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
3419 SE KINGSLEY Rd Milwaukie, OR Price Improved! Buyer Credits Available, possible rate buy-down? if buyer uses WRT preferr...	4 beds \| 2 baths \| 1,492 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $3189 Airbnb ROI: N/A Traditional ROI: 4.56%
17511 SE SCRUTTON Ln Milwaukie, OR Excellent one-level ranch home on a corner lot in the desirable Milwaukie area! One block ...	3 beds \| 2 baths \| 960 sq.ft.	$424,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.87% Airbnb Rental Income: $1617 Traditional Rental Income: $2406 Airbnb ROI: 0.74% Traditional ROI: 3.87%
9175 SE LYNN Ln Milwaukie, OR Welcome home to this beautifully refreshed split-level in the heart of Happy Valley, perfe...	4 beds \| 3 baths \| 2,025 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $3757 Airbnb ROI: N/A Traditional ROI: 4.86%
12700 SE 27TH Ave Milwaukie, OR Welcome home to your beautifully revamped, turn-key 1940s bungalow. This charming home fea...	4 beds \| 2 baths \| 1,921 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.77% Airbnb Rental Income: $null Traditional Rental Income: $3679 Airbnb ROI: N/A Traditional ROI: 5.77%
19643 SE JAY St Milwaukie, OR This refreshed 4-bedroom home with a dedicated office is loaded with upgrades! Brand-new c...	4 beds \| 2 baths \| 2,894 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $3723 Airbnb ROI: N/A Traditional ROI: 3.61%
6514 SE THIESSEN Rd Milwaukie, OR Step inside this beautifully remodeled 3-bedroom, 2-bath cottage and fall in love with its...	3 beds \| 2 baths \| 1,721 sq.ft.	$489,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.92% Airbnb Rental Income: $1717 Traditional Rental Income: $2214 Airbnb ROI: 0.8% Traditional ROI: 2.92%
15885 SE HAROLD Ave Milwaukie, OR Stylish updated traditional home with a flexible floor plan that makes room for everyone. ...	4 beds \| 2 baths \| 2,339 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $3719 Airbnb ROI: N/A Traditional ROI: 3.91%
9000 SE STILLWATER Ln Milwaukie, OR Welcome to Jackson Hills, Happy Valley's most sought-after community. Surrounded by lovely...	4 beds \| 2 baths \| 2,726 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $4451 Airbnb ROI: N/A Traditional ROI: 3.17%
11332 SE 31st Ave Milwaukie, OR Welcome to 11332 SE 31st Ave - a delightful two-bedroom, one-and-a-half bath cottage on a ...	2 beds \| 1 baths \| 808 sq.ft.	$494,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.28% Airbnb Rental Income: $941 Traditional Rental Income: $2735 Airbnb ROI: -0.36% Traditional ROI: 4.28%
2810 SE SWAIN Ave Milwaukie, OR Wonderful light and bright ranch home in beautiful Oak Grove. The home features golden har...	3 beds \| 2 baths \| 1,778 sq.ft.	$599,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.41% Airbnb Rental Income: $1617 Traditional Rental Income: $3039 Airbnb ROI: 0.05% Traditional ROI: 3.41%
19697 SE COTTONWOOD St Milwaukie, OR This home is basically NEW CONSTRUCTION, taken all the way down to the foundation! Experie...	5 beds \| 2 baths \| 4,200 sq.ft.	$1,695,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 0.59% Airbnb Rental Income: $1251 Traditional Rental Income: $4394 Airbnb ROI: -1.66% Traditional ROI: 0.59%
14047 SE Piper Cub Way Milwaukie, OR Welcome to this stunning newer-construction home nestled in a quiet Milwaukie neighborhood...	5 beds \| 2 baths \| 2,533 sq.ft.	$719,960	Airbnb cash on cash: N/A Traditional cash on cash: 4.5% Airbnb Rental Income: $null Traditional Rental Income: $4613 Airbnb ROI: N/A Traditional ROI: 4.5%
8500 SE 17th Ave Milwaukie, OR 8500 SE 17th Ave, Milwaukie, OR 97202 \| Other	N/A beds \| N/A baths \| N/A	$499,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.84% Airbnb Rental Income: $810 Traditional Rental Income: $1402 Airbnb ROI: -1.12% Traditional ROI: 0.84%
