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$939,900
3 Beds ⋅ 2 Baths ⋅ 220228435 MLS
Meticulously maintained single-level home on 2.63 private acres offering comfort, quality, and peaceful country living. The vaulted great room features a blue pine ceiling, floor-to-ceiling stone fireplace, and pine doors and trim throughout. The spacious kitchen boasts custom cabinetry, granite counters, stainless appliances, pantry, and a custom solid white oak butcher block island. The primary suite includes a tiled shower and separate vanities. A standout feature is the 1,200 sq. ft. detached, insulated garage/shop with an 8-ft door and 220V power, ideal for hobbies, storage, or RV/boat parking, plus an attached oversized 2-car garage. Enjoy covered front and back decks and a peaceful setting with a 6-ft fenced yard and multiple crossed fenced areas ready for pets, dog run, potential horse setup, or a hobby farm. This property has been exceptionally cared for and ideally located in the coveted Central Oregon ''Golden Triangle'' with easy access to Sisters, Redmond, and Bend.

69916 Holmes Road, Sisters

Listing courtesy of Duke Warner Realty ERA Powered.

$2,195,000
6 Beds ⋅ 6 Baths ⋅ 220228180 MLS
A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

17031 Wilt Road, Sisters

Listing courtesy of OHT.

$1,600,000
3 Beds ⋅ 4 Baths ⋅ 220228137 MLS
Dramatic 3,888 sq. ft. custom home beautifully sited on a private 1-acre lot with panoramic fairway views. Lush landscaping surrounds a tranquil private courtyard, BBQ area, and expansive paver patios, creating an ideal setting for outdoor entertaining and relaxation. The thoughtfully designed single-level floor plan features three luxurious primary suites, a den/office, and 3.5 baths. The gourmet kitchen with breakfast nook flows seamlessly into the formal dining area, cozy family room, and spectacular great room--perfect for both intimate gatherings and entertaining on a grand scale. Rich architectural details include abundant wood, stone, and tile throughout. The property also borders a spacious common area, offering an added sense of privacy and open space. A truly gorgeous Aspen Lakes retreat that combines custom craftsmanship, stunning views, and effortless single-level living.

17094 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$1,763,000
3 Beds ⋅ 3 Baths ⋅ 220227351 MLS
Cascade Mountain Views! Enjoy sunrises and sunsets over the snow-capped mountains from this meticulously maintained log home. New roof and refurbished logs in 2024. Private, quiet cul-de-sac bordered on three sides by protected open space, with the national forest beyond. 3,235 total SF: 2,656 SqFt Main house has 3 beds, 2.5 baths, great room, and loft, PLUS a 579 SF bonus area. Bonus area has a studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

69877 California Trail, Sisters

Listing courtesy of Avenir Realty.

$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.

$655,000
3 Beds ⋅ 2 Baths ⋅ 220226563 MLS
Nestled among the towering Ponderosa pines in the highly sought-after Tollgate community, just two miles from downtown Sisters, this inviting home offers the perfect blend of comfort and adventure. The light-filled kitchen features beautiful oak cabinetry and hardwood floors, opening seamlessly to the spacious great room with vaulted ceilings and a cozy wood stove. A separate living room provides the ideal space for entertaining or hosting guests. The primary suite includes a large walk-in closet and a beautifully tiled walk-in shower. Step outside to a private back deck surrounded by nature, or take advantage of the detached garage--perfect for extra storage, hobbies, crafts, or a woodworking shop. Tollgate residents enjoy a swimming pool, tennis and pickleball courts, sport courts, miles of scenic trails, and direct access to the National Forest, making this one of the most desirable communities in the Sisters area.

69341 Silver Spur, 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.

$1,389,000
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.

$899,000
3 Beds ⋅ 2 Baths ⋅ 220224918 MLS
This beautifully maintained home features a durable lightweight concrete tile roof, newer windows, fresh interior paint, and brand-new carpet, making it truly move-in ready. The spacious primary suite offers a private retreat with an en-suite bathroom, walk-in closet, and direct access to your own secluded patio and beautifully landscaped backyard. Enjoy low-maintenance, meticulously cared-for landscaping with underground sprinklers in both the front and rear yards. Relax outdoors while listening to the soothing sounds of the backyard water fountain, creating a peaceful setting for morning coffee or evening gatherings. Additional highlights include a spacious two-car garage with 2 workbenches, an outdoor storage shed that stays with the property, and dedicated space for RV or boat parkingâ€''providing plenty of room for your hobbies, toys, and storage needs.

69700 Old Wagon Road, Sisters

Listing courtesy of William Johnson, Broker.

$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.

$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. The welcoming floor plan has a well appointed kitchen with solid surface counters, energy star appliances & hardwood flooring. Quality construction through out with solid wood windows and doors, paver patio and upstairs deck with views towards the Cascades. 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. Don't miss this opportunity to secure one of only 5 Cottonwood condos built!

