Lake Oswego Homes with 2 Story Style

Welcome to Lake Oswego, Oregon – a picturesque city that perfectly blends natural beauty with urban sophistication. Nestled just south of Portland, Lake Oswego is renowned for its stunning lake, lush parks, and vibrant community spirit. With its charming neighborhoods and a plethora of recreational activities, this city offers an idyllic lifestyle for families, professionals, and retirees alike.

One of the standout features of Lake Oswego is its diverse architecture, particularly the enchanting two-story homes that grace its tree-lined streets. These residences exude character and warmth, providing ample space for growing families or those who love to entertain. With well-designed layouts, two-story homes often boast inviting living areas, spacious kitchens, and cozy bedrooms that create the perfect retreat after a long day. Many of these homes feature beautiful outdoor spaces, allowing residents to enjoy the scenic views of the surrounding hills and the serene lake.

Living in Lake Oswego means access to top-rated schools, a thriving arts scene, and a plethora of dining and shopping options. The city's commitment to maintaining its natural surroundings is evident in its numerous parks and trails, making it a haven for outdoor enthusiasts. Whether you're kayaking on the lake, hiking through nearby forests, or simply enjoying a stroll in one of the many parks, Lake Oswego offers a lifestyle that celebrates both relaxation and adventure.

Discover your dream two-story home in this enchanting city, where comfort meets community, and every day feels like a getaway. Lake Oswego is not just a place to live; it's a place to thrive.

Newest Lake Oswego Homes with 2 Story Style

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 426296505 MLS

Set on a generous .22-acre lot in Lake Oswego's coveted Westlake neighborhood, this light-filled home offers a flexible floor plan, expansive outdoor space, and meaningful recent improvements. Southern exposure and new Marvin windows bring abundant natural light throughout, while generously sized rooms create a comfortable, open feel. The main level features multiple living spaces, including a formal living room and inviting family room with built-ins, wood-burning fireplace, and wood-beamed ceiling. A sunny breakfast nook overlooks the backyard, while the spacious main-floor den with French doors is ideal for an office, library, or flex space. A utility and mud room adds convenient storage. Upstairs, generously sized bedrooms provide plenty of room to spread out, complemented by newer carpeting and easily accessible attic storage. Major updates include the furnace, central AC, water heater, refrigerator, and carpeting, all approximately two years old, along with a recently fully encapsulated crawlspace. Outside, the private backyard offers room to entertain, garden, play, or relax among mature hydrangeas, roses, rhododendrons, and an ornamental cherry tree. Just minutes from Westlake Park, neighborhood walking and biking paths connect to Kruse Village and Mercato Grove, with convenient access to I-5, Highway 217, and the Lake Oswego School District.

5754 CHARLES CIR, Lake Oswego

$1,525,000

5 Beds ⋅ 3 Baths ⋅ 458522926 MLS

This extensively upgraded, turnkey home offers luxury living, smart technology, and an exceptional location directly across from East Waluga Park. With 5 bedrooms plus a bonus room and 3.1 bathrooms, the home features an open floor plan with luxury vinyl plank flooring and quartz countertops throughout. Main-level living includes a private ensuite bedroom with a walk-in closet and zero-entry shower—ideal for guests or multigenerational living. The chef’s kitchen includes refrigerator and freezer drawers and an oversized pantry with outlets, flowing seamlessly into the main living space. The flat, fully usable backyard is designed for year-round enjoyment with a covered porch featuring motorized screens, ceiling heater, wood-burning fireplace with gas assist, natural gas grill hookup, hot tub, artificial turf lawn, patio space, and storage shed. The luxurious primary suite is richly upgraded with a steam shower, freestanding soaking tub, double sinks, walk-in closet, heated floors, barn door with built-in mirror, Kohler smart toilet, and motorized Hunter Douglas blinds. Additional highlights include permanent app-controlled LED exterior lighting, whole-home Lutron lighting, smart locks, Nest thermostats, Cat6 wiring to every bedroom, portable generator wiring, and an oversized insulated garage with epoxy floors, EV charging, dog wash, tankless water heater, upgraded LiftMaster door, and dual-zone HVAC.

