Refine Search
Map
Sort by
$3,959,000
5 Beds ⋅ 5 Baths ⋅ 220194502 MLS
Nestled w/in the exclusive Ranch at the Canyons, this extraordinary retreat honors both the grandeur of nature & the beauty of connection. Perched above 2.5 miles of private Crooked River frontage & framed by the iconic cliffs of Smith Rock State Park, it offers remarkable privacy just 20 minutes from Redmond Airport. Designed w/ intention, two primary suites occupy separate wings on the main level, offering exceptional flexibility for multigenerational living, extended family, guests, or two households sharing a remarkable Central Oregon retreat. A sliding glass wall opens the great room to golden sunsets, canyon views & ever-changing light. Perfect as a private sanctuary, legacy property or shared retreat, this is more than a home--it's an experience of peace, connection & timeless Oregon beauty. Sellers will pay one full year of HOA dues for the new owners.

11698 Pinedale Lane, Terrebonne

Listing courtesy of RE/MAX Key Properties.

$3,950,000
4 Beds ⋅ 3 Baths ⋅ 238682105 MLS
Custom built and never occupied, this impeccably designed transitional masterpiece blends a European sensibility with peak American craftsmanship, all ideally sited in unincorporated Clackamas County Forest Highlands minutes to Lake Oswego’s sought-after amenities. Bathed in light with lofty ceilings, plank flooring, fine designer finishes, and spectacular great room living, the impressive interiors are at once contemporary and classic with beautifully considered built-in features, walls of windows, and a soaring slide-away glass doors opening to the sunny grounds. Described as the ‘perfect floor plan,’ this haven features a main level primary suite wing with glamorous spa-inspired bathroom and dressing room plus nearby executive office. Upstairs, you’ll find 3 additional bedrooms, including a well-appointed guest suite, with custom designed walk-in closets plus a private media/play room retreat thoughtfully situated away from the main entertaining spaces. The showcase kitchen features quartzite counters, Wolf induction cooktop range, full caterer’s pantry, oversized seating island, and breakfast room with banquette seating. The owner left no modern feature unmet with a bonus yoga, homework, or music studio and epic laundry/utility room offering prolific built-in storage. Outdoor living has never been more inviting on the extended covered, heated patio featuring built-in grill, wired for game day media, and gazing out over lovely treed views. Set on a level 1/2 acre+ south-facing parcel, the highly private fenced grounds offer ample space for your dream pool without sacrificing the expansive lawns. This offering exemplifies the coveted Lake Oswego lifestyle with championship golf, fine dining and shopping, celebrated farmer’s market, and miles of the PNW’s top urban trails all moments away. Carefree comfort and prestige await!

1050 ATWATER RD, Lake Oswego

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$3,950,000
5 Beds ⋅ 4 Baths ⋅ 402351498 MLS
SELLER FINANCING AVAILABLE AT 5%. With over Exceptional 24 acre luxury equestrian estate in West Linn's premier acreage community. Behind the gates, discover a beautifully appointed home, resort-style pool, sport court, a 2nd remodeled home, 13 acres of irrigated fenced pasture with 60 acres of water rights, and an impressive 80' x 120' covered training arena with 12 double stalls. Whether your vision is a private equestrian retreat, luxury country estate, or boutique agritourism venue, this extraordinary property offers many options and combinations. Existing revenue streams include an approximately $4,000/month horse barn with arena lease, and $5,000/month childcare operation.

29700 SW MOUNTAIN RD, West Linn

Listing courtesy of Keller Williams Realty Mid-Willamette.

$3,950,000
5 Beds ⋅ 5 Baths ⋅ 220225322 MLS
SELLER FINANCING AVAILABLE AT 5%. With over Exceptional 24 acre luxury equestrian estate in West Linn's premier acreage community. Behind the gates, discover a beautifully appointed home, resort-style pool, sport court, a 2nd remodeled home, 13 acres of irrigated fenced pasture with 60 acres of water rights, and an impressive 80' x 120' covered training arena with 12 double stalls. Whether your vision is a private equestrian retreat, luxury country estate, or boutique agritourism venue, this extraordinary property offers many options and combinations. Existing revenue streams include an approximately $4,000/month horse barn with arena lease, and $5,000/month childcare operation.

29700 SW Mountain Road, West Linn

Listing courtesy of Keller Williams Realty Mid-Willamette.

