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67480 Cloverdale Road, Bend
$6,999,000
6 Beds ⋅ 7 Baths ⋅ 220223667 MLS
Experience luxury country living on 25± acres between Bend & Sisters, Oregon. This exceptional equestrian estate offers breathtaking views of the Cascade Mountains, & surrounding countryside. The 9,075 square-foot custom home features 6 bedrooms, 6.5 bathrooms, soaring cedar ceilings, hardwood floors, a gourmet kitchen, library, office, game room, guest suite, & a private apartment for guests or staff. Outdoor amenities include a pool, hot tub, pool house with steam room & sauna, and beautifully landscaped grounds. Equestrian improvements are highlighted by a 170' x 90' indoor arena with stalls, tack rooms, paddocks, kitchen, full bath, & viewing loft. The property is fenced & cross-fenced, includes approximately 11 acres of irrigation, two RV hookups, & may qualify for approval to host up to eight weddings annually, subject to county requirements. A rare opportunity to own a premier Central Oregon equestrian & lifestyle property just minutes from recreation, dining & outdoor adventure

67480 Cloverdale Road, Bend

Listing courtesy of Hicks Team - Fay Ranches LLC.

300 Road 49 Silverlake Highway, Chiloquin
$6,900,000
3 Beds ⋅ 2 Baths ⋅ 220224867 MLS
Approx. 1.5 miles of Williamson River frontage -- one of Oregon's premier fly fisheries, renowned for trophy native redband trout. Five contiguous parcels totaling ±1,011 deeded acres offering sub-irrigated pastures fed by the Williamson River, timbered uplands, and diverse wetland habitat. The main ranch features a rustic cabin and four livable structures total. Cattle corrals and loading chute in place. Good road systems throughout. All utilities off-grid. EFU-G zoning with farm-use special assessment. Available as a complete assemblage or in two separate offerings: The Ranch (±931 acres) and The 80-Acre Parcel (±80 acres). Strong conservation easement potential. Scale, water, and river frontage rarely come available in the Klamath Basin. Buyer to verify all.

300 Road 49 Silverlake Highway, Chiloquin

Listing courtesy of USLANDCO LLC.

300 Road 49 Silverlake Highway, Chiloquin
$6,900,000
3 Beds ⋅ 2 Baths ⋅ 220224864 MLS
Approx. 1.5 miles of Williamson River frontage -- one of Oregon's premier fly fisheries, renowned for trophy native redband trout. Five contiguous parcels totaling ±1,011 deeded acres offering sub-irrigated pastures fed by the Williamson River, timbered uplands, and diverse wetland habitat. The main ranch features a rustic cabin and four livable structures total. Cattle corrals and loading chute in place. Good road systems throughout. All utilities off-grid. EFU-G zoning with farm-use special assessment. Available as a complete assemblage or in two separate offerings: The Ranch (±931 acres) and The 80-Acre Parcel (±80 acres). Strong conservation easement potential. Scale, water, and river frontage rarely come available in the Klamath Basin. Buyer to verify all.

300 Road 49 Silverlake Highway, Chiloquin

Listing courtesy of USLANDCO LLC.

41225 Van Lake Road, Prineville
$6,650,000
3 Beds ⋅ 3 Baths ⋅ 220219588 MLS
Seller is willing to carry a contract! Inquire with listing agent for details. Logan Butte-96 Ranch is a Central Oregon cattle and recreation ranch set in its valley between Logan Butte and Smokey Butte, just over an hour from Bend. The property includes 3,500± contiguous deeded acres supported by approximately 10,000 acres of Forest Service lease, 6,000 acres of BLM lease, and 1,100 acres of private grazing lease, offering scale and grazing capacity. Designed for efficiency, the ranch supports approximately 380 cattle and features irrigated and sub-irrigated meadows with approximately 79.6 acres of water rights, including a center pivot, wheel lines, and hand lines. A year-round creek and an approximately 16-acre lake provide excellent water resources. Improvements include a 2,720 sq ft main home, second residence, bunkhouse, apartment, shop, barns, corrals, and arena. Outstanding mule deer and Rocky Mountain elk habitat. Strong internal road system and quality fencing throughout.

41225 Van Lake Road, Prineville

Listing courtesy of HomeSmart Realty Group.

