Milwaukie Homes with 2 Story Style

Welcome to Milwaukie, Oregon—a charming city nestled in Clackamas County, just a stone's throw from the vibrant city of Portland. Known for its friendly community, lush green spaces, and picturesque views along the Willamette River, Milwaukie offers a perfect blend of suburban tranquility and urban convenience. With a rich history dating back to the 19th century, this quaint city boasts a quaint downtown area filled with local shops, delightful eateries, and a thriving farmers market that showcases the best of Oregon’s produce.

Milwaukie is an ideal place for families and individuals alike, offering excellent schools, numerous parks, and recreational opportunities. Whether you enjoy hiking, biking, or simply taking in the stunning natural scenery, Milwaukie has something for everyone. The city is also well-connected to the greater Portland area via public transportation, making it easy to enjoy all that the region has to offer.

If you’re in the market for a home, consider the allure of two-story residences in Milwaukie. These homes not only provide ample space for families but also offer a unique architectural charm that enhances the character of the neighborhood. With spacious layouts, multiple bedrooms, and often beautiful outdoor spaces, two-story homes are perfect for creating lasting memories. Imagine cozy evenings in your living room, family gatherings around the dining table, or enjoying a sunny afternoon on your patio. With a variety of styles and prices, there’s a two-story home waiting for you in Milwaukie. Embrace the vibrant lifestyle and community spirit of this delightful city—your dream home is just around the corner!

Newest Milwaukie Homes with 2 Story Style

$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

$915,000

6 Beds ⋅ 2 Baths ⋅ 561526195 MLS

Ideally positioned at the end of a cul-de-sac, this spacious Milwaukie home offers an inviting blend of comfort, flexibility and thoughtful design. Step inside to a bright, open floor plan anchored by a cozy gas fireplace in the living room. The stunning kitchen features quartz countertops, a large island with breakfast bar, stainless steel appliances and a convenient pantry, creating an impressive space for everyday living and entertaining. A main-level half bath adds convenience for guests, while the spacious laundry room on the upper level offers a sink and plenty of storage. With 5 bedrooms plus a den with a closet, there is abundant room for work, guests, hobbies and more. The den on the main level is also usable as a 6th bedroom. Large 5th bedroom on the upper level could be used as family room or bonus room. The luxurious primary suite features a walk-in closet and a relaxing bath with a tile shower and soaking tub. Central AC and excellent air circulation keeps the home comfortable year-round. Outside, enjoy the inviting covered front porch and a covered back patio overlooking a greenspace. A 3-car garage provides ample parking and storage. Located in the Lake Road area, this home offers convenient access to nearby parks and recreation, including North Clackamas Community Park with sports fields, playground areas, picnic facilities, a dog run and rose garden. The area also provides access to nearby schools and the broader Milwaukie community, with shopping, dining and everyday amenities close by. This home is a must see! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251775]

13159 SE SPROUT LN, Milwaukie

$1,899,000

3 Beds ⋅ 3 Baths ⋅ 555829707 MLS

Tucked among the trees 1.18 riverfront acres, this beautifully remodeled 3,106 sq ft home delivers the kind of luxury river life buyers will want. All three bedrooms are ensuite with walk-in closets, and the primary retreat gives all the feels — heated floors and a soaking tub positioned to take in the river view. Luxury vinyl flooring flows throughout, leading to a gourmet kitchen built for entertaining: soapstone counters, custom handcrafted knotty alder cabinets with undermount motion lighting, Large island, farmhouse style granite sink plus a second prep sink, all-stainless appliances with a gas range, a wine fridge, and a panoramic window framing the river. The living room's oversized slider and wood-burning fireplace continue the view and warmth, while covered front and back patios extend the living space outdoors. A detached 4 car garage includes framed, unfinished living quarters ductless mini splits and is plumbed for water and electric — ready for your vision. Both ends of the home's exterior are plumbed with electric and gas for future projects, and warm lighting wraps the front of the home for a magical evening glow. Sprinklers system throughout flower beds. Boat ramp access is just a minute away. FYI Property across the river is a natural sanctuary and cannot be built on.