16390 SE HILLSIDE Ln Milwaukie, OR Meticulously maintained two story Ranch on a beautifully manicured large lot in a great lo...	4 beds \| 2 baths \| 2,399 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $2747 Airbnb ROI: N/A Traditional ROI: 2.94%
6305 SE Chloe Rose Way Milwaukie, OR Introducing Chloe Creek Estates, a community of high-quality attached residences. Each res...	3 beds \| 2 baths \| 1,528 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $3189 Airbnb ROI: N/A Traditional ROI: 4.34%
17770 SE COOK St Milwaukie, OR This property offers excellent potential for builders and developers, situated in a desira...	3 beds \| 1 baths \| 1,042 sq.ft.	$700,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 1.67% Airbnb Rental Income: $1617 Traditional Rental Income: $2184 Airbnb ROI: 0.1% Traditional ROI: 1.67%
11175 S Riverwood Rd Milwaukie, OR 11175 S Riverwood Rd, Milwaukie, OR 97219 \| Single Family Residential	8 beds \| 7 baths \| 11,876 sq.ft.	$5,295,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.02% Airbnb Rental Income: $null Traditional Rental Income: $4735 Airbnb ROI: N/A Traditional ROI: -1.02%
7010 SE Lamphier St Milwaukie, OR 7010 SE Lamphier St, Milwaukie, OR 97222 \| Single Family Residential	3 beds \| 2 baths \| 1,458 sq.ft.	$929,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.25% Airbnb Rental Income: $null Traditional Rental Income: $2011 Airbnb ROI: N/A Traditional ROI: 0.25%
15109 SE OATFIELD Rd Milwaukie, OR Charming farmhouse that has been recently refreshed! New interior and exterior paint, new ...	3 beds \| 1 baths \| 2,326 sq.ft.	$459,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.57% Airbnb Rental Income: $1617 Traditional Rental Income: $2895 Airbnb ROI: 0.54% Traditional ROI: 4.57%
985 SE RIMROCK Ln Milwaukie, OR Perched above the Willamette River in the sought-after Oak Grove enclave, the recently-com...	4 beds \| 3 baths \| 5,477 sq.ft.	$2,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.39% Airbnb Rental Income: $null Traditional Rental Income: $5893 Airbnb ROI: N/A Traditional ROI: 0.39%
14515 SE WILD ROSE Ln Milwaukie, OR Milwaukie Modern Farmhouse, complete with room for the farm. The fully permitted remodel h...	5 beds \| 3 baths \| 3,352 sq.ft.	$849,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.77% Airbnb Rental Income: $1251 Traditional Rental Income: $4475 Airbnb ROI: -0.81% Traditional ROI: 3.77%
11800 S Breyman Ave Milwaukie, OR 11800 S Breyman Ave, Milwaukie, OR 97219 \| Single Family Residential	4 beds \| 3 baths \| 2,345 sq.ft.	$979,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $3834 Airbnb ROI: N/A Traditional ROI: 2.14%
6323 SE Chloe Rose Way Milwaukie, OR Nestled in a tranquil setting, Chloe Creek Estates offers high-end, new construction homes...	3 beds \| 2 baths \| 1,528 sq.ft.	$475,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 4.29% Airbnb Rental Income: $1617 Traditional Rental Income: $3020 Airbnb ROI: 0.1% Traditional ROI: 4.29%
13770 SE LINDEN Ln Milwaukie, OR BACK ON MARKET at no fault of the home. This completely detached, turn-key ready, contempo...	3 beds \| 2 baths \| 1,583 sq.ft.	$419,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 5.53% Airbnb Rental Income: $1405 Traditional Rental Income: $3307 Airbnb ROI: -0.39% Traditional ROI: 5.53%
5866 SE LLOYD St Milwaukie, OR 5 bedroom, 2 bath, 3410 SF, 2 car garage in the heart of Milwaukie. Quiet neighborhood, co...	5 beds \| 2 baths \| 3,410 sq.ft.	$549,950	Airbnb cash on cash: N/A Traditional cash on cash: 5.12% Airbnb Rental Income: $null Traditional Rental Income: $3889 Airbnb ROI: N/A Traditional ROI: 5.12%
13945 SE Piper Cub Way Milwaukie, OR Last home available in the beautiful Fawn Meadows subdivision! Homes built by local builde...	3 beds \| 2 baths \| 1,816 sq.ft.	$629,960	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.1% Airbnb Rental Income: $1617 Traditional Rental Income: $3779 Airbnb ROI: -0.35% Traditional ROI: 4.1%
5625 SE JENNINGS Ave Milwaukie, OR Fall in love with this beautifully updated 5-bedroom, 3-bath home overflowing with classic...	5 beds \| 3 baths \| 2,780 sq.ft.	$600,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 6.43% Airbnb Rental Income: $1251 Traditional Rental Income: $4867 Airbnb ROI: -0.74% Traditional ROI: 6.43%
4915 SE Hill Rd Milwaukie, OR 4915 SE Hill Rd, Milwaukie, OR 97267 \| Other	N/A beds \| N/A baths \| N/A	$1,500,000	Airbnb cash on cash: -1.72% Traditional cash on cash: -1.25% Airbnb Rental Income: $741 Traditional Rental Income: $1090 Airbnb ROI: -1.72% Traditional ROI: -1.25%
4103 SE Olsen St #8 Milwaukie, OR 4103 SE Olsen St #8, Milwaukie, OR 97222 \| Condo/Coop	2 beds \| 1 baths \| 816 sq.ft.	$359,999	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.85% Airbnb Rental Income: $1181 Traditional Rental Income: $2109 Airbnb ROI: -0.04% Traditional ROI: 3.85%
4103 SE Olsen St #4 Milwaukie, OR 4103 SE Olsen St #4, Milwaukie, OR 97222 \| Condo/Coop	2 beds \| 1 baths \| 732 sq.ft.	$339,999	Airbnb cash on cash: 0.07% Traditional cash on cash: 3.99% Airbnb Rental Income: $1181 Traditional Rental Income: $2048 Airbnb ROI: 0.07% Traditional ROI: 3.99%
4103 SE Olsen St #3 Milwaukie, OR 4103 SE Olsen St #3, Milwaukie, OR 97222 \| Condo/Coop	2 beds \| 1 baths \| 816 sq.ft.	$349,999	Airbnb cash on cash: 0.01% Traditional cash on cash: 4.01% Airbnb Rental Income: $1181 Traditional Rental Income: $2109 Airbnb ROI: 0.01% Traditional ROI: 4.01%
4103 SE Olsen St #1 Milwaukie, OR 4103 SE Olsen St #1, Milwaukie, OR 97222 \| Condo/Coop	2 beds \| 1 baths \| 732 sq.ft.	$299,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 4.78% Airbnb Rental Income: $1181 Traditional Rental Income: $2048 Airbnb ROI: 0.34% Traditional ROI: 4.78%
5314 SE JENNINGS Ave Milwaukie, OR Opportunity awaits! 1925 home with recent updates including new flooring, but still room t...	3 beds \| 2 baths \| 1,606 sq.ft.	$599,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.11% Airbnb Rental Income: $1617 Traditional Rental Income: $3313 Airbnb ROI: 0.27% Traditional ROI: 4.11%
17415 SE COLINA VISTA Ave Milwaukie, OR Beautiful home, located in the Oregon City School District, where the main level features ...	5 beds \| 3 baths \| 2,692 sq.ft.	$550,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 6.38% Airbnb Rental Income: $1251 Traditional Rental Income: $4399 Airbnb ROI: -0.52% Traditional ROI: 6.38%
7874 SE SPORRI Ln Milwaukie, OR Come and see this Beautiful 4 bed/2.5 bath home on a corner lot in a well cared for detach...	4 beds \| 2 baths \| 2,082 sq.ft.	$509,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $3977 Airbnb ROI: N/A Traditional ROI: 5.71%
7307 SE MONROE St Milwaukie, OR Classic Milwaukie Day Ranch with Stunning Kitchen & Thoughtful Updates!Step into a beautif...	4 beds \| 3 baths \| 2,600 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $3986 Airbnb ROI: N/A Traditional ROI: 5.15%
6888 SE Lamphier St Milwaukie, OR New Construction designed with modern comfort and efficient living in mind ~ 3 bedroom, 2....	3 beds \| 2 baths \| 1,500 sq.ft.	$499,830	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $3416 Airbnb ROI: N/A Traditional ROI: 5.99%
15316 SE LEE Ave Milwaukie, OR PNW Modern Treasure! A true Pacific Northwest mid-century modern, reimagined by a native O...	4 beds \| 2 baths \| 1,485 sq.ft.	$522,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $3319 Airbnb ROI: N/A Traditional ROI: 4.93%
5801 SE Hazel Milwaukie, OR Discover this brand new Craftsman-style construction featuring three bedrooms and two and ...	3 beds \| 2 baths \| 1,305 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.38% Airbnb Rental Income: $null Traditional Rental Income: $3244 Airbnb ROI: N/A Traditional ROI: 5.38%
15263 SE Duckey Ln Milwaukie, OR Single-level living at its best! Step into this well maintained and updated three bedroom,...	3 beds \| 2 baths \| 2,210 sq.ft.	$569,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.96% Airbnb Rental Income: $1645 Traditional Rental Income: $3297 Airbnb ROI: -0.02% Traditional ROI: 3.96%

