Livinginredmond.com Search Results

$625,000

Set on a full acre corner lot, this single-level ranch blends space, comfort, and thoughtful updates in a way that just feels right. Vaulted ceilings and abundant natural light create an open, inviting atmosphere, while a cozy pellet stove adds warmth and character to the main living space. Recent improvements throughout the home make it truly move-in ready, including new interior paint and updated flooring (2022), a newer roof (2020), updated lighting and fans, new refrigerator and kitchen faucet. Both bathrooms have been beautifully updated with new vanities, countertops, sinks, faucets, backsplash, and the secondary bathroom features a new shower. The spacious primary suite offers a walk-in closet, while the oversized laundry room doubles as a functional mudroom with a window and utility sink. Outside offers a covered rear porch, fenced yard, with lots of privacy and room to breathe. A circular gravel driveway and attached triple-car garage and two RV hookups with power and water!

3 Beds ⋅ 2 Baths ⋅ 220220716 MLS

Set on a full acre corner lot, this single-level ranch blends space, comfort, and thoughtful updates in a way that just feels right. Vaulted ceilings and abundant natural light create an open, inviting atmosphere, while a cozy pellet stove adds warmth and character to the main living space. Recent improvements throughout the home make it truly move-in ready, including new interior paint and updated flooring (2022), a newer roof (2020), updated lighting and fans, new refrigerator and kitchen faucet. Both bathrooms have been beautifully updated with new vanities, countertops, sinks, faucets, backsplash, and the secondary bathroom features a new shower. The spacious primary suite offers a walk-in closet, while the oversized laundry room doubles as a functional mudroom with a window and utility sink. Outside offers a covered rear porch, fenced yard, with lots of privacy and room to breathe. A circular gravel driveway and attached triple-car garage and two RV hookups with power and water!

14485 Mountain View Loop, Sisters

Listing courtesy of Ninebark Real Estate.

$430,000

Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at Hoodoo, only 30 minutes away. This adorable unit has been updated including new tiled showers, vanities and flooring in both bathrooms with the primary offering heated flooring. A ceiling fan and can lighting was added to the great room. Kitchen is open with a breakfast bar and additional storage over the washer and dryer. Additional features include a large pantry, double paned vinyl windows, additional blown in insulation in ceiling, assigned carport parking, lock out option for a single bedroom/bath, and the community amenities including a pool and clubhouse.

2 Beds ⋅ 2 Baths ⋅ 220220563 MLS

Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at Hoodoo, only 30 minutes away. This adorable unit has been updated including new tiled showers, vanities and flooring in both bathrooms with the primary offering heated flooring. A ceiling fan and can lighting was added to the great room. Kitchen is open with a breakfast bar and additional storage over the washer and dryer. Additional features include a large pantry, double paned vinyl windows, additional blown in insulation in ceiling, assigned carport parking, lock out option for a single bedroom/bath, and the community amenities including a pool and clubhouse.

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$660,000

Relaxed luxury abounds in this modern mountain cottage in Clearpine. Featured on the 2020 COBA Tour of Homes and Earth Advantage Platinum certified, this home offers high-end design and sustainable, low-maintenance living. Light-filled with vaulted ceilings and an open floor plan, it creates a bright, airy feel ideal for living and entertaining. Finishes include Silestone quartz countertops, a Blanco farmhouse sink, custom soft-close cabinetry, and Bosch black stainless appliances. A dry bar with a wine fridge extends the entertaining footprint. The primary suite features a heated tile floor and full custom tile shower. EV charger installed. Prewired for solar. Ductless HVAC. Tankless water heater. Heated two-car garage. Spacious laundry and mudroom with built-in storage. Xeriscaped lot with HOA-covered drip irrigation. Two blocks from National Forest trails, less than a mile to downtown Sisters, refined mountain living at its best, built to COBA Tour of Homes standards.