$3,950,000
3 Beds ⋅ 2 Baths ⋅ 152730725 MLS
Exciting Investment Opportunity! 25.03 Acre farm/Estate featuring 24 tillable acres currently on MTM ground lease. 0.5 acre is planted w/various varieties of marketable flowers w/organic practices in mind. Home has many updates including new hardwood floors, bath vanities, fixtures, tile floors, interior/exterior paint, lighting fixtures thru out & upgraded electrical in home/shop. Property bordered by PacifiCorp 69kV-230kV transmission lines & 12.5 MW adjacent substation.

Brownsville

Listing courtesy of Excel Real Estate.

$3,950,000
4 Beds ⋅ 3 Baths ⋅ 357972610 MLS
Offered for the first time in its entirety, this extraordinary Woahink Lake estate represents a level of privacy, scale, and versatility that is virtually impossible to replicate. Comprising multiple contiguous parcels and 3 residences with extensive lake frontage, this is a legacy compound set against one of Oregon’s most pristine freshwater lakes. The main residence rests on 1.64 acres of manicured, gated grounds with sweeping lawns and several hundred feet of direct Woahink Lake frontage. Encompassing over 4,600 square feet, the home is both expansive and welcoming, thoughtfully designed with primary suites on each level, 4 Bedrooms/3.5 Bathrooms. Maple floors, vaulted ceilings, and walls of windows capture uninterrupted lake views, with sightlines extending to the surrounding dunes—an ever-changing natural backdrop that defines the setting. Outdoor living is seamless and intentional. A private dock and small launch provide effortless access to the lake for kayaking, paddleboarding, or quiet mornings on the water. End-of-road privacy ensures tranquility, while full paving and gated entry reflect the estate’s exceptional level of infrastructure. Complementing the main home is a triple detached, heated/fully insulated garage with abundant storage, topped by a beautifully appointed 1 Bedroom/1 Bathroom guest residence. With its own private entrance, vaulted ceilings, expansive kitchen, laundry, jetted tub, patio, and lake views, it offers complete independence. Further elevating the offering are two adjoining parcels: a .55-acre lakefront piece with its own gate, dock, and a single-level 3 bed/2bath home + double garage; and a one-acre undeveloped parcel providing a private forest, trails, and additional prime lake frontage. With water rights to Woahink Lake, newer heat pumps, Generac generator, and meticulously maintained improvements throughout, this estate stands as one of the most comprehensive and compelling opportunities. Sqft: Main 4671/Guest 1144/3rd 1488.

83474/83431 WOODLAND LN, Florence

Listing courtesy of Coastal Sotheby's International Realty.

$3,894,950
5 Beds ⋅ 5 Baths ⋅ 104878190 MLS
A rare Iron Mountain estate opportunity, set on 1.2 private acres of mature gardens and natural beauty. Currently being taken down to the studs and expanded to over 5,000 square feet, this modern residence is being completely reimagined into a warm, architectural retreat with 5 bedrooms, 5.1 bathrooms, a private office, dedicated gym, sauna, steam room and 3-car garage.The design centers on volume, light and texture. Vaulted ceilings, luxurious plaster walls, refined wood detailing and expansive walls of glass create an atmosphere that is both sophisticated and deeply livable. The main level is designed for effortless indoor-outdoor living, with a dramatic full-length wall of glass opening to a generous deck overlooking the acreage, gardens and surrounding greenery. The result is a home that feels private, serene and connected to its setting from every major living space.At the center of the home, the ultra high-end kitchen will feature two statement islands, custom cabinetry, elegant stone surfaces and a seamless connection to the dining and great room. The beautiful primary suite offers a peaceful escape with spa-inspired finishes, while the wellness wing with gym, sauna and steam room brings a resort-level experience home. A private den/office, spacious secondary bedrooms and multiple gathering areas provide flexibility for modern living, entertaining and extended stays.This is a unique chance to secure a fully transformed luxury residence in a premier Dunthorpe/Riverdale location before completion, with the ability to enjoy a fresh, highly curated design on an irreplaceable private lot. Pool and hot tub may be added at buyer’s expense. Renderings represent proposed finishes and design direction; final details subject to plans, permits and builder selections. Buyer to have the option to bring designer for finish selections and upgrade to include pool and hot-tub. Scheduled completion Nov. 2026

13248 S IRON MOUNTAIN BLVD, Portland

Listing courtesy of John L. Scott Portland Central.

$3,875,000
4 Beds ⋅ 2 Baths ⋅ 763599689 MLS
Own a community landmark farm with views in every direction and a turn-key "lifestyle ecosystem" at the gateway to the Silicon Forest on the edge of booming Hillsboro, Oregon. Historic farm, Farm store, Greenhouses, Machine sheds, buildings, retail inventory, big pond, equipment, water rights, business branding, website, LLC, etc., are being sold as a turn-key lifestyle opportunity! Anchored by an iconic 1880s farmhouse, this 48+-acre GAP-certified estate offers a rare blend of historical soul and serious commercial scale. The Infrastructure: Over 40,000 SF across 13 specialized buildings, including a growing natural foods market, retail garden center, production greenhouses, and professional offices. This is a vertically integrated engine optimized for retail, wholesale, and a robust CSA program. The Opportunity: With dual-horizon views of Mount Hood and the Coastal Range, the property is a premier destination for agri-tourism. The existing 40,000 SF footprint provides a massive foundation for expansion into a world-class wedding venue, estate holding, or farm-to-table culinary retreat. The Location: Just minutes from Hillsboro and US-26, this gorgeous farm sits in the heart of the Tualatin Valley, capturing high-disposable-income traffic between Portland and the Coast. This is more than a farm; it is a diversified, recession-resistant legacy acquisition. For the visionary buyer, the heavy lifting of infrastructure and branding is complete. Step into a "sanctuary with scale" and define the next chapter of Oregon’s agricultural heritage. Call Broker for full information Package! No site visits with brokers without appointments!

7601 NW Milne Road- RD, Cornelius

Listing courtesy of MORE Realty.

$3,875,000
5 Beds ⋅ 4 Baths ⋅ 373570010 MLS
OPEN SUN 7/12 FROM 1-3PM. One-of-a-Kind luxury home celebrating the pacific NW lifestyle over looking Forest Park, Columbia river gorge, city and partial Mt. Hood and Mt St Helens views. An architectural masterpiece with circular driveway and hand chosen selected NW materials and design features. The magnificent, quietly elegant updated and renovated lodge home is ideal for the most discerning buyer in search of the full Oregon experience. Home is situated on the highest point of the 28 acres to capture the breath taking territorial views. Quiet elegance greets you the moment you step inside. Hand selected fir beams, Snake river rock stone, and warm wood floors with startling higher ceilings welcome you home. The open floor plan reveals a comfortable living room, dining room, and stunning commercial grade Chef's kitchen with all sought after cooking features. Main floor family room, home office and two additional bedrooms and baths plus laundry. Upper floor includes owners suite with vaulted ceilings features an oversize covered veranda/ deck to take in the lake & property views as well as generous size bathroom with soaking tub, larger walk in shower and generous closet space. Other features on upper floor include library/billiard room, home gym sharing space with updated indoor pool opening up to the outdoors and exterior patios. Lower level features media room for movie night. Upon arriving at the gated entry you travel up the hill pass an exceptional park and grass area with plenty of room for entertaining large gatherings only a short distance from the home. Only 8 min drive to NW alphabet district! Close to hwy 26/217 access making it easy to get to downtown, high tech corridor, Nike and all the metro area has to offer!

465 NW ROYAL BLVD, Portland

Listing courtesy of Windermere Realty Trust.

$3,865,000
3 Beds ⋅ 3 Baths ⋅ 220227641 MLS
At its center, a dramatic open-air courtyard draws light, sky, and landscape into this Eric Meglasson-designed residence, creating a sense of arrival that is both striking and unexpected. Framed by glass and warm wood, the architecture unfolds around this space, where a beautifully composed kitchen (complete with a butler's pantry, two high end ovens, dishwashers, and fridges) dining area, and great room converge, anchored by a floating staircase and a sculptural hearth. The main level offers a private ensuite and a third bedroom or den, while above, a lofted office and full primary suite are oriented to capture expansive views and a sense of retreat. Multiple patios, fire features, and outdoor living areas extend the experience. Positioned along Tetherow's iconic 17th hole on one of the community's most exceptional homesites, this modern residence brings design, setting, and execution into rare alignment.

61456 Weinhard Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,800,000
5 Beds ⋅ 6 Baths ⋅ 220220674 MLS
Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland

Listing courtesy of Bespoke Real Estate.

