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$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.

$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.

$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.

$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.

$2,795,000
4 Beds 4 Baths 220217892 MLS
Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

69485 Deer Ridge Road, Sisters

Listing courtesy of Kizziar Property Co..

$925,000
3 Beds 3 Baths 220217696 MLS
The only move-in ready Agate townhome available in the Sisters Woodlands, with generous southern exposure providing ample natural light. Beyond standard high-end Woodlands features, this home includes these upgrades (which makes this list price lower than the current base price with upgrade costs): Wood stove, Larch accent wall, Dining room buffet, In-floor bathroom heat, Heat pump washer/dryer, Instahot, Fancy window shades, Exterior terrace heaters, Maturing landscape. Interior features: Open floor plan; Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Other features: Large covered outdoor elevated terrace; Corrugated metal siding; Full size 2 car garage; Solar & EV ready. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance. Enjoy all Sister's Area offers with easy walkability from this mixed-use community to downtown & wilderness.

505 N Pine Street, Sisters

Listing courtesy of Kizziar Property Co..

$2,450,000
4 Beds 5 Baths 220217038 MLS
Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$2,300,000
3 Beds 4 Baths 220216164 MLS
Discover tranquility on 4 acres with over 400 feet of frontage along Whychus Creek. The chef's kitchen boasts an AGA stove, dark walnut island, and polished bluestone countertops. Elegant details like 9-foot ceilings with reclaimed beams and gold travertine from Jerusalem enhance the warmth from the kitchen to the Great Room, featuring a wood-burning fireplace. This home offers efficient hydronic radiant floors and superior insulation for year-round comfort. Bedrooms feature 100-year-old reclaimed wood flooring, with the primary bedroom offering a vaulted ceiling and French doors to an outdoor oasis, complete with marble bathroom accents and a clawfoot tub. Guest rooms include French doors with custom Juliet balconies. Enjoy the serene creekside ambiance, with a wood-fired sauna nearby and access to a natural cold plunge swimming pool. Property boarders 129 acres of the Willow Springs Preserve managed by Deschutes Land Trust. Enjoy salmon, steelhead, otters, deer, elk and birds.

69960 Camp Polk Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$859,950
4 Beds 3 Baths 220216047 MLS
The 2026 COBA (Central Oregon Builder's Assn) Tour of Homes Model in Sunset Meadows in the charming town of Sisters Oregon! This stunner w/fabulous Cascade Mountain views including the Three Sisters has many upgrades making it a show stopper! Built by the Award Winning Builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the houses gives the neighborhood the look & feel of a mountain resort. A single family home just under 2,000 sq.ft. w/4 bdrms & 2 1/2 baths. Main floor open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine thru. Primary Bdrm w/ensuite bath on the main floor. Stainless Steel KitchenAid appliances & solid surfaces in kitchen & all the bathrms. Powder rm & laundry rm are downstairs. 3 bdrms & a full bath are upstairs. Attached 2 car garage. This is your chance to own a brand new, stunning home w/views of the Cascade Mountains. Watch the sun set over the Cascade Mountains from your living room!

1024 W McKenzie Highway Lot 52 Unit Lot 52, Sisters

Listing courtesy of Engel & Voelkers Bend.

$514,950
3 Beds 3 Baths 220215538 MLS
Sunset Meadows is in its final building phase. This is your chance to own a new townhouse - The Kokanee - in the popular new development in Sisters, Oregon! Sunset Meadows is close to downtown Sisters & the Sisters Elementary, Middle & High school campuses. The Kokanee is a 3 Bedroom, 2 1/2 Bathroom townhouse. All the bedrooms - with vaulted ceilings - are upstairs w/primary bathroom en suite & additional bathroom. Large Laundry room is also upstairs. This is an open floor plan design w/kitchen, living room, dining area and powder room downstairs. Kitchen has all stainless steel, Kitchen Aid appliances, solid surfaces in the Kitchen & all 3 bathrooms. 2 car Garage is alley loaded. Front yard & nice size side yard (with patio outside the sliding glass door) are landscaped using low maintenance native plants. All of the houses in Sunset Meadows are Certified & Registered Energy Star Rated! Come live the Central Oregon, special Sisters, lifestyle.

1074 W Linda Avenue Lot 4 Unit Lot 4, Sisters

Listing courtesy of Engel & Voelkers Bend.

$517,450
3 Beds 3 Baths 220215537 MLS
Sunset Meadows is in its final building phase. This is your chance to own a new townhouse - The Kokanee - in the popular new development in Sisters, Oregon! Sunset Meadows is close to downtown Sisters & the Sisters Elementary, Middle & High school campuses. The Kokanee is a 3 Bedroom, 2 1/2 Bathroom townhouse. All the bedrooms - with vaulted ceilings - are upstairs w/primary bathroom en suite & additional bathroom. Large Laundry room is also upstairs. This is an open floor plan design w/kitchen, living room, dining area and powder room downstairs. Kitchen has all stainless steel, Kitchen Aid appliances, solid surfaces in the Kitchen & all 3 bathrooms. 2 car Garage is alley loaded. Front yard & nice size side yard (with patio outside the sliding glass door) are landscaped using low maintenance native plants. All of the houses in Sunset Meadows are Certified & Registered Energy Star Rated! Come live the Central Oregon, special Sisters, lifestyle.This house comes with a fully fenced yard!

1080 W Linda Avenue Lot 3 Unit Lot 3, Sisters

Listing courtesy of Engel & Voelkers Bend.

$517,450
3 Beds 3 Baths 220215536 MLS
Sunset Meadows is in its final building phase. This is your chance to own a new townhouse - The Kokanee - in the popular new development in Sisters, Oregon! Sunset Meadows is close to downtown Sisters & the Sisters Elementary, Middle & High school campuses. The Kokanee is a 3 Bedroom, 2 1/2 Bathroom townhouse. All the bedrooms - with vaulted ceilings - are upstairs w/primary bathroom en suite & additional bathroom. Large Laundry room is also upstairs. This is an open floor plan design w/kitchen, living room, dining area and powder room downstairs. Kitchen has all stainless steel, Kitchen Aid appliances, solid surfaces in the Kitchen & all 3 bathrooms. 2 car Garage is alley loaded. Front yard & nice size side yard (with patio outside the sliding glass door) are landscaped using low maintenance native plants. Houses in Sunset Meadows are Certified & Registered Energy Star Rated! Come live the Central Oregon, special Sisters, lifestyle. This house comes with a fully fenced yard!

1086 W Linda Avenue Lot 2 Unit Lot 2, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,200,000
4 Beds 4 Baths 220214803 MLS
A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom; conceptual layout ideas/estimates available! Interior highlights include hickory hardwood floors, knotty alder trim and cabinetry, floor-to-ceiling Tibetan stone fireplace. Connected second living area has 2 beds, 1 bath, kitchenette, and private entrance. Set back from the street and forest-adjacent, this property feels like a true retreat! Outdoor amenities: hot tub, fully fenced backyard, gas fire pit, garden area, greenhouse, drip irrigation, shed + RV parking. 1,152 SF 3+ car attached garage with workshop/office. New septic in 2021. Come experience the ease and beauty of life in Sisters!

69288 Stetson, 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.

$747,000
2 Beds 3 Baths 220214596 MLS
Sisters Woodlands Overstory Cottage has a two floor layout with a wide open upper living concept and a huge upper outdoor living terrace. Cottages are carefully sited to save 100's of pine trees & complement the natural environment. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Larch Shou Sugi Ban burnt siding (fire/pest resistant); Metal roof; Private front/rear patio; 2 car garage; Direct connection to private landscape & common amenity area; Solar/EV charger ready. Pictures are of prior completed Overstory model. Visit model home (East on Barclay off the roundabout/take the first right/model home first home on corner). Homes being pre-sold prior to construction.

620 W Sprout Lane Lot #132 Unit Lot #132, Sisters

Listing courtesy of Kizziar Property Co..

$799,900
3 Beds 3 Baths 220214029 MLS
This special home in Saddlestone, a very sought after neighborhood in the quaint town of Sisters, Oregon, sits up on the lot and is very private. The front porch/patio faces south for the Central Oregon sunshine, is large (enough room for outdoor dining/entertaining) and looks out onto the Saddlestone Park. Just under 2,000 sq.ft. - 3 Bedrms, 2 1/2 Bathrms plus large loft - Primary on the main floor with ensuite bathroom. Open floor plan includes the living room w/vaulted ceilings, gourmet kitchen w/island/breakfast bar & stainless steel appliances, dining and nice sized entry. Powder rm and laundry room w/folding table downstairs. Upstairs has a large loft, 2 bedrooms and a full bathroom. Kitchen & all bathrooms have solid surfaces. Upgraded hardware (oil rubbed bronze) thru out and upgraded lighting thru out. Beautifully landscaped front yard that adds privacy to the front porch. Fenced side yard. 2 car garage with lots of storage space. This house has been softly lived in .

936 E Black Butte Avenue, Sisters

Listing courtesy of Engel & Voelkers Bend.

$824,950
3 Beds 3 Baths 220213845 MLS
This is Sunset Meadows - the much anticipataed new development 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. Cascade Mountain Range, including the Three Sisters are directly in front of this property! This home is a single family home just under 2,000 sq.ft. w/3 bedrooms & 2 1/2 baths. The main floor is an all open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine through. Primary Bedroom w/ensuite bathroom is on the main floor. Stainless Steel KitchenAid appliances and solid surfaces in the kitchen and all the bathrooms - 1/2 bath powder room & laundry room are downstairs and 2 bedrooms, a full bath and a large loft are upstairs. Attached 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon and start living the Central Oregon Lifestyle. t

1036 W McKenzie Highway Lot 51 Unit Lot 51, Sisters

Listing courtesy of Engel & Voelkers Bend.

$747,000
3 Beds 3 Baths 220213494 MLS
Sisters Woodlands Old Growth Cottage has 2 floor layout with 3 ensuite bedrooms & open living concept (alternative 2 bedroom option available with larger primary bedroom/office). Cottages carefully sited to save 100's of pine trees & complement natural environment. High quality design/build is sustainable, durable & efficient for very low maintenance dwellings. Enjoy all Sister's offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Larch Shou Sugi Ban burnt siding (fire/rot/pest resistant); Large upper terrace; Metal roof; Private front/rear patio; 2 car garage & attached storage; Direct connection to private landscape & common amenity area; Solar/EV charger ready. Pictures are of prior completed Old Growth. Visit model home (631 N Sisters Woodlands Way)

610 W Sprout Lane Lot #131 Unit Lot #131, Sisters

Listing courtesy of Kizziar Property Co..

$747,000
3 Beds 3 Baths 220213278 MLS
Sisters Woodlands Canopy Cottage has upper primary living space, allowing the architecture to unlock a unique relationship with surrounding trees. Upper level has an open floor plan, connected to a large exterior deck. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless high-end appliances; Ductless HVAC. Exterior features: Larch Shou Sugi Ban burnt siding (fire/pest resistant); Metal roof; Private front/rear patio; 2 car garage; Direct connection to private landscape & common amenity area; Solar/EV charger ready. 3 bedroom or 2 bedroom (larger primary) option. Pictures are of prior completed Canopy. Visit model home at 631 N Sisters Woodlands Way. Homes being pre-sold prior to construction.

630 W Sprout Lane Lot #133 Unit Lot #133, 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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