Winchester, KY Homes

• 

  

  

  /22

  $265,000 Sold Aug 23, 2024

  • 1,400 Sq Ft
  • $189/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  759 Wayland Dr, Winchester, KY 40391

  Wonderful Brick Ranch with beautiful large yard. 2 car detached garage with side workshop. Storage bldg for lawn equipment. Generator is a bonus. Great location minutes from shopping, hospital and interstate. Same owner for 22 years. Sunroom w patio doors and screens. Plenty of room for entertaining or just relaxing, Great home for anyone! Showings begin at the Open house this Saturday August

  Michelle Riggs Waldron Properties, LLC

  759 Wayland Dr, Winchester, KY 40391
• 

  

  

  /53

  Est $489,020 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  148 Teal Ln, Winchester, KY 40391

  148 Teal Ln, Winchester, KY 40391
• 

  

  /2

  $100,000

  • Land
  • 0.37 Acre
  • $270,270 per Acre

  225 Jacob 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

  225 Jacob Ct, Winchester, KY 40391
• 

  

  

  /72

  $460,000 Sold Aug 05, 2024

  • 2,800 Sq Ft
  • $164/SF
  • 60 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  127 Hibiscus Ln, Winchester, KY 40391

  This new construction house will be completed soon and ready for you to move in and call home! From the moment you step inside, you'll find stunning features including 9 foot ceilings for an open and airy feel, with hardwood floors throughout. In the kitchen will be granite countertops with white cabinets including an island with bar top seating. New stainless appliances will complete the

  Josh Wood Freedom Realty & Property Mgt

  127 Hibiscus Ln, Winchester, KY 40391
• 

  

  

  /21

  Est $255,142 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  445 Chaucer Ct, Winchester, KY 40391

  445 Chaucer Ct, Winchester, KY 40391
• 

  /2

  $100,000

  • Land
  • 0.32 Acre
  • $312,500 per Acre

  111 Jacob 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

  111 Jacob Ct, Winchester, KY 40391
• 

  /2

  $180,000 Sold Jul 01, 2025

  • 2,250 Sq Ft
  • $80/SF

  • 4 Beds
  • 4 Baths
  • Built 1953

  23 Meadowbrook Dr, Winchester, KY 40391

  Location, Location, Location! Property sold as is.

  A. Rebecca Woods Woods Realty Group

  23 Meadowbrook Dr, Winchester, KY 40391
• 

  

  /32

  Est $258,889 Not Listed For Sale

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

  411 Wellington Way, Winchester, KY 40391

  411 Wellington Way, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.32 Acre
  • $343,750 per Acre

  115 Jacob 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

  115 Jacob Ct, Winchester, KY 40391
• 

  /2

  $286,000 Sold Jun 12, 2025

  • 2,394 Sq Ft
  • $119/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1998

  209 Locust Grove Rd, Winchester, KY 40391

  For comp purposes

  Lindsay Barsotti ERA Select Real Estate

  209 Locust Grove Rd, Winchester, KY 40391
• 

  

  /43

  Est $277,020 Not Listed For Sale

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

  218 Abbeywood Dr, Winchester, KY 40391

  218 Abbeywood Dr, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.27 Acre
  • $407,407 per Acre

  125 Jacob 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 Jacob Ct, Winchester, KY 40391
• 

  /2

  $165,000 Sold May 30, 2025

  • 1,200 Sq Ft
  • $138/SF

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  44 Heather Ln, Winchester, KY 40391

  COMP SALE

  Null Non-Member Non-Member Office

  44 Heather Ln, Winchester, KY 40391
• 

  

  /48

  Est $339,809 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  208 Abbeywood Dr, Winchester, KY 40391

  208 Abbeywood Dr, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.32 Acre
  • $343,750 per Acre

  135 Jacob 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

  135 Jacob Ct, Winchester, KY 40391
• 

  /2

  $401,500 Sold May 15, 2025

  • 2,000 Sq Ft
  • $201/SF

  • 3 Beds
  • 2 Baths
  • Built 1998

  108 Royal Oak Dr, Winchester, KY 40391

  FSBO For Comp Purposes Only ! High ceilings freshly painted home. Both bathrooms and kitchen remodeled in 2015. Roof replaced 2015.

