Real Estate Investment Properties for Sale in Sherwood, OR

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

Explore a variety of short-term homes & houses in Sherwood, OR. Invest wisely with VRBO & Sherwood, 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 Sherwood, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21069 SW MADEIRA TER Sherwood, OR This charming townhome in sought after Sherwood, offers modern comfort in a serene setting...	3 beds \| 3 baths \| 1,388 sq.ft.	$425,000	Airbnb cash on cash: 6.99% Traditional cash on cash: 3.51% Airbnb Rental Income: $4957 Traditional Rental Income: $2557 Airbnb ROI: 6.99% Traditional ROI: 3.51%
27350 SW GRAHAMS FERRY RD Sherwood, OR Custom-built home on just over six acres affords privacy and views. Gated driveway leads ...	3 beds \| 2 baths \| 2,114 sq.ft.	$1,595,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.86% Airbnb Rental Income: $4957 Traditional Rental Income: $3378 Airbnb ROI: 1.24% Traditional ROI: 0.86%
0 SW Curry Ridge DR Sherwood, OR Design & build your dream home at Denali Summit. Enjoy gorgeous views of Mt. Hood, tree-li...	4 beds \| 4 baths \| 3,500 sq.ft.	$2,200,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 1% Airbnb Rental Income: $3470 Traditional Rental Income: $4204 Airbnb ROI: 0.26% Traditional ROI: 1%
15869 SW HAWK CT Sherwood, OR Gorgeous home right in the heart of Sherwood. Walking distance from Archer Glen, Downtown ...	4 beds \| 3 baths \| 1,848 sq.ft.	$579,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 3.18% Airbnb Rental Income: $3470 Traditional Rental Income: $2901 Airbnb ROI: 2.81% Traditional ROI: 3.18%
23190 SW Curry Ridge Dr Sherwood, OR Welcome to the prestigious Denali Summit, location of the 2023 Street of Dreams. This NW C...	5 beds \| 4 baths \| 4,121 sq.ft.	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $4196 Airbnb ROI: N/A Traditional ROI: 1.57%
23164 SW Curry Ridge Dr Sherwood, OR This contemporary craftsman has room for it all, with a thoughtful and open concept floorp...	5 beds \| 4 baths \| 4,470 sq.ft.	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $4196 Airbnb ROI: N/A Traditional ROI: 1.41%
26065 SW BAKER RD Sherwood, OR Spacious, private, custom-built home sits on 12.75 acres with barn & pastures. Long, gated...	4 beds \| 5 baths \| 5,731 sq.ft.	$2,800,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.32% Airbnb Rental Income: $3470 Traditional Rental Income: $5088 Airbnb ROI: -0.6% Traditional ROI: 0.32%
24585 SW GRANDVISTA DR Sherwood, OR Absolutely stunning and energy efficient home in an ideal private location! Geothermal sys...	5 beds \| 3 baths \| 4,460 sq.ft.	$1,690,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.61% Airbnb Rental Income: $null Traditional Rental Income: $3830 Airbnb ROI: N/A Traditional ROI: 0.61%
23329 SW SHERK PL Sherwood, OR Light & bright inside and very well kept, this beautiful home is located on a private cul-...	4 beds \| 3 baths \| 2,235 sq.ft.	$679,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 3.71% Airbnb Rental Income: $3470 Traditional Rental Income: $3771 Airbnb ROI: 2.02% Traditional ROI: 3.71%
23150 SW Curry Ridge Dr. Sherwood, OR Welcome to the prestigious Denali Summit, featured location of this year's Street of Dream...	5 beds \| 6 baths \| 4,523 sq.ft.	$1,675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $6386 Airbnb ROI: N/A Traditional ROI: 2.08%
23122 SW Curry Ridge Dr Sherwood, OR Welcome to the prestigious Denali Summit, location of the 2023 Street of Dreams. This mode...	4 beds \| 4 baths \| 3,852 sq.ft.	$1,550,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.64% Airbnb Rental Income: $3470 Traditional Rental Income: $5296 Airbnb ROI: -0.16% Traditional ROI: 1.64%
22164 SW BUSHONG TER Sherwood, OR In the heart of the picturesque Wyndham Ridge neighborhood, this stunning traditional-styl...	4 beds \| 3 baths \| 2,231 sq.ft.	$700,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 3.38% Airbnb Rental Income: $3470 Traditional Rental Income: $3587 Airbnb ROI: 2.02% Traditional ROI: 3.38%
21403 SW ROELLICH Av Sherwood, OR $3000 Carpet Allowance (or whatever Buyer wants) Discover your dream home in a serene neig...	3 beds \| 3 baths \| 2,000 sq.ft.	$622,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.82% Airbnb Rental Income: $4957 Traditional Rental Income: $3433 Airbnb ROI: 4.69% Traditional ROI: 3.82%
22864 SW FOREST CREEK DR #203 Sherwood, OR Welcome to 22864 SW Forest Creek Dr #203, located in picturesque Woodhaven Community. Step...	2 beds \| 3 baths \| 1,126 sq.ft.	$329,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 4.58% Airbnb Rental Income: $3231 Traditional Rental Income: $2616 Airbnb ROI: 4.21% Traditional ROI: 4.58%
21573 SW DERBY TER Sherwood, OR Welcome to this beautifully crafted home, located in Sherwoodâs Daybreak community. From...	5 beds \| 3 baths \| 2,572 sq.ft.	$749,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $3940 Airbnb ROI: N/A Traditional ROI: 3.39%
13691 SW 175TH AVE Sherwood, OR Welcome to this perfectly maintained, beautifully designed, light-filled home located on t...	4 beds \| 3 baths \| 3,155 sq.ft.	$825,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 2.92% Airbnb Rental Income: $3470 Traditional Rental Income: $3969 Airbnb ROI: 1.27% Traditional ROI: 2.92%
