Windermere Open Houses

Some or all of the listings below are provided by the Portland - Pearl District office.
$990,000
Active

Humphrey Park Area Residential

Active

5007 SW Humphrey Park Rd Portland, OR 97221

4 Bed
4 Baths
3752 sqft
MLS# 791326808
Virtual Tour
Tucked into the peaceful, tree-lined hills of Southwest Portland, The Hobby Haus blends vintage 1970s character with modern flexibility. Surrounded by trees and lush landscaping, this private woodland retreat offers the perfect place to live, work, and play. With 6 spacious bedrooms, there’s room to spread out—for remote work, guests, creative pursuits, or multi-generational living. Host memorable dinners in the formal dining room or gather in the expansive family room beneath soaring vaulted ceilings. Downstairs, the versatile Fix & Flex bonus space is ready for your next project, passion, or workout—complete with built-in storage to keep things organized. Step outside and unwind on two elevated decks nestled in the trees, overlooking a serene, wooded lot dotted with blooming azaleas, rhododendrons, and raised garden beds ready for your green thumb. This is your own private Pacific Northwest escape. Just minutes from the scenic 4T Trail system, Forest Park, and Marquam Nature Park, outdoor enthusiasts will love the quick access to miles of hiking, biking, and panoramic city views. All of this in a quiet, established neighborhood with top-rated schools and easy access to the best of Portland. Eco-minded upgrades like 2021-installed solar panels help lower utility costs and reduce your carbon footprint. Come see this beautiful home today!
Listing Courtesy of RMLS / Windermere Realty Trust / Amy McMahon
$799,000
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Portland Area Residential

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2415 NE 38th Ave A Portland, OR 97212

2 Bed
2 Baths
2102 sqft
MLS# 628788692
The absolute best of its kind, not a better quality or better designed home in Beverly Cleary school district for $799k. This 2-bedroom, 2-bathroom residence has been completely reimagined from the ground up, blending elevated design with everyday comfort. Thoughtfully designed by Modd Architecture and brought to life with interiors by Angela Mechaley, this down-to-the-studs renovation is a masterclass in craftsmanship and intentional living. From the moment you arrive, the home’s curb appeal is undeniable—classic cedar shingle siding pairs beautifully with all-new, custom-designed landscaping that creates a serene and inviting setting. Inside, you’ll find rich, true hardwood floors throughout and a beautifully executed layout that seamlessly combines historic charm with modern sophistication.At the heart of the home, the custom kitchen stuns with handcrafted walnut cabinetry, sleek quartz countertops, designer tilework, and top-tier fixtures—offering both everyday functionality and warm, timeless beauty. Each space is curated with purpose, resulting in an interior that feels cohesive, elevated, and welcoming.The lower level features a spacious and flexible live/work space with its own private entrance and dedicated HVAC system—ideal for a home office, guest quarters, or creative studio. The lower level is also set up and able to be an additional ADU. Located just three blocks from top-rated Grant High School and within the sought-after Beverly Cleary Middle School boundary, this home sits in one of Portland’s most vibrant and connected neighborhoods. With tree-lined streets, nearby parks, and easy access to local shops and cafés, 2415 NE 38th Ave Unit A offers not just a home, but a beautifully considered way of life.
Listing Courtesy of RMLS / Windermere Realty Trust / Andrew Pienovi
$785,000
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Hillsdale Area Residential

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736 SW Burlingame Ter Portland, OR 97239

3 Bed
4 Baths
3031 sqft
MLS# 514724619
Virtual Tour
Love nature and privacy, but like the convenience and sense of community that close-in city living has to offer, too? Look no further! This unicorn of a home is located on a quiet, charming street in SW Portland's desirable Hillsdale neighborhood, steps from multiple popular shopping and dining venues, grocery stores, public library, and elementary, middle and high schools, and positioned just-so on a large, treed lot to command privacy on all sides w/ unimpeded views of nature. This fabulous find has a pretty dreamy floor plan, too! Open yet cozy. Spacious yet intimate. A floor plan that works as perfectly for one as it does for many w/ great storage t/o for all your hobbies and outdoor pursuits! Main floor features an inviting entry w/ soaring ceilings and skylights, a spacious primary (w/ vaulted ceiling, ensuite bathroom and walk-in closet), remodeled kitchen w/ informal dining area open to the living rm (w/ vaulted ceiling and new gas fireplace), formal dining, and guest powder rm. The finished, daylight lower-level features tall ceilings t/o, two more bedrooms (each w/ its own bathroom), family rm w/ wet-bar, and a huge bonus rm offering all sorts of possibilities (big bed/bunk room, exercise room, play room, craft room ...). The not-to-be-missed remodeled kitchen features a Fulgor Milano gas cooktop, Bosch oven, convection-microwave and dishwasher, soft-close cabinetry, slab countertops, and a large walk-in pantry. Private decks on both levels, spanning the length of the home and accessed from both living areas and all bedrooms, highlight this home's intimate connection w/ nature. If the setting inspires you to action, wooded trails accessed from nearby George Himes Park, the extensive SW Trails network, and the Terwilliger Parkway are literally just outside your doorstep. And the super low maintenance yard allows time for just those pursuits and more! Quick, easy commutes to downtown Pdx, OHSU, Lake Oswego and Beaverton are icing on the cake! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10055907]
Listing Courtesy of RMLS / Windermere Realty Trust / Katie Sengstake
$769,500
Active

