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 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%
16656 SW Daffodil St Sherwood, OR Hello there - I'm a welcoming attached home tucked into Sherwood's Wildflower Village, des...	3 beds \| 2 baths \| 1,197 sq.ft.	$449,900	Airbnb cash on cash: 0% Traditional cash on cash: 3.91% Airbnb Rental Income: $1333 Traditional Rental Income: $2571 Airbnb ROI: 0% Traditional ROI: 3.91%
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.	$465,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.82% Airbnb Rental Income: $1333 Traditional Rental Income: $2824 Airbnb ROI: -0.55% Traditional ROI: 3.82%
23897 SW SANDERS Ter Sherwood, OR SELLER PAYS in closing costs for buyers! This 4 bedroom + office home is situated on a lar...	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%
21281 SW Simon Ter Sherwood, OR Over $200K in custom renovations and upgrades-this home is for the discerning buyer who va...	5 beds \| 3 baths \| 3,130 sq.ft.	$829,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $4421 Airbnb ROI: N/A Traditional ROI: 3.25%
13254 SW Aubergine Ter Sherwood, OR NEW PRICE and MOTIVATED SELLER!! Veterans - ask about assuming the seller's low-rate VA lo...	2 beds \| 2 baths \| 1,429 sq.ft.	$403,388	Airbnb cash on cash: -1.63% Traditional cash on cash: 3.63% Airbnb Rental Income: $991 Traditional Rental Income: $2626 Airbnb ROI: -1.63% Traditional ROI: 3.63%
15977 SW Windrow Ln Sherwood, OR Welcome home to this gorgeous two story craftsman style home located in the heart of Sherw...	3 beds \| 2 baths \| 1,908 sq.ft.	$529,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.24% Airbnb Rental Income: $1333 Traditional Rental Income: $3511 Airbnb ROI: -0.84% Traditional ROI: 4.24%
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%
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: -0.84% Traditional cash on cash: 1.15% Airbnb Rental Income: $1279 Traditional Rental Income: $4203 Airbnb ROI: -0.84% Traditional ROI: 1.15%
13552 SW Beach Plum Ter Sherwood, OR Motivated seller has reduced the price... Amazing opportunity Light and bright end-unit to...	2 beds \| 2 baths \| 1,429 sq.ft.	$399,900	Airbnb cash on cash: -1.55% Traditional cash on cash: 4.95% Airbnb Rental Income: $991 Traditional Rental Income: $3073 Airbnb ROI: -1.55% Traditional ROI: 4.95%
17961 SW Bridger Ln Sherwood, OR Welcome home to easy living in the desirable Oregon Trail neighborhood. This conveniently ...	3 beds \| 2 baths \| 1,665 sq.ft.	$599,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.29% Airbnb Rental Income: $1333 Traditional Rental Income: $2545 Airbnb ROI: -0.62% Traditional ROI: 2.29%
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 #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%
13632 SW 174th Loop Sherwood, OR SAT OPEN 11-1PM * * * * ~ Premiere Property w/ Privacy ~ Incredible Opportunity to live at...	4 beds \| 2 baths \| 3,653 sq.ft.	$849,800	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.38% Airbnb Rental Income: $1279 Traditional Rental Income: $3779 Airbnb ROI: -1.28% Traditional ROI: 2.38%
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%
13909 SW 174th Ave Sherwood, OR PRE-SALE OPPORTUNITY! PICK YOUR COLORS, TILE, CABINETS AND FLOORING! Lot 11 at Scholls Me...	4 beds \| 2 baths \| 2,292 sq.ft.	$634,950	Airbnb cash on cash: -0.59% Traditional cash on cash: 4.25% Airbnb Rental Income: $1279 Traditional Rental Income: $3747 Airbnb ROI: -0.59% Traditional ROI: 4.25%
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 #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 2018 Craftsman with Dual Living, Separate Entrance, No HOA, and Backing to Mu...	3 beds \| 2 baths \| 3,349 sq.ft.	$744,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.72% Airbnb Rental Income: $1333 Traditional Rental Income: $4105 Airbnb ROI: -0.87% Traditional ROI: 3.72%
16645 NE Leander Dr Sherwood, OR Are you ready for spring in wine country? Experience the best of Oregon's wine country in ...	4 beds \| 3 baths \| 4,781 sq.ft.	$1,100,000	Airbnb cash on cash: -1% Traditional cash on cash: 2.51% Airbnb Rental Income: $1279 Traditional Rental Income: $4470 Airbnb ROI: -1% Traditional ROI: 2.51%
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.	$1,475,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.81% Airbnb Rental Income: $1279 Traditional Rental Income: $4239 Airbnb ROI: -0.64% Traditional ROI: 1.81%
22754 SW Martin Ct Sherwood, OR Accepted Offer with Contingencies. Back On the Market - NO FAULT of sellers or home. Covet...	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%
13020 SW Larkwood Pl Sherwood, OR Move in ready. Located close to amenities. You can have it all. This home boasts guest qua...	3 beds \| 4 baths \| 2,100 sq.ft.	$494,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 5.06% Airbnb Rental Income: $1333 Traditional Rental Income: $3781 Airbnb ROI: -1.11% Traditional ROI: 5.06%
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%
23608 SW EUCALYPTUS Ter Sherwood, OR Open House Saturday, Feb 21st: 1-3 pm. Under $500,000, super clean and impeccably maintain...	3 beds \| 2 baths \| 1,430 sq.ft.	$499,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.83% Airbnb Rental Income: $1333 Traditional Rental Income: $2764 Airbnb ROI: -0.11% Traditional ROI: 3.83%
22848 SW Forest Creek Dr #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.	$269,900	Airbnb cash on cash: -1.57% Traditional cash on cash: 5.78% Airbnb Rental Income: $1333 Traditional Rental Income: $2792 Airbnb ROI: -1.57% Traditional ROI: 5.78%
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 Open house Sunday, February 1st from 11:00 am - 1:00 pm. Enjoy NO HOA starting July, 2026....	3 beds \| 2 baths \| 1,815 sq.ft.	$579,500	Airbnb cash on cash: -0.49% Traditional cash on cash: 3.8% Airbnb Rental Income: $1333 Traditional Rental Income: $3241 Airbnb ROI: -0.49% Traditional ROI: 3.8%
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%
17286 SW Jean Louise Rd Sherwood, OR Located in River Terrace / Progress Ridge, this pristine SW exposure corner lot home, offe...	4 beds \| 2 baths \| 2,050 sq.ft.	$600,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 4.5% Airbnb Rental Income: $1279 Traditional Rental Income: $3967 Airbnb ROI: -1.01% Traditional ROI: 4.5%
22828 SW FOREST CREEK Dr unit: 100 #100 Sherwood, OR Enjoy easy, ground-level living in this bright and inviting home. Featuring 2 bedrooms and...	2 beds \| 1 baths \| 749 sq.ft.	$225,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 6.23% Airbnb Rental Income: $991 Traditional Rental Income: $2142 Airbnb ROI: -0.84% Traditional ROI: 6.23%
23023 SW Curry Ridge Dr Sherwood, OR Primary on the main! Seize the opportunity to make this home your own and customize the fi...	5 beds \| 4 baths \| 3,503 sq.ft.	$1,475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $5354 Airbnb ROI: N/A Traditional ROI: 2.63%
17548 SW Parkway Ct Sherwood, OR Beautifully updated home at the end of a private street. Newer laminate on main, stairs & ...	4 beds \| 2 baths \| 1,612 sq.ft.	$599,900	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.03% Airbnb Rental Income: $1279 Traditional Rental Income: $2901 Airbnb ROI: -0.58% Traditional ROI: 3.03%
13866 SW 174th Ave Sherwood, OR Lot 17 at Scholls Meadow by Riverside Homes is the 2292 Plan with an open floor plan, high...	4 beds \| 2 baths \| 2,292 sq.ft.	$629,950	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.65% Airbnb Rental Income: $1279 Traditional Rental Income: $3368 Airbnb ROI: -0.59% Traditional ROI: 3.65%

