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5 Luxury Oregon Estates from Bend Acreage to Ocean Views

By Awais Manzoor

1 min read

Across Oregon, a quintet of listings traces a shared desire for space, privacy, and a recreation-first rhythm. From Bend high desert acreage with direct BLM access to a creekfront retreat in Sisters and an ocean-view haven near Warrenton’s beaches, each setting turns the outdoors into daily amenity. Craftsmanship anchors the experience, from chef-grade kitchens and reclaimed beams to radiant comfort and spa-minded saunas. Even Portland’s NE Sandy Boulevard motel underscores flexibility, pairing multi-structure utility with corridor connectivity.

23420 Bear Creek Road | $2,895,000

23420 Bear Creek Road, Bend, OR 97701
23420 Bear Creek Road, Bend, OR 97701
coldwellbankerbain
LISTING AGENT:
Listing agents: Stephen Payer & Karin Lee Johnson

Set on 19.7 acres with direct access to BLM, this estate pairs contemporary comfort with a true working-ranch rhythm—yet remains within a short drive to the conveniences of NE Bend. The light-filled, single-level custom residence is grounded by sand-in-place white oak floors and custom walnut cabinetry, with a chef’s kitchen featuring quartz and stainless surfaces, premium appliances, and a walk-in pantry. Spa-inspired baths bring radiant heated tile floors and a steam shower, while a dedicated mudroom keeps daily life organized. A 1,014 sq. ft. heated/cooled three-car garage adds year-round utility, and a lawfully established second dwelling expands the property’s flexibility. With 8.3 acres of COID water rights, in-ground electrical services, two irrigation ponds, and an automated irrigation system, the grounds are thoughtfully supported—complete with a 50’ round pen, a 200’ x 150’ outdoor arena, a 1,100 sq. ft. barn/shop with tack room, and multiple outbuildings for the equestrian lifestyle.

Price:
$2,895,000
Size:
2,459 sq ft
Contact:
Stephen Payer & Karin Lee Johnson, Coldwell Banker Bain, 541.480.2966 , 541.639.6140
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The Horseshoe Inn | Contact for pricing

586326525 1
11324 NE Sandy Boulevard, Portland, OR 97220
bethnelsen
LISTING AGENT:
Beth Nelsen

On NE Sandy Boulevard in Portland, this operating 24-unit motel spans multiple buildings and is positioned for visibility and strong traffic counts, with convenient access to major transportation corridors. An on-site office is paired with a spacious 4-bedroom, 2-bath manager’s residence, offering a practical setup for day-to-day operations as well as potential additional rental income. Inside the office/residence, a generous kitchen opens to the main living area, while the primary bedroom sits on the main level and additional living space unfolds on the lower floor. The flexible configuration supports multigenerational living, extended-stay occupancy, or other evolving needs depending on ownership goals. Set along a corridor undergoing infrastructure upgrades and long-term mixed-use redevelopment, it benefits from proximity to Portland International Airport, I-205, and nearby retail and service amenities—an address aligned with continued neighborhood growth.

Size: 0.71 acre

Price: Contact for pricing

Contact:
Beth Nelsen, Keller Williams Realty Professionals, 503.664.6866

89464 Manion Drive | $2,349,000

89464 Manion Drive, Warrenton, OR 97146
89464 Manion Drive, Warrenton, OR 97146
windermere logo 1
LISTING AGENT:
Listing agents: Craig & Dana Weston

Along the water’s edge in Warrenton, this fully remodeled (2021) five-bedroom residence pairs a sweeping ocean-view setting with an easy rhythm of everyday comfort and retreat. Hardwood floors run throughout, while a skylit gourmet kitchen anchors the home with quartz, granite, and marble counters, plus a separate prep area and second sink for effortless hosting. A gas fireplace brings warmth to gathering spaces, and generous decks extend outdoor living with fire tables, dining, and BBQ areas. For coastal days, a fish-cleaning station with sink keeps things tidy. Practicality is equally considered with a two-car attached garage, a separate three-bay shop and RV garage, and a separate guest house featuring a spacious bedroom suite. An expansive heated, covered patio sunroom adds a hot tub, sauna, fireplace, shower, and cold plunge—just a short jaunt to the beach.

Price:
$2,349,000
Size:
3,723 sq ft
Contact:
Craig & Dana Weston, Windermere RE, 503.738.2838

Creekside Luxury Retreat Living | $2,300,000

220216164 1
69960 Camp Polk Rd, Sisters, OR 97759
rosskennedy
LISTING AGENT:
Ross Kennedy

Surrounded by 4 acres and more than 400 feet of frontage along Whychus Creek, this Sisters retreat is designed for quiet, tactile comfort. The chef’s kitchen centers on an AGA stove, a dark walnut island, and polished bluestone countertops, while 9-foot ceilings with reclaimed beams and gold travertine from Jerusalem carry a grounded elegance into the Great Room, where a wood-burning fireplace sets an easy rhythm. Hydronic radiant floors and superior insulation support year-round ease. In the bedrooms, 100-year-old reclaimed wood flooring adds character; the primary suite elevates the mood with a vaulted ceiling, French doors to an outdoor oasis, marble bathroom accents, and a clawfoot tub. Guest rooms open to custom Juliet balconies. Nearby, a wood-fired sauna and a natural cold-plunge swimming pool complete the creekside ritual.

Price:
$2,300,000
Size:
3,785 sq ft
Contact:
Ross Kennedy, Stellar Realty Northwest, 541.408.1343

Elevated Willamette Valley Estate | $2,199,000

8438 cascade 1
8438 Cascade Hwy NE, Silverton, OR 97381
scottstokley
LISTING AGENT:
Scott Stokley

Set on over 22 acres in the heart of Oregon’s Willamette Valley, this custom estate offers refined country living with room to stretch out and settle in. Inside, luxury finishes run throughout a thoughtfully outfitted layout that includes four bedrooms and 3.5 baths, plus dedicated spaces for work and play: an office, craft room, home theater, and exercise room. To the north, beautiful mountain views frame the everyday backdrop, while a fully equipped outdoor kitchen extends life outside for easy hosting and long, unhurried meals. A separate building adds a sauna, shower, and toilet—ideal for post-workout resets or quiet retreats. For animals and practical storage, a 30′ x 40′ outbuilding rounds out the property’s rural versatility, inviting a slower rhythm that still feels elevated.

Price:
$2,199,000
Size:
4,655 sq ft
Contact:
Scott Stokley, Harcourts Silverton, 503.586.8126