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$379,000
2 Beds 2 Baths 220214714 MLS
Thoughtfully updated Glenn Vista Estates end-unit townhome offering comfort, privacy, and flexibility. The floor plan includes a bedroom and full bath on the main level, plus an additional bedroom and bath upstairs. The kitchen and bathrooms have been tastefully updated, with a skylight that fills the space with natural light. Other recent improvements include windows, roof, siding, and a newer HVAC system. The living room features a wood-burning fireplace, currently used with an electric insert, and opens to a front deck through a large sliding door, creating a seamless indoor-outdoor feel. The downstairs bedroom opens to a private, walled-in patio. As an end unit, the home enjoys added privacy and light, along with extra storage space in the garage. Community amenities include a pool and spa, all just minutes from downtown Ashland, as well as shopping, dining, and the Oregon Shakespeare Festival.

372 Glenn Street, Ashland

$294,000
220214262 MLS
Exclusive Opportunity: Build Your Private Dream Home Directly Across from Ashland's Historic Lithia Park. Discover one of the last premier view parcels available on famous Granite Street, overlooking the park. Nestled in a luxury enclave with easy walkability to downtown, this expansive .65 acre lot offers 3-way views of Grizzly Peak, the Siskiyous, and Lithia Park (bonus: a peekaboo view of the Upper Duck Pond)! Unlike typical raw land, this site is meticulously prepared to fast-track your architectural vision. Premium infrastructure is already in place: a beautifully engineered retaining wall system, a fully paved private driveway, terraces, and City utilities at the building site. Step out your front door onto the Granite Street Trail or take a short stroll along Ashland Creek to the Shakespeare Festival, pickleball courts, and the historic Downtown Plaza's finest dining. Embrace the resort-feel luxury of this premium lot for your new home!

251 Granite Street, Ashland

$159,900
2 Beds 1 Baths 220212880 MLS
Welcome to your perfect Southern Oregon Retreat at 16170 Highway 66 in Ashland! This charming 2-bedroom, 1-bathroom single-wide home offers 840 square feet of comfortable living space on a generous .59-acre lot, providing the ideal blend of cozy functionality and outdoor potential. Whether you're seeking a peaceful vacation getaway just minutes from Ashland's renowned cultural attractions, wineries, and outdoor recreation, or looking for a smart investment property in one of Oregon's most desirable destinations, this well-proportioned home delivers exceptional value. The spacious lot offers room for gardening, outdoor entertaining, or simply enjoying the natural beauty of the Rogue Valley, while the efficient floor plan ensures easy maintenance and comfortable year-round living. Don't miss this rare opportunity to own an affordable piece of Ashland's lifestyle at an attractive price point!

Ashland

$1,249,000
8 Beds 9 Baths 220212846 MLS
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access--includes a kitchen, laundry and full bathroom--a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.

451 N Main Street, Ashland

$480,000
3 Beds 3 Baths 220212828 MLS
Priced to sell with instant equity - recent appraisal of $600,000 from June 2026! Versatile, spacious, and updated home on private acreage in the Cascade-Siskiyou National Monument - just 14 miles to Ashland. Solid frame construction with strawbale insulated walls, radiant heated floors, double-paned windows, concrete stucco exterior, and metal roof. New kitchen with granite counters and island, walk-in pantry, glass-fronted display cabinets, all new stainless appliances. Informal and formal dining areas, double-height vaulted ceilings, living room with built-in entertainment system, cooking stove with soapstone surround, family room, powder room, and two-car garage with EV charging. Three upper-level bedrooms including primary with private balcony, two powder rooms with access to soaking tub and tiled shower, plus a loft area with skylights. French doors from exterior to lower shop or office and utility room. High-speed internet via Greensprings Broadband Coop. Inquire for details!

827 Tyler Creek Road, Ashland

$715,000
4 Beds 4 Baths 220212305 MLS
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!

527 Chestnut Street, Ashland

$785,000
4 Beds 4 Baths 220211772 MLS
Tucked away on a quiet, tree-lined street, this beautiful home strikes the perfect balance of space, comfort, and mountain charm. Boasting 3,404 square feet, 4 bedrooms (plus an office) and 3 bathrooms, it offers plenty of room for both relaxation and entertaining. The open main level flows easily from the spacious living and dining areas to a warm, inviting kitchen with rich wood cabinetry, generous counter space, and windows that frame peaceful forest views. New front and rear cedar decks (2022) extend your living space outdoors, perfect for morning coffee or evening gatherings. The lower level hosts the primary suite and three additional bedrooms, three with private deck access and peaceful vistas. A large basement provides easy access to nearby trails and could be finished for extra living space, while also offering convenient access to the home's major systems. With a clean pre-listing inspection and thoughtful updates throughout, this home truly embodies refined mountain living.

461 Waterline Road, Ashland

$210,000
220211332 MLS
Are you looking to construct the home of your dreams? If you're tired of searching unsuccessfully for a pre-built residence that suits your needs, consider building it yourself. We are proud to present this stunning 30-acre parcel located 8 miles from the beautiful city of Ashland, Oregon. From the top of the ridge, the views of Mt Ashland and the city below will take your breath away. Boasting varied topography, oak groves and cooler temperatures in the summer and above the fog during winter days, this spot is ideal for living off-the-grid without sacrificing proximity to great restaurants, shopping, cultural experiences like the Oregon Shakespeare Festival and more. Buyer due diligence recommended; applications for a homesite have already been submitted.