Rose City Park Area Residential

Active

1806 NE 59th Ave Portland, OR 97213

3 Bed
2 Baths
2466 sqft
MLS# 704857458
Virtual Tour
Move right into this statuesque English cottage in established Rose City Park neighborhood. Many charming details, including hardwood floors, tray ceilings and gorgeous original wood-burning fireplace in spacious dining area. Updated open kitchen features stainless steel appliances, downdraft range and cozy breakfast nook with built-in booth. Main floor bedroom adjacent to large bathroom. Light-filled landing upstairs with built-in storage leads to primary bedroom with large walk-in closet, bathroom, and third bedroom with built-in dresser and separate study alcove. Zero-VOC paint and new top-down bottom-up shades throughout. Finished basement has well-equipped laundry area with sink, folding area and lots of cabinet space, plus a large separate storage room. Seismic-retrofitted foundation. New 50-year roof (2023) includes transferrable platinum warranty. New Hardie Plank exterior lap siding (2024), electrical panel (2024), energy- efficient heat pump hot water heater (2025) and insulation (2023). Fully-fenced garden with beautiful landscaping, deck and fruit trees, plus detached bonus building for yoga or art studio, home office or gym. Walk to Normandale Park, Rose City Park and Golf Course. Two blocks to bus line, food trucks and beer garden. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10203728]
Listing Courtesy of RMLS / Windermere Realty Trust / Kathy MacNaughton
$699,900
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Clackamas Area Residential

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13543 SE Almond Dr Clackamas, OR 97015

4 Bed
3 Baths
2509 sqft
MLS# 610421293
Modern design, thoughtful layout, and unbeatable location come together at 13543 SE Almond Drive. This 4-bedroom, 3-bath home offers over 2,500 sq ft of versatile living space, complete with standout features like a third full bathroom and 612 sq ft of dedicated garage storage. The open-concept main floor features a spacious living area, dining room, and a well-appointed kitchen with stainless steel appliances, a large island, and ample storage. A full bathroom and bedroom on the main level create the perfect setup for guests, remote work, or multigenerational living.The home has been freshly painted throughout, and the three upstairs bedrooms feature brand-new flooring. The light-filled primary suite includes a walk-in closet and en suite bath, while a third full bathroom, laundry room, and bonus loft provide flexibility for any lifestyle.The backyard offers a flat lawn, raised garden beds, and direct access to green space through a private gate—ideal for play, pets, or relaxing outdoors. The oversized garage delivers rare additional storage or workshop potential, with 612 sq ft of space not included in the main square footage.Located on the same street as Pfiefer Park and just two blocks from Rock Creek Middle School and Clackamas High School, this home also offers unbeatable access to local dining, shopping, and the seasonal farmers market—all just minutes away. A perfect blend of comfort, functionality, and convenience in one of Clackamas’ most desirable neighborhoods. Listing agent is related to seller.
Listing Courtesy of RMLS / Windermere Realty Trust / Andrew Pienovi
$425,000
Active

Madison South Area Residential

Active

8625 NE Schuyler St Portland, OR 97220

3 Bed
1 Baths
1248 sqft
MLS# 291200328
Virtual Tour
This well-maintained 1950s Ranch home in the vibrant Madison South neighborhood features a classic layout with easy, one-level living. On the market for the first time in 70 years, this is the perfect opportunity to bring your vision and creativity to make this home your own. The large living room leads to a dining area and kitchen with original wood cabinetry. The spacious family room with vintage paneling is a throwback hangout with 1960s vibes that opens to a large, covered patio and a shade-filled backyard perfect for summer enjoyment. Amenities include a large laundry room with ample storage space, double-pane vinyl windows, front and back security doors, low maintenance exterior siding, and a one car tuck-under garage. Recent updates include fresh interior paint, a newly tiled shower and reglazed bathtub, and new roof in 2017. James Lee Elementary and McDaniel High School are only a few blocks away and it’s a short walk to Hancock Park’s mature tree cover and playground for the kiddos. The Grotto, one of the most stunning sights in Northeast Portland, and beautiful Rocky Butte Natural Area, are nearby while golf lovers will enjoy living close to the historic Rose City Golf Club. Other neighborhood amenities include easy access to freeways and the NE 82nd Avenue MAX station, the numerous shops and restaurants of 82nd Avenue, and a short drive to the Gateway shopping district. Closing credit available to buyer when using the preferred lender. Ask for details. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10241363]
Listing Courtesy of RMLS / Windermere Realty Trust / Michael Riley