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
23104 SW CINNAMON HILL PL Sherwood, OR Fresh Interior Paint. Nestled on a quiet cul-de-sac, this beautiful home offers elevated l...	4 beds \| 3 baths \| 1,733 sq.ft.	$549,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.84% Airbnb Rental Income: $2297 Traditional Rental Income: $3097 Airbnb ROI: 1.16% Traditional ROI: 3.84%
16097 SW HOLLAND LN Sherwood, OR Great price! Interior including doors and trim freshly painted plus new light fixtures ins...	3 beds \| 3 baths \| 1,456 sq.ft.	$369,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.75% Airbnb Rental Income: $1629 Traditional Rental Income: $2551 Airbnb ROI: -0.24% 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 \| 5 baths \| 4,839 sq.ft.	$1,675,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 2.75% Airbnb Rental Income: $2297 Traditional Rental Income: $7095 Airbnb ROI: -0.71% Traditional ROI: 2.75%
15832 SW WILLAMETTE ST Sherwood, OR Charming 1930s Cottage-style home in the heart of Old Town Sherwood! This property seamles...	3 beds \| 2 baths \| 1,178 sq.ft.	$449,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 5.82% Airbnb Rental Income: $1629 Traditional Rental Income: $3193 Airbnb ROI: 1.01% Traditional ROI: 5.82%
23798 SW HERON LAKES DR Sherwood, OR A rare find in Sherwoodâs desirable Woodhaven areaâwith no HOA in this Pinehurst Estat...	4 beds \| 3 baths \| 2,673 sq.ft.	$749,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.68% Airbnb Rental Income: $2297 Traditional Rental Income: $4088 Airbnb ROI: 0.3% Traditional ROI: 3.68%
21281 SW SIMON TER Sherwood, OR HUGE PRICE IMPROVEMENT! Over $200K in custom renovations and upgradesâthis home is for t...	5 beds \| 3 baths \| 3,130 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.2% Airbnb Rental Income: $null Traditional Rental Income: $4421 Airbnb ROI: N/A Traditional ROI: 3.2%
22860 SW FOREST CREEK DR #203 Sherwood, OR Welcome to this light and bright open great-room floor plan with gas fireplace and built i...	2 beds \| 3 baths \| 1,230 sq.ft.	$310,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.19% Airbnb Rental Income: $1594 Traditional Rental Income: $2759 Airbnb ROI: -0.36% Traditional ROI: 5.19%
15901 SW BELL RD Sherwood, OR Nearly 6 acres of close-in country paradise in the Sherwood hills! Enjoy pastoral views to...	4 beds \| 4 baths \| 3,534 sq.ft.	$1,225,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.51% Airbnb Rental Income: $2297 Traditional Rental Income: $5422 Airbnb ROI: -0.73% Traditional ROI: 2.51%
16189 SW HOLLAND LN Sherwood, OR Welcome to meticulously maintained Holland Ln- a spacious townhome with a private backyard...	3 beds \| 3 baths \| 1,456 sq.ft.	$375,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.92% Airbnb Rental Income: $1629 Traditional Rental Income: $2635 Airbnb ROI: -0.25% Traditional ROI: 3.92%
13254 SW AUBERGINE TER Sherwood, OR Don't miss out on this LIGHT and BRIGHT end-unit townhouse in River Terrace with open floo...	2 beds \| 3 baths \| 1,429 sq.ft.	$434,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.35% Airbnb Rental Income: $1594 Traditional Rental Income: $2626 Airbnb ROI: -0.31% Traditional ROI: 3.35%
17464 SW KINGLET DR Sherwood, OR Open Sat 10/18 @ 1-3pm and Sun 10/19 @ 11am-1pm. Beautifully updated home in Sherwoodâs ...	4 beds \| 3 baths \| 2,304 sq.ft.	$749,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 4.04% Airbnb Rental Income: $2297 Traditional Rental Income: $4319 Airbnb ROI: 0.33% Traditional ROI: 4.04%
23899 SW DUTSON DR Sherwood, OR Move-In Ready 3 bed, 2 bath home on 4.43 acres in Sherwood! Vaulted ceilings through-out, ...	3 beds \| 2 baths \| 1,296 sq.ft.	$634,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.71% Airbnb Rental Income: $1629 Traditional Rental Income: $2620 Airbnb ROI: 0.26% Traditional ROI: 2.71%
22692 SW HIGHLAND DR Sherwood, OR BOM no fault to home or seller*** Beautifully remodeled single-story home located near Old...	3 beds \| 2 baths \| 1,616 sq.ft.	$525,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.61% Airbnb Rental Income: $1629 Traditional Rental Income: $3214 Airbnb ROI: 0.44% Traditional ROI: 4.61%
17261 SW GREENGATE DR Sherwood, OR Welcome to Your Sherwood Dream Home! This beautifully updated, turn-key single-level home ...	3 beds \| 2 baths \| 1,619 sq.ft.	$580,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.09% Airbnb Rental Income: $1629 Traditional Rental Income: $3337 Airbnb ROI: 0.08% Traditional ROI: 4.09%
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 \| 3 baths \| 1,429 sq.ft.	$449,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.52% Airbnb Rental Income: $1594 Traditional Rental Income: $3073 Airbnb ROI: -0.08% Traditional ROI: 4.52%
22754 SW Highland DR Sherwood, OR Ideally located in a friendly, peaceful neighborhood near charming Old Town Sherwood, this...	3 beds \| 2 baths \| 2,061 sq.ft.	$599,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.97% Airbnb Rental Income: $1629 Traditional Rental Income: $2162 Airbnb ROI: 0.19% Traditional ROI: 1.97%
22219 SW ORLAND ST Sherwood, OR Welcome to your dream home! This stunning brand-new manufactured home offers 3 bedrooms an...	3 beds \| 2 baths \| 1,512 sq.ft.	$409,900	Airbnb cash on cash: 1.12% Traditional cash on cash: 5.48% Airbnb Rental Income: $1629 Traditional Rental Income: $2844 Airbnb ROI: 1.12% Traditional ROI: 5.48%
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.	$2,299,999	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.06% Airbnb Rental Income: $2297 Traditional Rental Income: $5204 Airbnb ROI: -0.57% Traditional ROI: 1.06%
24400 SW BAKER RD Sherwood, OR This stunning,move-in-ready estate offers the perfect blend of natural splendor,functional...	3 beds \| 3 baths \| 3,360 sq.ft.	$1,725,000	Airbnb cash on cash: -0.88% Traditional cash on cash: -0.02% Airbnb Rental Income: $1629 Traditional Rental Income: $2534 Airbnb ROI: -0.88% Traditional ROI: -0.02%
