Portland- Raleigh Hills Listings - Windermere Real Estate

Available Listings

$2,595,000 ^(USD)

Portland Heights Area Residential

1808 SW Laurel St Portland, OR 97201

Ideally located in the heart of the “grid”, this iconic 1912 city estate blends historic pedigree with a newly elevated sense of design and style. Since its last offering in 2022, the home has undergone further thoughtful enhancements, resulting in a more curated, artful aesthetic that feels both sophisticated and a touch sultry. This home has it all....a beautiful sunroom, wood paneled study, cool hang out spaces, luxe bathrooms, soaring ceilings, fireplaces galore, and beautifully restored woodfloors, Updated finishes and design forward details create a seamless balance between classic architecture and modern living. The gracious rooms, updated kitchen, baths and dynamic floor planmake both intimate gatherings and larger-scale entertaining feel effortless and memorable. You’ll love the stunning patio with beautiful water feature that is also a built in pool & hot-tub! The setting is spectacularly private, serene, and designed for play and leisure. Linger on the expansive outdoor patio or the rooftop garage patio with a view of downtown. Flat driveway, impressive storage, and so much more make life easy here and you’ll never want to leave. Perfectly positioned in the coveted grid, moments to parks, trails, top schools, NW 23rd, and major tech corridors, this is a rare West Hills estate that feels timeless, expressive, and truly ready for the next stewards. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10010154]

Listing Courtesy of

RMLS / Listed By: Todd Prendergast, Windermere Realty Trust

$2,170,000 ^(USD)

Hamilton Woods Area Residential

4221 SW Selling Ct Portland, OR 97221

An exceptional estate that seamlessly blends luxury, comfort, and functionality. Encompassing approximately 7,111 square feet, this distinguished residence offers thoughtfully designed spaces for entertaining, relaxation, recreation, and everyday living. From its elegant architectural presence to its professionally landscaped grounds, every aspect of the property reflects quality craftsmanship and meticulous attention to detail. The home's intelligent floor plan creates a natural flow between formal and informal living spaces, offering room to gather, celebrate, and unwind. At the heart of the residence is a gourmet chef's kitchen designed to inspire culinary excellence. Premium appliances, generous workspace, and abundant storage make the kitchen equally suited for intimate family dinners and large-scale entertaining. The home's extensive amenities elevate it far beyond the ordinary. A private wine room with dedicated tasting area provides the perfect setting for collectors and enthusiasts to showcase and enjoy their favorite vintages. For recreation and entertainment, the residence features a spacious game room and a dedicated media room, creating exceptional spaces for gatherings, movie nights, and hosting guests. Wellness and relaxation are central to the property's design. A private indoor saltwater lap pool and adjoining hot tub create a year-round wellness retreat rarely found in Portland residences. The saltwater system provides a more comfortable and enjoyable swimming experience while supporting an active lifestyle and resort-quality relaxation within the comfort of home. Outdoor living is equally impressive. Professionally designed landscaping enhances both the front and rear grounds, creating a beautiful and private setting. A covered patio extends the living space outdoors, while the inviting fire pit gathering area serves as a natural focal point for entertaining.

Listing Courtesy of

RMLS / Listed By: Joe Menashe, Windermere Realty Trust

$1,700,000 ^(USD)

Portland Area Residential

4236 SW McDonnell Ter Portland, OR 97239

This contemporary wonder was originally designed by famed architect Van Evera Bailey. Named The Sinclair House after its original owners, this Council Crest home was built specifically for the NW by adding cedar to the exterior, stucco on the base, & a concrete foundation. The home was carefully reimagined to keep its architectural integrity while adding additional space & high-end details throughout. The interior is incomparable with recessed base trim, smooth walls, square recessed lighting, solid white oak floors throughout, & walnut cabinetry/doors. The spiral staircase was designed with large windows & turret-like exterior to bring in light while showcasing its cascading curvature both inside & out. Comfort was considered during the design with radiant heat floors on both main & lower level. The home was designed to display unobstructed views of Mt. Hood & the Cascades from as many rooms as possible - even a wall of windows in the garage displays these wonders. The upper primary suite has a wall of windows, private rooftop deck, luxurious bath, & WI closet. The exterior features spaces for play, gardening, entertaining, & relaxing. The property has no contiguous houses on the front, back, or south side. Views & privacy. Sale includes vacant adjoining lot to the south. A rare opportunity to own in one of Portland's most stunning neighborhoods. Around the corner from Healy Heights Park, minutes from Council Crest Park, & trailheads. Easy commute to downtown, Hillsdale, OHSU, & waterfront. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250493]

