Top 10 Most Expensive Houses in Oregon 2023: Luxury Living at Its Finest

Top 10 Most Expensive Houses in Oregon

In the ever-evolving landscape of luxury real estate, Oregon has emerged as a hotspot for some of the nation’s most opulent homes. Nestled amidst the state’s scenic backdrop of mountains, forests, and coastline, these mansions offer a blend of natural beauty and architectural grandeur. As 2023 unfolds, a new list of extravagant homes has captured the attention of elite buyers and enthusiasts alike. “Top 10 Most Expensive Houses in Oregon 2023: Luxury Living at Its Finest” delves into the elite circle of Oregon’s priciest properties, each narrating a story of elegance, innovation, and exclusivity. From state-of-the-art amenities to stunning panoramic views, these homes redefine luxury living. Join us as we journey through gated driveways, lavish interiors, and pristine landscapes, presenting a glimpse into the pinnacle of Oregon’s real estate marvels.

10. 436 Staley Rd, Eagle Pt – $10,995,000

436 Staley Rd, Eagle Pt

Tucked away just outside Medford in the charming town of Eagle Pt, Oregon, stands a property rich in history and natural wonder: The Duffy Ranch. Owned by renowned actor and TV legend, Patrick Duffy, for a whopping three decades, this estate is not just a residence but an experience.

Spanning a sprawling 329.37 acres, with a serene 2-mile stretch alongside the iconic Rogue River, The Duffy Ranch is a harmonious blend of nature and luxury. Its 3,010 sq ft primary residence, constructed in 1950, at 436 Staley Rd, is a testament to timeless design. With an architectural amalgamation of Cottage, Bungalow, Craftsman, and Northwest styles, this 2-story abode houses 4 spacious bedrooms and 4 bathrooms.

The interiors resonate with bespoke craftsmanship, from the bespoke art gallery to the exclusive wine cave. A peaceful stroll takes you to a quaint spa cabin, while a separate pool house promises countless sun-drenched afternoons. The estate doesn’t just stop at its man-made marvels. Nature, in all its glory, flourishes here. From the resident elk herd to the melodious chirps of myriad birds, and the gentle sightings of black-tail deer, it’s a living Eden.

And for those with a penchant for numbers, the property is listed at a price tag of $10,995,000. With 100 acres of irrigated land, 4 generous garage spaces, and more, Duffy Ranch remains an unmatched emblem of Pacific Northwest grandeur.

9. 54867 Lonerock Rd, Condon – $11,499,000

54867 Lonerock Rd, Condon

Nestled just a few miles from the heart of Condon lies a gem with over a century of rich history: a working ranch that has been under the loving stewardship of a single family. Covering a vast 17,687 acres, this impressive property stands as a testament to the delicate balance between agriculture and nature. With 4,474 acres dedicated to thriving wheat croplands, and another 13,213 acres ensuring 600 mother cows and 150 bred heifers graze contentedly, it’s a sight to behold.

Beyond its agricultural prowess, the ranch boasts a livable space of 1,178 sq ft at 54867 Lonerock Rd. This ranch-style haven, built in 2002, offers a cozy ambiance with 2 bedrooms and 2 bathrooms, all encapsulated within a single-story structure. The 2-car garage adds convenience to its charm.

But there’s more! Traces of the property’s heritage are visible in its infrastructure – the barns, the tact room, the house barn, and even a dedicated facility for cattle weighing. Numerous streams and ponds, supplemented by 4 solar wells, ensure that there’s an abundance of water throughout the year. And the meticulous care with which over 200 miles of fencing has been maintained speaks volumes about the attention to detail.

With whispers of potential wind power development and a commercial building in Condon also on offer, this property at $11,499,000 is a remarkable piece of history waiting for its next chapter!

8. 1500 Northshore Rd, Lake Oswego – $11,500,000

1500 Northshore Rd, Lake Oswego

Nestled in the heart of Portland’s premier suburb, 1500 Northshore Rd in Lake Oswego offers a blend of grandeur and intimacy. Built in 2008, this breathtaking estate boasts 13,462 sq ft of livable space spread across three captivating stories. With a lavish price tag of $11,500,000, it sits majestically on a 0.66-acre lot, gently kissing the pristine waters of Oswego Lake.

Dive into the opulence of five sumptuous bedroom suites, each echoing the whispers of luxury, coupled with nine exquisite bathrooms. As you traverse the estate, the architecture – a harmonious blend of Custom Style and Traditional – speaks volumes. Majestic two-story vaulted ceilings are complemented by rich exotic hardwoods and unmatched soaring windows, presenting sweeping water vistas from nearly every corner.

The living experience is elevated with an elevator servicing all three floors, a sprawling games hall, a glossy bar, and a home theater. There’s also a full gym with a sauna and an enchanting wine cellar. Designed for the automobile enthusiast, the residence features a generous garage, comfortably accommodating up to five vehicles.

Outdoors, a serene ambiance awaits. Picture an infinity pool seamlessly blending with the lake, a private putting green, and a cozy fire island. Evening soirees on the terrace, under the warmth of heaters, promise to leave guests enthralled.

Truly, this residence is an epitome of luxury, subtly mixing European elegance with contemporary charms. A haven for those with a penchant for refined living, this house is not just a home but a lifestyle.

7. 11777 Highway 238, Jacksonville – $11,500,000

11777 Highway 238, Jacksonville

Located in the scenic embrace of Jacksonville lies a breathtaking abode – a haven for wine enthusiasts and nature lovers alike. Riverfront Winery, located at 11777 Highway 238, is a testament to luxury living merged with the exquisite charm of winemaking. Built in 1960, this property oozes vintage allure yet boasts amenities fitting the modern connoisseur.

Encompassing a vast 255.9 acres, with over 90 acres bathed in crystalline water and a staggering 2/3 mile frontage of the Applegate River, the grounds are simply paradisiacal. Three lush vineyards span 18 acres, meticulously cultivated to produce terroir-driven cuvee wines. The Spanish varietals, perfectly suited for the region’s unique interplay of soil, climate, and elevation, offer a vine-to-bottle experience that’s genuinely unparalleled.

The property’s heart is undoubtedly its 5,200 sq ft winery. From barrel storage to a covered crush pad, every wine lover’s fantasy is catered for. Adjacently, the 2,600 sq ft tasting room awaits – complete with a full kitchen and the bonus of outdoor seating to savor nature’s bounty.

Residential luxury isn’t compromised, with a lavish 4,500 sq ft main residence and a cozy 1,707 sq ft guest house. The total livable space stands at an impressive 4,527 sq ft. Adorned with 4 bedrooms and 3 bathrooms, a custom architectural style, two stories, and an attached garage, it promises comfort wrapped in grandeur.

At a price tag of $11,500,000, this Highway 238 marvel is an epitome of opulent countryside living. Experience the magic!

6. 12850 SW Fielding Rd, Lake Oswego – $11,500,000

12850 SW Fielding Rd, Lake Oswego

Nestled on the serene banks of the Willamette River in Lake Oswego, Clackamas County, discover a stunning display of artistry and architectural marvel: an opulent estate that echoes South Beach flair while retaining Oregon’s distinct character. With a footprint boasting a sprawling 19,444 sq. ft. of livable space, the residence is a testament to meticulous restoration and keen attention to detail, dating back to its inception in 1996.

Priced at a cool $11,500,000, this jewel stands proudly at 12850 SW Fielding Rd in the heart of Lake Oswego. Encompassing 2.95 lush acres, every inch of the lot reveals surprises. Nine grand bedrooms, of which one transports you straight to a Disney-esque woodland fantasy, and eleven exquisite bathrooms beckon. But that’s just the beginning.

From a secluded gym for the fitness aficionados and a whiskey aficionado’s dream library, to a billiard parlor complemented by a full bar, the mansion doesn’t skip a beat. The Mediterranean and Traditional architectural styles harmoniously merge, with features spanning two stories and ample garage spaces for 12 prized vehicles.

Delight in evenings in the ballroom that transforms effortlessly into a cinematic screening room. Enjoy the pool house, fitted with an indoor BBQ and the ultimate entertaining setup. From the primary bedroom’s lavish dressing room to the crow’s nest reading space, the estate tells a story of unparalleled luxury. Dive into an experience like no other—your very own personal paradise.

5. 18665 Macalpine Loop, Bend – $12,900,000

18665 Macalpine Loop, Bend

Situated in The Highlands of Bend lies a breathtaking masterpiece at 18665 Macalpine Loop. Designed by the esteemed Harrison Design, this 2006 built estate is a seamless blend of luxury and attention to detail. From the hand-selected stones imported directly from Jerusalem to the exquisite hand-blown Murano chandeliers, each corner narrates a tale of unmatched craftsmanship.

Spanning a generous 11,515 sq ft of livable space, the residence houses five opulent bedrooms and an astonishing ten bathrooms. Boasting three stories of traditional architectural grandeur, the home’s interiors exhibit a vast canvas of elegance.

But there’s more than what meets the eye indoors. Set on a vast 10-acre expanse, the estate presents an arresting panorama of the Cascade Mountain range, offering a 360-degree spectacle. The main house is complemented by a private guest abode, ensuring privacy and serenity for your guests.

For the car enthusiast, a total of eight garage spaces beckon, with four each attached and detached, not to mention a special RV garage fitted with essential hookups. And if the spirit of festivity strikes, two outdoor kitchen areas promise memorable gatherings – one adjoined to the main house and the other nestled within a cozy cabana, complete with changing room and shower facilities.

And while the price tag stands at $12,900,000, it’s a testament to the property’s unparalleled blend of design, luxury, and location. A treasure in Bend, this estate is genuinely in a class of its own.

4. 84525 Walker Ln, Joseph – $13,499,000

84525 Walker Ln, Joseph

Nestled in the heart of Joseph, at 84525 Walker Ln, lies an unparalleled equestrian gem spread across 54.66 verdant acres. This estate, built in 2006, offers an expansive 4,770 sq ft of livable space, making it a haven for horse lovers and those who cherish opulence alike.

At the core of this facility stands the state-of-the-art horse training and breeding center. Once known as the prestigious Tamarack Ranch, its features include a sophisticated barn with 20 stalls, and an impressive 120x240ft indoor arena – ensuring your equines enjoy the best care and training.

The main residence exudes traditional architectural elegance spread over two stories, boasting 8 sumptuous bedrooms and 5 pristine bathrooms. Refined details like granite counters, quarter sawn oak cabinetry, unique tile work, and French doors enhance the property’s charm. The vast spaces also include a two-car garage, keeping your prized vehicles shielded.

For those with a penchant for additional luxury, the estate comes with the 1912 Farmhouse. With 4 delightful bedrooms and 2.5 baths, it’s perfect for those evenings of pastoral nostalgia.

Completing the allure, the Timber Framed Hurricane Creek Estate, located a mere 5 miles away, is surrounded by 20 acres of tranquility.

With a price tag of $13,499,000, this sprawling equestrian paradise is nothing short of a dream, echoing tales of elegance, passion, and timeless splendor. Truly, a unique blend of luxury living and equestrian excellence!

3. 16465 Suntree Ln, Sisters – $15,900,000

16465 Suntree Ln, Sisters

Imagine a haven of timeless elegance rooted deep within the heart of Central Oregon. Spanning a vast 67.53 acres, the estate at 16465 Suntree Ln in Sisters is a tribute to architectural finesse and nature’s bounty. Constructed in 2005, this luxurious enclave encompasses an impressive 9,050 sq ft of livable space that seamlessly melds nature’s charm with contemporary design.

Step inside the primary residence, where 5,050 sq ft unfolds to reveal three bedrooms, five bathrooms, and a gourmet chef’s kitchen. Every corner whispers luxury – from hand-carved hickory to the warmth of heated stone floors. The majestic twenty-foot ceilings coupled with panoramic windows gift occupants with mesmerizing vistas.

Outside, mountain views stretch endlessly, with a well-appointed outdoor kitchen and inviting fire feature beckoning for evening soirées. True nature enthusiasts will revel in the direct access to preserved land, setting the stage for memorable fishing and wildlife encounters.

The property doesn’t stop there. It houses two more distinct residences, summing up to a grand total of eight bedrooms and nine bathrooms. Vehicles too find their homes, with a total of three dedicated garage spaces. And, while the exterior pays homage to the architectural style labeled as ‘Other’, it’s clear that this estate is truly ‘One-of-a-Kind’.

It’s not merely a home; it’s an experience, valued at $15,900,000, where every sunrise and sunset etches a lasting memory.

2. 8055 SW Powell Butte Hwy, Powell Butte – $19,999,999

8055 SW Powell Butte Hwy, Powell Butte

Nestled within the heart of Powell Butte lies an architectural marvel, the Y Bell Ranch. Encompassing a staggering 435.8 acres, it’s a panorama of the majestic Cascade Mountains that takes your breath away. Built with a touch of Northwest style in 2009, this ranch has become an emblem of luxury and functionality.

The sprawling main home boasts a jaw-dropping 8,863 sq ft of pure elegance. You’re greeted by a grand entry with a mesmerizing see-through stone fireplace, setting the tone for the rest of this opulent home. It houses 5 plush bedrooms and 6 exquisite bathrooms, ensuring ample space and comfort. Dive into entertainment in the family room complete with a full bar or get whisked away in the dedicated theater room. Not to mention, a 9,200 sq ft trophy room that stands as a testament to its grandeur.

For those who have a penchant for vehicles, the property accommodates with 4 spacious garage spots. And though it stands proud with a single story, every nook and cranny radiates unparalleled craftsmanship and attention to detail.

At an asking price of $19,999,999, this isn’t merely a house but an embodiment of a dream. Located at 8055 SW Powell Butte Hwy, it’s more than an address; it’s an experience. The blend of opulence with the rustic charm of a fully operational cattle ranch creates a world where luxury meets authenticity. A true gem in the realm of estates!

1. 27280 NE Old Wolf Creek Rd, Prineville – $59,900,000

27280 NE Old Wolf Creek Rd, Prineville

The most expensive house for sale in Oregon is located at 27280 NE Old Wolf Creek Rd, Prineville and costs $59,900,000.

Located in the serene foothills of the Ochoco Mountains lies a breathtaking expanse: the Ochoco Ranch. Spanning a magnificent 40,040 acres, this Central Oregon legacy property is a testament to nature’s allure. It brushes the edges of the Ochoco National Forest, providing an expansive haven to wildlife. Here, Rocky Mountain Elk, Mule Deer, and Antelope roam, accompanied by the melodious calls of Grouse, Quail, and Turkey.

At its heart, situated at 27280 NE Old Wolf Creek Rd in Prineville, is a resplendent log home built in 2012, echoing the architectural charm of Northwest log cabins. Sprawling over 2,832 sq ft, this two-story marvel boasts 3 cozy bedrooms and 2 bathrooms. The woodwork, a nod to craftsmanship, complements the natural surroundings. With two dedicated garage spaces, vehicle safety and storage are ensured.

The ranch is not just about its primary residence. It’s a compendium of recreational spots: shimmering ponds, gurgling streams, and two enchanting guest cabins. The estate also includes a 6-stall horse barn, an additional dwelling unit, and a workshop. The Cascade Mountain Range graciously offers panoramic views from certain vantage points within the property, making every glance a potential portrait.

A price tag of $59,900,000 isn’t just for the house—it’s for the experience, the vistas, the legacy. Ochoco Ranch is more than a property; it’s a portal to nature’s undisturbed symphony.

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