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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
22808 SW FOREST CREEK Dr #200 Sherwood, OR Beautifully maintained townhome in sought-after Sherwood with stylish updates and a functi...	3 beds \| 3 baths \| 1,416 sq.ft.	$299,900	Airbnb cash on cash: -1.41% Traditional cash on cash: 4.91% Airbnb Rental Income: $1037 Traditional Rental Income: $2459 Airbnb ROI: -1.41% Traditional ROI: 4.91%
30525 NE CANTER Ln Sherwood, OR Perched atop one of Sherwood Wine Country's most coveted hilltop settings with Mt. Hood an...	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.	$439,900	Airbnb cash on cash: -0.58% Traditional cash on cash: 4.02% Airbnb Rental Income: $1037 Traditional Rental Income: $2571 Airbnb ROI: -0.58% Traditional ROI: 4.02%
17625 SW DODSON Dr Sherwood, OR Open house Sunday May 3rd 11-1 Nestled in the desirable Woodhaven neighborhood of Sherwood...	3 beds \| 3 baths \| 1,461 sq.ft.	$545,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 3.05% Airbnb Rental Income: $1037 Traditional Rental Income: $2630 Airbnb ROI: -0.79% Traditional ROI: 3.05%
23897 SW SANDERS Ter Sherwood, OR PRICE IMPROVEMENT! This 4 bedroom + office home is situated on a large corner lot within a...	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%
21708 SW VINTNER Ln Sherwood, OR Open House Sun. May 3rd. 1:30pm-3:30pm. Beautifully updated townhome in the heart of Sherw...	3 beds \| 3 baths \| 1,651 sq.ft.	$459,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.61% Airbnb Rental Income: $1037 Traditional Rental Income: $2753 Airbnb ROI: -1.23% Traditional ROI: 3.61%
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: -1.42% Traditional cash on cash: 4.09% Airbnb Rental Income: $1037 Traditional Rental Income: $2557 Airbnb ROI: -1.42% Traditional ROI: 4.09%
13182 SW AUBERGINE Ter Sherwood, OR Lightly lived-in and impeccably maintained end-unit townhome in the desirable River Terrac...	2 beds \| 3 baths \| 1,429 sq.ft.	$397,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 4.91% Airbnb Rental Income: $1059 Traditional Rental Income: $2955 Airbnb ROI: -1.16% Traditional ROI: 4.91%
23705 SW EVEREST Ct Sherwood, OR *OPEN HOUSE - THIS SUNDAY, 5/3 FROM 1-3PM* Welcome to this exceptional Sherwood View E...	3 beds \| 3 baths \| 3,354 sq.ft.	$880,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 1.84% Airbnb Rental Income: $1037 Traditional Rental Income: $3793 Airbnb ROI: -1.97% Traditional ROI: 1.84%
17261 SW GREENGATE Dr Sherwood, OR This updated single-level home with no HOA is located in Sherwood and offers a functional,...	3 beds \| 2 baths \| 1,619 sq.ft.	$575,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 4.1% Airbnb Rental Income: $1037 Traditional Rental Income: $3337 Airbnb ROI: -0.86% Traditional ROI: 4.1%
13427 SW BEACH PLUM Ter Sherwood, OR Located in River Terrace- Mountainside HS! This is the "Maple Plan" you've been waiting fo...	4 beds \| 3 baths \| 2,373 sq.ft.	$669,900	Airbnb cash on cash: -1.41% Traditional cash on cash: 2.31% Airbnb Rental Income: $1013 Traditional Rental Income: $2980 Airbnb ROI: -1.41% Traditional ROI: 2.31%
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 Beautifully maintained home offering modern comfort, thoughtful upgrades, and exceptional ...	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%
17386 SW STELLAR Dr Sherwood, OR Beautifully updated and move-in ready! Set on a large private corner lot, this home offers...	4 beds \| 3 baths \| 2,081 sq.ft.	$719,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 2.14% Airbnb Rental Income: $1013 Traditional Rental Income: $2935 Airbnb ROI: -1.26% Traditional ROI: 2.14%
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!Open-concept home with high ceilings and 4 bedrooms. Gourmet ...	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%
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 \| 3 baths \| 1,416 sq.ft.	$305,000	Airbnb cash on cash: -2.12% Traditional cash on cash: 3.19% Airbnb Rental Income: $1037 Traditional Rental Income: $2200 Airbnb ROI: -2.12% Traditional ROI: 3.19%
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: -1.13% Traditional cash on cash: 2.96% Airbnb Rental Income: $1037 Traditional Rental Income: $2750 Airbnb ROI: -1.13% 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 Set on 4.86 private acres with sweeping territorial views of Parrett Mountain, this except...	4 beds \| 3 baths \| 2,469 sq.ft.	$1,169,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 1.8% Airbnb Rental Income: $1013 Traditional Rental Income: $3740 Airbnb ROI: -1.03% Traditional ROI: 1.8%
22665 SW SCHALTENBRAND Ln Sherwood, OR Open House Thursday, 4/30, 4pm-6pm. Nestled beneath a canopy of mature trees on 4.33 seren...	4 beds \| 4 baths \| 2,926 sq.ft.	$749,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.55% Airbnb Rental Income: $1013 Traditional Rental Income: $4417 Airbnb ROI: -0.84% Traditional ROI: 4.55%
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 Location is everything with this Sherwood Village home! Backing directly to Langer Park, t...	3 beds \| 3 baths \| 1,815 sq.ft.	$579,500	Airbnb cash on cash: -0.94% Traditional cash on cash: 3.8% Airbnb Rental Income: $1037 Traditional Rental Income: $3241 Airbnb ROI: -0.94% Traditional ROI: 3.8%
23023 SW Curry Ridge Dr Sherwood, OR Builder Doc Package required with offers. Permit #785-25-000597-DWL City of Sherwood. Copy...	5 beds \| 4 baths \| 3,569 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 \| 3 baths \| 1,612 sq.ft.	$579,900	Airbnb cash on cash: -0.97% Traditional cash on cash: 3.17% Airbnb Rental Income: $1013 Traditional Rental Income: $2901 Airbnb ROI: -0.97% Traditional ROI: 3.17%
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.	$624,500	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.26% Airbnb Rental Income: $1013 Traditional Rental Income: $3159 Airbnb ROI: -1.03% Traditional ROI: 3.26%
22971 SW HOSLER Way Sherwood, OR Charming, artistic design meets updated traditional style on an oversized lot backing to s...	3 beds \| 3 baths \| 2,200 sq.ft.	$764,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 3.17% Airbnb Rental Income: $1037 Traditional Rental Income: $3784 Airbnb ROI: -1.19% Traditional ROI: 3.17%
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: -1.6% Traditional cash on cash: 0.33% Airbnb Rental Income: $1037 Traditional Rental Income: $3734 Airbnb ROI: -1.6% Traditional ROI: 0.33%
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: -1.12% Traditional cash on cash: 1.9% Airbnb Rental Income: $1037 Traditional Rental Income: $3414 Airbnb ROI: -1.12% 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: -0.6% Traditional cash on cash: 3.66% Airbnb Rental Income: $1037 Traditional Rental Income: $2765 Airbnb ROI: -0.6% 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.	$490,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.27% Airbnb Rental Income: $1037 Traditional Rental Income: $2427 Airbnb ROI: -0.55% Traditional ROI: 3.27%
14743 SW BROOKE Ct Sherwood, OR 3-car garage in Sherwood that is UNDER $700,000 (this is a must see) providing tons of sto...	4 beds \| 3 baths \| 2,203 sq.ft.	$699,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.34% Airbnb Rental Income: $1013 Traditional Rental Income: $3605 Airbnb ROI: -1.18% Traditional ROI: 3.34%
23038 SW Curry Ridge Dr Sherwood, OR Have you ever wanted to build your dream home on the site of 2023 street of dreams. by the...	5 beds \| 6 baths \| 4,807 sq.ft.	$2,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $8343 Airbnb ROI: N/A Traditional ROI: 2.72%
23854 SW ALDERGROVE Ave Sherwood, OR OPEN HOUSE SUNDAY 2-4 - Experience the best of Pacific Northwest living in this stunning S...	4 beds \| 3 baths \| 2,214 sq.ft.	$649,900	Airbnb cash on cash: -1.24% Traditional cash on cash: 3.65% Airbnb Rental Income: $1013 Traditional Rental Income: $3619 Airbnb ROI: -1.24% Traditional ROI: 3.65%
16864 SW STELLAR Dr Sherwood, OR Tucked into one of Sherwood's most sought-after neighborhoods, this beautifully refreshed ...	5 beds \| 4 baths \| 2,699 sq.ft.	$649,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $3967 Airbnb ROI: N/A Traditional ROI: 4.26%

