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
546 S Cottonwood Street Sisters, OR This cutie offers more than just curb appeal, simplify life in this beautiful single-level...	3 beds \| 3 baths \| 1,890 sq.ft.	$949,900	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.89% Airbnb Rental Income: $1580 Traditional Rental Income: $3479 Airbnb ROI: -0.77% Traditional ROI: 1.89%
14866 Bluegrass Loop Sisters, OR This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre,...	3 beds \| 2 baths \| 1,491 sq.ft.	$695,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.53% Airbnb Rental Income: $1580 Traditional Rental Income: $2732 Airbnb ROI: 0.06% Traditional ROI: 2.53%
568 W Jefferson Avenue Sisters, OR Welcome to easy Central Oregon living in this beautifully maintained 2-bed, 2-bath upstair...	2 beds \| 2 baths \| 1,033 sq.ft.	$535,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.56% Airbnb Rental Income: $1719 Traditional Rental Income: $2407 Airbnb ROI: -0.77% Traditional ROI: 1.56%
14842 Stagecoach Sisters, OR Welcome to your genuine log home, where rustic charm meets modern comfort. As you enter, t...	3 beds \| 2 baths \| 1,592 sq.ft.	$599,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.21% Airbnb Rental Income: $1580 Traditional Rental Income: $2845 Airbnb ROI: 0.14% Traditional ROI: 3.21%
69150 Butcher Block Boulevard Sisters, OR Beautiful sought after location and acreage in the Cloverdale area of Sisters, Oregon. 45...	5 beds \| 5 baths \| 4,230 sq.ft.	$2,695,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 1.41% Airbnb Rental Income: $1462 Traditional Rental Income: $6880 Airbnb ROI: -0.93% Traditional ROI: 1.41%
759 S Birch Street Sisters, OR Charming Craftsman in Pine Meadow Village. Not too big, not too small, this is your Goldi...	3 beds \| 2 baths \| 2,258 sq.ft.	$875,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.13% Airbnb Rental Income: $1580 Traditional Rental Income: $3411 Airbnb ROI: -0.67% Traditional ROI: 2.13%
390 S Pine Meadow Street Sisters, OR Great townhome on a corner lot in Pine Meadow Village. Well designed floor plan features u...	2 beds \| 2 baths \| 1,549 sq.ft.	$615,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.84% Airbnb Rental Income: $1719 Traditional Rental Income: $2849 Airbnb ROI: 0.04% Traditional ROI: 2.84%
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.	$590,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.65% Airbnb Rental Income: $1580 Traditional Rental Income: $3110 Airbnb ROI: 0.05% Traditional ROI: 3.65%
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.	$649,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.82% Airbnb Rental Income: $1580 Traditional Rental Income: $2208 Airbnb ROI: 0.04% Traditional ROI: 1.82%
707 S Cottonwood Street Sisters, OR Immaculate custom home in coveted Pine Meadow Village! This thoughtfully designed residenc...	3 beds \| 3 baths \| 2,433 sq.ft.	$1,175,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 1.82% Airbnb Rental Income: $1580 Traditional Rental Income: $4016 Airbnb ROI: -0.82% Traditional ROI: 1.82%
69223 Crooked Horseshoe Road Sisters, OR This private & pristine, 10-acre Scandinavian Farmhouse Estate located 1 mile from Sisters...	4 beds \| 6 baths \| 10,463 sq.ft.	$3,375,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 0.37% Airbnb Rental Income: $1886 Traditional Rental Income: $6536 Airbnb ROI: -1.28% Traditional ROI: 0.37%
68821 Cache Court Sisters, OR Nestled on the edge of town this beautifully maintained, lightly lived-in single-level hom...	3 beds \| 2 baths \| 1,940 sq.ft.	$869,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.36% Airbnb Rental Income: $1580 Traditional Rental Income: $3202 Airbnb ROI: -0.2% Traditional ROI: 2.36%
930 E Desperado Trail Sisters, OR Your Sisters, Oregon lifestyle awaits! This incredible property is PRICED TO SELL and is j...	2 beds \| 3 baths \| 1,563 sq.ft.	$629,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.56% Airbnb Rental Income: $1719 Traditional Rental Income: $2505 Airbnb ROI: 0.41% Traditional ROI: 2.56%
