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$4,800,000
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

$648,000
3 Beds 3 Baths 673122406 MLS
Minutes to downtown Lake Oswego. Boutique shopping, wine bars, cafés, and George Rogers Park, this updated split level checks every box, all within the top rated Lake Oswego School District.Vaulted ceilings and an open concept layout create an immediate sense of space and light. The updated kitchen flows into the living and dining areas, anchored by a striking two sided gas fireplace. Newer flooring, triple pane front windows, and updated furnace AC and water heater mean the big ticket items are already done. The main level offers a spacious primary suite plus generous sized bedrooms. Out back, a private deck overlooks a low maintenance turfed yard your own quiet retreat in an established neighborhood. Nature. Convenience. Community. Welcome home.

16351 PACIFIC HWY, Lake Oswego

$395,000
2 Beds 2 Baths 753488313 MLS
True one level living in Lake Oswego’s coveted Kala How Ya, these condos don’t come on the market very often and this one has been updated throughout! Remodeled kitchen boasts quartz counters & stainless-steel appliances with a sunny nook and slider to private fenced patio area with lovely low maintenance landscaping. Spacious living room with hardwoods, gas fireplace and walls of windows overlooking the private back patio & adjacent dining room overlooking the immaculately maintained front courtyard. Generous primary suite with remodeled bath, walk-in shower & double closets along with an additional bedroom & remodeled full bath + laundry/mud room leading to an attached 2 car garage with tons of storage all add to ease of one living. Unbeatable Mt Park location with access to Mountain Park Rec Center's amazing amenities; private clubhouse, pool/hot tub, weight room and more. Kala How Ya has 18 units situated around 3 private courtyards with secure gate entry for each and plenty of guest parking.

6 CONDOLEA DR, Lake Oswego

$1,050,000
3 Beds 2 Baths 166609206 MLS
Own a piece of Lake Oswego history with The Waldorf House, a “circa 1900 historic landmark” in coveted South Lake Oswego. Set on a rare double corner lot, this storybook property includes the main farmhouse, a detached 1-bedroom/1-bath 586 sf ADU cottage, carriage-style outbuilding, and workshop shed. Timeless character and vintage charm shine throughout with fir floors, bead board walls, tin ceiling, an inviting country kitchen, warm and welcoming family room with fireplace. The entrance staircase leads to 3 bedrooms plus a den or possible 4th bedroom with built-in daybed. Surrounded by lush gardens, mature landscaping, and wrap around porch, the property offers exceptional versatility, privacy, and ample off-street parking. Located just blocks from Palisades Marketplace, this is a truly rare, iconic, and remarkable home.

938 OAK ST, Lake Oswego

$2,549,999
4 Beds 2 Baths 259357478 MLS
First time on the market! This spectacular luxury residence in Lake Oswego’s prestigious Uplands neighborhood offers a rare opportunity to own a home built by award-winning Dreambuilder Custom Homes. Situated on a sprawling, private lot, the property provides exclusive access to four coveted boat easements on Oswego Lake including Forest Hills! Inside, the floor plan draws you into an expansive, vaulted great room anchored by a floor-to-ceiling stone fireplace, built-in bookcases and walls of windows. With over 3,000 square feet on the main level and plenty of off-street parking, its flexible floor plan is fantastic for entertaining! Engineered hardwood hickory flooring flows throughout the main floor, leading to a true chef’s kitchen featuring premium leathered granite countertops, professional-grade appliances, custom cabinetry, millwork, and soft close drawers. In addition to the large Primary Suite with high ceilings, Italian marble, huge shower and walk-in closet, the bonus room, currently utilized as a home gym and game room, could easily be converted to a 5th bedroom with its own private entry. And the executive den/office with built-in bookcases, custom cabs and high ceilings is perfect for remote work. Upstairs, there’s a second suite with an ensuite bath, dual vanity and shower, plus two additional bedrooms that provide ample space for family or guests. Step into the backyard and you'll discover the covered patio functions as a sophisticated open-air living room complete with recessed lighting, outdoor fireplace, built-in BBQ with black granite countertops, ceiling heaters, and a fully fenced yard. This one-of-a-kind home also offers genuine potential for multi-generational living due to ADA accessibility features designed to allow its owners the option to age in place. Located in one of LO's most coveted locations, this home feeds to top local schools and can be available with a 2nd full bathroom upstairs - more information is available upon request.