Listing Courtesy of

RMLS / Listed By: Jessica Karman, Windermere Realty Trust

$1,375,000 ^(USD)

Chehalem Mountain Area Residential

19960 SW Seiffert Rd Sherwood, OR 97140

Set on nearly 11 acres, with sweeping valley views from an expansive wall of windows, with vaulted ceilings, striking stone fireplace, exposed cedar beams, multiple decks for outdoor living / entertaining. Chef's kitchen has large cook island, stainless appliances, granite, and walk-in pantry. Main level primary suite, open ceilings to upper level bedrooms, and daylight lower level possible ADU with exterior entrance. Irrigated acrage has been in ornamental tree production before retirement. Large 24' x 40' hoop-house warehouse has concrete floor, power, water, and RV hookup.

Listing Courtesy of

RMLS / Listed By: Rick Christensen, Windermere Realty Trust

$1,295,000 ^(USD)

Marylhurst Area Residential

17485 Brookhurst Dr Lake Oswego, OR 97034

Tranquil private setting with beautifully landscaped grounds embracing remodeled Marylhurst masterpiece boasting rich hardwood floors, light open spaces, high ceilings and walls of windows. A chef indulgent kitchen designed for function and style; double ovens, gas island cooktop, stainless-steel appliances, granite counter tops and nook open to adjoining family room with built-ins surrounding cozy fireplace, plus main floor den/office, spacious laundry room & half bath. Thoughtful remodel continues upstairs offering primary suite with spa inspired ensuite, walk-in shower, double closets & heated floor; plus 2 additional bedrooms upstairs with jack & jill baths. Additional bedroom, full bath & bonus room downstairs with slider to flat patio and grass area. The lush landscaping wraps around the home offering garden space, rock patio with sitting area & fire pit, plus huge entertaining deck. Seamless indoor-outdoor living, a true backyard oasis.

Listing Courtesy of

RMLS / Listed By: Amy Radonich, Windermere Realty Trust

$1,199,000 ^(USD)

Sylvan Highlands Area Residential

745 SW 67th Pl Portland, OR 97225

Listing Courtesy of

RMLS / Listed By: Rick Christensen, Windermere Realty Trust

$1,099,000 ^(USD)

Portland Heights Area Residential

2328 SW Broadway Dr Portland, OR 97201

This 1909 historic Craftsman home in Portland Heights combines original character with a meticulous high-end modern rebuild and updates. Designed by award-winning architects, it features a unique 1400 square foot loft-style basement with a maple-floor practice court on the lower level for indoor sports.Highlights of this home includes a custom chef’s kitchen featuring a Wolf range, a large island and seamless flow to outdoor entertaining spaces; original historic details including preserved fir floors, stained glass accents and a classic clawfoot tub; modern systems and structural integrity with a completely new foundation and slab rebuilt in 2002, new sewer system, HVAC, roof and electrical systems; and bonus amenities including a dedicated wine cellar, fitness area, media room, Sonos surround-sound and extensive Ipe hardwood deck leading onto a lush private lawn and garden.Located in a leading school district, this 3,861 sqft. residence sits on some of the most scenic walking trails and parks in the city and is just minutes from shopping and dining on NW 23rd Avenue.The home was redesigned by Forbes top residential architect award winners Giulietti & Schouten Architects, with construction by Hammer & Hand. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247678]

Listing Courtesy of

RMLS / Listed By: Joe Menashe, Windermere Realty Trust

$1,050,000 ^(USD)

Portland Area Condominium

5250 S Landing Square Dr Portland, OR 97239

One level on the river with plenty of space to spread out! Elevator to first floor. In addition to the two bedrooms, there's a large den with two Murphy Beds and loads of built-in shelves and cabinets. Walls of windows overlooking the manicured ground and river from the living/dining and sunroom off kitchen. 375sf of deck overlooking the Willamette! Owners enjoy The Landing's pool, hot tub, sauna, and river activity, plus proximity to Johns Landing, South Waterfront, downtown and Lake Oswego...restaurants, shops, groceries. All so close to The Landing's peaceful serenity! Newer heat pumps and water heater, brand new carpet.

Listing Courtesy of

RMLS / Listed By: Linda Venti, Windermere Realty Trust

$945,000 ^(USD)

Portland Area Residential

5616 SW 42nd Ave Portland, OR 97221

Tucked into a serene, estate-like setting, this Tudor-influenced Cape Cod Revival offers exceptional privacy, beautifully curated outdoor living, and a warm, inviting atmosphere ideal for bringing friends and family together. Built in 1936 and meticulously maintained, the home features three levels of gracious living with hardwood floors, coved ceilings, thick sound-dampening walls, built-ins, and abundant natural light from the picture windows. The living room’s corner windows and marble-surround gas fireplace create an elegant gathering space, while the light-filled office overlooking the backyard is perfect for working from home. The formal dining room features large picture windows and classic coved ceilings, and the updated kitchen includes stainless steel appliances and a quiet breakfast nook. The exquisite primary suite offers a large walk-in shower and generous closet space, and the finished basement adds flexible living with excellent light. Outside, the property shines with multiple magical outdoor spaces including basalt terraces, stone fireplaces and grills, terraced gardens, two wood decks, a large greenhouse, and a pergola-covered front porch. Nestled among mature trees in close-in Southwest Portland, this home blends vintage charm, modern updates, and extraordinary outdoor living in a truly rare offering.

Listing Courtesy of

RMLS / Listed By: Jon Cohen, Windermere Realty Trust

$945,000 ^(USD)

Portland Area Condominium

922 NW 11th Ave 106 Portland, OR 97209

Exquisite remodel, elegant design, & superb location. No winding halls, common doors, or watching for your company to arrive. This townhome is tucked in behind the main building, has an individual entrance shrouded in fragrant jasmine, & front patio. The entrance does not face a street, making coming & going extremely easy & quiet. Step inside to a high-end remodeled open floor plan with soaring 11 ft ceilings, new wide plank wood floors, Herman Miller lighting, & remodeled fireplace mantel & surround. Updated kitchen has new built-in Fisher Paykel refrigerator, quartz counters, Kohler cast iron sink w/ insta hot & filtered water, Wolf range, new lighting, new pantry area, beverage fridge, & custom floating shelves. Wall of glass covered w/ automatic, wifi timer-controlled shades from The Shade Store. Full bath on main. The 2nd floor has new wide plank wood floors, laundry room, primary suite, & guest suite. The large primary has WI closet with new Elfa closet system, attached bath with double sinks, & a tile shower. New slider door to laundry room & updated hallway sconces. The 2nd suite is replete w/ natural light from the two-story ceiling & two levels of windows. This suite has a beautiful, attached bath, & Elfa system WI closet. Up the newly refinished stairs to the 3rd level, is a newly updated mini bar area w/ fridge/freezer, dishwasher, custom floating shelves, sink, & quartz. Step out to the 775 sq.ft., individually owned, rooftop patio! Here is where your gatherings, evenings, & morning coffee are brought to a new level. Complete w/ newly installed drip system and herb garden, this space is unlike any other - tucked in off the block, is the end rooftop unit, & is 1 of only 2 XL patios. Walkable to all one needs, & all with the convenience of a concierge, additional storage, & deeded parking. Steps from the streetcar, Tanner Springs, Jamison Square, restaurants, shopping, & grocers. Welcome to luxury & convenience.

Listing Courtesy of

RMLS / Listed By: Jessica Karman, Windermere Realty Trust