Lake Oswego, OR Real Estate Search

Lake Oswego, OR Homes between $1,500,000 and $2,000,000 for Sale

Lake Oswego, Oregon, is renowned for its stunning natural beauty and vibrant community, making it an attractive destination for homebuyers seeking luxury properties. The real estate market in this picturesque area offers an impressive selection of homes that cater to a variety of tastes and lifestyles. Nestled alongside pristine lakes and lush parks, these properties often feature elegant designs, spacious layouts, and high-end finishes, reflecting the quality of life that Lake Oswego residents cherish. From contemporary architectural marvels to charming traditional estates, the diverse offerings showcase the area's appeal, complemented by access to excellent schools, upscale shopping, and a tight-knit community atmosphere. With its serene environment and exceptional amenities, Lake Oswego continues to captivate buyers looking for their dream home in a truly desirable location.

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Lake Oswego, OR and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Lake Oswego, OR Homes between $1,500,000 and $2,000,000 for Sale

$1,849,000
4 Beds 3 Baths 595712302 MLS
Held by the same family for more than 40 years, this special Lake Oswego home reflects decades of pride of ownership, now extensively renovated by renowned local designer, Phil Chek, the home feels lighter and more current while preserving the craftsmanship and character that distinguish it. Set on approximately half an acre at the end of a quiet cul-de-sac in the sought-after Palisades area, the property offers exceptional privacy within a beautiful, established neighborhood. A natural stream winds through mature landscaping, joined by a charming rock bridge, cobblestone and meandering pathways that give the grounds a character all their own.Inside, more than 5,700 square feet provides an incredible amount of room to gather, entertain, retreat and simply enjoy life at home. Gracious interior living spaces are complemented by a light-filled sunroom overlooking the greenery and a versatile daylight lower level with its own bedroom, full bath, and living room is ideal for guests, multigenerational needs, recreation or a private retreat. A large unfinished area offers additional flexibility, including potential for a fifth bedroom.The extensive renovation brings a lighter, more current feel while honoring the craftsmanship and quality of the home. Calacatta Gold quartz, refinished hardwood floors, fresh interior paint, and updated fixtures are among the recent improvements. Heated limestone floors in the primary bath and sunroom, brick-and-cedar construction, quality wood windows and a Grand Manor CertainTeed roof further reflect the custom details found throughout the home.A refreshed deck provides a beautiful place to enjoy the private surroundings, while the location puts the new Lake Oswego Recreation & Aquatics Center (LORAC), New Seasons Market and everyday amenities close by. Access to Lake Oswego Swim Park. Substantial yet welcoming, and refined without feeling formal, this is a home with a history of being cared for, gathered in and enjoyed.

711 KENOLA CT, Lake Oswego

$1,950,000
4 Beds 4 Baths 733471109 MLS
Exceptional Custom Home Opportunity with Lake Views & Easement Rights. A rare opportunity to create a distinctive custom home in one of Lake Oswego’s most coveted settings. This private .32-acre homesite offers a tranquil, park-like backdrop with peek-a-boo views of Lake Oswego and an elevated position just off street level—providing privacy while maintaining convenient driveway access. The property is thoughtfully positioned for development, with all corners marked, utilities available from both Westview Drive and South Shore Blvd, and stakes outlining the buildable footprint visible from the private driveway entrance. Enjoy coveted Lake Oswego easement rights with access to Maple Circle, Alder Point Club, Blue Heron, and Lakeview Recreation Club, offering opportunities for boat slips, kayak and paddleboard storage, swimming, and year-round lake recreation. Ideally located near highly regarded Lake Oswego schools, parks, shopping, dining, and downtown amenities, this property offers an exceptional combination of privacy, natural beauty, lake lifestyle, and custom-home potential. MLS #556564395 features a proposed Frank Lloyd Wright-inspired residence designed to showcase the unique setting, architecture, and views while helping buyers envision what is possible on this special homesite. Buyer to perform their own due diligence regarding development, utilities, easement rights, and proposed improvements.

