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SISTERS

One of the most popular communities provided by Christy Symons - Delete Me

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 - Delete Me
79
# of Listings
3
Avg # of Bedrooms
$720
Avg. $ / Sq.Ft.
$1,396,431
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

79 Properties Found. Page 3 of 6.

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

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.
#220213272

Sisters

14853 Crupper

3 Beds

2 Baths

2,352 Sq.Ft.

$899,000

MLS#: 220213272

Price reduced
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.

$875,000

MLS#: 220211200

Price reduced
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.

$850,000

MLS#: 220201124

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

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

Sisters Woodlands Sunstone Townhome is the only available, move-in ready home, in the community. This model has a two floor layout with primary suite and two additional bedrooms downstairs. Main living, including a huge covered deck upstairs. Developers offering a 10k credit toward purchase. Homes are carefully sited to save 100's of pine trees & complement natural environment. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Metal siding (fire/pest resistant); Solar & EV charger ready. 2-10 year Homebuyer Warranty included. Visit model home (631 N Sisters Woodlands Way). Open house Friday through Sunday from 12:00 to 4:00.
#220209675

Sisters

504 W Sisters Park Drive Lot #102

3 Beds

2 Baths

1,519 Sq.Ft.

$787,000

MLS#: 220209675

Nestled in the heart of Sisters, this private creekside retreat offers a rare sense of calm while staying effortlessly connected to town. Tucked away on a quiet cul-de-sac, the home feels peaceful and secluded, with the gentle sound of the creek just beyond the backyard. Inside, the home offers 3 bedrooms and 2.5 bathrooms with a warm modern craftsman feel. A welcoming entryway with tall ceilings opens into a light-filled living area centered around a fireplace and flowing into a spacious kitchen ideal for daily life and entertaining. The primary suite features a private balcony overlooking the creek and an ensuite bath with a walk-in shower and soaking tub. Outside, the fully fenced backyard provides direct creek access, a newly upgraded deck, covered seating with hot tub, and a garden area. A pedestrian pathway leads into downtown Sisters, while the park across the street connects to miles of hiking and biking trails.
#220213056

Sisters

410 S Timber Creek Drive

3 Beds

2 Baths

1,979 Sq.Ft.

$749,000

MLS#: 220213056

Sisters Woodlands Old Growth Cottage has 2 floor layout with 3 ensuite bedrooms & open living concept (alternative 2 bedroom option available with larger primary bedroom/office). Cottages carefully sited to save 100's of pine trees & complement natural environment. High quality design/build is sustainable, durable & efficient for very low maintenance dwellings. Enjoy all Sister's offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Larch Shou Sugi Ban burnt siding (fire/rot/pest resistant); Large upper terrace; Metal roof; Private front/rear patio; 2 car garage & attached storage; Direct connection to private landscape & common amenity area; Solar/EV charger ready. Pictures are of prior completed Old Growth. Visit model home (631 N Sisters Woodlands Way)
#220213494

Sisters

610 W Sprout Lane Lot #131

3 Beds

2 Baths

1,247 Sq.Ft.

$747,000

MLS#: 220213494

Sisters Woodlands Canopy Cottage has upper primary living space, allowing the architecture to unlock a unique relationship with surrounding trees. Upper level has an open floor plan, connected to a large exterior deck. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless high-end appliances; Ductless HVAC. Exterior features: Larch Shou Sugi Ban burnt siding (fire/pest resistant); Metal roof; Private front/rear patio; 2 car garage; Direct connection to private landscape & common amenity area; Solar/EV charger ready. 3 bedroom or 2 bedroom (larger primary) option. Pictures are of prior completed Canopy. Visit model home at 631 N Sisters Woodlands Way. Homes being pre-sold prior to construction.
#220213278

Sisters

630 W Sprout Lane Lot #133

3 Beds

2 Baths

1,238 Sq.Ft.

$747,000

MLS#: 220213278

The Pinewood Cottage - Charming custom 3-bedroom, 2-bath Tudor-style home on a ½-acre lot bordering the Deschutes National Forest in Tollgate. This energy-efficient home offers year-round comfort—warm and inviting in winter, cool in summer. A beautiful central brick fireplace anchors the living space, adding character and a cozy focal point. The finished attic provides a versatile extra room perfect for an office, den, or reading room. Classic Tudor architecture, rich wood finishes, and thoughtful craftsmanship create a welcoming retreat surrounded by nature. Enjoy a spacious back deck for relaxing or entertaining, plus a detached two-car garage and separate storage shed. Tollgate amenities include a pool, tennis and pickleball courts, and miles of trails just outside your door. A perfect blend of charm, quality, and forest tranquility.
#220210763

Sisters

14850 Schooner

3 Beds

2 Baths

1,781 Sq.Ft.

$745,000

MLS#: 220210763

Sisters Woodlands Opal Townhome has a two floor layout with main living upstairs, two downstairs bedrooms, two car garage, and a huge covered deck. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances. Exterior features: Corrugated metal siding; Option for large outdoor patio on ground level; Solar & EV ready. 2-10 year Homebuyer Warranty. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Visit model home (631 N Sisters Woodlands Way) to see finishes and other available models. Homes being pre-sold prior to the commencement of construction.
#220213188

Sisters

643 Sisters Park Drive Lot #122

2 Beds

2 Baths

1,397 Sq.Ft.

$727,000

MLS#: 220213188

Home on .52 wooded acres w/ views of Central Oregon's stunning landscape. 3 bed, 2 bath home just minutes from Sisters w/ charming shops & dining, close to Black Butte Ranch & in Tollgate Community. 1 hour to Mt. Bachelor & 17 miles to Hoodoo for skiing. Lots of parking plus RV parking, room for toys & guests. Detached garage is set up as 400 sq ft insulated, heated studio for guests or office. Living room w/ vaulted ceiling. Kitchen/dining/family great room w/ lots of cabinetry & prep space, pantry, cook island & eat bar. Family room w/ wood burning stove & door to deck for dining. Primary suite w/ walk-in closet & private bath. 2 more bedrooms, guest bath & laundry area complete floorplan. HOA includes maintenance of common areas, pool, tennis/pickleball/basketball courts, playground & trails. From nearby Suttle Lake to endless recreation of the Cascade Mountains for hiking, fishing, paddleboarding and snow sports, this is Central Oregon living at its finest.
#220212648

Sisters

69341 Silver Spur

3 Beds

2 Baths

1,837 Sq.Ft.

$725,000

MLS#: 220212648

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