Sisters Homes with Craftsman Style

Nestled in the heart of Oregon’s stunning Deschutes County, Sisters is a charming small town that captivates residents and visitors alike with its picturesque landscapes and vibrant community spirit. Surrounded by the breathtaking Cascade Mountains and the enchanting Deschutes National Forest, Sisters offers a unique blend of outdoor adventure and small-town charm. Known for its rich western heritage, the town features a delightful array of local shops, art galleries, and inviting restaurants, making it a perfect destination for those who appreciate the arts and outdoor lifestyle.

One of the most appealing aspects of Sisters is its stunning Craftsman-style homes. These architectural gems embody a timeless elegance and are characterized by their handcrafted details, natural materials, and warm, welcoming aesthetics. With exposed beams, built-in furniture, and expansive porches, Craftsman homes in Sisters are designed to harmonize with the surrounding nature, offering both comfort and style. They create an inviting atmosphere that encourages relaxing evenings spent on the porch or cozy gatherings with friends and family.

Living in Sisters means embracing a lifestyle filled with outdoor activities, from hiking and biking in the summer to skiing and snowshoeing in the winter. The community hosts numerous events throughout the year, including the famous Sisters Rodeo and the Sisters Folk Festival, fostering a strong sense of belonging among residents. If you’re seeking a home that combines the beauty of nature with the warmth of a close-knit community, look no further than the enchanting Craftsman-style homes in Sisters, Oregon. Discover your dream home in this idyllic setting today!

Newest Sisters Homes with Craftsman Style

$725,000

3 Beds ⋅ 2 Baths ⋅ 220226206 MLS

Beautiful updated one-story home in Sisters tucked into a cul-de-sac! This modern 3-bed, 2-bath floorplan lives large across 1,800 sq ft, + grand Cascade Mountain Range views right from the windows and backyard. Upgrades: Quartz in both baths, LVP, tiled floors in baths, laundry, primary shower, fireplace, hot tub outlet, BBQ stub. Open floorplan with natural light beams in kitchen and offers generous counters, large walk-in pantry, Island, breakfast bar, flowing easily into the living and dining area for entertaining. The primary suite is a true retreat, with dual vanities, soaking tub, walk-in shower, and an enormous walk-in closet. Sizeable second bedrooms share the second full bath. Outside, enjoy one of the largest fenced-in landscaped backyards in the neighborhood, ready for play, raised garden beds, covered patio and those same Cascade views. Steps from the front door offer access to Deschutes National Forest, 25-mile Peterson Ridge Trail System, Village Green Park, Downtown. Come see today!

1949 W Williamson Avenue, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$1,115,000

3 Beds ⋅ 4 Baths ⋅ 220226074 MLS

Enjoy single-level living in the desirable Aspen Lakes Golf Community with stunning fairway views and endless potential. This HUD-owned home is ideally situated on the golf course, offering a peaceful setting and an opportunity to create your dream home. The spacious floor plan is filled with natural light and captures beautiful views of the course from the main living areas. A separate guest quarters or mother-in-law unit, located just off the four-car garage, provides flexible space for extended family, guests, a private office, or hobbies. The oversized garages offers abundant room for vehicles, golf carts, and recreational gear. While the home does need repairs and updates, it presents an exceptional opportunity to build equity in one of Sisters' most sought-after golf communities. Just minutes from downtown Sisters, enjoy championship golf, mountain views, miles of recreation, and the relaxed Central Oregon lifestyle. HUD Home sold As-Is.

17084 Lady Caroline Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 220225665 MLS

Experience modern farmhouse living at its finest in this beautifully crafted home, nestled on 2 private acres with sweeping mountain views and exceptional privacy. Surrounded by 104 acres of open space, this property offers a peaceful retreat while being just minutes from town. Thoughtfully designed for everyday living and entertaining, the single level floor plan features 3 bedrooms, 2.5 baths, dedicated office, and a spacious living room that opens to a covered patio through oversized sliding doors. The primary suite is tucked away on one side of the home while two bedrooms on the opposite side are connected by a Jack-and-Jill bath. The chef's kitchen features a dedicated bar area with a beverage fridge and large butlers pantry. No detail was overlooked in crafting this home. From the meticulous landscaping and dedicated RV parking to the high end finishes and thoughtful design, this property provides comfort, functionality, and timeless farmhouse appeal in a truly private settin

70041 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$465,000

3 Beds ⋅ 3 Baths ⋅ 220225003 MLS

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

820 N Hindeman Street, Sisters

Listing courtesy of Engel & Voelkers Bend.

$699,000

3 Beds ⋅ 2 Baths ⋅ 220224904 MLS

Discover the privacy and beauty of McKenzie Canyon on this exceptional 10-acre retreat with sweeping pastoral valley and rimrock views. Built with quality and custom craftsmanship, the home is thoughtfully designed to capture the surrounding views. The main-level bedroom features French doors opening to the outdoors, 2 additional bedrooms, a loft space and abundant storage provide flexible living space. The open kitchen includes a breakfast nook, flowing seamlessly into the main living areas and out to the covered porch. Native landscaping and a fire pit create inviting outdoor spaces to relax and entertain. Additional features include RV parking with hookups, a 1,400-square-foot shop/garage, animal shelters and fencing. Experience this incredibly unique, secluded and peaceful location bordering public land that offers the perfect balance of comfort, privacy, and outdoor adventure!

70090 McKenzie Canyon Road, Sisters

Listing courtesy of LivOregon Real Estate LLC.

