Real Estate Investment Properties for Sale in Milwaukie, OR

Looking for investment property in Milwaukie, OR with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5124 SE APPENINE Way Milwaukie, OR Step into a lifestyle of ease in this nicely maintained 3-bedroom, 2-bathroom ranch. Perfe...	3 beds \| 2 baths \| 1,263 sq.ft.	$515,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 3.24% Airbnb Rental Income: $1602 Traditional Rental Income: $2635 Airbnb ROI: 0.15% Traditional ROI: 3.24%
11026 SE 29TH Ave Milwaukie, OR Experience the perfect blend of historic charm and modern sustainability in this Milwaukie...	2 beds \| 1 baths \| 834 sq.ft.	$515,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.77% Airbnb Rental Income: $1090 Traditional Rental Income: $2297 Airbnb ROI: -0.51% Traditional ROI: 2.77%
12313 SE OATFIELD Rd Milwaukie, OR Exceptional value at $695,000 for this spacious daylight ranch on nearly 1/2 acre, offerin...	3 beds \| 3 baths \| 3,572 sq.ft.	$675,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.12% Airbnb Rental Income: $1585 Traditional Rental Income: $2093 Airbnb ROI: -0.4% Traditional ROI: 1.12%
16660 SE VALLEY VIEW Rd Milwaukie, OR Excellent home in a quiet Gladstone neighborhood 1/2 block to the park! Within minutes to ...	3 beds \| 2 baths \| 1,728 sq.ft.	$565,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.08% Airbnb Rental Income: $1585 Traditional Rental Income: $2182 Airbnb ROI: 0.09% Traditional ROI: 2.08%
0 SE Cedar Ave Milwaukie, OR 0 SE Cedar Ave, Oak Grove, OR 97267 \| Other	N/A beds \| N/A baths \| N/A	$127,500	Airbnb cash on cash: 1.71% Traditional cash on cash: 4.99% Airbnb Rental Income: $878 Traditional Rental Income: $945 Airbnb ROI: 1.71% Traditional ROI: 4.99%
4103 SE Olsen St #3 Milwaukie, OR 4103 SE Olsen St #3, Milwaukie, OR 97222 \| Condo/Coop	2 beds \| 1 baths \| 816 sq.ft.	$299,999	Airbnb cash on cash: 1.74% Traditional cash on cash: 4.99% Airbnb Rental Income: $1657 Traditional Rental Income: $2109 Airbnb ROI: 1.74% Traditional ROI: 4.99%
7802 SE Sporri Ln #21 Milwaukie, OR 7802 SE Sporri Ln #21, Clackamas OR, OR 97267 \| Condo/Coop	3 beds \| 2 baths \| 1,503 sq.ft.	$399,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.57% Airbnb Rental Income: $1683 Traditional Rental Income: $2436 Airbnb ROI: 0.3% Traditional ROI: 3.57%
0 SE Jennings Ave Milwaukie, OR 0 SE Jennings Ave, Gladstone, OR 97267 \| Other	N/A beds \| N/A baths \| 2,780 sq.ft.	$100,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 8.23% Airbnb Rental Income: $878 Traditional Rental Income: $1083 Airbnb ROI: 2.67% Traditional ROI: 8.23%
Columbia Plan Milwaukie, OR	3 beds \| 2 baths \| 1,561 sq.ft.	$699,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.46% Airbnb Rental Income: $1683 Traditional Rental Income: $2541 Airbnb ROI: -0.57% Traditional ROI: 1.46%
Henry Plan Milwaukie, OR	3 beds \| 2 baths \| 2,197 sq.ft.	$749,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 1.75% Airbnb Rental Income: $1683 Traditional Rental Income: $2899 Airbnb ROI: -0.66% Traditional ROI: 1.75%
Mercer Plan Milwaukie, OR	4 beds \| 2 baths \| 2,378 sq.ft.	$779,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $3107 Airbnb ROI: N/A Traditional ROI: 1.89%
Pearl Plan Milwaukie, OR	5 beds \| 3 baths \| 2,592 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $3486 Airbnb ROI: N/A Traditional ROI: 2.31%
9833 SE 17TH Ave Milwaukie, OR Exceptional 2.51-acre shovel-ready development opportunity approved for a 41-unit cottage ...	3 beds \| 2 baths \| 2,667 sq.ft.	$1,995,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 0.57% Airbnb Rental Income: $2549 Traditional Rental Income: $3494 Airbnb ROI: -0.27% Traditional ROI: 0.57%
14206 SE RAELYN Ter Milwaukie, OR This one-story home checks all the boxes with 3 bedrooms, 2 bathrooms, an open concept liv...	3 beds \| 2 baths \| 1,460 sq.ft.	$519,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 4.04% Airbnb Rental Income: $1585 Traditional Rental Income: $3005 Airbnb ROI: 0.18% Traditional ROI: 4.04%
6500 SE MADRONA Dr Milwaukie, OR Nestled on a spacious corner lot in the heart of Milwaukie, Oregon, this charming single l...	4 beds \| 2 baths \| 1,344 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.53% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.53%
9505 SE 79TH Ave Milwaukie, OR Charming single-level cottage tucked away in a quiet Milwaukie neighborhood. This 3-bedroo...	3 beds \| 2 baths \| 1,222 sq.ft.	$505,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.86% Airbnb Rental Income: $1683 Traditional Rental Income: $2212 Airbnb ROI: 0.74% Traditional ROI: 2.86%
