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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.

1143 W Hill Avenue, Sisters
$585,000
3 Beds ⋅ 2 Baths ⋅ 220230374 MLS
Just minutes from schools, parks, trails and shopping, this home offers the best of both worlds - ultimate convenience for work/life balance, such as access to all the things that people love about the Sisters community, combined with the calm that comes with living in Sisters Country. Inside, this single-level home offers well planned space, with three bedrooms and two bathrooms. Hard-surface flooring runs throughout, and the open great room centers on a propane fireplace. The kitchen pairs granite counters with stainless appliances and an eating area, while the main-floor primary suite includes a walk-in closet and double vanity, accessible show and separate soaking tub. Central A/C, a two-car garage, and a fenced backyard with a covered patio complete it. For outdoor access, the Peterson Ridge Trail System has a trailhead at the south edge of town across Whychus Creek. Enjoy skiing at Hoodoo, hiking at Three Creeks Lake, or fishing along the Metolius River, all just minutes away.

1143 W Hill Avenue, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

68830 Chestnut Drive, Sisters
$1,645,000
3 Beds ⋅ 3 Baths ⋅ 220230308 MLS
8.5-acre equestrian property with mountain views and only 3 miles to town! Reverse-living home offers an open upstairs living/dining area, kitchen with gas range, new stainless appliances, island & granite counters, plus office & half bath. Downstairs includes a living area with wood-burning rock fireplace, primary suite, 2 bedrooms, full bath & laundry. The 40x72 barn has 3 stalls with automatic waterers, wash rack, tack room, hay storage & trailer parking. Sand riding arena & fenced pastures. A 30x60 garage/shop offers solar panels, bathroom, washer/dryer hookups, 2 parking spaces, dog run, rear deck & flex space for exercise or storage. Above the garage is 1,000 SF of ADU/office space with a separate entrance. Fenced property includes a medicinal garden, greenhouse, RV hookups & dump station.

68830 Chestnut Drive, Sisters

Listing courtesy of Invest in Bend Real Estate.

14911 Snafflebit, Sisters
$625,000
3 Beds ⋅ 2 Baths ⋅ 220230131 MLS
Enjoy peaceful Central Oregon living in the desirable Tollgate community! Nestled among mature pine trees on a spacious .62-acre lot, this home offers comfortable living space with an inviting great room layout perfect for gathering and entertaining. Fresh new carpet adds to the home's welcoming feel, while the generous lot and beautiful back deck provide an ideal setting to relax, and enjoy the quiet surroundings. Convenient RV parking offers additional flexibility for your Central Oregon adventures. Tollgate residents enjoy an outstanding collection of amenities, including a swimming pool, clubhouse, pickleball & tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification & snow removal services. Just minutes from downtown Sisters, this property offers a wonderful combination of space, privacy, and the Central Oregon lifestyle.

14911 Snafflebit, Sisters

Listing courtesy of RE/MAX Key Properties.

69296 Ladigo, Sisters
$600,000
3 Beds ⋅ 2 Baths ⋅ 220230129 MLS
A fantastic opportunity to enjoy the Central Oregon lifestyle in the desirable Tollgate community! Situated among the pines, this single-level home offers comfortable living space with an inviting great room layout ideal for everyday living. Recent interior updates include new laminate flooring and fresh paint, creating a bright, welcoming atmosphere. The spacious lot offers plenty of potential to personalize the outdoor space and create your own Central Oregon retreat. Tollgate residents enjoy an exceptional collection of amenities, including a swimming pool, clubhouse, pickleball and tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification and snow removal services. Just minutes from downtown Sisters, this property offers an appealing combination of comfortable single-level living, community amenities, and exceptional value!

69296 Ladigo, Sisters

Listing courtesy of RE/MAX Key Properties.