17035 WESTVIEW DR, Lake Oswego

$1,595,000
5 Beds 4 Baths 575178580 MLS
Welcome to 14261 Uplands Dr, a spacious and beautifully updated Lake Oswego home offering 5 bedrooms, 4 bathrooms, and 3,871 square feet of flexible living space. Ideally located on the desirable north side of Oswego Lake, this property includes access to the Uplands Lake Easement, providing an exceptional opportunity to enjoy the water and embrace the Lake Oswego lifestyle. The easement allows residents to access the lake for swimming, boating, and a variety of water activities, creating a convenient way to spend summer days enjoying the outdoors, launching a kayak or paddleboard, taking a refreshing swim, or simply relaxing by the water.Inside, the refreshed kitchen features quartz countertops, stainless steel appliances, a stylish backsplash, and a generous pantry with ample storage. The completely updated primary suite is a true retreat, offering a spa-inspired bathroom with a freestanding soaking tub, large walk-in shower, double vanity, and spacious walk-in closet. A main-level bedroom provides excellent flexibility for guests, a home office, or multigenerational living.Downstairs, the expansive family and recreation room with wet bar creates the perfect setting for movie nights, game days, casual gatherings, or entertaining friends and family. The thoughtfully designed layout offers generous living spaces while maintaining a comfortable flow for everyday living. Outside, enjoy a low-maintenance yard designed for easy living and more time spent taking advantage of the nearby lake and community amenities.A rare three-car garage provides plenty of room for vehicles, storage, bikes, paddleboards, kayaks, and other recreational gear. With modern updates, versatile living spaces, lake easement access, and a convenient location near downtown Lake Oswego, schools, shopping, dining, parks, and recreation, this home offers an ideal combination of comfort, convenience, and access to one of the area's most desirable lifestyles.

14261 UPLANDS DR, Lake Oswego

$1,995,000
3 Beds 3 Baths 213241735 MLS
Sitting above Oswego Lake with beautiful water views from the rooms that matter most, this mid-century home is all about the setting, the lifestyle and the opportunity. Walls of windows bring the lake into the kitchen, dining room and expansive living room, while vaulted ceilings, warm wood details and classic mid-century character give the home a personality that feels nostalgic, cool and full of possibility.The unique setting includes a rare double tax lot totaling approximately 0.78 acres, offering an incredible opportunity to make it your own. Embrace the mid-century character already here, update it to fit your style, and create something truly special in a location that would be nearly impossible to recreate.The three-bedroom, three-and-a-half-bath layout offers comfortable spaces to gather, while the expansive back patio extends the living space outdoors—perfect for dinner with friends, morning coffee or simply sitting back and taking in the lake views.And then there’s the lifestyle. The home belongs to the coveted Forest Hills Lake Easement, putting lake access just a short walk away. Stroll into downtown Lake Oswego for coffee, dinner, boutiques, the farmers market and community events, with the Lake Oswego Country Club right nearby.Lake views, lake access, approximately 0.78 acres across two tax lots, mid-century character and downtown Lake Oswego at your fingertips. Bring your vision and make this one your own.

199 PINE VALLEY RD, Lake Oswego

$1,750,000
4 Beds 3 Baths 473888109 MLS
Welcome to an exceptional Lake Oswego home nestled on an oversized 15,000-square-foot cul-de-sac lot in the highly desirable Palisades neighborhood. Just three blocks from a swim and boat easement, this beautifully remodeled residence offers an outstanding combination of luxury, comfort, and Pacific Northwest lifestyle.Extensive recent remodeling showcases exceptional craftsmanship throughout, including custom Carey cabinetry in the kitchen and utility rooms, beautiful hardwood flooring, detailed millwork, and high-end finishes.The gourmet kitchen is truly the heart of the home, featuring top-of-the-line Sub-Zero, Wolf and Bosch appliances, including a Sub-Zero refrigerator, Wolf oven and cooktop, Bosch dishwasher, and built-in microwave. A massive center island with soapstone countertops and an eating bar provides the perfect gathering space, while the walk-in pantry and spacious dining nook make everyday living and entertaining effortless.The main level features beautiful hardwood floors throughout, complemented by exquisite architectural details including crown molding, wood paneling, wainscoting, coved doorways and transom windows. A stunning den offers custom built-in bookshelves, a distinctive barrel ceiling and French doors—ideal for a home office or quiet retreat.The luxurious primary suite provides a spa-like escape, complete with top-of-the-line fixtures, a walk-in shower, soaking tub, slate flooring and elegant Carrera marble countertops.Additional highlights include two fireplaces, a huge bonus room above the garage, fresh interior paint throughout, and two newer furnaces and air-conditioning systems, providing separate comfort control for the upstairs and downstairs.Located within the award-winning Lake Oswego School District, this home is ideally situated near schools, parks, dog parks, shopping, dining and major freeways. With the rare combination of a large cul-de-sac lot, extensive high-end remodeling, exceptional architectural details.

