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$5,500,000
6 Beds ⋅ 5 Baths ⋅ 370119532 MLS
Experience luxury on a grand scale at 11555 SE Hilltop Ct in Happy Valley. Nestled behind private gates on 2.18 acres, this extraordinary estate offers over 10,700 square feet of thoughtfully designed living space with soaring 16-foot ceilings, exceptional craftsmanship, and breathtaking surroundings. Featuring 5 spacious bedrooms, 5 full bathrooms, an office, den, bonus room, and expansive entertainment spaces, this home delivers both elegance and functionality. The impressive double chef’s kitchen is equipped with premium appliances, dual ovens, a steamer, warming drawer, double refrigerator, and wine cooler, making it perfect for hosting gatherings of any size. Designed for modern living, the home includes smart home technology, engineered hardwood floors throughout, central vacuum, advanced security, and custom lighting capabilities in every room. Car enthusiasts will appreciate the oversized garage with room for up to 8 vehicles, EV charging stations, and RV hookups. Outside, enjoy seamless indoor-outdoor living with glass accordion doors opening to a spectacular deck featuring a built-in BBQ and peaceful views of the surrounding trees. Adding even more value, the 2.18-acre property offers potential for future development, including the possibility of an additional home, ADU, or custom shop. Located just minutes from top-rated schools, shopping, dining, and easy access to Portland and the airport, this one-of-a-kind estate offers privacy, luxury, and endless possibilities. Opportunities like this rarely come to market. Schedule your private tour today.

11555 SE HILLTOP CT, Happy Valley

Listing courtesy of Real Broker.

$5,500,000
5 Beds ⋅ 4 Baths ⋅ 104151261 MLS
Experience luxury vacation-like living in this extensively remodeled home on the main shores of the quiet water portion of Oswego Lake. With five bedrooms, an office, a gym and four and a half bathrooms, this inviting home was mindfully designed around extensive entertaining and everyday ease. At every turn, there is a harmonious blend of upscale finishes and light bouncing off of water outside into serene spaces inside. The expansive walls of glass dissolve the boundary between indoors and out, opening to panoramic waterscapes in every direction and a rare large, flat yard. The gourmet kitchen centers around an impressive island with beautiful surfaces, custom cabinetry, highest end appliances and a generous butlers pantry designed to house all the necessary kitchen accoutrements. The main level also boasts a large ensuite bedroom, an office, a stunning design forward powder bath, a bespoke bar and a cleverly customized wine cellar. Upstairs, the primary suite is a peaceful retreat with impressive scale and features that include lake views, automated blinds and absolute privacy. Its spa-inspired flow embodies relaxing extravagance with a freestanding tub, heated floors, a steam and rain shower, dual sinks with illuminated mirrors and a custom walk-in closet tailored for curated wardrobes. On this level, you'll also find two additional bedrooms, two full bathrooms, an expansive and inviting family room with another wet bar and a dedicated fitness area with breathtaking lake views. The third floor flexible space, currently a bedroom, showcases that this residence offers beautifully designed options for every need. Outside, a spacious deck cascades through custom low-maintenance, natural landscaping to your private 72 feet of waterfront. The boat house is equipped with a hydraulic lift sized for the maximum length boat allowed on the lake and there is an additional dock. Lake life has never been so beautiful or so easy!

16840 ALDER CIR, Lake Oswego

Listing courtesy of Rose City Realty Group.

$5,500,000
3 Beds ⋅ 2 Baths ⋅ 23076898 MLS
OWN YOUR OWN AIRPORT! State of Oregon recognized private grass strip over 1900' long on 53 private acres. Located in east Clackamas County just outside of the Estacada City limits on two separate tax lots. Possible future development potential should Estacada expand the UGB. Come build a home and hanger for your plane. Existing manufactured home on property is of little value but could. Buyer to do own due diligence.

30675 SE ELY RD, Estacada

Listing courtesy of MORE Realty.

