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689 W St Helens Avenue, Sisters
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 220230277 MLS
Get a First Look! Don't miss your chance to tour this home before goes live! This Saturday Oct. 24th from 11am - 2pm First time on the market! It's that home on the corner you've always admired. Custom built for the original owner with floor plan designed to live with ease on single level (almost 2000 sq ft) and to seamlessly flow from indoors to wonderful outdoor spaces from morning sun to afternoon shade: approx. 1226 sq ft covered wraparound porch, pavers patio/walkways and fenced pet area/raised beds garden. Double doors to private (foyer) office and double into primary. Cedar siding, bamboo floors, maple cabinets, four panel doors, beautiful woodwork and storage & built-ins galore. Second (slate) fireplace upstairs library (or family den). Come visit & sit a spell. You'll agree the quality of construction can't be beaten! Pine Meadow Village is a favorite neighborhood: proximity to town, pool, trails w/footbridges over waterways. Welcome Home!

689 W St Helens Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

70090 Hinkle Butte Drive, Sisters
$715,000
3 Beds ⋅ 2 Baths ⋅ 220230394 MLS
Enjoy peaceful country living on 5 private acres with breathtaking Cascade Mountain views, just 6 miles from town. This light-filled 3-bedroom, 2-bath home features spacious living areas and extensive interior updates, including new LVP flooring throughout, fireplaces in the living room and primary bedroom, updated bathroom vanities, and an extensively updated kitchen with new countertops, refinished cabinets, and a new island. Exterior improvements include a new 50-year metal roof, fresh paint, updated landscaping with irrigation, and a new Trex deck with railing. The property also features a large pole barn shop with power and enclosed storage, chicken coop, fenced garden, and circle driveway. Enjoy room for hobbies, gardening, animals, or future projects, with space to make the property your own. A unique opportunity to enjoy privacy, stunning scenery, and endless possibilities just minutes from town.

70090 Hinkle Butte Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

16015 Fox Ridge Circle, Sisters
$1,290,000
3 Beds ⋅ 3 Baths ⋅ 220230387 MLS
Sisters' best-kept secret. Experience breathtaking Cascade Mountain views from this award-winning timber-framed residence set within a private, gated community just 7 minutes from downtown Sisters. Designed by acclaimed architect Chad Phillips, this exceptional custom home showcases timeless craftsmanship, an open-concept floor plan, soaring vaulted ceilings, and meticulous maintenance throughout. The main-level primary suite is complemented by two additional bedrooms and a dedicated office. Aprox 819 sqft bonus room (not included in total home sqft) provides exceptional flexibility for recreation. The expansive rear deck is perfect for entertaining and the views will take your breath away. Community features direct access to adjoining public lands, offering an extraordinary combination of privacy, views, recreation, and location.

16015 Fox Ridge Circle, Sisters

Listing courtesy of The Agency Bend.

18130 Wanona Road, Sisters
$1,775,000
4 Beds ⋅ 3 Baths ⋅ 220229847 MLS
This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

18130 Wanona Road, Sisters

Listing courtesy of Realty First LLC.

1030 N Bluebird Street, Sisters
$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.

17660 Edmundson Road, Sisters
$1,599,000
3 Beds ⋅ 4 Baths ⋅ 220227675 MLS
Stunning Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive leads to this amazing 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 spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & 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, 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.

69877 California Trail, Sisters
$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.

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

70116 Sorrell Drive, Sisters

Listing courtesy of eXp Realty, LLC.

17690 Mountain View Road, Sisters
$1,397,000
4 Beds ⋅ 3 Baths ⋅ 220226890 MLS
Welcome to this exceptional custom home with mountain views and beautifully maintained grounds. A must-see 3,177 sq. ft. craftsman home offers an inviting setting for everyday indoor-outdoor living and entertaining. With over $200,000 in upgrades this past two years there are too many to list. This home speaks for itself. You can feel the quality when you first step inside. The great room features soaring vaulted ceilings with timber accents, hardwood flooring, a stunning floor-to-ceiling rock fireplace, and expansive windows showcasing the beautiful surroundings. Gourmet kitchen, office that can also be used as a fourth bedroom, bonus room with extra flex space. Step outside onto the expansive rear deck to an ideal setting. An extended-length, heated 3-car garage completes this truly special home. YOUR HOME FOR THE HOLIDAYS!!

