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
25800 SW Rein Rd Sherwood, OR 25800 SW Rein Rd, Sherwood, OR 97140 \| Single Family Residential	4 beds \| 3 baths \| 3,168 sq.ft.	$950,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.66% Airbnb Rental Income: $2087 Traditional Rental Income: $3768 Airbnb ROI: 0.15% Traditional ROI: 2.66%
16097 SW Holland Ln Sherwood, OR Interior including doors and trim freshly painted plus new light fixtures installed. Selle...	3 beds \| 2 baths \| 1,456 sq.ft.	$359,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.83% Airbnb Rental Income: $1604 Traditional Rental Income: $2551 Airbnb ROI: -0.32% Traditional ROI: 3.83%
21154 SW Ladyfern Dr Sherwood, OR This move-in ready Sherwood home perfectly blends upgraded luxury with an unbeatable locat...	3 beds \| 2 baths \| 1,725 sq.ft.	$565,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 3.22% Airbnb Rental Income: $1604 Traditional Rental Income: $2849 Airbnb ROI: -0.01% Traditional ROI: 3.22%
30525 NE Canter Ln Sherwood, OR Perched atop one of Sherwood Wine Country's most coveted hilltop settings with Mt. Hood an...	4 beds \| 4 baths \| 4,839 sq.ft.	$1,599,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 2.9% Airbnb Rental Income: $2087 Traditional Rental Income: $7095 Airbnb ROI: -0.84% Traditional ROI: 2.9%
24801 SW Ladd Hill Rd Sherwood, OR Wow! Stunning Mid century fully remodeled, close in with superb sunset views, acacia hardw...	3 beds \| 2 baths \| 4,117 sq.ft.	$1,249,500	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.71% Airbnb Rental Income: $1604 Traditional Rental Income: $2704 Airbnb ROI: -0.63% Traditional ROI: 0.71%
21290 SW Eastview Rd Sherwood, OR 4 bedroom home on 2 private acres, with GREAT views! Just minutes from old town Sherwood, ...	4 beds \| 2 baths \| 2,500 sq.ft.	$1,200,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.26% Airbnb Rental Income: $2087 Traditional Rental Income: $2994 Airbnb ROI: -0.03% Traditional ROI: 1.26%
17315 SW Cobble Ct Sherwood, OR NEW PRICE!!! Beautiful updated home in great Sherwood neighborhood. New roof, new floorin...	4 beds \| 3 baths \| 1,989 sq.ft.	$630,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.17% Airbnb Rental Income: $2087 Traditional Rental Income: $4160 Airbnb ROI: 0.73% Traditional ROI: 5.17%
19558 SW Lebeau Rd Sherwood, OR Fresh air and sunshine are hard to beat. This countryside home on over 2 acres is in the m...	4 beds \| 3 baths \| 2,478 sq.ft.	$939,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.19% Airbnb Rental Income: $2087 Traditional Rental Income: $3403 Airbnb ROI: 0.07% Traditional ROI: 2.19%
13760 SW Silent Fox Ter Sherwood, OR Set within the desirable Polygon West River Terrace Townhomes with nearby access to Progre...	2 beds \| 2 baths \| 1,221 sq.ft.	$369,500	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.53% Airbnb Rental Income: $1580 Traditional Rental Income: $2499 Airbnb ROI: -0.42% Traditional ROI: 3.53%
23786 SW Lodgepole Ter Sherwood, OR OPEN HOUSE Sa 07.11.26 11a-1pm Welcome home to this single-level ranch offering 3 bedroo...	3 beds \| 2 baths \| 1,412 sq.ft.	$540,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.17% Airbnb Rental Income: $1604 Traditional Rental Income: $3147 Airbnb ROI: 0.21% Traditional ROI: 4.17%
30545 SW Ladd Hill Rd Sherwood, OR Nestled on over 14 private acres with year-round creek frontage, this top-to-bottom remode...	5 beds \| 3 baths \| 3,960 sq.ft.	$1,999,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 1.14% Airbnb Rental Income: $4250 Traditional Rental Income: $4521 Airbnb ROI: 0.51% Traditional ROI: 1.14%
18274 SW Elderberry Ln Sherwood, OR Welcome to Mandel Farms, one of Sherwood's most sought-after neighborhoods. This beautiful...	5 beds \| 2 baths \| 3,082 sq.ft.	$810,000	Airbnb cash on cash: 2% Traditional cash on cash: 2.86% Airbnb Rental Income: $4250 Traditional Rental Income: $4001 Airbnb ROI: 2% Traditional ROI: 2.86%
21249 SW Houston Dr Sherwood, OR Beautiful 3 bed 2.5 bath home that backs to greenbelt. Home features new flooring through...	3 beds \| 2 baths \| 1,645 sq.ft.	$535,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.87% Airbnb Rental Income: $1604 Traditional Rental Income: $2461 Airbnb ROI: 0.25% Traditional ROI: 2.87%
