Livinginredmond.com Search Results

$429,000

Fall is calling in Sisters! Crisp mornings, miles of nearby forest trails, and a full calendar of festivals make this the perfect season to enjoy your own place in the pines. This beautifully maintained first-floor, single-level 4th Sister condominium offers a desirable corner location backing to expansive green space. Large windows bring in abundant natural light and peaceful views, while the wood stove is ready for cozy fall evenings. Fully furnished and turn-key, the home comfortably sleeps 6+ and features two suites, a newer fully stocked kitchen, newer carpet, and refreshed cabinetry and trim. The pool is open, the hot tub is available year-round, and covered parking is included. Downtown Sisters is nearby for dining, shopping, galleries, and seasonal events. Whether a primary residence or Central Oregon getaway, it's ready to enjoy. Schedule your private or FaceTime tour and come experience fall in Sisters!

2 Beds ⋅ 2 Baths ⋅ 220218462 MLS

Fall is calling in Sisters! Crisp mornings, miles of nearby forest trails, and a full calendar of festivals make this the perfect season to enjoy your own place in the pines. This beautifully maintained first-floor, single-level 4th Sister condominium offers a desirable corner location backing to expansive green space. Large windows bring in abundant natural light and peaceful views, while the wood stove is ready for cozy fall evenings. Fully furnished and turn-key, the home comfortably sleeps 6+ and features two suites, a newer fully stocked kitchen, newer carpet, and refreshed cabinetry and trim. The pool is open, the hot tub is available year-round, and covered parking is included. Downtown Sisters is nearby for dining, shopping, galleries, and seasonal events. Whether a primary residence or Central Oregon getaway, it's ready to enjoy. Schedule your private or FaceTime tour and come experience fall in Sisters!

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$949,000

Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof

5 Beds ⋅ 3 Baths ⋅ 220218327 MLS

Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof

69435 Green Ridge Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$850,000

Set on 2 private acres just minutes from downtown Sisters, this authentic full-log home captures the soul of a true Central Oregon mountain lifestyle. With no drywall, the handcrafted log construction delivers the warmth, character, and thermal mass of a timeless mountain lodge--an artisan home built to endure for generations. Inside, Acacia engineered hardwood, parquet flooring, and custom-fabricated steel fixtures blend rustic craftsmanship with modern design, all beneath a durable metal roof. Breathtaking views from the living room frame the surrounding landscape, creating a setting that feels both peaceful and inspiring. The massive RV shop/outbuilding offers exceptional space for adventure rigs, projects, or a workshop, while 110-volt camper pedestals welcome visiting guests. A legacy landholding where land, craftsmanship, and lifestyle come together--an unforgettable property designed to be enjoyed today and passed down for generations.

2 Beds ⋅ 1 Baths ⋅ 220218120 MLS

Set on 2 private acres just minutes from downtown Sisters, this authentic full-log home captures the soul of a true Central Oregon mountain lifestyle. With no drywall, the handcrafted log construction delivers the warmth, character, and thermal mass of a timeless mountain lodge--an artisan home built to endure for generations. Inside, Acacia engineered hardwood, parquet flooring, and custom-fabricated steel fixtures blend rustic craftsmanship with modern design, all beneath a durable metal roof. Breathtaking views from the living room frame the surrounding landscape, creating a setting that feels both peaceful and inspiring. The massive RV shop/outbuilding offers exceptional space for adventure rigs, projects, or a workshop, while 110-volt camper pedestals welcome visiting guests. A legacy landholding where land, craftsmanship, and lifestyle come together--an unforgettable property designed to be enjoyed today and passed down for generations.

16011 Old Juniper Road, Sisters

Listing courtesy of Nexus 360 Realty.

$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.

$925,000

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.

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..

$449,000

Don't miss your front row spot on the upcoming Adams Avenue improvements! This income producing cottage (previously a monthly rental) rests on a lot zoned DOWNTOWN COMMERCIAL. Keep as a single family home or investment, or max out the opportunities this property offers! Buyer to confirm with the city potential to divide. Downtown commercial permitted uses may include commercial space, live/work, cottage development, townhome, etc. Sisters is booming and properties like this don't come on the market often. This charming property is awaiting your vision!

2 Beds ⋅ 1 Baths ⋅ 220217392 MLS

Don't miss your front row spot on the upcoming Adams Avenue improvements! This income producing cottage (previously a monthly rental) rests on a lot zoned DOWNTOWN COMMERCIAL. Keep as a single family home or investment, or max out the opportunities this property offers! Buyer to confirm with the city potential to divide. Downtown commercial permitted uses may include commercial space, live/work, cottage development, townhome, etc. Sisters is booming and properties like this don't come on the market often. This charming property is awaiting your vision!

243 W Adams Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$625,000

Turnkey Home & Investment in Tollgate! Discover this inviting 3-bed, 2-bath home in Sisters' desirable Tollgate community, ready for immediate enjoyment or as an income-generating short-term rental. Recently remodeled with new finishes, and updated kitchen/baths, it's truly move-in ready. The large private backyard backs to BLM/National Forest land and trails. Enjoy fantastic Tollgate amenities, including a pool, sports courts, and trails. Conveniently located between Hoodoo and Sisters, very close to Sisters' attractions and outdoor recreation, this property is a prime opportunity for full time living, a second home, or continue use as a top rated AirBnB vacation rental.

3 Beds ⋅ 2 Baths ⋅ 220217345 MLS

Turnkey Home & Investment in Tollgate! Discover this inviting 3-bed, 2-bath home in Sisters' desirable Tollgate community, ready for immediate enjoyment or as an income-generating short-term rental. Recently remodeled with new finishes, and updated kitchen/baths, it's truly move-in ready. The large private backyard backs to BLM/National Forest land and trails. Enjoy fantastic Tollgate amenities, including a pool, sports courts, and trails. Conveniently located between Hoodoo and Sisters, very close to Sisters' attractions and outdoor recreation, this property is a prime opportunity for full time living, a second home, or continue use as a top rated AirBnB vacation rental.

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$2,450,000

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.

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.

$679,000

Located in a peaceful, newer neighborhood just minutes from downtown Sisters, this single-level home blends small-town charm with contemporary design. Open floor plan with abundant natural light highlights quality finishes and upgrades. Cozy propane fireplace with tiled surround. Primary suite features a large bathroom with private toilet room and spacious walk-in closet. Southern exposure provides sunshine to the fully landscaped and fenced backyard. Front porch overlooks Saddlestone Park with walking paths and playground, and a short walk to Sisters Community Center and local Seed to Table Farm.

3 Beds ⋅ 2 Baths ⋅ 220216121 MLS

Located in a peaceful, newer neighborhood just minutes from downtown Sisters, this single-level home blends small-town charm with contemporary design. Open floor plan with abundant natural light highlights quality finishes and upgrades. Cozy propane fireplace with tiled surround. Primary suite features a large bathroom with private toilet room and spacious walk-in closet. Southern exposure provides sunshine to the fully landscaped and fenced backyard. Front porch overlooks Saddlestone Park with walking paths and playground, and a short walk to Sisters Community Center and local Seed to Table Farm.

1005 E Horse Back Trail, Sisters

Listing courtesy of Realty Net of Central Oregon.

$859,950

End of summer credit incentive $25,000.00.The 2026 COBA 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

End of summer credit incentive $25,000.00.The 2026 COBA 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.

$730,000

Set on just over an acre in the coveted Sisters neighborhood of Crossroads, this beautifully renovated property offers a rare combination of modern updates and peaceful rural charm. Extensively refreshed from top to bottom, the home features fresh interior and exterior paint, new flooring, brand-new kitchen appliances, a new roof, and more. The expansive lot provides exceptional privacy and space, creating a serene retreat surrounded by natural beauty. Enjoy the quiet, relaxed lifestyle you've been looking for--without compromising access to town amenities and recreation.

3 Beds ⋅ 2 Baths ⋅ 220216045 MLS

Set on just over an acre in the coveted Sisters neighborhood of Crossroads, this beautifully renovated property offers a rare combination of modern updates and peaceful rural charm. Extensively refreshed from top to bottom, the home features fresh interior and exterior paint, new flooring, brand-new kitchen appliances, a new roof, and more. The expansive lot provides exceptional privacy and space, creating a serene retreat surrounded by natural beauty. Enjoy the quiet, relaxed lifestyle you've been looking for--without compromising access to town amenities and recreation.

14455 Crossroads Loop, Sisters

Listing courtesy of Cascade Hasson SIR.

$517,450

End of Summer credit incentive $10,000.00 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!

3 Beds ⋅ 3 Baths ⋅ 220215537 MLS

End of Summer credit incentive $10,000.00 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

End of summer credit incentive $10,000.00. 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. This house comes with a fully fenced yard.

