Real Estate Investment Properties for Sale in Sisters, OR

Looking for investment property in Sisters, OR with high ROI ?

Explore a variety of short-term homes & houses in Sisters, OR. Invest wisely with VRBO & Sisters, OR Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Sisters, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
370 S Pine Meadow Street Sisters, OR Updated and well cared for 2 bedroom, 2 bath end unit townhome in Pine Meadow Village! Enj...	2 beds \| 2 baths \| 1,395 sq.ft.	$550,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 3.58% Airbnb Rental Income: $1187 Traditional Rental Income: $2780 Airbnb ROI: -0.27% Traditional ROI: 3.58%
69322 Hackamore Sisters, OR Turnkey Home & Investment in Tollgate! Discover this inviting 3-bed, 2-bath home in Sister...	3 beds \| 2 baths \| 1,466 sq.ft.	$625,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.93% Airbnb Rental Income: $1194 Traditional Rental Income: $2208 Airbnb ROI: -0.47% Traditional ROI: 1.93%
14590 Mountain View Loop Sisters, OR Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pine...	5 beds \| 4 baths \| 4,004 sq.ft.	$939,500	Airbnb cash on cash: -0.43% Traditional cash on cash: 4.81% Airbnb Rental Income: $1596 Traditional Rental Income: $5724 Airbnb ROI: -0.43% Traditional ROI: 4.81%
568 W Jefferson Avenue Sisters, OR Live in the heart of Sisters and experience the lifestyle everyone's chasing--from morning...	2 beds \| 2 baths \| 1,033 sq.ft.	$495,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 1.76% Airbnb Rental Income: $1187 Traditional Rental Income: $2407 Airbnb ROI: -1.71% Traditional ROI: 1.76%
1109 W Yapoah Crater Drive Sisters, OR Discover modern elegance and comfort in this unique 3-bedroom, under $475K home, featuring...	3 beds \| 2 baths \| 1,596 sq.ft.	$443,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.03% Airbnb Rental Income: $1194 Traditional Rental Income: $2620 Airbnb ROI: -0.35% Traditional ROI: 4.03%
14842 Stagecoach Sisters, OR Nestled in a quiet cul-de-sac this attractive log residence in Sisters' highly preferred T...	3 beds \| 2 baths \| 1,592 sq.ft.	$589,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.28% Airbnb Rental Income: $1194 Traditional Rental Income: $2845 Airbnb ROI: -0.42% Traditional ROI: 3.28%
69150 Butcher Block Boulevard Sisters, OR Rare 45.6-acre private estate in Sisters' premier Cloverdale area, one of Central Oregon's...	5 beds \| 4 baths \| 4,230 sq.ft.	$1,995,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 2.24% Airbnb Rental Income: $1596 Traditional Rental Income: $6880 Airbnb ROI: -0.86% Traditional ROI: 2.24%
693 E Tyler Avenue Sisters, OR Meticulously maintained and truly move-in ready, this fully updated 3,715 sq ft, 4-bedroom...	4 beds \| 3 baths \| 3,715 sq.ft.	$1,350,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.17% Airbnb Rental Income: $1675 Traditional Rental Income: $6250 Airbnb ROI: -0.85% Traditional ROI: 3.17%
70030 Annies Drive Sisters, OR Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 1...	5 beds \| 6 baths \| 6,146 sq.ft.	$2,700,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.86% Airbnb Rental Income: $1596 Traditional Rental Income: $1536 Airbnb ROI: -1.01% Traditional ROI: -0.86%
14450 Mountain View Loop Sisters, OR Special Financing Available - rates as low as 5.25%. Set on just over an acre in a quiet S...	3 beds \| 3 baths \| 2,652 sq.ft.	$759,900	Airbnb cash on cash: -0.63% Traditional cash on cash: 3.58% Airbnb Rental Income: $1194 Traditional Rental Income: $3789 Airbnb ROI: -0.63% Traditional ROI: 3.58%
347 E Jefferson Avenue Sisters, OR Welcome to this stunning custom-built home in the very heart of downtown Sisters. This pro...	4 beds \| 4 baths \| 2,959 sq.ft.	$1,163,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.69% Airbnb Rental Income: $1675 Traditional Rental Income: $5655 Airbnb ROI: -0.42% Traditional ROI: 3.69%
69960 Camp Polk Road Sisters, OR Discover tranquility on 4 acres with over 400 feet of frontage along Whychus Creek. The ch...	3 beds \| 4 baths \| 3,785 sq.ft.	$2,595,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.68% Airbnb Rental Income: $1194 Traditional Rental Income: $4762 Airbnb ROI: -0.96% Traditional ROI: 0.68%
