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$1,674,000
3 Beds 2 Baths 220223133 MLS
Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$995,000
4 Beds 3 Baths 220223102 MLS
Enjoy breathtaking views of Mt. Jefferson and Black Butte from this beautifully maintained home on 2.33 private acres. Expansive windows fill the home with natural light, while soaring 20-foot vaulted ceilings in the great room and family room create an impressive sense of space. Generously sized bedrooms provide comfort for family and guests, and the recently built covered TimberTech deck offers the perfect setting for entertaining, outdoor dining, or simply taking in the Cascade views. Recent updates include a new roof (2023), exterior paint (2024), built-in Dacor refrigerator/freezer, and Bosch dishwasher. Additional features include dual-zone heat pump and air conditioning with smart-device controls, central vacuum system, propane fireplaces, Hunter Douglas lifetime-guaranteed shades, a luxurious primary suite with jetted tub and walk-in shower, Firewise landscaping, and a 5-zone irrigation system. A rare combination of privacy, quality, and unforgettable Central Oregon views.

70275 Club Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$850,000
2 Beds 2 Baths 220222513 MLS
Turnkey equestrian property just minutes from downtown Sisters! Situated on 2.3 fully fenced and cross-fenced acres, this move-in ready hobby farm offers the ideal blend of country living and convenience. The thoughtfully maintained home features updated luxury vinyl plank flooring, heat pump with A/C, wraparound porch, hot tub, and a functional loft space with closet overlooking the great room with soaring ceilings and stone fireplace. Designed with horse enthusiasts in mind, the property includes a 3-stall Noble shelter, tack shed, hay storage, round pen, cross-fenced pastures, chicken coop, dog run, horseshoe pit, fire pit, electric gated entry, and paved road access. Detached 2-car garage/shop offers a finished flex/man cave space, upstairs storage, and additional enclosed side storage rooms. Whether you're bringing horses, hobbies, or simply looking for room to spread out, this rare Sisters property offers the Central Oregon lifestyle you've been dreaming of.

16738 Pine Tree Lane, Sisters

Listing courtesy of Realty One Group Discovery.

$819,000
4 Beds 3 Baths 220222304 MLS
Thoughtfully updated and meticulously maintained, this 4 bedroom home blends modern comfort with the privacy and serenity of 4+ private acres just minutes from downtown Sisters. Sellers made significant long-term improvements. Updates include all new high-grade hardwood and carpet flooring, full interior and exterior repaint and a beautiful paved driveway, a new Trex deck and updated fixtures and hardware throughout. The main floor primary suite fits a king bed and leads into a large bath with a double vanity and a walk-in closet. Upstairs you'll find a sunlit bonus room, three guest bedrooms, a central guest bath and utility room with washer and dryer included. Outside amenities include a detached insulated pump house for the private well, a fenced chicken coop area and ample room for RVs, trailers or recreational parking. Tucked among the pines yet just minutes from town, this move-in ready property captures the best of the Sisters lifestyle.

69353 Hinkle Butte Drive, Sisters

Listing courtesy of RE/MAX Key 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.

$879,000
3 Beds 3 Baths 220221973 MLS
Turnkey modern farmhouse style home with every major surface and detail updated. Features include new roof, septic, windows, doors, LVP flooring, ductless HVAC, and extensive smart home upgrades including Ring system, fingerprint entry, smart fans, touchless faucets, and fog-proof mirrors. Open floor plan with fully remodeled kitchen featuring quartz counters, farmhouse sink, custom cabinets, floating shelves, and newer stainless appliances. Main level primary suite with large walk-in closet, double vanity, and walk-in shower. Large bonus room plus two oversized upper bedrooms/sitting areas with remodeled bathroom. Fully fenced 6' yard with multiple gated sections, including solar powered entry gate, creating exceptional privacy. Huge circular paved driveway, RV parking with a dedicated high-amp plugin, dog run area, multiple sheds, room for a future shop, firepit patio, xeriscaped landscaping, and massive front/rear Trex covered decks. No HOA allows for a lot of freedom.

70116 Appaloosa Drive, Sisters

Listing courtesy of Kizziar Property Co..

$650,000
2 Beds 3 Baths 220221843 MLS
No HOA fees! Discover the perfect blend of luxury and versatility in this beautiful Highland Village townhome. Whether you're seeking a lock-and-leave vacation getaway or a premier work-from-home oasis, this property delivers. The main level boasts a perfectly sized open-concept living, dining, and kitchen area featuring premium quartz countertops, custom cabinetry, and durable Paradigm vinyl plank flooring. Upstairs, a versatile bonus living and office space makes remote work a breeze, alongside two spacious bedrooms, each with its own full bathroom. Store all your outdoor adventure and sporting gear in the generous 2-car garage. Best of all, you're just a short distance from the Sisters Athletic Club, Three Creeks Brewing, Sisters Movie House, the Peterson Trail System, and vibrant downtown Sisters!

