Winchester, KY Homes

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  /44

  $206,500 Sold May 21, 2025

  • 1,107 Sq Ft
  • $187/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  206 W Clark Dr, Winchester, KY 40391

  Don't miss out on this move-in ready home in Winchester, 15 minutes from Lexington. The beautifully updated home features a NEW furnace & water heater. It has stylish laminate flooring throughout and modern stainless steel appliances. The kitchen shines with updated cabinets, countertops, backsplash, and light fixtures, while the bathroom boasts new tiles and a sleek vanity. A detached

  Peggy Baldridge HomeFirst Real Estate

  206 W Clark Dr, Winchester, KY 40391
• 

  

  

  /17

  Est $147,819 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  21 Franklin Ave, Winchester, KY 40391

  21 Franklin Ave, Winchester, KY 40391
• 

  

  /2

  $110,000

  • Land
  • 0.35 Acre
  • $314,286 per Acre

  150 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

  150 Duclair Dr, Winchester, KY 40391
• 

  

  

  /5

  $160,000 Sold May 21, 2025

  • Land
  • 2.4 Acres
  • $66,667 per Acre

  • 54 Days On Market

  3235 Colby Rd, Winchester, KY 40391

  Parcel 7 has rolling topography well suited for a walk-out basement overlooking the neighboring 175 acre farm. 1.5 miles from the Bypass, recently fenced, with water, natural gas, and electricity at the road.

  Steve Adams Steven D Adams Real Estate Services, LLC

  3235 Colby Rd, Winchester, KY 40391
• 

  

  

  /23

  Est $130,065 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,905 Sq Ft

  353 E Broadway St, Winchester, KY 40391

  353 E Broadway St, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.49 Acre
  • $224,490 per Acre

  130 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

  130 Duclair Dr, Winchester, KY 40391
• 

  

  /36

  $309,000 Sold May 21, 2025

  • 1,958 Sq Ft
  • $158/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  172 Buckingham Ln, Winchester, KY 40391

  Absolutely Fabulous, this home lots of character, updated kitchen, granite counter tops, 3 bedrooms, master suite down, 2 1/2 baths, large fenced in back yard, located on a cul-de-sac, bonus room, family room, dining, eat in kitchen, 1 large storage building, 1 small storage building, call today!

  Mila Ensor Ensor Real Estate, LLC

  172 Buckingham Ln, Winchester, KY 40391
• 

  

  /32

  Est $197,057 Not Listed For Sale

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

  230 Winn Ave, Winchester, KY 40391

  230 Winn Ave, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.38 Acre
  • $289,474 per Acre

  120 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

  120 Duclair Dr, Winchester, KY 40391
• 

  

  /3

  $219,000 Sold May 20, 2025

  • 1,628 Sq Ft
  • $135/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  410 Paisley Ct, Winchester, KY 40391

  Completely remodeled unit! New Granite countertops, Lighting, Plumbing fixtures, Stainless steel appliances, New Painting and carpeting throughout. Will be finished in the next few days and is ready to show. 408 Paisley could be purchased as well.

  John Wilson Bluegrass Properties Group

  410 Paisley Ct, Winchester, KY 40391
• 

  

  /17

  Est $160,095 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft

  30 Rowland Ave, Winchester, KY 40391

  30 Rowland Ave, Winchester, KY 40391
• 

  /2

  $100,000

  • Land
  • 0.68 Acre
  • $147,059 per Acre

  100 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

  100 Duclair Dr, Winchester, KY 40391
• 

  

  /13

  $38,700 Sold May 20, 2025

  • 1,100 Sq Ft
  • $35/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1945

  11 Spring St, Winchester, KY 40391

  Two bed, one bath, 1.5 story home in Winchester. Cash or cash equivalent only

  Jason Szaks EXIT TOWN & COUNTRY REALTORS

  11 Spring St, Winchester, KY 40391
• 

  

  /16

  Est $196,820 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,442 Sq Ft

  10 Rowland Ave, Winchester, KY 40391

  10 Rowland Ave, Winchester, KY 40391
• 

  

  /3

  $499,000

  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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  /43

  $165,000 Sold May 20, 2025

  • 1,130 Sq Ft
  • $146/SF
  • 96 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  12005 Irvine Rd, Winchester, KY 40391

  $15K PRICE REDUCTION!!! Perfect Investment Opportunity In The Country! You Can Live In This Cool Berm Home And Rent The Cabin Out Or Have Two Great Cash Flowing Rentals. The Cabin Is Currently Rented For $799 Per Month (Tenant Pays Utilities). There is Also Potential To Build On Top Of The Current Home And Increase Your Rental Portfolio Or Footprint Of The Home! The Berm Home Has 2 Bedrooms

  W Patrick Arvin Keller Williams Commonwealth

  12005 Irvine Rd, Winchester, KY 40391
• 

  