17415 Kent Road Sisters, OR Beautifully maintained home on 2.28 acres off desirable Cloverdale Rd in Sisters! This lig...	3 beds \| 2 baths \| 2,720 sq.ft.	$775,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.14% Airbnb Rental Income: $1194 Traditional Rental Income: $3399 Airbnb ROI: -0.45% Traditional ROI: 3.14%
952 E Timber Pine Drive Sisters, OR Welcome to Sisters, Oregon! With one of the best performing school districts in the state ...	3 beds \| 3 baths \| 1,787 sq.ft.	$645,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 4.05% Airbnb Rental Income: $1194 Traditional Rental Income: $3538 Airbnb ROI: -0.49% Traditional ROI: 4.05%
720 N Hindeman Street Sisters, OR Looking for a lovely personal home or monthly rental? Don't miss out on this opportunity! ...	3 beds \| 3 baths \| 1,691 sq.ft.	$499,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.65% Airbnb Rental Income: $1194 Traditional Rental Income: $2916 Airbnb ROI: -0.87% Traditional ROI: 3.65%
243 W Adams Avenue Sisters, OR Don't miss your front row spot on the upcoming Adams Avenue improvements! This income prod...	2 beds \| 1 baths \| 1,056 sq.ft.	$499,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.87% Airbnb Rental Income: $1187 Traditional Rental Income: $2098 Airbnb ROI: 0.09% Traditional ROI: 2.87%
14861 Crupper Sisters, OR Welcome to your Central Oregon retreat in the desirable Tollgate community! This spacious ...	5 beds \| 3 baths \| 2,814 sq.ft.	$974,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.52% Airbnb Rental Income: $1596 Traditional Rental Income: $2994 Airbnb ROI: -0.53% Traditional ROI: 1.52%
16840 Buck Horn Drive Sisters, OR Welcome to your peaceful getaway in the woods! This cozy 508 sq ft studio CABIN is perfect...	1 beds \| 1 baths \| 508 sq.ft.	$600,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.33% Airbnb Rental Income: $943 Traditional Rental Income: $1607 Airbnb ROI: -0.47% Traditional ROI: 1.33%
14850 Stagecoach Sisters, OR Layout: A single-level, ''move-in ready'' home. Space: 3 bedrooms and 3 bathrooms, featuri...	3 beds \| 3 baths \| 2,216 sq.ft.	$885,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 2.69% Airbnb Rental Income: $1194 Traditional Rental Income: $3581 Airbnb ROI: -0.68% Traditional ROI: 2.69%
923 E Desperado Trail Sisters, OR Live where the trails meet the town! This stunning, No-HOA townhome in Sisters' Highland V...	2 beds \| 2 baths \| 1,150 sq.ft.	$605,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.16% Airbnb Rental Income: $1187 Traditional Rental Income: $2683 Airbnb ROI: -0.17% Traditional ROI: 3.16%
68050 Fryrear Road Sisters, OR A dream view property on 18.8 private acres with stunning views of the Three Sisters and B...	3 beds \| 3 baths \| 2,967 sq.ft.	$1,590,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.38% Airbnb Rental Income: $1194 Traditional Rental Income: $4275 Airbnb ROI: -0.97% Traditional ROI: 1.38%
69550 Deer Ridge Road Sisters, OR Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and of...	5 beds \| 5 baths \| 4,615 sq.ft.	$2,450,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.8% Airbnb Rental Income: $1596 Traditional Rental Income: $5421 Airbnb ROI: -1.09% Traditional ROI: 0.8%
69307 Scabbard Sisters, OR If you've been dreaming of a getaway ''cabin in the woods'', your dream awaits in Sisters,...	2 beds \| 1 baths \| 932 sq.ft.	$519,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.17% Airbnb Rental Income: $1187 Traditional Rental Income: $1998 Airbnb ROI: -0.3% Traditional ROI: 2.17%
1048 E Black Butte Avenue Sisters, OR Warm, inviting, and full of character, this Saddleback home offers a Country Living inspir...	3 beds \| 3 baths \| 1,875 sq.ft.	$689,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.36% Airbnb Rental Income: $1194 Traditional Rental Income: $2666 Airbnb ROI: -0.53% Traditional ROI: 2.36%
821 E Desperado Trail #201 Sisters, OR Bright and fresh condo ready to host your summer! Brand new flooring and interior paint th...	2 beds \| 2 baths \| 1,215 sq.ft.	$395,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.27% Airbnb Rental Income: $1187 Traditional Rental Income: $2265 Airbnb ROI: 0.32% Traditional ROI: 4.27%
16921 Lady Caroline Drive Sisters, OR Located on the golf course, with mountain views, this NW lodge style home is in the gated ...	3 beds \| 5 baths \| 4,258 sq.ft.	$1,725,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 1.6% Airbnb Rental Income: $1194 Traditional Rental Income: $5810 Airbnb ROI: -1.53% Traditional ROI: 1.6%
