Winchester, KY Homes

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  /79

  $249,900

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft

  133 S Burns Ave, Winchester, KY 40391

  Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

  Josh Wood Freedom Realty & Property Mgt

  133 S Burns Ave, Winchester, KY 40391
• 

  

  

  /53

  Est $261,348 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  18 Village Dr, Winchester, KY 40391

  18 Village Dr, Winchester, KY 40391
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  /37

  $1,479,000

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

  700 Nick Ln, Winchester, KY 40391

  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 can enjoy both style and comfort.This farm is ready to work with a brand-new 2,000 sqft metal pole barn—plenty of space for storage, projects, or

  Darrell Tackett Dream Maker Realty, LLC

  700 Nick Ln, Winchester, KY 40391
• 

  

  

  /41

  Est $210,866 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  314 Snowden Dr, Winchester, KY 40391

  314 Snowden Dr, Winchester, KY 40391
• 

  

  /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
• 

  

  /33

  Est $139,289 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  636 W Lexington Ave, Winchester, KY 40391

  636 W Lexington Ave, Winchester, KY 40391
• 

  

  /79

  $249,900

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft

  133 S Burns Ave, Winchester, KY 40391

  Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

  Josh Wood Freedom Realty & Property Mgt

  133 S Burns Ave, Winchester, KY 40391
• 

  

  /13

  Est $152,970 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2 Victory Ave, Winchester, KY 40391

  2 Victory Ave, Winchester, KY 40391
• 

  

  /6

  $49,500

  • Land
  • 0.98 Acre
  • $50,510 per Acre

  204 Wigeon Ct, Winchester, KY 40391

  Choose your preferred builder to construct your dream home in Mallard Place. Located in a quiet cul-de-sac at the rear of the subdivision. Only a 20 minute drive to Hamburg/Lexington and only a 5 minute drive to the Winchester Bypass. Enjoy the serenity of living in a private setting AND the convenience of being close to schools, shopping and I-64 and I-75.

  Jim Woodrum RE/MAX Creative, Winchester

  204 Wigeon Ct, Winchester, KY 40391
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  /18

  Est $253,204 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,607 Sq Ft

  14 Long Ave, Winchester, KY 40391

  14 Long 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
• 

  

  /19

  Est $187,507 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,007 Sq Ft

  30 Upper St, Winchester, KY 40391

  30 Upper St, Winchester, KY 40391
• 

  

  /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
• 

  

  /19

  Est $174,872 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  360 W Washington St, Winchester, KY 40391

  360 W Washington St, Winchester, KY 40391
• 

  /2

  $135,000

  • 3 Beds
  • 1 Bath
  • 1,046 Sq Ft

  175 Magnolia St, Winchester, KY 40391

  Two homes on one lot. Informaton in listing is for the home in the front of the lot. Behind this home is a second home consisting of 2 bedrooms, 1, bath, Living room and kitchen. Both units are currently used as investment property. Both homes need extensive repair. The home in the front of the property is vacant but there is a tenant in the home in the rear of the property. The lease is

  A. Rebecca Woods Woods Realty Group

  175 Magnolia St, Winchester, KY 40391
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  /44

  Est $134,717 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,053 Sq Ft

  23 Waveland Ave, Winchester, KY 40391

  23 Waveland Ave, Winchester, KY 40391
• 

  

  /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
• 

  

  /81

  Est $209,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  245 Mutual Ave, Winchester, KY 40391

  245 Mutual Ave, Winchester, KY 40391
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  /14

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  10 Upper St, Winchester, KY 40391

  Modern Ranch residence full un-finished basement, large lot.

  E. Clark Toleman Real Estate Appraisal Services

  10 Upper St, Winchester, KY 40391
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  /28

  Est $148,516 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  223 Pendleton St, Winchester, KY 40391

  223 Pendleton St, Winchester, KY 40391
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  /39

  $549,400

  • 5 Beds
  • 3.5 Baths
  • 3,478 Sq Ft

  154 Hawthorne Dr, Winchester, KY 40391

  This outstanding 5 bedroom, 3.5 bathroom craftsman-style home boasts custom upgrades and modern finishes throughout. Built in 2020, no detail was spared during the construction of this beautiful residence, nestled on a dead end street in the heart of Earlymeade. The main level boasts an open floor plan with 9' ceilings, spacious living room with gas fireplace & built-ins, gourmet kitchen with

