luxury houses with pool for sale Sherwood, United States

Luxury, Lifestyle & Wine Country Living. Set against sweeping views of the Willamette Valley and Coast Range, this exceptional estate offers a rare blend of refined luxury, resort-style living, and a fully functioning, self-contained winery. Designed for effortless entertaining and everyday enjoyment, the home features soaring 12-foot ceilings, top-of-the-line finishes, custom window treatments, and beautiful indoor-outdoor flow. The chef's kitchen is thoughtfully appointed for gathering, while the main-level primary suite is a private retreat with stunning views, oversized sliding doors to the deck, luxurious soaking tub, walk-in shower, and an expansive California Closet-organized dressing room. A private ensuite bedroom with separate lower-level access offers an ideal retreat for guests, extended family, in-laws, or an au pair. The pool house adds exceptional flexibility as a guest space, studio, home office, or creative retreat. Outside, enjoy the feel of your own private resort with an in-ground heated pool, sunken fire pit, greenhouse, and inviting spaces for entertaining while taking in the spectacular valley views. For the wine enthusiast, 2.37 planted and irrigated acres feature Pinot Noir, Gamay, and Sauvignon Blanc, complemented by a fully functioning, self-contained winery and dedicated tasting area. Whether producing your own wine, entertaining friends, or simply enjoying the beauty of vineyard living, this property offers an extraordinary opportunity to embrace the best of Oregon Wine Country. A truly special estate where luxury, privacy, recreation, and the art of living well come together.

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

Renovated Lake Oswego stunner is a masterpiece of form and function. This 5 BD, 3 BA gem blends sophisticated aesthetics with everyday luxury. Inside, the great room with its soaring ceilings takes center stage, framed by floor-to-ceiling custom architectural windows, a cozy gas fireplace, engineered white oak flooring, and easy access to a private terrace with territorial views. The heart of the home is a true chef's kitchen anchored by a massive 14-foot quartz island. Outfitted with a premium Bosch appliance suite, dual ovens, an appliance garage, decorator tile, bespoke lighting, and a wine fridge, it's a soulful gathering space designed to inspire and delight! The luxury extends through the main-level primary suite with an en suite bathroom featuring radiant heated floors, a Toto bidet toilet, a soaking tub, and a custom-built steam shower with push-button Moen controls. 2 other large bedrooms, an additional full bathroom, and laundry complete the main floor. The lower level features 2 more oversized bedrooms, a 3rd full bathroom, plus a hidden flex space that's perfect for an exercise room, music studio, gaming, or storage. Entertainment is hardwired into the home's DNA and evident in the large home theater area pre-wired for surround sound, plus a pool table and foosball room that's just built for fun! The infrastructure is future-proofed with a smart Lutron Caséta lighting system, Andersen E-Series windows, all-new PEX plumbing, and upgraded electrical. Outside, you'll discover a private oasis with a cascading water feature, outdoor BBQ area, cornhole court, and a sparkling in-ground pool with a large deck, pool house, new pump, and heater. The pool has proven rental potential of up to $20,000 annually. And you can enjoy the lake lifestyle via lake / boat easement privileges at Palisades Park Community Club and the Lake Grove Swim Park. The beloved Greentree pool is just minutes away, plus top LO Schools! This is more than your next home; it's a lifestyle upgrade!

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

A private-club lifestyle unfolds across nearly two acres at the peak of Lake Oswego, where panoramic views of the Willamette River, Mt. St. Helens and Mt. Adams provide a spectacular backdrop for everyday living. The approximately 6,600-square-foot modern Northwest residence features a main-level primary retreat, three additional en suite bedrooms, beautifully crafted mahogany millwork, expansive entertaining spaces and a 1,200-bottle wine cellar, while the extraordinary grounds transform the property into a destination of its own. A lagoon-style pool and spa, lighted regulation tennis court, expansive lawns, view decks, fire pit terrace and established gardens are joined by a detached clubhouse with a regulation racquetball court, indoor climbing wall, full kitchen, billiards area, locker room and extensive garage/RV space. Exceptionally private yet minutes from downtown Lake Oswego, this rare Skylands estate offers the space, amenities and enduring craftsmanship to bring family and friends together for generations.

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.

