Homes in ZIP Code 40391

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  /45

  $429,900 New Construction

  • 3 - 5 Beds
  • 2.5 - 4.5 Baths
  • 2,722 Sq Ft

  Eleanor Plan at Boone's Crossing, Winchester, KY 40391

  Experience elevated living with the Eleanor floor plan, a thoughtfully designed new construction home available through one of the most trusted home builders in Central Kentucky. Created for today’s buyers seeking flexibility, luxury, and energy efficiency, the Eleanor blends timeless design with modern functionality for families looking for new construction homes in Lexington KY and surrounding

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824255, Winchester, KY 40391
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  /14

  $850 Per Month

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • 2 Bedroom, 2 Bath Mobile Home in Yorktowne, Winchester!

  210 Cr-1327, Winchester, KY 40391

  Come check out this 2 bedroom, 2 bath mobile home in Yorktowne! Well maintained & clean. Private driveway, in unit laundry, large kitchen & living room area, storage shed and more! Residents Pay Electric & Reimburse Landlord for Water Usage each month. $775/month, $775 DepositUp to 2 Small Dogs Permitted with additional fees.

  210 Cr-1327, Winchester, KY 40391
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  /70

  $424,900 Sold Jun 02, 2025

  4353 Boonesboro Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 2,952 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $144/SF
  • 5 Days On Market

  Last Listing Agent M Gail Cleaver United Real Estate Bluegrass

  4353 Boonesboro Rd, Winchester, KY 40391
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  /101

  Est $369,642 Not Listed For Sale

  3642 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1953

  3642 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 121 Days On Market

  • Last Sold Price $365,000
  • Oct 06, 2023

  Last Listing Agent Maggie Napier Napier Realtors
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  /92

  $1,650,000

  • 8 Beds
  • 9 Baths
  • 10,825 Sq Ft

  131 Wells Rd, Mount Sterling, KY 40353

  Less than 30 minutes from Lexington or 45 minutes from Keeneland, this 35-acre Clark County private sanctuary of Glass, Wood and Water is designed for flexibility, privacy, accessibility, multigenerational living and indoor-outdoor synergy. The home's crown jewel is a 1,200 sq. ft. four-season ***ATRIUM*** encircled by nearly every living space. Featuring a retractable ceiling, a cascading

  Terra Long Keller Williams Commonwealth

  131 Wells Rd, Mount Sterling, KY 40353
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  /35

  $265,000 Sold Jun 18, 2025

  606 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $118/SF
  • 82 Days On Market

  Current Estimated Value $273,021

  Last Listing Agent Bradley Morgan The Local Agents

  606 Laura Dr, Winchester, KY 40391
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  /16

  Est $237,000 Not Listed For Sale

  4523 Trapp Goffs Corner Rd, Winchester, KY 40391

  • Studio
  • 1,271 Sq Ft
  • Built 1974

  4523 Trapp Goffs Corner Rd, Winchester, KY 40391

  Last Sold Summary

  • 111% Above List Price
  • $89/SF
  • 178 Days On Market

  • Last Sold Price $112,500
  • Dec 07, 2023

  Last Listing Agent Whitney Ensor Ensor Real Estate, LLC
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  /60

  $257,000

  • 3 Beds
  • 1 Bath
  • 1,273 Sq Ft

  119 Tower Ln, Winchester, KY 40391

  A rare and refined retreat set on five unrestricted acres in Winchester. Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh designer paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The

  Shawna Wever Wever Realty LLC

  119 Tower Ln, Winchester, KY 40391
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  /21

  $175,000 Sold Nov 18, 2025

  612 Boone Ave, Winchester, KY 40391

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $139/SF
  • 13 Days On Market

  Current Estimated Value $195,940

  Last Listing Agent Garnett Davis Tom Goebel & Company

  612 Boone Ave, Winchester, KY 40391
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  /66

  Est $632,812 Not Listed For Sale

  5078 Trapp Goffs Corner Rd, Winchester, KY 40391

  • 5 Beds
  • 4.5 Baths
  • 4,479 Sq Ft
  • Built 1992

  5078 Trapp Goffs Corner Rd, Winchester, KY 40391

  Last Sold Summary

  • 23% Above List Price
  • $115/SF
  • 5 Days On Market

  • Last Sold Price $516,000
  • May 23, 2023

  Last Listing Agent Wayne Sewell The Agency
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  /35

