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$2,250,000
4 Beds 3 Baths 733456864 MLS
Set on one of Lake Oswego's most sought-after streets, this exceptional contemporary home pairs striking architecture with beautifully curated designer finishes, offering an elevated lifestyle just moments from downtown and the lake. The thoughtfully fully redesigned floor plan features four bedrooms, 3.5 bathrooms, and two luxurious primary suites, including a stunning main-level retreat with a spa-inspired wet room, Brizo fixtures, and a custom walk-in closet. Expansive windows fill the home with natural light while capturing views of Oswego Lake from multiple rooms and creating a seamless connection to the stylish modern patio, where an inviting outdoor gas fireplace sets the stage for year-round entertaining and relaxed evenings overlooking the surrounding landscape. The heart of the home is an open-concept great room anchored by a chef's kitchen featuring JennAir and Miele appliances, generous gathering spaces, and an effortless flow for both everyday living and entertaining. Multiple flex rooms offer endless possibilities for a private office, home gym, media room, or guest space, while premium details including soaring vaulted ceilings, solid-core doors, CAT5 wiring throughout, laundry rooms on both levels, a hidden room tucked behind a custom door, app-controlled landscape irrigation, automated exterior lighting, and parking for up to six vehicles reflect the level of planning and craftsmanship found throughout the home. Enjoy access to three Oswego Lake easements and the swim park, all while being just around the corner from Lake Oswego's renowned restaurants, boutique shopping, gourmet markets, and vibrant farmers market, with top-rated Lake Oswego schools completing this remarkable offering.

418 NORTHSHORE RD, Lake Oswego

$1,549,000
4 Beds 3 Baths 267065636 MLS
Welcome to this beautifully updated three-level home offering exceptional space, comfort, and natural beauty. Freshly painted on the exterior and filled with abundant natural light, thisspacious residence showcases refurbished hardwood floors, new carpeting, and thoughtfully designed living spaces throughout. The remodeled gourmet kitchen is a chef's dream, featuring state-of-the-art appliances including a Sub-Zero refrigerator, six-burner Viking gas cooktop, Dacor double ovens, and a Miele dishwasher. Multiple gathering spaces, highlighted by two gas fireplaces, create a warm and inviting atmosphere for everyday living and entertaining. The home offers four bedrooms and three-and-a-half bathrooms, including two recently updated baths. The luxurious primary suite features a bright, light-filled bathroom with a large soaking tub and a large walk-in closet. A dedicated home office with custom built-in shelving and cabinetry provides the perfect space for remote work or study. Upstairs, an oversized bonus room with its own private entrance, full bathroom, and exterior deck offers endless possibilities as a guest suite, media room, home business, or multi-generational living space. The lower level includes a wine cellar and a large flexible area ideal for a home theater, fitness studio, recreation room, or additional living space. A door opens directly to the backyard, where you'll discover a certified natural habitat featuring a tranquil stream and small pond water feature, creating a peaceful retreat from the hustle and bustle of everyday life. Conveniently located near highly regarded schools, with the middle school approximately 1.5 miles away and the high school just 2.5 miles away. Enjoy easy access to downtown Lake Oswego, known for its charming shops, excellent restaurants, and popular farmers market. This exceptional property combines modern updates, flexible living spaces, and a serene natural setting in one of the area's most desirable communities.

19158 MEGAN PL, Lake Oswego

$1,600,000
4 Beds 2 Baths 709534971 MLS
Offered for the first time in 52 years, this exceptional home presents an outstanding opportunity to own in Lake Oswego's highly desirable Skylands neighborhood. Situated on a beautifully landscaped and private 0.93-acre lot, this meticulously maintained 2,957-square-foot residence offers 4 bedrooms, 2 full bathrooms, and 1 half bath, surrounded by mature trees, spectacular views, and a peaceful natural setting. Enjoy views of the valley and Coastal Range from the home's inviting living spaces and peaceful backyard. Whether entertaining guests, relaxing beneath the new patio awnings, or enjoying your morning coffee, the outdoor spaces offer an incredible sense of privacy. Deer and other native wildlife are frequent visitors, making this property feel like a private retreat while remaining just minutes from downtown Lake Oswego, shopping, dining, parks, and highly-rated schools. The spacious primary suite features an attached bath, walk-in closet, providing a comfortable and private retreat. Additional living spaces are warmed by two fireplaces—a classic wood-burning fireplace and a cozy gas fireplace—while radiant heat, central air conditioning, and updated electrical provide year-round comfort and peace of mind. Lovingly cared for by the same owner for more than five decades, this home has been exceptionally maintained and offers the opportunity to enjoy it immediately or thoughtfully update it over time to reflect your own style. Combining nearly an acre of privacy, panoramic views, meticulous ownership, and one of Lake Oswego's premier neighborhoods, this is an exceptional opportunity to own a truly special property. Come experience the beauty, serenity, and timeless appeal of this remarkable Skylands home.

