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
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.	$365,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.75% Airbnb Rental Income: $1333 Traditional Rental Income: $2551 Airbnb ROI: -0.99% Traditional ROI: 3.75%
30525 NE CANTER Ln Sherwood, OR A rare opportunity for multigenerational living with flexibility for up to three private q...	4 beds \| 4 baths \| 4,839 sq.ft.	$1,675,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.72% Airbnb Rental Income: $1279 Traditional Rental Income: $7095 Airbnb ROI: -1.28% Traditional ROI: 2.72%
23798 SW HERON LAKES Dr Sherwood, OR Huge Price reduction - take advantage of the great corner lot and nearly 2700 SF of space!...	4 beds \| 2 baths \| 2,673 sq.ft.	$724,900	Airbnb cash on cash: -0.96% Traditional cash on cash: 3.79% Airbnb Rental Income: $1279 Traditional Rental Income: $4088 Airbnb ROI: -0.96% Traditional ROI: 3.79%
21467 SW FALLOW Ter Sherwood, OR Beautifully updated and move-in ready, this two-level detached home features brand-new flo...	3 beds \| 2 baths \| 1,684 sq.ft.	$475,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.72% Airbnb Rental Income: $1333 Traditional Rental Income: $2824 Airbnb ROI: -0.56% Traditional ROI: 3.72%
14638 SW MAY Ct Sherwood, OR Fully Updated Single-Level Gem on a Quiet Cul-de-Sac!This is the one you've been waiting f...	3 beds \| 2 baths \| 1,040 sq.ft.	$499,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.83% Airbnb Rental Income: $1333 Traditional Rental Income: $2759 Airbnb ROI: -0.1% Traditional ROI: 3.83%
23897 SW SANDERS Ter Sherwood, OR Come visit this meticulously maintained Woodhaven dream! This 4 bedroom + office home is s...	4 beds \| 3 baths \| 2,447 sq.ft.	$699,900	Airbnb cash on cash: -1.09% Traditional cash on cash: 3.51% Airbnb Rental Income: $1279 Traditional Rental Income: $3881 Airbnb ROI: -1.09% Traditional ROI: 3.51%
26487 SW Rein Rd Sherwood, OR Investor opportunity! This property is being offered at Public Auction on 09-24-2019. Visi...	7 beds \| 5 baths \| 6,992 sq.ft.	$1,895,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $6431 Airbnb ROI: N/A Traditional ROI: 1.64%
13254 SW AUBERGINE Ter Sherwood, OR MOTIVATED SELLER - MAKE OFFER!! Seller is offering 1-year paid HOAs and is also offering a...	2 beds \| 2 baths \| 1,429 sq.ft.	$409,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 3.57% Airbnb Rental Income: $991 Traditional Rental Income: $2626 Airbnb ROI: -1.62% Traditional ROI: 3.57%
17139 SW SANDHILL Ln Sherwood, OR OPEN SUNDAY 1/18 12-2!! Don't Miss this gem backing to a greenspace in sought after Sherwo...	4 beds \| 2 baths \| 2,327 sq.ft.	$649,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 2.83% Airbnb Rental Income: $1279 Traditional Rental Income: $3168 Airbnb ROI: -0.95% Traditional ROI: 2.83%
21069 SW MADEIRA Ter Sherwood, OR Bright & Spacious Townhome in Prime Sherwood Location! Tucked into the quiet and walkable ...	3 beds \| 2 baths \| 1,388 sq.ft.	$364,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.13% Airbnb Rental Income: $1333 Traditional Rental Income: $2557 Airbnb ROI: -0.66% Traditional ROI: 4.13%
18058 SW Fitch Dr Sherwood, OR OPEN HOUSE 2/27 & 2/28, SATU&SUN 3-5PM. Welcome to one of Portlands most highly coveted ne...	4 beds \| 2 baths \| 2,130 sq.ft.	$635,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.88% Airbnb Rental Income: $1279 Traditional Rental Income: $4160 Airbnb ROI: -0.66% Traditional ROI: 4.88%
22692 SW HIGHLAND Dr Sherwood, OR Beautifully remodeled single-story home located near Old Town Sherwood with BRAND NEW BACK...	3 beds \| 2 baths \| 1,616 sq.ft.	$500,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 4.89% Airbnb Rental Income: $1333 Traditional Rental Income: $3214 Airbnb ROI: -0.01% Traditional ROI: 4.89%
15779 SW Harvester Ln Sherwood, OR GREAT first time buyer opportunity or investor in the highly sought after neighborhood of ...	3 beds \| 2 baths \| 1,568 sq.ft.	$475,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 5.5% Airbnb Rental Income: $1333 Traditional Rental Income: $3511 Airbnb ROI: -0.31% Traditional ROI: 5.5%