  /20

  Est $210,083 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  314 E Broadway St, Winchester, KY 40391

  314 E Broadway St, Winchester, KY 40391
• 

  

  /10

  $775,000

  • Land
  • 2.6 Acres
  • $298,077 per Acre

  529 Bullion Blvd Unit 3B, Winchester, KY 40391

  Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

  Greg Leveridge Block + Lot Real Estate

  529 Bullion Blvd Unit 3B, Winchester, KY 40391
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  /2

  $374,738 Sold May 20, 2025

  • 2,519 Sq Ft
  • $149/SF
  • 9 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2024

  138 Gibson Way, Winchester, KY 40391

  Contract writing period through 12:00 noon on Thursday, November 7th.The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes a first-floor guest bedroom. The plan offers a versatile flex room off the entry and an open kitchen and family room at the rear of the home. The kitchen offers both a breakfast area, countertop dining at the island, and a

  Jennifer Sisson Christies International Real Estate Bluegrass

  138 Gibson Way, Winchester, KY 40391
• 

  

  /19

  Est $156,423 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  43 Jackson St, Winchester, KY 40391

  43 Jackson St, Winchester, KY 40391
• 

  

  /10

  $775,000

  • Land
  • 3 Acres
  • $258,333 per Acre

  529 Bullion Blvd Unit 3A, Winchester, KY 40391

  Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

  Greg Leveridge Block + Lot Real Estate

  529 Bullion Blvd Unit 3A, Winchester, KY 40391
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  /28

  $205,000 Sold May 19, 2025

  • 1,080 Sq Ft
  • $190/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  303 W Washington St, Winchester, KY 40391

  Built in 2023 this home features 3 bedrooms, 2 bathrooms with a great amount of closet space, beautiful LVP flooring, stainless steel appliances and granite countertops in the kitchen. Located near downtown Winchester and I-64.

  Katherine G Pate Bluegrass Properties Group

  303 W Washington St, Winchester, KY 40391
• 

  

  /19

  Est $149,668 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,683 Sq Ft

  46 Smith Ave, Winchester, KY 40391

  46 Smith Ave, Winchester, KY 40391
• 

  

  /9

  $1,350,000

  • Land
  • 3.02 Acres
  • $447,020 per Acre

  155 April Way, Winchester, KY 40391

  Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

  Greg Leveridge Block + Lot Real Estate

  155 April Way, Winchester, KY 40391
• 

  

  /36

  $390,513 Sold May 19, 2025

  • 2,698 Sq Ft
  • $145/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  21 Edgewood Dr, Winchester, KY 40391

  This spacious 4-bedroom, 2.5-bathroom, 2,698 sq. ft. ranch in Hampton Manor sits on nearly an acre double lot just 20 minutes from Lexington/Hamburg. The primary suite boasts a walk-in closet, Jacuzzi tub, and ample storage, while three additional large bedrooms offer flexibility for guests or a home office. A well-equipped kitchen, a laundry/pantry room, and formal living with fireplace and

  Kelly Nisbet Coldwell Banker McMahan

  21 Edgewood Dr, Winchester, KY 40391
• 

  

  /61

  Est $292,285 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,318 Sq Ft

  229 E Broadway St, Winchester, KY 40391

  229 E Broadway St, Winchester, KY 40391
• 

  /2

  $109,900

  • Land
  • 7.44 Acres
  • $14,772 per Acre

  439 & 475 Old Muddy Creek Rd, Winchester, KY 40391

  Unlock the potential of this strategically located parcel offering over 7 acres of I-1 zoned land right on the county and city line. With utilities already available and easy access to town, this property is ideal for light industrial development or to build your next home. Includes a small cemetery on the property, offering historical character. Owner/Agent

  Nena Honaker Tom Goebel & Company

  439 & 475 Old Muddy Creek Rd, Winchester, KY 40391
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  /36

  $214,000 Sold May 19, 2025

  • 1,402 Sq Ft
  • $153/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  509 Hidden Hills Way, Winchester, KY 40391

  This home is a must-see and would be perfect for a Welcome Home Grant, a program that gets the buyer a chance for a $20,000 purchase grant. Offering 3 or 4 bedrooms and 2 full baths, this home also features a large covered back patio and secluded back yard area so you can enjoy the Spring days ahead. If you have a lot of 'stuff', no worries. The storage building stays also. Need more info on

  Teresa Richmond Freedom Realty & Property Management

  509 Hidden Hills Way, Winchester, KY 40391
• 

  

  /26

  Est $246,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  20 Jackson St, Winchester, KY 40391

  20 Jackson St, Winchester, KY 40391
• 

  /2

  $168,500

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  12 Apache Trail, Winchester, KY 40391