2 Beds ⋅ 2 Baths ⋅ 220220345 MLS

Relaxed luxury abounds in this modern mountain cottage in Clearpine. Featured on the 2020 COBA Tour of Homes and Earth Advantage Platinum certified, this home offers high-end design and sustainable, low-maintenance living. Light-filled with vaulted ceilings and an open floor plan, it creates a bright, airy feel ideal for living and entertaining. Finishes include Silestone quartz countertops, a Blanco farmhouse sink, custom soft-close cabinetry, and Bosch black stainless appliances. A dry bar with a wine fridge extends the entertaining footprint. The primary suite features a heated tile floor and full custom tile shower. EV charger installed. Prewired for solar. Ductless HVAC. Tankless water heater. Heated two-car garage. Spacious laundry and mudroom with built-in storage. Xeriscaped lot with HOA-covered drip irrigation. Two blocks from National Forest trails, less than a mile to downtown Sisters, refined mountain living at its best, built to COBA Tour of Homes standards.

152 W Clearpine Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,699,000

Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

3 Beds ⋅ 6 Baths ⋅ 220220342 MLS

Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

16921 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$395,000

Let's be honest. $750 HOA dues are a bit intimidating. In reality, it's a great deal - hear me out. Those dues cover the pool, hot tub, sauna, clubhouse and upkeep of all these perks, the landscaping, the roof, the siding, and here's the Big One - structural fire insurance!! Also included are water, sewer, garbage service, and snow removal. There is nowhere else you could all of that for anywhere near $750 a month. Whether you are seeking ease or logic, this condo is your answer either way! Two primary suites (one w/separate exterior entrance for added flexibility), new flooring and interior paint throughout. Picture yourself retiring to the covered deck to unwind after a day of Central Oregon adventures - summer or winter! Ideally located near Sisters Athletic Club, Five Pines campus, Sisters Movie House, and Three Creeks Brewery. 3 minutes to charming downtown Sisters and all of it's festivities, 30 minutes to Bend or Redmond. Long term (30 day+) rentals allowed.

2 Beds ⋅ 2 Baths ⋅ 220220297 MLS

Let's be honest. $750 HOA dues are a bit intimidating. In reality, it's a great deal - hear me out. Those dues cover the pool, hot tub, sauna, clubhouse and upkeep of all these perks, the landscaping, the roof, the siding, and here's the Big One - structural fire insurance!! Also included are water, sewer, garbage service, and snow removal. There is nowhere else you could all of that for anywhere near $750 a month. Whether you are seeking ease or logic, this condo is your answer either way! Two primary suites (one w/separate exterior entrance for added flexibility), new flooring and interior paint throughout. Picture yourself retiring to the covered deck to unwind after a day of Central Oregon adventures - summer or winter! Ideally located near Sisters Athletic Club, Five Pines campus, Sisters Movie House, and Three Creeks Brewery. 3 minutes to charming downtown Sisters and all of it's festivities, 30 minutes to Bend or Redmond. Long term (30 day+) rentals allowed.

821 E Desperado Trail UNIT 201 Unit UNIT 201, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,395,000

Experience refined living in this one-owner Johannesen custom home, nestled on a private 1.25-acre lot within the gated Aspen Lakes golf community. This versatile single-level estate features a chef's kitchen equipped with dual Fisher Paykel dishwashers, a warming drawer, & instant hot water. Unwind in the great room by the wood-burning fireplace or retreat to the primary suite, which offers dual walk-in closets, separate vanities, & a jetted tub. The home is designed for flexibility, offering a dedicated office, an upstairs bonus room with a King Murphy bed, & a 39x20 flex room ideal for a studio or suite. For those who value utility, the property includes a heated 1,000 sq. ft. garage with custom cabinets, a workbench, & a golf cart bay. Outside, enjoy an expansive mahogany deck & an oversized Sundance hot tub amidst lush landscaping. Modern comforts include a Vyanet security system, central vacuum, & dual HVAC. This is a rare opportunity for elegant, effortless living in Sisters!

