Real Estate Investment Properties for Sale in Winston, OR

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

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

Arp Investment Property for Sale in Winston, OR

Search for Arp Investment Property for Sale in Winston, Oregon. Browse all of Mashvisor’s Arp Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 19 Arp Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9740 UPPER OLALLA Rd Winston, OR Country setting 29.80 acres, A-frame Cedar home with vaulted ceilings. Master on main leve...	2 beds \| 3 baths \| 2,304 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $2899 Airbnb ROI: N/A Traditional ROI: 3.04%
263 WIL Way Winston, OR Welcome to Your Like-New Custom Home in Winston, Oregon!Step inside this beautifully craft...	3 beds \| 2 baths \| 1,928 sq.ft.	$499,900	Airbnb cash on cash: -2.2% Traditional cash on cash: 4.77% Airbnb Rental Income: $242 Traditional Rental Income: $3272 Airbnb ROI: -2.2% Traditional ROI: 4.77%
380 SUNNYSIDE Dr Winston, OR Welcome to 380 Sunnyside! This move-in-ready 3-bedroom, 2-bath home offers comfort, qualit...	3 beds \| 2 baths \| 1,433 sq.ft.	$357,900	Airbnb cash on cash: -2.11% Traditional cash on cash: 5.49% Airbnb Rental Income: $242 Traditional Rental Income: $2565 Airbnb ROI: -2.11% Traditional ROI: 5.49%
2414 BROCKWAY Rd Winston, OR Opportunity awaits! Whether you're a savvy investor seeking passive income, a large family...	7 beds \| 5 baths \| N/A	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $1318 Airbnb ROI: N/A Traditional ROI: 1.12%
102 SARAH BEAR Ln Winston, OR Meticulous quality 4 br 3 bath 2660 sq ft home, with real wood floors, 2 gas fireplaces, c...	4 beds \| 3 baths \| 2,660 sq.ft.	$555,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.86% Airbnb Rental Income: $null Traditional Rental Income: $4150 Airbnb ROI: N/A Traditional ROI: 5.86%
800 BYRON CREEK Rd Winston, OR Welcome to this charming country home set on over 5 acres of flat, usable land with Firewi...	3 beds \| 3 baths \| 1,320 sq.ft.	$475,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 4.33% Airbnb Rental Income: $242 Traditional Rental Income: $2659 Airbnb ROI: -1.63% Traditional ROI: 4.33%
150 WIL Way Winston, OR OPEN HOUSE! Sunday 1-3pm 3/29 New Home by JW Construction Inc.This beautifully crafted 2,1...	3 beds \| 3 baths \| 1,999 sq.ft.	$499,900	Airbnb cash on cash: -1.96% Traditional cash on cash: 6.62% Airbnb Rental Income: $242 Traditional Rental Income: $4025 Airbnb ROI: -1.96% Traditional ROI: 6.62%
160 WIL Way Winston, OR OPEN HOUSE! Sunday 3/29 1-3pm New Home by JW Construction Inc.This beautiful one-level hom...	3 beds \| 3 baths \| 2,089 sq.ft.	$499,900	Airbnb cash on cash: -1.86% Traditional cash on cash: 6.01% Airbnb Rental Income: $242 Traditional Rental Income: $3688 Airbnb ROI: -1.86% Traditional ROI: 6.01%
109 CITATION Ct Winston, OR Welcome to 109 Citation Ct, a brand-new single-level home nestled in the highly sought-aft...	3 beds \| 2 baths \| 1,770 sq.ft.	$469,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 5.59% Airbnb Rental Income: $242 Traditional Rental Income: $3025 Airbnb ROI: -1.26% Traditional ROI: 5.59%
90 SE DARRELL Ave Winston, OR This charming 2-bedroom, 2-bathroom manufactured home in Winston, Oregon offers comfortabl...	2 beds \| 2 baths \| 924 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.92% Airbnb Rental Income: $null Traditional Rental Income: $2129 Airbnb ROI: N/A Traditional ROI: 7.92%
411 WOODLAND Dr Winston, OR Discover a lifestyle rooted in fresh air, room to roam, and time spent outside. This two-s...	4 beds \| 2 baths \| 2,240 sq.ft.	$699,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.84% Airbnb Rental Income: $null Traditional Rental Income: $3477 Airbnb ROI: N/A Traditional ROI: 3.84%
624 WILLIS CREEK Rd Winston, OR This rare riverfront horse property on the South Umpqua River is not to be missed! The hom...	3 beds \| 2 baths \| 1,782 sq.ft.	$550,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 3.96% Airbnb Rental Income: $242 Traditional Rental Income: $2817 Airbnb ROI: -1.49% Traditional ROI: 3.96%
605 DEERWOOD Ct Winston, OR This custom-built Passive Solar home, constructed in 1979, offers a rare blend of timeless...	3 beds \| 2 baths \| 2,431 sq.ft.	$599,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 3.17% Airbnb Rental Income: $242 Traditional Rental Income: $2856 Airbnb ROI: -1.92% Traditional ROI: 3.17%
381 SE GREGORY Dr Winston, OR Seize this opportunity with this charming single-story 1948 ranch style home boasting 2 be...	2 beds \| 1 baths \| 1,323 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $2128 Airbnb ROI: N/A Traditional ROI: 7.03%
871 SE MEADOWOOD Dr Winston, OR Double-wide home on a great fenced lot with excellent potential. The home is in need of so...	3 beds \| 2 baths \| 1,620 sq.ft.	$200,000	Airbnb cash on cash: -2.16% Traditional cash on cash: 11.94% Airbnb Rental Income: $242 Traditional Rental Income: $2689 Airbnb ROI: -2.16% Traditional ROI: 11.94%
1580 WINSTON SECTION Rd Winston, OR This 3-bedroom, 2-bathroom "fixer upper" sits on a peaceful 0.18-acre corner lot, offering...	3 beds \| 2 baths \| 1,188 sq.ft.	$199,900	Airbnb cash on cash: -2.41% Traditional cash on cash: 7.45% Airbnb Rental Income: $242 Traditional Rental Income: $1883 Airbnb ROI: -2.41% Traditional ROI: 7.45%
182 WOODDUCK St Winston, OR Quality contemporary 3 bedroom, 2 bath 1452 sq ft home built in 2005 in Hunters Crossing. ...	3 beds \| 2 baths \| 1,452 sq.ft.	$375,000	Airbnb cash on cash: -2.27% Traditional cash on cash: 3.05% Airbnb Rental Income: $242 Traditional Rental Income: $1883 Airbnb ROI: -2.27% Traditional ROI: 3.05%
771 SE HALL St Winston, OR Welcome to 771 SE Hall St in Winston where comfort meets convenience in this spacious 3 be...	3 beds \| 2 baths \| 1,650 sq.ft.	$265,000	Airbnb cash on cash: -2.08% Traditional cash on cash: 8.66% Airbnb Rental Income: $242 Traditional Rental Income: $2698 Airbnb ROI: -2.08% Traditional ROI: 8.66%
6700 UPPER OLALLA Rd Winston, OR Exquisite Lindal Custom Cedar home on 5 flat acres featuring a 2,400 sq ft shop with full ...	3 beds \| 3 baths \| 2,720 sq.ft.	$1,200,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 0.09% Airbnb Rental Income: $242 Traditional Rental Income: $1883 Airbnb ROI: -1.59% Traditional ROI: 0.09%

Your search for investment property begins and ends here

Arp Investment Property for Sale in Winston, OR

9740 UPPER OLALLA Rd

Winston, OR

2 beds | 3 baths | 2,304 sq.ft.

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.04%

Airbnb Rental Income: $null

Traditional Rental Income: $2899

Airbnb ROI: N/A

Traditional ROI: 3.04%

263 WIL Way

Winston, OR

3 beds | 2 baths | 1,928 sq.ft.

$499,900

Airbnb cash on cash: -2.2%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $242

Traditional Rental Income: $3272

Airbnb ROI: -2.2%

Traditional ROI: 4.77%

380 SUNNYSIDE Dr

Winston, OR

3 beds | 2 baths | 1,433 sq.ft.

$357,900

Airbnb cash on cash: -2.11%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $242

Traditional Rental Income: $2565

Airbnb ROI: -2.11%

Traditional ROI: 5.49%

2414 BROCKWAY Rd

Winston, OR

7 beds | 5 baths | N/A

$409,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.12%

Airbnb Rental Income: $null

Traditional Rental Income: $1318

Airbnb ROI: N/A

Traditional ROI: 1.12%

102 SARAH BEAR Ln

Winston, OR

4 beds | 3 baths | 2,660 sq.ft.

$555,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.86%

Airbnb Rental Income: $null

Traditional Rental Income: $4150

Airbnb ROI: N/A

Traditional ROI: 5.86%

800 BYRON CREEK Rd

Winston, OR

3 beds | 3 baths | 1,320 sq.ft.

$475,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $242

Traditional Rental Income: $2659

Airbnb ROI: -1.63%

Traditional ROI: 4.33%

150 WIL Way

Winston, OR

3 beds | 3 baths | 1,999 sq.ft.

$499,900

Airbnb cash on cash: -1.96%

Traditional cash on cash: 6.62%

Airbnb Rental Income: $242

Traditional Rental Income: $4025

Airbnb ROI: -1.96%

Traditional ROI: 6.62%

160 WIL Way

Winston, OR

3 beds | 3 baths | 2,089 sq.ft.

$499,900

Airbnb cash on cash: -1.86%

Traditional cash on cash: 6.01%

Airbnb Rental Income: $242

Traditional Rental Income: $3688

Airbnb ROI: -1.86%