22802 SW FOREST CREEK DR #100 Sherwood, OR Affordable comfort and convenience! This efficient condo lives larger thanks to high ceil...	1 beds \| 1 baths \| 749 sq.ft.	$249,900	Airbnb cash on cash: 2.05% Traditional cash on cash: 5.91% Airbnb Rental Income: $1762 Traditional Rental Income: $2189 Airbnb ROI: 2.05% Traditional ROI: 5.91%
18080 SW REISER LN Sherwood, OR Welcome to this beautifully updated 3-bedroom, 2-bathroom home in Sherwood. Designed for m...	3 beds \| 2 baths \| 2,005 sq.ft.	$599,900	Airbnb cash on cash: 4.78% Traditional cash on cash: 3.73% Airbnb Rental Income: $4957 Traditional Rental Income: $3356 Airbnb ROI: 4.78% Traditional ROI: 3.73%
23095 SW Curry Ridge Dr Sherwood, OR This home offers it all with a layout that makes multi-generational living a thing of beau...	5 beds \| 4 baths \| 3,837 sq.ft.	$1,630,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.75% Airbnb Rental Income: $null Traditional Rental Income: $4218 Airbnb ROI: N/A Traditional ROI: 0.75%
20510 SW ROY ROGERS RD #202 Sherwood, OR This is the condo that everyone has been waiting for! SINGLE LEVEL! SPACIOUS! LIGHT AND BR...	2 beds \| 2 baths \| 1,795 sq.ft.	$470,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 3.38% Airbnb Rental Income: $3231 Traditional Rental Income: $3027 Airbnb ROI: 2.19% Traditional ROI: 3.38%
15379 SW Sunset BLVD Sherwood, OR Welcome to this extraordinary estate on 1.35 acres in the heart of Sherwood, Oregon, where...	4 beds \| 3 baths \| 3,565 sq.ft.	$1,950,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 0.46% Airbnb Rental Income: $3470 Traditional Rental Income: $3749 Airbnb ROI: -0.12% Traditional ROI: 0.46%
22654 SW CHAPMAN RD Sherwood, OR Discover this recently-completed stunning Modern Farmhouse nestled on six scenic acres in ...	5 beds \| 5 baths \| 5,002 sq.ft.	$3,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.73% Airbnb Rental Income: $null Traditional Rental Income: $5506 Airbnb ROI: N/A Traditional ROI: 0.73%
16586 SW DAFFODIL ST Sherwood, OR New Roof 2015, New furnaces both sides 2019, New water heaters both sides 2020. PLEA...	N/A beds \| N/A baths \| 2,608 sq.ft.	$750,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 1.37% Airbnb Rental Income: $2156 Traditional Rental Income: $2494 Airbnb ROI: 0.1% Traditional ROI: 1.37%
23141 SW Curry Ridge Dr Sherwood, OR Relax in comfort and style in this one-of-a-kind home that has been reimagined and brought...	5 beds \| 3 baths \| 5,050 sq.ft.	$2,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.12% Airbnb Rental Income: $null Traditional Rental Income: $4547 Airbnb ROI: N/A Traditional ROI: 0.12%
16725 NE MOUNTAIN HOME RD Sherwood, OR Take a deep breath and relax in your wine country oasis and feel like you are on vacation ...	5 beds \| 5 baths \| 6,714 sq.ft.	$4,999,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.12% Airbnb Rental Income: $null Traditional Rental Income: $6664 Airbnb ROI: N/A Traditional ROI: 0.12%
17693 SW HEATHERWOOD LN Sherwood, OR This End Unit townhome is perfectly located amongst gorgeous greenspace and less than a bl...	3 beds \| 3 baths \| 1,988 sq.ft.	$499,900	Airbnb cash on cash: 6.16% Traditional cash on cash: 5.2% Airbnb Rental Income: $4957 Traditional Rental Income: $3489 Airbnb ROI: 6.16% Traditional ROI: 5.2%
18067 SW HANDLEY ST Sherwood, OR This beautiful home has 5 bdrms (or 4 bdrms & a bonus room) + 3.5 bath + huge loft area! O...	5 beds \| 4 baths \| 3,572 sq.ft.	$889,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.16% Airbnb Rental Income: $null Traditional Rental Income: $5257 Airbnb ROI: N/A Traditional ROI: 4.16%
20605 SW JONQUIL TER Sherwood, OR First time on the market by original owners! This warm, spacious three bedroom, two and a ...	3 beds \| 3 baths \| 1,705 sq.ft.	$565,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 3.5% Airbnb Rental Income: $4957 Traditional Rental Income: $2964 Airbnb ROI: 5.35% Traditional ROI: 3.5%
15892 SW WILLOW DR Sherwood, OR Discover the perfect blend of comfort and convenience in this charming 3-bedroom, 2.1-bath...	3 beds \| 3 baths \| 2,304 sq.ft.	$659,900	Airbnb cash on cash: 4.38% Traditional cash on cash: 3.78% Airbnb Rental Income: $4957 Traditional Rental Income: $3573 Airbnb ROI: 4.38% Traditional ROI: 3.78%
20240 SW KRUGER RD Sherwood, OR With easy access to all the amenities of townâshopping, dining, schools, and moreâthis...	4 beds \| 2 baths \| 2,026 sq.ft.	$750,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 3.24% Airbnb Rental Income: $3470 Traditional Rental Income: $3468 Airbnb ROI: 2.15% Traditional ROI: 3.24%
23094 SW CURRY RIDGE DR Sherwood, OR Step into an amazing custom built modern farmhouse in the sought after Denali Summit neigh...	5 beds \| 4 baths \| 4,972 sq.ft.	$2,349,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.2% Airbnb Rental Income: $null Traditional Rental Income: $5271 Airbnb ROI: N/A Traditional ROI: 1.2%
15141 SW WILLAMETTE ST Sherwood, OR Updated home nestled in sought after Sherwood. Close proximity to parks, schools and Old T...	3 beds \| 2 baths \| 1,275 sq.ft.	$539,000	Airbnb cash on cash: 5.95% Traditional cash on cash: 3.56% Airbnb Rental Income: $4957 Traditional Rental Income: $2739 Airbnb ROI: 5.95% Traditional ROI: 3.56%
24970 SW NEILL RD Sherwood, OR This is the one: your own private retreat in the Chehalem mountains of Washington Countyâ...	3 beds \| 3 baths \| 3,128 sq.ft.	$1,155,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 2.23% Airbnb Rental Income: $4957 Traditional Rental Income: $4218 Airbnb ROI: 1.97% Traditional ROI: 2.23%

