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3516 NW SKYLINE BLVD, Portland
$5,995,000
4 Beds ⋅ 5 Baths ⋅ 542584101 MLS
A private gated estate where architecture, nature, and intentional living converge without compromise. Tucked behind a private gated entry on five serene acres, this extraordinary new construction home backs directly to Forest Park — permanently protected acres of wilderness that ensures a level of privacy and permanence no landscaping or setback can replicate. This is not simply a luxury home. It is a considered environment, designed from the ground up for those who expect everything. Step through the entry and the open floor plan unfolds with quiet confidence — curated with intention and grounded in timeless design. The great room anchors the home: soaring ceilings, 25-foot sliding door that dissolves the boundary between interior and the forested world.  Four bedroom suites, each designed as a private retreat, are joined by a dedicated office and flexible bonus room. Five designer bathrooms elevate the everyday. At the heart of the home, a 14-foot island defines a kitchen built for real entertaining, where every detail has been considered and nothing held back. Radiant heat floors and a geothermal-ready system for year-round efficiency. A fully equipped smart home system puts climate, lighting, security, and audio in the palm of your hand. Indoor and outdoor living are not separate here— they are the same experience. The expansive covered patio hosts a fully appointed outdoor kitchen for a year-round enjoyment. The open patio is fully exposed to nature. This is where you will want to have your morning coffee, your evening glass of wine, and every unhurried moment in between.The eight-car plus tandem collection garage is built with the same expectation and completes any car collector and hobbyist dream. Positioned minutes from downtown Portland's dining, shopping, Forest Park trails. This is the rare address where seclusion and city life are not a trade-off. Truly unrepeatable - one to see and experience!

3516 NW SKYLINE BLVD, Portland

4534 SW DICKINSON ST, Portland
$5,897,000
585932628 MLS
Dickinson Crossing presents a rare & flexible investment opportunity in SW Portland. The offering includes 43 well-maintained 1- & 2-bedroom units (41,970 sf lot) plus add'l 80,168 SF of raw land on 2 separate tax lot(s). Seller is completing a 3 lot partition to separate the apartments from raw land, allowing for either a partial sale or full property sale. (Partial sale subject to final plat recording). The vacant land is zoned RM1, offering multiple development options, apartments, townhomes, or other middle-housing concepts. Buyers to perform their own due diligence. The existing apartment community has been carefully maintained by long-term ownership, with clean grounds and many long-term renters. Strong demand in this location supports stable occupancy. The property sits directly on a TriMet bus line and minutes from RESTAURANTS - Walter Mitty's, Original Pancake House, The Old Barn, Buster's BBQ, Kuang's, Sushi. FAST FOOD - Dominos, Taco Time, Wendy's, McDonald's. LODGING - Aladdin Inn & Suites, Comfort Suites, All comfort Residential Care. SERVICES - Tri Met Transit Center, Les Schwab Tire Center, Veterinary Hospital, Goodwill Donation. GROCERY - Walgreens, Fred Meyer, Safeway, Barbur Liquor. SCHOOLS - PCC Campus, Markham, Jackson & Wilson, Oregon School of Massage. PARKS - Holly Farm, Dickinson, Spring Garden. GAS - Chevron, Shell. Lot B). 24,515 sf lot for future dev/building along Dickinson St. Lot C). 55,653 sf lot for future dev/building, on SW Comus St. The development potential creates an outstanding opportunity.

4534 SW DICKINSON ST, Portland

11000 S RIVERWOOD RD, Portland
$5,295,000
3 Beds ⋅ 3 Baths ⋅ 431634830 MLS
11000 S Riverwood Road is designed for reverie of life’s pleasures. Set along the Willamette River banks with soaring interior spaces suited for large-scale and intimate entertaining alike, the changing flow of natural light through floor-to-ceiling glass embraces the richness of the setting and enables a striking display of art and furnishings. The bronze-clad gas fireplace and mahogany floors create an inspired setting. A private elevator and sweeping staircase connect three levels while a whole-home automation system makes key environmental features easy to enjoy. The kitchen’s new stunning Paonazzo Brecciato marble counters, butler’s pantry, multiple ice makers, Rohl fixtures with InstaHot, and hidden dishwashers make gatherings a joy for the resident cook and professional caterers alike. The primary suite occupies its own world on the upper level, with a gas fireplace, heated bathroom floors, steam shower, and burl wood cabinetry beneath under-lit onyx counters. Two dressing rooms bring superior built-in organization. Adjoining offices create the ultimate working environment. A recently reimagined downstairs lounge, with a dry bar and wine refrigerator, complement a climate-controlled wine cellar complete with Peruvian walnut and Venetian plaster. The wine cellar dumbwaiter makes adding to and enjoying your collection seamless. Lower level bedrooms are designed to give family and guests luxurious privacy. Outside, mature landscaping, rock fountain and a custom bronze fireplace set the stage for evenings on the patio. A rare 240' private dock invites you to boat to the Waverly for golf or downtown for dinner. Minutes from downtown, Lake Oswego, and exemplary Riverdale schools, this is riverfront life lived fully.

11000 S RIVERWOOD RD, Portland

11522 S RIVERWOOD RD, Portland
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 261625030 MLS
Born from the grandeur of Portland's Golden Age, this iconic 1928 Willamette River estate stands as an enduring testament to an era when industrialists, publishers, civic leaders, and tastemakers gathered to influence the future of the Pacific Northwest. Known as the Jackson Mansion, the estate occupies a singular place in Portland history, its legacy forever intertwined with that of the famed West Hills Pittock Mansion. Both home to rival newspaper dynasties whose publishing empires influenced the political, cultural, and economic future of the region, making these landmark estates enduring symbols of Portland's prominence and influence. Evoking the great country houses of Normandy and the Loire Valley, the residence exudes quiet grandeur through steeply pitched rooflines and stately chimneys clad in richly detailed masonry. Formal parterre-style gardens frame the grounds, creating a sense of arrival befitting one of Portland's landmark estates. Set on more than two private acres in prestigious Dunthorpe, across the river from Waverley Country Club, the home captures the scale and permanence of a bygone age while embracing modern luxury through thoughtful interior updates by Maison Inc. and Shannon Christenberry. Sweeping Willamette River views provide a breathtaking backdrop throughout the residence, while direct river access offers a rare connection to the waterfront lifestyle that has long distinguished Portland's most coveted estates. One of the largest private docks on the Willamette River accommodates multiple boats and watercraft, creating an exceptional setting for life on the river. Whether hosting elegant gatherings, enjoying summer afternoons on the dock, or arriving home by boat, the estate embraces a level of waterfront living seldom found in the Pacific Northwest. Rich in provenance and impossible to replicate, this is more than a waterfront estate, it’s a legacy property and a defining piece of Portland's heritage.

