Real Estate Investment Properties for Sale in Winchester Bay, OR

Looking for investment property in Winchester Bay, OR with high ROI ?

Explore a variety of short-term homes & houses in Winchester Bay, OR. Invest wisely with VRBO & Winchester Bay, 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 Winchester Bay, OR

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
640 CLEARLAKE AVE Winchester Bay, OR Amazing Opportunity by the Ocean! Live your dream in this beautiful 4-bedroom, 2-bath home...	4 beds \| 2 baths \| 1,850 sq.ft.	$519,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.98% Airbnb Rental Income: $null Traditional Rental Income: $3329 Airbnb ROI: N/A Traditional ROI: 4.98%
Investment Properties for Sale in Other Cities of Oregon
6120 N MONTANA AVE Portland , OR Classic North Portland living! This tri-level home offers a smart layout with 3 bedrooms u...	4 beds \| 2 baths \| 3,080 sq.ft.	$559,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.98% Airbnb Rental Income: $1732 Traditional Rental Income: $3170 Airbnb ROI: 0.31% Traditional ROI: 3.98%
3234 RIVERPLACE DR Eugene , OR Spacious and beautifully updated home in a quiet Eugene neighborhood. This 3-bedroom, 2-fu...	3 beds \| 4 baths \| 3,072 sq.ft.	$975,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 3.57% Airbnb Rental Income: $1485 Traditional Rental Income: $5559 Airbnb ROI: -1.4% Traditional ROI: 3.57%
19442 Chip Shot Lane Bend , OR Seller Financing Available-save money and ''buy'' yourself some time for interest rates to...	3 beds \| 4 baths \| 2,703 sq.ft.	$849,900	Airbnb cash on cash: -1.84% Traditional cash on cash: 2.05% Airbnb Rental Income: $1387 Traditional Rental Income: $4045 Airbnb ROI: -1.84% Traditional ROI: 2.05%
20560 Boyd Court Bend , OR Stunningly remodeled home in a prime location! Enjoy convenient access to Hwy 97 and the c...	4 beds \| 3 baths \| 2,584 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $3631 Airbnb ROI: N/A Traditional ROI: 3.89%
15 SW Quail Butte Place Bend , OR MOTIVATED SELLERS! 3923 sq ft home on a stunning .62 acre lot, offering breathtaking sunse...	4 beds \| 3 baths \| 3,923 sq.ft.	$1,999,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 0.4% Airbnb Rental Income: $2453 Traditional Rental Income: $3862 Airbnb ROI: -0.68% Traditional ROI: 0.4%
56081 Snow Goose Court Bend , OR Welcome to your private Central Oregon retreat with breathtaking views and direct access t...	3 beds \| 3 baths \| 2,715 sq.ft.	$1,395,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.49% Airbnb Rental Income: $1161 Traditional Rental Income: $3812 Airbnb ROI: -0.85% Traditional ROI: 1.49%
17155 Avocet Drive Bend , OR Escape the bustle of Bend to your serene family retreat -- a charming 3 bed, 2.5 bath cust...	3 beds \| 3 baths \| 1,420 sq.ft.	$589,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.05% Airbnb Rental Income: $1161 Traditional Rental Income: $2703 Airbnb ROI: -0.45% Traditional ROI: 3.05%
6715 IVY ST Springfield , OR OREGON TIMBER TREASURE! Move-in ready and a once-in-a-lifetime opportunity to own this ful...	3 beds \| 2 baths \| 2,400 sq.ft.	$650,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.3% Airbnb Rental Income: $1216 Traditional Rental Income: $3372 Airbnb ROI: -0.9% Traditional ROI: 3.3%
3516 SW 1ST AVE Portland , OR Donât miss this charming SW Portland bungalow, perfectly tucked away on a quiet street w...	2 beds \| 2 baths \| 1,354 sq.ft.	$499,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.9% Airbnb Rental Income: $2060 Traditional Rental Income: $2506 Airbnb ROI: 0.8% Traditional ROI: 2.9%
1926 W BURNSIDE ST #301 Portland , OR Truly live among all the action when you live at The Civic, a LEED Gold certified building...	2 beds \| 2 baths \| 1,331 sq.ft.	$449,000	Airbnb cash on cash: -2.72% Traditional cash on cash: 0.44% Airbnb Rental Income: $1458 Traditional Rental Income: $2354 Airbnb ROI: -2.72% Traditional ROI: 0.44%
2850 SE 50TH AVE Portland , OR Light and bright condo close to everything! Within a couple of blocks to Franklin High and...	2 beds \| 1 baths \| 920 sq.ft.	$274,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.47% Airbnb Rental Income: $1955 Traditional Rental Income: $1990 Airbnb ROI: 0.35% Traditional ROI: 2.47%
443 Geri St NW Albany , OR Beautiful home w/open floor plan, 9' ceilings, gas FP, & updated powder rm on main. Kitche...	3 beds \| 3 baths \| 1,740 sq.ft.	$459,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 5.25% Airbnb Rental Income: $1390 Traditional Rental Income: $3191 Airbnb ROI: 0.09% Traditional ROI: 5.25%
7850 Brooten Mountain Loop Pacific City , OR Step into a coastal retreat where the fresh air rejuvenates you, & the timeless charm of t...	3 beds \| N/A baths \| 3,125 sq.ft.	$1,999,999	Airbnb cash on cash: -1.56% Traditional cash on cash: 0.77% Airbnb Rental Income: $852 Traditional Rental Income: $4848 Airbnb ROI: -1.56% Traditional ROI: 0.77%
950 Evergreen #309 Rd Woodburn , OR A Bumpable Offer has Been Accepted. Light & bright condo with Sunset and Peek-a-Boo Mounta...	2 beds \| 1 baths \| 921 sq.ft.	$199,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.29% Airbnb Rental Income: $null Traditional Rental Income: $1809 Airbnb ROI: N/A Traditional ROI: 7.29%
1660 Sieberg St NE Keizer , OR PRICE IMPROVEMENT! Welcome home! This 3-bedroom, 2-bath home offers comfort and privacy in...	3 beds \| 2 baths \| 1,479 sq.ft.	$405,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.77% Airbnb Rental Income: $1617 Traditional Rental Income: $2601 Airbnb ROI: 0.97% Traditional ROI: 4.77%

