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$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.

$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.

$895,000
220224206 MLS
Discover a stunning large acreage property located just southeast of Black Butte Ranch, ideal for creating your luxurious retreat. Surrounded by vast swaths of lush forest under both public and private ownership, this exquisite 243 acre parcel offers unparalleled privacy. With remarkable views of Black Butte, Three Fingered Jack, and Mount Washington, there is limitless potential for a spacious home and an expansive barn for horses or pets, along with ample room for all your hobbies. Notably, a designated homesite has been approved, and a well has been expertly drilled for your convenience. The property also boasts 108 acres of wildfire mitigation work completed, ensuring safety and ease of mind, along with new roads to enhance access to the acreage. Next door to millions of acres of Forest Service land, this is a unique opportunity, perfect for tranquil living and endless adventures on foot, horseback, snowmobiles or ATVs.

70410 McAllister Road FS Road 2060 Unit FS Road 2060, Sisters

Listing courtesy of Varsity Real Estate.

$3,350,000
3 Beds ⋅ 4 Baths ⋅ 220223836 MLS
Discover one-of-a-kind living in this low energy, one-level, stepless smart home, completed in 2020 & designed as a legacy property. Set in the golden triangle on 19 low-to-no-maintenance acres w/direct public-land access, the estate offers panoramic sunrise and sunset views, unmatched privacy, & only minutes to Bend, Sisters, & Redmond. Designed for indoor-outdoor living, it features approx. 2,000 square feet of stamped concrete patios & decks, a timber-covered outdoor living area w/fireplace, BBQ area, & hot tub--ideal for entertaining or relaxing under the stars. The property includes an attached 1102 sq ft RV garage, 720 sq ft shop, guest house w/bedroom & loft, & a finished multi-purpose gathering room, 2 full RV hookups, dry-camp areas, walking paths w/scenic viewpoints, a labyrinth, pickleball, solar, & more. A rare retreat combining luxury, privacy, recreation, convenience, & it meets all defensible space requirements. This is a perfect full time, part time, or vacation home!

17771 Warrin Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,775,000
5 Beds ⋅ 5 Baths ⋅ 220223702 MLS
Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

69566 Paint Brush Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$949,000
4 Beds ⋅ 2 Baths ⋅ 220222581 MLS
Beautifully remodeled and lovingly cared for 2300sf 4bed home tucked in a quiet cul-de-sac in the sought-after Sage Meadow community, just minutes from downtown Sisters. Warm and inviting with a cozy rustic feel, this thoughtfully updated home offers spacious living areas inside & out designed for both relaxing and entertaining. Expansive windows bring in natural light and frame the Mountain views, while vaulted ceilings and a wood stove create a comfortable atmosphere year-round. Fully remodeled kitchen, quality updates throughout, and an ideal floor plan make this home truly move-in ready. Enjoy peaceful outdoor living with room to gather, unwind, and barbecue, all bordering National Forest land. Attached 2-car garage plus detached shop provide excellent room for hobbies, projects, storage, or recreation. A rare combination of privacy, charm, updates, and location in one of Sisters' most desirable neighborhoods.

15917 Pinion Jay Lane, Sisters

Listing courtesy of High Desert Realty, LLC.

$999,000
220221277 MLS
305 private acres. Thousands more beyond your property line. Opportunities like this are disappearing from Central Oregon. Just five minutes south of iconic Black Butte Ranch, this extraordinary property borders thousands of acres of forest land, creating unmatched privacy and endless opportunities for hiking, horseback riding, mountain biking, ATV adventures, snowshoeing, cross-country skiing, and wildlife watching. Wake to breathtaking views of Mt. Washington and Mt. Jefferson, then end your day beneath star-filled skies as the sun sets over the Cascade Mountains. Just 15 minutes from Sisters and Hwy 20, the property includes a Conditional Use Permit, designated 2-acre homesite, and CEC power vault. Some properties are purchased. Others become part of a family's story.

70390 McAllister Road Parcel 1 Unit Parcel 1, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$2,950,000
4 Beds ⋅ 4 Baths ⋅ 220221030 MLS
Tucked away in the heart of Central Oregon, this extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship, a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus a separate ADU above an additional three-car garage -- ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen setup, and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond. A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

18204 Fadjur Lane, Sisters

Listing courtesy of Engel & Voelkers Bend.

$799,000
4 Beds ⋅ 3 Baths ⋅ 220220538 MLS
Experience premier Central Oregon living in this beautifully appointed single-level home in Crossroads, set on a private one-acre lot bordering Deschutes National Forest. Enjoy direct trail access while remaining just minutes from Downtown Sisters & local schools. Designed with both comfort & functionality in mind, the home features a light-filled open-concept layout. The well-appointed kitchen offers a bar area, double oven, gas range, stainless steel appliances, farmhouse sink, & pantry. A formal dining room & separate breakfast nook provide versatility, while the spacious great room opens to a large deck, ideal for seamless indoor-outdoor entertaining. The home includes four bedrooms (two ensuites), three bathrooms, & a dedicated office for an ideal work-from-home environment. Additional highlights include a three-car garage with shop, luxury vinyl plank flooring, fresh interior paint, fenced & cross-fenced grounds suitable for horses, RV parking, circular driveway & newer roof.