69190 Barclay Drive, Sisters
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 220230090 MLS
Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

69190 Barclay Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

69660 Omaha Road, Sisters
$775,000
3 Beds ⋅ 3 Baths ⋅ 220230084 MLS
Custom quality throughout this 3-bedroom, 3-bath Camp Polk Heights home on .63 acre. The main-level great room features vaulted pine ceilings, skylights, oak hardwood floors, a bay window and propane fireplace. Kitchen offers granite counters, updated appliances, instant hot water, custom cabinetry, pullout shelving, soft-close features and a wagon wheel pot rack. Main-level primary suite has an updated bath with heated travertine floors and a travertine walk-in shower. Above the garage, a 500+ SF bonus room with full bath has been used as an Airbnb rental. Also ideal for guests or a second living area. Fully fenced backyard with mature landscaping and in-ground sprinklers. Two large storage sheds, garage cabinetry, removable metal carport and whole-house gutter guards. Updates include a newer roof, new HVAC, water heater and interior paint.

69660 Omaha Road, Sisters

Listing courtesy of Invest in Bend Real Estate.

205 N Rope Place, Sisters
$725,000
3 Beds ⋅ 2 Baths ⋅ 220230034 MLS
A rare find in Sisters! Single level, open floor plan home with vaulted ceilings on large .56 acre property. Desirable community and walking distance to downtown. The property has ADA access with attached 2 car garage and a separate 864 square foot detached shop. The shop can be operated as a home business and qualifies for a business license through the city.The shop is fully insulated and heated with 220v power and has a connection for water if needed. Pavers comprise a large parking area in front of the garage and shop with considerable RV space to the side. The home is located on a corner lot, mostly fenced, with a huge backyard and plenty of privacy. Partial Cascade Mountain views from the back deck. A unique property with lots of Potential! Come and experience the best of city living!

205 N Rope Place, Sisters

Listing courtesy of Stellar Realty Northwest.

1130 E Canter Court, Sisters
$700,000
3 Beds ⋅ 2 Baths ⋅ 220229940 MLS
New construction in a quiet cul-de-sac near the Sisters Community Recreation Center and just minutes from downtown Sisters. This single-level, 1,883 sq ft home offers 3 bedrooms, 2 baths, and open floor plan with high ceilings, great natural light, sold-surface counters, pantry, wood laminate flooring, and a warm Central Oregon feel. The primary suite includes a walk-in closet and dual vanity. A unique flex room provides additional space for an office, nursery, media room, or whatever fits your needs. The oversized .20-acre lot offers a large backyard, plus gated space on both sides for RV, boat, trailer, or additional vehicle parking. A two-car garage, heat pump with A/C, and fenced property round out this tremendous Sisters home.

1130 E Canter Court, Sisters

Listing courtesy of High Desert Realty, LLC.

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.

305 W Washington Avenue, Sisters
$799,000
2 Beds ⋅ 2 Baths ⋅ 220229749 MLS
A red barn, a porch swing, and Sisters Coffee one block away. Built in 1940 and brought up to date, this single-level home pairs vintage character with modern comfort. The1,975 sq ft home and 2-car garage/workshop sit on a 0.24-acre corner lot in the heart of town. Skylights pour light across an open floor plan that ties the kitchen island to a wood stove set against slate tile. It's a 2 bedroom, 2 bath home per county records, but two bonus rooms let it live like a 4 bedroom for guests, an office, or hobbies. Out back, the covered porch looks across the lawn to the barn and its sliding doors. Zoned MFR, so talk with the City of Sisters about subdividing or adding an ADU. Or keep the extra space for gardens and summer nights on the deck. Downtown shops and restaurants are just a few blocks away.

305 W Washington Avenue, Sisters

Listing courtesy of Ponderosa Properties.

16073 Lower Cattle Drive, Sisters
$629,000
2 Beds ⋅ 2 Baths ⋅ 220229623 MLS
A Little Privacy, a Lot of Personality--Just 10 Minutes from Sisters! Tucked among mature pines on 1.12 wooded acres, this 1,776 sq ft home is anything but ordinary. Step inside to a stunning vaulted great room with exposed beams, warm tongue-and-groove ceilings, expansive windows and a stone fireplace with wood stove insert. The kitchen adds its own character with creative corrugated-metal accents. Fresh paint, new carpet and an updated main-level bath make moving in easy. Downstairs, a spacious knotty pine-finished basement with a second stone fireplace offers room to relax, entertain or pursue your hobbies. Three ductless mini-splits provide year-round comfort. Outside, enjoy covered deck space, peaceful surroundings and the flexibility of access from two public roads. Rustic charm, room to breathe and the convenience of Sisters just minutes away.