645 BERGIS RD, Lake Oswego

$5,250,000
4 Beds 4 Baths 338843522 MLS
Stillwater Vista by TimberRidge Development - A Private Lake Oswego Retreat Above the Water Commanding a premier vantage above Oswego Lake. Stillwater Vista is a rare expression of architectural elegance and effortless lakefront living. Selected for the 2026 Street of Dreams Home Builder Showcase, this residence showcases an exceptional level of design, craftsmanship, and innovation in one of Lake Oswego’s most coveted settings. A dramatic great room features 20-foot vaulted ceilings, statement lighting, and a sculptural fireplace, while walls of glass frame serene lake views and open to a vaulted, covered upper terrace with a striking stone fireplace, integrated heating, and outdoor entertaining spaces. The kitchen is both a showpiece and a professional workspace, defined by exposed beam ceilings, a 12-foot island, side-by-side Sub-Zero refrigeration, and a 60-inch Wolf range, complemented by custom inset cabinetry and a fully equipped scullery. An indoor-outdoor bar enhances seamless entertaining. The main-level primary suite offers 17-foot vaulted ceilings, tranquil water views, and a spa-inspired bath with heated floors, slab marble, a soaking tub, and a custom dressing room with island and integrated laundry. The lower level is designed for leisure, featuring a lounge with fireplace, glass-enclosed wine cellar, fitness studio with sauna, and access to a covered lakeside terrace with hot tub and media setup. Residents enjoy access to Oswego Lake via a private neighborhood tram to a dedicated boat slip—an increasingly rare amenity completing this exceptional offering. Stillwater Vista is a showcase, a retreat, and a legacy property designed to be experienced.

843 TERRACE DR, Lake Oswego

$1,595,000
4 Beds 3 Baths 121277638 MLS
OPEN Sat 8/1 12-2pm! 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

$899,900
4 Beds 2 Baths 398307125 MLS
Rare opportunity awaits at this custom-built forest retreat in a prime Lake Oswego neighborhood. Tucked back from the street on a private, more-than-half-acre wooded lot, this distinctive home features rich natural wood siding and thoughtful craftsmanship throughout. Inside, each room offers its own memorable space. The sunken living room with its impressive bank of windows, vaulted ceilings, and tranquil views. Entertain seamlessly between the spacious kitchen and formal dining room with a slider to one of TWO expansive new decks. The inviting family room centers around a dramatic floor-to-ceiling brick fireplace and slider out to the deck. Upstairs, the primary suite features a private deck, bathtub, separate shower, and walk-in closet. Three additional generous bedrooms with dreamy views of the tree canopy. Resort-like setting with professional landscaping that brings year-round color, seasonal creek, and the occasional deer sighting. The magical retreat awaits your thoughtful updates to make it your own. Wood floors and an attached two-car garage. Near top-rated schools, parks, downtown Lake Oswego, easy swim access, and more!

3141 ROYCE WAY, Lake Oswego

$938,000
4 Beds 3 Baths 745271696 MLS
Tucked away on a peaceful, forested 14,000 SF lot in Lake Oswego's highly desirable Palisades neighborhood, this timeless 1960 daylight ranch offers the perfect blend of character, flexibility, and the coveted Lake Oswego lifestyle. Enjoy exclusive boat and swim access through the Palisades Park Community Club just 3 minutes away, while downtown Lake Oswego's restaurants, shops, parks, and waterfront are only a 5-minute drive from home.Step inside to a warm and inviting living room where a large bay window fills the space with natural light, highlighting the cozy gas fireplace and beautiful custom wood built-ins. French doors lead into the recently refreshed kitchen and dining area, creating an open, bright space perfect for everyday living and entertaining. Walls of windows frame the peaceful wooded surroundings, bringing the beauty of the outdoors inside. Just off the kitchen and dining room, the expansive deck provides the perfect setting for morning coffee, summer barbecues, or relaxing among the trees. The main level offers three spacious bedrooms, including a private primary suite with an attached bath, plus two additional bedrooms and a full hall bathroom. The expansive daylight lower level offers endless possibilities. Whether you're looking for a family room, media room, game room, home office, or multigenerational living, this space can easily adapt to your needs. Freshly painted throughout, the lower level also includes a fourth bedroom, full bathroom, laundry room, dedicated storage room, and a wet bar with a 240V hookup already in place for future kitchen potential. Storage is abundant with two dedicated storage rooms and an oversized attached two-car garage.Outside, the private backyard is surrounded by mature trees, creating a peaceful retreat with a spacious deck, lower patio, firepit, and low-maintenance landscaping. A rare opportunity to own a truly special home in one of Lake Oswego's most sought-after neighborhoods. Open Saturday 12-2pm.