14617 SE THORNAPPLE Ln Milwaukie, OR Well maintained dream home in one of Milwaukie's most sought-after neighborhoods! Tucked a...	4 beds \| 3 baths \| 2,769 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $3371 Airbnb ROI: N/A Traditional ROI: 3.36%
14047 SE Piper Cub Way Milwaukie, OR Welcome to this stunning newer-construction home nestled in a quiet Milwaukie neighborhood...	4 beds \| 3 baths \| 2,533 sq.ft.	$699,960	Airbnb cash on cash: -1.15% Traditional cash on cash: 3.1% Airbnb Rental Income: $1082 Traditional Rental Income: $3486 Airbnb ROI: -1.15% Traditional ROI: 3.1%
9545 SE 42ND Ave Milwaukie, OR Opportunity awaits in Ardenwald! Set on a generous quarter-acre lot, this 2-bedroom home i...	2 beds \| 1 baths \| 1,824 sq.ft.	$369,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 4.58% Airbnb Rental Income: $1657 Traditional Rental Income: $2360 Airbnb ROI: 1.21% Traditional ROI: 4.58%
1400 SE LAVA Dr #8 Milwaukie, OR Beautifully renovated Shoreside East THIRD FLOOR mid-century one level condo. Light-filled...	2 beds \| 2 baths \| 1,204 sq.ft.	$359,000	Airbnb cash on cash: -2.1% Traditional cash on cash: 4.35% Airbnb Rental Income: $1090 Traditional Rental Income: $2894 Airbnb ROI: -2.1% Traditional ROI: 4.35%
10505 SE 36TH Ave Milwaukie, OR Run, don't walk to this NEWLY adjusted priced home. This home has so many updates, it's pr...	5 beds \| 2 baths \| 2,572 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $3580 Airbnb ROI: N/A Traditional ROI: 4.22%
5139 SE Aldona Ct Milwaukie, OR Built by a multi-year Street of Dreams builder and Builder of the Year award winner by the...	24 beds \| 24 baths \| 11,892 sq.ft.	$3,799,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 0.05% Airbnb Rental Income: $4614 Traditional Rental Income: $7180 Airbnb ROI: -0.95% Traditional ROI: 0.05%
5141 SE Aldona Ct Milwaukie, OR Built by a multi-year Street of Dreams builder and Builder of the Year award winner by the...	6 beds \| 6 baths \| 43,077 sq.ft.	$13,774,900	Airbnb cash on cash: -1.69% Traditional cash on cash: -1.34% Airbnb Rental Income: $4614 Traditional Rental Income: $8079 Airbnb ROI: -1.69% Traditional ROI: -1.34%
12344 SE 20TH Ave Milwaukie, OR Located along the Willamette River sits the peaceful Milwaukie neighborhood of Island Stat...	4 beds \| 3 baths \| 2,239 sq.ft.	$650,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 3.42% Airbnb Rental Income: $1082 Traditional Rental Income: $3585 Airbnb ROI: -1.32% Traditional ROI: 3.42%
8011 SE Sporri Ln #34 Milwaukie, OR Well maintained Condo. Original Owners have updated and upgraded this home for the next po...	3 beds \| 2 baths \| 1,509 sq.ft.	$399,500	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.69% Airbnb Rental Income: $1683 Traditional Rental Income: $2924 Airbnb ROI: 0.13% Traditional ROI: 4.69%
10606 SE MAIN St #204 Milwaukie, OR Experience the best of downtown Milwaukie, where convenience and community come together r...	2 beds \| 2 baths \| 958 sq.ft.	$350,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 3.68% Airbnb Rental Income: $1090 Traditional Rental Income: $2699 Airbnb ROI: -2.34% Traditional ROI: 3.68%
10992 SE Stanley Ave Milwaukie, OR This newly built 2026 home offers a thoughtful, modern layout with 4 bedrooms, a versatile...	4 beds \| 3 baths \| 2,260 sq.ft.	$715,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $3703 Airbnb ROI: N/A Traditional ROI: 3.65%
1550 SE LAVA Dr #9 Milwaukie, OR Historic Milwaukie Condo property sit on the Willamette River and a few blocks to downtown...	2 beds \| 2 baths \| 1,216 sq.ft.	$350,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 3.42% Airbnb Rental Income: $1090 Traditional Rental Income: $2271 Airbnb ROI: -1.3% Traditional ROI: 3.42%
13136 SE Linden Ln #4 Milwaukie, OR Meticulously maintained 3 bed, 2.5 bath end unit condo tucked away on a quiet dead end str...	3 beds \| 2 baths \| 1,517 sq.ft.	$389,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.9% Airbnb Rental Income: $1468 Traditional Rental Income: $2684 Airbnb ROI: -0.61% Traditional ROI: 3.9%
4934 SE HARVEY St Milwaukie, OR Tucked into Milwaukie's beloved Ardenwald neighborhood, this 1957 mid-century ranch offers...	5 beds \| 2 baths \| 2,632 sq.ft.	$587,500	Airbnb cash on cash: 4.49% Traditional cash on cash: 4.53% Airbnb Rental Income: $4626 Traditional Rental Income: $3686 Airbnb ROI: 4.49% Traditional ROI: 4.53%

Real Estate investment in Milwaukie, OR

There are 35 properties for sale in the city of Milwaukie . The median list price in Milwaukie is $549,000 and the average price per square foot is $232. In May 2026, the average monthly cash on cash return in Milwaukie is 4.00%. The average monthly rental income in Milwaukie is $2,946.

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

There are 35 investment properties available for sale in Milwaukie.

In 2026, the best neighborhood to buy investment property is Lewelling.

The ROI for Short-Term is higher than the Long-Term in Milwaukie with average rental income of $1,585.

Your search for investment property begins and ends here

Investment Property for Sale in Milwaukie, OR

5124 SE APPENINE Way

Milwaukie, OR

3 beds | 2 baths | 1,263 sq.ft.

$515,000

Airbnb cash on cash: 0.15%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1602

Traditional Rental Income: $2635

Airbnb ROI: 0.15%

Traditional ROI: 3.24%

11026 SE 29TH Ave

Milwaukie, OR

2 beds | 1 baths | 834 sq.ft.

$515,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1090

Traditional Rental Income: $2297

Airbnb ROI: -0.51%

Traditional ROI: 2.77%

12313 SE OATFIELD Rd

Milwaukie, OR

3 beds | 3 baths | 3,572 sq.ft.

$675,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $1585

Traditional Rental Income: $2093

Airbnb ROI: -0.4%

Traditional ROI: 1.12%

16660 SE VALLEY VIEW Rd

Milwaukie, OR

3 beds | 2 baths | 1,728 sq.ft.

$565,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $1585

Traditional Rental Income: $2182

Airbnb ROI: 0.09%

Traditional ROI: 2.08%

0 SE Cedar Ave

Milwaukie, OR

N/A beds | N/A baths | N/A

$127,500

Airbnb cash on cash: 1.71%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $878

Traditional Rental Income: $945

Airbnb ROI: 1.71%

Traditional ROI: 4.99%

4103 SE Olsen St #3

Milwaukie, OR

2 beds | 1 baths | 816 sq.ft.

$299,999

Airbnb cash on cash: 1.74%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $1657

Traditional Rental Income: $2109

Airbnb ROI: 1.74%

Traditional ROI: 4.99%

7802 SE Sporri Ln #21

Milwaukie, OR

3 beds | 2 baths | 1,503 sq.ft.

$399,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1683

Traditional Rental Income: $2436

Airbnb ROI: 0.3%

Traditional ROI: 3.57%

0 SE Jennings Ave

Milwaukie, OR

N/A beds | N/A baths | 2,780 sq.ft.

$100,000

Airbnb cash on cash: 2.67%

Traditional cash on cash: 8.23%

Airbnb Rental Income: $878

Traditional Rental Income: $1083

Airbnb ROI: 2.67%