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Set against the wide-open landscape of Sisters, this home offers 9.58 acres of privacy, flexibility, and opportunity. Backing to public lands, this property provides exceptional space for an equestrian facility, hobby farm, riding areas, or a private acreage retreat. A brand new roof adds peace of mind, while the location offers easy access to Central Oregon's trails, recreation, and the charming community of Sisters. A rare opportunity to create your ideal lifestyle in a private, scenic setting.

3 Beds ⋅ 3 Baths ⋅ 220229647 MLS

Set against the wide-open landscape of Sisters, this home offers 9.58 acres of privacy, flexibility, and opportunity. Backing to public lands, this property provides exceptional space for an equestrian facility, hobby farm, riding areas, or a private acreage retreat. A brand new roof adds peace of mind, while the location offers easy access to Central Oregon's trails, recreation, and the charming community of Sisters. A rare opportunity to create your ideal lifestyle in a private, scenic setting.

69173 Bay Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$685,000

Set on 1.12 wooded acres just 10 minutes from downtown Sisters, this 1,776 sq ft home offers a quiet setting with access from two public roads. The main level is centered around a dramatic vaulted great room with exposed beams, tongue-and-groove wood ceilings, large windows and a stone fireplace with wood stove insert. The kitchen carries a distinctive corrugated-metal design and opens naturally to the living and dining areas. Fresh interior paint and new carpet give the home a clean start, while the updated main-floor bath features tile flooring and a tiled tub surround. Downstairs, the spacious basement is finished in knotty pine T&G and includes a second stone fireplace with blower fan, making it ideal for a family room, game room or flex space. Three ductless mini-splits provide efficient comfort on both levels. Covered deck space, mature pines and a tucked-away feel round out this comfortable Sisters Country property.

2 Beds ⋅ 2 Baths ⋅ 220229623 MLS

Set on 1.12 wooded acres just 10 minutes from downtown Sisters, this 1,776 sq ft home offers a quiet setting with access from two public roads. The main level is centered around a dramatic vaulted great room with exposed beams, tongue-and-groove wood ceilings, large windows and a stone fireplace with wood stove insert. The kitchen carries a distinctive corrugated-metal design and opens naturally to the living and dining areas. Fresh interior paint and new carpet give the home a clean start, while the updated main-floor bath features tile flooring and a tiled tub surround. Downstairs, the spacious basement is finished in knotty pine T&G and includes a second stone fireplace with blower fan, making it ideal for a family room, game room or flex space. Three ductless mini-splits provide efficient comfort on both levels. Covered deck space, mature pines and a tucked-away feel round out this comfortable Sisters Country property.

16073 Lower Cattle Drive, Sisters

Listing courtesy of Central Oregon Realty Group.

$849,000

Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen featuring granite countertops flows seamlessly into the lodge style great room showcasing warm wood finishes and a beautiful, one-of-a-kind Scandinavian stainless steel wood burning fireplace. Downstairs offers a separate 1200 square foot additional living space which has its own private exterior entrance. It features 2 primary bedrooms each with their own bathroom, living room, separate laundry and kitchen area. A perfect mother-in-law, college student, traveling nurse opportunity or just more space for you. Located 1.5 miles from the highly rated Sisters schools and beautiful downtown Sisters, OR

4 Beds ⋅ 4 Baths ⋅ 220229610 MLS

Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen featuring granite countertops flows seamlessly into the lodge style great room showcasing warm wood finishes and a beautiful, one-of-a-kind Scandinavian stainless steel wood burning fireplace. Downstairs offers a separate 1200 square foot additional living space which has its own private exterior entrance. It features 2 primary bedrooms each with their own bathroom, living room, separate laundry and kitchen area. A perfect mother-in-law, college student, traveling nurse opportunity or just more space for you. Located 1.5 miles from the highly rated Sisters schools and beautiful downtown Sisters, OR

14590 Mountain View Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,995,000

Custom designed home to be built on one of the few Aspen Lakes properties with Cascade Mountain views. The owner of the property is a licensed contractor with permit ready plans. Opportunity exists for Buyer to choose finishes and modifications. Home features three en-suites on the first level of the home, office with private patio, open living floor plan, huge covered patio, 1936 sf garage with space for 5 vehicles, privately accessed upper living area with full bathroom, bedroom, office and bonus room. Property owners enjoy access to community clubhouse, exercise room, outdoor pool, hot tub, and tennis courts.

