Centraloregonrealestatelistings.com Search Results

1035 W Linda Avenue Lot 38 Unit Lot 38, Sisters

Select home credit incentive $15,000.00. Welcome to Sunset Meadows, built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

3 Beds ⋅ 3 Baths ⋅ 220220313 MLS

Select home credit incentive $15,000.00. Welcome to Sunset Meadows, built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

1035 W Linda Avenue Lot 38 Unit Lot 38, Sisters

Listing courtesy of Engel & Voelkers Bend.

821 E Desperado Trail UNIT 201 Unit UNIT 201, Sisters

$395,000

Lock-and-go, high perks, low-maintenance condo is the perfect home base for your adventures! Two suites, one with exterior entrance and ability to lock off for flexibility. New flooring and interior paint. Large, covered deck. Amenities include: structural fire insurance, roof, all exterior maintenance, pool, clubhouse, sauna, snow removal, water sewer and garbage. 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

Lock-and-go, high perks, low-maintenance condo is the perfect home base for your adventures! Two suites, one with exterior entrance and ability to lock off for flexibility. New flooring and interior paint. Large, covered deck. Amenities include: structural fire insurance, roof, all exterior maintenance, pool, clubhouse, sauna, snow removal, water sewer and garbage. 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.

$310,000

Tucked into a quiet, tree filled setting, this exceptional homesite offers a rare blend of seclusion and connection in the heart of Sisters. The property backs directly to Whychus Creek and adjacent Oregon State Parks land, creating a naturally private backdrop of flowing water and preserved open space. Despite its peaceful surroundings, everyday convenience is just moments away - just two blocks from the Sisters Park & Recreation District building (pickleball, fitness, daycare), about half a mile to downtown Sisters, and just over a mile to Peterson Ridge Trailhead for hiking and outdoor recreation. This is a rare opportunity to design and build a custom home in a setting that captures the charm, tranquility, and outdoor lifestyle that make Sisters so special. The purchase includes home plans, allowing Buyer to fast track the building process.

220220091 MLS

Tucked into a quiet, tree filled setting, this exceptional homesite offers a rare blend of seclusion and connection in the heart of Sisters. The property backs directly to Whychus Creek and adjacent Oregon State Parks land, creating a naturally private backdrop of flowing water and preserved open space. Despite its peaceful surroundings, everyday convenience is just moments away - just two blocks from the Sisters Park & Recreation District building (pickleball, fitness, daycare), about half a mile to downtown Sisters, and just over a mile to Peterson Ridge Trailhead for hiking and outdoor recreation. This is a rare opportunity to design and build a custom home in a setting that captures the charm, tranquility, and outdoor lifestyle that make Sisters so special. The purchase includes home plans, allowing Buyer to fast track the building process.

390 S Timber Creek Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$295,000

Central Woof & Groom - Dog Boarding and Grooming Business - established since 2016 - is now for sale. This is the only Dog Boarding facility in the town of Sisters. This is your chance to own and operate your own business in the quaint and thriving town of Sisters, Oregon in Central Oregon. Check out the website: centralwoofandgroom

220220028 MLS

Central Woof & Groom - Dog Boarding and Grooming Business - established since 2016 - is now for sale. This is the only Dog Boarding facility in the town of Sisters. This is your chance to own and operate your own business in the quaint and thriving town of Sisters, Oregon in Central Oregon. Check out the website: centralwoofandgroom

367 W Sisters Park Drive, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,299,000

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.

$375,000

This beautiful, 1 Acre Cascade Mountain View Lot in the High Meadow Addition to the Indian Ford Ranch Homes is your chance to build your dream home in the quaint town of Sisters in Central Oregon! Close to the town of Sisters, but far enough to have privacy and tranquility. This lot is the last available lot to build on in the High Meadows Addition to Indian Ford Ranch Homes - making it even more special! All due diligence is the responsibility of the buyer and/or their Realtor.

220219383 MLS

This beautiful, 1 Acre Cascade Mountain View Lot in the High Meadow Addition to the Indian Ford Ranch Homes is your chance to build your dream home in the quaint town of Sisters in Central Oregon! Close to the town of Sisters, but far enough to have privacy and tranquility. This lot is the last available lot to build on in the High Meadows Addition to Indian Ford Ranch Homes - making it even more special! All due diligence is the responsibility of the buyer and/or their Realtor.

70070 Meadow View Road, Sisters

Listing courtesy of Engel & Voelkers Bend.

$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.

$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.

