Milwaukie Homes with On Street Parking

Welcome to Milwaukie, Oregon—a charming city nestled in Clackamas County, just a stone's throw from the bustling city of Portland. Known for its vibrant community spirit, Milwaukie offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic waterfront along the Willamette River, and a rich history that dates back to the mid-1800s, Milwaukie is a hidden gem waiting to be discovered.

One of the standout features of Milwaukie is its diverse array of homes, many of which come with the added benefit of on-street parking. This feature not only enhances the accessibility of your home but also provides a sense of ease and convenience for residents and visitors alike. Imagine coming home after a long day, knowing that you have ample space to park your vehicle right outside your doorstep.

Milwaukie boasts a variety of neighborhoods, each with its own unique character. From charming bungalows to modern family homes, there is something for everyone. The city is also known for its exceptional schools, community events, and local farmers' markets, making it an ideal place for families and individuals alike.

With easy access to public transportation and major highways, commuting to Portland or exploring the beautiful Oregon countryside is a breeze. Whether you’re a first-time homebuyer or looking to settle into a tight-knit community, Milwaukie offers a welcoming atmosphere that feels like home. Come explore the possibilities and discover why so many are choosing to call Milwaukie, Oregon, their home sweet home!

Newest Milwaukie Homes with On Street Parking

$540,000

3 Beds ⋅ 2 Baths ⋅ 273343696 MLS

Welcome to the Trilva Jean cul-de-sac in Oak Grove! Located just minutes from View Acres Elementary, this Quad-Level Cutie is the perfect starter home. The front door takes you into the main level living space, with a backyard-deck off of the dining. A half-flight of stairs up takes you to the 3 bedrooms & 2 baths; or a half-flight down to the familyroom, laundry, and spacious two-car garage. From the garage there is door down in the storage & crawlspace, and another out to the backyard. At 0.20 Acres, this garden punches above its weight with mature trees, an herb patch, & a row of blueberries. New Furnace & AC in 2025, kitchen appliances in 2022, washer & dryer in 2022. This home feels bigger than its 1,520sqft; see for yourself, schedule your tour today! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251469]

14344 SE TRILVA JEAN CT, Milwaukie

$599,000

4 Beds ⋅ 2 Baths ⋅ 124604564 MLS

Coming to the market for the 1st time, this 1950s gem sits on a generous quarter-acre lot in the highly sought after Ardenwald neighborhood. With 4 bedrooms, 2 bathrooms, a finished basement, and a large detached garage, there’s plenty of room to settle in, spread out, and make it your own.One of the home’s hidden treasures is underfoot. Original hardwood floors run throughout the main and second levels and have been covered by carpet for more than 40 years. The home has been lovingly maintained by its longtime owners, with gas heat and central air conditioning providing year-round comfort.Downstairs, the finished basement adds another level of usable living space with room for entertaining, hobbies, movie nights, or game day— with pool table and bonus room. The storage room could also be converted into a 5th bedroom. Outside is where this quarter-acre property really stands apart. Beautiful established rose bushes and mature plantings fill the yard with color, while in-ground sprinklers help keep everything thriving. A covered patio provides a sheltered place for summer dinners, morning coffee, or simply enjoying the garden.The large detached garage offers excellent space for vehicles, storage, projects, or a workshop. It also has plenty of space above for adding another bonus room or ADU.

3328 SE OLSEN ST, Milwaukie

$99,999

3 Beds ⋅ 2 Baths ⋅ 431745981 MLS

Welcome to easy living in this quiet, established 55+ community, where comfort and convenience come together. This home offers peace of mind with numerous major system updates already completed, including a Trane gas furnace, water heater, and ADA ramp installed in 2023. In 2024, major updates include a new roof, insulation, double-pane vinyl windows, underbelly insulation, and wrapped ductwork for enhanced efficiency. Additional improvements continue with a heat pump and updated electrical outlets in 2025, along with a new electrical panel/fuse box, garbage disposal and fresh interior paint in 2026. Step outside to a fully fenced backyard with a privacy wall along the driveway—ideal for relaxing or entertaining. Covered front and back porches extend your living space year-round, while a storage shed adds extra convenience. Residents also enjoy access to the clubhouse, featuring a full kitchen, pool table, indoor and outdoor lounging areas, on-site laundry facilities, RV storage, picnic areas, and a dedicated dog park. Conveniently situated near restaurants, shopping, and public transportation, this home offers both comfort and community in a desirable location. OPEN HOUSE-Sun 9/12 from 1:30-3:30 pm

3500 SE CONCORD RD Unit #8, Milwaukie

$349,000

2 Beds ⋅ 1 Baths ⋅ 381895419 MLS

1920s bungalow offering simple, single-level living with plenty of potential! This approximately 960 sq. ft. home features 1 bedroom plus a versatile bonus room perfect for a home office, hobby space or additional flex space. The exterior-access basement provides additional room for storage and includes the washer and dryer and extra, carpeted room. Situated on an oversized lot, the property offers manageable outdoor space with room to make it your own. Full of vintage charm and possibilities, this cozy home is a great opportunity for anyone looking to simplify, invest, or add their own personal touches. Conveniently sized and ready for its next chapter!

5816 SE FIRWOOD ST, Milwaukie

$325,000

1 Beds ⋅ 1 Baths ⋅ 325808743 MLS

Life in Milwaukie is tranquil and cozy. The pace feels a little slower here, the streets a little quieter, and neighbors still wave as they pass by. Tucked into a peaceful pocket near parks, shopping, and easy access to I-205, this charming bungalow offers the kind of everyday ease that makes coming home feel like exhaling. Enjoy urban farming potential with room for an ADU or detached studio in the backyard and potential to add a second bedroom to the home (pending building/permitting requirements). From the moment you step inside, the home wraps around you with warmth. Original hardwood floors, lovingly cared for, carry a sense of history and character that newer homes often miss. Natural light moves softly through the space, creating an atmosphere that feels both cozy and grounding. Very recent updates include: a completely re-piped plumbing system, new vapor barrier, and recent attic framing repairs. The thoughtfully updated kitchen features all new appliances and blends modern convenience with the home’s timeless charm. The updated bathroom feels fresh and inviting, while new exterior doors add both style and peace of mind. Every update here feels intentional, preserving the soul of the home while making daily living simpler and more comfortable. Outside, the front and back yards have been beautifully maintained, offering space to garden, gather, or simply enjoy a quiet morning coffee surrounded by greenery. Whether it’s summer evenings in the backyard or rainy Oregon mornings tucked inside, this home invites a lifestyle rooted in comfort and calm. Perfectly sized with one bedroom and one bath, this bungalow lives larger than expected, balancing charm, function, and connection to the community around it. Close to local shops, restaurants, and everyday essentials, yet tucked into a quiet neighborhood. This is the kind of place that is easy to love from the very first visit. Don’t miss it!

9540 SE 76TH AVE, Milwaukie

$579,900

3 Beds ⋅ 2 Baths ⋅ 773919961 MLS

Wow, Lots of Updates in this One level living 3 bed/2.5 bath home on this flat .29 acre lot. Front yard boasts Magnolia, Lilac & Dogwood trees, Rhodies & Camelias. Large primary suite w/access to back yard. Recent Updates: Roof 2018, refrig 2022, water heater 2025, w/d 2025, Renewal Anderson 7 new windows & 2 doors 2025 (front security door/french doors), range/microwave 2026. Large kitchen w/tiled counters. Established well kept Milwaukie Neighborhood. Open space is adjacent for additional privacy and quiet evenings on your new cedar deck 2026, off of the family/kitchen area. Tool shed has new roof/new cedar stairs-decking. See disclosures on the Energy Efficient Windows and Solar Panels reducing electrical usage. There is side street access (fence can come down) for a RV/trailer to park. This home has a location that can't be beat, close to shopping and dining.

16677 SE KINGSRIDGE CT, Milwaukie

$479,950

4 Beds ⋅ 2 Baths ⋅ 756681910 MLS

Welcome to this beautifully updated single-level home in a sought-after peaceful park like, Milwaukie location. Ideally situated just minutes from parks, river access, shopping, dining, and other everyday conveniences, this home offers an exceptional combination of comfort and location. The interior has been thoughtfully renovated with contemporary finishes, inviting atmosphere, and a practical floor plan designed for easy living. With two full bathrooms and a fully finished attached garage, the home provides both style and functionality. Completely move-in ready and finished with care, this is a home that is sure to stand out. Short distance to public river access.

1700 SE RIVER FOREST RD, Milwaukie

$299,000

2 Beds ⋅ 1 Baths ⋅ 265843165 MLS

Completely updated and move-in ready! This beautifully renovated 2-bedroom, 1.5-bath home features a modern open-concept design with the kitchen, dining, and living areas flowing seamlessly together. Stylish finishes include luxury vinyl plank flooring and tile on the main level, along with high-quality carpet upstairs. Enjoy cooking with all brand-new appliances and year-round comfort with an energy-efficient heating and cooling system. The spacious primary bedroom offers a double closet, while abundant storage throughout the home makes everyday living easy. A washer is conveniently located in the unit, with additional community laundry and a storage room also available.Step outside to a truly unique, private backyard oasis featuring raised garden beds, a picnic area shaded by beautiful grapevines, a fire pit, BBQ area, storage shed, and even beehives. It's the perfect place to garden, entertain, or simply relax in your own secret garden retreat.Ideally located within walking distance to Fred Meyer, Starbucks, Voodoo Doughnut, and other everyday conveniences. The Orange Line MAX Station, Trader Joe's, Walmart, movie theater, and additional shopping and dining are just minutes away by car, bike, or transit. This is a wonderful opportunity to enjoy stylish, low-maintenance living in a convenient Milwaukie location.

3116 SE CHESTNUT ST, Milwaukie

$525,000

4 Beds ⋅ 2 Baths ⋅ 151062931 MLS

Awesome location on a quiet dead end street of well kept homes, new interior and exterior paint, new carpet, new kitchen cabinets and Slab Quartz countertops, new stainless appliances including a built-in microwave and French Door Refrigerator wth ice maker, new lighting, new hardware, new landscaping. Huge covered deck and spacious fenced yard, vinyl windows, leaf guard gutters. Close to light rail. Move in Ready! Seller will replace electric range with gas before closing if wanted.

3149 SE SILVER SPRINGS RD, Milwaukie

$459,000

3 Beds ⋅ 1 Baths ⋅ 582913061 MLS

Classic mid-century charm in a premier location! This inviting 3-bedroom, 1.1-bath home features a cozy fireplace, beautiful hardwood floors, and abundant natural light throughout. Perfectly positioned on the edge of Milwaukie and Portland, you are just minutes away from Sellwood, New Seasons Market, Ardenwald Park, and Eastmoreland Golf Course for premium dining, shopping, and recreation. High-value mechanical updates make this home truly turnkey, including a 2-year-old roof with a transferable warranty, and updated windows. The solar panel system features a 23-year warranty, dropping electric bills to approximately $15/month! The 2-car attached garage offers excellent storage with practical, functional built-ins and a half bath. Don’t miss this incredible combination of timeless style, unbeatable location, and modern efficiency. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250590]

3210 SE SHERRETT ST, Milwaukie

$489,000

3 Beds ⋅ 2 Baths ⋅ 557022149 MLS

Move-in ready single-level home with an updated kitchen, spacious fenced yard, and convenient Milwaukie location! This inviting 3-bedroom, 2-bath home offers 1,087 square feet of comfortable living space on a generous 0.21-acre lot. The updated kitchen serves as the heart of the home, featuring modern finishes and a functional layout that flows seamlessly into the living, dining and outdoor areas.Enjoy the convenience of single-level living, an attached garage, and a large, fully fenced backyard with plenty of space for entertaining, gardening, pets, play, or future outdoor projects. Situated at the beginning of a dead-end street, this property offers limited through traffic while remaining close to everyday conveniences. Located in the Oregon City School District, this home is just minutes from shopping, restaurants, parks, public transportation, and major commuting routes, making it easy to enjoy everything Milwaukie and the surrounding area have to offer. Whether you're searching for your first home, looking to downsize, or simply want a well-maintained home with a large yard in Milwaukie, this property checks all the boxes...modern comforts, large outdoor space, and a location that puts amenities within easy reach.

6391 SE HULL AVE, Milwaukie

$474,900

3 Beds ⋅ 2 Baths ⋅ 402498832 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home offering 1,481 square feet of comfortable living space in a convenient Milwaukie location. Inside, you'll find beautiful hardwood floors, crown molding, and a spacious living room featuring a decorative fireplace. The formal dining area flows into a bright galley-style kitchen with white cabinetry, stainless steel appliances, and direct access to a large, partially covered deck—perfect for outdoor entertaining.The private primary suite features an updated en-suite bathroom with a walk-in shower, while two additional bedrooms and a second full bathroom provide flexibility for family, guests, or a home office. Situated on a generously sized, fully fenced lot, this property offers exceptional outdoor space for gardening, play, or pets.Conveniently located just minutes from downtown Milwaukie, the MAX Orange Line, Kellogg Creek Trail, parks, shopping, restaurants, and schools, with an easy commute to downtown Portland. A move-in-ready home offering the perfect combination of comfort, character, and location.

12566 SE 27TH AVE, Milwaukie

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