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PRINEVILLE

One of the most popular communities provided by Christy Symons

PRINEVILLE

About PRINEVILLE

Discover Prineville, Oregon

Welcome to Prineville, Oregon—a welcoming community nestled in the heart of Central Oregon. Known for its rich history and vibrant outdoor lifestyle, Prineville is a hidden gem worth exploring.

Prineville is the oldest city in Central Oregon and serves as the county seat for Crook County. With a blend of small-town charm and easy access to natural wonders, Prineville offers something for residents and visitors alike.

Location

  • Region: Central Oregon
  • Population: Approximately 11,500
  • Proximity: About 35 miles northeast of Bend, Oregon

History & Culture

  • Founded in 1868
  • Historic downtown lined with 19th-century buildings
  • Notable for its connection to the Oregon Trail and early pioneer heritage
  • Home to the A.R. Bowman Museum, preserving local history

Outdoor Adventure

Prineville is an ideal destination for outdoor enthusiasts. Enjoy:

  • Ochoco National Forest: Hiking, mountain biking, wildlife viewing
  • Prineville Reservoir State Park: Boating, fishing, camping
  • Smith Rock State Park: World-famous rock climbing and scenic views
  • Miles of trails for horseback riding and off-road adventures

Local Economy

  • Historically based on timber and ranching
  • Recent growth in tech industries (notably Facebook and Apple data centers)
  • Supportive business community and vibrant local shops

Community Life

  • Friendly, close-knit neighborhoods
  • Excellent schools and a range of community events
  • Crook County Fair, farmers’ markets, and lively seasonal festivals

Living in Prineville

Pros:

  • Affordable housing compared to other Central Oregon cities
  • Plenty of year-round recreation
  • Low crime rate
  • Strong sense of community

Cons:

  • Limited nightlife
  • Smaller range of dining and shopping options

Get to Know Prineville

Whether you’re drawn to historic streets or the call of the wild, Prineville invites you to discover its unique blend of Western heritage, friendly faces, and endless possibilities under Oregon’s wide-open skies.

One of the most popular communities provided by Christy Symons
339
# of Listings
3
Avg # of Bedrooms
$572
Avg. $ / Sq.Ft.
$538,696
Med. List Price

Browse PRINEVILLE Real Estate Listings

339 Properties Found. Page 1 of 23.

Elegantly nestled within the prestigious gated community of Longhorn Ridge, this 2023 custom built single story home offers 2,319 sqft of refined living on 4.91 acres just 15 minutes from town. Enjoy sweeping desert & Cascade Mountain views from the expansive back deck. The open concept layout features 9ft coffered ceilings wood floors & designer finishes throughout. The gourmet kitchen showcases a massive granite island, ZLINE propane cooktop European hood wine fridge wet bar & custom soft close cabinetry w/ under cabinet lighting. The luxurious primary suite includes an electric fireplace walk-in closet double vanity & 5-head tiled shower w/ bench plus private deck access. The fully insulated & heated shop is finished w/ Sheetrock & includes an air compressor welder plugs & a removable custom paint booth ideal for vehicle restoration or hobbies. Additional features include a home theater w/ six leather recliners a 3-car garage, laundry room w/ sink & an asphalt driveway. Call Today!
#220211360

Prineville

4538 SE Laredo Road

3 Beds

2 Baths

2,319 Sq.Ft.

$999,000

MLS#: 220211360

Discover this beautifully appointed 1,882 sq. ft. Prefab home w/3 spacious bedrooms & 2 full baths nestled on 1.9 acres of serene high desert w/Mountain views. Enjoy endless opportunities for spacious indoor/outdoor living. Lg great room w/open floorplan. Gorgeous Chef's Kitchen boasts wood beam accents, massive central island w/breakfast bar seating, an abundance of cabinetry & counter prep space, all appliances, adjacent to a well sized dining area w/floor to ceiling windows for plenty of natural light & views. Primary suite is a true oasis w/sliding doors that lead outside, bath featuring garden tub, walk-in tiled shower, dual vanities & massive walk-in closet. Two additional guest rooms share a full bath. Laundry room w/washer & dryer. New exterior gravel patios for year round entertaining w/raised bed surrounds. Plenty of space for hobbies, toys, critters & RV parking w/30 amp hookup. Embrace the possibilities of this incredible property!
#220205150

Prineville

16277 SE Cahvilla Road

3 Beds

2 Baths

1,882 Sq.Ft.