22425 SW MOUNTAIN CREEK RD Sherwood, OR Tucked away at the very end of a quiet country road, this nearly 5-acre property feels lik...	3 beds \| 3 baths \| 2,337 sq.ft.	$949,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 2.28% Airbnb Rental Income: $1629 Traditional Rental Income: $3583 Airbnb ROI: -0.46% Traditional ROI: 2.28%
22802 SW FOREST CREEK DR #200 Sherwood, OR Live in the heart of Sherwoodâwhere small-town charm meets everyday convenience. Located...	3 beds \| 3 baths \| 1,416 sq.ft.	$345,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.71% Airbnb Rental Income: $1629 Traditional Rental Income: $2200 Airbnb ROI: -0.47% Traditional ROI: 2.71%
16738 SW GLENEAGLE DR #44G Sherwood, OR **REDUCED PRICE reflects the potential future special assessment for plumbing replacement....	2 beds \| 2 baths \| 970 sq.ft.	$185,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.91% Airbnb Rental Income: $1594 Traditional Rental Income: $2297 Airbnb ROI: 0.33% Traditional ROI: 6.91%
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.	$1,495,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.9% Airbnb Rental Income: $2297 Traditional Rental Income: $3749 Airbnb ROI: -0.56% Traditional ROI: 0.9%
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.	$2,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.32% Airbnb Rental Income: $null Traditional Rental Income: $4547 Airbnb ROI: N/A Traditional ROI: 0.32%
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.	$3,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $6664 Airbnb ROI: N/A Traditional ROI: 0.4%
17665 SW ELDER VIEW DR Sherwood, OR Beautifully Updated 5-Bedroom Home in Sherwood!Â Step into comfort, style, and convenience...	5 beds \| 3 baths \| 2,603 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $3737 Airbnb ROI: N/A Traditional ROI: 3.9%
12111 SW MALLOY WAY Sherwood, OR Great new price!!! Resort-style living meets refined elegance in this extraordinary, priva...	5 beds \| 5 baths \| 6,024 sq.ft.	$2,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.15% Airbnb Rental Income: $null Traditional Rental Income: $6905 Airbnb ROI: N/A Traditional ROI: 1.15%
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% Traditional cash on cash: -0.36% Airbnb Rental Income: $1629 Traditional Rental Income: $3563 Airbnb ROI: -1% Traditional ROI: -0.36%
21303 SW Hells Canyon RD Sherwood, OR Just what you have been looking for! Enjoy both privacy and territorial Parrett Mountain v...	4 beds \| 3 baths \| 2,469 sq.ft.	$1,240,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.74% Airbnb Rental Income: $2297 Traditional Rental Income: $3740 Airbnb ROI: -0.01% Traditional ROI: 1.74%
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 \| 3 baths \| 1,416 sq.ft.	$299,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.91% Airbnb Rental Income: $1629 Traditional Rental Income: $2434 Airbnb ROI: -0.59% Traditional ROI: 3.91%
23072 SW MANSFIELD ST Sherwood, OR Custom built home in 2018 w/ ADU Potential! - Seller has appraisal report in hand. - 2-1 I...	3 beds \| 3 baths \| 3,349 sq.ft.	$779,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 3.51% Airbnb Rental Income: $1629 Traditional Rental Income: $4105 Airbnb ROI: -0.53% Traditional ROI: 3.51%
16645 NE LEANDER DR Sherwood, OR Are you ready for fall in wine country? Experience the best of Oregon's wine country in th...	4 beds \| 3 baths \| 4,781 sq.ft.	$1,150,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.38% Airbnb Rental Income: $2297 Traditional Rental Income: $4470 Airbnb ROI: -0.19% Traditional ROI: 2.38%
17215 SW ROOSEVELT ST Sherwood, OR Welcome to this beautifully maintained 2,357 sq. ft. home nestled in one of Sherwoodâs m...	4 beds \| 3 baths \| 2,357 sq.ft.	$649,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.82% Airbnb Rental Income: $2297 Traditional Rental Income: $3757 Airbnb ROI: 0.47% Traditional ROI: 3.82%
21615 SW DERBY TER Sherwood, OR WOW- check out this price per square feet- amazing value! Huge price reduction on the gorg...	5 beds \| 3 baths \| 3,288 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $4285 Airbnb ROI: N/A Traditional ROI: 3.95%
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.	$1,195,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 1.78% Airbnb Rental Income: $2297 Traditional Rental Income: $3829 Airbnb ROI: -0.12% Traditional ROI: 1.78%
20498 SW ARNOLD PL Sherwood, OR Do not miss taking advantage of the huge price reduction and a great price per square foot...	5 beds \| 3 baths \| 2,989 sq.ft.	$690,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $3896 Airbnb ROI: N/A Traditional ROI: 3.76%
14614 SW WILLAMETTE ST Sherwood, OR Private home on a big lot in this great Sherwood neighborhood. List of property improvemen...	4 beds \| 3 baths \| 1,614 sq.ft.	$565,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.36% Airbnb Rental Income: $2297 Traditional Rental Income: $3463 Airbnb ROI: 1.08% Traditional ROI: 4.36%
22207 SW ORLAND ST Sherwood, OR This stunning 3-bedroom, 2-bath manufactured home in a peaceful community park has been fu...	3 beds \| 2 baths \| 1,288 sq.ft.	$189,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 11.69% Airbnb Rental Income: $1629 Traditional Rental Income: $2491 Airbnb ROI: 4.32% Traditional ROI: 11.69%
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.	$519,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.16% Airbnb Rental Income: $1629 Traditional Rental Income: $2982 Airbnb ROI: 0.42% Traditional ROI: 4.16%
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 \| 3 baths \| 1,396 sq.ft.	$549,500	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.14% Airbnb Rental Income: $1629 Traditional Rental Income: $2636 Airbnb ROI: 0.28% Traditional ROI: 3.14%