17375 ALPINE WAY, Lake Oswego

$1,299,900
4 Beds 3 Baths 241050225 MLS
Set on a desirable corner lot in Lake Oswego’s coveted Palisades area, this completely reimagined home has been transformed from top to bottom with fresh modern finishes, abundant natural light, and a layout that offers both comfort and versatility. This modernized 4-bedroom, 3-bath tri-level home offers 3,021 sqft of beautifully remodeled living space on a desirable corner lot. Major updates include new roof, all new windows and interior doors, new exterior door, new hardwood floors, new carpet, new interior and exterior paint, new AC, new railings, fireplace and completely remodeled kitchen & bathrooms.Enter into the great room w/vaulted ceilings, a new fireplace, and an open and airy layout. Head up the steps to the brand new enlarged kitchen that is a true centerpiece w/quartz counters, new SS appliances, 6 burner gas range, new cabinetry and an eat-in island that creates the perfect gathering spot. The kitchen opens to the dining room with sliders leading to the covered deck. The primary suite offers vaulted ceilings and an updated bathroom with two sinks, a new soaking tub, and a tiled shower with glass doors. Rounding out the main floor are two additional bedrooms and a remodeled full bathroom. The lower level adds exceptional flexibility w/a wet bar, bedroom, full bathroom, laundry room with new cabinetry & sink, and space that could function beautifully as a bonus room, guest retreat, teen hangout, or separate living quarters. Off the mud room, a large crawlspace provides excellent storage and may offer potential for finishing for expanded use. Outside, enjoy a covered deck and patio, private backyard w/mature landscaping, and new backyard stairs & walkway that improve both function and flow. Located in Lake Oswego’s sought-after Palisades area near New Seasons, the new Lake Oswego Recreation Center, shopping, dining, parks, and top-rated Lake Oswego schools, this move-in-ready home offers fresh style, flexible living, & coveted Lake Oswego lifestyle.

1410 WOODLAND TER, Lake Oswego

$980,000
4 Beds 3 Baths 639159641 MLS
Perched in the desirable Palisades neighborhood in Lake Oswego, this home is situated on a corner lot with brand new exterior paint, this well-maintained single-level home offers 2,504 square feet of comfortable living space with 4 bedrooms plus a dedicated office/flex room. The functional floor plan enjoys spacious rooms, an updated kitchen (2024), and ample storage throughout. The flexible office space is ideal for working from home, exercise or additional living needs. The large corner lot enjoys great light and the gated back yard offers convenient outdoor living, gardening, or entertaining. Located in one of Lake Oswego's most sought-after neighborhoods, this home offers convenient access to parks, trails, shopping, dining, and top community amenities. The Palisades location combines a peaceful residential setting with easy access to LO's community amenities. Whether you're looking for additional space, a versatile floor plan, or the convenience of single-level living, 1408 Greentree Circle presents an exceptional opportunity in a highly desirable location. Come experience the comfort, flexibility, and lifestyle this home has to offer.

1408 GREENTREE CIR, Lake Oswego

$2,095,000
4 Beds 3 Baths 414321084 MLS
Welcome to 13344 Briarwood Lane, an exceptional energy-efficient Northwest Contemporary home built in 2020. Situated in a private three-home enclave just one mile from downtown Lake Oswego. Offering the perfect combination of luxury, convenience, and modern design. This beautifully crafted residence showcases high-end finishes throughout with an open, light-filled floor plan designed for today's lifestyle.The main level features impressive 10-foot ceilings, creating a spacious and inviting atmosphere. Flexible office/den can easily serve as a fifth bedroom, complemented by a full bathroom on the main floor. This is ideal for guests, multigenerational living, or remote work. The gourmet kitchen is appointed with premium appliances, custom cabinetry, quartz countertops, and generous storage. This flows seamlessly into the great room and dining areas for effortless entertaining.Step outside to enjoy the private, fenced backyard featuring lush gardens, established landscaping, and a welcoming fire pit gathering area. Designed for both relaxation and entertaining, this outdoor retreat offers exceptional privacy in a peaceful setting.The location is truly outstanding. Just minutes from downtown Lake Oswego, you'll enjoy easy access to award-winning schools, parks, bike trails and public transportation. Enjoy shopping, restaurants, coffee shops, farmers markets, and dog parks all close distance.This rare offering combines the benefits of a newer custom home with one of Lake Oswego's most desirable location. Experience the best of Lake Oswego living in this thoughtfully designed contemporary home where luxury, efficiency, and lifestyle come together.

