Video

For Sale: $2,950,000

3 Beds
2 ½ Baths
3,056 sq ft
Lot 66.92 acres
2-Car Garage + 3-Car Garage + 2 Bay RV/Shop!
YES!!
MLS: 220209619
Parcel: 131216
Property Tax: $5,741.45/year

Property Description

Welcome to 66488 Sisemore Rd — a rare offering of 66.92 acres between Sisters and Bend, where panoramic Cascade Mountain views and direct access to thousands of acres of Public Lands create a lifestyle few can claim.

3,056 SF log home features vaulted ceilings, 2 ensuites (including the main level ensuite), lofted bedroom, office/flex, sauna, wine fridge, butler pantry, wet bar & mudroom. Luxury kitchen with concrete counters and high-end appliances.

Outbuildings include: a legal ADU above a 2-car garage with a kitchenette, full bath & two king-size built-in beds; a detached 3-bay garage and a 2-bay shop with two oversized 12-foot-tall doors and RV storage capacity; a covered carport pad; a loafing shed; a horse stall & tool shed.

Enjoy the wildlife pond, water feature, outdoor kitchen, pergola, fire pits & multiple seating areas.

Gated and paved circular driveway. Whether envisioned as a family compound, equestrian retreat, or legacy investment, this property delivers privacy, flexibility, and prestige — all within minutes of Central Oregon's world-class recreation, culture, and charm.

Amenities

Air Conditioning
Automatic Sprinklers
Balcony
Built-in Appliances
Built-in BBQ
Butler's Pantry
Ceiling Fans
Composition Shingle
Covered Patio
Dining Bar
Drip Irrigation
Dual Pane Windows
Fire Pit
Great Room
Guest Suite
Guest Quarters
Home Office Area
Jetted or Sunken Tubs
Lawn
Log
Mountains
Patio
Office
Private Patio
Programmable Thermostats
Remodeled
Separate Shower
Sauna
Updated
Walk-in Shower
Walk-in Closets
Wet Bar
Wine Refrigerator
Please join us for an

Open House

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Location

66488 Sisemore
Bend, OR 97703
3 Bed | 2 ½ Baths

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Golden Triangle of Central Oregon

This property is centrally located in the Golden Triangle of Central Oregon! 

Located within Deschutes County, Central Oregon, USA, enjoy convenient access to Bend, Tumalo, Sisters, Redmond, Eagle Crest, Redmond Municipal Airport, and more!

Central Oregon boasts breathtaking views and world-class outdoor recreation! There are over 20 well-known golf courses, 40-plus pristine lakes in the Cascade Mountains, whitewater rafting, fly-fishing, hundreds of hiking trails, camping spots, and skiing at Mount Bachelor and Hoo Doo ski resorts. 

If you need to get anywhere, the Redmond Airport is centrally located and now offers non-stop service to 11 cities in the West.

All Trails in Oregon: https://www.alltrails.com/parks/us/oregon/deschutes-national-forest

For additional area information, maps, schools, demographics, and restaurant links, visit:

https://homeinsisters.cascadehasson.com/Central-Oregon


Redmond Airport (RDM)

This property is 26.9 miles (approximately 32 minutes by car) from the Redmond Airport.

REDMOND MUNICIPAL AIRPORT/ROBERTS FIELD (RDM)

THE AVIATION GATEWAY TO CENTRAL OREGON

Roberts Field is owned and operated by the City of Redmond for the tri-county area. Alaska, American, Avelo, Delta, and United Airlines provide commercial services. These carriers offer approximately 28 daily flights to Burbank, Denver, Los Angeles, Phoenix, Las Vegas, Palm Springs, Salt Lake City, San Diego, San Francisco, Santa Rosa, Sonoma, and Seattle. RDM is home to The Central Oregon Interagency Dispatch Center, Leading Edge Jet Center, Hillsboro Aero Academy, Redmond Air Center, and the U.S.D.A. Forest Service.  

Visit RDM Airport's Website:

http://www.flyrdm.com/


Trails

For trails near 66488 Sisemore Rd in Bend, Oregon, popular options include the Deschutes River Trail, Riley Ranch Nature Reserve, and Maston Trail System, along with several trails in nearby Shevlin Park. The area around Sisemore Road, which is west of Bend, also features access to public lands. 
 
Deschutes River Trail
  • Description: A long, scenic trail system that meanders along the Deschutes River through forest and canyon terrain. There are several access points throughout Bend.
  • Best for: Hiking, trail running, dog-walking, and biking, with beautiful river views.
  • Trail sections:
    • South Canyon Reach: A quiet section of the trail accessible from multiple parks, suitable for easy hikes or trail runs.
    • Old Mill Reach: An easier, paved section that is great for all skill levels. 
 
Riley Ranch Nature Reserve
  • Description: This reserve offers views of the Deschutes River Canyon and the Cascade Mountains from its trails. A one-mile, compacted gravel loop is a good option for an easy walk, while the 1.25-mile Canyon Loop offers more rugged terrain.
  • Best for: Easy, scenic walking and jogging. Note that pets are not allowed.
  • Location: 19975 Glen Vista Rd, Bend, OR. 
 
Shevlin Park Trails
  • Description: A 652-acre park that features numerous trails for hiking and cross-country skiing, with Tumalo Creek running through the area.
  • Best for: Walking, hiking, and biking on a variety of trails, from paved to soft-surface.
  • Location: 18920 NW Shevlin Park Rd, Bend, OR.
  • Trails to try:
    • Shevlin Loop Trail: An easy, 4.6-mile loop that is popular year-round.
    • Tumalo Creek and Shevlin Loop: A longer option that offers beautiful creek views. 
 
Maston Trail System
  • Description: Located northwest of Bend, this area features over 50 miles of trails for mountain biking, hiking, and horse riding.
  • Best for: Mountain biking and longer trail runs with good views of the Cascades.
  • Location: 20275 Newcomb Rd, Bend, OR. 
 
Tumalo Falls Trailhead
  • Description: Located within the Deschutes National Forest, this area offers access to trails that lead to a stunning 97-foot waterfall.
  • Best for: A moderately challenging hike with a scenic waterfall reward.
  • Location: West of Bend, past Shevlin Park.
  • Trails to try:
    • Tumalo Falls via Tumalo Creek Trail: A moderate, 6.4-mile hike.
    • Tumalo Falls and Double Falls: An easier, 2-mile option. 
 
Before you go
  • Check trail conditions: Conditions can vary with the season. Many higher elevation and unpaved trails are inaccessible in the winter.
  • Parking passes: Some trailheads, particularly in the national forest, require a Northwest Forest Pass.
  • Wilderness permits: For Green Lakes and other sensitive areas, a Central Cascades Wilderness Permit is required for day use during peak season (June 15–October 15). 

Tumalo Reservoir and Downtown Tumalo

This property is located 6.5 miles (about 17 minutes) from downtown Tumalo, Oregon.

For more information, visit:

https://homeinsisters.cascadehasson.com/central-oregon-tumalo


Golf Courses

Bend

Bend Golf Club: https://bendgolfclub.com/

Broken Top: https://www.brokentop.com/

Juniper Preserve at Pronghorn: https://juniperpreserve.com/golf/

Lost Tracks: https://www.losttracks.com/

Old Back Nine: https://www.oldbacknine.com/

River's Edge: https://riversedgegolfbend.com/

Widgi Creek: https://www.widgi.com/

 

Crooked River Ranch

Crooked River Ranch Golf Course: https://www.crookedriverranchgc.com/

 

La Pine

Quail Run: https://golfquailrun.com/

 

Madras

Desert Peaks: https://desertpeaksgolf.com/

 

Powell Butte

Brasada Canyons: https://www.brasada.com/

 

Prineville 

Meadow Lakes: https://www.meadowlakesgc.com/meadowlakes

 

Redmond

Eagle Crest Resort: https://www.eaglecrestgolforegon.com/

  •  Golfers will enjoy the challenging 18-hole, par-63 challenge course, 18-hole executive course, or the popular 18-hole putting course. 

The Greens at Redmond: https://golfthegreens.com/

Juniper Golf Course: https://www.playjuniper.com/

 

Sisters 

Aspen Lakes: https://www.aspenlakes.com/

Black Butte Ranch -  Glaze Meadow and Big Meadow: https://www.blackbutteranch.com/

 

Sunriver Resort

Caldera Springs: https://www.sunriverresort.com/play/golf-caldera-springs

Crosswater: http://www.crosswater.com/

Meadows: https://www.sunriverresort.com/play/golf-meadows

Woodlands: https://www.sunriverresort.com/play/golf-woodlands

 

Terrebonne

Crooked River Ranch Golf Course: https://www.crookedriverranchgc.com/

Well Rooted U-Pick Farm

This property is 11.2 miles (approximately 19 minutes by car) from Well Rooted U-Pick Farm in Tumalo, Oregon.

For more information, visit:

 
 

Schools


Bend

This property is 13.1 miles (approximately 19 minutes by car) from Costco in Bend, Oregon.

Nestled around the banks of the Deschutes River, east of the Cascade Mountains, is Bend, OR. Bend is best known as the recreational haven of the Central Oregon region, with luxury resorts, scenic mountain views, endless hiking and biking trails, winter sports, and world-class golf. As a growing city with one of the largest populations in Oregon, Bend is the cultural and commercial heart of Central Oregon. The natural beauty around Bend is showstopping. Only here can you witness forests, deserts, mountains, lakes, and rivers converging to create an outdoor enthusiast's paradise. These reasons and more have helped make Bend one of the fastest-growing cities in the nation for over a decade!

For more information, maps, and restaurant links, visit:

https://homeinsisters.cascadehasson.com/Bend-Oregon


Black Butte Ranch Golf Resort

This property is  15.9 miles(approximately 23 minutes by car) from Black Butte Ranch Golf and Resort

Enjoy nearby golf and dining at Black Butte Ranch Resort. You can also rent equipment for your outdoor adventures!

Black Butte Ranch Golf

Rentals: Ski, Bike, Kyack and more! 

Dining at Black Butte Ranch: Lodge, Robert's Pub, Lakeside Bistro, General Store

Video Black Butte Ranch:

https://www.youtube.com/watch?v=9dzp0vP8U9s

https://www.youtube.com/watch?v=3uXQdsOClwg

&

Black Butte Ranch Golf:

https://www.youtube.com/watch?v=h30Cl5J0j1M

https://www.youtube.com/watch?v=geJq1RJAquQ


Camp Sherman

This property is 23.1 miles (approximately 33 minutes by car from the Camp Sherman General Store and Fly Shop.

Camp Sherman is renowned for its river views, fly fishing, camping, hiking, and the 100-year-old Camp Sherman Store and Fly Shop.

"Camp Sherman is an unincorporated community on the banks of the scenic Metolius River in Jefferson County, Oregon, United States. Originating from underground springs and creeks, the Metolius River is a tributary of the Deschutes River and runs from the foot of Black Butte (the head) to Lake Billy Chinook (the mouth).

Elevation: 2,963′

Named for Sherman County, home of many families who spent their summer vacations here

The name 'Metolius' is derived from the Warm Springs Sahaptin word, Met-toe-las, meaning white fish, which refers to a light-colored Chinook salmon. As the name indicates, this sacred river is brimming with fish and an angler's paradise."

You can visit the head of the river and stroll along trails on each side. You can also fly fish, visit the local fish hatchery, enjoy local restaurants, and visit many nearby attractions such as:

Video of the Metolius River on YouTube

Hike the Metolius River

Head of the Metolius River Observation Site

Hike Black Butte

Hola! Restaurant in Camp Sherman & Hola! Menu

Camp Sherman General Store & Fly Shop


Redmond

This property is 21.8 miles (approximately 29 minutes by car) from the city limits of Redmond, Oregon.

The city of Redmond is situated on a plateau and spans approximately 15.5 square miles. Redmond feels like a cozy small community and is close to big cities. Eugene is only  126 miles from Redmond, Portland is 144 miles away, and Oregon's capital, Salem, is just 129 miles away. Redmond is an ideal central location that leaves all the best of Oregon at its residents' fingertips.

For more information, maps, and restaurant links, visit:

https://homeinsisters.cascadehasson.com/central-oregon-redmond


Sisters

This property is 7.7 miles (approximately 13 minutes by car) from the city limits of the charming town of Sisters, Oregon.

Sisters is the perfect place to explore Central Oregon. This enchanting town offers stunning natural beauty, various outdoor adventures, and cultural activities that appeal to all interests, like the Sisters Rodeo, Sisters Folk Festival, and the Sisters Outdoor Quilt Show. There is never a shortage of fun things to do in the Deschutes National Forest on the edge of town with trails, lakes, scenic drives, and gorgeous vistas.

For more information, maps, and restaurants, visit:


Hoodoo Ski Recreation Area

This property is 29.8 miles (approximately 38 minutes by car) from Hoodoo Ski Recreation Area.

Hoodoo Ski Area sits on the summit of Oregon’s Santiam Pass and is Oregon’s most centrally located destination for winter sports enthusiasts. Just 20 miles west of Sisters and 44 miles west of Bend, Hoodoo Ski Area offers more than 800 acres of terrain, 34 runs, five lifts, and one of the largest tubing parks in the West. They also have night skiing! 

Visit Hoodoo's website:

https://skihoodoo.com/

Watch these fun videos about HooDoo Ski Area:

https://www.youtube.com/watch?v=Wgcps3BhMK0

&

https://www.youtube.com/watch?v=nDPmEfxLrH0


Mt. Bachelor

This property is 37.8 miles (approximately 48 minutes by car) from Mt. Bachelor Ski Resort.

Ski where Olympians train! Enjoy world-class skiing at Mt. Bachelor and summer activities such as zip lines, downhill mountain biking, kids' summer camps, overnight camping, dining at Pine Mountain Lodge, and more! Bachelor is known for its light, dry snow, diverse terrain, family-friendliness, and long seasons. Come find out why this unique volcano has become a destination for skiers and riders worldwide.

Visit Mt. Bachelor's website:

https://www.mtbachelor.com/