11522 S RIVERWOOD RD, Portland

11648 S MILITARY LN, Portland
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 216160212 MLS
Dunthorpe’s iconic High Hatch Estate is a once-in-a-generation opportunity to own one of Oregon's most sought-after historic properties ideally positioned on over an acre above breathtaking river & mountain views, and all on one of the loveliest roads in town. Sweeping protected vistas, lush view gardens & expansive level grounds with a grass-edge pool all create a European sensibility in this celebrated fairytale neighborhood. Designed in 1901 by renowned architect W.M. Whidden as his primary residence, the estate was placed on the National Register of Historic Places & beautifully blends Prairie School architecture with a luxurious classic-contemporary remodel by Maison, Inc. Interior Design. This unmatched retreat includes a 7,174sf main residence plus refined basement, an elegantly restored 1,600sf historic schoolhouse, & an impressive 8-car auto collector’s garage. Virtually every room gazes out over the stunning views & lovingly tended grounds. The main level offers a grand entry, elegant living room, grand formal dining room, showcase chef’s kitchen, & dual offices both with handsome fireplaces for today’s executive lifestyle. Upstairs, the polished primary suite features panoramic sunrise, mountain & garden views with two private dressing rooms & two attached spa-inspired bathrooms. Enjoy three additional spacious bedrooms and three full bathrooms upstairs near the laundry facilities plus a vast playroom or media studio with attached bathroom. The current owners have recently restored the historic Riverdale Schoolhouse/carriage house to feature a generous entertaining space with built-in bar, powder room, * guest accommodations with kitchenette & full bath. Step out any door and be transported by the magical grounds that feature multiple dining patios, the resort-sized pool, ponds, a sport court, fire pits, & meandering pathways that wend throughout this idyllic haven. Historic grace & modern livability in Oregon’s top-ranked Riverdale School District!

11648 S MILITARY LN, Portland

13231 SW IRON MOUNTAIN BLVD, Portland
$3,600,000
4 Beds ⋅ 4 Baths ⋅ 746517887 MLS
Experience luxury living at its finest in this gated, single-level custom home, offering over 5,000 square feet of thoughtfully designed space and a rare oversized five-car garage. Located in the prestigious Dunthorpe neighborhood and benefiting from Clackamas County taxes, this residence blends newer, high-quality construction with timeless design, exceptional privacy, and seamless indoor-outdoor living. Situated on two tax lots totaling approximately one acre, the property makes a striking first impression with a circular drive, professionally landscaped grounds, and a spacious motor court—setting the tone for the sophistication found within. Step inside to a soaring great room anchored by a sleek linear gas fireplace wrapped in quartz, setting a modern yet inviting ambiance. The gourmet kitchen is a showpiece, appointed with custom white oak inset cabinetry, a Viking range, dual ovens, dual Sub-Zero refrigerators, a spacious quartz island, and an open-concept pantry. Adjacent to the kitchen, a geothermal-cooled wine cellar provides the ideal space to store and showcase your collection. The primary suite is a serene retreat, complete with a luxurious en-suite bath and an expansive custom walk-in closet. Thoughtfully designed for privacy, the additional bedrooms are well-separated from the primary suite, each featuring en-suite baths and walk-in closets. Two LaCantina folding glass doors open to a covered outdoor living area, outfitted with a built-in BBQ, overhead heaters, and skylights for year-round comfort. A spacious patio offers multiple zones for entertaining, including a fire pit, raised planter beds, and terraced gardens framed by a lush natural backdrop. The oversized five-car garage delivers exceptional storage and flexibility, while whole-house generator ensures uninterrupted peace of mind. Zoned for both Riverdale and Lake Oswego schools, and located just minutes from high-end shopping, dining, and outdoor recreation, this is refined Northwest living.

13231 SW IRON MOUNTAIN BLVD, Portland

2732 SW Scholls Ferry RD, Portland
$3,500,000
6 Beds ⋅ 7 Baths ⋅ 127297969 MLS
Set on an incredibly rare eight private acres in Portland’s prestigious Southwest Hills, the historic Merlo Estate offers a once-in-a-generation opportunity to experience timeless Pacific Northwest elegance in a breathtaking vineyard setting designed for unforgettable entertaining. Built in 1939, this stately residence was home to influential Portlanders whose business, civic, and philanthropic legacies helped shape the city.Set behind a gated entrance in unincorporated Multnomah County, the estate blends classic architectural character with the natural beauty of the surrounding landscape. Expansive grounds showcase sweeping vineyard views, including three acres of private vineyards, along with resort-style amenities such as a saltwater pool with adjacent hot tub and fully equipped outdoor kitchen, a lighted tennis court, and bocce ball court, perfect for gatherings large and small.The home’s architecture reflects a refined yet grounded aesthetic, with a stucco exterior, copper accents, painted shutters, and a striking arched entryway. Inside, warmth and craftsmanship define the spaces, featuring custom millwork designed specifically for the Merlo family, generous room sizes, and abundant natural light.Large formal living and dining spaces capture incredible views of the pool and vineyards, creating an elegant setting for entertaining. Just off the kitchen, a spacious sitting room with floor-to-ceiling windows brings the outdoors in and offers a bright, inviting place to gather.Designed for both everyday living and entertaining, the main floor living room opens seamlessly to an expansive patio, offering stunning views, an idyllic backdrop for hosting and relaxation alike. The primary suite is a true retreat, complete with a fireplace and dual bathrooms, offering both comfort and privacy.The lower level enhances the home’s resort-like feel with a sauna, hot tub and wine storage while a 3 car attached garage and 1070 sq ft outbuilding offer flexibility for events

