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1545 S MARY FAILING CT, Portland
$3,599,950
5 Beds ⋅ 3 Baths ⋅ 371252168 MLS
A remarkable expression of modern Northwest living, where architecture, craftsmanship and landscape come together with uncommon warmth. Set in coveted Dunthorpe, this Mid-Century Modern residence has just completed an extensive, transformative renovation by Taylor Smith Construction, with interiors thoughtfully curated by House of Milo. The result is an exceptional marriage of timeless architecture and contemporary sophistication. Soaring wood-clad ceilings, exposed beams, skylights and walls of glass create an extraordinary connection to the surrounding landscape.At the heart of the home, a beautifully conceived kitchen pairs natural-wood cabinetry with an expansive waterfall island, integrated appliances, sculptural range hood and curated tilework. Kitchen, dining and living spaces flow effortlessly beneath vaulted ceilings, while expansive glass doors open directly to the pool, gardens and outdoor entertaining areas.Throughout, bespoke millwork, architectural lighting, natural materials and unexpected moments of color create interiors that feel collected rather than conventional. Generous living spaces balance openness with intimacy, offering beautifully defined areas for gathering, relaxing and entertaining. Private retreats complement the expansive gathering spaces, while a dedicated fitness and wellness area with sauna and steam room elevates everyday living.Outside, the private pool and mature landscaping create a resort-like sanctuary and natural extension of the home's living spaces. Whether hosting intimate dinners, entertaining on a grand scale or enjoying quiet afternoons overlooking the gardens, the property offers a remarkable sense of escape. Moments from Lake Oswego and within easy reach of downtown Portland, this extraordinary residence delivers architectural distinction, privacy and convenience. A thoughtful reinvention of a Mid-Century classic in one of Portland's most distinguished neighborhoods.

1545 S MARY FAILING CT, Portland

6737 SW 30TH AVE Unit #B, Portland
$269,900
2 Beds ⋅ 1 Baths ⋅ 391625391 MLS
Fantastic opportunity near the heart of Multnomah Village! This spacious 2-bedroom, 1.5-bath condo offers almost 1,100 square feet of comfortable, easy living in a wonderful SW Portland location. A convenient path from the community provides direct access to the shops, restaurants and charm of Multnomah Village. Inside, enjoy an updated kitchen, fresh interior paint, new flooring and the convenience of in-unit laundry. The spacious primary bedroom features its own half bath, while the living area opens through a slider to a private deck overlooking the community’s in-ground swimming pool. A private storage unit is located just off the deck, providing additional space for all the extras. Deeded parking is included and conveniently located just outside the condo door for easy access. With generous square footage, thoughtful updates, great amenities and a sought-after location, this is a wonderful opportunity for first-time buyers, downsizers and anyone looking for low-maintenance living with Multnomah Village right at their fingertips!

6737 SW 30TH AVE Unit #B, Portland

1546 S MILITARY RD, Portland
$3,795,000
5 Beds ⋅ 3 Baths ⋅ 437974535 MLS
Tucked behind lush gardens in the heart of Dunthorpe, this extraordinary estate carries historic character, thoughtful design, and modern livability in equal measure. A recent remodel touched the home with exceptional care, preserving original architectural details while introducing designer lighting, hand-selected wallpaper, and refined finishes that honor its timeless spirit. Four fireplaces warm the home, from the gas fireplace in the living room to a wood-burning hearth in an upstairs bedroom. Multiple sets of main level French doors open directly to the gardens, dissolving the boundary between indoor and outdoor living. At the heart of the home, the remodeled kitchen pairs crisp white cabinetry and quartz countertops with high-end appliances and a generous island with bar seating, made for both quiet mornings and lively gatherings. Upstairs, the serene primary suite opens to an enclosed sun porch and private second-story patio. Three sunny additional bedrooms are just down the hall, while third floor bonus space is your fifth bedroom, office, or gym. The basement level adds a dedicated home theater and an adjoining bonus room with kitchenette. Outside, nearly an acre of beautifully manicured grounds unfold with a sparkling swimming pool, emerald lawns, outdoor dining room under a wisteria-covered pergola, covered patio, and a charming greenhouse. Located within the top-rated Riverdale School District with easy access to Portland and Lake Oswego, this is Dunthorpe at its best.

