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$565,000
3 Beds 2 Baths 220228636 MLS
Welcome to this beautifully maintained, light and airy single-level home offering seamless comfort and low-maintenance living. The spacious greatroom features a cozy fireplace and flows directly into the dining area and open kitchen, complete with an island, pantry, quartz counters and stainless steel appliances. Positioned in its own private wing, the primary suite serves as an ultimate retreat with (2) large walk-in closets, double-vanity, private commode, and a tiled step-in shower. Outside, the fully fenced backyard features a covered patio, fire-pit, and hot tub that is ideal for relaxed mornings or evening entertaining. Prime location near Sisters schools, parks, and endless Central Oregon Recreational activities!

1822 W Kallberg Avenue, Sisters

Listing courtesy of John L Scott Bend.

$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.

$670,000
3 Beds 2 Baths 220228243 MLS
Nestled on a prime corner lot in Saddlestone, this single-level home offers a seamless blend of convenience, privacy and peaceful high-desert living--just minutes from downtown Sisters. Positioned right along the community walking path with scenic views of the neighborhood park and playground, this bright and functional layout works effortlessly as a primary residence, low-maintenance second home, or smart investment property. At the center of the home, an open-concept great room anchored by a cozy propane fireplace connects smoothly to the dining space and kitchen, creating an inviting hub for daily living and entertaining. The smart split-bedroom floor plan prioritizes privacy: the spacious primary suite sits on its own side of the home, while two guest bedrooms, a full hall bathroom, and a dedicated laundry room occupy a separate wing. Outside, enjoy easy access to nearby trails, along with the rare bonus of a tandem two-car garage and dedicated driveway parking.

904 E Horse Back Trail, Sisters

Listing courtesy of Ponderosa Properties.

$1,395,000
220228167 MLS
Executive office space in the desirable Five Pines Development! Built in 2004, this 5,888 SF office building features 10 individual office spaces, a kitchenette, first-floor bathrooms, and private balconies overlooking the fenced backyard common area with paver patios. Both levels offer 9-foot ceilings. The flexible layout allows offices to be rented individually or occupied by a single business, and the property has successfully served both purposes. Currently occupied by a single company. The building is equipped with a sprinkler system and new HVAC systems. Enjoy the convenience of the Five Pines campus, with paths connecting to Five Pines Lodge, restaurants, moviehouse and athletic club, while downtown Sisters is just minutes away. A versatile commercial investment or owner-user opportunity in a highly desirable location.

750 S Buckaroo Trail, Sisters

Listing courtesy of Invest in Bend Real Estate.

$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.

$585,000
3 Beds 3 Baths 220228043 MLS
Welcome to 642 N Willitts Street in beautiful Sisters! This clean, non-smoking home offers 3 bedrooms, 2.5 baths, plus a downstairs office with a closet that could serve as a 4th bedroom, guest room, or flex space. Enjoy a low-maintenance fully cemented backyard with a cedar chip area, plus double-gated RV parking with room for a small RV, boat, trailer, or other Central Oregon toys. Located in a friendly neighborhood with nearby walking trails and the convenience of walking into downtown Sisters for dining, shopping, coffee, and local events. Enjoy easy access to everything Central Oregon is known for--hiking, biking, fishing, boating, skiing, golfing, lakes, and mountains. Flexible living space, RV/boat parking, low-maintenance outdoor space, and a great Sisters location make this home one you won't want to miss! Schedule your private showing today.

642 N Willitts Street, Sisters

Listing courtesy of Realty One Group Willamette Valley.

$850,000
3 Beds 2 Baths 220227967 MLS
Brand-new construction in the highly sought-after Grand Peaks neighborhood, estimated completion November 2026! This beautifully designed 1,715 sq. ft. home features 3 bedrooms, 2 baths, many custom finishes, and a vaulted great room with an oversized gas fireplace. Custom kitchen with walk-in pantry, large island, KitchenAid gas range, microwave, and dishwasher. Spacious primary suite, covered patio, and full landscaping with underground sprinklers. Located near parks, pickleball courts, trails, shopping, and restaurants, with convenient walking access to downtown Sisters. Experience the comfort and convenience of a brand new home while embracing the exceptional Central Oregon lifestyle that Sisters has to offer. Agent is related to the seller and is a licensed real estate broker in Oregon.

351 E Diamond Peak Avenue, Sisters

Listing courtesy of Coldwell Banker Bain.

