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$5,250,000

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.

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

$1,749,000

This beautifully reimagined Cape Cod home combines lake views, 3 lake easements, and a fully remodeled designer interior in one of the area's most sought-after neighborhoods. Enjoy paddleboarding, kayaking, shopping and fine dining just steps from your door, then return home to nearly 2,000 sq. ft. of beautiful, light-filled living space. Premium finishes throughout featuring a chef's kitchen with premium Café appliances, custom cabinetry, and seamless indoor-outdoor living through dramatic accordion doors that open to a year-round covered space with built-in heaters. The main floor offers a flex space to be an office or guest room with a built-in murphy bed and a full bathroom. Upstairs is a luxurious primary suite with a vaulted ceiling, lake views and a private balcony. Customized built-in cabinetry and a spa-like primary bathroom with tub and shower. The second bedroom upstairs has it's own private deck with lake views and vaulted ceilings. The basement offers a spacious flex space to watch movies or use as a bedroom. With 3 bedrooms, 3 full baths, office/guest accommodations, a spacious bonus room, and a luxurious primary suite with lake views, every space has been thoughtfully designed. Smart home technology, EV charger, a fenced backyard with multiple entertaining areas and private balconies complete this exceptional offering.

3 Beds ⋅ 3 Baths ⋅ 507036544 MLS

This beautifully reimagined Cape Cod home combines lake views, 3 lake easements, and a fully remodeled designer interior in one of the area's most sought-after neighborhoods. Enjoy paddleboarding, kayaking, shopping and fine dining just steps from your door, then return home to nearly 2,000 sq. ft. of beautiful, light-filled living space. Premium finishes throughout featuring a chef's kitchen with premium Café appliances, custom cabinetry, and seamless indoor-outdoor living through dramatic accordion doors that open to a year-round covered space with built-in heaters. The main floor offers a flex space to be an office or guest room with a built-in murphy bed and a full bathroom. Upstairs is a luxurious primary suite with a vaulted ceiling, lake views and a private balcony. Customized built-in cabinetry and a spa-like primary bathroom with tub and shower. The second bedroom upstairs has it's own private deck with lake views and vaulted ceilings. The basement offers a spacious flex space to watch movies or use as a bedroom. With 3 bedrooms, 3 full baths, office/guest accommodations, a spacious bonus room, and a luxurious primary suite with lake views, every space has been thoughtfully designed. Smart home technology, EV charger, a fenced backyard with multiple entertaining areas and private balconies complete this exceptional offering.

214 NORTHSHORE RD, Lake Oswego

$1,449,000

Beautifully remodeled and impeccably maintained, this light-filled Westlake home blends timeless style with modern comfort on a quiet, tree-lined street. An open-concept layout and rich hardwood floors create effortless flow, while the expansive chef’s kitchen impresses with Thermador appliances, a built-in refrigerator and freezer with paneling, a wine fridge, and exceptional storage. The large dining area opens to a stunning, park-like backyard—perfect for indoor-outdoor living and entertaining.Entertain with ease on the spacious patio and outdoor kitchen, complete with two BBQs, including a Big Green Egg, all surrounded by lush, professionally designed landscaping. Upstairs, the serene primary suite offers a walk-in California Closets system and a spa-inspired bath with heated floors, soaking tub, double sinks, and a separate shower. Secondary bedrooms are equally well-appointed. A flexible bonus room serves perfectly as a 4th bedroom, while the main floor den with a closet and full bath down the hall, adds even more versatility. Thoughtful upgrades throughout include updated windows, doors, and molding, a custom handcrafted fireplace screen, skylights, and abundant natural light.Just minutes to Westlake Park, Kruse Village dining and shopping, and top-rated Lake Oswego schools—this is the one you’ve been waiting for.

4 Beds ⋅ 3 Baths ⋅ 552325595 MLS

Beautifully remodeled and impeccably maintained, this light-filled Westlake home blends timeless style with modern comfort on a quiet, tree-lined street. An open-concept layout and rich hardwood floors create effortless flow, while the expansive chef’s kitchen impresses with Thermador appliances, a built-in refrigerator and freezer with paneling, a wine fridge, and exceptional storage. The large dining area opens to a stunning, park-like backyard—perfect for indoor-outdoor living and entertaining.Entertain with ease on the spacious patio and outdoor kitchen, complete with two BBQs, including a Big Green Egg, all surrounded by lush, professionally designed landscaping. Upstairs, the serene primary suite offers a walk-in California Closets system and a spa-inspired bath with heated floors, soaking tub, double sinks, and a separate shower. Secondary bedrooms are equally well-appointed. A flexible bonus room serves perfectly as a 4th bedroom, while the main floor den with a closet and full bath down the hall, adds even more versatility. Thoughtful upgrades throughout include updated windows, doors, and molding, a custom handcrafted fireplace screen, skylights, and abundant natural light.Just minutes to Westlake Park, Kruse Village dining and shopping, and top-rated Lake Oswego schools—this is the one you’ve been waiting for.

4166 GLACIER LILY ST, Lake Oswego

$1,875,000

Designed for buyers who value character, lifestyle, and intentional living over excess, this is a rare opportunity to own one of Lake Oswego’s most distinctive homes in one of its most sought-after neighborhoods. A storybook European-inspired Swiss chalet on Lake Oswego’s coveted Peninsula, this architecturally distinctive residence blends timeless alpine charm with refined Northwest living. Nestled in the quiet Lakewood neighborhood with private lake easement access, the home offers a rare combination of warmth, sophistication, and walkable Village lifestyle just moments from downtown, restaurants, parks, and Whole Foods Market.A charming Dutch door welcomes you into soaring two-story spaces filled with handcrafted details, rich mahogany floors, custom millwork, exposed timber beams, and floor-to-ceiling wainscoting. The dramatic family room centers around a sleek fireplace, while the open-concept design creates effortless flow for both everyday living and entertaining. The highly desirable main-level primary suite allows for comfortable main-floor living, while every additional bedroom lives as its own private suite with vaulted ceilings and exceptional privacy.The full walkout lower level with kitchenette offers incredible flexibility for guests, extended living, media space, fitness, or creative use. Expansive dry storage areas provide functionality rarely found in homes with this level of architectural character.Outside, the private tree-lined backyard creates a peaceful retreat with a flagstone patio, firepit, and expansive deck designed for year-round entertaining and quiet evenings alike.

4 Beds ⋅ 5 Baths ⋅ 539621454 MLS

Designed for buyers who value character, lifestyle, and intentional living over excess, this is a rare opportunity to own one of Lake Oswego’s most distinctive homes in one of its most sought-after neighborhoods. A storybook European-inspired Swiss chalet on Lake Oswego’s coveted Peninsula, this architecturally distinctive residence blends timeless alpine charm with refined Northwest living. Nestled in the quiet Lakewood neighborhood with private lake easement access, the home offers a rare combination of warmth, sophistication, and walkable Village lifestyle just moments from downtown, restaurants, parks, and Whole Foods Market.A charming Dutch door welcomes you into soaring two-story spaces filled with handcrafted details, rich mahogany floors, custom millwork, exposed timber beams, and floor-to-ceiling wainscoting. The dramatic family room centers around a sleek fireplace, while the open-concept design creates effortless flow for both everyday living and entertaining. The highly desirable main-level primary suite allows for comfortable main-floor living, while every additional bedroom lives as its own private suite with vaulted ceilings and exceptional privacy.The full walkout lower level with kitchenette offers incredible flexibility for guests, extended living, media space, fitness, or creative use. Expansive dry storage areas provide functionality rarely found in homes with this level of architectural character.Outside, the private tree-lined backyard creates a peaceful retreat with a flagstone patio, firepit, and expansive deck designed for year-round entertaining and quiet evenings alike.

611 RIDGEWAY RD, Lake Oswego

$3,245,000

Located in the highly coveted Englewood neighborhood of Lake Oswego, this exceptional estate rests on .92 acre. The Englewood Neighborhood is a classic generational enclave known for its timeless charm, maple-lined streets, bridle paths, and walking trails into Tryon Creek Park. The setting evokes the quiet serenity of the New England countryside, offering a rare blend of privacy, and convenience of location. At the heart of the property stands a beautifully updated classic Cape Cod home, offering the warmth and character of yesterday paired with thoughtful modern enhancements. The 4,000 sq. ft. main residence spans three levels, each designed to elevate comfort, function, and style. The upper level features three generous bedrooms, including a serene Primary Suite, and two additional large bedrooms with a shared bath. The main level is ideal for both entertaining and everyday living. A grand-piano-sized living room with a classic fireplace sets a gracious tone, an adjoining sitting room is perfect for reading. A formal dining room, an updated sunny kitchen is complete with an additional eating area and opens directly to the expansive deck. An adjoining family room enhanced by custom built-ins and an additional fireplace, provides a cozy retreat. The well-designed mudroom connects conveniently to the oversized three-car garage. The versatile lower level features a game room anchored by another fireplace, a flexible bonus room with French doors opening to the backyard, a full bathroom and a large laundry/craft room with walls of storage. The outdoor spaces are extraordinary with sprawling lawns, mature gardens, custom wrought iron fencing and inground swimming pool with new equipment & lighting, and pool bathroom, providing resort-style ambiance. A signature feature is the barn featuring a stunning office/studio with Mt. Hood view, private deck, vaulted ceilings of repurposed barn wood, gas fireplace & built-ins. The lower level retains it original character.

3 Beds ⋅ 4 Baths ⋅ 342893810 MLS

Located in the highly coveted Englewood neighborhood of Lake Oswego, this exceptional estate rests on .92 acre. The Englewood Neighborhood is a classic generational enclave known for its timeless charm, maple-lined streets, bridle paths, and walking trails into Tryon Creek Park. The setting evokes the quiet serenity of the New England countryside, offering a rare blend of privacy, and convenience of location. At the heart of the property stands a beautifully updated classic Cape Cod home, offering the warmth and character of yesterday paired with thoughtful modern enhancements. The 4,000 sq. ft. main residence spans three levels, each designed to elevate comfort, function, and style. The upper level features three generous bedrooms, including a serene Primary Suite, and two additional large bedrooms with a shared bath. The main level is ideal for both entertaining and everyday living. A grand-piano-sized living room with a classic fireplace sets a gracious tone, an adjoining sitting room is perfect for reading. A formal dining room, an updated sunny kitchen is complete with an additional eating area and opens directly to the expansive deck. An adjoining family room enhanced by custom built-ins and an additional fireplace, provides a cozy retreat. The well-designed mudroom connects conveniently to the oversized three-car garage. The versatile lower level features a game room anchored by another fireplace, a flexible bonus room with French doors opening to the backyard, a full bathroom and a large laundry/craft room with walls of storage. The outdoor spaces are extraordinary with sprawling lawns, mature gardens, custom wrought iron fencing and inground swimming pool with new equipment & lighting, and pool bathroom, providing resort-style ambiance. A signature feature is the barn featuring a stunning office/studio with Mt. Hood view, private deck, vaulted ceilings of repurposed barn wood, gas fireplace & built-ins. The lower level retains it original character.

1250 SW ENGLEWOOD DR, Lake Oswego