Refine Search
Map
Sort by
$3,799,900
5 Beds ⋅ 4 Baths ⋅ 725440161 MLS
Proudly presented by Lake Oswego’s #1 builder & the winning-most Builder of ALL Street of Dreams; w/ 54 individual awards & 9 Best of Show Awards. This is a Street of Dreams quality floorplan, with access to Lake Oswego's best, North Lake schools, Forest Hills Elementary, Lake Oswego Junior & Lake Oswego High School. The home boasts 5 bedrooms (including a guest suite with walk-in closet on main), 4.5 bathrooms & a 3-car oversized garage. The incredible features included are: Professional grade appliances, including a 36" cabinet matching, Sub Zero refrigerator, stainless steel gas cooktop, double ovens & cabinet matching dishwasher. The kitchen offers quartz countertops & cabinets that extend up to the 10' ceilings. There is an oversized walk-in pantry with ample storage. The Juice Kitchen includes access to a covered BBQ patio, a built-in, Glass Door refrigerator & a second dishwasher. The 2-Story Great Room is home to a floor-to-ceiling gas F/P with built-ins on either side. The Dining Room is complete w/ stained beams leading to a stacking glass slider that opens to the outdoor covered living/dining area with 2 electric heaters & a 2nd gas fireplace. The main floor is also home to a powder bath, an in-home office w/ boxed beam ceilings, a main floor utility room w/ exterior access for those muddy Oregon days, as well as a separate mud room entry from the garage including a coat closet, built-ins and bench. Upstairs you'll find four spacious bedrooms, a Media Room & a second laundry room. The spa-like Primary Bath has an oversized, mud-set, curb-less tile shower with a free-standing tub & double vanity sink. You'll also find heated tile floors, a heated towel rack & TWO spacious walk-in closets with built-in organizers. For convenience & comfort, the home includes double paned, Milgard windows, a tankless water heater, High-Efficiency A/C w/ a 96% Efficient Furnace, a 50AMP car charger & pre-wired for a gas-powered generator.

964 Country Commons LN, Lake Oswego
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 774708903 MLS
Lake Oswego Daylight Ranch with Lake Easement - This exquisitely updated 4 bedroom, 3-bath daylight ranch offers 3,408 sq ft of refined living space with exceptional attention to detail throughout. Thoughtful upgrades and luxurious finishes create a home that blends style, comfort, and functionality. The gourmet kitchen features custom cherry cabinets, slide-out shelving, slab granite counters, 6-burner cooktop, double convection ovens and microwave, ultra-quiet exhaust system, 3 dishwashers, fireplace, elegant entertainment lighting. The kitchen opens to a bright family room with gas fireplace, expansive windows and patio door opening to a large deck. The main level includes the primary and second bedrooms, each featuring fully updated baths, hardwood floors and a stairway leading to the lower level with a spacious family room, custom-built bar, insulated wine cellar, third bedroom with a remodeled full bath, versatile media/exercise room, and a gas fireplace perfect for cozy gatherings. Recent 2024/2025 updates include: new decking on two decks, fully updated bathrooms with quartz counters, tile floors, new vanities, and tile-bottom showers, new roof, gutters, new lower level windows and patio doors, solid core interior doors, baseboards & trim, and new exterior paint. The large, wooded backyard offers privacy, serenity, and outdoor enjoyment. Move-in ready, this Lake Oswego daylight ranch embodies timeless craftsmanship and modern luxury, offering versatile living spaces and sophisticated upgrades throughout. Every detail has been carefully curated, from the gourmet kitchen and beautifully appointed fireplaces to the fully updated bathrooms and resurfaced decks. Situated within the highly regarded Lake Oswego school district and the Greentree Pool boundary, this extensively remodeled home presents a rare opportunity to enjoy elegance, comfort, and functionality—perfect for entertaining or everyday living in one of Lake Oswego’s most desirable neighborhoods.