$539,900
3 Beds 2 Baths 220227917 MLS
Seller financing offered on this 2021-built home in McKinney Meadows! This turnkey single-level home features open-concept great room features vaulted ceilings and abundant natural light. The spacious kitchen includes quartz countertops, stainless steel appliances, a large island, breakfast bar, and pantry. The private primary suite offers two walk-in closets, a double vanity, and walk-in shower, while two additional bedrooms provide flexibility for guests or a home office. Fresh interior paint and separation between the primary and guest bedrooms add to the functional design. Enjoy a fenced backyard, low-maintenance mature landscaping, peekaboo mountain views, and an attached 2-car garage. Located across from the neighborhood park and walking paths, just a mile from Downtown Sisters, close to schools, dining, shopping, trails, and year-round Cascade Mountain recreation. Move in and enjoy the best of Sisters living!

670 McKinney Ranch Road, Sisters

Listing courtesy of Real Broker.

$574,900
3 Beds 2 Baths 220227721 MLS
Tucked into the heart of Central Oregon in the highly desired Tollgate Community sits this classic log home bordering Deschutes County National Forest. Open great room w/stone hearth surrounding a cozy wood burning stove, vaulted ceilings & an abundance of natural light. Open kitchen ftrs central island w/brkfst bar seating + addtnl eating area. Downstairs is a main level bedroom w/adjacent bath & upstairs you'll find an addtnl 2 bedrooms, w/one serving as a flex space as a den or home office. Off the back deck is a large groomed outdoor space, garden shed, privacy fence, & plenty of room for RV parking & all your toys. Residents of Tollgate enjoy a saltwater pool, tennis & pickleball courts, basketball courts, & miles of paved walking & biking paths. Snowmobile out your back door in the winter & access endless mountain biking on the nearby Peterson Ridge trail system come summer. Central Oregon lifestyle at its finest: skiing, hunting, world-class fly fishing on the Metolius, & more!

14842 Stagecoach, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$860,000
4 Beds 3 Baths 220227649 MLS
Escape to your own private oasis where the backyard meets the National Forest! Set on .52 acres, this fun and inviting property offers privacy, space, and plenty of places to unwind. The fenced courtyard features a charming water feature, creating a peaceful retreat for morning coffee or evening cocktails. Enjoy outdoor dining, a back porch off the primary bedroom overlooking the forest, and multiple spots to soak up the serenity. Inside, vaulted ceilings fill the great room and kitchen with light and air, thanks to French doors at both the front and back. The bright kitchen showcases unique ''Memory Lanes'' bowling alley wood countertops and island, while a whitewashed river rock fireplace anchors the great room. A 584 SF ADU is perfect for guests or extended family, plus there's a large workshop/storage shop. Total living space is 2,557 SF. Come enjoy the space, privacy, and forest-at-your-backdoor lifestyle!

14911 Conestoga, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$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.

$735,000
3 Beds 3 Baths 220226855 MLS
1,248 SqFt has never worked this hard! This move-in-ready Sisters Woodlands home lives remarkably large, with 3 bedrooms, 3 full baths, 2 private en suites, a main-level bedroom and full bath, and an attached 2-car garage. Vaulted ceilings and abundant natural light add to the spacious feel, while hardwood floors, quartz counters, Energy Star appliances, and a wood-burning fireplace bring warmth and style. Dedicated storage includes a lockable exterior space for your Central Oregon gear. Enjoy Cascade views and 2 private outdoor living areas, without spending your weekends maintaining a large yard. Upgrades include a custom Larch accent wall, heated primary bath floor, InstaHot, infrared patio heater, polished garage floor, and more. Just blocks from downtown Sisters, restaurants, shops, parks, trails. Fishing, camping, hiking, skiing, and endless Central Oregon adventures are just mis away. HOA covers landscaping, snow removal, common areas, and neighborhood park. EV and solar ready!

632 N Sisters Woodlands Way #20 Unit #20, Sisters

Listing courtesy of Avenir Realty.

$699,000
4 Beds 3 Baths 220226968 MLS
Back on Market-No fault of seller Beautiful Central Oregon charm in this Craftsman move-in-ready 4-bed, 3-bath home in Whychus Canyon Estates, Sisters. Offering 2,675 sq ft on a flat, fully fenced 0.96-acre lot with NO HOA and seller financing available to a qualified buyer. A main-level primary suite, cozy wood-burning stove, and wraparound deck and porch make everyday living a pleasure, and the permitted bonus room above the garage flexes as an office, guest suite, or rec room. Turnkey updates: new range and dishwasher (2024), 50-year roof (2022), upgraded HVAC, flooring, blinds, and new toilets, plus maple cabinets and classic cedar siding. Room for your RV, boat, and all your Central Oregon toys, minutes to downtown Sisters shopping, dining, trails, and outdoor recreation. Come make Sisters your home.