13344 BRIARWOOD LN, Lake Oswego

$1,385,000
4 Beds 3 Baths 597610339 MLS
Mid century gem with showstopping backyard in the heart of Evergreen! An exciting blend of lifestyles: walkable access to downtown + deeded lake access via Lakewood Bay Lake Easement in a setting that feels like a private botanical retreat. Just blocks from cafés, hot dining spots, and the Lake Oswego Farmers Market, this location places you in the heart of town while still surrounded by greenery and quiet residential streets. Walk inside to a bright and welcoming main level with refinished hardwood floors, skylights, and expansive windows framing lush garden views. The living room is anchored by a gas fireplace and looks out toward a peaceful courtyard fountain. The updated kitchen features granite counters, stainless steel appliances, a gas range, and a built-in microwave, flowing into the dining area with access to the front deck-a perfect spot for your morning cup of coffee. Main level primary suite includes a French door opening to a private garden-view deck, creating a true indoor-outdoor escape. Two additional rooms on the main level (one with ensuite) offer flexibility for guests, office space, or hobbies. Downstairs, the daylight lower level has a spacious family room with a second gas fireplace, a fourth bedroom, full bath, and access to a covered outdoor living area complete with heating lamps and ceiling fan—ideal for year-round enjoyment. Ample storage, gym or workshop space, and a cedar sauna round out the interior lower level. The backyard garden is a showpiece in a rare natural green space. Terraced garden beds, mature landscaping, a year-round natural spring and creek, water features, a sparkling hot tub, and a stunning Belgian greenhouse with power, lighting, and water—perfect for an extended growing season with ideal east-west sun exposure. Get into this gem at a price to be proud of in one of Lake Oswego’s most sought-after and walkable neighborhoods!

762 LAKE FOREST DR, Lake Oswego

$1,595,000
4 Beds 4 Baths 506888018 MLS
Welcome to a truly special property where natural beauty, privacy, and community come together in perfect harmony to create a place to grow, gather, and make memories for years to come. This spacious 5-bedroom home is nestled in a picturesque neighborhood graced by mature landscaping and magnificent towering Douglas firs, offering plenty of room for everyone with stunning scenery in every direction. From wooded forest to glorious sunrises to breathtaking sunsets illuminating majestic Mount Hood, everyone will enjoy unforgettable views throughout the year. The grounds provide spaces ideal for entertaining, hosting gatherings or simply enjoying the outdoors. In springtime, three mature sister cherry trees transform the landscape into a spectacular display of blossoms, creating a magical canopy of color and a gentle snowfall of petals. With five generous bedrooms, there's plenty of room for everyone, including, guests, or a home office and playroom. Designed with wellness and relaxation in mind, the home features dedicated rooms for both a hot tub retreat and a workout space, allowing you to enjoy health, recreation, and rejuvenation without leaving home.Additional highlights include: Timeless Pacific Northwest ambiance, Gorgeous Mount Hood sunrise and sunset views, Deeded rights to a nearby lake easement for recreation and enjoyment. Charming peekaboo views of the lake, sidewalk-lined streets, quiet cul-de-sacs and a welcoming, social neighborhood with a strong sense of community. Whether you're seeking a peaceful retreat, a place to gather, or a home surrounded by nature's beauty, this exceptional property offers a lifestyle that is both inspiring and unforgettable.

1700 VILLAGE PARK LN, Lake Oswego

$919,000
4 Beds 2 Baths 150435693 MLS
Welcome to this spacious, light-filled home in the desirable Ridge Lake Park neighborhood. Soaring ceilings and brickwork greet you as you move from the entryway into the living room. The living space flows into the dining area, wrapped in large windows with views to the yard. A functional two-level floor plan offers a primary suite on the main level, spacious kitchen with island, and three upper-level bedrooms each with walk-in closets and ceiling fans. Enjoy the home’s many recent updates, including refreshes in the kitchen, primary and guest bathrooms, brand newcarpet, and new paint inside and out. Relax in the private backyard retreat with beautiful water feature, accessible from the primary bedroom or dining room. A deep 3-car garage with high ceilings, RV / boat parking, and lower level cellar provides ample storage and parking. The HVAC system and water heater were replaced in 2024 for reliable comfort all year. Don’t miss your opportunity to own this beautifully maintained home with easy access to top-ranked schools, golf course, tennis courts, parks, trails, and Lake Oswego amenities.

