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
30525 NE CANTER Ln Sherwood, OR Perched atop one of Sherwood Wine Country's most coveted hilltop settings, custom daylight...	4 beds \| 5 baths \| 4,839 sq.ft.	$1,599,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 2.9% Airbnb Rental Income: $1013 Traditional Rental Income: $7095 Airbnb ROI: -1.44% Traditional ROI: 2.9%
16656 SW DAFFODIL St Sherwood, OR Hello there - I'm a welcoming attached home tucked into Sherwood's Wildflower Village, des...	3 beds \| 3 baths \| 1,197 sq.ft.	$449,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 3.91% Airbnb Rental Income: $885 Traditional Rental Income: $2571 Airbnb ROI: -0.89% Traditional ROI: 3.91%
23897 SW SANDERS Ter Sherwood, OR PRICE DROP! This 4 bedroom + office home is situated on a large corner lot within a highly...	4 beds \| 3 baths \| 2,447 sq.ft.	$692,400	Airbnb cash on cash: -1.44% Traditional cash on cash: 3.56% Airbnb Rental Income: $1013 Traditional Rental Income: $3881 Airbnb ROI: -1.44% Traditional ROI: 3.56%
18421 SW SALMONBERRY Dr Sherwood, OR Sitting on nearly two private acres with direct access to surrounding forested trails, thi...	5 beds \| 4 baths \| 4,475 sq.ft.	$1,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.98% Airbnb Rental Income: $null Traditional Rental Income: $5143 Airbnb ROI: N/A Traditional ROI: 0.98%
21069 SW MADEIRA Ter Sherwood, OR Bright & Spacious Townhome in Prime Sherwood Location! Tucked into the quiet and walkable ...	3 beds \| 3 baths \| 1,388 sq.ft.	$364,000	Airbnb cash on cash: -1.75% Traditional cash on cash: 4.13% Airbnb Rental Income: $885 Traditional Rental Income: $2557 Airbnb ROI: -1.75% Traditional ROI: 4.13%
13690 SW SILENT FOX Ter Sherwood, OR A block away from 25,000 sq. foot of pickleball, swim center, dog parks, playgrounds, reta...	2 beds \| 3 baths \| 1,415 sq.ft.	$395,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 4.51% Airbnb Rental Income: $1059 Traditional Rental Income: $2998 Airbnb ROI: -1.71% Traditional ROI: 4.51%
22504 SW RICKARD Pl Sherwood, OR Located in the highly desirable Woodhaven neighborhood of Sherwood, this exceptionally wel...	3 beds \| 3 baths \| 2,392 sq.ft.	$749,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 2.99% Airbnb Rental Income: $885 Traditional Rental Income: $3547 Airbnb ROI: -1.31% Traditional ROI: 2.99%
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: -0.98% Traditional cash on cash: 1.15% Airbnb Rental Income: $1013 Traditional Rental Income: $4203 Airbnb ROI: -0.98% Traditional ROI: 1.15%
13552 SW BEACH PLUM Ter Sherwood, OR Amazing opportunity Light and bright end-unit townhome in desirable River Terrace-ideal fo...	2 beds \| 3 baths \| 1,429 sq.ft.	$396,500	Airbnb cash on cash: -1.5% Traditional cash on cash: 4.9% Airbnb Rental Income: $1059 Traditional Rental Income: $3073 Airbnb ROI: -1.5% Traditional ROI: 4.9%
22430 SW FOREST CREEK Way Sherwood, OR Come see this beautifully maintained home offering modern comfort, thoughtful upgrades, an...	5 beds \| 3 baths \| 2,346 sq.ft.	$660,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.26% Airbnb Rental Income: $null Traditional Rental Income: $2818 Airbnb ROI: N/A Traditional ROI: 2.26%
13532 SW BEACH PLUM Ter Sherwood, OR Desirable location and welcoming community! This well-maintained townhouse is tucked withi...	2 beds \| 2 baths \| 1,221 sq.ft.	$389,900	Airbnb cash on cash: -1.45% Traditional cash on cash: 2.3% Airbnb Rental Income: $1059 Traditional Rental Income: $2063 Airbnb ROI: -1.45% Traditional ROI: 2.3%
21501 SW NICHOLAS VIEW Dr Sherwood, OR A custom-crafted escape with unmatched charm and potential! 2014 Craftsman-style home, set...	4 beds \| 4 baths \| 3,117 sq.ft.	$2,175,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 1.16% Airbnb Rental Income: $1013 Traditional Rental Income: $5204 Airbnb ROI: -1.09% Traditional ROI: 1.16%
