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$485,000
2 Beds ⋅ 2 Baths ⋅ 220226075 MLS
This charming single level bungalow has been meticulously remodeled and updated. Recent upgrades include a newer roof, windows, flooring, siding, fresh interior and exterior paint, and modern appliances for turn-key comfort and efficiency. The home features a 10' x 20' detached, heated guest room ideal as a private office, studio, or visitor suite. A new 36' x 48' shop offers exceptional utility with two 8' doors, one 12' RV bay, wood stove, and 125-amp service. Additional outbuildings include a chicken coop, livestock loafing shed, and storage shed. Set at the end of the road with private bridge access, the property is fully fenced for pets and livestock, includes several variety of fruit trees, and lies just outside city limits yet within the Urban Growth Boundary. Enjoy peace and privacy close to town. Move-in ready and beautifully maintained, this updated home is a rare find.

1475 SE Carey Foster Road, Prineville

Listing courtesy of RE/MAX Key Properties.

$950,000
3 Beds ⋅ 2 Baths ⋅ 220225642 MLS
Experience the freedom of country living on 10 private acres in Ironwood Estates. Direct access to 640 ac of public land, exceptional property offers endless opportunities for horseback riding, hiking, ATV adventures & exploring right from your backyard. Fenced & gated w/ paved circular driveway, designed for comfort & function. Custom 1,878 SF home features 3 beds, 2 baths, heated 3-car garage, vaulted ceilings, Blaze King wood stove, plank-style porcelain tile flooring, quartz countertops, tile backsplash, hickory cabinets, island, gas range & updated appliances. Primary suite w/ beautiful tiled walk-in shower, walk-in closet & private patio access. Entertain on covered front & back patios, back wired for hot tub. 2 productive private wells support the property. Exceptional 64x40 metal shop space for toys, equip or hobbies, w/ RV access. Finished heated 64 x 40 bay w/ custom cabinetry, mezzanine w/electric lift & 220 power. Addtl carport & storage area complete this rural retreat.

9503 SE Ridge View Road, Prineville

Listing courtesy of Coldwell Banker Bain.

$829,000
5 Beds ⋅ 3 Baths ⋅ 220224166 MLS
New Custom Home sits on over a quarter acre w/ a new ADU! This is two homes on one lot. The main house spans 1,591 sq ft. while the ADU offers an additional 700 sq ft. House showcases custom cedar ceiling panels in the hallway, living room and bedroom w/ elegant white beams. Kitchen is highlighted by a large island and butcher block counters. Home has a spacious laundry room. Dining area and island are adorned w/crystal light fixtures. Central heating & cooling split systems and gas fireplaces. Yards are professionally landscaped in front/rear yards. Sprinklers installed throughout the entire property. Large porch in front/back. ADU has a garage and heated storage area. Offset your mortgage or utilize it for multi-generational living, all without the constraints of any HOA fees. ADU has a smart waterfall workstation kitchen sink and beautiful laminate granite look counters. Homes have smart garage door openers and feature a heated garage w/ work station sinks. 7/15/26 completion

1938 NE Laughlin Road, Prineville

Listing courtesy of Realty One Group Discovery.

$699,000
3 Beds ⋅ 2 Baths ⋅ 220222543 MLS
.Enjoy privacy, space and functionality on 14.42 fully fenced and cross fenced acres in beautiful Prineville, Oregon. Located on a paved, private dead-end road, this gated property offers peaceful living with plenty of room for the horses, livestock, or simply watching the wild turkeys and deer that regularly visit. The 1,728 SF. home features 3 bedrooms and 2 bathrooms, with comfortable living spaces and views across your acreage. The land is useable and already set up for animals, grazing or expanding your outdoor lifestyle. A major standout is the large 1,500 SF. shop, designed for year-round convenience. It includes a heated half bath, attic storage and an attached lean-to with a covered dog run - a rare combination that adds incredible versatility for projects, storage, and animal care. This is the kind of shop buyers hope to find but rarely do! Outside, the property continues to impress with a huge oversized circular driveway. (see private remarks for additional information).

11518 SE View Top Lane, Prineville

Listing courtesy of John L Scott Bend.

$584,900
3 Beds ⋅ 3 Baths ⋅ 220222459 MLS
2 Acres • 2 Shops • 2 Full RV Hookups • 2 Gazebos plus Bonus Living Space • Endless Possibilities! This exceptional 2-acre property, located just 4 miles from town offers the perfect blend of comfort, functionality, and flexibility. Whether you're looking for room to work, entertain, or accommodate guests, this turnkey property has it all. The main home features 1,560 square feet of living space with 3 bedrooms, 2 bathrooms, a dedicated office, a dining area, and a spacious layout designed for comfortable everyday living. One of the shops includes a 440-square-foot bonus room complete with a half bath and mini kitchen, making it ideal for a home office, guest quarters, hobby space, or business use. Combined, the home and bonus space offer 2,000 square feet of usable living area. Don't miss this rare opportunity! Call today to schedule your private showing and see everything this incredible property has to offer.

5162 SE David Way SE, Prineville

Listing courtesy of Sundance Realty LLC.

$845,000
3 Beds ⋅ 3 Baths ⋅ 220221467 MLS
Tucked away just outside of Prineville, this one-of-a-kind country property offers the perfect blend of space, functionality, and charm. This 2,304 sq ft home features 3 beds, 2 full baths, family & mud room, + a versatile bonus area ideal for guest space, multi-gen living, or home gym. Outside there is a huge 1,800 sq/ft shop w/220v power, loft, an office or guest space, & full bathroom. Additional 1,271 sq/ft covered area w/RV parking & full hookups. Two tax lots included, with ability to build a 2nd dwelling. The acreage is fully equipped for livestock w/fenced pasture, 3 acres of OID irrigation, horse stalls, tack room, hay storage, & numerous outbuildings including a walk-in cooler. Designed for enjoying the outdoors, the backyard is filled with character; from the covered dining area & multiple entertaining patios to the custom barn doors crafted from original Ochoco School windows & a peaceful rock water feature. Mature landscaping & trees give it a park-like feeling.

389 NE Orchard Lane, Prineville

Listing courtesy of eXp Realty, LLC.

$960,000
3 Beds ⋅ 2 Baths ⋅ 220221331 MLS
Set on 1.7 private acres at the end of a quiet, gated lane, this property immediately feels like a retreat. Panoramic easterly views sweep across miles of juniper forest and valley, creating a backdrop you simply won't find anywhere else. Inside, the 2,084 sq. ft. home plus finished daylight basement blends warmth and style with a dramatic floor-to-ceiling rock fireplace and tasteful 2010 updates throughout. A 1,152 sq. ft. shop--complete with an enclosed smokehouse--opens the door to endless hobbies, storage, or workspace needs. The paved circular drive sets a polished tone from the moment you arrive, while total privacy and no neighboring homes in sight make the setting feel worlds away. Just minutes from Prineville Reservoir and a short drive to town, this is the rare Central Oregon property that delivers space, scenery, and seclusion without sacrificing convenience. A must-see for buyers seeking something truly special.

15285 SE Pleasant View, Prineville

Listing courtesy of Root & Branch Realty Group.

$1,890,000
3 Beds ⋅ 4 Baths ⋅ 220221310 MLS
Set behind a gated, paved tree lined approach, this exceptional custom home offers a rare balance of privacy, convenience and refined rural living. Ideally positioned 2.5 miles from town and schools, this property offers a sense of retreat. The main level is designed to be the heart of the home with a grand great room, soaring vaulted ceilings, floor to ceiling windows & stone fireplace, hardwood floors and wet bar with custom built-ins. Kitchen with beautiful cherry wood cabinets, double oven, large island & pantry. Primary ensuite is a true retreat with a fireplace, patio w/views, spa tub & beautiful travertine floors & shower. An office/flex room, 2 bathrooms, mudroom & Laundry room completes the main floor living. Upper level mezzanine overlooks the great room, second ensuite, 3rd bedroom and another versatile room with glass doors & balcony. Outside; heated 3 car garage, heated shop with 2 rooms, 4 animal stalls, RV space with hook ups, fenced/cross fenced. Seller carry considered

3900 SE Riverview Road, Prineville

Listing courtesy of Cascade Hasson SIR.

$769,000
4 Beds ⋅ 2 Baths ⋅ 220220903 MLS
Backing to BLM on two sides with panoramic mountain views and a buildable second lot, this 4.32 acre one-of-a-kind live/work property offers privacy, flexibility, and room to grow. Built in 2021, with significant updates in 2025, the 2,420 sq. ft. barndominium features 4 bedrooms, 2 baths, a loft/family room, custom kitchen with solid surface counters, island, stainless appliances, updated flooring throughout, and water softener system. The attached 2480 sq. ft. shop offers three 14-foot roll-up doors, abundant power, a heated/cooled workspace & upper storage loft. Ideal for a home-based business, contractor equipment, vehicles, boats, or recreational toys. Outside you'll find a covered patio, fire pit, above-ground pool, greenhouse, RV carport, paved driveway, and easy access to Prineville Reservoir. The second tax lot provides future building potential, multigenerational living options, and added privacy with no HOA. A unique live/work lifestyle opportunity in sunny Central OR.

15626 SE Springfield Street, Prineville

Listing courtesy of eXp Realty, LLC.

$1,399,999
2 Beds ⋅ 3 Baths ⋅ 220219366 MLS
This custom-built lakefront estate by King Design sits on a rare 4.25-acre lot in one of Central Oregon's most peaceful settings. Designed for quality, health, and durability, it offers 180-degree lake and Cascade views across a 17-mile reservoir, plus usable acreage for recreation or expansion. Inside features Thermador appliances, Cement Elegance countertops, engineered hickory floors, black walnut doors, a steel fireplace, and 8-ft Andersen tinted windows. Wellness highlights include a Life Breath air system (HEPA/charcoal filters, with air exchange), ductless HVAC, and humidity control for year-round comfort. The primary suite captures the same sweeping views, with an oversized closet and indoor-outdoor shower, also seen in the West Linn Street of Dreams. Outside, a 20-kW generator sits ready and a 48x60 insulated, heated/cooled shop with bath, laundry, loft, three bays, and RV dump.

10702 SE Wicasa Lane, Prineville

Listing courtesy of The Agency Bend.

$1,220,000
3 Beds ⋅ 5 Baths ⋅ 220219038 MLS
Stunning custom home perched atop a private hill with panoramic views of the entire valley & Prineville. This home showcases an elegant stone-covered entrance opening into a formal entry, spacious office/4th bedroom & open living area framed by windows accentuating natural light. Stone gas fireplace anchors the great room, gourmet kitchen features granite counters, large island, oak cabinetry, pantry, drink bar, & dining area. Primary suite has a soaking tub, walk-in tile shower, & private slider to patio. Library room with fireplace & custom built-ins, 2 bedrooms with Jack-&-Jill bath. Incredible covered Lanai provides the ultimate entertaining space with a fireplace, TV, automatic shades, custom lighting, stamped concrete patio with heat around large in-ground hot tub, outdoor shower, bathroom, & mechanical room for future pool. 2,000sf 4 car garage with heat, A/C, air compressor connect, full bath & upstairs bonus space. Phenomenal sunrises & sunsets, backing up to 514 acres of BLM.

7579 SE Night Hawk Court, Prineville

Listing courtesy of Stellar Realty Northwest.

$399,900
2 Beds ⋅ 2 Baths ⋅ 220217582 MLS
Views, shop space, and room to spread out! Beautifully updated 2 BD/2BA home on 2.16 acres with mountain and territorial views. This 2016 sq ft home features updated flooring, crown molding, and a flexible sunroom/office space with mini-split for year-round comfort. Kitchen offers solid surface counters, island workspace, and pantry storage. New Furnace and heat pump with A/C adds efficiency and comfort. Bring the toys and hobbies! Property includes a 24x36 heated shop with 220 power, 24x30 detached 2-car garage, additional storage buildings, RV hookups. Covered porch to enjoy the views, plenty of parking, and usable acreage with space for animals or projects. Private well and just minutes from town.

1940 SE Mountain Road, Prineville

Listing courtesy of eXp Realty, LLC.

$975,000
4 Beds ⋅ 4 Baths ⋅ 220216147 MLS
Experience refined country living on 5.25 acres fully fenced and gated. This private oasis welcomes you with a covered wrap-around porch to enjoy morning coffee and evening sunsets on. Upon entering you will find an open living layout with vaulted ceilings, a spacious kitchen offering hickory cabinets, stainless steel appliances, tile countertops, and tile flooring. There is also a wood stove in the living room to keep you cozy in the winter. The main level features two primary suites, a third bedroom, and a generous laundry room. Upstairs is the 4th bedroom/bonus room with its own full bath and wet bar-perfect for guests or multi-gen living. Outside is completed with a 40x40 heated shop, 12x40 enclosed RV storage, RV hook ups, and a 23x36 pole barn for added versatility. Located just 10 minutes from Prineville and 8 miles to Prineville Reservoir. This is the Central Oregon dream!