4 Beds ⋅ 5 Baths ⋅ 220229561 MLS

Custom designed home to be built on one of the few Aspen Lakes properties with Cascade Mountain views. The owner of the property is a licensed contractor with permit ready plans. Opportunity exists for Buyer to choose finishes and modifications. Home features three en-suites on the first level of the home, office with private patio, open living floor plan, huge covered patio, 1936 sf garage with space for 5 vehicles, privately accessed upper living area with full bathroom, bedroom, office and bonus room. Property owners enjoy access to community clubhouse, exercise room, outdoor pool, hot tub, and tennis courts.

16971 Lady Caroline Drive, Sisters

Listing courtesy of Kizziar Property Co..

$1,595,000

First time on the market! Nestled in prestigious Aspen Lakes, this custom-built home pairs breathtaking golf course and serene pond views with a thoughtfully designed layout. Main-level living is effortless here: the light-filled main floor features soaring vaulted ceilings, a dedicated office, a spacious laundry room, and an oversized 3-car garage. The open-concept kitchen flows seamlessly into the dining and great room areas, creating an inviting space for entertaining. The main level also hosts two complete bedroom suites, including a private primary retreat. Upstairs, a third ensuite bedroom and a versatile second living area offer ideal privacy for guests or extended family. Step outside to the covered paver patio--complete with a built-in BBQ--to enjoy outdoor dining with exceptional views. Conveniently located just steps from the community pool, fitness center, and pickleball/tennis courts, this beautiful home is ready for its next chapter.

3 Beds ⋅ 4 Baths ⋅ 220229530 MLS

First time on the market! Nestled in prestigious Aspen Lakes, this custom-built home pairs breathtaking golf course and serene pond views with a thoughtfully designed layout. Main-level living is effortless here: the light-filled main floor features soaring vaulted ceilings, a dedicated office, a spacious laundry room, and an oversized 3-car garage. The open-concept kitchen flows seamlessly into the dining and great room areas, creating an inviting space for entertaining. The main level also hosts two complete bedroom suites, including a private primary retreat. Upstairs, a third ensuite bedroom and a versatile second living area offer ideal privacy for guests or extended family. Step outside to the covered paver patio--complete with a built-in BBQ--to enjoy outdoor dining with exceptional views. Conveniently located just steps from the community pool, fitness center, and pickleball/tennis courts, this beautiful home is ready for its next chapter.

17111 Lady Caroline Drive, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$1,175,000

High-quality single-level home on small acreage with Cascade Mountain view and exceptional construction throughout, including 2x12 rafters, wide hallways and rat slab crawlspace. Vaulted great room features a floor-to-ceiling rock fireplace, cedar tongue-and-groove ceilings and abundant natural light. Quality wood-frame windows and solid wood doors throughout. Primary suite is nicely separated with high ceilings, walk-in closet, double vanity and tub/shower. Second en-suite is located at the opposite end of the home plus a third bedroom. The wood-floor kitchen has a center island, functional layout and good-sized pantry. Large laundry/mudroom plus separate sewing/hobby room with extensive storage. Huge rear deck with covered area. Oversized attached garage with extensive attic storage plus 1,080 SF detached finished and insulated garage/shop with 3 bays. Circular paved driveway and additional RV parking.