13853 SW 171ST Ave Sherwood, OR Open House:This Sat 12pm-2pm, Sun 12pm-3pm!Open-concept home with high ceilings and 4 bedr...	4 beds \| 3 baths \| 2,292 sq.ft.	$625,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 4.54% Airbnb Rental Income: $1013 Traditional Rental Income: $3812 Airbnb ROI: -0.87% Traditional ROI: 4.54%
22415 SW PINE St Sherwood, OR Live-Work End-Unit Townhouse in Downtown Sherwood. This stunning, nearly new 2024-built to...	3 beds \| 4 baths \| 1,914 sq.ft.	$543,210	Airbnb cash on cash: -1.38% Traditional cash on cash: 2.96% Airbnb Rental Income: $885 Traditional Rental Income: $2750 Airbnb ROI: -1.38% Traditional ROI: 2.96%
12111 SW MALLOY Way Sherwood, OR Resort-style living meets refined elegance in this extraordinary, private, 4.85 acre Sherw...	5 beds \| 4 baths \| 6,024 sq.ft.	$2,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.19% Airbnb Rental Income: $null Traditional Rental Income: $6905 Airbnb ROI: N/A Traditional ROI: 1.19%
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.	$1,179,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 1.78% Airbnb Rental Income: $1013 Traditional Rental Income: $3740 Airbnb ROI: -1.03% Traditional ROI: 1.78%
22665 SW SCHALTENBRAND Ln Sherwood, OR Nestled beneath a canopy of mature trees on 4.33 serene acres in Sherwood, Oregon. This id...	4 beds \| 4 baths \| 2,926 sq.ft.	$764,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.44% Airbnb Rental Income: $1013 Traditional Rental Income: $4417 Airbnb ROI: -0.84% Traditional ROI: 4.44%
12925 SW BELL Rd Sherwood, OR Beautiful custom built home with spacious great room floor plan with Brazilian walnut hard...	4 beds \| 3 baths \| 3,560 sq.ft.	$999,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 2.81% Airbnb Rental Income: $1013 Traditional Rental Income: $4544 Airbnb ROI: -1.37% Traditional ROI: 2.81%
16045 SW RED CLOVER Ln Sherwood, OR Open house Sunday, February 1st from 11:00 am - 1:00 pm. Enjoy NO HOA starting July, 2026....	3 beds \| 3 baths \| 1,815 sq.ft.	$579,500	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.8% Airbnb Rental Income: $885 Traditional Rental Income: $3241 Airbnb ROI: -1.18% Traditional ROI: 3.8%
16868 SW HOLLY FARMS Ln Sherwood, OR Located in the highly sought-after Renaissance at Richey Park and within the top-rated She...	4 beds \| 3 baths \| 2,525 sq.ft.	$679,900	Airbnb cash on cash: -1.48% Traditional cash on cash: 3.58% Airbnb Rental Income: $1013 Traditional Rental Income: $3862 Airbnb ROI: -1.48% Traditional ROI: 3.58%
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 \| 3 baths \| 3,078 sq.ft.	$849,900	Airbnb cash on cash: -1.32% Traditional cash on cash: 2.88% Airbnb Rental Income: $1013 Traditional Rental Income: $3977 Airbnb ROI: -1.32% Traditional ROI: 2.88%
17286 SW JEAN LOUISE Rd Sherwood, OR Located in River Terrace / Progress Ridge, this pristine SW exposure corner lot home, offe...	4 beds \| 3 baths \| 2,050 sq.ft.	$590,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 4.59% Airbnb Rental Income: $1013 Traditional Rental Income: $3967 Airbnb ROI: -1.42% Traditional ROI: 4.59%
17548 SW PARKWAY Ct Sherwood, OR Beautifully updated home at the end of a private street. Newer laminate on main, stairs & ...	4 beds \| 3 baths \| 1,612 sq.ft.	$599,900	Airbnb cash on cash: -0.98% Traditional cash on cash: 3.03% Airbnb Rental Income: $1013 Traditional Rental Income: $2901 Airbnb ROI: -0.98% Traditional ROI: 3.03%
22802 SW FOREST CREEK Dr unit: 200 Sherwood, OR Live in the heart of Sherwood-where small-town charm meets everyday convenience. Located i...	3 beds \| 3 baths \| 1,416 sq.ft.	$305,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 5.93% Airbnb Rental Income: $885 Traditional Rental Income: $2375 Airbnb ROI: -0.43% Traditional ROI: 5.93%
