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19100 Macalpine Loop, 
Bend, OR 97702

$8,750,000


5

Beds


8

Baths


9,971

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Betsey Leever Little

Cascade Hasson Sir

541-383-7600

Last updated:

May 25, 2026, 02:27 PM

MLS#

220219311

Source:

OR SOMLS

About This Home

19100 Macalpine Loop

Ten acres inside the gates of The Highlands at Broken Top, where Cascade mountain views frame every west-facing room & privacy is absolute. This estate was designed to host a life at full scale. A great room with vaulted timber beam ceilings & wood-burning fireplace opens to a main kitchen with onyx backlit backsplash & full prep kitchen. The main-level primary suite offers an infrared sauna, steam shower, fireplace, dual closets, & private patio, alongside three additional ensuite bedrooms, guest quarters, & a private office. The lower level adds a golf simulator, gym, and flex game room. Outside, a solar-heated saltwater pool & spa, outdoor kitchen, Alfa pizza oven, bocce court, gas firepits, & wood-burning fireplace with surround sound. The pool house with wet bar, batting cage, & pass-through bar connects to heated RV/shop. Kitchen garden, greenhouse, & basketball court complete the grounds. Phil's Trail at the gate. One of a kind private homesites in The Highlands.

Home Facts

Single Family

8 Baths

5 Bedrooms

Built in 2017

Price Summary

8,750,000

$877 per Sq. Ft.

MLS #:

220219311

Last Updated:

May 25, 2026, 02:27 PM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

8

Full Bathrooms:

6

Interior

Living Area:

9,971 Sq. Ft.


Structure

Structure

Architectural Style:

Northwest

Building Area:

9,971 Sq. Ft.

Year Built:

2017


Lot

Lot Size (Sq. Ft):

435,600


Finances & Disclosures

Finances

Price:

$8,750,000

Price per Sq. Ft:

$877 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.