3 Beds ⋅ 3 Baths ⋅ 220215536 MLS

End of summer credit incentive $10,000.00. 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. 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

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!

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.

$244,500

Lot 6-Dreaming of creating a home close to downtown Sisters and steps from the Peterson Ridge Trail system? Don't miss out.. Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Easy access to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment, without HOA fees. Please see map for additional parcels that can be made available. In addition to a home, an Accessory Dwelling Unit is also an approved use as per the city.

220214722 MLS

Lot 6-Dreaming of creating a home close to downtown Sisters and steps from the Peterson Ridge Trail system? Don't miss out.. Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Easy access to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment, without HOA fees. Please see map for additional parcels that can be made available. In addition to a home, an Accessory Dwelling Unit is also an approved use as per the city.

691 S Elm Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$747,000

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.

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..

$774,900

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 .

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

End of summer credit incentive $25,000.00. Sunset Meadows 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.

3 Beds ⋅ 3 Baths ⋅ 220213845 MLS

End of summer credit incentive $25,000.00. Sunset Meadows 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.

1036 W McKenzie Highway Lot 51 Unit Lot 51, Sisters

Listing courtesy of Engel & Voelkers Bend.

$747,000

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)

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..

$1,145,000

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.

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..

$747,000

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.

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..

$727,000

Sisters Woodlands Opal Townhome has a two floor layout with main living upstairs, two downstairs bedrooms, two car garage, and a huge covered deck. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances. Exterior features: Corrugated metal siding; Option for large outdoor patio on ground level; Solar & EV ready. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Visit model home (631 N Sisters Woodlands Way) to see finishes and other available models. Homes being pre-sold prior to the commencement of construction.

2 Beds ⋅ 3 Baths ⋅ 220213188 MLS

Sisters Woodlands Opal Townhome has a two floor layout with main living upstairs, two downstairs bedrooms, two car garage, and a huge covered deck. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances. Exterior features: Corrugated metal siding; Option for large outdoor patio on ground level; Solar & EV ready. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Visit model home (631 N Sisters Woodlands Way) to see finishes and other available models. Homes being pre-sold prior to the commencement of construction.

643 Sisters Park Drive Lot #122 Unit Lot #122, Sisters

Listing courtesy of Kizziar Property Co..

$392,000

Welcome to this beautifully refreshed single-level home in The Pines, a gated 55+ community in the heart of Sisters. Offering 3 bedrooms and 2 baths across 1,500 square feet, this residence features brand-new interior paint and updated flooring throughout, giving it a bright and inviting feel. The open floor plan provides effortless flow between the kitchen, dining, and living areas; perfect for everyday comfort or hosting friends. Enjoy the peace of mind that comes with low-maintenance living, with the HOA covering landscaping and snow removal. Conveniently located near shopping, dining, and all that downtown Sisters has to offer, this home combines comfort, convenience, and community in one appealing package. Home to be sold as-is

3 Beds ⋅ 2 Baths ⋅ 220210772 MLS

Welcome to this beautifully refreshed single-level home in The Pines, a gated 55+ community in the heart of Sisters. Offering 3 bedrooms and 2 baths across 1,500 square feet, this residence features brand-new interior paint and updated flooring throughout, giving it a bright and inviting feel. The open floor plan provides effortless flow between the kitchen, dining, and living areas; perfect for everyday comfort or hosting friends. Enjoy the peace of mind that comes with low-maintenance living, with the HOA covering landscaping and snow removal. Conveniently located near shopping, dining, and all that downtown Sisters has to offer, this home combines comfort, convenience, and community in one appealing package. Home to be sold as-is

278 N Wheeler Loop, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$443,000

Discover modern elegance and comfort in this unique 3-bedroom, featuring exquisite custom chandeliers in each bedroom and integrated LED lighting throughout. Revel in updated cabinetry, state-of-the-art appliances (2025), and a captivating dining area with a solar tube (2023) for ample natural sunlight. Enjoy outdoor relaxation with a full private deck, fenced yard. The interior boasts beautiful hickory wood flooring, and three impressive electric fireplaces for cozy evenings. A new laundry room countertop further enhances functionality. Unwind in custom-designed bathrooms and guest bedrooms, all with new window screens and refreshed exterior paint. Located in a peaceful, friendly neighborhood, this gem offers quiet, community-focused living with kind neighbors and structured, fair HOA. The perfect blend of charm and modern convenience awaits your arrival in this stand-alone haven. A Must See!

