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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

17 Properties Found. Page 1 of 2.

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

This expansive 127.08-acre parcel offers tremendous potential for future development with the ability to subdivide into 5-acre parcels. Featuring recorded access easements, two deep wells, and power already on-site, this property is primed and ready for your vision. Enjoy breathtaking, sweeping views of the natural landscape and surrounding ridges, providing a picturesque backdrop for any project. Don't miss out on this exceptional development opportunity!
#220197435

Prineville

12271 SE Davis Loop

None Beds

None Baths

127.08 acres

$1,950,000

MLS#: 220197435

Investors and developers!! Excellent building site and location! Bare land ready for development. Power and city water to the property. City sewer close by. Zoned R-2 with the possibility of zone change to Commercial or Light Industrial. Approx 13 acres total, 8 acres buildable. Approx 5 acres are in flood zone. Much of the land in the flood zone is useable for drainage, landscaping and screening. 8.6 acres of water rights as per Ochoco Irrigation District.
#220186525

Prineville

0 Hwy 26

None Beds

None Baths

13.0 acres

$1,900,000

MLS#: 220186525

Investors and developers!! Excellent building site and location! Bare land ready for development. Power and city water to the property. City sewer close by. Zoned R-2 with the possibility of zone change to Commercial or Light Industrial. Approx 13 acres total, 8 acres buildable. Approx 5 acres are in flood zone. Much of the land in the flood zone is useable for drainage, landscaping and screening. 8.6 acres of water rights as per Ochoco Irrigation District.
#220186526

Prineville

TBD Hwy 26

None Beds

None Baths

N/A

$1,900,000

MLS#: 220186526

Breathtaking Cascade Mountain views surround this custom Tuscan Villa, offering peace, wildlife, and endless starry nights. Every detail of this home is designed for comfort and style. The open kitchen with Viking Professional appliances flows into the great room, showcasing soaring two-story windows that frame the views. Main-level primary suite features a gas fireplace, custom wardrobe, spa-like bath, and private courtyard access. Upstairs, one staircase leads to a loft overlooking the great room, while another takes you to two bedrooms, each with ensuite baths and custom wardrobes. Additional highlights include an oversized 2-car garage with storage and cellar/operations room, plus a detached garage and unfinished mother-in-law suite with unlimited potential. Enjoy the Matterport 3D tour to experience every detail of this stunning property!
#220208958

Prineville

5070 SE Paulina Highway

3 Beds

3 Baths

3,817 Sq.Ft.

$1,690,000

MLS#: 220208958

Construction completed in 2023, this modern 4 unit townhome property has been fully leased ever since. Units are four separate tax lots. Call list broker for details. Owner/builder brought gas to property for low cost heating service. Tenants pay all utilities. Seller is a licensed Realtor in the State of Oregon.
#220198039

Prineville

1315 Pinckard Lane

None Beds

None Baths

4,577 Sq.Ft.

$1,599,999

MLS#: 220198039

Own a piece of history at Owl Creek Ranch, a stunning 120-acre homestead in Crook County, OR. Surrounded by 2,200 acres of BLM grazing land and Prineville Reservoir State Park, this private oasis offers breathtaking scenery, rich history, and modern ranching excellence. The newly remodeled home features 3 beds, 2 baths, reclaimed wood beams, a chef's kitchen with a granite bar, and stainless steel appliances. Equestrian & livestock facilities include a 5,040 sq. ft. indoor arena, a 36x48 barn, cross-fenced pastures, and a heated 1,600 sq. ft. shop. A natural spring provides year-round water, while towering cliffs and historic agate mines add to the ranch's unique charm. Perfect for ranching, recreation, or a private retreat, Owl Creek Ranch is a rare gem. Don't miss this incredible opportunity—schedule a showing today!
#220196248

Prineville

12750 SE Carey Lane

3 Beds

2 Baths

2,388 Sq.Ft.

$1,550,000

MLS#: 220196248

Prime downtown Prineville NNN investment opportunity! This 5,800 SF property, offered at $1,310,000 with a 7.15% CAP rate, is fully leased with a brand-new 5-year term beginning August 2025 and a 5-year renewal option. Enjoy 3% annual rent increases for built-in income growth. Situated on 0.33 acres with coveted C1 Central Commercial zoning, the building features a fully equipped commercial kitchen, full-service bar, and prime visibility in the city's vibrant core. Anchored by Crossroads BBQ Pit & Pub—a proven tenant and community favorite for over a decade—this property benefits from steady local and tourist traffic. Located adjacent to the newly renovated High Desert Inn with on-site parking, this stable, income-producing asset is set in one of Central Oregon's fastest-growing communities.
#220207468

Prineville

121 3rd Street NE

None Beds

None Baths

5,800 Sq.Ft.

$1,310,000

MLS#: 220207468

Discover your dream home with breathtaking views of Barnes Butte, mountains, and farmland. This 3-bedroom, 3.5-bath custom luxury home features two kitchens, on-demand hot water, and a 250-gallon buried propane tank. Enjoy smart doors, an insulated garage with RV and 2-car spaces, front and back decks, stamped concrete walkways, and solar power readiness. The elegant earth-tone exterior complements the energy-efficient ICF basement. With 400-amp electrical service, two furnaces, and a secure control room, this home is designed for multi-generational living or STR. Customize the finishes with a meticulous builder who takes pride in craftsmanship. Contact us today to learn more and schedule a tour. See floor plan in documents attached
#220190735

Prineville

3248 NE Yellowpine Road 00

3 Beds

3 Baths

2,050 Sq.Ft.

$1,200,000

MLS#: 220190735

Custom 3,572 sqft home built in 2020 on 1 acre with 5 bedrooms, TV Room, 12' x 30' Bonus room, 3+ bath, and a 2 car garage that is double-deep with workout/shop area. A massive 8' tall front door opens into a 2 story entry.   9' ceilings lead into a great room consisting of a gourmet kitchen, dining, and living room.  The layout was designed for main floor living with Master, Kitchen, Family, Dining, Utility, and Garage all on the 1st floor.  In the oversized Master Bedroom, 10' coffered ceilings create a grand feeling.  The Master Bath has a 6' long custom tile shower that has 3 shower heads, a beautiful soaking tub, double sinks, a makeup desk, and a water closet for privacy.  The Walk-In-Closet has vast amounts of custom shelving.   A beautiful open staircase leads to 3 generous Bedrooms, a Bathroom, a TV room, and a 12' x 30' Bonus Room.  Covered Patio's on the back of the house, 2 outdoor firepits, one wood, one gas.  Large play area for kids. Underground sprinklers +  a garden.
#220182536

Prineville

344 NW Saddle Ridge Loop

5 Beds

3 Baths

3,572 Sq.Ft.

$1,159,000

MLS#: 220182536

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