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14911 Snafflebit, Sisters
$625,000
3 Beds ⋅ 2 Baths ⋅ 220230131 MLS
Enjoy peaceful Central Oregon living in the desirable Tollgate community! Nestled among mature pine trees on a spacious .62-acre lot, this home offers comfortable living space with an inviting great room layout perfect for gathering and entertaining. Fresh new carpet adds to the home's welcoming feel, while the generous lot and beautiful back deck provide an ideal setting to relax, and enjoy the quiet surroundings. Convenient RV parking offers additional flexibility for your Central Oregon adventures. Tollgate residents enjoy an outstanding collection of amenities, including a swimming pool, clubhouse, pickleball & tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification & snow removal services. Just minutes from downtown Sisters, this property offers a wonderful combination of space, privacy, and the Central Oregon lifestyle.

14911 Snafflebit, Sisters

Listing courtesy of RE/MAX Key Properties.

69296 Ladigo, Sisters
$600,000
3 Beds ⋅ 2 Baths ⋅ 220230129 MLS
A fantastic opportunity to enjoy the Central Oregon lifestyle in the desirable Tollgate community! Situated among the pines, this single-level home offers comfortable living space with an inviting great room layout ideal for everyday living. Recent interior updates include new laminate flooring and fresh paint, creating a bright, welcoming atmosphere. The spacious lot offers plenty of potential to personalize the outdoor space and create your own Central Oregon retreat. Tollgate residents enjoy an exceptional collection of amenities, including a swimming pool, clubhouse, pickleball and tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification and snow removal services. Just minutes from downtown Sisters, this property offers an appealing combination of comfortable single-level living, community amenities, and exceptional value!

69296 Ladigo, Sisters

Listing courtesy of RE/MAX Key Properties.

69190 Barclay Drive, Sisters
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 220230090 MLS
Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

69190 Barclay Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

69660 Omaha Road, Sisters
$775,000
3 Beds ⋅ 3 Baths ⋅ 220230084 MLS
Custom quality throughout this 3-bedroom, 3-bath Camp Polk Heights home on .63 acre. The main-level great room features vaulted pine ceilings, skylights, oak hardwood floors, a bay window and propane fireplace. Kitchen offers granite counters, updated appliances, instant hot water, custom cabinetry, pullout shelving, soft-close features and a wagon wheel pot rack. Main-level primary suite has an updated bath with heated travertine floors and a travertine walk-in shower. Above the garage, a 500+ SF bonus room with full bath has been used as an Airbnb rental. Also ideal for guests or a second living area. Fully fenced backyard with mature landscaping and in-ground sprinklers. Two large storage sheds, garage cabinetry, removable metal carport and whole-house gutter guards. Updates include a newer roof, new HVAC, water heater and interior paint.

69660 Omaha Road, Sisters

Listing courtesy of Invest in Bend Real Estate.

1624 W Williamson Avenue, Sisters
$674,000
3 Beds ⋅ 2 Baths ⋅ 220229111 MLS
This one checks all your boxes- and then some! Turn-key, single-level living bordering Deschutes National Forest, with RV parking/hookups, spacious floor plan, and easy access to everything Sisters has to offer. This 1,800 SqFt home features 3 beds and 2 full baths, including a generous primary suite with soaking tub, double vanity, and walk-in closet. The well-appointed kitchen offers a large center island with breakfast bar, dedicated coffee station, walk-in pantry, and plenty of cabinet and counter space. Out back, a private patio faces the National Forest, creating a peaceful backdrop with trails and outdoor recreation close at hand. Gated RV parking alongside the home includes 30 AMP power and a clean-out. Epoxy floors finish the attached 2-car garage, with room for cars, gear, and more. HOA-maintained landscaping means less time on yard work and more time enjoying the outdoors! All of this, with convenient access to downtown Sisters shopping, dining, events, and amenities.

1624 W Williamson Avenue, Sisters

Listing courtesy of Avenir Realty.