16073 Lower Cattle Drive, Sisters

Listing courtesy of Central Oregon Realty Group.

14590 Mountain View Loop, Sisters
$849,000
4 Beds ⋅ 4 Baths ⋅ 220229610 MLS
Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen featuring granite countertops flows seamlessly into the lodge style great room showcasing warm wood finishes and a beautiful, one-of-a-kind Scandinavian stainless steel wood burning fireplace. Downstairs offers a separate 1200 square foot additional living space which has its own private exterior entrance. It features 2 primary bedrooms each with their own bathroom, living room, separate laundry and kitchen area. A perfect mother-in-law, college student, traveling nurse opportunity or just more space for you. Located 1.5 miles from the highly rated Sisters schools and beautiful downtown Sisters, OR

14590 Mountain View Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

17111 Lady Caroline Drive, Sisters
$1,595,000
3 Beds ⋅ 4 Baths ⋅ 220229530 MLS
First time on the market! Nestled in prestigious Aspen Lakes, this custom-built home pairs breathtaking golf course and serene pond views with a thoughtfully designed layout. Main-level living is effortless here: the light-filled main floor features soaring vaulted ceilings, a dedicated office, a spacious laundry room, and an oversized 3-car garage. The open-concept kitchen flows seamlessly into the dining and great room areas, creating an inviting space for entertaining. The main level also hosts two complete bedroom suites, including a private primary retreat. Upstairs, a third ensuite bedroom and a versatile second living area offer ideal privacy for guests or extended family. Step outside to the covered paver patio--complete with a built-in BBQ--to enjoy outdoor dining with exceptional views. Conveniently located just steps from the community pool, fitness center, and pickleball/tennis courts, this beautiful home is ready for its next chapter.

17111 Lady Caroline Drive, Sisters

Listing courtesy of Ponderosa Properties.

17555 Mountain View Road, Sisters
$825,000
2 Beds ⋅ 2 Baths ⋅ 220229425 MLS
Perched above Whychus Canyon and Whychus Creek, this beautifully remodeled 2,075 sq ft home captures the best of the Central Oregon lifestyle! Just minutes from Sisters, this 2-bedroom, 2-bath home with spacious loft offers stunning canyon and mountain views. Vaulted cedar ceilings, warm log accents and expansive floor-to-ceiling windows bring the outdoors in. The inviting great room features a propane stove, built-in cabinetry, wet bar and new engineered hardwood flooring. Step outside to an expansive rear deck--perfect for entertaining, relaxing and taking in spectacular Central Oregon sunsets. Recent improvements include a newer roof, plus abundant storage beneath the home for all your Central Oregon gear. Conveniently located near Sisters Eagle Airport, this special property offers privacy, natural beauty and an incredible stetting you just have to experience! Home warranty included with sale.

17555 Mountain View Road, Sisters

Listing courtesy of RE/MAX Key Properties.

16010 Old Juniper Road, Sisters
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 220229382 MLS
High-quality single-level home on small acreage with Cascade Mountain view and exceptional construction throughout, including 2x12 rafters, wide hallways and rat slab crawlspace. Vaulted great room features a floor-to-ceiling rock fireplace, cedar tongue-and-groove ceilings and abundant natural light. Quality wood-frame windows and solid wood doors throughout. Primary suite is nicely separated with high ceilings, walk-in closet, double vanity and tub/shower. Second en-suite is located at the opposite end of the home plus a third bedroom. The wood-floor kitchen has a center island, functional layout and good-sized pantry. Large laundry/mudroom plus separate sewing/hobby room with extensive storage. Huge rear deck with covered area. Oversized attached garage with extensive attic storage plus 1,080 SF detached finished and insulated garage/shop with 3 bays. Circular paved driveway and additional RV parking.