70125 Mustang Drive, Sisters

Listing courtesy of Realty One Group Discovery.

$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.

$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.

$749,000
3 Beds 3 Baths 220226261 MLS
Welcome to your Black Butte Ranch retreat! Located on a rare .99-acre wooded homesite, this inviting 3 bedroom, 3 bath, 2 car garage home offers the perfect blend of comfort, privacy, and recreation. Located near the Upper Glaze Meadow Pool and tennis courts, a peaceful, less-crowded amenity area surrounded by the natural beauty. The thoughtfully designed floor plan features two main-level primary suites, while the upper level offers a spacious loft, bunk room, and full bath, comfortably sleeping up to 8 guests. Expansive living areas, abundant natural light, and an oversized deck overlook a peaceful forest setting with direct access to nearby trails. Whether you're searching for a full-time residence, vacation home, or legacy family retreat, this exceptional property captures the very best of the Black Butte Ranch lifestyle.

70208 Viola, Sisters

Listing courtesy of Duke Warner Realty ERA Powered.

$999,950
3 Beds 4 Baths 220226074 MLS
Enjoy single-level living in the desirable Aspen Lakes Golf Community with stunning fairway views and endless potential. This HUD-owned home is ideally situated on the golf course, offering a peaceful setting and an opportunity to create your dream home. The spacious floor plan is filled with natural light and captures beautiful views of the course from the main living areas. A separate guest quarters or mother-in-law unit, located just off the four-car garage, provides flexible space for extended family, guests, a private office, or hobbies. The oversized garages offers abundant room for vehicles, golf carts, and recreational gear. While the home does need repairs and updates, it presents an exceptional opportunity to build equity in one of Sisters' most sought-after golf communities. Just minutes from downtown Sisters, enjoy championship golf, mountain views, miles of recreation, and the relaxed Central Oregon lifestyle. HUD Home sold As-Is.

17084 Lady Caroline Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$629,000
2 Beds 1 Baths 220225706 MLS
Nestled on 2.26 acres, this charming 2-bedroom, 1-bath home offers privacy, functionality, and room to enjoy the outdoors. The cozy living room features a wood stove, creating a warm and inviting gathering space, while the covered front porch is the perfect place to relax and take in the peaceful surroundings. The property includes an attached single-car garage, a covered carport/shed for additional vehicle or equipment storage, and a versatile 18' x 20' detached wood-framed studio with power and plumbing (not currently connected), offering excellent potential for guest quarters, a home office, or hobby space. An attached shed provides additional storage and/or covered parking for one vehicle. Additional features include a durable tile roof and plenty of open space on the 2.26-acre parcel for gardening, recreation, or simply enjoying the Central Oregon lifestyle.

16664 Pine Tree Lane, Sisters

Listing courtesy of Stellar Realty Northwest.

$859,000
3 Beds 3 Baths 220225483 MLS
Welcome to Sunset Meadows featuring Contemporary Modern Mountain Chalet homes built by Woodhill Homes. This beautifully designed corner lot is a 3-bedroom, 2.5-bath home offers just under 2,000 sq. ft. with stunning Cascade Mountain and Three Sisters views. The open-concept main floor features vaulted ceilings, expansive windows, and abundant natural light. The main-level primary suite includes a private ensuite bath, while the kitchen boasts stainless steel appliances and solid surface countertops. A dedicated media room with perfectly treated walls and a elevated look for modern elegance, if you are a musician or you have your own Youtube channel or if you are a podcastor this is ideal for you. Upstairs offers two bedrooms, a full bath, and a spacious loft for flexible living. Enjoy the beautifully upgraded landscaped yard, attached two-car garage, and the perfect blend of modern comfort, quality craftsmanship, and mountain living in the heart of Sisters.