$3,800,000
4 Beds ⋅ 5 Baths ⋅ 220204557 MLS
Experience elevated living on Awbrey Butte w/ this sleek & modern masterpiece. Designed w/ elegance in mind, this stunning home showcases imported Italian marble flooring & custom RGB LED ceiling lights throughout. The great room features soaring ceilings, fireplace, & floor-to-ceiling windows that frame the easterly views. The gourmet kitchen is a showstopper—featuring a large island w/ breakfast bar, granite countertops, double oven, walk-in pantry, & high-end Café commercial appliances. The main level offers a luxurious primary suite w/heated bathroom floors, dual vanities, soaking tub, tile shower, & walk-in closet. Also on the main level: a private office & cozy den! Upstairs, enjoy a game room & dedicated home theater, 2 junior suites each w/ large walk-in closets & private balconies, plus an additional bed & bath. Enjoy 4th of July fireworks from the expansive front deck or entertain year-round on the covered back patio. Minutes to trails, parks, shops, and downtown Bend!

664 NW Powell Butte Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$3,799,000
4 Beds ⋅ 5 Baths ⋅ 220222292 MLS
Set along a coveted stretch of riverfront, this modern residence stands among Bend's most compelling offerings--where architecture and setting align with rare clarity. The home opens to a series of outdoor living spaces, fire features, and sweeping water views, creating a seamless connection to the landscape and rhythm shaped by river. Inside, a refined composition clean-lined detailing, and expansive glass draws in natural light while framing the outdoors with intention. The kitchen is designed for both elevated entertaining and daily ease, anchored by a natural stone island and a stainless steel appliance suite. A main-level primary suite offers a private retreat with a steam shower and patio Hot Tub access. Each additional bedroom in main house is en suite, complemented by an office, utility space, and triple-zoned HVAC. An attached apartment with its own garage bay adds flexibility. All of it, just moments from Bend's everyday conveniences--yet a setting that feels a world apart.

20172 Soft Breeze Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,799,000
4 Beds ⋅ 4 Baths ⋅ 694343890 MLS
Experience refined luxury living in this quality-built estate home with main level primary suite, perfectly situated in the highly sought-after Forest Highlands neighborhood of Lake Oswego. Tucked quietly off the road on a level half-acre lot, this private retreat offers an exceptional blend of elegance, comfort, and functionality. Soaring 12 high ceilings enhance the open great room with a stunning chef's kitchen, expansive marble island, a secondary prep kitchen plus a nearby temperature controlled wine room making this a wonderful entertainer. Custom lighting, rich hardwood floors, detailed millwork, and fine finishes throughout. Designed for effortless main-level living, the home features a luxurious main level owner's suite, handsome dedicated office, and a main-level guest suite. Indoor-outdoor living shines with a covered, heated patio complete with a cozy fireplace—ideal for year-round enjoyment. Upstairs, you’ll find two additional bedroom suites, a second living area area, plus a separate gym or game room located above the garage creating flexible space for work or play. Auto enthusiasts will appreciate the impressive three-car garage designed with collectors in mind not to mention an abundance of parking on the oversized driveway. Centrally located, this home provides easy access to downtown Lake Oswego, top rated schools - Forest Hills Elementary, Lake Oswego Junior High and High School- shopping, golf club, and everyday conveniences. Enjoy nearby Woodmont Park and the scenic hiking trails of Tryon Creek State Park just minutes away. With 4 bedroom suites, 4 full and 2 half baths, and approximately 5,780 square feet of thoughtfully designed living space, this exceptional residence truly is the complete package. Luxury living has never been better.

13710 KNAUS RD, Lake Oswego

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$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

Listing courtesy of Real Broker.

$3,795,000
5 Beds ⋅ 3 Baths ⋅ 552416503 MLS
Singing Hills Stables is a distinguished 21+ acre gated equestrian estate nestled amid lush, private landscapes and conveniently located just 7 minutes from downtown Oregon City and approximately 30 minutes from PDX. The property offers an exceptional combination of equestrian facilities, estate living, income potential, and complete off-grid infrastructure. Established in 1968, this renowned facility features 55 spacious stalls, hay loft, indoor arena with viewing room and office space, covered round pen, outdoor red-pumice track, irrigated pastures, CO2 system, four substantial run-in barns, and extensive infrastructure supporting a variety of equestrian and agricultural operations. The estate includes three separate detached residences, making it ideal for multi-generational living, a family compound, caretaker or trainer accommodations, guest lodging, or income streams. The primary residence is a distinctive 3-bedroom, 3.1-bath home with 6,000 square feet of living space, multiple balconies, a swimming pool, and tranquil pond views. A charming detached 1-bedroom, 1-bath guest house includes an attached tennis court and lounge area. At the opposite end of the property, the 3-bedroom, 2-bath house features walls of windows overlooking the turnout pastures and barns. Additional improvements include worker quarters, a greenhouse, space for poultry, picturesque garden gazebos, and a spacious workshop with multiple bay doors, RV storage, lift crane, office space, and bathroom. Extensive on-site hydroelectric and solar systems provide complete off-grid capabilities, enhancing operational convenience, resilience, and self-sufficiency. Surrounded by woodlands and thoughtfully maintained grounds, Singing Hills Stables offers rare flexibility for equestrian operations, private estate living, agricultural use, or a potential venue destination. A truly unique opportunity to own a well-established and highly versatile compound close to Portland. Showings by appointment only

