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.

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Newest Milwaukie, OR 5 Bedroom Homes for Sale

$715,000
5 Beds ⋅ 3 Baths ⋅ 425294919 MLS
Like new 2024-built home in the desirable Fawn Meadows Development of Oak Grove, offering abundant natural light, generous cabinetry and storage, nearly new appliances, Bali window coverings throughout, and blackout treatments in the living room and primary bedroom. Convenient main-level bedroom and full bathroom offer flexible use for guests, a home office, or those seeking accessibility. Additional interior and system features include a tankless water heater, new HVAC, ADT home monitoring system and a two car oversized garage with EV charger. Over $30,000 invested in a beautiful outdoor retreat with an extended covered patio, dedicated grill area, automatic sprinklers and spacious grassy yard. Set on a private road with tree views in front and open land behind, the home enjoys a peaceful and private setting. Prior inspection completed in 2025 with strong results reinforces the home’s well-maintained condition. Come experience this beautifully maintained home for yourself.

13897 SE PIPER CUB WAY, Milwaukie
$635,000
5 Beds ⋅ 3 Baths ⋅ 566914393 MLS
Nestled on quiet cul de sac on a beautiful landscaped lot in Milwaukie’s highly coveted Oak Grove neighborhood, this meticulously maintained home offers the perfect blend of comfort, timeless updates, and multigenerational appeal. The main level welcomes you with light-filled living and dining areas that flow seamlessly into an updated kitchen equipped with rich granite countertops, stainless steel appliances, and abundant storage. Three generous bedrooms, including a serene primary suite, anchor the main floor, which offers effortless, stair-free access directly from the spacious two-car driveway and attached two-car garage. Downstairs, an expansive daylight basement unlocks extraordinary flexibility, featuring two additional bedrooms, a full bath and laundry room, and versatile bonus spaces - ideal for a home office, gym, hobbies, or a private guest setup. Meticulous care shines throughout with recent upgrades including a newer roof, updated electrical, and new siding and windows. Outside, an expansive patio overlooks a private, peaceful backyard designed for al fresco dining, entertaining, and play for kids and pets alike. Complete with quick access to local parks, the riverfront, trails, seamless commutes to Portland, and a short stroll to downtown Oak Grove’s charming coffee shops, tap houses, and eateries, this turn-key gem is truly ready to welcome you home.

1370 SE EASTWOOD CT, Milwaukie
$645,000
5 Beds ⋅ 2 Baths ⋅ 151534536 MLS
Spacious five-bedroom home, move-in ready! Two primary suites — one on each level — plus a first-floor den offer flexible living. Open dining room, living room, and kitchen flow together, while the family room features a gas fireplace with built-ins and a display niche. Large deck overlooks the private, fenced backyard with a shed. Newer roof (2018) and brand-new AC (2025). RV parking. Don't miss this one — schedule your showing today!

5234 SE ALDERWAY AVE, Milwaukie
$670,000
5 Beds ⋅ 3 Baths ⋅ 338070874 MLS
Welcome home to this fantastic 5-bedroom, 3-full-bath home situated on a spacious quarter-acre corner lot. Designed with both comfort and functionality in mind, this home features a bright, open-concept floor plan that seamlessly connects the living room, dining area, and kitchen—creating the perfect space for everyday living and entertaining. The versatile lower-level family room offers additional living space ideal for movie nights, a game room, home office, or multi-generational living. Step outside to your private backyard retreat, complete with a deck and cozy fire pit—perfect for relaxing evenings, outdoor dining, and gathering with family and friends. The generous corner lot provides plenty of room for gardening, play, or future customization. Adding exceptional value, the home includes fully paid-off solar panels, helping reduce energy costs while providing long-term savings. With five spacious bedrooms, three full bathrooms, abundant indoor and outdoor living space, and energy-efficient features, this move-in-ready home offers the perfect combination of style, comfort, and convenience. Don’t miss your opportunity to make this exceptional property your next home!

7913 SE CLACKAMAS RD, Milwaukie
$775,000
5 Beds ⋅ 2 Baths ⋅ 452801219 MLS
Spacious 5-Bedroom Retreat with Resort-Style BackyardWelcome home to this beautifully appointed 2,786-square-foot residence, offering 5 bedrooms and 2.5 baths of room to grow and space to unwind. Inside, luxury vinyl plank flooring flows throughout, offering durability and style that stands up to everyday life. The kitchen is a chef's dream, featuring granite slab countertops and stainless steel appliances — the perfect gathering spot for meals and morning routines alike.Cozy up on chilly evenings by the gas fireplace, and retreat to the large primary suite, a true owner's sanctuary offering privacy and comfort after a busy day.Step outside to your own private oasis: a covered patio and luxury hardscaped backyard set the stage for relaxed weekends and effortless entertaining, while the hot tub invites you to unwind under the stars. Mature landscaping throughout the yard includes fruit and vegetable producing plants, offering a rare touch of homegrown abundance right outside your door. The fully fenced yard and automatic sprinkler system add ease and peace of mind.Location is everything — you're just a short distance from shopping, Trader Joe's, and the Trolley Trail, making errands, coffee runs, and outdoor recreation part of everyday convenience.Thoughtful, future-ready upgrades round out the package — this home is EV charger ready, solar ready, and central vacuum ready, offering the flexibility to customize for years to come.This is more than a house — it's a place to begin your next chapter.

3121 SE RIESLING RD, Milwaukie
$675,000
5 Beds ⋅ 2 Baths ⋅ 448240561 MLS
Welcome to this beautifully re-envisioned and cared for home tucked away on a rare double cul-de-sac in one of Milwaukie’s established neighborhoods. With minimal through traffic, and a peaceful setting, it’s the kind of location that’s hard to find. The main level is designed for comfortable everyday living, featuring three bedrooms, including a spacious primary suite, hardwood floors throughout the main living areas, a cozy fireplace, and an updated kitchen with quality cabinetry and thoughtful finishes. Downstairs, the permitted partially finished basement adds incredible flexibility. It includes a large family/entertainment room, a custom wet bar with sink, a second fireplace, a stylish full bathroom, and two additional finished rooms that can easily serve as guest space, a home office, workout room, hobby space, or whatever best fits your needs. The home has been thoughtfully cared for and includes wood siding, vinyl windows, an oversized tankless water heater, and other quality improvements that add comfort and peace of mind. Outside, you’ll find a welcoming front porch, a spacious covered patio, newly poured concrete, and a fenced backyard lined with trees creating a private backdrop. An oversized one-car garage, covered carport, and plenty of additional parking make day-to-day living easy. Conveniently located just minutes from New Seasons Market, parks, local restaurants, shopping, schools, and downtown Portland, this home offers a great combination of privacy, flexibility, and convenience. Come see what makes it such a special place to call home.

11007 SE 52ND AVE, Milwaukie
$699,960
5 Beds ⋅ 2 Baths ⋅ 400016119 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
$725,000
5 Beds ⋅ 3 Baths ⋅ 630039364 MLS
New Price & Motivated Seller! Come visit this weekend's open house!! Perhaps you have been searching for that classic mid-century modern home that just happens to be on a breathtaking creek front location, situated among statuesque trees offering serene privacy all within a 15 minute drive to downtown Portland… This 1955 daylight ranch just might be that spectacular property! Wind down the peaceful stretch of SE Aldercrest to find yourself pulling into a long driveway leading to an expansive home featuring classic mid-century brick, board & batten, & renowned tile roof. Step inside to discover time-honored details such as arched doorways, original oak floors, grand living room w roman brick fireplace, & wood millwork throughout. Large windows fill each space with natural light & gorgeous views of the surrounding landscape. Both the primary bedroom & kitchen offer sliding glass doors that lead out to a wrap around deck looking out over the tree canopy & terraced pathway leading to Kellogg Creek below. Experience the quiet atmosphere & year round visits from the local wood ducks & native birds that inhabit this terrain. With 5 bedrooms and 3 full baths, there is ample space to create the live/work/create home of your dreams. This layout offers main level living with two full baths & bedrooms, lots of closet storage, a formal dining room and a laundry pantry. Downstairs boasts two exterior entrances, 3 additional bedrooms, a full bath, great family room, and a utility space that could easily become a second kitchen, making this a wonderful potential level for separate living quarters or a possible ADU. With brand new interior paint, fresh high end carpet & luxury vinyl, this well-maintained home holds both classic charm and updates. Come discover the beauty of Kellogg Creek, multi-family potential, w ample opportunities to make this classic 1955 mid-century your very own.

4495 SE ALDERCREST RD, Milwaukie
$2,400,000
5 Beds ⋅ 4 Baths ⋅ 552273879 MLS
Exceptional Modern Contemporary home set on a 1.25 private, gated acre along one of the Willamette River's most coveted stretches, this extraordinary custom estate delivers the Pacific Northwest lifestyle at its finest. One hundred sixty feet of prime river frontage with your own private boat dock. Putting you on the water instantly while providing easy access to the downtown Portland Waterfront with a short boat cruise up the river. Nearly 10,000 square feet of refined living unfolds across three levels. Exceptional craftsmanship features exquisite marble, granite finishes, beautiful woods and five fireplaces. Spectacular river and woodland views from every room create an atmosphere that is refined without ever feeling formal. The chef's kitchen is built to impress. The kitchen island provides multiple different cooking surfaces for every style of cooking, a truly modern and versatile appliance. Featuring high-end stainless-steel appliances and an abundance of built-in cabinetry making this kitchen a dream for family and entertaining. The main-level primary suite offers a serene retreat with immediate access to the outdoors on your own private balcony. Entertaining comes naturally here. A great room anchored by a full bar flows to a sweeping patio and stone terraces that overlook the water. Seamless indoor-outdoor living at its best. Private guest quarters with it’s own entrance adds exceptional flexibility, whether for multigenerational living, a long-term guest, or a live-in caretaker. Gated, private, and truly one of a kind.Conveniently located across from the Cedaroak Boat Ramp @ 4600 Elmran Dr. West Linn, OR.97068. SUNSET VIEWS!

3838 SE HILLSIDE DR, Milwaukie
$997,000
5 Beds ⋅ 4 Baths ⋅ 270521960 MLS
Step back in time and discover the timeless beauty of this extraordinary 1928 classic, offered for the first time in over 80 years. Situated on a rare and private one-acre lot, this 4,464 square foot home is filled with original character and endless potential for the next owner to restore and reimagine.Inside you will find stunning original hardwood floors, beautiful leaded glass windows, and two charming wood-burning fireplaces that capture the craftsmanship and elegance of a bygone era. With 5 spacious bedrooms and 4 bathrooms, this home offers room for everyone while preserving the warmth and personality that make historic homes so special.From the grand living spaces to the incredible architectural details, this property is truly a once-in-a-generation opportunity. Whether you are looking to lovingly restore a historic treasure or create your dream estate, the possibilities here are endless.Homes like this rarely come available. Bring your vision and make this iconic property beautiful once again.

3921 SE LAKE RD, Milwaukie
$1,099,000
5 Beds ⋅ 3 Baths ⋅ 636541357 MLS
Rare opportunity to live and have income-producing potential in this Milwaukie Heights property in Clackamas County on a private 1.13-acre setting featuring a private attached apartment and the huge shop you have been searching for! A tree-lined, gated driveway leads to this peaceful oasis surrounded by mature trees and the cheerful sound of birds, where nearly every room enjoys views of nature. The huge garage and shop area is a dream for hobbyists, tradespeople, or entrepreneurs, offering RV and boat storage, dedicated workshop areas, and loft storage.Inside, the flexible layout includes six bedrooms, three with ensuite bathrooms, creating ideal spaces for family members or guests. 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 fill the home with natural light and views of the surrounding trees and nature. The home also includes a large laundry room with built-in storage.The layout also works beautifully for multigenerational living, with one bedroom located within the private apartment suite featuring its own entry, living room, patio, full bath, and mini-split AC, ideal for extended family, guests, a home business, or potential rental income.Outdoor living shines with multiple patios, including a covered patio, raised planting beds, a predator-proof chicken coop with run, and a fully fenced yard with direct access to the greenbelt, creating a private, park-like setting. There is also plenty of space to host family reunions and gatherings, with room for tents, outdoor games, a fire pit, and abundant parking, all surrounded by the peaceful sound of birds and nature.With a roof installed in 2021, an updated electrical panel, a huge shop, flexible living spaces, income-producing potential, and a peaceful 1.13-acre setting, reach out for a showing of this Milwaukie Heights property!

16620 SE HAMPSHIRE LN, Milwaukie
$1,048,000
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.