Craftsman Homes for Sale in Sisters, OR

At the end of Wanona Road lies a true Central Oregon sanctuary. This exceptional 52-acre estate offers breathtaking, unobstructed views of the Three Sisters, Mt. Washington and Black Butte, complete privacy and access to BLM land and Whychus Canyon Preserve trails. The property includes two adjoining tax lots (18150 & 18140 Wanona) with two high-producing wells and endless potential. The main

Andrea McGinty RE/MAX Key Properties

A dream view property on 18.8 private acres with stunning views of the Three Sisters and Broken Top. Extremely private and bordered on three sides by 180,000 acres of public land. This custom-built home offers 3 bedrooms, 2.5 baths, plus a large bonus room for flexible use. The primary suite features a custom tile shower, clawfoot tub, dual closets, and private hot tub access. Professionally

Geff Kinnaman Stellar Realty Northwest

Welcome to this stunning custom-built home in the very heart of downtown Sisters. This property blends charm and sophistication in one of Central Oregon's most sought-after locations. A fully equipped ADU (entrance separate from main home) provides incredible flexibility-perfect for guests, multigenerational living, long-term rental income, or a private work-from-home retreat. You'll enjoy the

Corrie Lake Stellar Realty Northwest

Meticulously maintained and truly move-in ready, this fully updated 3,715 sq ft, 4-bedroom home sits on a beautifully manicured 0.4-acre lot in one of Sisters' most sought-after locations. Enjoy peace and privacy while being just two blocks from downtown Sisters, the National Forest, and the Peterson Ridge Trailhead. A grand entry welcomes you with a covered front porch, leading to a vaulted

Jake Moorhead RE/MAX Key Properties

Perfectly positioned along the #3 Fairway of Big Meadow Golf Course at Black Butte Ranch, this inviting home offers a seamless flow from the kitchen to a spacious great room, highlighted by warm wood finishes and a cozy propane fireplace that anchors the space. Recently painted exterior and refinished, expansive back deck, this home is truly move-in ready. Featuring primary bedrooms on both the

Ross Kennedy Stellar Realty Northwest

$50K PRICE REDUCTION! Sweeping Cascade Mountain views define this beautifully updated 2,401 sq ft home in the coveted Pine Meadow Village neighborhood. Recently refreshed with interior and exterior paint and more, this impeccable, well maintained home is truly move in ready. Offering 3 bedrooms, 3 full baths, and a spacious loft, the layout provides flexibility for everyday living or hosting

Sally Jacobson Cascade Views Realty, LLC

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

Nicole Fitch John L Scott Bend

Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes

Jayson Mitchell eXp Realty, LLC

Set on a private 1.02-acre lot in Sisters' Sage Meadow neighborhood, this 2,179 sq. ft. home delivers the space, comfort, and setting that make Central Oregon living so compelling. Three bedrooms and two bathrooms include a generous primary suite with ensuite bath and walk-in closet. The formal floor plan flows through a great room, dining room, and living room, all anchored by vaulted ceilings,

Beau Dyer Ponderosa Properties

PRICE REDUCED!!! Views of Mt. Washington, The Three Sisters Mountain Range, Broken Top & Black Butte take center stage in this beautifully updated Sister's Pine Meadow Village Condominium. Perfectly positioned with a backyard that opens to the expansive greenspace of Pole Creek Ranch, this listing offers a rare blend of tranquility, and unobstructed natural beauty. This home is ideal for those

Lorinda Shea Berkshire Hathaway HomeService

Located in a peaceful, newer neighborhood just minutes from downtown Sisters, this single-level home blends small-town charm with contemporary design. Open floor plan with abundant natural light highlights quality finishes and upgrades. Cozy propane fireplace with tiled surround. Primary suite features a large bathroom with private toilet room and spacious walk-in closet. Southern exposure

Greg Messick Realty Net of Central Oregon

Welcome to your Central Oregon retreat in the desirable Tollgate community! This spacious 5 bed, 3 bath home offers 2,814 sq ft on .63 acres--perfect for comfortable living, entertaining, and enjoying the outdoors. The kitchen features granite countertops, stainless steel appliances, and opens seamlessly to the main living areas. A large bonus room above the garage provides flexible space for a

Ross Kennedy Stellar Realty Northwest

Brand new custom-built home within walking distance of downtown Sisters. Huge value-add potential!! ~500 sqft vaulted attic above garage could be converted into additional living space/square footage! This thoughtfully designed property features two primary suites (one on the main level and one upstairs) offering flexibility for multi-generational living or guests. Enjoy an open, light-filled

Joey Morgan eXp Realty, LLC

Tucked among towering pines and surrounded by some of Central Oregon's most iconic views, this beautifully maintained 3 bedroom 2.5 bath townhome offers the perfect blend of modern comfort and the unmistakable charm of Sisters living. From the moment you arrive, there's a sense of calm-quiet surroundings, fresh mountain air, and easy access to the scenic beauty that defines the area. Inside, the

Cary Kiefer Stellar Realty Northwest

Welcome to Pine Meadow Village, one of Sisters' most sought-after neighborhoods. This custom home blends charm, character, and an unbeatable in-town location. Nestled in the heart of the community, Pine Meadow Village offers parks, scenic mountain views, a neighborhood pool, and walking trails, all just moments from local shops and restaurants.Thoughtfully designed with unique details

Debbi McCune Stellar Realty Northwest

Welcome to Sisters, Oregon! With one of the best performing school districts in the state and endless year-round outdoor opportunities outside your door, it's an easy town to fall in love with! Located just blocks from Downtown and around the corner from Wychus Creek, this home is positioned to enjoy the best of Sisters. A vibrant lawn, limbed up pine trees and open front porch warmly greet you.

John Furrow RE/MAX Key Properties

Updated and well cared for 2 bedroom, 2 bath end unit townhome in Pine Meadow Village! Enjoy the all of the amenities of Pine Meadow Village and close-in location to downtown Sisters!

Jonathan Hicks Engel & Voelkers Madras

Tucked into the peaceful setting of Black Butte Ranch, this classic cabin showcases one of the Ranch's original and most beloved floor plans--blending timeless character with thoughtful modern updates. Recently refreshed on the exterior, the home features a new metal roof, new siding, fresh paint, updated windows, and brand-new front and rear decks perfect for enjoying the surrounding. Inside,

Ross Kennedy Stellar Realty Northwest

This special home in Saddlestone, a very sought after neighborhood in the quaint town of Sisters, Oregon, sits up on the lot and is very private. The front porch/patiofaces south for the Central Oregon sunshine, is large (enough room for outdoor dining/entertaining) and looks out onto the Saddlestone Park. Just under 2,000 sq.ft. - 3Bedrms, 2 1/2 Bathrms plus large loft - Primary on the

Kimberly Gorayeb Engel & Voelkers Bend

Experience the best of Sisters living in this beautiful end-unit townhome. Because this is an end unit right next to a large green park, you get more light and more privacy than a standard home. The layout is built for easy living with two main bedrooms, including one on the first floor and one on the second. This makes it perfect for guests or for staying on the main level as you get older.

Carol Zosel Keller Williams Realty Central Oregon

Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder

Connie Mitchell Stellar Realty Northwest

Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium

Thomas Arends Ponderosa Properties