4 Beds ⋅ 5 Baths ⋅ 220219628 MLS

Experience refined living in this one-owner Johannesen custom home, nestled on a private 1.25-acre lot within the gated Aspen Lakes golf community. This versatile single-level estate features a chef's kitchen equipped with dual Fisher Paykel dishwashers, a warming drawer, & instant hot water. Unwind in the great room by the wood-burning fireplace or retreat to the primary suite, which offers dual walk-in closets, separate vanities, & a jetted tub. The home is designed for flexibility, offering a dedicated office, an upstairs bonus room with a King Murphy bed, & a 39x20 flex room ideal for a studio or suite. For those who value utility, the property includes a heated 1,000 sq. ft. garage with custom cabinets, a workbench, & a golf cart bay. Outside, enjoy an expansive mahogany deck & an oversized Sundance hot tub amidst lush landscaping. Modern comforts include a Vyanet security system, central vacuum, & dual HVAC. This is a rare opportunity for elegant, effortless living in Sisters!

16923 Royal Coachman Drive, Sisters

Listing courtesy of Ponderosa Properties.

$239,000

Lot 2-Dreaming of creating your home within close walking distance to downtown Sisters and steps from the Peterson Ridge Trail system? Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Walk/bike to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment, without HOA fees. Please see map for additional parcels that can be made available. In addition to a home, an Accessory Dwelling Unit is also an approved use as per the city.

220219492 MLS

Lot 2-Dreaming of creating your home within close walking distance to downtown Sisters and steps from the Peterson Ridge Trail system? Level, ready to build property with water and sewer at the street. The parklike setting, graced by mature ponderosas is adjacent to Whychus Creek. Walk/bike to schools, galleries, restaurants, etc. Create your dream life in Sisters. CC&R's protect your investment, without HOA fees. Please see map for additional parcels that can be made available. In addition to a home, an Accessory Dwelling Unit is also an approved use as per the city.

157 W Black Crater Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$550,000

New price and exceptional value in Sisters! Directly across from the neighborhood park and less than a mile to downtown Sisters, this home offers easy access to shops, dining, trails, and community events. Inside, the great room layout features vaulted ceilings, abundant natural light, a cozy fireplace, and great separation of bedrooms. The kitchen is designed for everyday living and entertaining with stainless steel appliances, quartz countertops, rich cabinetry, & a large island that flows into the dining and living areas. The spacious primary suite includes a double vanity, walk-in shower, & two walk-in closets. Additional bedrooms offer flexibility for guests, hobbies, or a home office. The fenced backyard features low-maintenance landscaping and quiet space to relax. From the street, enjoy peekaboo mountain views. Fresh interior paint and a new price make this one of the best values in the neighborhood!

3 Beds ⋅ 2 Baths ⋅ 220219315 MLS

New price and exceptional value in Sisters! Directly across from the neighborhood park and less than a mile to downtown Sisters, this home offers easy access to shops, dining, trails, and community events. Inside, the great room layout features vaulted ceilings, abundant natural light, a cozy fireplace, and great separation of bedrooms. The kitchen is designed for everyday living and entertaining with stainless steel appliances, quartz countertops, rich cabinetry, & a large island that flows into the dining and living areas. The spacious primary suite includes a double vanity, walk-in shower, & two walk-in closets. Additional bedrooms offer flexibility for guests, hobbies, or a home office. The fenced backyard features low-maintenance landscaping and quiet space to relax. From the street, enjoy peekaboo mountain views. Fresh interior paint and a new price make this one of the best values in the neighborhood!

680 McKinney Ranch Road, Sisters

Listing courtesy of Fathom Realty Oregon, LLC.