67665 Cloverdale Road, Sisters
$1,499,950
5 Beds ⋅ 3 Baths ⋅ 220228374 MLS
One-of-a-kind property with one of the best views in all of Central Oregon! Featuring 25 acres of irrigation water rights plus a 1-acre homesite, this exceptional setting offers endless possibilities: use the property as a canvas to build your forever home, enjoy the well-maintained manufactured home, explore short-term rental potential, etc. No HOA or CC&Rs! Located in the ''Golden Triangle'' with easy access to Sisters, Bend, and Redmond (~7 minutes to downtown Sisters, ~15 minutes to Bend, ~17 minutes to Redmond). An ideal home base for enjoying all that Central Oregon has to offer. The manufactured home features a roomy kitchen, dining area, and great room, plus 5 bedrooms and 3 full bathrooms, with breathtaking mountain views throughout the interior. Schedule a showing to experience the views and possibilities in person!

67665 Cloverdale Road, Sisters

Listing courtesy of eXp Realty, LLC.

17771 Warrin Road, Sisters
$3,199,000
3 Beds ⋅ 4 Baths ⋅ 220227904 MLS
Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

17771 Warrin Road, Sisters

Listing courtesy of Stellar Realty Northwest.

14842 Stagecoach, Sisters
$574,900
3 Beds ⋅ 2 Baths ⋅ 220227721 MLS
*VA assumable at 5.25%* Tucked into the heart of Central Oregon in the Tollgate Community sits this classic log home bordering Deschutes County National Forest. Open great room w/stone hearth surrounding a cozy wood burning stove, vaulted ceilings & an abundance of natural light. Open kitchen ftrs central island w/brkfst bar seating + addtnl eating area. Downstairs is a main level bedroom w/adjacent bath & upstairs you'll find an addtnl 2 bedrooms, w/one serving as a flex space as a den or home office. Off the back deck is a large groomed outdoor space, garden shed, privacy fence, & plenty of room for RV parking & all your toys. Residents of Tollgate enjoy a saltwater pool, tennis & pickleball courts, basketball courts, & miles of paved walking & biking paths. Snowmobile out your back door in the winter & access endless mountain biking on the nearby Peterson Ridge trail system come summer. Central Oregon lifestyle at its finest: skiing, hunting, world-class fly fishing & much more.

14842 Stagecoach, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

70116 Sorrell Drive, Sisters
$895,000
2 Beds ⋅ 2 Baths ⋅ 220227414 MLS
One-of-a-kind Sisters property on nearly 1 acre, where impeccably maintained, park-like grounds meet an extraordinary collection of shops and outbuildings. Mature trees, manicured landscaping, gardens and covered porches create a private Central Oregon retreat--and the exceptional utility spaces make it truly rare. The single level 2-bed, 2-bath + office home has a lodge-like feel with 10' ceilings, wood-burning stove, spacious kitchen/dining area and primary suite. Beyond the home: heated detached 2-car garage with workshop/office; newer 30' x 36' shop with wood stove and stone hearth (tons of possible uses); 12' x 35' covered RV pad; 16' x 24' insulated outbuilding with electrical; plus utility shed and storage building. A standout for gardeners, wood workers, hobbyists, and collectors--exceptionally maintained and hard to duplicate for under $900,000. You really have to see this property in person to appreciate it.

70116 Sorrell Drive, Sisters

Listing courtesy of eXp Realty, LLC.

780 W View Loop, Sisters
$649,000
1 Beds ⋅ 2 Baths ⋅ 220227370 MLS
Discover a unique opportunity in the heart of Downtown Sisters! This versatile 1,420 sq. ft. commercial/residential property offers an ideal setting for an owner-occupant, entrepreneur, small business, or investor seeking a prime location with flexible possibilities. Enjoy the convenience and charm of downtown living and working, with some of Sisters' best shopping, restaurants, coffee shops, art galleries, and local businesses just steps away. The property's central location provides excellent access and puts you in the center of the vibrant Sisters community. Whether you're looking to establish a business, create a live/work environment, or add a distinctive property to your investment portfolio, this is a rare opportunity to be part of everything that makes Sisters such a desirable Central Oregon destination.

780 W View Loop, Sisters

Listing courtesy of Cascade Hasson SIR.

