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SISTERS

One of the most popular communities provided by Christy Symons

SISTERS

About SISTERS

Discover Sisters, Oregon

Welcome to Sisters, Oregon, a charming town nestled at the gateway to the Cascades. Known for its stunning natural beauty and rich Western heritage, Sisters is a must-visit destination for adventurers and tranquility-seekers alike.

Location & Accessibility

Sisters is located in Central Oregon, approximately 22 miles northwest of Bend. Set against the dramatic backdrop of the Three Sisters Mountains, the town is easily accessible via US Highway 20, offering a scenic drive through forests and open plains.

Small Town Charm

Sisters exudes a welcoming, small-town vibe with a population of just over 3,000 residents. The historic downtown features:

  • Western-themed architecture
  • Mom-and-pop shops
  • Art galleries
  • Local coffee houses
  • Boutique stores

Explore the friendly main street and discover a vibrant, walkable community.

Outdoor Adventure

Nature lovers will find endless recreation in and around Sisters. Highlights include:

  • Hiking: Trails in the Three Sisters Wilderness and along the Metolius River
  • Mountain biking: Peterson Ridge Trail System
  • Fishing: Renowned fly fishing on the Metolius and Deschutes rivers
  • Skiing & Snowshoeing: Winter sports at Hoodoo Ski Area, just 20 minutes away
  • Camping & Horseback Riding: Numerous campsites and equestrian trails in nearby national forests

Arts, Culture & Events

Sisters is a hub for culture and creativity. Notable annual events include:

Local galleries, live music at cozy venues, and a community theater scene keep the arts alive year-round.

Dining & Nightlife

Enjoy a variety of eateries, breweries, bakeries, and cafés. Don’t miss:

  • Sisters Coffee Company — Famous for its rustic ambiance and expertly roasted coffee
  • Sisters Bakery — A beloved spot for pastries and bread
  • Three Creeks Brewing Co. — Craft beer and hearty pub fare

Living in Sisters

Sisters offers a slower pace of life, friendly neighbors, and access to some of Oregon’s best scenery. The community is:

  • Family-friendly
  • Surrounded by excellent schools
  • Active in conservation and sustainability

Housing options range from historic homes to new builds, with neighborhoods emphasizing outdoor space and mountain views.

Why Visit Sisters?

  • Breathtaking mountain vistas
  • Thriving arts scene
  • Year-round adventure
  • Welcoming, tight-knit community

Plan your visit or make yourself at home—Sisters, Oregon is where the West lives on.

One of the most popular communities provided by Christy Symons
111
# of Listings
3
Avg # of Bedrooms
$620
Avg. $ / Sq.Ft.
$1,191,925
Med. List Price

Browse SISTERS Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

19 Properties Found. Page 1 of 2.

Indulge in the epitome of ranch living on this expansive 63-acre property, featuring a grand 4,797 square-foot main residence, a private guest home, a distinct apartment, and picturesque mountain vistas. Enjoy an array of opulent amenities amidst the tranquil beauty of the surroundings. The main home features multiple en-suite bedrooms and spacious outdoor areas, perfect for relaxation and entertainment. Explore landscaped paths leading to three tranquil ponds and enjoy panoramic vistas of the Three Sisters and Broken Top Mountains. This exceptional estate includes an 8-stall horse barn, garden, greenhouse, pet kennels, and a large workshop. With room for up to 14 cars and 4 RVs, it caters to car enthusiasts. Wildlife enthusiasts will delight in observing deer, elk, bald eagles, and more. Additionally, 56 acres of hay fields with 1895 senior water rights ensure ample irrigation. Water distribution is managed efficiently through a pressurized system.
#220179202

Sisters

69019 Holmes Road

4 Beds

3 Baths

4,797 Sq.Ft.