1847 WOODLAND TER, Lake Oswego
$2,299,000
4 Beds ⋅ 3 Baths ⋅ 700434307 MLS
A custom Stoneridge Custom Development residence designed by acclaimed architect Rick White, set in Lake Oswego’s coveted Forest Highlands neighborhood. Thoughtfully composed around a magnificent heritage oak, illuminated after dusk by high-powered LEDs as a living centerpiece of the property, this 4,658-square-foot home offers a rare expression of architectural vision and craftsmanship. Expansive walls of glass, soaring ceilings, and an open floor plan invite natural light throughout, complemented by a formal dining room for more refined occasions. High-end finishes, custom plantation shutters, and bespoke detailing reflect the caliber of true custom construction.The main level is anchored by a private primary suite and a dedicated office/den, offering a quiet retreat from the home’s lively gathering spaces. Downstairs, three generously scaled bedrooms join an expansive family room with bar, integrated Sonos surround sound, and seamless flow to the outdoors. A versatile storage room offers the opportunity to create a custom wine cellar. The gourmet kitchen is appointed with stainless Thermador appliances and considered finishes throughout.Indoor-outdoor living is effortless. A covered deck with built-in BBQ extends directly off the main level, expanding the home’s living space year-round. A separate backyard patio offers a dedicated seating area surrounded by curated landscaping. A spacious three-car garage with EV charging completes the design.Ideally located moments from Oswego Lake Country Club, top-rated Lake Oswego schools, forested trails, New Seasons Market, and Starbucks, with the boutiques and dining of downtown Lake Oswego just minutes away, this residence offers a true sense of home in Forest Highlands you don’t want to miss.

13912 GOODALL RD, Lake Oswego
$1,485,000
4 Beds ⋅ 3 Baths ⋅ 135879415 MLS
Set on a rare 0.40-acre corner lot in the coveted North Shore Country Club neighborhood, this 1964 Lake Oswego residence pairs an exceptional address with timeless mid-century modern style and Forest Hills lake easement access to Oswego Lake. Just moments from golf, downtown Lake Oswego, and premier local amenities, the property offers 4 bedrooms, 3 baths, and 2,668 square feet of warm, light-filled living spaces with original architectural character intact. Picture windows, beamed ceilings, three fireplaces, slate floors, stained-glass entry doors, and classic wood cabinetry evoke the clean lines and indoor-outdoor sensibility of the era, while spacious decks and mature landscaping create a private retreat. Large parcels in this prestigious enclave are increasingly scarce, making this a rare opportunity to enjoy location, land, and authentic mid-century vibe in one of Lake Oswego’s most valuable settings.

361 BERWICK 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
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 130519613 MLS
A home where everyday moments become lasting memories, with space to gather, grow, and unwind. Whether you're hosting holiday celebrations, enjoying family movie nights, or finding a quiet corner to relax, the thoughtfully designed living spaces offer flexibility for every stage of life. Imagine mornings filled with natural light, coffee on the patio, and evenings spent entertaining friends in your own private backyard retreat. Tucked away on a quiet cul-de-sac in one of Lake Oswego's most desirable neighborhoods, this vibrant home offers a lifestyle that feels both relaxed and connected. Its south-facing orientation fills the home with sunshine year-round, while soaring ceilings, expansive windows, and seamless indoor-outdoor living create bright, inviting spaces that are equally suited for everyday living and entertaining. Step outside to your own resort-inspired backyard featuring a plunge swimming pool (spool), outdoor kitchen, and turf putting green. It's the perfect place for summer barbecues, morning yoga, evening swims, or simply relaxing with friends. There's even room to create a custom wellness retreat with a sauna or peaceful meditation garden. Beyond the front door, enjoy one of Lake Oswego's most walkable lifestyles. Stroll to Mercato Grove, Kruse Village, neighborhood restaurants, coffee shops, parks, Lake Grove Swim Park, and Top-rated Lake Grove Elementary, all just moments away. Everyday conveniences and vibrant community amenities are right outside your door.

4393 SUNDEW CT, Lake Oswego
$1,350,000
5 Beds ⋅ 3 Baths ⋅ 435970996 MLS
Call and ask about buying down interest rate. Tucked into a serine pocket just minutes from downtown Lake Oswego, this custom-built 2002 home captures the essence of Northwest living with its seamless indoor-outdoor connection and natural light-filled design. Set on a .28-acre lot with lake access and a shared boat easement, the property offers nearly 3,000 square feet of thoughtfully designed space.Inside, expansive windows highlight warm oak floors and rich cherry cabinetry. The open floor plan centers on a spacious great room with an exposed beam ceiling and gas fireplace, creating a welcoming gathering space. A large dining area and both covered and open patios extend the living experience outdoors year-round.The kitchen blends style and function with a central island, walk-in pantry, stainless steel appliances, and a natural gas range with electric oven—ideal for everyday living and entertaining alike.The five-bedroom, three-bath layout offers flexibility, including a main-level bedroom and bath for guests or multigenerational living. Upstairs, four additional bedrooms and a study area provide space to work and unwind.Outside, mature landscaping with irrigation and lighting enhances the setting, while a three-car garage with storage loft and additional parking accommodates an active lifestyle. Energy-efficient features include dual-pane windows, strong insulation, natural gas heating, and central air.All just minutes from Lake Oswego’s vibrant downtown, with shopping, dining, trails, schools, and swim park access nearby—offering a balance of convenience and natural beauty. Look at the 3D Tour:

14275 UPLANDS DR, Lake Oswego
$1,575,000
4 Beds ⋅ 3 Baths ⋅ 398109217 MLS
Exceptional quality, an extraordinary renovation, and a compelling price make this one of the best opportunities in Lake Oswego today! Motivated sellers have invested more than $530K in a comprehensive interior and exterior renovation in Lake Oswego's coveted Uplands neighborhood. Nestled on a quiet cul-de-sac, this daylight ranch delivers the peace of mind of essentially new construction while preserving the timeless character and warmth of a classic home. Every major system and every finish have been meticulously updated, creating a residence with thoughtfully reimagined design, quality craftsmanship, and exceptional attention to detail. At the heart of the home, the show-stopping chef's kitchen features custom cabinetry, top-tier appliances, and a generous butler's pantry. It flows seamlessly into a versatile dining and great room with treetop vistas and a cozy gas fireplace—ideal for everyday living and entertaining. The adjacent living room offers a tranquil retreat, framed by a large picture window showcasing ever-changing four-season scenery. The main-level primary suite is a private sanctuary, complete with its own laundry room and a luxurious spa-inspired bath featuring heated floors and elegant finishes. Throughout the home, you'll enjoy new engineered hardwood flooring, plush carpeting, and beautifully appointed bathrooms with designer RH vanities. Downstairs, a spacious family room with a second gas fireplace is perfect for movie nights and gatherings. The lower level also includes two generously sized bedrooms, a bright bathroom with dual sinks, a second laundry room, abundant storage, and a versatile bonus space ideal for a home office, fitness room, or guest retreat. Outside, the large private backyard is designed for entertaining or quiet relaxation. Enjoy access to the Uplands lake easement and swim park, golf, dining, and shopping, as well as top-rated Lake Oswego schools, all within walking distance.

2157 WEMBLEY PL, Lake Oswego
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 663841569 MLS
Set on a private 0.42-acre lot in Lake Oswego’s coveted Palisades neighborhood, this lakefront traditional offers sweeping Oswego Lake views and exceptional indoor-outdoor living. The 3,852-square-foot home features vaulted ceilings, sunken living room, formal dining, and an open kitchen / great room that flows seamlessly to outdoor entertaining spaces through French doors. A standout feature is the recently rebuilt private boathouse with an expansive rooftop deck complemented with a dock, boat lift, landscaped grounds, and irrigation supported by deeded water rights—an ideal setting for lakeside gatherings as bald eagles and herons pass overhead.The upper-level primary suite includes a sitting area, dual walk-in closets, and a well-appointed bath. Three large additional bedrooms and a dedicated office offer custom built-ins and generous space.Other recent capital improvements are dual HVAC systems, water heaters, and a whole-house generator, providing year-round comfort and reliability. Additional features include a large two-car garage and security system. With access to top-rated Lake Oswego schools, this is a rare opportunity to own a true legacy waterfront property.

701 TERRACE DR, Lake Oswego
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 568960365 MLS
Meticulously maintained home with a huge, park-like backyard! Enjoy light-filled living with vaulted ceilings, skylights, and three fireplaces, along with abundant built-ins throughout. This spacious layout offers a bedroom or office and full bathroom on the main level, perfect for guests. Designed for entertaining, the home features a gourmet kitchen with granite countertops, an island, and ample cabinet space, opening to a warm and inviting family room with a wet bar. The primary suite is a true retreat, complete with a private balcony and a luxurious bathroom featuring a jetted tub, walk-in shower, and walk-in closet. Step outside to a beautifully landscaped, private backyard with seasonal blooms, a patio, and plenty of space to relax or entertain. Additional highlights include a new roof with transferable warranty, rare no HOA, a 3-car garage, covered front porch with swing, and a tool shed in back for extra storage. Ideally located near I-5, Westlake Park, top rated schools, and a variety of coffee shops, restaurants, and parks, this home offers both convenience and charm in a serene setting.

