JEFF CASSERLY

YOUR CENTRAL OREGON BROKER

NAVIGATING CENTRAL OREGON REAL ESTATE

FLAG-CITY-MOONEY-Final2

After 40+ years as a broker, I know a truth that is impossible to deny: Experiences learned daily and face to face resolution of challenges (*and there are always challenges) lead to successful transactions and very happy clients. Anyone who has passed their RE license exam and paid their fees can qualify to manage a property listing or sale; and we all began our careers that way…. but is that enough for you; perhaps not?

When you list or sell a property you entrust the chosen broker with your future. When the dust settles, every penny earned through a closed transaction counts and your wellbeing may depend on the results. You know you would sleep better with a Proven local Professional on your side; a Broker who practices and has proven many times over a commitment to the rule of “Fiduciary Responsibility” to their clients. But who?

Allow me to tell you where I started and why I am worth a second look.
It all begins on the shores of Lake Michigan in the in the “Heart of the Fruit Belt” at the SW corner of that State. I was raised in a small town very similar to that of Central Oregon communities like Redmond or Prineville. I was an active and inquisitive youth with a parochial school education, plenty of sports, 11 years of Boy Scouting and an Eagle Scout rank; and my life was a continuous outside existence in summer and winter. I truly was the helpful neighborhood boy who could be relied upon.

At 18 years of age, I pulled up stakes and headed to California, joined the Marines, and spent some time in SE Asia (and other places) but always dreaming of Oregon. But first it was to Arizona, then back to California and finally in 2006 I discovered Central Oregon and my permanent spot in Crooked River Ranch. The Central Oregon community recognized something and opened its arms and said come join in.
With my previous history in business, construction, Community Service and as an active Real Estate Broker; CO turned out to be the perfect fit for my temperament, skills and knowledge; however with the welcome CO expected my integration and involvement into local community life.

Over my past 15+ year engagement in CO, and as a Redmond Rotarian, (including the Club Presidency), I’ve been involved in numerous local
support functions including Shots for Tots, our annual Daddy Daughter Dance, and the Deschutes County Fair ticket sales.
As a member Redmond VFW I have been the spearpoint of many Veterans support programs, spent 2 years as Post Commander, 3 years as House
Committee Chairman, and finally Director of an effort to bring the largest Traveling Vietnam Wall of Honor to Redmond in 2010.
Today as the Director of the Flag City USA Project I oversee and manage volunteer groups who place 1,800+/- US flags throughout the streets of Redmond at least 6 times per year with an occasional special public event or promotion project to increase awareness of our Nations Flag.

And with all these group activities, a good wife to care for, and a little ranch to maintain; I still do what I do best 5 -6 days a week: perform my duties as licensed Oregon Principal Broker which is Listing and Selling Residential, Land, and Commercial Central Oregon property.

Take a moment and Cruise through this web site, shop a little and dream a lot. All actively listed properties in our MLS area are here.
And never hesitate for request your homes current Comparative Property Market Analysis/Value Estimate.

Call or text your questions or comments and let’s discuss the market that we are in today, and where we may be headed.
So for questions about pricing or the market conditions, residential or commercial property, lease rates or land values; call, text or e-mail,
because this is what I’m continuously trained for and what I truly love to do…meet folks just like you. Central Oregon is the place to be and now it’s the only place for me.

Thanks for stopping by this site…I do look forward to meeting you. Let’s chat.

Jeff Casserly

Principal Broker, Licensed in the state of Oregon

Downtown | Redmond
622 NW Cedar Ave
Redmond, OR 97756

Featured Listings

210 matches found

$499,500
2444 SW 33rd Street, Redmond, OR 97756
View Photos (32)
Status: Pending
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1409
Year Built: 2001
Subdivision: Savannah Estates
Description: ***NEW ROOF installed February 2026.*** Eliminate home repair worries. Full...
Listing Office: Desert Sky Real Estate LLC
Last Updated: April - 14 - 2026
$299,500
864 SW 3rd Street, Madras, OR 97741
View Photos (8)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 1
Square Footage: 1308
Year Built: 1949
Subdivision: Nw Townsite
Description: Possibility at the right price... Sturdy and well maintained SFR. Older but...
Listing Office: Desert Sky Real Estate LLC
Last Updated: March - 31 - 2026
$349,900
553 SW 12th Street, Redmond, OR 97756
View Photos (2)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 1
Square Footage: 1215
Year Built: 1945
Subdivision: North Mountain View
Description: Closing out a family estate in the heart of Redmond. A large corner lot, 12...
Listing Office: Desert Sky Real Estate LLC
Last Updated: March - 26 - 2026
$850,000
3855 NW Montgomery Avenue, Redmond, OR 97756
View Photos (41)
Status: Pending
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1712
Year Built: 1997
Subdivision: West C Acres
Description: Looking for a hidden Country Home that's close to Redmond but just off the ...
Listing Office: Desert Sky Real Estate LLC
Last Updated: March - 19 - 2026
$189,900
0 SW Copley Rd, Powell Butte, OR 97753
View Photos (9)
Status: Closed
Property Type: Land
Subdivision: N/A
Description: Fantastic opportunity to build your new home on 5.04 acres in Powell Butte!...
Listing Office: JMA Properties LLC
Last Updated: March - 18 - 2026
$392,250
3746 SW Volcano Place, Redmond, OR 97756
View Photos (20)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1940
Year Built: 1994
Subdivision: Cascade View Estates
Description: Well maintained home in the established sought after neighborhood of Cascad...
Listing Office: Realty Net of Central Oregon
Last Updated: March - 16 - 2026
$350,000
3468 NE 29th Street, Redmond, OR 97756
View Photos (12)
Property Type: Land
Subdivision: Lake Park Estate
Description: PRIVACY WITH A VIEW.. Here's fenced acreage close to Redmond, An easy mix ...
Listing Office: Desert Sky Real Estate LLC
Last Updated: March - 04 - 2026
$360,000
7568 SW Nighthawk Lane, Terrebonne, OR 97760
View Photos (27)
Status: Closed
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 1
Square Footage: 960
Year Built: 1991
Subdivision: Crr 2
Description: Secluded home in a preferred and very private valley neighborhood. Close to...
Listing Office: Desert Sky Real Estate LLC
Last Updated: February - 10 - 2026
$417,000
494 NE Spruce Court, Redmond, OR 97756
View Photos (21)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1234
Year Built: 2010
Subdivision: Vista Dorado
Description: A corner lot on a short cul d' sac. A very comfortable well maintained home...
Listing Office: Desert Sky Real Estate LLC
Last Updated: February - 10 - 2026
$730,000
2428 SW Wickiup Court, Redmond, OR 97756
View Photos (9)
Status: Closed
Property Type: Residential Income
Square Footage: 3811
Year Built: 2002
Subdivision: N/A
Description: Fully rented triplex in SW Redmond. Each unit has 2 full bedrooms with addi...
Listing Office: Stellar Realty Northwest
Last Updated: February - 10 - 2026

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Information deemed reliable but not guaranteed.