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

$2,599,900

5 Beds ⋅ 4 Baths ⋅ 293976062 MLS

A striking new construction retreat from a respected local Street of Dreams builder brings exceptional design and detail to Lake Oswego. Contemporary architecture, expansive windows and ten foot ceilings create interiors that feel light, warm and beautifully composed. Across 3,390 square feet, the home transitions effortlessly from relaxed daily living to memorable gatherings. A statement gas fireplace anchors the great room, while a twelve foot wall of glass creates a natural connection to the outdoor living spaces beyond. The showpiece kitchen centers on a generous island, complemented by a true pantry and mudroom that keep daily life organized. Open the glass doors and the living experience extends beneath a substantial covered patio, where a two sided outdoor gas fireplace adds warmth, ambiance and a striking focal point for year round entertaining. Off the front foyer, the office offers flexibility as a workspace, den or potential bedroom. A secluded main level guest suite with its own full bath gives visitors privacy and comfort. Upstairs, an expansive secondary living area sets the scene for movie nights, games or quiet weekends. The primary suite is a restorative escape with a generous walk in closet and spa inspired bath featuring a soaking tub, oversized shower and dual vanities. Two additional bedrooms each enjoy a private bath and walk in closet, giving every bedroom the feel of a suite. Tankless hot water, dedicated laundry and a two car garage elevate everyday comfort. Exterior colors shown in renderings are representational, and presale buyers may still have time to select their own exterior paint colors before construction is complete. Tucked into a quiet cul-de-sac in the Lake Grove neighborhood, the setting balances privacy and connection, with Mercato Grove dining and shopping plus Waluga Park trails, dog park and recreation nearby. Lake Oswego schools complete a lifestyle that feels elevated, effortless and distinctly Pacific Northwest.

3569 Sunwood CT, Lake Oswego

$850,000

4 Beds ⋅ 2 Baths ⋅ 599719149 MLS

Some homes simply have a presence. With its inviting covered front porch, beautifully landscaped grounds, and light-filled interior, this Lake Oswego home offers the space, comfort, and setting buyers are searching for. The welcoming living room is filled with natural light, while the formal dining room sits just off the kitchen, creating an ideal layout for both everyday meals and special gatherings. The kitchen features stainless steel appliances, abundant counter space, and generous cabinetry. Just beyond, the stunning family room showcases soaring vaulted ceilings, skylights, and expansive windows that frame the gorgeous backyard and flood the space with natural light. The dedicated office offers vaulted ceilings, a cozy fireplace, and double glass doors, creating the perfect place to work from home or unwind with a good book. A convenient half bath and laundry room complete the main level. Upstairs, all four bedrooms are thoughtfully situated together, including a spacious primary suite with its own private ensuite bath. Outside, the backyard is truly exceptional. Fully fenced and surrounded by mature landscaping, it offers a peaceful, private setting with an expansive lawn and endless room to entertain, garden, play, or simply relax. Beautifully maintained inside and out, this is a home you'll look forward to coming back to every day.

17410 SCHALIT WAY, Lake Oswego

$1,875,000

4 Beds ⋅ 3 Baths ⋅ 181016961 MLS

Open Sunday 1- 3 PM. Situated in Atherton Heights, this exceptional traditional home offers breathtaking 180-degree panoramic views of surrounding valleys, Mount Hood, and beyond. Widely regarded as one of Lake Oswego's premier view properties. Designed for both everyday living and entertaining, the expansive decks span multiple levels, creating the perfect setting for entertaining family & friends. Step through the front door and prepare to be amazed. A dramatic wall of windows immediately draws your eye to the incredible landscape, filling the living and dining rooms with natural light and unforgettable vistas. To the left, a private office with French doors, custom built-ins, and bookshelves. The main level features soaring ceilings, a welcoming living room with a gas fireplace, an elegant dining room, and a gourmet kitchen that flows into the family room. Every room is designed to capture the stunning views. The dining room and kitchen both open onto the expansive main-level deck, extending the living space outdoors. Upstairs, the spacious primary suite features a generous walk-in closet, a spa-inspired bathroom with a jetted soaking tub, dual shower plus a private deck. The lower level offers incredible flexibility with a spacious bonus living area complete with a kitchenette, refrigerator, dishwasher, microwave, island seating, and a gas fireplace. Sliding doors lead directly to the lower deck, pool, and beautifully landscaped backyard. This level also includes a guest suite and two additional bedrooms. Outside, the backyard is your own private oasis. The resurfaced pool (completed just three years ago) invites endless summer fun, while the surrounding outdoor spaces provide plenty of room to relax, entertain, and enjoy the incredible setting. Minutes from Lakeridge High School, Rassekh Skate Park, Luscher Farm, trails leading to Cook's Butte, and the new Lake Oswego Recreation & Aquatic Center & Municipal Golf Course. Downtown Lake Oswego is minutes away.

18500 RAY RIDGE DR, Lake Oswego

$1,695,000

5 Beds ⋅ 3 Baths ⋅ 288488592 MLS

Originally built by Eslinger Homes as the developer’s personal residence, this exceptional Lake Oswego home offers a rare blend of timeless craftsmanship, architectural beauty, and everyday livability. With 5 bedrooms, 3 full baths, and a versatile main-level flex room, every space has been thoughtfully designed to bring people together. Soaring ceilings, skylights, walls of glass, wide-plank hardwood floors, shiplap accents, brushed brass hardware, and black-framed windows create a warm, refined Northwest aesthetic. At the heart of the home, an expansive 10+ foot island anchors a beautifully appointed kitchen featuring a farmhouse sink, 5-burner gas cooktop, double ovens, breakfast nook, oversized walk-in pantry, and butler’s pantry. The adjoining great room extends naturally to a covered outdoor living space with vaulted cedar ceilings, skylights, a gas fireplace, TV, and a spacious, level backyard designed for year-round entertaining. The private primary suite offers vaulted ceilings, a spa-inspired bath, and an oversized walk-in closet. Hardwood flooring is carried throughout the home, while marble-look porcelain tile, designer lighting, a Venetian plaster fireplace surround, and integrated smart home features beautifully complement the home's enduring design. Just minutes from parks, top-rated schools, shopping, dining, and everyday conveniences, this house is set within one of Lake Oswego's most walkable and established neighborhoods where mature trees, wide streets, and nearby amenities make it easy to enjoy the best of L.O!

6040 LAKEVIEW BLVD, Lake Oswego

$1,275,000

5 Beds ⋅ 3 Baths ⋅ 372920898 MLS

Situated on a private 0.61-acre lot in Lake Oswego, this turn-key home offers breathtaking mountain and river views. The grand two-story entry welcomes you into light-filled living spaces with hardwood floors and a formal living room with a wood-burning fireplace. The gourmet kitchen has quartz counters, premium Sub-Zero, Bosch, and Viking appliances, and a butler's pantry which leads into the formal dining room. Relax in the primary suite with its private sitting room and cozy fireplace, or step outside to enjoy multiple entertaining areas in a flat, secluded yard with mature landscaping.

1300 GLENMORRIE DR, Lake Oswego

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 553223786 MLS

With the jaw-dropping valley and panoramic mountain views spread out before you, walls of glass and multiple decks taking in the cinematic vistas, an elevator accessing all 3 floors, 14’ ceilings, and glamorous finishes, this stunner is the pinnacle of Lake Oswego luxury living. Enter to light-drenched drama from every angle with sliding glass doors accessing the Mt Hood, Mount St Helens, and Mount Adams view decks, soaring gas hearth and exquisite built-ins, and the kind of entertainer’s floor plan just begging to host the party of the year high above it all. The plush interiors have been finished with updated plank and luxe flooring, a reimagined gourmet kitchen with breakfast dining featuring staggering views, and many high design updates. Escape to the dedicated primary penthouse level with serene bedroom featuring a gas fireplace and view sitting area, remodeled en-suite masterpiece bathroom with soaking tub, dressing room, and executive office. Downstairs you’ll find a pleasure paradise all its own with a sprawling media room featuring big screen projector and swanky full bar, covered decks for year-round enjoyment, a private waterfall patio, exterior access fitness studio with sauna, generous guest suites, and option for a wine/flex room. Situated in a premier location in a private enclave of prestigious homes that surround delightful Nansen Park with top of the world views, nearby Mountain Park aquatic and fitness club amenities, quick access to OHSU and health care, freeways, Lake Oswego, downtown Portland and key amenities including shopping, dining, miles of verdant urban trails. An easy-care crown jewel that offers some of the clearest sight lines across the entire Portland Metro!

33 NANSEN SMT, Lake Oswego

$699,900

3 Beds ⋅ 2 Baths ⋅ 712181519 MLS

Here's a massive opportunity in First Addition! HUGE PRICE IMPROVEMENTS MADE! Don't miss your chance! Designed for true lock-and-go living, Koval Cottages offers something Lake Oswego has never seen before: new-construction, detached fee simple homes in First Addition at an attainable entry price point. Perfect for downsizers, first-time buyers, small families, seasonal residents, or anyone seeking low maintenance luxury in the city’s most charming neighborhood. Each home showcases exceptional finish work, modern contemporary design, and a refined attention to detail throughout. A rare and extraordinary opportunity to own a standalone home in the heart of First Addition. Enjoy effortless access to downtown Lake Oswego’s restaurants, boutique shopping, cafes, and one of the region’s best Saturday Markets!

262 G AVE, Lake Oswego

$919,000

3 Beds ⋅ 3 Baths ⋅ 105876237 MLS

Nestled among the trees in the highly sought-after Mountain Park community, this beautifully updated Northwest Contemporary offers the perfect blend of modern comfort and timeless design! Soaring cedar ceilings, dramatic walls of windows and abundant natural light create an inviting atmosphere while seamlessly connecting the home to its peaceful wooded surroundings. The spacious great room is anchored by a stunning floor-to-ceiling stone gas fireplace and flows effortlessly to a spacious new deck overlooking the trees. Already plumbed for a hot tub, it's the perfect setting for entertaining or creating your own private outdoor retreat. The remodeled kitchen features custom wood cabinetry, tiled backsplash, stainless steel appliances, gas cooktop, generous prep space and a large center island. A second living area with a cozy wood-burning fireplace provides additional space to relax or gather. The versatile floor plan offers spacious bedrooms, including a primary suite with soaring vaults and a spa-inspired bathroom. A secondary bedroom includes a unique loft, perfect for a reading nook or extra storage. Dual laundry areas, with one on each level, add everyday convenience. Outside, enjoy refreshed landscaping, a new fence, multiple outdoor living spaces and a peaceful backyard surrounded by nature. An oversized driveway and attached two-car garage provide ample parking and storage. Located in the award-winning Lake Oswego School District and just minutes from shopping, dining, I-5, and downtown Lake Oswego, residents enjoy Mountain Park's exceptional amenities, including miles of scenic trails, parks, playgrounds, tennis and pickleball courts, basketball courts, a fitness center, swimming pool, and a vibrant recreation center. Whether you're sipping your morning coffee among the trees or unwinding on the deck at sunset, you'll feel like you're living in your own private treehouse. Experience Northwest living at its finest and schedule your private tour today!

71 TANGLEWOOD DR, Lake Oswego

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 579983047 MLS

Offered for the first time, this thoughtfully reimagined Northwest contemporary blends the architectural character of the 1960s with the modern updates. Once inside, the home offers exceptional privacy and a peaceful setting just minutes from downtown Lake Oswego. Designed for true main-level living, the floor plan features a spacious primary suite, beautifully renovated living spaces, laundry room, and a generous flex room that’s easily large enough to serve as a fourth bedroom, home office, or guest room. Vaulted wood ceilings, exposed beams, expansive windows, and sliding doors fill the home with natural light while creating a seamless connection to the surrounding landscape. The heart of the home is the completely redesigned kitchen, featuring custom cabinetry, quartz countertops, a large island, new appliances, and abundant storage. An adjoining wet bar adds both style and function. The open layout flows effortlessly into the dining and living areas before extending to expansive decks overlooking the surrounding trees and seasonal mountain views offering impressive space for outdoor living. The renovation extends well beyond the finishes with updated plumbing and electrical, a new roof, newer HVAC system, new lighting, wide-plank flooring, remodeled bathrooms, and carefully selected materials that complement the home’s original architecture while providing the confidence of updated systems. The daylight lower level offers flexibility with two oversized bedrooms, one with an adjoining sitting area, a beautifully remodeled full bath, a spacious family room with a fireplace, and direct access to a covered deck and the backyard. Whether used for guests, multigenerational living, or additional gathering space, the layout adapts to a variety of lifestyles. Thoughtfully designed landscaping, stone pathways, a custom water feature, and multiple outdoor living spaces create a peaceful setting while remaining just minutes from everything Lake Oswego has to offer.

2591 OVERLOOK DR, Lake Oswego

$2,195,000

4 Beds ⋅ 2 Baths ⋅ 103977290 MLS

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

920 FAIRWAY RD, Lake Oswego

$184,500

1 Beds ⋅ 1 Baths ⋅ 755267468 MLS

Welcome home to Mountain Park! Nestled in one of Lake Oswego's most sought-after communities, this stylish one-bedroom condo offers the perfect blend of comfort, convenience and modern living. The bright, open floor plan features an oversized kitchen island that's ideal for cooking, entertaining or gathering with friends. Expansive wall-to-wall windows fill the home with natural light and lead to a private covered patio overlooking a peaceful natural setting—your own tranquil retreat. Luxury vinyl plank flooring enhances the main living area and bedroom, while a new heat pump provides efficient year-round comfort. A new washer and dryer are included, along with one assigned parking space and the added benefit of no rental cap, making this an excellent option for homeowners and investors alike. Enjoy resort-style amenities at the Mountain Park Recreation Center, including indoor pools, a fitness center, tennis and pickleball courts, walking trails, parks, playgrounds and community events. Just minutes from highly rated schools, shopping, dining, downtown Lake Oswego and easy freeway access, this move-in-ready condo offers the best of low-maintenance living in a beautiful natural setting.

100 KERR PKWY Unit #52, Lake Oswego

$1,199,900

4 Beds ⋅ 2 Baths ⋅ 397377516 MLS

Pride of ownership shines throughout this meticulously maintained home, lovingly cared for by the original owners. Thoughtfully remodeled and expanded in 2013–2014, this move-in-ready home features a newer roof, new furnace (2021), and new quartz countertops in the hall bath. The vaulted entry opens to a dedicated office, formal living room, and dining room. The updated kitchen features designer granite countertops, a center island with eating bar, copper sink, stainless steel appliances, pantry, and abundant cabinetry, all opening to the spacious great room with custom built-ins and a gas fireplace. Enjoy year-round outdoor living in the private backyard with an expansive covered patio, two gazebos, and beautiful landscaping. One gazebo includes a gas line for your BBQ, while the other houses a premium spa. The yard also offers raised garden beds, blueberry bushes, fruit trees, and a storage shed with power and lighting. The main level includes a laundry room with utility sink and a flexible office or optional bedroom. Upstairs, the spacious primary suite offers dual vanities, a jetted tub, tiled shower, and two walk-in closets, including an oversized flex space perfect for a nursery, sitting room, or home gym. Three additional bedrooms, a full bath, and a large bonus/media room complete the upper level. The oversized 3-car garage provides excellent storage, dedicated tool outlets, a freezer outlet, surge protection, and generator-ready wiring. Seller is including a Honda 6500 generator. Ideally located by parks, shopping, restaurants, coffee shops, and easy freeway access. Located in the highly acclaimed Lake Oswego School District, including the brand-new River Grove Elementary and Lakeridge High School. A rare opportunity to own an exceptional home in one of Lake Oswego's most desirable neighborhoods.

16867 WIGHT LN, 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.