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$1,475,000
3 Beds ⋅ 3 Baths ⋅ 220225665 MLS
Experience modern farmhouse living at its finest in this beautifully crafted home, nestled on 2 private acres with sweeping mountain views and exceptional privacy. Surrounded by 104 acres of open space, this property offers a peaceful retreat while being just minutes from town. Thoughtfully designed for everyday living and entertaining, the single level floor plan features 3 bedrooms, 2.5 baths, dedicated office, and a spacious living room that opens to a covered patio through oversized sliding doors. The primary suite is tucked away on one side of the home while two bedrooms on the opposite side are connected by a Jack-and-Jill bath. The chef's kitchen features a dedicated bar area with a beverage fridge and large butlers pantry. No detail was overlooked in crafting this home. From the meticulous landscaping and dedicated RV parking to the high end finishes and thoughtful design, this property provides comfort, functionality, and timeless farmhouse appeal in a truly private settin

70041 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$699,000
3 Beds ⋅ 2 Baths ⋅ 220224904 MLS
Discover the privacy and beauty of McKenzie Canyon on this exceptional 10-acre retreat with sweeping pastoral valley and rimrock views. Built with quality and custom craftsmanship, the home is thoughtfully designed to capture the surrounding views. The main-level bedroom features French doors opening to the outdoors, 2 additional bedrooms, a loft space and abundant storage provide flexible living space. The open kitchen includes a breakfast nook, flowing seamlessly into the main living areas and out to the covered porch. Native landscaping and a fire pit create inviting outdoor spaces to relax and entertain. Additional features include RV parking with hookups, a 1,400-square-foot shop/garage, animal shelters and fencing. Experience this incredibly unique, secluded and peaceful location bordering public land that offers the perfect balance of comfort, privacy, and outdoor adventure!

70090 McKenzie Canyon Road, Sisters

Listing courtesy of LivOregon Real Estate LLC.

$3,350,000
3 Beds ⋅ 4 Baths ⋅ 220223836 MLS
Discover one-of-a-kind living in this low energy, one-level, stepless smart home, completed in 2020 & designed as a legacy property. Set in the golden triangle on 19 low-to-no-maintenance acres w/direct public-land access, the estate offers panoramic sunrise and sunset views, unmatched privacy, & only minutes to Bend, Sisters, & Redmond. Designed for indoor-outdoor living, it features approx. 2,000 square feet of stamped concrete patios & decks, a timber-covered outdoor living area w/fireplace, BBQ area, & hot tub--ideal for entertaining or relaxing under the stars. The property includes an attached 1102 sq ft RV garage, 720 sq ft shop, guest house w/bedroom & loft, & a finished multi-purpose gathering room, 2 full RV hookups, dry-camp areas, walking paths w/scenic viewpoints, a labyrinth, pickleball, solar, & more. A rare retreat combining luxury, privacy, recreation, convenience, & it meets all defensible space requirements. This is a perfect full time, part time, or vacation home!

17771 Warrin Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,499,000
5 Beds ⋅ 3 Baths ⋅ 220223737 MLS
Tucked away on 20 private acres just minutes from Sisters, this custom built property offers exceptional privacy, usable land and a thoughtfully positioned home with breathtaking mountain views. With 11.6 acres of valuable H2O rights, it is well suited for a variety of uses. Inside, oversized windows fill the home with light and showcase the mtn backdrop. Rich cherry, oak and pine finishes reflect quality craftsmanship throughout, complemented by fresh interior paint, new heat pump, and abundant storage. The main level features a primary suite, formal dining, dry bar, and striking basalt fireplace. Upstairs offers 4 bedrooms with walk in closets and a vaulted living area. The lower level includes a rec room, wine cellar, and rough in plumbing for a future 4th bathroom. Enjoy a fully fenced property with pasture, 2 ponds, chicken coop, and garden space. This well built home offers opportunity to add value thru selective updates alongside privacy, views, h20 right and endless potential

16927 Highway 126, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,297,000
3 Beds ⋅ 2 Baths ⋅ 220222540 MLS
This property is not just a farm... it's a story. Located just minutes from downtown Sisters, this exceptional property features a remodeled classic farmhouse and a separate guest house with expansive Cascade Mountain views. The land includes 40 acres of 1895 water rights through Three Sisters Irrigation District, offering excellent irrigation for pasture or agricultural use. A new standalone office provides flexible workspace. Multiple outbuildings provide flexibility for storage, equipment, or animal shelter. Whether your vision includes gardens, open pasture, or a peaceful homestead, this property offers the space to create it. Interior features include tile walk-in showers, antiqued granite countertops, hardwood flooring, custom tile, and a finished basement ideal for guests or flex space. Outdoor amenities include a wraparound porch, park-like landscaping, patios, a built-in pizza oven, lighted paths, and a 1.5-acre pond with irrigation ditch. Let's make this your story.

17186 Highway 126, Sisters

Listing courtesy of eXp Realty, LLC.