2518 WEMBLEY PARK RD, Lake Oswego

$1,699,000
3 Beds 3 Baths 517422686 MLS
Designed by Street of Dreams home designer Richard White, this spectacular residence blends timeless craftsmanship, luxury finishes, and exceptional livability on a large, level lot. From the moment you enter, the quality is evident—rich alder cabinetry, hickory hardwood floors, rustic exposed beams, and gorgeous millwork create a warm, refined Northwest aesthetic throughout.The thoughtfully designed floor plan offers both everyday comfort and impressive entertaining spaces. The gourmet kitchen features slab granite counters, premium Sub-Zero refrigeration, a Wolf gas range, custom cabinetry, and generous prep and gathering areas. The open living spaces flow naturally to the outdoor patio, complete with a fire pit, creating the perfect setting for year-round entertaining.The MAIN-LEVEL PRIMARY suite adds rare convenience, offering privacy, comfort, and easy one-level living. A dedicated office on the main floor provides an ideal work-from-home setup, while the multi-zone heat pump system enhances comfort and efficiency throughout the home.The lower level expands the lifestyle possibilities with a theater area, wine cellar, and a spacious bonus room with a full bath—perfect for guests, multigenerational living, media, fitness, or recreation.Set on a generous, usable lot with beautiful indoor-outdoor flow, this home delivers the ideal combination of architectural character, high-end finishes, functional design, and relaxed luxury living.

18108 PILKINGTON RD, Lake Oswego

$1,195,000
5 Beds 3 Baths 435970996 MLS
Tucked into a serene pocket just minutes from downtown Lake Oswego, this custom-built 2001 home has been lovingly owned by one family since it was built—and the pride of ownership shows throughout. The quality of craftsmanship, thoughtful improvements, and exceptional care are evident in every room. Set on .28 acres with lake access and a shared boat easement, this nearly 3,000 SF home offers abundant natural light and seamless indoor-outdoor living. Warm oak floors, rich cherry cabinetry, soaring windows, exposed beams, and a gas fireplace create an inviting great room. The kitchen features an island, walk-in pantry, stainless appliances, and gas range. Five bedrooms and three baths include a main-level suite ideal for guests or multigenerational living. Lake Oswego High School and Middle School are just a short walk away. Mature landscaping, patios, a three-car garage, storage loft, and energy-efficient features complete the package. The home has been on the market longer than expected—not because of its quality, but because of today’s market. Now, with a $100,000 improvement, the opportunity is even stronger. If you’ve been waiting for the right home and the right value, now is not the time to wait any longer.

14275 UPLANDS DR, Lake Oswego

$950,000
3 Beds 2 Baths 433523985 MLS
Back on market after over 3 months withdrawn (reflected in days on market count including those days). Move-in ready and tucked into a quiet cul-de-sac in the highly sought-after Westlake neighborhood, this thoughtfully updated home offers access to Lake Oswego schools and is just steps from Westlake Park. New back fence plus numerous improvements completed within the past five to seven years include quartz kitchen countertops and stainless steel appliances. The inviting, open layout connects the kitchen and dining nook with the family room and provides easy access to the deck and fully fenced backyard. Upstairs, you’ll find three bedrooms, including a spacious primary suite with a bathtub, while a dedicated main-floor office offers flexibility for working from home. Tastefully designed throughout, with an attached two-car garage. HOA is $250 ANNUALLY.

14058 CHATHAM CT, Lake Oswego

$489,000
3 Beds 2 Baths 679720827 MLS
OPEN HOUSE Saturday, 09/19, 1-3pm. Come tour this fantastic end-unit townhouse condo in a private and desirable location in the Wheatherstone community of Lake Oswego. Owners also receive full access to all the wonderful Mountain Park amenities to include trail system, gym, pools, courts, etc. This property provides a great opportunity to live in immediately, or bring personal cosmetic ideas to this solid built home. Relax in the improved and private fenced back patio featuring newer Trex deck and treed space. Detached 2-car garage with workspace is just steps from the front door. 3 bedrooms, 2 and 1/2 bathrooms, 1692 sq ft provide ample space. Great opportunity for first time buyers, down sizers, or investors. Vacant, freshly painted, and ready to show!

18 WHEATHERSTONE, Lake Oswego

$259,000
1 Beds 1 Baths 173617108 MLS
Condo is on the ground level for easy access at the Forest Condominiums in Lake Oswego. Overflow parking is any parking spot without a covered canopy w/the unit coming with 1 covered parking spot. This open floor concept condo has a wood fireplace, washer and dryer w/overflow for pantry area, front walk-in area, kitchen w/tiled countertop, plenty of counter space and updated appliances. The single room offers a primary suite and large walk-in closet. The back patio setting has an additional storage area overlooking the Lake Oswego walking trails. Amenties for the Condominium includes the following: a pool, gym, hot tub, sauna, remodeled clubhouse, EV charging stations, Sewer, Trash, Water, and a car wash area.

4000 CARMAN DR Unit #E-68, Lake Oswego

$360,000
2 Beds 2 Baths 762139312 MLS
Lower-level condo, end-unit condo in coveted Oswego Pointe Condominiums is a rare find. Bring your ideas, paint brushes and creativity to make this lovely home your next home. Live large in this open living floor plan. The third bedroom wall was removed to expand the living room space, providing a beautiful large open living room with fireplace. The open layout connects to a spacious kitchen with abundance of countertop space, cabinet storage, breakfast bar and open formal dining area. Two well proportioned bedrooms include a primary suite with private bath, and double closet. Oswego Point neighborhood is in the heart of downtown Lake Oswego. Shopping, entertainment, parks, walking trails are all part of the beauty of Oswego Point.

5058 FOOTHILLS DR Unit #F, Lake Oswego

$1,999,000
3 Beds 2 Baths 168010689 MLS
Stunning new construction by a premier local builder, this light-filled residence is gracefully positioned on a coveted corner lot in First Addition, lending an exceptional sense of space and presence. Thoughtfully designed with refined finishes throughout, the home showcases an upgraded window package that bathes each room in natural light while elevating its architectural appeal.The gourmet kitchen is a true centerpiece, appointed with high-end stainless steel appliances, an expansive island with breakfast bar seating, and a generous walk-in pantry. A seamless great room layout features a statement fireplace and striking beamed ceilings, ideal for both elegant entertaining and relaxed everyday living. The luxurious primary suite offers a serene retreat, complete with radiant heated floors, a soaking tub, an oversized walk-in shower, and a deluxe walk-in closet. Two additional spacious bedrooms and a versatile bonus room provide flexibility for guests, work, or leisure. A well-appointed main-level laundry room includes a utility sink and custom built-ins for added convenience. Outdoors, a covered back patio creates a year-round haven with its own gas fireplace and overhead heaters. A two-car garage and extended driveway ensure ample parking. Ideally located just blocks from Tryon Creek State Natural Area, Forest Hills Elementary School, and the vibrant shops and dining of downtown, this exceptional home offers luxury living in one of the area’s most sought after neighborhoods.

891 8TH ST, Lake Oswego

$5,500,000
5 Beds 4 Baths 104151261 MLS
Experience luxury vacation-like living in this extensively remodeled home on the main shores of the quiet water portion of Oswego Lake. With five bedrooms, an office, a gym and four and a half bathrooms, this inviting home was mindfully designed around extensive entertaining and everyday ease. At every turn, there is a harmonious blend of upscale finishes and light bouncing off of water outside into serene spaces inside. The expansive walls of glass dissolve the boundary between indoors and out, opening to panoramic waterscapes in every direction and a rare large, flat yard. The gourmet kitchen centers around an impressive island with beautiful surfaces, custom cabinetry, highest end appliances and a generous butlers pantry designed to house all the necessary kitchen accoutrements. The main level also boasts a large ensuite bedroom, an office, a stunning design forward powder bath, a bespoke bar and a cleverly customized wine cellar. Upstairs, the primary suite is a peaceful retreat with impressive scale and features that include lake views, automated blinds and absolute privacy. Its spa-inspired flow embodies relaxing extravagance with a freestanding tub, heated floors, a steam and rain shower, dual sinks with illuminated mirrors and a custom walk-in closet tailored for curated wardrobes. On this level, you'll also find two additional bedrooms, two full bathrooms, an expansive and inviting family room with another wet bar and a dedicated fitness area with breathtaking lake views. The third floor flexible space, currently a bedroom, showcases that this residence offers beautifully designed options for every need. Outside, a spacious deck cascades through custom low-maintenance, natural landscaping to your private 72 feet of waterfront. The boat house is equipped with a hydraulic lift sized for the maximum length boat allowed on the lake and there is an additional dock. Lake life has never been so beautiful or so easy!

16840 ALDER CIR, Lake Oswego

$322,500
2 Beds 2 Baths 283173911 MLS
Accepting backup offers. This beautiful 3 level townhouse style condo nestled amongst the trees is one of the best values in Lake Oswego. You'll love the huge windows, abundant light and relaxing territorial views from the living room and adjacent balcony. This stylish property has all that you would expect including vaulted ceilings, recessed lighting, hardwood floors, huge amount of storage and closets throughout, oversized double-car garage, dual vanities, walk-in closets, a bonus loft for projects, and central AC. Enjoy the stunning sunset views from the cook's kitchen that features granite countertops, decorative tile backsplash, built-in microwave, under-counter wine chiller, quality wood cabinetry, undermount sink and an island/eating bar making food prep or doing homework a cinch. Bonus flex-space on entry level ideal for laundry, exercise, crafts/office space. HOA dues include membership to the Mountain Park Recreation Center, featuring a comprehensive aquatics center with a leisure pool, waterslide, lap pool, saunas, steam room and spa as well as a weight room, group classes, basketball court, and a KidZone for the wee ones. Located within the Lake Oswego School district, you'll be close to shopping, parks, downtown Lake Oswego, I-5 and 217 freeway access, Kruse Village, and pickleball down the street at the Mt. Park Racquet & Fitness Club. Recent updates include new carpet w/ Tempur-Pedic pad, and Milgard windows. SS appliances in kitchen included. Condo policy allows pets under 30 pounds. Mt Park Recreation Center offers fitness classes daily at no cost to residents, and has equipment for circuit training, weight & cardio training. HOA fee includes water & sewer.

4429 THUNDER VISTA LN, Lake Oswego

$233,950
2 Beds 1 Baths 315408721 MLS
Tucked into the popular Mountain Park community, this top-floor Lake Oswego condo feels bright and open, with a great layout for everyday living. The kitchen features a brand-new range and microwave and flows into the dining area and out to a covered patio surrounded by greenery, making it an easy spot to relax, host friends, or enjoy a quiet morning coffee. Two spacious bedrooms feature freshly installed carpet and give you flexible options for a guest room, home office, or both. You’ll also love the practical perks, including an in-home washer and dryer, a reserved parking space right outside the unit, plus plenty of guest parking. Mountain Park residents get access to great amenities, including indoor and outdoor pools, a hot tub, a sauna, a fitness room, a basketball court, party spaces, a community garden, a game room, kids’ camps, and walking trails. The community has also seen major updates: siding, windows, deck, front stairs, crawl space sump pumps, and handrails were updated in 2020, and the parking lot was repaved in 2021. Close to Oswego Town Square, Tryon Creek State Natural Area, and main routes like I-5, OR-43, and OR-217, this move-in-ready condo offers comfort, fun amenities, and an easy commute.

47 EAGLE CREST DR Unit #49, Lake Oswego

$1,945,000
4 Beds 3 Baths 338928345 MLS
Perched above the Willamette River on Fielding Road, this striking Northwest Contemporary is set at the end of a winding, private drive that lifts you above the hustle and bustle of daily life - a serene buffer between you and the outside world. Tucked away on one of the area's most sought-after streets and anchored on a solid native basalt bedrock foundation, the home offers rare privacy and tranquility. The lack of overlooking neighbors combined with stunning river views creates a true sanctuary, where bald eagles and osprey are frequent visitors, often spotted diving for salmon on the water below. Soaring cathedral cedar ceilings extend from the living room to the primary suite, accented by skylights that flood the interior with natural light. Hand-selected Douglas fir posts and exposed beams highlight PNW craftsmanship. In the living room, a stone gas fireplace complements a wall of windows framing river views. French doors open to an expansive back deck - designed for elevated indoor-outdoor entertaining - where a hot tub invites quiet, moonlit evenings overlooking the Willamette River. In the kitchen, an Elmira Northstar midcentury-style gas stove is paired with river views, slate floors, and abundant storage. An adjacent family room/loft connects to a bedroom with en suite. Set on its own wing, the primary suite features deck access, a stacked stone gas fireplace, a double vanity, deep soaking tub, and walk-in closet, while an adjacent loft provides an ideal home office. Downstairs, two bedrooms overlook the river, each with access to a lower patio. Parking includes an extra-deep 2-car garage and ample driveway space for guests. Built with Rastra ICF construction and SIP roofing, the home delivers exceptional energy efficiency, superior soundproofing, and structural strength up to 7x that of wood-frame construction, finished with plaster walls and stucco exterior. Located in one of the state's top-rated school districts, minutes from downtown Lake Oswego.

13537 FIELDING RD, Lake Oswego

$1,999,000
4 Beds 2 Baths 383135047 MLS
Perfectly positioned high design main level living blocks to Lake Oswego’s Millennium Park Plaza farmer’s market, boutiques, dining, wine walk, and tasting rooms, yet a world apart and tucked away on a manicured, low-maintenance parcel. No expense has been spared on the detailed finish level throughout this beloved property! Sleek welded metal fencing, true hardwood floors, durable and elegant custom inset cabinetry, hand carved 3rd generation European artisan marble fireplace, Fireclay and Pratt & Larson tiling, Waterworks fixtures & plumbing, and chef’s choice Wolf and Subzero appliances transform each space from a home to a refined haven. Host to your heart's content in the gorgeous great room with 12 ft ceilings and picture windows and the 25 ft master chef kitchen with vast seating island, banquette breakfast dining, and French doors opening to the destination covered, heated patio overlooking the pristine French inspired gardens. Generous windows, shiplap millwork, and designer lighting create luminous interiors, and the main level primary sanctuary suite with marble bathroom is absolutely picture perfect. Flexible guest accommodations, fitness studio, and more in the lower level plus 2 car garage with rapid EV charger and wired for solar. Discover the art of living well with an 89 WalkScore in luxurious Lake Oswego!

330 6TH ST, Lake Oswego

$1,139,900
2 Beds 2 Baths 729159413 MLS
Perfectly positioned in the heart of downtown Lake Oswego, this beautiful 2 bed, 2 bath ground level condominium offers style, comfort, and effortless convenience. The space feels bright and open with high ceilings, expansive windows, and a refined corner location on the ground floor. This coveted garden level corner unit provides a peaceful connection to the outdoors and offers practical everyday advantages, including convenient access for those with small pets and an easy route in and out of the building. The kitchen is both functional and inviting, featuring stainless appliances and generous cabinetry that flows easily into the living and dining areas. The primary bedroom enjoys its own adjoining bath, creating a layout that offers both privacy and connection. Residents of this secure mid rise community appreciate gated parking, professional management, and the peaceful setting of just 30 homes. Built in 2007, the building offers the best of downtown living with the lake, parks, cafes, and the weekend farmers market, while still maintaining a quiet residential feel. This unit delivers the sophistication and simplicity that make Lake Oswego living so desirable.

527 2ND ST, Lake Oswego

$1,425,000
5 Beds 3 Baths 505215135 MLS
$1,425,000 | 5 Bed | 3 Full + 2 Half Baths | 4,209 SF | 4-Car parking. This is not your typical Lake Oswego home. Set on a sprawling .85-acre private lot in the heart of the coveted Southshore neighborhood, this property is more akin to your own secluded park than a traditional residence. The expansive backyard, complete with a sport court and covered patio, creates a serene retreat for year-round recreation and entertaining — all while being just minutes from top-rated schools and the shores of Oswego Lake. The unconventional floor plan is designed for modern living, featuring a sought-after owner's suite on the main floor. This private retreat offers exceptional convenience with a full bathroom and walk-in closet, plus a separate half-bath that features a second walk-in closet and a tranquil infrared cedar sauna. The main level flows effortlessly, with rich hardwoods connecting the living and dining rooms, while the updated kitchen shines with a new gas stovetop, stainless steel appliances, and new pendant lighting. What truly sets this home apart is the second living suite upstairs, offering a fully independent space ideal for extended family, frequent guests, or anyone seeking private quarters within the home. Three additional bedrooms provide ample room, with one perfectly suited for a home office or den. The home's versatile spaces continue with a workout studio featuring cork floors and a skylight, plus a finished dance studio above the garage — offering endless possibilities for creative and active lifestyles. With over $300,000 invested in recent improvements, peace of mind comes standard. This extensive list includes a new architectural roof, new upstairs windows, a new furnace and A/C, an on-demand water heater, and an EV charger. The exterior and interior were repainted in 2021, and all bathrooms have been tastefully updated with new tile floors, quartz countertops, and custom glass showers.

1300 TYNDALL CT, Lake Oswego

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