16193 MATTHEW CT, Lake Oswego

$1,799,000
3 Beds 2 Baths 594368662 MLS
Tucked into a lush, wooded setting just minutes from downtown Lake Oswego, this beautifully reimagined 1951 home feels like a private retreat in the heart of the city. Extensively renovated over the past six years, it pairs warm, timeless character with clean, modern updates and an exceptional level of thoughtful improvement.Light-filled interiors connect beautifully to the surrounding trees. A remodeled kitchen/greatroom anchors the main level, along with a serene primary suite featuring a fully renovated bath with heated floors. A private office or yoga studio out back offers a peaceful, sun-filled place to work or recharge.Downstairs, heated floors extend throughout, with a home theater and blackout shades, two additional bedrooms, a renovated bath, and a sauna. Outside, a saltwater hot tub and temperature-controlled outdoor shower overlook terraced gardens, meandering pathways, and a stream, creating a wonderfully private and peaceful setting.Major improvements include a new roof, furnace and A/C, foundation work, solar panels (owned), FranklinWH battery system, standby generator, and brand-new two-car garage with EV parking—all completed by owners creating a home for the long term.Downtown Lake Oswego’s restaurants, shops and cafés are just a short stroll away, while optional membership to the nearby deeded Lakewood Bay Community easement offers swimming, a diving board, SUP/kayak storage, and boat slips by waitlist. A rare combination of design, nature, walkability and everyday comfort, 752 Lake Forest Drive feels beautifully grounded, thoughtfully updated and ready to enjoy.

752 LAKE FOREST DR, Lake Oswego

$1,999,900
5 Beds 3 Baths 390613483 MLS
A Private Designer inspired Lake Oswego Sanctuary where Luxury meets Nature.Discover an extraordinary Lake Oswego estate designed for refined living, unforgettable entertaining, and everyday enjoyment of nature.Tucked away in a serene and exceptionally private setting, this five bedroom -3.5 spa bath home offers a rare combination of sophistication, comfort, craftsmanship and natural beauty. The heart of this five bedroom home is its beautifully appointed gourmet kitchen designed for both serious culinary pursuits and effortless gatherings. Equipped with all new WOLF appliances, an oversized Sub Zero refrigerator coupled with Thermador beverage drawers, as well as a dedicated wine cooler. Not to mention the thoughtfully chosen custom cabinetry, quartz counters and a large marble island to sit comfortably and chat with friends and family. The primary ensuite serves as a private retreat, complete with a cozy gas fireplace, an oversized glass-enclosed shower, as well as a cold plunge bathtub.  Each room has been thoughtfully appointed with curated wall colors- luxury doors and trim, wide plank wood flooring as well as statement lighting features- too many upgrades to list! On the lower level, you will find premium amenities perfect for multigenerational living. On a game day, you will find a dedicated home theater room with a 106-inch projection screen, space for snacks and adjacent is the elite work out room- all for the sports enthusiasts and enough room for the the team to join!  From the lower level you can enjoy a private oasis, featuring a high-end TimberTech deck, a built-in Jacuzzi hot tub, an athletic sport court, and a 100-foot backyard stream and picturesque waterfall that empties into a private pond. Additionally, the property conveys four Lake Easements, granting deeded recreational water access to Oswego Lake. Steps from the best schools, gourmet markets, renowned restaurants, endless water play for all! -Come take a private tour!

3151 ALBER SPRING CT, Lake Oswego

$1,650,000
5 Beds 3 Baths 261468913 MLS
Rarely does a home offer the perfect combination of luxury, accessibility, and privacy. Thoughtfully designed to be enjoyed for every stage of life, this exceptional 4,819 SF estate features 5 bedrooms, 3 full baths, 2 half baths, and a private elevator connecting all three levels—a rare amenity that blends convenience with timeless luxury. Set behind beautiful custom electric gates on a rare 1.2-acre homesite in one of Lake Oswego's most desirable neighborhoods, this remarkable property also offers an oversized 4-car garage.A stunning stone entry welcomes you into light-filled interiors with soaring ceilings, expansive windows, and spacious living areas designed for both everyday comfort and elegant entertaining. The versatile floor plan features dual primary suites, ideal for multigenerational living or long-term guests. The main-level bonus room is perfect as a media room, playroom, or fitness space, while the lower-level fifth bedroom easily functions as a private office, den, guest suite, or hobby room.The extensively updated kitchen features quartz countertops, designer tile backsplash, updated appliances, and an expanded peninsula.Renovated bathrooms,custom built-ins,fresh interior paint,designer wallpaper,upgraded lighting,hardwood flooring,and a beautifully refreshed primary suite elevate the home throughout.Additional improvements include new furnace & A/C,a hardwired security camera system,irrigation,landscape lighting, steel backyard stairs, new fencing, and professionally designed landscaping.The private 1.2-acre setting offers exceptional space to entertain, relax, and enjoy the outdoors while remaining just minutes from everything Lake Oswego has to offer.Featuring a private elevator,dual primary suites, an oversized 4-car garage, flexible living spaces, extensive high-end updates, a spectacular gated entrance, and a rare 1.2-acre homesite,this is a one-of-a-kind Lake Oswego estate designed for luxury living today and for generations to come.