13552 SW BEACH PLUM Ter Sherwood, OR LIGHT and BRIGHT end-unit. townhouse in River Terrace with open floor plan and beautiful t...	2 beds \| 2 baths \| 1,429 sq.ft.	$419,800	Airbnb cash on cash: -1.52% Traditional cash on cash: 4.67% Airbnb Rental Income: $991 Traditional Rental Income: $3073 Airbnb ROI: -1.52% Traditional ROI: 4.67%
22754 SW Highland Dr Sherwood, OR *Check out the value here--best price per sqft in the area of all actives, pendings and so...	3 beds \| 1 baths \| 2,061 sq.ft.	$599,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 1.94% Airbnb Rental Income: $1333 Traditional Rental Income: $2162 Airbnb ROI: -0.28% Traditional ROI: 1.94%
23067 SW Curry Ridge Dr Sherwood, OR Welcome to the prestigious Denali Summit, the neighborhood of this year's 2023 Street of D...	4 beds \| 4 baths \| 4,871 sq.ft.	$2,100,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -0.34% Airbnb Rental Income: $1279 Traditional Rental Income: $3365 Airbnb ROI: -1.61% Traditional ROI: -0.34%
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.	$2,175,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 1.16% Airbnb Rental Income: $1279 Traditional Rental Income: $5204 Airbnb ROI: -0.98% Traditional ROI: 1.16%
22802 SW FOREST CREEK Dr unit: 200 #200 Sherwood, OR Live in the heart of Sherwood-where small-town charm meets everyday convenience. Located i...	3 beds \| 2 baths \| 1,416 sq.ft.	$325,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 2.94% Airbnb Rental Income: $1333 Traditional Rental Income: $2200 Airbnb ROI: -1.25% Traditional ROI: 2.94%
23141 SW Curry Ridge Dr Sherwood, OR Welcome to a truly exceptional modern home in Denali Summit, built by JT Roth Construction...	5 beds \| 3 baths \| 5,050 sq.ft.	$1,999,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $4547 Airbnb ROI: N/A Traditional ROI: 0.43%
16725 NE MOUNTAIN HOME Rd Sherwood, OR Discover refined living in this exceptional Street of Dreams residence, perfectly position...	4 beds \| 5 baths \| 6,894 sq.ft.	$3,850,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.41% Airbnb Rental Income: $1279 Traditional Rental Income: $6664 Airbnb ROI: -1.21% Traditional ROI: 0.41%
19980 SW SEIFFERT Rd Sherwood, OR This exceptional 10-acre parcel on the coveted Chehalem Mountain with a rare opportunity t...	3 beds \| 2 baths \| 1,782 sq.ft.	$895,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.18% Airbnb Rental Income: $1333 Traditional Rental Income: $2893 Airbnb ROI: -0.19% Traditional ROI: 2.18%
20875 SW CHAPMAN Rd Sherwood, OR Experience luxury living in the heart of Oregon wine country. Nestled on 20 serene acres i...	3 beds \| 2 baths \| 3,024 sq.ft.	$3,995,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.36% Airbnb Rental Income: $1333 Traditional Rental Income: $3563 Airbnb ROI: -1.07% Traditional ROI: -0.36%
21303 SW HELLS CANYON Rd Sherwood, OR Perfect blend of privacy, space, and location! Experience sweeping territorial views of Pa...	4 beds \| 3 baths \| 2,469 sq.ft.	$1,199,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 1.73% Airbnb Rental Income: $1279 Traditional Rental Income: $3740 Airbnb ROI: -0.83% Traditional ROI: 1.73%
22864 SW FOREST CREEK Dr unit: 200 #200 Sherwood, OR Welcome to this beautifully maintained 3-bedroom, 2.5-bath condo offering 1,416 square fee...	3 beds \| 2 baths \| 1,416 sq.ft.	$289,900	Airbnb cash on cash: -1.48% Traditional cash on cash: 4.06% Airbnb Rental Income: $1333 Traditional Rental Income: $2434 Airbnb ROI: -1.48% Traditional ROI: 4.06%
23072 SW MANSFIELD St Sherwood, OR Custom built home in 2018 w/ dual living( separate entrance & 2 kitchens) - Seller has app...	3 beds \| 2 baths \| 3,349 sq.ft.	$749,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.69% Airbnb Rental Income: $1333 Traditional Rental Income: $4105 Airbnb ROI: -0.87% Traditional ROI: 3.69%
17215 SW ROOSEVELT St Sherwood, OR Welcome home to this beautifully updated residence in a highly desirable Sherwood neighbor...	4 beds \| 2 baths \| 2,357 sq.ft.	$645,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 3.82% Airbnb Rental Income: $1279 Traditional Rental Income: $3757 Airbnb ROI: -0.97% Traditional ROI: 3.82%
31430 NE Canter Ln Sherwood, OR Some homes have a feeling you just can't capture in photos. This is one of those rare find...	4 beds \| 3 baths \| 2,474 sq.ft.	$1,070,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 2.08% Airbnb Rental Income: $1279 Traditional Rental Income: $3829 Airbnb ROI: -0.89% Traditional ROI: 2.08%