$399,900

MLS#: 220205150

Welcome to the Bonnieview Ranch! Historically known for it's exceptional big game hunting, working cattle ranch and recreational opportunities. This sprawling ranch consists of 18,754± deeded acres with approx. 7,200± acres in forest/BLM grazing allotments, 646± acres of water rights plus 224± supplemental. Meandering through the property is the Crooked River, creeks and springs/ponds dot the vast ranch providing ample year round water for livestock & wildlife. This immense ranch consists of 3 homes, 2 cabins, bunk house, vet building w/apartment, 2 picturesque barns-one with an animal processing facility & walk in cooler, equipment storage buildings, certified stock scale, rock pits, too much to list!  The main house sits above headquarters with spectacular views. Custom built 4bed/3bath, chef's kitchen, large office, honeymoon suite & more. A rare opportunity to own a thriving ranch that captures the essence of Central Oregon's western lifestyle. Fly in/out of RDM only 1 hour away.
#220212205

Prineville

28000 SE Paulina Highway

4 Beds

3 Baths

3,075 Sq.Ft.

$20,000,000

MLS#: 220212205

Discover the beauty and potential of this incredible 2,090-acre ranch featuring 180 acres of irrigation and Ochoco Creek running through the property. The centerpiece is a stunning 3,200 sq ft custom log home, complemented by a charming 1,966 sq ft cottage—ideal for guests or multi-generational living. Historic charm abounds with an early 1900s barn, chicken coop, multiple ponds, and natural springs. Bonus: 9.87 acres zoned RR1 (1-acre min) offers exciting future development potential. A rare opportunity to own a legacy property—schedule your private tour today!
#220200925

Prineville

16305 N Ochoco Highway

4 Beds

3 Baths

3,202 Sq.Ft.

$5,500,000

MLS#: 220200925

Discover the beauty and potential of this incredible 2,090-acre ranch featuring 180 acres of irrigation and Ochoco Creek running through the property. The centerpiece is a stunning 3,200 sq ft custom log home, complemented by a charming 1,966 sq ft cottage—ideal for guests or multi-generational living. Historic charm abounds with an early 1900s barn, chicken coop, multiple ponds, and natural springs. Bonus: 9.87 acres zoned RR1 (1-acre min) offers exciting future development potential. A rare opportunity to own a legacy property—schedule your private tour today!
#220200947

Prineville

16305 N Ochoco Highway

3 Beds

2 Baths

3,202 Sq.Ft.

$5,500,000

MLS#: 220200947

Price reduced
This breathtaking 4,457.49-acre ranch is a rare opportunity for those seeking prime grazing land, abundant water, and incredible wildlife. Cow Creek runs year-round through the property, complemented by four ponds, lush meadows, and vast rangeland—ideal for cattle grazing. Wildlife enthusiasts and hunters will love the resident mule deer and elk, with the potential for four landowner preference tags.
The custom-built 1,611 sq. ft. home (2004) offers 4 bedrooms, 2 full baths, and comfortable living with a rustic charm. The property is well-equipped with a 30x48 shop featuring four roll-up doors, plus a separate 24x48 shop with a walk-in cooler, full bath, and laundry facility.
For a truly off-grid experience, a cozy 1-bedroom cabin with a loft runs on a generator and features a custom outhouse, antique cook stove, and wood stove, overlooking one of the scenic meadows. With 60 acres of irrigation water rights, this ranch is both productive and picturesque.
#220197443

Prineville

25405 SE Bear Creek Road

4 Beds

2 Baths

1,611 Sq.Ft.