17410 UPPER CHERRY LN, Lake Oswego

$1,795,000
5 Beds 3 Baths 430119120 MLS
Architecturally distinctive and impeccably maintained, this custom Lake Oswego residence pairs exceptional design with a highly livable floor plan, peaceful privacy and expansive valley views. Built in 2021 and set on 1/3 acre, the home offers the feel and finish of new construction without the cost or wait of building today. Wide plank hardwood floors, expansive windows, warmth and custom finishes define the interiors, while a floor to ceiling stone fireplace and custom built ins anchor the great room. A generous dining room framed by a wall of windows fills the space with natural light. The dream kitchen is designed on a grand scale with extensive custom cabinetry, quartz counters, state of the art Thermador appliances, a custom hood, oversized island and a walk in butler’s pantry with additional workspace and storage. The primary suite is a true retreat with hardwood floors, serene views, a large soaking tub, oversized frameless glass shower and walk in closet. The ideal upstairs layout also includes an ensuite bedroom, two additional bedrooms and laundry. The fifth bedroom/den on the main level offers added flexibility. Expansive glass sliders open from the living room to a covered outdoor living area with a custom cedar ceiling, integrated heaters and a swim spa, creating a seamless indoor outdoor experience for year round enjoyment. Beyond, lush mature landscaping frames the peaceful, fully fenced backyard and valley views. A mudroom with custom built ins adds everyday function. The three car garage includes a tandem bay and epoxy floors. Close to the new Lake Oswego Rec Center and Municipal Golf Course, Luscher Farm, Rassekh Park, New Seasons, shops and dining, downtown and top rated schools, the location offers convenience without sacrificing privacy. Sophisticated, beautifully executed and meticulously cared for, this is a rare opportunity to enjoy the ease of new construction and the character of a custom build.

17680 STAFFORD RD, Lake Oswego

$1,875,000
4 Beds 3 Baths 181016961 MLS
Open Sunday Sept. 13th from 1-3PM. Situated in Atherton Heights, this exceptional traditional home offers breathtaking 180-degree panoramic views of surrounding valleys, Mount Hood, and beyond. This is also a perfect multigenerational home!!! Designed for both everyday living and entertaining, the expansive decks span multiple levels, creating the perfect setting for entertaining family & friends. Step through the front door and prepare to be amazed. A dramatic wall of windows immediately draws your eye to the incredible landscape. To the left, a private office with French doors, custom built-ins, and bookshelves. The main level features soaring ceilings, a welcoming living room with a gas fireplace, an elegant dining room, and a gourmet kitchen that flows into the family room. Every room is designed to capture the stunning views. The dining room and kitchen both open onto the expansive main-level deck, extending the living space outdoors. Upstairs, the spacious primary suite features a generous walk-in closet, a spa-inspired bathroom with a jetted soaking tub, dual shower plus a private deck. The lower level offers incredible flexibility with a spacious bonus living area complete with a kitchenette, refrigerator, dishwasher, microwave, island seating, and a gas fireplace. Sliding doors lead directly to the lower deck, pool, and beautifully landscaped backyard. This level also includes a guest suite and two additional bedrooms. Outside, the backyard is your own private oasis. The resurfaced pool (completed just three years ago) invites endless summer fun, while the surrounding outdoor spaces provide plenty of room to relax, entertain, and enjoy the incredible setting. Minutes from Lakeridge High School, Rassekh Skate Park, Luscher Farm, trails leading to Cook's Butte, and the new Lake Oswego Recreation & Aquatic Center & Municipal Golf Course. Downtown Lake Oswego is minutes away.

18500 RAY RIDGE DR, Lake Oswego

$1,695,000
5 Beds 3 Baths 288488592 MLS
Originally built by Eslinger Homes as the developer’s personal residence, this exceptional Lake Oswego home offers a rare blend of timeless craftsmanship, architectural beauty, and everyday livability. With 5 bedrooms, 3 full baths, and a versatile main-level flex room, every space has been thoughtfully designed to bring people together. Soaring ceilings, skylights, walls of glass, wide-plank hardwood floors, shiplap accents, brushed brass hardware, and black-framed windows create a warm, refined Northwest aesthetic. At the heart of the home, an expansive 10+ foot island anchors a beautifully appointed kitchen featuring a farmhouse sink, 5-burner gas cooktop, double ovens, breakfast nook, oversized walk-in pantry, and butler’s pantry. The adjoining great room extends naturally to a covered outdoor living space with vaulted cedar ceilings, skylights, a gas fireplace, TV, and a spacious, level backyard designed for year-round entertaining. The private primary suite offers vaulted ceilings, a spa-inspired bath, and an oversized walk-in closet. Hardwood flooring is carried throughout the home, while marble-look porcelain tile, designer lighting, a Venetian plaster fireplace surround, and integrated smart home features beautifully complement the home's enduring design. Just minutes from parks, top-rated schools, shopping, dining, and everyday conveniences, this house is set within one of Lake Oswego's most walkable and established neighborhoods where mature trees, wide streets, and nearby amenities make it easy to enjoy the best of L.O!