  Null Non-Member Non-Member Office

  108 Royal Oak Dr, Winchester, KY 40391
• 

  

  /15

  Est $244,613 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  434 Wellington Way, Winchester, KY 40391

  434 Wellington Way, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.47 Acre
  • $234,043 per Acre

  139 Jacob 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

  139 Jacob Ct, Winchester, KY 40391
• 

  /2

  $195,000 Sold May 15, 2025

  • 1,822 Sq Ft
  • $107/SF

  • 4 Beds
  • 2 Baths
  • Built 1980

  105 Churchill Dr, Winchester, KY 40391

  comp purposes

  Null Non-Member Non-Member Office

  105 Churchill Dr, Winchester, KY 40391
• 

  

  /11

  Est $238,134 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,699 Sq Ft

  119 Sturbridge Ln, Winchester, KY 40391

  119 Sturbridge Ln, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.59 Acre
  • $186,441 per Acre

  255 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

  255 Duclair Dr, Winchester, KY 40391
• 

  /2

  $216,450 Sold Apr 30, 2025

  • 1,628 Sq Ft
  • $133/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  408 Paisley Ct, Winchester, KY 40391

  New Paint and Carpet.

  John Wilson Bluegrass Properties Group

  408 Paisley Ct, Winchester, KY 40391
• 

  

  /3

  Est $247,893 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  128 Sturbridge Ln, Winchester, KY 40391

  128 Sturbridge Ln, Winchester, KY 40391
• 

  /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
• 

  /2

  $201,000 Sold Apr 18, 2025

  • 960 Sq Ft
  • $209/SF

  • 2 Beds
  • 2 Baths
  • Built 1993

  203 Arbor Ct, Winchester, KY 40391

  Beautifully remodeled and updated cottage home! Gorgeous kitchen with white cabinets & new stainless steel appliances. Primary bedroom has attached bath with new fixtures & 5' shower. Main bath has all new fixtures including soaking tub. All new laminate flooring thru-out. Upgraded 200 amp electrical service, new heat pump, new shingles, new windows & more! Relax on your screened in porch

  Angie Conley Dixon Dixon Properties

  203 Arbor Ct, Winchester, KY 40391
• 

  

  /6

  Est $233,894 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 22,043 Sq Ft

  126 Sturbridge Ln, Winchester, KY 40391

  126 Sturbridge Ln, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.50 Acre
  • $220,000 per Acre

  260 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

  260 Duclair Dr, Winchester, KY 40391
• 

  /2

  $415,000 Sold Mar 03, 2025

  • 2,470 Sq Ft
  • $168/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths

  1480 White Turley Rd, Winchester, KY 40391

  Charming 3-bedroom, 2-bath home on 5 acres with beautiful views, featuring new flooring throughout. This property is full of life, with abundant wildlife and a variety of fruit-bearing trees, including 2 apple trees, 2 peach trees, 2 pear trees, a grapevine, blackberry bushes, and walnut trees. There's also a chicken coop, a goat enclosure, and a fenced yard, providing ample space for all your

  Hannah Porter DEE'S REAL ESTATE SERVICE

  1480 White Turley Rd, Winchester, KY 40391
• 

  

  /3

  Est $256,427 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft

  124 Sturbridge Ln, Winchester, KY 40391

  124 Sturbridge Ln, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.32 Acre
  • $343,750 per Acre

  250 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

  250 Duclair Dr, Winchester, KY 40391
• 

  /2

  $125,000 Sold May 23, 2025

  • Land
  • 1.01 Acres
  • $123,762 per Acre

  • 0 Days On Market

  265 Duclair Dr, Winchester, KY 40391

  John Wilson Bluegrass Properties Group

  265 Duclair Dr, Winchester, KY 40391
• 

  

  /4

  Est $240,206 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  122 Sturbridge Ln, Winchester, KY 40391

  122 Sturbridge Ln, Winchester, KY 40391
• 

  /2

  $110,000

  • Land
  • 0.34 Acre
  • $323,529 per Acre

  230 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

  230 Duclair Dr, Winchester, KY 40391
• 

  /2

  $260,000 Sold May 01, 2025

  • 2,766 Sq Ft
  • $94/SF

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  497 Goose Creek Rd, Winchester, KY 40391

  Shari Frasure Keller Williams Commonwealth

  497 Goose Creek Rd, Winchester, KY 40391
• 

  

  /19

  Est $227,591 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft

  120 Sturbridge Ln, Winchester, KY 40391

  120 Sturbridge Ln, Winchester, KY 40391
• 

  /2

  $110,000

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

  200 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

  200 Duclair Dr, Winchester, KY 40391
• 

  /2

  $4,360,000 Sold Jan 09, 2025

  • 1,330 Sq Ft
  • $3278/SF
  • 0 Days On Market

  • Built 2006

  1403 Westwood Dr, Winchester, KY 40391

  Wes Durrant Crye-Leike Executive Realty

  1403 Westwood Dr, Winchester, KY 40391
• 

  

  /3

  Est $237,675 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  116 Sturbridge Ln, Winchester, KY 40391

  116 Sturbridge Ln, Winchester, KY 40391
• 

  /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
• 

  

  /4

  Est $260,878 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft

  114 Sturbridge Ln, Winchester, KY 40391

  114 Sturbridge Ln, Winchester, KY 40391

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