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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 3 of 8.

New on site 2 days ago
NEW PRICE ALERT! Act now to secure this move-in-ready home in coveted Tollgate, Sisters, Oregon. Option to purchase furnished and be home for the holidays! Meticulously maintained single-level 2,352 SF home features an open floor plan with a vaulted great room and natural light. private 0.72-acre lot bordering open space and a private ranch with nearby access to forest trails. The interior features a great room, 3 bedrooms, 2.5 bathrooms, a dedicated flex/craft room, and a reading room/library/office. Extensively remodeled with a new roof in 2017. The property is fully fenced and cross-fenced with a remote-operated gate. The private backyard oasis has a large deck, lush lawn, mature plants, and a greenhouse with raised garden beds. Ample storage and parking: 3-car garage, side yard storage, plus two storage sheds. Tollgate amenities include a saltwater pool, playground, sports courts, and more. 2 miles from shops, restaurants, and schools in charming downtown Sisters, Oregon.
#220205214

Sisters

14853 Crupper

3 Beds

2 Baths

2,352 Sq.Ft.

$899,000

MLS#: 220205214

When your business demands the spotlight, this corner-lot icon delivers. Sitting pretty on the west end of Sisters' bustling Main Street, this downtown commercial zoned building spans **two tax lots** totaling a shy 7000 sq ft. The Cascade Ave frontage enjoys over 12,000 daily drive-bys. Formerly home to a chocolate and ice cream shop (sweet history, right?), it's been extensively updated with smart locks, automated LED lighting, A/C, and an ADA-compliant bathroom. The open-span layout offers endless flexibility, plus private office space, ample storage inside and out, and a one-level design that says ''turn-key'' louder than your barista at 7 a.m. Zoned for multiple uses, this is where your next idea takes shape, and traffic notices!
#220205740

Sisters

391 W Cascade Avenue

None Beds

None Baths

1,408 Sq.Ft.

$899,000

MLS#: 220205740

Partial interests / co-ownership shares Available! Single-level retreat in coveted Tollgate, Sisters, Oregon. The Tollgate lifestyle could be all yours: saltwater pool, sports courts, clubhouse, snow removal, pedestrian/bike paths, direct access to National Forest trails, crisp community water, and more! 2,216 SF includes 3 bedrooms, 3 full baths, a home office, great room with remodeled kitchen, and family room with fireplace. Sun-drenched days unfold in the vaulted great room with skylights, hardwood floors, and a propane stove. Expansive wood deck beckons for gatherings, complete with a relaxing hot tub under the Oregon stars. Parking is a breeze with a 2-car garage and an RV parking area. Remodeled kitchen with granite countertops, new trim throughout, freshly painted exterior, and decks. Gated, fenced, and cross-fenced, with storage for your adventure gear and toys.
#220210990

Sisters

14850 Stagecoach

3 Beds

3 Baths

2,216 Sq.Ft.

$899,000

MLS#: 220210990

Big views of the Three Sisters Mountains and the sounds of the seasonal Pine Meadow Village waterway from the huge 400+ square foot upper deck. Interior features: 4 good size bedrooms; 2 living rooms (one on upper level and one on lower level; Hardwood and tile flooring throughout; Antiqued granite countertops throughout; Two walk-in tile showers; Woodframe windows and solid core wood doors throughout. Exterior features: Large two-car garage; Front and rear landscaping with underground irrigation system; Great condition cedar upper deck over the garage with the views and a covered front cedar deck porch. Neighborhood features: Swimming pool, jacuzzi and club house (right across the street from the home); Seasonal waterway; Extensive walking path; Tennis/sport court; Located just a few short blocks from downtown Sisters or 1000's of miles of forest trails.
#220211200

Sisters

597 W Jefferson Avenue

4 Beds

2 Baths

1,926 Sq.Ft.

$895,000

MLS#: 220211200

Welcome to this exquisite American Farmhouse, a stunning union of tradition and modernity, nestled in the vibrant community of Sisters, Oregon. Having clinched six awards on the 2023 COBA tour of homes for its beautiful design and eco-friendly features. Step into an expansive living space that seamlessly blends sophistication with comfort. The living room has vaulted ceilings, and an open layout, perfect for hosting guests or a quiet evening in. The heart of the home is the gourmet kitchen, equipped with an oversized island and a custom dry bar including a wine cooler. Stylish White oak cabinets with quartz countertops throughout, With three cozy bedrooms and a dedicated office space. Enjoy the neighborhood park, nearby hiking trails and short walk to downtown Sisters. Sellers are offering a credit to buyers for closing costs! Disclosure: Listing Agent is also owner of the home.
#220201124

Sisters

282 W Lundgren Mill Drive

3 Beds

2 Baths

1,952 Sq.Ft.

