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$4,695,000
6 Beds ⋅ 7 Baths ⋅ 729093728 MLS
Willamette Riverfront Estate blending Northwest Craftsman architecture with thoughtful modern updates. Originally built in 1913 and extensively reimagined in 2005-2006, this home is set on over an acre along one of Lake Oswego’s most sought-after stretches of riverfront. Rich woodwork, custom built-ins, high ceilings, and refinished hardwoods define the interiors. The kitchen opens to the family room and a window-wrapped sunroom with vaulted bamboo ceilings and panoramic river views. Features include a butcher-block island, 8-seat eating bar, and a 6-burner Wolf range. The updated butler’s pantry offers a secondary suite of appliances to enhance everyday function and entertaining. Formal living and dining, office with exterior access, and main-level guest suite. The primary suite offers a spa-like bath clad in Ann Sacks tile, complete with a fireplace-accented soaking tub, oversized walk-in shower, and recently renovated closet. The lower level is designed for entertaining, featuring a wet bar and seamless access to the backyard, pool, and riverfront. An upper-level bonus room is complete with a built-in rock climbing wall and interactive game elements. Outdoor features include an oversized dock with 2 boat lifts and 2 jet ski docks, a thoughtfully designed pool and spa, and two gas fireplaces. Gated entry, mature landscaping, and private setting in the Riverdale School District. Significant improvements completed in recent years include transformative exterior paint, a refreshed main-level statement fireplace and eating bar, remodeled butler’s pantry with integrated dual laundry, custom primary closet, and an elevated gangway system.

12790 S FIELDING RD, Lake Oswego

Listing courtesy of Windermere Heritage.

$4,647,484
4 Beds ⋅ 3 Baths ⋅ 269016299 MLS
Behind a restrained concrete façade in the heart of Clinton/Division, this newly completed architectural compound feels less like a residence & more like a private club, gallery retreat, or hidden modernist villa you’d expect to find in Mexico City, Copenhagen, or the early creative years of Venice Beach, before everyone discovered it. Designed by Material Architecture & Furniture, built by Capsule, the home is a rare study in permanence, restraint, & warmth. An 18-inch structural concrete wall system, thermally broken floor to ceiling windows, custom steelwork, & Oregon white oak create a level of material integrity almost never seen in Portland’s residential construction. At the center of the property, a lush outdoor escape dissolves the line between indoors & out. Centor doors open the living spaces entirely to bluestone patios, curated landscaping, & a Port Orford cedar sauna turning the courtyard into a daily ritual rather than an amenity. Every surface feels intentional. Stainless steel counters. Limestone sinks. Gunmetal Watermark fixtures. Blackened steel details. Custom furniture & vintage collections, from Assemble Collective & Wilma, integrated into the architecture itself. The detached guest house functions as an independent retreat with a wood-burning fireplace, custom cabinetry, Brazilian granite. Ideal for guests, creative work, collectors, or wellness space.the home sits inside one of SE Portland’s most culturally magnetic neighborhoods where acclaimed restaurants like Ava Gene's, Lauretta Jean's, & neighborhood institutions anchor a district long associated with Portland’s creative evolution. Clinton/Division became what it is because artists, designers, chefs, architects, & independent thinkers moved here long before the rest of the world noticed. Look up Langlitz Leathers. That spirit remains. This home values architecture over square footage, atmosphere over excess, & originality over replication. OWNER WILL CARRY! [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248070]

3126 SE 36TH AVE, Portland

Listing courtesy of Where, Inc..

$4,600,000
6 Beds ⋅ 6 Baths ⋅ 668416853 MLS
Beautifully positioned on 15.4 acres in the prestigious Street of Dreams Quarry at Stafford enclave, this extraordinary estate embodies the pinnacle of Pacific Northwest luxury. With over 10,000 square feet of refined interiors, a fully self-contained 2-bedroom guest apartment, a resort-style pool, and a lighted turf soccer pitch, it offers an unmatched lifestyle of comfort, recreation, and grandeur. Every detail from the vaulted, beam-lined ceilings and artisan millwork to the chef’s kitchen with prep kitchen and coffee bar reflects expert craftsmanship by Beacon Homes NW. Perfectly designed for both private serenity and effortless entertaining, this one-of-a-kind retreat is just minutes from West Linn, Lake Oswego, and Portland, yet feels worlds away.

4612 SW EASTGATE DR, Wilsonville

Listing courtesy of LUXE Forbes Global Properties.

