5 Central Oregon Retreats with Ranch Acreage, Resort Living, and ADUs

Set on 77 acres of irrigated pasture in the scenic heart of Tumalo, Triple S Ranch reads as a carefully stewarded legacy estate with panoramic Cascade views and an easy balance of elegance and utility. The custom-crafted main home pairs soaring ceilings and a gracious floorplan with wood-burning fireplaces and floor-to-ceiling windows that draw in natural light throughout the day. Outside, a Japanese water garden wraps two sides of the residence, unfolding to a beach, an aspen grove, and a hilltop retreat. A four-bedroom second residence—currently occupied by the ranch manager—adds operational ease, while a charming guest house offers flexibility for extended stays and multi-generational living. With multiple gathering spaces, plus a barn, shop, and automated irrigation system, the setting naturally supports equestrian pursuits, hobby farming, or quiet high-desert living minutes from Bend.

Price: Contact for pricing

From its elevated setting in Bend’s gated Tetherow community, this single-level modern residence frames incredible mountain views and a sense of resort-style ease. A spacious, open floor plan draws in abundant natural light, while contemporary details—white oak floors, exposed beams, board-form concrete walls, and a wood-burning fireplace—create rooms that feel both calming and ready for company. The primary suite opens to a covered patio with expansive views and an outdoor gas fireplace for slow mornings and long evenings outside. Across the home, additional bedrooms are arranged for privacy, each with an en suite. A large office in the main home and a detached casita offer flexible space for remote work, studies, or quiet retreats. Low-maintenance landscaping surrounds the home, with the Deschutes National Forest bordering nearby for a distinctly Central Oregon rhythm.

Price: Contact for pricing

With the pond as its backdrop in SW Redmond, this Central Oregon acreage offers room to breathe and the kind of everyday calm that suits hobby farming and unhurried living. Set on over 5 acres with three acres of irrigation, the property is fenced and organized into three pastures, with corrals and animal shelters ready for livestock or garden ambitions. Inside, a well-designed floor plan features a primary suite, a guest bedroom, and a finished bonus room/enclosed loft that flexes as extra storage or additional living space. Open-beam, vaulted ceilings bring warmth and volume, while a heat pump and woodstove add comfort through the seasons. Large main-room windows frame mountain views, and a sunny deck overlooks the large, sparkling pond—an easy place to slow down at day’s end.

Price: Contact for pricing

On a quiet street in Redmond’s Eagle Crest resort, this expansive residence is designed for living well—whether as a full-time home, part-time escape, vacation rental, or corporate retreat. The large floorplan includes five large bedrooms, each an ensuite, offering comfort and privacy for guests. Thoughtful built-ins and luxury finishes run throughout, complemented by an exceedingly generous amount of storage. A designated workout room features cork flooring and an infrared sauna, while a media/theatre space with wet bar sets the scene for relaxed evenings. A loft game room/playroom adds flexibility, and multi-level laundry hookups support everyday ease. Outdoors, enjoy a hot tub, pet enclosure, raised garden beds, and an outdoor play structure. Full access to Eagle Crest amenities—parks, pools, sports centers, ball courts, walking trails, restaurants, and more—rounds out a lifestyle that’s equal parts active and effortless.

Price: Contact for pricing

From its elevated setting in SW Redmond, this large corner-lot residence pairs mountain views with a flexible layout that includes an attached ADU. Upgraded finishes run throughout, guided by a clear eye for design. In the main house, kitchen spaces with islands set the tone for easy daily living, while sparkling bathrooms and an expansive work counter in the laundry and mud room keep routines streamlined. The primary suite is thoughtfully distanced from the second and third bedrooms, offering a welcome sense of separation. In the two-bedroom ADU, a Jack-and-Jill bed/bath connection creates a smart, guest-ready flow. Outside, paver patio areas extend the living space, complemented by blackout blinds indoors. RV parking with a 30-amp hookup, a neat garage/work space for crafts or hobbies, and a tidy storage shed round out a home designed to adapt gracefully over time.

Price: Contact for pricing