3 Beds ⋅ 2 Baths ⋅ 220229382 MLS

High-quality single-level home on small acreage with Cascade Mountain view and exceptional construction throughout, including 2x12 rafters, wide hallways and rat slab crawlspace. Vaulted great room features a floor-to-ceiling rock fireplace, cedar tongue-and-groove ceilings and abundant natural light. Quality wood-frame windows and solid wood doors throughout. Primary suite is nicely separated with high ceilings, walk-in closet, double vanity and tub/shower. Second en-suite is located at the opposite end of the home plus a third bedroom. The wood-floor kitchen has a center island, functional layout and good-sized pantry. Large laundry/mudroom plus separate sewing/hobby room with extensive storage. Huge rear deck with covered area. Oversized attached garage with extensive attic storage plus 1,080 SF detached finished and insulated garage/shop with 3 bays. Circular paved driveway and additional RV parking.

16010 Old Juniper Road, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$679,000

This one checks all your boxes- and then some! Turn-key, single-level living bordering Deschutes National Forest, with RV parking/hookups, spacious floor plan, and easy access to everything Sisters has to offer. This 1,800 SqFt home features 3 beds and 2 full baths, including a generous primary suite with soaking tub, double vanity, and walk-in closet. The well-appointed kitchen offers a large center island with breakfast bar, dedicated coffee station, walk-in pantry, and plenty of cabinet and counter space. Out back, a private patio faces the National Forest, creating a peaceful backdrop with trails and outdoor recreation close at hand. Gated RV parking alongside the home includes 30 AMP power and a clean-out. Epoxy floors finish the attached 2-car garage, with room for cars, gear, and more. HOA-maintained landscaping means less time on yard work and more time enjoying the outdoors! All of this, with convenient access to downtown Sisters shopping, dining, events, and amenities.

3 Beds ⋅ 2 Baths ⋅ 220229111 MLS

This one checks all your boxes- and then some! Turn-key, single-level living bordering Deschutes National Forest, with RV parking/hookups, spacious floor plan, and easy access to everything Sisters has to offer. This 1,800 SqFt home features 3 beds and 2 full baths, including a generous primary suite with soaking tub, double vanity, and walk-in closet. The well-appointed kitchen offers a large center island with breakfast bar, dedicated coffee station, walk-in pantry, and plenty of cabinet and counter space. Out back, a private patio faces the National Forest, creating a peaceful backdrop with trails and outdoor recreation close at hand. Gated RV parking alongside the home includes 30 AMP power and a clean-out. Epoxy floors finish the attached 2-car garage, with room for cars, gear, and more. HOA-maintained landscaping means less time on yard work and more time enjoying the outdoors! All of this, with convenient access to downtown Sisters shopping, dining, events, and amenities.

1624 W Williamson Avenue, Sisters

Listing courtesy of Avenir 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.

$895,000

Welcome to this beautifully situated end-unit condo in desirable Pine Meadow Village in Sisters, Oregon! Just a short walk or bike ride to downtown, this spacious 3-bedroom, 2.5-bath home offers an ideal blend of comfort, convenience, and recreation. Located directly across from the Pine Meadow clubhouse, pool, and hot tub, it also enjoys Creekside walking paths right outside the front and back doors. Inside, you'll find a large kitchen with granite and tile countertops, stainless steel appliances, a generous living room with propane fireplace, and dining area. The deck and balcony provide inviting spaces to relax and enjoy the serene surroundings. Offered turnkey and fully furnished, this property is ready as a primary residence, vacation home, or short-term rental. Average around $50,000 in gross rental revenue, not including the weeks enjoyed by the owners. Don't miss this exceptional Sisters home!

3 Beds ⋅ 3 Baths ⋅ 220229040 MLS

Welcome to this beautifully situated end-unit condo in desirable Pine Meadow Village in Sisters, Oregon! Just a short walk or bike ride to downtown, this spacious 3-bedroom, 2.5-bath home offers an ideal blend of comfort, convenience, and recreation. Located directly across from the Pine Meadow clubhouse, pool, and hot tub, it also enjoys Creekside walking paths right outside the front and back doors. Inside, you'll find a large kitchen with granite and tile countertops, stainless steel appliances, a generous living room with propane fireplace, and dining area. The deck and balcony provide inviting spaces to relax and enjoy the serene surroundings. Offered turnkey and fully furnished, this property is ready as a primary residence, vacation home, or short-term rental. Average around $50,000 in gross rental revenue, not including the weeks enjoyed by the owners. Don't miss this exceptional Sisters home!