Real Estate investment in Sherwood, OR

There are 45 properties for sale in the city of Sherwood . The median list price in Sherwood is $350,000 and the average price per square foot is $155. In May 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $3,513.

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

There are 45 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 $3,513.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, OR

22808 SW FOREST CREEK Dr #200

Sherwood, OR

3 beds | 3 baths | 1,416 sq.ft.

$299,900

Airbnb cash on cash: -1.41%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $1037

Traditional Rental Income: $2459

Airbnb ROI: -1.41%

Traditional ROI: 4.91%

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.

$439,900

Airbnb cash on cash: -0.58%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $1037

Traditional Rental Income: $2571

Airbnb ROI: -0.58%

Traditional ROI: 4.02%

17625 SW DODSON Dr

Sherwood, OR

3 beds | 3 baths | 1,461 sq.ft.

$545,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1037

Traditional Rental Income: $2630

Airbnb ROI: -0.79%

Traditional ROI: 3.05%

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%

21708 SW VINTNER Ln

Sherwood, OR

3 beds | 3 baths | 1,651 sq.ft.

$459,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 3.61%

Airbnb Rental Income: $1037

Traditional Rental Income: $2753

Airbnb ROI: -1.23%

Traditional ROI: 3.61%

21069 SW MADEIRA Ter

Sherwood, OR

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

$364,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $1037

Traditional Rental Income: $2557

Airbnb ROI: -1.42%