Sisters Real Estate

Sisters Real Estate

Welcome to Sisters, Oregon – a charming small town nestled in the heart of Deschutes County, where breathtaking natural beauty meets a vibrant community spirit. Known for its stunning views of the Cascade Mountains, Sisters is a haven for outdoor enthusiasts and those seeking a slower pace of life.

With a population of just over 2,000 residents, Sisters boasts a tight-knit community that fosters a welcoming atmosphere. The town is steeped in rich history, with its roots tracing back to the early 1900s. The iconic Sisters Rodeo, held annually, reflects the town's deep Western heritage and brings together locals and visitors alike in a celebration of cowboy culture.

Nature lovers will find themselves in paradise here. The surrounding landscape offers endless opportunities for adventure, from hiking and biking through the picturesque Deschutes National Forest to fishing and kayaking in the pristine lakes nearby. In the winter months, nearby ski resorts provide thrilling slopes for skiing and snowboarding.

Sisters is not just about the great outdoors; it also features a charming downtown area filled with unique boutiques, art galleries, and delightful eateries. The town’s commitment to the arts is evident in its numerous festivals and events, including the Sisters Outdoor Quilt Show, which showcases stunning quilts from around the world.

Whether you’re looking to invest in a cozy cabin, a family home, or a charming cottage, Sisters offers a diverse range of real estate options. Embrace the serene lifestyle of this enchanting town and discover why so many have chosen to call Sisters home. Come and explore the magic of Sisters, Oregon – where community, culture, and nature unite!

Newest Listings in Sisters

$395,000
220226441 MLS
Build your Central Oregon retreat on this spacious, level homesite in the sought-after Aspen Lakes Golf Community. With recent septic approval, a completed survey and public water available, much of the groundwork is already in place. The lot offers golf course views, generous separation from neighboring homes and a wonderful sense of privacy. Spend your days golfing, swimming, playing tennis or pickleball, hiking nearby trails or exploring the beauty surrounding Sisters. Then return home to relax and take in the peaceful views. Located just 4.5 miles from Sisters, 18 miles from downtown Redmond and 23 miles from downtown Bend, you'll enjoy convenient access to dining, shopping and year-round recreation. Rendering is from plans the seller has for a single-level, 3,106 sq ft, 4 bedroom + office home with 3-car garage and outdoor entertaining pavillion

69130 Damsel Fly Court, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$659,000
3 Beds ⋅ 3 Baths ⋅ 220226436 MLS
Tucked into the sought-after Timber Creek neighborhood, this inviting single-level home offers the perfect blend of comfort, convenience, and the relaxed Central Oregon lifestyle. Featuring 3 bedrooms, 3 baths, two fireplaces, a private primary suite, Wood and tile floors, Heatpump AC with a custom patio, it's designed for easy living both inside and out. The garage workshop provides extra flexibility for projects or gear storage, while the location places you just moments from downtown Sisters, schools, parks, hiking, biking, and all the recreation Central Oregon is known for.

944 E Creek View Drive Lot 66 Block Unit Lot 66 Block, Sisters

Listing courtesy of Stellar Realty Northwest.

$749,000
3 Beds ⋅ 3 Baths ⋅ 220226261 MLS
Welcome to your Black Butte Ranch retreat! Located on a rare .99-acre wooded homesite, this inviting 3 bedroom, 3 bath, 2 car garage home offers the perfect blend of comfort, privacy, and recreation. Located near the Upper Glaze Meadow Pool and tennis courts, a peaceful, less-crowded amenity area surrounded by the natural beauty. The thoughtfully designed floor plan features two main-level primary suites, while the upper level offers a spacious loft, bunk room, and full bath, comfortably sleeping up to 8 guests. Expansive living areas, abundant natural light, and an oversized deck overlook a peaceful forest setting with direct access to nearby trails. Whether you're searching for a full-time residence, vacation home, or legacy family retreat, this exceptional property captures the very best of the Black Butte Ranch lifestyle.

70208 Viola, Sisters

Listing courtesy of Duke Warner Realty ERA Powered.

$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 views right from windows and backyard. Upgrades: Quartz in both baths, LVP, tiled floors baths, laundry, primary shower, fireplace, lighting, undercabinet, drawer pulls, hot tub outlet, BBQ stub. Open floorplan + natural light beams in kitchen and offers generous counters, large walk-in pantry, Island, breakfast bar, flowing easily into living and dining area for entertaining. The primary suite is a true retreat, with dual vanities, soaking tub, walk-in shower, an enormous walk-in closet. Sizeable second bedrooms share second full bath. Outside, enjoy one of largest fenced-in landscaped backyards in neighborhood; ready for play, raised garden beds, covered patio and those same Cascade views. Steps from front door offer access to Deschutes National Forest, 25-mi Peterson Ridge Trail System, park, playground. Come see this move-in ready home 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.

$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.

$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.

$629,000
2 Beds ⋅ 1 Baths ⋅ 220225706 MLS
Nestled on 2.26 acres, this charming 2-bedroom, 1-bath home offers privacy, functionality, and room to enjoy the outdoors. The cozy living room features a wood stove, creating a warm and inviting gathering space, while the covered front porch is the perfect place to relax and take in the peaceful surroundings. The property includes an attached single-car garage, a covered carport/shed for additional vehicle or equipment storage, and a versatile 18' x 20' detached wood-framed studio with power and plumbing (not currently connected), offering excellent potential for guest quarters, a home office, or hobby space. An attached shed provides additional storage and/or covered parking for one vehicle. Additional features include a durable tile roof and plenty of open space on the 2.26-acre parcel for gardening, recreation, or simply enjoying the Central Oregon lifestyle.

16664 Pine Tree Lane, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

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