  Welcome to this charming 3-bedroom, 2-full bath ranch located in the desirable Indian Hills Subdivision! This home features a large covered front porch, perfect for relaxing and enjoying your morning coffee or evening sunsets. Inside, you'll find a spacious layout with plenty of potential to make it your own. The full unfinished basement offers endless possibilities for storage, a home gym, or

  Stephen Brashear Keller Williams Commonwealth

  12 Apache Trail, Winchester, KY 40391
• 

  

  /47

  $396,500 Sold May 19, 2025

  • 2,400 Sq Ft
  • $165/SF
  • 51 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1980

  520 Bailey Ln, Winchester, KY 40391

  Beautiful large ranch completely remodeled manufactured home on 24 acres with large addition. large bedrooms, family room, dining room, formal living room, 4 Bedroom and 3 baths. 30 foot above ground pool multiple outbuildings, front porch large back patio and just minutes from downtown Winchester. All new Bathrooms, All new Kitchen, All new fixtures, All new flooring. All new paint. House

  Paul Waddelow Hand in Hand Realty Central KY

  520 Bailey Ln, Winchester, KY 40391
• 

  

  /25

  Est $206,103 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  21 Vine St, Winchester, KY 40391

  21 Vine St, Winchester, KY 40391
• 

  /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, owner will do some owner financing

  Garry Milton Milton and Associates Real Estate

  175 Chatham Place, Winchester, KY 40391
• 

  

  /44

  $515,000 Sold May 19, 2025

  • 4,091 Sq Ft
  • $126/SF
  • 294 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1958

  31 Bonnie Brook Ln, Winchester, KY 40391

  This Warfield Gratz designed rare beauty and history is located in the heart of Winchester. Embrace the essence of elegance in this beautifully appointed brick home, offering 5 bedrooms, 3 full baths and formal rooms. Main level of home boasts the primary suite as well as an additional bedroom. The large fully equipped kitchen is a delight for any chef. Home features a full walk-up basement

  Kelly Nisbet Coldwell Banker McMahan

  31 Bonnie Brook Ln, Winchester, KY 40391
• 

  

  /11

  Est $175,854 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,670 Sq Ft

  205 E Washington St, Winchester, KY 40391

  205 E Washington St, Winchester, KY 40391
• 

  /2

  $2,500,000

  • Land
  • 148 Acres
  • $16,892 per Acre

  1395 Two Mile Rd, Winchester, KY 40391

  CALLING ALL DEVELOPERS! Already zoned Planned Development! Includes a 21 acre Residential tract adjoins the Winchester Country Club and a 24 acre tract suitable for all forms of Residential. These tracts have access to gravity flow sewer. In addition there is another 103 acres suitable for all forms of zoning with frontage on the approved ByPass extension.

  Garnett Davis Tom Goebel & Company

  1395 Two Mile Rd, Winchester, KY 40391
• 

  

  /41

  $240,000 Sold May 16, 2025

  • 1,874 Sq Ft
  • $128/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  860 Harkins Dr, Winchester, KY 40391

  Welcome to 860 Harkins Drive! This spacious split-foyer home features 4 bedrooms, 2 full bathrooms, a garage, and a large back deck perfect for outdoor entertaining. Conveniently located near public parks, the public library, and easy access to the Winchester Bypass. A fantastic opportunity for comfortable living in Winchester!

  Joseph Miller Keller Williams Commonwealth

  860 Harkins Dr, Winchester, KY 40391
• 

  

  /39

  Est $264,433 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,183 Sq Ft

  217 E Washington St, Winchester, KY 40391

  217 E Washington St, Winchester, KY 40391
• 

  /2

  $15,000

  • Land
  • 0.48 Acre
  • $31,250 per Acre

  0 Lot 80 Ivy Ln, Wellington, KY 40387

  Looking for the perfect summer getaway or a smart investment? These beautifully situated lots just minutes from Cave Run Lake offer endless potential for developers, investors, and outdoor enthusiasts alike! Build your dream vacation rentals or Airbnb cabins Create a charming campground or glamping retreat Develop a private getaway or family compound Or simply invest in land that grows in value

  Dustin Williams RE/MAX Elite Lexington

  0 Lot 80 Ivy Ln, Wellington, KY 40387
• 

  

  /18

  $246,500 Sold May 16, 2025

  • 1,176 Sq Ft
  • $210/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1978

  6278 Irvine Rd, Winchester, KY 40391

  **Attention Investors, Homesteaders, and First-Time Home Buyers!** Seize this rare opportunity to own a charming 3 bedroom 1.5 bath Ranch Home tucked away on a stunning 13.9-acre property! Being sold ''as is''. Step inside to an inviting open-concept design featuring beautiful hardwood floors, stylishly updated bathrooms, and modern laminate flooring in the master bedroom. Don't let this hidden

  Angela Yonts EXP Realty, LLC

  6278 Irvine Rd, Winchester, KY 40391

Showing Results 521 - 560, Page 14 of 18