15628 QUARRY RD, Lake Oswego

$2,549,000

4 Beds ⋅ 4 Baths ⋅ 675897711 MLS

Experience timeless NW Contemporary-inspired design in this exceptional new construction featuring a detached garage with versatile bonus space above—perfect for an art studio, home office or gym. Thoughtfully designed for long-term flexibility, the home is elevator-ready, with the option to install a private elevator for an additional cost—offering the opportunity for enhanced accessibility and convenient multi-level living. Warm natural materials, clean architectural lines, and thoughtfully curated finishes create a sophisticated yet inviting home. The open-concept great room is anchored by a designer gas fireplace with tile surround and rift white oak mantel, while an impressive 15'6" multi-panel sliding door opens to a covered outdoor living area for seamless indoor-outdoor entertaining. The gourmet kitchen features rift white oak cabinetry, quartz countertops, an oversized island, walk-in pantry, and premium appliances including a 48" dual-fuel range and built-in refrigerator. A custom mudroom adds built-in storage and a convenient beverage center.A flexible main-level guest suite or office with French doors and ensuite bath offers privacy and versatility. Upstairs, the luxurious primary suite features vaulted ceilings, a custom walk-in closet, and spa-inspired bath with heated floors, dual shower heads, freestanding soaking tub, and heated towel bars. Two additional bedrooms, including one ensuite, and a beautifully appointed laundry room complete the upper level. Outside, enjoy a covered patio with cedar tongue-and-groove ceiling, built-in gas fireplace, BBQ hookup, and pre-wiring for infrared heaters. Professionally landscaped grounds, exposed aggregate concrete, and designer lighting complete this thoughtfully designed home.

719 2ND ST, Lake Oswego

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 473888109 MLS

Welcome to an exceptional Lake Oswego home nestled on an oversized 15,000-square-foot cul-de-sac lot in the highly desirable Palisades neighborhood. Just three blocks from a swim and boat easement, this beautifully remodeled residence offers an outstanding combination of luxury, comfort, and Pacific Northwest lifestyle.Extensive recent remodeling showcases exceptional craftsmanship throughout, including custom Carey cabinetry in the kitchen and utility rooms, beautiful hardwood flooring, detailed millwork, and high-end finishes.The gourmet kitchen is truly the heart of the home, featuring top-of-the-line Sub-Zero, Wolf and Bosch appliances, including a Sub-Zero refrigerator, Wolf oven and cooktop, Bosch dishwasher, and built-in microwave. A massive center island with soapstone countertops and an eating bar provides the perfect gathering space, while the walk-in pantry and spacious dining nook make everyday living and entertaining effortless.The main level features beautiful hardwood floors throughout, complemented by exquisite architectural details including crown molding, wood paneling, wainscoting, coved doorways and transom windows. A stunning den offers custom built-in bookshelves, a distinctive barrel ceiling and French doors—ideal for a home office or quiet retreat.The luxurious primary suite provides a spa-like escape, complete with top-of-the-line fixtures, a walk-in shower, soaking tub, slate flooring and elegant Carrera marble countertops.Additional highlights include two fireplaces, a huge bonus room above the garage, fresh interior paint throughout, and two newer furnaces and air-conditioning systems, providing separate comfort control for the upstairs and downstairs.Located within the award-winning Lake Oswego School District, this home is ideally situated near schools, parks, dog parks, shopping, dining and major freeways. With the rare combination of a large cul-de-sac lot, extensive high-end remodeling, exceptional architectural details.

16193 MATTHEW CT, Lake Oswego

$899,000

4 Beds ⋅ 2 Baths ⋅ 543954739 MLS

Extensively updated Lake Oswego home with a flexible floor plan and major improvements already complete. The kitchen, family room and laundry room were remodeled in 2021, creating a bright, functional everyday living space with extensive cabinetry, quartz counters and an updated gas fireplace. Two additional bathrooms were also remodeled in 2021, followed by the primary bath in 2024 with double vanity and oversized walk-in shower. The main level offers separate formal living and dining rooms, while four bedrooms upstairs provide plenty of flexibility for bedrooms, office or guest space. Outside, enjoy a fully fenced backyard with mature landscaping, lawn and patio for outdoor dining and entertaining. Additional updates include a new roof (2017), furnace and A/C (2018), appliances (2021), fence (2022), new blinds throughout with select motorized blinds (2024), and updated stair banister (2025). Located in an established Lake Oswego neighborhood convenient to parks, schools, shopping and everyday amenities. No HOA.

