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Sisters' best-kept secret. Experience breathtaking Cascade Mountain views from this award-winning timber-framed residence set within a private, gated community just 7 minutes from downtown Sisters. Designed by acclaimed architect Chad Phillips, this exceptional custom home showcases timeless craftsmanship, an open-concept floor plan, soaring vaulted ceilings, and meticulous maintenance throughout. The main-level primary suite is complemented by two additional bedrooms and a dedicated office. Aprox 819 sqft bonus room (not included in total home sqft) provides exceptional flexibility for recreation. The expansive rear deck is perfect for entertaining and the views will take your breath away. Community features direct access to adjoining public lands, offering an extraordinary combination of privacy, views, recreation, and location.

3 Beds ⋅ 3 Baths ⋅ 220230387 MLS

Sisters' best-kept secret. Experience breathtaking Cascade Mountain views from this award-winning timber-framed residence set within a private, gated community just 7 minutes from downtown Sisters. Designed by acclaimed architect Chad Phillips, this exceptional custom home showcases timeless craftsmanship, an open-concept floor plan, soaring vaulted ceilings, and meticulous maintenance throughout. The main-level primary suite is complemented by two additional bedrooms and a dedicated office. Aprox 819 sqft bonus room (not included in total home sqft) provides exceptional flexibility for recreation. The expansive rear deck is perfect for entertaining and the views will take your breath away. Community features direct access to adjoining public lands, offering an extraordinary combination of privacy, views, recreation, and location.

16015 Fox Ridge Circle, Sisters

Listing courtesy of The Agency Bend.

$625,000

Enjoy peaceful Central Oregon living in the desirable Tollgate community! Nestled among mature pine trees on a spacious .62-acre lot, this home offers comfortable living space with an inviting great room layout perfect for gathering and entertaining. Fresh new carpet adds to the home's welcoming feel, while the generous lot and beautiful back deck provide an ideal setting to relax, and enjoy the quiet surroundings. Convenient RV parking offers additional flexibility for your Central Oregon adventures. Tollgate residents enjoy an outstanding collection of amenities, including a swimming pool, clubhouse, pickleball & tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification & snow removal services. Just minutes from downtown Sisters, this property offers a wonderful combination of space, privacy, and the Central Oregon lifestyle.

3 Beds ⋅ 2 Baths ⋅ 220230131 MLS

Enjoy peaceful Central Oregon living in the desirable Tollgate community! Nestled among mature pine trees on a spacious .62-acre lot, this home offers comfortable living space with an inviting great room layout perfect for gathering and entertaining. Fresh new carpet adds to the home's welcoming feel, while the generous lot and beautiful back deck provide an ideal setting to relax, and enjoy the quiet surroundings. Convenient RV parking offers additional flexibility for your Central Oregon adventures. Tollgate residents enjoy an outstanding collection of amenities, including a swimming pool, clubhouse, pickleball & tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification & snow removal services. Just minutes from downtown Sisters, this property offers a wonderful combination of space, privacy, and the Central Oregon lifestyle.

14911 Snafflebit, Sisters

Listing courtesy of RE/MAX Key Properties.

$600,000

A fantastic opportunity to enjoy the Central Oregon lifestyle in the desirable Tollgate community! Situated among the pines, this single-level home offers comfortable living space with an inviting great room layout ideal for everyday living. Recent interior updates include new laminate flooring and fresh paint, creating a bright, welcoming atmosphere. The spacious lot offers plenty of potential to personalize the outdoor space and create your own Central Oregon retreat. Tollgate residents enjoy an exceptional collection of amenities, including a swimming pool, clubhouse, pickleball and tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification and snow removal services. Just minutes from downtown Sisters, this property offers an appealing combination of comfortable single-level living, community amenities, and exceptional value!

3 Beds ⋅ 2 Baths ⋅ 220230129 MLS

A fantastic opportunity to enjoy the Central Oregon lifestyle in the desirable Tollgate community! Situated among the pines, this single-level home offers comfortable living space with an inviting great room layout ideal for everyday living. Recent interior updates include new laminate flooring and fresh paint, creating a bright, welcoming atmosphere. The spacious lot offers plenty of potential to personalize the outdoor space and create your own Central Oregon retreat. Tollgate residents enjoy an exceptional collection of amenities, including a swimming pool, clubhouse, pickleball and tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification and snow removal services. Just minutes from downtown Sisters, this property offers an appealing combination of comfortable single-level living, community amenities, and exceptional value!

69296 Ladigo, Sisters

Listing courtesy of RE/MAX Key Properties.