637 W Jefferson Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$425,000

Amazing Opportunity to build your dream home! In the highly desirable Junipine Acres, this is a unique chance! Almost 5 acres, with the rest of the community already built, you get to put your personal touches on anything you build!

220229013 MLS

Amazing Opportunity to build your dream home! In the highly desirable Junipine Acres, this is a unique chance! Almost 5 acres, with the rest of the community already built, you get to put your personal touches on anything you build!

16541 Wren Lane, Sisters

Listing courtesy of Avenir Realty.

$899,900

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.

$399,000

Enjoy easy, low-maintenance living in The Pines, a gated 55+ community conveniently located near downtown Sisters, Oregon. This turnkey, single-level, 1,222 sq ft home offers 2 beds + office and 2 full baths on a 0.09-acre lot. Remodeled with a new roof in 2026, a heat pump in 2021, and fresh exterior paint in 2022. Quality finishes include custom-built solid wood kitchen and bathroom cabinetry, quartz countertops, stainless steel appliances, and a vaulted ceiling that adds to the bright, open feel. The primary suite features a private bath with a walk-in shower. An enclosed front porch adds flexible living space, while the private backyard and patio extend the home outdoors. The attached 2-car garage has room for gear and storage. HOA-maintained lawn makes this an easy-care option, giving you more time to enjoy everything Central Oregon has to offer! Minutes from Downtown Sisters shops, restaurants, National Forest trails, Hoodoo Ski Resort, Camp Sherman, local events, and more!

2 Beds ⋅ 2 Baths ⋅ 220228910 MLS

Enjoy easy, low-maintenance living in The Pines, a gated 55+ community conveniently located near downtown Sisters, Oregon. This turnkey, single-level, 1,222 sq ft home offers 2 beds + office and 2 full baths on a 0.09-acre lot. Remodeled with a new roof in 2026, a heat pump in 2021, and fresh exterior paint in 2022. Quality finishes include custom-built solid wood kitchen and bathroom cabinetry, quartz countertops, stainless steel appliances, and a vaulted ceiling that adds to the bright, open feel. The primary suite features a private bath with a walk-in shower. An enclosed front porch adds flexible living space, while the private backyard and patio extend the home outdoors. The attached 2-car garage has room for gear and storage. HOA-maintained lawn makes this an easy-care option, giving you more time to enjoy everything Central Oregon has to offer! Minutes from Downtown Sisters shops, restaurants, National Forest trails, Hoodoo Ski Resort, Camp Sherman, local events, and more!

148 N Wheeler Loop, Sisters

Listing courtesy of Avenir Realty.

$895,000

Tucked into Sisters' sought-after Coyote Springs neighborhood, this 3-bed, 2.5-bath home is full of charm from the moment you step onto the wraparound front porch. Vaulted ceilings and hardwood floors give the living room an open, airy feel, anchored by a cozy stone fireplace. The kitchen features quartz counters and generous cabinet space. The primary suite sits on the main level for easy living, while upstairs offers two good-sized bedrooms, a full bath, and a spacious bonus room over the garage, perfect for a home office, playroom, or media space. A new furnace and hot water heater are already in place. Unwind on the back deck, then walk to town, the athletic club, Three Creeks Brewing, Sisters Movie House, and the Peterson Ridge Trail system for hiking and mountain biking right out your door. Move-in ready and full of character in one of Sisters' most walkable neighborhoods.