$5,499,000
6 Beds ⋅ 5 Baths ⋅ 573712269 MLS
Let Oregon's picturesque and prestigious Stafford region steal your heart and transport you to a quality of life like no other in one of the area's most phenomenal custom crafted acreage estates. Ideally situated on 10+ level, easy-care acres a mere 30 minutes from Portland, this epic masterpiece features an immaculate modern farmhouse design aesthetic on a truly grand scale. Take advantage of a valuable farm tax deferral and revel in postcard-perfect country views from this breathtaking gated property. The 5400 SF main residence features main-level living with jaw-dropping two-story great room, 5 bedrooms, 3 full and 2 half baths. The newly completed 1,800 SF pool/guest house includes a full bedroom suite, kitchenette, and fitness center. The vast 3,000 SF two-story dream shop offers RV parking and space for up to 12 vehicles plus a full bathroom. This is resort-style living reimagined for today's modern resident seeking the ultimate in luxury amenities with all the tranquility of life in the country near it all. Pristine pool, spa, outdoor kitchen, turf lawns, sleek patios, and a poolside fireplace and bar. Step indoors to an unforgettable vaulted wood-clad great room, chic floating staircase, folding glass walls opening to the pool, a glossy showcase wine room, and generous bonus spaces. Escape from it all in the main-level primary suite with private patio, elegant dressing room, and gorgeous bathroom with heated floors. Enjoy 4 versatile bedrooms, a playroom, and an executive office. Create your equestrian haven, vineyards, or bring your own plans for additional enhancements to complete your vision! Top-rated West Linn/Wilsonville school district with the option to attend the new Riverside High School coveted International Baccalaureate (IB) program. Easy access to Oregon's famed wine country, 3 minutes to highways, and a quick trip to the Portland International Airport. Shown by appointment only to qualified buyers.

22280 SW STAFFORD RD, Tualatin

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$5,495,000
6 Beds ⋅ 5 Baths ⋅ 540798156 MLS
Introducing a truly exceptional rare retreat in the heart of Lake Oswego set on 1.88 private acres in unincorporated Clackamas County, this gated estate offers an extraordinary blend of luxury, comfort & seclusion.The outdoor setting is a showpiece, centered around a resort-style pool & an impressive vaulted pool/guest house designed for unforgettable entertaining.The 7,773sf grand primary residence is ideal for both large-scale gatherings as well as everyday living.The main level is highlighted by a vaulted primary suite, privately positioned complete with a generous custom dressing room & convenient laundry. The center of the home offers a chef's kitchen with high end finishings, dramatic great room, grand scale formal dining room with custom buffet, a refined library complete with a custom rolling ladder, 2nd main level bedroom, office & a fully equipped lower-level theater. Throughout, soaring ceilings with rich wood beam accents & expansive windows create a bright, airy atmosphere while maintaining a strong sense of privacy. Upstairs, a distinctive split layout separates a spacious guest suite—featuring its own laundry & storage/bonus space—from the separate upper level offering three bedrooms, playroom & a dedicated fitness room. Additional amenities include outdoor fireplace, an oversized three-car attached garage, RV parking and picturesque gardens with expansive lawns, meandering walking paths, huge verandah & custom lighting. Versatile 1390 sf pool/guest house features a stage, fireplace, stylish bar & kitchenette, dedicated office or studio, 1 1/2 baths, plethora of storage, plus an additional oversized two-car garage/shop suitable for a lift. Bordering the 6.8-acre Woodmont Park & near Tryon Creek State Park with miles of scenic trails, this property is located in the highly desirable Forest Highlands neighborhood, just minutes from top-rated schools, charming Lake Oswego Village & Lake Grove restaurants, cafes, shops, golf, gourmet markets and more!

951 ATWATER RD, Lake Oswego

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$5,400,000
10 Beds ⋅ 9 Baths ⋅ 356505065 MLS
Sited on 68 acres in the rolling hills of West Linn, this incomparable contemporary chateau strikes an artful balance between historical grandeur and modern convenience. Completely custom-built, the home boasts a fusion of salvaged materials, local metalwork and antique elements sourced from global artisans, like French limestone floors and antique doors from Morocco and Germany. Artistic custom pieces and singular spaces include a stunning floor-to-ceiling half-moon window in the entrance hall, a striking glass elevator, a spiral staircase boasting intricate ironwork, and circular turret rooms with French plaster walls and soaring domed ceilings. The gourmet kitchen features a wood-fired pizza oven, marble countertops, commercial-grade refrigerator and freezer, La Cornue range with custom hood, two hammered copper sinks, two dishwashers and a walk-in butler's pantry. One of two primary suites boasts a sitting room with reclaimed ceiling beams, copper wall accents and an antique fireplace, along with a walk-in marble shower and domed rotunda with clawfoot tub. Unique lifestyle spaces include a rooftop balcony perfect for starlit entertaining and a wine room with a 1,000-bottle capacity. A connected 4-bedroom guest house with separate entrance features a full kitchen, formal dining room, library, family room, media room, sun room and expansive veranda overlooking acres of pasture. The primary suite offers a double-sided fireplace and dual walk-in closets. Captivating grounds ideally suited for hosting events, weddings, and corporate retreats. Multiple exterior gathering spaces to take in picturesque country views. An oversized 4-bay garage converts easily into an entertaining space and opens to a beautiful courtyard, while a 3-car attached garage provides parking and storage. Property has an approved event permit. Possibilities include a vineyard, working farm, or simply an extraordinary place to host family and friends, just a 30 min drive from downtown Portland.

