Sisters, OR Homes for Sale under $2,000,000

Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive lead to this stunning Sisters Estate. Cozy living room features a river rock fireplace. New kitchen boasts new cabinets, granite counters, new appliances & bar w/wine fridge. Main-level primary suite includes a spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & a fully updated bath w/new cabinets, counters,

Lavonne Broadbent Bend Premier Real Estate LLC

Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three

Mark Ossinger Central Oregon Realty Group

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

Geff Kinnaman Stellar Realty Northwest

Discover a distinctive retreat on 4.85 pine-acres, where peaceful surroundings meet exceptional space. 10 minutes from downtown Sisters and less than half a mile from access to Wychuss Creek, this unique property offers you space to make your vision of Central Oregon living a reality.The 3,400-plus-square-foot home features three bedrooms, a dedicated office, and a generous upstairs bonus

Sheree MacRitchie RE/MAX Key Properties

Just minutes from downtown Sisters, this is more than just a farm. It is a rare Central Oregon property with history, utility, privacy, and sweeping Cascade Mountain views.The centerpiece is a beautifully remodeled classic farmhouse, complemented by a separate guest house, a new standalone office, multiple outbuildings, and 40 acres of 1895 water rights through Three Sisters Irrigation

Anthony Fletcher Big Block Premier

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

Tenaya Eakin Cascade Hasson SIR

Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is

Noah von Borstel Windermere Realty Trust

Custom single-level home with stunning Cascade Mountain views, situated on 10.5 acres and complemented by a beautiful guest house. This exceptional horse property is turnkey and thoughtfully equipped, featuring a 7-stall barn, equipment shed, spacious shop, and approximately 7 acres of underground irrigation. There are 7 acres with irrigation rights through Three Sisters Irrigation! The land is

Jenna Williamson Cascade Hasson SIR

Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of

Tim Kizziar Kizziar Property Co.

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second

Thomas Arends Ponderosa Properties

Experience the craftsmanship and privacy of this 5 bed (main level primary), 3 bath home. The 1.5+ acre lot affords peace and luxury. Step into comfort with vaulted ceilings, a soaring basalt fireplace & forest views. The great room concept with beautifully appointed kitchen invites entertaining. Thoughtful separation of space with 2 additional bedrooms, bunk room, full bath and loft upstairs.

Jennifer McCrystal Stellar Realty Northwest

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

Tiffany Clark Bend Premier Real Estate LLC

Experience elevated living in Black Butte Ranch with this beautifully updated golf course home. Perfectly positioned along the 14th fairway of Big Meadow Golf Course. This light-filled retreat features an open-concept design, vaulted ceilings, and high-end finishes throughout. The stylish kitchen flows seamlessly, ideal for entertaining. While the spacious primary suite offers a peaceful, spa

Corrie Lake Stellar Realty Northwest

Minutes from downtown Sisters, this custom estate pairs breathtaking Cascade Mountain views with bright, open-concept living. A dramatic great room features soaring ceilings, a center-island kitchen, and a floor-to-ceiling river rock propane fireplace. The main floor offers convenient living with a primary suite that opens directly to the wraparound porch, alongside an additional guest bedroom

Thomas Arends Ponderosa Properties

Cascade Mountain Views! Enjoy sunrises and sunsets over the snow-capped mountains from this meticulously maintained log home. New roof and refurbished logs in 2024. Private, quiet cul-de-sac bordered on three sides by protected open space, with the national forest beyond. 3,235 total SF: 2,656 SqFt Main house has 3 beds, 2.5 baths, great room, and loft, PLUS a 579 SF bonus area. Bonus area has a

Suzanne Carvlin Avenir Realty

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

Jennifer McCrystal Stellar Realty Northwest

A rare Aspen Lakes offering, combining privacy, beautiful craftsmanship, and resort-style living. Set on 1.14 acres with views of the 7th fairway, three ponds, and forest beyond, this 3,543 sq ft single-level Craftsman features TWO PRIMARY SUITES, walnut floors, and a heated 3-car garage with workshop. A stone-and-cedar-shake exterior sets the tone. Inside, vaulted tongue-and-groove ceilings,

Khiva Beckwith Coldwell Banker Mayfield Realty

NEARLY 30 ACRES | GATED SISTERS ESTATE | HOME THEATER | GARAGE/SHOPBeyond the gate, a winding drive beneath towering pines opens to park-like landscaping with sweeping lawns, mature aspens, stone paths and a paver courtyard with hot tub. The theater rivals a private cinema, featuring tiered recliners, a wall-size screen and rich wood-and-brick finishes. Attached and detached garage/shop

Tammy Caruso eXp Realty, LLC

This custom home in Cascade Meadow Ranch offers the ultimate Sisters lifestyle--just minutes from downtown. Positioned along the community meadow, enjoy front-row views of the Three Sisters, Mt. Washington, and Black Crater while horses and wildlife roam outside your door. The quality floor plan features four suite-style bedrooms with private ensuite baths, including a main-level primary retreat.

Thomas Arends Ponderosa Properties

Don't miss out; tucked into a pine canopy overlooking Aspen Lakes GC (pool/rec ctr) & Cascade Mtns; this contemporary craftsman home is a unicorn! Vaulted ceilings & enlarged windows offer natural light while framing the breathtaking surroundings. Main-level living, home offers 2 suites, + another bedroom (J&J bath), bunkroom, & theatre upstairs!Exquisite craftsmanship w/ wood beams,

Scott Cruikshank Stellar Realty Northwest

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

Jen Winans eXp Realty, LLC

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 above shop apartment. A massive shop, machine shed, and RV/boat storage make this the ultimate hobby ranch or entrepreneur's

Shana Sellers Bend Premier Real Estate LLC