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$879,900
3 Beds ⋅ 3 Baths ⋅ 220228473 MLS
Contemporary Central Oregon living meets thoughtful Prairie design in this beautifully appointed 3-bedroom, 2.5-bath custom home in the highly sought-after ClearPine neighborhood. The main level offers an oversized and private primary suite and a dedicated office, while the upper level features two guest bedrooms, a full bath and a versatile bonus/loft area with mountain views. Energy-efficient construction, warm wood-wrapped window frames, a paver driveway and climate-controlled garage add distinctive character, comfort and functionality. Step outside to a beautifully xeriscaped backyard with established flower beds, creating an inviting, low-maintenance setting for outdoor living. Set within one of Sisters' most thoughtfully planned neighborhoods, enjoy parks, pathways and open spaces while being just minutes from downtown, trails, public lands, dining and the best of Central Oregon's outdoor lifestyle.

1030 N Bluebird Street, Sisters

Listing courtesy of eXp Realty, LLC.

$1,599,000
3 Beds ⋅ 4 Baths ⋅ 220227675 MLS
Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive lead to this stunning Sisters Estate. Cozy living room features a river rock fireplace. New kitchen boasts new cabinets, granite counters, new appliances & bar w/wine fridge. Main-level primary suite includes a spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & a fully updated bath w/new cabinets, counters, tile shower & flooring. New laundry cabinets & sink. Oversized 2-car garage has epoxy floors, metal cabinets & a guest/multi-gen living/bonus room above w/private entry & new carpet. Ideal for equestrian lovers: full perimeter fencing & electric cross-fenced pastures connect to barn paddocks & 2 matted stalls, water/power, plus hay storage & tack room. Back deck overlooks a beautifully landscaped pond & fountain. Detached office/exercise studio features mountain views & a private sauna. Serene country living just 10 mins to Sisters & 30 mins to Bend! True privacy with convenient urban access.

17660 Edmundson Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$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.

$1,688,000
3 Beds ⋅ 5 Baths ⋅ 220227407 MLS
A rare Aspen Lakes offering, combining privacy, beautiful craftsmanship, and resort-style living. Set on 1.14 acres with views of the 7th fairway, three ponds, and forest beyond, this 3,543 sq ft single-level Craftsman features TWO PRIMARY SUITES, walnut floors, and a heated 3-car garage with workshop. A stone-and-cedar-shake exterior sets the tone. Inside, vaulted tongue-and-groove ceilings, wood built-ins and a dramatic stone fireplace define the great room, opening to a covered patio with built-in BBQ, heaters, and horseshoe pit. The updated kitchen offers quartz counters, new appliances, cream cabinetry, and a large island. All 3 bedrooms are ensuite, plus a dedicated office and 3 full + 2 half baths. Turnkey with TVs, exercise equipment, patio furnishings, and surround sound. Community amenities include clubhouse, pool, hot tub, tennis, gym, restaurant and pickleball. Just minutes from downtown Sisters, with golf, nature, and the best of Central Oregon right outside your door.

17147 Caddis Court, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 220226703 MLS
First time ever on the market! This expansive one-level home offers soaring living room ceilings, wide tiled hallways, and skylights that fill the home with natural light. Partial views of the 3 Sisters Mtns. from the living room. The spacious floor plan includes a second primary bedroom with an ensuite bath, a dedicated art room or office, and a large family den perfect for relaxing or entertaining. The oversized laundry room features a gift-wrapping station. Enjoy a spacious kitchen with a large island, breakfast nook, and wood floors, plus a flexible dining room that can easily accommodate hobbies, a library, or additional living space. A stunning rock fireplace anchors the living area, with a cozy sitting nook and wet bar tucked behind it. The bonus room off the garage is ideal for a pool table, game room, media room, or private retreat for kids and grandkids. Completing the home is an oversized 2.5-car garage with room for vehicles, storage, toys, or a golf cart. 9th fairway views

16863 Royal Coachman Drive, Sisters

Listing courtesy of Avenir Realty.

$1,995,000
4 Beds ⋅ 5 Baths ⋅ 220226511 MLS
This custom home in Cascade Meadow Ranch offers the ultimate Sisters lifestyle--just minutes from downtown. Positioned along the community meadow, enjoy front-row views of the Three Sisters, Mt. Washington, and Black Crater while horses and wildlife roam outside your door. The quality floor plan features four suite-style bedrooms with private ensuite baths, including a main-level primary retreat. The vaulted great room with a propane fireplace flows into the dining area and kitchen, opening to a covered paver patio built for entertaining against a Cascade backdrop. The main floor also offers a secondary suite, powder room, and a flex room for an office or den. Upstairs features two more ensuite bedrooms, a loft, and a second spacious flex room. Cascade Meadow Ranch is a gated community positioned on 360 acres and includes equestrian facilities (both indoor and outdoor), a clubhouse, tennis/pickleball courts, a gazebo, lake, pond, and a fully fenced perimeter.

15385 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$1,299,500
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.