2732 SW Scholls Ferry RD, Portland

1415 S MILITARY RD, Portland
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 233512845 MLS
Timeless elegance meets transitional finishes in this gorgeously redesigned gated estate in the heart of Portland’s most sought-after Dunthorpe neighborhood on almost ¾ acre private flat lot. Live the high lifestyle in this recently down-to-the-studs renovated estate with a statement circular driveway. A designer eye for every detail at every turn including white oak herringbone floors when you first step in, a nearby private office with custom built-ins, plus a living room presenting a quartzite fireplace, speakeasy booze closet, and a curved feature wall. Nearby formal dining room has floor-to-ceiling windows, beamed ceiling & built-in buffet with leathered quartzite countertop. Gourmet kitchen impresses with a custom plaster hood, box-beamed ceilings, high end appliances, oversized island & large eating area. Nearby family room with limestone fireplace opens up to one of the largest and rarest outdoor living spaces you will find with multiple heaters, fireplace, and built-in BBQ. Don’t miss the custom mudroom with amazing marble & limestone flooring pattern, water bottle filler, full bath with dog wash and laundry room. A second level spacious light-filled primary sanctuary offers a quartzite fireplace, dressing room, sauna/yoga annex, & stunning spa-style bath with soaking tub, walk-in shower & washer/dryer hook-up. Remainder of second level includes media room with custom stone fireplace, built-ins & space for audio hub, 3 bedrooms & 2 full bathrooms. A fully carpeted third level includes a bedroom, full bath, additional living space & storage. Outdoors, enjoy a fully fenced property with professional landscaping, heated covered outdoor patio with fireplace, outdoor kitchen with Wolf BBQ and Sub-Zero fridge, turf yard with play structure & hot tub. Three-car garage with epoxy flooring complete this unique offering. Ideally located in Riverdale School District & centrally located for easy access to Tryon State Park, Lake Oswego amenities, OHSU, PDX & more.

1415 S MILITARY RD, Portland

11859 S RIVERWOOD RD, Portland
$3,283,306
5 Beds ⋅ 5 Baths ⋅ 447742037 MLS
Fewer than 30 homes rest on the bank of the Willamette River in Dunthorpe, one of the most coveted neighborhoods on the West Coast. What sets this estate apart from all others: a pool at the river's edge, framed by a half acre of immaculate terraced gardens, a grand lawn, & rose gardens behind a gated, private entrance. Originally built in 1960 and essentially newly rebuilt in 2006, this home was reimagined into something far more grand, with the craftsmanship and detail of a generational estate. It announces itself with a soaring two-story great room anchored by hand-hewn log beams sourced from the Columbia Slough and walls of glass facing the river. The kitchen and family room flow seamlessly outside to a heated, covered balcony with a wood-burning fireplace & built-in grill: the kind of indoor-outdoor setup that makes Oregon's four seasons feel like an invitation. The exterior has been freshly detailed with newly painted window frames and doors. On the main level, an art room, en suite bedroom, and an office with beamed ceilings, a fireplace, & built-in bookshelves round out the living spaces. Upstairs, the primary suite commands its own wing with floor-to-ceiling river views, a grand fireplace, vaulted ceilings, & a walk-in closet with a center island and custom built-ins. The en suite bath is equally considered — custom tile flooring, a soaking tub framed by windows, a walk-in shower, dual vanities, & heated floors. A second en suite bedroom shares the same water views. The lower level is built for living, a family room with fireplace and French doors opening directly to the pool and riverfront gardens, two additional bedrooms, two full baths, a climate-controlled 2,500+ bottle wine cellar, a workout room, laundry with convenient poolside access, all served by an elevator connecting all three floors. Offered at an exceptional price that represents a compelling entry into one of the most tightly held and rarely traded addresses in the Pacific Northwest.

11859 S RIVERWOOD RD, Portland

4192 SW GREENLEAF DR, Portland
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 137795969 MLS
A design forward estate in Portland defined by proportion, scale, and natural light, reimagined by renowned design firm Maison to enhance flow and livability. Interiors are layered with character, thoughtful materials, and a sense of ease that’s difficult to replicate, with a considered sensibility that feels sophisticated and livable, balancing warmth with a refined and cohesive design. Collected and considered, inviting from the moment you enter. At the heart of the home, the kitchen is defined by presence and material contrast, anchored by a Michelangelo quartzite island, with Perla Venata surfaces layered throughout. Sub Zero, Wolf, and Miele appliances integrate seamlessly into custom cabinetry, complemented by brass fixtures opening to surrounding living areas, designed for both daily living and effortless entertaining. Living spaces unfold with intention, offering a balance of openness, scale, and definition, with distinct areas for both gathering and retreat. A formal living room, family room, and built in bar create distinct yet connected moments, with four fireplaces adding warmth and architectural presence. The sunroom, framed by skylights and a full height sliding glass wall, becomes a defining space within the home, where natural light pours in and the landscape feels integrated into daily life. Four bedrooms plus a guest quarters include a spacious primary suite with fireplace, a dedicated dressing room and custom built ins, offering a refined and private retreat. The grounds are defined by mature, vibrant landscaping and a sense of privacy, offering distinct areas for gathering, entertaining, and everyday use. The backyard features an in ground pool behind mature hedging, a pool house, and a circular driveway reinforcing arrival and scale. Designed for those who refuse to compromise. A rare opportunity to own a home of this scale, finish, and presence on one of Portland’s most coveted streets.