$879,900

MLS#: 220201124

Price reduced
There's still time to celebrate the holidays and every season in this inviting home nestled in the highly desirable Pine Meadow Village neighborhood of Sisters. This true Craftsman gem blends charm and comfort with an open floor plan, a stunning stacked stone fireplace, and abundant windows that fill the home with natural light. The kitchen is the heart of the home, perfect for gatherings or quiet mornings enjoying the open space. The thoughtful layout provides privacy with the primary suite set apart from the guest wing. Enjoy Pine Meadow Village's scenic walking paths, ponds, and pocket parks just steps from your door. Designed for low-maintenance living, this makes a wonderful primary home for those looking to right-size or the perfect mountain retreat to enjoy all that Sisters and Central Oregon offer, from skiing and snowshoeing to hiking, kayaking, and the small-town charm that makes Sisters truly special.
#220209569

Sisters

546 S Cottonwood Street

3 Beds

2 Baths

1,890 Sq.Ft.

$874,900

MLS#: 220209569

Now $849,000 - Priced to Sell! Discover this Modern Farmhouse Retreat in Sisters, Oregon. Built in 2021 by Curtis Homes, this 1,800 sq. ft. energy-efficient home offers 3 beds, 2 baths, and an open-concept layout with quality finishes throughout. Enjoy a sun-filled great room with vaulted ceilings, stone gas fireplace, and custom workstations. The kitchen features quartz counters, stainless appliances, and ceiling-height cabinetry. The primary suite offers a walk-in closet, spa-style shower, and private deck access. Step outside to your backyard oasis with lush turf, gas fire pit, flower gardens, water feature, and built-in seating — perfect for year-round entertaining. Located near forest trails, parks, coffee shops, live music, dining, and vibrant downtown Sisters. A rare find in a sought-after neighborhood — don't miss this opportunity! Schedule your private tour today.
#220204413

Sisters

1060 N Bluebird Street

3 Beds

2 Baths

1,798 Sq.Ft.

$849,000

MLS#: 220204413

Price reduced
Welcome to 70325 Club Rd in delightful Sisters, Oregon. Nestled on 2.35 private acres, this property boasts breathtaking views of Mt. Jefferson and Black Butte. Step inside to explore stunning updates. The home features newly upgraded wood grain laminate flooring beautifully matched with elegant quartz kitchen countertops. With its fresh white cabinetry and a sparkling glass backsplash, the kitchen exudes a bright and inviting atmosphere. The primary bathroom offers a tranquil escape, with two new vanity sinks, a soaking tub, and stylish wood grain laminate flooring. Outdoors, enjoy a spacious patio and Trex deck, complete with a built-in BBQ, ideal for entertaining. A size-able shop provides exceptional storage and workspace, featuring an office perfect for crafts or business. Above the shop, a generous 1,200 sqft living area includes two bedrooms, a living room, and a kitchen, ideal for guests or additional living space. Home is sold partially furnished.
#220204344

Sisters

70325 Club Road

3 Beds

3 Baths

2,320 Sq.Ft.

$847,500

MLS#: 220204344

Price reduced
Price Reduced!!! Don't miss out on the opportunity to purchase a new construction home in Grand Peaks at Sisters. 2211 Sq Ft of quality throughout. 1 year builder warranty included. The stunning primary suite features a tiled walk-in shower, a freestanding soaking tub, and an expansive closet with custom shelving. With 3 bedrooms and 3 full baths, this Gold Earth Advantage-rated home is designed for comfort and efficiency. Gorgeous kitchen with abundant storage, and large pantry with dedicated microwave plug to save counter space. Fully landscaped, including underground sprinklers. Agent is related to the seller and is a licensed real estate broker in Oregon.
#220206075

Sisters

411 E Diamond Peak Avenue

3 Beds

3 Baths

2,211 Sq.Ft.

$839,990

MLS#: 220206075

Numerous living spaces in this Pahlisch built ''Glenwood'' home. Spaces include an office, 3 full bedrooms, downstairs living room and large upstairs bonus room with wet bar (potential of 2 more bedrooms). Interior features: Hardwood floors in entry/kitchen/dining area; Large kitchen with granite island, stainless steel appliances, and pantry; Solid wood doors, custom moulding/trim, hand textured drywall, 9' ceilings and a 5' wide stairway throughout. Large primary bedroom with tray ceiling, walk-in closet with nice built-ins, soaking tub, private toilet, double vanity, walk-in shower; Newer carpeting and paint. Exterior features: Large rear patio with access from living and dining areas; Extensively and professionally landscaped yard, fully fenced and backing up to common area for great feeling of privacy; Extra depth in garage for good storage/work area; Dual fuel HVAC system for efficiency; Fully encapsulated crawlspace for great efficiency as well as protection from elements/pests.
#220210827

Sisters

1094 E Horse Back Trail

3 Beds

2 Baths

2,598 Sq.Ft.

$839,000

MLS#: 220210827

Sunset Meadows - the much anticipated new development in the charming town of Sisters, Oregon - has begun selling Phase 2! Built by Award Winning Builder Woodhill Homes.The Contemporary Modern Chalet design of the homes give the neighborhood the look & feel of a mountain resort. Cascade Mountain Range, including the Three Sisters are along McKenzie Highway-directly in front of this property! This home is a single family home just under 2,000 sq.ft. w/ 3 bedrooms & 2 1/2 baths.The main floor is an all open floorplan w/large windows & vaulted ceilings to allow the Central Oregon sunlight to shine through. Primary Bedroom w/ensuite bathroom is on the main floor.Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen & bathrooms-1/2 bath & laundry are downstairs & 2 bedrooms, a full bath & a large loft upstairs. Attached 2 car garage.Your chance to own a brand new home in Sisters & start living the Central Oregon Lifestyle & watch the sun set over the Cascade Mountains.
#220208596

Sisters

1012 W Mckenzie Highway Lot 53

3 Beds

2 Baths

1,978 Sq.Ft.

$824,950

MLS#: 220208596

40.29 acres of manicured Ponderosa forested property just minutes from downtown Sisters. It truly feels like your very own private park. This is the perfect setting for a family legacy estate with an abundance of Ponderosa trees, and your very own herd of Mule deer. The owner has marked a potential building site that has views of North and Middle Sister all while being tucked into an gorgeous grove of old growth Ponderosa trees creating a lovely homesite. Views of Black Butte from the property. The owner just completed a thorough thinning/fire fuel reduction project removing hundreds of Juniper trees and underbrush creating a healthy fire resistant forest. Brand new compacted gravel driveway leading to the building site installed. Since the property is zoned RR10 no CUP is needed and building permits can be applied for immediately. Power is at the street and septic feasibility has been approved. A private well will be needed. Call for a private showing.
#220195581

Sisters

17400 Spur Drive

None Beds

None Baths

40.0 acres

$800,000

MLS#: 220195581

Price reduced
100% complete New Construction as of 11-15-25. This gorgeous 3 Bedroom, 3 full bath house is located in the beautiful Grand Peaks neighborhood. Gourmet kitchen, includes a 9' island, soft close hardware, dedicated microwave plug in pantry. Master Bath is a must see, spa like features include walk in tile shower and free standing bath tub. Massive walk in closet with custom shelving throughout. 1 year builder warranty included. Fully landscaped, including underground sprinklers. Gold Earth Advantage Certified. Must see to appreciate all the upgrades included in this gorgeous house. Agent is related to the seller and is a licensed real estate broker in Oregon.
#220199387

Sisters

271 E Diamond Peak Avenue

3 Beds

3 Baths

2,211 Sq.Ft.

$799,990

MLS#: 220199387

New on site 1 day ago
Price reduced
BRAND NEW exterior paint on all structures and most of interior repainted! Fully functioning, ready to go horse property with two-stall horse barn, two paddocks (able to open into 1 long run), round pen, hay storage, tack area and access to 1000's of acres of USFS land with miles and miles of riding trails. Home has two offices in addition to three bedrooms. Home features: Open floor plan, newer downstairs flooring, updated kitchen with large island, quartz countertops, stainless steel appliances, high vaulted ceilings with tongue and groove, plenty of windows and skylights providing natural light, oversized primary bedroom downstairs, mud room, laundry room & canning room. Property features: Large paved circular driveway with lots of parking, garage/covered parking for 2 vehicles plus additional workroom/storage room, three year old roofs on barn/garage and six years on home, new HVAC system with high end filter, kennel and fenced yard for dogs, Pine treed lot minutes from Sisters.
#220209937

Sisters

14419 Crossroads Loop

3 Beds

2 Baths

2,013 Sq.Ft.

$798,000

MLS#: 220209937

Price reduced
Stunning 2.26-acre retreat minutes from Sisters, Oregon, in the Sisters School District, boasting unobstructed, jaw-dropping views of the Three Sisters Mountains and Broken Top. This home features an open layout with so much natural light, expansive windows and huge vaulted ceilings. New carpet throughout, tile flooring, fresh paint in the bedrooms, updated light fixtures, and an open loft upstairs that would be perfect for an office, reading nook or bonus area. Enjoy the wraparound deck, and Hot Tub for soaking in the serene views and peaceful surroundings. The home offers a Paved Driveway, RV Parking, Metal Roof, an attached 2-car garage and a separate 2-car garage with bonus space upstairs - ideal for an office or studio. Quiet, Private, and so much character! A perfect blend of modern updates and natural beauty!
#220209721

Sisters

16966 Canyon Crest Drive

3 Beds

2 Baths

2,443 Sq.Ft.

$795,000

MLS#: 220209721

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