6323 SE Cedar Hills Court, Prineville

Listing courtesy of Stellar Realty Northwest.

$1,335,000
4 Beds ⋅ 4 Baths ⋅ 220215734 MLS
Welcome to this meticulously maintained, one-owner estate offering comfort & exceptional craftsmanship. Situated on a rare double lot totaling 4.53 acres, this 4,355 sq ft home features 4 spacious bedrooms (2-primary's), office & large bonus room, perfect for multi-generational living or entertaining. You'll find exquisite wood flooring throughout, granite countertops, solid wood trim & doors, built-in fireplace & 36'' wide doorways w/extra-wide hallways. Every bathroom is equipped with ADA-height toilets. The luxurious primary suite is a true retreat, complete with a massive walk-in closet & a spa-inspired walk-in shower w/ dual shower heads. Oversized 3-car attached garage provides ample space for vehicles/ storage, while the detached shop (36x60) features soaring 17' ceilings, a 14' roll-up door & not one, but two ADU apartments (approx. 400 sq ft each) perfect for guests. Easy-maintained xeriscape landscaping w/drip system. This is a must see property.

7581 SE Madison Avenue, Prineville

Listing courtesy of eXp Realty, LLC.

$484,000
3 Beds ⋅ 2 Baths ⋅ 220213974 MLS
Breathtaking Cascade Mountain views and direct BLM access define this rare 1.8-acre fenced and cross-fenced horse property, offering privacy and true Central Oregon living. This stick-built 3 bed, 2 bath home features an open floor plan with abundant natural light, recessed lighting, real wood trim, solid alder cabinetry, and cedar-lined closets. Ride or hike directly from your backyard with miles of public land access near the Crooked River. Equestrian-ready with three horse enclosures, shelter, and established fencing. The approx. 800 sq ft insulated and heated shop includes a pellet stove, office or hobby space, multiple 220V outlets, and a ventilated paint room. Additional highlights include two carports, RV parking, a hidden safe room, and a backup generator with dedicated power box. Located just 15 minutes from Prineville. Enjoy added peace of mind with a one-year home warranty through American Home Shield, provided by the seller with an acceptable offer.

3913 SE Umatilla Loop, Prineville

Listing courtesy of Knipe Realty ERA Powered.

$875,000
3 Beds ⋅ 3 Baths ⋅ 220214089 MLS
Quiet gated community! This single level stucco home features 3 bedrooms, 2 baths, an open living area, formal dining, and a flexible study that can serve as a fourth bedroom. Built with energy efficient ICF construction for low utility costs. The primary suite includes a walk in closet, double sinks, a large solid surface shower, private commode, and deck access. Set on 1.45 acres backing to a dry creek, the property offers beautiful landscaping, a peaceful gazebo and stunning Central Oregon skies. An impressive 60' x 41' matching ICF/stucco hangar adds incredible versatility, complete with a 42.5' x 10.5' door, full bath, and separate shop space. Community water, 3000' paved and lighted runway, FAA identifier: OG21.

2158 SE Blue Skies Lane, Prineville

Listing courtesy of Coldwell Banker Sun Country.

$750,000
4 Beds ⋅ 2 Baths ⋅ 220214118 MLS
Updated Home on 1.25 Acres close to City Limits - Animals Allowed! Enjoy space and freedom under lg mature shade trees w/ this 4-bed, 2-bath home offering 2,126 sq. ft. Built in 1952 & fully updated in 2020. Inside you will enjoy arched wood cased windows, a modern kitchen w/ quartz counters, gas range, stainless appliances, eating bar, nook, and formal dining area. LVP flooring is less than 2 years old. Primary suite offers Mini Split, double closets, built in drawers, tiled shower, Kohler walk in spa tub installed 2024. Lg private patio w/ pergola & wood deck. 3-year-old comp roof, private well, new septic (2025). Newer 1,152 sq. ft. det garage includes Mini Split, heated tool room & bonus rm above—perfect for hobbies or storage. Additional amenities: 3-bay carport, storage buildings, large rented equipment shop, & 240 Volt EV charging station. No CCRs or HOA fees. Close to hospital, schools, and shopping!