17690 Mountain View Road, Sisters

Listing courtesy of Cascade Hasson SIR.

751 S Redwood Street, Sisters
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 220224591 MLS
Stunning custom home with mountain views in Pine Meadow - walking distance to downtown Sisters. Quality construction and attention to detail are evident throughout: hardwood floors, wood beams, fireplace with stone hearth, heated tile bathroom floors, etc. The open-concept lower level connects the great room, dining area, and kitchen (featuring a generous island and beautiful cabinetry). A dedicated office, large laundry/mudroom, and oversized 2-car garage complete the downstairs layout. The upstairs master suite features a spa-like bathroom with 2 shower heads, a walk-in closet, plus a spacious covered deck with stunning mountain views. There are 3 guest bedrooms upstairs as well. The lot is exceptionally private, bordered by common area (and the irrigation pond/stream) on two sides - preserving those views. Exterior features include: wraparound front porch; back paver patio; built-in BBQ; fire-pit area. Brand new heat pump, freshly painted/stained, all furnishings negotiable!

751 S Redwood Street, Sisters

Listing courtesy of eXp Realty, LLC.

17521 Forked Horn, Sisters
$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.

69741 Old Wagon Road, Sisters
$895,000
2 Beds ⋅ 4 Baths ⋅ 220224218 MLS
Discover 2,892 SF of thoughtfully designed living in enchanting Sage Woods, just minutes from downtown Sisters. This distinctive mountain retreat offers a warm, lodge-inspired ambiance with hiking, biking, & endless outdoor recreation right outside your door. The inviting main home features a spacious kitchen, sunroom/library, fireplace, laundry/pantry, abundant storage, beam ceilings, rich hickory floors, & slate accents. A charming adjacent building adds exceptional flexibility, with separate exterior entries, a full bath on each level, & space ideal for a home office, studio, hobby room, fitness area, guest space, or more. Outdoor living shines with a covered porch, sunny deck, hot tub, & water features surrounded by peaceful woods. Additional amenities include a deer-proof garden, greenhouse, playhouse, fenced dog area, & workshop--perfect for recreation, projects, gardening, & enjoying the Central Oregon lifestyle.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

69420 Crooked Horseshoe Road, Sisters
$1,599,999
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.

17186 Highway 126, Sisters
$1,795,000
3 Beds ⋅ 2 Baths ⋅ 220222540 MLS
This property is not just a farm... it's a story. Located just minutes from downtown Sisters, this exceptional property features a remodeled classic farmhouse and a separate guest house with expansive Cascade Mountain views. The land includes 40 acres of 1895 water rights through Three Sisters Irrigation District, offering excellent irrigation for pasture or agricultural use. A new standalone office provides flexible workspace. Multiple outbuildings provide flexibility for storage, equipment, or animal shelter. Whether your vision includes gardens, open pasture, or a peaceful homestead, this property offers the space to create it. Interior features include tile walk-in showers, antiqued granite countertops, hardwood flooring, custom tile, and a finished basement ideal for guests or flex space. Outdoor amenities include a wraparound porch, park-like landscaping, patios, a built-in pizza oven, lighted paths, and a 1.5-acre pond with irrigation ditch. Let's make this your story.

17186 Highway 126, Sisters

Listing courtesy of eXp Realty, LLC.

69470 Deer Ridge Road, Sisters
$1,549,990
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.

69435 Green Ridge Loop, Sisters
$925,000
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.

17945 Mountain View Road, Sisters
$3,999,000
4 Beds ⋅ 7 Baths ⋅ 220214782 MLS
Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

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

14450 Mountain View Loop, Sisters

Listing courtesy of High Desert Realty, LLC.

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