Livinginredmond.com Search Results

$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.

$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.

$449,000

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

220219004 MLS

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

Sisters

Listing courtesy of Stellar Realty Northwest.

$635,000

Ask about seller-paid credits toward closing costs or interest rate buy-down with an acceptable offer! Meet ''Pinedrops Cottage,'' a peaceful retreat where low-maintenance living and outdoor adventure come together. This Earth Advantage certified, single-level home offers 2 beds, 2 baths and 1004 SF of easy living in desirable ClearPine. Hardwood floors, vaulted ceilings, quartz counters, and high-end appliances create a bright, welcoming interior that lives larger than its footprint. Relax on the covered back porch overlooking community greens/gardens or enjoy the privacy of the enclosed paver patio. The detached garage provides parking plus room for your gear. HOA maintained common areas make ownership simple, allowing more time to enjoy the Central Oregon lifestyle. With National Forest trails just steps away and downtown Sisters dining, shopping, and year-round events mins from your door, ''Pinedrops Cottage'' is an ideal full-time residence, weekend getaway or lock-and-leave basecamp.

2 Beds ⋅ 2 Baths ⋅ 220218977 MLS

Ask about seller-paid credits toward closing costs or interest rate buy-down with an acceptable offer! Meet ''Pinedrops Cottage,'' a peaceful retreat where low-maintenance living and outdoor adventure come together. This Earth Advantage certified, single-level home offers 2 beds, 2 baths and 1004 SF of easy living in desirable ClearPine. Hardwood floors, vaulted ceilings, quartz counters, and high-end appliances create a bright, welcoming interior that lives larger than its footprint. Relax on the covered back porch overlooking community greens/gardens or enjoy the privacy of the enclosed paver patio. The detached garage provides parking plus room for your gear. HOA maintained common areas make ownership simple, allowing more time to enjoy the Central Oregon lifestyle. With National Forest trails just steps away and downtown Sisters dining, shopping, and year-round events mins from your door, ''Pinedrops Cottage'' is an ideal full-time residence, weekend getaway or lock-and-leave basecamp.

233 W Heising Drive, Sisters

Listing courtesy of Avenir Realty.

$410,000

Welcome to The Pines in Sisters This wonderful quaint and gated community offers privacy to all its residents and is located near shopping, schools and Historic Downtown Sisters. This light and bright single level home has three bedrooms and two full baths with vaulted ceilings throughout the home. The open and very spacious kitchen/ living room combo has access to the back yard with a deck for relaxing and entertaining. The family/ dining room combo has plenty of natural light and room for family and friends to gather. Located on a corner lot, this home has had the landscaping upgraded in 2022 as well as the sprinkler system in the front yard, side yards and rear yard. The interior of the home has just been finished with all new interior paint on walls and ceiling and all new carpet and padding has been added. The hot water heater was replaced in 2021 and the furnace was just serviced in March 2026. Also installed was a new garage door and opener.

3 Beds ⋅ 2 Baths ⋅ 220218574 MLS

Welcome to The Pines in Sisters This wonderful quaint and gated community offers privacy to all its residents and is located near shopping, schools and Historic Downtown Sisters. This light and bright single level home has three bedrooms and two full baths with vaulted ceilings throughout the home. The open and very spacious kitchen/ living room combo has access to the back yard with a deck for relaxing and entertaining. The family/ dining room combo has plenty of natural light and room for family and friends to gather. Located on a corner lot, this home has had the landscaping upgraded in 2022 as well as the sprinkler system in the front yard, side yards and rear yard. The interior of the home has just been finished with all new interior paint on walls and ceiling and all new carpet and padding has been added. The hot water heater was replaced in 2021 and the furnace was just serviced in March 2026. Also installed was a new garage door and opener.

1009 W Yapoah Crater Drive, Sisters

Listing courtesy of Hall Properties Group LLC.

$475,000

Experience the perfect blend of mountain-town charm and low-maintenance living at The Pines in Sisters, Oregon's gated 55+ community. This well-maintained, single-level home was originally a Fuqua Homes developer model. Step inside to an open-concept floor plan characterized by high ceilings and lots of natural light. The Great Room: Features French doors open to the rear deck overlooking a peaceful common area. Kitchen: Features a large central island, plenty of cabinetry, and counter space. Primary Suite: Featuring a walk-in closet and a private ensuite bathroom. Additional Features: Three ceiling fans and laminate wood flooring throughout. An attached 2-car garage, extra-wide concrete driveway, and a pull-down ladder leading to attic storage. HOA Perks: Gated community! Monthly dues ($152) cover lawn care and snow removal. Prime Location: Just minutes from downtown Sisters, close to local boutiques, bakeries, dining, neighborhood churches, schools, and trails!

3 Beds ⋅ 2 Baths ⋅ 220218571 MLS

Experience the perfect blend of mountain-town charm and low-maintenance living at The Pines in Sisters, Oregon's gated 55+ community. This well-maintained, single-level home was originally a Fuqua Homes developer model. Step inside to an open-concept floor plan characterized by high ceilings and lots of natural light. The Great Room: Features French doors open to the rear deck overlooking a peaceful common area. Kitchen: Features a large central island, plenty of cabinetry, and counter space. Primary Suite: Featuring a walk-in closet and a private ensuite bathroom. Additional Features: Three ceiling fans and laminate wood flooring throughout. An attached 2-car garage, extra-wide concrete driveway, and a pull-down ladder leading to attic storage. HOA Perks: Gated community! Monthly dues ($152) cover lawn care and snow removal. Prime Location: Just minutes from downtown Sisters, close to local boutiques, bakeries, dining, neighborhood churches, schools, and trails!

1045 W Collier Glacier Drive, Sisters

Listing courtesy of Avenir Realty.

$1,495,000

Looking for a 6-car heated garage with real shop capacity near Sisters? This single-level home on nearly 5 acres in Starr Ranch has it. The attached garage runs 49.6 by 34.9 feet, heated, with 8-ft doors and room for several vehicles plus ample workshop space. A mudroom connects it to the main house. Move-in ready with zero deferred maintenance, the home carries a luxury modern farmhouse feel. Timber-frame vaulted ceilings and a stacked-stone fireplace anchor the great room. The kitchen has dual sinks, a large island, a walk-in pantry, and quartz-topped shaker cabinets. The primary suite has heated floors, custom cabinetry, and a soaking tub. Ten-foot ceilings run throughout, plus a dedicated office. Concrete patios overlook a fenced yard. The acreage is zoned for horses, though no facilities are in place yet. Starr Ranch is a secluded loop of similar large-acreage homes, five minutes from downtown Sisters.

3 Beds ⋅ 3 Baths ⋅ 220218568 MLS

Looking for a 6-car heated garage with real shop capacity near Sisters? This single-level home on nearly 5 acres in Starr Ranch has it. The attached garage runs 49.6 by 34.9 feet, heated, with 8-ft doors and room for several vehicles plus ample workshop space. A mudroom connects it to the main house. Move-in ready with zero deferred maintenance, the home carries a luxury modern farmhouse feel. Timber-frame vaulted ceilings and a stacked-stone fireplace anchor the great room. The kitchen has dual sinks, a large island, a walk-in pantry, and quartz-topped shaker cabinets. The primary suite has heated floors, custom cabinetry, and a soaking tub. Ten-foot ceilings run throughout, plus a dedicated office. Concrete patios overlook a fenced yard. The acreage is zoned for horses, though no facilities are in place yet. Starr Ranch is a secluded loop of similar large-acreage homes, five minutes from downtown Sisters.

16055 Foothill Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$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.

$799,000

Whychus Creek rim setting w/Cascade views, National Forest access, Detached shop/garage. The thoughtfully designed home features a formal dining room, den, breakfast nook, and an inviting great room with a wood-burning fireplace. The open kitchen offers stainless steel appliances, a pantry, eating bar, and warm laminate wood floors. The primary suite is a peaceful escape with deck access, dual closets, an attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with a half bath adds convenience. The detached oversized two-car garage includes covered RV parking and unfinished bonus space above. With a new septic tank (2014) and drain field (2025), low HOA fees, a community water system, and access to miles of National Forest and canyon trails, this is a rare Central Oregon retreat.

3 Beds ⋅ 3 Baths ⋅ 220218490 MLS

Whychus Creek rim setting w/Cascade views, National Forest access, Detached shop/garage. The thoughtfully designed home features a formal dining room, den, breakfast nook, and an inviting great room with a wood-burning fireplace. The open kitchen offers stainless steel appliances, a pantry, eating bar, and warm laminate wood floors. The primary suite is a peaceful escape with deck access, dual closets, an attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with a half bath adds convenience. The detached oversized two-car garage includes covered RV parking and unfinished bonus space above. With a new septic tank (2014) and drain field (2025), low HOA fees, a community water system, and access to miles of National Forest and canyon trails, this is a rare Central Oregon retreat.

16959 Canyon Crest Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$499,000

Income-generating investment 2-suite condominium meets mountain charm. Located in the desirable 4th Sister Condominiums in Sisters, Oregon, this single-level, main-floor unit offers a rare turnkey opportunity with an option to keep a long-term tenant in place. The open floor plan features two primary suites, including a versatile lock-off studio with its own exterior entrance -- perfect for maximizing rental potential. Inside, enjoy an open living area with a cozy fireplace, a dining area, a kitchen with a breakfast bar, and a built-in coffee bar. A stacking washer/dryer unit is included. Outside, your private patio overlooks the beautifully manicured common-area park, clubhouse, and pool. 2 assigned parking spots; 1 is covered. Situated within steps of the Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and the new Sisters Park pickleball courts, this property is a cornerstone for any portfolio. Bonus: Furnishings are available for purchase outside of escrow.

2 Beds ⋅ 2 Baths ⋅ 220218040 MLS

Income-generating investment 2-suite condominium meets mountain charm. Located in the desirable 4th Sister Condominiums in Sisters, Oregon, this single-level, main-floor unit offers a rare turnkey opportunity with an option to keep a long-term tenant in place. The open floor plan features two primary suites, including a versatile lock-off studio with its own exterior entrance -- perfect for maximizing rental potential. Inside, enjoy an open living area with a cozy fireplace, a dining area, a kitchen with a breakfast bar, and a built-in coffee bar. A stacking washer/dryer unit is included. Outside, your private patio overlooks the beautifully manicured common-area park, clubhouse, and pool. 2 assigned parking spots; 1 is covered. Situated within steps of the Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and the new Sisters Park pickleball courts, this property is a cornerstone for any portfolio. Bonus: Furnishings are available for purchase outside of escrow.

813 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Avenir Realty.

$449,000

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

2 Beds ⋅ 1 Baths ⋅ 220217392 MLS

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

243 W Adams Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$625,000

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

3 Beds ⋅ 2 Baths ⋅ 220217345 MLS

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

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$475,000

Adorable cottage-style home full of charm and character. This turnkey property is move-in ready and offers a cozy welcoming atmosphere perfect for a small family, first-time homebuyer, downsizers, or anyone seeking a peaceful retreat. The open living room, dining area, and kitchen flow seamlessly together creating a welcoming space for family and friends to gather. This sweet home is ready for its next chapter. Fencing is permitted, subject to HOA and local regulations. The garage is deep, with room for a car, outdoor toys and shelving. Beyond the back and side yard, the open spaces are maintained by the HOA. This home is close to all Sister's schools, shopping, the Deschutes National Forest, the Metolius River and downtown Sisters.

2 Beds ⋅ 1 Baths ⋅ 220216839 MLS

Adorable cottage-style home full of charm and character. This turnkey property is move-in ready and offers a cozy welcoming atmosphere perfect for a small family, first-time homebuyer, downsizers, or anyone seeking a peaceful retreat. The open living room, dining area, and kitchen flow seamlessly together creating a welcoming space for family and friends to gather. This sweet home is ready for its next chapter. Fencing is permitted, subject to HOA and local regulations. The garage is deep, with room for a car, outdoor toys and shelving. Beyond the back and side yard, the open spaces are maintained by the HOA. This home is close to all Sister's schools, shopping, the Deschutes National Forest, the Metolius River and downtown Sisters.

412 N Desert Rose Loop, Sisters

Listing courtesy of Avenir Realty.

$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.

$689,000

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

3 Beds ⋅ 2 Baths ⋅ 220216121 MLS

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

1005 E Horse Back Trail, Sisters

Listing courtesy of Realty Net of Central Oregon.

$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..

$650,000

Open-concept, single-level living in Tollgate - minutes from downtown Sisters and endless outdoor recreation! Move right in and enjoy this 3-bed, 2-bath home offering 1,770 sq ft. Great room has floor-to-ceiling windows, and bedrooms with built-in storage. Kitchen with granite counters, a breakfast bar for 2, and a wood-burning stove. Primary ensuite offers a private retreat with a spacious bath and an oversized walk-in closet. Fully fenced backyard, covered patio, hot tub-ready with a hookup and paver pad. An oversized attached 2-car garage with a workbench, 2 storage sheds offer even more space for your tools and gear, and the large paved driveway provides an RV parking area. Plenty of room for your toys! Firewise neighborhood with defensible space! Tollgate amenities: 126 acres of shared common areas, paved walk/bike/stroll paths, saltwater pool, pickleball/sport courts, and access to Deschutes National Forest. Close to downtown Sisters' shops, restaurants, and local events!

3 Beds ⋅ 2 Baths ⋅ 220215074 MLS

Open-concept, single-level living in Tollgate - minutes from downtown Sisters and endless outdoor recreation! Move right in and enjoy this 3-bed, 2-bath home offering 1,770 sq ft. Great room has floor-to-ceiling windows, and bedrooms with built-in storage. Kitchen with granite counters, a breakfast bar for 2, and a wood-burning stove. Primary ensuite offers a private retreat with a spacious bath and an oversized walk-in closet. Fully fenced backyard, covered patio, hot tub-ready with a hookup and paver pad. An oversized attached 2-car garage with a workbench, 2 storage sheds offer even more space for your tools and gear, and the large paved driveway provides an RV parking area. Plenty of room for your toys! Firewise neighborhood with defensible space! Tollgate amenities: 126 acres of shared common areas, paved walk/bike/stroll paths, saltwater pool, pickleball/sport courts, and access to Deschutes National Forest. Close to downtown Sisters' shops, restaurants, and local events!

69271 Whippletree, Sisters

Listing courtesy of Avenir Realty.

$697,000

Sisters Woodlands Limestone Townhome is far and away the largest single level home in the Woodlands. A generous sized primary en-suite; open living floor plan; large outdoor courtyard. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances. Exterior features: Corrugated metal siding; Solar & EV ready. 2-10 year Homebuyer Warranty. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Visit model home (631 N Sisters Woodlands Way) for open houses on Saturdays from 12:00 to 4:00. Photos are from a previously finished home. Homes being pre-sold prior to the commencement of construction.

2 Beds ⋅ 2 Baths ⋅ 220213312 MLS

Sisters Woodlands Limestone Townhome is far and away the largest single level home in the Woodlands. A generous sized primary en-suite; open living floor plan; large outdoor courtyard. High quality design & build is sustainable, durable & efficient for turnkey/very low maintenance dwellings. Interior features: Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances. Exterior features: Corrugated metal siding; Solar & EV ready. 2-10 year Homebuyer Warranty. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness. Visit model home (631 N Sisters Woodlands Way) for open houses on Saturdays from 12:00 to 4:00. Photos are from a previously finished home. Homes being pre-sold prior to the commencement of construction.

533 W Sisters Park Drive Lot #129 Unit Lot #129, Sisters

Listing courtesy of Kizziar Property Co..

$395,000

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

3 Beds ⋅ 2 Baths ⋅ 220210772 MLS

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

278 N Wheeler Loop, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$443,000

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

3 Beds ⋅ 2 Baths ⋅ 220206312 MLS

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

1109 W Yapoah Crater Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,090,000

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

220198639 MLS

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

367 W Sisters Park Drive, Sisters

Listing courtesy of Engel & Voelkers Bend.

$525,000

Nestled on just under 5 pristine acres, this exceptional property in Sisters, Oregon, offers breathtaking, unobstructed views of the Cascade Mountains and the quintessential High Desert landscape of sagebrush, lava rock, Ponderosa and Juniper. Located at the end of a road, in a quiet neighborhood with large multi-acre lots, the property provides the perfect balance of seclusion and convenience and is just minutes from charming shops, golf, restaurants, and all the amenities of downtown Sisters, in addition to being just a stone's throw from hiking trails, lakes, creeks, camping, Hoodoo Ski Resort. Whether you're looking to build your dream home or simply enjoy the serene high desert landscape, this is a rare opportunity to own a truly one of a kind slice of Central Oregon paradise. There is a fully functional mobile home and two outbuildings that can be rented or lived in as you build your dream home. Photos of home interior have been cleaned up with AI to remove clutter.

2 Beds ⋅ 2 Baths ⋅ 220197428 MLS

Nestled on just under 5 pristine acres, this exceptional property in Sisters, Oregon, offers breathtaking, unobstructed views of the Cascade Mountains and the quintessential High Desert landscape of sagebrush, lava rock, Ponderosa and Juniper. Located at the end of a road, in a quiet neighborhood with large multi-acre lots, the property provides the perfect balance of seclusion and convenience and is just minutes from charming shops, golf, restaurants, and all the amenities of downtown Sisters, in addition to being just a stone's throw from hiking trails, lakes, creeks, camping, Hoodoo Ski Resort. Whether you're looking to build your dream home or simply enjoy the serene high desert landscape, this is a rare opportunity to own a truly one of a kind slice of Central Oregon paradise. There is a fully functional mobile home and two outbuildings that can be rented or lived in as you build your dream home. Photos of home interior have been cleaned up with AI to remove clutter.

69580 Pine Ridge Drive, Sisters

Listing courtesy of MORE Realty, Inc..