23897 SW SANDERS Ter Sherwood, OR BOM! This 4 bedroom + office home is situated on a large corner lot within a highly covete...	4 beds \| 3 baths \| 2,447 sq.ft.	$679,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.64% Airbnb Rental Income: $2087 Traditional Rental Income: $3881 Airbnb ROI: -0.03% Traditional ROI: 3.64%
22822 SW Chapman Rd Sherwood, OR Gorgeous new construction on 2.58 acres w/endless possibilities & amazing views! This 3 b...	3 beds \| 2 baths \| 2,976 sq.ft.	$1,000,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 1.86% Airbnb Rental Income: $1604 Traditional Rental Income: $3042 Airbnb ROI: -0.17% Traditional ROI: 1.86%
15238 SW COYOTE Ct Sherwood, OR Tucked in a quiet cul-de-sac just steps from Snyder Park, this Sherwood craftsman has the ...	4 beds \| 3 baths \| 2,527 sq.ft.	$730,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.73% Airbnb Rental Income: $2087 Traditional Rental Income: $4033 Airbnb ROI: 0.08% Traditional ROI: 3.73%
18421 SW Salmonberry Dr Sherwood, OR Sitting on nearly two private acres with direct access to surrounding forested trails, thi...	5 beds \| 3 baths \| 4,475 sq.ft.	$1,995,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.94% Airbnb Rental Income: $4250 Traditional Rental Income: $5143 Airbnb ROI: -0.02% Traditional ROI: 0.94%
21760 SW Alexander Ln Sherwood, OR Sun-drenched corner lot in this two-story Sherwood townhome greets you with bright, light-...	3 beds \| 2 baths \| 1,449 sq.ft.	$409,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.64% Airbnb Rental Income: $1604 Traditional Rental Income: $2988 Airbnb ROI: -0.16% Traditional ROI: 4.64%
14727 SW Brooke Ct Sherwood, OR Great house with beautiful yard in quiet neighborhood. Kitchen with eating bar and gas app...	4 beds \| 2 baths \| 1,836 sq.ft.	$599,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.8% Airbnb Rental Income: $2087 Traditional Rental Income: $2693 Airbnb ROI: 0.76% Traditional ROI: 2.8%
15825 SW Bowmen Ln Sherwood, OR This is the Sherwood home you have been waiting for. This 3 bedroom, 2.5 bathroom is locat...	3 beds \| 2 baths \| 1,853 sq.ft.	$585,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.88% Airbnb Rental Income: $1604 Traditional Rental Income: $2674 Airbnb ROI: 0.08% Traditional ROI: 2.88%
23224 SW Orchard Heights Pl Sherwood, OR Charming home in Sherwood! Newer siding and paint. Great open floor plan with vaulted ceil...	3 beds \| 2 baths \| 1,351 sq.ft.	$504,900	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.77% Airbnb Rental Income: $1604 Traditional Rental Income: $2274 Airbnb ROI: 0.39% Traditional ROI: 2.77%
17387 SW Jean Louise Rd Sherwood, OR Wonderful Sherwood home w/ 4 beds, 2 & 1/2 baths, corner lot w/ frt porch, back patio & 2 ...	4 beds \| 2 baths \| 2,000 sq.ft.	$589,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.68% Airbnb Rental Income: $2087 Traditional Rental Income: $3298 Airbnb ROI: 0.5% Traditional ROI: 3.68%
22862 SW Forest Creek Dr #203 Sherwood, OR Nicely maintained home w/ att'd 1 car gar & reserved parking space! Great Room floorplan w...	2 beds \| 2 baths \| 1,126 sq.ft.	$275,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 5.48% Airbnb Rental Income: $1580 Traditional Rental Income: $2593 Airbnb ROI: -0.18% Traditional ROI: 5.48%
21753 SW Berkshire Ter Sherwood, OR Welcome to this beautifully maintained, move-in ready townhome in the desirable Cedar Broo...	3 beds \| 2 baths \| 1,481 sq.ft.	$434,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.08% Airbnb Rental Income: $1604 Traditional Rental Income: $2795 Airbnb ROI: 0.04% Traditional ROI: 4.08%
21855 SW Meadow Ter Sherwood, OR Welcome to Meadow Terrace! This beautifully maintained Craftsman-style home sits on a desi...	4 beds \| 2 baths \| 2,269 sq.ft.	$679,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.28% Airbnb Rental Income: $2087 Traditional Rental Income: $2931 Airbnb ROI: 0.1% Traditional ROI: 2.28%
13136 SW Aubergine Ter Sherwood, OR Beautifully maintained townhome in the highly sought-after River Terrace community, offeri...	2 beds \| 2 baths \| 1,178 sq.ft.	$375,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.54% Airbnb Rental Income: $1580 Traditional Rental Income: $2103 Airbnb ROI: -0.23% Traditional ROI: 2.54%
23713 SW Sanders Ter Sherwood, OR Beautiful home in the well established, lovely Woodhaven neighborhood in Sherwood! Offerin...	4 beds \| 2 baths \| 2,418 sq.ft.	$629,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.97% Airbnb Rental Income: $2087 Traditional Rental Income: $3767 Airbnb ROI: 0.19% Traditional ROI: 3.97%