16010 Old Juniper Road, Sisters

Listing courtesy of Kizziar Property Co..

377 S Pine Meadow Street, Sisters
$665,000
2 Beds ⋅ 2 Baths ⋅ 220229091 MLS
Picture evening light on the Cascades while you unwind on your private balcony overlooking Historic Pole Creek Ranch, a 345-acre ranch with unobstructed mountain views. Rare Pine Meadow Village condo with a view like this! Two balconies, one covered and one open, offer the perfect spots for morning coffee or a glass of wine at sunset. This beautifully updated 2bed/2bath upstairs condo is move-in ready. The kitchen features a new tile backsplash, gas range/oven, reclaimed wood beams & new dining light. The living room offers an updated gas fireplace with reclaimed wood mantel and beams, plus a new ceiling fan. The primary bedroom features matching reclaimed wood beams and a wall-mounted electric fireplace. Additional updates include new sliding closet doors, updated bathroom lighting, fresh paint & carpet in the stairwell & a full interior repaint in 2024. Pine Meadow Village offers a pool, hot tub, clubhouse, tennis courts, paver trails & water features in a Firewise community.

377 S Pine Meadow Street, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

1624 W Williamson Avenue, Sisters
$674,000
3 Beds ⋅ 2 Baths ⋅ 220229111 MLS
This one checks all your boxes- and then some! Turn-key, single-level living bordering Deschutes National Forest, with RV parking/hookups, spacious floor plan, and easy access to everything Sisters has to offer. This 1,800 SqFt home features 3 beds and 2 full baths, including a generous primary suite with soaking tub, double vanity, and walk-in closet. The well-appointed kitchen offers a large center island with breakfast bar, dedicated coffee station, walk-in pantry, and plenty of cabinet and counter space. Out back, a private patio faces the National Forest, creating a peaceful backdrop with trails and outdoor recreation close at hand. Gated RV parking alongside the home includes 30 AMP power and a clean-out. Epoxy floors finish the attached 2-car garage, with room for cars, gear, and more. HOA-maintained landscaping means less time on yard work and more time enjoying the outdoors! All of this, with convenient access to downtown Sisters shopping, dining, events, and amenities.

1624 W Williamson Avenue, Sisters

Listing courtesy of Avenir Realty.

637 W Jefferson Avenue, Sisters
$865,000
3 Beds ⋅ 3 Baths ⋅ 220229040 MLS
Welcome to this beautifully situated end-unit condo in desirable Pine Meadow Village in Sisters, Oregon! Just a short walk or bike ride to downtown, this spacious 3-bedroom, 2.5-bath home offers an ideal blend of comfort, convenience, and recreation. Located directly across from the Pine Meadow clubhouse, pool, and hot tub, it also enjoys Creekside walking paths right outside the front and back doors. Inside, you'll find a large kitchen with granite and tile countertops, stainless steel appliances, a generous living room with propane fireplace, and dining area. The deck and balcony provide inviting spaces to relax and enjoy the serene surroundings. Furniture is negotiable, this property is ready as a primary residence, vacation home, or short-term rental. Average around $50,000 in gross rental revenue, not including the weeks enjoyed by the owners. Don't miss this exceptional Sisters home!

637 W Jefferson Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

69460 Crooked Horseshoe Road, Sisters
$750,000
3 Beds ⋅ 1 Baths ⋅ 220228976 MLS
Located just a few miles from downtown Sisters, in the well-established Indian Ford Meadows neighborhood, this 11-acre retreat offers a tranquil, spacious setting to enjoy all Central Oregon has to offer, including nearby community access directly into the Deschutes National Forest. The single-level home enjoys open views of the property in every direction - plus a covered front porch, vaulted ceilings in the kitchen and living room, and a wood stove. Separate single car garage (with carport) is oversized and extra deep - plus a large storage shed out back. There is plenty of room on the property if you decide you'd like to add on to the existing home - or the existing home could be modified to be an ADU if desired. 30-year roof installed in 2007, vinyl windows installed in 2005, exterior paint in 2020, septic tank serviced April '25. Nearby private airport (Sisters Eagle Airport) is only 1.4 miles from this home.