22396 S PARROT CREEK RD, Oregon City

Listing courtesy of Thoroughbred Real Estate Group Inc.

$3,795,000
4 Beds ⋅ 4 Baths ⋅ 379302411 MLS
There is a moment driving through the vineyard rows toward the gate, when it becomes clear that this property is something different. The vines run along both sides of the private drive. The Cascade Range on the horizon. And then the house appears: French country architecture at its finest, hand-laid Austin Cream limestone, powder blue shutters, and an arched stone entry set down in the heart of the Willamette Valley. Designed and built by Teal Point Custom Homes as the builder's personal residence, every finish, every material, every detail chosen without compromise. The foyer is lined in Austin Cream limestone. The great room is anchored by a floor-to-ceiling stone fireplace beneath dark wood coffered beams. The kitchen features a hammered copper range hood, cabinetry finishes that read like collected antiques, artisan hand-painted tile, and vineyard views through arched windows. A climate-controlled wine room sits just off the entry behind a full stone arch. At 5,913 square feet on two private acres within a gated 52-acre estate, the home is as substantial as it is refined. Four bedrooms, a dedicated home office, a lower-level bonus, two living spaces, and outdoor living that rivals any resort in the region. The primary suite is its own retreat: vaulted beamed ceilings, arched details, a soaking tub overlooking the vineyard, furniture-style custom cabinetry, and an arched tile surround framing the walk-in shower entry. Outside, the covered terrace opens to a rectangular pool surrounded by vineyard. Mt. Hood straight ahead. A formal English garden with stone fountain, a putting green, and mature Italian cypress anchors the grounds. French country meets Pacific Northwest, elevated, intentional, and complete. Just two miles from downtown Sherwood, close enough to everything, worlds away from ordinary.

20923 SW EDY RD, Sherwood

Listing courtesy of Berkshire Hathaway HomeServices NW Real Estate.

$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

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$3,750,000
3 Beds ⋅ 4 Baths ⋅ 220225288 MLS
An exceptionally rare opportunity to own a custom estate in the highly coveted Westgate community, where resales are virtually unheard of. Set on a premier 2.5-acre homesite with breathtaking views of the Three Sisters and Cascade Mountains, this extraordinary home offers 3,105 sq. ft. on the main level plus a 677 sq. ft. bonus room. Soaring ceilings, walls of glass, and designer finishes create a light-filled, luxurious living experience. The 1,100+ sq. ft. owner's retreat features stunning mountain views, a spa-inspired bath with freestanding tub, oversized tile shower, dual walk-in closets, flex space, and private hot tub patio. Industrial farmhouse design, Thermador appliances, custom cabinetry, stone counters, walk-in pantry, and an oversized four-bay garage with a 10' door that accommodates a Sprinter van plus a dedicated gear bay complete this exceptional home.

62313 McClain Drive, Bend

Listing courtesy of The Agency Bend.

$3,750,000
5 Beds ⋅ 3 Baths ⋅ 220221468 MLS
A riverfront sanctuary that comes to market once in a generation. Encompassing nearly three acres and 400 feet of low-bank frontage on the Deschutes River, this property represents one of the largest riverfront parcels in all of Bend - set along one of the Northwest's most iconic waterways, with a sweeping stretch of shoreline unlike anything else on the market. The River Home spans nearly 4,000 sq ft with multiple indoor and outdoor living spaces, a private primary wing, and a guest wing - all with unobstructed river views. Here, the Deschutes National Forest is your closest neighbor - and the cherished mountain town of Bend is just minutes away. Step from your back door to cast a line, host a gala, or watch the seasons change from the bank. Family weddings, holiday events, and legendary dinner parties have graced these grounds for years. As the current owners will tell you: no one ever turns down an invitation, and guests are reluctant to leave. It's hard to put a price on magic.