4192 SW GREENLEAF DR, Portland

3724 SW SHATTUCK RD, Portland
$2,975,000
4 Beds ⋅ 4 Baths ⋅ 768489202 MLS
Spectacular custom-built home with a gated entry and long private drive, completed in 2018 and ideally situated in the highly desirable West Hills. This residence exemplifies a unique and refined minimalist architecture at its finest, set on a private 1.72-acre lot with extraordinary territorial and hills views. It offers an exceptionally versatile and adaptable home design vernacular that is neither prescriptive nor generic. This home design can accommodate a wide range of interior design preferences whether modern, contemporary, traditional, industrial, or eclectic mix of all to enhance juxtaposition and visual intrigue.The open concept, yet defined design, offers expansive southwest-facing windows that bathe the home in warm natural light, while walls of glass frame the beautifully landscaped grounds and park-like gardens. Rich wood ceiling beams add warmth and grounded elegance to the contemporary design. This 5,627 sq ft residence is complemented by a rare 1,235 sq ft attached 4-car garage.The main level features a family room and kitchen with a see-thru fireplace, and a true chef kitchen equipped with top-tier appliances, including Wolf, Sub-Zero, Viking, and Fisher & Paykel, centered around an impressive 12’ x 6’ island. The luxurious primary suite captures serene views of the surrounding property and includes a sitting area, spa-like bathroom, and an expansive dressing room with built-ins. Additional features include a spacious home office with fireplace and two additional bedroom suites, each offering privacy and picturesque outlooks. The lower level is designed for both entertainment and function, featuring an expansive media room with fireplace & bar, exercise room with full bath, additional 2nd office room or potential wine cellar, and a well-appointed laundry room. The grounds offer a variety of fruit trees and ample space for a pool, sport court, or further outdoor enhancements. Privacy and breathtaking views define this exceptional home and property.

3724 SW SHATTUCK RD, Portland

6055 SW 90TH AVE, Portland
$2,850,000
5 Beds ⋅ 4 Baths ⋅ 138806121 MLS
Tucked beneath a quiet canopy of heritage oaks in Portland’s Raleigh Hills, Oaknoll begins as a 1957 post-and-beam then quietly becomes something more. When the sellers, after years with Nike, set out to reimagine a home for their next chapter, they weren’t chasing novelty, they were chasing feeling: light, openness, and the effortless indoor-outdoor living they’d admired in classic mid-century design. What they found was a modest, timeworn house on former orchard land. What they created is a careful restoration, one that honors the original architecture while reimagining key moments and introducing a thoughtful addition - rebuilding nearly everything beneath the surface with precision and intention, where every detail was considered, and nothing left to chance. Working alongside architect Risa Boyer and high-performance builder Josh Salinger, the sellers approached the project as both craft and education, preserving the soaring post-and-beam ceilings while quietly upgrading the home to modern performance standards. The result is a house that feels both grounded and expansive. Walls of Loewen glass draw the outside in; a reimagined rear façade opens to a courtyard pool reminiscent of Palm Springs. Inside, walnut cabinetry, exceptional appliance package, Heath tile, and a warm mix of mid-century icons and Scandinavian restraint create spaces that feel curated but deeply livable. Oaknoll isn’t a reinvention-it’s a continuation. A home that carries its history forward, reimagined for the way we live now.

6055 SW 90TH AVE, Portland

550 SW 10TH AVE Unit #3207, Portland
$2,755,000
2 Beds ⋅ 2 Baths ⋅ 536639568 MLS
Welcome to The Ritz-Carlton Residences—where modern design meets legendary service high above downtown Portland. This northwest corner two-bedroom, two-and-a-half-bath Premium Residence offers a serene retreat bathed in natural light, with views of Mt. Hood, the Willamette River and the city. Clean architectural lines, exceptional materials, and a thoughtfully designed open layout create an atmosphere of effortless elegance. The gourmet kitchen is beautifully appointed with custom Pedini cabinetry, quartz countertops, and premium Wolf, Miele, and Sub-Zero appliances—perfectly suited for both everyday living and elevated entertaining. A den with French doors offers privacy for a home office. The spacious primary suite provides a calming escape, filled with natural light and complemented by a spa-inspired bath finished in timeless materials. An additional bedroom suite offer comfort and privacy for guests. A large private terrace seamlessly extends the living space outdoors—an inviting setting for morning coffee or evening relaxation above the city. Residents enjoy the legendary service and amenities synonymous with The Ritz-Carlton, including 24-hour concierge services, in-residence dining, a state-of-the-art fitness center, indoor pool, and an owners-only lounge. Ideally located in the heart of downtown, you are moments from Portland’s finest dining, galleries, parks, and streetcar access. A rare opportunity to own a home defined by world-class hospitality, elevated design, and an unmatched urban lifestyle.

550 SW 10TH AVE Unit #3207, Portland

2023 SW MONTGOMERY DR, Portland
$2,750,000
6 Beds ⋅ 5 Baths ⋅ 424296881 MLS
A Masterwork Reimagined in Portland Heights. In the coveted grid of Portland Heights, where tree-lined streets meet timeless architecture, stands a residence that transcends eras—an inspired reimagining of an Emil Schacht–influenced Foursquare, thoughtfully brought forward with modern, state-of-the-art amenities. This is not merely a renovation, but a studied reinvention. In 2017, historic home designer Aram Irwin and luxury builder Randy Chandler undertook a comprehensive transformation—honoring Schacht’s legacy of craftsmanship and proportion while engineering a home for the way we live today. Four curated levels unfold with a natural rhythm of discovery. Sunlight filters through stained glass. Rich oak glows against soft cream walls. Authentic details reveal themselves at every turn—not preserved as relics, but revived as living, breathing elements of the home’s character. At the heart of it all: a kitchen that stops you mid-sentence—the magnetic center where guests gather and everyday moments feel elevated. Gracious living and dining spaces flow effortlessly, balancing intimacy and openness. Ascend to the top floor and discover a soaring retreat where holidays unfold by the fireplace, evenings linger, and life expands—a space designed for connection and comfort. Indulge in a private theater engineered for true immersion. Unwind in the Old English–style bar or retreat to the warmth of the sauna. Six bedrooms. Five full baths. Two powder rooms. A private main floor ADU guest suite. Every modern convenience has been seamlessly integrated with precision and intention—nothing overlooked or compromised. A striking gated entry announces arrival with a level flat yard, while an English garden with multiple living spaces offers a sense of refuge. Designer finishes curated by Designer Taryn Emerson elevate every sightline. A rare convergence of Portland’s architectural heritage and forward-thinking design-where the spirit of Emil Schact lives on, reimagined for today. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10007749]

