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$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.

$395,000
2 Beds 2 Baths 220220297 MLS
Let's be honest. $750 HOA dues are a bit intimidating. In reality, it's a great deal - hear me out. Those dues cover the pool, hot tub, sauna, clubhouse and upkeep of all these perks, the landscaping, the roof, the siding, and here's the Big One - structural fire insurance!! Also included are water, sewer, garbage service, and snow removal. There is nowhere else you could all of that for anywhere near $750 a month. Whether you are seeking ease or logic, this condo is your answer either way! Two primary suites (one w/separate exterior entrance for added flexibility), new flooring and interior paint throughout. Picture yourself retiring to the covered deck to unwind after a day of Central Oregon adventures - summer or winter! Ideally located near Sisters Athletic Club, Five Pines campus, Sisters Movie House, and Three Creeks Brewery. 3 minutes to charming downtown Sisters and all of it's festivities, 30 minutes to Bend or Redmond. Long term (30 day+) rentals allowed.

821 E Desperado Trail UNIT 201 Unit UNIT 201, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$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.

$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.

$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.

$499,000
2 Beds 2 Baths 220218040 MLS
Income-generating investment 2-suite condominium meets mountain charm. Located in the desirable 4th Sister Condominiums in Sisters, Oregon, this single-level, main-floor unit offers a rare turnkey opportunity with an option to keep a long-term tenant in place. The open floor plan features two primary suites, including a versatile lock-off studio with its own exterior entrance -- perfect for maximizing rental potential. Inside, enjoy an open living area with a cozy fireplace, a dining area, a kitchen with a breakfast bar, and a built-in coffee bar. A stacking washer/dryer unit is included. Outside, your private patio overlooks the beautifully manicured common-area park, clubhouse, and pool. 2 assigned parking spots; 1 is covered. Situated within steps of the Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and the new Sisters Park pickleball courts, this property is a cornerstone for any portfolio. Bonus: Furnishings are available for purchase outside of escrow.

813 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Avenir Realty.

$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..

$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.

$1,195,000
4 Beds 3 Baths 220216567 MLS
Custom-built cedar home with a detached shop and RV garage on beautifully landscaped acreage in Junipine Acres. Interior features include an updated kitchen with granite counters, custom cabinets, stainless appliances, hardwood floors, wood-frame windows, and solid wood doors throughout. The main-level primary suite offers a walk-in closet, custom tile shower, tile floors, and granite counters. Upstairs includes exposed beams, vaulted ceilings, a large bonus room, and two spacious storage areas as well as two additional bedrooms and a bathroom. Outdoor living includes front and backyard spaces with a large wraparound deck and hot tub. The home also includes an attached and finished two-car garage. Outbuildings include a 17' x 35' RV garage with tall doors and hookups, a 20' x 26' workshop with bathroom and large double carport, plus an extensive paved circular driveway.

16514 Wren Lane, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$650,000
3 Beds 2 Baths 220215074 MLS
Open-concept, single-level living in Tollgate - minutes from downtown Sisters and endless outdoor recreation! Move right in and enjoy this 3-bed, 2-bath home offering 1,770 sq ft. Great room has floor-to-ceiling windows, and bedrooms with built-in storage. Kitchen with granite counters, a breakfast bar for 2, and a wood-burning stove. Primary ensuite offers a private retreat with a spacious bath and an oversized walk-in closet. Fully fenced backyard, covered patio, hot tub-ready with a hookup and paver pad. An oversized attached 2-car garage with a workbench, 2 storage sheds offer even more space for your tools and gear, and the large paved driveway provides an RV parking area. Plenty of room for your toys! Firewise neighborhood with defensible space! Tollgate amenities: 126 acres of shared common areas, paved walk/bike/stroll paths, saltwater pool, pickleball/sport courts, and access to Deschutes National Forest. Close to downtown Sisters' shops, restaurants, and local events!

69271 Whippletree, Sisters

Listing courtesy of Avenir Realty.

$2,700,000
5 Beds 6 Baths 220214444 MLS
Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

70030 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$1,595,000
4 Beds 3 Baths 220208118 MLS
A masterpiece of design and craftsmanship, this extraordinary Sisters estate—conceived by acclaimed architect Steve Van Sant and brought to life by Tee Harbor Construction—delivers an unparalleled lifestyle in one of Central Oregon's most coveted settings.Perched on The Rim at Aspen Lakes, the property commands jaw-dropping panoramas from Mt. Jefferson to Broken Top. Beyond its borders lies permanently protected land, offering a front-row seat to Whychus Creek and the pristine Willow Springs Preserve. Inside, walls of glass frame breathtaking scenery, a sculptural fireplace anchors the great room, and the chef's kitchen boasts professional appliances, a walk-in pantry, and an island. The main-level primary suite is a serene, light-filled retreat. From the deck, watch raptors soar and deer roam—all just minutes from downtown Sisters and Aspen Lakes Golf Course. This isn't just a home; it's a front-row seat to the majesty of Central Oregon.

69305 Hawksflight Drive, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

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