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  • 432 Fairholme Way, Winchester, KY 40391
    1/42 42

    $ 394,000 1.5%

    $ 400,000

    4 Beds3 Baths2,325 SqFt

    432 Fairholme Way, Winchester, KY 40391

    Single Family Home

    Listed by Keller Williams Bluegrass Realty

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 895 Gay Evans Road, Winchester, KY 40391
    1/3 3

    $ 140,000 6.6%

    $ 149,900

    6.87 Acres

    895 Gay Evans Road, Winchester, KY 40391

    Vacant Land

    Listed by The Agency

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 121 East Lexington Avenue, Winchester, KY 40391
    1/61 61

    $ 165,000 17.5%

    $ 199,900

    2,864 SqFt

    121 East Lexington Avenue, Winchester, KY 40391

    Commercial

    Listed by Freedom Realty & Property Management

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 29 Manor Drive, Winchester, KY 40391
    1/28 28

    $ 363,000 5.3%

    $ 383,500

    3 Beds2 Baths2,148 SqFt

    29 Manor Drive, Winchester, KY 40391

    Single Family Home

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 308 West Hickman Street, Winchester, KY 40391
    1/54 54

    $ 350,000 4.1%

    $ 365,000

    5 Beds3 Baths2,681 SqFt

    308 West Hickman Street, Winchester, KY 40391

    Single Family Home

    Listed by The Agency

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 302 Ascot Circle, Winchester, KY 40391
    1/30 30

    $ 300,000 11.8%

    $ 340,000

    4 Beds3 Baths1,758 SqFt

    302 Ascot Circle, Winchester, KY 40391

    Single Family Home

    Listed by Keys To Kentucky Realty

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 193 Prescott Lane, Winchester, KY 40391
    1/32 32

    $ 283,000

    $ 283,000

    3 Beds3 Baths1,650 SqFt

    193 Prescott Lane, Winchester, KY 40391

    Single Family Home

    Listed by SimpliHOM

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 118 Bella Shae Way, Winchester, KY 40391
    1/54 54

    $ 1,546,482 61.7%

    $ 956,150

    4 Beds3 Baths3,220 SqFt

    118 Bella Shae Way, Winchester, KY 40391

    Single Family Home

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 125 Magnolia Street, Winchester, KY 40391
    1/35 35

    $ 185,000 2.1%

    $ 189,000

    3 Beds1 Bath1,251 SqFt

    125 Magnolia Street, Winchester, KY 40391

    Single Family Home

    Listed by Dream Maker Realty, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 1805 Fortune Drive, Winchester, KY 40391
    1/38 38

    $ 4,800,000

    $ 4,800,000

    57,050 SqFt

    1805 Fortune Drive, Winchester, KY 40391

    Commercial

    Listed by Block + Lot Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 42 Park Avenue, Winchester, KY 40391
    1/23 23

    $ 197,000 1.5%

    $ 199,900

    3 Beds2 Baths1,129 SqFt

    42 Park Avenue, Winchester, KY 40391

    Single Family Home

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 150 Privacy Lane, Winchester, KY 40391
    1/47 47

    $ 330,000 4.3%

    $ 345,000

    3 Beds3 Baths2,784 SqFt

    150 Privacy Lane, Winchester, KY 40391

    Single Family Home

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 44 Buckner Street, Winchester, KY 40391
    1/22 22

    $ 188,000 5.5%

    $ 199,000

    3 Beds1 Bath1,309 SqFt

    44 Buckner Street, Winchester, KY 40391

    Single Family Home

    Listed by Rector Hayden Realtors

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 231 West Broadway Street, Winchester, KY 40391
    1/6 6

    $ 20,000 20.0%

    $ 25,000

    3 Beds1 Bath1,150 SqFt

    231 West Broadway Street, Winchester, KY 40391

    Single Family Home

    Listed by WTC Realty LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 521 Lasalle Court, Winchester, KY 40391
    1/61 61

    $ 372,500 1.9%

    $ 379,900

    3 Beds3 Baths2,101 SqFt

    521 Lasalle Court, Winchester, KY 40391

    Single Family Home

    Listed by Coldwell Banker McMahan

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 129 Ashley Drive, Winchester, KY 40391
    1/33 33

    $ 270,000

    $ 270,000

    3 Beds3 Baths1,884 SqFt

    129 Ashley Drive, Winchester, KY 40391

    Single Family Home

    Listed by National Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 224 3rd Street, Winchester, KY 40391
    1/31 31

    $ 175,000

    $ 175,000

    2 Beds2 Baths962 SqFt

    224 3rd Street, Winchester, KY 40391

    Single Family Home

    Listed by Keller Williams Bluegrass Realty

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 725 Estes Drive, Winchester, KY 40391
    1/56 56