1546 S MILITARY RD, Portland

1510 S BUDDINGTON ST, Portland
$3,750,000
4 Beds ⋅ 6 Baths ⋅ 256092063 MLS
There is nothing else like Buddington in Dunthorpe.Set at the top of a quiet street, past a private drive that opens to a full acre of hedge-walled grounds, 1510 Buddington is a true Northwest modern estate. Steel beam construction, a standing seam metal roof, and modern systems throughout: built to a standard rarely seen.A grand pivot door opens to walls of glass that slide away entirely, erasing the line between the great room and the terrace beyond. It is rare to find a hillside lot that walks straight out, level, to a south-facing saltwater pool with built-in hot tub. No steps, no transition, just an uninterrupted run from kitchen island to poolside chaise, with sun across the water all day and total privacy on every side.Inside, vaulted ceilings and a fireplace draw the eye through the great room, dining area, and chef's kitchen, with a six-burner range, double ovens, dual dishwashers, and a dedicated wet bar. A massive box-beamed bonus room with walls of built in panelling and bookshelves/display cases, opens to its own private fireplace terrace with peaceful water feature.The layout is the quiet advantage. The primary suite occupies its own wing on the main level, with pivot door entry, walls of glass, direct pool access, and a spa bath built for slowing down. Upstairs, a floating staircase leads to three en suite bedrooms, each with a walk-in closet, a separate wing with its own space. Below, a Klafs sauna, home theater, fitness room w/ sport court access, and full bath make the lower level the one everyone ends up in.Outdoors, a covered patio with wood-burning fireplace, outdoor kitchen, and built-in grill anchors the terrace, while a fire pit with built-in seating and uplighted, fully fenced grounds carry the evening well past sunset.Oversized three-car garage with room to expand a collection. Riverdale School District. Supremely private. Excellent location to LO and the City.This is Dunthorpe, reimagined for the way people want to live now.

1510 S BUDDINGTON ST, Portland

1120 S MILITARY RD, Portland
$3,150,000
4 Beds ⋅ 4 Baths ⋅ 147266081 MLS
The Eden House is a rare blend of modern architecture, functional innovation, and elevated indoor–outdoor living, ideally located on revered Military Road. This architecturally custom residence features a refined open-concept great room that flows seamlessly to resort-style outdoor entertaining spaces. A striking infinity-edge pool serves as both centerpiece and water feature, cascading to a lower patio with built-in fire pit. Multiple outdoor zones include built-in BBQs on both the kitchen-level deck and lower patio, offering exceptional versatility for entertaining. The high-style chef’s kitchen showcases custom inset cabinetry, slab countertops and backsplash, double Miele ovens, and a sleek, integrated Pitt Burner cooktop system, perfectly balancing form and function. The primary suite is a private wellness retreat with steam room and sauna, while the spa-inspired primary shower is fully capped with a skylight—one of five thoughtfully placed skylights that flood the home with natural light and dramatic architectural presence. The upper level includes three guest bedrooms: two connected by a Jack-and-Jill bath and a private en suite guest room. A main-level study with adjacent full bath adds flexibility for work-from-home or guest living. Architectural integrity is elevated with custom Glo windows and doors and warm clear cedar siding, completing a home inspired by international design and defined by thoughtful craftsmanship and refined modern living.