3 Beds ⋅ 3 Baths ⋅ 220228837 MLS

Tucked into Sisters' sought-after Coyote Springs neighborhood, this 3-bed, 2.5-bath home is full of charm from the moment you step onto the wraparound front porch. Vaulted ceilings and hardwood floors give the living room an open, airy feel, anchored by a cozy stone fireplace. The kitchen features quartz counters and generous cabinet space. The primary suite sits on the main level for easy living, while upstairs offers two good-sized bedrooms, a full bath, and a spacious bonus room over the garage, perfect for a home office, playroom, or media space. A new furnace and hot water heater are already in place. Unwind on the back deck, then walk to town, the athletic club, Three Creeks Brewing, Sisters Movie House, and the Peterson Ridge Trail system for hiking and mountain biking right out your door. Move-in ready and full of character in one of Sisters' most walkable neighborhoods.

814 E Coyote Springs Road, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

$745,000

Welcome to this absolutely beautiful townhome, thoughtfully renovated from top to bottom with exceptional attention to detail and quality craftsmanship throughout. From the moment you step inside, you'll appreciate the spacious living room, beautifully updated kitchen, and inviting open floor plan designed for both everyday living and entertaining. Large windows fill the home with natural light, creating a bright and welcoming atmosphere. The thoughtfully designed floor plan flows seamlessly throughout, featuring one bedroom on the main level and two additional bedrooms upstairs. Located in a highly desirable area of town, these townhomes rarely become available, making this a special opportunity. The property also features an oversized two-car garage, providing plenty of room for vehicles, storage, and more. With extensive updates throughout, this stunning townhome is truly move-in ready and waiting for its new owner. Come see all that this beautifully renovated home has to offer!

3 Beds ⋅ 3 Baths ⋅ 220228742 MLS

Welcome to this absolutely beautiful townhome, thoughtfully renovated from top to bottom with exceptional attention to detail and quality craftsmanship throughout. From the moment you step inside, you'll appreciate the spacious living room, beautifully updated kitchen, and inviting open floor plan designed for both everyday living and entertaining. Large windows fill the home with natural light, creating a bright and welcoming atmosphere. The thoughtfully designed floor plan flows seamlessly throughout, featuring one bedroom on the main level and two additional bedrooms upstairs. Located in a highly desirable area of town, these townhomes rarely become available, making this a special opportunity. The property also features an oversized two-car garage, providing plenty of room for vehicles, storage, and more. With extensive updates throughout, this stunning townhome is truly move-in ready and waiting for its new owner. Come see all that this beautifully renovated home has to offer!

671 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$1,200,000

High-quality 4,725 SF industrial building located at 188 W Sisters Park Dr. in Sisters Industrial Park. Built in 2019 on a 0.78-acre lot, the property is zoned Light Industrial (LI) and includes approximately 0.40 acres of excess secure yard space with ample onsite parking. The office area features a reception and waiting area, two private offices, a breakroom and two restrooms. Industrial improvements include six roll-up doors, consisting of two 14 ft. doors and four 12 ft. doors, a 24 ft. 7 in. peak ceiling height and three-phase 600-amp electrical service. The property offers prominent frontage and visibility along West Sisters Park Drive and is located less than 1/2 mile from Highway 20. The building is turnkey for an automotive-related user, with buyers advised to independently confirm zoning with the City of Sisters. Business assets are available separately through the listing broker.

220228492 MLS

High-quality 4,725 SF industrial building located at 188 W Sisters Park Dr. in Sisters Industrial Park. Built in 2019 on a 0.78-acre lot, the property is zoned Light Industrial (LI) and includes approximately 0.40 acres of excess secure yard space with ample onsite parking. The office area features a reception and waiting area, two private offices, a breakroom and two restrooms. Industrial improvements include six roll-up doors, consisting of two 14 ft. doors and four 12 ft. doors, a 24 ft. 7 in. peak ceiling height and three-phase 600-amp electrical service. The property offers prominent frontage and visibility along West Sisters Park Drive and is located less than 1/2 mile from Highway 20. The building is turnkey for an automotive-related user, with buyers advised to independently confirm zoning with the City of Sisters. Business assets are available separately through the listing broker.

188 W Sisters Park Drive, Sisters

Listing courtesy of Compass Commercial Real Estate.