$4,995,000

MLS#: 220197443

Price reduced
This breathtaking 4,457.49-acre ranch is a rare opportunity for those seeking prime grazing land, abundant water, and incredible wildlife. Cow Creek runs year-round through the property, complemented by four ponds, lush meadows, and vast rangeland—ideal for cattle grazing. Wildlife enthusiasts and hunters will love the resident mule deer and elk, with the potential for four landowner preference tags.
The custom-built 1,611 sq. ft. home (2004) offers 4 bedrooms, 2 full baths, and comfortable living with a rustic charm. The property is well-equipped with a 30x48 shop featuring four roll-up doors, plus a separate 24x48 shop with a walk-in cooler, full bath, and laundry facility.
For a truly off-grid experience, a cozy 1-bedroom cabin with a loft runs on a generator and features a custom outhouse, antique cook stove, and wood stove, overlooking one of the scenic meadows. With 60 acres of irrigation water rights.
#220197433

Prineville

25405 SE Bear Creek Road

4 Beds

2 Baths

1,611 Sq.Ft.

$4,995,000

MLS#: 220197433

King Ranch on the Crooked River is a rare 824±-acre Central Oregon property blending productivity, recreation, and natural beauty. With 293± irrigated acres and 3± miles of Crooked River frontage set against the Cascade Mountains, it offers a serene haven for those seeking a family compound, private retreat, or working ranch. The ranch supports 120 acres of alfalfa, 80 acres of grain hay, and 110 acres of pasture, yielding 900-1,200 tons of hay annually through efficient irrigation systems. Outdoor enthusiasts enjoy fishing, 2 LOP tags, and nearby recreation. The property includes a 1,324 sq. ft. home with 2 bedrooms, 2 baths, and a loft, plus barns, shop, sheds, cattle and calving facilities, and an arena. With two additional buildable parcels (permits in place) and convenient access to Prineville (10 min) and Redmond (15 min), King Ranch offers a unique blend of privacy, productivity, and scenic tranquility—a true Central Oregon gem.
#220210890

Prineville

8790 NW Campbell Ranch Road

2 Beds

2 Baths

1,392 Sq.Ft.

$4,499,000

MLS#: 220210890

Beautiful cattle ranch located at the base of the Maury Mountains with green lush meadows, creeks, springs, reservoirs, high desert landscape, and ponderosa pine trees. This historic 3,418 deeded ac. ranch is a spectacular display of where high desert meets the mountains. A traditional cattle ranch with the capacity to run 250 pair. Multiple homes are placed across the ranch with just enough space for privacy. The main home is a 4 bed, 2 bth log structure that has been used as a lodge for guests as an additional form of revenue. 65.5 ac of irrigation rights. The property has 10 total tax lots, 9 of which are included in this listing. An additional 160 ac can be purchased separately. The ranch has a private grazing allotment of approximately 6,332 ac of incredible feed. Fly your personal plane to the ranch and land on a registered FAA airstrip located on the property. The ranch boarders both NF and BLM. There are 2 registered fossil beds on the deeded ground. Great mule deer hunting.
#220209744

Prineville

32500 SE Tackman Road

4 Beds

2 Baths

1,600 Sq.Ft.

$3,439,000

MLS#: 220209744

Tackman Ranch is a true high-desert retreat designed for ranching, recreation, and privacy. Spanning 3,190± deeded acres with an additional 1,820± acres of BLM grazing allotment, this property provides the space and resources for a successful cow/calf operation. Located in southeast Crook County, just an hour from Prineville, it lies south of the Maury Mountains and the Ochoco National Forest, offering both seclusion and natural beauty.
#220212415

Prineville

33800 SE Tackman Road

3 Beds

2 Baths

1,728 Sq.Ft.