6040 LAKEVIEW BLVD, Lake Oswego

$1,925,000
5 Beds 4 Baths 789646107 MLS
Please join us for an Open House on Sunday, 9/13, from 12-2pm! Welcome to a rare expression of architectural brilliance and bespoke luxury in Lake Oswego’s sought-after Lake Grove neighborhood. Crafted by award winning Street of Dreams Builder, Timurland Construction, this custom masterpiece blends timeless design, artisan craftsmanship, and modern comfort for the most discerning buyer. Thoughtfully designed for today and tomorrow, this residence features a 950-pound capacity elevator with hands-free auto dialer and smartphone connectivity, providing seamless access from garage to main and upper levels while supporting aging-in-place and multigenerational living. Inside, discover exceptional details including three-dimensional plaster wave walls, architectural wood slat accents, shiplap niches, wide-plank white oak flooring, custom built-ins, designer lighting, transom windows, French doors, and illuminated stair treads. The chef’s kitchen is impressive with a quartz waterfall island, Viking Professional appliances, six-burner gas range with pot filler, double ovens, built-in refrigerator, two dishwashers, beverage cooler, and walk-in pantry. The main-level spa-inspired primary suite offers soaring ceilings, floating vanity with illuminated cabinetry, soaking tub, dual-head shower, heated tile floors, covered balcony, and large custom walk-in closet. Entertain effortlessly in the vaulted great room opening to a fully fenced private backyard with outdoor kitchen, BBQ, sink, patio, and 7-person, 90-jet hot tub. The upper-level retreat provides ensuite guest accommodations, bonus room, balcony, and beverage center. Enjoy exclusive Oswego Lake access at Goodin, Springbrook, and Summit Court, plus nearby boutique shopping, restaurants, parks, recreation, and top-rated schools. Schedule your private tour today and experience the extraordinary lifestyle this one-of-a-kind residence offers.

15378 TWIN FIR RD, Lake Oswego

$1,550,000
5 Beds 4 Baths 227541096 MLS
Open House 8/23 1pm-3pm -Beautiful traditional home, located on a double cul-de-sac in the desirable Westlake neighborhood. Hardwood floors, custom millwork, wood shutters, recessed lighting. A grand double-door entry with leaded glass opens to soaring vaulted ceilings, staircase featuring wood paneling and elegant wrought-iron railing. The light-filled living room features a wood-burning fireplace with a cream marble-like tile and flows into the formal dining room including glass-front built-ins and backyard views. The main-level office offers custom wood paneling, built-ins, glass-paneled French doors. The gourmet kitchen showcases cherry cabinetry with ornate crown molding, granite countertops and backsplash, leaded glass cabinet doors, a six-burner gas cooktop, double ovens, built-in refrigerator and wine cooler, walk-in pantry. breakfast nook with built-ins and patio access. The adjoining family room features custom built-ins, a brick gas fireplace, and sliding doors opening to the covered patio. Additional main-level amenities include a beautifully updated powder room and laundry room with abundant cabinetry, utility sink, drying rack, and built-in coat and shoe storage. Upstairs, the luxurious primary suite offers a sitting area, spa-inspired ensuite with dual sinks, jetted tub, oversized granite shower, vanity, private water closet, custom walk-in closet. Three additional bedrooms include built-in closet systems, while the fifth bedroom suite includes an ensuite plus an attached office or craft room with custom built-ins. An upper-level bath with dual sinks and a skylight. Multiple linen closets round out the upper level. The garage includes extensive built-ins, storage racks, utility sink. The professionally landscaped backyard is a private oasis enhanced by tranquil water features ,ponds, covered timber-framed patio with skylights and heaters, a stone fireplace, fire pit, irrigation system. Top Rated Schools. Near parks, shopping, restaurants, and I-5.

5444 WESTFIELD CT, Lake Oswego

$1,565,000
4 Beds 3 Baths 121277638 MLS
Immaculately styled Old Town Lake Oswego haven, ideally positioned on a peaceful, picturesque road a mere 3 blocks from vibrant downtown farmer’s market/dining destinations and George Rogers riverfront park. An alluring contemporary transitional, this beauty is truly turnkey with a new roof, new upper level AC, and fresh exterior paint! Soaring box ceilings, French doors, quality hardwood floors and millwork, low maintenance easy-care deck and charming covered porch for entertaining, and a smartly configured layout all create effortlessly inviting spaces designed to exceed the benchmark for luxury modern living. Dinner parties are a breeze from the Viking and Bosch appointed professional-grade kitchen with soapstone countertops, generous seating island, coffee station, and brunch banquette spilling out onto the vast secluded deck and planter garden. The upper level primary suite is a sanctuary and features a dreamy bathroom with indulgent soaking tub and walk-in closet. Two additional generously sized bedrooms feature expanded closets, built-in features, and share a full bathroom with soaking tub as well as a nearby media/flex room and convenient upper level laundry facilities. The 3rd floor is ideal for remote work and hosting with an executive office and guest accommodations plus a full bathroom. Efficiently crafted with an eye for beauty as well as ease of everyday living with many bonus updates including new refrigerator, washer/dryer, rear fence, pet turf, and chic updated designer lighting! Unmatched location blocks from Whole Foods market, Lake Oswego’s beloved theaters, ice cream parlors, boutiques, river and lakefront kayaking and paddle boarding, this marvel offers something special for the whole household!

