1,266 houses for sale in Historic Milwaukie

Beautifully Remodeled & Move-In Ready! This charming home has been thoughtfully updated and is ready for its next owner. It features 2 permitted bedrooms and 1 permitted bathroom. The additional 3rd and 4th bedrooms and second bathroom are not permitted, offering flexible space for a home office, hobby room, or guests. Step inside to a bright, open-concept living and dining area filled with natural light and enhanced by durable luxury vinyl plank flooring. The stunning, fully remodeled kitchen is the heart of the home, showcasing brand-new cabinetry, gorgeous quartz countertops, and stylish finishes that are sure to impress. Enjoy the comfort and peace of mind of a new HVAC system, beautifully remodeled bathroom, and quality updates throughout. Situated on a large lot, the fully fenced backyard provides the perfect setting for entertaining, gardening, pets, or simply relaxing in your own private retreat. A spacious concrete driveway offers plenty of off-street parking for multiple vehi

Discover the best of Sellwood living in this beautifully designed 3 bedroom townhouse, ideally located just steps from the neighborhood’s beloved cafés, boutiques, restaurants, and parks. With its tree lined streets, vibrant community, and easy access to everything you need, it’s easy to see why Sellwood is one of Portland’s most desirable neighborhoods. Inside, you’ll find a thoughtfully designed floor plan featuring the rare luxury of two ensuites, each with spacious walk in closets and private ensuite bathrooms. One suite also includes its own shaded deck perfect for morning coffee or relaxing at the end of the day. The open concept main level is ideal for both everyday living and entertaining, with hardwood floors throughout the living, dining, and kitchen areas. A guest bath, laundry/mud room, and attached 2-car garage with convenient alley access add everyday functionality. Upstairs, Solatubes fill the home with natural light, leading to three bedrooms and a versatile family room

Willamette Riverfront Estate blending Northwest Craftsman architecture with thoughtful modern updates. Originally built in 1913 and extensively reimagined in 2005-2006, this home is set on over an acre along one of Lake Oswego’s most sought-after stretches of riverfront. Rich woodwork, custom built-ins, high ceilings, and refinished hardwoods define the interiors. The kitchen opens to the family room and a window-wrapped sunroom with vaulted bamboo ceilings and panoramic river views. Features include a butcher-block island, 8-seat eating bar, and a 6-burner Wolf range. The updated butler’s pantry offers a secondary suite of appliances to enhance everyday function and entertaining. Formal living and dining, office with exterior access, and main-level guest suite. The primary suite offers a spa-like bath clad in Ann Sacks tile, complete with a fireplace-accented soaking tub, oversized walk-in shower, and recently renovated closet. The lower level is designed for entertaining, featuring a

This brand-new home with modern flair and distinctive style is thoughtfully designed for everyday enjoyment. Created to perfection with both functionality and comfort in mind, the open-concept main living area seamlessly connects to the covered patio, creating the perfect space to gather, entertain, and relax. Filled with an abundance of natural light, this home offers a warm and inviting atmosphere throughout. The versatile and convenient floor plan is designed to meet all your daily needs, featuring flexible spaces ideal for a home office, hobbies, or guest accommodations. Retreat to the lovely primary bedroom, thoughtfully designed for relaxation and rest. The low-maintenance fenced backyard is perfectly sized for outdoor fun in the sun or simply lounging on the private deck in peace and privacy. Refined with superior finishes and craftsmanship throughout both the interior and exterior, this exceptional home is one you will be proud to call your own. [Home Energy Score = 8. HES Repo

This beautifully maintained home features a durable lightweight concrete tile roof, newer windows, fresh interior paint, and brand-new carpet, making it truly move-in ready. The spacious primary suite offers a private retreat with an en-suite bathroom, walk-in closet, and direct access to your own secluded patio and beautifully landscaped backyard. Enjoy low-maintenance, meticulously cared-for landscaping with underground sprinklers in both the front and rear yards. Relax outdoors while listening to the soothing sounds of the backyard water fountain, creating a peaceful setting for morning coffee or evening gatherings. Additional highlights include a spacious two-car garage with 2 workbenches, an outdoor storage shed that stays with the property, and dedicated space for RV or boat parking providing plenty of room for your hobbies, toys, and storage needs

Experience refined living in a serene wooded setting just a short drive from downtown Portland and Lake Oswego. Designed with upscale comfort and effortless functionality in mind, this home features custom finishes, hardwood floors, generously sized rooms, and oversized windows that flood the interiors with natural light while framing private wooded views. The main level offers an ideal layout with the primary suite, a guest bedroom or private office, and laundry all conveniently located on one floor. The well-appointed kitchen showcases high-end appliances, granite countertops, abundant storage, and seamless flow for elegant entertaining or everyday living. Upstairs, two additional bedrooms share a Jack-and-Jill bath, while the flexible loft provides an space for a media lounge, study area, or creative retreat. The lower level expands the home's living space with a full bath, bonus room ideal for a home gym, and access to the 3-car split garage. A large turnaround and guest parking ar