$2,950,000

Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

3 Beds ⋅ 3 Baths ⋅ 220230090 MLS

Central Oregon living at its finest - with stellar panoramic mountain views spanning from Broken Top to Mt. Jefferson from nearly every room. The open-concept living room features Brazilian cherry hardwood floors, walnut stair rail accents, motorized shades, and a wood burning fireplace on a 21' tall wall. The kitchen showcases quartz countertops, stainless steel appliances, and a built-in induction cooktop. The main-floor primary en suite has a renovated bathroom with a walk-in shower, soaking tub, and heated floors. Downstairs is a 2nd living area with 2 bedrooms, full bath, and a sauna-ready room. The property includes 3 detached structures: 2 car garage with private access to ADU (1 bed/1 bath w/kitchenette), a heated shop with auto lift and attached wood shop, and a metal shed. Other highlights include new paint, resurfaced driveway, transferable roof warranty, and irrigation water rights. This remarkably maintained private retreat offers tranquil living just minutes from Sisters.

69190 Barclay Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$775,000

Custom quality throughout this 3-bedroom, 3-bath Camp Polk Heights home on .63 acre. The main-level great room features vaulted pine ceilings, skylights, oak hardwood floors, a bay window and propane fireplace. Kitchen offers granite counters, updated appliances, instant hot water, custom cabinetry, pullout shelving, soft-close features and a wagon wheel pot rack. Main-level primary suite has an updated bath with heated travertine floors and a travertine walk-in shower. Above the garage, a 500+ SF bonus room with full bath has been used as an Airbnb rental. Also ideal for guests or a second living area. Fully fenced backyard with mature landscaping and in-ground sprinklers. Two large storage sheds, garage cabinetry, removable metal carport and whole-house gutter guards. Updates include a newer roof, new HVAC, water heater and interior paint.

3 Beds ⋅ 3 Baths ⋅ 220230084 MLS

Custom quality throughout this 3-bedroom, 3-bath Camp Polk Heights home on .63 acre. The main-level great room features vaulted pine ceilings, skylights, oak hardwood floors, a bay window and propane fireplace. Kitchen offers granite counters, updated appliances, instant hot water, custom cabinetry, pullout shelving, soft-close features and a wagon wheel pot rack. Main-level primary suite has an updated bath with heated travertine floors and a travertine walk-in shower. Above the garage, a 500+ SF bonus room with full bath has been used as an Airbnb rental. Also ideal for guests or a second living area. Fully fenced backyard with mature landscaping and in-ground sprinklers. Two large storage sheds, garage cabinetry, removable metal carport and whole-house gutter guards. Updates include a newer roof, new HVAC, water heater and interior paint.

69660 Omaha Road, Sisters

Listing courtesy of Invest in Bend Real Estate.

$700,000

New construction in a quiet cul-de-sac near the Sisters Community Recreation Center and just minutes from downtown Sisters. This single-level, 1,883 sq ft home offers 3 bedrooms, 2 baths, and open floor plan with high ceilings, great natural light, sold-surface counters, pantry, wood laminate flooring, and a warm Central Oregon feel. The primary suite includes a walk-in closet and dual vanity. A unique flex room provides additional space for an office, nursery, media room, or whatever fits your needs. The oversized .20-acre lot offers a large backyard, plus gated space on both sides for RV, boat, trailer, or additional vehicle parking. A two-car garage, heat pump with A/C, and fenced property round out this tremendous Sisters home.

3 Beds ⋅ 2 Baths ⋅ 220229940 MLS

New construction in a quiet cul-de-sac near the Sisters Community Recreation Center and just minutes from downtown Sisters. This single-level, 1,883 sq ft home offers 3 bedrooms, 2 baths, and open floor plan with high ceilings, great natural light, sold-surface counters, pantry, wood laminate flooring, and a warm Central Oregon feel. The primary suite includes a walk-in closet and dual vanity. A unique flex room provides additional space for an office, nursery, media room, or whatever fits your needs. The oversized .20-acre lot offers a large backyard, plus gated space on both sides for RV, boat, trailer, or additional vehicle parking. A two-car garage, heat pump with A/C, and fenced property round out this tremendous Sisters home.

1130 E Canter Court, Sisters

Listing courtesy of High Desert Realty, LLC.

$1,775,000

This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

4 Beds ⋅ 3 Baths ⋅ 220229847 MLS

This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

18130 Wanona Road, Sisters

Listing courtesy of Realty First LLC.