$4,550,000
3 Beds ⋅ 3 Baths ⋅ 704205637 MLS
Tucked away on 20.29 lush waterfront acres with 1,358 feet of pristine lake frontage, this extraordinary fairytale castle estate offers a rare opportunity to own one of the most exceptional properties on the Oregon Coast. As you arrive, a sense of grandeur and privacy unfolds, and breathtaking panoramic lake views greet you from nearly every vantage point. Inspired by the timeless elegance of the luxury villas of Lake Como, this remarkable residence transports you to an era of refined craftsmanship, relaxed sophistication, and understated luxury. Every detail has been curated to evoke old-world charm while offering modern comfort.Handcrafted wood floors flow throughout in exquisite herringbone, Versailles, and chevron patterns, showcasing artistry and attention to detail. A dramatic two-story foyer welcomes you with sweeping sightlines through the formal dining room and out to the shimmering lake beyond. The grand library is a true showpiece—an architectural masterpiece of custom woodworking. Featuring a spiral wood staircase, built-in shelving, and a mezzanine wraparound balcony connecting to the second floor, this inspiring space is filled with natural light from abundant windows, including stunning stained-glass accents.The magnificent living room soars two stories high, highlighted by open wood beam ceilings and a balcony overlook above. A handcrafted fireplace rises nearly from floor to ceiling, serving as both focal point and gathering place. Expansive windows frame the lake, offering tranquil water views and ever-changing light throughout the day.Designed for entertaining and everyday enjoyment, the chef’s kitchen is equipped with stainless steel appliances, a gas range, and generous workspace. A cozy dining nook with its own fireplace creates the perfect setting for intimate meals, while sliding doors open to a covered patio for spectacular sunset views. This is more than a home—it is a private lakeside sanctuary.

5255 SALAL CT, Florence

Listing courtesy of RE/MAX Integrity.

$4,500,000
3 Beds ⋅ 3 Baths ⋅ 342563644 MLS
Skyview is a modern masterpiece. A tranquil, light-filled urban oasis. A four-story luxury home with a commercial-grade elevator, retractable glass walls, and panoramic views. Appointed on a sunny corner lot, in an ideal neighborhood and community, Skyview lives beautifully! An architectural unicorn designed by award-winning William / Kaven Architecture. Built for serenity, longevity and joyful living, no expense was spared in sumptuous upgrades or thoughtful details. Elegantly camouflaged in lush greenery, the white-glazed terra-cotta, concrete and steel building artfully blends into the neighborhood. Across from beloved Wallace Park in the most wonderful, walkable Alphabet District. Vibrant NW 23rd Avenue cafes, boutiques and restaurants are ideally distanced, just two blocks away. Thriving Slabtown and New Seasons Market, only a few blocks farther. Forest Park, a large urban forest reserve nearby, offers countless hiking trails, and is a majestic green backdrop to Skyview’s amazing sunsets. An ideal alternative to penthouse living without an HOA (or shared parking and elevators). Two-car garage and deep private driveway make life easy. Separate access to main level studio, half bath and sink through the peaceful courtyard. Owners have loved living here for the last 5+ years and added their own impressive upgrades. Please ask to see Floorplan, Property Highlights and Skyview website with video, additional photo gallery and slideshow. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10188408]

1560 NW 25TH AVE, Portland

Listing courtesy of Windermere Realty Trust.

$4,500,000
2 Beds ⋅ 3 Baths ⋅ 371788226 MLS
Centrally located along the west coast I-5 corridor, this spectacular one-of-a-kind home, on 700 awe-inspiring acres, offers magnificent sanctuary and adventure, as well as convenience. One of the most naturally beautiful regions of the country, this area of southern Oregon is known for a developing wine industry and phenomenal outdoor recreation opportunities. Characterized by four distinct seasons and mild winters, the climate is one of the most sought-after in North America. Designed to reflect and honor the majesty of this natural environment, this home sits on a high bench with open terraces that bring the view so close, you feel like you could reach out and touch it. Unique features like all rounded corners and smooth edges, a perfectly balanced use of the natural elements, and purposeful architectural design, create a remarkable effect, both peaceful and expansive. This home is beyond custom: it is a work of art. This property is an unparalleled place to rejuvenate and become inspired. A few minutes drive from I-5, the property immediately embraces you in a sanctuary of wilderness, where magnificent elk herds can be seen roaming the rolling meadows and oak savanas. Two enormous rock faces rise from a blanket of green and greet you as you gently climb higher and approach this spectacular home. This astonishing home is one of a kind. Earthen tiles cascade down four distinct, rounded rooves crowned with small cupolas, capturing the geometrical beauty of Byzantine architecture. Beneath the tiles, the outer walls are smooth stucco, accented with a myriad of windows, rounded and flowing, reminiscent of the graceful and curvaceous architecture of Antoni Gaudi. Domes and crests of stucco stand against the sky, giving the impression of a white-washed chapel on the island of Mykonos. Despite its references to world-class art and architecture, this home also has its own distinct and extraordinary style.