17903 RIDGE LAKE DR, Lake Oswego

$824,900
4 Beds 3 Baths 699376747 MLS
Enjoy the heart of Lake Oswego in this spacious 4-bedroom, 3-bath Glenmorrie home! New carpet, a fully remodeled kitchen with cherry hardwood floors, granite countertops, stainless steel appliances, and ample storage are just the beginning. At .35-acres, this property offers exceptional space to accommodate hobbies, recreation, and entertaining. The 32' x 22' RV pad with hookups provides room for your RV, boat, or additional vehicles/equipment. Generator housed in Zombie box. 16' x 12' storage shed. Most major systems are newer + Roof (2018), Windows (2022), Pool Deck (2025), Pool Heater and Filter (2025), Exterior Paint (2022), Beauftiful Kitchen Remodel (2018), New Entry door and Garage Door (2017), Generator (2022), Fencing (2025), Carpet (2026), Paint (2026).NO HOA. Fully fenced backyard, ample deck space, multiple areas for outdoor dining, relaxation, and gatherings. The pool is summer-season ready, making this property an ideal setting for entertaining. All kitchen appliances are included, along with the wine refrigerator, mini-refrigerator, washer and dryer. Conveniently located with quick access to George Rogers Park, shopping, dining, commuting routes, and everything Lake Oswego!

2360 GLENMORRIE DR, Lake Oswego

$2,195,000
4 Beds 3 Baths 530941742 MLS
Position, prestige and purposeful living unite in this nearly new Northwest Contemporary situated in the heart and top of the desirable Forest Highlands neighborhood offering main level living option with two primary suites, sleek lines, rooftop solar, and breathtaking sunrise and Mt Hood views flooding the home with all day natural light. Expertly designed for today’s lifestyle with an open-concept great room floor plan highlighted by a polished kitchen featuring oversized chef’s seating island + nearby wine closet, generous adjoining dining room, and expansive living room with fireplace. Venture outdoors to spaces curated for relaxation and recreation on the covered patio wired for media and ideal for game days, fire pit patio for long summer evenings, sport court for shooting hoops, raised garden beds for green thumbs, and a lush lawn for play. Rare main level and upper level primary suites offer luxurious options for all with double closets, dressing rooms, and spa-inspired bathrooms + two additional upper level bedrooms and versatile flex bonus room. Plank flooring, high ceilings, abundant architectural windows, smart features, energy efficiency, low-maintenance native plant landscaping, a main level executive office, and handsome cedar finishes create an oasis that has been impeccably tailored for the rhythm of modern life. Centrally located and mere minutes to Lake Oswego’s top-rated public and private schools, delightful downtown Lake Oswego dining and farmer’s market, Lake Grove amenities, New Seasons Gourmet Market, Tryon Creek State Park Trails, and major thoroughfares

13236 AMBER PL, Lake Oswego

$3,950,000
4 Beds 4 Baths 372387578 MLS
This Lake Oswego estate represents a level of quality, craftsmanship, and long-term stewardship that is hard to find. Privately situated on over half an acre near the Lake Oswego Country Club, the property combines substantial living spaces with thoughtfully designed grounds. Built and maintained to exacting standards, the home is distinguished not only by its finishes, but by the extensive investment made in the systems, infrastructure, and amenities incorporated into its construction. Thoughtfully designed for both daily living and entertaining, the home offers a main-level bedroom/ensuite, dedicated office, formal and informal living spaces, and five fireplaces integrated throughout the home. Upstairs, each bedroom features an ensuite bathroom, including a spacious primary suite with a covered balcony. A large bonus room finished with a kitchenette further enhances the home's functionality. The outdoor experience is equally compelling. The substantial, private grounds unfold through a series of inviting outdoor spaces connected by meandering pathways. Two outdoor kitchens, a saltwater spa, built-in fire pit, outdoor fireplace, and multiple gathering areas provide countless opportunities to host, relax, and enjoy the setting. Residents also enjoy access to the Forest Hills lake easement, providing access to Oswego Lake and the lifestyle that surrounds it. Years of thoughtful investment, meticulous maintenance, and a commitment to quality have created an offering that stands apart in today's market.

