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18965 PILKINGTON RD, Lake Oswego

Offer in hand. Call ASAP. Down a private lane + off the main road this LO home offers a rare balance of luxury, and privacy. Tall ceilings, HW floors, & abundant natural light create an inviting & sophisticated atmosphere. Designed for both entertaining & daily living, the main level features an open great room layout w/a gas fireplace, & expansive sliding doors that seamlessly connect indoor & outdoor living. The covered patio functions as a year-round extension of the home, complete w/a gas fireplace & gas hookup for grilling. The dining area offers elevated design w custom lighting, while the kitchen serves as the centerpiece of the home. Anchored by a massive quartz island & designer tile backsplash in surrounding areas, this chef’s kitchen includes a Thermador gas range with custom hood, built-in oven w/conv cooking, wine fridge, soft-close cabinetry, butler’s pantry, walk-in pantry, & oversized picture window overlooking the beautiful backyard & tranquil park setting beyond. The primary suite features HW floors, expansive windows, and a spa-inspired ensuite w/a soaking tub, oversized tile shower, double quartz vanity, & large walk-in closet. The main level also includes a 2nd bedroom that could easily be a 2nd suite w/an added door, a beautiful full bath, mudroom with built-ins, & a laundry room w/ample storage. The lower level offers exceptional flexibility w a media room opening directly to a second covered patio & backyard gathering space. 3 additional bedrooms provide endless options for guests, fitness, hobbies, or multi-generational living. The spacious full bath also has a double vanity. A studio ADU could easily be created under the upper level deck w/access from the back yard. The backyard is truly special, offering a putting green, gas firepit, patio, and lush park-like surroundings. Additional features include fiber internet, smart home technology, in-ceiling speakers, central vac, internal fire suppression, & OS 3-car garage.

4 Beds ⋅ 3 Baths ⋅ 454101663 MLS

Offer in hand. Call ASAP. Down a private lane + off the main road this LO home offers a rare balance of luxury, and privacy. Tall ceilings, HW floors, & abundant natural light create an inviting & sophisticated atmosphere. Designed for both entertaining & daily living, the main level features an open great room layout w/a gas fireplace, & expansive sliding doors that seamlessly connect indoor & outdoor living. The covered patio functions as a year-round extension of the home, complete w/a gas fireplace & gas hookup for grilling. The dining area offers elevated design w custom lighting, while the kitchen serves as the centerpiece of the home. Anchored by a massive quartz island & designer tile backsplash in surrounding areas, this chef’s kitchen includes a Thermador gas range with custom hood, built-in oven w/conv cooking, wine fridge, soft-close cabinetry, butler’s pantry, walk-in pantry, & oversized picture window overlooking the beautiful backyard & tranquil park setting beyond. The primary suite features HW floors, expansive windows, and a spa-inspired ensuite w/a soaking tub, oversized tile shower, double quartz vanity, & large walk-in closet. The main level also includes a 2nd bedroom that could easily be a 2nd suite w/an added door, a beautiful full bath, mudroom with built-ins, & a laundry room w/ample storage. The lower level offers exceptional flexibility w a media room opening directly to a second covered patio & backyard gathering space. 3 additional bedrooms provide endless options for guests, fitness, hobbies, or multi-generational living. The spacious full bath also has a double vanity. A studio ADU could easily be created under the upper level deck w/access from the back yard. The backyard is truly special, offering a putting green, gas firepit, patio, and lush park-like surroundings. Additional features include fiber internet, smart home technology, in-ceiling speakers, central vac, internal fire suppression, & OS 3-car garage.

18965 PILKINGTON RD, Lake Oswego

5156 SW DAWN ST, Lake Oswego

The quintessential classic ranch home set on a spacious half-acre lot in Lake Oswego’s established Rosewood neighborhood, this move-in ready property offers over 2,400 sqft, 3 bedrooms, 3 bathrooms, multiple gathering spaces, and extensive updates beginning in 2020. Improvements include wide-plank LVP flooring, remodeled bathrooms, updated lighting, interior paint, a new roof and gutters, plus connection to the city sewer system. The updated kitchen opens to the main gathering spaces and features quartz counters, painted cabinetry, bar-top seating, and a Whirlpool induction range. French doors open directly to the newer Trex deck, creating easy indoor-outdoor living, while the vaulted living room offers a gas fireplace and built-in window seat overlooking the backyard. The vaulted primary suite includes backyard access, space for a seating area or office setup, and a remodeled ensuite with double vanity, tiled walk-in shower, and custom walk-in closet shelving. A separate family room with built-ins, mini fridge, full bathroom, and backyard access creates flexible additional living space. Outside, enjoy a newly fenced backyard with mature trees, three Trex decks, hot tub area, and a fully finished hobby shed with heat and power. Located within the Lake Oswego School District near newly opened River Grove Elementary and convenient to Lake Oswego restaurants, shopping, parks, and community amenities. The two new flag-lot homes will be completed by early to mid-July, and the access lane serving those homes will be substantially improved upon their completion. Improvements will include landscaping along the entire length of the access lane and a wider connector to the existing 5156 driveway. Landscaping will also be complete around the flag-lot homes, including privacy plantings along the rear fence line

3 Beds ⋅ 3 Baths ⋅ 529166195 MLS

The quintessential classic ranch home set on a spacious half-acre lot in Lake Oswego’s established Rosewood neighborhood, this move-in ready property offers over 2,400 sqft, 3 bedrooms, 3 bathrooms, multiple gathering spaces, and extensive updates beginning in 2020. Improvements include wide-plank LVP flooring, remodeled bathrooms, updated lighting, interior paint, a new roof and gutters, plus connection to the city sewer system. The updated kitchen opens to the main gathering spaces and features quartz counters, painted cabinetry, bar-top seating, and a Whirlpool induction range. French doors open directly to the newer Trex deck, creating easy indoor-outdoor living, while the vaulted living room offers a gas fireplace and built-in window seat overlooking the backyard. The vaulted primary suite includes backyard access, space for a seating area or office setup, and a remodeled ensuite with double vanity, tiled walk-in shower, and custom walk-in closet shelving. A separate family room with built-ins, mini fridge, full bathroom, and backyard access creates flexible additional living space. Outside, enjoy a newly fenced backyard with mature trees, three Trex decks, hot tub area, and a fully finished hobby shed with heat and power. Located within the Lake Oswego School District near newly opened River Grove Elementary and convenient to Lake Oswego restaurants, shopping, parks, and community amenities. The two new flag-lot homes will be completed by early to mid-July, and the access lane serving those homes will be substantially improved upon their completion. Improvements will include landscaping along the entire length of the access lane and a wider connector to the existing 5156 driveway. Landscaping will also be complete around the flag-lot homes, including privacy plantings along the rear fence line

5156 SW DAWN ST, Lake Oswego

19025 INDIAN SPRINGS CIR, Lake Oswego

Classic ranch design meets modern updates in Lake Oswego's Rosewood neighborhood! This beautifully remodeled 4 bed/2.1 ba single-level home offers a spacious and flexible floorplan on a quiet street near parks, shopping, dining, and highly regarded schools. Modern frosted-glass garage and front entry doors create standout curb appeal, while wide plank engineered hardwood floors that extend throughout the home greet you at the doorway. Large windows and skylights bring in the natural light creating bright and uplifting spaces. The updated kitchen features sleek cabinetry, quartz countertops, subway tile backsplash, butcher block accents, and an induction range. Multiple living spaces provide flexibility for gathering, dining, or relaxing. The primary suite includes a custom closet system and a spa-inspired ensuite with heated floors, heated towel rack, dual vanities, and a zero-threshold shower. Outside, enjoy a spacious patio, gazebo, mature landscaping, storage shed, and a fully fenced backyard- designed for both entertaining and everyday living. Numerous updates to major systems and components. Prepare to fall in love- where all you have to do is move in and start enjoying summer.

4 Beds ⋅ 2 Baths ⋅ 701033016 MLS

Classic ranch design meets modern updates in Lake Oswego's Rosewood neighborhood! This beautifully remodeled 4 bed/2.1 ba single-level home offers a spacious and flexible floorplan on a quiet street near parks, shopping, dining, and highly regarded schools. Modern frosted-glass garage and front entry doors create standout curb appeal, while wide plank engineered hardwood floors that extend throughout the home greet you at the doorway. Large windows and skylights bring in the natural light creating bright and uplifting spaces. The updated kitchen features sleek cabinetry, quartz countertops, subway tile backsplash, butcher block accents, and an induction range. Multiple living spaces provide flexibility for gathering, dining, or relaxing. The primary suite includes a custom closet system and a spa-inspired ensuite with heated floors, heated towel rack, dual vanities, and a zero-threshold shower. Outside, enjoy a spacious patio, gazebo, mature landscaping, storage shed, and a fully fenced backyard- designed for both entertaining and everyday living. Numerous updates to major systems and components. Prepare to fall in love- where all you have to do is move in and start enjoying summer.

19025 INDIAN SPRINGS CIR, Lake Oswego

5329 Charleton CT, Lake Oswego

Offer received. Please submit best and highest offers by 1pm on 6/6/26.A private garden sanctuary tucked away on a quiet Lake Oswego cul-de-sac, this beautifully updated home offers an enchanting backyard setting designed for entertaining, gardening, and everyday relaxation. Thoughtful updates throughout include a remodeled Neil Kelly designed kitchen, Milgard wood-framed windows and Andersen wood sliders, recessed lighting, refaced fireplace, and bamboo flooring that adds warmth and timeless style. The spacious primary suite was thoughtfully reconfigured to create a walk-in closet and features an updated bath with a tile walk-in shower, along with a private slider opening directly to the expansive deck and lush backyard retreat. Outside, enjoy the fully fenced and landscaped yard complete with a 5-station sprinkler and drip irrigation system, generous entertaining deck, enclosed dog run, and tool shed for added storage. Additional improvements include a 50-year roof (2009), newer garage door, gutter guards, Daikin zoned HVAC system with central heating and cooling, water softener, new water heater (2023), and new dishwasher (2024). A special property blending privacy, charm, and extensive updates in one serene setting.

3 Beds ⋅ 2 Baths ⋅ 337452103 MLS

Offer received. Please submit best and highest offers by 1pm on 6/6/26.A private garden sanctuary tucked away on a quiet Lake Oswego cul-de-sac, this beautifully updated home offers an enchanting backyard setting designed for entertaining, gardening, and everyday relaxation. Thoughtful updates throughout include a remodeled Neil Kelly designed kitchen, Milgard wood-framed windows and Andersen wood sliders, recessed lighting, refaced fireplace, and bamboo flooring that adds warmth and timeless style. The spacious primary suite was thoughtfully reconfigured to create a walk-in closet and features an updated bath with a tile walk-in shower, along with a private slider opening directly to the expansive deck and lush backyard retreat. Outside, enjoy the fully fenced and landscaped yard complete with a 5-station sprinkler and drip irrigation system, generous entertaining deck, enclosed dog run, and tool shed for added storage. Additional improvements include a 50-year roof (2009), newer garage door, gutter guards, Daikin zoned HVAC system with central heating and cooling, water softener, new water heater (2023), and new dishwasher (2024). A special property blending privacy, charm, and extensive updates in one serene setting.

5329 Charleton CT, Lake Oswego

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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