22838 SW Forest Creek Dr #201 Sherwood, OR Move-in-ready condo in sought-after Sherwood! Corner upper level condo in a private park l...	3 beds \| 2 baths \| 1,590 sq.ft.	$299,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.8% Airbnb Rental Income: $1604 Traditional Rental Income: $2411 Airbnb ROI: -0.68% Traditional ROI: 3.8%
23010 SW William Ave Sherwood, OR Make this your home right across the street from Murdock park in a wonderful neighborhood ...	3 beds \| 2 baths \| 1,412 sq.ft.	$535,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 2.69% Airbnb Rental Income: $1604 Traditional Rental Income: $2352 Airbnb ROI: 0.28% Traditional ROI: 2.69%
21797 SW Berkshire Ter Sherwood, OR Former builders model home with many upgrades sitting right on the park in desirable Cedar...	3 beds \| 2 baths \| 1,562 sq.ft.	$447,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.58% Airbnb Rental Income: $1604 Traditional Rental Income: $2614 Airbnb ROI: 0.08% Traditional ROI: 3.58%
29971 SW Ladd Hill Rd Sherwood, OR Exceptional ~36.5 acre equestrian property in a prime location, currently operating as a h...	4 beds \| 3 baths \| 3,324 sq.ft.	$1,800,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 1.15% Airbnb Rental Income: $2087 Traditional Rental Income: $4203 Airbnb ROI: -0.44% Traditional ROI: 1.15%
13840 SW 175th Ave Sherwood, OR Located in desirable River Terrace, this newer construction home features designer finishe...	3 beds \| 2 baths \| 2,333 sq.ft.	$660,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.88% Airbnb Rental Income: $1604 Traditional Rental Income: $3249 Airbnb ROI: -0.53% Traditional ROI: 2.88%
13552 SW Beach Plum Ter Sherwood, OR Amazing opportunity, light & bright end-unit townhome in desirable River Terrace-ideal for...	2 beds \| 2 baths \| 1,429 sq.ft.	$389,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 5% Airbnb Rental Income: $1580 Traditional Rental Income: $3073 Airbnb ROI: -0.32% Traditional ROI: 5%
17765 SW Nels Dr Sherwood, OR Welcome home to this charming Sherwood retreat nestled in a peaceful neighborhood. A cozy ...	3 beds \| 2 baths \| 1,658 sq.ft.	$525,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.57% Airbnb Rental Income: $1604 Traditional Rental Income: $2851 Airbnb ROI: 0.1% Traditional ROI: 3.57%
20471 SW Roy Rogers Rd Sherwood, OR Prime location in Sherwood, offers potential for a fixer home on a buildable .37-acre lot....	2 beds \| 2 baths \| 1,500 sq.ft.	$629,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 1.47% Airbnb Rental Income: $1580 Traditional Rental Income: $1913 Airbnb ROI: 0.14% Traditional ROI: 1.47%
23724 SW Stonehaven St Sherwood, OR First time on the market! Nicely maintained by original owner, this single-level home sit...	3 beds \| 2 baths \| 1,775 sq.ft.	$645,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.79% Airbnb Rental Income: $1604 Traditional Rental Income: $2280 Airbnb ROI: -0.1% Traditional ROI: 1.79%
17725 NE Leander Dr Sherwood, OR Close-in country estate, Sherwood School District, 6 bedrooms, primary bedroom on the main...	6 beds \| 4 baths \| 6,572 sq.ft.	$2,250,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 0.09% Airbnb Rental Income: $4250 Traditional Rental Income: $3431 Airbnb ROI: 0.05% Traditional ROI: 0.09%
21149 SW Nursery Way Sherwood, OR Exquisite Renaissance-built craftsman home nestled in an affluent and desirable Edy Ridge ...	5 beds \| 2 baths \| 3,040 sq.ft.	$930,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 1.43% Airbnb Rental Income: $4250 Traditional Rental Income: $3191 Airbnb ROI: 1.62% Traditional ROI: 1.43%
14605 SW May Ct Sherwood, OR Create lasting memories in this Amazing home. Spacious floor plan, updated bathrooms, fabu...	4 beds \| 2 baths \| 1,444 sq.ft.	$530,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.61% Airbnb Rental Income: $2087 Traditional Rental Income: $2246 Airbnb ROI: 1.21% Traditional ROI: 2.61%
21501 SW Nicholas View Dr Sherwood, OR A custom-crafted escape with unmatched charm and potential! 2014 Craftsman-style home, set...	4 beds \| 3 baths \| 3,117 sq.ft.	$2,100,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.24% Airbnb Rental Income: $2087 Traditional Rental Income: $5204 Airbnb ROI: -0.64% Traditional ROI: 1.24%

