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.

Single Family Homes for Sale in Winston, OR

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

Showing 15 Single Family Residential 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
621 SE ROSE RIDGE DR Winston, OR Welcome to 621 SE Rose Ridge Dr in Winstonâs desirable Orchard View neighborhoodâa bea...	3 beds \| 2 baths \| 1,620 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.53% Airbnb Rental Income: $null Traditional Rental Income: $2906 Airbnb ROI: N/A Traditional ROI: 5.53%
263 WIL WAY Winston, OR Welcome to Your Like-New Custom Home in Winston, OR!Step inside this beautifully crafted h...	3 beds \| 2 baths \| 1,928 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $3272 Airbnb ROI: N/A Traditional ROI: 4.92%
310 NW LOST LN Winston, OR Freshly updated and move-in ready, this Winston home combines comfort, convenience, and ch...	4 beds \| 2 baths \| 1,769 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.59% Airbnb Rental Income: $null Traditional Rental Income: $2976 Airbnb ROI: N/A Traditional ROI: 7.59%
631 SE ROSE RIDGE DR Winston, OR This is a gem! Single-level upgraded home built in 2020. This custom property combines qua...	3 beds \| 2 baths \| 1,512 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $2845 Airbnb ROI: N/A Traditional ROI: 5.06%
1470 E WILLIS CREEK RD Winston, OR Build a second home? 3 tax lots. 80+5+5 acres each & one of the 5-acre lots is buildable! ...	3 beds \| 3 baths \| 1,845 sq.ft.	$748,600	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $3379 Airbnb ROI: N/A Traditional ROI: 3.45%
185 SE LEBLEU LN Winston, OR Price Improved! Solid home in Winston with a newer roof. Welcome home to this well maintai...	3 beds \| 2 baths \| 1,257 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $2372 Airbnb ROI: N/A Traditional ROI: 5.19%
231 NE DARRELL AVE Winston, OR Great location with a custom built one level home located on .39 of an acre at the end of ...	3 beds \| 2 baths \| 1,374 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.89% Airbnb Rental Income: $null Traditional Rental Income: $2440 Airbnb ROI: N/A Traditional ROI: 5.89%
1068 RICE CREEK RD Winston, OR This gated, 8.52-acre property is fenced and cross-fenced, offering plenty of country livi...	4 beds \| 3 baths \| 2,362 sq.ft.	$734,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $3489 Airbnb ROI: N/A Traditional ROI: 3.34%
1090 E WILLIS CREEK RD Winston, OR Secluded private 2167 sq ft 3 br 2 bath contemporary home on 9.81 acres. Has open beam cei...	3 beds \| 2 baths \| 2,167 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $3476 Airbnb ROI: N/A Traditional ROI: 3.87%
13224 SE LOOKINGGLASS RD Winston, OR Experience the unique allure of this beautifully updated, original homestead farmhouse nes...	4 beds \| 2 baths \| 2,534 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $3728 Airbnb ROI: N/A Traditional ROI: 6.39%
700 SE TOKAY ST Winston, OR Welcome to this inviting 3-bedroom, 2-bathroom home offering comfort, convenience, and mod...	3 beds \| 2 baths \| 1,404 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.07% Airbnb Rental Income: $null Traditional Rental Income: $2500 Airbnb ROI: N/A Traditional ROI: 5.07%
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.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $2659 Airbnb ROI: N/A Traditional ROI: 4.12%
150 WIL WAY Winston, OR New Home by JW Construction Inc.This beautifully crafted 2,143 sq ft home offers 3 bedroom...	3 beds \| 3 baths \| 1,999 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $4025 Airbnb ROI: N/A Traditional ROI: 6.4%
160 WIL WAY Winston, OR New Home by JW Construction Inc.This beautiful one-level home offers just over 2,000 squar...	3 beds \| 3 baths \| 2,089 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.98% Airbnb Rental Income: $null Traditional Rental Income: $3688 Airbnb ROI: N/A Traditional ROI: 5.98%
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: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $3025 Airbnb ROI: N/A Traditional ROI: 5.59%

Your search for investment property begins and ends here

Single Family Homes for Sale in Winston, OR

621 SE ROSE RIDGE DR

Winston, OR

3 beds | 2 baths | 1,620 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.53%

Airbnb Rental Income: $null

Traditional Rental Income: $2906

Airbnb ROI: N/A

Traditional ROI: 5.53%

263 WIL WAY

Winston, OR

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

$489,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.92%

Airbnb Rental Income: $null

Traditional Rental Income: $3272

Airbnb ROI: N/A

Traditional ROI: 4.92%

310 NW LOST LN

Winston, OR

4 beds | 2 baths | 1,769 sq.ft.

$319,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2976

Airbnb ROI: N/A

Traditional ROI: 7.59%

631 SE ROSE RIDGE DR

Winston, OR

3 beds | 2 baths | 1,512 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2845

Airbnb ROI: N/A

Traditional ROI: 5.06%

1470 E WILLIS CREEK RD

Winston, OR

3 beds | 3 baths | 1,845 sq.ft.

$748,600

Airbnb cash on cash: N/A

Traditional cash on cash: 3.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3379

Airbnb ROI: N/A

Traditional ROI: 3.45%

185 SE LEBLEU LN

Winston, OR

3 beds | 2 baths | 1,257 sq.ft.

$339,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2372

Airbnb ROI: N/A

Traditional ROI: 5.19%

231 NE DARRELL AVE

Winston, OR

3 beds | 2 baths | 1,374 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2440

Airbnb ROI: N/A

Traditional ROI: 5.89%

1068 RICE CREEK RD

Winston, OR

4 beds | 3 baths | 2,362 sq.ft.

$734,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.34%

Airbnb Rental Income: $null

Traditional Rental Income: $3489

Airbnb ROI: N/A