Milwaukie, OR Real Estate Search

Milwaukie, OR Historical Homes for Sale

Milwaukie, OR, a vibrant city located just south of Portland, boasts a rich tapestry of historical homes that reflect its charming past and architectural diversity. From Victorian-style residences to Craftsman bungalows, the area is dotted with unique properties that showcase the craftsmanship and character of bygone eras. Many of these homes are nestled among tree-lined streets, offering a picturesque setting that invites potential buyers to explore their historical significance and modern potential. With a commitment to preserving its heritage, Milwaukie provides an ideal backdrop for those interested in investing in a piece of history while enjoying the conveniences of contemporary living.

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Newest Milwaukie, OR Historical Homes for Sale

$490,000
3 Beds 2 Baths 127906192 MLS
Tucked into one of Milwaukie's most charming neighborhoods, this detached corner-lot home feels like your own private retreat.Beautifully maintained, this detached condo offers the privacy of a single-family home with the ease of low-maintenance living. From the moment you step inside, you'll appreciate the soaring ceilings, rich bamboo flooring, fresh interior paint, and light-filled open layout designed for both everyday living and entertaining. The inviting great room features a cozy gas fireplace and opens seamlessly to the backyard through sliding doors. The kitchen is a standout with crisp white cabinetry, quartz countertops, stainless steel gas appliances, a pantry, and a spacious island with eat bar. Best of all, the kitchen sink overlooks peaceful greenspace instead of neighboring homes. The main-level primary suite has a beautifully remodeled spa-inspired bath showcasing dual vanities, a soaking tub, sleek walk-in shower, designer lighting, and a generous walk-in closet. Upstairs you'll find two spacious bedrooms connected by an updated Jack-and-Jill bath plus a versatile loft that's perfect for a home office, reading nook, or workout space. Step outside and discover one of this home's most special features. The fully fenced backyard has been thoughtfully landscaped into a lush garden sanctuary with stone pathways, mature plantings, palms, ferns, and multiple spaces to relax or entertain. Enjoy morning coffee or evening dinners beneath the covered patio, complete with a retractable awning for year-round comfort. Located in the desirable Reserve community, you're just minutes from the Trolley Trail, North Clackamas Park, Milwaukie Bay, local restaurants, shopping, and convenient access to both Oregon City and downtown Portland. The HOA maintains the common areas and landscaping, making it easy to spend more time enjoying the neighborhood and less time on yard work.

17483 SE RESERVE LOOP, Milwaukie

$575,000
3 Beds 2 Baths 770185503 MLS
Yay for the next buyer! The previous buyer got cold feet before inspections were done. We are back on market! This is the kind of home you don't come across very often. Every update has been thoughtfully completed, every space has been meticulously maintained, and it shows!Beautiful hardwood floors run throughout the home, creating a warm, inviting feel. The updated kitchen features stainless steel appliances, a breakfast bar, and an open-concept design that flows seamlessly into the dining area and spacious living room, creating an ideal space for gathering with family and friends. The dining room opens directly onto the covered patio, making it easy to enjoy meals indoors or out.Quality details can be found throughout the home, including solid wood interior doors, updated windows, and a dedicated laundry room with a Speed Queen washer and dryer. Major improvements include a new electrical panel (2026), a new water heater (2025), and central air conditioning for year-round comfort.The fenced backyard is private, beautifully landscaped, and designed to be enjoyed year-round. The covered TimberTech deck feels like an outdoor living room, complete with a gas fireplace and removable weather panels so you can stay cozy on cooler evenings. A covered barbecue area and fire pit create the perfect setting for entertaining family and friends or simply relaxing at the end of the day.One of the many standout features of this property is the detached flex space with electricity. Whether you need a quiet home office, private workout room, art studio, hobby space, workshop, or a place to simply get away, this versatile building is ready to fit your lifestyle. Just steps from the house, it provides the separation so many buyers are looking for while keeping all the convenience of being right in your own backyard.The extra-wide and long driveway provides room for RV parking, recreational vehicles, boats, or additional parking.Reach out for a showing. Welcome home!

