Lake Oswego Homes with On Street Parking

Welcome to Lake Oswego, Oregon – a picturesque haven that perfectly blends suburban charm with urban convenience. Nestled just a short drive from downtown Portland, this vibrant city is renowned for its stunning natural beauty, top-rated schools, and a strong sense of community. With its serene lakes, lush parks, and scenic trails, Lake Oswego offers residents an idyllic lifestyle that encourages outdoor recreation and relaxation.

One of the many appealing features of Lake Oswego is its diverse array of homes, particularly those that provide convenient on-street parking. This thoughtful amenity not only enhances accessibility for residents and their guests but also contributes to the neighborhood's inviting atmosphere. Imagine returning home after a long day, where ample on-street parking makes it easy to welcome friends and family or simply enjoy the peaceful surroundings of your community.

The real estate in Lake Oswego is as varied as its residents, with charming single-family homes, modern townhouses, and luxurious waterfront properties available. The city’s commitment to maintaining a high quality of life is evident in its well-maintained streets and parks, making it a perfect place for families, young professionals, and retirees alike.

Whether you’re exploring the vibrant local shops and restaurants or taking a leisurely stroll along the scenic waterfront, Lake Oswego truly has something for everyone. Embrace the lifestyle you’ve always dreamed of in this enchanting city, where comfort meets convenience, and every day feels like a getaway. Discover your dream home in Lake Oswego today!

Newest Lake Oswego Homes with On Street Parking

$1,224,900

4 Beds ⋅ 2 Baths ⋅ 536655821 MLS

** OPEN HOUSE SUNDAY, 9/13 from 11:00-3:00 ** 4bdrm + bonus + den. This stunning Lake Oswego home has plenty of room to gather, entertain & enjoy everyday life in a peaceful setting backing to greenspace. This spacious floor plan has more than $175k in recent renovations & improvements. A beautifully renovated kitchen, along w/refreshed interiors, including refinished hardwood floors, new carpet, interior paint, trim, lighting & more! Grand foyer features an open staircase & abundance of natural light. Vaulted formal living room has fireplace & expansive wall of windows. Formal dining room w/high ceiling & direct access to the kitchen & patio. Full kitchen update, (2026) w/quartz countertops, oversized eating island, soft-close cabinetry & custom coffee bar w/open shelving. Brand new Wolf 5-burner gas cooktop, refrigerator, built-in oven & microwave. Bosch dishwasher (2023). Open & bright family room w/large windows, slider to patio & Mendota gas fireplace. Updated primary suite has w-in closet, custom vanity w/quartz countertop, free-standing tub, w-in tiled shower & heated tile floor. Large bonus room w/built-in window seats & spiral staircase to den/office w/skylights & a storage room. Main-level 4th bdrm w/closet & exterior access works well as office/hobby room/flex space. All bathrooms have updated vanities, sinks, toilets, floors & lighting. Fenced backyard backs to greenspace w/two patios, lawn & mature landscaping. Fresh paint. New carpet. Most windows & slider updated to Milgard vinyl. Gas water heater (2023). Washer & dryer included. The location puts much of Lake Oswego within reach, from Lakeridge High School & Luscher Farm to Hazelia Dog Park, Lake Oswego Public Golf Course & the Recreation & Aquatics Center. Parks, trails & recreation are just minutes away, along w/shops, dining & all the amenities of Downtown Lake Oswego.

17994 SAINT CLAIR DR, Lake Oswego

$2,295,000

4 Beds ⋅ 3 Baths ⋅ 383526355 MLS

Beautifully updated residence in the gated community of Oswego Shore Estates, offering a rare opportunity to enjoy a private Lake Oswego lifestyle with immediate lake access upon closing. Low bank newly decked marina, with deeded slips, and paddle board storage. Individual slip ownership included with this home. Ownership includes a 1/3 interest in a private marina boat slip. Sold separately is a 50% ownership of a 2024 boat, an exceptional amenity that allows you to begin enjoying the lake from day one. Newer wide-plank flooring enhances the main level, where spacious living areas create an inviting setting for everyday living and entertaining. The great room features a fireplace and dramatic window walls overlooking the surrounding natural setting and lake views, while the elegant dining room is perfectly positioned for entertaining, there is also a private den on the main level with a slider to a nature scene. The updated kitchen features stainless-steel appliances, a huge pantry, island, and adjoining nook, that opens to a cozy family room with fireplace and walls of windows that bring the natural setting indoors. The dramatic primary suite features custom built-ins, dual walk-in closets, a fireplace and a gorgeous, remodeled bath. The lower level provides exceptional flexibility with a spacious game room, wet bar and fireplace, along with additional space for guests, recreation or entertaining. The oversized 3 car garage offers abundant storage and convenience. New roof in 2018. A truly special opportunity to own within a private gated community while enjoying the shared lake marina amenities with boat ownership. Seller is an Oregon Licensed Principal Broker.

15800 OSWEGO SHORE CT, Lake Oswego

$1,849,000

4 Beds ⋅ 3 Baths ⋅ 595712302 MLS

Held by the same family for more than 40 years, this special Lake Oswego home reflects decades of pride of ownership, now extensively renovated by renowned local designer, Phil Chek, the home feels lighter and more current while preserving the craftsmanship and character that distinguish it. Set on approximately half an acre at the end of a quiet cul-de-sac in the sought-after Palisades area, the property offers exceptional privacy within a beautiful, established neighborhood. A natural stream winds through mature landscaping, joined by a charming rock bridge, cobblestone and meandering pathways that give the grounds a character all their own.Inside, more than 5,700 square feet provides an incredible amount of room to gather, entertain, retreat and simply enjoy life at home. Gracious interior living spaces are complemented by a light-filled sunroom overlooking the greenery and a versatile daylight lower level with its own bedroom, full bath, and living room is ideal for guests, multigenerational needs, recreation or a private retreat. A large unfinished area offers additional flexibility, including potential for a fifth bedroom.The extensive renovation brings a lighter, more current feel while honoring the craftsmanship and quality of the home. Calacatta Gold quartz, refinished hardwood floors, fresh interior paint, and updated fixtures are among the recent improvements. Heated limestone floors in the primary bath and sunroom, brick-and-cedar construction, quality wood windows and a Grand Manor CertainTeed roof further reflect the custom details found throughout the home.A refreshed deck provides a beautiful place to enjoy the private surroundings, while the location puts the new Lake Oswego Recreation & Aquatics Center (LORAC), New Seasons Market and everyday amenities close by. Access to Lake Oswego Swim Park. Substantial yet welcoming, and refined without feeling formal, this is a home with a history of being cared for, gathered in and enjoyed.

711 KENOLA CT, Lake Oswego

$749,000

3 Beds ⋅ 2 Baths ⋅ 216423748 MLS

Classic Lake Oswego contemporary home on a lush corner is completely dialed in for your next home journey. Designed to maximize Pacific Northwest living with dramatic windows and vaulted ceilings that drench the home in light all year. Impressive formal living room with gas fireplace flows into the elegant dining room. Hardwoods on the main and newer carpet upstairs add warmth throughout home. Large gourmet eat-in kitchen with new range, microwave as well as new refrigerator and dishwasher for peace of mind. Easy grilling set-up with slider out to the private backyard complete with new concrete pad perfect for entertaining. Spectacular primary suite upstairs with more striking oversized windows and a private balcony. Two additional bedrooms and bathroom on the upper level lives large. A den on the main could be a fourth bedroom or a home office. Immaculate two-car garage with new hot water heater and new garage doors complete this move in, peace of mind home. 3 Lake Easements with access to Lake Grove Swim Park and blocks from Lake Grove shops and restaurants.

16111 LINDSAY CT, Lake Oswego

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 626898802 MLS

Welcome to your private Mid-Century sanctuary in Lake Oswego's sought-after Palisades community. Nestled on an expansive, lushly landscaped lot framed by towering sequoia trees and mature flowering shrubbery. This turn-key 4-bedroom, 3-full-bathroom home perfectly blends timeless architectural charm, modern updates, and is located blocks from top-rated Lake Oswego schools, neighborhood pool and local parks. Step into a warm, inviting main level, lined with rich hardwood floors and flooded with natural light from large windows and two sliding glass doors. The sleek, efficient kitchen features a cozy breakfast nook with a custom built-in banquette, perfect for relaxed morning coffee. Down the hall, discover three spacious bedrooms with brand-new carpet and two full bathrooms. The primary suite overlooks the serene backyard and offers a generous walk-in closet. The fully remodeled daylight lower level provides incredible flexibility and seamless outdoor access. Designed to adapt to your lifestyle, this expansive space features a large flexible bonus/media room, private fourth bedroom, full bathroom, dedicated work nook, home gym area and full laundry room. Exterior access makes the lower level prime potential for multi-generational living or a secondary suite. The outdoor space serves as a true centerpiece of the property. Positioned on a generous lot with terraced garden beds and lush lawn space front and back. This yard invites year-round enjoyment. Two expansive decks offer ideal vantage points for outdoor dining, entertaining, or simply relaxing in your private, retreat. With it's flexible footprint, pristine updates, and warm, welcoming feel, this Lake Oswego gem is entirely move-in ready.