69460 Crooked Horseshoe Road, Sisters

Listing courtesy of Harcourts The Garner Group Real Estate.

148 N Wheeler Loop, Sisters
$399,000
2 Beds ⋅ 2 Baths ⋅ 220228910 MLS
Enjoy easy, low-maintenance living in The Pines, a gated 55+ community conveniently located near downtown Sisters, Oregon. This turnkey, single-level, 1,222 sq ft home offers 2 beds + office and 2 full baths on a 0.09-acre lot. Remodeled with a new roof in 2026, a heat pump in 2021, and fresh exterior paint in 2022. Quality finishes include custom-built solid wood kitchen and bathroom cabinetry, quartz countertops, stainless steel appliances, and a vaulted ceiling that adds to the bright, open feel. The primary suite features a private bath with a walk-in shower. An enclosed front porch adds flexible living space, while the private backyard and patio extend the home outdoors. The attached 2-car garage has room for gear and storage. HOA-maintained lawn makes this an easy-care option, giving you more time to enjoy everything Central Oregon has to offer! Minutes from Downtown Sisters shops, restaurants, National Forest trails, Hoodoo Ski Resort, Camp Sherman, local events, and more!

148 N Wheeler Loop, Sisters

Listing courtesy of Avenir Realty.

814 E Coyote Springs Road, Sisters
$895,000
3 Beds ⋅ 3 Baths ⋅ 220228837 MLS
Tucked into Sisters' sought-after Coyote Springs neighborhood, this 3-bed, 2.5-bath home is full of charm from the moment you step onto the wraparound front porch. Vaulted ceilings and hardwood floors give the living room an open, airy feel, anchored by a cozy stone fireplace. The kitchen features quartz counters and generous cabinet space. The primary suite sits on the main level for easy living, while upstairs offers two good-sized bedrooms, a full bath, and a spacious bonus room over the garage, perfect for a home office, playroom, or media space. A new furnace and hot water heater are already in place. Unwind on the back deck, then walk to town, the athletic club, Three Creeks Brewing, Sisters Movie House, and the Peterson Ridge Trail system for hiking and mountain biking right out your door. Move-in ready and full of character in one of Sisters' most walkable neighborhoods.

814 E Coyote Springs Road, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

671 W Jefferson Avenue, Sisters
$745,000
3 Beds ⋅ 3 Baths ⋅ 220228742 MLS
Welcome to this absolutely beautiful townhome, thoughtfully renovated from top to bottom with exceptional attention to detail and quality craftsmanship throughout. From the moment you step inside, you'll appreciate the spacious living room, beautifully updated kitchen, and inviting open floor plan designed for both everyday living and entertaining. Large windows fill the home with natural light, creating a bright and welcoming atmosphere. The thoughtfully designed floor plan flows seamlessly throughout, featuring one bedroom on the main level and two additional bedrooms upstairs. Located in a highly desirable area of town, these townhomes rarely become available, making this a special opportunity. The property also features an oversized two-car garage, providing plenty of room for vehicles, storage, and more. With extensive updates throughout, this stunning townhome is truly move-in ready and waiting for its new owner. Come see all that this beautifully renovated home has to offer!

671 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

16515 Wren Lane, Sisters
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 220228741 MLS
Discover a distinctive retreat on 4.85 pine-acres, where peaceful surroundings meet exceptional space. 10 minutes from downtown Sisters and less than half a mile from access to Wychuss Creek, this unique property offers you space to make your vision of Central Oregon living a reality. The 3,400-plus-square-foot home features three bedrooms, a dedicated office, and a generous upstairs bonus room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

16515 Wren Lane, Sisters

Listing courtesy of RE/MAX Key Properties.

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