2023 SW MONTGOMERY DR, Portland

2393 S MILITARY RD, Portland
$2,750,000
5 Beds ⋅ 5 Baths ⋅ 592958772 MLS
Classic beauty on nearly 2 gated acres of picturesque grounds in acclaimed Dunthorpe/Riverdale School District. A National Historical Registry treasure, this true 5 bedroom estate enjoys all updated systems including plumbing, electrical, roof, nearly new chef's dream kitchen and more. Beautifully appointed and preserved with gorgeous millwork & moulding, 3 functioning fireplaces, gleaming hardwoods, grand room sizes and a 4 stop elevator. Fully fenced grounds include heated "playhouse", sports court/play structure, garden beds, huge entertaining verandah, and wedding worthy gardens. Plenty of space to add a pool with easy access and handy utility hook-ups. Top-ranked Riverdale School District with K-8th grade school and acclaimed high school that offers IB curriculum. Central location that offers quick access to PDX, vibrant Lake Oswego Village, downtown Portland, character-filled Sellwood, gourmet markets and restaurants, and much more! As an added bonus, the full basement boasts a temperature controlled wine cellar, abundance of built-ins, space for fitness equipment, kids play area and more. Your private luxurious estate in the Portland metro's most beloved neighborhood awaits!

2393 S MILITARY RD, Portland

10200 SW HAWTHORNE LN, Portland
$2,675,000
4 Beds ⋅ 3 Baths ⋅ 319483354 MLS
Designed by Skylab Architecture, this thoughtfully reimagined mid-century modern home blends timeless Northwest architecture with contemporary living on a beautifully landscaped private half-acre. The flexible layout is designed for everyday living, bringing people together while providing privacy for residents, guests, and work.Vaulted tongue-and-groove ceilings, exposed beams, and expansive skylights celebrate the home's mid-century character, while new quartz countertops, fresh interior paint, custom window coverings, and Sonos whole-home audio provide modern comfort.At one end of the home, the private primary suite looks out to lush gardens and mature Northwest trees and includes a beautifully updated bath.A detached, architect-designed office/studio by Paul McKean, surrounded by floor-to-ceiling glass, offers flexibility as a home office, creative studio, learning space, fitness space, or private retreat.Designed for everyday living and entertaining, the private backyard features an expansive lawn, an outdoor kitchen, custom lighting, an architect-designed sauna, and cold plunge.A detached guest suite with a full bath offers flexible space for visitors, long-term guests, or a private retreat.Even the finished garage reflects the home's attention to detail, with epoxy-coated flooring, a slat wall organization system, overhead storage, and EV charging.Just minutes from downtown Portland, Nike, Cedar Hills Crossing, and top schools, this exceptional home combines remarkable architecture, flexible living, and the convenience of a Portland address with the tax advantages of Washington County.

10200 SW HAWTHORNE LN, Portland

1117 SW MITCHELL LN, Portland
$2,675,000
4 Beds ⋅ 2 Baths ⋅ 363706041 MLS
Perched in the coveted Hessler Heights neighborhood, this exceptional NW Contemporary offers a rare blend of architectural style, comfort, and breathtaking views. Floor-to-ceiling windows frame sweeping 180 degree city and Mt Hood and Mt Saint Helens view, filling the home with natural light and creating a seamless connection to the outdoors. Dramatic vaulted living spaces create an airy, sophisticated feel and highlight the home’s striking contemporary design. Designed with a primarily main-level layout, the home lives effortlessly with a thoughtful flow and generous proportions throughout. The beautiful yard and expansive deck provide ideal spaces to relax and take in the incredible setting. A spacious 4-car garage adds convenience and versatility. A true statement property with an unmistakable contemporary vibe designed by Bruce Walker in one of Portland’s most sought-after neighborhoods. Please contact agent before walking property. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247936]

1117 SW MITCHELL LN, Portland

12643 S IRON MOUNTAIN BLVD, Portland
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 140156922 MLS
Nestled on nearly an acre on one of the most sought-after streets in Dunthorpe, this stunning contemporary residence has undergone a comprehensive renovation with meticulous attention to detail. The result is a bright and refined interior where clean modern lines are beautifully balanced by new white oak flooring and elegant shiplap accents. Throughout the home, expansive picture windows, sliding glass doors, and skylights dissolve the boundary between indoors and out, framing the stunning natural beauty of the grounds and flooding nearly every room with natural light. In the living room, a dramatic recessed tray ceiling complements a fireplace framed by artful stonework and flanked by custom built-ins. The gourmet kitchen showcases brand-new Sub-Zero, Wolf, and Bosch appliances, quartz countertops, a farmhouse sink, and a vaulted tongue-and-groove ceiling with a skylight. A spacious center island faces a wall of glass that opens to an outdoor dining area and serene garden sanctuary with vibrant perennials and ornamental trees, interwoven with stone pathways that invite quiet exploration. A separate butler's pantry with dual Sub-Zero beverage centers provides additional prep space. The home offers five bedroom suites - three on the main level and two upstairs - including dual primary suites, one on each floor, for exceptional flexibility. A spacious bonus area with enclosed office space is ideal for a family or media room, while a separate guest house with kitchenette provides additional guest accommodations. The impeccably landscaped park-like grounds are surrounded by towering trees, offering maximum privacy in addition to manicured gardens, lush rolling lawns, and a sport court. The home is located in the esteemed Riverdale School District - consistently ranked one of the best in the state - minutes from downtown Portland and Lake Oswego.