Welcome to this beautifully refreshed 3-bedroom, 2-bath cottage in the heart of Portland's beloved Sellwood-Moreland neighborhood. Blending classic charm with thoughtful updates, this inviting home offers light-filled rooms, warm hardwood floors and a wood burning fireplace. The simple layout offers an easy, comfortable flow that feels both inviting and functional for everyday living. A new roof, tankless water heater and mini-split heating and cooling offer peace of mind and superior energy efficiency. Step outside to your own backyard retreat, where a spacious, fully fenced yard invites endless possibilities. A charming tree house sparks adventure, while the flat lawn and covered patio offer plenty of room for entertaining, gardening, pets, play, or simply unwinding in the fresh air year-round. The detached garage adds valuable flexibility. Perfect for a workshop, creative studio, hobby space, additional storage, or optional parking. Embrace the unbeatable location. Just moments from

Custom Sellwood home built by respected local builder Horizon Northwest in 2014, offering 3,136 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 baths, a main-level office (or optional 5th bedroom), top-floor bonus/media room, and lower-level guest suite. Located on a quiet residential street just moments from Sellwood Park, Oaks Bottom Wildlife Refuge, the Springwater Corridor, and Sellwood's popular shops, restaurants, and neighborhood amenities. Designed for both everyday living and entertaining, the light-filled main level features an open-concept kitchen, dining, and living area with rich millwork, solid-core doors, custom built-ins, and carefully selected finishes throughout. Covered front and rear porches create a seamless indoor-outdoor connection and extend the living space year-round. A dedicated main-level office provides ideal work-from-home flexibility. Upstairs, the spacious primary suite offers a spa-inspired bath with soaking tub, oversized walk-in

Welcome to this beautifully updated home tucked away at the end of a quiet dead-end street and situated along the Trolley Trail corridor. Conveniently located with easy access to Milwaukie, Portland, Oregon City, shopping, dining, and everyday amenities, this property offers the perfect blend of privacy and accessibility. A standout feature is the recently updated guest suite with a private bedroom, bathroom, and space to add a kitchenette or dinette. Thoughtful updates throughout, flexible living spaces, and an expansive backyard complete this exceptional property. Seller does hold an Oregon Real Estate License, and sale will be contingent upon sellers completing a 1031 exchange. [Home Energy Score = 4. HES Report at

Fabulous investment opportunity with this well maintained duplex, positioned in a desirable and growing location! The 3944 side features a spacious three bedroom one bathroom unit, while 3942 offers a charming two bedroom one bathroom unit. Each unit with a separate garage, parking, access to backyard space, dishwashers and washer/dryer. Both units are currently occupied by reliable tenants on annual leases, who have established a proven track record of residency. Their expressed desire to stay long-term has ensured a steady stream of rental income, minimizing turnover costs. This well-cared-for duplex represents a prime investment opportunity! [Home Energy Score = 6. HES Report at

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-

Set on nearly half an acre in SW Portland, this beautifully maintained property offers the rare combination of space, privacy, and a park-like setting just minutes from the heart of the city. Surrounded by mature trees and thoughtfully designed landscaping, the grounds create a peaceful backdrop that feels like your own private retreat. Inside, rich hardwood floors flow throughout the main living spaces, while the inviting two-story layout balances comfort and functionality. The kitchen is equipped with stainless steel appliances and opens seamlessly to the surrounding living and dining areas, making everyday living and entertaining effortless. Upstairs, you'll find three spacious bedrooms, while the expansive bonus room on the lower level offers endless flexibility as a media room, home office, gym, playroom, or guest space. An additional bonus room adjacent to the garage provides even more versatility, making it ideal for a private office, creative studio, workout room, or flexible w

Welcome to this charming 1938 Sellwood home, where classic Portland character meets an extensive collection of recent improvements. Set on a landscaped corner lot, this 2-bedroom, 2-bath home features hardwood floors, high ceilings and an inviting living room centered around a classic wood-burning fireplace. The kitchen includes a space saving nook with banquette seating, gas cooking, stainless steel appliances, plus a new refrigerator, microwave and dishwasher. The spacious primary suite offers vaulted beam ceilings, a spa-like bathroom with a steam shower and jetted soaking tub, and newly installed french doors opening to a new deck leading down to the private fully fenced yard with garden. A new concrete patio provides ample outdoor seating while contributing to the property’s water-mitigation improvements. The finished basement has been thoughtfully enhanced with new windows, updated stairs, a basement bar, new furnace and backwater valves, an egress window makes the space open for