$999,000
220221277 MLS
305 private acres. Thousands more beyond your property line. Opportunities like this are disappearing from Central Oregon. Just five minutes south of iconic Black Butte Ranch, this extraordinary property borders thousands of acres of forest land, creating unmatched privacy and endless opportunities for hiking, horseback riding, mountain biking, ATV adventures, snowshoeing, cross-country skiing, and wildlife watching. Wake to breathtaking views of Mt. Washington and Mt. Jefferson, then end your day beneath star-filled skies as the sun sets over the Cascade Mountains. Just 15 minutes from Sisters and Hwy 20, the property includes a Conditional Use Permit, designated 2-acre homesite, and CEC power vault. Some properties are purchased. Others become part of a family's story.

70390 McAllister Road Parcel 1 Unit Parcel 1, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$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.

$295,000
220219195 MLS
Discover 20 acres in McKenzie Canyon just outside Sisters, where privacy, adventure and breathtaking views come together. Bordering BLM land to the east and south, this property stretches from the canyon floor to the rim, with about 5 acres perched on top offering commanding Cascade Mountain vistas and endless high desert skies and abundant wildlife. Access is provided from McKenzie Canyon Road. A small rim-side platform makes the property camp-ready today, while preliminary work has been started to explore future building potential. Whether you envision a private retreat, a modern home overlooking the canyon, or a rugged basecamp for adventure, this land delivers an extraordinary opportunity in Central Oregon.

69740 McKenzie Canyon Road, Sisters

Listing courtesy of Ponderosa Properties.

$1,050,000
220218037 MLS
Exceptional 40-acre mountain view homesite just 10 miles from Sisters. Amazing 400 sqft shed w/HVAC, full power & Bar! Located at the end of a paved road, this property offers wide Cascade and canyon views and borders Deschutes Land Trust and BLM land, providing long-term privacy and protected surroundings. The property includes a gated entrance, established homesite, well, septic, power, barns, and more! Much of the groundwork is already in place, making it a great option for building a custom home or retreat. Usable land with juniper and pine, plus excellent sunrise and sunset views. Properties with this combination of acreage, views, and location don't come up often. Buyer to perform due diligence regarding development and rebuilding. Tiny home has been removed from property and not included.

18070 Mountain View Road, Sisters

Listing courtesy of Triple Oaks Realty LLC.

$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..

$449,000
220216659 MLS
Build your Central Oregon dream on this stunning 2-acre parcel, where unobstructed views of Mt. Jefferson take center stage. Nestled in an exclusive 10-lot enclave adjacent to the Hinkle Butte cinder cone, this property offers a rare blend of dramatic topography and ultimate privacy. Residents enjoy shared access to 104 acres of preserved open space, ensuring your ''elbow room'' is protected forever. With electricity already at the property line and septic feasibility approved, this site is primed for your custom vision--all just 6 miles from the charm of downtown Sisters. HOA fees cover road maintenance and snow removal. Custom home plans are available with purchase of the lot.

70060 Annies Drive, Sisters

Listing courtesy of Knightsbridge International.

$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.

$3,999,000
4 Beds ⋅ 7 Baths ⋅ 220214782 MLS
Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

$5,950,000
3 Beds ⋅ 4 Baths ⋅ 220214681 MLS
Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$1,895,000
5 Beds ⋅ 5 Baths ⋅ 220213955 MLS
Rare 45.6-acre private estate in Sisters' premier Cloverdale area, one of Central Oregon's most coveted acreage properties. This turn-key compound offers a 4,230 sq ft main residence with a NEW 2026 roof, 5 beds, 4.5 baths, plus an attached studio apartment and detached ADU. A massive shop, machine shed, and RV/boat storage make this the ultimate hobby ranch or entrepreneur's retreat. 38.7 acres of pressurized irrigation rights deliver exceptional agricultural and equestrian value. Cascade Mountain views frame every sunrise. Flexible floor plan supports multi-generational living, remote work, and extended guest stays. No HOA. Horse property. Minutes to Sisters. Sisters' Oregon acreage for sale, this is the irreplaceable Central Oregon legacy estate you've been searching for. $1,895,000.

69150 Butcher Block Boulevard, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$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.

$1,145,000
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..

$1,595,000
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.

$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.

$525,000
2 Beds ⋅ 2 Baths ⋅ 220197428 MLS
Nestled on just under 5 pristine acres, this exceptional property in Sisters, Oregon, offers breathtaking, unobstructed views of the Cascade Mountains and the quintessential High Desert landscape of sagebrush, lava rock, Ponderosa and Juniper. Located at the end of a road, in a quiet neighborhood with large multi-acre lots, the property provides the perfect balance of seclusion and convenience and is just minutes from charming shops, golf, restaurants, and all the amenities of downtown Sisters, in addition to being just a stone's throw from hiking trails, lakes, creeks, camping, Hoodoo Ski Resort. Whether you're looking to build your dream home or simply enjoy the serene high desert landscape, this is a rare opportunity to own a truly one of a kind slice of Central Oregon paradise. There is a fully functional mobile home and two outbuildings that can be rented or lived in as you build your dream home. Photos of home interior have been cleaned up with AI to remove clutter.

69580 Pine Ridge Drive, Sisters

Listing courtesy of MORE Realty, Inc..

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