22904 SW PINE St Sherwood, OR Two Homes, One Incredible Opportunity! Located blocks from the heart of Old Town Sherwood,...	2 beds \| 2 baths \| 2,100 sq.ft.	$729,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.47% Airbnb Rental Income: $1059 Traditional Rental Income: $2861 Airbnb ROI: -0.72% Traditional ROI: 2.47%
22436 SW MEISSINGER Pl Sherwood, OR Tucked away at the end of a quiet cul-de-sac on a private lot, this beautifully refreshed ...	4 beds \| 3 baths \| 1,838 sq.ft.	$649,999	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.1% Airbnb Rental Income: $1013 Traditional Rental Income: $3159 Airbnb ROI: -1.03% Traditional ROI: 3.1%
22971 SW HOSLER Way Sherwood, OR Updated with high vaulted ceilings, abundant natural light, warm wood tones, and striking ...	3 beds \| 3 baths \| 2,200 sq.ft.	$774,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 3.12% Airbnb Rental Income: $885 Traditional Rental Income: $3784 Airbnb ROI: -1.37% Traditional ROI: 3.12%
21550 SW MOUNTAIN HOME Rd Sherwood, OR Experience the ultimate in rural living at this stunning custom estate, perfectly position...	3 beds \| 3 baths \| 3,703 sq.ft.	$1,700,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 0.33% Airbnb Rental Income: $885 Traditional Rental Income: $3734 Airbnb ROI: -1.68% Traditional ROI: 0.33%
23869 SW MIDDLETON Rd Sherwood, OR Tucked into one of Sherwood's most sought-after locations, this beautifully updated home o...	4 beds \| 3 baths \| 2,691 sq.ft.	$729,900	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.14% Airbnb Rental Income: $1013 Traditional Rental Income: $3617 Airbnb ROI: -1.21% Traditional ROI: 3.14%
15920 SW OBERST Ln Sherwood, OR Tucked away on a private road in one of Sherwood's most coveted locations, this special pr...	3 beds \| 2 baths \| 2,280 sq.ft.	$975,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.9% Airbnb Rental Income: $885 Traditional Rental Income: $3414 Airbnb ROI: -1.26% Traditional ROI: 1.9%
16551 SW 10TH St Sherwood, OR Rare One-Level versatility in the heart of Sherwood. Situated in a prime 97140 location, 1...	3 beds \| 2 baths \| 1,396 sq.ft.	$524,900	Airbnb cash on cash: -0.86% Traditional cash on cash: 3.66% Airbnb Rental Income: $885 Traditional Rental Income: $2765 Airbnb ROI: -0.86% Traditional ROI: 3.66%
15840 SW SUNSET Ct Sherwood, OR Beautifully updated one level ranch on a quiet Sherwood cul-de-sac. This home features new...	3 beds \| 1 baths \| 1,008 sq.ft.	$505,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.14% Airbnb Rental Income: $885 Traditional Rental Income: $2427 Airbnb ROI: -0.83% Traditional ROI: 3.14%
21315 SW LADYFERN Dr Sherwood, OR This is the one buyers have been waiting for. Backing directly to Ridges Elementary and a ...	4 beds \| 3 baths \| 2,363 sq.ft.	$674,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 3.54% Airbnb Rental Income: $1013 Traditional Rental Income: $3516 Airbnb ROI: -1.01% Traditional ROI: 3.54%
20512 SW ROY ROGERS Rd unit: 319 Sherwood, OR This gem sits up high and is nestled in a quiet, tree-lined spot, ideal for bird watching ...	2 beds \| 3 baths \| 1,530 sq.ft.	$410,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 3.92% Airbnb Rental Income: $1059 Traditional Rental Income: $2487 Airbnb ROI: -0.75% Traditional ROI: 3.92%
14743 SW BROOKE Ct Sherwood, OR OPEN HOUSE Sat April 18 10-1pm. Fantastic opportunity in Sherwood! Complete with an extra-...	4 beds \| 3 baths \| 2,203 sq.ft.	$735,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 3.13% Airbnb Rental Income: $1013 Traditional Rental Income: $3605 Airbnb ROI: -1.17% Traditional ROI: 3.13%