12643 S IRON MOUNTAIN BLVD, Portland

432 NW ROYAL BLVD, Portland
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 322345888 MLS
Nestled among the trees, this architecturally significant residence by William/Kaven, known as Royal One, offers a rare dialogue between luxurious, modern design and the natural landscape. Floor-to-ceiling glass frames the ever-changing light and seasonal canopy, creating a living experience that evolves throughout the year. The great room unfolds beneath sculptural skylights, where natural light washes across custom oak cabinetry and a dramatic waterfall island. Expansive, 13-foot sliding glass doors open to a forest-framed dining room, blurring the boundary between indoors and out. A main-level bedroom with an ensuite provides flexibility for guests or a refined home office. Downstairs, the primary suite is a private retreat, where walls of glass slide away to a wraparound balcony immersed in the surrounding trees. Protected views of Forest Park, one of the largest urban forests in the United States, offer a sense of calm and seclusion, just minutes from downtown Portland, Nike, and the westside tech corridor. Widely published and recipient of multiple international design awards, Royal One is a landmark of contemporary Pacific Northwest architecture.

432 NW ROYAL BLVD, Portland

1495 SW CLIFTON ST, Portland
$2,375,000
5 Beds ⋅ 5 Baths ⋅ 605848521 MLS
Celebrating its 100th year, this beautifully updated Portland Heights classic seamlessly blends historic charm with modern convenience. Built in 1926 and thoughtfully enhanced for today's lifestyle, this special home offers the character and craftsmanship of a bygone era paired with the upgrades today's buyers seek.Breathtaking Mount Hood views take center stage, enjoyed from multiple balconies throughout the home where you can watch sunrises, changing seasons, and Portland's iconic landscape unfold. With undevelopable land located directly behind the property, this treasured vista is preserved, providing a rare sense of openness and privacy.Inside, abundant natural light fills inviting living spaces rich with architectural character and timeless appeal. A thoughtfully remodeled kitchen serves as the heart of the home, blending style and functionality for everyday living and entertaining. Modern upgrades include PEX plumbing, fiber optic internet service, and smart home features, ensuring comfort and connectivity while preserving the home's historic charm. The grounds are equally captivating, featuring a beautiful rose garden, multiple mature fruit trees, and thoughtfully landscaped outdoor spaces that create a private urban oasis. A fully remodeled guest house adds exceptional flexibility, offering ideal accommodations for guests, multigenerational living, a home office, or creative studio.Nestled in the coveted Portland Heights neighborhood, this special property offers a peaceful setting surrounded by mature trees and classic architecture, with convenient access to downtown Portland, parks, trails, and neighborhood amenities. As it reaches its centennial milestone, this Portland Heights treasure presents a rare opportunity to own a piece of the city's history—beautifully updated for the next 100 years.

1495 SW CLIFTON ST, Portland

6228 SW SWEETBRIAR CT, Portland
$2,350,000
6 Beds ⋅ 4 Baths ⋅ 651961847 MLS
A rare piece of Portland history, reimagined for modern living. Originally built in 1913 and once known as the iconic “Denny House,” this storied Craftsman was relocated from across the street from Portland Golf Club to its current West Hills setting, where it has since undergone a remarkable transformation. Spanning over 6,000 square feet on nearly half an acre, the home balances timeless architecture with an extensive list of thoughtful, design-forward upgrades and system improvements completed over the last year.The current owner elevated nearly every surface and system: a remodeled kitchen with marble counters, designer backsplash, and premium appliances; upgraded plumbing, HVAC, 2025 new roof, AV and whole-home wiring; fresh paint and wallpaper throughout; custom window treatments; and all new fencing surrounding the lush grounds. The garage was fully reimagined with epoxy floors, a dog wash station, Tesla charger, and climate-controlled fitness area.Original character remains beautifully intact with rich millwork, hardwood floors, leaded glass built-ins, and the deep front porch that anchors the home’s historic soul. Five bedrooms upstairs, generous gathering spaces, and a private guest suite below create flexibility without sacrificing charm. A seamless addition completed in recent years expanded the home with more than 1,300 square feet of beautifully integrated living space.Homes of this caliber and provenance rarely become available, making this an unexpected second chance to own one of Portland’s most distinctive historic residences. Tucked into coveted unincorporated Multnomah County near Raleigh Park, this is a home with both legacy and momentum, now even more refined for its next chapter.

6228 SW SWEETBRIAR CT, Portland

1205 SW MYRTLE DR, Portland
$2,310,000
3 Beds ⋅ 3 Baths ⋅ 213604295 MLS
Perched above the city, this mid-century masterpiece has been meticulously remodeled with no detail overlooked. Nestled privately down a long driveway, the home welcomes you with breathtaking, panoramic views of the Portland skyline and surrounding mountains. A seamless blend of timeless design and modern luxury, the home offers a sophisticated and serene lifestyle.The oversized deck is perfect for taking in 180-degree views, while the tranquil Japanese-inspired gardens below, designed by Kurisu, provide a peaceful retreat. The expansive primary suite is a true sanctuary, featuring a walk-in closet and a spa-like bathroom with heated floors. With mostly main-floor living, the primary suite and secondary laundry space are conveniently located on the first floor. The lower level offers a beautiful secondary bedroom suite, a sauna, an impeccably designed wine cellar, a family room, workout space, and additional laundry facilities. Other highlights include a 4-car garage, generator, and sleek, sophisticated finishes throughout. This home is an unparalleled blend of luxury, comfort, and style in one of Portland's most coveted neighborhoods. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10235971]