  $360,900 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,828 Sq Ft

  Grace Plan at Boone's Crossing, Winchester, KY 40391

  Discover the Grace floor plan, a thoughtfully designed new construction home that blends open-concept living with private, comfortable bedroom spaces. Built by one of the leading home builders in Central Kentucky, the Grace is a perfect fit for buyers searching for new construction homes in Lexington KY and nearby communities who want flexibility, style, and energy efficiency.From the moment you

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824257, Winchester, KY 40391
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  /24

  $277,500 Sold Aug 21, 2025

  10 Howard Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Below List Price
  • $175/SF
  • 0 Days On Market

  Current Estimated Value $281,399

  Last Listing Agent Holly Goeing The Agency

  10 Howard Dr, Winchester, KY 40391
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  /40

  Est $381,761 Not Listed For Sale

  409 Kiddville Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,840 Sq Ft
  • Built 1971

  409 Kiddville Rd, Winchester, KY 40391

  Last Sold Summary

  • 9% Above List Price
  • $123/SF
  • 1 Day On Market

  • Last Sold Price $350,000
  • Mar 07, 2025

  Last Listing Agent Natalie Avant Berkshire Hathaway HomeServices Foster Realtors
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  /31

  $320,000

  • 5 Beds
  • 3 Baths
  • 2,624 Sq Ft

  28 Churchill Dr, Winchester, KY 40391

  ***Motivated Sellers*** Beautifully updated ranch on a new, fully finished walk out basement. 5 bedrooms, 2 being primary suites, one on the main level and one in the basement. This house is perfect for multigenerational living. New paint, floors, back splash, kitchen cabinets and granite counter tops. The fully finished basement has a newly added primary bedroom and bath. The updated bathroom

  Libby VanMeter Marshall Lane Real Estate - Lexington

  28 Churchill Dr, Winchester, KY 40391
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  /14

  $320,000 Sold Oct 17, 2025

  3431 Colby Rd, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 5,237 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $61/SF
  • 7 Days On Market

  Current Estimated Value $331,921

  Last Listing Agent Holly Goeing The Agency

  3431 Colby Rd, Winchester, KY 40391
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  /39

  Est $415,050 Not Listed For Sale

  900 Vienna Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft
  • Built 2005

  900 Vienna Rd, Winchester, KY 40391

  Last Sold Summary

  • 5% Above List Price
  • $170/SF
  • 0 Days On Market

  • Last Sold Price $394,500
  • Jun 25, 2024

  Last Listing Agent Devin Ramsey Berkshire Hathaway HomeServices Foster Realtors
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  /46

  $347,900 New Construction

  • 3 - 6 Beds
  • 2 - 4 Baths
  • 1,580 Sq Ft

  Martha Plan at Boone's Crossing, Winchester, KY 40391

  The Martha floor plan is your canvas for creating a home that perfectly fits your lifestyle, offering unmatched flexibility, thoughtful design, and timeless appeal. Built by one of the leading home builders in Central Kentucky, the Martha is an excellent choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want space that adapts to how they

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824258, Winchester, KY 40391
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  /41

  $265,000 Sold Nov 12, 2025

  130 Village Ct, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $133/SF
  • 4 Days On Market

  Current Estimated Value $270,161

  Last Listing Agent Joyce Ratliff Tom Goebel & Company

  130 Village Ct, Winchester, KY 40391
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  /23

  Est $703,919 Not Listed For Sale

  1275 Old Log Lick Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1982

  1275 Old Log Lick Rd, Winchester, KY 40391

  Last Sold Summary

  • 5% Below List Price
  • $532/SF
  • 474 Days On Market

  • Last Sold Price $740,000
  • Oct 18, 2024

  Last Listing Agent John Wilson Bluegrass Properties Group
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  /28

  $363,900 New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,100 Sq Ft

  Elizabeth Plan at Boone's Crossing, Winchester, KY 40391

  Experience the Elizabeth floor plan, a beautifully crafted new construction home designed for families who value open-concept living, thoughtful organization, and flexible bedroom space. Offered by one of the most trusted home builders in Central Kentucky, the Elizabeth is a standout option for buyers searching for new construction homes in Lexington KY and surrounding communities.From the moment