3 Beds ⋅ 2 Baths ⋅ 220206312 MLS

Discover modern elegance and comfort in this unique 3-bedroom, featuring exquisite custom chandeliers in each bedroom and integrated LED lighting throughout. Revel in updated cabinetry, state-of-the-art appliances (2025), and a captivating dining area with a solar tube (2023) for ample natural sunlight. Enjoy outdoor relaxation with a full private deck, fenced yard. The interior boasts beautiful hickory wood flooring, and three impressive electric fireplaces for cozy evenings. A new laundry room countertop further enhances functionality. Unwind in custom-designed bathrooms and guest bedrooms, all with new window screens and refreshed exterior paint. Located in a peaceful, friendly neighborhood, this gem offers quiet, community-focused living with kind neighbors and structured, fair HOA. The perfect blend of charm and modern convenience awaits your arrival in this stand-alone haven. A Must See!

1109 W Yapoah Crater Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$485,000

This large 0.86-acre corner lot is zoned ''Light Industrial'' and ideally located in the heart of Sisters, within the Three Peaks Industrial Park. With two access points and high visibility, this lot offers excellent flexibility and development potential. Permitted uses under the zoning include retail, commercial sales, storage facilities, light manufacturing, wholesale and warehousing, research and development, food processing/packaging/storage, and more. (Buyers to perform their own due diligence with the City of Sisters regarding all allowable uses.) Feel free to walk the lot at your convenience!

220205410 MLS

This large 0.86-acre corner lot is zoned ''Light Industrial'' and ideally located in the heart of Sisters, within the Three Peaks Industrial Park. With two access points and high visibility, this lot offers excellent flexibility and development potential. Permitted uses under the zoning include retail, commercial sales, storage facilities, light manufacturing, wholesale and warehousing, research and development, food processing/packaging/storage, and more. (Buyers to perform their own due diligence with the City of Sisters regarding all allowable uses.) Feel free to walk the lot at your convenience!

655 W Three Peaks Drive, Sisters

Listing courtesy of eXp Realty, LLC.

$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.

$1,825,000

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.

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.

$1,075,000

Centrally located and walking distance to the quaint town of downtown Sisters, Oregon - this large 4,000 sq.ft. Commercial Building is available for purchase! The property is just less than a 1/3 of an acre with a large areas for parking and/or expansion. The building is currently fully NNN leased.

220198639 MLS

Centrally located and walking distance to the quaint town of downtown Sisters, Oregon - this large 4,000 sq.ft. Commercial Building is available for purchase! The property is just less than a 1/3 of an acre with a large areas for parking and/or expansion. The building is currently fully NNN leased.

367 W Sisters Park Drive, Sisters

Listing courtesy of Engel & Voelkers Bend.

$800,000

40.29 acres of manicured Ponderosa forested property just minutes from downtown Sisters. It truly feels like your very own private park. This is the perfect setting for a family legacy estate with an abundance of Ponderosa trees, and your very own herd of Mule deer. The owner has marked a potential building site that has views of North and Middle Sister all while being tucked into an gorgeous grove of old growth Ponderosa trees creating a lovely homesite. Views of Black Butte from the property. The owner just completed a thorough thinning/fire fuel reduction project removing hundreds of Juniper trees and underbrush creating a healthy fire resistant forest. Brand new compacted gravel driveway leading to the building site installed. Since the property is zoned RR10 no CUP is needed and building permits can be applied for immediately. Power is at the street and septic feasibility has been approved. A private well will be needed. Call for a private showing.

220195581 MLS

40.29 acres of manicured Ponderosa forested property just minutes from downtown Sisters. It truly feels like your very own private park. This is the perfect setting for a family legacy estate with an abundance of Ponderosa trees, and your very own herd of Mule deer. The owner has marked a potential building site that has views of North and Middle Sister all while being tucked into an gorgeous grove of old growth Ponderosa trees creating a lovely homesite. Views of Black Butte from the property. The owner just completed a thorough thinning/fire fuel reduction project removing hundreds of Juniper trees and underbrush creating a healthy fire resistant forest. Brand new compacted gravel driveway leading to the building site installed. Since the property is zoned RR10 no CUP is needed and building permits can be applied for immediately. Power is at the street and septic feasibility has been approved. A private well will be needed. Call for a private showing.

17400 Spur Drive, Sisters

Listing courtesy of Knightsbridge International.