$2,899,000

MLS#: 220179202

Discover tranquility on 4 acres with over 400 feet of frontage along Whychus Creek. The chef's kitchen boasts an AGA stove, dark walnut island, and polished bluestone countertops. Elegant details like 9-foot ceilings with reclaimed beams and gold travertine from Jerusalem enhance the warmth from the kitchen to the Great Room, featuring a wood-burning fireplace. This home offers efficient hydronic radiant floors and superior insulation for year-round comfort. Bedrooms feature 100-year-old reclaimed wood flooring, with the primary bedroom offering a vaulted ceiling and French doors to an outdoor oasis, complete with marble bathroom accents and a clawfoot tub. Guest rooms include French doors with custom Juliet balconies. Enjoy the serene creekside ambiance, with a wood-fired sauna nearby and access to a natural cold plunge swimming pool. Property boarders 129 acres of the Willow Springs Preserve managed by Deschutes Land Trust. Enjoy salmon, steelhead, otters, deer, elk and birds.
#220205427

Sisters

69960 Camp Polk Road

3 Beds

3 Baths

3,785 Sq.Ft.

$2,895,000

MLS#: 220205427

Beautiful sought after location and acreage in the Cloverdale area of Sisters, Oregon. 45.6 Acres with 38.7 of pressurized irrigation rights. Stunning Mountain Views from so many locations of the home and property. 4230 square feet with a 428 square foot finished attic. There are many flexible spaces in the home that include a Library, attached studio apartment, Office and Bonus room to name a few that could make this home a multi generational dream. The main level includes a living room, large gourmet kitchen with beautiful oversized island. There is also a formal dining room, parlor, full bath and laundry room. 2nd level includes the primary bedroom, en suite and private office, 2 additional bedrooms, bathroom and library. The yard and outside space is a dream with 3 covered decks, two having beautiful views. Fully fenced. Detached shop has 14 ft ceilings w/10 ft door, utility room with full hook ups and upstairs guest quarters. Machine shed will take 6+ vehicles.
#220205112

Sisters

69150 Butcher Block Boulevard

5 Beds

4 Baths

4,230 Sq.Ft.

$2,695,000

MLS#: 220205112

Sitting on .64 of an acre is this 10,500 sq ft industrial building in Sisters Industrial Park. This building features several offices as well as an open warehouse areas with three, 14ft roll up doors. The large warehouse area has 3 phase power.
#220204754

Sisters

307 Sisters Park Drive

None Beds

None Baths

10,500 Sq.Ft.

$2,175,000

MLS#: 220204754

Nestled in Central Oregon, is the Red Barn Farm in Sisters,Oregon, offering a blend of rustic charm & modern amenities. This 4,279 sq ft primary residence, is complemented by a 1,000 sq ft mother in- law suite, for a thoughtful design and functionality. Main house boast 4 spacious bedrooms (3 are Ensuite) and 4.5 baths, providing ample space for family and guests on 5.77 irrigated acres. Main floor houses 1 master and an office. The ADU, has a full kitchen, lg living room, 2 bedrooms, 2 baths, and climate control mini-splits. It offers versatility as a guest suite, rental opportunity, or private retreat. The property's exterior is equally impressive, featuring a 3-stall barn,tack room, & storage for hay & equipment. Automatic underground sprinkler & irrigation systems, a reliable well and a septic system. It has pet-friendly floors, a fully fenced yard, and an outdoor kennel. Currently operating as a successful short-term rental on Airbnb it provides a steady income for the owner
#220200531

Sisters

69482 Panoramic Drive

6 Beds

4 Baths

4,279 Sq.Ft.

$2,144,000

MLS#: 220200531

Beautiful log home on 5.62 private acres just minutes from downtown Sisters and public lands. Enjoy manicured landscaping surrounded by ponderosa pines and aspens. A covered porch welcomes you to a four-bedroom home featuring an open floor plan with a 30' vaulted great room, soaring windows, and a floor-to-ceiling stone fireplace showcasing warmth and craftsmanship. The updated entertainer's kitchen opens to a wrap-around cedar deck with a hot tub and private sitting areas. Upstairs offers a loft/sitting area, spacious primary suite, two bedrooms, and a full bath. The finished 1,152 sq ft basement includes a family room and storage. Two large garages, a professional woodworking shop, heated tack room, and loafing sheds complete this remarkable estate—perfect for horse enthusiasts and those seeking privacy with luxury.
#220211511

Sisters

69440 Crooked Horseshoe Road

4 Beds

3 Baths

4,016 Sq.Ft.