$2,800,000

MLS#: 220212415

Tackman Ranch is a true high-desert retreat designed for ranching, recreation, and privacy. Spanning 3,190± deeded acres with an additional 1,820± acres of BLM grazing allotment, this property provides the space and resources for a successful cow/calf operation. Located in southeast Crook County, just an hour from Prineville, it lies south of the Maury Mountains and the Ochoco National Forest, offering both seclusion and natural beauty.
#220208561

Prineville

33800 Tackman Road

3 Beds

2 Baths

1,728 Sq.Ft.

$2,800,000

MLS#: 220208561

200 ac. Ochoco Mountain Retreat bordering the National Forest.  With stunning valley and mountain views you can enjoy an assortment of wildlife outside your door!  Property boasts a custom home, two large shops, firewood storage, paved drive, wrap around porch, and a large patio with a custom fire pit.  The home features a nicely appointed kitchen, two master suites, bonus room, solid surfaces, custom cabinetry, plenty of storage and a three-car garage.   It is conveniently located 10 minutes from Ochoco Reservoir and 20 minutes from the City of Prineville.
#220200900

Prineville

8101 Mill Creek Road

5 Beds

4 Baths

4,088 Sq.Ft.

$2,200,000

MLS#: 220200900

This exceptional custom ranch blends modern elegance with rural charm, just minutes from Prineville. Enjoy breathtaking views of the Crooked River Valley from the beautifully designed single-level home, featuring hardwood floors, granite countertops, a copper farmhouse sink, and a chef's kitchen with a spacious island, stainless steel appliances, and the butlers pantry provides ample storage. The great room and expansive covered back patio with a fireplace, swim spa, and lush landscaping create an entertainer's dream. The private primary suite boasts a spa-like bath, a huge walk-in closet, and peaceful views. A generous den offers flexibility as an office or extra bedroom. Equestrian enthusiasts will love the six-stall barn with large runs, tack room, roping arena, and cattle turnouts. A 3-bay shop provides abundant storage and workspace, and guest quarter. Whether you're seeking a working ranch or a private retreat, this property offers the perfect blend of comfort and functionality.
#220196101

Prineville

2250 S Main Street

3 Beds

4 Baths

3,491 Sq.Ft.

$2,100,000

MLS#: 220196101

Located in the heart of downtown Prineville, this beautifully renovated restaurant and taphouse presents a rare opportunity for investors or owner-operators. 
Originally built in 1915 and completely renovated in 2024, the building offers 6,720 square feet of flexible commercial space ideally suited for a variety of retail, food & beverage, and entertainment uses. The floor plan is designed to accommodate high volumes, making it an excellent fit for both daily operations and special events.
Key features include multiple dining areas, a spacious kitchen,  28-tap bar with counter seating, an additional private event space, and an inviting outdoor patio with two food truck pad sites complete with all utility hookups- designed to draw consistent foot traffic and customer interest throughout the year as Prineville's largest indoor gaming space. 
Vacant and available immediately. Listing broker has an ownership interest in the property.
#220200783

Prineville

420 N Main Street

None Beds

None Baths

6,720 Sq.Ft.

$2,016,000

MLS#: 220200783

Iconic downtown Prineville building in the heart of Oregon's fastest-growing county. With 83% income growth and state-leading GDP gains, Prineville leads the region with unprecedented economic momentum.
Street-level retail is leased to Whiskey Darlin' boutique, a tenant since 2021, and HIIT Logic Fitness, both under new 3-year terms.
The upper level features a 12-room bunkhouse/extended stay motel, designed to serve the area's booming data and renewable energy sectors. It remains consistently occupied, with several long-term tenants contributing to strong, reliable cash flow. Not subject to Oregon's Residential Landlord and Tenant Act (ORS Chapter 90).
The property has been substantially renovated over the past 3 years, enhancing both its appeal and functionality. An unfinished basement offers additional upside for storage or future build-out.
A rare opportunity to own a landmark, mixed-use asset with a strong operating history and creative potential. Owner-carry terms available.
#220207900

Prineville

395 N Main Street

None Beds

None Baths

7,072 Sq.Ft.

$2,000,000

MLS#: 220207900

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