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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:

Sisters Outdoor Quilt Show — The largest outdoor quilt show in the world
Sisters Folk Festival — Celebrating roots music every September
Sisters Rodeo — “The Biggest Little Show in the World”

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

85

# of Listings

3

Avg # of Bedrooms

$714

Avg. $ / Sq.Ft.

$1,355,929

Med. List Price

Browse SISTERS Real Estate Listings

All listings

$250,000 - $500,000

85 Properties Found. Page 2 of 6.

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!

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.

Sisters

18495 Crawford Trail

3 Beds

2 Baths

3,260 Sq.Ft.

$1,650,000

MLS#: 220210687

Horse property within 1 mile of Sisters on 6.77 acres! Located in the coveted neighborhood of Indian Ford Meadows! This 2,700 sqft immaculately maintained home with 3 bedrooms, primary on main level, 2.5 baths offers the perfect blend of country living. The interior features vaulted ceilings and skylights with natural knotty pine accents throughout the home. Propane fireplace located in the family room and kitchen area for warmth and convenience. Enjoy the peek-a-boo Cascade Mountain views from the upstairs balcony. The property is well-suited for those with equestrian interests, boasting a 2-stall horse barn and direct access to adjoining public land. Surrounded by tall Ponderosa Pines and beautifully maintained grounds. The wrap-around deck is perfect for relaxing and entertaining your guests. The multiple additional building structures allow for ample storage including a 1,728 sqft shop. RV Parking/RV Dump station. Seller is related to Listing Agent.

Sisters

69219 Yellow Daisy Lane

3 Beds

2 Baths

2,700 Sq.Ft.

$1,599,000

MLS#: 220213004

Price reduced

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.

Sisters

16923 Royal Coachman Drive

4 Beds

5 Baths

3,895 Sq.Ft.

$1,499,000

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.

Sisters

17785 Wilt Road

None Beds

None Baths

156.96 acres

$1,400,000

MLS#: 220180286

Turnkey Equestrian set up on very private acreage with direct access to USFS land and trails that is also very close to town. This horse property is perfect for equine enthusiasts: 4 stall barn with cement aisle, individual paddocks for each stall, metal roof, tack room, hay storage, feed room, good lighting, and easy access to the home and property, extensive fencing (entire property) and gates. Also includes a well laid out, and structurally sound home with high vaulted tongue and groove ceilings; a primary suite with vaulted ceilings on the main level; New HVAC with zoned mini split system and new propane woodstove. Property additionally features: Large paver patio/gazebo in backyard with complete privacy visually; Hot tub on rear patio; 3 bay shop with metal siding, metal roof, concrete floor; Greenhouse with hydraulic lifting windows; Garden/landscape shed that would make an ideal chicken coop; Extensive front and back landscape; Freshly painted/matching structures on property.

Sisters

15624 National Forest Lane

2 Beds

2 Baths

1,746 Sq.Ft.

$1,295,000

MLS#: 220213314

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.

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.

Sisters

367 W Sisters Park Drive

None Beds

None Baths

4,000 Sq.Ft.

$1,199,000

MLS#: 220198639

#220212331

Sisters

70085 Cayuse Drive

4 Beds

2 Baths

2,458 Sq.Ft.

$1,100,000

MLS#: 220212331

Price reduced

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.

Sisters

69987 West Meadow Parkway

3 Beds

2 Baths

2,314 Sq.Ft.

$1,099,000

MLS#: 220209871

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.

Sisters

70266 Sorrell Drive

1 Beds

1 Baths

1,101 Sq.Ft.

$1,095,000

MLS#: 220209594

Price reduced

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.

Sisters

1110 E Cascade Avenue

3 Beds

2 Baths

2,354 Sq.Ft.

$1,049,000

MLS#: 220210943

Welcome home to this beautiful Craftsman in Coyote Springs, one of Sisters' most sought-after neighborhoods. While Sisters is enchanting year-round, the holiday season brings an extra touch of magic twinkling lights, crisp mornings, and the unmistakable charm of small-town living.
This true Craftsman gem showcases timeless details throughout, including coffered ceilings, custom built-ins, and leaded glass accent windows. The thoughtfully designed floor plan offers a main-level primary suite, a dedicated office, and abundant natural light that creates a warm, inviting atmosphere.
Start your mornings in the cozy sunroom, an ideal space for quiet reflection, or conversation with a cup of coffee. Above the garage, a spacious bonus room with a separate entrance provides exceptional flexibility perfect for a quilting or art studio, creative workspace, guest quarters, or private office.
Designed for comfort, character, and everyday living, this home is well loved & ready for your stories!

Sisters

685 E Coyote Springs Road

4 Beds

2 Baths

2,898 Sq.Ft.

$999,990

MLS#: 220206359

Looking for mountain views and a tranquil setting in the quaint town of Sisters? Look no further. Welcome to this lovely four bedroom, 2 full bath & 2 half bath home in the highly sought after Indian Ford Ranch community. Set on 1.64 peaceful acres, this 2688 sq. ft. home offers space, privacy and views that will take your breath away. Enjoy the sunset on your expansive deck overlooking the meadow. Inside there are large windows in the living room showcasing the beautiful view. A daylight basement features a spacious bonus room w/ a cozy gas fireplace-perfect for gatherings, game nights, or a private retreat. Recent updates include a newer roof, siding, stained deck, fireplace insert, windows & appliances providing peace of mind & modern comfort. Located minutes from downtown, this is the perfect blend of serene country living & close to town convenience. Don't miss your chance to own a slice of Central OR paradise.

Sisters

69947 Meadow View Road

4 Beds

2 Baths

2,688 Sq.Ft.

$995,000

MLS#: 220213100

Discover a stunning large acreage property located just southeast of Black Butte Ranch, ideal for creating your luxurious retreat. Surrounded by vast swaths of lush forest under both public and private ownership, this exquisite 243 acre parcel offers unparalleled privacy. With remarkable views of Black Butte, Three Fingered Jack, and Mount Washington, there is limitless potential for a spacious home and an expansive barn for horses or pets, along with ample room for all your hobbies. Notably, a designated homesite under the Conditional Use Permit (CUP) has already been selected, and a well has been expertly drilled for your convenience. The property also boasts 108 acres of wildfire mitigation work completed, ensuring safety and ease of mind, along with new roads to enhance access to the acreage. Next door to millions of acres of Forest Service land, this is a unique opportunity, perfect for tranquil living and endless adventures on foot, horseback, snowmobiles or ATVs.

Sisters

70410 McAllister Road 2060

None Beds

None Baths

243.67 acres

$995,000

MLS#: 220212999

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