Winchester

Find a real estate agent in 6 easy steps

Share your situation without sharing personal details, and we'll find the right real estate agent to help you.

Find Me An Agent

Real Estate & Property for Sale in Winchester

Showing 547 - 567 of 8401 properties

Sort by

Show more detail >

SoldMay 12, 2026

$300,000

1824 Russell Cave Road

Lexington-Fayette KY 40505

3

2

2

Single-Family

Listing courtesy of Bluegrass Sotheby's International Realty and Team Pannell Real Estate

5

SoldMay 12, 2026

$70,000

Lot 8/3064 Trophy Lane

Richmond KY 40475

Land

Listing courtesy of ERA Select Real Estate

Show more detail >

SoldMay 12, 2026

$163,000

B/406 Darby Creek Road

Lexington-Fayette KY 40509

2

2

Townhouse

Listing courtesy of United Real Estate Lexington and Louie Su Realty LLC

Show more detail >

SoldMay 12, 2026

$340,000

1270 Sewell Shop Road

Winchester KY 40391

5

2

Single-Family

Listing courtesy of Keller Williams Legacy Group and The Brokerage

Ben Smith-Gulley

SoldMay 12, 2026

$381,423

821 Halford Place

Lexington-Fayette KY 40511

4

3

2

Single-Family

Listing courtesy of Christie's International Real Estate Bluegrass

Dawn Severt

5

Show more detail >

For Sale

$325,000

1517 Kelly Circle

Lexington-Fayette KY 40517

3

3

2

Single-Family

Listing courtesy of Kassie & Associates

Delma Peercy

Show more detail >

For Sale

$849,900

334 Adams Hill Drive

Richmond KY 40475

3

3

6

Single-Family

Listing courtesy of Realtors of Kentucky

Michelle Blackburn

5

Show more detail >

Pending

$350,000

274 Greenway Drive

Winchester KY 40391

4

2

5

Single-Family

Listing courtesy of RE/MAX Creative, Winchester

Jennifer Hukill

Show more detail >

Pending

$230,000

86 Brink Avenue

Winchester KY 40391

3

2

Single-Family

Listing courtesy of RE/MAX Elite Lexington

Dawn Severt

5

Show more detail >

For Sale

$449,900

138 Lackawanna Rd

Lexington-Fayette KY 40503

3

2

1

Single-Family

Listing courtesy of Kassie & Associates

Colby Davis

5

Show more detail >

Pending

$239,900

43/3441 Laredo Drive

Lexington-Fayette KY 40517

3

3

Townhouse

Listing courtesy of ERA Select Real Estate

Mike Morrison

Show more detail >

For Sale

$5,900,000

6166 Greenwich Pike

Lexington-Fayette KY 40511

5

3

1

Rural

Listing courtesy of Bluegrass Sotheby's International Realty

Tanya M M Miller

Show more detail >

For Sale

$283,800

1025 Albert Lane

Lexington-Fayette KY 40514

3

2

2

Single-Family

Listing courtesy of Bluegrass Auction, Appraisal & Realtly, LLC

Jack Woodruff

Show more detail >

Pending

$369,900

4729 Pompano Lane

Lexington-Fayette KY 40515

3

2

2

Single-Family

Listing courtesy of Woodruff Properties, LLC

Carla Treadway

Show more detail >

For Sale

$394,900

2380 Merluna Dr

Lexington-Fayette KY 40511

3

3

2

Single-Family

Listing courtesy of Keller Williams Legacy Group

Brandon L Hedinger

Show more detail >

Pending

$310,000

796 Harrison Terrace

Lexington-Fayette KY 40505

3

3

1

Single-Family

Listing courtesy of KELLER WILLIAMS BLUEGRASS REALTY

Keenan Wiley

Show more detail >

For Sale

$550,000

128 Labell Drive

Richmond KY 40475

4

3

2

Single-Family

Listing courtesy of TURF TOWN PROPERTIES, INC

5

Show more detail >

Pending

$375,000

178 Old Post Rd

4

3

2

Single-Family

Listing courtesy of Weesner Properties, Inc.

Teresa Parks-Crumbie

Show more detail >

Pending

$569,000

1384 Saddle Club Way

Lexington-Fayette KY 40504

4

4

2

Single-Family

Listing courtesy of Christie's International Real Estate Bluegrass

Whitney Pannell

Show more detail >

For Sale

$899,000

233 Ellerslie Park Blvd

Lexington-Fayette KY 40515

5

5

2

Single-Family

Listing courtesy of Team Pannell Real Estate

Roni Porter

Show more detail >

Pending

$186,000

7/401 Redding Road

Lexington-Fayette KY 40517

2

2

Condo

Listing courtesy of RE/MAX Creative Realty

547 - 567 of 8,401

Suburbs in Winchester

View nearby Cities

Sales:: (619) 566-0008

Quick Links

© 2026 RateMyAgent

Terms & Conditions