14232 MEADOW GRASS ST, Lake Oswego
$4,700,000
5 Beds ⋅ 4 Baths ⋅ 636450776 MLS
Set at the end of a long, gated, and fully paved private drive in the coveted Stafford belt, this nearly 5-acre compound offers something the Lake Oswego market rarely delivers: genuine privacy at this scale, without any sacrifice of proximity.The primary residence has been beautifully remodeled, balancing refined, modern finishes with the warmth of a world-class estate. Custom millwork, Italian tile, high-end fixtures, and a luxurious Thermador kitchen anchor the heart of the home, which opens to a resort-caliber outdoor sanctuary. The fully rebuilt pool, expansive paverscape, gazebo with fire pit, and freestanding hot tub frame the outdoor lifestyle.A standalone guest house, adjacent to the pool, operates on its own gas and electric lines and serves guests or multi-generational living with ease. A professional 4-stall horse barn with tack room, round pen, and manicured pastures completes one of the most compelling horse properties to come to market in Lake Oswego.Approximately one mile to Lakeridge High School and just minutes to Lake Oswego dining, shopping, and lake access. The city when you want it, and a quiet, gated retreat when you don't. More than a home. A sanctuary and a legacy. Request a copy of the expansive updates list.

1925 CHILDS RD, Lake Oswego
$1,325,000
4 Beds ⋅ 3 Baths ⋅ 545018925 MLS
Located on one of Lake Oswego's most beloved streets, Bonaire Avenue, in the sought-after Lake Forest neighborhood, this beautifully crafted custom home offers timeless design, pristine condition, and an exceptional location. Set on a spacious .23-acre lot, this 4-bedroom + den + bonus room, 3-bath residence has been meticulously maintained and lives like new with a thoughtful floor plan. The main level features a private den with direct access to a full bath, ideal for guests, a home office, or multigenerational living, plus a mudroom connecting to the expansive 3-car garage. A formal dining room with classic wainscoting and an illuminated tray ceiling flows into the light-filled living room with a gas fireplace and views of the beautifully landscaped backyard. The pristine kitchen is designed for gathering with custom cabinetry, granite countertops, a generous island with eating bar, and a sunny breakfast nook surrounded by windows. Daytime privacy windows at the front of the home provide abundant natural light while maintaining seclusion. Upstairs, the vaulted primary suite offers a soaking tub, dual vanities, walk-in shower, and spacious walk-in closet. Three additional bedrooms, a large bonus room, and an upstairs laundry room complete the ideal layout. Enjoy a private backyard plus a hardscape pad perfect for storage or boat parking. Ideally located just moments from Mercato Grove, Lake Grove Village, Waluga Park, and Lake Grove Elementary, with the LOSD bus stop around the corner. Located within the nationally recognized, award-winning Lake Oswego School District and offering easy access to I-5, Highway 217, and downtown Portland, this location is ideal for commuting throughout the metro area. Access to Lake Grove Swim Park and 3 private lake easements further enhance the lifestyle. Recent updates include a new backyard fence (2026), AC (2024) and kitchen oven (2025). A rare turnkey opportunity in one of Lake Oswego's most desirable neighborhoods.

16723 BONAIRE AVE, Lake Oswego
$1,449,000
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
$2,148,000
4 Beds ⋅ 3 Baths ⋅ 168310029 MLS
An exceptionally rare opportunity to live on a quiet cul-de-sac on Oswego Lake, ideally positioned for convenient access to top-rated schools, parks, dining, and shopping. Located just 0.2 miles from Lakeridge Middle School and nearby public tennis courts—easily reached via a neighborhood park shortcut—this home offers outstanding proximity to everyday amenities. A park directly across the cul-de-sac provides expansive green space, creating a park-like extension of the property. Enjoy being just minutes from local restaurants, cafes, and shopping destinations, making this location as practical as it is picturesque. The home features a flexible floor plan with 4 bedrooms, an office/den, living and dining room, and a spacious family/rec room with direct access to the backyard and water’s edge. Nearly every room captures serene water views. Outdoor living is enhanced with a built-in BBQ/kitchen area with granite countertops, a tranquil water feature, boathouse, and long canal views. Ample parking and an oversized detached garage complete this exceptional offering—where location, lifestyle, and rare amenities come together.