18880 Baker Road, Bend

Listing courtesy of Stellar Realty Northwest.

$3,750,000
5 Beds ⋅ 5 Baths ⋅ 220206087 MLS
A private retreat setting where nature meets luxurious living. The 5BR/5BA Contemporary home captures the Siskiyou mtn range at every turn. The main level offers floor to ceiling windows, hardwood floors, living & dining room & Chef's kitchen appointed w/ island, wet bar, pantry, double ovens, wolf stove & more! Upstairs the main bedroom suite is an oasis unto itself w/views, decking & spa. A second primary suite, 2 add'l bedrooms/bath & laundry room w/abundant storage are downstairs. Each room has custom finishes & exquisite views to ensure a lifestyle of privacy & relaxation. Outside you're met w/soothing soundscape of a tiered cascading creek, lagoon waterfall style pool, cabana area, outdoor kitchen & bath, for ease of entertaining. Equestrian, livestock or agricultural enthusiasts will delight w/the endless possibilities. Fruit trees, garden beds, greenhouses, chicken coop & workout room complete this singular estate. 1BD/1BA guest apartment is a bonus to this luxe property.

1440 E Nevada Street, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$3,700,000
4 Beds ⋅ 1 Baths ⋅ 220228292 MLS
Rare opportunity to own 127 acres in Eagle Point with approximately 80 irrigated acres from Little Butte Creek. This versatile property features an established vineyard with 10 varietals, an extensively remodeled farmhouse, brand-new office with modern accommodations including a restroom and kitchen, two wells, and a fully equipped winery. The winery retains the equipment used during years of wine production from 2005-2019, making this an ideal opportunity for someone looking to pursue or revive a vineyard and wine operation. The irrigated pasture has been carefully maintained and is fully set up for irrigation, making it ideal for cattle, hay production, or other agricultural uses. Solar panels provide approximately $20,000 in annual income, increasing toward $25,000. Combining irrigated acreage, vineyard, winery, remodeled improvements, water resources & solar income, 1098 Nick Young Rd offers a rare opportunity to create a distinctive Southern Oregon agricultural estate

1098 Nick Young Road, Eagle Point

Listing courtesy of USLANDCO LLC.

$3,699,900
5 Beds ⋅ 4 Baths ⋅ 725440161 MLS
Proudly presented by Lake Oswego’s #1 builder & the winning-most Builder of ALL Street of Dreams; w/ 54 individual awards & 9 Best of Show Awards. This is a Street of Dreams quality floorplan, with access to Lake Oswego's best, North Lake schools, Forest Hills Elementary, Lake Oswego Junior & Lake Oswego High School. The home boasts 5 bedrooms (including a guest suite with walk-in closet on main), 4.5 bathrooms & a 3-car oversized garage. The incredible features included are: Professional grade appliances, including a 36" cabinet matching, Sub Zero refrigerator, stainless steel gas cooktop, double ovens & cabinet matching dishwasher. The kitchen offers quartz countertops & cabinets that extend up to the 10' ceilings. There is an oversized walk-in pantry with ample storage. The Juice Kitchen includes access to a covered BBQ patio, a built-in, Glass Door refrigerator & a second dishwasher. The 2-Story Great Room is home to a floor-to-ceiling gas F/P with built-ins on either side. The Dining Room is complete w/ stained beams leading to a stacking glass slider that opens to the outdoor covered living/dining area with 2 electric heaters & a 2nd gas fireplace. The main floor is also home to a powder bath, an in-home office w/ boxed beam ceilings, a main floor utility room w/ exterior access for those muddy Oregon days, as well as a separate mud room entry from the garage including a coat closet, built-ins and bench. Upstairs you'll find four spacious bedrooms, a Media Room & a second laundry room. The spa-like Primary Bath has an oversized, mud-set, curb-less tile shower with a free-standing tub & double vanity sink. You'll also find heated tile floors, a heated towel rack & TWO spacious walk-in closets with built-in organizers. For convenience & comfort, the home includes double paned, Milgard windows, a tankless water heater, High-Efficiency A/C w/ a 96% Efficient Furnace, a 50AMP car charger & pre-wired for a gas-powered generator.

964 Country Commons LN, Lake Oswego

Listing courtesy of Renaissance Development Corp..

