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$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.

$995,000
3 Beds 2 Baths 220225468 MLS
Meticulously maintained property with a spacious home, exceptional shop, and numerous outdoor amenities. The home features a large main level bedroom, two large upstairs bedrooms plus loft, solid hardwood floors, custom cabinetry, Corian countertops, built-in refrigerator/freezer, instahot, two sinks with disposals, double-drawer dishwasher, new wine refrigerator, wood-burning fireplace, surround sound, and new blinds and upstairs flooring (2026). Oversized 3-car garage and huge circular driveway provide ample parking. The finished, insulated shop offers 400-amp service, propane heat, three 12' roll-up doors, concrete floors, and fenced storage. Extensive infrastructure includes an upgraded well, RV hookups with 30/50-amp service, large fenced gardens with irrigation, chicken house, firewood shed, horseshoe pit, 6' deer fencing around the entire backyard, two freshly stained backyard decks, and covered front porch. Newer well pump and deepened well, HVAC heat pump motor and condenser.

17760 Edmundson Road, Sisters

Listing courtesy of Kizziar Property Co..

$1,390,000
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.

$519,900
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.

$395,000
220224628 MLS
Beautiful 4.56-acre parcel in Panoramic View Estates, offering the rare advantage of PAVED ROADS on all sides, an exceptional feature in a neighborhood where most properties are accessed by gravel roads. The gently sloping terrain is accented by mature pine and juniper trees, providing a beautiful natural setting for your custom home. Enjoy the perfect balance of privacy and convenience, just minutes from Sisters with easy access to Bend, Redmond, and everything Central Oregon has to offer. If you're looking for a manageable acreage in an area of quality custom homes, this property is ready for your vision. Offering a rare opportunity to also purchase the adjoining 5± acre property with Cabin.

69265 Panoramic Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$925,000
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.

$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.

$1,775,000
5 Beds 5 Baths 220223702 MLS
Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

69566 Paint Brush Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$725,000
4 Beds 2 Baths 220223095 MLS
Nestled among towering Ponderosa pines on a beautifully maintained 1.01-acre lot, this inviting single-level home offers the perfect blend of privacy, comfort, and Central Oregon charm. Filled with abundant natural light from expansive windows, the home features real hardwood floors, spacious living areas, and a cozy gas stove that creates a warm gathering space year-round. The oversized primary suite includes a generous bedroom and bath, while large decks extend the living space outdoors, overlooking the fenced backyard and peaceful park-like setting. A durable metal roof, oversized detached garage, circular driveway, and separate outbuilding--ideal as a home office, studio, or hobby shop--add versatility and value. Thoughtfully maintained inside and out, this property offers the quiet lifestyle you've been looking for while remaining just minutes from downtown Sisters.

15634 Ponderosa Lane, Sisters

Listing courtesy of Real Broker.

$1,495,000
3 Beds 5 Baths 220222894 MLS
First time on the market! This custom-built, mostly single-level masterpiece features high-end finishes throughout, all nestled on over two acres with no HOA just minutes from downtown Sisters. The expansive great room boasts vaulted ceilings and a cozy propane fireplace, flowing seamlessly into the dining area and gourmet kitchen. Designed for privacy, the main level features a split-bedroom layout. The luxurious primary suite sits on its own side of the home, while two additional main-floor bedrooms each include their own private en-suite bathroom. A versatile flex space and a handy laundry room with a full bath round out the main floor. Upstairs, discover a massive 719 sq ft second living space complete with a full bath, private balcony, and easy potential to become a 4th bedroom. Outside, enjoy a 3-car garage, storage shed, beautifully landscaped yard, and raised garden beds.

70160 Doggie Drive, Sisters

Listing courtesy of Ponderosa Properties.

$625,000
3 Beds 3 Baths 220222258 MLS
Beautiful, lightly lived-in home built in 2022, offering an open floor plan with numerous upgrades throughout.The kitchen features Stainless GE Profile appliances, granite countertops, and ample space for entertaining. The versatile loft provides the option for a 4th bedroom, office, or bonus space. Spacious three-car garage with 8-foot doors and convenient alley access. Enjoy the covered back porch with spa hook-up and a low-maintenance landscaped yard, perfect for easy Central Oregon living. Situated on a desirable corner lot with views of Mt. Washington and a peek-a-boo view of the Cascade Mountain Range. Ideally located within walking distance to coveted Sisters schools, just minutes from downtown Sisters, restaurants, shopping, and endless recreation in the Deschutes National Forest.

702 N Willitts Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$665,000
3 Beds 2 Baths 220221029 MLS
Just a stone's throw from Whychus Creek with access right across the street, this well-cared-for Craftsman home sits on a corner lot in the desirable Timber Creek neighborhood in Sisters. Offering 1,883 sq ft, this 3-bedroom, 2-bath home includes a dedicated office and an open-concept great room with vaulted ceilings, a cozy gas fireplace, and large windows with a sliding door leading to the patio. The kitchen is thoughtfully designed with marble countertops, travertine backsplash, stainless steel appliances, an appliance garage cabinet, a walk-in pantry, and a convenient movable island. Quality built-ins and ample storage are found throughout the home. The primary suite features a large walk-in closet and an ensuite bath with dual, separated tile vanities and a walk-in shower. A laundry room is conveniently located just off the attached two-car garage. Relax in the fully landscaped backyard with a sprinkler system, paver patio, privacy fencing, and an awning, ideal for entertaining.

1141 S Creekside Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$625,000
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.

$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.

$635,000
2 Beds 2 Baths 220218977 MLS
Ask about seller-paid credits toward closing costs or interest rate buy-down with an acceptable offer! Meet ''Pinedrops Cottage,'' a peaceful retreat where low-maintenance living and outdoor adventure come together. This Earth Advantage certified, single-level home offers 2 beds, 2 baths and 1004 SF of easy living in desirable ClearPine. Hardwood floors, vaulted ceilings, quartz counters, and high-end appliances create a bright, welcoming interior that lives larger than its footprint. Relax on the covered back porch overlooking community greens/gardens or enjoy the privacy of the enclosed paver patio. The detached garage provides parking plus room for your gear. HOA maintained common areas make ownership simple, allowing more time to enjoy the Central Oregon lifestyle. With National Forest trails just steps away and downtown Sisters dining, shopping, and year-round events mins from your door, ''Pinedrops Cottage'' is an ideal full-time residence, weekend getaway or lock-and-leave basecamp.

233 W Heising Drive, Sisters

Listing courtesy of Avenir Realty.

$575,000
2 Beds 2 Baths 220218888 MLS
Motivated Sellers!! Live where the trails meet the town! This stunning, No-HOA townhome in Sisters' Highland Village offers the ultimate low maintenance lifestyle without sacrificing high end style. Step inside to an open spacious layout with Quartz counters and durable Paradigm flooring. Whether hosting a summer dinner on the covered upper deck or relaxing in your private, paver lined courtyard, outdoor living is a year round reality. The spacious single car garage provides ample room for all your gear. Enjoy the rare perk of being minutes away from the best of Sisters: walk to Three Creeks Brewery, the Movie Theater, or Sisters Athletic Club. Jump directly onto the Peterson Ridge Trail System for a hike/bike. This prime location offers easy walkability to downtown, where you can enjoy restaurants, boutiques, and events like the Quilt Show & Folk Festival. Your mountain basecamp awaits!

923 E Desperado Trail, Sisters

Listing courtesy of Coldwell Banker Sun Country.

$410,000
3 Beds 2 Baths 220218574 MLS
Welcome to The Pines in Sisters This wonderful quaint and gated community offers privacy to all its residents and is located near shopping, schools and Historic Downtown Sisters. This light and bright single level home has three bedrooms and two full baths with vaulted ceilings throughout the home. The open and very spacious kitchen/ living room combo has access to the back yard with a deck for relaxing and entertaining. The family/ dining room combo has plenty of natural light and room for family and friends to gather. Located on a corner lot, this home has had the landscaping upgraded in 2022 as well as the sprinkler system in the front yard, side yards and rear yard. The interior of the home has just been finished with all new interior paint on walls and ceiling and all new carpet and padding has been added. The hot water heater was replaced in 2021 and the furnace was just serviced in March 2026. Also installed was a new garage door and opener.

1009 W Yapoah Crater Drive, Sisters

Listing courtesy of Hall Properties Group LLC.

$1,495,000
3 Beds 3 Baths 220218568 MLS
Looking for a 6-car heated garage with real shop capacity near Sisters? This single-level home on nearly 5 acres in Starr Ranch has it. The attached garage runs 49.6 by 34.9 feet, heated, with 8-ft doors and room for several vehicles plus ample workshop space. A mudroom connects it to the main house. Move-in ready with zero deferred maintenance, the home carries a luxury modern farmhouse feel. Timber-frame vaulted ceilings and a stacked-stone fireplace anchor the great room. The kitchen has dual sinks, a large island, a walk-in pantry, and quartz-topped shaker cabinets. The primary suite has heated floors, custom cabinetry, and a soaking tub. Ten-foot ceilings run throughout, plus a dedicated office. Concrete patios overlook a fenced yard. The acreage is zoned for horses, though no facilities are in place yet. Starr Ranch is a secluded loop of similar large-acreage homes, five minutes from downtown Sisters.

16055 Foothill Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$429,000
2 Beds 2 Baths 220218462 MLS
magine spending your mornings on nearby forest trails, afternoons by the pool, and evenings enjoying the restaurants, galleries, shops, and festivals that make Sisters one of Central Oregon's favorite destinations. This beautifully maintained first-floor, single-level 4th Sister condominium makes it easy. Perfectly positioned on a desirable corner backing to expansive green space, this fully furnished, turn-key home features a newer kitchen, newer carpet, refreshed cabinetry and trim, and comfortably sleeps 6+. Large windows fill the home with natural light and frame peaceful views of the ponderosa pines. The pool is open, the hot tub is available year-round, and covered parking is included. Whether you're looking for a low-maintenance primary residence or a Central Oregon retreat, this exceptional condo is ready to enjoy. Schedule your private tour today and discover why so many people love calling Sisters home!

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$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.

$325,000
220218049 MLS
Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

221 E Sun Ranch Drive 18 Unit 18, Sisters

Listing courtesy of eXp Realty, LLC.

$475,000
2 Beds 1 Baths 220216839 MLS
Adorable cottage-style home full of charm and character. This turnkey property is move-in ready and offers a cozy welcoming atmosphere perfect for a small family, first-time homebuyer, downsizers, or anyone seeking a peaceful retreat. The open living room, dining area, and kitchen flow seamlessly together creating a welcoming space for family and friends to gather. This sweet home is ready for its next chapter. Fencing is permitted, subject to HOA and local regulations. The garage is deep, with room for a car, outdoor toys and shelving. Beyond the back and side yard, the open spaces are maintained by the HOA. This home is close to all Sister's schools, shopping, the Deschutes National Forest, the Metolius River and downtown Sisters.

412 N Desert Rose Loop, Sisters

Listing courtesy of Avenir Realty.

$759,900
3 Beds 3 Baths 220214766 MLS
Nestled on 1.02 private acres in the desirable Crossroads community, this inviting home offers the perfect blend of comfort, space, and the Central Oregon lifestyle. Surrounded by thousands of acres of Deschutes National Forest, enjoy endless opportunities for horseback riding, hiking, and outdoor recreation right from the neighborhood. Inside, you'll find 3 bedrooms, 3 full baths, a main-level office that could easily serve as a 4th bedroom, and a spacious bonus room for guests, hobbies, or a media room. Large windows fill the home with natural light, while the cozy wood-burning fireplace creates a warm gathering space. The primary suite features its own private deck, and mature trees provide exceptional privacy with room to garden, add a shop, or simply enjoy the peaceful setting just minutes from downtown Sisters.

14450 Mountain View Loop, Sisters

Listing courtesy of High Desert Realty, LLC.

$1,145,000
2 Beds 3 Baths 220213314 MLS
Turnkey Equestrian set up on very private acreage with direct access to USFS land and trails that is also very close to town. This horse property is perfect for equine enthusiasts: 4 stall barn with cement aisle, individual paddocks for each stall, metal roof, tack room, hay storage, feed room, good lighting, and easy access to the home and property, extensive fencing (entire property) and gates. Also includes a well laid out, and structurally sound home with high vaulted tongue and groove ceilings; a primary suite with vaulted ceilings on the main level; New HVAC with zoned mini split system and new propane woodstove. Property additionally features: Large paver patio/gazebo in backyard with complete privacy visually; Hot tub on rear patio; 3 bay shop with metal siding, metal roof, concrete floor; Greenhouse with hydraulic lifting windows; Garden/landscape shed that would make an ideal chicken coop; Extensive front and back landscape; Freshly painted/matching structures on property.

15624 National Forest Lane, Sisters

Listing courtesy of Kizziar Property Co..

$1,825,000
6 Beds 5 Baths 220200531 MLS
Owners willing to carry and are motivated. Dropped $190,000!!Central Oregon, is the Red Barn Farm in Sisters,Oregon, offering a blend of rustic charm & modern amenities. This 4,279 sq ft primary residence, is complemented by a 1,000 sq ft mother in- law suite,totally seperate from Main house. The Main house boast 4 spacious bedrooms (3 are Ensuite) and 4.5 baths, providing ample storage for family and guests all on 5.77 irrigated acres. Main floor houses 1 master and an office. The ADU, has a full kitchen, lg living room, 2 bedrooms, 2 baths, and climate control mini-splits. It offers versatility as a guest suite, rental opportunity, or private retreat. The property's exterior is impressive, featuring a 3-stall barn,tack room, & storage for hay & equipment. Automatic underground sprinkler & irrigation systems, a reliable well and septic system. With pet-friendly floors, a fully fenced yard, and an outdoor kennel. Currently operating as a successful short-term rental on VRBO/Airbnb.

69482 Panoramic Drive, Sisters

Listing courtesy of John L Scott Bend.

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