547 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$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..

$699,000
4 Beds ⋅ 2 Baths ⋅ 220223095 MLS
Nestled among towering Ponderosa pines on a beautifully maintained 1.01-acre lot, this inviting single-level home offers the perfect blend of privacy, comfort, and Central Oregon charm. Filled with abundant natural light from expansive windows, the home features real hardwood floors, spacious living areas, and a cozy gas stove that creates a warm gathering space year-round. The oversized primary suite includes a generous bedroom and bath, while large decks extend the living space outdoors, overlooking the fenced backyard and peaceful park-like setting. A durable metal roof, oversized detached garage, circular driveway, and separate outbuilding--ideal as a home office, studio, or hobby shop--add versatility and value. Thoughtfully maintained inside and out, this property offers the quiet lifestyle you've been looking for while remaining just minutes from downtown Sisters.

15634 Ponderosa Lane, Sisters

Listing courtesy of Real Broker.

$849,500
3 Beds ⋅ 2 Baths ⋅ 220222856 MLS
Very private 5-acre country property offers Cascade Mountain views, and room to spread out, with the added benefit of bordering larger neighboring parcels (40 acres and 70 acres) as well as bordering BLM land corner-to-corner. Built in 2020, this light and bright Northwest Energy Efficient home features a great room floor plan, 9' ceilings, abundant windows with views in every direction, heat pump, WiFi-enabled thermostat, stainless appliances, eat-in nook, and laundry room with pantry storage. Spacious primary suite plus two additional bedrooms. Fresh exterior paint, new septic, and irrigation system. Enjoy mountain views from the large 50-year Trex deck, perfect for entertaining. The property includes a large shop/barn with RV plug, attached double garage with furnace, solar exterior lighting, landscaped grounds with native sagebrush, and newly planted apple trees. Close to town, minutes from golf, and no HOA.

69592 Lake Drive, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$850,000
2 Beds ⋅ 2 Baths ⋅ 220222513 MLS
Turnkey equestrian property just minutes from downtown Sisters! Situated on 2.3 fully fenced and cross-fenced acres, this move-in ready hobby farm offers the ideal blend of country living and convenience. The thoughtfully maintained home features updated luxury vinyl plank flooring, heat pump with A/C, wraparound porch, hot tub, and a functional loft space with closet overlooking the great room with soaring ceilings and stone fireplace. Designed with horse enthusiasts in mind, the property includes a 3-stall Noble shelter, tack shed, hay storage, round pen, cross-fenced pastures, chicken coop, dog run, horseshoe pit, fire pit, electric gated entry, and paved road access. Detached 2-car garage/shop offers a finished flex/man cave space, upstairs storage, and additional enclosed side storage rooms. Whether you're bringing horses, hobbies, or simply looking for room to spread out, this rare Sisters property offers the Central Oregon lifestyle you've been dreaming of.

16738 Pine Tree Lane, Sisters

Listing courtesy of Realty One Group Discovery.

$623,000
3 Beds ⋅ 2 Baths ⋅ 220222058 MLS
This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre, offers so much! 24 X 30 insulated shop w/ 200 Amp and double attached garage w/ 400 Amp service. Both with ductless heat pumps! Plus, covered RV Parking. Totally fenced with 2 gates and plenty of parking. The entire interior freshly professionally painted. Home is light and bright with 4 Solatube skylights. Waterproof vinyl plank flooring. Kitchen features 2-year-old smart stainless-steel appliances. gas stove with convection, air fryer, dehydration modes. Smart high efficiency hybrid heat pump hot water heater. The open floor plan has a primary bedroom and two additional bedrooms. Another bonus, ADA Pergola front deck with heated concrete, and ADA back deck. Shop attic with pull-down stairs and attic ventilator fan. Items included: brand new snow blower, flatbed trailer. tractor, riding mower with cart. The septic replaced 2014.

14866 Bluegrass Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 220221266 MLS
Tucked among open farmland with sweeping mountain views, this nearly 7-acre Central Oregon property offers a rare blend of privacy, flexibility, and everyday comfort. Designed for connection and entertainment, the home features soaring vaulted ceilings, generous gathering spaces, and an easy flow for hosting inside and out. The layout lives beautifully as a single level, with the main living areas, primary suite, office, and guest bedroom all on the main floor, plus one bonus room upstairs. The attached casita features its own private entrance, creating an ideal setup for guests, extended family, a workspace, or added privacy when hosting. A spacious garage adds function, while the peaceful acreage provides room to spread out and take in the views. Additional adjacent offerings may be available separately, including up to 6+ irrigated acres and a 2+ acre fishing pond with dock (shown in photos). Please inquire with listing agents for more details.