$3,650,000
3 Beds ⋅ 3 Baths ⋅ 502560940 MLS
A private mid-century modern retreat on the main lake, where architecture, water, and Japanese-inspired landscape come together in a setting unlike anything else on the waterfront. The experience begins outside, where a Japanese-inspired garden creates a secluded retreat beneath the trees, designed in collaboration with a renowned designer of the Portland Japanese Garden. A cascading waterfall, layered plantings, winding pathways, and Platinum Habitat Certified grounds create a sense of calm while remaining connected to the lake. Tucked into the hillside is a one-of-a-kind timber-framed tea house with folding panel doors on three sides that open almost entirely to the landscape. A wet bar, bathroom, and outdoor shower make it ideal for quiet mornings, sunset cocktails, or intimate evenings with friends. Approximately 78 feet of lake frontage leads to an exceptional mid-century-inspired boathouse and dock, recently completed by MCM Construction. Mahogany decking, a kitchenette, bathroom, boat lift, and pergola-covered lounge create a waterfront entertaining space designed for all-day enjoyment. Originally built in the 1950s and taken down to the studs in 2008, the residence was thoughtfully reimagined while preserving its angular rooflines, post-and-beam structure, and unmistakable mid-century character. Walls of glass, oak floors, a softly vaulted ceiling, and a sleek black fireplace surround define the main living space, while the open kitchen features Miele and Dacor appliances, a gas range, and glazed tile backsplash. Two primary suites, one on each level, offer walk-in showers, walk-in closets, and direct access to spacious steel-and-concrete decks among the trees. A fully integrated Control4 Smart Home system adds modern convenience throughout. Most lakefront homes are defined by their view. This one is defined by experience: morning coffee among the trees, quiet moments in the tea house, afternoons on the dock, and an evening cocktail cruise across the lake.

2707 SOUTHSHORE BLVD, Lake Oswego

Listing courtesy of Real Broker.

$3,625,000
5 Beds ⋅ 3 Baths ⋅ 529796737 MLS
Thoughtfully refined and impeccably curated, this exceptional residence blends timeless architecture with elevated designer finishes. Recently reimagined in collaboration with celebrated Portland Designer Max Humphrey, the home showcases curated interiors with Fortuny drapery, Ann Sacks tile, custom wall coverings, Urban Electric lighting, and rich white oak floors throughout. Modern expansive living spaces open through Nano doors to a covered outdoor retreat complete with a fireplace, outdoor kitchen, pool, spa, putting green, and tiered teak decking, creating ideal year-round entertaining spaces. Additional highlights include a spa-like primary bedroom suite, main floor bedroom suite, den/office, and bonus space with private entrance. A spacious oversized three-car garage and separate detached garage provide exceptional flexibility for storage or hobbies. Perfectly located moments from local favorites including Zupans, La Provence, multiple schools, swim parks, Oswego Lake trail system and convenient freeway access.

4105 UPPER DR, Lake Oswego

Listing courtesy of Windermere Realty Trust.

$3,600,000
5 Beds ⋅ 6 Baths ⋅ 125877330 MLS
Live the ultimate Central Oregon resort lifestyle in Caldera Springs, near Sunriver! This stunning, furnished, luxury home features 5 ensuite bedrooms, 6 full baths, and 1 half bath, offering ample space for family and guests. Entertain with ease in the bonus room with wet bar, or on the outdoor patio with gas fire pit & built-in grill. Unwind in the sauna and hot tub, and enjoy a beautifully appointed kitchen with stone countertops and premium appliances. Beyond your doorstep, enjoy unmatched resort amenities including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, and more. Just 20 minutes from Bend and 30 minutes from skiing and snowboarding at Mt. Bachelor, this is Central Oregon living at its finest. This home is under construction, with estimated completion date of late November 2026. Taxes on land only.

17727 REDTAIL LOOP Unit #475, Bend

Listing courtesy of Sunriver Realty.

$3,600,000
5 Beds ⋅ 7 Baths ⋅ 220226807 MLS
Live the ultimate Central Oregon resort lifestyle in Caldera Springs! This stunning, furnished, luxury home features 5 ensuite bedrooms, 6 full baths, and 1 half bath, offering ample space for family and guests. Entertain with ease in the bonus room with wet bar, or on the outdoor patio with gas fire pit & built-in grill. Unwind in the sauna and hot tub, and enjoy a beautifully appointed kitchen with stone countertops and premium appliances. Beyond your doorstep, enjoy unmatched resort amenities including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, and more. Just 20 minutes from Bend and 30 minutes from skiing and snowboarding at Mt. Bachelor, this is Central Oregon living at its finest. This home is under construction, with estimated completion date of late November 2026. Taxes on land only.