Real Estate investment in Sherwood, OR

There are 65 properties for sale in the city of Sherwood . The median list price in Sherwood is $634,900 and the average price per square foot is $270. In October 2025, the average monthly cash on cash return in Sherwood is 4.00%. The average monthly rental income in Sherwood is $3,415.

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

There are 65 investment properties available for sale in Sherwood.

In 2025, 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 $1,629.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

23104 SW CINNAMON HILL PL

Sherwood, OR

4 beds | 3 baths | 1,733 sq.ft.

$549,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 3.84%

Airbnb Rental Income: $2297

Traditional Rental Income: $3097

Airbnb ROI: 1.16%

Traditional ROI: 3.84%

16097 SW HOLLAND LN

Sherwood, OR

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

$369,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1629

Traditional Rental Income: $2551

Airbnb ROI: -0.24%

Traditional ROI: 3.75%

30525 NE CANTER LN

Sherwood, OR

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

$1,675,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $2297

Traditional Rental Income: $7095

Airbnb ROI: -0.71%

Traditional ROI: 2.75%

15832 SW WILLAMETTE ST

Sherwood, OR

3 beds | 2 baths | 1,178 sq.ft.

$449,900

Airbnb cash on cash: 1.01%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $1629

Traditional Rental Income: $3193

Airbnb ROI: 1.01%

Traditional ROI: 5.82%

23798 SW HERON LAKES DR

Sherwood, OR

4 beds | 3 baths | 2,673 sq.ft.

$749,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $2297

Traditional Rental Income: $4088

Airbnb ROI: 0.3%

Traditional ROI: 3.68%

21281 SW SIMON TER

Sherwood, OR

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

$849,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.2%

Airbnb Rental Income: $null

Traditional Rental Income: $4421

Airbnb ROI: N/A

Traditional ROI: 3.2%

22860 SW FOREST CREEK DR #203

Sherwood, OR

2 beds | 3 baths | 1,230 sq.ft.

$310,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 5.19%

Airbnb Rental Income: $1594

Traditional Rental Income: $2759

Airbnb ROI: -0.36%

Traditional ROI: 5.19%

15901 SW BELL RD

Sherwood, OR

4 beds | 4 baths | 3,534 sq.ft.

$1,225,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $2297

Traditional Rental Income: $5422

Airbnb ROI: -0.73%