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$1,350,000
3 Beds ⋅ 2 Baths ⋅ 427543950 MLS
Coveted location with primary bedroom on the main! Beautifully designed and ideally located on Upper Drive, this 3 bedroom, 2.1 bath home offers a blend of style, comfort and versatility. With the primary suite and second bedroom located on the main level, this home is ready for you to settle in and enjoy. Renovations and upgrades by Vanillawood and Lamont Brothers bring a sophisticated, timeless feel throughout. The kitchen has been thoughtfully updated with quartz countertops, a solid quartz backsplash, and a large farmhouse sink. Newly refinished hardwood floors add warmth and character throughout the main level living areas. Upstairs, you'll find a spacious bedroom and full bath, a generous loft, and a versatile bonus room that could serve as an office, media room, hobby space, or potential fourth bedroom. Comfort and convenience continue with a whole home generator and EV car charger. The property also offers exceptional garage and storage options, with one attached garage plus a detached two car garage with an area for a dedicated workshop. Whether you need space for parking, storage, projects, or a home gym, there's room to make it your own. This Lake Grove location offers lake easements and the beach club, nearby shopping, restaurants, the post office, neighborhood trails and easy access to I5. A beautifully updated home in a coveted location, offering the space, quality, and flexibility to enjoy for years to come. Agent is related to sellers.

3562 UPPER DR, Lake Oswego
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 292425241 MLS
OPEN HOUSE SATURDAY & SUNDAY 2-4 - Prime First Addition living at 620 9th St! Top walkability to 25+ local dining spots, shops, markets, parks & more. This home features refinished hardwoods, a main-level office with built-ins, and a chef’s kitchen with a gas range and large island. Upstairs offers a primary suite with a soaking tub and walk-in closet, plus spacious bedrooms. Enjoy smart home tech (Crestron lighting, motorized shades, security), a new 2021 HVAC system, an EV charger, and detailed stained glass accents. Step outside to lush landscaping, dual water fountains, a covered patio with bistro lights, and an automated irrigation system. Exceptional comfort meets an unbeatable location!

620 9TH ST, Lake Oswego
$999,999
3 Beds ⋅ 3 Baths ⋅ 156399440 MLS
Step inside this substantially updated single-level home where vaulted ceilings and an open-concept layout flood every room with natural light. Thoughtfully updated throughout, this is a home designed for the way you actually live — comfortable, flexible, and effortlessly move-in ready.Two beautifully renovated bathrooms reflect the quality and care poured into this property, while a newer sliding glass door seamlessly connects the open living space to your private backyard retreat. Fully fenced grounds offer a rare sense of privacy and security — a personal oasis just steps from your back door.And what an outdoor life it offers. Mornings start on the covered front porch with coffee in hand. Afternoons drift into evenings around the fire-pit, surrounded by raised garden beds and a park-like backyard made for long summer nights and weekend gatherings. Need room for the RV, boat, or all the gear that comes with an active Pacific Northwest lifestyle? Generous parking means you never have to choose.Inside, an oversized laundry and craft room provides flexible space that adapts to your life — home office, hobby studio, or easily reimagined to suit whatever comes next.All of this in the heart of Lake Grove, where local shopping, dining, and acclaimed Lake Oswego schools are just minutes away — with easy access to everything Portland and the greater metro have to offer.Single-level living, thoughtfully reimagined — in one of the area's most desirable neighborhoods.

5995 SHAKESPEARE ST, Lake Oswego
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 261468913 MLS
Rarely does a home offer the perfect combination of luxury, accessibility, and privacy. Thoughtfully designed to be enjoyed for every stage of life, this exceptional 4,819 SF estate features 5 bedrooms, 3 full baths, 2 half baths, and a private elevator connecting all three levels—a rare amenity that blends convenience with timeless luxury. Set behind beautiful custom electric gates on a rare 1.2-acre homesite in one of Lake Oswego's most desirable neighborhoods, this remarkable property also offers an oversized 4-car garage.A stunning stone entry welcomes you into light-filled interiors with soaring ceilings, expansive windows, and spacious living areas designed for both everyday comfort and elegant entertaining. The versatile floor plan features dual primary suites, ideal for multigenerational living or long-term guests. The main-level bonus room is perfect as a media room, playroom, or fitness space, while the lower-level fifth bedroom easily functions as a private office, den, guest suite, or hobby room.The extensively updated kitchen features quartz countertops, designer tile backsplash, updated appliances, and an expanded peninsula.Renovated bathrooms,custom built-ins,fresh interior paint,designer wallpaper,upgraded lighting,hardwood flooring,and a beautifully refreshed primary suite elevate the home throughout.Additional improvements include new furnace & A/C,a hardwired security camera system,irrigation,landscape lighting, steel backyard stairs, new fencing, and professionally designed landscaping.The private 1.2-acre setting offers exceptional space to entertain, relax, and enjoy the outdoors while remaining just minutes from everything Lake Oswego has to offer.Featuring a private elevator,dual primary suites, an oversized 4-car garage, flexible living spaces, extensive high-end updates, a spectacular gated entrance, and a rare 1.2-acre homesite,this is a one-of-a-kind Lake Oswego estate designed for luxury living today and for generations to come.

17410 UPPER CHERRY LN, Lake Oswego
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 786625143 MLS
Immaculate Craftsman home in one of Lake Oswego’s most coveted locations. Stylishly updated with new carpeting, fresh cosmetic enhancements, and a reimagined landscape that creates an inviting and expansive setting. The thoughtfully designed main level features an open great-room concept with high ceilings, walls of windows, and double French doors opening to the backyard. A spacious dining area flows seamlessly into the gourmet kitchen, complete with stainless steel appliances, abundant cabinetry, pantry, and eating bar. A private office with custom built-ins and a convenient half bath complete the main floor. Upstairs, the well-designed floor plan offers excellent separation of space. The spacious primary suite features high ceilings and a luxurious bath with soaking tub, walk-in shower, and walk-in closet. A landing between the primary suite and laundry area overlooks the main living room below, creating an open, light-filled connection between levels. Two additional bedrooms and a shared full bath complete the upper floor. The outdoor spaces are designed for year-round enjoyment, with a covered patio extending to additional entertaining areas. A new lawn, tranquil water feature, mature trees, tool shed, and raised planter box create a peaceful and versatile backyard setting. Just steps away, enjoy access to a private one-acre neighborhood park. Exceptional location with convenient access to major commute routes, Bridgeport Village, and highly regarded Lake Oswego schools.

18086 JENIFERS WAY, Lake Oswego
$1,425,000
4 Beds ⋅ 2 Baths ⋅ 767168224 MLS
Welcome home to 19484 SW Lorna Ln, a stunning 2009-built Craftsman on a quiet, tree-lined 0.24-acre lot in Lake Oswego's coveted River Grove area, just a block away and very close to the Tualatin River. Stone-and-shake curb appeal, a well-manicured front yard, soaring ceilings, and rich hardwood floors set the tone for 3,955 sq ft, 4 bedrooms, and 2.5 baths of space today's buyers are searching for.Step through the covered entry into an open, light-filled floor plan built for living and entertaining. The kitchen anchors the home with a massive granite island made for pull-up-a-stool dining, sleek black appliances, and flows directly into a formal dining room, all open to a great room warmed by a cozy fireplace. A main-level office rounds out the main floor.Also on the main level: a true primary suite retreat, with a spa-inspired bath featuring dual vanities, an oversized walk-in shower, and a walk-in closet. Upstairs, three more bedrooms share a second living room, ready to become a game room, home theater, or whatever you can imagine, plus 400+ sq ft of unfinished bonus space ready for a home gym, media room, or 5th bedroom, the choice is yours.Outside, an extensive pavered patio and walkway wrap a backyard built for entertaining, with low-maintenance landscaping, a tool shed, total privacy. The oversized 3-car garage offers room for all your cars, or your hobbies.Location is everything: top-rated Lake Oswego schools (River Grove Elementary, Lakeridge Middle & High), minutes to Mercato Grove's shops and restaurants, Lake Grove dining, and the Tualatin River's Browns Ferry and River Run parks just around the corner. Easy access to I-5, Hwy 43, and downtown Portland puts you 15 minutes from it all, and a world away from it all.This is Lake Oswego living at its finest. Click the 3D walkthrough tour, and come see it in person before it's gone.

19484 SW Lorna LN, Lake Oswego
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 401093618 MLS
Situated on a rare double corner lot in Lake Oswego’s coveted First Addition, this light-filled residence presents an extraordinary opportunity featuring nearly 4,300 square feet of living space thoughtfully laid out across just two levels. Designed for effortless entertaining, the open-concept layout centers around a gourmet kitchen, complete with a cozy fireplace and butler’s pantry, that flows into inviting living areas overlooking a private, level backyard. The upper level serves as a quiet sanctuary, anchored by a spacious primary suite with a walk-in closet and spa-like bath, alongside a charming bunk room with a Jack-and-Jill bathroom and two additional bedrooms. Perfectly positioned just blocks from all the dining, shopping, and vibrant amenities of downtown Lake Oswego, this home offers an unmatched blend of scale, setting, and everyday comfort. Nearby Forest Hills Elementary School is being rebuilt and will be an anchor for the neighborhood as it has in the past. Location is paramount: a short distance to Oswego Lake Country Club, access to Tryon Creek State Park and everything else that Lake Oswego has to offer.

401 9TH ST, Lake Oswego
$2,195,000
4 Beds ⋅ 2 Baths ⋅ 103977290 MLS
Offered for the first time in nearly a century, 920 Fairway Road is one of Lake Oswego’s rarest legacy estates. Listed on the National Register of Historic Places, it is a place where architectural significance, natural beauty, and Oregon history converge. Cherished by the same family for four generations, this 1932 Craftsman/Tudor residence was commissioned by Willard Boutwell and designed by George Post, founder of Oregon’s chapter of the American Institute of Architects.Privately set on just over an acre of park-like grounds, the estate is framed by mature trees, historic stone walls, lush gardens, and the peaceful flow of Boutwell Creek. A cathedral-shaped solid oak entry door opens to soaring 16-foot vaulted ceilings, exposed timber trusses, original wide-plank oak floors, arched doorways, and a striking wood-burning fireplace featuring handcrafted metalwork by the artisan behind Timberline Lodge’s Silcox Hut.Thoughtfully designed for both grand entertaining and everyday living, the home offers four bedrooms, two full and two half baths, a spacious family room, a finished attic, and updated systems that honor its historic character. Outdoors, a spectacular 10,000-gallon pool with a stone fountain waterfall and adjoining wading pond creates a truly private retreat, complemented by two outbuildings, a chicken coop, and expansive grounds rarely found this close to downtown.Just steps from Oswego Lake Country Club and including deeded access to the coveted Forest Hills Lake Easement, the home offers the rare luxury of walking to downtown Lake Oswego’s acclaimed restaurants, boutiques, cafés, and farmers market, with Iron Mountain trails just moments away.Basement not included in square footage. Buyer to verify details.

920 FAIRWAY RD, Lake Oswego
$1,159,000
4 Beds ⋅ 2 Baths ⋅ 397377516 MLS
Don’t miss the opportunity to make this exceptional Lake Oswego home your own! Lovingly maintained by the original owners, this spacious home was thoughtfully remodeled and expanded in 2013–2014 and offers an incredible combination of comfort, functionality, and indoor/outdoor living. Recent updates include a newer roof, 2021 furnace, and quartz countertops in the hall bath.A dramatic vaulted entry welcomes you into the home, featuring a dedicated office, formal living and dining rooms, and an updated kitchen with designer granite countertops, large center island with eating bar, copper sink, stainless steel appliances, pantry, and abundant cabinetry. The kitchen opens seamlessly to the spacious great room with custom built-ins and a cozy gas fireplace.Step outside to your private backyard retreat, perfect for year-round entertaining! Enjoy the expansive covered patio, two gazebos—including one with a BBQ gas line and another housing a premium spa—plus raised garden beds, blueberry bushes, fruit trees, beautiful landscaping, and a powered storage shed.The main level also offers a laundry room with utility sink and a flexible office or optional bedroom. Upstairs, the spacious primary suite features dual vanities, jetted soaking tub, tiled shower, and two walk-in closets. Three additional bedrooms, an oversized flex space, and bonus/media room provide plenty of room for work, play, guests, or hobbies.An oversized 3-car garage includes generator-ready wiring and a Honda 6500 generator. Located in the highly desirable Lake Oswego School District and near parks, shopping, dining, and more!

16867 WIGHT LN, Lake Oswego
$1,576,000
5 Beds ⋅ 3 Baths ⋅ 103719549 MLS
A rare, large lot in Lake Oswego with room to dream. This storybook 1920s Craftsman offers river views from nearly every room and sits on an unusually spacious lot—bring your vision to life with room to garden, entertain, or expand (buyer to verify). Original character shines through vaulted ceilings and hardwood floors, complemented by high-end kitchen appliances and thoughtful updates throughout. The primary suite offers river views, a walk-in closet, and heated floors in the primary bath. A versatile lower level with separate entry adds even more possibility—guest space, work-from-home, or additional income potential (buyer to verify). The detached 2-car garage with separate electric and water meters offers further flexibility for your plans. Easy Hwy 43 access and just minutes to downtown Lake Oswego, OHSU, and downtown Portland. Come see the potential for yourself—schedule your showing today!

13060 SW ELK ROCK RD, Lake Oswego
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 564861310 MLS
MOTIVATED SELLER, BRING ALL OFFERS! This beautiful 3,403 square foot home blends spacious living with refined details for a warm yet sophisticated atmosphere. The main floor boasts soaring 10 foot high ceilings and engineered hardwood floors that flow through most of the main floor. The heart of the home is the gourmet kitchen, where a charming farmhouse sink, stainless steel appliances and a gas range come together to create a chef's dream. Sleek quartz countertops and generous cabinetry provide both functionality and style, ideal for daily living and entertaining. Two gas fireplaces, one in the living room and the other in the primary bedroom for thcozy retreats during the cooler months. Four large sized bedrooms, plus an office and four full bathrooms, there's ample space for family and guests. The primary suite is a standout, offering comfort and privacy. Every detail in this home has been thoughtfully considered, combining modern convenience and timeless appeal.

14 Juarez ST, Lake Oswego
$949,000
4 Beds ⋅ 2 Baths ⋅ 541093592 MLS
This SWEET 4 bedroom house is like a treehouse once you get inside!! Three and 1/2 levels of cool historic Craftsman style building that gives you a rare opportunity to enjoy and back up to Tryon creek Park at a reasonable price!! Craftsman homes are from a time when building was a craft. FIRST ADDITION IN LO--LIVE IN A PARK & ENJOY ALL IT'S AMENITIES! A HUGE living room is not only filled with natural light from an abundance of windows but gives you "3 living areas". The gas fireplace gives warmth and serves as one of the focal points. Two generously sized bedrooms feature beautiful hard-wood floors and large windows that surround you in it's forest environment. An updated main bathroom offers both modern comfort and style. The spacious kitchen opens to a large dining room featuring charming built-ins and lots of windows that allow stunning views of Tryon Creek Park. Check out the separate staircase leading to the upper level, where you'll find versatile rooms that can serve as bedrooms, game rooms, home offices, hobby rooms, or craft rooms. The expansive deck is ideal for entertaining and enjoying the peaceful natural setting. A private office offers a quiet retreat for working from home. TONS OF STORAGE. 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 & HVAC 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, this property 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 down the hill. Darkness brings out owls who may fascinate you with their calls.

23 E AVE, Lake Oswego
$4,995,000
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
$695,000
3 Beds ⋅ 2 Baths ⋅ 670690199 MLS
Exceptional home quietly situated on a private, park-like lot in the coveted Waluga neighborhood of Lake Oswego. The bright, open main level features vaulted ceilings, abundant natural light, and seamless indoor-outdoor flow to an easy-maintenance patio surrounded by mature landscaping. Ideal for entertaining or peaceful mornings, the home offers tranquil treetop views throughout. The kitchen boasts stainless appliances, granite counters, and a countertop bar that anchors a welcoming dining and family area. The generous primary suite provides a serene retreat with an ensuite bath featuring dual vanities and private deck access. Two additional bedrooms offer flexibility for guests or work-from-home needs. An upper-level loft adds versatile living space, while the laundry room is conveniently located just across the hall. Thoughtful updates preserve the home’s original character while delivering a fresh, updated feel, including new carpet and interior paint. An attached double car garage, along with driveway and street parking, adds convenience, while proximity to parks, award-winning schools, shopping, and commuter routes makes this a turnkey, low-maintenance Lake Oswego opportunity. Experience privacy and comfort without sacrificing accessibility.

4525 TRILLIUM WOODS, Lake Oswego
$4,695,000
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
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