927 E Desperado Trail, Sisters

Listing courtesy of Ponderosa Properties.

$519,000
3 Beds 3 Baths 220221736 MLS
Live in Sisters' gated neighborhood! This 1,878 sf home with an oversized two-car garage and ample storage offers the perfect blend of functionality, and character. Take note of the vaulted ceilings, abundant natural light from skylights, Acacia engineered hardwood floors, slate/porcelain tile, and an inviting open-concept layout ideal for everyday living. The kitchen stands out with granite countertops, custom cabinetry, newer appliances, and a large island that opens seamlessly to the great room. Spacious primary suite has a walk-in closet, dual vanities, soaking tub, and tile shower. Upstairs, a versatile loft creates additional space for a home office, media room, or cozy reading area, plus two guest bedrooms and bathroom. The common area and landscaped yards are maintained by the association, allowing for more time to enjoy the private patio.

538 N Tam Rim Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$719,000
3 Beds 2 Baths 220221015 MLS
Experience the magic of downtown living in the scenic mountain town of Sisters, Oregon. This home can serve as your primary residence, a second home 'basecamp'' for skiing, biking, and hiking, or an income-generating rental property. Recently Appraised. Separate lockout provides access to the upper level with stunning Mountain views from the newly stained private deck. Low maintenance and zero-scape landscaping. Immediate access to coffee shops, bookstores, farmers markets, eateries, and parks. Minutes away to access the multitude of trails, lakes, and the Cascade Mountains. Inside, both levels feature an open concept for spaciousness and intimacy, enhanced by separate kitchens, laundry rooms, and bedrooms. Every detail was meticulously crafted by a local master home builder with quality finishes. An added covered storage area connected through the garage provides space for storing skis, bikes, and all your gear. No HOA. Contact us today for a private showing

353 E Aspenwood Avenue, Sisters

Listing courtesy of Sunriver Realty.

$1,750,000
4 Beds 3 Baths 220221266 MLS
Tucked among open farmland with sweeping mountain views, this nearly 7-acre Central Oregon property offers a rare blend of privacy, flexibility, and everyday comfort. Designed for connection and entertainment, the home features soaring vaulted ceilings, generous gathering spaces, and an easy flow for hosting inside and out. The layout lives beautifully as a single level, with the main living areas, primary suite, office, and guest bedroom all on the main floor, plus one bonus room upstairs. The attached casita features its own private entrance, creating an ideal setup for guests, extended family, a workspace, or added privacy when hosting. A spacious garage adds function, while the peaceful acreage provides room to spread out and take in the views. Additional adjacent offerings may be available separately, including up to 6+ irrigated acres and a 2+ acre fishing pond with dock (shown in photos). Please inquire with listing agents for more details.

71285 Holmes Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$2,950,000
4 Beds 4 Baths 220221030 MLS
Tucked away in the heart of Central Oregon, this extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship, a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus a separate ADU above an additional three-car garage -- ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen setup, and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond. A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

18204 Fadjur Lane, Sisters

Listing courtesy of Engel & Voelkers Bend.

$430,000
2 Beds 2 Baths 220220563 MLS
Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at Hoodoo, only 30 minutes away. This adorable unit has been updated including new tiled showers, vanities and flooring in both bathrooms with the primary offering heated flooring. A ceiling fan and can lighting was added to the great room. Kitchen is open with a breakfast bar and additional storage over the washer and dryer. Additional features include a large pantry, double paned vinyl windows, additional blown in insulation in ceiling, assigned carport parking, lock out option for a single bedroom/bath, and the community amenities including a pool and clubhouse.

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$570,000
3 Beds 3 Baths 220220530 MLS
Don't miss out on this two-story home with private backyard, primary mountain view and 3 car garage. This home is convenient to schools and the festive Sisters downtown. The private, fenced backyard with perennial flowers and raised garden beds feels like an oasis. The first floor's expansive living room, adjoining dining room, and open kitchen with ample counter space, pantry, built-in desk, and half bath add functionality and convenience. The upstairs primary feels luxurious with mountain views, dual vanity and a generous walk-in closet. Two additional bedrooms, each with ample closet space and a shared bathroom. Adding ease and function is the second story laundry room. Enjoy the neighborhood's walking paths, playgrounds, and well cared for community space.

715 N Brooks Camp Road, Sisters

Listing courtesy of Stellar Realty Northwest.

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

16921 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$615,950
3 Beds 3 Baths 220220313 MLS
Welcome to Sunset Meadows in the charming town of Sisters, Oregon! Built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

1035 W Linda Avenue Lot 38 Unit Lot 38, Sisters

Listing courtesy of Engel & Voelkers Bend.

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

16923 Royal Coachman Drive, Sisters

Listing courtesy of Ponderosa Properties.

$2,450,000
5 Beds 5 Baths 220219250 MLS
Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining, designed for both daily living and effortless entertaining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the covered front porch and expansive back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

69550 Deer Ridge Road, Sisters

Listing courtesy of RE/MAX Key Properties.

$1,895,000
4 Beds 5 Baths 220219175 MLS
Unique Aspen Lakes property with extensive custom, high-end finishes. Interior highlights include a gourmet kitchen with copper ceiling, butler's pantry, premium stainless appliances including a Wolf 6-burner range and Sub-Zero refrigerator, large eating island. Koa hardwood floors run through the main living areas, complemented by solid wood doors, trim, wainscoting, and built-ins. The home offers four en-suites, including a spacious main-level primary with private patio access, walk-in tile shower, soaking tub, private toilet room, double vanity, and a huge walk-in closet with built-ins. Additional features include a bonus/media room with wet bar and loads of accessible attic storage. Exterior amenities include brick and stone siding, landscaped setting, water feature, paver driveway, walkways and patios, gas lanterns, oversized three-car garage, copper gutters, greenhouse. Property owners enjoy access to community clubhouse, exercise room, outdoor pool, hot tub, and tennis courts.

17041 Lady Caroline Drive, Sisters

Listing courtesy of Kizziar Property Co..

$1,590,000
3 Beds 3 Baths 220218997 MLS
A dream view property on 18.8 private acres with stunning views of the Three Sisters and Broken Top. Extremely private and bordered on three sides by 180,000 acres of public land. This custom-built home offers 3 bedrooms, 2.5 baths, plus a large bonus room for flexible use. The primary suite features a custom tile shower, clawfoot tub, dual closets, and private hot tub access. Professionally landscaped with low-maintenance sprinkler and drip systems, plus a custom waterfall feature. Enjoy covered, Trex decks. In addition to the oversized attached garage, there is a detached 2-car garage and a spacious 36x48 outbuilding ideal for a shop, horses, or kennel use. Centrally located between Sisters, Redmond & Bend. (Broker Owned)

68050 Fryrear Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$760,000
4 Beds 3 Baths 220218538 MLS
Ski, walk, or ride into the National Forest! This fenced yard and expansive back deck with hot tub border National Forest lands. Spanning 2,187 square feet, this 4-bed, 3-bath open floor plan has a great room with a woodstove, spacious dining room, kitchen, laundry room, and 3 bedrooms on the main level, including a second primary suite. The kitchen has granite countertops and built-in appliances, with back deck BBQ access. Upstairs, the spacious primary suite, bathed in natural light, is an ideal escape, featuring vaulted ceilings, propane fireplace, private balcony, and a luxurious bathroom with a walk-in shower, and walk-in closet. The 2-car detached garage has an EV charger, carport, storage for all your toys, plus a concrete parking pad for additional vehicles or your basketball hoop. Septic 2 years new, Roof 3 years new, Hot tub 5 years new. Tollgate HOA amenities include a pool, tennis courts, basketball, volleyball, snow removal, onsite mail, community hall, and more!

14987 Buggy Whip, Sisters

Listing courtesy of Avenir Realty.

$535,000
4 Beds 4 Baths 220218391 MLS
Experience the best of Sisters living in this beautiful end-unit townhome. Because this is an end unit right next to a large green park, you get more light and more privacy than a standard home. The layout is built for easy living with two main bedrooms, including one on the first floor and one on the second. This makes it perfect for guests or for staying on the main level as you get older. Outside, you can relax in your private hot tub under the stars on the side patio. This home is truly move-in ready and designed for a life with no stress. All the big items are already taken care of, including a newer roof, fresh exterior paint, and a brand-new water heater. The heating and cooling system was replaced in 2023 and includes a special air filtration system for clean, healthy air. With a two-car garage and a location near downtown, this is a rare chance to own a peaceful retreat that feels like a permanent vacation.

840 N Hindeman Street, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$949,000
5 Beds 3 Baths 220218327 MLS
Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof

69435 Green Ridge Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,380,000
3 Beds 3 Baths 220218287 MLS
Welcome home! A private retreat where elegance meets tranquility. From the back deck, enjoy beautiful views of Camp Polk Meadow Preserve. Step inside and enjoy the open floor plan with floor-to-ceiling windows, which allow for an abundance of natural light, stacked floor-to-ceiling grand fireplace, and an updated kitchen with modern amenities, creating a gathering place in the home. The primary suite is on the main level with access to a large back deck. Additional bedrooms and a spacious bonus room are on the second floor. The large 3-car garage has plenty of space for your cars and gear. Situated on 1.55 private acres with stunning views, a custom chicken coop and RV parking, this place has it all!

69590 Omaha Road, Sisters

Listing courtesy of Stellar Realty Northwest.

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