14474 Crossroads Loop, Sisters

Listing courtesy of Ponderosa Properties.

$295,000
220219195 MLS
Discover 20 acres in McKenzie Canyon just outside Sisters, where privacy, adventure and breathtaking views come together. Bordering BLM land to the east and south, this property stretches from the canyon floor to the rim, with about 5 acres perched on top offering commanding Cascade Mountain vistas and endless high desert skies and abundant wildlife. Access is provided from McKenzie Canyon Road. A small rim-side platform makes the property camp-ready today, while preliminary work has been started to explore future building potential. Whether you envision a private retreat, a modern home overlooking the canyon, or a rugged basecamp for adventure, this land delivers an extraordinary opportunity in Central Oregon.

69740 McKenzie Canyon Road, Sisters

Listing courtesy of Ponderosa Properties.

$1,590,000
3 Beds ⋅ 3 Baths ⋅ 220218997 MLS
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 landscaped with low-maintenance sprinkler and drip systems, plus a custom waterfall feature. Enjoy covered, Trex decks. In addition to the oversized attached garage, there is a detached 2-car garage and a spacious 36x48 outbuilding ideal for a shop, horses, or kennel use. Centrally located between Sisters, Redmond & Bend. (Broker Owned)

68050 Fryrear Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$760,000
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 lands. 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 and built-in appliances, with 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.

$799,000
3 Beds ⋅ 3 Baths ⋅ 220218490 MLS
Whychus Creek rim setting w/Cascade views, National Forest access, Detached shop/garage. The thoughtfully designed home features a formal dining room, den, breakfast nook, and an inviting great room with a wood-burning fireplace. The open kitchen offers stainless steel appliances, a pantry, eating bar, and warm laminate wood floors. The primary suite is a peaceful escape with deck access, dual closets, an attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with a half bath adds convenience. The detached oversized two-car garage includes covered RV parking and unfinished bonus space above. With a new septic tank (2014) and drain field (2025), low HOA fees, a community water system, and access to miles of National Forest and canyon trails, this is a rare Central Oregon retreat.

16959 Canyon Crest Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$625,000
3 Beds ⋅ 2 Baths ⋅ 220217345 MLS
Turnkey Home & Investment in Tollgate! Discover this inviting 3-bed, 2-bath home in Sisters' desirable Tollgate community, ready for immediate enjoyment or as an income-generating short-term rental. Recently remodeled with new finishes, and updated kitchen/baths, it's truly move-in ready. The large private backyard backs to BLM/National Forest land and trails. Enjoy fantastic Tollgate amenities, including a pool, sports courts, and trails. Conveniently located between Hoodoo and Sisters, very close to Sisters' attractions and outdoor recreation, this property is a prime opportunity for full time living, a second home, or continue use as a top rated AirBnB vacation rental.

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$2,450,000
4 Beds ⋅ 5 Baths ⋅ 220217038 MLS
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 appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$1,200,000
4 Beds ⋅ 4 Baths ⋅ 220214803 MLS
A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom; conceptual layout ideas/estimates available! Interior highlights include hickory hardwood floors, knotty alder trim and cabinetry, floor-to-ceiling Tibetan stone fireplace. Connected second living area has 2 beds, 1 bath, kitchenette, and private entrance. Set back from the street and forest-adjacent, this property feels like a true retreat! Outdoor amenities: hot tub, fully fenced backyard, gas fire pit, garden area, greenhouse, drip irrigation, shed + RV parking. 1,152 SF 3+ car attached garage with workshop/office. New septic in 2021. Come experience the ease and beauty of life in Sisters!

69288 Stetson, Sisters

Listing courtesy of Avenir Realty.

$5,950,000
3 Beds ⋅ 4 Baths ⋅ 220214681 MLS
Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,145,000
2 Beds ⋅ 3 Baths ⋅ 220213314 MLS
Turnkey Equestrian set up on very private acreage with direct access to USFS land and trails that is also very close to town. This horse property is perfect for equine enthusiasts: 4 stall barn with cement aisle, individual paddocks for each stall, metal roof, tack room, hay storage, feed room, good lighting, and easy access to the home and property, extensive fencing (entire property) and gates. Also includes a well laid out, and structurally sound home with high vaulted tongue and groove ceilings; a primary suite with vaulted ceilings on the main level; New HVAC with zoned mini split system and new propane woodstove. Property additionally features: Large paver patio/gazebo in backyard with complete privacy visually; Hot tub on rear patio; 3 bay shop with metal siding, metal roof, concrete floor; Greenhouse with hydraulic lifting windows; Garden/landscape shed that would make an ideal chicken coop; Extensive front and back landscape; Freshly painted/matching structures on property.

15624 National Forest Lane, Sisters

Listing courtesy of Kizziar Property Co..

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