22805 SW HIGHLAND Dr Sherwood, OR Versatile Two-Level Layout Near Parks and Old Town! Located in a prime Sherwood setting ne...	3 beds \| 2 baths \| 1,719 sq.ft.	$509,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.26% Airbnb Rental Income: $1333 Traditional Rental Income: $2982 Airbnb ROI: -0.07% Traditional ROI: 4.26%
18533 SW COLFELT Ln Sherwood, OR Welcome to 18533 SW Colfelt Lane a charming two-story Craftsman nestled at the edge of She...	3 beds \| 2 baths \| 1,396 sq.ft.	$549,500	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.14% Airbnb Rental Income: $1333 Traditional Rental Income: $2636 Airbnb ROI: -0.2% Traditional ROI: 3.14%
23037 SW Curry Ridge Dr Sherwood, OR Welcome to a brand-new construction opportunity in the prestigious Denali Summit neighborh...	4 beds \| 3 baths \| 3,444 sq.ft.	$1,550,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 1.68% Airbnb Rental Income: $1279 Traditional Rental Income: $4239 Airbnb ROI: -0.66% Traditional ROI: 1.68%
14511 SW CORNERSTONE Ln Sherwood, OR FULL Designer Remodel + SEPARATE Living Quarters! Exceptional ONE of a kind, custom-built ...	5 beds \| 4 baths \| 4,150 sq.ft.	$1,149,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $7137 Airbnb ROI: N/A Traditional ROI: 4.75%
22754 SW Martin Ct Sherwood, OR Back On the Market - NO FAULT of sellers or home. Coveted Archerâs Ridge, this 3-bed, 2....	3 beds \| 3 baths \| 1,722 sq.ft.	$559,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.75% Airbnb Rental Income: $1333 Traditional Rental Income: $3128 Airbnb ROI: -0.48% Traditional ROI: 3.75%
16718 SW GLENEAGLE Dr unit: H57 #H57 Sherwood, OR Bargain Condo in Prime Sherwood Location! This home is priced well below market-recent upd...	2 beds \| 2 baths \| 970 sq.ft.	$175,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 7.2% Airbnb Rental Income: $991 Traditional Rental Income: $2314 Airbnb ROI: -2.86% Traditional ROI: 7.2%
20445 SW ARNOLD Pl Sherwood, OR OPEN SUN the 18th. 12-2pm. Beautifully remodeled home with quality finishes and thoughtful...	5 beds \| 2 baths \| 2,822 sq.ft.	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $4157 Airbnb ROI: N/A Traditional ROI: 3.88%
22848 SW FOREST CREEK Dr unit: 200 #200 Sherwood, OR Bright and spacious corner-unit condo spanning two levels with an open-concept layout and ...	3 beds \| 2 baths \| 1,567 sq.ft.	$289,900	Airbnb cash on cash: -1.48% Traditional cash on cash: 5.37% Airbnb Rental Income: $1333 Traditional Rental Income: $2792 Airbnb ROI: -1.48% Traditional ROI: 5.37%
12925 SW BELL Rd Sherwood, OR Beautiful custom built home with spacious great room floor plan with Brazilian walnut hard...	4 beds \| 2 baths \| 3,560 sq.ft.	$1,039,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.67% Airbnb Rental Income: $1279 Traditional Rental Income: $4544 Airbnb ROI: -1.13% Traditional ROI: 2.67%
15416 SW DARLA KAY Ct Sherwood, OR Tucked away in a peaceful cul-de-sac and just a short stroll from downtown Sherwood, this ...	4 beds \| 3 baths \| 2,434 sq.ft.	$662,800	Airbnb cash on cash: -0.74% Traditional cash on cash: 4.11% Airbnb Rental Income: $1279 Traditional Rental Income: $3879 Airbnb ROI: -0.74% Traditional ROI: 4.11%
16045 SW RED CLOVER Ln Sherwood, OR Location is everything with this Sherwood Village home! Backing directly to Langer Park, t...	3 beds \| 2 baths \| 1,815 sq.ft.	$580,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 3.79% Airbnb Rental Income: $1333 Traditional Rental Income: $3241 Airbnb ROI: -0.49% Traditional ROI: 3.79%
16868 SW HOLLY FARMS Ln Sherwood, OR Tranquility at its finest in the coveted Renaissance at Richen Park Tucked away in a cul-d...	4 beds \| 2 baths \| 2,525 sq.ft.	$679,900	Airbnb cash on cash: -1.15% Traditional cash on cash: 3.55% Airbnb Rental Income: $1279 Traditional Rental Income: $3862 Airbnb ROI: -1.15% Traditional ROI: 3.55%
23790 SW PINEHURST Dr Sherwood, OR Move-in ready and thoughtfully updated, this 4-bedroom, 2.5-bath home with a den, bonus ro...	4 beds \| 2 baths \| 3,078 sq.ft.	$875,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 2.77% Airbnb Rental Income: $1279 Traditional Rental Income: $3977 Airbnb ROI: -1.04% Traditional ROI: 2.77%