144 LEONARD ST, Lake Oswego

$1,649,900
5 Beds 3 Baths 396644517 MLS
Priced to sell! Renovated Lake Oswego stunner is a masterpiece of form & function. This 5 BD, 3 BA gem blends modern 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, appliance garage, decorator tile, bespoke lighting, and wine fridge, it’s a soulful gathering space designed to inspire and delight! The luxury extends through the main-level primary suite with an ensuite bathroom featuring radiant heated floors, a Toto bidet toilet, 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!

17780 OVERLOOK CIR, Lake Oswego

$1,995,000
4 Beds 5 Baths 781431021 MLS
Imagine what you could do with this beautifully landscaped 0.57-acre in Lake Oswego’s coveted Uplands neighborhood. This exceptional mid-century modern estate offers something increasingly rare: room to create the lifestyle you envision. The expansive grounds provide extraordinary flexibility for outdoor living, entertaining and recreation—whether that means adding a swimming pool, creating a private pickleball court, expanding the gardens or simply enjoying the beauty and privacy of a park-like setting. Conceptual images illustrate the possibilities. Membership in the desirable Uplands easement offers access to boating and swimming, completing the quintessential Lake Oswego lifestyle. Inside, more than 2,500 square feet of main-level living is filled with natural light and architectural character, including vaulted beamed ceilings, walls of glass, hardwood floors and seamless connections to the outdoors. The thoughtfully updated kitchen features JennAir stainless steel appliances, quartz countertops and heated tile floors, opening to an expansive great room anchored by a dramatic fireplace. Four main-level bedrooms plus a dedicated office provide excellent flexibility, while the spacious primary suite offers a walk-in closet, dual vanities, soaking tub and custom built-ins. The lower-level entertaining space includes a family room with fireplace, wet bar and wine cellar, opening to a secluded patio. Multiple outdoor gathering areas, an outdoor fireplace, covered kitchen and mature landscaping create an exceptional setting for year-round enjoyment. A detached recreation building with a full bath offers additional possibilities for a studio, guest retreat, pool house or potential future ADU conversion. With iconic design, exceptional privacy and over half an acre to personalize, this is a rare opportunity to create a one-of-a-kind retreat in one of Lake Oswego’s most sought-after neighborhoods. Open Sunday 1-3

14635 UPLANDS DR, Lake Oswego

$1,549,000
4 Beds 3 Baths 278437315 MLS
OPEN SUNDAY 9/13 12-2:00pm. Discover refined modern living in this exceptional Monogram Custom Home, completed in 2021 and ideally situated in one of Lake Oswego’s most coveted neighborhoods. Elevated above Spruce Street to maximize natural light and capture sweeping northern views, this like-new residence offers a rare blend of sophisticated design and effortless livability. This home features an elegant open-concept floor plan with beautifully connected living spaces centered around a stunning great room and chef’s kitchen. Premium Wolf and Sub-Zero appliances, custom cabinetry, an impressive waterfall island, and wide-plank hardwood flooring create a polished yet welcoming environment for everyday living and entertaining. French doors open to a private covered patio and level fenced yard, delivering ideal indoor-outdoor flow for year-round enjoyment. A main-level den and powder room provide flexibility for work or guests. Thoughtful craftsmanship and intentional design are evident throughout, with extensive built-ins, abundant storage, and high-end finishes at every turn. Upstairs, the luxurious primary suite features a spacious walk-in closet, spa-inspired bath, soaking tub, and oversized walk-in shower. Two additional bedrooms and laundry complete the second floor. An expansive covered terrace with built-in heater provides a private outdoor lounge to relax while taking in northern views. The versatile lower level is equally impressive, featuring a spacious media/family room with wet bar, dedicated hobby or fitness room, generous storage, and an additional junior suite—perfect for guests, multigenerational living, or extended stays. Outside, professionally designed low-maintenance grounds and private outdoor spaces offer all the benefits of luxury living without the upkeep. Just minutes from downtown Lake Oswego, Hallinan Elementary, and George Rogers Park.

1108 SPRUCE ST, Lake Oswego

$1,695,000
4 Beds 3 Baths 495973735 MLS
Nestled on an oversized corner lot backing to a serene greenspace, this residence is the rare home that truly surpasses new construction. From the moment you arrive, the tranquil courtyard reverberates the gentle sounds of the cascading water feature. Upon entering the home it becomes obvious that this home has not only been extremely updated but also well maintained.The light-filled living room features soaring ceilings, gas fireplace, & wet bar, flowing seamlessly into a gourmet kitchen appointed w/new appliances, gas range, butler's pantry, & sprawling island. From the kitchen, the expansive deck overlooking a wooded greenspace w/seasonal creek is easily connected to the main living area via multiple entryway options. A formal dining room offers ample space for gatherings, large & small, while the oversized family room has soaring ceilings, wall of windows, 2nd gas fireplace, and custom built-ins. This floor plan offers effortless indoor-outdoor living. A main-level office w/built-ins offers contemplative views and sounds of the courtyard water feature. A dual staircase ensures the whole home flows with ease.Upstairs, the primary suite is a true retreat, overlooking the peaceful greenspace and featuring a spa-caliber bathroom w/heated floors, soaking tub, walk-in shower w/multiple heads, and custom built-in walk-in closet. A private updated junior suite plus two additional bedrooms, that share an updated pass-thru bath, provide ample room for family and guests. Upstairs laundry w/sink adds a welcome touch of practicality.Outside, the property has been transformed into a private sanctuary. New 1300 sqft Trex deck features a covered hot tub & firepit ready for year-round entertaining. The thoughtful hardscaping/landscaping is complete w/lighting & sprinkler system. The fenced backyard dog run, turf-side-yard, and storage shed have every practical need covered.This is not just a home — it is a lifestyle, thoughtfully curated and ready for its next chapter.

16633 WOODSMAN CT, Lake Oswego

$1,699,000
3 Beds 3 Baths 517422686 MLS
Designed by Street of Dreams home designer Richard White, this spectacular residence blends timeless craftsmanship, luxury finishes, and exceptional livability on a large, level lot. From the moment you enter, the quality is evident—rich alder cabinetry, hickory hardwood floors, rustic exposed beams, and gorgeous millwork create a warm, refined Northwest aesthetic throughout.The thoughtfully designed floor plan offers both everyday comfort and impressive entertaining spaces. The gourmet kitchen features slab granite counters, premium Sub-Zero refrigeration, a Wolf gas range, custom cabinetry, and generous prep and gathering areas. The open living spaces flow naturally to the outdoor patio, complete with a fire pit, creating the perfect setting for year-round entertaining.The MAIN-LEVEL PRIMARY suite adds rare convenience, offering privacy, comfort, and easy one-level living. A dedicated office on the main floor provides an ideal work-from-home setup, while the multi-zone heat pump system enhances comfort and efficiency throughout the home.The lower level expands the lifestyle possibilities with a theater area, wine cellar, and a spacious bonus room with a full bath—perfect for guests, multigenerational living, media, fitness, or recreation.Set on a generous, usable lot with beautiful indoor-outdoor flow, this home delivers the ideal combination of architectural character, high-end finishes, functional design, and relaxed luxury living.

18108 PILKINGTON RD, Lake Oswego

$1,675,000
4 Beds 3 Baths 575781899 MLS
Stunning main-level luxury living in a like-new Silver Oak custom home in Lake Oswego’s coveted Uplands neighborhood, set on a tranquil and quiet lot with beautiful, thoughtfully designed landscaping. Designed for both entertaining and everyday comfort, the expansive great room features soaring ceilings, walls of windows that flood the space with natural light, and a striking floor-to-ceiling fireplace, creating a warm and sophisticated focal point.The gourmet kitchen is a true showpiece with a large island, premium finishes & appliances, walk-in pantry, and seamless flow to the spacious dining area and covered outdoor living space. The covered patio overlooks the serene, level, fenced yard, offering exceptional privacy and lush landscaping, ideal for gatherings or peaceful outdoor relaxation. The luxurious primary suite offers a serene retreat with a spa-inspired bath, heated floors, and a generous walk-in closet with direct access to the laundry room. A main-level den with large windows provides an ideal work-from-home setup with space for two. Two additional guest bedrooms complete the main level.The versatile lower level features a private guest suite with wet bar & wine refrigerator, perfect for a home theater, family room, or gym, plus a mudroom and abundant storage. A rare double-deep tandem garage accommodates up to four cars.Enjoy lake access via the Uplands swim and boat easement. A beautifully crafted home combining refined design, functional living, and exceptional amenities in one of Lake Oswego’s most desirable communities.