$515,000

If you've been dreaming of a getaway ''cabin in the woods'', your dream awaits in Sisters, OR. Private .65 acre setting offering quiet serenity. Relax on huge back deck where you're hidden from the world except for birds & wildlife. After your respite, cozy up to the woodburning fire or enjoy Tollgate community amenities: saltwater swim pool, pickleball/tennis, hiking/biking path easily accessible to US forest land yet oh-so-convenient to town. Lightly used as a second home. Could sleep 6 with two queens plus trundle - furnished! Includes newer GE stacked washer/dryer. Second deck off upstairs bedroom. Don't delay, call today!

2 Beds ⋅ 1 Baths ⋅ 220219264 MLS

If you've been dreaming of a getaway ''cabin in the woods'', your dream awaits in Sisters, OR. Private .65 acre setting offering quiet serenity. Relax on huge back deck where you're hidden from the world except for birds & wildlife. After your respite, cozy up to the woodburning fire or enjoy Tollgate community amenities: saltwater swim pool, pickleball/tennis, hiking/biking path easily accessible to US forest land yet oh-so-convenient to town. Lightly used as a second home. Could sleep 6 with two queens plus trundle - furnished! Includes newer GE stacked washer/dryer. Second deck off upstairs bedroom. Don't delay, call today!

69307 Scabbard, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,450,000

Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining, designed for both daily living and effortless entertaining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the covered front porch and expansive back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

5 Beds ⋅ 5 Baths ⋅ 220219250 MLS

Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining, designed for both daily living and effortless entertaining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the covered front porch and expansive back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

69550 Deer Ridge Road, Sisters

Listing courtesy of RE/MAX Key Properties.

$575,000

Motivated Sellers!! Live where the trails meet the town! This stunning, No-HOA townhome in Sisters' Highland Village offers the ultimate low maintenance lifestyle without sacrificing high end style. Step inside to an open spacious layout with Quartz counters and durable Paradigm flooring. Whether hosting a summer dinner on the covered upper deck or relaxing in your private, paver lined courtyard, outdoor living is a year round reality. The spacious single car garage provides ample room for all your gear. Enjoy the rare perk of being minutes away from the best of Sisters: walk to Three Creeks Brewery, the Movie Theater, or Sisters Athletic Club. Jump directly onto the Peterson Ridge Trail System for a hike/bike. This prime location offers easy walkability to downtown, where you can enjoy restaurants, boutiques, and events like the Quilt Show & Folk Festival. Your mountain basecamp awaits!

2 Beds ⋅ 2 Baths ⋅ 220218888 MLS

Motivated Sellers!! Live where the trails meet the town! This stunning, No-HOA townhome in Sisters' Highland Village offers the ultimate low maintenance lifestyle without sacrificing high end style. Step inside to an open spacious layout with Quartz counters and durable Paradigm flooring. Whether hosting a summer dinner on the covered upper deck or relaxing in your private, paver lined courtyard, outdoor living is a year round reality. The spacious single car garage provides ample room for all your gear. Enjoy the rare perk of being minutes away from the best of Sisters: walk to Three Creeks Brewery, the Movie Theater, or Sisters Athletic Club. Jump directly onto the Peterson Ridge Trail System for a hike/bike. This prime location offers easy walkability to downtown, where you can enjoy restaurants, boutiques, and events like the Quilt Show & Folk Festival. Your mountain basecamp awaits!

923 E Desperado Trail, Sisters

Listing courtesy of Coldwell Banker Sun Country.

$499,000

An amazing opportunity to build your dream home on 12.25 acres in the highly desirable town of Sisters. Zoned RR10, this property allows for a single-family residence and showcases a beautiful landscape of mature ponderosa pines and dramatic natural rock outcroppings. Ideally situated to capture views of Black Butte and Mt. Jefferson, the property offers convenient access to world-class fishing, skiing, hiking and biking trails, and pristine mountain lakes--an outstanding opportunity to enjoy the very best of Central Oregon living.

