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$325,000

Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

220218049 MLS

Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

221 E Sun Ranch Drive 18 Unit 18, Sisters

Listing courtesy of eXp Realty, LLC.

$2,995,000

Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes create a warm yet refined atmosphere that feels equally suited for everyday living and large-scale entertaining. The chef's kitchen anchors the main living space, featuring premium appliances, custom cabinetry, and generous prep areas ideal for gatherings. The main-level primary suite serves as a private retreat with a spa-inspired bath and substantial closet space. Five additional bedrooms provide flexibility for guests, multi-generational living, or dedicated office and hobby spaces.

6 Beds ⋅ 4 Baths ⋅ 220216913 MLS

Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes create a warm yet refined atmosphere that feels equally suited for everyday living and large-scale entertaining. The chef's kitchen anchors the main living space, featuring premium appliances, custom cabinetry, and generous prep areas ideal for gatherings. The main-level primary suite serves as a private retreat with a spa-inspired bath and substantial closet space. Five additional bedrooms provide flexibility for guests, multi-generational living, or dedicated office and hobby spaces.

69205 Hawksflight Drive, Sisters

Listing courtesy of eXp Realty, LLC.

$449,000

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.

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.

$749,900

Beautifully maintained home on 2.28 acres off desirable Cloverdale Rd in Sisters! This light-filled 3 bed, 2 bath home features a spacious layout with a family room, dining area, and living room featuring a cozy gas fireplace and office. The spacious kitchen features an island, breakfast bar, and a convenient butler's pantry. The oversized primary suite offers a large walk-in closet and ensuite bath with double vanity and abundant natural light. An attached 2-car garage adds convenience. Enjoy outdoor living with inviting front and back decks, perfect for relaxing or entertaining. The property includes a heated shop with an attached dog run, a 30x48 pole barn with 11' clearance, ideal for RVs, toys, or future horse setup and a 12x12 storage shed. While not currently set up for horses, it's easily adaptable. Easy access to Sisters, Bend, and Redmond plus all of Central Oregon's outdoor recreation. A must-see to fully appreciate this wonderful home and property.

3 Beds ⋅ 2 Baths ⋅ 220216304 MLS

Beautifully maintained home on 2.28 acres off desirable Cloverdale Rd in Sisters! This light-filled 3 bed, 2 bath home features a spacious layout with a family room, dining area, and living room featuring a cozy gas fireplace and office. The spacious kitchen features an island, breakfast bar, and a convenient butler's pantry. The oversized primary suite offers a large walk-in closet and ensuite bath with double vanity and abundant natural light. An attached 2-car garage adds convenience. Enjoy outdoor living with inviting front and back decks, perfect for relaxing or entertaining. The property includes a heated shop with an attached dog run, a 30x48 pole barn with 11' clearance, ideal for RVs, toys, or future horse setup and a 12x12 storage shed. While not currently set up for horses, it's easily adaptable. Easy access to Sisters, Bend, and Redmond plus all of Central Oregon's outdoor recreation. A must-see to fully appreciate this wonderful home and property.

17415 Kent Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$859,950

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!

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.

$5,950,000

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.

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

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.

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

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.

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

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

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

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.

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.

$9,750,000

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.

8 Beds ⋅ 9 Baths ⋅ 220203639 MLS

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.

16465 Suntree Lane, Sisters

Listing courtesy of Engel & Volkers Portland Rose City.

$1,250,000

Perfect for outdoor enthusiasts, secluded retreat, only 45 minutes to three world class fishing locations: Deschutes, Metolius, McKenzie & the many lakes that are accessible within a few miles radius. Just mintues away to the Pacific Crest Trail.

220169228 MLS

Perfect for outdoor enthusiasts, secluded retreat, only 45 minutes to three world class fishing locations: Deschutes, Metolius, McKenzie & the many lakes that are accessible within a few miles radius. Just mintues away to the Pacific Crest Trail.

Lot-500 Forest Service Road 1030 Rd Unit 1030 Rd, Sisters

Listing courtesy of Stellar Realty Northwest.