2126 WEMBLEY PL, Lake Oswego

$1,665,000
5 Beds 3 Baths 681291064 MLS
A fresh opportunity in the heart of Lake Grove. This beautifully crafted Schollander Development custom home combines the ease of turnkey living with three Oswego Lake easements and one of Lake Grove's most walkable locations. Thoughtfully designed for both everyday living and entertaining, the 5-bedroom, 3.5-bath home features soaring ceilings, extensive hardwood floors, designer finishes and exceptional craftsmanship throughout.The main-level primary suite offers a peaceful retreat with a spa-inspired bath, while a dedicated office with custom built-ins makes working from home effortless. At the heart of the home, the chef's kitchen opens to the living spaces and out to a covered patio and private, beautifully landscaped backyard with a fire pit—perfect for cozy fall evenings and year-round entertaining.Upstairs, you'll find three additional bedrooms, including an ensuite, a spacious bonus room and generous walk-in closets, providing plenty of flexibility for guests, work and play.And then there's the lifestyle. Walk to Zupan's, La Provence, coffee, restaurants, boutiques and everyday conveniences, or take advantage of three Oswego Lake easements and nearby Lake Grove Swim Park and Iron Mountain Park. All of this with top-rated Lake Oswego schools and easy access to downtown Portland.Lake access. Walkability. A main-level primary. Turnkey luxury. This is Lake Grove living at its best.SPECIAL FINANCING OPPORTUNITIES AVAILABLE.

16200 WALUGA DR, Lake Oswego

$1,995,000
4 Beds 3 Baths 338928345 MLS
Perched above the Willamette River on Fielding Road, this striking Northwest Contemporary is set at the end of a winding, private drive that lifts you above the hustle and bustle of daily life - a serene buffer between you and the outside world. Tucked away on one of the area's most sought-after streets and anchored on a solid native basalt bedrock foundation, the home offers rare privacy and tranquility. The lack of overlooking neighbors combined with stunning river views creates a true sanctuary, where bald eagles and osprey are frequent visitors, often spotted diving for salmon on the water below. Soaring cathedral cedar ceilings extend from the living room to the primary suite, accented by skylights that flood the interior with natural light. Hand-selected Douglas fir posts and exposed beams highlight PNW craftsmanship. In the living room, a stone gas fireplace complements a wall of windows framing river views. French doors open to an expansive back deck - designed for elevated indoor-outdoor entertaining - where a hot tub invites quiet, moonlit evenings overlooking the Willamette River. In the kitchen, an Elmira Northstar midcentury-style gas stove is paired with river views, slate floors, and abundant storage. An adjacent family room/loft connects to a bedroom with en suite. Set on its own wing, the primary suite features deck access, a stacked stone gas fireplace, a double vanity, deep soaking tub, and walk-in closet, while an adjacent loft provides an ideal home office. Downstairs, two bedrooms overlook the river, each with access to a lower patio. Parking includes an extra-deep 2-car garage and ample driveway space for guests. Built with Rastra ICF construction and SIP roofing, the home delivers exceptional energy efficiency, superior soundproofing, and structural strength up to 7x that of wood-frame construction, finished with plaster walls and stucco exterior. Located in one of the state's top-rated school districts, minutes from downtown Lake Oswego.

13537 FIELDING 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

$1,799,000
3 Beds 2 Baths 162738707 MLS
Rare opportunity for Tualatin River frontage w/ private dock! Situated on .58 acres, this captivating midcentury home plus guest house embraces its natural setting w/ sweeping views of the river, mature trees & beautifully landscaped grounds. The backyard is a true retreat, featuring winding garden paths, vibrant plantings & a large manicured lawn that gently leads to the water’s edge. Multiple decks & patios offer ideal spaces for entertaining or quiet relaxation. Follow the serene pathway to the lower river deck & private dock—perfect for swimming, kayaking & paddleboarding while enjoying wildlife including herons, bald eagles, beavers & mink. Inside, the daylight ranch design showcases classic midcentury elements including tongue & groove wood ceilings, exposed beams, skylights & walls of windows that bring in abundant natural light & frame the surrounding landscape. A custom showstopping kitchen features rift white oak cabinetry, Dekton countertops & an expansive island, along w/ an 8 burner double Wolf oven, Sub-Zero fridge & designer slatted wall detail. The kitchen flows seamlessly into the living & dining areas w/ vaulted wood ceilings, a Malm white metal gas fireplace & built-in bar w/ beverage fridge, all oriented toward the river views. The main-level primary suite enjoys its own peaceful outlook & includes a beautifully updated bathroom w/ rift oak cabinetry & a glass-enclosed walk-in shower w/ vibrant blue tile & skylight above. The lower level offers a spacious family room, 2 additional bedrooms, full bath, home gym & laundry room. Exposed beams & a wall of windows provide natural light & a comfortable, relaxed feel. A separate guest cottage w/ living room, bedroom, full kitchen & bathroom offers flexibility for guests, multigenerational living or rental potential. Coveted Lake Oswego address w/ top rated schools & Rivergrove taxes.

4550 DOGWOOD DR, Lake Oswego

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