16323 SE RIVER FOREST PL, Milwaukie

$429,000

3 Beds ⋅ 2 Baths ⋅ 215325205 MLS

Farmhouse charm meets everyday convenience in this 1915 Milwaukie home on a generous lot. A covered front porch welcomes you inside to an open living room, a spacious dining area with vaulted ceilings, two bedrooms, and a dedicated laundry/mudroom on the main level. Upstairs, a loft and third bedroom offer flexible space for a home office, additional living area, or creative retreat. Thoughtful improvements by the current owners include refinished original hardwood floors in the living room, a remodeled primary bathroom, updated gutters, the addition of an air filtration system, and updated windows in the living area, primary bath, and front bedroom. An expansive unfinished basement provides abundant storage and workshop space, while the fenced yard offers plenty of room for gardening, pets, play, outdoor gatherings, or future projects, with additional space for vehicle or RV parking. Set in the established Oak Grove community near the Willamette River, the location offers convenient access to both neighborhood favorites and the greater Portland metro area. Enjoy the bus line as an easy transit option, nearby river access, parks, shopping, dining, everyday services, and downtown Milwaukie. With the character of an early 1900s farmhouse, this home offers a unique opportunity to bring your vision to a property with history, personality, and plenty of possibilities.

14827 SE RIVER RD, Milwaukie

$499,900

3 Beds ⋅ 2 Baths ⋅ 493528528 MLS

A beautifully situated daylight ranch, gracefully tucked into the hillside, offers an enchanting blend of indoor comfort and outdoor living. The 1,352 sq ft main level features three bedrooms, two well-appointed baths, a bright kitchen, an inviting dining area, and a cozy living room anchored by a charming fireplace. Downstairs, the spacious walkout basement opens to a generous bonus room perfect for games, gatherings, or movie nights along with a spacious den & convenient half bath. Two west-facing decks invite you to savor dinner beneath breathtaking sunset skies that spill over the West hills. Thoughtful updates bring peace of mind and a fresh appeal. • Roof replaced in 2020 with a transferable 50-year warranty• Fresh exterior paint in 2025• Upper deck and staircase rebuilt in 2022 & updated stainless steel appliances. This home blends warmth, character, and natural beauty an ideal retreat for everyday living and effortless entertaining.

17377 SE COLINA VISTA AVE, Milwaukie

$499,900

3 Beds ⋅ 2 Baths ⋅ 366532686 MLS

Welcome to this charming daylight ranch located in a serene Milwaukie cul-de-sac! With no HOA, this 1,680 square feet of light-filled, two-story living balances tranquility, along with proximity to schools and amenities. The main level features high ceilings, a cozy wood-burning fireplace, and an open-concept kitchen designed for effortless entertaining. The lower level has a separate entrance, perfect for a potential mother-in-law suite or guest quarters. Step outside to enjoy two private, reinforced light-filled decks, ideal for relaxation or hosting guests. Recent updates ensure peace of mind, including a new roof (2015), a high-efficiency gas furnace (2021), central A/C (2023), and a fully upgraded 2-car garage (2025) complete with a 220-volt EV charger. While the owners have loved calling this wonderful neighborhood home, they have found their dream home in the country. Since they are ready to embark on this next adventure, they have priced this lovely, move-in ready property to sell! OPEN HOUSE SUNDAY 9/20: 4pm-7pm

11896 SE KEHRLI DR, Milwaukie

$429,900

2 Beds ⋅ 1 Baths ⋅ 101040001 MLS

Charm meets convenience in this fully updated 2-bedroom gem! Step inside to find a proper dining room, built-in shelving, and a cozy wood-burning fireplace that sets the tone for this delightful home. The chef-ready kitchen has been completely transformed with solid-wood cabinetry, sleek quartz countertops, and brand-new stainless steel appliances including a built-in microwave.Need extra space? The basement is a blank canvas for storage, hobbies, or a workshop, while the detached garage and bonus shed give you even more room to spread out. Fresh paint inside and out, central air conditioning, and a new hot water heater mean the big-ticket updates are already done for you. Outside, the fully fenced yard is made for relaxing, entertaining, or letting the pets roam free. New Seasons and Planet Fitness are 2-minutes drive and with the Milwaukie Waterfront and Farmers Market just a 10-minute stroll away, weekend mornings just got a whole lot better.

2905 SE HARRISON ST, Milwaukie

$675,000

4 Beds ⋅ 2 Baths ⋅ 429054472 MLS

This is not your average cookie-cutter home, thoughtful details, flexible living spaces, and exceptional landscaping give this Milwaukie property a personality all its own. Designed with pollinators and hummingbirds in mind, the curated landscaping brings color and life to the property while maintaining a low-maintenance appeal. Set on a corner lot, this 4-bedroom, 2.5-bath home offers 2,664 sq. ft. of well-designed living space plus an attached 2-car garage. Laminate flooring flows through the main-level living spaces, while the open floor plan allows flexibility for everyday or formal dining. The kitchen features granite countertops, a gas range, built-in microwave and dishwasher, pantry, and eat bar. A main-floor den/office with French doors provides a dedicated space to work or unwind. Upstairs, all four bedrooms and the tiled laundry room are conveniently located together. The spacious primary suite features a tray ceiling, two walk-in closets, and an ensuite bath with soaking tub, double vanity, and walk-in shower. The second bedroom also offers a tray ceiling and walk-in closet. Outside, meticulously placed river rock, bark, shrubs, hosta borders, and accent trees frame a backyard centered around an island garden bed. A generous lawn offers additional outdoor space, while the covered patio provides a comfortable place to enjoy the garden setting. A backyard shed keeps tools and supplies tucked away. The garage adds practical storage with two overhead racks and a storage closet providing access to the wrapped crawlspace below. Beyond the property itself, the North Clackamas School District offers alternative educational options, including Sojourner School and Clackamas Middle College. From its distinctive interior details and thoughtfully designed landscape to the amenities of its surrounding community, this home stands apart from the ordinary.

14446 SE GARLAND LN, Milwaukie

$650,000

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

$675,000

4 Beds ⋅ 3 Baths ⋅ 287460118 MLS

Welcome to this beautifully maintained traditional two-story home nestled in a cul-de-sac of the desirable Maplewood neighborhood of Milwaukie! Offering 4 bedrooms, 3 full bathrooms, and 2,930 sq.ft. of thoughtfully designed living space, this home provides plenty of room to live, work, and entertain. The main level features durable LVP flooring throughout, fresh interior paint, custom blinds, and an inviting layout with multiple spaces to gather. Enjoy three generously sized living areas, including a comfortable family room, an upstairs bonus/media room, and a versatile office, den, or workout room--providing flexibility for today's lifestyle. The kitchen features stainless steel appliances and opens naturally into the home's living spaces, making everyday living and entertaining effortless. Large windows and new windows throughout bring in abundant natural light while adding to the home's comfort and appeal. Step outside to your private and beautifully maintained outdoor retreat. A brand-new fence, garden bed, covered deck, mature landscaping, and tranquil water feature create an inviting setting for relaxing, entertaining, or enjoying your morning coffee. The oversized garage offers plenty of room for vehicles, storage, tools, and hobbies. With its spacious floor plan, numerous flexible living areas, thoughtful updates, and well-cared-for landscaping, this home offers the perfect blend of comfort, functionality, and timeless style. Conveniently located in Clackamas County with access to shopping centers, workout facilities, Milwaukie Elementary, Rowe Middle School, and Milwaukie High School. Don't miss the opportunity to make this spacious Maplewood home your own!

12596 SE MAPLEWOOD CT, Milwaukie

$550,000

4 Beds ⋅ 2 Baths ⋅ 173784782 MLS

Freshly updated and perfectly positioned in a quiet Oak Grove neighborhood — welcome home to 14927 SE Cedar Avenue, a well-maintained 4-bedroom, 2.5-bathroom home offering 1,812 square feet of comfortable, move-in-ready living space in one of Clackamas County's most convenient locations.The home has been refreshed inside and out — all new interior paint creates a bright, clean atmosphere throughout, while professionally refreshed front and back yard landscaping gives the property standout curb appeal and an outdoor space that's ready to enjoy from day one. In addition to the driveway, there's extra room to park a boat, RV, or additional vehicle — a rare and genuinely useful feature at this price point.Inside, the layout is practical and inviting — comfortable living spaces flow naturally for everyday life and easy entertaining, with four bedrooms providing genuine flexibility for family, guests, or a dedicated home office. The generously sized yard offers room to garden, entertain, or simply relax in a private, well-kept setting.The location is what truly sets this home apart. The Willamette River is within walking distance — a short stroll down Oak Grove Boulevard leads to riverside swimming and relaxation. The community dock and boat launch at Milwaukie Bay are just a five-minute drive, making this an exceptional home base for boaters. Historic downtown Milwaukie, shopping, dining, the Trolley Trail, and MAX light rail are all close by, with easy access to Highway 99E and I-205 for commuting throughout the Portland metro.Comfortable living with the river lifestyle built in. Come see it for yourself.

14927 SE CEDAR AVE, 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

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