1205 SW MYRTLE DR, Portland

1209 SW HESSLER DR, Portland
$2,299,918
3 Beds ⋅ 3 Baths ⋅ 154391409 MLS
Set high in Portland’s SW Hills, where the views feel endless and time slows to match them, this is a home that redefines what it means to arrive. From the instant you step inside, there is a quiet shift—where the world opens up and everything softens. Walls of glass dissolve the boundary between indoors and out, drawing in uninterrupted views of Mt Hood,the Willamette River and the evolving cityscape below. It is a home that lives with the landscape, not just above it. An architecturally significant MCM designed by Van Evera Bailey, built by prominent Portland builder Max Shimshak and later reimagined by a Street of Dreams builder, the home has been featured in multiple publications including Better Homes & Gardens. Thoughtfully designed for effortless single-level living, the layout unfolds with a rare sense of calm and clarity. Generous living and entertaining spaces flow seamlessly, anchored by a central great room that captures the home’s most dramatic outlooks. The kitchen is open, connected and oriented toward the views, while adjacent dining and living areas invite both intimate evenings and larger-scale gatherings. Private spaces are equally intentional, offering comfort, separation and their own connection to the landscape. The primary suite becomes a retreat within itself—immersed in light, views and a sense of stillness that defines the home. Set on an expansive, curated parcel, the grounds feel both natural and purposeful—mature, established and reflective of the Pacific NW. Outdoor spaces extend the living experience, offering places to gather, unwind and take in the ever-changing scenery. Tucked within a legacy hillside neighborhood known for its privacy, scale and proximity to PDX's best amenities, the location offers a rare duality—moments to trails, parks, OHSU and downtown, yet a world entirely your own. This is not simply a residence—it is an architectural experience. Where life slows, views expand and every day begins and ends with intention.

1209 SW HESSLER DR, Portland

1830 NW 23RD PL, Portland
$2,250,000
177996728 MLS
Guild Apartments, a 12-unit multifamily property located at 1830 NW 23rd Place in Portland’s Uptown neighborhood. The offering consists of a three-story, renovated vintage asset featuring a unit mix of eight one-bedroom/one-bathroom units & four two-bedroom/one-bathroom units.Ideally positioned within walking distance of the NW 23rd Avenue retail and dining corridor, the property provides residents with convenient access to a wide range of neighborhood amenities, including restaurants, shopping, and everyday services. The location also offers proximity to public transportation, supporting connectivity throughout the Portland metropolitan area. Guild Apartments benefits from its placement within a well-established submarket characterized by a concentration of comparable vintage multifamily housing and consistent rental demand. With renovated interiors, a desirable unit mix, and a highly accessible location, the property presents a compelling opportunity to acquire a well-located asset in one of Portland’s most sought-after rental neighborhoods. Please Do Not Disturb Tenants. All Offers Subject to Interior Inspection. No Sign on Site.

1830 NW 23RD PL, Portland

6330 SW SWEETBRIAR CT, Portland
$2,200,000
6 Beds ⋅ 5 Baths ⋅ 606810671 MLS
Custom-built home with exceptional milwork and architectural detail, located in prime location, served by top-rated schools. Main floor living with 4 of the 6 bedrooms, primary, and office all on main. Grand great room with fireplace, built-ins, expansive windows, french doors out to deck. Chef's kitchen with Viking range, built-in refrigerator, cook island with breakfast bar. Mud room with laundry, heated floor, dog wash station, and built-ins for everyone. Whole-house generator.Lower level separate entrances (ADU potential), second primary suite, family room with kitchenette, huge recreation room and dedicated fitness studio.Multi-zone outdoor living: large deck off living / dining / kitchen for seemless outdoor entertaining. Lower level covered patio, lighted sport-court, synthetic turf yard for year-around play, fenced back yard, and gas fire-feature for intimate evening gatherings.

6330 SW SWEETBRIAR CT, Portland

1685 SW MIDVALE RD, Portland
$2,198,000
3 Beds ⋅ 2 Baths ⋅ 397822671 MLS
Private Dunthorpe retreat set on a beautifully landscaped and highly usable 0.94-acre lot in unincorporated Clackamas County, offering exceptional main-level living with an ideal blend of luxury, privacy, and convenience just minutes from both Portland and downtown Lake Oswego. This extensively renovated California style residence features all-new windows and doors, a new 15-year transferable roof, expanded closets, enhanced landscaping, and stunning bathrooms with high-quality finishes. The resort-style backyard with all day sun is the true centerpiece, offering an extraordinary private oasis with an in-ground swimming pool and spa, multiple fire pit gathering areas, a charming courtyard, play structure, and expansive manicured lawns designed for both recreation and relaxation on nearly an acre of usable grounds. The heart of the home showcases a chef’s kitchen with premium appliances, seamless connection to an elegant dining room, and a temperature-controlled wine cellar ideal for curated collections and entertaining. French doors open to an expansive covered patio, extending living outdoors for year-round enjoyment. The spacious main-level primary suite provides a serene retreat with a spa-like marble bath, while two additional bedrooms and a convenient utility room complete the main level. The lower level includes a dedicated office and bonus room, adding flexible living space for modern needs. Truly a one-of-a-kind offering with a whole-house generator for added comfort and peace of mind. Ideally located near Tryon Creek State Natural Area, this property offers immediate access to trails and nature while remaining close to top-tier amenities and entertainment. Located within the top-rated Lake Oswego School District.