$1,995,000

MLS#: 220211511

A masterpiece of design and craftsmanship, this extraordinary Sisters estate—conceived by acclaimed architect Steve Van Sant and brought to life by Tee Harbor Construction—delivers an unparalleled lifestyle in one of Central Oregon's most coveted settings.Perched on The Rim at Aspen Lakes, the property commands jaw-dropping panoramas from Mt. Jefferson to Broken Top. Beyond its borders lies permanently protected land, offering a front-row seat to Whychus Creek and the pristine Willow Springs Preserve. Inside, walls of glass frame breathtaking scenery, a sculptural fireplace anchors the great room, and the chef's kitchen boasts professional appliances, a walk-in pantry, and an island. The main-level primary suite is a serene, light-filled retreat. From the deck, watch raptors soar and deer roam—all just minutes from downtown Sisters and Aspen Lakes Golf Course. This isn't just a home; it's a front-row seat to the majesty of Central Oregon.
#220208118

Sisters

69305 Hawksflight Drive

4 Beds

3 Baths

3,653 Sq.Ft.

$1,950,000

MLS#: 220208118

Highly flexible mixed use buildings in the Light Industrial zone of Sisters that allows multiple uses (currently wood art production facilities and sound studio / previously daycare, textile & decor manufacturing, fulfillment center, church). 100% occupancy for 5+ years. Zero build lot line with lots of undeveloped property allowing opportunity to add additional buildings or income producing storage. Larger building 6528sf with flex space that is easily divisible into six units, currently includes a 250sf office, four bathrooms and two docks (one covered 2 double doors, one with roll up). Recently remodeled 820sf apartment on the second floor. Smaller building is currently two units totaling 2880sf. Each has its own bathroom and own power meter. Low maintenance buildings; well insulated; outer load-bearing walls for easy flex;Multiple views of Three Sisters Mountains; Few blocks from busy downtown. 6.0% cap rate based on proforma.
#220212090

Sisters

592 N Sisters Park Court

None Beds

None Baths

9,408 Sq.Ft.

$1,950,000

MLS#: 220212090

Very private acreage in one of Sisters' most desirable areas & only a few minutes to town. Includes: farmhouse, shop, barn, detached private room/office, chicken coop, greenhouse, raised garden beds. Home features: Hardwood floors; Vaulted ceiling/open loft; River Rock fireplace with built-ins; Open floor plan; Remodeled kitchen; Large laundry/mudroom; Primary bedroom with deck access to hot tub; 2 walk-in closets, walk-in shower, soaking tub; Large office/bedroom; Large bonus room; Newer HVAC and 2 hot water heaters; Covered wrap around deck with trellis in back; Fully fenced in yard for dogs. 1200sf shop with 16' door and additional pass through door. 1296 square foot barn in a picturesque dugout setting features 3-stalls, turnouts, insulated tack room, hay storage, covered parking area, corral, round pen, fenced paddocks, and loafing shed. Property features extensive landscaping including a stream and access to 160 acres of public lands for riding and hiking.
#220210310

Sisters

69128 Bay Drive

3 Beds

2 Baths

2,710 Sq.Ft.

$1,750,000

MLS#: 220210310

Price reduced
This is an exceptional home nestled in the prestigious Aspen Lakes Golf Community in Sisters, OR. This timeless Northwest lodge style home is all one level living, with a large bunkroom w/wet bar & full bath upstairs. Showcasing unparalleled craftsmanship w/ wood beams/accents & custom built-ins throughout. Thoughtfully designed open concept, with dining area & large kitchen w/ eating bar & nook. Three bedroom ensuites on the main level that are perfect for all of your guests! A dedicated office w/golf course views. Soaring vaulted ceilings & expansive windows flood the interior w/natural light & showcase the stunning outdoor scenery. Wide hallways, rich wood flooring & generous closet space enhance both comfort & function. Step outside to a recently refinished wood wrap around back deck, ideal for entertaining and taking in views of the fairways & Cascade Mtn views. The oversized 3 car garage offers storage w/ a workshop or hobby space. This is refined mountain living at its best!
#220203797

Sisters

16921 Lady Caroline Drive

4 Beds

5 Baths

4,258 Sq.Ft.

