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 picturesque landscapes, friendly community, and rich history, Milwaukie is the perfect blend of suburban tranquility and urban convenience. With the Willamette River winding through its heart, residents enjoy a plethora of outdoor activities, including parks, trails, and waterfront access that make it a haven for nature lovers.

Milwaukie boasts a diverse array of homes, with a particular charm found in its two-story residences. These homes offer not just space but also a sense of elegance and functionality. The two-story style is perfect for families seeking room to grow, providing ample living space that can accommodate everything from cozy family gatherings to entertaining friends. With bedrooms often located on the upper level, parents can enjoy a bit of privacy while keeping an eye on the little ones below.

The architectural variety in Milwaukie ensures that you can find a two-story home that fits your unique style and needs. From classic designs with inviting front porches to modern builds that feature sleek lines and open layouts, there’s something for everyone. Plus, with access to excellent schools, community events, and local amenities, living in Milwaukie means you’re part of a vibrant and welcoming community.

Whether you’re looking for your first home or seeking a place to settle down, consider the charm and convenience of Milwaukie’s two-story homes. Embrace the lifestyle that awaits you in this delightful Oregon city!

Newest Milwaukie Homes with 2 Story Style

$450,000

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

$495,000

4 Beds ⋅ 2 Baths ⋅ 183057683 MLS

Located in one of Milwaukie’s more desirable communities, Lawnfield Village, within a sought-after school district, this spacious home is ready for you to “re-imagine,” offering an excellent floor plan with 4 bedrooms and 2½ baths.The upstairs primary suite features a full bath, walk-in closet, and its own private deck. There’s plenty of natural light throughout, thanks to newer double-pane vinyl windows. Fireplaces in both the living room and kitchen/dining spaces add warmth and character, and for those hot summer days, there’s air conditioning.The generous 10,000 SF, level lot is fully fenced and walled, with a large covered patio and tool shed. The attached 2 car garage offers built-in storage, while parking is available both off-street and on-street, with additional room for an RV or boat.All of this is nestled in a charming and welcoming neighborhood.

14884 SE PRIMROSE AVE, Milwaukie

$515,000

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

$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

$309,000

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

$455,000

4 Beds ⋅ 2 Baths ⋅ 205479025 MLS

Investor’s Dream! This rare opportunity offers 2 separate living spaces with a 2-bedroom, 1-bath main home plus a newly constructed two-level ADU featuring 2 bedrooms, 1 bath, a spacious upper-level loft, private entrance, and direct backyard access. Recent improvements include fresh interior paint, laminate flooring, and upgrades to the ADU kitchen. Both units are designed with energy efficiency in mind, featuring owned solar electric systems and mini-split heating and cooling, no solar lease or purchase required. The main home also includes a reverse osmosis, mineralization, and filtration water system, while the main kitchen features a gas range and the ADU offers an electric range. A new roof was installed prior to the addition of the solar panels, and an EV charging station is included. Enjoy the shared backyard complete with apple and cherry trees, grapevines, kale, and more. Don't miss this exceptional opportunity to live in one unit while generating income from the other - the ADU is currently rented for $2,000 per month.

9516 SE 74TH AVE, Milwaukie

$680,000

5 Beds ⋅ 2 Baths ⋅ 259222247 MLS

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

$615,000

5 Beds ⋅ 2 Baths ⋅ 151534536 MLS

(Seller will contribute a generous amount toward buyer closing costs, a rate buy down, or both. Call to find out more) 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

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