5 Oregon Luxury Retreats with Acreage, Golf, and Ocean Views

Set on over 14 private acres along year-round creek frontage in Sherwood, this top-to-bottom remodeled residence balances modern updates with a distinctly land-forward lifestyle. Nearly 4,000 square feet of flexible living space includes a thoughtful dual-living layout, with a full secondary kitchen and separate upstairs living area suited to multi-generational living, guests, or extended stays. Inside, quartz surfaces run through the updated kitchen and remodeled bathrooms, joined by all-new appliances, new flooring and carpet, and two new dual-zoned HVAC systems for comfort and efficiency. Outdoors, a rebuilt deck, commercial-grade asphalt driveway, and a professionally installed rock pathway lead to the water. At the creek’s edge, a newly built cabin with a metal roof, wood-burning stove, private deck, and fire pit area sets the tone for quiet evenings. Two barns, a chicken coop, fenced garden, water rights, and a tree deferral round out the setting.

Along the Deschutes River corridor in Widgi Creek, this fully furnished residence pairs timeless quality with modern updates, including a newly installed roof. Vaulted ceilings set an airy tone inside, while expansive decks and a southeast-facing sunroom extend daily living outdoors, overlooking the 12th hole, native landscaping, and natural dry riverbeds. Four bedrooms and three full plus two half baths support both gatherings and quiet weekends. A generous 1,230-square-foot flex space adds welcome versatility—ideal for additional garage bays, guest quarters, a home office, or a workshop. With the river just 200 yards away, the soundtrack is often water and wind through towering Ponderosa Pines, with deer and elk frequenting the scene. Near the golf clubhouse, pickleball courts, and the Lodge clubhouse, it’s also a quick 5 miles to Bend and 15 minutes to Mt. Bachelor.

Along the water’s edge in Depoe Bay, this private oceanfront retreat frames the coastline like a living mural. The primary suite reads as its own sanctuary, with a cozy fireplace, sitting area, sweeping ocean views, and a spa-inspired ensuite featuring a soaking tub and separate shower. A beautifully appointed walk-in closet adds comfort and day-to-day ease. Recent improvements—fresh interior paint, new windows, a professionally cleaned roof and gutters, and updated lighting fixtures throughout—bring a bright, refreshed feel that’s ready to be enjoyed. Set above the shoreline, the home offers a front-row seat to nature’s daily rhythm: whale-watching vessels pausing offshore, seals in the surf, eagles overhead, and seabirds tracing the coast. From sunrise to sunset, the ever-changing vistas become part of the routine.

From its elevated position on the Canyon Rim at Equestrian Meadows, this Redmond estate embraces the high-desert with a calm, contemporary sensibility. Large windows capture sunrise-to-sunset panoramas, tracing sightlines from the dramatic cliffs of Smith Rock Park to the snow-capped peaks of the Cascade Mountain Range. The acreage is thoughtfully arranged for equestrian pursuits and hands-on hobbies, with fully irrigated pastures and a versatile workshop/barn ready for daily projects. Private guest quarters create a comfortable landing place for visitors, while six dedicated, enclosed parking areas provide secure space for vehicles, collections, and gear. Here, sophisticated comfort meets rural tranquility in a setting designed to make wide-open views and purposeful spaces part of everyday life.

Rising above Cannon Beach, this well-maintained retreat opens to sweeping views of ocean, sky, and forest. A large, open floor plan is wrapped in floor-to-ceiling windows, framing an expansive panorama from Tillamook Head to midtown Cannon Beach. Set safely above the tsunami zone, the home offers a peaceful counterpoint to summer crowds—an easy place to relax among the trees while watching ocean waves and colorful sunsets.