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$465,000

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

3 Beds ⋅ 3 Baths ⋅ 220225003 MLS

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

820 N Hindeman Street, Sisters

Listing courtesy of Engel & Voelkers Bend.

$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.

$760,000

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

4 Beds ⋅ 3 Baths ⋅ 220218538 MLS

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

14987 Buggy Whip, Sisters

Listing courtesy of Avenir Realty.

$429,000

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

2 Beds ⋅ 2 Baths ⋅ 220218462 MLS

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

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

$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.