Real Estate investment in Winchester-bay, OR

There are 1 properties for sale in the city of Winchester Bay . The median list price in Winchester Bay is $519,000 and the average price per square foot is $281. In November 2025, the average monthly cash on cash return in Winchester Bay is 5.00%. The average monthly rental income in Winchester Bay is $3,329.

Winchester-bay, OR Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 1 investment properties available for sale in Winchester-bay.

In 2025, the best neighborhood to buy investment property is Winchester Bay.

The ROI for Short-Term is higher than the Long-Term in Winchester-bay with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Winchester Bay, OR

640 CLEARLAKE AVE

Winchester Bay, OR

4 beds | 2 baths | 1,850 sq.ft.

$519,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.98%

Airbnb Rental Income: $null

Traditional Rental Income: $3329

Airbnb ROI: N/A

Traditional ROI: 4.98%

Investment Properties for Sale in Other Cities of Oregon

Portland , OR

4 beds | 2 baths | 3,080 sq.ft.

$559,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1732

Traditional Rental Income: $3170

Airbnb ROI: 0.31%

Traditional ROI: 3.98%

Eugene , OR

3 beds | 4 baths | 3,072 sq.ft.

$975,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1485

Traditional Rental Income: $5559

Airbnb ROI: -1.4%

Traditional ROI: 3.57%

Bend , OR

3 beds | 4 baths | 2,703 sq.ft.

$849,900

Airbnb cash on cash: -1.84%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $1387

Traditional Rental Income: $4045

Airbnb ROI: -1.84%

Traditional ROI: 2.05%

Bend , OR

4 beds | 3 baths | 2,584 sq.ft.

$679,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.89%

Airbnb Rental Income: $null

Traditional Rental Income: $3631

Airbnb ROI: N/A

Traditional ROI: 3.89%

Bend , OR

4 beds | 3 baths | 3,923 sq.ft.

$1,999,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $2453

Traditional Rental Income: $3862

Airbnb ROI: -0.68%

Traditional ROI: 0.4%

Bend , OR

3 beds | 3 baths | 2,715 sq.ft.

$1,395,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $1161

Traditional Rental Income: $3812

Airbnb ROI: -0.85%

Traditional ROI: 1.49%

Bend , OR

3 beds | 3 baths | 1,420 sq.ft.

$589,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1161

Traditional Rental Income: $2703

Airbnb ROI: -0.45%

Traditional ROI: 3.05%

Springfield , OR

3 beds | 2 baths | 2,400 sq.ft.

$650,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 3.3%