Refine Search
Sort by
18965 PILKINGTON RD, Lake Oswego
$1,725,000
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
$1,115,000
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
$968,000
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

19176 BENFIELD AVE, Lake Oswego
$826,000
3 Beds ⋅ 2 Baths ⋅ 205951395 MLS
This must-see, updated ranch home sits on a wide, quiet dead-end street within the sought-after Rivergrove Elementary School district. Offering a unique 3-bedroom, 2-bath layout, this home blends stylish, open-concept living with thoughtfully curated interior finishes. The beautifully updated kitchen features a new backsplash, pendant lighting, induction range, large island, and abundant storage—perfect for both everyday living and entertaining. A new gas fireplace, built-in desk with shelving, newer wood-framed windows, and fresh neutral white paint throughout enhance both functionality and aesthetics. Natural sunlight fills the home thanks to its ideal east/west-facing orientation and expansive skylights over the kitchen. A stunning wall of windows frames private backyard views and provides seamless indoor-outdoor flow—perfect for effortless entertaining and relaxed living. The spacious single-level floorplan lives large, highlighted by a generous primary ensuite with a hard to find walk-in closet and stunning bathroom featuring a double sink vanity—Both amenities are a uncommon luxury for homes of this era. A walk-in laundry room offers additional storage with overhead cabinetry and shelving. Set on a flat .25-acre lot backing to Pilkington City Park, the property includes a long driveway with ample room for extra vehicles, recreational gear, or outdoor toys. Enjoy summers at the Lake Oswego Swim Park or take advantage of nearby access to the Tualatin River—both just minutes away. This is a rare opportunity to own a thoughtfully updated home in an exceptional location.

19176 BENFIELD AVE, Lake Oswego

18550 TIMBERGROVE CT, Lake Oswego
$790,000
3 Beds ⋅ 2 Baths ⋅ 146354076 MLS
Fully renovated single-level ranch tucked on a quiet cul-de-sac in Lake Oswego’s sought-after Rosewood neighborhood! Professionally reimagined by Anchor Vista Homes, nearly every surface has been thoughtfully updated, including a new roof, fresh exterior paint and refreshed landscaping.Crisp and contemporary with fresh interior paint, updated trim, and wide-plank white-oak–tone LVP flooring throughout. Chef's kitchen featuring rift-oak slim shaker cabinetry, white-veined quartz countertops, a custom Venetian plaster hood, and stainless steel appliances. The space is anchored by a generous island and opens seamlessly to the dining area, with a sliding door offering easy indoor-outdoor living.The large family room is filled with natural light from oversized windows and provides ample space for gathering, entertaining, and everyday living.Three bedrooms and two fully remodeled bathrooms continue the turnkey feel, with updated vanities and tile surrounds. The primary offers an ensuite with a zero-threshold walk-in shower and dual shower heads.Step outside to enjoy a new stamped-concrete patio, refreshed landscaping, and a fully fenced backyard framed by mature Douglas firs...private, peaceful, and ready to enjoy! Additional highlights include a two-car garage with Wi-Fi opener, a long flat driveway, and a gravel parking area ideal for an RV or boat. Located in the nationally ranked Lake Oswego School District with access to the Lake Oswego Swim Park, plus convenient proximity to parks, shopping, dining, and major routes- this home will not disappoint!

18550 TIMBERGROVE CT, Lake Oswego

5329 Charleton CT, Lake Oswego
$660,000
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.

How much is your home worth?

Get instant property value now!