Real Estate investment in Sherwood, OR

There are 99 properties for sale in the city of Sherwood . The median list price in Sherwood is $494,900 and the average price per square foot is $219. In January 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,414.

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

There are 99 investment properties available for sale in Sherwood.

In 2026, 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 $3,414.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

16097 SW Holland Ln

Sherwood, OR

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

$365,900

Airbnb cash on cash: -0.99%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1333

Traditional Rental Income: $2551

Airbnb ROI: -0.99%

Traditional ROI: 3.75%

30525 NE CANTER Ln

Sherwood, OR

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

$1,675,000

Airbnb cash on cash: -1.28%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1279

Traditional Rental Income: $7095

Airbnb ROI: -1.28%

Traditional ROI: 2.72%

23798 SW HERON LAKES Dr

Sherwood, OR

4 beds | 2 baths | 2,673 sq.ft.

$724,900

Airbnb cash on cash: -0.96%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1279

Traditional Rental Income: $4088

Airbnb ROI: -0.96%

Traditional ROI: 3.79%

21467 SW FALLOW Ter

Sherwood, OR

3 beds | 2 baths | 1,684 sq.ft.

$475,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1333

Traditional Rental Income: $2824

Airbnb ROI: -0.56%

Traditional ROI: 3.72%

14638 SW MAY Ct

Sherwood, OR

3 beds | 2 baths | 1,040 sq.ft.

$499,900

Airbnb cash on cash: -0.1%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1333

Traditional Rental Income: $2759

Airbnb ROI: -0.1%

Traditional ROI: 3.83%

23897 SW SANDERS Ter

Sherwood, OR

4 beds | 3 baths | 2,447 sq.ft.

$699,900

Airbnb cash on cash: -1.09%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1279

Traditional Rental Income: $3881

Airbnb ROI: -1.09%

Traditional ROI: 3.51%

26487 SW Rein Rd

Sherwood, OR

7 beds | 5 baths | 6,992 sq.ft.

$1,895,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.64%

Airbnb Rental Income: $null

Traditional Rental Income: $6431

Airbnb ROI: N/A

Traditional ROI: 1.64%

13254 SW AUBERGINE Ter

Sherwood, OR

2 beds | 2 baths | 1,429 sq.ft.

$409,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $991

Traditional Rental Income: $2626

Airbnb ROI: -1.62%