$1,699,900
4 Beds ⋅ 4 Baths ⋅ 220223064 MLS
Don't miss out; tucked into a pine canopy overlooking Aspen Lakes GC (pool/rec ctr) & Cascade Mtns; this contemporary craftsman home is a unicorn! Vaulted ceilings & enlarged windows offer natural light while framing the breathtaking surroundings. Main-level living, home offers 2 suites, + another bedroom (J&J bath), bunkroom, & theatre upstairs! Exquisite craftsmanship w/ wood beams, corner fireplace, & luxury LVP floors. Fully updated chef's kitchen, blending timeless style with modern functionality w/ premium finishes, abundant workspace, eating bar, & dining nook-all seamlessly connected to the open concept living & formal dining areas. Capture the golf course mtn. views w/ exceptional outdoor living w/ hot tub, water feature pond, and outdoor patio (fireplace & down heater). Front shade deck featuring covered entertaining spaces designed to take in the panoramic scenery. This remarkable property is complete with/ a 3-car garage w/ workshop & golf cart shed all on 1 private acr

16951 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,195,000
3 Beds ⋅ 3 Baths ⋅ 220224230 MLS
Wake up every morning to a front-and-center view of the Three Sisters, with South Sister and Broken Top perfectly framed from the primary suite. Set on 6.24 fully fenced, gated, and irrigated acres, this lifestyle property blends comfort, function, and unforgettable scenery. The grounds are ''park-like'' with mature landscape. Rich log-look siding and a wraparound covered porch create classic Northwest appeal. Inside, you'll find a knotty pine kitchen with a center island, gas range, walk-in pantry, laminate flooring, and a propane stove. Two primary suites, a dedicated hobby room, craft/laundry room with built-ins, and an oversized two-car garage provide flexible living. **New composite roof installed May 2026.** The insulated 6,500± sq. ft. shop features LED lighting, 200-amp service, RV parking, two large lean-tos, a custom whiskey bar, and a half bath. Zoned for horses, chickens, and more, this is the complete Central Oregon lifestyle.

17521 Forked Horn, Sisters

Listing courtesy of Central Oregon Realty Group.

$797,000
2 Beds ⋅ 3 Baths ⋅ 220223815 MLS
Sisters Woodlands Slate townhome has a massive 1292 square foot ''toybox'' garage with a 12' overhead door. Additionally, the upstairs has all the main living space for openness and privacy. The Developer also offers flexibility on the customization of upper and lower interior spaces (including an ADU version with separate pricing). Interior features: Open living floor plan; Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Large covered outdoor living deck; Dark corrugated metal siding; Solar & EV ready. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Homes being pre-sold prior to commencement of construction.

485 N Pine Street Lot #157 Unit Lot #157, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$1,674,000
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.

$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.

$1,599,990
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.

$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.

$599,000
3 Beds ⋅ 2 Baths ⋅ 220220716 MLS
Set on a full acre corner lot, this single-level ranch blends space, comfort, and thoughtful updates in a way that just feels right. Vaulted ceilings and abundant natural light create an open, inviting atmosphere, while a cozy pellet stove adds warmth and character to the main living space. Recent improvements throughout the home make it truly move-in ready, including new interior paint and updated flooring (2022), a newer roof (2020), updated lighting and fans, new refrigerator and kitchen faucet. Both bathrooms have been beautifully updated with new vanities, countertops, sinks, faucets, backsplash, and the secondary bathroom features a new shower. The spacious primary suite offers a walk-in closet, while the oversized laundry room doubles as a functional mudroom with a window and utility sink. Outside offers a covered rear porch, fenced yard, with lots of privacy and room to breathe. A circular gravel driveway and attached triple-car garage and two RV hookups with power and water!

14485 Mountain View Loop, Sisters

Listing courtesy of Ninebark Real Estate.

$1,699,000
3 Beds ⋅ 6 Baths ⋅ 220220342 MLS
Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

16921 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,395,000
4 Beds ⋅ 5 Baths ⋅ 220219628 MLS
Experience refined living in this one-owner Johannesen custom home, nestled on a private 1.25-acre lot within the gated Aspen Lakes golf community. This versatile single-level estate features a chef's kitchen equipped with dual Fisher Paykel dishwashers, a warming drawer, & instant hot water. Unwind in the great room by the wood-burning fireplace or retreat to the primary suite, which offers dual walk-in closets, separate vanities, & a jetted tub. The home is designed for flexibility, offering a dedicated office, an upstairs bonus room with a King Murphy bed, & a 39x20 flex room ideal for a studio or suite. For those who value utility, the property includes a heated 1,000 sq. ft. garage with custom cabinets, a workbench, & a golf cart bay. Outside, enjoy an expansive mahogany deck & an oversized Sundance hot tub amidst lush landscaping. Modern comforts include a Vyanet security system, central vacuum, & dual HVAC. This is a rare opportunity for elegant, effortless living in Sisters!

16923 Royal Coachman Drive, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$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.

$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.

$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.

$2,650,000
4 Beds ⋅ 4 Baths ⋅ 220217892 MLS
Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

69485 Deer Ridge Road, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$1,995,000
220204754 MLS
Sitting on .64 of an acre is this 10,500 sq ft industrial building in Sisters Industrial Park. This building features several offices as well as an open warehouse areas with three, 14ft roll up doors. The large warehouse area has 3 phase power.

307 W Sisters Park Drive, Sisters

Listing courtesy of Coldwell Banker Commercial Realty.

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