70208 Viola, Sisters
$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.

67376 Peterson Mill Road, Sisters
$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.

304 W Clearpine, Sisters
$844,900
3 Beds ⋅ 2 Baths ⋅ 220224788 MLS
This single level mid-century modern home in Clearpine stands out with a spacious alley-loaded 3 car garage! South facing orientation & an abundance of thoughtfully placed windows bring in the sun to light up this stunning home w/designer finishes. Easy access to the Deschutes Nat'l Forest trails on west border of Clearpine and community park/playground complete with bocce ball court, covered bbq pavilion, nature path and common ground. Three patio door accesses to multiple outdoor spaces with privacy fencing complete a tranquil living experience for all! Upgrades include rain glass tile walk-in shower, water closet, barn door to dedicated office (or extra sleep space). Handy laundry/mud room adjacent to garage with utility basin and bench, man door from garage to doggy space. Low maintenance native landscaping frees up your time to enjoy recreational pursuits today rather than spending your free time doing yard work!

304 W Clearpine, Sisters

Listing courtesy of Stellar Realty Northwest.

751 S Redwood Street, Sisters
$1,249,000
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.

950 N Hindeman Avenue, Sisters
$488,000
3 Beds ⋅ 3 Baths ⋅ 220224477 MLS
Steps from Deschutes National Forest trails and minutes from downtown Sisters, this turnkey home offers a modern, lock-and-leave lifestyle. The bright, open-concept main floor features tall ceilings, luxury vinyl plank floors, and custom built-ins. A spacious kitchen boasts quartz countertops, ample cabinetry, and a large island flowing into the living and dining areas. A convenient half bath is on the main level. Upstairs, there are 3 spacious bedrooms: the private primary ensuite features a walk-in closet, separated from two flexible guest bedrooms/office spaces and a convenient laundry room. An attached two-car garage provides plenty of room for all your Central Oregon gear. Enjoy park views, HOA-maintained landscaping, and endless outdoor recreation right outside your front door. Perfect as a full-time residence or vacation retreat!

950 N Hindeman Avenue, Sisters

Listing courtesy of Avenir Realty.

12960 Hawks Beard CHC63 Unit CHC63, Sisters
$699,000
3 Beds ⋅ 2 Baths ⋅ 220223801 MLS
Set among the pines in one of Black Butte Ranch's most coveted locations, Country House Condo 63 enjoys a setting few properties can match. Positioned in a desirable second-row location with adjoining common area, the home overlooks Phalarope Lake, open meadows and the Three Sisters, Mount Washington and Broken Top beyond. Walls of windows on both levels fill the home with natural light and showcase the landscape from nearly every room. A main-level bedroom and full bath are complemented by two upstairs bedrooms connected by a Jack-and-Jill bath, including a bedroom with a walk-in closet and sitting area overlooking the mountain backdrop. Vaulted wood ceilings and warm architectural details reflect mountain lodge design. Offered fully furnished and moments from the Lodge area, Lakeside Bistro, pools, fitness center, pickleball courts and more. Whether envisioned as a private getaway, vacation home or investment opportunity, this retreat is ready to be enjoyed from day one.

12960 Hawks Beard CHC63 Unit CHC63, Sisters

Listing courtesy of Keller Williams Sunset Corridor.

547 W Jefferson Avenue, Sisters
$599,000
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. Full exterior paint on the property was recently completed. Quality construction through out with solid wood windows and doors, paver patio and upstairs deck with views towards the Cascades. Inside the well appointed kitchen has solid surface counters, energy star appliances & hardwood flooring. 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. One of only 5 Cottonwood condos built!