1561 CHANDLER RD, Lake Oswego

$3,280,000
4 Beds 3 Baths 611478904 MLS
Unrivaled Main Oswego Lake waterfront living meets modern luxury in this custom, private estate featuring 4 bedrooms and 3.5 bathrooms. Tucked away on a quiet cul-de-sac for ultimate privacy, this architectural masterpiece has been extensively and meticulously remodeled to blend sophisticated contemporary design with world-class lakefront living.Boasting a coveted south-facing orientation, the home enjoys optimal all-day sun exposure. Step inside to dramatic architectural lines and a spectacular wall of windows that perfectly captures breathtaking, panoramic water views from every major living space. The bright, airy floor plan is bathed in exceptional natural light, enhanced by soaring vaulted ceilings, a brand-new roof, and newly integrated skylights. At the heart of the home is a brand-new, gourmet epicurean kitchen outfitted for the serious chef, complete with premium built-in refrigeration, dual dishwashers, high-end custom finishes, and an expansive layout designed for effortless entertaining.The entire upper level is dedicated to a sumptuous, ultra-private primary retreat—a true sanctuary boasting sweeping water vistas, a lavish spa-like bath, and an incredible walk-in closet outfitted with its own dedicated second set of washer and dryer for ultimate convenience. Three additional generously sized bedrooms offer plenty of space for family, guests, or a dedicated home office.Outside, the property transforms into your own personal, high-end resort. Over 3,000 square feet of multi-tiered entertainment decks seamlessly extend the indoor living space, complete with a freestanding hot tub, outdoor shower, and a private boat dock. Sip your morning coffee watching local wildlife over the water, or host unforgettable evening gatherings against a backdrop of dramatic lake sunsets. Irreplaceable location, flawless modern updates, and the ultimate Pacific Northwest waterfront lifestyle await.

2236 SUMMIT CT, Lake Oswego

$2,195,000
4 Beds 5 Baths 781431021 MLS
Set on a private, beautifully landscaped 0.57-acre parcel 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.

14635 UPLANDS DR, Lake Oswego

$998,000
4 Beds 2 Baths 541093592 MLS
Incredible 4 Bedroom Home backs to Tryon Creek State Park. A welcoming new front porch provides a warm entry to this charming and distinctive home, ideally located in the highly sought-after First Addition neighborhood of Lake Oswego. The oversized living room is filled with natural light from an abundance of windows to view the lovely trees. A cozy fireplace serves as the focal point, making it the perfect place to relax and unwind. Two generously sized bedrooms feature beautiful hardwood floors and large windows that showcase lovely views of the surrounding wildlife. An updated main bathroom offers both modern comfort and style. The spacious kitchen opens to a large dining room featuring charming built-ins and expansive windows that frame stunning views of Tryon Creek State Park. Just inside the entry, a separate staircase leads to the upper level, where you'll find two versatile rooms that can serve as bedrooms, home offices, hobby rooms, or craft rooms. A comfortable sunroom provides additional living space, while the expansive deck is ideal for entertaining and enjoying the peaceful natural setting. Downstairs, a private office offers a quiet retreat for working from home. Nearby, an exceptionally finished bonus room provides flexibility and can be used as a media room, TV room, game room, or he/she retreat. The large laundry room offers abundant storage. A very dependable TRANE furnace keeps the home comfortable year-round. The basement has a new water heater & additional storage. A covered carport provides protection from the elements. When outside you are not only in a park-like setting, but your backyard welcomes you into the park. It bustles with life as birds of all kinds can be seen, and squirrels play and feed in the trees. Vibrant humming birds delight you, deer traverse the safe yard; a blue heron may seek food in the ever-flowing creek, where salmon and steelhead still spawn. Darkness brings out owls who may fascinate you with their calls.

23 E AVE, Lake Oswego

$4,695,000
4 Beds 4 Baths 540583582 MLS
Set in Lake Oswego’s coveted Country Club District, this contemporary estate delivers the rare combination of main-level living, resort-style outdoor space, and a premier location just moments from downtown Lake Oswego. Built by Teal Point Custom Homes, the residence is designed for both everyday ease and elevated entertaining. The main level features a luxurious primary suite, a chef’s kitchen with premium Thermador appliances, a dramatic waterfall island, and open living spaces framed by floor-to-ceiling windows. Multi-slide doors create a seamless connection to the backyard, where a spectacular in-ground pool, manicured terraces, and expansive entertaining areas set the stage for long summer days and unforgettable evenings at home. The lower level is built for entertainment, wellness, and guest comfort. A generous media and recreation room features a linear fireplace, full bar, and striking wine storage, complemented by a private guest suite, impressive fitness room, sauna, and ample storage. Views of Oswego Lake Country Club enhance the setting, while downtown Lake Oswego, boutique shopping, dining, parks, the club, top-rated schools, and the Forest Hills lake easement are all within easy reach. Rare opportunity to own a beautifully built home that lives as well as it looks in one of Lake Oswego’s most established and desirable neighborhoods.

1289 CHANDLER RD, Lake Oswego

$6,680,000
4 Beds 4 Baths 186371709 MLS
Completely reimagined and exquisitely renovated, this modern waterfront retreat commands a coveted position on the north shore of Oswego Lake, showcasing sweeping 220-degree panoramic views and all-day southern exposure. Spanning nearly 7,500 square feet, the residence offers an exceptional blend of sophisticated design, effortless livability, and resort-inspired amenities.Created for both grand entertaining and everyday enjoyment, the home features expansive gathering spaces, a chef’s kitchen, stylish wet bar, and a stunning sunroom that quickly becomes everyone's favorite place to unwind. Throughout the home, a relaxed sense of lakefront luxury creates an atmosphere that is both refined and inviting.Wellness and recreation are seamlessly integrated with a private sauna, rain shower, swim spa/endless pool, fitness studio/flex space, and versatility. Outdoors, beautifully designed living areas include a spacious lawn, outdoor kitchen, and fire pit—perfect for hosting unforgettable evenings by the water.The experience culminates at the oversized boathouse, complete with a restroom, outdoor shower and an expansive rooftop terrace that serves as the ultimate lakeside lounge and launching point for a refreshing jump into the lake.The opportunity to own a property with this level of lifestyle are exceptionally rare. A double boathouse, three-car garage, and level parking for more than 12 vehicles complete a truly remarkable waterfront estate designed for those who value luxury, recreation, and effortless entertaining.

2470 SUMMIT CT, Lake Oswego

$2,199,000
4 Beds 4 Baths 621331283 MLS
Gorgeous Custom Home in Bella Terra. Location to amenities that Lake Oswego offers...Golf, Community Center, Schools, Tennis, Hiking trails all around this neighborhood. Bright and Light interior w/ oversized windows and high ceilings. Gourmet kitchen supplying lots of counter space for entertaining and room to bring out your inner Chef. Butlers pantry or coffee bar, High end Wolf Gas stove, Sub Zero fridge, Built in island charging station, Multiple refrigerators and built in Kettle faucet. Zonal heating, Dual HVAC, In wall Vaccum and Oversized windows including tip up custom glass at bar to covered patio. Large exercise or home theater room Downstairs including wet bar. Large Laundry room and washer and dryer on two levels. This home provides low maintenance landscaping all on Rain Bird irrigation system so you can enjoy your built in rotisserie BBQ w/ refrigerator and sink or relax in privacy watching the games all season long. The garage is oversized w/ extra room in bay 3 for additional car or anything you decide. Looking for space, including upgraded amenities and location then Welcome Home!

18165 SW SIENA DR, Lake Oswego

$1,595,000
4 Beds 3 Baths 297717782 MLS
Beautifully designed 4 bedroom home featuring a highly desirable main-level layout with the primary suite, kitchen, great room, laundry and 2 additional bedrooms all conveniently located on the first floor. Upstairs offers an ideal guest retreat complete with a private suite, Butler’s pantry, spacious bonus/media room, and an expansive private deck with beautiful lake views. The low-maintenance yard is thoughtfully landscaped with paver patios and a striking water feature, creating a serene outdoor setting. Detached sheds provide exceptional flexibility for storage, workshop, or a private studio/office space. Nestled on quiet and picturesque Maple Circle, this home is perfect for leisurely walks along the level street while remaining just minutes from all that Lake Oswego has to offer. Includes deeded lake rights to four easements for added enjoyment of the lake lifestyle. Updated landscaping just completed with shed removal and natural sod installation.

