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$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

$4,395,000
5 Beds 4 Baths 125444782 MLS
Ideally located at the mouth of Oswego Lake's Blue Heron Bay with commanding Main Lake and Westerly views. This home is situated just inside the buoy line giving it "quiet water" for docking, paddling and swimming. A totally renovated and reimagined home with an absolutely stunning gourmet kitchen and great room with both formal and informal dining; all overlooking the expansive Lake vistas. With just over 6000 square feet this home offers an oversized Owners Suite with a spa-like bath, walk in closet and direct connection to the main laundry center. With 4 true bedrooms on the upper floor the lower floor offers a wine cellar, secondary laundry, bar, family room and flex room that could be a work out space, 5th bedroom or second office. There are multiple decks for entertaining, flat yard spaces for playing as the home is located just steps to the waters edge. The home offers tons of storage, future proof whole house automation, a totally sealed crawls space, oversized garage and nice sized boat house. There are to many features to list in this "total package".

16871 GREENBRIER RD, Lake Oswego

$1,950,000
4 Beds 2 Baths 637966999 MLS
Rarely does an Oswego Lake property offer 0.40 acres of flat main canal frontage, exceptional privacy, mature gardens, and the flexibility to enjoy today while thoughtfully shaping its future. Tucked behind lush landscaping in one of Lake Oswego's most desirable waterfront settings, this remarkable property offers an increasingly rare combination of land, lifestyle, and long-term potential. The 0.40-acre homesite is the true centerpiece. Flat waterfront lots of this size on Oswego Lake's main canal are becoming exceptionally difficult to find, creating an estate-like setting with expansive lawns, mature trees, colorful gardens, and seamless indoor-outdoor living. Launch your boat from the private dock with covered boat lift, paddleboard or kayak from your backyard, entertain along the water, or simply enjoy peaceful mornings overlooking the canal. Grandfathered lake water rights for irrigation help preserve the mature landscape that has taken decades to create. Thoughtfully maintained, the home is comfortable to enjoy from day one, offering four bedrooms, hardwood floors, an updated kitchen, two gas fireplaces, inviting living spaces, and beautiful garden and water views. A detached oversized two-car garage includes a finished, heated and cooled bonus room, ideal for a private office, gym or creative workspace. Professionally prepared conceptual architectural plans are available for buyers who wish to reimagine the home over time, illustrating one possible renovation while respecting the property's existing character and extraordinary setting. Whether you're searching for a move-in-ready waterfront home, an exceptional homesite for a future luxury renovation, or a legacy property to enjoy for generations, this rare main canal offering presents an opportunity that is becoming increasingly difficult to find on Oswego Lake.

17332 LAKE HAVEN DR, Lake Oswego

$3,499,000
5 Beds 4 Baths 284266669 MLS
Extraordinary low-bank waterfront estate offering refined lake living w/a rare private indoor heated pool, creating a true year-round resort experience. Privately set back from street, & features expansive upper & lower 12+ car parking, an oversized 3-car garage + RV/boat parking— an exceptionally rare amenity. Den & bonus/media room can be bedrooms for a total of 6 bedrooms. Designed for seamless indoor-outdoor living, the light-filled Grt Rm showcases soaring vaulted ceilings & walls of glass framing tranquil views. Expansive folding glass drs open to a private deck, ideal for intimate gatherings & large-scale entertaining. The chef’s kitchen is a true centerpiece, featuring premium appliances- a Wolf gas range, Sub-Zero fridge, Miele built-in coffee maker, hidden pantry, 78-bottle wine storage & curated finishes that balance luxury w/everyday functionality. Outdoors is professionally landscaped w/lighted pathways connecting multiple patios & waterfront gathering areas. Decks, dock & built in custom designed bench seating are crafted from Dasso bamboo. The backyard includes a low-maintenance turf area & striking bubble rock water feature. A covered boathouse w/lift & private dock featuring a wood-burning fireplace complete the resort-style waterfront experience. Bedrm accommodations are thoughtfully arranged for comfort & versatility w/beautiful finishes & statement lighting, including 1 bedrm featuring customizable color-changing LED lighting. The lower level offers a spacious Fam Rm w/wet bar, Sub-Zero beverage fridge, Fisher & Paykel drawer dishwasher, access to outdoor patio & included in the homes 5,224 sf total is an exceptional indoor heated pool room (748sf). Additional amenities include a private sauna & whole-home Kohler generator. With low-bank frontage, four-season amenities, exceptional parking, boathouse, dock & refined modern upgrades throughout, this impeccably remodeled waterfront retreat is truly rare.

17763 Kelok RD, Lake Oswego

$4,250,000
5 Beds 6 Baths 424410152 MLS
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.

1527 LAKE FRONT RD, Lake Oswego

$3,380,000
4 Beds 3 Baths 200107238 MLS
Lakefront Luxury on West Bay Road. Experience lake living at its finest in this beautifully updated 4-bedroom, 3-bathroom waterfront home on one of Lake Oswego’s most coveted streets. Perfectly positioned on a large, level lot with a private boat house and newly built sea wall, this West Bay gem offers the ultimate in comfort, style, and function.No detail was overlooked in the extensive renovation. The home features all-new windows, roof, exterior paint, landscaping, concrete patios and walkways. Inside, you’ll find all-new flooring, cabinetry, countertops, tile, fixtures, and designer lighting throughout. The gourmet kitchen features Thermador appliances, double ovens, a walk-in pantry with a built-in coffee maker and ice maker, and two beverage fridges — ideal for both everyday living and effortless entertaining.Walls of windows and thoughtful design ensure lake views from nearly every room. The open-concept great room and kitchen flow seamlessly out to the expansive backyard, where flat lawn space and patios create the perfect backdrop for gatherings large or small. The primary suite offers spa-level luxury with heated tile floors and a steam shower, while ample parking makes hosting a breeze.4431 West Bay Road delivers everything you need to enjoy the lake lifestyle — move-in ready with luxury finishes, rare flat waterfront, and the ideal location. This is the Lake Oswego opportunity you’ve been waiting for. Seller is licensed Oregon realtor.

4431 WESTBAY RD, Lake Oswego

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