11874 SE LINWOOD AVE, Milwaukie

$859,900
3 Beds 2 Baths 492903857 MLS
OPEN HOUSE SUNDAY 07/26/2026 from 1:00PM-3:00PM. Stunning Renaissance built home~A welcoming covered entry opens to a spacious floor plan featuring a formal dining room, rich hardwood floors, soaring ceilings, and an inviting great room centered around a stunning stone gas fireplace. The gourmet kitchen is designed for both everyday living and entertaining, offering quartz countertops, a large center island with eating bar, shaker cabinetry, stainless steel Frigidaire Gallery and GE appliances, pantry, and abundant workspace.The main-level primary suite provides a peaceful retreat with private access to the upper deck, a luxurious ensuite featuring dual quartz vanities, a soaking tub, floor-to-ceiling tiled walk-in shower with river rock flooring, private water closet, and a spacious walk-in closet. A convenient laundry room with utility sink and folding counter is located just outside the primary suite, along with a main-level powder bath.The daylight lower level features a generous family/bonus room with direct access to the covered patio and beautifully landscaped backyard, two additional bedrooms, a full bath, and excellent storage, creating an ideal space for guests, hobbies, multigenerational living, or a home office. Step outside to enjoy two levels of outdoor living, including the refinished upper deck and expansive covered lower patio overlooking a manicured backyard with landscaping, garden shed, and exceptional privacy. Just beyond the neighborhood, enjoy the peaceful natural area and pond located at the end of the street.Complete with a three-car garage, exposed aggregate driveway, and outstanding curb appeal, this exceptional home combines luxury, comfort, and location in one beautiful package.

6413 SE KETCHUM ST, 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

$474,950
2 Beds 2 Baths 738238955 MLS
Thoughtful updates with original charm in this classic bungalow located in downtown Milwaukie! Nestled on a beautifully landscaped lot with mature trees, ornamental Japanese maples, and colorful gardens, this inviting home offers exceptional curb appeal and timeless character.Inside, you'll find gleaming hardwood floors, abundant natural light, and an inviting living room centered around a classic brick fireplace. Wooden shutters and large windows create a warm, welcoming atmosphere throughout. The updated kitchen features crisp white cabinetry, subway tile backsplash, stainless steel appliances, generous counter space, and an adjoining nook area perfect for everyday living and entertaining. Tastefully remodeled bathrooms offer modern finishes, while the spacious primary suite provides a peaceful retreat with its own beautifully updated ensuite bath.The expansive unfinished basement offers endless possibilities for a home gym, art studio, workshop, recreation room, hobby space, or future finished living area. Whether you need extra storage or room to grow, this versatile space is ready for your vision.Step outside to enjoy the private, park-like backyard surrounded by mature landscaping, providing the perfect setting for gardening, relaxing, or hosting friends and family. An attached garage and oversized driveway offer ample parking and storage.Ideally located just minutes from Historic Downtown Milwaukie, you'll enjoy local restaurants, breweries, coffee shops, boutique shopping, and the popular Sunday Farmers Market. Outdoor enthusiasts will love the nearby Springwater Corridor Trail, Elk Rock Island, North Clackamas Park, and Willamette River access. Conveniently located near Highway 224, I-205, and the MAX Orange Line, commuting to downtown Portland and beyond is effortless.Move-in ready with timeless charm, thoughtful updates, and room to make it your own, this exceptional home offers the perfect blend of comfort, convenience, and opportunity.

3616 SE HARVEY ST, 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

$1,295,000
3 Beds 2 Baths 119442150 MLS
Discover an extraordinary opportunity to own a luxurious, updated waterfront residence with breathtaking panoramic views of the Willamette River, Meldrum Bar, the West Hills and all the wildlife the Northwest outdoors offers. Perfectly positioned along the river, this exceptional 3,488-square-foot home blends timeless elegance with modern comfort in one of the area's most desirable waterfront settings. Designed for both everyday living and entertaining, this home features 3 bedrooms, 2.5 bathrooms, a versatile flex room, an oversized 3-car garage and an open-concept floor plan highlighted by rich hardwood floors, expansive windows, and a stunning double-sided fireplace connecting the living and family rooms. The chef's kitchen showcases quartz countertops, instant hot water, stainless steel appliances, updated cabinetry, abundant storage, and designer finishes throughout. The luxurious primary suite offers high ceilings, its own fireplace, a spacious walk-in closet and a spa-inspired ensuite complete with a soaking tub, walk-in shower, custom tile work, wraparound mirrors and a private balcony overlooking the river. Outdoor living is equally impressive with a covered deck featuring a dining pavilion and built-in hot tub, a covered patio off the living room, professionally landscaped grounds with front and rear sprinkler systems, a lower riverside deck and a home generator for added peace of mind. With direct access to the Willamette River, enjoy boating, fishing, paddle boarding, kayaking and convenient access to the Clackamas River, Columbia River and beyond. Ideally located in a quiet neighborhood just minutes from I-205, shopping, dining, parks and schools. This exceptional waterfront residence offers a rare combination of luxury, privacy and an unparalleled Pacific Northwest lifestyle. Shared River access point located at opposite condo.

19583 SE COTTONWOOD ST, Milwaukie

$4,850,000
660527886 MLS
Driftwood Terrace Apartments is a 33-unit multifamily community located in the desirable Oak Grove / Milwaukie Heights area of Clackamas County. Constructed in 1965, the property features a low-density garden-style courtyard setting with mature landscaping and attractive grounds. The property offers a diverse unit mix consisting of studio, one-bedroom, two-bedroom, and three-bedroom apartment homes, with the majority of units comprised of spacious two-bedroom and three-bedroom floor plans.The property has benefited from significant capital investment during current ownership, including replacement of all roofs between 2016-2018, extensive deck reconstruction, stair and landing replacement, fencing improvements, and ongoing interior renovations. Ownership estimates that approximately 50% of the units have received varying levels of interior updates, creating an attractive balance between operational stability and future value-add potential through continued renovation and leasing of long-term residents upon turnover.Driftwood Terrace continues to benefit from strong occupancy and a stable long-term tenant base. Numerous residents have occupied the property for many years and remain below current market rents, providing investors with a clear path to future rental growth through annual rent increases and natural turnover.Located just minutes from the MAX Orange Line, Highway 99E, Downtown Milwaukie, and Downtown Portland, Driftwood Terrace offers investors the opportunity to acquire a well-maintained Clackamas County apartment community with durable physical improvements, strong transportation connectivity, and long-term rental upside.

13455 SE OATFIELD RD, Milwaukie

$699,900
4 Beds 2 Baths 556758434 MLS
Experience the best of Pacific Northwest living in this exceptional riverside retreat. Tucked away on a quiet dead-end street with no through traffic, this home offers a rare combination of privacy, scenery, and convenience just one row back from the river. Enjoy river views from multiple vantage points, including the spectacular rooftop patio-an ideal setting for morning coffee, evening sunsets, and entertaining against a stunning natural backdrop.Inside, soaring vaulted ceilings and dramatic floor-to-ceiling windows flood the home with natural light, creating an open and inviting atmosphere throughout. A sunlit loft overlooking the main living space provides the perfect spot for a reading nook, home office, or creative retreat.The flexible floor plan offers room for every stage of life. Downstairs, a spacious bonus room can easily serve as a game room, family room, home gym, office, guest space, or additional bedroom to suit your needs. Could be converted into an ADU or Mother-in-Law Quarters as it has an exterior entrance.Located just steps from the riverfront park and moments from the water’s edge, this home embraces the lifestyle that makes this location so special. Whether you’re enjoying the views from the rooftop terrace, working from the light-filled loft, or simply appreciating the peaceful setting, this is a rare opportunity to own a private retreat in one of the area’s most desirable riverside neighborhoods. New exterior paint!Come make it home!

14110 SE FAIROAKS WAY, Milwaukie

$525,000
4 Beds 2 Baths 488554442 MLS
MOTIVATED SELLER! Single-level home offering comfortable main-level living on a massive lot with potential for two RV parking spaces. Perfect for multi-generational living with an attached In-law suite featuring a separate entrance, private living space, bedroom, and full bathroom. This mid-century modern home features a spacious living room with wall-to-wall carpet and a fireplace, a dining room with wood flooring, and a kitchen with an eat bar and additional eating area. The family room includes vaulted ceilings, a ceiling fan, and French doors leading to the front carport. A dedicated laundry room adds convenience. Two bedrooms feature wood flooring and closets, while the oversized primary suite, added approximately 15 years ago with permits per seller, offers wall-to-wall carpet, a ceiling fan, French doors, and plenty of space for a sitting area or home office. Recent updates include plumbing repiped approximately one year ago, plus a newer furnace and central air conditioning for added comfort and peace of mind. Outside, enjoy a fully fenced backyard with a partially covered deck, tool shed, and workshop. Located in a desirable neighborhood, this property offers flexible outdoor space, functional living areas, and the convenience of single-level living. *** All recent updates include fresh interior paint, new flooring in the bathrooms, living room, and kitchen, updated plumbing, and a new furnace and air conditioning system installed within the last four years. The roof has also been professionally inspected and repaired. All thats left to do is move in!

1883 SE ROSEBRIER CT, Milwaukie

$499,000
3 Beds 3 Baths 590618688 MLS
Sweet and solid mid-century ranch in the heart of Milwaukie! Cherished and carefully maintained by the same owners for 65 years! Larger than it appears, this is a home to grow into with 3 bedrooms, 3 full bathrooms & a sprawling basement! Freshly refinished hardwoods set a warm, timeless tone throughout the main level. The living room is centered around a classic wood burning fireplace, with scalloped wood valances and a large bay window adding a touch of 1950s charm. Updated windows & fresh interior paint thru-out bathe the spaces in natural light! The circular floorplan creates effortless connection between the living room, dining room & kitchen—ideal for entertaining and convenient daily living. Sunlit and thoughtfully arranged, the kitchen offers abundant wood cabinetry, double sinks, and a window overlooking the backyard—an inviting spot for cooking and connection. Extensive hardwoods continue into the three main-level bedrooms, including a rare primary ensuite with a step-in shower. The refreshed guest bath features new LVP flooring, a contemporary vanity, and fresh paint. The basement offers exceptional flexibility with a spacious family room complete with woodstove, pool table & ping pong table! Perfect for play, TV, or a cool second living area on warm summer days. Two lower level bonus rooms & a full bath add space for guests, hobbies, or future expansion, with abundant storage throughout. A rare 600 sq ft garage w/a newer one layer roof offers tall ceilings & generous floor space — ideal for a workshop, studio, home gym, or even future ADU potential. Enjoy peaceful afternoons in the fully fenced, level backyard, or relax beneath the mature maple tree in the summer shade. The front yard’s native flower bed is a sunny spot for gardening. A deep driveway provides ample off-street parking. Low maint vinyl siding on exterior soffits. Newer 2nd layer roof on house; new gutters on house & garage.

4954 SE WILLOW ST, 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

$715,000
4 Beds 3 Baths 697862581 MLS
This under construction, 2026 home offers a thoughtful, modern layout with 4 bedrooms, a versatile loft/office/flex space, and 3 full bathrooms. A main-level bedroom or office with a full bath provides flexibility for guests or work-from-home living. The spacious primary suite features a beautiful ensuite and a walk-in closet, creating a comfortable private retreat.Designed for both style and function, the home showcases a bright, open-concept living area with soaring ceilings and generous windows that fill the space with all-day natural light. The kitchen is well-appointed with quartz countertops, abundant storage, a large island with pendant lighting, and included refrigerator. A designer accent wall adds a contemporary focal point to the living room, while the dining area offers built-in cabinetry, a sink, and a solid surface serving area—perfect for entertaining.Additional highlights include a flexible loft space ideal for an office, library, or media area, high-efficiency furnace with central air conditioning, and washer and dryer included. Luxury vinyl plank flooring runs throughout the main level and stairs, and the oversized single garage features high ceilings and a dedicated storage nook. An additional 150 ft storage area with decking is accessible from the upstairs hallway. Enjoy outdoor living in the private backyard with a covered area for relaxing or barbecuing, all in a prime location close to parks, shopping, and more!

10980 SE Stanley AVE, 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.