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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.

$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.

$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.

$435,000
2 Beds 2 Baths 220224808 MLS
Meticulously maintained Fuqua EnerGWise home in The Pines, a desirable gated 55+ community heart of downtown Sisters. Pride of ownership shines throughout this move-in-ready home featuring an inviting open floor plan with 2 bedrooms, 2 baths, and a versatile den/office. A new $12,000 high-efficiency heating and air conditioning system provides year-round comfort. The oversized garage offers abundant storage and includes stairs leading to a finished attic for additional storage. Relax on the private back deck overlooking the peaceful common area. HOA covers lawn care, snow removal, and street maintenance, and residents enjoy access to the community clubhouse. This is low-maintenance living at its finest in one of Sisters' most sought-after communities.

129 N Wheeler Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$950,000
2 Beds 4 Baths 220224218 MLS
Enchanting mountain retreat in Sage Woods, just minutes from downtown Sisters. With a lodge-inspired ambiance and access to hiking, biking, and endless outdoor recreation right from your doorstep, this property offers the ideal blend of adventure, comfort, and versatility. This extraordinary and thoughtfully designed home features a spacious kitchen, sunroom/library, fireplace, flexible office or studio space, laundry/pantry room, and abundant storage. Beamed ceilings, hickory floors, and slate accents add warmth and character throughout. The inviting outdoor living area includes a large covered porch, sunny deck, water features, and hot tub. The property also features a deer-proof garden, greenhouse, playhouse, fenced dog area, and workshop. Two adjacent suites, each with its own full bathroom, provide exceptional flexibility and bring the total usable square footage to 2,892 square feet. A rare opportunity to enjoy the Central Oregon lifestyle in a charming and peaceful setting.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$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.

$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.

$1,299,000
4 Beds 3 Baths 220223615 MLS
If you've been waiting for the right Black Butte Ranch opportunity, this is it. Set on nearly half an acre, this fully furnished 3,482 sq ft retreat offers 4 bedrooms, 3 baths, multiple gathering spaces, soaring wood ceilings, exposed beams, and a stunning stone fireplace that has anchored decades of memories. Beautifully preserved with authentic Northwest character, it is ready to enjoy the day you close while leaving room to make it your own over time. Major investments are already complete, including a newer roof and a brand new $61,000 composite wraparound deck built for years of gathering under the pines. Imagine mornings with coffee on the deck, afternoons playing pickleball, golfing, or biking the trails, relaxing by the pool, evenings around the fireplace, and weekends spent making memories. Whether you're creating your own mountain retreat or taking advantage of Black Butte Ranch's full service rental program, this is the kind of place people return to year after year.

13800 Balsam Root, Sisters

Listing courtesy of Real Broker.

$1,750,000
5 Beds 3 Baths 220223387 MLS
Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of Whychus Creek; Primary en suite and an additional bedroom/bathroom on the main level; Three remaining bedrooms, full bathroom, large bonus room are downstairs along with large utility room. Exterior features: Huge upper and lower decks with Creek views; 3.5 irrigated acres, flat pasture for hay production; EFU zoning with low taxes and multiple possible farm uses; Feeder barn, pole barn and detached garage for all covered storage and/or farm animals; Great mixture of Ponderosa Pine trees and Aspen tree groves. Home functions as a permanent home or also has a terrific vacation rental history.

16430 Highway 126, Sisters

Listing courtesy of Kizziar Property Co..

$1,674,000
3 Beds 2 Baths 220223133 MLS
Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$995,000
4 Beds 3 Baths 220223102 MLS
Enjoy breathtaking views of Mt. Jefferson and Black Butte from this beautifully maintained home on 2.33 private acres. Expansive windows fill the home with natural light, while soaring 20-foot vaulted ceilings in the great room and family room create an impressive sense of space. Generously sized bedrooms provide comfort for family and guests, and the recently built covered TimberTech deck offers the perfect setting for entertaining, outdoor dining, or simply taking in the Cascade views. Recent updates include a new roof (2023), exterior paint (2024), built-in Dacor refrigerator/freezer, and Bosch dishwasher. Additional features include dual-zone heat pump and air conditioning with smart-device controls, central vacuum system, propane fireplaces, Hunter Douglas lifetime-guaranteed shades, a luxurious primary suite with jetted tub and walk-in shower, Firewise landscaping, and a 5-zone irrigation system. A rare combination of privacy, quality, and unforgettable Central Oregon views.

70275 Club Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$819,000
4 Beds 3 Baths 220222304 MLS
Thoughtfully updated and meticulously maintained, this 4 bedroom home blends modern comfort with the privacy and serenity of 4+ private acres just minutes from downtown Sisters. Sellers made significant long-term improvements. Updates include all new high-grade hardwood and carpet flooring, full interior and exterior repaint and a beautiful paved driveway, a new Trex deck and updated fixtures and hardware throughout. The main floor primary suite fits a king bed and leads into a large bath with a double vanity and a walk-in closet. Upstairs you'll find a sunlit bonus room, three guest bedrooms, a central guest bath and utility room with washer and dryer included. Outside amenities include a detached insulated pump house for the private well, a fenced chicken coop area and ample room for RVs, trailers or recreational parking. Tucked among the pines yet just minutes from town, this move-in ready property captures the best of the Sisters lifestyle.

69353 Hinkle Butte Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$915,000
3 Beds 2 Baths 220221899 MLS
Discover a perfect blend of elegance and serene Central Oregon living in this beautifully updated single-level home in the highly sought-after Sage Meadow community. Inside you'll find a welcoming floor plan with all new lighting to showcase beautiful hickory and Saltillo tile floors. The updated kitchen is a chef's dream, featuring new countertops, and newer appliances. Each detail has been thoughtful, from updated baths and new fixtures to a main electric panel. PLUS a $25,000 concession for a NEW roof! The fenced yard is a sanctuary with a gorgeous pollinator garden and mature Ponderosa Pines that create a majestic backdrop for the sunlight. Entertain on the expansive, new fire-resistant deck (2025) while enjoying your beautifully landscaped, Firewise-certified property. Home offers a new septic system (2024), newer garage doors and a 16'x12' shed with power. Enjoy peace of mind and easy access to USFS trails for hiking and biking, all just 3.2 miles from charming Sisters.

69986 W Meadow Parkway, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$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.

$1,649,990
3 Beds 3 Baths 220221187 MLS
Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is right off the kitchen, partially covered & heated. The main floor has a guest bedroom, full bath, & a huge pantry/utility room. Upstairs is a primary suite w/amazing views, a private deck, tiled shower, toilet room, double vanity, & heated floors. Downstairs is spa-room w/ hot tub, sauna, shower, & toilet & a game room w/pool table, poker area, TV, & wood burning fireplace. Adjacent is an office that doubles as a sleeping space, another full bedroom, & a storage room w/well equipment. The spacious guest house is above the triple garage & there is a greenhouse & a barn for storage or livestock!

69470 Deer Ridge Road, Sisters

Listing courtesy of Windermere Realty Trust.

$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.

$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.

$310,000
220220091 MLS
Tucked into a quiet, tree filled setting, this exceptional homesite offers a rare blend of seclusion and connection in the heart of Sisters. The property backs directly to Whychus Creek and adjacent Oregon State Parks land, creating a naturally private backdrop of flowing water and preserved open space. Despite its peaceful surroundings, everyday convenience is just moments away - just two blocks from the Sisters Park & Recreation District building (pickleball, fitness, daycare), about half a mile to downtown Sisters, and just over a mile to Peterson Ridge Trailhead for hiking and outdoor recreation. This is a rare opportunity to design and build a custom home in a setting that captures the charm, tranquility, and outdoor lifestyle that make Sisters so special.

390 S Timber Creek Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$600,000
1 Beds 1 Baths 220218511 MLS
Welcome to your peaceful getaway in the woods! This cozy 508 sq ft studio CABIN is perfectly situated on a 4.65-acre corner lot, located on the PAVED portion of the road for easy year-round access. The open-concept cabin features vaulted ceilings that enhance the sense of space, a full kitchen, 1 bathroom, and a sleeping area without interior walls--keeping the layout simple, open, and full of natural light. A wraparound deck invites you to relax and enjoy the quiet, private setting surrounded by nature. Enjoy year-round comfort with a Mitsubishi ductless split system providing both efficient heating and cooling. Additional features include a private well (680 feet deep), standard septic system with a 1,000-gallon concrete tank, and plenty of room for future expansion or outdoor living projects. Whether you're looking for a weekend retreat, vacation rental opportunity, or a place to live while you build, this one-of-a-kind cabin offers the perfect balance of simplicity and space.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$429,000
2 Beds 2 Baths 220218462 MLS
magine spending your mornings on nearby forest trails, afternoons by the pool, and evenings enjoying the restaurants, galleries, shops, and festivals that make Sisters one of Central Oregon's favorite destinations. This beautifully maintained first-floor, single-level 4th Sister condominium makes it easy. Perfectly positioned on a desirable corner backing to expansive green space, this fully furnished, turn-key home features a newer kitchen, newer carpet, refreshed cabinetry and trim, and comfortably sleeps 6+. Large windows fill the home with natural light and frame peaceful views of the ponderosa pines. The pool is open, the hot tub is available year-round, and covered parking is included. Whether you're looking for a low-maintenance primary residence or a Central Oregon retreat, this exceptional condo is ready to enjoy. Schedule your private tour today and discover why so many people love calling Sisters home!

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$949,000
5 Beds 3 Baths 220218327 MLS
Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof

69435 Green Ridge Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$2,300,000
3 Beds 4 Baths 220216164 MLS
Discover tranquility on 4 acres with over 400 feet of frontage along Whychus Creek. The chef's kitchen boasts an AGA stove, dark walnut island, and polished bluestone countertops. Elegant details like 9-foot ceilings with reclaimed beams and gold travertine from Jerusalem enhance the warmth from the kitchen to the Great Room, featuring a wood-burning fireplace. This home offers efficient hydronic radiant floors and superior insulation for year-round comfort. Bedrooms feature 100-year-old reclaimed wood flooring, with the primary bedroom offering a vaulted ceiling and French doors to an outdoor oasis, complete with marble bathroom accents and a clawfoot tub. Guest rooms include French doors with custom Juliet balconies. Enjoy the serene creekside ambiance, with a wood-fired sauna nearby and access to a natural cold plunge swimming pool. Property boarders 129 acres of the Willow Springs Preserve managed by Deschutes Land Trust. Enjoy salmon, steelhead, otters, deer, elk and birds.

69960 Camp Polk Road, Sisters

Listing courtesy of Stellar Realty Northwest.

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