15611 PARTRIDGE DR, Lake Oswego

$1,799,000

3 Beds ⋅ 2 Baths ⋅ 594368662 MLS

Tucked into a lush, wooded setting just minutes from downtown Lake Oswego, this beautifully reimagined 1951 home feels like a private retreat in the heart of the city. Extensively renovated over the past six years, it pairs warm, timeless character with clean, modern updates and an exceptional level of thoughtful improvement.Light-filled interiors connect beautifully to the surrounding trees. A remodeled kitchen/greatroom anchors the main level, along with a serene primary suite featuring a fully renovated bath with heated floors. A private office or yoga studio out back offers a peaceful, sun-filled place to work or recharge.Downstairs, heated floors extend throughout, with a home theater and blackout shades, two additional bedrooms, a renovated bath, and a sauna. Outside, a saltwater hot tub and temperature-controlled outdoor shower overlook terraced gardens, meandering pathways, and a stream, creating a wonderfully private and peaceful setting.Major improvements include a new roof, furnace and A/C, foundation work, solar panels (owned), FranklinWH battery system, standby generator, and brand-new two-car garage with EV parking—all completed by owners creating a home for the long term.Downtown Lake Oswego’s restaurants, shops and cafés are just a short stroll away, while optional membership to the nearby deeded Lakewood Bay Community easement offers swimming, a diving board, SUP/kayak storage, and boat slips by waitlist. A rare combination of design, nature, walkability and everyday comfort, 752 Lake Forest Drive feels beautifully grounded, thoughtfully updated and ready to enjoy.

752 LAKE FOREST DR, Lake Oswego

$1,549,000

5 Beds ⋅ 3 Baths ⋅ 408158986 MLS

Lake days start at home. Tucked into a private, tree-lined setting on Lake Oswego’s Main Lake Canal, this updated mid-century home blends waterfront living, flexible space, and a relaxed sense of privacy. Hardwood floors, vaulted ceilings, a fireplace, and large windows bring warmth and character to the main living area. The updated kitchen features granite countertops, stainless steel appliances, a generous island, and an easy connection to the dining and bonus spaces—ready for entertaining or laid-back weekends at home. Two ensuite bedrooms are located on the main level, including the primary suite, offering comfortable single-level living. Laundry on both floors keeps things practical, while the daylight lower level adds three bedrooms, a family room, abundant storage, and a separate entrance. The layout is especially well suited for multigenerational living, aging parents, extended guests, or anyone wanting more independent spaces under one roof. There’s room to spread out while still staying connected. Outside, life naturally gravitates toward the water. Start the morning with a boat ride for coffee, spend the afternoon cruising Main Lake, head out for dinner by water, or unwind at your own private dock. With no backyard neighbors in sight, the setting feels peaceful, protected, and distinctly yours. Newer exterior paint, updated Trex decking and dock, and a whole-house Generac generator connected to natural gas add valuable peace of mind. Neighborhood tennis courts offer another way to enjoy the Lake Oswego lifestyle. Private waterfront. Main-level living. Multigenerational flexibility. Room for everyone. This isn’t simply a home on the lake, it’s an invitation to live Lake Oswego the way it was meant to be lived.

18148 PIONEER CT, Lake Oswego

$850,000

4 Beds ⋅ 2 Baths ⋅ 774536674 MLS

Desirable Palisades neighborhood. Built in 1974, this unique floor plan features a bright ground-floor living room with vaulted ceilings, large windows, french doors and a dramatic second-floor mezzanine living room that overlooks the space below. Wood burning fireplace, natural gas forced air heat, central AC, and wood floors throughout. With primary bedrooms on both the ground and second floor this 4 bedroom home offers exceptional versatility for multi-generational living, guests, or a private home office. Each floor offers a full hall bath. Enjoy the Japanese-inspired garden, a peaceful retreat for relaxing, entertaining, or enjoying nature and privacy. Brand new roof, fresh paint throughout, $50,000 cedar fencing and automatic gate. Lots of parking and turnaround space all behind a private gated driveway. Lake and swim easement eligible for Palisades Park. Convenient access to parks, schools, shopping and I-5. No HOA. Seller is related to broker.

1858 SOUTHSHORE BLVD, Lake Oswego

$1,290,000

4 Beds ⋅ 3 Baths ⋅ 359824358 MLS

Unique corner-lot home in Westlake's Brighton neighborhood, featuring a two-story family room with a wall of built-ins and a remodeled kitchen with quartz island and Miele gas range. Hardwoods throughout, with wainscoting and crown molding adding polish. A main-level den with closet and full bath adds flexibility, while four bedrooms upstairs include an oversized one that works beautifully as a second family room or bonus space — plus an updated bath with quartz counters. Entertain year-round in the backyard with a covered gazebo, fire pit, and dedicated BBQ area with gas hookup. EV charger and central vac included. Minutes to Oak Creek Elementary, neighborhood park, I-5, and 217.

5308 SOUTHWOOD DR, Lake Oswego

$849,900

4 Beds ⋅ 3 Baths ⋅ 298714577 MLS

Expansive views set the stage for this spacious Mt. Park home, thoughtfully designed with multiple living spaces, abundant natural light, & a versatile floor plan. More than $90K in improvements including full interior paint, designer carpet, a new HVAC system, updated lighting and hardware, new appliances, and more. A vaulted entry welcomes you inside, where soaring ceilings create an open and inviting atmosphere. The formal living room features French doors that open to the patio, extending the living space outdoors, while the separate family room offers built-in cabinetry, a fireplace, vaulted ceilings, and dramatic floor-to-ceiling windows. The kitchen provides generous granite counter space, a butler’s pantry, an island with bar seating, and stainless-steel appliances, including a new cooktop, refrigerator, and dishwasher. Just off the kitchen, the breakfast nook opens to the deck, creating an inviting setting for casual meals while enjoying the surrounding scenery. A dedicated formal dining room with classic wainscoting provides an elegant space for holidays, dinner parties, and special occasions. Upstairs, the generous primary suite offers a private place to unwind, complete with French doors, a walk-in closet, & an ensuite bathroom featuring new Italian tile flooring, professionally refinished vanities, soaking tub, and separate shower. Two additional bedrooms share a convenient Jack-and-Jill bathroom, while the fourth bedroom includes its own private ensuite, providing added comfort and privacy for guests. Enjoy the 3-car garage with a professionally coated floor, refreshed landscaping including a seasonal garden bed, drip irrigation, & a freshly stained deck. Enjoy access to Mt. Park’s extensive community amenities, including tennis courts, fitness center, pool, trails, parks & more. Come see it for yourself!

14 MORNINGVIEW CIR, Lake Oswego

$2,699,900

5 Beds ⋅ 5 Baths ⋅ 369813228 MLS

This elegant 5-bedroom, 5.5-bath new construction sits in a private, tree-lined setting, blending thoughtful design, quality materials, and superior craftsmanship into a home that is as livable as it is beautiful. A dramatic two-story great room sets the tone, anchored by a soaring marble-tiled fireplace, built-in wood shelving, and a wall of windows framing serene, tree-lined views. Wide-plank hardwoods, vaulted ceilings, and an open-concept layout carry the light-filled, airy feel throughout the main floor. The sleek chef's kitchen is a showstopper—featuring custom cabinetry, quartz countertops, an 8-burner Wolf gas range, Sub-Zero built-in refrigerator, wine cooler and two Bosch dishwashers, plus a massive eat-in island with seating for six, perfect for entertaining. A large walk-in pantry with sink and beverage cooler adds everyday storage and function. Rounding out the main floor are a private office, guest bedroom with full bath, a formal dining room and a mud room. Upstairs, the primary suite impresses with a spa-inspired ensuite bath, a statement soaking tub, dual vanities, and a spacious walk-in closet, joined by three additional bedrooms (two ensuite), a bonus room, and a well-appointed laundry room. Outdoor living shines with a covered patio featuring a gas fireplace and heaters. Additional features include central A/C, 3-car garage, and a beautifully landscaped yard. Located just minutes from Lake Oswego's premier shops, restaurants, and top-rated schools—this is new construction luxury, refined.

17950 KELOK RD, Lake Oswego

$310,000

2 Beds ⋅ 1 Baths ⋅ 198720162 MLS

Move in ready condo in a great small complex close to everything! Unit has been updated with interior paint, flooring, appliances. Spacious vaulted ceilings in the living space, updated kitchen, nice deck. Complex has summer time use pool and is close to the public lake access. Full exterior updates in recent years-siding, trim, windows, exterior paint, roof, decks. One covered parking space and storage.

4620 LOWER DR, Lake Oswego

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