26480 SW WILKEN LN, West Linn

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$5,395,000
4 Beds ⋅ 4 Baths ⋅ 678209645 MLS
A one-of-one Architectural Offering with Panoramic Mountain & Willamette River Views. Perched high in Lake Oswego’s coveted Skylands neighborhood this extraordinary mid-century modern estate represents a rare opportunity to own a true legacy property in the Pacific Northwest. Set on a private & manicured .92-acre parcel, the residence captures breathtaking panoramic vistas that stretch across the region’s most iconic landscapes. From its expansive living spaces, sweeping views unfold across the Willamette River & surrounding valleys to the majestic peaks of Mt. Hood, Mt. St. Helens, and Mt. Adams, a constantly shifting canvas of river, sky, and mountains. Originally constructed in 1966, the home has been thoughtfully reimagined through a meticulous multi-million-dollar renovation that honors its Mid-Century Modern and Northwest Regional architectural heritage while seamlessly integrating the comforts and sophistication of contemporary luxury living. Spanning 4,755 square feet of primarily single-level living with interiors designed to frame the extraordinary natural surroundings at every turn. Walls of glass invite natural light throughout the home while creating an effortless connection between indoor living and the dramatic landscape beyond. The exterior is wrapped in St. Helens stone grounding the home in its Pacific Northwest setting while making a bold architectural statement. Gently angled walls appear to reach toward the horizon, complemented by distinctive copper roof flashing with a diamond motif, a subtle yet remarkable detail that speaks to the home’s craftsmanship and thoughtful design. More than a residence, this is a property defined by place, provenance, and permanence, a home that celebrates its architectural legacy while offering an extraordinary setting for the next chapter of ownership.In a neighborhood known for its prestige and privacy, opportunities like this rarely come to market.

777 CHERRY CIR, Lake Oswego

Listing courtesy of LUXE Forbes Global Properties.

$5,395,000
6 Beds ⋅ 7 Baths ⋅ 138611139 MLS
Wake each day to filtered sunlight through towering firs, stroll manicured lawns framed by mature gardens, and enjoy a setting that feels both secluded and effortlessly connected. Set on more than two acres in prestigious Dunthorpe bordering Lake Oswego, this remarkable estate offers a rare blend of privacy, scale, and refined living. The 11,000+ square-foot residence, designed in 1924 by renowned architect Ellis Lawrence, pairs timeless Tudor Revival, Arts and Crafts, Spanish Renaissance, and Mediterranean influences with thoughtful modern enhancements, including a chef’s kitchen reimagined in 2025, a resort-style pool & guest house, a detached private fitness center, and professional-grade turf and basketball sport courts. Meticulously preserved and beautifully refreshed, with extensive renovations by the current owners, the home features restored Garry oak floors, leaded glass windows, elegant archways, and light-filled living spaces designed for both grand entertaining and everyday comfort. Surrounded by sweeping lawns, mature trees, and curated gardens, this landmark property offers a truly exceptional retreat just minutes from Lake Oswego and downtown Portland.

1905 S GREENWOOD RD, Portland

Listing courtesy of LUXE Forbes Global Properties.

$5,300,000
5 Beds ⋅ 5 Baths ⋅ 529833004 MLS
Emerald Springs Ranch. 54 acres, five natural springs, and a craftsman lodge thirty minutes from downtown Portland. The springs feed the house and the irrigation, so this land makes its own water. A wood-fired boiler, fueled from timber on the property, heats the floors, the domestic hot water, and the pool. Inside: stone and timber, vaulted ceilings, heated tile, butler's pantry, whole-property sound system. Five bedrooms including the main-floor primary with French doors to the patio. Outside: pool, pergola, outdoor kitchen, sport court, spring-fed pond stocked with trout and catfish, sandy beach, hay pasture, miles of trails. The orchard carries Honeycrisp and Golden Delicious apples, pears, cherries, plums, and blueberries alongside a self-irrigating vegetable garden. The 101-foot barn was built from salvaged old-growth timber, five bays below with a full apartment above (kitchen, bedroom, laundry, private deck). Accessible entry, main-floor bath, caregiver quarters.

37573 SE GORDON CREEK RD, Corbett

Listing courtesy of Real Broker.

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

11000 S RIVERWOOD RD, Portland

Listing courtesy of Real Broker.