1627 SE Lynn Boulevard, Prineville

Listing courtesy of Coldwell Banker Bain.

$699,900
3 Beds ⋅ 3 Baths ⋅ 220209830 MLS
Custom 3-bedroom, 2.5-bath home designed to maximize views with large windows throughout. Walk in to the large open living room with a beautiful rock fireplace and tongue and groove ceiling, formal dining room with built in buffet and custom ceiling then meander to the large kitchen with breakfast nook. The spacious primary suite includes ample closet space and a private bath with a walk-in jetted tub. Outside, enjoy phenomenal views of the Prineville Valley and Cascade Mountains from the expansive deck with glass railing or relax on the private back deck with a swim spa. Property features include a 2-car detached garage with an additional 1 bay heated wood working shop, RV parking, and a paved driveway for convenience. A perfect blend of comfort and breathtaking scenery.

789 NE Wyoming Drive, Prineville

Listing courtesy of Cascade Hasson SIR.

$739,000
3 Beds ⋅ 4 Baths ⋅ 220187105 MLS
EZ to show. Fully upgraded in/out and top to bottom custom home with Vineyard! Enjoy the best lifestyle sipping your wines on your large quiet & private paver patio. Quick drive to airports. Custom made cabinets & doors, wood floors, 2 new wells for home & irrigation;2 septics; EZ care wine vines on timers & drips. Owner just needs to flip a switch ON for June-Oct.! RV pad with hook-ups and legal deeded access off Apollo Road. 504 sq possible ADU w half a bath ideal for wine-making. and storage Membrane roofs on all buildings in 2020, new SS appliances, close to town and minutes to RDM airport. Easy care beautiful grounds with drip irrigation. Heated shop, crane, 220; all systems updated. ( Dual listing ) Great Hobby farm/vineyard where the 2024 yield has produced over 1 ton of wine grapes= 720-800 bottles of wine which has been conveniently harvested and bottled by a local Award Winning winery.Buyer responsible to continue this arrangement if desired. Broker is related to Owner.

2651 N Main Street, Prineville

Listing courtesy of Deschutes Realty.

$739,000
3 Beds ⋅ 4 Baths ⋅ 220187103 MLS
Easy to show! Upgraded home with outbuildings includes 504 SQ ft building w heat + half bath possible for ADU where zoning allows separate living quarters. A Frank Lloyd Wright inspired home has been remodeled & updated from top to bottom, inside & out. Custom cabinets + doors , new kitchen w SS appliances, red oak floors, NG heating, cooling, electrical, membrane roofs on all buildings in 2020, 2 newer well pumps & 2 septics w RV pad & hook-ups w a second access from Apollo Rd. So much car storage w overhead cranes (Gantry) in heated shop w sink, kiln and root cellar. Covered NG BBQ grilling station. Backup wood furnace in the home Greenhouse/lush backyard garden and grapevines are easy to care for with drip irrigation and drought resistant plants in front. Enjoy the quiet private backyard on the large paver patio under the stars by the firepit. Easy living but a great place for entertaining. NO HOAs or covenants. Near Airport.Broker related. Septic pumped and DEQ report in docs.

2651 N Main Street, Prineville

Listing courtesy of Deschutes Realty.

$669,999
3 Beds ⋅ 2 Baths ⋅ 220182767 MLS
Custom built home on 5 Acres with fantastic views of the Cascades and surrounding area. This home has 3 bedrooms (Primary +1 upstairs) and 2 baths with a 3rd bathroom w/shower in Shop. There is a huge bonus room ready to be finished that is adjacent to the primary bedroom upstairs. Approx. 300 sqft room has potential for a study, workout room or office. Upper level overlooks the living area and also offers views through the large windows with power shades. The kitchen has copper countertops and is located on the lower level along with living room, 2nd bathroom and 3rd bedroom. There are decks facing west on both the upper and lower levels to watch the sun set behind the Cascades. Just as custom as the house is the attached 2040 sqft garage (20x28) and shop (30x40) with (4) 14' doors and are insulated & heated and include a 3rd bathroom w/shower and an additional hobby room of approx. 125 sqft. Several outbuildings for firewood, equipment, animals, storage and more.

5540 SE Gravett Road, Prineville

Listing courtesy of Crook County Properties LLC.

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