Maggie Wells Maggie Wells
  • Home
  • Buy
    1. Search Listings
    2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Homes for Sale 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
  • Register
  • Sign In
  • Agent Email
    maggie@liveinkentuckyhomes.com
  • Agent Phone
    +1(859) 402-4766
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Property Type
    Any
  • List
  • Mixed
  • Map
Winchester, KY
Map
2,045 Sold Properties

2,045 Sold Properties

The average price in the selected areas has remained stable. Learn more
  • Default
  • Most Recent
  • Price-Highest
  • Price-Lowest
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
4353 Boonesboro Road, Winchester, KY 40391
1/70

$424,900

$429,900

1.2%
4 Beds3 Baths2,952 SqFt

4353 Boonesboro Road, Winchester, KY 40391

Listed by United Real Estate Bluegrass

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
8 Howard Drive, Winchester, KY 40391
1/41

$267,000

$249,500

7.0%
3 Beds2 Baths1,408 SqFt

8 Howard Drive, Winchester, KY 40391

Listed by KY Shines Realtors

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
303 Abbeywood Drive, Winchester, KY 40391
1/40

$265,000

$265,000

3 Beds3 Baths10,678 Sqft Lot

303 Abbeywood Drive, Winchester, KY 40391

Listed by Keller Williams Bluegrass Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
336 Carolina Avenue, Winchester, KY 40391
1/35

$167,000

$170,000

1.8%
4 Beds2 Baths6,534 Sqft Lot

336 Carolina Avenue, Winchester, KY 40391

Listed by Keller Williams Commonwealth

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
103 Hampton Avenue, Winchester, KY 40391
1/36

$257,400

$275,000

6.4%
3 Beds3 Baths1,715 SqFt

103 Hampton Avenue, Winchester, KY 40391

Listed by Turf Town Properties

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
139 W Hickman Street, Winchester, KY 40391
1/27

$199,900

$199,900

3 Beds2 Baths1,348 SqFt

139 W Hickman Street, Winchester, KY 40391

Listed by ERA Select Real Estate

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
602 Laura Drive, Winchester, KY 40391
1/32

$285,000

$290,000

1.7%
3 Beds3 Baths1,690 SqFt

602 Laura Drive, Winchester, KY 40391

Listed by Real Broker, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
104 Caudill Drive, Winchester, KY 40391
1/38

$221,700

$239,900

7.6%
3 Beds1 Bath1,952 SqFt

104 Caudill Drive, Winchester, KY 40391

Listed by Mike Brown Real Estate & Auction Co, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
235 W Broadway Street, Winchester, KY 40391
1/26

$163,000

$169,900

4.1%
3 Beds1 Bath1,440 SqFt

235 W Broadway Street, Winchester, KY 40391

Listed by Tom Goebel & Company

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
602 Laura Drive, Winchester, KY 40391
1/37

$280,000

$290,000

3.4%
3 Beds3 Baths1,690 SqFt

602 Laura Drive, Winchester, KY 40391

Listed by RE/MAX Creative Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
130 Abbeywood Court, Winchester, KY 40391
1/41

$170,000

$190,000

10.5%
2 Beds3 Baths1,350 SqFt

130 Abbeywood Court, Winchester, KY 40391

Listed by Rector Hayden Realtors

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
61 Melbourne Street, Winchester, KY 40391
1/8

$15,000

$25,000

40.0%
0.1 Acres

61 Melbourne Street, Winchester, KY 40391

Listed by Guide Realty, Inc.

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
200 Madison Avenue, Winchester, KY 40391
1/32

$175,000

$179,000

2.2%
3 Beds2 Baths1,124 SqFt

200 Madison Avenue, Winchester, KY 40391

Listed by Tru Life Real Estate

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
1996 White Conkwright, Winchester, KY 40391
1/41

$310,000

$339,000

8.6%
2 Beds1 Bath1,055 SqFt

1996 White Conkwright, Winchester, KY 40391

Listed by United Real Estate Bluegrass

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
129 Lana Lane, Winchester, KY 40391
1/53

$439,000

$449,000

2.2%
4 Beds3 Baths2,844 SqFt

129 Lana Lane, Winchester, KY 40391

Listed by Keller Williams Bluegrass Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
115 College Street, Winchester, KY 40391
1/37

$295,000

$300,000

1.7%
3 Beds2 Baths1,839 SqFt

115 College Street, Winchester, KY 40391

Listed by Keller Williams Legacy Group

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
110 Albany Lane, Winchester, KY 40391
1/24

$252,500

$269,000

6.1%
3 Beds2 Baths1,306 SqFt

110 Albany Lane, Winchester, KY 40391

Listed by Kentucky Residential Real Estate, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
134 Hud Road, Winchester, KY 40391
1/7

$155,000

$155,000

0.43 Acres

134 Hud Road, Winchester, KY 40391

Listed by Kentucky Residential Real Estate, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
246 Geronimo Court, Winchester, KY 40391
1/15

$192,565

$210,000

8.3%
3 Beds2 Baths1,092 SqFt

246 Geronimo Court, Winchester, KY 40391

Listed by The Brokerage

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
122 LeAnn Lane, Winchester, KY 40391
1/37

$379,000

$379,000

4 Beds3 Baths2,587 SqFt

122 LeAnn Lane, Winchester, KY 40391

Listed by Tom Goebel & Company

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
145 Shanahan Lane, Winchester, KY 40391
1/103

$345,000

$349,900

1.4%
4 Beds3 Baths2,520 SqFt

145 Shanahan Lane, Winchester, KY 40391

Listed by Freedom Realty & Property Management

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
1953 Cabin Creek Road, Winchester, KY 40391
1/102

$525,000

$547,900

4.2%
6 Beds5 Baths3,846 SqFt

1953 Cabin Creek Road, Winchester, KY 40391

Listed by Freedom Realty & Property Management

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
359 Silverton Way, Winchester, KY 40391
1/31

$222,500

$225,000

1.1%
3 Beds2 Baths1,502 SqFt

359 Silverton Way, Winchester, KY 40391

Listed by Four Seasons Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
213 Hood Avenue, Winchester, KY 40391
1/37

$354,000

$361,000

1.9%
4 Beds3 Baths2,244 SqFt

213 Hood Avenue, Winchester, KY 40391

Listed by RE/MAX Elite Lexington

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 86
White (Transparent) (2)Untitled design (21)
      Home
      Buy
      1. Search Listings
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Homes for Sale 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

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 2026. 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. Homes for Sale 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

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 2026. 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.