$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.

$1,499,950

One-of-a-kind property with one of the best views in all of Central Oregon! Featuring 25 acres of irrigation water rights plus a 1-acre homesite, this exceptional setting offers endless possibilities: use the property as a canvas to build your forever home, enjoy the well-maintained manufactured home, explore short-term rental potential, etc. No HOA or CC&Rs! Located in the ''Golden Triangle'' with easy access to Sisters, Bend, and Redmond (~7 minutes to downtown Sisters, ~15 minutes to Bend, ~17 minutes to Redmond). An ideal home base for enjoying all that Central Oregon has to offer. The manufactured home features a roomy kitchen, dining area, and great room, plus 5 bedrooms and 3 full bathrooms, with breathtaking mountain views throughout the interior. Schedule a showing to experience the views and possibilities in person!

5 Beds ⋅ 3 Baths ⋅ 220228374 MLS

One-of-a-kind property with one of the best views in all of Central Oregon! Featuring 25 acres of irrigation water rights plus a 1-acre homesite, this exceptional setting offers endless possibilities: use the property as a canvas to build your forever home, enjoy the well-maintained manufactured home, explore short-term rental potential, etc. No HOA or CC&Rs! Located in the ''Golden Triangle'' with easy access to Sisters, Bend, and Redmond (~7 minutes to downtown Sisters, ~15 minutes to Bend, ~17 minutes to Redmond). An ideal home base for enjoying all that Central Oregon has to offer. The manufactured home features a roomy kitchen, dining area, and great room, plus 5 bedrooms and 3 full bathrooms, with breathtaking mountain views throughout the interior. Schedule a showing to experience the views and possibilities in person!

67665 Cloverdale Road, Sisters

Listing courtesy of eXp Realty, LLC.

$1,599,000

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

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

$2,195,000

A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

6 Beds ⋅ 6 Baths ⋅ 220228180 MLS

A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

17031 Wilt Road, Sisters

Listing courtesy of OHT.

$1,399,000

Beautiful Sisters retreat situated on 2.82 acres with stunning mountain and territorial views. This 4-bedroom, 2.5-bath home offers approximately 2,865 sq. ft. of living space with an open, inviting floor plan and abundant natural light. Spacious living and entertaining areas, a well-appointed kitchen, generous bedrooms, and an attached 2-car garage complement the peaceful Central Oregon setting. Enjoy privacy and tranquility while remaining conveniently located near downtown Sisters and everything Central Oregon has to offer. All furniture currently in the home is included in the sale, making this a truly turnkey opportunity for a primary residence, second home, or Central Oregon retreat.

4 Beds ⋅ 3 Baths ⋅ 220228178 MLS

Beautiful Sisters retreat situated on 2.82 acres with stunning mountain and territorial views. This 4-bedroom, 2.5-bath home offers approximately 2,865 sq. ft. of living space with an open, inviting floor plan and abundant natural light. Spacious living and entertaining areas, a well-appointed kitchen, generous bedrooms, and an attached 2-car garage complement the peaceful Central Oregon setting. Enjoy privacy and tranquility while remaining conveniently located near downtown Sisters and everything Central Oregon has to offer. All furniture currently in the home is included in the sale, making this a truly turnkey opportunity for a primary residence, second home, or Central Oregon retreat.

17665 Mountain View Road, Sisters

Listing courtesy of Realty Net of Central Oregon.

$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.

$950,000

Enjoy peaceful mountain living on this beautiful property featuring just over 1 acre surrounded by spacious acreage lots. This charming 1,400-square-foot home offers 3 bedrooms and 2 bathrooms, providing a comfortable layout with plenty of room to relax and enjoy the stunning mountain views. The private, open setting offers space to spread out while maintaining a welcoming neighborhood feel. A wonderful opportunity for anyone looking for quiet country living, scenic surroundings, and enough room to enjoy the outdoors but not so much you can't go recreate.

