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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

111 Properties Found. Page 1 of 8.

Transcend luxury to embody extraordinary at R&R Ranch, a distinguished equestrian estate built for generational heritage. Set on 190 acres with sweeping Cascade Mountain views, this legacy property offers rare privacy and an uncompromising standard of living. The 14,666 sq ft main residence showcases artisan craftsmanship with hand-hewn beams, refined finishes, display kitchen, culinary kitchen, 600+ bottle wine cellar, and custom theater with balcony seating. Along with the primary wing, a well-appointed office and two guest suites are located in the main home, complemented by two fully-equipped cabins with private living areas, kitchens, and garages. Designed for equestrian and recreational pursuits, the estate features an indoor arena with viewing gallery, racetrack, round pen, fully stocked recreational pond, 12-stall barn with locker rooms, staff lounge and saloon, rec barn, and 9-bay shop. With 120+ acres of deeded water rights, R&R Ranch is where natural beauty and legacy meet.
#220198767

Sisters

16400 Jordan Road

8 Beds

8 Baths

14,666 Sq.Ft.

$17,495,000

MLS#: 220198767

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.
#220203639

Sisters

16465 Suntree Lane

8 Beds

7 Baths

9,050 Sq.Ft.

$13,000,000

MLS#: 220203639

Historic 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. A new building site with a commanding mountain view is in place, with utilities installed and septic approval. 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.
#220207060

Sisters

67500 Three Creeks Road

3 Beds

4 Baths

3,284 Sq.Ft.

$5,250,000

MLS#: 220207060

Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios—both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.
#220198658

Sisters

17945 Mountain View Road

4 Beds

5 Baths

7,663 Sq.Ft.

$3,999,000

MLS#: 220198658

This private & pristine, 10-acre Scandinavian Farmhouse Estate located 1 mile from Sisters. Tastefully updated with high quality finishes & attention to detail. It includes a gourmet chef's kitchen, Viking & SubZero appliances, equine facilities, indoor pool w/ lap lane, Finlandia sauna, home gym, 2023 Master Spa Phelps Legend Spa, 4 en-suite bedrooms, bonus rooms, guest quarters w/ kitchenette, perfect for multi-generational living. Game room, elevator, 4-car garage, pottery/arts & crafts room. This wonderfully serene property is fully fenced & cross-fenced w/ a long, gated, stately driveway, 6 stall barn w/ attached paddocks, heated washroom, tack room, office, ¾ bath, kitchenette & attic space for possible barndominium, arena & round pen with footings, 3 large pastures & equipment garage, enclosed garden area w/ chicken coops. 4.88 acres of underground, automated irrigation, 2 wells, 2 septic systems, rear 5 acres w/ barn & equine facilities could possibly be partitioned off.
#220186342

Sisters

69223 Crooked Horseshoe Road

4 Beds

5 Baths

8,926 Sq.Ft.

$3,375,000

MLS#: 220186342

Completed in 2023, the ClearPine Building is a brand-new mixed-use property offering a rare blend of commercial and residential space in the heart of Sisters' growing industrial district. Priced well below replacement cost, the building totals 12,216 square feet, including 6,125 RSF of ground floor commercial space, 1,566 RSF of second-floor commercial space, and 4,525 SF of second-floor residential apartments. This versatile design provides an attractive opportunity for both owner-users and investors seeking modern space with strong income potential. The property already benefits from established tenancy, generating $123,912 in annual rental income. One ground-floor suite is leased to Sisters Physical Therapy, while all three second-floor residential apartments are fully leased. This built-in stability provides reliable cash flow while still leaving significant space available for an owner-occupant or additional tenants.
#220210081

Sisters

100 W Lundgren Mill Drive

None Beds

None Baths

12,216 Sq.Ft.

$3,200,000

MLS#: 220210081

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

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