$5,285,000
4 Beds ⋅ 5 Baths ⋅ 220225078 MLS
Some homes ask for attention. Harmony earns it quietly. Years from now, people won't remember the square footage or the finishes. They'll remember how this house felt. The quiet in the morning. Music drifting from another room. Light reflecting off the lake before dinner. Harmony was designed around those moments. Inspired by the enduring character of classic American lake houses, it draws from weathered wood, vintage records spinning in the background, and a relaxed, timeless aesthetic. Every room picks up where the last one leaves off. Light, views, and proportion repeat like familiar chords, creating a house that feels calm and balanced. Surrounded by mature pines in front, and backing to one of two lakes within Tanager, Harmony earned seven COBA Tour of Homes awards, including Best in Show. More importantly, it succeeds at something awards cannot measure. It makes people want to stay.

63435 Palla Lane, Bend

Listing courtesy of Cascade Hasson SIR.

$5,250,000
4 Beds ⋅ 4 Baths ⋅ 655344424 MLS
Portlands finest and most private estate VIEW home on 1.55 acres, this remarkable Green Gables built estate captures breathtaking 270-degree views of the Portland skyline, the Cascade Mountains, and the Willamette and Columbia Rivers.Crafted with top-of-the-line materials, the home features copper gutters, slate roof, and a smooth stucco exterior. Beyond the grand gated entry, a sweeping driveway leads to two separate two-car garages, two peaceful water features, terraced gardens, and an expansive front lawn overlooking the city and mountains. A fully fenced, graveled walking path encircles the property and its rose gardens, enhancing both charm and privacy.Inside, the main level is anchored by custom stained-glass detailing, including a striking skylight centerpiece above the entryway. The formal living room centers around a gas fireplace, while the formal dining room showcases cherry wood finishes and new marble countertops. The gourmet kitchen features custom tilework and flows seamlessly into a family room with heated, smooth-pebble-tiled floors. Additional main-level highlights include a grand family room with a private office, box-beamed vaulted ceilings and French doors, along with a serene English conservatory and private elevator.Upstairs, the elegant primary suite offers a French door entry, private balcony, sweeping city views, and a spa-inspired bathroom with dual closets, a walk-in shower, new quartz countertops, and a jetted soaking tub with gold fixtures. Two ensuite bedrooms and a bonus room complete the second floor.The lower level includes a laundry room, dog-washing room, secondary kitchen, utility workshop, and a 1,200+ bottle wine cellar. The fourth floor provides a fully finished attic, ideal for additional living or creative space.Outside, the estate is fully fenced and equipped with an advanced security system, ensuring complete privacy and peace of mind.

3039 NW MONTE VISTA TER, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$5,000,000
14 Beds ⋅ 12 Baths ⋅ 392032753 MLS
An exceptional opportunity to own one of Mt. Hood's premier mountain retreat properties. Set on two contiguous parcels totaling 11.8 private, wooded acres, this remarkable offering includes two authentic ski lodges, each approximately 7,000 square feet, creating an unmatched destination for luxury vacation rentals, corporate retreats, family reunions, wellness retreats, or a private mountain estate.The 8-bedroom and 6-bedroom lodges capture the timeless character of a true alpine retreat with soaring timber beams, river rock fireplaces, expansive gathering spaces, and private hot tubs surrounded by towering pines and fresh mountain air. Extensively improved since 2021, the property features a new roof, exterior painting and sealing, remodeled kitchen, HVAC upgrades, septic and water system improvements, fire safety upgrades, interior renovations, and more, creating a turnkey investment.Currently professionally managed by Meredith Lodging, the property generates approximately $300,000 in annual gross rental revenue, with financial records available upon request. Furnishings may be included with an acceptable offer.Located just minutes from Timberline Lodge and Mt. Hood Meadows, owners and guests enjoy immediate access to skiing, snowboarding, hiking, mountain biking, fishing, and year-round recreation. Home to North America's longest ski season, Mt. Hood attracts visitors from around the world seeking an unforgettable mountain experience.The combined 11.8 acres include a 1.4-acre parcel and a 10.4-acre parcel with zoning offering future subdivision potential for up to four additional parcels and homesites on each parcel, subject to county approval. Just 45 minutes from Hood River, guests can enjoy first tracks in the morning, relax by the fire or in the hot tub at day's end, and experience the best of Mt. Hood from this extraordinary legacy property.

93732 E Highway 26, Government Camp

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$4,995,000
4 Beds ⋅ 4 Baths ⋅ 125491562 MLS
Experience the pinnacle of lakefront luxury at 852 Northshore Road, an exceptional estate in one of Lake Oswego’s most coveted neighborhoods. This timeless waterfront home seamlessly blends classic elegance with modern sophistication, offering breathtaking lake views, refined architectural details, and a seamless indoor-outdoor lifestyle. Inside, high ceilings, rich hardwoods, and walls of glass flood the space with natural light and frame serene vistas throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. The main-level primary suite is a peaceful retreat, with tranquil water views and a spa-like bath complete with dual vanities, a soaking tub, and a walk-in tiled shower. Three additional bedrooms provide ample space for family and guests. Downstairs, enjoy a state-of-the-art media room, a spacious laundry and utility area, and a large recreation space that opens to multiple outdoor terraces. Step outside to manicured grounds and patios ideal for alfresco dining, lounging, or sunset watching. A private dock and charming boathouse invite endless lake adventures—whether boating, paddleboarding, or simply enjoying the quiet beauty of the water. Privately tucked behind a gated drive and just moments from downtown Lake Oswego’s shopping, dining, and cultural amenities, this rare offering is more than a home—it’s a legacy property that defines lakeside elegance.

852 NORTHSHORE RD, Lake Oswego

Listing courtesy of Opt.

$4,995,000
8 Beds ⋅ 6 Baths ⋅ 387396185 MLS
Cedarhurst is more than a residence. It is a turn-key lifestyle rooted in heritage and enriched by thoughtful design. Originally built in 1895 and masterfully reimagined through an extensive 2023 renovation, the estate is tucked atop a graceful circular driveway. The manicured grounds feature an incredible 6-car underground garage plus an adjacent 2-car bay. The outdoor oasis is designed for year-round enjoyment, boasting a heated in-ground current pool, covered lounge, and greenhouse. Inside, elegant herringbone oak floors lead to a grand entry flanked by a library with custom built-ins and a formal living room with triple French doors. The chef’s kitchen is a masterclass in form and function, featuring quartz countertops, a Hestan range, dual dishwashers, and a built-in fridge. A light-drenched sunroom overlooks the lush backyard, while 8 well-appointed bedrooms, 6 full bathrooms, and 2 half bathrooms across three levels plus a finished basement offer exceptional scale without compromising intimacy. A seamless blend of history and modern refinement, Cedarhurst remains a true generational legacy.

11175 S RIVERWOOD RD, Portland

Listing courtesy of Real Broker.

$4,995,000
3 Beds ⋅ 3 Baths ⋅ 450970034 MLS
Perched high above Portland with one of the city’s most commanding panoramas, this Iconic ultra-modern masterpiece designed by renowned architect Bob Thompson delivers an epic blend of architecture, light, and cinematic indoor/outdoor living. Walls of glass capture a sweeping 270-degree view of the skyline, river, and the Cascade mountain range, while multiple terraces, a dramatic 75-foot lap pool, and refined contemporary interiors create a lifestyle centered on spectacle and serenity. Nearly 7,300 square feet of meticulously updated living space offer grand entertaining areas, a luxe main-level suite, a chef’s kitchen with Italian stone and Arclinea cabinetry, and resort-style amenities including a screening room, multi-level elevator, 3 car garage with a bar/TV with a oversized level and gated motor court, wine lounge, gym, and game room. With a seven-figure investment in recent upgrades, this home stands as one of Portland’s most extraordinary, view-driven offerings and an unmatched opportunity for buyers seeking a truly iconic vantage point.

1305 SW MYRTLE CT, Portland

Listing courtesy of LUXE Forbes Global Properties.

$4,995,000
5 Beds ⋅ 5 Baths ⋅ 220213779 MLS
Horseman's Dream of Central Oregon is a 35.21± acre estate w/ 18.6± acres of water rights that backs up to Bureau of Land Management(BLM) land in one of Oregon's most desirable rural areas, Tumalo. Boasting a 3,000± square foot, 5-bedroom, 5-bathroom (3 are suites) home with luxury finishes, a covered outdoor patio, & a 4-car garage. Additionally, it has a recently built (2021) 1,862± square foot hobby building w/ multiple rooms that could serve offices, two bathrooms, and a fully covered and screened outdoor kitchen. Both structures have been recently built or remodeled with impeccable care. This is the horseman's dream. The recently built (2021) indoor arena w/ 8 stalls w/runs, wash stall, tack room, a feed room, multiple hay storage areas, automatic watering system for the arena, and heated/automatic waterers. Add a trail course, Priefert hot walker, outdoor roping arena, custom pipe fencing, automatic waterers, round pen, & even a small feedlot for cattle. Come and see the dream.

66505 Gerking Market Road, Bend

Listing courtesy of Fay Ranches, Inc..

$4,995,000
5 Beds ⋅ 5 Baths ⋅ 756904191 MLS
A truly remarkable property that could be the daydream of any horse enthusiast, Horseman's Dream of Central Oregon, is as advertised. This 35.21± acre estate backs up to Bureau of Land Management (BLM) land in one of Oregon's most desirable rural areas, Tumalo. This property is designed to leave nothing to be desired, boasting a 3,000± square foot, five-bedroom, five-bathroom home with a covered outdoor patio and double garage. Additionally, it has a recently built (2021) office/hobby building with a fully covered and screened outdoor kitchen. Both dwellings have been recently built or remodeled with impeccable care.This is the horseman's dream. The recently built (2021) indoor arena with eight stalls (with runs), washroom, tackroom, multiple hay storage, automatic watering system, and endless details will make your days with the ponies much easier. Add to that a trail course, Priefert hot walker, outdoor roping arena, all custom pipe fencing, irrigated pastures, automatic waters, and a round pen, and you will be hard pressed to find an amenity needed for equine activity. Additionally, those who love to work a cow or two will see the small feedlot as an excellent addition for those working cow horses, or those who want to spread their livestock investment.Now, this "dream" happens not only in vibrant Central Oregon but also in the small rural community of Tumalo. Located between the cities of Bend, Redmond, and Sisters, Tumalo is renowned for its close-knit community, small farms, and horse properties. Many find that Tumalo offers the best balance between country living and proximity to Bend's economic/cultural center. If you dream about spending your days around spoiled ponies, riding out of the weather, having room for your family and friends, we have that dream.

66505 GERKING MARKET RD, Bend

Listing courtesy of Fay Ranches, Inc.

$4,987,000
5 Beds ⋅ 5 Baths ⋅ 220224796 MLS
Floating the Deschutes River? Consider launching from your own private waterfront compound with a true boat slip & two docs. Enjoy miles of boating or paddling from this legacy compound located just outside the resort area with no HOA & no CC&Rs. Yet you are an 11 minute bike ride to the resort village or the Sunriver Airport. This thoughtfully designed Frank Lloyd Wright inspired home offers timeless luxury and thoughtful design features, built for year round multi generational living or entertaining favorite guests. Close to the numerous restaurants, shops & golf & come home to one of the finest riverfront compounds in the Bend Oregon area. Resting on two separate tax lots totaling 1.53 acres with over 200' of river frontage, it includes over 2400 sq ft of garage space, has designs & foundation in place for a 2nd 2200 sq ft guest house, all wrapped in sublime landscaping behind a gated entry. Be sure to watch the 2 minute video & ask for the link to the dedicated web page

56680 Lunar Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$4,950,000
3 Beds ⋅ 6 Baths ⋅ 220222840 MLS
Featured on the cover of Build Magazine (May 2025) and as the Home Spotlight in Bend Magazine (Summer 2025), this 2024 estate is one of the newest custom homes in Ranch at the Canyons, offering luxury living with a modern organic aesthetic, smart home automation, designer lighting, and professional-grade appliances. Set on 6.5 private acres, walls of glass frame breathtaking views of Smith Rock, the Crooked River, and the Cascade Mountains. The home features a chef's kitchen, two private offices, a dedicated fitness room, guest casita, workshop, attached two-car garage, and a separate RV garage with 14-foot and 10-foot doors. The primary suite offers a steam shower and infrared sauna. A resort-style pool, multiple patios, and a courtyard fireplace complete the outdoor experience. Residents enjoy access to 1,700 acres of ranch land, trails, stocked ponds, equestrian facilities, pickleball and tennis courts, a clubhouse with fitness center and pool, and private Crooked River access.

11500 NE Canyons Ranch, Terrebonne

Listing courtesy of Cascade Hasson SIR.

$4,949,999
4 Beds ⋅ 6 Baths ⋅ 220198522 MLS
Perched above the Crooked River Canyon, this Ranch at the Canyons estate captures iconic views of Smith Rock, the River, and the Cascade Mountains. Stone + wood finishes add warmth, with hardwood floors, coffered ceilings, and custom built-ins. The heart of the home is a double-sided fireplace and chef's kitchen with Wolf/SubZero, 3 ovens, stone counters, oversized island, and banquette. The wet bar and seamless flow to the great room make entertaining effortless! The primary suite offers sweeping views and a spa-like bath, with a private junior suite and 2 additional ensuite bedrooms ideal for guests. Bonus room with wet bar and built-ins, plus an office with panoramic canyon and mountain views. Spacious mud/laundry room off the garage. Multiple outdoor seating areas invite you to relax and take in the surrounding landscape. Set on 12+ acres in a gated 1,700-acre community with 46 homesites, offering river access, equestrian facilities, clubhouse amenities, trails + more.

11540 NE Canyons Ranch Drive, Terrebonne

Listing courtesy of Avenir Realty.

$4,900,000
2 Beds ⋅ 1 Baths ⋅ 409043590 MLS
From the moment you arrive at the Whiteline Hay Farm, it is evident that every improvement has been thoughtfully planned, professionally constructed, and meticulously maintained. The impressive collection of modern agricultural infrastructure reflects years of careful investment, creating an exceptionally efficient and highly functional operation ready for immediate use.Designed for productivity, the farm features five center pivots supplied by two high-producing irrigation wells, providing the infrastructure needed for dependable forage production. The pivots are new (Zimmatic) or like-new (Valley Irrigation) with updated sprinkler packages, Bluetooth controls, and fertilizer injection capability at every pivot, complete with dedicated tanks. Three-phase power services all pivots and well pumps, while the well pumps, originally installed in 2018, have received additional recent upgrades.The property's extensive improvements create a true turnkey farming operation. A large insulated shop, constructed in 2019/2020, includes finished office space, a private office restroom, and a separate employee restroom, offering a professional headquarters for daily operations. Additional infrastructure includes a large equipment shed built in 2022, a dedicated service bay with concrete floors and enclosed parts storage completed in 2020, and multiple hay storage buildings, including a fully fenced roadside hay storage facility designed for efficient loading and staging.Well suited for the production of timothy, orchard grass, alfalfa, and other hay crops, this property combines modern irrigation technology with outstanding infrastructure to maximize efficiency and productivity. Whether you're expanding an existing farming operation or investing in a premier forage property, this is a rare opportunity to acquire a farm where the hard work has already been done and every improvement reflects a commitment to quality, functionality, and long-term performance.

10902 Swan Lake RD, Klamath Falls

Listing courtesy of Berkshire Hathaway HomeServices NW Real Estate.

$4,875,000
5 Beds ⋅ 4 Baths ⋅ 454208580 MLS
Five Peaks Farm — an exquisitely crafted custom Georgian estate sited on 31.79 pristine acres with sweeping 280° vistas of five mountain peaks and glittering city lights. The 8,028sqft residence greets you with a gracious foyer and offers timeless elegance throughout: a main level primary en suite, an impressive office, grand living room, formal dining and kitchen with butler’s station — all opening via walls of windows to multiple patios that capture the territorial panoramas. Interior appointments include rich hardwood floors, vaulted ceilings, wainscoting, six fireplaces, a library/study with a southern style balcony, dedicated theatre, exercise suite with steam and sauna, and high tech security systems. Dual staircases rise to the upstairs wings at either end of the home, while a separate staircase descends to the lower level entertainment spaces featuring a theatre, game room, kitchenette, gym, workshop and abundant storage. Exquisite brickwork and master craftsmanship complete the residence. Outdoors is resort caliber living and entertaining: expansive terraces, a pool with pool house and Island Spa hot tub, in ground trampoline, sand volleyball and tennis courts, plus monkey bars and swing play features—perfect for events, family gatherings and friend filled weekends across the vast, maturely landscaped grounds. Equestrian facilities are exceptional: an oversized Kentucky style barn with grain and tack rooms, storage and four stalls with covered runs, multiple large fenced and cross fenced turnouts, and direct access to on site riding trails. Practical amenities include an oversized detached garage with pull through doors, extensive operational space and the property’s current farm deferral status. Tucked privately off the road yet conveniently located in the top rated Sherwood school district with easy access to Sherwood, Wilsonville, Newberg and the I 5/I 205 corridors, Five Peaks Farm blends privacy, panoramic beauty, top tier infrastructure and lifestyle.

14161 SW TOOZE RD, Sherwood

Listing courtesy of Thoroughbred Real Estate Group Inc.

$4,800,000
5 Beds ⋅ 5 Baths ⋅ 454582896 MLS
Built in 2024, this custom luxury estate in Lake Oswego's coveted Uplands neighborhood, just minutes from the Country Club, was designed to be lived in fully. Inside, the main level foyer gives way to a great room that joins seamlessly with the outdoors, then on to the dining room and a kitchen fitted with Monogram appliances and the kind of counter space that invites cooking together. Just down the hall, the generous primary suite is quiet and uncompromising in its attention to detail, from amenities to finishes. On the main floor you'll also find a full guest bath, home theater, den/office, and laundry on both levels, all featuring custom millwork, whole-home Sonos audio, and bespoke closet installations that speak to the care taken at every decision point.The second floor is home to the additional bedrooms and bathrooms, a gym, study, and oversized custom closets, the latter two already fitted for easy conversion into additional bedroom and bathroom space, offering flexibility for however your family chooses to live.Outside, beautifully landscaped grounds lead to a terraced backyard where a heated pool glows from below in the evenings, color-controlled from anywhere. The pool house, finished in 2025 and never previously used, anchors one end of a compound that includes an outdoor dining terrace with overhead heaters for comfortable year-round alfresco dining, a stone fireplace, and a built-in BBQ with an Evo grill. An infrared sauna with red light therapy panels sits adjacent, available on any given evening for whatever recovery or ritual the day calls for. App-controlled gates and a full perimeter security system with live camera monitoring and Generac generator complete the picture of a home that takes care of its people.This home can be offered turnkey and fully furnished, ready to receive its next family without a single thing left to do.