3 Beds ⋅ 2 Baths ⋅ 220228152 MLS

Enjoy peaceful mountain living on this beautiful property featuring just over 1 acre surrounded by spacious acreage lots. This charming 1,400-square-foot home offers 3 bedrooms and 2 bathrooms, providing a comfortable layout with plenty of room to relax and enjoy the stunning mountain views. The private, open setting offers space to spread out while maintaining a welcoming neighborhood feel. A wonderful opportunity for anyone looking for quiet country living, scenic surroundings, and enough room to enjoy the outdoors but not so much you can't go recreate.

68912 Holmes Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$585,000

Welcome to 642 N Willitts Street in beautiful Sisters! This clean, non-smoking home offers 3 bedrooms, 2.5 baths, plus a downstairs office with a closet that could serve as a 4th bedroom, guest room, or flex space. Enjoy a low-maintenance fully cemented backyard with a cedar chip area, plus double-gated RV parking with room for a small RV, boat, trailer, or other Central Oregon toys. Located in a friendly neighborhood with nearby walking trails and the convenience of walking into downtown Sisters for dining, shopping, coffee, and local events. Enjoy easy access to everything Central Oregon is known for--hiking, biking, fishing, boating, skiing, golfing, lakes, and mountains. Flexible living space, RV/boat parking, low-maintenance outdoor space, and a great Sisters location make this home one you won't want to miss! Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 220228043 MLS

Welcome to 642 N Willitts Street in beautiful Sisters! This clean, non-smoking home offers 3 bedrooms, 2.5 baths, plus a downstairs office with a closet that could serve as a 4th bedroom, guest room, or flex space. Enjoy a low-maintenance fully cemented backyard with a cedar chip area, plus double-gated RV parking with room for a small RV, boat, trailer, or other Central Oregon toys. Located in a friendly neighborhood with nearby walking trails and the convenience of walking into downtown Sisters for dining, shopping, coffee, and local events. Enjoy easy access to everything Central Oregon is known for--hiking, biking, fishing, boating, skiing, golfing, lakes, and mountains. Flexible living space, RV/boat parking, low-maintenance outdoor space, and a great Sisters location make this home one you won't want to miss! Schedule your private showing today.

642 N Willitts Street, Sisters

Listing courtesy of Realty One Group Willamette Valley.

$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.

$799,900

ESTIMATED COMPLETION NOVEMBER 2026! Brand-new construction in the highly sought-after Grand Peaks neighborhood. This beautifully designed 1,715 sq. ft. home features 3 bedrooms, 2 baths, many custom finishes, and a vaulted great room with an oversized gas fireplace. Custom kitchen with walk-in pantry, large island, KitchenAid gas range, microwave, and dishwasher. Spacious primary suite, covered patio, and full landscaping with underground sprinklers. Located near parks, pickleball courts, trails, shopping, and restaurants, with convenient walking access to downtown Sisters. Experience the comfort and convenience of a brand new home while embracing the exceptional Central Oregon lifestyle that Sisters has to offer. Agent is related to the seller and is a licensed real estate broker in Oregon.

3 Beds ⋅ 2 Baths ⋅ 220227967 MLS

ESTIMATED COMPLETION NOVEMBER 2026! Brand-new construction in the highly sought-after Grand Peaks neighborhood. This beautifully designed 1,715 sq. ft. home features 3 bedrooms, 2 baths, many custom finishes, and a vaulted great room with an oversized gas fireplace. Custom kitchen with walk-in pantry, large island, KitchenAid gas range, microwave, and dishwasher. Spacious primary suite, covered patio, and full landscaping with underground sprinklers. Located near parks, pickleball courts, trails, shopping, and restaurants, with convenient walking access to downtown Sisters. Experience the comfort and convenience of a brand new home while embracing the exceptional Central Oregon lifestyle that Sisters has to offer. Agent is related to the seller and is a licensed real estate broker in Oregon.

351 E Diamond Peak Avenue, Sisters

Listing courtesy of Coldwell Banker Bain.