Club Stadium) and I-75/Man-O-War interchange, and less than 30 minutes from downtown Lexington, this almost 9-acre, ridgetop lot, includes over 3 acres of mature forest along 350 feet of historic Boone Creek. Almost 6 acres of the

  Jason Robinson Ky Real Estate Sales and Fin

  2671 Grimes Mill Rd, Winchester, KY 40515
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  /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
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  /38

  $285,000

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  217 Morris Rd, Winchester, KY 40391

  NEW Price Reduction!!! This is The one You Have Been Waiting For! Room For The Whole Family In The Country But Within 5 Minutes Of The Interstate. This 4 Bedroom 2 Bathroom Home With A Living Room And Family Room/Den With Open Kitchen Has It All. Property Includes An Above Ground Swimming Pool, TinyHome/Shed That Has Plumbing Already Ran And Electric At The Pole Right There. This Would Be The

  Patrick Arvin Keller Williams Commonwealth

  217 Morris Rd, Winchester, KY 40391
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  /2

  $100,000

  • Land
  • 1.10 Acres
  • $90,909 per Acre

  270 Duclair Dr, Winchester, KY 40391

  Looking for a place to build a Upscale homein 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.

  John Wilson Bluegrass Properties Group

  270 Duclair Dr, Winchester, KY 40391
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  /2

  $150,000

  • Land
  • 2.11 Acres
  • $71,090 per Acre

  125 Knox Ct, Winchester, KY 40391

  Looking for a place to build a Upscale homein 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.

  John Wilson Bluegrass Properties Group

  125 Knox Ct, Winchester, KY 40391
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  /2

  $150,000

  • Land
  • 2.16 Acres
  • $69,444 per Acre

  120 Knox Ct, Winchester, KY 40391

  Looking for a place to build a Upscale homein 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.

  John Wilson Bluegrass Properties Group

  120 Knox Ct, Winchester, KY 40391
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  /3

  $499,000

  • Land
  • 37 Acres
  • $13,508 per Acre

  1455-B Irvine Rd, Winchester, KY 40391

  Discover the charm and potential of this stunning 37-acre farm in the heart of Clark County, KY. Priced at $550,000, this property offers a unique opportunity to embrace country living while remaining close to city conveniences. This expansive land provides 37 acres of versatile farmland, perfect for agriculture, livestock, or your dream estate. Nestled in Clark County, the farm offers serene

  Shari Frasure Keller Williams Commonwealth

  1455-B Irvine Rd, Winchester, KY 40391
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  /14

  $319,975

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1363 Clintonville Rd, Winchester, KY 40391

  Embrace the potential of this 5-acre gem near Winchester and Hamburg, KY. Located in beautiful Clark County, this fixer-upper boasts 2 bedrooms, 1 bath, and scenic farm views on flat, versatile land perfect for building or farming. The property features a long driveway and a detached 2-car garage, ideal for creating a smaller homestead. Enjoy the tranquility of country living with the convenience

  Rebakah Goodpaster Keller Williams Legacy Group

  1363 Clintonville Rd, Winchester, KY 40391
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  /6

  $50,000

  • Land
  • 1.00 Acre
  • $50,000 per Acre

  1265 Locust Dr, Winchester, KY 40391

  Beautiful Building Lots 1 mile from downtown Winchester. 1 Acre of fun living available to you when you build your dream home.

  Bonnie Mays United Real Estate Bluegrass

  1265 Locust Dr, Winchester, KY 40391
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  /2

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  4541 Colby Rd, Winchester, KY 40391

  ''Discover the perfect blend of comfort and country charm in this 4-bedroom, 2.5-bath home! Nestled in a serene setting, this property boasts a beautifully front and back yard, offering ample space for relaxation and outdoor enjoyment. Whether you're savoring the peaceful surroundings or entertaining guests, this home is a true gem. Don't miss your chance—More pictures to come,Not available for

  Darrell Tackett Dream Maker Realty, LLC

  4541 Colby Rd, Winchester, KY 40391
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  /2

  $5,646,000

  • 2 Beds
  • 3 Baths
  • 37,192 Sq Ft

  175 Chatham Place, Winchester, KY 40391

  36 Townhomes ,located behind Lowes,Winchester,Ky.Great rental property,

  Garry Milton Milton and Associates Real Estate

  175 Chatham Place, Winchester, KY 40391
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  /2

  $129,900

  • Land
  • 7 Acres
  • $19,131 per Acre

  439 Old Muddy Creek Rd, Winchester, KY 40391

  THIS IS A RARE FIND... 6.787 acres located at the city/county line. Zoned I-1 for a vast array of possibilities. There is a cemetery located on this property. Owner/Agent

  Nena Honaker Tom Goebel & Company

  439 Old Muddy Creek Rd, Winchester, KY 40391
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  /2

  $149,900

  • Land
  • 6 Acres
  • $23,718 per Acre

  1397 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 6 acres of unrestricted land. Schedule your showing today!

  Holly Goeing The Agency

  1397 Gay Evans Rd, Winchester, KY 40391
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  /2

  $139,900

  • Land
  • 5 Acres
  • $27,869 per Acre

  1495 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 5 acres of unrestricted land. Schedule your showing today!

  Holly Goeing The Agency

  1495 Gay Evans Rd, Winchester, KY 40391
• 

  /2

  $189,900

  • Land
  • 11 Acres
  • $17,698 per Acre

  1045 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 10 acres of unrestricted land with many building sites. Schedule your showing today!

  Holly Goeing The Agency

  1045 Gay Evans Rd, Winchester, KY 40391
• 

  /2

  $199,900

  • Land
  • 11 Acres
  • $17,643 per Acre

  995 Gay Evans Rd, Winchester, KY 40391

  Welcome to The Retreat at Juett Farms! Come build your dream home on some of the best land that Clark County has to offer. This peaceful setting with unparalleled views of the countryside, is sure to impress. Imagine sitting on your front porch taking in the most amazing sunsets! This beautiful parcel has over 11 acres of unrestricted land. Schedule your showing today!

  Holly Goeing The Agency

  995 Gay Evans Rd, Winchester, KY 40391
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  /2

  $2,000,000

  • Land
  • 18 Acres
  • $111,919 per Acre

  1509 Boonesboro Rd, Winchester, KY 40391

  17.87 Acre farm available for sale. Ideal location for redevelopment. Gently rolling topography. Corner lot with excellent visibility. Water, electric, sewer, gas and telecommunications available. Conveniently located near RD Campbell Junior High School, George Rogers Clark High School & Winchester Country Club. Located 3 miles south of Interstate 64. Signalized corner lot at Boonesboro Rd. &

  Cheryl Johnston CMI Properties

  1509 Boonesboro Rd, Winchester, KY 40391
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  /5

  $105,000

  • Land
  • 1.00 Acre
  • $105,000 per Acre

  1750 Mcclure Rd, Winchester, KY 40391

  Mila Ensor Ensor Real Estate LLC

  1750 Mcclure Rd, Winchester, KY 40391

Showing Results 41 - 76, Page 2 of 2