Milwaukie, OR Real Estate Search

Milwaukie, OR 5 Bedroom Homes for Sale

Milwaukie, OR, offers a diverse selection of spacious 5-bedroom homes that cater to families and individuals seeking both comfort and style. The real estate market in this charming suburb, located just a short drive from downtown Portland, features a variety of architectural styles, from contemporary designs to classic Craftsman homes. Many of these properties boast large backyards, perfect for outdoor gatherings and recreation, while interiors often include modern amenities like open-concept layouts, gourmet kitchens, and updated bathrooms. With a vibrant community atmosphere, excellent schools, and convenient access to parks and local shopping, Milwaukie presents an attractive option for those looking to settle in a family-friendly environment with plenty of room to grow.

Our website features the best real estate search for 5 bedroom homes 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 5 Bedroom Homes for Sale

16565 SE WARNOCK LN, Milwaukie
$800,000
5 Beds ⋅ 3 Baths ⋅ 751680111 MLS
Welcome to this stunning 2-story Craftsman gem located in the highly sought-after, quiet McNary neighborhood. Situated on a beautifully landscaped 0.29-acre lot, the property features a fully fenced yard and a large deck that makes it an entertainer's dream. Perfectly located for everyday convenience, this home is within walking distance of Rex Putnam HS. Offering just under 3,500 square feet of elegantly updated living space, this home is a rare true 5BR plus dedicated office. It uniquely features two primary suites, making it ideal for multi-generational living or hosting guests. The main level showcases gorgeous hardwood floors, a living room complete with a wet bar, and an open family room with built-in features. At the heart of the home is the updated gourmet kitchen, boasting an eat-in island, stainless steel ENERGY STAR appliances, a convection oven, gas appliances, and a generous pantry. Upstairs, the home continues to impress with a custom staircase leading to the vaulted primary suites—both featuring walk-in closets—along with the additional bedrooms and a private den featuring built-ins. Complete with an attractive stone and cedar exterior, central air conditioning, central vacuuming and an extra-deep attached garage, and brand new roof helps perfectly blend luxury, comfort, and convenience.

16565 SE WARNOCK LN, Milwaukie
14047 SE Piper Cub WAY, Milwaukie
$674,960
5 Beds ⋅ 2 Baths ⋅ 275811558 MLS
Welcome to this stunning newer-construction home nestled in a quiet Milwaukie neighborhood! Situated on a fully fenced 7,000 sq ft lot, this property offers both privacy and space to relax or entertain. Inside, you’ll find engineered hardwood floors throughout the main level and a thoughtfully designed open layout that blends comfort and style. The kitchen features quartz countertops, professional-grade stainless steel appliances, and custom cabinetry. Upstairs, you will find the vaulted primary suite with walk-in closet, soaking tub, and walk-in tile shower. A 3-car garage provides ample storage and parking. This home is equipped with central air conditioning and gas tankless water heater!

14047 SE Piper Cub WAY, Milwaukie
15241 SE TOWERS TER, Milwaukie
$779,900
5 Beds ⋅ 3 Baths ⋅ 118509087 MLS
As you enter the Pearl, you are greeted by a welcoming foyer that leads you into an expansive family room. To your left, a cozy and flexible fifth bedroom offers the versatility to be used as an office, guest room, or play area. Continuing through the home, the stunning open-concept kitchen with its large center island takes center stage, creating a hub perfect for entertaining, enjoying homemade meals, and making lasting memories with family and friends. The adjacent dining and family rooms flow effortlessly into the covered patio, where an L-shaped outdoor living space awaits—ideal for warm evenings and weekend gatherings. The home has a large, fenced-in backyard that features an attached, covered patio that provides some much needed shade during the warm summer months. The home is just across the way from the brand-new, private playground and beautiful shared green space that is great for kids and dogs to run around. The community also features paved sidewalks that are great for walking and biking. The community is built on two private streets that prevent through traffic and enhance the overall safety of the neighborhood.