547 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

807 E Desperado UNIT 202 Unit UNIT 202, Sisters
$499,000
2 Beds ⋅ 2 Baths ⋅ 220222892 MLS
Looking for rental potential with hassle-free overhead? This fully remodeled 2-suite condo in 4th Sister Condominiums is a turnkey investment opportunity in Sisters, Oregon! This corner unit features 2 primary suites, including a lock-off studio with a separate exterior entrance--ideal for maximizing income! Best of all, HOA dues cover it all: Building maintenance, HOA insurance, water, sewer, garbage, snow removal, pool, and grounds maintenance. Enjoy modern upgrades and a fully Remodeled Interior: New kitchen and bathrooms, new wood flooring, new deck, and ceiling speakers. The open living area has a cozy fireplace, a dining area, and a kitchen with a breakfast bar. Resort-Style Amenities: Private patio overlooking the community park, pool, and clubhouse. Includes an assigned covered parking spot. Unbeatable Location: Steps from Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and community pickleball courts. This property is a cornerstone for any portfolio!

807 E Desperado UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Avenir Realty.

15020 Remuda Road, Sisters
$899,000
3 Beds ⋅ 2 Baths ⋅ 220220765 MLS
This sanctuary in the heart of Sisters, Oregon, is nestled within 19.4 acres of Ponderosa pines and has access to National Forest trails. Enjoy views of Black Butte and Mt. Jefferson as you wake and sip your morning coffee from the new wrap-around deck. Step inside the beautifully remodeled 1,793 SF 3-bedroom, 2-bath cabin with a bright, open interior featuring a great room and an office. New windows, hardwood and laminate flooring, tongue-and-groove wood ceilings accented by ambient lighting, and fresh paint inside and out. Enjoy your hobbies in the versatile 30'x40' shop with a 30'x16.5' RV bay and two insulated 22'x14' rooms -- perfect for a home office, game room, fitness studio, craft space, or more! The 2-car oversized garage has heated storage, dedicated wood storage, and a storage room. Plus a pump house/greenhouse combo for the gardening enthusiast. 9.4 of the total acres are in forest deferral for only $13 in taxes, totaling $2,006.80 for the entire property!

15020 Remuda Road, Sisters

Listing courtesy of Avenir Realty.

14987 Buggy Whip, Sisters
$730,000
4 Beds ⋅ 3 Baths ⋅ 220218538 MLS
Ski, walk, or ride into the National Forest! This fenced yard and expansive back deck with hot tub border National Forest. Spanning 2,187 square feet, this 4-bed, 3-bath open floor plan has a great room with a woodstove, spacious dining room, kitchen, laundry room, and 3 bedrooms on the main level, including a second primary suite. The kitchen has granite countertops, stainless appliances, a NEW dishwasher, and back deck BBQ access. Upstairs, the spacious primary suite, bathed in natural light, is an ideal escape, featuring vaulted ceilings, propane fireplace, private balcony, and a luxurious bathroom with a walk-in shower, and walk-in closet. The 2-car detached garage has an EV charger, carport, storage for all your toys, plus a concrete parking pad for additional vehicles or your basketball hoop. Septic 2 years new, Roof 3 years new, Hot tub 5 years new. Tollgate HOA amenities include a pool, tennis courts, basketball, volleyball, snow removal, onsite mail, community hall, and more!

14987 Buggy Whip, Sisters

Listing courtesy of Avenir Realty.

14450 Mountain View Loop, Sisters
$719,000
4 Beds ⋅ 3 Baths ⋅ 220214766 MLS
**Special Financing Available!** Enjoy privacy, space, and the Central Oregon lifestyle on 1.02 acres in the desirable Crossroads community, just minutes from downtown Sisters. Surrounded by thousands of acres of Deschutes National Forest, this firewise neighborhood offers incredible access to horseback riding, hiking, and year-round recreation. The inviting home features 3 traditional bedrooms, 3 full bathrooms, a main-level office with potential as a 4th bedroom, and a generous bonus room ideal for guests, hobbies, or entertainment. Abundant windows bring in natural light, while a wood-burning fireplace adds warmth and character. The primary suite includes a private deck overlooking the peaceful, wooded setting. Mature trees offer exceptional privacy, with room to garden, add a shop, or simply relax outdoors. Short-term rentals are allowed, adding flexibility for personal use or investment potential.

14450 Mountain View Loop, Sisters

Listing courtesy of High Desert Realty, LLC.

70030 Annies Drive, Sisters
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 220214444 MLS
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 cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

70030 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

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