Set on just under two private acres in Portland's coveted Bridlemile neighborhood, this exceptional mid-century estate offers a rare combination of privacy, recreation, and land in one of Southwest Portland's most desirable close-in locations. Thoughtfully positioned among mature trees and established landscaping, the property feels worlds away while remaining just minutes from downtown Portland, OHSU, parks, shopping, dining, and top schools.The residence features 5 bedrooms, 4 full bathrooms, and 1 powder room, with expansive living spaces designed for both everyday comfort and memorable entertaining. Walls of glass invite natural light throughout and create a seamless connection to the surrounding landscape, bringing the outdoors in and enhancing the home's timeless Northwest character.Rare lifestyle amenities distinguish this property from anything else on the market. Enjoy year-round recreation in the indoor swimming pool, host friendly competition on the private sport court, and experience the freedom and flexibility that nearly two acres of usable land provide. Whether entertaining on a grand scale, pursuing hobbies and wellness, or simply enjoying the peace and privacy of the setting, the property offers a lifestyle seldom found so close to the city center.Over the decades, this home has been carefully stewarded and thoughtfully evolved while maintaining the enduring qualities that make classic mid-century architecture so compelling. The result is a residence that balances character, scale, and functionality in a way that feels both authentic and inviting.Mature grounds, exceptional privacy, and a truly unique collection of amenities create an uncommon opportunity in today's market. Whether you're seeking a private retreat, a recreational estate, or a gathering place for generations to come, this remarkable Bridlemile property offers the perfect blend of history, architecture, and lifestyle in one of Portland's most sought-after neighborhoods.

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

Tucked at the end of a quiet cul-de-sac in Lake Oswego's coveted Old River Woods community along the Willamette River, this enchanting 1988 Tudor-inspired residence blends European storybook architecture with the warmth of an exceptional family lifestyle. With no through traffic, a welcoming neighborhood spirit, and access to the private neighborhood marina, the setting is as special as the home itself. Designed for both entertaining and everyday enjoyment, the residence offers spacious, casually elegant living areas and an ideal floor plan highlighted by a theater room with tiered seating for true cinematic nights at home. The private backyard offers a serene retreat with a spacious deck and swimming pool nestled in a tranquil setting among the trees. At the nearby marina, a highly desirable 30-foot boat slip provides direct access to the Willamette River and endless opportunities on the water. Moments from top-rated Lake Oswego schools and the Old River Road Pathway to George Rogers Park, this is a rare opportunity to enjoy luxury living with recreation, connection, and convenience at its core.

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

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.

A truly distinctive mid century home filled with warmth, character, and unforgettable architectural details. Aggregate concrete flooring flows through the entry, kitchen, and dining areas, while the dramatic two story stone fireplace anchors the living room beneath original cedar plank walls and ceilings.The updated kitchen features quartz countertops, KitchenAid appliances, a Sub Zero refrigerator, and an oversized garden window with views of the vegetable garden. Just beyond the main living area, the heated covered pool and outdoor fireplace create an exceptional setting for year round entertaining.The private primary suite is a retreat of its own, with vaulted cedar plank ceilings, skylights, a stone fireplace, and a spa inspired bathroom featuring a soaking tub and walk in shower with steam and body jets.The spacious 980 square foot three car garage also offers room for an indoor basketball court, gym, studio, or workshop. Additional highlights include RV parking, hookups, and separate access from Jericho Road. This remarkable home offers a rare combination of iconic design, flexible space, and incredible indoor outdoor living. The property is currently operating as an active short term rental. It has maintained five star ratings and generated approximately $130,000 in revenue over a nine month period. Supporting documentation will be made available after an offer is accepted.

This is it, THE home in Hartung Farms. Sitting on a picturesque 1.55 acre lot surrounded by green space. Over 6,000 sf with 5-bedrooms, 4.5 bathrooms plus den and bonus room. Stately curb appeal with circular driveway. Dramatic entry opens to a designer-curated interior where timeless architecture meets a beautifully executed renovation. Hardwood floors, smooth-finish walls, statement lighting and thoughtfully selected finishes create a sophisticated aesthetic throughout. The remodeled kitchen features quartzite countertops, a large center island, expansive gas range with custom hood, integrated appliances and an extensive pantry with built-in Sub-Zero refrigeration. Skylights bring natural light into the space, while the adjoining eating nook opens directly to the backyard and patio. Outside, an outdoor kitchen, fire pit and separate entertaining areas are joined by a private golf hole with tee and sand bunker. The impressive primary suite features a fireplace, adjoining sunroom, spa-inspired bath with soaking tub and walk-in shower, custom-organized walk-in closet and private laundry. A true main-level bedroom suite with attached full bath is ideal for multigenerational living or extended-stay guests. A 3-car garage, Marvin windows (2023) composite presidential roof (2020) add to the home’s many improvements. Hartung Farms offers 55 acres of shared green space and forest, a private lake, clubhouse, pool and tennis courts. A remarkable combination of privacy, acreage, design and amenities in one of NW Portland’s most distinctive communities.

Spacious and versatile, this exceptional property, fully remodeled in 2016, offers dual living with separate entrances-perfect for multi-generational living, guest accommodations, or supplemental rental income-all within walking distance to charming downtown Carlton, known for its quaint restaurants, boutique tasting rooms, and small-town wine country charm.The private cottage/vacation rental features approximately 1,000 sq ft with 2 bedrooms, 2 ensuite bathrooms, a full kitchen, living room, private backyard, and separate front entrance, while sharing only a wall with the main home and a portion of the 3-car garage.The main residence offers approximately 4,000 sq ft with 4 bedrooms and 3.5 bathrooms, including a luxurious primary suite with walk-in closet and an additional ensuite bedroom ideal for guests. A recently added upstairs bonus room transforms former attic space into an incredible entertaining retreat complete with a bar, sink, half bath, dormer windows, built-in window seats, and abundant storage.Designed with both comfort and functionality in mind, the home features extensive cabinetry throughout, a custom wine cabinet, and a stylish bar area. Outdoor living shines with a large, covered patio, swim spa with deck, mature landscaping, and a variety of fruit-bearing plants including fig, apple, cherry, and peach trees, along with blueberry and strawberry plants.Additional highlights include a generous attic storage area, attached garden shed, RV/boat parking, extra off-street parking, and ownership of additional land across the road-ideal for gardening. This one-of-a-kind property, combines space, flexibility, income potential, and an unbeatable location peacefully sitting at the edge of town on a dead-end street, in the heart of Oregon wine country.

Perched high above the city in Portland's prestigious West Hills, this striking modern masterpiece captures breathtaking 180-degree views that stretch from the snow-capped peak of Mt. Hood to the shimmering towers of downtown. A private gated drive leads to this architecturally bold glass-and-steel residence, where sleek lines and organic materials create an appealing blend of drama and warmth. Inside, soaring ceilings and walls of floor-to-ceiling windows flood the open-concept great room with natural light, framing the city and 4 mountain vistas like ever-changing artwork. Designed for both grand entertaining and quiet retreat, the home features multiple view-facing balconies, a resort-style pool with built-in spa, and an expansive lower level with full bar, glass-enclosed wine cellar, and stadium-style media room. The chef's kitchen is a showpiece, outfitted with Viking and Sub-Zero appliances, a built-in coffee system, and double islands for effortless hosting. The main-level primary suite offers a luxurious escape with a private fireplace, soaking tub, and spa-like bath, all with unobstructed views. Additional highlights include a richly paneled home office, mirrored home gym, steam room, and a fully lit sport court tucked into the tree-lined grounds. Minutes from downtown and just steps to Portland's iconic parks and gardens, this is a rare opportunity to own one of the city's most spectacular view properties-an inspired retreat that elevates every moment.

AUCTION: Bidder registration deadline: 20 October. A PROPERTY WITH A STORY MORE THAN A CENTURY IN THE MAKING. Set high along Portland's Skyline ridge, this private gated 25.3-acre estate offers a rare convergence of luxury, land, history and possibility-bordering 5,200-acre Forest Park, one of America's largest urban forests. The 6,887+/- SF custom residence captures sweeping views of Mt. Hood, Mt. Adams, the Cascades, Tualatin Valley and Coast Range, with soaring 20' ceilings, mahogany hardwoods, 5 bedrooms, 6 full baths and a second primary suite on the main level. Outside, a pool and spa overlook the valley and mountains, complemented by a separate pool house with an additional full bath. For the equestrian, an exceptional private facility includes 18 stalls, a 72140' indoor riding arena, outdoor jumping arena and five turnout areas, with Forest Park offering miles of designated equestrian routes nearby. For the collector, the 10,080+/- SF indoor arena offers extraordinary covered space and the potential to imagine a private automobile gallery, collector's retreat, workshop or showroom, subject to applicable zoning, permitting and improvements. For a multigenerational family, the acreage, caretaker residence, pool and flexible living spaces create a remarkable full-time home or Pacific Northwest seasonal retreat. The property traces its history to an approximately 400-acre Oregon homestead established in the late 1800s; the original family home and an early barn built from timber harvested on the land remain today. The current owners acquired the property in 1996, completed the residence in 1998 and equestrian facilities in 1999. Equestrian estate. Collector's compound. Multigenerational retreat. Pacific Northwest summer residence. One extraordinary property-and a rare opportunity to create its next chapter.