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824250, Winchester, KY 40391
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  /37

  $207,000 Sold May 23, 2025

  632 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1974

  Last Sold Summary

  • $185/SF
  • 41 Days On Market

  Current Estimated Value $221,836

  Last Listing Agent Dale Hatton Dream Maker Realty, LLC

  632 Laura Dr, Winchester, KY 40391
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  /43

  Est $277,855 Not Listed For Sale

  2270 Mina Station Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1971

  2270 Mina Station Rd, Winchester, KY 40391

  Last Sold Summary

  • 32% Above List Price
  • $155/SF
  • 72 Days On Market

  • Last Sold Price $210,000
  • Jan 19, 2024

  Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC
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  /85

  $397,900 New Construction

  • 3 - 5 Beds
  • 2.5 - 4.5 Baths
  • 2,263 Sq Ft

  Abigail Plan at Boone's Crossing, Winchester, KY 40391

  Step into the award-winning Abigail floor plan, a standout choice for buyers searching for new construction homes in Lexington, KY and Central Kentucky. Designed with today’s lifestyle in mind, this home offers the perfect blend of flexible floor plans, energy efficiency, and modern comfort—everything you expect from a trusted home builder in Lexington, KY.From the moment you arrive, the Abigail

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824251, Winchester, KY 40391
• 

  

  /31

  $231,000 Sold Jun 30, 2025

  619 Laura Dr, Winchester, KY 40391

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1980

  Last Sold Summary

  • $165/SF
  • 17 Days On Market

  Current Estimated Value $239,448

  Last Listing Agent Kevin Bradley KB Realty Group

  619 Laura Dr, Winchester, KY 40391
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  /42

  Est $339,913 Not Listed For Sale

  920 Log Lick Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1998

  920 Log Lick Rd, Winchester, KY 40391

  Last Sold Summary

  • 13% Below List Price
  • $260/SF
  • 30 Days On Market

  • Last Sold Price $389,900
  • Jul 21, 2023

  Last Listing Agent Angela Stamper RE/MAX
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  /52

  $369,900 New Construction

  • 3 - 6 Beds
  • 2 Baths
  • 1,770 Sq Ft

  Barbara Plan at Boone's Crossing, Winchester, KY 40391

  Experience the true essence of homecoming with the Barbara floor plan, a beautifully designed new construction home available through one of the most trusted home builders in Central Kentucky. Thoughtfully crafted for modern living, this plan blends timeless exterior charm with a warm, open interior designed for comfort, flexibility, and everyday functionality.Step onto the inviting covered front

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824253, Winchester, KY 40391
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  /64

  $929,000 Sold Sep 05, 2025

  1110 Craig Crossing, Winchester, KY 40391

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $348/SF
  • 23 Days On Market

  Current Estimated Value $797,299

  Last Listing Agent Michael Hilario The Agency

  1110 Craig Crossing, Winchester, KY 40391
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  /70

  Est $520,390 Not Listed For Sale

  519 Right Angle Rd, Winchester, KY 40391

  • 6 Beds
  • 3 Baths
  • 3,712 Sq Ft
  • Built 2000

  519 Right Angle Rd, Winchester, KY 40391

  Last Sold Summary

  • 2% Below List Price
  • $143/SF
  • 186 Days On Market

  • Last Sold Price $530,000
  • Jan 08, 2024

  Last Listing Agent The Prather Team - Michael Prather Keller Williams Bluegrass Realty
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  /47

  $427,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  20 Edgewood Dr, Winchester, KY 40391

  Welcome to this beautiful brick ranch on a basement in Hampton Manor. The double front doors open into a large entry way where you will find a living room with large windows allowing for great lighting. The dining room has a fireplace and exposed beams. The kitchen features updated appliances and granite counter tops with an island and a pantry. The sink overlooks the back yard that backs up to a

  Libby VanMeter Marshall Lane Real Estate - Lexington

  20 Edgewood Dr, Winchester, KY 40391
• 

  

