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1508 Winchester Drive, 
Pleasant Hill, MO 64080

$495,000

4

Beds

4

Baths

4,294

Sq Ft

Single Family

Active

Listed by

Jody Shewmaker

Reecenichols Shewmaker

816-540-5555

Last updated:

May 15, 2026, 07:47 PM

MLS#

2618421

Source:

MOKS HL

About This Home

1508 Winchester Drive

Calling all nature lovers, sports enthusiasts, bird watchers, and chefs—this home truly has something for everyone! Nestled on a large, treed lot backing to wooded greenspace, you’ll enjoy peaceful views, abundant wildlife, and a private, scenic setting. The expansive kitchen is designed to impress, offering generous space for both the chef and sous chef—perfect for entertaining or everyday living. For recreation and fun, the property features a 14x85 batting cage with 3 golf chipping areas and 2 putting holes. There is also a 16x25 rec room addition complete with a golf simulator. The main-level owner’s suite provides large bedroom with pampering bath complete with a enlarged tub with jacuzzi jets, while the upper-level private suite with full bath is ideal for guests or a quiet in-home office. The walkout lower level includes two additional bedrooms, a spacious living area, and a third full bath—perfect for extended stays (your guests may never want to leave!).

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1999

Price Summary

495,000

$115 per Sq. Ft.

MLS #:

2618421

Last Updated:

May 15, 2026, 07:47 PM

Added:

12 day(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

4,294 Sq. Ft.

Structure

Structure

Architectural Style:

1.5 Stories, Reverse 1.5 Story

Building Area:

4,294 Sq. Ft.

Year Built:

1999

Lot

Lot Size (Sq. Ft):

Finances & Disclosures

Finances

Price:

$495,000

Price per Sq. Ft:

$115 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.