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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 2 of 8.

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

Centrally located and walking distance to the quaint town of downtown Sisters, Oregon - this large 4,000 sq.ft. Commercial Building is available for purchase! The property is just less than a 1/3 of an acre with a large areas for parking and/or expansion. The building is currently fully NNN leased.
#220198639

Sisters

367 W Sisters Park Drive

None Beds

None Baths

4,000 Sq.Ft.

$1,199,000

MLS#: 220198639

Designed for the luxury RV enthusiast, this custom-built home with a fully outfitted, heated shop is also the perfect second home or snowbird retreat. The efficient floorplan delivers high-end comfort with hand-selected white oak cabinetry, a chef's kitchen with quartzite countertops and built-ins, a wood-burning fireplace, and a spa-style tiled walk-in shower. The radiant in-floor heating throughout adds year-round warmth and efficiency. The shop is RV-ready with septic, 50-amp power, dedicated 30-amp lift circuits, water, and custom metal cabinetry. Exterior features include quarter-sawn cedar siding, steel accents, a premium tile roof, full landscaping with irrigation and lighting, plus a matching custom shed. Gated, fenced, and ready for future expansion.
#220209594

Sisters

70266 Sorrell Drive

1 Beds

1 Baths

1,101 Sq.Ft.

$1,145,000

MLS#: 220209594

Custom-built, single-level home in the sought-after Sage Meadow neighborhood, backing USFS land for terrific privacy and forest views. The interior features hardwood floors in the main living areas, solid wood doors, and detailed woodwork throughout. The layout includes a living room, family room, and dedicated dining room with built-in hutch and bar. The large kitchen has a large island, granite countertops, stainless steel appliances, an eating bar, pantry, and ample storage. The primary suite offers deck access, a walk-in closet, a tiled walk-in shower, and a soaking tub. Exterior features: a 1,032 sq ft three-car garage includes a stairwell to a large storage area/bonus room (convertible with modifications); covered front porch, rear deck, or paver patio. fully fenced backyard with forest access gates; cement siding, a landscape shed, RV parking, a large paved driveway, and a blend of natural and manicured landscaping.
#220209871

Sisters

69987 West Meadow Parkway

3 Beds

2 Baths

2,314 Sq.Ft.

$1,125,000

MLS#: 220209871

Fall in love with this beautifully updated farmhouse, perfectly situated on a large fenced corner lot in town. Enjoy a classic porch with low-maintenance composite decking and a generous yard featuring a paver patio, water feature, chicken coop, woodshed, and RV parking. Inside, timeless charm meets modern comfort with a remodeled kitchen showcasing a stainless-steel farmhouse sink, custom cabinetry, new appliances, and gleaming hardwood floors. Gather around the cozy wood-burning fireplace in winter or watch the snow fall from the inviting family room addition. The spacious primary suite features reclaimed 100-year-old barn wood accents and a fully remodeled bath, creating a warm and welcoming retreat. Additional updates include a new water heater, washer and dryer, refrigerator, and dishwasher, along with a newer hot tub, roof, and heat pump. This one-of-a-kind property perfectly blends character and convenience in the heart of Sisters, Oregon.
#220210943

Sisters

1110 E Cascade Avenue

3 Beds

2 Baths

2,354 Sq.Ft.

$1,099,000

MLS#: 220210943

Price reduced
There's still time to celebrate the holidays in your beautiful new home in Coyote Springs, one of Sisters' most desirable neighborhoods. Sisters shines year-round, but never more than during the holidays, when lights twinkle and the small-town charm comes alive. This true Craftsman gem features timeless details including coffered ceilings, custom built-ins, and leaded glass accent windows. The spacious floor plan offers a main-level primary suite, dedicated office, and abundant natural light throughout. Thoughtfully designed for comfort and character, this home invites you to settle in and start making memories this season and beyond.Mornings in the cozy sunroom, perfect for reflection, conversation, or watching the snow fall with a cup of coffee. Above the garage, a generously sized bonus room with a separate entrance offers endless possibilities quilting studio, creative workshop, guest space, or private office. A short walk to your favorite coffee shop or hiking trail!
#220206359

Sisters

685 E Coyote Springs Road

4 Beds

2 Baths

2,898 Sq.Ft.

$999,990

MLS#: 220206359

Newly built mid-century beauty in Sisters! This home combines asymmetrical rooflines and contemporary style. The 3BR, 3BA model features 2 suites and boasts a floor to ceiling stone fireplace in the great room. The amazing chef's kitchen includes extensive counter space, under cabinet lighting. rollout cabinets, a 5 seated island, beverage fridge plus a walk-in pantry. There is access from the dining area to a private covered patio for outdoor dining. The primary suite has a soaking tub, curb less shower, walk-in closet with built-ins. Frameless shower glass in all baths. This 2188 sq ft home has so much to offer, including signature artisan fencing on a big 9,440 sf lot! Photos feature a different Columbia Model and are shown as an example of home. Color palette of home for sale includes white cabinets, white quartz counter tops and tile, butcher block island, warm slate look stone on fireplace and gorgeous rich LVP flooring. Seller is licensed real estate broker in Oregon
#220204486

Sisters

230 E Diamond Peak Avenue 32

3 Beds

3 Baths

2,188 Sq.Ft.

$990,000

MLS#: 220204486

Your chance to build a beautiful new home! Create a space that fits your style. Select your preferred colors, finishes, and appliance package to make this 2,211 sq. ft. home truly your own. The thoughtfully designed plan includes 3 bedrooms and 3 full baths and is ready to begin construction. Located in a lovely subdivision just minutes from town, you'll enjoy access to a neighborhood park and two private pickleball courts. A great setting to call home! Agent is related to the seller and is a licensed real estate broker in Oregon.
#220211280

Sisters

351 E Diamond Peak Avenue

3 Beds

3 Baths

2,211 Sq.Ft.

$959,900

MLS#: 220211280

Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof
#220179610

Sisters

69435 Green Ridge Loop

6 Beds

3 Baths

3,336 Sq.Ft.

$949,000

MLS#: 220179610

Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen featuring granite countertops flows seamlessly into the lodge style great room showcasing warm wood finishes and a beautiful, one-of-a-kind Scandinavian stainless steel wood burning fireplace. Downstairs offers a separate 1200 square foot additional living space which has its own private exterior entrance. It features 2 primary bedrooms each with their own bathroom, living room, separate laundry and kitchen area. A perfect mother-in-law, college student, traveling nurse opportunity or just more space for you. Located 1.5 miles from the highly rated Sisters schools and beautiful downtown Sisters, OR
#220200743

Sisters

14590 Mountain View Loop

5 Beds

4 Baths

4,004 Sq.Ft.

$939,500

MLS#: 220200743

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