17727 Redtail Loop 475 Unit 475, Bend

Listing courtesy of Sunriver Realty.

$3,600,000
3 Beds ⋅ 2 Baths ⋅ 424338367 MLS
Tucked into the rugged mountains and rolling timberlands of Southern Oregon, Sourdough Gulch Ranch is an ±809-acre legacy property offering the very best of Western land ownership, privacy, abundant water, diverse wildlife, and lasting stewardship. Located outside of the historic community of Wolf Creek, the Ranch features productive pasture, mature timber,year-round water, and extensive improvements surrounded by protected natural beauty. Anchored by a private five-acre spring-fed lake, over 3,000 feet of Wolf Creek frontage, and direct adjacency to Bureau of Land Management lands, Sourdough Gulch Ranch is an exceptional recreational property. Improvements include a 3 bed/2 bath 1,772 sqft main residence, a 1,344 sqft 2 bed/1bath caretaker’s home, a 4 bed/2bath 2,800sqft lake house, equestrian facilities, and the ability to build an additional home, making it ideal as a sporting retreat, equestrian property, family compound, or conservation-minded ranch. Protected by a perpetual conservation easement held by the Southern Oregon LandConservancy, the Ranch preserves its ecological integrity while allowing for the recreational enjoyment and practical use that define exceptional Western ranch ownership.

340 SPEAKER RD, Wolf Creek

Listing courtesy of Live Water Properties.

$3,600,000
4 Beds ⋅ 3 Baths ⋅ 220223882 MLS
North Fork Ranch is a 212+/- acre private, peaceful and secure property bordering the National Forest in the Cascade Mountains of Oregon. This extraordinary property offers endless opportunities for outdoor enthusiasts, from hunting, fishing, hiking, skiing, to world-class biking, making it a true recreational dreamland. Picture-perfect mountain views create the ideal backdrop for a secluded, secure retreat, just 45 miles from Eugene, Oregon. A beautiful lodge-style, 4-bed, 3-bath, well-finished home provides inspiring views of the property and mountains beyond. Blessed with mature timber, hay, agricultural outbuildings and reliable water resources including three wells, creeks, springs, and ponds. Wildlife is abundant, with frequent sightings of trophy elk, deer, turkeys, and predators, making the Ranch equally compelling as a sporting property. Truly an ideal legacy ranch, recreational retreat, or investment opportunity in one of Northwest's most desirable regions.

78189 High Prairie Road, Oakridge

Listing courtesy of Fay Ranches, Inc..

$3,595,000
4 Beds ⋅ 4 Baths ⋅ 289194314 MLS
Tucked thoughtfully back from the street, this striking modern retreat offers a rare blend of contemporary architectural design, comfort, and connection to the outdoors. Built in 2017, the home welcomes you with soaring lines, warm wood accents, and walls of expansive windows that fill the interiors with natural light and frame picturesque lake views.At the heart of the home, the open kitchen, complete with Wolfe, Sub-Zero, and Asko stainless steel appliances, dining, and living spaces create an effortless flow for everyday living and entertaining. Gather and entertain around the oversized island and open the dramatic architectural garage door to extend the living space outdoors and enjoy the magic of a warm summer evening. Here, a heated covered patio with fireplace and built-in grill becomes a natural gathering place in every season.The primary suite offers serenity, where large picture windows frame the lake like a living work of art. Wake to soft morning light reflecting across the water and unwind each evening with tranquil views that bring the outdoors in, creating a true sense of escape and recharge.The three-tiered level lawn invites play and relaxation. Upstairs, four bedrooms, a spacious bonus room, upper-level kitchenette, and large laundry room provide flexibility for changing needs. A main-level den, butler’s pantry, mudroom, abundant storage, three-car garage, additional parking, and three lake easements complete this exceptional lake-area retreat designed for both everyday living and memorable moments.

3150 UPPER DR, Lake Oswego

Listing courtesy of MORE Realty.

The data relating to real estate for sale on this web site comes in part from Information and Real Estate Services, LLC under IRES Rules © Copyright IRES, and is provided for limited non-commercial use. Information is provided exclusively for consumers' personal use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by other brokerage firms are included in this site and detailed information about them includes the name of the listing brokers. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items.
Information deemed reliable but not guaranteed by the MLS
Listing data last updated: 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.

All information should be verified by the recipient and none is guaranteed as accurate by ARMLS. Copyright 2026 Arizona Regional Multiple Listing Service, Inc. All rights reserved.

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: