3 bedroom homes for sale in Winchester, KY

2 days on Rocket

$3,146 Closing Credit¹

$264,900

3 beds • 2 baths

206 Moss Cir, Winchester, KY 40391

#25006760, Listing Office: Kentucky Dreams Realty

4 days on Rocket

$2,601 Closing Credit¹

$219,000

3 beds • 2.5 baths

410 Paisley Ct, Winchester, KY 40391

#25006555, Listing Office: Bluegrass Properties Group

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5 days on RocketBackup offers

$3,264 Closing Credit¹

$274,900

3 beds • 2 baths

136 Ashley Dr, Winchester, KY 40391

#25006525, Listing Office: Four Seasons Realty

5 days on Rocket

$3,324 Closing Credit¹

$279,900

3 beds • 2 baths

17 Euclid Ave, Winchester, KY 40391

#25006440, Listing Office: Thwaites Realtors LLC

7 days on Rocket

$1,603 Closing Credit¹

$135,000

3 beds • 1 bath

100 Dallas Aly, Winchester, KY 40391

#25006211, Listing Office: Rector Hayden Realtors

$2,611 Closing Credit¹

$219,900

3 beds • 1 bath

206 W Clark Dr, Winchester, KY 40391

#25006137, Listing Office: HomeFirst Real Estate

$3,313 Closing Credit¹

$279,000

3 beds • 2 baths

40 N Burns Ave, Winchester, KY 40391

#25006079, Listing Office: Berkshire Hathaway HomeServices Foster Realtors

Room to negotiate?

Median Sold Price

$238.8K

Avg. Sale Time

41 Days

Based on our March 2025 Market Report.

$8,609 Closing Credit¹

$725,000

3 beds • 4 baths

1775 Irvine Rd, Winchester, KY 40391

#25005803, Listing Office: Lifstyl Real Estate

$4,032 Closing Credit¹

$339,500

3 beds • 2 baths

360 N Middletown Rd, Winchester, KY 40391

#25005577, Listing Office: Keller Williams Commonwealth

$4,032 Closing Credit¹

$339,500

3 beds • 2 baths

374 N Middletown Rd, Winchester, KY 40391

#25005575, Listing Office: Keller Williams Commonwealth

$3,324 Closing Credit¹

$279,900

3 beds • 2.5 baths

707 Terry Dr, Winchester, KY 40391

#25005468, Listing Office: EXP Realty, LLC

$10,000 Closing Credit¹

$1,490,000

3 beds • 2.5 baths

700 Nick Ln, Winchester, KY 40391

#25005331, Listing Office: Dream Maker Realty, LLC

$2,428 Closing Credit¹

$204,500

3 beds • 1 bath

194 Spruce Ct, Winchester, KY 40391

#25005284, Listing Office: HomeFirst Real Estate

$3,918 Closing Credit¹

$329,900

3 beds • 2.5 baths

172 Buckingham Ln, Winchester, KY 40391

#25005236, Listing Office: Ensor Real Estate, LLC

Backup offersTour

$2,369 Closing Credit¹

$199,500

3 beds • 2.5 baths

445 Colby Ridge Blvd, Winchester, KY 40391

#25005200, Listing Office: FC Tucker Bluegrass

$4,144 Closing Credit¹

$349,000

3 beds • 2.5 baths

118 Sturbridge Ln, Winchester, KY 40391

#25005006, Listing Office: Woods Realty Group

$5,926 Closing Credit¹

$499,000

3 beds • 2 baths

430 Fairholme Way, Winchester, KY 40391

#25004995, Listing Office: Woods Realty Group

$1,603 Closing Credit¹

$135,000

3 beds • 1 bath

175 Magnolia St, Winchester, KY 40391

#25004989, Listing Office: Woods Realty Group

$2,838 Closing Credit¹

$239,000

3 beds • 2 baths

520 Barlow Dr, Winchester, KY 40391

#25004981, Listing Office: Coldwell Banker McMahan

$4,038 Closing Credit¹

$340,000

3 beds • 2.5 baths

113 Holiday Rd, Winchester, KY 40391

#25004977, Listing Office: Kentucky Residential Real Estate, LLC

$3,919 Closing Credit¹

$330,000

3 beds • 2 baths

43 Skylark Dr, Winchester, KY 40391

#25004932, Listing Office: The Brokerage

$3,384 Closing Credit¹

$285,000

3 beds • 2.5 baths

10 Upper St, Winchester, KY 40391

#25004895, Listing Office: Real Estate Appraisal Services

Backup offers

$2,577 Closing Credit¹

$217,000

3 beds • 2 baths

112 Central Ave, Winchester, KY 40391

#25004874, Listing Office: Tom Goebel & Company

$4,216 Closing Credit¹

$355,000

3 beds • 2.5 baths

1173 Lafayette Blvd, Winchester, KY 40391

#25004843, Listing Office: United Real Estate Bluegrass

Backup offers

$2,862 Closing Credit¹

$241,000

3 beds • 2 baths

725 Estes Dr, Winchester, KY 40391

#25004798, Listing Office: Bridgewater Real Estate

$3,086 Closing Credit¹

$259,900

3 beds • 1.5 baths

6278 Irvine Rd, Winchester, KY 40391

#25004380, Listing Office: EXP Realty, LLC

Backup offers

$3,301 Closing Credit¹

$278,000

3 beds • 2 baths

218 Bracken Ct, Winchester, KY 40391

#25004212, Listing Office: RE/MAX Elite Lexington

$3,283 Closing Credit¹

$276,500

3 beds • 2.5 baths

606 Laura Dr, Winchester, KY 40391

#25003870, Listing Office: The Local Agents

$2,611 Closing Credit¹

$219,900

3 beds • 2 baths

509 Hidden Hills Way, Winchester, KY 40391

#25003226, Listing Office: Freedom Realty & Property Management

$2,494 Closing Credit¹

$210,000

3 beds • 2 baths

128 Alabama St, Winchester, KY 40391

#25003988, Listing Office: Woods Realty Group

$2,850 Closing Credit¹

$240,000

3 beds • 2 baths

313 S Burns Ave, Winchester, KY 40391

#25003617, Listing Office: The Brokerage

Backup offers

$2,719 Closing Credit¹

$229,000

3 beds • 2 baths

13385 Ironworks Rd, Winchester, KY 40391

#25003728, Listing Office: The Agency

$2,173 Closing Credit¹

$183,000

3 beds • 2 baths

517 Hidden Hills Way, Winchester, KY 40391

#25003209, Listing Office: Bridgewater Real Estate

$3,147 Closing Credit¹

$265,000

3 beds • 2.5 baths

14 Calloway St, Winchester, KY 40391

#25003180, Listing Office: Marshall Lane Real Estate - Lexington

$2,761 Closing Credit¹

$232,500

3 beds • 2 baths

313 Vanover Way, Winchester, KY 40391

#25002510, Listing Office: eXp Realty, LLC

$2,849 Closing Credit¹

$239,900

3 beds • 2 baths

134 Boone Ave, Winchester, KY 40391

#25002848, Listing Office: CENTURY 21 Commonwealth Real Estate

Backup offers

$3,028 Closing Credit¹

$255,000

3 beds • 2 baths

305 Skylark Dr, Winchester, KY 40391

#25001826, Listing Office: RE/MAX Elite Realty

$4,394 Closing Credit¹

$370,000

3 beds • 1.5 baths

4074 Ironworks Rd, Winchester, KY 40391

#25001304, Listing Office: RE/MAX Creative, Winchester

$2,138 Closing Credit¹

$180,000

3 beds • 2 baths

205 Arbor Ct, Winchester, KY 40391

#25001221, Listing Office: Coldwell Banker McMahan

$9,488 Closing Credit¹

$799,000

3 beds • 3 baths

865 Sugar Ridge Rd, Winchester, KY 40391

#25000871, Listing Office: Century 21 Advantage Realty - Georgetown

Winchester, KY Real Estate Market Overview

Browse 59 3 bedroom homes for sale in Winchester, KY. View properties, photos, nearby real estate with school and housing market information. Between February 2025 and March 2025, Winchester, KY real estate market has seen increase in the number of listings by 29.4%. In March 2025 median list price was $238,833 and the average listing age was 41 days. While more than 3 listings in Winchester, KY in March 2025 were sold above asking price, there were more than 1 listings sold at asking price, and more than 12 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Winchester, KY

Elementary Schools

Conkwright Elementary School
360 Mount Sterling Rd
Public District KG-4
Shearer Elementary School
244 E Broadway St
Public District KG-4
Henry E. Baker Intermediate School
1645 Martin Luther King Jr Dr
Public District 5-6

Middle Schools

Robert D. Campbell Junior High School
620 Boone Ave
Public District 7-8

High Schools

Phoenix Academy
100 Vaught Rd
Public District 6-12

Data provided by Great Schools

3 bedroom homes for sale in Winchester, KY

Winchester, KY Real Estate Market Overview

What is it like to live in Winchester, KY

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