152 W Clearpine Drive Sisters, OR Relaxed luxury abounds in this modern mountain cottage in Clearpine. Featured on the 2020 ...	2 beds \| 2 baths \| 1,133 sq.ft.	$660,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 1.92% Airbnb Rental Income: $1187 Traditional Rental Income: $2339 Airbnb ROI: -0.58% Traditional ROI: 1.92%
715 N Brooks Camp Road Sisters, OR Don't miss out on this two-story home with private backyard, primary mountain view and 3 c...	3 beds \| 3 baths \| 1,743 sq.ft.	$570,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.79% Airbnb Rental Income: $1194 Traditional Rental Income: $3110 Airbnb ROI: -0.54% Traditional ROI: 3.79%
18150 Wanona Road Sisters, OR At the end of Wanona Road lies a true Central Oregon sanctuary. This exceptional 52-acre e...	3 beds \| 3 baths \| 2,591 sq.ft.	$1,799,999	Airbnb cash on cash: -1.05% Traditional cash on cash: 0.88% Airbnb Rental Income: $1194 Traditional Rental Income: $4032 Airbnb ROI: -1.05% Traditional ROI: 0.88%
69252 Lake Drive Sisters, OR Great setup for horses and a hobby farm! Minutes from town. 4.71 acres include 2 acres of ...	4 beds \| 2 baths \| 1,344 sq.ft.	$699,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.73% Airbnb Rental Income: $1675 Traditional Rental Income: $2169 Airbnb ROI: 0.25% Traditional ROI: 1.73%
723 N Freemont Street Sisters, OR This well-maintained home is conveniently located in a quiet neighborhood, close to all 3 ...	4 beds \| 3 baths \| 1,865 sq.ft.	$595,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.23% Airbnb Rental Income: $1675 Traditional Rental Income: $2851 Airbnb ROI: 0.27% Traditional ROI: 3.23%
210 N Maple Street Sisters, OR Big Cascade Mountain views from this move-in-ready home in a wonderful, walkable Sisters n...	4 beds \| 3 baths \| 2,624 sq.ft.	$748,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.42% Airbnb Rental Income: $1675 Traditional Rental Income: $2972 Airbnb ROI: -0.11% Traditional ROI: 2.42%
69341 SILVER SPUR Sisters, OR Tucked away on .52 wooded acres with territorial views of Central Oregon's stunning landsc...	3 beds \| 2 baths \| 1,837 sq.ft.	$680,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.51% Airbnb Rental Income: $1194 Traditional Rental Income: $2874 Airbnb ROI: -0.75% Traditional ROI: 2.51%
68964 SW Graham Ct Sisters, OR Over 2 acres in Crossroads, super private property that will check all your boxes. Main ho...	3 beds \| 2 baths \| 1,436 sq.ft.	$699,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.09% Airbnb Rental Income: $1194 Traditional Rental Income: $2736 Airbnb ROI: -0.87% Traditional ROI: 2.09%
18204 Fadjur Lane Sisters, OR Tucked away in the heart of Central Oregon, this extraordinary Sisters estate offers the u...	4 beds \| 4 baths \| 4,893 sq.ft.	$2,950,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 0.65% Airbnb Rental Income: $1675 Traditional Rental Income: $5538 Airbnb ROI: -0.93% Traditional ROI: 0.65%
69318 Lariat Sisters, OR Nestled in the desirable Tollgate community, this charming 2-bedroom, 2-bath home sits on ...	2 beds \| 2 baths \| 1,488 sq.ft.	$689,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 2.32% Airbnb Rental Income: $1187 Traditional Rental Income: $2583 Airbnb ROI: -0.46% Traditional ROI: 2.32%
827 E DESPERADO Trl #202 Sisters, OR Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imag...	2 beds \| 2 baths \| 1,215 sq.ft.	$430,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.89% Airbnb Rental Income: $1187 Traditional Rental Income: $2280 Airbnb ROI: 0.21% Traditional ROI: 3.89%
498 N Wheeler Loop Sisters, OR Enjoy easy living in this 3 bedroom, 2 bath, single level home in a gated 55+ community in...	3 beds \| 2 baths \| 1,300 sq.ft.	$350,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 4.37% Airbnb Rental Income: $1194 Traditional Rental Income: $2377 Airbnb ROI: -0.41% Traditional ROI: 4.37%
632 N Reed Street Sisters, OR Experience refined living with this beautifully upgraded home, featuring warm wood cabinet...	3 beds \| 2 baths \| 1,408 sq.ft.	$569,995	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.75% Airbnb Rental Income: $1194 Traditional Rental Income: $2984 Airbnb ROI: -0.34% Traditional ROI: 3.75%

