5 Oregon Retreats from Sunriver Pines to Coastal Acreage

Set beneath towering pines on a rare 0.57-acre double lot in Sunriver, this custom Steve Berg–crafted residence offers a quietly refined take on Central Oregon living. Inside, warm mountain finishes pair with European white oak floors and the anchoring presence of a stone fireplace, creating spaces that feel welcoming in every season. The luxurious primary suite adds a sense of retreat, while expansive TimberTech decks extend daily life outdoors, framed by beautifully landscaped grounds and a strong sense of privacy. Practicality is equally considered: a heated three-car garage with a dedicated workshop is ready for everything from gear storage to hands-on projects. From here, it’s easy to bike to the Deschutes River, championship golf, SHARC, scenic trails, dining, and resort amenities—an effortless rhythm of recreation and repose.

Within the coveted Shamrock Pines neighborhood of Gearhart, this thoughtfully designed residence unfolds with warm wood floors and a welcoming foyer that opens to a spacious great room. Garden views set a calm backdrop for everyday life, while a cozy gas fireplace anchors the living area alongside a dining nook and well-appointed kitchen—an easy layout for intimate meals or larger celebrations. A formal dining room comfortably seats 12 for holidays and special occasions. The primary ensuite is a quiet retreat, with a sitting nook that overlooks and accesses the tranquil garden, plus its own gas fireplace that also serves the jetted tub. A generously sized den, lined with expansive windows, offers space for two desk areas. Upstairs, a huge bonus room with a gas stove invites movie nights and projects, with two guest rooms and a full bath nearby. Outside, a lovely gated garden and an expansive driveway designed to double as a patio extend the living space into the open air.

Along the water’s edge in Oceanside, this 14.66-acre holding offers a rare blend of coastal setting and near-term planning momentum. The county plat is already approved for 47 lots, creating a clear framework for future buildout. Water and sewer approvals are in process, with completion slated for closing—an important step that supports a streamlined transition from vision to execution. Set just off Roaring Tide Loop, the property places you in the Oceanside area while retaining the scale and privacy that acreage provides. Whether approached as a long-range legacy project or a phased development opportunity, the groundwork is established and the path forward is defined, inviting the next chapter to unfold at a measured, coastal pace.

Size: 14.66 acres

Down a private drive off Skyline Boulevard in Portland’s NW hills, this gated sanctuary pairs everyday privacy with easy access to Forest Park trails and a quick drive to NW 23rd, St. Johns, Cathedral Park, Legacy Good Samaritan, St. V’s, and freeway connections. An inviting entry opens to a living room with valley views, framed by a landscaped front lawn, a rose garden, and a customized orchard of persimmon, pear, plum, cherry, apricot, apple, quince, and fig trees, plus 50 varieties of hostas. The breakfast nook and built-in desk overlook a sunken family room with built-in shelving and cabinetry, warmed by a gas stove and sliding doors to an expansive multilevel deck. Outside, birdsong and a rock-lined pond set the pace, with a covered hot tub close by. Upstairs, three bedrooms include an owner’s suite with fireplace built-ins, abundant light, a soaking tub, walk-in shower, generous closet, and a private deck overlooking the backyard and forested acreage.

From its elevated setting in Redmond’s Eagle Crest, this retreat frames panoramic views of the Cascade Mountains and Smith Rock. A private backdrop of common space and BLM land reinforces the sense of quiet and distance, while inside, an open-concept plan leans into light and volume with lofty ceilings and walls of windows. Hickory floors run underfoot, complemented by knotty alder–wrapped windows, trim, and solid-core doors. At the center, a stacked-stone gas fireplace adds warmth and texture. The kitchen is thoughtfully finished with slab quartz countertops, a walk-in pantry, stainless appliances, and a gas range. The primary suite offers a dual-sink vanity, tiled walk-in shower, freestanding soaking tub, and walk-in closet, with a spacious utility room and dedicated main-level office rounding out the everyday ease.