16900 GREEN DRAKE CT Sisters, OR One acre Aspen Lakes property where charm & elegance meet on the golf course. This home bl...	3 beds \| 5 baths \| 4,250 sq.ft.	$1,699,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 1.26% Airbnb Rental Income: $1580 Traditional Rental Income: $4712 Airbnb ROI: -1.01% Traditional ROI: 1.26%
69019 Holmes Road Sisters, OR Indulge in the epitome of ranch living on this expansive 63-acre property, featuring a gra...	4 beds \| 3 baths \| 4,797 sq.ft.	$2,899,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.09% Airbnb Rental Income: $1886 Traditional Rental Income: $4037 Airbnb ROI: -0.9% Traditional ROI: 0.09%
18589 McSwain Drive Sisters, OR Imagine coming home to your personal paradise down a quiet cul-de-sac in McKenzie Estates ...	4 beds \| 2 baths \| 3,169 sq.ft.	$649,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.7% Airbnb Rental Income: $1886 Traditional Rental Income: $4040 Airbnb ROI: 0.32% Traditional ROI: 4.7%
347 W Jefferson Avenue #6700 Sisters, OR $0 HOA's. This picturesque new home in Old Town Sisters is located just two blocks from Si...	3 beds \| 3 baths \| 1,518 sq.ft.	$690,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.9% Airbnb Rental Income: $1580 Traditional Rental Income: $3423 Airbnb ROI: 0.33% Traditional ROI: 3.9%
69550 Deer Ridge Road Sisters, OR CUSTOM ESTATE WITH TWO STUNNING HOMES, NESTLED ON A PRIVATE, GATED 5.85 ACRE LOT WITH MOUN...	5 beds \| 5 baths \| 4,615 sq.ft.	$2,850,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.57% Airbnb Rental Income: $1462 Traditional Rental Income: $5421 Airbnb ROI: -1.09% Traditional ROI: 0.57%
70325 Club Road Sisters, OR Welcome to 70325 Club Rd in delightful Sisters, Oregon. Nestled on 2.35 private acres, thi...	3 beds \| 4 baths \| 3,520 sq.ft.	$897,500	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.73% Airbnb Rental Income: $1580 Traditional Rental Income: $3687 Airbnb ROI: -0.33% Traditional ROI: 2.73%
69335 Silver Spur Sisters, OR Gorgeous landscaping surrounds this immaculately cared for 2940 sqft home. The home sits o...	4 beds \| 4 baths \| 2,940 sq.ft.	$949,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.75% Airbnb Rental Income: $1886 Traditional Rental Income: $5661 Airbnb ROI: -0.09% Traditional ROI: 4.75%
191 W Clearpine Drive Sisters, OR One step inside & you'll fall in love with this exceptional modern home in the desirable C...	3 beds \| 2 baths \| 1,919 sq.ft.	$974,500	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.99% Airbnb Rental Income: $1580 Traditional Rental Income: $3500 Airbnb ROI: -0.62% Traditional ROI: 1.99%
1151 N Jantzen Court Sisters, OR This custom single level Craftsman home in Grand Peaks At Sisters, offers 1,945 square fee...	3 beds \| 2 baths \| 1,945 sq.ft.	$848,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.39% Airbnb Rental Income: $1580 Traditional Rental Income: $3503 Airbnb ROI: -0.62% Traditional ROI: 2.39%
17945 Mountain View Road Sisters, OR Nestled in a breathtaking location, this timeless estate offers sweeping views of the maje...	4 beds \| 7 baths \| 7,663 sq.ft.	$3,999,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 0.21% Airbnb Rental Income: $1886 Traditional Rental Income: $8179 Airbnb ROI: -1.62% Traditional ROI: 0.21%
69215 Martingale Sisters, OR Nestled on over half an acre in a quiet cul-de-sac, this home borders the Deschutes Trout ...	3 beds \| 3 baths \| 1,960 sq.ft.	$720,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.25% Airbnb Rental Income: $1580 Traditional Rental Income: $3547 Airbnb ROI: -0.35% Traditional ROI: 3.25%
271 E Diamond Peak Avenue Sisters, OR Beautiful brand new custom home in Grand Peaks at Sisters. Modern and open floor plan that...	3 beds \| 3 baths \| 2,211 sq.ft.	$899,990	Airbnb cash on cash: -0.26% Traditional cash on cash: 2.78% Airbnb Rental Income: $1580 Traditional Rental Income: $3676 Airbnb ROI: -0.26% Traditional ROI: 2.78%
187 W Jefferson Avenue Sisters, OR Dreaming of your own cottage in the heart of downtown Sisters?This charming 2 bed/1 bath, ...	2 beds \| 1 baths \| 813 sq.ft.	$565,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.56% Airbnb Rental Income: $1719 Traditional Rental Income: $2114 Airbnb ROI: 0.91% Traditional ROI: 2.56%
