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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
113
# of Listings
3
Avg # of Bedrooms
$639
Avg. $ / Sq.Ft.
$1,182,800
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

58 Properties Found. Page 2 of 4.

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

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

Beautifully updated Tollgate home with separate guest quarters and walkable amenities. The main house is 1655 sq. ft. 3 bed/2 bath, fresh interior paint, new flooring, updated electrical, vaulted ceilings, and all new fixtures. The modern kitchen offers quartz counters, newer appliances and lots of storage. A versatile floorplan provides multiple living options and private spaces for work or relaxation. Separate guest quarters is 660 sq. ft. & features 1 bedroom, 1 bathroom, plus an office/bunk room, a kitchenette, brand new flooring & a newer heat pump—ideal for guests, work space or multi-generational living. Enjoy indoor/outdoor living with tons of deck space as well as a patio area complete w/ a fenced yard bordering common area. Store vehicles, toys & more in the oversized 2-car garage w/ shop area, and RV parking. Just a short walk to the Tollgate saltwater pool, with access to tennis, pickleball, and basketball courts, clubhouse, and miles of trails to schools and public lands
#220211562

Sisters

69388 Tollgate

4 Beds

3 Baths

2,315 Sq.Ft.

$790,000

MLS#: 220211562

Beautifully crafted single-level mid-century modern home offering 1,972 SqFt of stylish, open-concept living in the heart of Sisters. The great room features vaulted ceilings and abundant natural light, flowing seamlessly into the dining area and gourmet kitchen with custom cabinetry, high-end appliances, and a full-height tile backsplash. The luxurious primary suite includes a spacious walk-in closet with built-ins and a spa-like bath with walk-in tile shower and dual vanities. Two additional bedrooms, a full bath, laundry/mudroom, and attached two-car garage complete the home. Located in the sought-after ClearPine community with access to trails, a neighborhood park, local coffee shops, and just minutes from downtown Sisters. Welcome to the best of Central Oregon living!
#220208537

Sisters

242 W Lundgren Mill Drive

3 Beds

2 Baths

1,972 Sq.Ft.

$790,000

MLS#: 220208537

Sisters Woodlands Sandstone Townhome has a two floor layout with primary suite & main living downstairs. Two upstairs bedrooms & 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 natural environment. 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. Visit model home (631 N Sisters Woodlands Way). Open house Friday through Saturday from 12:00 to 4:00. Homes being pre-sold prior to construction.
#220195506

Sisters

475 N Pine Street Lot #158

3 Beds

2 Baths

1,534 Sq.Ft.

$787,000

MLS#: 220195506

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

Your dream home in Sisters is here! Nestled in the sought-after Saddlestone community, this beautiful property blends comfort and Northwest charm. The open-concept layout features a spacious kitchen flowing seamlessly into the dining and great room, completed with a cozy propane fireplace. The primary suite is conveniently located on the main level, offering an ensuite bath and walk-in closet. With three bedrooms, 2.5 baths, a dedicated office/flex space, and a generous two-car garage, this home offers both functionality and style. Relax on the deck under Central Oregon's starry skies and enjoy easy access to Sisters' shops, dining, trails, and events. Don't miss your chance to make this special home yours!
#220201161

Sisters

1004 E Horse Back Trail

3 Beds

2 Baths

2,173 Sq.Ft.

$759,000

MLS#: 220201161

Welcome to this beautifully updated home in Sisters. Set on .79 acres with towering pines & peaceful surroundings. Inside, you'll find real hardwood floors, fresh interior paint, & new carpet throughout. The great room welcomes you with vaulted ceilings, a cozy wood-burning fireplace, & abundant natural light. The kitchen features granite countertops, stainless appliances, & a spacious island ideal for entertaining. The main level includes the primary suite with a private deck (perfect for a future hot tub), a walk-in closet, & an updated bathroom. Downstairs, you'll find 2 additional bedrooms, a bonus room, & a full bathroom with heated floors. Additional upgrades include a new 2022 roof, updated bathrooms, energy-efficient windows, & a brand new Trex front deck installed in 2024. The landscaped lot offers plenty of room to roam and just minutes from downtown Sisters and outdoor recreation.
#220205923

Sisters

69856 Camp Polk Road

4 Beds

2 Baths

2,593 Sq.Ft.

$750,000

MLS#: 220205923

New on site 4 days ago
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.
#220212720

Sisters

631 W Seedling Lane Lot #152

3 Beds

2 Baths

1,238 Sq.Ft.

$747,000

MLS#: 220212720

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

New on site 4 days ago
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. 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. 10k developer credit; 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
#220212722

Sisters

653 W Sisters Park Drive Lot #121

2 Beds

2 Baths

1,397 Sq.Ft.

$727,000

MLS#: 220212722

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

Nestled on over half an acre in a quiet cul-de-sac, this home borders the Deschutes Trout Creek Conservation Area, offering privacy and nature at your doorstep. The three-bedroom, three-bathroom layout offers vaulted ceilings and a seamless blend of comfort and functionality. The primary suite boasts a private second-story deck for a perfect outdoor retreat. With a two-car garage and a dedicated RV/boat garage which could also be used as a workshop, there is ample space for all your gear for outdoor adventures. The home includes a 20KW Kohler generator, gas fire stove, heat pump water heater, and new stainless steel appliances. Located in the highly sought after Tollgate community with a saltwater pool, tennis/pickleball courts, basketball and volleyball courts, a recreational hall, BBQ area, paved walking paths, and trail access. Don't miss this incredible opportunity! The reduced price reflects a discount for the buyer's potential upgrades to the upstairs area.
#220198766

Sisters

69215 Martingale

3 Beds

3 Baths

1,960 Sq.Ft.

$720,000

MLS#: 220198766

Price reduced
2 Craftsman homes for price of one. Located in ClearPine Subdivision. Main home is 1372 sqft & ADU is 528 totaling 1900 sqft. Located down long driveway in rear of property where you will find main residence w/ two-car garage equipped w/ 30-amp power for RV. Both homes w/ open concept & equally spectacular. As you enter main house you will be greeted w/ expansive hallway. Main house w/ 2 ensuites at opposite ends of home w/ living area in center. Floor plan offers optimal privacy. ADU in front of property is 1 bedroom 1 bath w/ stackable W/D. Kitchen is full size w/ island making fully self-contained residence. Property is completely fenced w/ private yard for each home. Well cared for property w/ many upgrades has been owner occupied w/ solid rental history. Currently ADU is rented month to month. Close to local dining, shopping, Black Butte Ranch, Indian Ford Campground, Hoodoo Ski Resort less than 20 miles away & an hour to Mt. Bachelor Ski Resort.
#220211694

Sisters

110 W Heising Drive

2 Beds

2 Baths

1,372 Sq.Ft.

$719,000

MLS#: 220211694

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