Oregon City, OR Real Estate Search

Oregon City, OR 5 Bedroom Homes for Sale

Oregon City, OR, offers a diverse selection of 5-bedroom homes that cater to families and individuals seeking spacious living options in a picturesque setting. Nestled along the banks of the Willamette River, this charming city combines a rich historical backdrop with modern amenities. Homebuyers can explore a variety of architectural styles, from contemporary designs to classic craftsman homes, all set within peaceful neighborhoods that boast excellent schools, parks, and community events. Moreover, Oregon City's proximity to Portland provides residents with easy access to urban conveniences while still enjoying a suburban lifestyle. With opportunities for outdoor recreation and a vibrant local culture, the 5-bedroom homes for sale in Oregon City represent a unique opportunity for those looking to settle in a welcoming community.

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Newest Oregon City, OR 5 Bedroom Homes for Sale

$2,349,900
5 Beds 5 Baths 514335614 MLS
Presenting The Summit, the 2026 Street of Dreams Showcase Home, crafted by a multi-year Street of Dreams builder and the 2025 Builder of the Year. Perched atop a private quarter acre homesite with commanding city lights, bridge, territorial, valley, and unforgettable sunset views, this extraordinary 5 bedroom, 5.5 bath, 4,212 SF estate is a masterclass in modern mountain architecture, balancing bold design, exceptional craftsmanship, and effortless livability. Striking A frame rooflines, warm cedar, rich brick, and natural textures create an unforgettable arrival. Inside, soaring vaulted ceilings and walls of glass flood the interiors with natural light while framing breathtaking vistas. The vaulted great room, anchored by a statement fireplace, flows into a chef's kitchen with professional grade gas appliances, an oversized island, butler's pantry, and illuminated glass wine display. Expansive glass doors open to a vaulted covered outdoor living room with its own fireplace, creating a memorable setting for quiet mornings, sunset dinners, and year round entertaining above the valley. The main level primary suite offers a private fireplace, spa inspired bath with heated floors, and generous walk in closet. A flexible main level office or fifth bedroom adds versatility, while a guest retreat with its own fireplace, kitchenette, ensuite bath, walk in closet, and private patio provides comfort for extended stays or multigenerational living. Upstairs, two additional bedrooms share a full bath alongside a vaulted game room overlooking the living spaces below. A dedicated wellness retreat features a private sauna, built in cold plunge, fitness studio, and full bath. A rare oversized three car garage completes the home. Nestled within prestigious Serres Farms among estate caliber properties, The Summit is a defining expression of modern Northwest architecture where breathtaking views, elevated design, and thoughtful livability leave a lasting impression.

16083 Kaylyn DR, Oregon City

$1,050,000
5 Beds 3 Baths 522298672 MLS
Experience luxury living in this meticulously maintained custom residence offering 4,890 square feet of thoughtfully designed living space on a private, beautifully landscaped .31-acre lot. With 5 spacious bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage, this exceptional home perfectly balances an open-concept design with thoughtfully separated living spaces for both entertaining and everyday comfort.Walls of expansive windows fill the home with natural light while capturing breathtaking seasonal views of downtown Portland, the West Hills, the Willamette River, and the surrounding landscape. Rich hardwood floors, elegant quartz countertops, a Presidential roof, and four inviting gas fireplaces create a timeless blend of luxury and warmth throughout the home.The chef's kitchen is appointed with premium stainless steel appliances, including an integrated panel-ready Sub-Zero refrigerator that blends seamlessly into the custom cabinetry. Downstairs, a fully equipped second kitchen with stainless steel appliances provides outstanding flexibility for multi-generational living, extended guests, or entertaining.The luxurious primary suite serves as a private retreat, featuring its own balcony, a spacious walk-in closet, dual vanities, a jetted soaking tub, and a spa-inspired atmosphere. Additional highlights include a generous bonus room, dedicated workshop, sauna, abundant storage throughout, and multiple covered patios and balconies designed to embrace the peaceful surroundings.Step outside to enjoy lush, mature landscaping, fruit trees, expansive patios, RV parking, and exceptional privacy, creating your own personal oasis just minutes from everything. Conveniently located near parks, top-rated schools, shopping, dining, and entertainment, this remarkable property offers the perfect combination of luxury, functionality, and location.

704 SUMMIT ST, Oregon City

$739,900
5 Beds 2 Baths 672450473 MLS
Lender paid buydown for concession available. Main-Level Living in Opulent Oregon City! Welcome to this beautifully maintained home, perfectly situated on an expansive, nearly quarter-acre lot. From the moment you step inside, you are greeted by rich hardwood floors and an abundance of natural light pouring through generous windows. The heart of the home is an open living room featuring soaring vaulted ceilings and a cozy gas fireplace, flanked by elegant, newly installed built-in cabinets (November 2024).The chef's kitchen is fully equipped for culinary adventures and easy entertaining, boasting a gas cooktop, an inviting eating bar, a dedicated dining area, and a wealth of storage and pantry cupboards. Retreat to the main-level primary ensuite, a true sanctuary featuring dual sinks, a deep soaker tub, a spacious walk-in closet, and a rare, attached flex space—ideal for a private home office, den, or nursery. Upstairs features a massive bonus room alongside well-appointed bedrooms, all refreshed with brand-new carpeting (June 2024). Storage throughout the entire home is exceptionally abundant. This home would be ideal for multi-generational living. Step outside to your massive, fully fenced backyard (new fence April 2024). Whether you dream of vibrant garden beds, lively summer BBQs, or peaceful evening gatherings, this premium outdoor space can host it all. This home has been meticulously cared for, offering the next owner incredible value with major capital improvements already completed. Well established neighborhood, within 4 blocks of the remodeled Holcomb Elementary along the newly installed "Safe Route to School". Don't miss this special opportunity!

16288 BARLOW DR, Oregon City

$775,000
5 Beds 3 Baths 128941583 MLS
Expansive remodeled daylight ranch in Forest Creek Park, where mid-century scale meets the beauty of the PNW. Nestled among mature trees and abundant wildlife, the home embraces its private, park-like setting w/ generous living spaces, a seamless connection to nature and a distinct resort-like feel. Inside, walls came down and the family, dining and living rooms opened up—now flowing together around a fully remodeled kitchen to create one expansive, interconnected space for everyday living and entertaining. At the center: new cabinetry, endless quartz counters, SS appliances, bar seating, wine cooler and wet bar/prep sink. The main floor also holds 3 beds and 2 fully remodeled baths, including a spacious primary suite w/ private en-suite. Downstairs, the sprawl continues w/ a second family room, wood-burning stove, separate entrance and slider to the backyard. A complete second kitchen w/ quartz counters, new SS appliances and bar seating makes the lower level exceptionally versatile for guests, extended family or multigenerational living. Two additional beds--one with bespoke reading nook--and a full bath complete the lower level. Outside, gather around the custom-built, boulder-embedded fire pit, beset by greenbelt and forest. Wander directly out into miles of wooded Forest Creek trails. Just kitty-corner from the home: the community center, pool, basketball/pickleball courts, playground, field, and RV/boat parking—all included FREE for HOA members. FCP sits just off Hwy 213 and across from Stone Creek Golf Club, one of Oregon’s best irrigated, year-round public courses. Major infrastructure updates include NEW roof, electrical panel, radon mitigation system, septic tank, etc. A rare home in a setting that feels worlds away, where deer (see end of video for deer sighting!), rabbits, and quail roam the grounds and coyotes call out from the woods. Thoughtfully remodeled and immersed in nature—this is a home and setting unlike anything else on the market.

21050 S MOSSY ROCK CT, Oregon City

$4,999,950
5 Beds 4 Baths 424612894 MLS
Grace Meadows — an extraordinary private estate that consists of a fully remodeled main home, separate guest home, shop and an impressive 15Ksqft heated pavilion across 51 rolling acres. Perfectly balanced between complete seclusion and effortless access to Oregon City, Canby, West Linn and just 20 miles to PDX. Enter a gated sanctuary of sweeping pastures, wide-open skies and unparalleled architectural character. The remodeled 3,248sqft main residence is an entertainer’s dream with an open-concept floor plan centered on a gourmet kitchen whose ideal sink vantage looks out over gentle fields. Soaring vaulted ceilings, gleaming hardwoods and thoughtful designer finishes define the living spaces. The home offers two bedrooms, a flexible bonus room, and four bathrooms (two full, two half). The primary suite is a private retreat with a dual-sided fireplace, built-in steam shower, and an exquisitely organized walk-in dressing room. Practical luxury continues with a detached pull-through three-car garage, generous mudroom, and abundant storage. Across the entry plaza, a fully independent 3,200sqft farmhouse provides ideal multigenerational or guest accommodations — three bedrooms, two bathrooms and attached garage for complete privacy and convenience. For makers and enthusiasts, a heated three-bay workshop is outfitted with a full lift, air compressor, and half bath to support any project. The crown jewel is the dramatic grand showroom: framed in historic old-growth timber with custom copper accents, flooded with natural light, and anchored by a sweeping spiral staircase and rooftop viewing opportunities. This flexible, cathedral-like space is perfect for showcasing collections, creating art, entertaining at scale, or pursuing agricultural and commercial visions. This is a rare, expansive canvas for a sanctuary estate—well appointed, infinitely adaptable, and supremely private. Showings by appointment only. Owner would consider seller financing.

21187 S LELAND RD, Oregon City

$699,900
5 Beds 2 Baths 355147631 MLS
Impeccably maintained home with gated RV/Boat parking in one of Oregon City's most desirable neighborhoods! This quality constructed home is conveniently located near parks, schools and some of the best shopping in the area. The spacious floor plan with high ceilings is warm and inviting with beautiful luxury vinyl plank floors flowing seamlessly into a great room with gas fireplace and large kitchen with ample counterspace, stainless steel appliances, pantry and storage. French doors from the kitchen open to a covered deck with hot tub and private outdoor living space, perfectly designed for entertaining. The upper level features 5 bedrooms, full guest bath and a very spacious primary suite with vaulted ceilings, his & hers walk-in closets, dual vanities, soaking tub and walk-in shower. The exterior of the home was painted in the Fall of 2023 and new interior paint throughout in 2024 including kitchen cabinets, as well as new flooring, gas furnace, all stainless steel kitchen appliances and washer/dryer. The backyard is fully fenced with double gates at the concrete RV/Boat parking, and front/back sprinkler system. Located just minutes to charming Old Town Oregon City with it's quaint shops & bistros as well as the Clackamas and Willamette Rivers with boating, kayaking and some of the best salmon and steelhead fishing within miles. This convenient location also has easy freeway access for quick commutes around the Portland metro area and to PDX.

14368 TALAWA DR, Oregon City

$899,000
5 Beds 3 Baths 755046070 MLS
Tucked into the quiet Barlow Crest neighborhood of Oregon City, this beautifully crafted custom home (built in 2002) offers exceptional flexibility with a private ADU—ideal for multigenerational living, guests, or extended stay comfort.Inside the main home, cherry hardwood floors flow through most of the main level and lead to a grand living room featuring soaring ceilings, oversized windows, and custom built-ins surrounding a cozy gas fireplace. The spacious kitchen is designed to impress with stainless steel appliances, a cook island, eat bar, granite countertops, custom backsplash, built-in oven, and a sunny breakfast nook. Sliding glass doors open to a covered custom Trex deck—perfect for year-round entertaining. A formal dining room adds the perfect touch for hosting.Up the grand staircase you’ll find four bedrooms, including a generous primary suite with vaulted ceilings, a walk-in closet, jetted tub, tiled floors, double-sink vanity, and a walk-in shower. A large bonus room with vaulted ceilings and custom built-ins completes the upper level.The separate ADU is bright and welcoming with newer laminate flooring, vaulted ceilings, a solar tube, kitchen, living room, and a private primary suite with double closets and a bathroom featuring a tile-surround walk-in shower. Thoughtfully designed with space for mobility.Set on a spacious corner lot with a three-car garage, manageable landscaping, and a fully fenced backyard—plus you’re just minutes to the freeway, shopping, and dining. This is the rare home that truly has it all.

16110 TRAIL DR, Oregon City

$839,900
5 Beds 3 Baths 300563374 MLS
This newer luxury home in Sunnybrook Ridge has it all! It features a gorgeous yard and great location, with easy access to schools, shopping, and I-205. The inviting front porch welcomes you and your guests in from the moment they arrive. The grand entrance has high ceilings and an art nook. The office is located near the entrance with a door that provides privacy for your workspace. The great room features high ceilings, a cozy gas fireplace, built-in bookshelves, and large windows to let the light shine. The dining room is elegant and offers engineered hardwood floors and high ceilings. The gourmet kitchen is appointed with high end stainless steel appliances, quartz counter tops and a huge island. The pantry is handy for all your baking or cooking needs and the garage is adjacent for easy access with incoming groceries and supplies. There is a door to the covered patio BBQ area plus a fully fenced backyard. Upstairs the primary suite won't disappoint, with a view of the backyard oasis. Amenities include double sinks, a walk-in closet, and a luxurious soak tub with a separate rain head shower. There are also four additional bedrooms and two full baths upstairs. The laundry room is conveniently located upstairs as well. The attached three car garage has an opener. There is central air-conditioning for cool summer living. The community has NO HOA or HOA fees! This home is as gorgeous as it looks; come and see it today!

15928 STABLES PL, Oregon City

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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.