$825,000

Perched above Whychus Canyon and Whychus Creek, this beautifully remodeled 2,075 sq ft home captures the best of the Central Oregon lifestyle! Just minutes from Sisters, this 2-bedroom, 2-bath home with spacious loft offers stunning canyon and mountain views. Vaulted cedar ceilings, warm log accents and expansive floor-to-ceiling windows bring the outdoors in. The inviting great room features a propane stove, built-in cabinetry, wet bar and new engineered hardwood flooring. Step outside to an expansive rear deck--perfect for entertaining, relaxing and taking in spectacular Central Oregon sunsets. Recent improvements include a newer roof, plus abundant storage beneath the home for all your Central Oregon gear. Conveniently located near Sisters Eagle Airport, this special property offers privacy, natural beauty and an incredible stetting you just have to experience! Home warranty included with sale.

2 Beds ⋅ 2 Baths ⋅ 220229425 MLS

Perched above Whychus Canyon and Whychus Creek, this beautifully remodeled 2,075 sq ft home captures the best of the Central Oregon lifestyle! Just minutes from Sisters, this 2-bedroom, 2-bath home with spacious loft offers stunning canyon and mountain views. Vaulted cedar ceilings, warm log accents and expansive floor-to-ceiling windows bring the outdoors in. The inviting great room features a propane stove, built-in cabinetry, wet bar and new engineered hardwood flooring. Step outside to an expansive rear deck--perfect for entertaining, relaxing and taking in spectacular Central Oregon sunsets. Recent improvements include a newer roof, plus abundant storage beneath the home for all your Central Oregon gear. Conveniently located near Sisters Eagle Airport, this special property offers privacy, natural beauty and an incredible stetting you just have to experience! Home warranty included with sale.

17555 Mountain View Road, Sisters

Listing courtesy of RE/MAX Key Properties.

$665,000

Picture evening light on the Cascades while you unwind on your private balcony overlooking Historic Pole Creek Ranch, a 345-acre ranch with unobstructed mountain views. Rare Pine Meadow Village condo with a view like this! Two balconies, one covered and one open, offer the perfect spots for morning coffee or a glass of wine at sunset. This beautifully updated 2bed/2bath upstairs condo is move-in ready. The kitchen features a new tile backsplash, gas range/oven, reclaimed wood beams & new dining light. The living room offers an updated gas fireplace with reclaimed wood mantel and beams, plus a new ceiling fan. The primary bedroom features matching reclaimed wood beams and a wall-mounted electric fireplace. Additional updates include new sliding closet doors, updated bathroom lighting, fresh paint & carpet in the stairwell & a full interior repaint in 2024. Pine Meadow Village offers a pool, hot tub, clubhouse, tennis courts, paver trails & water features in a Firewise community.

2 Beds ⋅ 2 Baths ⋅ 220229091 MLS

Picture evening light on the Cascades while you unwind on your private balcony overlooking Historic Pole Creek Ranch, a 345-acre ranch with unobstructed mountain views. Rare Pine Meadow Village condo with a view like this! Two balconies, one covered and one open, offer the perfect spots for morning coffee or a glass of wine at sunset. This beautifully updated 2bed/2bath upstairs condo is move-in ready. The kitchen features a new tile backsplash, gas range/oven, reclaimed wood beams & new dining light. The living room offers an updated gas fireplace with reclaimed wood mantel and beams, plus a new ceiling fan. The primary bedroom features matching reclaimed wood beams and a wall-mounted electric fireplace. Additional updates include new sliding closet doors, updated bathroom lighting, fresh paint & carpet in the stairwell & a full interior repaint in 2024. Pine Meadow Village offers a pool, hot tub, clubhouse, tennis courts, paver trails & water features in a Firewise community.

377 S Pine Meadow Street, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

$475,000

Set amont 12.25 private acres in Sisters, this rare homesite pairs mature Ponderosa pines and dramatic rock outcroppings with views of Black Butte and Mt. Jefferson. Included in the sale are plans by award-winning Ment Architecture for a striking 3-bedroom, 2.5 bath residence with an office and gym, thoughtfully designed to embrace the landscape. A rare opportunity to bring an exceptional architectural vision to life in Central Oregon.

220229077 MLS

Set amont 12.25 private acres in Sisters, this rare homesite pairs mature Ponderosa pines and dramatic rock outcroppings with views of Black Butte and Mt. Jefferson. Included in the sale are plans by award-winning Ment Architecture for a striking 3-bedroom, 2.5 bath residence with an office and gym, thoughtfully designed to embrace the landscape. A rare opportunity to bring an exceptional architectural vision to life in Central Oregon.

69800 Camp Polk Road, Sisters

Listing courtesy of The Agency Bend.