1685 SW MIDVALE RD, Portland

445 NW SKYLINE BLVD, Portland
$2,125,000
4 Beds ⋅ 4 Baths ⋅ 412576473 MLS
Modern Architectural Masterpiece within a serene forest sanctuary.This stunning contemporary home, designed by Kelly Edwards co-founder of Scott Edwards Architecture,offers a connection to the natural landscape and design intentionally blurs the line between indoors and out. The minimalist,open-plan is bathed in natural light from the two-story walls of windows in the main living spaces giving occupants the sensation of floating among the trees.The interior spaces are appointed with natural finishes in the Ipe hardwood flooring,custom built-ins,concrete and wood-wrapped fireplace and floating wood staircases connecting the levels.Chefs of all skill levels will appreciate the open kitchen that is equipped with stainless appliances,a gas cooktop and double islands provide plenty of prep & storage space.The primary retreat features high ceilings and forest views,walk-in closet with built-ins,luxe soaking tub plus a washer&dryer.The upper level includes a bedroom suite w a full bathroom,dedicated loft workspace that overlooks the living areas with forest views.The lower level living space is perfect for casual entertaining with a built-in bar, glass doors that connect to a deck lounge space and sleek tile flooring.A large bedroom, full bathroom and dedicated laundry room complete the lower level.The double car garage plus an additional living quarter suite are connected to the main house by an enclosed glass breezeway. Designed for entertaining both in/out with multiple outdoor entertaining spaces,including a patio that connects to the kitchen&dining room via glass doors,lower level decks for lounging + a fire pit gathering space in the forest.Beyond the modern exterior,this retreat sits on 1.89 forested acres with a beautiful landscape design that complements the architecture,trails for exploration and connection to wildlife plus a sunny garden space.The location offers the best of both world,a private woodland paradise just minutes to dwntwn,St Vincent,Nike HQ. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10121839]

445 NW SKYLINE BLVD, Portland

1616 S GREENWOOD RD, Portland
$2,125,000
5 Beds ⋅ 5 Baths ⋅ 477472638 MLS
Tucked at the quiet end of coveted Greenwood Rd, this extraordinary Dunthorpe Riverdale estate evokes the romance of a European retreat. Set behind lush landscaping on two parcels totaling .81 acres, the property offers exceptional privacy, manicured gardens, and resort-inspired living with a sparkling pool and private cabana/guest suite.Inside, dramatic 19-foot ceilings and a sweeping mezzanine create an unforgettable first impression. Gorgeous parquet floors add warmth and refinement, while the grand living room centers around an impressive hearth. A sophisticated library/billiards room and redesigned dining room provide timeless elegance, and the inviting family room opens seamlessly to a stunning marble chef’s kitchen w/show stopping LaCornue lux range. Designed for entertaining at any scale, the home also features a fully equipped caterer’s kitchen and a temperature-controlled wine cellar for prized collections.Extensively updated, the residence blends classic craftsmanship with modern comfort. 15 sets of French doors invite indoor-outdoor living, opening to tranquil water features, expansive decks, and the pool terrace. Imported Italian fireplaces, intricate millwork, a wet bar, tech room, whole-home sound system, and 5 total fireplaces enrich the experience. A newly installed commercial-grade furnace + AC system ensure year-round efficiency and comfort.The private primary wing offers a serene escape with an adjoining fitness room and executive office. 3 add'l generous bedroom suites, laundry rooms on both levels, abundant built-ins, plentiful storage, and an elevator-ready shaft provide convenience and flexibility for years to come.Whether enjoying a peaceful evening swim beneath the twilight sky or hosting unforgettable gatherings that flow effortlessly from indoors to out, this estate rises to every occasion. Positioned near top schools and Portland amenities, it offers the rare opportunity to live expansively, entertain beautifully, and retreat in privacy

1616 S GREENWOOD RD, Portland

11108 S COLLINA AVE, Portland
$2,110,000
4 Beds ⋅ 3 Baths ⋅ 395419406 MLS
Offer Deadline 7/7 at noon! Designed by architect Charles Ertz and built in 1925 for Portland real estate developer Frank McGuire, this extraordinary Mediterranean residence is one of Portland’s most significant examples of the style. Set on beautifully landscaped grounds in Dunthorpe, the home has been carefully preserved and updated, offering a rare blend of architectural character, modern comfort, and old Hollywood glamour. White stucco walls, a red tile roof, original wrought iron details, and bronze light fixtures crafted in Italy for the home speak to the artistry of its original design. The dramatic vaulted living room, centered around a grand Renaissance-style fireplace, remains one of the home’s most memorable spaces. French doors open to stone terraces and gardens, creating a seamless connection between the home and its surroundings.The grounds are every bit as captivating as the architecture. Mature trees, a terraced pond with waterfall, productive gardens, fruit trees, Pinot Noir grape vines, and year-round color create a setting that feels both private and timeless. A pool, hot tub, and multiple outdoor gathering spaces offer opportunities to relax, entertain, and enjoy views of Mt. Hood.The kitchen is filled with natural light and features marble countertops, a Wolf range, abundant storage, and plenty of workspace. The primary suite offers heated floors, a steam shower, dressing room, and balcony overlooking the pool and Mt. Hood. An expansive family room and lower-level bedroom with adjacent full bath provide flexibility for guests, while the detached studio apartment offers a private entrance, full bath, and kitchenette, creating exceptional versatility for guests, extended family, work-from-home needs, or creative pursuits. Located within the Riverdale School District and just minutes from Tryon Creek, downtown Lake Oswego, and Portland, this remarkable estate honors its history while remaining beautifully suited for the way we live today.

11108 S COLLINA AVE, Portland

2623 NW OVERTON ST, Portland
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 448763256 MLS
Classic Portland architecture, completely reimagined. This Craftsman four-square in the Alphabet District underwent a studs-out transformation in 2022/23, a collaboration between Emerick Architects and Right Angle Construction that restored its historic character while creating a decidedly contemporary interior. Across four levels and 4,064 square feet, generous rooms and high ceilings meet wide-plank European oak floors, custom Blakeslee cabinetry, Hawthorne Tile and beautifully considered built-ins. The kitchen pairs Sub-Zero and Miele appliances with quartz and walnut, while the primary suite includes a gas fireplace, double walk-in closets and a spa-like bath. French doors open to a covered, heated porch and fully fenced backyard. Four bedrooms, 4 and half baths, an upper-level office/flex space and detached garage complete a remarkable reinvention. Chapman Elementary and Wallace Park are just a block away and the restaurants, cafés, bakeries, boutiques and specialty shops of NW 23rd, just three blocks from home.

2623 NW OVERTON ST, Portland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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