2700 N Valley View RD, Ashland

Listing courtesy of John L. Scott Medford.

$4,500,000
11 Beds ⋅ 6 Baths ⋅ 220173098 MLS
Exclusive 4 Home Opportunity to own a Rogue River Frontage Property with a Boat launch, an inground pool, and 4 homes all on 34.07 EFU acres. This property has it all! Air strip, helicopter pad, 2 Airplane hangars, completely fenced and cross fenced. The property has a shooting range, a lake with a waterfall, a second pond with a number of additional shops and garages. This property has the potential of being an income generating property or a multifamily setup. Do you need a caretaker's live in quarters, well that is another option for this amazing investment. The Sellers have added an outdoor entertainment area with high quality features well worth making the river front setting incredible. The property is on Modoc Road but the main home sits on the low bank river. The irrigation pumps keep the water flowing onto the property and if you choose will keep it plush green all year. This property is a must tour! All information is deemed accurate, Buyer to perform their own due diligence

12214 Modoc Road, White City

Listing courtesy of More Realty.

$4,495,000
5 Beds ⋅ 5 Baths ⋅ 585552087 MLS
Luxury meets one of Lake Oswego’s most exceptional locations. Backing to the beauty of Tryon Creek State Natural Area & adjacent to the walkable streets of First Addition, this extraordinary home offers a serene backdrop of nature, just minutes from downtown Lake Oswego’s restaurants, boutiques, farmers market & lake amenities. Built in 2025 by Renaissance, it still has that unmistakable new feel and showcases all of the modern features that define comfort & luxury in 2026. High end fixtures & finishes along with the exceptional craftsmanship make this a home perfectly designed for elevated everyday living and effortless entertaining. The floor plan includes a dedicated bath for all 5 bedrooms (4 ensuite), including the main-level guest quarters with its own porch and nearby laundry. At the heart of the home, the showpiece kitchen features Wolf and Sub-Zero appliances, polished quartz surfaces & custom lighting. The adjacent scullery keeps the hardworking side of the kitchen tucked away, with a prep sink, 2nd dishwasher, fridge & abundant storage, allowing the main kitchen to remain polished & guest-ready. The great room is anchored by a dramatic floor-to-ceiling fireplace & custom built-ins, while a dedicated wine lounge with wet bar & built-in nook creates an intimate space for entertaining. Expansive stacking glass doors open both the living & dining rooms to a covered outdoor living room w/ skylights, dual heaters & a 2nd gas fireplace, complemented by a separate built-in BBQ covered porch for year-round indoor-outdoor living. Upstairs, the primary suite is a true retreat with a private balcony, dual walk-in closets &  a spa-inspired bath.  With access to the first brand new north side elementary school, Forest Hills Elementary (completion in 2027/28) & Forest Hills Lake/Boat Easement, this is an exceptional opportunity to experience all that Lake Oswego offers.

850 YORK RD, Lake Oswego

Listing courtesy of Opt.

$4,450,000
5 Beds ⋅ 4 Baths ⋅ 636450776 MLS
Set at the end of a long, gated, and fully paved private drive in the coveted Stafford belt, this nearly 5-acre compound offers something the Lake Oswego market rarely delivers: genuine privacy at this scale, without any sacrifice of proximity.The primary residence has been beautifully remodeled, balancing refined, modern finishes with the warmth of a world-class estate. Custom millwork, Italian tile, high-end fixtures, and a luxurious Thermador kitchen anchor the heart of the home, which opens to a resort-caliber outdoor sanctuary. The fully rebuilt pool, expansive paverscape, gazebo with fire pit, and freestanding hot tub frame the outdoor lifestyle.A standalone guest house, adjacent to the pool, operates on its own gas and electric lines and serves guests or multi-generational living with ease. A professional 4-stall horse barn with tack room, round pen, and manicured pastures completes one of the most compelling horse properties to come to market in Lake Oswego.Approximately one mile to Lakeridge High School and just minutes to Lake Oswego dining, shopping, and lake access. The city when you want it, and a quiet, gated retreat when you don't. More than a home. A sanctuary and a legacy. Request a copy of the expansive updates list.

1925 CHILDS RD, Lake Oswego

Listing courtesy of Premiere Property Group, LLC.

$4,395,000
5 Beds ⋅ 4 Baths ⋅ 125444782 MLS
Ideally located at the mouth of Oswego Lake's Blue Heron Bay with commanding Main Lake and Westerly views. This home is situated just inside the buoy line giving it "quiet water" for docking, paddling and swimming. A totally renovated and reimagined home with an absolutely stunning gourmet kitchen and great room with both formal and informal dining; all overlooking the expansive Lake vistas. With just over 6000 square feet this home offers an oversized Owners Suite with a spa-like bath, walk in closet and direct connection to the main laundry center. With 4 true bedrooms on the upper floor the lower floor offers a wine cellar, secondary laundry, bar, family room and flex room that could be a work out space, 5th bedroom or second office. There are multiple decks for entertaining, flat yard spaces for playing as the home is located just steps to the waters edge. The home offers tons of storage, future proof whole house automation, a totally sealed crawls space, oversized garage and nice sized boat house. There are to many features to list in this "total package".