$750,000

Located just a few miles from downtown Sisters, in the well-established Indian Ford Meadows neighborhood, this 11-acre retreat offers a tranquil, spacious setting to enjoy all Central Oregon has to offer, including nearby community access directly into the Deschutes National Forest. The single-level home enjoys open views of the property in every direction - plus a covered front porch, vaulted ceilings in the kitchen and living room, and a wood stove. Separate single car garage (with carport) is oversized and extra deep - plus a large storage shed out back. There is plenty of room on the property if you decide you'd like to add on to the existing home - or the existing home could be modified to be an ADU if desired. 30-year roof installed in 2007, vinyl windows installed in 2005, exterior paint in 2020, septic tank serviced April '25. Nearby private airport (Sisters Eagle Airport) is only 1.4 miles from this home.

3 Beds ⋅ 1 Baths ⋅ 220228976 MLS

Located just a few miles from downtown Sisters, in the well-established Indian Ford Meadows neighborhood, this 11-acre retreat offers a tranquil, spacious setting to enjoy all Central Oregon has to offer, including nearby community access directly into the Deschutes National Forest. The single-level home enjoys open views of the property in every direction - plus a covered front porch, vaulted ceilings in the kitchen and living room, and a wood stove. Separate single car garage (with carport) is oversized and extra deep - plus a large storage shed out back. There is plenty of room on the property if you decide you'd like to add on to the existing home - or the existing home could be modified to be an ADU if desired. 30-year roof installed in 2007, vinyl windows installed in 2005, exterior paint in 2020, septic tank serviced April '25. Nearby private airport (Sisters Eagle Airport) is only 1.4 miles from this home.

69460 Crooked Horseshoe Road, Sisters

Listing courtesy of Harcourts The Garner Group Real Estate.

$1,650,000

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 room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

3 Beds ⋅ 3 Baths ⋅ 220228741 MLS

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 room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

16515 Wren Lane, Sisters

Listing courtesy of RE/MAX Key Properties.

$549,900

Recently updated home in the beautiful Sisters Area, offering stunning views and exceptional versatility. This 3 bedroom, 2 bath home features a brand new roof (2026) and numerous updates inside and out. Nestled in a highly desirable neighborhood surrounded by million-dollar homes, this property is ideal as a primary residence, vacation home or income-producing VRBO. The detached 25X36 garage/shop accommodates up to four cars and is perfect for projects, tinkering, artists or hobbyists. Situated on a private 1.31 acre lot, the property offers both space and serenity. A must see true hidden gem- move in ready!

3 Beds ⋅ 2 Baths ⋅ 220228722 MLS

Recently updated home in the beautiful Sisters Area, offering stunning views and exceptional versatility. This 3 bedroom, 2 bath home features a brand new roof (2026) and numerous updates inside and out. Nestled in a highly desirable neighborhood surrounded by million-dollar homes, this property is ideal as a primary residence, vacation home or income-producing VRBO. The detached 25X36 garage/shop accommodates up to four cars and is perfect for projects, tinkering, artists or hobbyists. Situated on a private 1.31 acre lot, the property offers both space and serenity. A must see true hidden gem- move in ready!

16896 Canyon Crest Drive, Sisters

Listing courtesy of Windermere Realty Trust.

$547,000

Welcome to this beautifully maintained, light and airy single-level home offering seamless comfort and low-maintenance living. The spacious greatroom features a cozy fireplace and flows directly into the dining area and open kitchen, complete with an island, pantry, quartz counters and stainless steel appliances. Positioned in its own private wing, the primary suite serves as an ultimate retreat with (2) large walk-in closets, double-vanity, private commode, and a tiled step-in shower. Outside, the fully fenced backyard features a covered patio, fire-pit, and hot tub that is ideal for relaxed mornings or evening entertaining. Prime location near Sisters schools, parks, and endless Central Oregon Recreational activities!

3 Beds ⋅ 2 Baths ⋅ 220228636 MLS

Welcome to this beautifully maintained, light and airy single-level home offering seamless comfort and low-maintenance living. The spacious greatroom features a cozy fireplace and flows directly into the dining area and open kitchen, complete with an island, pantry, quartz counters and stainless steel appliances. Positioned in its own private wing, the primary suite serves as an ultimate retreat with (2) large walk-in closets, double-vanity, private commode, and a tiled step-in shower. Outside, the fully fenced backyard features a covered patio, fire-pit, and hot tub that is ideal for relaxed mornings or evening entertaining. Prime location near Sisters schools, parks, and endless Central Oregon Recreational activities!

1822 W Kallberg Avenue, Sisters

Listing courtesy of John L Scott Bend.

$879,900

Contemporary Central Oregon living meets thoughtful Prairie design in this beautifully appointed 3-bedroom, 2.5-bath custom home in the highly sought-after ClearPine neighborhood. The main level offers an oversized and private primary suite and a dedicated office, while the upper level features two guest bedrooms, a full bath and a versatile bonus/loft area with mountain views. Energy-efficient construction, warm wood-wrapped window frames, a paver driveway and climate-controlled garage add distinctive character, comfort and functionality. Step outside to a beautifully xeriscaped backyard with established flower beds, creating an inviting, low-maintenance setting for outdoor living. Set within one of Sisters' most thoughtfully planned neighborhoods, enjoy parks, pathways and open spaces while being just minutes from downtown, trails, public lands, dining and the best of Central Oregon's outdoor lifestyle.

3 Beds ⋅ 3 Baths ⋅ 220228473 MLS

Contemporary Central Oregon living meets thoughtful Prairie design in this beautifully appointed 3-bedroom, 2.5-bath custom home in the highly sought-after ClearPine neighborhood. The main level offers an oversized and private primary suite and a dedicated office, while the upper level features two guest bedrooms, a full bath and a versatile bonus/loft area with mountain views. Energy-efficient construction, warm wood-wrapped window frames, a paver driveway and climate-controlled garage add distinctive character, comfort and functionality. Step outside to a beautifully xeriscaped backyard with established flower beds, creating an inviting, low-maintenance setting for outdoor living. Set within one of Sisters' most thoughtfully planned neighborhoods, enjoy parks, pathways and open spaces while being just minutes from downtown, trails, public lands, dining and the best of Central Oregon's outdoor lifestyle.

1030 N Bluebird Street, Sisters

Listing courtesy of eXp Realty, LLC.

$1,599,000

Stunning Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive leads to this amazing 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 spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & fully updated bath w/new cabinets, counters, tile shower & flooring. New laundry cabinets & sink. Oversized 2-car garage has epoxy floors, metal cabinets & a guest/multi-gen living/bonus room above w/private entry & new carpet. Ideal for equestrian lovers: full perimeter fencing & electric cross-fenced pastures connect to barn paddocks & 2 matted stalls, water/power, hay storage & tack room. Back deck overlooks a beautifully landscaped pond & fountain. Detached office/exercise studio features mountain views & a private sauna. Serene country living just 10 mins to Sisters & 30 mins to Bend! True privacy with convenient urban access.

3 Beds ⋅ 4 Baths ⋅ 220227675 MLS

Stunning Cascade Mountain views & 9.36 acres! Power gated entry & asphalt drive leads to this amazing 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 spa shower, soaking tub & walk-in closet. Upper-level w/2 bedrooms & fully updated bath w/new cabinets, counters, tile shower & flooring. New laundry cabinets & sink. Oversized 2-car garage has epoxy floors, metal cabinets & a guest/multi-gen living/bonus room above w/private entry & new carpet. Ideal for equestrian lovers: full perimeter fencing & electric cross-fenced pastures connect to barn paddocks & 2 matted stalls, water/power, hay storage & tack room. Back deck overlooks a beautifully landscaped pond & fountain. Detached office/exercise studio features mountain views & a private sauna. Serene country living just 10 mins to Sisters & 30 mins to Bend! True privacy with convenient urban access.

17660 Edmundson Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$1,395,000

Executive office space in the desirable Five Pines Development! Built in 2004, this 5,888 SF office building features 10 individual office spaces, a kitchenette, first-floor bathrooms, and private balconies overlooking the fenced backyard common area with paver patios. Both levels offer 9-foot ceilings. The flexible layout allows offices to be rented individually or occupied by a single business, and the property has successfully served both purposes. Currently occupied by a single company. The building is equipped with a sprinkler system and new HVAC systems. Enjoy the convenience of the Five Pines campus, with paths connecting to Five Pines Lodge, restaurants, moviehouse and athletic club, while downtown Sisters is just minutes away. A versatile commercial investment or owner-user opportunity in a highly desirable location.

220228167 MLS

Executive office space in the desirable Five Pines Development! Built in 2004, this 5,888 SF office building features 10 individual office spaces, a kitchenette, first-floor bathrooms, and private balconies overlooking the fenced backyard common area with paver patios. Both levels offer 9-foot ceilings. The flexible layout allows offices to be rented individually or occupied by a single business, and the property has successfully served both purposes. Currently occupied by a single company. The building is equipped with a sprinkler system and new HVAC systems. Enjoy the convenience of the Five Pines campus, with paths connecting to Five Pines Lodge, restaurants, moviehouse and athletic club, while downtown Sisters is just minutes away. A versatile commercial investment or owner-user opportunity in a highly desirable location.

750 S Buckaroo Trail, Sisters

Listing courtesy of Invest in Bend Real Estate.

$3,199,000

Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

3 Beds ⋅ 4 Baths ⋅ 220227904 MLS

Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

17771 Warrin Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$574,900

*VA assumable at 5.25%* Tucked into the heart of Central Oregon in the Tollgate Community sits this classic log home bordering Deschutes County National Forest. Open great room w/stone hearth surrounding a cozy wood burning stove, vaulted ceilings & an abundance of natural light. Open kitchen ftrs central island w/brkfst bar seating + addtnl eating area. Downstairs is a main level bedroom w/adjacent bath & upstairs you'll find an addtnl 2 bedrooms, w/one serving as a flex space as a den or home office. Off the back deck is a large groomed outdoor space, garden shed, privacy fence, & plenty of room for RV parking & all your toys. Residents of Tollgate enjoy a saltwater pool, tennis & pickleball courts, basketball courts, & miles of paved walking & biking paths. Snowmobile out your back door in the winter & access endless mountain biking on the nearby Peterson Ridge trail system come summer. Central Oregon lifestyle at its finest: skiing, hunting, world-class fly fishing & much more.

3 Beds ⋅ 2 Baths ⋅ 220227721 MLS

*VA assumable at 5.25%* Tucked into the heart of Central Oregon in the Tollgate Community sits this classic log home bordering Deschutes County National Forest. Open great room w/stone hearth surrounding a cozy wood burning stove, vaulted ceilings & an abundance of natural light. Open kitchen ftrs central island w/brkfst bar seating + addtnl eating area. Downstairs is a main level bedroom w/adjacent bath & upstairs you'll find an addtnl 2 bedrooms, w/one serving as a flex space as a den or home office. Off the back deck is a large groomed outdoor space, garden shed, privacy fence, & plenty of room for RV parking & all your toys. Residents of Tollgate enjoy a saltwater pool, tennis & pickleball courts, basketball courts, & miles of paved walking & biking paths. Snowmobile out your back door in the winter & access endless mountain biking on the nearby Peterson Ridge trail system come summer. Central Oregon lifestyle at its finest: skiing, hunting, world-class fly fishing & much more.

14842 Stagecoach, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$1,763,000

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 studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

3 Beds ⋅ 3 Baths ⋅ 220227351 MLS

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 studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

69877 California Trail, Sisters

Listing courtesy of Avenir Realty.

$675,000

Unparalleled CREEKFRONT property in downtown Sisters! Create your dream oasis on this rare, 1.31 acre build site with over 344 ft of Whychus Creek frontage. Revel in time on the creek or wander the peaceful, 57,000 sq. ft. spacious property, graced by mature ponderosas, rock outcroppings, and native grasses. Utilities located at the street with sought-after Elm St. driveway access. An ideal location across from the Peterson Ridge Trail system and easy access to downtown Sister's restaurants, galleries, schools and festivals. This one-of-a-kind opportunity is a treasure not to be missed!

220227153 MLS

Unparalleled CREEKFRONT property in downtown Sisters! Create your dream oasis on this rare, 1.31 acre build site with over 344 ft of Whychus Creek frontage. Revel in time on the creek or wander the peaceful, 57,000 sq. ft. spacious property, graced by mature ponderosas, rock outcroppings, and native grasses. Utilities located at the street with sought-after Elm St. driveway access. An ideal location across from the Peterson Ridge Trail system and easy access to downtown Sister's restaurants, galleries, schools and festivals. This one-of-a-kind opportunity is a treasure not to be missed!

751 S Elm Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$670,000

Beautiful 9.77-acre parcel just outside Sisters with sweeping Cascade Mountain views - an ideal canvas for your Central Oregon dream. Nearly 10 acre of privacy and open sky offer multiple building-site possibilities and plenty of room for a custom home, outbuildings, pasture, or recreational use. This property has no CC&R's or HOA, giving you total freedom to design and develop the way you want. Listing agent is related to the seller.

220226256 MLS

Beautiful 9.77-acre parcel just outside Sisters with sweeping Cascade Mountain views - an ideal canvas for your Central Oregon dream. Nearly 10 acre of privacy and open sky offer multiple building-site possibilities and plenty of room for a custom home, outbuildings, pasture, or recreational use. This property has no CC&R's or HOA, giving you total freedom to design and develop the way you want. Listing agent is related to the seller.

69310 Goodrich Road, Sisters

Listing courtesy of Coldwell Banker Bain.