15241 SE TOWERS TER, Milwaukie
5337 SE KING RD, Milwaukie
$699,900
5 Beds ⋅ 2 Baths ⋅ 261586901 MLS
SELLER WILL OFFER CREDIT TOWARD RATE BUYDOWN WITH ACCEPTABLE OFFER.Classic details & thoughtful updates in this appealing 1922 Craftsman. Real wood floors, coved ceilings, large living & family room w/arched opening to a formal dining room. Modern kitchen w/easy care quartz & stainless appl. 2,915 SqFt, 5 beds, a bathroom on every level, vaulted top-level primary, glass shower & soaking tub, & a 2-bed finished basement. Large 2-car garage w/sealed floor & pull-through doors, greenhouse, new patio cover & shed on a level 0.23-acre corner lot. This is a must-visit property!

5337 SE KING RD, 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
5411 SE THIESSEN RD, Milwaukie
$625,000
5 Beds ⋅ 2 Baths ⋅ 720257235 MLS
Why choose between buying a home and beginning your investment journey when you can explore the possibilities of both? This inviting duplex offers a unique opportunity to move into the vacant 1-bedroom, 1-bath unit while the 3-bedroom, 1-bath unit is currently tenant-occupied. The 1-bedroom unit comes fully furnished and features a new mini-split system, making it comfortable, convenient, and truly move-in ready. Both units offer light-filled interiors, a clean and welcoming feel, and thoughtful updates throughout. Outside, the large lot provides plenty of room to enjoy, while the two-car garage offers valuable space for parking, storage, or a workshop. Whether you're looking for a home or an investment, this versatile property offers flexibility, existing tenancy, and strong future potential.

5411 SE THIESSEN RD, Milwaukie
14535 SE GARLAND LN, Milwaukie
$658,000
5 Beds ⋅ 2 Baths ⋅ 259222247 MLS
** RV or BOAT PARKING ** Built in 2020 this one-owner home is move-in ready, minutes from downtown Milwaukie, less than 10 minutes from Portland, and boasts space for your RV or boat when you return from the river! Just inside is a main floor 5th bedroom with glass french doors providing flexibility for guests or work-from-home setup. Modern finishes are all throughout starting with the spacious, bright, kitchen with large island, stainless steel appliances, solid-surface quartz countertops, and walk-in pantry. The kitchen opens to a spacious, connected dining area framed by large windows. Tall ceilings carry into the open living room with natural gas fireplace and convenient built-ins. New, plush carpet carries you upstairs to 4 additional bedrooms including the Primary with ensuite. Coffered ceilings, large windows, walk-in shower, soaking tub, double sinks, and large walk-in closet are a Win. Covered patio, and a flat fully-fenced backyard provide an extension to your everyday living space. This home has it all!

14535 SE GARLAND LN, Milwaukie
16620 SE HAMPSHIRE LN, Milwaukie
$899,999
5 Beds ⋅ 3 Baths ⋅ 636541357 MLS
Rare opportunity for one-level multigenerational living on a private 1.13-acre setting in Milwaukie Heights, Clackamas County. With six bedrooms, three with ensuite bathrooms, a private attached apartment, and an incredible garage and shop, this property provides space and flexibility for generations to live together while maintaining privacy. The apartment also creates income-producing potential.A tree-lined, gated driveway leads to this peaceful oasis surrounded by mature trees, where nearly every room enjoys views of nature. The huge garage and shop is a dream for hobbyists, tradespeople, or entrepreneurs, with RV and boat storage, workshop areas, and loft storage.The heart of the home features a chef’s kitchen with a Wolf gas range, built-in oven and microwave, large pantry, and breakfast bar. A bright solarium with skylights and an inviting living room with a gas fireplace bring in natural light and views of the surrounding trees.The private attached apartment is ideal for multigenerational living, with its own bedroom, separate entry, living room, patio, full bath, and mini-split AC. It provides independence for extended family while keeping loved ones close and could also be used for guests, a home business, or potential rental income.Outside, enjoy multiple patios, a covered patio, raised planting beds, a predator-proof chicken coop with run, a fully fenced yard, and direct access to the greenbelt. There is plenty of space for family gatherings, outdoor games, a fire pit, and abundant parking.With a 2021 roof, updated electrical panel, huge shop, flexible living spaces, income potential, and peaceful acreage, this is a truly unique Milwaukie Heights property!

16620 SE HAMPSHIRE LN, Milwaukie
6499 SE NORMA CIR, Milwaukie
$999,999
5 Beds ⋅ 4 Baths ⋅ 534238385 MLS
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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