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3107 SE VINEYARD RD, Milwaukie
$575,000
4 Beds ⋅ 2 Baths ⋅ 642914171 MLS
Tucked on a quarter-acre lot near the Trolley Trail, this one has the space you’ve been waiting for! The main level centers on a bright living room with a wood-burning fireplace. The skylit kitchen has granite counters, LVP, and a peninsula that flows into the dining area to the covered deck. Which is a perfect space for your year-round spot for morning coffee or rainy-day grilling, nestled above the fully fenced backyard. Downstairs, the daylight lower level features a fourth bedroom with a second fireplace, laundry and half bath plus a bonus room perfect for an office or gym space. Outside, you’ll find a covered patio, a tool shed/workshop, with RV and boat parking! The 2-car garage, central A/C, and no HOA round it all out. All this, minutes from McLoughlin and downtown Milwaukie! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10252806]

3107 SE VINEYARD RD, Milwaukie

14049 SE ESTELLA AVE, Milwaukie
$595,000
4 Beds ⋅ 2 Baths ⋅ 388888649 MLS
Welcome home to this 3-bed, 2-bath split-level (with bonus room!) on a private corner lot of nearly 1/3 acre with RV parking, complete with your own pool, which has a brand new pump and filter! It's move-in ready, with fresh interior paint and new carpet throughout. The functional kitchen has durable concrete countertops and stainless steel appliances, and it opens to the living and dining rooms for easy everyday flow. Off the dining room, a covered deck is perfect for morning coffee, with stairs leading down to the yard. Two fireplaces, one wood-burning and one wood stove, keep things cozy, and the updated baths and oversized primary bedroom offer a true retreat. Downstairs, a bedroom, a bonus room ready for a home gym or flex space, and a spacious family room with sliders straight to the yard give everyone room to spread out. Outside, the pool is wrapped in privacy with space to entertain or unwind, plus a pool shed, an oversized storage shed, RV hookup, and an attached 2-car garage. All within 3 miles of Milwaukie Marketplace, Costco, and downtown Milwaukie's Main Street, with easy access to Hwy 99E and I-205 and less than 10 miles to downtown Portland.

14049 SE ESTELLA AVE, 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

5625 SE CLAYSON AVE, Milwaukie
$679,000
5 Beds ⋅ 3 Baths ⋅ 216357782 MLS
5 bedrooms, 3 full bathrooms, 2 kitchens, and a fully equipped ADU with its own private entrance — this Jennings Lodge/Milwaukie property offers unbeatable flexibility for multi-generational living or rental income.Beautifully updated throughout, the home features spacious, light-filled living areas with large newer windows, an open layout, and thoughtful upgrades that make it move-in ready. The ADU is wheelchair accessible with its own entrance, providing wide access points and comfortable single-level living.Enjoy the outdoors year-round on the large covered back deck, overlooking two separately fenced backyards—perfect for giving both the main home and ADU their own private outdoor spaces.Major improvements add peace of mind, including a new roof in 2020, newer HVAC, and refreshed interior updates throughout.Located in the desirable Jennings Lodge community, this home offers incredible versatility, modern comfort, and endless possibilities. Homes with this level of function and flexibility don’t come up often—don’t miss it!

5625 SE CLAYSON AVE, Milwaukie

5071 SE MASON LN, Milwaukie
$450,000
3 Beds ⋅ 2 Baths ⋅ 121716467 MLS
Welcome to this beautifully remodeled bi-level home offering 3 bedrooms, 2 bathrooms, and extensive updates throughout. Recent improvements include a new roof, siding, windows, flooring, and more.The bright, open interior features durable LVP flooring throughout and an abundance of natural light. The remodeled kitchen is the centerpiece of the home, featuring quartz countertops, a large eat-in island, ample cabinetry, and generous prep space—ideal for everyday living and entertaining. A dedicated laundry/mudroom with utility sink and adjoining bathroom provides added convenience and functionality. Situated on a spacious double lot, the property offers ample driveway and street parking with plenty of room for an RV, boat, recreational equipment, and other toys.Conveniently located just inside Clackamas County with easy access to Sellwood, Portland, Happy Valley, and downtown Milwaukie. Enjoy nearby parks, shopping, dining, and convenient commuting via I-205, Highway 224, and 99E.Move-in ready with extensive updates, a spacious lot, and a convenient location—this home is ready to welcome its next owner. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250743]

5071 SE MASON LN, Milwaukie

5815 SE JENNINGS AVE, Milwaukie
$520,000
4 Beds ⋅ 3 Baths ⋅ 297837274 MLS
Spacious, move-in ready, and fully updated — this 1980s split-level in Jennings Lodge delivers on all of it. Flagpole lot with a private driveway, 4 bedrooms, 3 full baths across 1,909 sq ft with a layout that flows. The main level holds the living area, dining and kitchen. Upstairs: primary suite, two additional bedrooms, and a full bath. The lower level has the 2-car garage, a flex room with full bath — ideal as a guest suite, home office, or both. The kitchen anchors the main floor with newer cabinets, appliances, and counter space built for real use. Storage throughout. Recent updates cover everything that matters: heat pump, water heater, flooring, windows, tile, paint, cabinets, appliances. New sidewalks out front connect you to the Trolley Trail and Gladstone Nature Park. Just a short drive to Trader Joe's, Concord Park, Oak Lodge Library, and Costco, — plus the Portland commute is straightforward via McLoughlin. Solid neighborhood, major updates, and a floor plan that makes sense. Nothing left to do but move in.

5815 SE JENNINGS AVE, Milwaukie

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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