14760 UPLANDS DR, Lake Oswego

Listing courtesy of Keller Williams PDX Central.

$4,750,000
3 Beds ⋅ 2 Baths ⋅ 536152124 MLS
295± acre free-stall dairy located just outside Albany, Oregon with excellent I-5 access. The operation includes 256 tillable acres and over 350,000 sq. ft. of quality-built, well-maintained outbuildings, including two residences. Permitted for a 3,045-head CAFO, with an ideal operating capacity of approximately 1,500 milking cows, designed for a full-cycle breeding program. Productive soils and established water rights support long-term efficiency. Great cow-flow and opportunities for scalability.

35725 ENGLE RD, Albany

Listing courtesy of Keller Williams Realty Mid-Willamette.

$4,750,000
3 Beds ⋅ 2 Baths ⋅ 220213448 MLS
295± acre free-stall dairy located just outside Albany, Oregon with excellent I-5 access. The operation includes 256 tillable acres and over 350,000 sq. ft. of quality-built, well-maintained outbuildings, including two residences. Permitted for a 3,045-head CAFO, with an ideal operating capacity of approximately 1,500 milking cows, designed for a full-cycle breeding program. Productive soils and established water rights support long-term efficiency. Great cow-flow and opportunities for scalability.

35725 Engle Road SE, Albany

Listing courtesy of Keller Williams Realty Mid-Willamette.

$4,700,000
9 Beds ⋅ 9 Baths ⋅ 543559696 MLS
Prepare to fall in LOVE with one of the most extraordinary waterfront opportunities ever offered in the Pacific Northwest. Set on nearly 32 private acres atop a rare peninsula surrounded by the Willamette River, this remarkable property offers approximately 2,700 feet of river frontage, breathtaking 270 degree water views, sandy beaches, valuable water rights, and a level of privacy that is virtually impossible to find this close to Portland.Located just minutes from West Linn, the Oregon Golf Club, Aurora Airport, and less than 30 minutes from downtown Portland and PDX, the estate combines complete seclusion with exceptional convenience. The stage has been set for a truly iconic legacy property. Existing improvements, active permits, completed dock infrastructure, and a new roof provide a significant head start toward creating one of Oregon's most significant private estates. Proposed plans envision more than 52,000 square feet of living space with expansive entertaining areas, a grand ballroom, full basketball court, elevator, and garage capacity for 50+ vehicles. Every major living space was thoughtfully designed to maximize the property's spectacular river views and seamless indoor/outdoor connection. Beyond the residence itself, the possibilities are extraordinary. The property benefits from agricultural tax advantages, includes approximately 29 acres of water rights, and has been evaluated for a potential vineyard, creating opportunities for a private family compound, equestrian retreat, luxury winery estate, corporate retreat, or one of a kind waterfront sanctuary. Opportunities of this scale, privacy, and waterfront presence rarely exist and are almost never available. Whether your vision is to create Oregon's ultimate riverfront estate, a multigenerational family compound, or a lasting legacy property, Peach Cove represents a truly irreplaceable offering.

32020 SW PEACH COVE RD, West Linn

Listing courtesy of eXp Realty, LLC.

$4,699,000
4 Beds ⋅ 3 Baths ⋅ 249530244 MLS
A rare opportunity to own over 22 acres of premier Willamette River frontage in West Linn. Tucked behind a gated entry, this exceptional property provides the tranquility of country living while remaining within easy reach of West Linn’s amenities and minutes from Canby, via the ferry. The custom 4,267-square-foot home offers 4 bedrooms, 3.5 bathrooms. Primary suite on the main level with woodburning fireplace and commanding river views. Premium materials and impressive craftsmanship throughout including solid fir doors, detailed millwork and natural stone. Step outside to the blue flagstone patio featuring a built-in hot tub and outdoor fireplace with panoramic river views. Relax in the screened-in porch and listen to the sounds of the pond and water feature. Direct access to the Willamette River from the 20' x 40' private boat dock with boat well, constructed in 2024, the dock was designed to support the addition of a second story. Equestrian enthusiasts will appreciate the five-stall barn with tack room and hay loft. Flat useable acreage with fenced pastures, ready for horses or livestock. Approximately 14 acres of certificated water rights provide significant value for irrigation purposes. The impressive shop, built in 2021 by Parker Buildings, provides ample space for cars, equipment or additional storage. The shop is equipped with 220v, LED lights, and storage loft. This one of a kind property is truly unforgettable.

30100 SW MOUNTAIN RD, West Linn

Listing courtesy of Thoroughbred Real Estate Group Inc.

$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..

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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: