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

$2,300,000
5 Beds 5 Baths 592516882 MLS
Welcome to an exceptional waterfront property in coveted Beaver Lake Estates, a private gated community where nature, recreation, and tranquility come together. Set on 3 beautifully maintained acres with access to a 55-acre private lake, this remarkable property offers an uncommon combination of privacy, space, and versatility. The light-filled main level was designed to embrace the setting, with beautiful lake views from nearly every room. The renovated kitchen takes full advantage of the views, while new flooring flows throughout the main floor. Completely renovated down to the studs in 2019, the spacious main-floor primary suite provides a peaceful and private escape. An additional main-floor office offers wonderful flexibility and can easily serve as an additional bedroom, guest room, or dedicated workspace. Main-level laundry, abundant storage, and a thoughtful floor plan make everyday living easy. Upstairs are three additional bedrooms, including an ensuite and two bedrooms connected by a Jack-and-Jill bath. A massive bonus room offers endless possibilities as a media or game room, home gym, office, or additional gathering space.Outside, relax beneath the gazebo overlooking the lake, enjoy the expansive grounds, or take advantage of Beaver Lake Estates' walking trails, common areas, and private lake access. Adding exceptional value and flexibility is a detached 2,300-square-foot ADU with a kitchenette, beautiful lake views, its own four-car garage, and RV parking. An incredible space for guests, multigenerational living, entertaining, working from home, or storing vehicles and recreational toys. Meticulously maintained and thoughtfully cared for, this is more than a beautiful home—it's a rare opportunity to experience waterfront living, acreage, privacy, and extraordinary flexibility in one truly special Beaver Lake Estates property.

20108 S DRIFTWOOD DR, Oregon City

$3,795,000
5 Beds 3 Baths 552416503 MLS
Singing Hills Stables is a distinguished 21+ acre gated equestrian estate nestled amid lush, private landscapes and conveniently located just 7 minutes from downtown Oregon City and approximately 30 minutes from PDX. The property offers an exceptional combination of equestrian facilities, estate living, income potential, and complete off-grid infrastructure. Established in 1968, this renowned facility features 55 spacious stalls, hay loft, indoor arena with viewing room and office space, covered round pen, outdoor red-pumice track, irrigated pastures, CO2 system, four substantial run-in barns, and extensive infrastructure supporting a variety of equestrian and agricultural operations. The estate includes three separate detached residences, making it ideal for multi-generational living, a family compound, caretaker or trainer accommodations, guest lodging, or income streams. The primary residence is a distinctive 3-bedroom, 3.1-bath home with 6,000 square feet of living space, multiple balconies, a swimming pool, and tranquil pond views. A charming detached 1-bedroom, 1-bath guest house includes an attached tennis court and lounge area. At the opposite end of the property, the 3-bedroom, 2-bath house features walls of windows overlooking the turnout pastures and barns. Additional improvements include worker quarters, a greenhouse, space for poultry, picturesque garden gazebos, and a spacious workshop with multiple bay doors, RV storage, lift crane, office space, and bathroom. Extensive on-site hydroelectric and solar systems provide complete off-grid capabilities, enhancing operational convenience, resilience, and self-sufficiency. Surrounded by woodlands and thoughtfully maintained grounds, Singing Hills Stables offers rare flexibility for equestrian operations, private estate living, agricultural use, or a potential venue destination. A truly unique opportunity to own a well-established and highly versatile compound close to Portland. Showings by appointment only

22396 S PARROT CREEK RD, Oregon City

$9,999,999
5 Beds 5 Baths 112851797 MLS
Few settings capture the beauty of the Pacific Northwest as effortlessly as this private 25-acre estate, where uninterrupted views of Mt. Hood provide an extraordinary backdrop to a residence of exceptional craftsmanship and enduring design. Set within impeccably maintained grounds, the estate offers a rare balance of privacy, scale, and refinement. Every element of the home reflects a commitment to quality, from its clean architectural lines and carefully selected materials to interiors designed with equal attention to beauty and function. Thoughtfully proportioned living spaces create an effortless flow for both everyday living and sophisticated entertaining, while timeless finishes and meticulous craftsmanship define the character of the residence.The landscape is as thoughtfully composed as the home itself. A serene Koi pond serves as the centerpiece of the grounds, surrounded by sweeping lawns, mature trees, and gardens maintained with extraordinary care. The estate unfolds with a quiet sense of permanence, where every view and every outdoor space has been considered. A beautifully appointed guest residence provides private accommodations for family and visitors. The expansive eight-car garage offers exceptional space for automotive collections, while the substantial barn and workshop complement the estate with remarkable versatility, equally suited for collectors, equestrian pursuits, creative endeavors, or recreational storage. Offering exceptional privacy, iconic Mt. Hood views, extraordinary amenities, and a standard of craftsmanship rarely encountered, this is an estate distinguished not only by its setting, but by the quality with which it has been conceived, built, and maintained. It represents an exceptional opportunity to own one of the Pacific Northwest's most remarkable private residences.

19891 S MOSIER RD, Oregon City

$2,590,000
5 Beds 4 Baths 788203394 MLS
Featured in the landmark 50th anniversary of the Street of Dreams, Skywalker is a masterclass in scale, warmth, and refined modern luxury. Created by a renowned multi-year Street of Dreams builder, this 4,800-square-foot residence is defined by white oak, natural stone, metalwork, and layered light. Custom iron and steel exterior doors introduce the soaring two-story great room, where engineered white oak ceilings, white oak flooring, expansive glass, sculptural built-ins, and a commanding gas fireplace create presence and intimacy. The kitchen is anchored by an oversized Taj Mahal quartzite island with generous seating and prep space. Custom rift white oak cabinetry integrates commercial-grade JennAir refrigeration, including a built-in refrigerator and wine cooler, while a 48-inch GE Monogram range with double convection ovens, statement range hood, pot filler, and extensive butler’s pantry complete the culinary experience. A multi-panel folding door opens to an extensive covered patio overlooking the valley, where sunset views, an outdoor kitchen and bar, a statement fireplace, and intimate seating areas create a setting equally suited to entertaining and quiet nights at home. Just off the patio, a versatile bonus room adapts to recreation, wellness, work, or entertaining, with an underground wine cellar and lounge below. The main-level primary suite is a serene retreat beneath a vaulted ceiling, with a generous walk-in closet and spa-inspired ensuite featuring a freestanding soaking tub, curbless double shower, dual vanity, and in-suite washer and dryer. Just off the entry, a private office framed by extensive built-ins and abundant windows offers a light-filled setting for focused work or quiet retreat. Upstairs, the signature skybridge overlooks the great room and connects three additional bedrooms, an expansive home theater, and a laundry room. Designer-selected tile, custom fixtures, and high-end RH lighting throughout ensure every finish feels refined.

16090 Kaylyn DR, Oregon City

$644,900
5 Beds 3 Baths 330951264 MLS
Welcome to Serres Farms, the newest community in desirable Oregon City and site of the 2026 Street of Dreams! 16071 Serres Farms Way is a thoughtfully designed new construction home by trusted local builder Forrest Ridge Homes, known for quality craftsmanship, energy-efficient builds, and attention to detail. Offering 5 bedrooms, 3 full bathrooms, one bedroom main-floor, and 2,319 square feet of stylish, functional living space, this home perfectly balances modern design with everyday comfort. The open-concept main level is made for both entertaining and daily living, featuring durable laminate flooring, abundant natural light, and a spacious living room with a beautiful fireplace and designer accent wall. The kitchen impresses with quartz countertops, stainless steel appliances, a large island, and a full wall of cabinetry with floating shelves- offering exceptional storage and designer appeal. Upstairs, the primary suite is a true retreat with a private ensuite, large walk-in closet, and accent wall. Three additional bedrooms, a full bathroom, and laundry room. Built with comfort and efficiency in mind, the home includes heating and air conditioning, an EnviroDri weather barrier system, solar-ready construction, garage door opener, and a fully fenced, landscaped backyard with irrigation. A builder-paid interest rate buydown adds exceptional value from day one. Situated in the sought-after Park Place area near parks, shopping, dining, and schools- come discover why so many buyers are choosing Serres Farms as their place to call home.

16071 Serres Farms WAY, Oregon City

$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 award winning 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 bathroom, 4,212 sqft 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

$975,000
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

$710,000
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

$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

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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.