1120 S MILITARY RD, Portland

3835 SW CANBY ST, Portland
$379,000
3 Beds ⋅ 2 Baths ⋅ 724992989 MLS
Spacious and unique duplex/townhome style condo amongst the Pines by charming Multnomah Village and Gabriel Park,Dog Park, Playground, Tennis/Pickleball courts, and SW Comm. Center. Great room offers open living/dining with deck, gas FP & hall pantry. Flexible floor plan:Primary on main or lower level second bedroom with Jack n' Jill bath to Large 3rd bedroom w/ walk-in closet could be media room, office, workout space. Office with exterior door to back area. Oversized two car garage has a half bath plus utility sink creating options for a rec. room, studio, workshop or conversion. New Hardiplank siding installed 2026. Brand new roof, Back deck- new trex decking just replaced. New Asphalt throughout the community and driveway just replaced. Fresh interior paint and lower bath upgrades include luxury vinyl floors. Community pool & party room for summer fun! Quick stroll over to Multnomah Village for dining, shopping, food trucks and Art & Cultural events. Easy access to Capitol Hill, Raleigh Hills, Beaverton and Downtown amenities. Photos include former staging, currently vacant. Don't miss this opportunity with these new exterior finishes at a fresh and fantastic price!!

3835 SW CANBY ST, Portland

12727 S IRON MOUNTAIN BLVD, Portland
$3,965,000
4 Beds ⋅ 4 Baths ⋅ 674305115 MLS
A rare and architecturally significant offering, this transitional modern estate was designed by acclaimed Oregon architect Richard Marlitt, and rests gracefully on over two dynamic level acres of private, meticulously curated grounds. Celebrated for his mastery of proportion, light, and spatial harmony, Marlitt’s intelligent proportions and Mid Century design create a seamless dialogue between indoors and out, where walls of glass, soaring ceilings, generous room sizes and thoughtfully placed French doors invite nature into everyday living.Extensive renovations have transformed the home into a beautifully modern residence while remaining true to its original architectural vision. Defined by its effortless main-level living, elegance and fluid floor plan, the home offers both grand entertaining spaces and intimate retreats. Outdoors, the estate transforms into a resort-like setting with exquisite grounds, a sunlit pool terrace, and a seemingly endless and expansive lawn. Enjoy a fully equipped pool house—featuring its own living quarters, kitchenette, and fireplace—ideal for guests or extended entertaining. Mature trees, curated gardens, and seasonal blooms create a landscape of year-round beauty, enhanced by extensive lighting that brings the grounds to life after dusk.With a legacy of thoughtful stewardship and extensive modern updates, this is a timeless residence where architectural pedigree meets contemporary comfort—offering a rare opportunity to own a truly distinguished and elegant Oregon estate.Characterized by grand residences set on generous acreage, mature landscapes, and quiet, tree-lined lanes, the welcoming Dunthorpe neighborhood offers a rare blend of privacy, prestige, and community—an enduring legacy that has made it one of the Pacific Northwest's most coveted residential enclaves.

12727 S IRON MOUNTAIN BLVD, Portland

11605 S ELYSIUM PL, Portland
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 557955490 MLS
Perched on a lush hillside in Dunthorpe and offered for the first time, this singular estate commands sweeping views toward Tryon Creek State Natural Area from a setting of rare beauty. Three fireplaces, a pool, multiple entertaining decks, a spa-like primary suite, and masterful architectural touches create a private sanctuary in one of the city's most sought-after neighborhoods. Surrounded by towering conifers, the grounds unfold along winding pathways that weave through a layered understory of native ferns and vibrant perennials. Inside, custom millwork, antique hardware, warm oak flooring, and intricate tilework showcase an uncommon attention to detail. Anchored by an elegant fireplace and extensive built-ins, the living room flows into a sunroom enclosed by windows, where a wet bar with a copper sink and artisan backsplash complements leaded glass cabinetry. The kitchen features granite countertops, an edge-grain butcher block island, and Dacor and Fisher & Paykel appliances, while a pass-through window to an outdoor grilling station and a prep room/pantry make for effortless entertaining. An adjacent dining room with fireplace is wrapped in rich wood wainscoting. Upstairs, the primary suite is a retreat in its own right: a sitting area with fireplace, vaulted ceilings, a bank of windows framing treetops, and access to a private deck. In the ensuite, a tongue-and-groove barrel-vaulted ceiling arches over mosaic tile floors, a clawfoot soaking tub, a frameless shower with dual showerheads and stone slab bench, and a double vanity. Two additional bedrooms and full bath complete the upper level. A basement workshop and detached garage accommodating 10+ cars offer ample storage. Separate from the main home, the garage houses a skylit studio loft with full bath and kitchenette, alongside a greenhouse with raised planting beds and curved glass solarium wall. Located in the top-rated Riverdale School District, minutes from Lake Oswego and downtown Portland.

11605 S ELYSIUM PL, Portland

505 SW GLEN RD, Portland
$3,895,000
4 Beds ⋅ 3 Baths ⋅ 559398307 MLS
Back on the market through no fault of the home or seller, and now offered at a new price. Rarely does a property offer this combination of scale, privacy, coveted schools, resort-inspired amenities, and expansive single-level living. A home that lives as beautifully outdoors as it does indoors. Set on nearly an acre of flat, sun filled grounds within the Lake Oswego School District and unincorporated Clackamas County, this design forward Santa Barbara inspired residence embodies effortless California living. Thoughtfully oriented around its exceptional grounds, expansive walls of glass and retractable doors blur the line between indoors and out, while vaulted, beam lined ceilings create a sense of scale and openness throughout. Curated by Wishbone Home & Design, the home was shaped around light, livability, and connection to the outdoors. Extensively rebuilt and expanded with predominantly new materials, the home offers the craftsmanship of a custom new build while preserving the warmth and character of its Santa Barbara inspired design. Sculptural stucco fireplaces create striking focal points with warmth, texture, and architectural character. The thoughtfully designed layout offers four bedrooms, a dedicated office, a private primary retreat with vaulted ceilings, a spa inspired bath, and views overlooking the pool and grounds, as well as a spacious bonus room with wet bar and retractable glass wall opening directly to the poolside outdoor living spaces. Outside, a resort style pool, tennis court, covered outdoor living room, entertaining terraces, mature landscaping, and generous turf areas extend the living experience year-round. A walking path leads into vibrant downtown Lake Oswego, placing its restaurants and shops within easy reach while preserving the privacy of an estate setting. This combination of flat acreage, expansive single level living, privacy, resort amenities, and proximity to downtown is nearly impossible to replicate.

505 SW GLEN RD, Portland

2030 S MILITARY RD, Portland
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 448842431 MLS
Classic elegance meets modern updates in this beloved Dunthorpe storybook estate that offers a new roof, new HVAC system, expertly restored wood frame windows, rich millwork and finishes, a sparkling pool with automated cover, smart home features, and all perfectly situated on 1.31 lush acres with picturesque Mt Hood views. Enjoy ready access to Oregon’s top-ranked Riverdale Grade School, which is only a stone’s throw away, and romantic interiors that feature soaring ceilings and grand room sizes, gorgeous formal and family spaces, chic period hardware and statement light fixtures, handsome hearths and true hardwood floors, and two sunrooms opening to dreamy covered and open air terraces. Planned with privacy in mind, this refuge features a primary suite wing with extensive built-in storage, family and guest quarters with adjoining media room, and many options for flex/studio/executive remote work spaces. Delight in the charm and character of a beautifully built legacy home with all the conveniences of contemporary living including a 3-car garage, zoned HVAC systems, generator transfer switch, and a newly lined 8’ deep lap pool surrounded by sunny decks. Gardener’s will revel in the lovely entertainer’s grounds with zip line, gazebo, magical outdoor moments at every turn, and all surrounded by majestic mature trees and plantings. From its grand staircase hall to its mountain views and thoughtful updates, this beauty is primed for another era of wonderful memories and fine living.

2030 S MILITARY RD, Portland

7937 SW 40TH AVE Unit #I, Portland
$169,950
1 Beds ⋅ 1 Baths ⋅ 379344760 MLS
Own in Multnomah Village for under $200,000! This bright, move-in-ready 1-bedroom condo offers an exciting opportunity to own in one of Portland’s most charming and walkable neighborhoods, just blocks from the shops, restaurants, coffee, and community of Multnomah Village, with Gabriel Park nearby.Fresh paint and new carpet throughout make this 712 square foot home feel fresh, bright, and welcoming. The smart, open floor plan lives larger than expected, with abundant natural light and plenty of thoughtful storage. The well appointed kitchen features wine storage, an eat-in bar, and a great connection to the living space. Sliding glass doors open to a covered porch that’s perfect for morning coffee, entertaining, or enjoying your own outdoor space year-round. Even better, the porch includes a walk-in storage closet, a rare and incredibly useful bonus for condo living.The generous bedroom features a walk-in closet with custom organizers, while the updated bathroom offers a stylish new vanity. A coat closet and laundry closet are conveniently located at the entry, keeping everyday essentials neatly tucked away. Your deeded parking space is located directly in front of the unit for maximum convenience.And the HOA delivers serious value, covering water, sewer, trash, and exterior maintenance, while also giving you access to the community pool and hot tub. Spend less time worrying about exterior upkeep and more time enjoying everything Multnomah Village has to offer. Under $200K, a prime Multnomah Village location, deeded parking, private outdoor space, pool + hot tub, and water, sewer and trash included in the HOA—this is an opportunity to own in one of Portland’s most desirable neighborhoods without the price tag you might expect. Come see why this condo is such a great way to make Multnomah Village your home!

7937 SW 40TH AVE Unit #I, Portland

1506 S BUDDINGTON ST, Portland
$2,995,000
6 Beds ⋅ 5 Baths ⋅ 239504070 MLS
Set on an impeccably landscaped lot in the heart of Dunthorpe and deeply rooted in Frank Lloyd Wright's Prairie tradition, this custom home is a study in refined architecture and easy living. A thoughtful floor plan places the primary suite, two bedrooms, and a private guest suite together on the main floor. Cherry millwork, exposed vertical grain timber trusses, and natural stone showcase meticulous craftsmanship, while expansive glass draws Dunthorpe's lush greenery inside. Artisan leaded glass windows and pocket doors - inspired by Wright's art glass - appear throughout, alongside framed suede accent panels. In the skylit great room, soaring vaulted ceilings are anchored by a stacked stone fireplace with hand-chiseled header, custom built-ins, and an integrated media center. The kitchen, with its own vaulted ceiling and skylights, offers granite countertops, high-end appliances, a distinctive Arts & Crafts tile backsplash, and a wet bar with wine fridge, while an adjacent dining room is warmed by a fireplace under a tray ceiling. Dramatic vaulted ceilings continue in the primary suite, where a fireplace and artisan windows complement a cherry-paneled dressing suite, vessel-sink double vanity, frameless glass shower, and soaking tub. Tucked down a back hall, a guest suite with its own entrance offers a full kitchen, a double-sided fireplace, and patio access. The main level includes two additional bedrooms, while the upper and lower floors each feature a dedicated bedroom, full bath, and versatile bonus living space. Outside, mature plantings surround an expansive flagstone patio and pool area where a gas-fueled fire pit and gas torches illuminate a shuffleboard court, multiple lounging areas, a hot tub, and a cooking station with premium infrared grill. Additional amenities include a dog kennel with power/water, sauna and a whole-home generator. Located within the top-ranked Riverdale School District and minutes from downtown Portland and Lake Oswego.

1506 S BUDDINGTON ST, Portland

431 SW COLONY DR, Portland
$875,000
5 Beds ⋅ 4 Baths ⋅ 106908201 MLS
Located within an established community, this extensively updated home offers exceptional flexibility including options for work from home and multi-generational living with meaningful capital improvements—alongside access to neighborhood amenities including a community pool, tennis court, and miles of trails at nearby Tryon Creek State Park. Vaulted ceilings and expansive windows fill the interior with natural light while maintaining a warm, comfortable feel throughout. A main-level bedroom and full bath provide an ideal setup for guests or multi-generational living, while the oversized primary suite upstairs functions as a private retreat with an adjoining flex space suited for a nursery, office, sitting room, or dressing area. The fully finished lower level expands the home’s versatility with two additional bedrooms, a full bath, gym space, and a large bonus room designed for media, recreation, or play. Extensive system and exterior updates provide long-term peace of mind, including new Milgard windows and skylights, high-efficiency tankless water heater, a new gas furnace, basement waterproofing and below-grade drainage system, insulation upgrades, roofing and siding improvements, full exterior paint, and more. Interior improvements include removal of the sunken living room, a redesigned fireplace, remodeled bathrooms, new interior doors, and fresh paint throughout. Enjoy the retro kitchen and primary bath or customize to your individual taste. Experience confidence and comfort in a home defined by thoughtful updates, adaptable living spaces, and a location that balances privacy with everyday convenience—minutes from parks, Lewis & Clark College, downtown Portland, and more.

431 SW COLONY DR, Portland

1905 S GREENWOOD RD, Portland
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 138611139 MLS
Wake each day to filtered sunlight through towering firs, stroll manicured lawns framed by mature gardens, and enjoy a setting that feels both secluded and effortlessly connected. Set on more than two acres in prestigious Dunthorpe bordering Lake Oswego, this remarkable estate offers a rare blend of privacy, scale, and refined living. The 11,000+ square-foot residence, designed in 1924 by renowned architect Ellis Lawrence, pairs timeless Tudor Revival, Arts and Crafts, Spanish Renaissance, and Mediterranean influences with thoughtful modern enhancements, including a chef’s kitchen reimagined in 2025, a resort-style pool & guest house, a detached private fitness center, and professional-grade turf and basketball sport courts. Meticulously preserved and beautifully refreshed, with extensive renovations by the current owners, the home features restored Garry oak floors, leaded glass windows, elegant archways, and light-filled living spaces designed for both grand entertaining and everyday comfort. Surrounded by sweeping lawns, mature trees, and curated gardens, this landmark property offers a truly exceptional retreat just minutes from Lake Oswego and downtown Portland.

1905 S GREENWOOD RD, Portland

12916 SW 61ST AVE, Portland
$724,000
4 Beds ⋅ 3 Baths ⋅ 269002439 MLS
Award-winning Lake Oswego schools and low unincorporated Clackamas County taxes set the stage for this thoughtfully updated single-level ranch just outside the heart of Westlake. Skylights fill the interior with natural light, enhancing the welcoming feel throughout. The fully remodeled kitchen showcases custom cabinetry and modern finishes, opening seamlessly to spacious living and dining areas ideal for both daily living and entertaining. The generous primary suite provides direct backyard access, creating a peaceful, private retreat. Outdoors, an architect-designed front porch adds charm and curb appeal, while the backyard is built for relaxation with an in-ground pool, louvered pergola, and mature landscaping. Recent improvements include a metal roof (just ~4 years old) and solar panels for efficiency and sustainability. Located near Westlake Park, local shops, dining, and Lake Grove Swim Park access, this home offers an exceptional lifestyle in one of Lake Oswego's most desirable areas.

12916 SW 61ST AVE, Portland

8444 SW 58TH AVE, Portland
$839,000
4 Beds ⋅ 2 Baths ⋅ 525740986 MLS
Experience private, resort-style living at the end of a quiet street with direct access to walking trails. The highlight is a sparkling in-ground pool, surrounded by multiple decks, a built-in bar with mini fridge, outdoor ceiling fan, and misting system — a perfect setting for entertaining or relaxing. Inside, vaulted ceilings and maple engineered hardwoods frame the open great room. The kitchen features an island with gas range and a sink with backyard views, while the dining area offers a buffet bar and wine cooler. A gas fireplace anchors the living area and flows through to the family room on the opposite side. Three bedrooms are located on the main level, one ideal as a private office, while the upstairs primary suite includes a walk-in shower, double sinks, convenient laundry, and a large walk-in closet that doubles as a dressing room. Recent updates include a new pantry and fourth bedroom/den, along with the practicality of a garage and RV parking. This home blends comfort, function, and everyday luxury. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10241890]

8444 SW 58TH AVE, 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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