Real Estate investment in Sherwood, OR

There are 33 properties for sale in the city of Sherwood . The median list price in Sherwood is $825,000 and the average price per square foot is $268. In January 2025, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,771.

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

There are 33 investment properties available for sale in Sherwood.

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

The ROI for Long-Term is higher than the Short-Term in Sherwood with average rental income of $3,771.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

21069 SW MADEIRA TER

Sherwood, OR

3 beds | 3 baths | 1,388 sq.ft.

$425,000

Airbnb cash on cash: 6.99%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $4957

Traditional Rental Income: $2557

Airbnb ROI: 6.99%

Traditional ROI: 3.51%

27350 SW GRAHAMS FERRY RD

Sherwood, OR

3 beds | 2 baths | 2,114 sq.ft.

$1,595,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $4957

Traditional Rental Income: $3378

Airbnb ROI: 1.24%

Traditional ROI: 0.86%

0 SW Curry Ridge DR

Sherwood, OR

4 beds | 4 baths | 3,500 sq.ft.

$2,200,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 1%

Airbnb Rental Income: $3470

Traditional Rental Income: $4204

Airbnb ROI: 0.26%

Traditional ROI: 1%

15869 SW HAWK CT

Sherwood, OR

4 beds | 3 baths | 1,848 sq.ft.

$579,000

Airbnb cash on cash: 2.81%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $3470

Traditional Rental Income: $2901

Airbnb ROI: 2.81%

Traditional ROI: 3.18%

23190 SW Curry Ridge Dr

Sherwood, OR

5 beds | 4 baths | 4,121 sq.ft.

$1,550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.57%

Airbnb Rental Income: $null

Traditional Rental Income: $4196

Airbnb ROI: N/A

Traditional ROI: 1.57%

23164 SW Curry Ridge Dr

Sherwood, OR

5 beds | 4 baths | 4,470 sq.ft.

$1,650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.41%

Airbnb Rental Income: $null

Traditional Rental Income: $4196

Airbnb ROI: N/A

Traditional ROI: 1.41%

26065 SW BAKER RD

Sherwood, OR

4 beds | 5 baths | 5,731 sq.ft.

$2,800,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $3470

Traditional Rental Income: $5088

Airbnb ROI: -0.6%

Traditional ROI: 0.32%

24585 SW GRANDVISTA DR

Sherwood, OR

5 beds | 3 baths | 4,460 sq.ft.

$1,690,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.61%

Airbnb Rental Income: $null

Traditional Rental Income: $3830

Airbnb ROI: N/A