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18191 S HOLLY LN, Oregon City
$920,000
4 Beds ⋅ 4 Baths ⋅ 476332231 MLS
~OREGON CITY ACREAGE RETREAT WITH TWO OUTBUILDINGS, FLEXIBLE LIVING & PRIVACY~Discover the freedom of country living at 18191 S Holly Lane, a spacious 4-bedroom, 4-bath home situated on approximately 4.91 private acres in Oregon City, Oregon.Designed for those who value space, privacy, and versatility, this property offers generous living areas filled with natural light, four upstairs bedrooms, and separate lower-level living quarters ideal for guests, extended household living, or multigenerational needs. Home could live as 6 bedrooms with two bedrooms in the lower level-non conforming. The primary suite features a spacious bathroom, generous closet, and private balcony with a peek of Mt. Hood. Expansive decks overlook the surrounding greenery, creating inviting spaces for outdoor dining, entertaining, or simply enjoying the peaceful setting.A standout feature is the property's two substantial outbuildings. The 24' x 60' detached shop offers room for vehicles, equipment, storage, and hobbies. A second 30' x 50' outbuilding includes electricity, water, heat, a kitchen, and bathroom, providing flexible space for projects, recreation, or creative pursuits.Outdoor enthusiasts and gardeners will appreciate the raised garden beds, fruit trees, berry bushes, and natural surroundings. Additional highlights include parking for up to eight vehicles and solar panels that help offset electricity costs.Enjoy the privacy of a rural Oregon City property while remaining within reach of shopping, dining, and everyday conveniences. Whether you're looking for an acreage home with a large shop, space for multigenerational living, or a peaceful retreat with room for your interests, 18191 S Holly Lane offers a distinctive combination of space, flexibility, and lifestyle.

18191 S HOLLY LN, Oregon City

14457 S STONERIDGE DR, Oregon City
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 274351565 MLS
A rare offering where luxury living meets the beauty of Stone Creek Golf Course! Situated on 1.29 lush, professionally landscaped acres in a private gated community, this home is truly special. The dream kitchen was completely remodeled top to bottom in 2023, showcasing beautiful designer tile, soft sophisticated colors, high-end appliances, a fabulous oversized island made for gathering, and a spacious walk-in pantry. Perfect for the upcoming holidays! Refinished hardwood floors enhance the main-level great room. The primary suite features a private balcony overlooking the grounds and golf course. Downstairs, a spacious family room, flex spaces, 3 more bedrooms & access to the backyard, sports court and a charming pathway leading to a sweet courtyard firepit area. Enjoying Mt. Hood views from the deck, the beauty of the fairways, gracious living spaces and the privacy of a gated community is just the beginning of what you'll love about calling this exceptional property home!

14457 S STONERIDGE DR, Oregon City

18242 S GRASLE RD, Oregon City
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 425355984 MLS
Originally featured in the 2007 Street of Dreams, “Austlynn” is a French-inspired custom estate on 2.38 private, level acres with spectacular views of Mt. Hood and the surrounding countryside. Offering approximately 7,000 sq ft, the home is filled with natural light, with expansive windows framing the mountain and surrounding landscape. Imported timber beams, travertine floors, Crema Marfil marble, four fireplaces and beautiful custom woodwork reflect the quality of craftsmanship throughout. The main living spaces are generous and inviting, with a chef’s kitchen featuring professional Viking appliances, dual islands, a pot filler and an antique hand-carved cabinet imported from France. Four bedrooms, each with an en suite bathroom, offer comfort and privacy, with Mt. Hood views from three of the suites. An office and separate den provide additional space for work or relaxation. The lower level is designed for entertaining, with a temperature-controlled wine cellar, custom fossil stone bar, lounge and game room, opening directly to the grounds. Expansive terraces offer outdoor dining and entertaining with a Viking grill and wood-burning fireplace. Professionally landscaped gardens, water features, a circular drive and three-car garage complete this distinctive Oregon City estate.

