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69440 Crooked Horseshoe, 
Sisters, OR 97759

$1,995,000

4

Beds

3

Baths

4,016

Sq Ft

Single Family

Virtual Tour

Active

Listed by

Thomas Arends

, 

Phil Arends

Ponderosa Properties

541-549-2002

Last updated:

December 18, 2025, 03:46 PM

MLS#

220211511

Source:

OR SOMLS

About This Home

69440 Crooked Horseshoe

Beautiful log home on 5.62 private acres just minutes from downtown Sisters and public lands. Enjoy manicured landscaping surrounded by ponderosa pines and aspens. A covered porch welcomes you to a four-bedroom home featuring an open floor plan with a 30' vaulted great room, soaring windows, and a floor-to-ceiling stone fireplace showcasing warmth and craftsmanship. The updated entertainer's kitchen opens to a wrap-around cedar deck with a hot tub and private sitting areas. Upstairs offers a loft/sitting area, spacious primary suite, two bedrooms, and a full bath. The finished 1,152 sq ft basement includes a family room and storage. Two large garages, a professional woodworking shop, heated tack room, and loafing sheds complete this remarkable estate—perfect for horse enthusiasts and those seeking privacy with luxury.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1995

Price Summary

1,995,000

$496 per Sq. Ft.

MLS #:

220211511

Last Updated:

December 18, 2025, 03:46 PM

Added:

2 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

4,016 Sq. Ft.

Structure

Structure

Architectural Style:

Log, Northwest

Building Area:

4,016 Sq. Ft.

Year Built:

1995

Lot

Lot Size (Sq. Ft):

244,807

Finances & Disclosures

Finances

Price:

$1,995,000

Price per Sq. Ft:

$496 per Sq. Ft.

Source:OR SOMLS
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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.