Sisters Homes with Two Stories

Welcome to Sisters, Oregon – a picturesque gem nestled in the heart of Deschutes County. Known for its breathtaking scenery, Sisters is surrounded by the stunning Cascade Mountains and offers a unique blend of small-town charm and outdoor adventure. With its rich history rooted in the Old West, the city boasts a vibrant arts scene, delightful local shops, and a variety of dining options that celebrate the flavors of the Pacific Northwest.

As you explore Sisters, you’ll find that the community is not just about its scenic beauty; it’s also a place where families thrive and friendships blossom. The local schools are highly regarded, making it an ideal location for families looking to settle down in a nurturing environment. With a plethora of outdoor activities at your doorstep, including hiking, biking, and fishing, Sisters is a haven for nature enthusiasts and adventure seekers alike.

For those seeking their dream home, Sisters offers an array of beautiful two-story residences that perfectly capture the essence of the region. These homes are designed with both style and functionality in mind, providing ample space for growing families or those who love to entertain. Imagine cozy evenings by the fireplace, gatherings in spacious living areas, and serene mornings on your private balcony with stunning mountain views.

Whether you’re drawn to the vibrant community, the natural beauty, or the charming homes, Sisters, Oregon is a place where dreams come home. Explore the possibilities today and discover the perfect two-story residence that awaits you in this enchanting town!

Newest Sisters Homes with Two Stories

$495,000

3 Beds ⋅ 3 Baths ⋅ 220225766 MLS

Unbeatable location and price--this is easily one of Sisters' best buys under $500K! Situated on a desirable corner lot close to downtown shops and dining, this fenced home offers a fantastic layout. The main level features a two-car garage, powder room, and a spacious kitchen open to the great room with a cozy propane fireplace and eating area, all leading out to the private backyard. Upstairs houses all three bedrooms and a dedicated laundry room for ideal day-to-day living. Don't miss this incredible opportunity!

118 N Cottage Lane, Sisters

Listing courtesy of Ponderosa Properties.

$735,000

220225697 MLS

Looking to house hack, value add, or a property that pencils in Sisters? This the one for you. Property's can be updated. Owner occupied other unit rents at 2300 a month. If you update and make some cosmetic repairs your rents will increase.

740 E Cascade Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 220225659 MLS

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$1,425,000

3 Beds ⋅ 3 Baths ⋅ 220225624 MLS

Irrigated equestrian retreat on 9.18 acres near Sisters, with 9 acres of TSID pressurized irrigation. The 3,176 sq ft custom home offers 3 bedrooms, 2.5 baths, an open great-room layout, and an 852 sq ft finished garage. Upgrades include newer heat pump, air exchanger, and 16-panel solar array, with a new roof scheduled for installation. The equestrian setup is turnkey: horse barn with 4 matted stalls, tack room, and grooming area; 90x160 outdoor arena with washed arena sand; and a large lean-to with two 12x12 stalls plus additional hay storage. Lush irrigated pasture is lined with new wood-post woven wire fence with top rail. Property is cross-fenced throughout. Zoned EFUSC with farm tax deferral in place. Minutes to Sisters and area trail systems, with Bend and Redmond an easy drive. A rare chance to own productive irrigated ground with quality improvements in one of Central Oregon's most sought-after corridors.

69175 Holmes Road, Sisters

Listing courtesy of Berkshire Hathaway HomeService.

$859,000

3 Beds ⋅ 3 Baths ⋅ 220225483 MLS

Welcome to Sunset Meadows featuring Contemporary Modern Mountain Chalet homes built by Woodhill Homes. This beautifully designed corner lot is a 3-bedroom, 2.5-bath home offers just under 2,000 sq. ft. with stunning Cascade Mountain and Three Sisters views. The open-concept main floor features vaulted ceilings, expansive windows, and abundant natural light. The main-level primary suite includes a private ensuite bath, while the kitchen boasts stainless steel appliances and solid surface countertops. A dedicated media room with perfectly treated walls and a elevated look for modern elegance, if you are a musician or you have your own Youtube channel or if you are a podcastor this is ideal for you. Upstairs offers two bedrooms, a full bath, and a spacious loft for flexible living. Enjoy the beautifully upgraded landscaped yard, attached two-car garage, and the perfect blend of modern comfort, quality craftsmanship, and mountain living in the heart of Sisters.

916 W McKenzie Highway Lot 60 Unit Lot 60, Sisters

Listing courtesy of Engel & Voelkers Bend.

$995,000

3 Beds ⋅ 2 Baths ⋅ 220225468 MLS

Meticulously maintained property with a spacious home, exceptional shop, and numerous outdoor amenities. The home features a large main level bedroom, two large upstairs bedrooms plus loft, solid hardwood floors, custom cabinetry, Corian countertops, built-in refrigerator/freezer, instahot, two sinks with disposals, double-drawer dishwasher, new wine refrigerator, wood-burning fireplace, surround sound, and new blinds and upstairs flooring (2026). Oversized 3-car garage and huge circular driveway provide ample parking. The finished, insulated shop offers 400-amp service, propane heat, three 12' roll-up doors, concrete floors, and fenced storage. Extensive infrastructure includes an upgraded well, RV hookups with 30/50-amp service, large fenced gardens with irrigation, chicken house, firewood shed, horseshoe pit, 6' deer fencing around the entire backyard, two freshly stained backyard decks, and covered front porch. Newer well pump and deepened well, HVAC heat pump motor and condenser.

17760 Edmundson Road, Sisters

Listing courtesy of Kizziar Property Co..

$955,000

4 Beds ⋅ 3 Baths ⋅ 220225405 MLS

The Tollgate neighborhood is located 2 miles from the town of Sisters, OR, with space and nature to roam. Situated on a .58 lot, this 2,419 sf home includes a living room, family room with wood fireplace, engineered wood flooring throughout, dining room, and kitchen featuring granite counters, breakfast bar/island, soft-close cabinetry, and stainless appliances. New addition primary suite on the main floor with laundry room and mudroom to the outside patio and hot tub. 4bed/3bath, including the primary, there is a 1 bed/1 bath on the main floor and 2bed/1bath upstairs. Other updates to take note would be a new roof, siding, deck, garage doors, furnace, heat pump, and a zoned water control that allows you to turn off the water or receive a water leak alert from your phone. Natural landscaped backyard, completely fenced and backs up to a common area. Enjoy the amenities including a clubhouse, pool, tennis courts, playground, and trails. Close to town, you have the privilege to live HERE!

14907 Snafflebit, Sisters

Listing courtesy of Cascade Hasson SIR.

$799,000

2 Beds ⋅ 3 Baths ⋅ 220225352 MLS

Experience modern comfort and mountain-town living in this Sisters Woodlands Townhome. Thoughtfully designed with the primary suite and spacious kitchen on the main level, this two-story floorplan offers easy everyday living, while the upstairs provides room for guests, family or a home office. The covered upper deck with infrared patio heaters invite you to enjoy the beauty of Central Oregon year-round. Quality finishes include hardwood and tile flooring, quartz countertops, stainless Energy Star appliances, heated floors in the primary bathroom, and a cozy woodstove in the living room. Ideal as a full-time home or lock-and-leave retreat. Enjoy easy access to trails, parks, coffee shops, restaurants and all that Sisters has to offer. Solar & EV ready!

544 W Sisters Park 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.

$1,390,000

3 Beds ⋅ 3 Baths ⋅ 220224816 MLS

Experience the quintessential Sisters lifestyle in this exceptional Central Oregon gem. Perfectly positioned in a coveted neighborhood, Coyote Springs, you are just moments from downtown, Deschutes National Forest, and the FivePine Campus. Inside, soaring vaulted ceilings and exposed trusses frame an open kitchen, dining area, and a great room anchored by a stunning leathered marble fireplace. Designed for effortless main-level living, the primary suite features a jetted tub, walk-in shower, dual walk-in closets, and a versatile office or flex space. Upstairs, you will find two additional bedrooms, a full bathroom and a generous second living area. Outdoor living shines on the newly refinished wrap-around deck and extensive paver patio, offering easy access to Peterson Ridge trails for world-class hiking, biking, and horseback riding. Substantial recent updates provide total peace of mind, including a brand-new HVAC system and fresh exterior paint.

665 E Coyote Springs Road, Sisters

Listing courtesy of Ponderosa Properties.

$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.

Start Your Search

The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Selling Central Oregon, LLC are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).