  /35

  $285,000 Sold May 01, 2026

  192 Prescott Ln, Winchester, KY 40391

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 1 Day On Market

  Current Estimated Value $273,511

  Last Listing Agent Joy Murphy United Real Estate Bluegrass

  192 Prescott Ln, Winchester, KY 40391
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  /69

  Est $363,247 Not Listed For Sale

  3975 Wills Rupard Rd, Winchester, KY 40391

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft
  • Built 1986

  3975 Wills Rupard Rd, Winchester, KY 40391

  Last Sold Summary

  • 12% Above List Price
  • $108/SF
  • 218 Days On Market

  • Last Sold Price $325,000
  • Oct 06, 2023

  Last Listing Agent Tonya Morrow KY Local
• 

  

  /41

  $343,900 New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 1,424 Sq Ft

  Lucy Plan at Boone's Crossing, Winchester, KY 40391

  Experience the Lucy floor plan, a versatile and thoughtfully designed new construction home that gives every member of the family the space they need to live, work, and thrive. Built by one of the most trusted home builders in Central Kentucky, the Lucy is a top choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want flexibility, comfort, and

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824256, Winchester, KY 40391
• 

  

  /21

  $207,000 Sold May 12, 2025

  513 Acadia Way, Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $154/SF
  • 35 Days On Market

  Current Estimated Value $225,304

  Last Listing Agent Tyler I Back The Brokerage

  513 Acadia Way, Winchester, KY 40391
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  /61

  Est $424,654 Not Listed For Sale

  2601 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,435 Sq Ft
  • Built 2002

  2601 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 8% Above List Price
  • $162/SF
  • 32 Days On Market

  • Last Sold Price $394,000
  • Oct 31, 2023

  Last Listing Agent Morton Trimble HomeFirst Real Estate
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  /37

  $378,900 New Construction

  • 3 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,098 Sq Ft

  Nancy Plan at Boone's Crossing, Winchester, KY 40391

  Experience the Nancy floor plan, a masterfully designed two-story new construction home that blends smart functionality with open-concept living. Built by one of the most trusted home builders in Central Kentucky, the Nancy is an ideal choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want style, flexibility, and efficient use of space.From the

  James Monroe Homes Builder

  2070 Boonesboro Rd Unit 39824252, Winchester, KY 40391
• 

  

  /19

  $288,500 Sold Feb 24, 2026

  729 Wayland Dr, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $147/SF
  • 92 Days On Market

  Current Estimated Value $284,917

  Last Listing Agent Brittany Beer EXP Realty, LLC

  729 Wayland Dr, Winchester, KY 40391
• 

  

  /45

  Est $330,373 Not Listed For Sale

  1600 Crowe Ridge Rd, Winchester, KY 40391

  • 3 Beds
  • 2 Baths
  • 2,846 Sq Ft
  • Built 2012

  1600 Crowe Ridge Rd, Winchester, KY 40391

  Last Sold Summary

  • 10% Above List Price
  • $105/SF
  • 147 Days On Market

  • Last Sold Price $300,000
  • Aug 04, 2023

  Last Listing Agent Joyce Ratliff Tom Goebel & Company
• 

  

  /18

  $260,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  280 Pine Ridge Rd, Winchester, KY 40391

  Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or reimagine the space to fit your needs — the possibilities

  Derek Blankenship Keller Williams Commonwealth

  280 Pine Ridge Rd, Winchester, KY 40391
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  /14

  $125,000 Sold Apr 01, 2026

  464 Ecton Rd, Winchester, KY 40391

  • Land
  • 1.03 Acres
  • $121,359 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 3 Days On Market

  Current Estimated Value $169,888

  Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

  464 Ecton Rd, Winchester, KY 40391
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  /56

  Est $688,702 Not Listed For Sale

  9953 Ironworks Rd, Winchester, KY 40391

  • 6 Beds
  • 2.5 Baths
  • 3,800 Sq Ft
  • Built 2003

  9953 Ironworks Rd, Winchester, KY 40391

  Last Sold Summary

  • 6% Above List Price
  • $171/SF
  • 7 Days On Market

  • Last Sold Price $650,000
  • Jun 21, 2024

  Last Listing Agent Tara Smith Keller Williams Commonwealth

Showing Results 41 - 80, Page 2 of 18