16686 Maple CIR, Lake Oswego

$2,800,000
4 Beds 4 Baths 473610447 MLS
Set on a private, beautifully landscaped .66 acre estate in one of Lake Oswego's most coveted neighborhoods, this extraordinary custom residence blends timeless craftsmanship with modern luxury. Offering nearly 4,900 square feet of thoughtfully designed living space, the home was created for effortless one-level living, with approximately 3,900 square feet on the main floor.From the moment you enter, soaring ceilings, walls of oversized windows, rich walnut flooring, custom walnut cabinetry, and hand-carved oak doors create an atmosphere of warmth, elegance, and exceptional quality. Designed for both grand entertaining and comfortable daily living, the expansive floor plan seamlessly connects formal and casual spaces while capturing serene views of the surrounding grounds. At the heart of the home, the chef's kitchen is a culinary masterpiece featuring dual dishwashers, an oversized island, abundant workspace, and generous bar seating. The kitchen flows effortlessly into the spacious living and dining areas, creating the perfect setting for gatherings large and small. The luxurious primary retreat offers a true sanctuary with dual California Closets, a private laundry area, automatic window coverings, and spa-inspired amenities. Two additional ensuite bedrooms provide exceptional comfort for family and guests, while the impressive executive office—with a separate exterior entrance—offers ideal flexibility for working from home, a studio, or private client meetings. Outdoor living is equally remarkable. Covered decks provide year-round enjoyment, while a large stone patio with hot tub overlooks lush gardens, raised planting beds, mature fruit trees, and established berry bushes. Every inch of the grounds has been thoughtfully curated to create a peaceful, park-like setting. The lower level features a beautifully updated private apartment complete with its own kitchen, bath, luxury vinyl flooring, washer and dryer, and private patio,this has been used as a AirBNB.

13237 KNAUS RD, Lake Oswego

$1,595,000
4 Beds 3 Baths 278437315 MLS
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

$2,995,000
4 Beds 3 Baths 534254073 MLS
A rare Richard Sundeleaf-designed lakefront treasure on Oswego Lake, this beautifully renovated 1939 Tudor Revival-style English cottage rests on a coveted 0.33-acre double lot with 100+ feet of shoreline, southern exposure, and sweeping nearly 180-degree lake views. Offering 3 bedrooms, 3 baths, and timeless architectural character, the home blends historic pedigree with thoughtful modern updates completed in 2009 and 2025. Highlights include expansive picture windows, refined living spaces, a main-level primary suite, updated kitchen with premium appliances, multiple fireplaces, and seamless indoor-outdoor living. The waterfront experience is exceptional, featuring a boathouse with rooftop sundeck, dock, swim ladder, boat lift, lakeside lawn, and stone patio with rustic outdoor fireplace. Just minutes to downtown Lake Oswego’s boutiques, dining, Farmers Market, and top-rated schools, this is a singular opportunity to own a landmark lakefront residence.

2430 SUMMIT CT, Lake Oswego

$1,775,000
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

$1,590,000
4 Beds 3 Baths 547479390 MLS
New Price — Beautifully Updated Hallinan Home.Tucked into Lake Oswego's sought-after Hallinan neighborhood, this beautifully updated Northwest Contemporary offers the opportunity to enjoy turnkey luxury in an established setting just minutes from downtown Lake Oswego, parks, dining, shopping, the river, and the lake.Thoughtfully designed for both everyday living and effortless entertaining, nearly 2,900 square feet of refined living space unfolds across three levels filled with natural light, inviting gathering spaces, and seamless indoor-outdoor flow. Whether hosting friends, enjoying a quiet evening at home, or taking advantage of everything Lake Oswego has to offer, the home balances comfort, style, and functionality at every turn.Originally built in 2017 and extensively upgraded throughout, the residence features a fully remodeled designer kitchen, beautifully renovated bathrooms, premium stone surfaces, custom cabinetry, new wood flooring, fresh interior and exterior paint, a 50-year architectural roof, and numerous system improvements.Luxury touches including motorized shades, heated bathroom floors, Toto heated bidet seats, and premium fixtures enhance everyday comfort and convenience.Located within the highly regarded Lake Oswego School District, this exceptional home offers the rare combination of extensive premium upgrades, established neighborhood charm, and true turnkey luxury.

927 OAK ST, Lake Oswego

$2,395,000
4 Beds 3 Baths 301876751 MLS
Nestled among the trees on a 3.5 acre lot in Lake Oswego's prestigious Skyland neighborhood. Its European inspired style gives a sense of grandeur, luxury, and ultimate privacy. Tucked up along the hillside, you will enjoy jaw-dropping views all year long. This home is an entertainer's dream with a pool, game room, 3-car garage, 200 bottle wine cellar, multiple wrap around decks, four custom water features and much, much more. Sweeping views of Mt.Hood, Mt.St Helens, Mt.Adams, and the Willamette River. The living room features vaulted ceilings and and a stately gas fireplace. Recent updates include carpet, rebuilt furnaces with smart thermostats, refurbished deck, freshly trimmed trees, new lighting in bedrooms, and much more! Although this home has 3 stories, it has main floor living with the kitchen, laundry room, primary suite, guest room, and additional full bathroom all on the main level.

1777 SKYLAND DR, Lake Oswego

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