Real Estate investment in Sisters, OR

There are 52 properties for sale in the city of Sisters . The median list price in Sisters is $699,450 and the average price per square foot is $313. In May 2026, the average monthly cash on cash return in Sisters is 1.00%. The average monthly rental income in Sisters is $2,876.

Sisters, OR Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 52 investment properties available for sale in Sisters.

In 2026, the best neighborhood to buy investment property is Sisters.

The ROI for Long-Term is higher than the Short-Term in Sisters with average rental income of $2,876.

Your search for investment property begins and ends here

Investment Property for Sale in Sisters, OR

370 S Pine Meadow Street

Sisters, OR

2 beds | 2 baths | 1,395 sq.ft.

$550,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $1187

Traditional Rental Income: $2780

Airbnb ROI: -0.27%

Traditional ROI: 3.58%

69322 Hackamore

Sisters, OR

3 beds | 2 baths | 1,466 sq.ft.

$625,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $1194

Traditional Rental Income: $2208

Airbnb ROI: -0.47%

Traditional ROI: 1.93%

14590 Mountain View Loop

Sisters, OR

5 beds | 4 baths | 4,004 sq.ft.

$939,500

Airbnb cash on cash: -0.43%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $1596

Traditional Rental Income: $5724

Airbnb ROI: -0.43%

Traditional ROI: 4.81%

568 W Jefferson Avenue

Sisters, OR

2 beds | 2 baths | 1,033 sq.ft.

$495,000

Airbnb cash on cash: -1.71%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $1187

Traditional Rental Income: $2407

Airbnb ROI: -1.71%

Traditional ROI: 1.76%

1109 W Yapoah Crater Drive

Sisters, OR

3 beds | 2 baths | 1,596 sq.ft.

$443,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1194

Traditional Rental Income: $2620

Airbnb ROI: -0.35%

Traditional ROI: 4.03%

14842 Stagecoach

Sisters, OR

3 beds | 2 baths | 1,592 sq.ft.

$589,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $1194

Traditional Rental Income: $2845

Airbnb ROI: -0.42%

Traditional ROI: 3.28%

69150 Butcher Block Boulevard

Sisters, OR

5 beds | 4 baths | 4,230 sq.ft.

$1,995,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1596

Traditional Rental Income: $6880

Airbnb ROI: -0.86%

Traditional ROI: 2.24%

693 E Tyler Avenue

Sisters, OR

4 beds | 3 baths | 3,715 sq.ft.

$1,350,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $1675

Traditional Rental Income: $6250

Airbnb ROI: -0.85%