220218794 MLS

An amazing opportunity to build your dream home on 12.25 acres in the highly desirable town of Sisters. Zoned RR10, this property allows for a single-family residence and showcases a beautiful landscape of mature ponderosa pines and dramatic natural rock outcroppings. Ideally situated to capture views of Black Butte and Mt. Jefferson, the property offers convenient access to world-class fishing, skiing, hiking and biking trails, and pristine mountain lakes--an outstanding opportunity to enjoy the very best of Central Oregon living.

69800 Camp Polk Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$760,000

Ski, walk, or ride into the National Forest! This fenced yard and expansive back deck with hot tub border National Forest lands. Spanning 2,187 square feet, this 4-bed, 3-bath open floor plan has a great room with a woodstove, spacious dining room, kitchen, laundry room, and 3 bedrooms on the main level, including a second primary suite. The kitchen has granite countertops and built-in appliances, with back deck BBQ access. Upstairs, the spacious primary suite, bathed in natural light, is an ideal escape, featuring vaulted ceilings, propane fireplace, private balcony, and a luxurious bathroom with a walk-in shower, and walk-in closet. The 2-car detached garage has an EV charger, carport, storage for all your toys, plus a concrete parking pad for additional vehicles or your basketball hoop. Septic 2 years new, Roof 3 years new, Hot tub 5 years new. Tollgate HOA amenities include a pool, tennis courts, basketball, volleyball, snow removal, onsite mail, community hall, and more!

4 Beds ⋅ 3 Baths ⋅ 220218538 MLS

Ski, walk, or ride into the National Forest! This fenced yard and expansive back deck with hot tub border National Forest lands. Spanning 2,187 square feet, this 4-bed, 3-bath open floor plan has a great room with a woodstove, spacious dining room, kitchen, laundry room, and 3 bedrooms on the main level, including a second primary suite. The kitchen has granite countertops and built-in appliances, with back deck BBQ access. Upstairs, the spacious primary suite, bathed in natural light, is an ideal escape, featuring vaulted ceilings, propane fireplace, private balcony, and a luxurious bathroom with a walk-in shower, and walk-in closet. The 2-car detached garage has an EV charger, carport, storage for all your toys, plus a concrete parking pad for additional vehicles or your basketball hoop. Septic 2 years new, Roof 3 years new, Hot tub 5 years new. Tollgate HOA amenities include a pool, tennis courts, basketball, volleyball, snow removal, onsite mail, community hall, and more!

14987 Buggy Whip, Sisters

Listing courtesy of Avenir Realty.

$450,000

Lot 86 at Aspen Lakes Golf Estates. Ready for your dream home! End of cul-de-sac privacy on highly desirable Caddis Court which features some of the finest homes in Central Oregon. Views of the 6th green, 7th tee box and fairway and lake. Developer's suggested building site is marked by a green metal T-post with white top. Broker owned.

220218514 MLS

Lot 86 at Aspen Lakes Golf Estates. Ready for your dream home! End of cul-de-sac privacy on highly desirable Caddis Court which features some of the finest homes in Central Oregon. Views of the 6th green, 7th tee box and fairway and lake. Developer's suggested building site is marked by a green metal T-post with white top. Broker owned.

17167 Caddis Court, Sisters

Listing courtesy of Stellar Realty Northwest.

$600,000

Welcome to your peaceful getaway in the woods! This cozy 508 sq ft studio CABIN is perfectly situated on a 4.65-acre corner lot, located on the PAVED portion of the road for easy year-round access. The open-concept cabin features vaulted ceilings that enhance the sense of space, a full kitchen, 1 bathroom, and a sleeping area without interior walls--keeping the layout simple, open, and full of natural light. A wraparound deck invites you to relax and enjoy the quiet, private setting surrounded by nature. Enjoy year-round comfort with a Mitsubishi ductless split system providing both efficient heating and cooling. Additional features include a private well (680 feet deep), standard septic system with a 1,000-gallon concrete tank, and plenty of room for future expansion or outdoor living projects. Whether you're looking for a weekend retreat, vacation rental opportunity, or a place to live while you build, this one-of-a-kind cabin offers the perfect balance of simplicity and space.