Real Estate investment in Sherwood, OR

There are 36 properties for sale in the city of Sherwood . The median list price in Sherwood is $343,500 and the average price per square foot is $156. In April 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,476.

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

There are 36 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 $3,476.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

30525 NE CANTER Ln

Sherwood, OR

4 beds | 5 baths | 4,839 sq.ft.

$1,599,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $1013

Traditional Rental Income: $7095

Airbnb ROI: -1.44%

Traditional ROI: 2.9%

16656 SW DAFFODIL St

Sherwood, OR

3 beds | 3 baths | 1,197 sq.ft.

$449,900

Airbnb cash on cash: -0.89%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $885

Traditional Rental Income: $2571

Airbnb ROI: -0.89%

Traditional ROI: 3.91%

23897 SW SANDERS Ter

Sherwood, OR

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

$692,400

Airbnb cash on cash: -1.44%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $1013

Traditional Rental Income: $3881

Airbnb ROI: -1.44%

Traditional ROI: 3.56%

18421 SW SALMONBERRY Dr

Sherwood, OR

5 beds | 4 baths | 4,475 sq.ft.

$1,995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.98%

Airbnb Rental Income: $null

Traditional Rental Income: $5143

Airbnb ROI: N/A

Traditional ROI: 0.98%

21069 SW MADEIRA Ter

Sherwood, OR

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

$364,000

Airbnb cash on cash: -1.75%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $885

Traditional Rental Income: $2557

Airbnb ROI: -1.75%

Traditional ROI: 4.13%

13690 SW SILENT FOX Ter

Sherwood, OR

2 beds | 3 baths | 1,415 sq.ft.

$395,000

Airbnb cash on cash: -1.71%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $1059

Traditional Rental Income: $2998

Airbnb ROI: -1.71%

Traditional ROI: 4.51%

22504 SW RICKARD Pl

Sherwood, OR

3 beds | 3 baths | 2,392 sq.ft.

$749,000

Airbnb cash on cash: -1.31%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $885

Traditional Rental Income: $3547

Airbnb ROI: -1.31%

Traditional ROI: 2.99%

29971 SW LADD HILL Rd

Sherwood, OR

4 beds | 3 baths | 3,324 sq.ft.

$1,800,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $1013

Traditional Rental Income: $4203

Airbnb ROI: -0.98%