$1,725,000

MLS#: 220203797

Nestled on the canyon rim, this 20 acre property in the Sisters School District offers a unique custom home built from 100-year-old reclaimed timbers that showcases exceptional craftsmanship in every detail. Centered on a chef's kitchen opening to a grand living room featuring a dramatic floor-to-ceiling stone fireplace. Main level includes a primary suite, office and additional bedroom with ½ bath. Upstairs hosts an open loft and sprawling primary bedroom and bathroom with walk in tile shower and soaking tub. Find the 600 sq ft cottage steps away with full bath and AC. The 2,600 sq ft shop accommodates RVs, hay, and all of your hobbies with a full bath. Equestrian features shine with a 120x118 outdoor arena, round pen, wash rack, trail course, 6 paddocks, and two 12x24 shelters with water and electricity. For your green thumb, there is a greenhouse with fenced in raised beds garden including drip irrigation. A gated serene, versatile estate for family, animals, and outdoor pursuits.
#220210687

Sisters

18495 Crawford Trail

3 Beds

2 Baths

2,660 Sq.Ft.

$1,650,000

MLS#: 220210687

Built in 2022 and perfectly positioned on the 9th hole of the Aspen Lakes Golf Course, this single-level modern craftsman blends luxury, comfort, and efficiency. Featuring 4 bedrooms (each with its own en suite), 4.5 baths, an office, and 3,100 sq ft on a 1.01-acre lot within a gated Fire Wise community. Highlights include soaring 9-12 ft ceilings, 8 ft doors, quartz countertops, 6'' rift and quartered oak floors, maple cabinetry, and warm Douglas Fir accents. The primary suite offers a spa-like steam shower and refined finishes. Enjoy a covered back patio with a hot tub and golf course views, dual double garages with shop space (1,470 sq ft), and energy-efficient systems throughout. A rare blend of craftsmanship and serenity in one of Central Oregon's premier communities.
#220210966

Sisters

16823 Royal Coachman Drive

4 Beds

4 Baths

3,100 Sq.Ft.

$1,595,000

MLS#: 220210966

Come see this gracious, spacious one-owner home built by Johnannesen located in (115 homesites) prestigious, private, gated, Aspen Lakes in Sisters, Oregon. The ease of this single-level custom-designed floor plan lends itself to accommodating a caretaker/family member as there is a privately situated separate entrance; set up for kitchenette. Each bdrm has own bathrm. 4th bdrm w/own bathrm used as a dedicated office. Loft has murphy bed. Desirable southern exposure provides natural light year-round. Enjoy fabulous mahogany deck that runs entire width. Sit here a spell. You'll appreciate privacy and calming quiet this 1+ acre beautifully landscaped lot affords. Multi-function (39x20) family room can serve long arm quilter, artist/ craftsman or as rec room. Primary has TWO huge walk in closets, sep vanities + yoga room, nursery, or? Heated 1000 SF gar w/ 3rd bay shop/golf cart. When you discover all thoughtful upgrades/amenities you'll agree.
#220209906

Sisters

16923 Royal Coachman Drive

4 Beds

5 Baths

3,895 Sq.Ft.

$1,575,000

MLS#: 220209906

This showcase acreage is like no other. 3 adjoining pieces make up this square -156 acre slice of your own private Heaven. One well is drilled, and will bring forth approximately 48 gallons per minute of the purest water on the planet when you're ready. Pond and graveled driveway at one of the prime residence locations on-site; with pump & solar battery house along with a pole barn right there too. Deer, Elk, Bear, Turkeys, and an abundance of native plants & animals. This is one of those truly rare properties you just cannot find elsewhere so near Sisters; yet so far removed and private.
#220180286

Sisters

17785 Wilt Road

None Beds

None Baths

156.96 acres

$1,400,000

MLS#: 220180286

Perfect for outdoor enthusiasts, secluded retreat, only 45 minutes to three world class fishing locations: Deschutes, Metolius, McKenzie & the many lakes that are accessible within a few miles radius. Just mintues away to the Pacific Crest Trail.
#220169228

Sisters

Lot-500 Forest Service Road 1030 Rd

None Beds

None Baths

316.2 acres

$1,250,000

MLS#: 220169228

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