Prineville Homes with Two Stories

Welcome to Prineville, Oregon – a hidden gem nestled in the heart of Crook County. Known for its stunning landscapes and a close-knit community, Prineville offers a unique blend of small-town charm and outdoor adventure. With the majestic Ochoco Mountains as a backdrop, residents enjoy year-round recreational opportunities, from hiking and fishing to mountain biking and skiing in the nearby ranges.

Prineville's rich history is evident in its downtown area, where you can explore quaint shops, local eateries, and vibrant cultural events. The city is also home to several parks and green spaces, providing the perfect setting for family gatherings or a leisurely afternoon stroll. The friendly atmosphere and strong sense of community make Prineville an ideal place for families, retirees, and anyone seeking a peaceful lifestyle surrounded by nature.

Now, let’s talk about the homes in Prineville, particularly the charming two-story residences that grace the landscape. These homes often feature spacious layouts, allowing for an abundance of natural light and versatile living spaces. With multiple levels, families can enjoy the privacy of separate areas for relaxation and entertainment. Many two-story homes also come with beautiful outdoor spaces, perfect for summer barbecues or enjoying a quiet evening under the stars.

Whether you’re looking for a cozy family home or a spacious retreat, Prineville’s two-story homes offer the perfect blend of comfort and style. Discover your dream home in this picturesque city and embrace the lifestyle that Prineville has to offer!

Newest Prineville Homes with Two Stories

$954,950

3 Beds ⋅ 3 Baths ⋅ 220225885 MLS

If privacy and incredible views are on your wish-list, this home on the coveted North side is a must see! Situated atop a treed knoll, this 11+ acre property offers sweeping panoramic views of the Cascade mountains and pasturelands below. Outside, enjoy two decks, a lovely low-maintenance landscaped yard & a multi-use 20x40' barn with 4 stalls, tack room, and covered storage for a boat or RV. Stepping inside, the tasteful updates seamlessly compliment the views, with laminate wood floors, warm earth tones, natural stone fireplaces and wood cabinets. Large picture windows show off the views from the living and dining room. This home also features a two-car garage w/massive insulated storage space under the house. The property is comprised of 2 tax lots. Buyer to do all due diligence on potential uses for adjoining undeveloped 6.12 AC tax lot. Updates include new roof, water filtration system, exterior paint, propane tank/gas fireplace & much more. Don't let this opportunity slip away!

7801 NW Newell Lane, Prineville

Listing courtesy of RE/MAX Key Properties.

$625,000

3 Beds ⋅ 2 Baths ⋅ 220225666 MLS

Timeless craftsmanship is evident in this solid, beautiful 1937 home. Situated on a .21 acre lot with 3 beds, and 2 full bathrooms, this inviting home blends original charm with thoughtful updates throughout. Inside, you'll find refinished hardwood floors, original wood windows, new carpet, a new natural gas furnace, & details that reflect the home's enduring quality - even a laundry chute! The spacious floor plan provides comfortable living while preserving the architectural character of its era. Outside, the fully fenced backyard creates a private retreat complete w/ established fruit trees, a garden area, & plenty of space to relax. A detached garage & alley access provide extra parking. Lifetime roof adds to the home's long-term value and peace of mind. With it's welcoming front porch, exceptional craftsmanship & blend of historic charm & modern updates, this is a rare opportunity!

840 E 1st Street, Prineville

Listing courtesy of Coldwell Banker Sun Country.

$389,000

3 Beds ⋅ 3 Baths ⋅ 220225113 MLS

Original owners of this wonderful 2 story home in a very desirable neighborhood. The long driveway provides extra space and parking. The front yard has a gorgeous rock and garden feature that invites you to the nice covered front porch. Inside you will find a large open floor plan that provides plenty of space. There is a galley style kitchen leading to the utility room and garage. The generous primary bedroom has vaulted ceilings and a ceiling fan as well as a walk in closet. The primary bath features a double vanity sink and a tub/shower combo. The sliding glass door leads to a paved patio and a large fully fenced backyard that even offers RV parking behind the gate. There is an apple tree and a pear tree as well as plenty of grass for the kids and pets. The shed is secure and is perfect for yard tools or extra storage. Home sits at the back of the large lot and at the end of a cul-de-sac.