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: -0.56% Traditional cash on cash: 4.81% Airbnb Rental Income: $1462 Traditional Rental Income: $5724 Airbnb ROI: -0.56% Traditional ROI: 4.81%
337 W Jefferson Avenue Sisters, OR Newly built custom home in western-themed Sisters, Oregon. No HOA fees. Features a flexibl...	3 beds \| 3 baths \| 1,622 sq.ft.	$709,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.4% Airbnb Rental Income: $1580 Traditional Rental Income: $3038 Airbnb ROI: 0.51% Traditional ROI: 3.4%
693 E Tyler Avenue Sisters, OR Unbeatable location!! 2 blocks from downtown Sisters, Three Creeks Brewery, Sisters Athlet...	4 beds \| 4 baths \| 3,715 sq.ft.	$1,350,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.19% Airbnb Rental Income: $1886 Traditional Rental Income: $6250 Airbnb ROI: -0.68% Traditional ROI: 3.19%
1639 W Williamson Avenue Sisters, OR Immaculate one-owner single-level home in the heart of Sisters, Oregon. This well-maintain...	3 beds \| 2 baths \| 1,408 sq.ft.	$599,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.09% Airbnb Rental Income: $1580 Traditional Rental Income: $2831 Airbnb ROI: 0.05% Traditional ROI: 3.09%
390 E Diamond Peak Avenue Sisters, OR This 2021 contemporary prairie is turnkey! Gorgeous great room with 16-foot ceilings, cler...	2 beds \| 3 baths \| 1,808 sq.ft.	$899,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.25% Airbnb Rental Income: $1719 Traditional Rental Income: $3523 Airbnb ROI: -0.47% Traditional ROI: 2.25%
746 N Roundhouse Court Sisters, OR Tucked away on a quiet cul-de-sac, this beautiful home offers mountain views from the upst...	4 beds \| 3 baths \| 2,026 sq.ft.	$627,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.76% Airbnb Rental Income: $1886 Traditional Rental Income: $3932 Airbnb ROI: 0.4% Traditional ROI: 4.76%
230 E Diamond Peak Avenue #32 Sisters, OR Newly built mid-century beauty in Sisters! This home combines asymmetrical rooflines and c...	3 beds \| 3 baths \| 2,188 sq.ft.	$990,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.59% Airbnb Rental Income: $1580 Traditional Rental Income: $3842 Airbnb ROI: -0.35% Traditional ROI: 2.59%
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.	$520,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.18% Airbnb Rental Income: $1719 Traditional Rental Income: $1998 Airbnb ROI: 0.62% Traditional ROI: 2.18%
988 E Black Butte Avenue #30 Sisters, OR Brand new custom-built home within walking distance of downtown Sisters! This thoughtfully...	3 beds \| 3 baths \| 1,371 sq.ft.	$565,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.32% Airbnb Rental Income: $1580 Traditional Rental Income: $3048 Airbnb ROI: 0.69% Traditional ROI: 4.32%
16472 Jordan Road Sisters, OR Once part of the iconic Lazy Z Ranch and bordered by a 190-acre distinguished equestrian p...	2 beds \| 2 baths \| 1,277 sq.ft.	$1,544,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.74% Airbnb Rental Income: $1719 Traditional Rental Income: $2950 Airbnb ROI: -0.45% Traditional ROI: 0.74%
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.	$2,895,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 0.51% Airbnb Rental Income: $1580 Traditional Rental Income: $4762 Airbnb ROI: -0.84% Traditional ROI: 0.51%
14450 Mountain View loop Sisters, OR Tucked away on a wooded 1-acre corner lot, this charming 2-story home offers privacy, spac...	3 beds \| 3 baths \| 2,652 sq.ft.	$795,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.4% Airbnb Rental Income: $1580 Traditional Rental Income: $3789 Airbnb ROI: -0.19% Traditional ROI: 3.4%
69856 Camp Polk Road Sisters, OR LENDER CREDIT....REACH OUT FOR DETAILS! Welcome to this beautifully updated home in Sister...	4 beds \| 3 baths \| 2,593 sq.ft.	$750,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.01% Airbnb Rental Income: $1886 Traditional Rental Income: $4149 Airbnb ROI: 0.06% Traditional ROI: 4.01%
411 E Diamond Peak Avenue Sisters, OR Welcome to your dream home in the making! Built in the heart of the Grand Peaks neighborho...	3 beds \| 3 baths \| 2,211 sq.ft.	$924,990	Airbnb cash on cash: -0.28% Traditional cash on cash: 2.62% Airbnb Rental Income: $1580 Traditional Rental Income: $3625 Airbnb ROI: -0.28% Traditional ROI: 2.62%

Real Estate investment in Sisters, OR

There are 65 properties for sale in the city of Sisters . The median list price in Sisters is $709,000 and the average price per square foot is $294. In October 2025, the average monthly cash on cash return in Sisters is 3.00%. The average monthly rental income in Sisters is $3,475.

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

There are 65 investment properties available for sale in Sisters.

In 2025, the best neighborhood to buy investment property is Sisters.

The ROI for Short-Term is higher than the Long-Term in Sisters with average rental income of $1,580.

Your search for investment property begins and ends here

Investment Property for Sale in Sisters, OR

546 S Cottonwood Street

Sisters, OR

3 beds | 3 baths | 1,890 sq.ft.

$949,900

Airbnb cash on cash: -0.77%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1580

Traditional Rental Income: $3479

Airbnb ROI: -0.77%

Traditional ROI: 1.89%

14866 Bluegrass Loop

Sisters, OR

3 beds | 2 baths | 1,491 sq.ft.

$695,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $1580

Traditional Rental Income: $2732

Airbnb ROI: 0.06%

Traditional ROI: 2.53%

568 W Jefferson Avenue

Sisters, OR

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

$535,000

Airbnb cash on cash: -0.77%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $1719

Traditional Rental Income: $2407

Airbnb ROI: -0.77%

Traditional ROI: 1.56%

14842 Stagecoach

Sisters, OR

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

$599,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $1580

Traditional Rental Income: $2845

Airbnb ROI: 0.14%

Traditional ROI: 3.21%

69150 Butcher Block Boulevard

Sisters, OR

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

$2,695,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $1462

Traditional Rental Income: $6880

Airbnb ROI: -0.93%

Traditional ROI: 1.41%

759 S Birch Street

Sisters, OR

3 beds | 2 baths | 2,258 sq.ft.

$875,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $1580

Traditional Rental Income: $3411

Airbnb ROI: -0.67%

Traditional ROI: 2.13%

390 S Pine Meadow Street

Sisters, OR

2 beds | 2 baths | 1,549 sq.ft.

$615,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1719

Traditional Rental Income: $2849

Airbnb ROI: 0.04%

Traditional ROI: 2.84%

715 N Brooks Camp Road

Sisters, OR

3 beds | 3 baths | 1,743 sq.ft.

$590,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $1580

Traditional Rental Income: $3110

Airbnb ROI: 0.05%