Real Estate investment in Sherwood, OR

There are 115 properties for sale in the city of Sherwood . The median list price in Sherwood is $382,500 and the average price per square foot is $172. In March 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,309.

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

There are 115 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 $3,309.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

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%

16656 SW Daffodil St

Sherwood, OR

3 beds | 2 baths | 1,197 sq.ft.

$449,900

Airbnb cash on cash: 0%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1333

Traditional Rental Income: $2571

Airbnb ROI: 0%

Traditional ROI: 3.91%

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.

$465,000

Airbnb cash on cash: -0.55%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1333

Traditional Rental Income: $2824

Airbnb ROI: -0.55%

Traditional ROI: 3.82%

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%

21281 SW Simon Ter

Sherwood, OR

5 beds | 3 baths | 3,130 sq.ft.

$829,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.25%

Airbnb Rental Income: $null

Traditional Rental Income: $4421

Airbnb ROI: N/A

Traditional ROI: 3.25%

13254 SW Aubergine Ter

Sherwood, OR

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

$403,388

Airbnb cash on cash: -1.63%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $991

Traditional Rental Income: $2626

Airbnb ROI: -1.63%

Traditional ROI: 3.63%

15977 SW Windrow Ln

Sherwood, OR

3 beds | 2 baths | 1,908 sq.ft.

$529,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1333

Traditional Rental Income: $3511

Airbnb ROI: -0.84%