16871 GREENBRIER RD, Lake Oswego

Listing courtesy of Harnish Company Realtors.

$4,375,000
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

Listing courtesy of LUXE Forbes Global Properties.

$4,310,000
3 Beds ⋅ 3 Baths ⋅ 213152639 MLS
Revived over two years by Green Gables and a detail-driven homeowner with an uncanny eye for form, flow, and finish—the home elevates mid-century architecture to meet the rhythm of modern life. Designed by renowned architect Roscoe Hemenway and tucked into Portland’s West Hills, the home unfolds in clean lines, warm materials, effortless one level living and wide-open views to the south. Inside and out move in sync, offering a quiet kind of luxury-for those who live artfully and expect their spaces to do the same. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249097]

4310 SW WARRENS WAY, Portland

Listing courtesy of Where, Inc..

$4,250,000
3 Beds ⋅ 4 Baths ⋅ 728673226 MLS
Bordering the pristine woodlands of Tryon Creek State Natural Area, this extraordinary one-acre gated estate pairs a beautifully updated main residence with a fully self-contained one-bedroom guest house, creating a rare opportunity for multigenerational living, extended guests, a private executive office, or income-producing potential. The detached residence features its own gated entrance, address, utilities, solar array, and attached garage, offering true independence without compromise. The main home showcases effortless main-level living, including a luxurious primary suite, elegant entertaining spaces, a gourmet kitchen appointed with Wolf, Miele, and Sub-Zero appliances. Seamless indoor-outdoor living includes a covered terrace with heaters for all season use, an outdoor kitchen, a spa, a fire pit, and expansive, private grounds with enough space for a future pool. Just minutes from downtown Lake Oswego's restaurants, boutiques, and renowned Farmers' Market, this is a truly exceptional offering in one of the city's most coveted settings.

13799 ATWATER LN, Lake Oswego

Listing courtesy of LUXE Forbes Global Properties.

$4,250,000
5 Beds ⋅ 7 Baths ⋅ 220223644 MLS
Overlooking Tetherow's prestigious Kidd's Corner with views of 4 fairways and situated across from the 3-acre neighborhood park in the highly sought after gated neighborhood, Tartan Druim is where you will find this impressive 6,504sf, light-filled home with detached casita. Capturing vast views throughout with features that comprise of a primary suite, guest suite, office, great room, gourmet kitchen, 2 powder rooms and mud room on the main level with 3 additional bedrooms, 2 bathrooms and 2 bonus rooms upstairs, and a 3 car garage. Graced w/high end finishes including a wood burning stone fireplace as a focal point in the great-room, built in bookshelves, wood beams, new carpet, fresh exterior paint and stain, and tons of fun touches. Kitchen amenities include an oversized island, ample storage, Dacor gas range, double ovens, Sub Zero fridge and beverage fridge. Outside enjoy the built in BBQ, gas firepit with seating area and sunken hot tub while taking in the panoramic views.

19167 Cartwright Court, Bend

Listing courtesy of Cascade Hasson SIR.

$4,250,000
6 Beds ⋅ 7 Baths ⋅ 220215329 MLS
Perched atop the peak of Mt. Baldy, this masterpiece occupies the most prestigious lot in Southern Oregon. Unparalleled 180-degree panorama, capturing the Rogue Valley from Table Rock to Mt. Ashland. This high-tech fortress of comfort blends security and self-sufficiency with resort-level opulence. The ''future-proof'' infrastructure includes a gravity-fed solar well with 4,000g of storage, a 26kW propane backup generator, and a 1,000g in-ground tank. An elevator connects three levels of luxury, highlighted by a main-level bifold window wall for seamless indoor-outdoor living. A 2BR/2BA guest suite with a full kitchen, while the connoisseur's lower level boasts a wine cellar, root cellar, sauna, and space for a gym or theater. A 40x16 heated pool and automated cover. 140 acres of adjoining BLM land. With a natural plateau ready additional structures. Just 10 miles from the airport.

2451 Terri Drive, Medford

Listing courtesy of eXp Realty, LLC.

$4,250,000
5 Beds ⋅ 6 Baths ⋅ 424410152 MLS
RESORT LIVING ON LAKE OSWEGO’S WATERFRONTBest value on the main lake!Elevator. Level lawn. Low-bank waterfront. Rare, wide frontage. Exceptional multi-generational living.Welcome to an extraordinary waterfront retreat on Oswego Lake—where European-inspired elegance, modern luxury, and effortless lakefront living come together in perfect harmony. Tucked behind a remarkably private entrance, this exceptional estate evokes the feeling of a hidden French villa, offering serenity, sophistication, and timeless charm from the moment you arrive.Warm, beautifully scaled interiors flow seamlessly to a cinematic courtyard with unmistakable European flair—perfect for alfresco dinners, festive gatherings, or quiet moments of escape. Many of the home’s lighting elements and fixtures were sourced from France, lending authenticity and a distinctive ambiance that enhances the home’s relaxed resort atmosphere.Outdoors, one of the most coveted settings on the main lake unfolds. Life is centered around a rare, level double lot stretching gracefully along the shoreline. Enjoy a boathouse, generous lawn and play areas, lakeside outdoor kitchen, fire pit, pool, travertine sport court, and expansive entertaining terraces—all designed for unforgettable days and evenings on the water.Every element of this estate reflects exceptional craftsmanship, thoughtful design, and an uncompromising attention to detail. More than a home, this is a lifestyle—a private retreat and a legacy property on one of the most treasured stretches of Oswego Lake.

1527 LAKE FRONT RD, Lake Oswego

Listing courtesy of LUXE Forbes Global Properties.

$4,250,000
6 Beds ⋅ 5 Baths ⋅ 186005227 MLS
Nestled in Portland’s prestigious West Hills, this extraordinary estate offers sweeping views of the city skyline, Willamette River, and Cascade Mountains. Set on 1.17 acres of gated, park-like grounds, the property blends historic elegance with modern luxury.Originally built in 1887 by JJ McCaffrey and thoughtfully updated in 1928 by renowned architects Jacobberger and Smith, the residence showcases timeless craftsmanship and architectural distinction. The home has been exceptionally maintained over decades of ownership. Inside, experience approximately 10,000sf of living space that unfolds across four levels, featuring elaborate moldings, stained glass windows, rich wood floors, and multiple fireplaces. Grand formal rooms are complemented by a marble-clad chef’s kitchen with Thermador appliances, a butler’s pantry, and exquisite built-ins throughout.The upper-level grand ballroom represents architecture at its finest with maple wood floors, curved trusses, under-eave insulated storage, and finished with tongue and groove fir ceilings. The estate also includes two separate dwellings: a 2-bedroom, 1-bath guest house with fireplace and scenic views, and a 1-bedroom, 1-bath carriage house with full kitchen, office space, and a six-car garage. Outdoor amenities elevate the lifestyle with a full-size tennis court, in-ground pool surrounded by Italian porcelain patio, cobblestone driveway, and manicured gardens.Located minutes from NW 23rd, downtown Portland, top-rated schools including Ainsworth Elementary and Lincoln High, and major medical centers, this rare offering combines privacy, prestige, and convenience in one of the city’s most coveted settings. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226736]

1816 SW HAWTHORNE TER, Portland

Listing courtesy of Christie's International Real Estate Evergreen.

$4,250,000
4 Beds ⋅ 3 Baths ⋅ 786715699 MLS
There is no other setting like Penridge in Portland.Sited on 1.36 level acres in the West Hills, 7307 NW Penridge delivers a level of finish more familiar to the Hollywood Hills than the Pacific Northwest: absolute privacy, mature gardens cultivated over seventy years, and grand lawn that opens to the vast skyline. The privacy & scale of the grounds this close to the city, is rare.Effectively rebuilt in 2021, the estate lives like new. All new systems, completely reimagined. Daily life happens on the main floor, with the lower level holding an expansive gym, glass-enclosed wine cellar, sauna, private office, and guest suite: spaces you use when you want them, not rooms you maintain. The kitchen and family room are anchored by bookmatched Nero Marquina marble, a floating hood, and a fireplace running the full length of the room, paired with seamless walnut slab cabinetry and Kelly Wearstler leather accents. Original wide plank oak floors with wood plug nails, refinished in 2025. Custom Venetian plaster fireplace surrounds. Hand-stitched leather stair rail. Iron and glass throughout.The primary suite is exceptional: walk-in closet, slab marble head wall, custom lined wood walls, and a bath finished floor to ceiling in Eros Gray marble slab with a solid stone soaking tub and radiant heated floors.The outdoors flows across two levels. Off the main floor, a newly added covered living room with outdoor kitchen and gas grill, lounge seating, and fire pit opens onto the grand lawn, with the hot tub just off the primary and seventy years of gardens enveloping it all. Below, a saltwater pool with auto cover, private bar, turf lawn for games, and a sunbathing terrace.The privacy reads as remote. The location is anything but. NW 23rd Avenue is minutes down the hill, with OHSU, Nike, and Intel all within an easy commute. For those arriving in Portland for the first time, or returning to be near family- Welcome Home to Penridge!

7307 NW PENRIDGE RD, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$4,200,000
4 Beds ⋅ 6 Baths ⋅ 220227071 MLS
Welcome to your ultimate entertainer's paradise in the coveted Westgate Community! This custom-built masterpiece sits on 2.5 acres and was featured in the 2025 COBA Tour of Homes, winning accolades for Best Kitchen, Best Landscaping, & Best Value. With its modern design framed by stunning Cascade Mountain views, this home is truly spectacular. At its heart lies a jaw-dropping gourmet kitchen, complete with top-of-the-line Thermador appliances, perfect for culinary adventures. The main level features a luxurious primary suite with a spa-like bathroom, plus 2 additional bedrooms, each boasting private en-suites. Ascend to the expansive loft designed for function and fun, including a full bath, bedroom, and wet bar-ideal. Step outside to your private oasis with a underground heated 8'x44' MOD pool with fenced yard. Storage is easy with a rare 2,491 sq ft shop with 14' doors. This one-of-a-kind home perfectly blends luxury and everyday practicality, making it the quintessential retreat.

62333 McClain Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$4,150,000
5 Beds ⋅ 7 Baths ⋅ 220210064 MLS
From sunrise to dusk, Smith Rock's sculpted cliffs and the Crooked River create a breathtaking backdrop for this Ranch at the Canyons residence. Designed by Norman Building & Design, the home blends refined craftsmanship with a relaxed Central Oregon spirit. Expansive windows frame panoramic views, connecting every room to the landscape. The great room, chef's kitchen, wine room, and media areas flow seamlessly for gathering, while guest suites with elevator access offer privacy and comfort. Outdoor living shines with patios for dining, a fireplace, built-in BBQ, hot tub, and lap pool. Because Ranch at the Canyons operates as a working ranch, property taxes remain significantly lower than comparable luxury properties. Expert HOA management preserves the landscape, amenities, and long-term value of this extraordinary community, just minutes from Redmond Airport and Bend.

11750 NE Canyons Ranch Drive, Terrebonne

Listing courtesy of Cascade Hasson SIR.

$3,999,995
5 Beds ⋅ 5 Baths ⋅ 220225384 MLS
This stunning 4,420 square foot custom home affords some of Tetherow's most incredible golf course views. The versatile floorplan focuses on Natural Light, modern finishes, and functionality. Offering 5 bedrooms, 4.5 bathrooms, a 3 Car Garage and a Bonus room, this home checks all of the must-haves in Tetherow. The open concept floorplan on the main level is enhanced with vaulted ceilings and stunning views. Main Level Primary Suite features commanding views and a spa-like bathroom and generous walk-in-closet. Upstairs, 2 additional bedrooms and a spacious bonus room create separate live/work spaces. The outdoor space in this home truly sets it apart, with multiple entertaining spaces that maximize privacy and golf course natural views.

61404 SW Skene Trail, Bend

Listing courtesy of Cascade Hasson SIR.

$3,999,900
4 Beds ⋅ 5 Baths ⋅ 220217640 MLS
Welcome to an extraordinary collaboration between Fusion Home Builders and Jason Todd Home Design -- 5,000 square feet of refined luxury nestled within Tetherow, Bend's prestigious resort community. Fusion delivers unmatched craftsmanship and signature elegance, every detail of this home has been carefully considered. From the moment you open the door, soaring ceilings, abundant natural light, and a sense of privacy and sophistication set the tone. The main level showcases an open-concept kitchen flowing into generous dining and living spaces, anchored by an exceptional master suite, study, powder room, and abundant exterior hosting space. Two additional en-suite bedrooms, dedicated laundry, recreation room, fourth bedroom, full bath, and mudroom complete an interior where luxury and livability exist in perfect balance. The garage level includes a 2-car plus dedicated RV garage -- built for the Central Oregon lifestyle.

61594 Hosmer Lake Drive Lot 273 Unit Lot 273, Bend

Listing courtesy of eXp Realty, LLC.

$3,999,000
4 Beds ⋅ 4 Baths ⋅ 220219835 MLS
This extraordinary residence showcases a refined blend of luxury finishes, timeless materials, and exceptional craftsmanship. Captivating views, soaring ceilings, architectural detailing, and a striking stone fireplace establish a warm yet elegant atmosphere throughout. The chef's kitchen is thoughtfully designed for effortless entertaining & flows seamlessly into the dining & living areas, creating an inviting and sophisticated gathering space. The primary suite serves as a private retreat with a spa-inspired bath and outdoor access, while additional bedrooms offer comfort and privacy for family or guests. The serene setting seamlessly blends indoor and outdoor living with lush landscaping, covered patio, a firepit, & breathtaking views Ideal for year-round enjoyment and relaxation. Amenities include a 2,126 sq ft attached 6 car garage, detached RV/shop, & gated entry for added privacy and convenience.

310 Pierce Road, Medford

Listing courtesy of John L. Scott Medford.

$3,999,000
4 Beds ⋅ 6 Baths ⋅ 220219257 MLS
The Legacy at Tetherow is a Curtis Homes flagship mountain modern residence set on nearly half an acre in one of Bend's most coveted golf and resort communities. Warm vertical wood siding, natural stone accents, timber beams, and low-slope metal roofs create a refined lodge presence, perched above the Cascade-Highland trail with open space at its back for privacy. A rare Tetherow feature: an HOA-approved fenced dog run, in a community that typically does not permit fencing. More than 5,100SF of heated living spans two levels. The main floor offers a vaulted great room with fireplace, a chef's kitchen with Wolf and Sub-Zero appliances and quartzite counters, a main-level primary suite with fireplace and spa bath, a second ensuite bedroom, den, and covered Trex balconies with BBQ and fire pit. Downstairs: rec room with wet bar, a glass enclosed gym with folding sliding doors, two more ensuite bedrooms, and a covered porch with hot tub and fire pit.

61859 Hosmer Lake Drive Lot 374 Unit Lot 374, Bend

Listing courtesy of Curtis Homes Realty.

$3,999,000
4 Beds ⋅ 7 Baths ⋅ 220214782 MLS
Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

$3,997,500
4 Beds ⋅ 3 Baths ⋅ 516783641 MLS
This is a proposed built-to-suit. The land The listed price includes the land, offered at $999,950. The balance of the purchase price represents the construction cost of a custom-built home by delivered move-in ready and including a swimming pool. The final purchase price will vary depending on the buyer's selected floor plan, home size, architectural design, finishes, upgrades, and other custom features. All specifications—including the home's size, layout, features, location on the property, interior and exterior finishes, allowances, and construction details—will be defined in the building contract. This is a unique opportunity to design and build a custom luxury home tailored to your lifestyle on this exceptional property.

1483 SW HOFFMAN RD, West Linn

Listing courtesy of Great Western Real Estate Co.

$3,995,000
5 Beds ⋅ 4 Baths ⋅ 519355717 MLS
Crafted to withstand the test of time with extraordinary infrastructure and fine legacy details, this custom gated fully fenced Lake Oswego refuge is all understated glamor and sophisticated living, and mere minutes away from virtually everything in Oregon’s leading luxury community. A NW Modern icon from its inception, the estate offers 3 Oswego Lake easements for the water sport enthusiast, exceptional privacy on its impeccable almost full-acre setting adjoining protected park land and spectacular showcase interiors. The progressive great room floor plan features two sets of glass and fold-away doors designed to expand your entertaining from the flawless chef’s kitchen and dining spaces to the heated patio with fireplace and infinity edge spa overlooking the pristine low-maintenance turf lawns and sport court. European oak plank floors, Restoration Hardware and custom lighting, prolific low-profile built-ins, exquisite poured concrete floating staircase, and a Crestron whole home automation system find a perfect merge between form, function, and fabulous. Expertly laid out with a private main level guest suite, serene upper level primary wing with steam shower, spa-soak tub, heated tile floors and dressing room, a family wing with 3 additional bedrooms and 2 bathrooms, and laundry facilities on both floors. There’s space for everyone’s passions with a collector’s epoxy garage featuring workspace and boat parking, oversized motor court for additional parking, generous play/media room, fitness center with roller door opening to the patios, and lighted pickleball-sized sport court. Indoor-outdoor audio, automated window treatments, epic outdoor living, abundant storage solutions, and a sense of polished drama throughout. Ideally located very near Lake Grove, Zupan's Gourmet Market, restaurants, Bridgeport Village, Lake Oswego’s top-rated schools, vibrant downtown dining, farmer’s market, and highways with easy access to Portland’s International Airport!

5410 WASHINGTON CT, Lake Oswego

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$3,995,000
6 Beds ⋅ 4 Baths ⋅ 786881669 MLS
A once-in-a-generation opportunity to own one of Irvington’s most iconic estates. Known as The Bowman House, this extraordinary residence, designed by renowned architect Ellis F. Lawrence, occupies a remarkable .69-acre site spanning six city lots—one of the largest residential properties in the prestigious Irvington Historic District.Built in 1916 and meticulously preserved, this Colonial Revival masterpiece with Craftsman influences offers more than 9,500 square feet of living space rich in historic character and architectural detail. A grand center hall welcomes guests with soaring ceilings, Honduran mahogany millwork, leaded glass windows, pocket doors, original light fixtures, and beautifully preserved oak floors. Formal living and dining rooms showcase elegant fireplaces, built-ins, and a stunning light-filled sunroom.The thoughtfully updated kitchen blends timeless character with modern convenience and connects seamlessly to inviting gathering spaces ideal for everyday living and entertaining. Gracious sitting rooms and a spectacular third-floor flex space, once known as a ballroom, today can be a game room, office, or used to provide exceptional flexibility for modern lifestyles.Outside, the grounds create a private urban retreat unlike any other. Mature landscaping, heritage trees, and winding brick pathways offer beauty and tranquility in every season. Recent enhancements include a lighted turf sports field, expansive outdoor kitchen, and extensive outdoor dining and entertaining areas, creating a true resort-style experience in the heart of the city.A detached guest house provides additional space for guests, extended family, a home office, or creative pursuits. Surrounded by Irvington’s signature tree-lined streets and historic homes, this exceptional estate offers a rare combination of privacy, scale, and significance.

1719 NE KNOTT ST, Portland

Listing courtesy of Christie's International Real Estate Evergreen.

$3,995,000
7 Beds ⋅ 5 Baths ⋅ 591390986 MLS
Set on 2.35 tranquil acres in a sought-after West Linn enclave, this custom brick estate offers an exceptional blend of privacy, convenience, and natural beauty. A circular driveway with dual gates provides a grand approach to the home, which is located just minutes from The Oregon Golf Club and Tumwater Vineyards and captures panoramic views in every direction. The moment you walk through the front doors, Mt. Hood is perfectly framed by the great room's soaring wall of windows. Built for both everyday living and effortless entertaining, the main level is anchored by a gourmet kitchen and generous family room that flow seamlessly to the outdoor balcony. Below, the backyard serves as a true resort-style oasis: an extensive patio surrounds a pristine in-ground pool, complete with multiple lounging areas and striking mature Italian cypress trees that highlight the setting. Inside, the grand main-floor primary suite offers a spa-inspired bath with a soaking tub, walk-in shower, and heated tile floors. Wake up and start the day with sunrise views from the attached secluded terrace. Five well-appointed bedrooms, a bonus room with vaulted ceilings, and all-new plush carpet complete the upper level. The daylight basement provides additional areas for entertaining or guest quarters with a bedroom, office, full bathroom, kitchen, and versatile living spaces that open to covered patios. Additional highlights include an oversized four-car garage, central vacuum system, and whole-home sound system. With breathtaking vistas and quiet surroundings, this estate is a rare opportunity to own a highly private, view-focused home right in the heart of West Linn.

24770 SW VALLEY VIEW RD, West Linn

Listing courtesy of Real Broker.

$3,995,000
6 Beds ⋅ 5 Baths ⋅ 252994117 MLS
Luxury contemporary single level custom-built home on 15.79 fully usable acres in one of Wilsonville's most desirable rural settings. Designed by architect Troy Fowler and constructed by NW Natural Street of Dreams, award-winning builder, Elite Development Northwest. Offering 5,436 sqft of thoughtfully designed living space. Expansive ceilings & windows flood the interior with natural light, while white oak hardwood floors & designer lighting create warmth & sophistication throughout. With six bedrooms, including two luxurious primary suite & five full bathrooms, the layout is both functional & refined. A beautifully appointed separate living space provides ideal flexibility for guests, or multi-generational living. The entertainer’s kitchen is equipped with Sub-Zero & Wolf appliances, quartzite & quartz countertops, & premium Rohl fixtures, seamlessly blending performance with design. Spa-inspired bathrooms feature Victoria + Albert volcanic limestone soaking tubs and elevated finishes that create a true retreat experience. Beyond the residence, the property is fully equipped to support agricultural pursuits or an equestrian lifestyle. Privately gated with a paved drive and secondary farm access, the acreage is framed by over 4,000 linear feet of classic four-rail wood fencing, creating two expansive pastures and multiple open field areas. A fenced 180’ x 100’ outdoor dirt arena provides dedicated space for training. The 110’ x 50’ renovated barn, originally built in 1935, blends timeless character with modern functionality. It offers four spacious stalls with generous run-outs, a heated tack room, heated bathroom with washer and dryer, wash rack with hot water, storage room, and two striking 14-foot diameter silos with concrete floors. An irrigated garden area & a private approximate two-acre forest area further enhance the land's beauty and versatility. Excellent & convenient location, just minutes from I-5 access and & local amenities.

5017 SW SANA WAY, Wilsonville

Listing courtesy of Cascade Hasson Sotheby's International Realty.

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The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Last updated: