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$4,250,000

Bordering the pristine woodlands of Tryon Creek State Natural Area, this extraordinary one-acre gated estate pairs a beautifully updated main residence with a fully self-contained one-bedroom guest house, creating a rare opportunity for multigenerational living, extended guests, a private executive office, or income-producing potential. The detached residence features its own gated entrance, address, utilities, solar array, and attached garage, offering true independence without compromise. The main home showcases effortless main-level living, including a luxurious primary suite, elegant entertaining spaces, a gourmet kitchen appointed with Wolf, Miele, and Sub-Zero appliances. Seamless indoor-outdoor living includes a covered terrace with heaters for all season use, an outdoor kitchen, a spa, a fire pit, and expansive, private grounds with enough space for a future pool. Just minutes from downtown Lake Oswego's restaurants, boutiques, and renowned Farmers' Market, this is a truly exceptional offering in one of the city's most coveted settings.

3 Beds ⋅ 4 Baths ⋅ 728673226 MLS

Bordering the pristine woodlands of Tryon Creek State Natural Area, this extraordinary one-acre gated estate pairs a beautifully updated main residence with a fully self-contained one-bedroom guest house, creating a rare opportunity for multigenerational living, extended guests, a private executive office, or income-producing potential. The detached residence features its own gated entrance, address, utilities, solar array, and attached garage, offering true independence without compromise. The main home showcases effortless main-level living, including a luxurious primary suite, elegant entertaining spaces, a gourmet kitchen appointed with Wolf, Miele, and Sub-Zero appliances. Seamless indoor-outdoor living includes a covered terrace with heaters for all season use, an outdoor kitchen, a spa, a fire pit, and expansive, private grounds with enough space for a future pool. Just minutes from downtown Lake Oswego's restaurants, boutiques, and renowned Farmers' Market, this is a truly exceptional offering in one of the city's most coveted settings.

13799 ATWATER LN, Lake Oswego

$4,695,000

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.

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

$4,800,000

Built in 2024, this custom luxury estate in Lake Oswego's coveted Uplands neighborhood, just minutes from the Country Club, was designed to be lived in fully. Inside, the main level foyer gives way to a great room that joins seamlessly with the outdoors, then on to the dining room and a kitchen fitted with Monogram appliances and the kind of counter space that invites cooking together. Just down the hall, the generous primary suite is quiet and uncompromising in its attention to detail, from amenities to finishes. On the main floor you'll also find a full guest bath, home theater, den/office, and laundry on both levels, all featuring custom millwork, whole-home Sonos audio, and bespoke closet installations that speak to the care taken at every decision point.The second floor is home to the additional bedrooms and bathrooms, a gym, study, and oversized custom closets, the latter two already fitted for easy conversion into additional bedroom and bathroom space, offering flexibility for however your family chooses to live.Outside, beautifully landscaped grounds lead to a terraced backyard where a heated pool glows from below in the evenings, color-controlled from anywhere. The pool house, finished in 2025 and never previously used, anchors one end of a compound that includes an outdoor dining terrace with overhead heaters for comfortable year-round alfresco dining, a stone fireplace, and a built-in BBQ with an Evo grill. An infrared sauna with red light therapy panels sits adjacent, available on any given evening for whatever recovery or ritual the day calls for. App-controlled gates and a full perimeter security system with live camera monitoring and Generac generator complete the picture of a home that takes care of its people.This home can be offered turnkey and fully furnished, ready to receive its next family without a single thing left to do.

5 Beds ⋅ 5 Baths ⋅ 454582896 MLS

Built in 2024, this custom luxury estate in Lake Oswego's coveted Uplands neighborhood, just minutes from the Country Club, was designed to be lived in fully. Inside, the main level foyer gives way to a great room that joins seamlessly with the outdoors, then on to the dining room and a kitchen fitted with Monogram appliances and the kind of counter space that invites cooking together. Just down the hall, the generous primary suite is quiet and uncompromising in its attention to detail, from amenities to finishes. On the main floor you'll also find a full guest bath, home theater, den/office, and laundry on both levels, all featuring custom millwork, whole-home Sonos audio, and bespoke closet installations that speak to the care taken at every decision point.The second floor is home to the additional bedrooms and bathrooms, a gym, study, and oversized custom closets, the latter two already fitted for easy conversion into additional bedroom and bathroom space, offering flexibility for however your family chooses to live.Outside, beautifully landscaped grounds lead to a terraced backyard where a heated pool glows from below in the evenings, color-controlled from anywhere. The pool house, finished in 2025 and never previously used, anchors one end of a compound that includes an outdoor dining terrace with overhead heaters for comfortable year-round alfresco dining, a stone fireplace, and a built-in BBQ with an Evo grill. An infrared sauna with red light therapy panels sits adjacent, available on any given evening for whatever recovery or ritual the day calls for. App-controlled gates and a full perimeter security system with live camera monitoring and Generac generator complete the picture of a home that takes care of its people.This home can be offered turnkey and fully furnished, ready to receive its next family without a single thing left to do.

14760 UPLANDS DR, Lake Oswego

$4,995,000

Experience the pinnacle of lakefront luxury at 852 Northshore Road, an exceptional estate in one of Lake Oswego’s most coveted neighborhoods. This timeless waterfront home seamlessly blends classic elegance with modern sophistication, offering breathtaking lake views, refined architectural details, and a seamless indoor-outdoor lifestyle. Inside, high ceilings, rich hardwoods, and walls of glass flood the space with natural light and frame serene vistas throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. The main-level primary suite is a peaceful retreat, with tranquil water views and a spa-like bath complete with dual vanities, a soaking tub, and a walk-in tiled shower. Three additional bedrooms provide ample space for family and guests. Downstairs, enjoy a state-of-the-art media room, a spacious laundry and utility area, and a large recreation space that opens to multiple outdoor terraces. Step outside to manicured grounds and patios ideal for alfresco dining, lounging, or sunset watching. A private dock and charming boathouse invite endless lake adventures—whether boating, paddleboarding, or simply enjoying the quiet beauty of the water. Privately tucked behind a gated drive and just moments from downtown Lake Oswego’s shopping, dining, and cultural amenities, this rare offering is more than a home—it’s a legacy property that defines lakeside elegance.

4 Beds ⋅ 4 Baths ⋅ 125491562 MLS

Experience the pinnacle of lakefront luxury at 852 Northshore Road, an exceptional estate in one of Lake Oswego’s most coveted neighborhoods. This timeless waterfront home seamlessly blends classic elegance with modern sophistication, offering breathtaking lake views, refined architectural details, and a seamless indoor-outdoor lifestyle. Inside, high ceilings, rich hardwoods, and walls of glass flood the space with natural light and frame serene vistas throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. The main-level primary suite is a peaceful retreat, with tranquil water views and a spa-like bath complete with dual vanities, a soaking tub, and a walk-in tiled shower. Three additional bedrooms provide ample space for family and guests. Downstairs, enjoy a state-of-the-art media room, a spacious laundry and utility area, and a large recreation space that opens to multiple outdoor terraces. Step outside to manicured grounds and patios ideal for alfresco dining, lounging, or sunset watching. A private dock and charming boathouse invite endless lake adventures—whether boating, paddleboarding, or simply enjoying the quiet beauty of the water. Privately tucked behind a gated drive and just moments from downtown Lake Oswego’s shopping, dining, and cultural amenities, this rare offering is more than a home—it’s a legacy property that defines lakeside elegance.

852 NORTHSHORE RD, Lake Oswego

$4,700,000

Set at the end of a long, gated, and fully paved private drive in the coveted Stafford belt, this nearly 5-acre compound offers something the Lake Oswego market rarely delivers: genuine privacy at this scale, without any sacrifice of proximity.The primary residence has been beautifully remodeled, balancing refined, modern finishes with the warmth of a world-class estate. Custom millwork, Italian tile, high-end fixtures, and a luxurious Thermador kitchen anchor the heart of the home, which opens to a resort-caliber outdoor sanctuary. The fully rebuilt pool, expansive paverscape, gazebo with fire pit, and freestanding hot tub frame the outdoor lifestyle.A standalone guest house, adjacent to the pool, operates on its own gas and electric lines and serves guests or multi-generational living with ease. A professional 4-stall horse barn with tack room, round pen, and manicured pastures completes one of the most compelling horse properties to come to market in Lake Oswego.Approximately one mile to Lakeridge High School and just minutes to Lake Oswego dining, shopping, and lake access. The city when you want it, and a quiet, gated retreat when you don't. More than a home. A sanctuary and a legacy. Request a copy of the expansive updates list.

5 Beds ⋅ 4 Baths ⋅ 636450776 MLS

Set at the end of a long, gated, and fully paved private drive in the coveted Stafford belt, this nearly 5-acre compound offers something the Lake Oswego market rarely delivers: genuine privacy at this scale, without any sacrifice of proximity.The primary residence has been beautifully remodeled, balancing refined, modern finishes with the warmth of a world-class estate. Custom millwork, Italian tile, high-end fixtures, and a luxurious Thermador kitchen anchor the heart of the home, which opens to a resort-caliber outdoor sanctuary. The fully rebuilt pool, expansive paverscape, gazebo with fire pit, and freestanding hot tub frame the outdoor lifestyle.A standalone guest house, adjacent to the pool, operates on its own gas and electric lines and serves guests or multi-generational living with ease. A professional 4-stall horse barn with tack room, round pen, and manicured pastures completes one of the most compelling horse properties to come to market in Lake Oswego.Approximately one mile to Lakeridge High School and just minutes to Lake Oswego dining, shopping, and lake access. The city when you want it, and a quiet, gated retreat when you don't. More than a home. A sanctuary and a legacy. Request a copy of the expansive updates list.

1925 CHILDS RD, Lake Oswego

$4,995,000

Willamette Riverfront Estate blending Northwest Craftsman architecture with thoughtful modern updates. Originally built in 1913 and extensively reimagined in 2005-2006, this home is set on over an acre along one of Lake Oswego’s most sought-after stretches of riverfront. Rich woodwork, custom built-ins, high ceilings, and refinished hardwoods define the interiors. The kitchen opens to the family room and a window-wrapped sunroom with vaulted bamboo ceilings and panoramic river views. Features include a butcher-block island, 8-seat eating bar, and a 6-burner Wolf range. The updated butler’s pantry offers a secondary suite of appliances to enhance everyday function and entertaining. Formal living and dining, office with exterior access, and main-level guest suite. The primary suite offers a spa-like bath clad in Ann Sacks tile, complete with a fireplace-accented soaking tub, oversized walk-in shower, and recently renovated closet. The lower level is designed for entertaining, featuring a wet bar and seamless access to the backyard, pool, and riverfront. An upper-level bonus room is complete with a built-in rock climbing wall and interactive game elements. Outdoor features include an oversized dock with 2 boat lifts and 2 jet ski docks, a thoughtfully designed pool and spa, and two gas fireplaces. Gated entry, mature landscaping, and private setting in the Riverdale School District. Significant improvements completed in recent years include transformative exterior paint, a refreshed main-level statement fireplace and eating bar, remodeled butler’s pantry with integrated dual laundry, custom primary closet, and an elevated gangway system.

6 Beds ⋅ 7 Baths ⋅ 729093728 MLS

Willamette Riverfront Estate blending Northwest Craftsman architecture with thoughtful modern updates. Originally built in 1913 and extensively reimagined in 2005-2006, this home is set on over an acre along one of Lake Oswego’s most sought-after stretches of riverfront. Rich woodwork, custom built-ins, high ceilings, and refinished hardwoods define the interiors. The kitchen opens to the family room and a window-wrapped sunroom with vaulted bamboo ceilings and panoramic river views. Features include a butcher-block island, 8-seat eating bar, and a 6-burner Wolf range. The updated butler’s pantry offers a secondary suite of appliances to enhance everyday function and entertaining. Formal living and dining, office with exterior access, and main-level guest suite. The primary suite offers a spa-like bath clad in Ann Sacks tile, complete with a fireplace-accented soaking tub, oversized walk-in shower, and recently renovated closet. The lower level is designed for entertaining, featuring a wet bar and seamless access to the backyard, pool, and riverfront. An upper-level bonus room is complete with a built-in rock climbing wall and interactive game elements. Outdoor features include an oversized dock with 2 boat lifts and 2 jet ski docks, a thoughtfully designed pool and spa, and two gas fireplaces. Gated entry, mature landscaping, and private setting in the Riverdale School District. Significant improvements completed in recent years include transformative exterior paint, a refreshed main-level statement fireplace and eating bar, remodeled butler’s pantry with integrated dual laundry, custom primary closet, and an elevated gangway system.