217 SW Pumice Avenue, Redmond
$6,600,000
220228489 MLS
Aero Park West offers the opportunity to acquire a fully leased, 42,000 SF multi-tenant industrial investment property in Redmond. The asset is configured as 14 units ranging from 2,100 to 6,300 SF and is 100% leased on a NNN basis, providing investors with established in-place income across a stable tenant mix. Located less than one mile from Redmond Airport, the property offers convenient access for service, distribution, and light industrial users. Building features include a mix of 12' and 14' roll-up doors, 3-phase power, fire sprinkler protection, and functional circulation around the property perimeter to support loading and vehicle access. The ±2.47-acre site is zoned Light Industrial (M1) and includes approximately 70 parking spaces. With full occupancy, functional industrial improvements, and proximity to Redmond Airport and regional transportation routes, Aero Park West presents a stabilized industrial investment in an established Redmond location.

217 SW Pumice Avenue, Redmond

Listing courtesy of Compass Commercial Real Estate.

7821 Holland Loop Road, Cave Junction
$6,600,000
5 Beds ⋅ 5 Baths ⋅ 220194365 MLS
Offered for sale, Three Creeks Vineyard Estate nestled in the Illinois Valley of Southern Oregon. 131.56 vine acres with varietals of 92.61 acres Pinot Noir and a mix of Chardonnay, Pinot Blanc, Pinot Gris & Riesling. Superior farming techniques produce over 600 tons annually. This property has 2 water certificates with a senior priority date of 1868 and allow for a total of 1059 acre feet to be diverted from sucker creek for irrigation. 3 large year-round ponds provide water storage and ambiance. Multiple wind machines to provide frost protection. Spacious 5,236 home centrally located on the property, prestigious vineyard, valley, and waterfront views. 1700' 2nd dwelling, barn, equipment shed, detached garage & additional storage. Water rights, soil reports, maps & varietals on file. Seller willing to manage vineyard and buy back fruit. Equipment negotiable. All information provided is deemed reliable but is not guaranteed and should be independently verified.

7821 Holland Loop Road, Cave Junction

Listing courtesy of Rich Holstrom Real Estate LLC.

2598 NW Spruce Cone, Redmond
$6,240,000
220223934 MLS
Hatch Townhomes offers investors the opportunity to acquire a newer townhome portfolio in Redmond's Dry Canyon area. The offering includes 16 total units across eight duplex buildings, with a mix of 14 three-bedroom townhomes and two two-bedroom townhomes. Units feature attached 2-car garages, modern finishes, and layouts ranging from 1,370 SF to 1,460 SF. The portfolio is 100% occupied and professionally managed by High Desert Property Management. Current in-place rents remain below market for several units, creating a clear mark-to-market opportunity as scheduled increases take effect and leases renew. With 16 individual tax parcels, newer construction, and a park-adjacent setting near the Dry Canyon trail system, Hatch Townhomes offers stable current income with future pricing flexibility.

2598 NW Spruce Cone, Redmond

Listing courtesy of Compass Commercial Real Estate.

18780 Macalpine Loop, Bend
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 220205781 MLS
Discover luxury and tranquility on 10 acres in the gated Highlands community on Bend's Westside. This 5BD, 5.5BA custom estate spans 6,772 sq ft, and has been reimagined to blend mountain elegance with modern style. Vaulted ceilings, Montana mossy rock fireplace, and beam work add warmth and character. The chef's kitchen opens to light-filled living spaces with accordion doors for seamless indoor-outdoor flow. The main-level primary suite is an oasis, and upstairs offers guest suites, a media room, and bunk room. Enviable outdoor living features a pavilion with full kitchen, grills, pizza oven, MAK smoker, wet bar, firepit, and all-weather sound system. Enjoy year-round fun in the high-efficiency Modpool with a window to the Deschutes National Forest. A true all-ages playground with pickleball court, fenced play area, and access to Phil's Trail. Smart features include Control4, solar, EV charger, battery backup, and SPAN panel. A rare chance to own the pinnacle of High Desert living!

18780 Macalpine Loop, Bend

Listing courtesy of Cascade Hasson SIR.

67500 Three Creeks Road, Sisters
$5,950,000
3 Beds ⋅ 4 Baths ⋅ 220214681 MLS
Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

Listing courtesy of Cascade Hasson SIR.

17097 SW Lago Vista Drive, Powell Butte
$5,950,000
5 Beds ⋅ 7 Baths ⋅ 220209860 MLS
Among Central Oregon's most exceptional luxury estates, this newly constructed 2026 custom home in Brasada Ranch overlooks a private community lake with sweeping Cascade Mountain views and rare privacy bordering BLM land. Situated on 1.77 acres, the estate offers 15,108 total living sq ft, including a 13,201 sq ft main residence and separate casita. Designed for luxury living and entertaining, the home features 5 bedrooms, 7 bathrooms, expansive indoor-outdoor spaces, and multiple ensuite retreats. Approved plans and professional interior design selections are already in place, allowing the next owner to continue the vision or fully personalize the finishes. Enjoy access to world-class golf, dining, pools, fitness, horseback riding, trails, and resort amenities at Brasada Ranch.

17097 SW Lago Vista Drive, Powell Butte

Listing courtesy of High Desert Realty, LLC.

18883 Sutherland Court, Bend
$5,890,000
6 Beds ⋅ 9 Baths ⋅ 220202448 MLS
One of the most private & unique offerings in Highlands at Broken Top, this exceptional 10+ acre gated estate combines luxury living with the serenity of a park-like setting just minutes from Bend. Custom built by Norman Building & Design, the 9,197-sq. ft. residence showcases timeless craftsmanship, soaring ceilings, extensive stonework, custom cherry cabinetry, & walls of windows that capture the beauty of the surrounding landscape. Designed for both grand-scale entertaining & comfortable everyday living, the home offers multiple gathering spaces, a main-level primary suite, guest accommodations, & seamless indoor-outdoor living. Resort-style amenities include a pool, detached guest quarters, workshop & extensive garage space, EV charging, & room for collectors, hobbies, and recreation. Surrounded by natural beauty & adjacent to miles of recreation opportunities, this extraordinary estate offers a level of privacy, space, & flexibility rarely found in Bend.Seller financing available.

18883 Sutherland Court, Bend

Listing courtesy of John L Scott Bend.

1500 Netarts Highway W, Tillamook
$5,850,000
3 Beds ⋅ 4 Baths ⋅ 220226137 MLS
Tillamook Bay Timber Retreat is 318± acres of merchantable timber and proven hunting ground on the Oregon Coast, anchored by a 6,650±-square-foot log lodge constructed from 24-inch timber harvested on-site. The three-level main residence with 3 bedrooms and 4 bathrooms features wall-to-wall windows framing 180+-degree views of the Pacific Ocean and Tillamook Bay, a two-story slate fireplace, and a residential elevator. A matching 3910± square foot, 3-bedroom, 2.5-bathroom additional home with an updated kitchen and granite counters sits alongside a six-bay heated shop with a vehicle lift, compressor reels, and a full bath. The property carries 251± acres of 45±-year-old standing timber valued at $3.8+ million, and provides habitat for Roosevelt Bull Elk and coastal Black-Tail Deer. This is a legacy-scale coastal holding for the buyer who demands timber income, trophy-class hunting, and generational privacy in a single asset. Seller financing available with timber reservation.

1500 Netarts Highway W, Tillamook

Listing courtesy of Fay Ranches, Inc..

1441 NW 4th Street, Redmond
$5,800,000
220213493 MLS
Red Cedar Apartments -- offered at a 5.5% cap rate -- is a newly built, FULLY LEASED, 20-door multifamily asset in North Redmond designed for low-maintenance, ''set-it-and-forget-it'' ownership. The community features four buildings on four separate tax lots, allowing optional future sale of buildings individually. Two of the buildings each include 2 apartments + 2 studios, and two of the buildings each include 3 apartments + 3 studios, for a total of 20 rentable units. Townhome-style residences are paired with ground-level studios, appealing to multiple renter profiles. Fully leased and professionally managed, the property delivers consistent cash flow with tenants paying all utilities, lowering owner expenses. A modern, clean, new-construction investment offering durable income and flexibility.

1441 NW 4th Street, Redmond

Listing courtesy of Cascade Hasson SIR.

7820 SE Amity Road, Amity
$5,750,000
4 Beds ⋅ 4 Baths ⋅ 220174703 MLS
Located in the heart of Oregon Wine Country, we proudly offer you Jubilee Vineyard;140 acres tucked away in the Eola-Amity Hills of the Willamette Valley.Eola-Amity Hills is an established and highly desired American Viticultural Area (AVA). A total of 32 acre of vines; Pinot Noir, Chardonnay, Gamay, Dolcetto grapes stretch across the hills of this property.The property of Jubilee Vineyard is made up of three separate tax lots encompassing mature forest, ponds and pastures offering additional opportunities to develop more vineyards. Overlooking the Amity Valley, a 5,140sqft, 4 bed, 3.5 bath craftsman style home sits on top of the vineyard Also offered at the lower part of the vineyard is a second 1664sqft ranch style home with 3 bedrooms and one full bath.This turnkey vineyard provides endless possibilities for wine enthusiasts and entrepreneurs.Don't miss your chance to embrace the vineyard lifestyle and become part of the respected wine making community of the Willamette Valley.

7820 SE Amity Road, Amity

Listing courtesy of Fay Ranches, Inc..

22280 Jason Drive, Bend
$5,500,000
220223467 MLS
Marijuana Indoor Production facility. Massive power infrastructure - 480v/277 3-phase - 3,000 amps and 1,500 KVA, built for expansion. The ~12,000 SF facility includes 5,000 SF of mature canopy and was designed to support expansion up to 10,000 SF of flowering canopy. Cultivation systems include approximately 170 tons of HVAC, 196 flowering lights, dedicated veg space, and a thoughtfully designed operational layout. Water infrastructure includes two wells, COID water rights, and approximately 10 acres of automated center pivot irrigation, providing strong long-term water security. Situated on a private and usable 40.1-acre parcel with additional room to expand operations. One of the strongest power infrastructure setups currently available on the Oregon cannabis market with substantial room for future expansion.

22280 Jason Drive, Bend

Listing courtesy of Keller Williams Realty Southern Oregon.

8892 NW Campbell Ranch Road, Prineville
$5,499,000
3 Beds ⋅ 3 Baths ⋅ 220210890 MLS
Now includes 2 homes! King Ranch on the Crooked River is a rare 830± acre Central Oregon offering combining privacy, productivity, and lifestyle. With over 3 miles of Crooked River frontage, the property showcases sweeping Cascade Mountain views, stunning sunrises and sunsets, and nearly 300 acres of irrigated farmland supported by pivots, wheel lines, and handlines, producing 900-1,200 tons of hay annually. A thoughtfully updated 2,700± sq ft home offers 3 bedrooms, 2.5 baths, modern kitchen, and inviting indoor-outdoor living spaces. Extensive improvements include shops, barns, hay sheds, corrals, cattle facilities, small arena, and an entertainment pavilion. Additional features include a ranch hand home and two buildable parcels. Fishing, hunting, and recreation abound, all just minutes from Prineville and Redmond.

8892 NW Campbell Ranch Road, Prineville

Listing courtesy of Hicks Team - Fay Ranches LLC.

63435 Palla Lane, Bend
$5,285,000
4 Beds ⋅ 5 Baths ⋅ 220225078 MLS
Some homes ask for attention. Harmony earns it quietly. Years from now, people won't remember the square footage or the finishes. They'll remember how this house felt. The quiet in the morning. Music drifting from another room. Light reflecting off the lake before dinner. Harmony was designed around those moments. Inspired by the enduring character of classic American lake houses, it draws from weathered wood, vintage records spinning in the background, and a relaxed, timeless aesthetic. Every room picks up where the last one leaves off. Light, views, and proportion repeat like familiar chords, creating a house that feels calm and balanced. Surrounded by mature pines in front, and backing to one of two lakes within Tanager, Harmony earned seven COBA Tour of Homes awards, including Best in Show. More importantly, it succeeds at something awards cannot measure. It makes people want to stay.

63435 Palla Lane, Bend

Listing courtesy of Cascade Hasson SIR.

66505 Gerking Market Road, Bend
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 220213779 MLS
Horseman's Dream of Central Oregon is a 35.21± acre estate w/ 18.6± acres of water rights that backs up to Bureau of Land Management(BLM) land in one of Oregon's most desirable rural areas, Tumalo. Boasting a 3,000± square foot, 5-bedroom, 5-bathroom (3 are suites) home with luxury finishes, a covered outdoor patio, & a 4-car garage. Additionally, it has a recently built (2021) 1,862± square foot hobby building w/ multiple rooms that could serve offices, two bathrooms, and a fully covered and screened outdoor kitchen. Both structures have been recently built or remodeled with impeccable care. This is the horseman's dream. The recently built (2021) indoor arena w/ 8 stalls w/runs, wash stall, tack room, a feed room, multiple hay storage areas, automatic watering system for the arena, and heated/automatic waterers. Add a trail course, Priefert hot walker, outdoor roping arena, custom pipe fencing, automatic waterers, round pen, & even a small feedlot for cattle. Come and see the dream.

66505 Gerking Market Road, Bend

Listing courtesy of Fay Ranches, Inc..

56680 Lunar Drive, Bend
$4,987,000
5 Beds ⋅ 5 Baths ⋅ 220224796 MLS
Did you know there is a place where you can kayak, fish, float or boat the Deschutes river right from your own waterfront estate? Enjoy miles of boating or paddling from this legacy compound located just outside the resort area with no HOA & no CC&Rs. Yet you are an 11 minute bike ride to the resort village or the Sunriver Airport. This thoughtfully designed Frank Lloyd Wright inspired home offers timeless luxury and thoughtful design features, built for year round multi generational living with a commercial grade elevator. Close to the numerous restaurants, shops & golf, then come home to one of the finest riverfront compounds in the Bend Oregon area. Resting on two separate tax lots totaling 1.53 acres with over 200' of river frontage, it includes over 2400 sq ft of garage space, has designs & foundation in place for a 2nd 2200 sq ft guest house, all wrapped in sublime landscaping behind a gated entry. Be sure to watch the 2 minute video, ask for the link to the dedicated web page

56680 Lunar Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

11500 NE Canyons Ranch, Terrebonne
$4,950,000
3 Beds ⋅ 6 Baths ⋅ 220222840 MLS
Featured on the cover of Build Magazine (May 2025) and as the Home Spotlight in Bend Magazine (Summer 2025), this 2024 estate is one of the newest custom homes in Ranch at the Canyons, offering luxury living with a modern organic aesthetic, smart home automation, designer lighting, and professional-grade appliances. Set on 6.5 private acres, walls of glass frame breathtaking views of Smith Rock, the Crooked River, and the Cascade Mountains. The home features a chef's kitchen, two private offices, a dedicated fitness room, guest casita, workshop, attached two-car garage, and a separate RV garage with 14-foot and 10-foot doors. The primary suite offers a steam shower and infrared sauna. A resort-style pool, multiple patios, and a courtyard fireplace complete the outdoor experience. Residents enjoy access to 1,700 acres of ranch land, trails, stocked ponds, equestrian facilities, pickleball and tennis courts, a clubhouse with fitness center and pool, and private Crooked River access.

11500 NE Canyons Ranch, Terrebonne

Listing courtesy of Cascade Hasson SIR.

11540 NE Canyons Ranch Drive, Terrebonne
$4,949,999
4 Beds ⋅ 6 Baths ⋅ 220198522 MLS
Perched above the Crooked River Canyon, this Ranch at the Canyons estate captures iconic views of Smith Rock, the River, and the Cascade Mountains. Stone + wood finishes add warmth, with hardwood floors, coffered ceilings, and custom built-ins. The heart of the home is a double-sided fireplace and chef's kitchen with Wolf/SubZero, 3 ovens, stone counters, oversized island, and banquette. The wet bar and seamless flow to the great room make entertaining effortless! The primary suite offers sweeping views and a spa-like bath, with a private junior suite and 2 additional ensuite bedrooms ideal for guests. Bonus room with wet bar and built-ins, plus an office with panoramic canyon and mountain views. Spacious mud/laundry room off the garage. Multiple outdoor seating areas invite you to relax and take in the surrounding landscape. Set on 12+ acres in a gated 1,700-acre community with 46 homesites, offering river access, equestrian facilities, clubhouse amenities, trails + more.

11540 NE Canyons Ranch Drive, Terrebonne

Listing courtesy of Avenir Realty.

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