71285 Holmes Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$784,000
3 Beds ⋅ 3 Baths ⋅ 220221028 MLS
Extremely well-maintained ranch-style home with solid oak hardwood floors throughout most of the home, vaulted ceilings, and arched doorways. The living room features a custom juniper mantle and woodburning fireplace. The kitchen offers granite counters, tile backsplash, stainless steel appliances, farmhouse sink, eating nook, and separate dining area. The primary suite includes walk-in closet, double vanity, walk-in tile shower. Radiant heated tile floors in both full bathrooms. Bonus room with half bath, separate entry, and sound wiring offers flexible use for guests, office, or media space. Mini splits in main living areas provide efficient heating and cooling. Off the kitchen is a large storage room with sink and access to the back deck. The park-like backyard is fully fenced with drip irrigation, extensive landscaping, raised garden beds, two sheds and covered deck. Large paved driveway, an additional RV parking area and an oversized 2-car garage with workshop.

70064 Appaloosa Drive, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$2,450,000
5 Beds ⋅ 5 Baths ⋅ 220219250 MLS
Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining, designed for both daily living and effortless entertaining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the covered front porch and expansive back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

69550 Deer Ridge Road, Sisters

Listing courtesy of RE/MAX Key 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.

$1,425,000
3 Beds ⋅ 5 Baths ⋅ 220218973 MLS
Escape to a serene retreat nestled among the pines, just minutes from downtown Sisters. This nearly new modern farmhouse sits on a fully fenced, gated property that features a detached office or art studio with a full bath, plus a spacious 2,400 sqft pole barn with 12' RV doors for endless utility. Inside, the light-filled home showcases vaulted tongue-and-groove ceilings, a dramatic stone fireplace, beautiful hardwood floors and an open-concept layout anchored by a gourmet kitchen. Designed for ease, all bedrooms are on the main level, including a private primary suite wing with a spa-inspired bath, heated tile floors and soaking tub. Guest bedrooms share a thoughtfully designed ensuite with separate vanity rooms. Upstairs, a versatile bonus room with a half bath is perfect for recreation or a bunk room. Expansive covered and open patios invite year-round outdoor living. With space for horses and nearby access to Deschutes National Forest, this is Central Oregon living at its finest!

16611 Wilt Road, Sisters

Listing courtesy of Knightsbridge International.

$740,000
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.

$850,000
2 Beds ⋅ 1 Baths ⋅ 220218120 MLS
Set on 2 private acres just minutes from downtown Sisters, this authentic full-log home captures the soul of a true Central Oregon mountain lifestyle. With no drywall, the handcrafted log construction delivers the warmth, character, and thermal mass of a timeless mountain lodge--an artisan home built to endure for generations. Inside, Acacia engineered hardwood, parquet flooring, and custom-fabricated steel fixtures blend rustic craftsmanship with modern design, all beneath a durable metal roof. Breathtaking views from the living room frame the surrounding landscape, creating a setting that feels both peaceful and inspiring. The massive RV shop/outbuilding offers exceptional space for adventure rigs, projects, or a workshop, while 110-volt camper pedestals welcome visiting guests. A legacy landholding where land, craftsmanship, and lifestyle come together--an unforgettable property designed to be enjoyed today and passed down for generations.

16011 Old Juniper Road, Sisters

Listing courtesy of Nexus 360 Realty.

$499,000
2 Beds ⋅ 2 Baths ⋅ 220218040 MLS
Income-generating investment 2-suite condominium meets mountain charm. Located in the desirable 4th Sister Condominiums in Sisters, Oregon, this single-level, main-floor unit offers a rare turnkey opportunity with an option to keep a long-term tenant in place. The open floor plan features two primary suites, including a versatile lock-off studio with its own exterior entrance -- perfect for maximizing rental potential. Inside, enjoy an open living area with a cozy fireplace, a dining area, a kitchen with a breakfast bar, and a built-in coffee bar. A stacking washer/dryer unit is included. Outside, your private patio overlooks the beautifully manicured common-area park, clubhouse, and pool. 2 assigned parking spots; 1 is covered. Situated within steps of the Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and the new Sisters Park pickleball courts, this property is a cornerstone for any portfolio. Bonus: Furnishings are available for purchase outside of escrow.

813 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Avenir Realty.

$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.

$1,895,000
5 Beds ⋅ 5 Baths ⋅ 220213955 MLS
Rare 45.6-acre private estate in Sisters' premier Cloverdale area, one of Central Oregon's most coveted acreage properties. This turn-key compound offers a 4,230 sq ft main residence with a NEW 2026 roof, 5 beds, 4.5 baths, plus an attached studio apartment and detached above shop apartment. A massive shop, machine shed, and RV/boat storage make this the ultimate hobby ranch or entrepreneur's retreat. 38.7 acres of pressurized irrigation rights deliver exceptional agricultural and equestrian value. Cascade Mountain views frame every sunrise. Flexible floor plan supports multi-generational living, remote work, and extended guest stays. No HOA. Horse property. Minutes to Sisters. Sisters' Oregon acreage for sale, this is the irreplaceable Central Oregon legacy estate you've been searching for.

69150 Butcher Block Boulevard, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

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