$1,299,500

4 Beds ⋅ 3 Baths ⋅ 220224591 MLS

Stunning custom home with mountain views in Pine Meadow - walking distance to downtown Sisters. Quality construction and attention to detail are evident throughout: hardwood floors, wood beams, fireplace with stone hearth, heated tile bathroom floors, etc. The open-concept lower level connects the great room, dining area, and kitchen (featuring a generous island and beautiful cabinetry). A dedicated office, large laundry/mudroom, and oversized 2-car garage complete the downstairs layout. The upstairs master suite features a spa-like bathroom with 2 shower heads, a walk-in closet, plus a spacious covered deck with stunning mountain views. There are 3 guest bedrooms upstairs as well. The lot is exceptionally private, bordered by common area (and the irrigation pond/stream) on two sides - preserving those views. Exterior features include: wraparound front porch; back paver patio; built-in BBQ; fire-pit area. Brand new heat pump, freshly painted/stained, all furnishings negotiable!

751 S Redwood Street, Sisters

Listing courtesy of eXp Realty, LLC.

$699,000

3 Beds ⋅ 3 Baths ⋅ 220224488 MLS

Move-in ready and impeccably maintained, this beautifully updated craftsman home in the heart of Sisters, offers the perfect blend of comfort and style. Thoughtfully designed with a desirable primary suite on the main level, this home features numerous upgrades including quartz countertops, designer updated lighting, and tasteful finishes throughout. Enjoy light-filled living spaces and step outside to your own peaceful private backyard oasis, perfect for relaxing, entertaining, and enjoy Central Oregon's beautiful seasons. A truly special home in excellent condition, ready for its next owner to move right in and enjoy.

1035 E Horse Back Trail, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,749,900

4 Beds ⋅ 4 Baths ⋅ 220223064 MLS

Don't miss out; tucked into a pine canopy overlooking Aspen Lakes GC (pool/rec ctr) & Cascade Mtns; this contemporary craftsman home is a unicorn! Vaulted ceilings & enlarged windows offer natural light while framing the breathtaking surroundings. Main-level living, home offers 2 suites, + another bedroom (J&J bath), bunkroom, & theatre upstairs! Exquisite craftsmanship w/ wood beams, corner fireplace, & luxury LVP floors. Fully updated chef's kitchen, blending timeless style with modern functionality w/ premium finishes, abundant workspace, eating bar, & dining nook-all seamlessly connected to the open concept living & formal dining areas. Capture the golf course mtn. views w/ exceptional outdoor living w/ hot tub, water feature pond, and outdoor patio (fireplace & down heater). Front shade deck featuring covered entertaining spaces designed to take in the panoramic scenery. This remarkable property is complete with/ a 3-car garage w/ workshop & golf cart shed all on 1 private acr

16951 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$925,000

3 Beds ⋅ 2 Baths ⋅ 220224322 MLS

Don't miss the opportunity to own this meticulously crafted home in the desirable Pine Meadow Village community. This move-in-ready home offers the convenience of single-level living with three bedrooms and two bathrooms on the main floor, plus a spacious bonus room upstairs showcasing beautiful Cascade Mountain views. Perfectly positioned on a corner lot, the property offers exceptional curb appeal, ample parking, a two-car garage, and a fully fenced backyard. Quality craftsmanship is evident throughout with high-end finishes including quartz countertops, hardwood flooring, custom cabinetry, and a tile steam shower. Vaulted ceilings and large wood-framed windows fill the home with natural light, creating a bright and inviting atmosphere, while the covered front porch provides the perfect place to enjoy the surroundings. Ideally located in the heart of Sisters, this home offers easy access to charming downtown shops, restaurants, parks, and endless outdoor recreation.

301 S Pine Street, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,995,000

6 Beds ⋅ 6 Baths ⋅ 220223800 MLS

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

$619,000

3 Beds ⋅ 2 Baths ⋅ 220223779 MLS

Located just a few short blocks to downtown Sisters, this lovely Cottonwood Condo has been tastefully updated and is ready for the next fortunate owner. The welcoming floor plan has a well appointed kitchen with solid surface counters, energy star appliances & hardwood flooring. Quality construction through out with solid wood windows and doors, paver patio and upstairs deck with views towards the Cascades. Comfortable living room on the main level with a flex room that can be used as a bedroom or office. Upstairs is a 2nd primary suite, 3rd bedroom & a bonus room with cozy fireplace and private deck. The detached two car garage has plenty of room for Central Oregon gear & two vehicles. Ease of living with more time to enjoy the outdoors & vibrant Sisters downtown out your front door. Community features include Firewise certification, pool, two tennis courts, paths, community center, park & much more. Don't miss this opportunity to secure one of only 5 Cottonwood condos built!

547 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,499,000

5 Beds ⋅ 3 Baths ⋅ 220223737 MLS

Tucked away on 20 private acres just minutes from Sisters, this custom built property offers exceptional privacy, usable land and a thoughtfully positioned home with breathtaking mountain views. With 11.6 acres of valuable H2O rights, it is well suited for a variety of uses. Inside, oversized windows fill the home with light and showcase the mtn backdrop. Rich cherry, oak and pine finishes reflect quality craftsmanship throughout, complemented by fresh interior paint, new heat pump, and abundant storage. The main level features a primary suite, formal dining, dry bar, and striking basalt fireplace. Upstairs offers 4 bedrooms with walk in closets and a vaulted living area. The lower level includes a rec room, wine cellar, and rough in plumbing for a future 4th bathroom. Enjoy a fully fenced property with pasture, 2 ponds, chicken coop, and garden space. This well built home offers opportunity to add value thru selective updates alongside privacy, views, h20 right and endless potential

16927 Highway 126, Sisters

Listing courtesy of Stellar Realty Northwest.

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