17810 SARAH HILL LN, Lake Oswego
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 767741374 MLS
Beautifully remodeled Lake Oswego home on a park like .23 acre lot at the back of a private cul-de-sac just minutes from downtown Lake Oswego, George Rogers Park and the best of West Linn. This elegant home enjoys a timeless floor plan with the primary on the main, large great room with expansive windows, a gourmet kitchen with newer high end appliances, a formal dining perfect for hosting, a main level den with a built in desk, good sized spare bedrooms, a multi functional loft space and bonus room, and a conveniently located main level laundry room. The stunning primary bathroom remodel features a steam shower, heated tile floors, jetted tub, a double sink vanity and a large walk in closet with custom built-ins. Rest easy with the state of the art TESLA Roof installed in 2021 that powers the home during outages and offers incredible saving on power. The backyard enjoys a tranquil water feature, a large IPE wood deck, irrigated raised beds, delicious berries & complete privacy. Icing on the cake is the hard to find finished bonus room off the back of the 3 car garage & ample storage in the walk in crawlspace. Highly rated Lake Oswego schools, a beautiful community and an incredible value!

17454 BROOKHURST CT, Lake Oswego
$1,895,000
5 Beds ⋅ 5 Baths ⋅ 558791476 MLS
Set in Atherton Heights, this contemporary home is all about the view...wide open sightlines across Stevens Meadow, the valley, and out to the mountains beyond. It’s a setting that’s hard to replicate but easy to enjoy, with multiple outdoor spaces and direct access to nearby trails. The layout is designed for flexibility, with main level living anchored by a spacious primary suite featuring a large walk-in closet and a well appointed bath with a soaking tub and adjacent laundry. The living room with fireplace, gourmet kitchen, and dining area all flow seamlessly together, each taking full advantage of the sweeping 180-degree views. Just off the entry is a powder bath and a secondary living space - ideal as a piano room, den, or library - with French doors that open to a private patio. The lower level offers a comfortable extension of the home, with a bonus living area complete with a full kitchenette, wet bar, and wine fridge, opening to a covered deck. This level also includes two guest suites, a workout room with an adjacent bath, an additional office or bedroom, and a second laundry area. Upstairs, you’ll find even more flexibility with a full bath, an optional bedroom or office, and two large additional spaces that can function as bedrooms, a playroom, media room, or creative space. Beyond the home itself, the location truly stands out. Just minutes from Lakeridge High School and within easy reach of Luscher Farm, Stevens Meadow, and trails leading to Cooks Butte, it’s a setting that blends access to nature with everyday convenience. Nearby Hazelia Field and Rassekh Skate Park, along with the Lake Oswego Recreation and Aquatic Center and Municipal Golf Course, continue to elevate this already sought-after neighborhood.

18284 MEADOWLARK LN, Lake Oswego
$6,388,000
5 Beds ⋅ 5 Baths ⋅ 585216661 MLS
Stunning Lakefront Custom Estate on Oswego LakeGated and private with ~100’ of lake frontage on the desirable north shore, this exceptional 5,554 SF custom home offers 5 beds and 5 baths with sweeping south-facing views. Walls of windows and a dramatic two-story great room open to expansive decks, creating seamless indoor-outdoor living.Gourmet kitchen with high-end appliances, spacious open floor plan, and abundant natural light throughout. Upper-level primary suite features panoramic lake views, private balcony, spa-like bath, and walk-in closet.Rare temperature-controlled swimming pool, multiple outdoor entertaining areas with patio heaters and spa tub, plus beautifully landscaped grounds. Oversized boathouse with lift and private dock for direct lake access.Lower level includes separate living quarters with 2 beds, 2 baths, living area, and kitchenette—ideal for guests or extended living. Additional features include 3-car garage, media room with wet bar, and whole-home audio.Premier lakefront living just minutes to downtown Lake Oswego.

3142 LAKEVIEW BLVD, Lake Oswego
$3,200,000
5 Beds ⋅ 3 Baths ⋅ 461992935 MLS
Experience refined living and entertaining in this stately Colonial estate perfectly positioned near Luscher Farm’s 45-acre park, Hazelia Field dog park, the newly constructed Lake Oswego Recreation & Aquatics Center and miles of scenic trails. Built by Schollander Development and meticulously redesigned for modern luxury, this two-level home on a flat, private 0.34-acre lot combines timeless architecture with everyday elegance. Inside, rich Brazilian Cherry floors, soaring ceilings, and exquisite millwork frame expansive gathering spaces, including a showpiece chef’s kitchen, double-height great room, and four-season sunroom with a full outdoor kitchen and wood-burning fireplace. Upstairs, the primary suite offers a serene retreat with a dual-sided fireplace shared with the spa-inspired bath, and two walk-in closets, four additional bedrooms as well as a huge bonus room with a wet bar for added versatility for entertaining. With new low maintenance landscaping, an 8-person hot tub, and proximity to top-rated Lake Oswego schools, dining, and shopping, this is one of the area’s most distinguished homes, where sophistication and livability meet.

17367 BERGIS FARM DR, Lake Oswego
$2,995,000
4 Beds ⋅ 3 Baths ⋅ 301597175 MLS
Perched near the summit of Lake Oswego’s prestigious Forest Highlands neighborhood, this exceptional estate showcases a timeless, highly adaptable floor plan with sweeping southern and eastern vistas with stunning Mt. Hood views. Encompassing nearly 6,000 square feet, the residence offers four generously proportioned bedrooms, including a luxurious main-level owner’s suite featuring an expansive walk-in closet and spa-inspired bath. Designed for both grand entertaining and everyday living, the home boasts a chef’s kitchen that flows seamlessly into an inviting great room, while the lower level is appointed with a secondary kitchenette, abundant storage, and an impressive oversized garage with capacity for 5+ vehicles (3+ upper, 2+ lower). Refined amenities include a walk-in wine cellar with wet bar, recreation and billiards room, multiple flex spaces, and dual outdoor decks ideal for elevated entertaining. Offering versatility for every stage of life, this remarkable property combines scale, comfort, and an unbeatable location to create a truly distinguished living experience.

1414 COUNTRY COMMONS, Lake Oswego
$5,495,000
6 Beds ⋅ 5 Baths ⋅ 540798156 MLS
Introducing a truly exceptional rare retreat in the heart of Lake Oswego set on 1.88 private acres in unincorporated Clackamas County, this gated estate offers an extraordinary blend of luxury, comfort & seclusion.The outdoor setting is a showpiece, centered around a resort-style pool & an impressive vaulted pool/guest house designed for unforgettable entertaining.The 7,773sf grand primary residence is ideal for both large-scale gatherings as well as everyday living.The main level is highlighted by a vaulted primary suite, privately positioned complete with a generous custom dressing room & convenient laundry. The center of the home offers a chef's kitchen with high end finishings, dramatic great room, grand scale formal dining room with custom buffet, a refined library complete with a custom rolling ladder, 2nd main level bedroom, office & a fully equipped lower-level theater. Throughout, soaring ceilings with rich wood beam accents & expansive windows create a bright, airy atmosphere while maintaining a strong sense of privacy. Upstairs, a distinctive split layout separates a spacious guest suite—featuring its own laundry & storage/bonus space—from the separate upper level offering three bedrooms, playroom & a dedicated fitness room. Additional amenities include outdoor fireplace, an oversized three-car attached garage, RV parking and picturesque gardens with expansive lawns, meandering walking paths, huge verandah & custom lighting. Versatile 1390 sf pool/guest house features a stage, fireplace, stylish bar & kitchenette, dedicated office or studio, 1 1/2 baths, plethora of storage, plus an additional oversized two-car garage/shop suitable for a lift. Bordering the 6.8-acre Woodmont Park & near Tryon Creek State Park with miles of scenic trails, this property is located in the highly desirable Forest Highlands neighborhood, just minutes from top-rated schools, charming Lake Oswego Village & Lake Grove restaurants, cafes, shops, golf, gourmet markets and more!

951 ATWATER RD, Lake Oswego
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 147619922 MLS
This home is situated in the coveted Evergreen portion of Downtown Lake Oswego boasting easy access to shopping, restaurants, grocery stores, entertainment and so much more!! Lake swim easement available. Nestled on this tranquil street, this home offers an expansive covered porch in the front and a large deck in the back. French doors off the living room, primary bedroom & upstairs bedroom offer decks which take advantage of the natural setting. Newer roof in 2018. All new sewer line, new vapor barrier & insulation in the crawlspace installed in 2026. Conduit electric also made electric updates in 2026. Radon test passed in 2025. All documents / receipts uploaded for Realtors to review. Inside amenities include hardwood floors, two fireplaces, built-in features, air conditioning, vaulted ceiling upstairs, stainless steel appliances in the kitchen, washer/dryer and more. Formal dining room area opens up to a charming covered front porch. Tons of natural light throughout this home. OREF forms only!

217 5TH ST, Lake Oswego
$1,395,000
5 Beds ⋅ 3 Baths ⋅ 748333773 MLS
Tucked at the end of a private cul-de-sac in Lake Oswego’s Westridge neighborhood, this private 5 bedroom, 3.1 bath home backs to a tranquil greenspace and is located just minutes from town. At just over 4000 square feet, this home features refinished solid hardwood floors, new carpet on the main level, and fresh interior paint. The bright foyer opens to office with built-in cabinetry, a living room with fireplace, and formal dining. Large windows frame serene park-like views. The updated kitchen flows to the dining nook and family room with built-in cabinetry and a second fireplace. Upstairs offers five bedrooms, including a spacious primary suite with sitting area, spa-like bath, and walk-in closet; flexible fifth bedroom is ideal for a media room or guest space. Enjoy a stunning covered deck and outdoor living area surrounded by nature, perfect for year-round entertaining with the covered space. Privacy, tranquility, quality and a brand new roof!

4054 CANAL WOODS CT, Lake Oswego
$2,850,000
4 Beds ⋅ 3 Baths ⋅ 312255062 MLS
Step inside the oversized pivot door for an awe-inspiring introduction to this exceptional new construction that is to Monogrammed to the ultimate level. This is a rare opportunity to own new construction in this long-established, highly coveted neighborhood, with access to three lake easements enhancing the lifestyle offering. The dramatic main level showcases 10-foot ceilings with an expansive, open-concept design with hardwood floors throughout that seamlessly blends the great room—anchored by the stunning fireplace—with a generous dining area, a dream-worthy kitchen complete with a scullery and large pantry, and a handsome dedicated study. Designed for both entertaining and everyday living, the space flows effortlessly to a welcoming covered outdoor retreat. All four bedrooms are carpeted & thoughtfully situated on the upper level, with a layout curated to capture serene lake views from many of the spaces. The primary suite offers a luxurious escape, featuring tray ceilings, a spacious walk-in closet, and a spa-inspired bathroom complete with a soaking tub, walk-in shower, and dual vanities. Additional highlights include an upstairs bonus room, tile flooring in bathrooms, three garage spaces (a two-car garage plus a separate single-car garage) and easy-care landscaping. Centrally located between Lake Oswego’s vibrant downtown Lake Grove and the charming Lakeside Village, both offering a plethora of local dining and shopping options, and other conveniences. Top-ranked Lake Oswego Schools, plus nearby other community amenities such as the new swim center, parks, trails and choices for the golf enthusiast!

2164 SUMMIT DR, Lake Oswego
$4,995,000
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
$2,590,000
4 Beds ⋅ 3 Baths ⋅ 514523992 MLS
Are you looking for a unique, welcoming, beautifully modernized, ready-to-move-into, special property? Then this is the one for you. Designed with a Japanese aesthetic, the 4,316 square foot main house has been completely remodeled over three floors. The living spaces draw you in to enjoy the peace of the surrounding mature, naturalized gardens spanning over a half acre. Every window in this mini-estate has a view of the beautifully landscaped garden. The top floor has a sanctuary primary suite, California Closets, two additional bedrooms and shared bathroom. The main floor enjoys a special gourmet kitchen with new, top of the line appliances, and wonderful gathering spaces. The large, light-filled finished basement delights with an ensuite bedroom and walkout to a private patio area. The covered walkway from the main house takes you to a separate, 1,200 square feet, self-contained Tea House, complete with kitchen, bathroom, soaking tub and traditional tatami room. There is nothing like this home on the market. First home built in Mtn Park! Incredible history!

28 MONTICELLO DR, Lake Oswego
$1,675,000
4 Beds ⋅ 3 Baths ⋅ 575781899 MLS
Stunning main-level luxury living in a like-new Silver Oak custom home in Lake Oswego’s coveted Uplands neighborhood, set on a tranquil and quiet lot with beautiful, thoughtfully designed landscaping. Designed for both entertaining and everyday comfort, the expansive great room features soaring ceilings, walls of windows that flood the space with natural light, and a striking floor-to-ceiling fireplace, creating a warm and sophisticated focal point.The gourmet kitchen is a true showpiece with a large island, premium finishes & appliances, walk-in pantry, and seamless flow to the spacious dining area and covered outdoor living space. The covered patio overlooks the serene, level, fenced yard, offering exceptional privacy and lush landscaping, ideal for gatherings or peaceful outdoor relaxation. The luxurious primary suite offers a serene retreat with a spa-inspired bath, heated floors, and a generous walk-in closet with direct access to the laundry room. A main-level den with large windows provides an ideal work-from-home setup with space for two. Two additional guest bedrooms complete the main level.The versatile lower level features a private guest suite with wet bar & wine refrigerator, perfect for a home theater, family room, or gym, plus a mudroom and abundant storage. A rare double-deep tandem garage accommodates up to four cars.Enjoy lake access via the Uplands swim and boat easement. A beautifully crafted home combining refined design, functional living, and exceptional amenities in one of Lake Oswego’s most desirable communities.

2126 WEMBLEY PL, Lake Oswego
$1,875,000
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
$3,325,000
4 Beds ⋅ 4 Baths ⋅ 614538334 MLS
Designed with intention. Finished without compromise. This monogram-crafted contemporary in Lake Oswego offers 5,036 square feet of thoughtfully designed living, including 3,341 square feet main level living with a primary suite is its own private wing, joined by a second main-level ensuite for guests or MULTI-GENERATIONAL LIVING. The chef’s kitchen is built to perform with Wolf and Sub-Zero appliances, a 48" six-burner range with double ovens, an oversized island, and a hidden walk-in pantry.A private .46-acre lot, mature evergreens, and exceptional outdoor living create a true retreat, complete with a covered terrace featuring a built-in BBQ, prep sink, fireplace, and heaters. Three boating easements, horseback riding access, and Lake Grove Village just moments away elevate the lifestyle.. Upstairs, two additional ensuite bedrooms accompany a spacious bonus room with a full bar, game room, and home theater potential. Two laundry rooms, a four-car garage, and a circular driveway deliver convenience without sacrificing luxury.Modern in design, warm in feel, and built for the way people actually live.

3537 LAKE GROVE AVE, Lake Oswego
$3,225,000
4 Beds ⋅ 3 Baths ⋅ 325520031 MLS
PRIMARY SUITE ON MAIN WITH FOUR BEDROOMS UP| 3.2 BA | 5,007 SF | .42 Acres. Warm, Traditional, and Monogrammed with intention. Impressive nearly HALF AN ACRE of flat usable land is a genuinely rare find in this area. At 5,007 square feet, the scale is impressive, but what stands out is the warmth. The color palette, the materials, the way the rooms connect, all of it feels considered. The great room is the centerpiece: vaulted ceilings, a gas fireplace, and custom built-ins and white oak engineered hardwoods. The dining room is sized for real gatherings. The kitchen is serious, Wolf range, Sub-Zero refrigerator, microwave drawer, a generous island, and Taj Mahal quartz counters that are as beautiful as they are durable. Just off the main living area, the covered terrace with built-in BBQ and gas fire trough makes outdoor living an everyday option, not just a weekend one. The main-level primary suite features floor-to-ceiling windows, a spa bath, and a substantial walk-in closet. A private study with built-ins, main-level laundry, and a three-car garage with separated bays — thoughtful details that make daily life easier. Upstairs, a generous bonus room handles whatever the household needs — media room, hangout space, home gym. Access to 3 Lake Easements- Goodin, Summit & Springbrook Short stroll to Lake Grove shops and restaurants. Special financing available! Jumbo Loan options with a complimentary 1-Year Rate Buydown and a lender credit toward your rate buydown.

3525 LAKE GROVE AVE, Lake Oswego
$5,998,000
3 Beds ⋅ 4 Baths ⋅ 774213430 MLS
A one-of-one Architectural Offering with Panoramic Mountain & Willamette River Views. Perched high in Lake Oswego’s coveted Skylands neighborhood this extraordinary mid-century modern estate represents a rare opportunity to own a true legacy property in the Pacific Northwest. Set on a private & manicured .92-acre parcel, the residence captures breathtaking panoramic vistas that stretch across the region’s most iconic landscapes. From its expansive living spaces, sweeping views unfold across the Willamette River & surrounding valleys to the majestic peaks of Mt. Hood, Mt. St. Helens, and Mt. Adams, a constantly shifting canvas of river, sky, and mountains. Originally constructed in 1966, the home has been thoughtfully reimagined through a meticulous multi-million-dollar renovation that honors its Mid-Century Modern and Northwest Regional architectural heritage while seamlessly integrating the comforts and sophistication of contemporary luxury living. Spanning 4,755 square feet of primarily single-level living, the residence offers three bedrooms and four-and-a-half baths, with interiors designed to frame the extraordinary natural surroundings at every turn. Walls of glass invite natural light throughout the home while creating an effortless connection between indoor living and the dramatic landscape beyond. The exterior is wrapped in St. Helens stone grounding the home in its Pacific Northwest setting while making a bold architectural statement. Gently angled walls appear to reach toward the horizon, complemented by distinctive copper roof flashing with a diamond motif, a subtle yet remarkable detail that speaks to the home’s craftsmanship and thoughtful design. More than a residence, this is a property defined by place, provenance, and permanence, a home that celebrates its architectural legacy while offering an extraordinary setting for the next chapter of ownership.In a neighborhood known for its prestige and privacy, opportunities like this rarely come to market.

777 CHERRY CIR, 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.