1432 GREENTREE CIR, Lake Oswego

$449,000

2 Beds ⋅ 1 Baths ⋅ 224814946 MLS

Effortless single-level living, serene lake views, and an unbeatable Lake Oswego location—all ready for you to call home. Featuring two spacious bedrooms, one tastefully updated bathroom, in an open floor plan span 914 square feet. The home has been refreshed with a neutral color palette paired with original hardwood floors that compliment the surrounding trees and natural landscape. The generous living room and primary bedroom both feature large windows that flood the space with natural light while showcasing views of Oswego Lake. The open kitchen design has a peninsula island with counter seating connected to the dining room which features a single French door that opens to a private covered patio for a peaceful spot to unwind. Additional interior conveniences include a washer and dryer hookup, brand-new windows, and a new roof and gutters. Outdoors, residents enjoy access to a shared lakeside common space, all set within a safe, welcoming, and quiet condo community. A 7x15 private and secure storage space adjacent to the home for added convenience. The location truly has it all—Top-rated restaurants, boutique shopping, fitness facilities, and the local movie theater are all just moments away.

236 RIDGEWAY RD Unit #16A, Lake Oswego

$2,424,900

5 Beds ⋅ 4 Baths ⋅ 294599884 MLS

OPEN SATURDAY & SUNDAY 11:00 AM - 1:00 PM. 5154 Dawn St. is one of two new construction homes presented by award-winning builder Look Construction. Tucked into a private, tree-lined setting, the home's bold, modern designs, cedar soffits, and stone pillars frame the entryway through a towering glass pivot front door, opening into a dramatic two-story foyer. Inside, soaring 20-foot ceilings are accented by rich box beams and clerestory windows that add architectural detail and warmth to the space. A mix of custom floor tile and wide plank hardwoods flow throughout the open-concept kitchen, living, and dining areas. Integral to the design is true indoor-outdoor living, achieved through a 16-foot folding glass wall that completely transforms the space when opened onto the patio beyond. A integrated JennAir appliance package, solid white oak cabinetry, quartz countertops, backsplash and hood surround, plus a linear gas fireplace, elevate the home's appeal. The main level offers convenience with a primary suite featuring an oversized sleeping area, expansive walk-in closet, and a spa-inspired bath - sliding glass doors open from the suite onto a private patio. Upstairs, a second guest suite with en-suite bathroom and a large bonus room for additional flex space. Thoughtfully curated designer finishes, a covered patio with outdoor kitchen, and in-ceiling surround sound speakers make this a home you'll love sharing with family and friends. Future-ready, from the ground up: prewired with Cat6 at every TV location, dual AC units and furnaces, additional blown-in insulation, fully conditioned crawl space for energy efficiency, and both hot and cold hose bibs. Just a short walk to neighborhood parks, schools, and nature trails. Located within one of Oregon's top-rated school districts — with a quick drive to I-5, Bridgeport Village, and everything Lake Oswego has to offer! Listing agent is a principal in this transaction and a licensed Realtor in Oregon.

5154 SW Dawn ST, Lake Oswego

$2,299,900

5 Beds ⋅ 4 Baths ⋅ 380742411 MLS

OPEN SATURDAY & SUNDAY 11:00 AM - 1:00 PM. 5152 Dawn St. is one of two new construction homes presented by award-winning builder Look Construction. Set back for privacy and calm, the home's bold, modern structural lines, cedar soffits, and white stone pillars frame the entryway through a commanding oversized custom pivot front door. Inside, a mix of designer floor tile and wide plank hardwoods flow throughout the open-concept kitchen, living, and dining areas. Integral to the design is true indoor-outdoor living, achieved through an expansive 19.5-foot folding glass wall that completely transforms the space when opened onto a covered patio with an outdoor kitchen. An integrated JennAir appliance package, solid oak cabinetry, quartz countertops, dramatic full-height marble backsplash and hood surround, and linear gas fireplace elevate the home's appeal. The main level offers flexibility with an office or fifth bedroom, while the upstairs primary suite features an oversized sleeping area, expansive closet, and a spa-inspired bath complete with a freestanding soaking tub, oversized glass walk-in shower, and dual vanities framed by brass-accented mirrors. Thoughtfully curated designer finishes, a second guest suite with en-suite bathroom, built-in outdoor BBQ, and in-ceiling surround sound speakers make this a home you'll love sharing with family and friends. Future-ready, from the ground up: prewired with Cat6 at every TV location, dual AC units and furnaces, additional blown-in insulation, fully conditioned crawl space for energy efficiency, and both hot and cold hose bibs. Just a short walk to neighborhood parks, schools, and nature trails. Located within one of Oregon's top-rated school districts — with a quick drive to I-5, Bridgeport Village, and everything Lake Oswego has to offer! Listing agent is a principal in this transaction and a licensed Realtor in Oregon.