Real Estate investment in Milwaukie, OR

There are 78 properties for sale in the city of Milwaukie . The median list price in Milwaukie is $575,000 and the average price per square foot is $273. In December 2025, the average monthly cash on cash return in Milwaukie is 4.00%. The average monthly rental income in Milwaukie is $3,223.

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

There are 78 investment properties available for sale in Milwaukie.

In 2025, the best neighborhood to buy investment property is McLoughlin Industrial.

The ROI for Short-Term is higher than the Long-Term in Milwaukie with average rental income of $1,617.

Your search for investment property begins and ends here

Investment Property for Sale in Milwaukie, OR

3419 SE KINGSLEY Rd

Milwaukie, OR

4 beds | 2 baths | 1,492 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3189

Airbnb ROI: N/A

Traditional ROI: 4.56%

17511 SE SCRUTTON Ln

Milwaukie, OR

3 beds | 2 baths | 960 sq.ft.

$424,900

Airbnb cash on cash: 0.74%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1617

Traditional Rental Income: $2406

Airbnb ROI: 0.74%

Traditional ROI: 3.87%

9175 SE LYNN Ln

Milwaukie, OR

4 beds | 3 baths | 2,025 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $3757

Airbnb ROI: N/A

Traditional ROI: 4.86%

12700 SE 27TH Ave

Milwaukie, OR

4 beds | 2 baths | 1,921 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3679

Airbnb ROI: N/A

Traditional ROI: 5.77%

19643 SE JAY St

Milwaukie, OR

4 beds | 2 baths | 2,894 sq.ft.

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.61%

Airbnb Rental Income: $null

Traditional Rental Income: $3723

Airbnb ROI: N/A

Traditional ROI: 3.61%

6514 SE THIESSEN Rd

Milwaukie, OR

3 beds | 2 baths | 1,721 sq.ft.

$489,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $1717

Traditional Rental Income: $2214

Airbnb ROI: 0.8%

Traditional ROI: 2.92%

15885 SE HAROLD Ave

Milwaukie, OR

4 beds | 2 baths | 2,339 sq.ft.

$679,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.91%

Airbnb Rental Income: $null

Traditional Rental Income: $3719

Airbnb ROI: N/A

Traditional ROI: 3.91%

9000 SE STILLWATER Ln

Milwaukie, OR

4 beds | 2 baths | 2,726 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.17%

Airbnb Rental Income: $null

Traditional Rental Income: $4451

Airbnb ROI: N/A