Milwaukie, OR Real Estate Search

Milwaukie, OR Homes with a Pool for Sale

Milwaukie, OR, offers a delightful array of homes with pools, catering to families and individuals seeking a perfect blend of suburban comfort and recreational luxury. The real estate market in this charming city features properties ranging from contemporary designs to classic homes, each with unique outdoor spaces centered around inviting swimming pools. With tree-lined streets and proximity to local parks, schools, and amenities, these homes serve as ideal retreats for enjoying warm summers and entertaining guests. Buyers can expect to find well-maintained landscapes and various styles that not only enhance the aesthetic appeal but also provide a vibrant lifestyle in this thriving community.

Our website features the best real estate search for homes with a pool available in Milwaukie, OR and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Milwaukie, OR Homes with a Pool for Sale

12600 SE FREEMAN WAY Unit #40, Milwaukie
$290,000
3 Beds ⋅ 2 Baths ⋅ 704400170 MLS
Conveniently located with easy access to the heart of Milwaukie. Close to shops, dining, parks, and public transportation, and downtown Portland. Minimal steps up to this 2nd level unit. 3 Bedrooms, 2 bathrooms, plus large deck and garage. HOA dues cover the sewer, water, and garbage, plus common area, pool and hot tub. This unit has a pellet stove, built in microwave, wall AC. Washer and Dryer included.

12600 SE FREEMAN WAY Unit #40, Milwaukie
6614 SE JENNINGS AVE, Milwaukie
$470,000
4 Beds ⋅ 3 Baths ⋅ 554101602 MLS
Bring your vision and transform this spacious 4-bedroom, 3-full-bath split-level home into something truly special! Located in a desirable Milwaukie setting, this property offers the space, layout, and outdoor area that buyers have been looking for—all at an opportunity to create substantial value.The well-designed split-level floor plan offers excellent flexibility with generous living spaces and four bedrooms, including the convenience of three full bathrooms. Whether you’re looking for room to accommodate a growing household, create dedicated office or hobby spaces, or simply enjoy more room to spread out, this home provides plenty of possibilities.One of the property’s standout features is the exceptionally large backyard. With so much outdoor space, the possibilities are endless—imagine summer gatherings, gardening, play areas, outdoor entertaining, or creating your own private backyard retreat. With room for your RV/Boat or other toys.The home does need TLC and updating, making it an ideal opportunity for a buyer ready to bring fresh ideas and personal style. With its spacious floor plan, three full baths, four bedrooms, and expansive yard, there is plenty here to work with.Offered as a short sale and subject to lender approval. Whether you’re an investor, renovation-minded buyer, or someone looking to create a home tailored to your own style, this property offers an exciting opportunity to unlock its full potential in Milwaukie.

6614 SE JENNINGS AVE, Milwaukie
4119 SE RIVER DR, Milwaukie
$1,899,750
4 Beds ⋅ 4 Baths ⋅ 665137362 MLS
*** EXCLUSIVE ONE OF A KIND WILLAMETTE RIVER WATERFRONT ESTATE w/ GROUNDS and TWO ADU's *** At the end of the dead end road sits this private oasis and ENTERTAINER'S DREAM. The stunning 1930 home has a lot of original detail and charm while having a modern chef's kitchen. The outdoor entertaining space is very well appointed with pool, covered patio, bathroom, sauna, lawns, more patio and a fabulous outdoor kitchen. The fully fenced perfectly manicured grounds feature a beautiful pond and walking paths. The AMAZING SHOP has two levels and tons of space to store cars or have a workshop or whatever your heart desires. The ADU is a fully booked short term rental on the water and there is a complete separate living quarters in the basement. So use as a family compound, keep it all to yourself, or have a one of a kind property that can generate plenty of extra income. There is extensive outdoor parking including a separate paved driveway to the ADU. This property is the PERFECT SETUP FOR LARGE GATHERINGS. Come take a look at this STUNNING ESTATE before it is gone!!! (dock in photos is not part of this property)

4119 SE RIVER DR, Milwaukie
6499 SE NORMA CIR, Milwaukie
$999,999
5 Beds ⋅ 4 Baths ⋅ 534238385 MLS
Seller will provide credit for Nov. 2025 to Nov. 2026 property taxes for new buyer. Stunning luxury estate. This fully updated 5,700 sq ft residence showcases extraordinary amenities and $200,000 in premium renovations. The highly functional floor plan includes 5 bedrooms and 4.5 designer-remodeled bathrooms, featuring quartz counter tops, upscale fixtures, and a spa-quality primary suite with a walk-in shower and freestanding soak tub. Rare life amenities elevate this home far above the market, including a resort-style indoor swimming pool, 30x35 sport court with NBA-grade hoop, and a complete turf yard transformation providing year-round, zero-maintenance curb appeal. Recent upgrades include all-new wood flooring, new carpet, fresh paint, shiplap ceilings, remodeled basement, and beautifully updated kitchen and bath finishes with quartz surfaces, high-end tile work, and modern lighting. A whole-home automatic generator powers HVAC, appliances, and upper level for seamless reliability---an invaluable feature during Oregon winters. Set on a flat, private .27 acre landscaped lot, this property offer exceptional spaces for entertaining, recreation, and family living. Ideally situated in a quiet, established Milwaukie neighborhood just minutes to parks, schools, shopping, dining, and quick I-205 access, this is truly a one-of-a-kind luxury estate offering unmatched amenities and value in the greater Portland area---perfect for families and entertainers alike.

6499 SE NORMA CIR, 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.

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