1 Beds ⋅ 1 Baths ⋅ 220218511 MLS

Welcome to your peaceful getaway in the woods! This cozy 508 sq ft studio CABIN is perfectly situated on a 4.65-acre corner lot, located on the PAVED portion of the road for easy year-round access. The open-concept cabin features vaulted ceilings that enhance the sense of space, a full kitchen, 1 bathroom, and a sleeping area without interior walls--keeping the layout simple, open, and full of natural light. A wraparound deck invites you to relax and enjoy the quiet, private setting surrounded by nature. Enjoy year-round comfort with a Mitsubishi ductless split system providing both efficient heating and cooling. Additional features include a private well (680 feet deep), standard septic system with a 1,000-gallon concrete tank, and plenty of room for future expansion or outdoor living projects. Whether you're looking for a weekend retreat, vacation rental opportunity, or a place to live while you build, this one-of-a-kind cabin offers the perfect balance of simplicity and space.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$429,000

magine spending your mornings on nearby forest trails, afternoons by the pool, and evenings enjoying the restaurants, galleries, shops, and festivals that make Sisters one of Central Oregon's favorite destinations. This beautifully maintained first-floor, single-level 4th Sister condominium makes it easy. Perfectly positioned on a desirable corner backing to expansive green space, this fully furnished, turn-key home features a newer kitchen, newer carpet, refreshed cabinetry and trim, and comfortably sleeps 6+. Large windows fill the home with natural light and frame peaceful views of the ponderosa pines. The pool is open, the hot tub is available year-round, and covered parking is included. Whether you're looking for a low-maintenance primary residence or a Central Oregon retreat, this exceptional condo is ready to enjoy. Schedule your private tour today and discover why so many people love calling Sisters home!

2 Beds ⋅ 2 Baths ⋅ 220218462 MLS

magine spending your mornings on nearby forest trails, afternoons by the pool, and evenings enjoying the restaurants, galleries, shops, and festivals that make Sisters one of Central Oregon's favorite destinations. This beautifully maintained first-floor, single-level 4th Sister condominium makes it easy. Perfectly positioned on a desirable corner backing to expansive green space, this fully furnished, turn-key home features a newer kitchen, newer carpet, refreshed cabinetry and trim, and comfortably sleeps 6+. Large windows fill the home with natural light and frame peaceful views of the ponderosa pines. The pool is open, the hot tub is available year-round, and covered parking is included. Whether you're looking for a low-maintenance primary residence or a Central Oregon retreat, this exceptional condo is ready to enjoy. Schedule your private tour today and discover why so many people love calling Sisters home!

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$1,380,000

Welcome home! A private retreat where elegance meets tranquility. From the back deck, enjoy beautiful views of Camp Polk Meadow Preserve. Step inside and enjoy the open floor plan with floor-to-ceiling windows, which allow for an abundance of natural light, stacked floor-to-ceiling grand fireplace, and an updated kitchen with modern amenities, creating a gathering place in the home. The primary suite is on the main level with access to a large back deck. Additional bedrooms and a spacious bonus room are on the second floor. The large 3-car garage has plenty of space for your cars and gear. Situated on 1.55 private acres with stunning views, a custom chicken coop and RV parking, this place has it all!

3 Beds ⋅ 3 Baths ⋅ 220218287 MLS

Welcome home! A private retreat where elegance meets tranquility. From the back deck, enjoy beautiful views of Camp Polk Meadow Preserve. Step inside and enjoy the open floor plan with floor-to-ceiling windows, which allow for an abundance of natural light, stacked floor-to-ceiling grand fireplace, and an updated kitchen with modern amenities, creating a gathering place in the home. The primary suite is on the main level with access to a large back deck. Additional bedrooms and a spacious bonus room are on the second floor. The large 3-car garage has plenty of space for your cars and gear. Situated on 1.55 private acres with stunning views, a custom chicken coop and RV parking, this place has it all!

69590 Omaha Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$625,000

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

3 Beds ⋅ 2 Baths ⋅ 220217345 MLS

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

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$489,000

Looking for a lovely personal home or monthly rental? Don't miss out on this opportunity! Conveniently located near all of Sisters amenities this townhome has been beautifully cared for. The covered front porch overlooking the open space is a private oasis. The off street parking, alley access and garage add convenience and exceptional storage. As your own home, or a monthly rental this property is exceptional. Landscaping, exterior maintenance, paint, roofing and snow removal are covered by the HOA, allowing for low stress living with access to all that Sisters has to offer!

3 Beds ⋅ 3 Baths ⋅ 220217074 MLS

Looking for a lovely personal home or monthly rental? Don't miss out on this opportunity! Conveniently located near all of Sisters amenities this townhome has been beautifully cared for. The covered front porch overlooking the open space is a private oasis. The off street parking, alley access and garage add convenience and exceptional storage. As your own home, or a monthly rental this property is exceptional. Landscaping, exterior maintenance, paint, roofing and snow removal are covered by the HOA, allowing for low stress living with access to all that Sisters has to offer!

720 N Hindeman Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,995,000

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

6 Beds ⋅ 4 Baths ⋅ 220216913 MLS

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

69205 Hawksflight Drive, Sisters

Listing courtesy of eXp Realty, LLC.

$449,000

Build your Central Oregon dream on this stunning 2-acre parcel, where unobstructed views of Mt. Jefferson take center stage. Nestled in an exclusive 10-lot enclave adjacent to the Hinkle Butte cinder cone, this property offers a rare blend of dramatic topography and ultimate privacy. Residents enjoy shared access to 104 acres of preserved open space, ensuring your ''elbow room'' is protected forever. With electricity already at the property line and septic feasibility approved, this site is primed for your custom vision--all just 6 miles from the charm of downtown Sisters. HOA fees cover road maintenance and snow removal. Custom home plans are available with purchase of the lot.

220216659 MLS

Build your Central Oregon dream on this stunning 2-acre parcel, where unobstructed views of Mt. Jefferson take center stage. Nestled in an exclusive 10-lot enclave adjacent to the Hinkle Butte cinder cone, this property offers a rare blend of dramatic topography and ultimate privacy. Residents enjoy shared access to 104 acres of preserved open space, ensuring your ''elbow room'' is protected forever. With electricity already at the property line and septic feasibility approved, this site is primed for your custom vision--all just 6 miles from the charm of downtown Sisters. HOA fees cover road maintenance and snow removal. Custom home plans are available with purchase of the lot.

70060 Annies Drive, Sisters

Listing courtesy of Knightsbridge International.

$749,900

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

3 Beds ⋅ 2 Baths ⋅ 220216304 MLS

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

17415 Kent Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$730,000

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

3 Beds ⋅ 2 Baths ⋅ 220216045 MLS

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

14455 Crossroads Loop, Sisters

Listing courtesy of Cascade Hasson SIR.

$489,900

Darling bungalow in the Heart of Sisters. Great open floor plan with vaulted ceilings, two bedrooms, two baths, luxury vinyl floors and new washer and dryer. Cute breezeway in back that offers a little garden or patio for relaxing. The community of Pine Meadows Village has walkways that leads to pool, tennis courts, hot tub and enjoy the views of the mountains.. Come check out this great cottage!! Furniture negotiable as well.

2 Beds ⋅ 2 Baths ⋅ 220215710 MLS

Darling bungalow in the Heart of Sisters. Great open floor plan with vaulted ceilings, two bedrooms, two baths, luxury vinyl floors and new washer and dryer. Cute breezeway in back that offers a little garden or patio for relaxing. The community of Pine Meadows Village has walkways that leads to pool, tennis courts, hot tub and enjoy the views of the mountains.. Come check out this great cottage!! Furniture negotiable as well.

335 S Cottonwood Street, Sisters

Listing courtesy of MORE Realty, Inc..

$1,200,000

A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom; conceptual layout ideas/estimates available! Interior highlights include hickory hardwood floors, knotty alder trim and cabinetry, floor-to-ceiling Tibetan stone fireplace. Connected second living area has 2 beds, 1 bath, kitchenette, and private entrance. Set back from the street and forest-adjacent, this property feels like a true retreat! Outdoor amenities: hot tub, fully fenced backyard, gas fire pit, garden area, greenhouse, drip irrigation, shed + RV parking. 1,152 SF 3+ car attached garage with workshop/office. New septic in 2021. Come experience the ease and beauty of life in Sisters!

4 Beds ⋅ 4 Baths ⋅ 220214803 MLS

A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom; conceptual layout ideas/estimates available! Interior highlights include hickory hardwood floors, knotty alder trim and cabinetry, floor-to-ceiling Tibetan stone fireplace. Connected second living area has 2 beds, 1 bath, kitchenette, and private entrance. Set back from the street and forest-adjacent, this property feels like a true retreat! Outdoor amenities: hot tub, fully fenced backyard, gas fire pit, garden area, greenhouse, drip irrigation, shed + RV parking. 1,152 SF 3+ car attached garage with workshop/office. New septic in 2021. Come experience the ease and beauty of life in Sisters!

69288 Stetson, Sisters

Listing courtesy of Avenir Realty.

$244,500

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

220214722 MLS

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

691 S Elm Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$3,999,000

Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

4 Beds ⋅ 7 Baths ⋅ 220214782 MLS

Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

$759,900

Nestled on 1.02 private acres in the desirable Crossroads community, this inviting home offers the perfect blend of comfort, space, and the Central Oregon lifestyle. Surrounded by thousands of acres of Deschutes National Forest, enjoy endless opportunities for horseback riding, hiking, and outdoor recreation right from the neighborhood. Inside, you'll find 3 bedrooms, 3 full baths, a main-level office that could easily serve as a 4th bedroom, and a spacious bonus room for guests, hobbies, or a media room. Large windows fill the home with natural light, while the cozy wood-burning fireplace creates a warm gathering space. The primary suite features its own private deck, and mature trees provide exceptional privacy with room to garden, add a shop, or simply enjoy the peaceful setting just minutes from downtown Sisters.

3 Beds ⋅ 3 Baths ⋅ 220214766 MLS

Nestled on 1.02 private acres in the desirable Crossroads community, this inviting home offers the perfect blend of comfort, space, and the Central Oregon lifestyle. Surrounded by thousands of acres of Deschutes National Forest, enjoy endless opportunities for horseback riding, hiking, and outdoor recreation right from the neighborhood. Inside, you'll find 3 bedrooms, 3 full baths, a main-level office that could easily serve as a 4th bedroom, and a spacious bonus room for guests, hobbies, or a media room. Large windows fill the home with natural light, while the cozy wood-burning fireplace creates a warm gathering space. The primary suite features its own private deck, and mature trees provide exceptional privacy with room to garden, add a shop, or simply enjoy the peaceful setting just minutes from downtown Sisters.

14450 Mountain View Loop, Sisters

Listing courtesy of High Desert Realty, LLC.

$5,950,000

Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

3 Beds ⋅ 4 Baths ⋅ 220214681 MLS

Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$2,700,000

Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

5 Beds ⋅ 6 Baths ⋅ 220214444 MLS

Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder cabinetry, and Viking 5 Series appliances. The main level offers three luxurious en-suite bedrooms, two with propane fireplaces, private deck access, and dedicated w&d. Upstairs the loft overlooks the great room, accompanied by two add'l bedrooms, and a full bath. The walk-out lower level includes a wood-burning stove, full bath, flex space, sleeping room, and access to a covered patio with private hot tub. Wraparound deck, three-car garage with EV receptacle, native defensible landscaping. Ideal for Corporate Retreats, STR permit in place. Walk-out basement ideal for ADU.

70030 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.