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Jeffrey Michael Casserly

Jeffrey Michael Casserly
Real Estate Agent (Principal Broker)
Terrebonne OR

Principal Broker (OR: 200606059)

51 years experience

REALTOR® 4 Active Listings Serves Jefferson County, OR
View on Realtor.com

Contact Information

Brokerage
Desert Sky Real Estate Llc

Office Website
Office Address
7457 Sw Nighthawk Ln
Terrebonne, OR  97760
(Jefferson County)
Office Phone
541-504-9792
Office Fax
541-504-9796
Mobile
541-550-6656
Email
j***@****.net
Show Email for $5

Service Areas

Pronghorn: OR Bend: OR Deschutes River Woods: OR Seventh Mountain: OR Tetherow: OR Culver: OR Powell Butte: OR Prineville: OR Eagle Crest: OR Redmond: OR Terrebonne: OR Crooked River Ranch: OR Crooked River: OR

Jefferson County, OR Real Estate Market Analysis (Single Family Homes)

$637,874
Avg. Listing Price
From Jeffrey's portfolio
3.2 / 2.2
Avg. Beds/Baths
Typical property size
1,927 sf
Avg. Square Footage
Interior living space
207
Active Listings
Current inventory

Jefferson County, Oregon's real estate market presents a fascinating study in rural diversification and outdoor recreation demand. Located in the heart of Central Oregon, this expansive county encompasses everything from high desert ranches to recreational properties near the Cascade Mountains. The market has experienced notable shifts in recent years, driven by both pandemic-era migration patterns and the region's growing reputation as an outdoor enthusiast's paradise.

With 78 total actively licensed agents serving the county, the real estate landscape maintains a surprisingly intimate scale for such a geographically diverse area. What's particularly noteworthy is that all 78 agents maintain email contact information, reflecting a market that has fully embraced digital communication despite its rural character. This complete digital connectivity suggests a professional network that's well-equipped to handle both local transactions and the increasing number of out-of-state buyers discovering the region.

Major Jefferson County, Oregon Real Estate Markets

Madras serves as the county seat and primary commercial hub, driving much of the residential and commercial real estate activity. The city has seen increased interest from buyers seeking affordable alternatives to Bend and Redmond, while still maintaining access to Central Oregon's recreational amenities. Culver, though smaller, has emerged as a sought-after location for families and retirees drawn to its quiet atmosphere and proximity to Lake Billy Chinook.

The unincorporated areas of Jefferson County tell an equally compelling story, with ranch properties and recreational land commanding significant attention from investors and lifestyle buyers. Properties near the Crooked River and Deschutes River corridors have become particularly valuable, as have parcels offering mountain views or direct access to outdoor recreation areas. These rural markets often operate on longer transaction timelines but can involve substantially higher property values than traditional residential sales.

Market Dynamics and Geographic Complexity

Jefferson County's real estate market operates across multiple price points and property types, creating unique challenges for agents and buyers alike. Agricultural land, residential properties, recreational parcels, and commercial real estate often require specialized knowledge of water rights, land use regulations, and seasonal access considerations. The county's elevation changes and diverse microclimates mean that properties just miles apart can have dramatically different characteristics and values.

Seasonal fluctuations play a significant role in market dynamics, with spring and summer months typically seeing increased activity as out-of-area buyers can more easily access and evaluate rural properties. The market has also been influenced by Oregon's broader housing shortage, with Jefferson County increasingly viewed as an affordable option for those priced out of more expensive Central Oregon markets while still offering the region's lifestyle benefits.

Why Businesses Need Jefferson County, Oregon Agent Contact Data

Real estate service providers, from mortgage lenders to home inspectors, find Jefferson County's concentrated agent network particularly valuable for building professional relationships. With all 78 agents maintaining email contact, businesses can efficiently reach the entire professional community to promote services, share market updates, or coordinate referral partnerships. This is especially crucial in rural markets where professional networks tend to be tighter and word-of-mouth referrals carry more weight.

Technology companies, marketing firms, and financial services providers also benefit from direct agent access in this market, as Jefferson County's agents often serve diverse property types requiring specialized tools and services. The county's growing appeal to out-of-state buyers means agents frequently need resources for virtual showings, remote transaction management, and digital marketing services that can showcase the area's unique recreational and lifestyle advantages to distant buyers.

Current Property Listings

As of 2/17/2026, Jeffrey Casserly has 4 properties for sale in Terrebonne and surrounding areas.

$850,000

Listed 2025-11-19

3855 NW Montgomery Ave
Redmond, OR  97756

Beds: 2.0
Baths: 2.0
Sq Ft: 1,712
Lot: 218,236 sf
Single Family Map
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$499,500

Listed 2024-10-22

2444 SW 33rd St
Redmond, OR  97756

Beds: 3.0
Baths: 2.0
Sq Ft: 1,409
Lot: 9,148 sf
Single Family Map
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$350,000

Listed 2024-07-19

3468 NE 29th St
Redmond, OR  97756

Beds:
Baths:
Sq Ft:
Lot: 251,341 sf
Land Map
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$750,000

Listed 2025-09-03

6248 SW Mesa Way
Redmond, OR  97756

Beds: 3.0
Baths: 2.0
Sq Ft: 1,800
Lot: 125,017 sf
Mobile Map
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Current Property Rentals

Jeffrey Casserly currently has no rental properties available in Terrebonne and surrounding areas. Check back later.