916 W McKenzie Highway Lot 60 Unit Lot 60, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,349,000
3 Beds 3 Baths 220224816 MLS
Experience the quintessential Sisters lifestyle in this exceptional Central Oregon gem. Perfectly positioned in a coveted neighborhood, Coyote Springs, you are just moments from downtown, Deschutes National Forest, and the FivePine Campus. Inside, soaring vaulted ceilings and exposed trusses frame an open kitchen, dining area, and a great room anchored by a stunning leathered marble fireplace. Designed for effortless main-level living, the primary suite features a jetted tub, walk-in shower, dual walk-in closets, and a versatile office or flex space. Upstairs, you will find two additional bedrooms, a full bathroom and a generous second living area. Outdoor living shines on the newly refinished wrap-around deck and extensive paver patio, offering easy access to Peterson Ridge trails for world-class hiking, biking, and horseback riding. Substantial recent updates provide total peace of mind, including a brand-new HVAC system and fresh exterior paint.

665 E Coyote Springs Road, Sisters

Listing courtesy of Ponderosa Properties.

$499,900
2 Beds 2 Baths 220222827 MLS
Prime corner lot min from the charm of downtown Sisters. Well maintained single-level home, turn-key, xeriscape landscaping & fire pit facing Black Butte -- all fully fenced. Open concept great room w/bamboo flooring, vaulted ceilings & a cozy corner pellet stove anchor the living space. Kitchen ftrs granite counters, ss appliances & is adjacent to a large eating area. Primary suite is complete w/en-suite bath & direct access to the exterior covered deck/sitting area. Guest bedroom w/access to separate full bath. Outside, gated RV/boat parking, shared double carport w/neighbor, locking storage area, & a thoughtfully designed xeriscape yard round out the property. No HOA adds further appeal. Located blocks from shops, galleries, restaurants, & Village Green City Park, this home puts the very best of Sisters at your doorstep. World-class outdoor recreation, from the Three Sisters Wilderness to Black Butte Ranch, is all just min away.

747 E Black Butte Avenue, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$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.

$488,000
3 Beds 3 Baths 220224477 MLS
Steps from Deschutes National Forest trails and minutes from downtown Sisters, this turnkey home offers a modern, lock-and-leave lifestyle. The bright, open-concept main floor features tall ceilings, luxury vinyl plank floors, and custom built-ins. A spacious kitchen boasts quartz countertops, ample cabinetry, and a large island flowing into the living and dining areas. A convenient half bath is on the main level. Upstairs, there are 3 spacious bedrooms: the private primary ensuite features a walk-in closet, separated from two flexible guest bedrooms/office spaces and a convenient laundry room. An attached two-car garage provides plenty of room for all your Central Oregon gear. Enjoy park views, HOA-maintained landscaping, and endless outdoor recreation right outside your front door. Perfect as a full-time residence or vacation retreat!

950 N Hindeman Avenue, Sisters

Listing courtesy of Avenir Realty.

$745,000
3 Beds 3 Baths 220224381 MLS
Rare turn-key opportunity in ClearPine! Meticulously maintained by a single owner, this updated end-unit townhome comes fully furnished and sits just minutes from downtown Sisters. You will love the privacy of bordering the ClearPine Neighborhood Park, complete with a fenced paver patio greeting you at the entrance. The main level is designed for effortless living, featuring an upgraded kitchen open to the dining area, a great room with a cozy propane fireplace, the primary suite, a powder room, laundry, and access to the attached oversized one-car garage. Upstairs offers maximum flexibility with two additional bedrooms, a full bathroom, and a spacious second living area that easily converts into a fourth bedroom. Completely updated and ready to enjoy from day one!

1087 N Lavender Lane, Sisters

Listing courtesy of Ponderosa Properties.

$899,000
3 Beds 2 Baths 220224322 MLS
Don't miss the opportunity to own this meticulously crafted home in the desirable Pine Meadow Village community. This move-in-ready home offers the convenience of single-level living with three bedrooms and two bathrooms on the main floor, plus a spacious bonus room upstairs showcasing beautiful Cascade Mountain views. Perfectly positioned on a corner lot, the property offers exceptional curb appeal, ample parking, a two-car garage, and a fully fenced backyard. Quality craftsmanship is evident throughout with high-end finishes including quartz countertops, hardwood flooring, custom cabinetry, and a tile steam shower. Vaulted ceilings and large wood-framed windows fill the home with natural light, creating a bright and inviting atmosphere, while the covered front porch provides the perfect place to enjoy the surroundings. Ideally located in the heart of Sisters, this home offers easy access to charming downtown shops, restaurants, parks, and endless outdoor recreation.

301 S Pine Street, Sisters

Listing courtesy of Cascade Hasson SIR.

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