609 NE Stoneridge Lane, Prineville

Listing courtesy of Coldwell Banker Sun Country.

$499,500

3 Beds ⋅ 3 Baths ⋅ 220224839 MLS

This Ochoco Pointe property offers views of Barnes Butte from multiple rooms and easy access to scenic trails. An impressive, two-story entry leads to the great room, featuring a cozy gas fireplace. It seamlessly opens to a modern kitchen complete with a quartz island and an adjacent dining area. Upstairs has a well-appointed primary suite with tile shower & WIC, a spacious loft living area, plus two guest bedrooms where you may enjoy picturesque views of Barnes Butte. The large covered back patio is perfect for relaxing or entertaining guests in any season. The rear yard features attractive stone terracing along the back fence, providing beauty, privacy, and functionality for outdoor enjoyment. Popular, dog-friendly community offering resort-style amenities including seasonal pools, parks, a playground, a 1/2 sports court, and a paved walking path that winds along protected wetlands and leads to acres of scenic trails extending to Barnes Butte. HOA provides front yard maintenance.

1180 NE Henry Drive, Prineville

Listing courtesy of Pahlisch Real Estate, Inc..

$369,900

2 Beds ⋅ 1 Baths ⋅ 220224721 MLS

Good sized home with some upstairs living space very close to the center of town. Home is located on 3 city lots. Big garage with concrete floor for two large vehicles. One side of the garage has a concrete pit that can be driven over and access a vehicle without having to crawl on the floor. Brand new roof was installed June 2026. New floor coverings. New back screen door. Property also includes a workshop that has electricity. Covered lean to off of the workshop area for items that need to be out of the weather. Seller has removed the trees that were taking over the property so that a new owner can start fresh with whatever they want. Irrigation well for yard and garden watering included. Home will come with all appliances including cook stove, refrigerator, freezer, clothes washer and dryer. This home will be all ready to go. Seller will consider owner financing with a sizable down and good credit.

386 S Main Street, Prineville

Listing courtesy of Simmons Realty.

$430,000

4 Beds ⋅ 2 Baths ⋅ 220224531 MLS

Updated and full of potential, this 2,178 sqft home offers 4 bedrooms, 2 bathrooms, and an open concept floor plan. The remodeled kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the living area, making it ideal for everyday living and entertaining. 2 of the bedrooms are exceptionally large, offering flexibility for a primary suite, bonus room, home office, or additional living space. Newer siding adds to the home's curb appeal and durability. Situated on a large lot, there's plenty of room for RVs, boats, trailers, and other toys. The backyard includes a concrete patio, while the detached 1 car garage provides extra storage. Zoned C1, this property presents unique potential for commercial use, investment opportunities, or a live/work setup. If you're looking for a comfortable residence, business location, or both, this property offers flexibility and value!

267 NW 5th Street, Prineville

Listing courtesy of Coldwell Banker Sun Country.

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 220224527 MLS

Exceptional turnkey equestrian property on 5.98 acres bordering public lands. Custom-built 2,976 SF home (2021) offers 3 bedrooms, 2.5 baths, office, open-concept living, gourmet kitchen with large island, granite counters and walk-in pantry. Main-level primary suite features heated bath floors, heated towel rack, tiled walk-in shower and walk-in closet. Upstairs includes family room, 2 bedrooms, full bath and view deck. Extensive landscaping, underground sprinklers and hot tub. Horse enthusiasts will love the 40'x50' steel-framed barn with 2 stalls, tack room, hay storage, drive-through doors and direct access to the ½-acre riding arena. The 60'x40' Olympia Steel shop includes RV-height doors, guest quarters and enclosed storage. Fully fenced and cross-fenced with 2 gated entrances, private well, attached double garage, and room to ride directly onto adjoining public lands. Adjoining 2-acre lot available separately, see MLS #220224528 for more details.