5152 SW Dawn ST, Lake Oswego

$825,000

4 Beds ⋅ 2 Baths ⋅ 646835434 MLS

Move-in-ready Mountain Park home offering 4 bedrooms, 2.5 baths, and nearly 2,400 sq ft of comfortable living space. Recent updates include a roof installed in 2015 with a 40-year lifespan, a newer HVAC heat pump, a whole-house generator, fresh interior paint, and new flooring. Vaulted ceilings and abundant windows create a bright, open feel, while the remodeled kitchen offers plenty of space for everyday living. Enjoy a functional floor plan, generous rooms, a large utility room, a 2-car garage, a deck, a patio, and established landscaping. Mountain Park is in a top Oregon school district and offers miles of maintained walking trails and a large, modern rec center with pools, exercise facilities, and more. Updated and ready to enjoy in desirable Lake Oswego!

35 DA VINCI ST, Lake Oswego

$3,950,000

4 Beds ⋅ 3 Baths ⋅ 238682105 MLS

Custom built and never occupied, this impeccably designed transitional masterpiece blends a European sensibility with peak American craftsmanship, all ideally sited in unincorporated Clackamas County Forest Highlands minutes to Lake Oswego’s sought-after amenities. Bathed in light with lofty ceilings, plank flooring, fine designer finishes, and spectacular great room living, the impressive interiors are at once contemporary and classic with beautifully considered built-in features, walls of windows, and a soaring slide-away glass doors opening to the sunny grounds. Described as the ‘perfect floor plan,’ this haven features a main level primary suite wing with glamorous spa-inspired bathroom and dressing room plus nearby executive office. Upstairs, you’ll find 3 additional bedrooms, including a well-appointed guest suite, with custom designed walk-in closets plus a private media/play room retreat thoughtfully situated away from the main entertaining spaces. The showcase kitchen features quartzite counters, Wolf induction cooktop range, full caterer’s pantry, oversized seating island, and breakfast room with banquette seating. The owner left no modern feature unmet with a bonus yoga, homework, or music studio and epic laundry/utility room offering prolific built-in storage. Outdoor living has never been more inviting on the extended covered, heated patio featuring built-in grill, wired for game day media, and gazing out over lovely treed views. Set on a level 1/2 acre+ south-facing parcel, the highly private fenced grounds offer ample space for your dream pool without sacrificing the expansive lawns. This offering exemplifies the coveted Lake Oswego lifestyle with championship golf, fine dining and shopping, celebrated farmer’s market, and miles of the PNW’s top urban trails all moments away. Carefree comfort and prestige await!

1050 ATWATER RD, Lake Oswego

$799,000

4 Beds ⋅ 3 Baths ⋅ 389503682 MLS

Expect the extraordinary in this impeccably maintained and sophisticated townhome, where refined finishes, thoughtful design, and true pride of ownership shine throughout. The main level features striking box-beam ceilings, crown molding, perfectly finished hardwoods, custom walnut built-ins, and an updated gourmet kitchen showcasing an Italian Verona double-oven gas range, stainless appliances, copper double sink, and custom tilework extending into the half bath. The spacious primary suite is a private retreat complete with vaulted ceilings, a private deck with gorgeous views, and a dramatic double-sided gas fireplace shared with the spa-like bath. Enjoy the deep soaking tub, walk-in shower, and beautifully appointed walk-in closet. Two additional vaulted-ceiling bedrooms, a full bath, and laundry complete the upper level. The lower level offers exceptional flexibility. A generous family room with cozy gas stove fireplace, kitchenette foundation, bedroom, full bath, and private exterior entry could easily be used as guest quarters, for multi-generational living or as an apartment! Two additional bonus spaces…one accessed via the lower level and one accessed via the lowest deck…provide abundant options for storage, fitness, hobbies, and/or a workshop! With over 3,000 SF of living space plus two bonus areas, this truly unique home offers a remarkable blend of elegance, versatility, and functionality. Ideally located just minutes from Lake Grove, downtown Lake Oswego, I-5, and less than half a mile from the Mountain Park Recreation Center with fitness facilities, pools, and more!

14 NORTHVIEW CT, Lake Oswego

$690,000

3 Beds ⋅ 2 Baths ⋅ 206340970 MLS

Remodeled Lake Grove single level on large corner lot! Beautifully updated and lovingly maintained home that features Formal living room with Hardwood floors and Fireplace, Updated Kitchen with quartz counters,Stainless appliances, Built in microwave and tile floor. Dining Room with a slider to the composite Deck. Primary Bedroom with wood floors, Walk in closet, Private bath with walk-in shower and slider to the deck. 2nd and 3rd bedrooms on the opposite of the house with a full bath. The fenced yard is a stunning oasis with many established perennials,Deck, Patio with fire-pit, NEW Tuff Shed and garden beds. Attached garage has a pull down staircase to attic. Move right in to this stunning home! NEW Roof,NEW Tuff-Shed and Fence this year. Outstanding Schools, Great location close to Bridgeport Village, New Seasons, Whole Foods, and all Great Lake Oswego Ammeneties.

18004 BELMORE CT, Lake Oswego

Start Your Search

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.