Real Estate investment in Sherwood, OR

There are 213 properties for sale in the city of Sherwood . The median list price in Sherwood is $659,605 and the average price per square foot is $274. In October 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,115.

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

There are 213 investment properties available for sale in Sherwood.

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

The ROI for Short-Term is higher than the Long-Term in Sherwood with average rental income of $2,087.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

25800 SW Rein Rd

Sherwood, OR

4 beds | 3 baths | 3,168 sq.ft.

$950,000

Airbnb cash on cash: 0.15%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $2087

Traditional Rental Income: $3768

Airbnb ROI: 0.15%

Traditional ROI: 2.66%

16097 SW Holland Ln

Sherwood, OR

3 beds | 2 baths | 1,456 sq.ft.

$359,900

Airbnb cash on cash: -0.32%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1604

Traditional Rental Income: $2551

Airbnb ROI: -0.32%

Traditional ROI: 3.83%

21154 SW Ladyfern Dr

Sherwood, OR

3 beds | 2 baths | 1,725 sq.ft.

$565,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1604

Traditional Rental Income: $2849

Airbnb ROI: -0.01%

Traditional ROI: 3.22%

30525 NE Canter Ln

Sherwood, OR

4 beds | 4 baths | 4,839 sq.ft.

$1,599,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $2087

Traditional Rental Income: $7095

Airbnb ROI: -0.84%

Traditional ROI: 2.9%

24801 SW Ladd Hill Rd

Sherwood, OR

3 beds | 2 baths | 4,117 sq.ft.

$1,249,500

Airbnb cash on cash: -0.63%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $1604

Traditional Rental Income: $2704

Airbnb ROI: -0.63%

Traditional ROI: 0.71%

21290 SW Eastview Rd

Sherwood, OR

4 beds | 2 baths | 2,500 sq.ft.

$1,200,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $2087

Traditional Rental Income: $2994

Airbnb ROI: -0.03%

Traditional ROI: 1.26%

17315 SW Cobble Ct

Sherwood, OR

4 beds | 3 baths | 1,989 sq.ft.

$630,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 5.17%

Airbnb Rental Income: $2087

Traditional Rental Income: $4160

Airbnb ROI: 0.73%

Traditional ROI: 5.17%

19558 SW Lebeau Rd

Sherwood, OR

4 beds | 3 baths | 2,478 sq.ft.

$939,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $2087

Traditional Rental Income: $3403

Airbnb ROI: 0.07%