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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 2 of 23.

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

**One-of-a-Kind Retreat!** Nestled on 10 acres with stunning views of the Crooked River Valley, this private 3,549 sqft home is a true sanctuary. Enjoy the grandeur of cathedral ceilings and a cozy rock fireplace in the inviting living area. The beautiful kitchen features granite countertops, perfect for culinary enthusiasts. With 4 bedrooms and 3 bathrooms, plus the potential for a 5th bedroom, this home accommodates families and guests effortlessly. The full walkout basement offers additional living space, while the spacious deck invites you to bask in breathtaking views. A dream 40x75 steel shop, built in 2023, fully insulated, 20' eves, and ADU ready, enhances the property's appeal for hobbyists or those needing extra storage. Located just minutes from local amenities and outdoor adventures, this property combines tranquility with convenience. Don't miss your chance to own this extraordinary slice of paradise!
#220204266

Prineville

6150 S Crooked River Highway

4 Beds

3 Baths

3,549 Sq.Ft.

$1,147,777

MLS#: 220204266

Price reduced
Chukar Point is a multi-tenant office building located in downtown Prineville. The building is fully leased to 8 tenants through the end of 2025. Quality construction and well maintained. This property features an elevator, sprinklers throughout, 12 onsite parking spaces, and ample street parking in front of the building. There is a 7% cap rate.
#220194937

Prineville

267 NE 2nd Street

None Beds

None Baths

4,595 Sq.Ft.

$1,090,000

MLS#: 220194937

Price reduced
Expansive Estate Home on 5 beautifully unique acres with incredible rock outcroppings & sweeping views of the Valley, Ochoco Mountains, & City Lights. This stunning home offers space, elegance & flexibility; just a short drive to Prineville or Redmond. Inside, you're greeted by grand two-story ceilings & floor-to-ceiling
windows that flood the living space w/natural light. The spacious main-level primary suite provides a peaceful retreat with scenic views. A large office on the main floor
could easily serve as a 5th bedroom or hobby room; ideal for multi-generational living. Upstairs, you'll find three additional bedrooms, along
with a loft area. Step outside to the expansive multi-level deck: ideal for relaxing, entertaining, or soaking in the Central Oregon sunsets. The deck is hot tub-ready
w/hookups. Room to build a shop & a private yet accessible location, this property is a rare find.  Looking for a peaceful getaway or a home close to town w/room to grow, this has it all.
#220207303

Prineville

2483 NW Century Drive

4 Beds

3 Baths

4,230 Sq.Ft.

$999,000

MLS#: 220207303

Peace, tranquility and privacy await you in this stunning custom home. Built with attention to detail and beautiful views at the end of a cul-de-sac in Dry Creek Airpark. Gorgeous home with abundant natural light. Chef's kitchen features everything on the most discerning cooks list. Casual and formal dining are perfect for entertaining.  French doors open to a beautiful deck with panoramic views. Great room features vaulted ceilings, fireplace and  incredible windows. Main level of the home features a stunning primary suite with 2 sided fireplace, guest room & den. Additional suite upstairs, with a private balcony. Attached oversized 3 car garage & 40 by 50 ft aircraft hangar w/ office & half bath & 220SF of finished storage. Lovingly landscaped with comfortable outdoor living. Dry Creek Airpark has a private paved 3000Ft x 35Ft airstrip at 3620 elevation w/ pilot controlled lighting. Gated community w/ tennis courts. This could be your piece of paradise!
#220195187

Prineville

1832 SE Blue Skies Lane

3 Beds

3 Baths

3,106 Sq.Ft.

$999,000

MLS#: 220195187

Take a moment to peruse the peaceful setting of this custom home. Located in a small acreage community, on a dead-end road, surrounded by rolling green pastures and a view of Barnes Butte. Custom home completed in 2018 includes 3 primary suites, main primary includes office space, access to wrap around porch. Bathroom with double vanities, jetted soaking tub, separate shower and large walk-through closet that takes you directly to the laundry room. Extra attention to detail in all the beautiful wood finishes throughout the home including custom cabinetry; additional custom features include built-ins with lighting, doors with immense character, cabinets with outlets to charge appliances and so much more! Builder thought of all the details with half bath in the garage/workshop; foundation at edge of wrap-around porch for easy addition to floor plan, spider insulation, finished attic storage with temperature control. Separate 40x30 insulated shop, 40x16 lean-and 40' storage container.
#220204901

Prineville

449 NE Owens Road

3 Beds

3 Baths

2,556 Sq.Ft.

$997,000

MLS#: 220204901

Formerly operating as the Central Oregonian office, production and warehouse, this property consists of three buildings on two tax lots. 

The 7,800 SF office and production facilities is situated on 0.37 AC with Main St frontage. The 4,644 SF warehouse is on the adjacent lot with an additional storage building an alley access.

C2 Zoning allows for a wide variety of uses including general retail, light assembly, some light manufacturing, childcare and residential above retail.
#220198988

Prineville

558 N Main Street

None Beds

None Baths

12,264 Sq.Ft.

$990,000

MLS#: 220198988

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