18242 S GRASLE RD, Oregon City

12625 S NEW ERA RD, Oregon City
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 424391111 MLS
A rare opportunity to own a substantial newer estate on 10 level acres in an exceptional close-in location. Thoughtfully designed with real life living in mind, this high-quality home offers generous, well-planned spaces that comfortably support multigenerational living while still allowing privacy and ease for everyone in the household.The gated entry provides a sense of privacy and peace of mind, while the fully usable level acreage is a true asset offering room for recreation, animals, gardening, or future improvements. The grounds are beautifully and meticulously landscaped, creating a welcoming sense of arrival and an elevated outdoor living experience that complements the home’s quality and setting.A standout feature of the property is the attached ADU, providing excellent flexibility for extended family, guests, or independent living while remaining close to the main home. In addition, the oversized 4-car garage offers exceptional everyday functionality with ample space for vehicles, storage, and organization.All of this is set in a highly desirable close-in location just minutes from town, making daily conveniences easily accessible without sacrificing space or breathing room.A major highlight of the property is the newly constructed 74' x 48' shop. Exceptionally sized and well executed, it provides outstanding flexibility for vehicles, RV storage, equipment, hobbies, projects, or business use. It is a rare feature that meaningfully enhances the overall functionality of the property.Combining newer construction, quality craftsmanship, highly usable land, and thoughtful additional structures, this estate offers a level of practicality and completeness that is increasingly difficult to find. It is an ideal fit for those who need space for multiple generations, value substantial storage and workspace, and want the comfort of acreage living with the convenience of a close-in location.

12625 S NEW ERA RD, Oregon City

16090 Kaylyn DR, Oregon City
$2,440,000
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

152 WARNER PARROTT RD, Oregon City
$725,000
6 Beds ⋅ 4 Baths ⋅ 665548820 MLS
Potential duplex or ADU development; buyer to due diligence. Beautifully updated home with extensive improvements throughout, offering both modern comfort and exceptional outdoor amenities.Major upgrades include a newer water heater, furnace, and heat pump (2023), all new windows, new plumbing (2023), new ductwork (2023), a new electrical panel (2026) with newer sub-panel, and new siding and exterior paint (2026). The upstairs has been remodeled, and all bathrooms were tastefully updated in 2023.Outside, you'll find a gardener's and homesteader's dream with raised garden beds, a chicken coop, and an abundance of fruit-bearing plants, including apple, pear, and cherry trees, along with grapes, blueberries, huckleberries, and raspberries. The property also features a large detached garage and ample parking for vehicles, RVs, trailers, or recreational equipment.This move-in-ready home combines significant system upgrades with charming outdoor living spaces, making it a rare opportunity for those seeking comfort, functionality, and self-sufficiency.

152 WARNER PARROTT RD, Oregon City

17220 S RADFORDS VIEW LN, Oregon City
$1,695,000
6 Beds ⋅ 4 Baths ⋅ 581593762 MLS
Experience luxury country living with breathtaking views and exceptional year-round comfort. This custom-built Craftsman home blends high-end design with remarkable energy performance, creating a retreat that feels as good as it looks.Enjoy a vaulted living room with a dramatic floor-to-ceiling stone fireplace, a gourmet kitchen built for gathering, and a spa-inspired primary suite featuring a 12' x 12' walk-in closet, jetted tub, and walk-in shower.Step outside to a massive 60' x 30' deck complete with a sauna, hot tub, and greenhouse—your private wellness escape overlooking sweeping valley views.A fully finished ADU with its own private entry offers ideal space for guests, multigenerational living, or rental income.This home is engineered far beyond conventional standards, featuring 2x8 exterior walls, spray-foam insulation, geothermal heating and cooling, ERV ventilation, and hot-water heat recovery. The result: whisper-quiet interiors, superior air quality, and outstanding efficiency. The entire property operates on just 24,000 kWh per year—averaging about $400/month to heat, cool, and maintain the home. Comfort and sustainability rarely come together this beautifully.The acreage is naturally manicured by resident goats, creating a charming, low-maintenance landscape. The detached barn adds exceptional functionality, offering additional shop space with a vehicle lift plus stables for the animals—perfect for hobby farming, equipment storage, or anyone who needs versatile working space.

17220 S RADFORDS VIEW LN, Oregon City

19380 S NELSON LN, Oregon City
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 343157219 MLS
A gardener’s paradise awaits on 19.93 acres across 2 tax lots, offering peaceful seclusion with views of Mt. Hood, rolling hills, mature trees, and a private pond. This custom 4-bedroom, 4-bath home features vaulted ceilings, skylights, and large windows that fill the living spaces with natural light. The kitchen includes a center island, built-ins, and a nook with Mt. Hood views opening to a sunny multi-level deck. A daylight basement adds a second kitchen, gas fireplace, bonus room, and direct yard access. The full downstairs kitchen and separate entrance make it perfect for dual living. Outdoors, enjoy room to roam, garden, or keep animals with 2 stalls/structures. A newly remodeled 2,640 sq ft shop provides a kitchen, bathroom, storage, and polyurethane-coated floors, plus 800-amp power and a 5,000-gallon cistern. With AC, gas heat, tankless water heater, and updated septic line, this property offers unlimited potential—just minutes from town.

19380 S NELSON LN, Oregon City

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.

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