Lake Oswego Oregon homes for sale starting at Fifty Thousand Dollars

$11,477,000 - Lake Oswego, OR

4101 Southshore Blvd Lake Oswego, OR - Step into an unparalleled masterpiece where history and contemporary design converge on the shores of Oswego Lake. This reimagined estate, boasting breathtaking panoramic views and nearly 280 feet of private shoreline, is the result of an extraordinary collaboration among top-tier visionaries, including renowned architect Curt Olson, builder Skip O’Neil, landscape designer Steve Shapiro, and interior designer Chris Soderberg. Originally designed by iconic architect Wade Hampton Pipes, the home honors its Arts and Crafts roots while seamlessly integrating Northwest Modern sophistication. From the time-honored architectural details to the sleek new addition featuring a luxurious primary suite, resort-inspired pool, and expansive entertaining spaces, every inch of this home has been thoughtfully and elegantly crafted. The estate also offers a car collector’s dream six-car garage (wired for two additional lifts), a modern boathouse, and state-of-the-art amenities that perfectly complement its stunning lakeside setting.

$9,950,000 - Lake Oswego, OR

12850 Fielding Rd Lake Oswego, OR - This exquisite estate will leave you speechless the moment you pass through the gates. Your very own pond greets you as you drive up the circular driveway. Step inside and prepare to be in awe of the custom finishes, jaw-dropping craftsmanship, and dramatic architectural and design details throughout. At the heart of the home, a stunning theater room boasts soaring ceilings, a grand fireplace, Juliet balconies, and a built-in stage that can transform into an elegant ballroom. Through the double doors, you'll find a home gym and a spacious billiards room, complete with a full bar and kitchen—perfect for entertaining. A dream for any reader, the home features an elegant library along with several beautifully designed home offices throughout. Striking hardwood floors lead you into a kitchen that’s a true culinary delight, with coffered ceilings, custom cabinetry, and top-of-the-line gas appliances. Hide away and play in the forest-themed playroom, complete with a treehouse bunk and a rope bridge. Upstairs, the primary suite offers a spa-like retreat with custom tile work, a large walk-in closet, double vanities, an oversized soaking tub, and a walk-in shower. With over eight additional bedrooms and eleven full bathrooms—each with its own unique charm—there’s room for everyone to relax in comfort and style. Step outside to enjoy resort-style living on your palatial patio, featuring seating for 20, a courtyard fountain, a fully equipped pool house, an expansive pool, an in-ground spa, and multiple entertaining areas—all with serene views of the Willamette River. Stroll down to your private dock and immerse yourself in everything the river has to offer. The property also includes 12+ garage spaces and a massive workshop located beneath the home. Don’t miss this rare opportunity to own one of Oregon’s most breathtaking riverfront estates.

$5,500,000 - Lake Oswego, OR

17700 Upper Cherry Ln Lake Oswego, OR - Discover this extraordinary modern masterpiece in Lake Oswego’s exclusive Skylands neighborhood, where modern architecture and the beauty of the Pacific Northwest converge to create a true work of art. This meticulously transformed residence, reimagined by Seattle’s award-winning E. Cobb Architects, is perched on 1.5 acres, offering breathtaking, 180-degree views of three majestic mountains, the Willamette River, and valley. Anchored by a completely custom window wall system and an industrial-modern interior complete with a Crestron home automation system that controls the heating, lighting and entertainment systems, this home seamlessly integrates luxury, comfort, and nature. The recently resurfaced saltwater pool with a cascading waterfall feature invites relaxation, while a convenient pool house, expansive decks, and lush flat lawns provide unmatched entertaining spaces. Inside, radiant heated steel plate floors, a great room and chef’s kitchen with panoramic views, and a main-floor primary suite with a luxurious wet room bath redefine upscale living. This is a rare opportunity to live in a masterpiece that embraces every facet of refined Pacific Northwest luxury.

$4,995,000 - Lake Oswego, OR

852 Northshore Rd Lake Oswego, OR - 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.

$4,100,000 - Lake Oswego, OR

1235 Andrews Rd Lake Oswego, OR - This thoughtfully designed 5-bedroom, 5.5-bathroom home with a private office offers 4,345 sq ft of elevated single-level living on over half an acre in Lake Oswego’s sought-after Forest Hills neighborhood. Built in 2020 by Stoneridge Custom Development and backing to Tryon Creek, this home will delight you. The east wing of the home features 4 bedrooms each with their own en-suite bath, including the outstanding primary suite with views to the private backyard. The west wing of the home is dedicated to a private guest quarters with its own entrance, kitchenette, laundry, and spa-inspired bath—perfect for extended family, guests, or live-in support. Inside, wide-plank oak floors, Marvin windows, and soaring ceilings set a warm, modern tone. The chef’s kitchen features honed quartz countertops, Fisher & Paykel appliances, a walk-in pantry, and built-in breakfast nook. The open-concept living room flows to a covered outdoor lounge with built-in heaters, turf lawn, gas fire pit, and hot tub—ideal for year-round enjoyment. Additional features include automated window treatments, night-vision security cameras, integrated speakers, and a hot water recirculation system. Located just blocks from Forest Hills Elementary, Tryon Creek trails, the Forest Hills lake easement, and downtown LO.

$3,900,000 - Lake Oswego, OR

455 G Ave Lake Oswego, OR - Immaculate new contemporary design with tasty traditional touches, Monogrammed to the nines.Private and serene, tucked away in First Addition on a massive .42 acre lot that looks over Tryon Creek State Park. Designed for privacy with a deep back yard that's open and level offering views of the forested setting. Huge covered patio with built in BBQ, fireplace and a walkway leading to a meditation patio overlooking the private nature preserve. Monogram never misses the mark and this home will leave a lasting impression with 4,819 sq ft of luxury finishes and features. Impressive steel pivot front door, large open spaces with tall ceilings, 5 bedrooms plus a loft, study, media room, extra large sliding party doors to accommodate entertaining, functional floor plan with optional second primary on the lower level and walking distance to shopping, restaurants, library, farmers market and more. Collaborate with builder to Monogram this home.

$3,888,000 - Lake Oswego, OR

5185 Carman Dr Lake Oswego, OR - A Car Enthusiast’s Dream in Lake Oswego Behind naturally patina steel gates, this contemporary Northwest-style home offers privacy and luxury, with an extraordinary garage designed for car collectors. The climate-controlled gallery garage, visible from the master suite and living areas, accommodates over 20 cars, with additional lower-level parking for larger vehicles, RVs, and a built-in car lift. The residence, built by RSS Architecture, features an open-concept design filled with natural light. Floor-to-ceiling windows, reclaimed wood accents, and wide-plank engineered hardwood floors create a seamless connection between indoor and outdoor living spaces. The gourmet kitchen, equipped with top-of-the-line Miele appliances and custom cabinetry, is a chef’s dream. The primary suite is a retreat of its own, with a spa-inspired ensuite and sliding glass doors leading to a private courtyard featuring an outdoor kitchen, hot tub, and a stacked stone fire table. Additional features include guest bedrooms with private access, a full workshop in the garage, and ample outdoor parking. Located just minutes from Kruse Way and I-5, this home offers quick access to both Portland and Lake Oswego’s finest amenities while maintaining a sense of secluded luxury. Perfect for car enthusiasts seeking both convenience and unparalleled space for their collections, 5185 Carman Drive is a rare opportunity.

$3,800,000 - Lake Oswego, OR

3537 Lake Grove Ave Lake Oswego, OR - This Monogrammed 5,036 design makes luxury feel easy. With 3,341 square feet of main-level living and a total of 5,036 sqft it’s made for comfort and style—with room to breathe. The kitchen is a total dream: big island, huge walk-in pantry, and top-of-the-line Wolf and Subzero appliances. Slide out to the oversized covered terrace with a built-in BBQ and soak up the privacy of your .46-acre lot—plenty of space to relax or entertain. Inside, you’ll find loads of high-end finishes, and that rare four-car garage for all the extras. The main-level primary suite is tucked into its ownprivate wing with a spa bath and a walk-in closet that’s ready to be filled. Impressive curb appeal,a perfect layout, and a location that’s just a stroll to Lake Grove village, 3 boating easements,and horseback riding. Still time to Monogram the details and make it yours.

$3,600,000 - Lake Oswego, OR

3525 Lake Grove Ave Lake Oswego, OR - Nestled on nearly half an acre of flat, usable land in Lake Oswego, this traditional-style new construction is more than a home—it’s an experience crafted by one of the area’s most trusted builders. Every inch of its 5,007 square feet has been Monogrammed with care. Easy living floor plan with 4 bedrooms and 3.1 bathrooms, and main level Primary suite. Generous living spaces, including a grand foyer with 10-foot ceilings, a show-stopping great room with a stone-wrapped gas fireplace, and built-ins. Dining room is fit for effortless entertaining and gourmet kitchen outfitted with a spacious island, microwave drawer, chef-grade wolf range and Subzero fridge. Covered terrace with a built-in BBQ and gas fire trough, creating the ideal indoor-outdoor living space. The luxurious primary suite is a retreat of its own, offering a spa-like curb-less shower, freestanding tub, dual sinks, and a walk-in closet with its own island and dressing area. Private study with built-ins and a main-level laundry. Upper level family room and additional laundry. Brilliant 3 car garage design, with separated garage spaces for cars, toys or workshop. Located near Lake Grove Village shops and restaurants. Collaborate with the builder to Monogram the finishing touches and make this home uniquely yours.

$3,500,000 - Lake Oswego, OR

2627 Park Rd Lake Oswego, OR - This meticulously reimagined modern home, designed by architect Leon Miller Trice III in collaboration with builder Don Tankersley, epitomizes sophistication and craftsmanship. Every detail has been carefully curated for an unparalleled living experience. A striking linear water feature greets you as you arrive, setting the tone for the home's sleek architectural lines. Inside, expansive open-concept living spaces are bathed in natural light, thanks to designer windows throughout. At the heart of the home is a chef’s dream kitchen, featuring custom oak cabinetry, top-tier appliances, a wet bar, and waterfall-edge quartzite countertops. The seamless indoor-outdoor flow creates the perfect setting for entertaining. Elegant designer finishes, four fireplaces with custom steelwork, integrated smart home technology, and adjustable art lighting elevate the ambiance. The primary suite offers a spa-inspired retreat with a freestanding Bain Ultra soaking tub, an oversized steam shower, custom lighting, and dual walk-in closets. Two additional bedroom suites are equally luxurious, with custom-built details. The entertainment room opens to the backyard oasis, featuring a stunning saltwater pool, custom-designed spa, resort-style lounging areas, and lush landscaping. Enjoy privacy with breathtaking territorial views, an outdoor shower, and a storage room pre-plumbed for a future sauna. Included with the property is a deeded Palisades Park Community Club lake easement, offering access to waterfront amenities. This modern luxury home blends cutting-edge design with timeless elegance for a lifestyle of comfort, style, and sophistication.

Lake Oswego, Oregon listings for sale

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