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Discover 2,892 SF of thoughtfully designed living in enchanting Sage Woods, just minutes from downtown Sisters. This distinctive mountain retreat offers a warm, lodge-inspired ambiance with hiking, biking, & endless outdoor recreation right outside your door. The inviting main home features a spacious kitchen, sunroom/library, fireplace, laundry/pantry, abundant storage, beam ceilings, rich hickory floors, & slate accents. A charming adjacent building adds exceptional flexibility, with separate exterior entries, a full bath on each level, & space ideal for a home office, studio, hobby room, fitness area, guest space, or more. Outdoor living shines with a covered porch, sunny deck, hot tub, & water features surrounded by peaceful woods. Additional amenities include a deer-proof garden, greenhouse, playhouse, fenced dog area, & workshop--perfect for recreation, projects, gardening, & enjoying the Central Oregon lifestyle.

2 Beds ⋅ 4 Baths ⋅ 220224218 MLS

Discover 2,892 SF of thoughtfully designed living in enchanting Sage Woods, just minutes from downtown Sisters. This distinctive mountain retreat offers a warm, lodge-inspired ambiance with hiking, biking, & endless outdoor recreation right outside your door. The inviting main home features a spacious kitchen, sunroom/library, fireplace, laundry/pantry, abundant storage, beam ceilings, rich hickory floors, & slate accents. A charming adjacent building adds exceptional flexibility, with separate exterior entries, a full bath on each level, & space ideal for a home office, studio, hobby room, fitness area, guest space, or more. Outdoor living shines with a covered porch, sunny deck, hot tub, & water features surrounded by peaceful woods. Additional amenities include a deer-proof garden, greenhouse, playhouse, fenced dog area, & workshop--perfect for recreation, projects, gardening, & enjoying the Central Oregon lifestyle.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

12960 Hawks Beard CHC63 Unit CHC63, Sisters

$699,000

Set among the pines in one of Black Butte Ranch's most coveted locations, Country House Condo 63 enjoys a setting few properties can match. Positioned in a desirable second-row location with adjoining common area, the home overlooks Phalarope Lake, open meadows and the Three Sisters, Mount Washington and Broken Top beyond. Walls of windows on both levels fill the home with natural light and showcase the landscape from nearly every room. A main-level bedroom and full bath are complemented by two upstairs bedrooms connected by a Jack-and-Jill bath, including a bedroom with a walk-in closet and sitting area overlooking the mountain backdrop. Vaulted wood ceilings and warm architectural details reflect mountain lodge design. Offered fully furnished and moments from the Lodge area, Lakeside Bistro, pools, fitness center, pickleball courts and more. Whether envisioned as a private getaway, vacation home or investment opportunity, this retreat is ready to be enjoyed from day one.

3 Beds ⋅ 2 Baths ⋅ 220223801 MLS

Set among the pines in one of Black Butte Ranch's most coveted locations, Country House Condo 63 enjoys a setting few properties can match. Positioned in a desirable second-row location with adjoining common area, the home overlooks Phalarope Lake, open meadows and the Three Sisters, Mount Washington and Broken Top beyond. Walls of windows on both levels fill the home with natural light and showcase the landscape from nearly every room. A main-level bedroom and full bath are complemented by two upstairs bedrooms connected by a Jack-and-Jill bath, including a bedroom with a walk-in closet and sitting area overlooking the mountain backdrop. Vaulted wood ceilings and warm architectural details reflect mountain lodge design. Offered fully furnished and moments from the Lodge area, Lakeside Bistro, pools, fitness center, pickleball courts and more. Whether envisioned as a private getaway, vacation home or investment opportunity, this retreat is ready to be enjoyed from day one.

12960 Hawks Beard CHC63 Unit CHC63, Sisters

Listing courtesy of Keller Williams Sunset Corridor.

$1,995,000

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

6 Beds ⋅ 6 Baths ⋅ 220223800 MLS

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

1043 W Linda Avenue Lot 39 Unit Lot 39, Sisters

$612,950

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 ⋅ 220223316 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.

1043 W Linda Avenue Lot 39 Unit Lot 39, Sisters

Listing courtesy of Engel & Voelkers Bend.

1051 W Linda Avenue Lot 40 Unit Lot 40, Sisters

$569,950

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 ⋅ 220223315 MLS

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.

1051 W Linda Avenue Lot 40 Unit Lot 40, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,599,999

Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

3 Beds ⋅ 2 Baths ⋅ 220223133 MLS

Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

807 E Desperado UNIT 202 Unit UNIT 202, Sisters

$499,000

Looking for rental potential with hassle-free overhead? This fully remodeled 2-suite condo in 4th Sister Condominiums is a turnkey investment opportunity in Sisters, Oregon! This corner unit features 2 primary suites, including a lock-off studio with a separate exterior entrance--ideal for maximizing income! Best of all, HOA dues cover it all: Building maintenance, HOA insurance, water, sewer, garbage, snow removal, pool, and grounds maintenance. Enjoy modern upgrades and a fully Remodeled Interior: New kitchen and bathrooms, new wood flooring, new deck, and ceiling speakers. The open living area has a cozy fireplace, a dining area, and a kitchen with a breakfast bar. Resort-Style Amenities: Private patio overlooking the community park, pool, and clubhouse. Includes an assigned covered parking spot. Unbeatable Location: Steps from Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and community pickleball courts. This property is a cornerstone for any portfolio!

2 Beds ⋅ 2 Baths ⋅ 220222892 MLS

Looking for rental potential with hassle-free overhead? This fully remodeled 2-suite condo in 4th Sister Condominiums is a turnkey investment opportunity in Sisters, Oregon! This corner unit features 2 primary suites, including a lock-off studio with a separate exterior entrance--ideal for maximizing income! Best of all, HOA dues cover it all: Building maintenance, HOA insurance, water, sewer, garbage, snow removal, pool, and grounds maintenance. Enjoy modern upgrades and a fully Remodeled Interior: New kitchen and bathrooms, new wood flooring, new deck, and ceiling speakers. The open living area has a cozy fireplace, a dining area, and a kitchen with a breakfast bar. Resort-Style Amenities: Private patio overlooking the community park, pool, and clubhouse. Includes an assigned covered parking spot. Unbeatable Location: Steps from Sisters Movie House, Shibui Spa, Three Creeks Brewery, Creekside Park, and community pickleball courts. This property is a cornerstone for any portfolio!

807 E Desperado UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Avenir Realty.

$840,000

Discover a perfect blend of elegance and serene Central Oregon living in this beautifully updated single-level home in the highly sought-after Sage Meadow community. Inside you'll find a welcoming floor plan with all new lighting to showcase beautiful hickory and Saltillo tile floors. The updated kitchen is a chef's dream, featuring new countertops, and newer appliances. Each detail has been thoughtful, from updated baths and new fixtures to a main electric panel. The fenced yard is a sanctuary with a gorgeous pollinator garden and mature Ponderosa Pines that create a majestic backdrop for the sunlight. Entertain on the expansive, new fire-resistant deck (2025) while enjoying your beautifully landscaped, Firewise-certified property. Home offers a new septic system (2024), newer garage doors and a 16'x12' shed with power. Enjoy peace of mind and easy access to USFS trails for hiking and biking, all just 3.2 miles from charming Sisters.

3 Beds ⋅ 2 Baths ⋅ 220221899 MLS

Discover a perfect blend of elegance and serene Central Oregon living in this beautifully updated single-level home in the highly sought-after Sage Meadow community. Inside you'll find a welcoming floor plan with all new lighting to showcase beautiful hickory and Saltillo tile floors. The updated kitchen is a chef's dream, featuring new countertops, and newer appliances. Each detail has been thoughtful, from updated baths and new fixtures to a main electric panel. The fenced yard is a sanctuary with a gorgeous pollinator garden and mature Ponderosa Pines that create a majestic backdrop for the sunlight. Entertain on the expansive, new fire-resistant deck (2025) while enjoying your beautifully landscaped, Firewise-certified property. Home offers a new septic system (2024), newer garage doors and a 16'x12' shed with power. Enjoy peace of mind and easy access to USFS trails for hiking and biking, all just 3.2 miles from charming Sisters.

69986 W Meadow Parkway, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$1,549,990

Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is right off the kitchen, partially covered & heated. The main floor has a guest bedroom, full bath, & a huge pantry/utility room. Upstairs is a primary suite w/amazing views, a private deck, tiled shower, toilet room, double vanity, & heated floors. Downstairs is spa-room w/ hot tub, sauna, shower, & toilet & a game room w/pool table, poker area, TV, & wood burning fireplace. Adjacent is an office that doubles as a sleeping space, another full bedroom, & a storage room w/well equipment. The spacious guest house is above the triple garage & there is a greenhouse & a barn for storage or livestock!

3 Beds ⋅ 3 Baths ⋅ 220221187 MLS

Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is right off the kitchen, partially covered & heated. The main floor has a guest bedroom, full bath, & a huge pantry/utility room. Upstairs is a primary suite w/amazing views, a private deck, tiled shower, toilet room, double vanity, & heated floors. Downstairs is spa-room w/ hot tub, sauna, shower, & toilet & a game room w/pool table, poker area, TV, & wood burning fireplace. Adjacent is an office that doubles as a sleeping space, another full bedroom, & a storage room w/well equipment. The spacious guest house is above the triple garage & there is a greenhouse & a barn for storage or livestock!

69470 Deer Ridge Road, Sisters

Listing courtesy of Windermere Realty Trust.

$2,650,000

Owner financing 30% DP, 3 yr balloon, under market rates!This extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship,a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus an ADU above an additional three-car garage - ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond.A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

4 Beds ⋅ 4 Baths ⋅ 220221030 MLS

Owner financing 30% DP, 3 yr balloon, under market rates!This extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship,a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus an ADU above an additional three-car garage - ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond.A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

18204 Fadjur Lane, Sisters

Listing courtesy of Engel & Voelkers Bend.

$769,000

Extremely well-maintained ranch-style home with solid oak hardwood floors throughout most of the home, vaulted ceilings, and arched doorways. The living room features a custom juniper mantle and woodburning fireplace. The kitchen offers granite counters, tile backsplash, stainless steel appliances, farmhouse sink, eating nook, and separate dining area. The primary suite includes walk-in closet, double vanity, walk-in tile shower. Radiant heated tile floors in both full bathrooms. Bonus room with half bath, separate entry, and sound wiring offers flexible use for guests, office, or media space. Mini splits in main living areas provide efficient heating and cooling. Off the kitchen is a large storage room with sink and access to the back deck. The park-like backyard is fully fenced with drip irrigation, extensive landscaping, raised garden beds, two sheds and covered deck. Large paved driveway, an additional RV parking area and an oversized 2-car garage with workshop.

3 Beds ⋅ 3 Baths ⋅ 220221028 MLS

Extremely well-maintained ranch-style home with solid oak hardwood floors throughout most of the home, vaulted ceilings, and arched doorways. The living room features a custom juniper mantle and woodburning fireplace. The kitchen offers granite counters, tile backsplash, stainless steel appliances, farmhouse sink, eating nook, and separate dining area. The primary suite includes walk-in closet, double vanity, walk-in tile shower. Radiant heated tile floors in both full bathrooms. Bonus room with half bath, separate entry, and sound wiring offers flexible use for guests, office, or media space. Mini splits in main living areas provide efficient heating and cooling. Off the kitchen is a large storage room with sink and access to the back deck. The park-like backyard is fully fenced with drip irrigation, extensive landscaping, raised garden beds, two sheds and covered deck. Large paved driveway, an additional RV parking area and an oversized 2-car garage with workshop.

70064 Appaloosa Drive, Sisters

Listing courtesy of Kizziar Property Co..

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters

$415,000

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.

1035 W Linda Avenue Lot 38 Unit Lot 38, Sisters

$615,950

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 and friends cozying up next to the wood burning fireplace after a day of Central Oregon adventuring! 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 and friends cozying up next to the wood burning fireplace after a day of Central Oregon adventuring! 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.

$1,299,000

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.

$1,995,000

SIGNIFICANT PRICE REDUCTION OF OVER $450,000 - AN EXCEPTIONAL OPPORTUNITY FOR BUYERS! 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. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the expansive front and 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

SIGNIFICANT PRICE REDUCTION OF OVER $450,000 - AN EXCEPTIONAL OPPORTUNITY FOR BUYERS! 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. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the expansive front and 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.

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.

$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.

1024 W McKenzie Highway Lot 52 Unit Lot 52, Sisters

$819,950

The 2026 COBA Tour of Homes Model in Sunset Meadows in the charming town of Sisters Oregon! This stunner w/fabulous Cascade Mountain views including the Three Sisters has many upgrades making it a show stopper! Built by the Award Winning Builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the houses gives the neighborhood the look & feel of a mountain resort. A single family home just under 2,000 sq.ft. w/4 bdrms & 2 1/2 baths. Main floor open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine thru. Primary Bdrm w/ensuite bath on the main floor. Stainless Steel KitchenAid appliances & solid surfaces in kitchen & all the bathrms. Powder rm & laundry rm are downstairs. 3 bdrms & a full bath are upstairs. Attached 2 car garage. This is your chance to own a brand new, stunning home w/views of the Cascade Mountains. Watch the sun set over the Cascade Mountains from your living room!

4 Beds ⋅ 3 Baths ⋅ 220216047 MLS

The 2026 COBA Tour of Homes Model in Sunset Meadows in the charming town of Sisters Oregon! This stunner w/fabulous Cascade Mountain views including the Three Sisters has many upgrades making it a show stopper! Built by the Award Winning Builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the houses gives the neighborhood the look & feel of a mountain resort. A single family home just under 2,000 sq.ft. w/4 bdrms & 2 1/2 baths. Main floor open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine thru. Primary Bdrm w/ensuite bath on the main floor. Stainless Steel KitchenAid appliances & solid surfaces in kitchen & all the bathrms. Powder rm & laundry rm are downstairs. 3 bdrms & a full bath are upstairs. Attached 2 car garage. This is your chance to own a brand new, stunning home w/views of the Cascade Mountains. Watch the sun set over the Cascade Mountains from your living room!

1024 W McKenzie Highway Lot 52 Unit Lot 52, Sisters

Listing courtesy of Engel & Voelkers Bend.

1080 W Linda Avenue Lot 3 Unit Lot 3, Sisters

$479,950

Select home credit incentive $10,000.00 This is your chance to own a new townhouse - The Kokanee - in the popular new development in Sisters, Oregon! Sunset Meadows is close to downtown Sisters & the Sisters Elementary, Middle & High school campuses. The Kokanee is a 3 Bedroom, 2 1/2 Bathroom townhouse. All the bedrooms - with vaulted ceilings - are upstairs w/primary bathroom en suite & additional bathroom. Large Laundry room is also upstairs. This is an open floor plan design w/kitchen, living room, dining area and powder room downstairs. Kitchen has all stainless steel, Kitchen Aid appliances, solid surfaces in the Kitchen & all 3 bathrooms. 2 car Garage is alley loaded. Front yard & nice size side yard (with patio outside the sliding glass door) are landscaped using low maintenance native plants. All of the houses in Sunset Meadows are Certified & Registered Energy Star Rated! Come live the Central Oregon, special Sisters, lifestyle.This house comes with a fully fenced yard!

3 Beds ⋅ 3 Baths ⋅ 220215537 MLS

Select home credit incentive $10,000.00 This is your chance to own a new townhouse - The Kokanee - in the popular new development in Sisters, Oregon! Sunset Meadows is close to downtown Sisters & the Sisters Elementary, Middle & High school campuses. The Kokanee is a 3 Bedroom, 2 1/2 Bathroom townhouse. All the bedrooms - with vaulted ceilings - are upstairs w/primary bathroom en suite & additional bathroom. Large Laundry room is also upstairs. This is an open floor plan design w/kitchen, living room, dining area and powder room downstairs. Kitchen has all stainless steel, Kitchen Aid appliances, solid surfaces in the Kitchen & all 3 bathrooms. 2 car Garage is alley loaded. Front yard & nice size side yard (with patio outside the sliding glass door) are landscaped using low maintenance native plants. All of the houses in Sunset Meadows are Certified & Registered Energy Star Rated! Come live the Central Oregon, special Sisters, lifestyle.This house comes with a fully fenced yard!

1080 W Linda Avenue Lot 3 Unit Lot 3, Sisters

Listing courtesy of Engel & Voelkers Bend.

$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.

1036 W McKenzie Highway Lot 51 Unit Lot 51, Sisters

$759,950

Sunset Meadows new development in the charming town of Sisters, Oregon. 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. Cascade Mountain Range, including the Three Sisters are directly in front of this property! This home is a single family home just under 2,000 sq.ft. w/3 bedrooms & 2 1/2 baths. The main floor is an all open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine through. Primary Bedroom w/ensuite bathroom is on the main floor. Stainless Steel KitchenAid appliances and solid surfaces in the kitchen and all the bathrooms - 1/2 bath powder room & laundry room are downstairs and 2 bedrooms, a full bath and a large loft are upstairs. Attached 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon and start living the Central Oregon Lifestyle.

3 Beds ⋅ 3 Baths ⋅ 220213845 MLS

Sunset Meadows new development in the charming town of Sisters, Oregon. 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. Cascade Mountain Range, including the Three Sisters are directly in front of this property! This home is a single family home just under 2,000 sq.ft. w/3 bedrooms & 2 1/2 baths. The main floor is an all open floorplan w/large windows & high vaulted ceilings to allow the Central Oregon sunlight to shine through. Primary Bedroom w/ensuite bathroom is on the main floor. Stainless Steel KitchenAid appliances and solid surfaces in the kitchen and all the bathrooms - 1/2 bath powder room & laundry room are downstairs and 2 bedrooms, a full bath and a large loft are upstairs. Attached 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon and start living the Central Oregon Lifestyle.

1036 W McKenzie Highway Lot 51 Unit Lot 51, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,075,000

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.

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