$599,900

Nestled on 2.26 acres, this charming 2-bedroom, 1-bath home offers privacy, functionality, and room to enjoy the outdoors. The cozy living room features a wood stove, creating a warm and inviting gathering space, while the covered front porch is the perfect place to relax and take in the peaceful surroundings. The property includes an attached single-car garage, a covered carport/shed for additional vehicle or equipment storage, and a versatile 18' x 20' detached wood-framed studio with power and plumbing (not currently connected), offering excellent potential for guest quarters, a home office, or hobby space. An attached shed provides additional storage and/or covered parking for one vehicle. Additional features include a durable tile roof and plenty of open space on the 2.26-acre parcel for gardening, recreation, or simply enjoying the Central Oregon lifestyle.

2 Beds ⋅ 1 Baths ⋅ 220225706 MLS

Nestled on 2.26 acres, this charming 2-bedroom, 1-bath home offers privacy, functionality, and room to enjoy the outdoors. The cozy living room features a wood stove, creating a warm and inviting gathering space, while the covered front porch is the perfect place to relax and take in the peaceful surroundings. The property includes an attached single-car garage, a covered carport/shed for additional vehicle or equipment storage, and a versatile 18' x 20' detached wood-framed studio with power and plumbing (not currently connected), offering excellent potential for guest quarters, a home office, or hobby space. An attached shed provides additional storage and/or covered parking for one vehicle. Additional features include a durable tile roof and plenty of open space on the 2.26-acre parcel for gardening, recreation, or simply enjoying the Central Oregon lifestyle.

16664 Pine Tree Lane, Sisters

Listing courtesy of Stellar Realty Northwest.

$3,500,000

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

4 Beds ⋅ 5 Baths ⋅ 220225659 MLS

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$955,000

SELLER CONCESSION UP TO $10,000 for rate buy down or closing costs. Located in the Tollgate neighborhood two miles from the town of Sisters, with space and nature to roam. Situated on a .58 lot, this 2,419 sf home includes a living room, family room with wood fireplace, engineered wood flooring throughout, dining area and kitchen featuring granite counters, breakfast bar/island, soft-close cabinetry, and stainless appliances. New addition primary suite on the main floor with laundry room and mudroom to the outside patio and hot tub. 4bed/3bath, including the primary one the main. Other updates to take note of would be a new roof, siding, deck, garage doors, furnace, heat pump, and a zoned water control that allows you to turn off the water or receive a water leak alert from your phone. Natural low maintenance yard with fenced backyard and common area behind. Enjoy the amenities including a clubhouse, pool, tennis courts, playground, and trails. Make this your home for the holidays!

4 Beds ⋅ 3 Baths ⋅ 220225405 MLS

SELLER CONCESSION UP TO $10,000 for rate buy down or closing costs. Located in the Tollgate neighborhood two miles from the town of Sisters, with space and nature to roam. Situated on a .58 lot, this 2,419 sf home includes a living room, family room with wood fireplace, engineered wood flooring throughout, dining area and kitchen featuring granite counters, breakfast bar/island, soft-close cabinetry, and stainless appliances. New addition primary suite on the main floor with laundry room and mudroom to the outside patio and hot tub. 4bed/3bath, including the primary one the main. Other updates to take note of would be a new roof, siding, deck, garage doors, furnace, heat pump, and a zoned water control that allows you to turn off the water or receive a water leak alert from your phone. Natural low maintenance yard with fenced backyard and common area behind. Enjoy the amenities including a clubhouse, pool, tennis courts, playground, and trails. Make this your home for the holidays!

14907 Snafflebit, Sisters

Listing courtesy of Cascade Hasson SIR.

$779,000

Experience modern comfort and mountain-town living in this Sisters Woodlands Townhome. Thoughtfully designed with the primary suite and spacious kitchen on the main level, this two-story floorplan offers easy everyday living, while the upstairs provides room for guests, family or a home office. The covered upper deck with infrared patio heaters invite you to enjoy the beauty of Central Oregon year-round. Quality finishes include hardwood and tile flooring, quartz countertops, stainless Energy Star appliances, heated floors in the primary bathroom, and a cozy woodstove in the living room. Ideal as a full-time home or lock-and-leave retreat. Enjoy easy access to trails, parks, coffee shops, restaurants and all that Sisters has to offer. Solar & EV ready!

2 Beds ⋅ 3 Baths ⋅ 220225352 MLS

Experience modern comfort and mountain-town living in this Sisters Woodlands Townhome. Thoughtfully designed with the primary suite and spacious kitchen on the main level, this two-story floorplan offers easy everyday living, while the upstairs provides room for guests, family or a home office. The covered upper deck with infrared patio heaters invite you to enjoy the beauty of Central Oregon year-round. Quality finishes include hardwood and tile flooring, quartz countertops, stainless Energy Star appliances, heated floors in the primary bathroom, and a cozy woodstove in the living room. Ideal as a full-time home or lock-and-leave retreat. Enjoy easy access to trails, parks, coffee shops, restaurants and all that Sisters has to offer. Solar & EV ready!