$1,300,000

Escape to a serene retreat nestled among the pines, just minutes from downtown Sisters. This nearly new modern farmhouse sits on a fully fenced, gated property that features a detached office or art studio with a full bath, plus a spacious 2,400 sqft pole barn with 12' RV doors for endless utility. Inside, the light-filled home showcases vaulted tongue-and-groove ceilings, a dramatic stone fireplace, beautiful hardwood floors and an open-concept layout anchored by a gourmet kitchen. Designed for ease, all bedrooms are on the main level, including a private primary suite wing with a spa-inspired bath, heated tile floors and soaking tub. Guest bedrooms share a thoughtfully designed ensuite with separate vanity rooms. Upstairs, a versatile bonus room with a half bath is perfect for recreation or a bunk room. Expansive covered and open patios invite year-round outdoor living. With space for horses and nearby access to Deschutes National Forest, this is Central Oregon living at its finest!

3 Beds ⋅ 5 Baths ⋅ 220218973 MLS

Escape to a serene retreat nestled among the pines, just minutes from downtown Sisters. This nearly new modern farmhouse sits on a fully fenced, gated property that features a detached office or art studio with a full bath, plus a spacious 2,400 sqft pole barn with 12' RV doors for endless utility. Inside, the light-filled home showcases vaulted tongue-and-groove ceilings, a dramatic stone fireplace, beautiful hardwood floors and an open-concept layout anchored by a gourmet kitchen. Designed for ease, all bedrooms are on the main level, including a private primary suite wing with a spa-inspired bath, heated tile floors and soaking tub. Guest bedrooms share a thoughtfully designed ensuite with separate vanity rooms. Upstairs, a versatile bonus room with a half bath is perfect for recreation or a bunk room. Expansive covered and open patios invite year-round outdoor living. With space for horses and nearby access to Deschutes National Forest, this is Central Oregon living at its finest!

16611 Wilt Road, Sisters

Listing courtesy of Knightsbridge International.

$450,000

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.

$235,000

Situated among the tranquil Ponderosa Pines of Wychus Creek and just 15 minutes from Sisters, this peaceful and private lot is truly a hidden gem. It comes with septic approval on file and utilities are available at the road including Avion water. Enjoy the tranquility and quiet of the woods while still benefiting from the amenities of Sisters. With no HOA, you have greater freedom to build as you wish, and the spacious lot could easily accommodate a home and all your toys for enjoying endless outdoor recreation in the area.

220218567 MLS

Situated among the tranquil Ponderosa Pines of Wychus Creek and just 15 minutes from Sisters, this peaceful and private lot is truly a hidden gem. It comes with septic approval on file and utilities are available at the road including Avion water. Enjoy the tranquility and quiet of the woods while still benefiting from the amenities of Sisters. With no HOA, you have greater freedom to build as you wish, and the spacious lot could easily accommodate a home and all your toys for enjoying endless outdoor recreation in the area.

70129 Cayuse Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$740,000

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.

$395,000

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.

$799,000

Imagine mornings on the deck with Cascade views, evenings around the wood-burning fireplace, and miles of National Forest trails waiting just beyond your door. Perched along the Whychus Creek rim, this Central Oregon retreat offers a rare setting with room to make it your own. The thoughtfully designed home features a formal dining room, den, breakfast nook, and inviting great room. The open kitchen offers stainless appliances, pantry, eating bar, and warm laminate floors. The peaceful primary suite features deck access, dual closets, attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with half bath adds convenience. The oversized detached 2-car garage includes covered RV parking and unfinished bonus space above--offering exciting potential for a studio, office, or additional living space. New septic tank (2014), drain field (2025), low HOA fees, community water.

3 Beds ⋅ 3 Baths ⋅ 220218490 MLS

Imagine mornings on the deck with Cascade views, evenings around the wood-burning fireplace, and miles of National Forest trails waiting just beyond your door. Perched along the Whychus Creek rim, this Central Oregon retreat offers a rare setting with room to make it your own. The thoughtfully designed home features a formal dining room, den, breakfast nook, and inviting great room. The open kitchen offers stainless appliances, pantry, eating bar, and warm laminate floors. The peaceful primary suite features deck access, dual closets, attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with half bath adds convenience. The oversized detached 2-car garage includes covered RV parking and unfinished bonus space above--offering exciting potential for a studio, office, or additional living space. New septic tank (2014), drain field (2025), low HOA fees, community water.

16959 Canyon Crest Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

807 E Desperado Trail 101 Unit 101, Sisters

$429,000

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

2 Beds ⋅ 2 Baths ⋅ 220218462 MLS

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

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$595,000

A rare opportunity to build your dream home in Sisters. This peaceful property features mature trees, access to Whychus Creek, and abundant wildlife that create a true natural sanctuary. Tucked away in a serene setting yet just minutes from town. Multiple building sites and septic approval make it ready for your custom home. Directions: Do not follow google maps instead, head North on Locust from Hwy 126/Hwy22, East on Barclay Dr to Chestnut Drive, right on chestnut to Riata Court

220218400 MLS

A rare opportunity to build your dream home in Sisters. This peaceful property features mature trees, access to Whychus Creek, and abundant wildlife that create a true natural sanctuary. Tucked away in a serene setting yet just minutes from town. Multiple building sites and septic approval make it ready for your custom home. Directions: Do not follow google maps instead, head North on Locust from Hwy 126/Hwy22, East on Barclay Dr to Chestnut Drive, right on chestnut to Riata Court

16351 Riata Court, Sisters

Listing courtesy of RE/MAX Key Properties.

$925,000

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

5 Beds ⋅ 3 Baths ⋅ 220218327 MLS

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

69435 Green Ridge Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

221 E Sun Ranch Drive 18 Unit 18, Sisters

$325,000

Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

220218049 MLS

Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

221 E Sun Ranch Drive 18 Unit 18, Sisters

Listing courtesy of eXp Realty, LLC.

$1,050,000

Exceptional 40-acre mountain view homesite just 10 miles from Sisters. Amazing 400 sqft shed w/HVAC, full power & Bar! Located at the end of a paved road, this property offers wide Cascade and canyon views and borders Deschutes Land Trust and BLM land, providing long-term privacy and protected surroundings. The property includes a gated entrance, established homesite, well, septic, power, barns, and more! Much of the groundwork is already in place, making it a great option for building a custom home or retreat. Usable land with juniper and pine, plus excellent sunrise and sunset views. Properties with this combination of acreage, views, and location don't come up often. Buyer to perform due diligence regarding development and rebuilding. Tiny home has been removed from property and not included.

220218037 MLS

Exceptional 40-acre mountain view homesite just 10 miles from Sisters. Amazing 400 sqft shed w/HVAC, full power & Bar! Located at the end of a paved road, this property offers wide Cascade and canyon views and borders Deschutes Land Trust and BLM land, providing long-term privacy and protected surroundings. The property includes a gated entrance, established homesite, well, septic, power, barns, and more! Much of the groundwork is already in place, making it a great option for building a custom home or retreat. Usable land with juniper and pine, plus excellent sunrise and sunset views. Properties with this combination of acreage, views, and location don't come up often. Buyer to perform due diligence regarding development and rebuilding. Tiny home has been removed from property and not included.

18070 Mountain View Road, Sisters

Listing courtesy of Triple Oaks Realty LLC.

$2,650,000

Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

4 Beds ⋅ 4 Baths ⋅ 220217892 MLS

Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

69485 Deer Ridge Road, Sisters

Listing courtesy of Kizziar Property Co..

$925,000

The only move-in ready Agate townhome available in the Sisters Woodlands, with generous southern exposure providing ample natural light. Beyond standard high-end Woodlands features, this home includes these upgrades (which makes this list price lower than the current base price with upgrade costs): Wood stove, Larch accent wall, Dining room buffet, In-floor bathroom heat, Heat pump washer/dryer, Instahot, Fancy window shades, Exterior terrace heaters, Maturing landscape. Interior features: Open floor plan; Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Other features: Large covered outdoor elevated terrace; Corrugated metal siding; Full size 2 car garage; Solar & EV ready. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance. Enjoy all Sister's Area offers with easy walkability from this mixed-use community to downtown & wilderness.

3 Beds ⋅ 3 Baths ⋅ 220217696 MLS

The only move-in ready Agate townhome available in the Sisters Woodlands, with generous southern exposure providing ample natural light. Beyond standard high-end Woodlands features, this home includes these upgrades (which makes this list price lower than the current base price with upgrade costs): Wood stove, Larch accent wall, Dining room buffet, In-floor bathroom heat, Heat pump washer/dryer, Instahot, Fancy window shades, Exterior terrace heaters, Maturing landscape. Interior features: Open floor plan; Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Other features: Large covered outdoor elevated terrace; Corrugated metal siding; Full size 2 car garage; Solar & EV ready. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance. Enjoy all Sister's Area offers with easy walkability from this mixed-use community to downtown & wilderness.

505 N Pine Street, Sisters

Listing courtesy of Kizziar Property Co..

$449,000

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

2 Beds ⋅ 1 Baths ⋅ 220217392 MLS

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

243 W Adams Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$625,000

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

3 Beds ⋅ 2 Baths ⋅ 220217345 MLS

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

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$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.

$2,350,000

Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

4 Beds ⋅ 5 Baths ⋅ 220217038 MLS

Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$475,000

SELLER CONCESSION UP TO $10,000, toward buyers allowable closing costs, pre-paid expenses, and/or interest rate buy down, subject to lender's approval. 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

SELLER CONCESSION UP TO $10,000, toward buyers allowable closing costs, pre-paid expenses, and/or interest rate buy down, subject to lender's approval. 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.