17101 SE Hopi Road, Prineville

Listing courtesy of Coldwell Banker Bain.

$850,000

2 Beds ⋅ 2 Baths ⋅ 220224512 MLS

Discover your own slice of paradise with this unique mountain retreat, nestled on 158.62 acres bordering the pristine Ochoco National Forest. Enjoy breathtaking views of Lookout Mountain and the soothing sounds of Duncan Creek flowing through your property. With 17.8 acres of irrigation rights, the land is ideal for gardening or livestock and is completely fenced and cross-fenced for your peace of mind. This spacious 2-bedroom, 2-bath home boasts over 2,100 square feet, perfect for a cozy residence or a hunting lodge. Imagine weekends filled with hunting, fishing, and ATV riding, with endless opportunities for snowmobiling, sledding, and cross-country skiing right at your doorstep. Located just a short drive from scenic spots and recreational activities, this property offers both tranquility and adventure. Whether you seek a private sanctuary or a hub for outdoor fun, this retreat is a dream come true. Don't miss your chance to own this exceptional property-your mountain getaway await!

29001 NE Duncan Creek, Prineville

Listing courtesy of Keller Williams Realty Central Oregon.

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 220224079 MLS

This fully turnkey waterfront retreat sits on 1.08 private acres and offers proven short-term rental performance. Completely remodeled, the home was redesigned so nearly every room captures sweeping lake views. Property has years of financial history showing approximately $150,000 in rental income with strong summer occupancy & established bookings. This is a rare opportunity to own a lifestyle property with meaningful income potential. The home comfortably hosts 18-20 guests & features a main-level primary suite with heated floors & lake views, multiple guest rooms, and a custom bunk room. A spacious deck overlooks the water, while manicured lawn areas provide space for entertaining & relaxed lakeside afternoons. The oversized 3-car garage fits a boat & Sprinter van, and a flexible ADU above with private access. A 48-foot floating dock, two wells, cistern, and lake-fed filtration complete this exceptional lakefront offering.

10550 N Ochoco Highway, Prineville

Listing courtesy of The Agency Bend.

$1,749,000

3 Beds ⋅ 3 Baths ⋅ 220223994 MLS

Experience the beauty of Central Oregon from this custom-built 3776 sq ft home situated on 20 private acres with sweeping views of the valley, Ochoco Mountains & Cascade Mountains from the upper portion of the property. Designed for both comfort & functionality, the home offers 3 bedrooms 3 bathrooms, & a dedicated office that could serve as a 4th bedroom. Vaulted ceilings & expansive windows fill the home with natural light while showcasing the surrounding landscape. The kitchen features granite countertops, stainless steel appliances, a double oven, a warming drawer, & ample space for entertaining. Upstairs provides additional living space ideal for guests, recreation, or potential multi-generational living. Outside, enjoy multiple decks, a patio plumbed for an outdoor kitchen, greenhouse, fruit trees, full RV hookups, & a 2,240 sq ft 3-bay shop, including one bay with a 14 ft roll-up door ideal for a motorhome. A rare combination of privacy, view & versatility just minutes from town

9075 NW Panorama, Prineville

Listing courtesy of Hicks Team - Fay Ranches LLC.

$5,500,000

3 Beds ⋅ 3 Baths ⋅ 220223790 MLS

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!

16305 N East Ochoco Highway, Prineville

Listing courtesy of Cascade Hasson SIR.

$5,500,000

3 Beds ⋅ 3 Baths ⋅ 220223785 MLS

16305 N East Ochoco Highway, Prineville

Listing courtesy of Cascade Hasson SIR.

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