544 W Sisters Park Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$425,000

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

3 Beds ⋅ 3 Baths ⋅ 220225003 MLS

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

820 N Hindeman Street, Sisters

Listing courtesy of Engel & Voelkers Bend.

$474,900

Prime corner lot min from the charm of downtown Sisters. Well maintained single-level home, turn-key, xeriscape landscaping & fire pit facing Black Butte -- all fully fenced. Open concept great room w/bamboo flooring, vaulted ceilings & a cozy corner pellet stove anchor the living space. Kitchen ftrs granite counters, ss appliances & is adjacent to a large eating area. Primary suite is complete w/en-suite bath & direct access to the exterior covered deck/sitting area. Guest bedroom w/access to separate full bath. Outside, gated RV/boat parking, shared double carport w/neighbor, locking storage area, & a thoughtfully designed xeriscape yard round out the property. No HOA adds further appeal. Located blocks from shops, galleries, restaurants, & Village Green City Park, this home puts the very best of Sisters at your doorstep. World-class outdoor recreation, from the Three Sisters Wilderness to Black Butte Ranch, is all just min away.

2 Beds ⋅ 2 Baths ⋅ 220222827 MLS

Prime corner lot min from the charm of downtown Sisters. Well maintained single-level home, turn-key, xeriscape landscaping & fire pit facing Black Butte -- all fully fenced. Open concept great room w/bamboo flooring, vaulted ceilings & a cozy corner pellet stove anchor the living space. Kitchen ftrs granite counters, ss appliances & is adjacent to a large eating area. Primary suite is complete w/en-suite bath & direct access to the exterior covered deck/sitting area. Guest bedroom w/access to separate full bath. Outside, gated RV/boat parking, shared double carport w/neighbor, locking storage area, & a thoughtfully designed xeriscape yard round out the property. No HOA adds further appeal. Located blocks from shops, galleries, restaurants, & Village Green City Park, this home puts the very best of Sisters at your doorstep. World-class outdoor recreation, from the Three Sisters Wilderness to Black Butte Ranch, is all just min away.

747 E Black Butte Avenue, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$925,000

Rare opportunity to own two adjoining parcels totaling 9.21 acres, featuring a charming cabin on one 4.65-acre parcel and a separate 4.56-acre buildable lot. The 680-foot well is ideally located near the shared property line, offering excellent potential to serve both parcels. Whether you're looking to build a second home, create a multi-generational retreat, or hold the additional parcel as an investment, the possibilities are exceptional. Panoramic View Estates is a desirable community of 5-acre homesites with gravel roads, but these two parcels enjoy the added convenience and value of frontage on FULLY PAVED ROADS.

1 Beds ⋅ 1 Baths ⋅ 220224629 MLS

Rare opportunity to own two adjoining parcels totaling 9.21 acres, featuring a charming cabin on one 4.65-acre parcel and a separate 4.56-acre buildable lot. The 680-foot well is ideally located near the shared property line, offering excellent potential to serve both parcels. Whether you're looking to build a second home, create a multi-generational retreat, or hold the additional parcel as an investment, the possibilities are exceptional. Panoramic View Estates is a desirable community of 5-acre homesites with gravel roads, but these two parcels enjoy the added convenience and value of frontage on FULLY PAVED ROADS.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$395,000

Beautiful 4.56-acre parcel in Panoramic View Estates, offering the rare advantage of PAVED ROADS on all sides, an exceptional feature in a neighborhood where most properties are accessed by gravel roads. The gently sloping terrain is accented by mature pine and juniper trees, providing a beautiful natural setting for your custom home. Enjoy the perfect balance of privacy and convenience, just minutes from Sisters with easy access to Bend, Redmond, and everything Central Oregon has to offer. If you're looking for a manageable acreage in an area of quality custom homes, this property is ready for your vision. Offering a rare opportunity to also purchase the adjoining 5± acre property with Cabin.

220224628 MLS

Beautiful 4.56-acre parcel in Panoramic View Estates, offering the rare advantage of PAVED ROADS on all sides, an exceptional feature in a neighborhood where most properties are accessed by gravel roads. The gently sloping terrain is accented by mature pine and juniper trees, providing a beautiful natural setting for your custom home. Enjoy the perfect balance of privacy and convenience, just minutes from Sisters with easy access to Bend, Redmond, and everything Central Oregon has to offer. If you're looking for a manageable acreage in an area of quality custom homes, this property is ready for your vision. Offering a rare opportunity to also purchase the adjoining 5± acre property with Cabin.

69265 Panoramic Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

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