Shadybrook Homes for Sale

Welcome to Shadybrook, a hidden gem nestled in the heart of Milwaukie, Oregon, within the picturesque Clackamas County. This charming subdivision is known for its serene atmosphere and friendly community vibe, making it an ideal place for families, retirees, and everyone in between. With lush greenery surrounding the area, Shadybrook offers a tranquil escape from the hustle and bustle of city life while still providing easy access to urban amenities.

The homes for sale in Shadybrook reflect a delightful blend of modern design and classic charm. Ranging from cozy single-family houses to spacious multi-level residences, there’s something to suit every taste and lifestyle. Many of these homes feature beautiful landscaping, open floor plans, and contemporary finishes, ensuring comfort and style. With an emphasis on community, residents often enjoy neighborhood gatherings, parks, and walking trails that encourage outdoor activities and foster connections among neighbors.

Located just a short drive from downtown Milwaukie, Shadybrook provides residents with convenient access to shopping, dining, and recreational facilities. The nearby Max Light Rail makes commuting to Portland a breeze, allowing you to enjoy the vibrant city life while returning to your peaceful retreat at the end of the day.

If you’re looking for a place that combines the beauty of nature with a strong sense of community, Shadybrook is the perfect choice. Explore the homes for sale today and discover your dream home in this enchanting subdivision, where every day feels like a getaway.

Newest Shadybrook Homes for Sale

$549,000

4 Beds ⋅ 2 Baths ⋅ 211907255 MLS

Looking for space, flexibility, and endless potential? This well-maintained split-level home delivers all that and more! Featuring 4 bedrooms and 2.1 baths, including a half bath already plumbed for a shower, the versatile layout offers exciting possibilities for dual living or multi-generational living.Thoughtful updates throughout include Milgard windows and central A/C installed in 2022 for year-round comfort and efficiency. Two gas fireplaces create warm and inviting living spaces, while existing chair lifts can remain for accessibility needs or be removed at the buyer’s request. Step outside to an incredible backyard designed for both relaxation and productivity, complete with raised garden beds, a spacious deck, covered patio, and storage shed. The extra-large garage provides ample space for vehicles, storage, hobbies, or a workshop setup. Move in and enjoy the many improvements already completed, with an opportunity to add your own style and build equity through future kitchen updates. A versatile property with great bones, functional living space, and so much upside!

3343 SE DESWELL ST, Milwaukie

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.