12790 S FIELDING RD, Lake Oswego

$4,795,000

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

5 Beds ⋅ 4 Baths ⋅ 125444782 MLS

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

16871 GREENBRIER RD, Lake Oswego

$4,098,000

Don’t miss a second chance to own this custom home in the heart of the Forest Highlands Neighborhood in Lake Oswego. Impeccably built by one of the areas top custom home builders, this flexible floor plan offers entirely main level living with multiple flex spaces. Situated on a large, flat, private half+ acre lot with important southern exposure. The fully fenced yard was designed and is set up for the easy installation of a pool and sport court. Ideally located across from a new park with trails and access to other trail systems nearby and a short distance to the new Lake Oswego Middle School and LO High School; this is a very stroller and bike friendly neighborhood and area. Come experience this location, home and property while you can!

4 Beds ⋅ 3 Baths ⋅ 165555432 MLS

Don’t miss a second chance to own this custom home in the heart of the Forest Highlands Neighborhood in Lake Oswego. Impeccably built by one of the areas top custom home builders, this flexible floor plan offers entirely main level living with multiple flex spaces. Situated on a large, flat, private half+ acre lot with important southern exposure. The fully fenced yard was designed and is set up for the easy installation of a pool and sport court. Ideally located across from a new park with trails and access to other trail systems nearby and a short distance to the new Lake Oswego Middle School and LO High School; this is a very stroller and bike friendly neighborhood and area. Come experience this location, home and property while you can!

1050 ATWATER RD, Lake Oswego

$4,650,000

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

5 Beds ⋅ 6 Baths ⋅ 424410152 MLS

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

1527 LAKE FRONT RD, Lake Oswego

$4,699,900

Modern Northwest design meets timeless craftsmanship in this build-to-suit custom home by MDR Custom Homes, ideally situated in Lake Oswego’s Forest Highlands neighborhood. Spanning 6,597 sq ft on a 0.42-acre lot, the home combines striking architecture, natural light, and livable luxury across two levels.Every detail can be personalized, allowing buyers to create a home that feels uniquely their own.The main level features a vaulted great room with seamless flow to a covered outdoor living area complete with a fireplace and built-in kitchen with BBQ, perfect for year-round entertaining. Inside, the chef’s kitchen offers a large island, premium appliances, and a butler’s pantry, while the primary suite includes dual walk-in closets and a spa-like bath. A secondary suite and dedicated office complete this level.The daylight lower level offers a rec room, wet bar, media room, wine storage, and multiple bedroom suites with access to a covered patio and fenced yard. A three-car garage, designer finishes, and signature MDR craftsmanship ensure enduring quality and modern elegance—a home designed to inspire and built to last for generations.

6 Beds ⋅ 5 Baths ⋅ 494221200 MLS

Modern Northwest design meets timeless craftsmanship in this build-to-suit custom home by MDR Custom Homes, ideally situated in Lake Oswego’s Forest Highlands neighborhood. Spanning 6,597 sq ft on a 0.42-acre lot, the home combines striking architecture, natural light, and livable luxury across two levels.Every detail can be personalized, allowing buyers to create a home that feels uniquely their own.The main level features a vaulted great room with seamless flow to a covered outdoor living area complete with a fireplace and built-in kitchen with BBQ, perfect for year-round entertaining. Inside, the chef’s kitchen offers a large island, premium appliances, and a butler’s pantry, while the primary suite includes dual walk-in closets and a spa-like bath. A secondary suite and dedicated office complete this level.The daylight lower level offers a rec room, wet bar, media room, wine storage, and multiple bedroom suites with access to a covered patio and fenced yard. A three-car garage, designer finishes, and signature MDR craftsmanship ensure enduring quality and modern elegance—a home designed to inspire and built to last for generations.

2112 GOODALL CT, Lake Oswego

Smira Group

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