    $ 241,000

    $ 241,000

    3 Beds2 Baths2,160 SqFt

    725 Estes Drive, Winchester, KY 40391

    Single Family Home

    Listed by Bridgewater Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 2417 Old Boonesboro Road, Winchester, KY 40391
    1/9 9

    $ 240,000 10.8%

    $ 269,000

    3 Beds1 Bath1,732 SqFt

    2417 Old Boonesboro Road, Winchester, KY 40391

    Single Family Home

    Listed by Dream Maker Realty, LLC

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 235 Dubuy Drive Drive, Winchester, KY 40391
    1/20 20

    $ 243,000 1.2%

    $ 245,900

    3 Beds2 Baths1,540 SqFt

    235 Dubuy Drive Drive, Winchester, KY 40391

    Single Family Home

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 112 Quail Road, Winchester, KY 40391
    1/23 23

    $ 196,400 4.2%

    $ 205,000

    3 Beds2 Baths1,450 SqFt

    112 Quail Road, Winchester, KY 40391

    Townhouse

    Listed by Keller Williams Commonwealth

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 200 Bracken Court, Winchester, KY 40391
    1/32 32

    $ 230,000 3.8%

    $ 239,000

    3 Beds2 Baths1,252 SqFt

    200 Bracken Court, Winchester, KY 40391

    Single Family Home

    Listed by Bluegrass Sotheby's International Realty

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 291 Sundown Lane, Winchester, KY 40391
    1/63 63

    $ 616,000 0.2%

    $ 615,000

    4 Beds3 Baths2,356 SqFt

    291 Sundown Lane, Winchester, KY 40391

    Single Family Home

    Listed by Ro&Co Real Estate

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 240 Athens - Boonesboro Road, Winchester, KY 40391
    1/21 21

    $ 338,000 6.9%

    $ 363,000

    3 Beds2 Baths1,841 SqFt

    240 Athens - Boonesboro Road, Winchester, KY 40391

    Single Family Home

    Listed by C Roger Lewis Agency

    Imagine MLS / Bluegrass Association of REALTORS (LBAR)
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White (Transparent) (2)Untitled design (21)
      Home
      Buy
      1. Search Listings
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Realtor Lexington
      2. Realtor Nicholasville
      3. Realtor Georgetown
      4. Midway
      5. Realtor Versailles
      6. Realtor Richmond
      7. Realtor Winchester
      8. Harrodsburg
      9. Paris
      10. Lawrenceburg
      About
      1. About Us
      2. Contact Us
      3. About Our Lender
      Blogs
      Reviews
      Helpful Resources
      1. The Peaceful Move Guide
      2. The Home Buying Checklist
      3. The Home Selling Checklist
      4. 11 Budget-Friendly Home Updates
Maggie Wells

Maggie Wells License ID: 221726

+1(859) 402-4766 maggie@liveinkentuckyhomes.com

626 Kastle Rd, Lexington, Kentucky, 40502, USA

Design by Everett Marketing Agency

All loans subject to credit approval. Rates and fees subject to change.
In accordance with Section 326 of the USA PATRIOT Act of 2001, Ark-La-Tex Financial Services, LLC NMLS: 2143 is required to obtain a copy of the documents used in identifying our new account customers. This notice is being provided to you for adequate notice given under this act.

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Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
White (Transparent) (2)Untitled design (21)
      Home
      Buy
      1. Search Listings
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Realtor Lexington
      2. Realtor Nicholasville
      3. Realtor Georgetown
      4. Midway
      5. Realtor Versailles
      6. Realtor Richmond
      7. Realtor Winchester
      8. Harrodsburg
      9. Paris
      10. Lawrenceburg
      About
      1. About Us
      2. Contact Us
      3. About Our Lender
      Blogs
      Reviews
      Helpful Resources
      1. The Peaceful Move Guide
      2. The Home Buying Checklist
      3. The Home Selling Checklist
      4. 11 Budget-Friendly Home Updates
Maggie Wells

Maggie Wells License ID: 221726

+1(859) 402-4766 maggie@liveinkentuckyhomes.com

626 Kastle Rd, Lexington, Kentucky, 40502, USA

Design by Everett Marketing Agency

All loans subject to credit approval. Rates and fees subject to change.
In accordance with Section 326 of the USA PATRIOT Act of 2001, Ark-La-Tex Financial Services, LLC NMLS: 2143 is required to obtain a copy of the documents used in identifying our new account customers. This notice is being provided to you for adequate notice given under this act.

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.