  Jarran Thomas The Agency

  154 Hawthorne Dr, Winchester, KY 40391
• 

  

  /17

  Est $171,140 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  54 Melbourne St, Winchester, KY 40391

  54 Melbourne St, Winchester, KY 40391
• 

  

  /3

  $93,500

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  1860 Ford Rd, Winchester, KY 40391

  AS IS property!This unique property, located near the beautiful Kentucky River, offers incredible potential for those seeking a rewarding project. The 825 square foot mobile home is ready for renovation, providing an excellent opportunity for flipping or customization to suit your vision. Alongside the home, you'll find a massive 1792 square foot detached garage, perfect for storage, a

  Omar Shalash Tru Life Real Estate

  1860 Ford Rd, Winchester, KY 40391
• 

  

  /19

  Est $185,752 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  29 Cook Ave, Winchester, KY 40391

  29 Cook Ave, Winchester, KY 40391
• 

  

  /13

  $149,400

  • Land
  • 2.30 Acres
  • $64,957 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
• 

  

  /13

  Est $131,751 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 943 Sq Ft

  234 Pendleton St, Winchester, KY 40391

  234 Pendleton St, Winchester, KY 40391
• 

  

  /71

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 5,290 Sq Ft

  186 Chardonnay Ct, Winchester, KY 40391

  Step into a world of both comfort and convenience with this beautiful 3/4 bedroom, two and one half bath, perfectly designed for relaxation and entertainment. Key features of this property include outdoor spaces to enjoy morning coffee or quiet evening chats. The cozy back porch extends your living space, ideal for dining and enjoying the tranquil surroundings, The beautifully designed patio

  Brenda Sipes WEICHERT REALTORS - ABG Properties

  186 Chardonnay Ct, Winchester, KY 40391
• 

  

  /26

  Est $162,019 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  37 Sterling St, Winchester, KY 40391

  37 Sterling St, Winchester, KY 40391
• 

  

  /33

  $699,900

  • 4 Beds
  • 5 Baths
  • 4,173 Sq Ft

  600 Boone Ave, Winchester, KY 40391

  Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort.A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details,

  Holly Goeing The Agency

  600 Boone Ave, Winchester, KY 40391
• 

  

  /27

  Est $208,330 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  613 N Main St, Winchester, KY 40391

  613 N Main St, Winchester, KY 40391
• 

  

  /17

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  104 Colby Hills Dr, Winchester, KY 40391

  Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

  Garry Milton Milton and Associates Real Estate

  104 Colby Hills Dr, Winchester, KY 40391
• 

  

  /63

  Est $186,605 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  24 Magnolia St, Winchester, KY 40391

  24 Magnolia St, Winchester, KY 40391
• 

  

  /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
• 

  

  /37

  Est $172,544 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  27 Magnolia St, Winchester, KY 40391

  27 Magnolia St, Winchester, KY 40391
• 

  

  /65

  $277,000

  • 4 Beds
  • 1.5 Baths
  • 1,873 Sq Ft

  151 Hilltop Dr, Winchester, KY 40391

  Lovely ranch on a basement home in a small rural neighborhood. This location is the perfect blend of rural living but very convenient to everything! Less than 1 mile from the eastern bypass that provides fast access to I-64, downtown Winchester, parks, and shopping. Large half acre lot with fenced in backyard and a chicken coop! Large deck on the back for entertaining or just relaxing while

  Jason Townsend Kentucky Residential Real Estate, LLC

  151 Hilltop Dr, Winchester, KY 40391
• 

  

  /12

  Est $165,131 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  23 Magnolia St, Winchester, KY 40391

  23 Magnolia St, Winchester, KY 40391
• 

  

  /67

  $1,185,000

  • 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 property features a beautiful brick home built by Michael Childers to use as his main residence. It has been beautifully updated with gleaming, newly refinished hardwood floors, tall ceilings and lavish woodwork. The two story Entry is flanked by a formal Dining Room with a

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  2447 Clintonville Rd, Winchester, KY 40391
• 

  

  /15

  Est $194,015 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  12 Linden Ave, Winchester, KY 40391

  12 Linden Ave, Winchester, KY 40391
• 

  

  /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
• 

  

  /59

  Est $173,073 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft

  114 Holly Ave, Winchester, KY 40391

  114 Holly Ave, Winchester, KY 40391

Showing Results 281 - 320, Page 8 of 18