Build your dream home on Lake Rd with the added advantage of space, flexibility, and groundwork already in place. This 28,170 SF property spans two lots, offering a rare opportunity to create a custom residence while still leaving room for future options. The existing 3 bed, 1 bath home of approximately 1,584 SF is currently on site, providing flexibility for those considering a renovation, hold strategy, or a fresh start tailored to their vision. Survey, topographical survey, and Geotech report have already been completed and are available for review, helping streamline early-stage planning and due diligence. Beyond a primary residence, the property also presents potential for multi-unit development or future partitioning, giving builders and investors additional paths to explore without taking away from its appeal as a single homesite. Well suited for those looking to build, invest, or secure land with long-term upside in a growing area. Buyer to perform own due diligence regarding d

Behind mature cherry trees and mahogany deck, Right Arm Construction and architect Colin Jensen of Thesis Studio have reimagined this Ardenwald home down to the last detail. Three bedrooms, three full baths, and a private 1-bed, 1-bath ADU with ADA features. Inside, walnut cabinetry meets marble counters and backsplash, white oak floors run beneath wood-wrapped windows, and hand-glazed Pratt + Larson tile frames a fireplace flanked by built-ins. Upstairs, skylights pour light over vaulted bedrooms and a serene walk-in shower with heated floors underfoot. A zoned heat pump and heat recovery ventilator deliver quiet, year-round comfort. Fenced yard, mature gardens, and moments from Sellwood, New Seasons, and the Springwater Corridor makes this home truly one of the Portland area's finest. [Home Energy Score = 7. HES Report at

Rare opportunity to take advantage of an attractive 3.375% assumable VA loan. Qualified buyers do not need to be veterans to assume this loan, subject to lender approval and loan qualification. Tucked into a quiet cul-de-sac of just eight homes, this spacious 4-bedroom home with a dedicated office offers 3,453 square feet of comfortable living surrounded by mature trees and a peaceful setting. Every room is generously proportioned, creating a home that feels open, comfortable, and designed for everyday living. Recent 2026 updates include a new cedar deck, brand-new carpet, and freshly painted kitchen cabinet doors. The kitchen features abundant cabinetry, a full wall of built-in pantry storage, double wall ovens, and a gas cooktop. The fourth bedroom serves as an excellent flex space, easily adapting to your needs as a media room, guest suite, home gym, office, playroom, or traditional bedroom. Step outside to enjoy the beautifully landscaped backyard, where mature trees, colorful plan

Time to make your move into this contemporary brand-new home nestled in an established SW Neighborhood. Inviting main living area with high ceilings and open concept filled with natural light that radiates throughout the many windows. Simple, minimalist everyday living offering modern comfort and design. Flexible and thoughtful floor plan offers separation to create a private primary suite with additional rooms for options for in-home office, yoga space, and more. Private covered patio with easy care and a fenced backyard for outdoor fun or BBQ. Ideal location to parks, trails, and to the city within minutes. Come visit this thoughtfully designed home and make it yours! Fresh, easy living just for you. [Home Energy Score = 8. HES Report at

This beautifully updated 3-bedroom, 1-bath home is ready for you to move right in! Gorgeous vinyl plank flooring flows throughout, offering style and durability. The inviting living room features a cozy fireplace, and the dining area opens to a back deck that's perfect for entertaining or enjoying the outdoors. The modern kitchen has granite countertops, good meal prep space, and plenty of storage. All three bedrooms are generously sized, and the full bath offers a walk-in shower with a sleek, contemporary feel. Step outside to a large, fenced backyard with a covered patio, spacious deck, mature trees, and room to play or garden. Extras include a 15x9 unfinished shed, a large workshop, and a sizable carport. Enjoy easy access to Johnson Creek Blvd, restaurants, parks, schools, and Providence Milwaukie Hospital. With a great bike score and commuter-friendly location, this home offers both convenience and comfort. [Home Energy Score = 3. HES Report at

Welcome to Sellwood Reserve, an exclusive collection of four newly constructed townhouse-style condminiums in the heart of super popular Sellwood. Thoughtfully designed with quality craftsmanship and contemporary finishes. The open-concept main level is ideal for everyday living and entertaining, anchored by a beautifully appointed kitchen featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and custom cabinetry that extends to the 9-foot ceilings. Upstairs, two spacious bedrooms provide privacy, flexibility, and territorial views. Built with lasting quality in mind, each home includes a high-efficiency heat pump for year-round central heating and air conditioning, durable Trex decking, private balconies, and a modest fenced outdoor space. This 3-bedroom plan has a motorcycle-sized garage which is great for bikes and camping gear. Located in one of Portland's most cherished neighborhoods, Sellwood Reserve places you just moments from neighborhood cafés,

Cute bungalow in a prime Sellwood-Moreland location with CM2 zoning offering exceptional flexibility. Use as a single-family residence, live/work space, professional office, or explore future mixed-use or multifamily potential Ideal setup for professional services such as live/work, medical, dental, wellness, insurance, or small office use. Roof replaced in 2026 (some photos are older), providing a major improvement, while the interior remains livable as-is and ready for modernization. Excellent opportunity for renovation, value-add repositioning, or long-term hold. Perfect for investor, owner-occupant, or business owner seeking flexibility in one of SE Portland’s most desirable neighborhoods. [Home Energy Score = 6. HES Report at

Fully remodeled and move-in ready, this beautifully updated 3-bedroom, 2-bath manufactured home on its own land offers a bright, open layout designed for comfortable everyday living. The spacious kitchen flows seamlessly into the main living area, creating a welcoming space for gathering with family and friends. The primary suite features a private bathroom and a walk-in closet for added comfort. Located in a convenient Milwaukie neighborhood, this home offers easy access to parks, shopping, restaurants, schools, and major commuting routes. Situated on nearly a quarter-acre lot, there's plenty of outdoor space for gardening, entertaining, or simply relaxing. Enjoy the benefits of homeownership with no space rent, plus the comfort of a fully remodeled, move-in ready home in a great location

Rarely does a home balance period character and contemporary living this gracefully. Originally built in 1908 and reimagined through a meticulous custom renovation, this Modern Farmhouse pairs timeless architecture with sustainable, high-craft updates designed for everyday comfort. Sunlight pours through the interiors, where an open-concept kitchen flows effortlessly to french doors and out onto the showpiece wrap-around porch. A Porch so distinctive it was chosen to appear in advertising campaigns for Rejuvenation Hardware. It's a setting made for gathering, slow mornings, and easy indoor/outdoor entertaining. Upstairs, three bedrooms share a full bath on the second floor, while the entire third floor is devoted to a serene primary retreat with an en-suite bath and skylights. Below, an unfinished basement, already plumbed for a bath and kitchenette and equipped with its own exterior entrance. This offers exciting potential for a guest suite, rental, or studio. Set in the heart of Sell

First Addition charm meets timeless Craftsman elegance in this exceptional Lake Oswego home. Thoughtfully upgraded throughout, this 4-bedroom home features a stunning great room with soaring ceilings, extensive millwork, box beams, arched details and a gas fireplace. The kitchen is the heart of the home, with a large island, premium finishes, high-end appliances and butler’s pantry, while a formal dining room and comfortable family room offer additional spaces to gather. Upstairs, the primary suite is a true retreat with its own gas fireplace and beautifully appointed bath. Enjoy year-round outdoor living on the heated covered porch overlooking the landscaped, low-maintenance private yard. A 2-car garage off the private rear alley provides excellent storage and includes an EV charging plug, plus an additional parking pad with power that offers space for a boat or smaller RV. Ideally located in the heart of First Addition, just blocks from shops, restaurants, parks and neighborhood amen

Perched above the Willamette River on Fielding Road, this striking Northwest Contemporary is set at the end of a winding, private drive that lifts you above the hustle and bustle of daily life. A serene buffer between you and the outside world. Tucked away on one of the area's most sought-after streets and anchored on a solid native basalt bedrock foundation, the home offers rare privacy and tranquility. The lack of overlooking neighbors combined with stunning river views creates a true sanctuary, where bald eagles and osprey are frequent visitors, often spotted diving for salmon on the water below. Soaring cathedral cedar ceilings extend from the living room to the primary suite, accented by skylights that flood the interior with natural light. Hand-selected Douglas fir posts and exposed beams highlight PNW craftsmanship. In the living room, a stone gas fireplace complements a wall of windows framing river views. French doors open to an expansive back deck. Designed for elevated indoo

Huge price improvements made! If you've been waiting for these to hit rock bottom. Well, here it is. Now $200K below original list. There will not be another price reduction! 2 out of 8 are now pending (see price list for pricing and availability). Don't miss your chance! Designed for true lock-and-go living, Koval Cottages offers something Lake Oswego has never seen before: new-construction, detached fee simple homes in First Addition at an attainable entry price point. Perfect for downsizers, first-time buyers, small families, seasonal residents, or anyone seeking low maintenance luxury in the city’s most charming neighborhood. Each home showcases exceptional finish work, modern contemporary design, and a refined attention to detail throughout. A rare and extraordinary opportunity to own a standalone home in the heart of First Addition. Enjoy effortless access to downtown Lake Oswego’s restaurants, boutique shopping, cafes, and one of the region’s best Saturday Markets! Estimated ren