Dead Indian Memorial Road 1400 Unit 1400, Ashland

$850,000
2 Beds 3 Baths 220211093 MLS
Imagine creating your dream farm on 28+ acres of EFU farmland, surrounded by breathtaking views of the valley and mountains! The main home boasts three levels, each with its own bathroom and a deck to take in the stunning views. The radiant floor heating throughout ensures warmth in Winter and there are washer / dryer hookups on the lower floor. The potential for each level to be a separate rental unit provides a lucrative opportunity. The impressive ag building includes a room w/roll up door, a guest room with a full bathroom, a farm office space above and a deck to take in stunning views. Both structures are powered by solar energy. A large chicken house is ready for commercial chicken production or a great multi-use structure. Property is fenced and cross-fenced, ready for your animals, and features a fenced garden area. Good well flow per seller. All this and only a 5 minute drive to amenities and 10 minutes to downtown Ashland.

3152 Siskiyou Boulevard, Ashland

$449,900
4 Beds 2 Baths 220210875 MLS
Ashland Property w/ Flexible Living & Income Potential! Conveniently located near downtown Ashland, this unique property offers versatile living options and established rental income. Officially a single-family home, it features separate living areas that can function independently or be opened to the main living space for family, guests, or extended living. The layout includes a kitchenette, second bathroom, & private rooms sharing only the laundry area. A detached garden shed converted to a small cabin near the creek offers a quiet retreat space & is currently rented. Current rents total $3,500 per month--$2,200 from Unit 3, $700 from Unit 1, & $600 from the cabin. Prior short-term rentals of Units 1 & 2 averaged about $1,800 monthly. The EFU-zoned lot includes creek frontage, irrigation rights, & a fenced yard suitable for gardening. Updates include a 2020 well pump, pressure tank, reverse osmosis system, & ceiling fans. Close to Lithia Park, Oregon Shakespeare Festival, SOU, & etc.

488 Crowson Road, Ashland

$991,800
3 Beds 3 Baths 220210724 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

381 Clinton Street, Ashland

$10,775,000
12 Beds 10 Baths 220210683 MLS
New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and outbuildings, two reservoirs, and irrigated meadows ideal for livestock or crops. Miles of trails wind through forests, meadows, and a preserved ghost town reminiscent of the Old West. Existing resort approvals and extensive infrastructure make it perfect for corporate retreats, events, weddings, festivals, or a destination resort. With unlimited recreation—hiking, horseback riding, ATV adventures, and fishing—this ranch offers both adventure and serenity. A rare opportunity to own a vast wilderness retreat where history, nature, and imagination unite to create something truly extraordinary.

16799 Highway 66, Ashland

$850,000
4 Beds 4 Baths 220209966 MLS
Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the trees and mountains afar. Two spacious decks to enjoy the natural setting. Main level has an artistically designed room with a spoke pattern beam ceiling, custom lighting, handcrafted shelving and a full bathroom. Lower level you will find a large spa primary bedroom suite w/ private patio, attached office/ reading room with access to the lower deck. Bathroom has double vanities, a soaking tub and radiant heat floors. Two additional bedrooms, a full bath and a laundry room are also on the lower level. Perfect for the outdoor enthusiast w/ hiking trails just a few feet from the front door.

774 Lisa Lane, Ashland

$2,900,000
3 Beds 2 Baths 220209913 MLS
Premier 36-Acre Cannabis Cultivation & Distribution Property - Ashland, Oregon. Rare opportunity to own a state-of-the-art Tier II cannabis cultivation & distribution facility on 36 acres near Emigrant Lake. This turnkey operation offers both scale & efficiency, featuring: Indoor Facility: 10,000 sq.ft. hydroponic grow, fully automated fertigation system capable of watering 3,200 plants in 30 minutes. Recently upgraded with 200 new 1,000-watt LED lights. Pre-wired for 3-phase power. Outdoor Grow: 20,000 sq.ft. setup with 500-plant capacity, also fully automated and plug-and-play ready. Storage & Infrastructure: 53' refrigerated unit for fresh frozen/cold storage, 4,120 sq.ft. barn & stg-bldgs. Human-detection infrared camera & alarm system provide full security. Residence: 2021 built, the 3-bed, 2-bath, 1,458 sq.ft. home includes a steel roof w/ lifetime warranty. Water Rights: Clayton Creek, Dunn & Talent Irrigation water rights included-an invaluable asset for long-term Success

420 Reiten Drive, Ashland

$4,500,000
2 Beds 3 Baths 371788226 MLS
Centrally located along the west coast I-5 corridor, this spectacular one-of-a-kind home, on 700 awe-inspiring acres, offers magnificent sanctuary and adventure, as well as convenience. One of the most naturally beautiful regions of the country, this area of southern Oregon is known for a developing wine industry and phenomenal outdoor recreation opportunities. Characterized by four distinct seasons and mild winters, the climate is one of the most sought-after in North America. Designed to reflect and honor the majesty of this natural environment, this home sits on a high bench with open terraces that bring the view so close, you feel like you could reach out and touch it. Unique features like all rounded corners and smooth edges, a perfectly balanced use of the natural elements, and purposeful architectural design, create a remarkable effect, both peaceful and expansive. This home is beyond custom: it is a work of art. This property is an unparalleled place to rejuvenate and become inspired. A few minutes drive from I-5, the property immediately embraces you in a sanctuary of wilderness, where magnificent elk herds can be seen roaming the rolling meadows and oak savanas. Two enormous rock faces rise from a blanket of green and greet you as you gently climb higher and approach this spectacular home. This astonishing home is one of a kind. Earthen tiles cascade down four distinct, rounded rooves crowned with small cupolas, capturing the geometrical beauty of Byzantine architecture. Beneath the tiles, the outer walls are smooth stucco, accented with a myriad of windows, rounded and flowing, reminiscent of the graceful and curvaceous architecture of Antoni Gaudi. Domes and crests of stucco stand against the sky, giving the impression of a white-washed chapel on the island of Mykonos. Despite its references to world-class art and architecture, this home also has its own distinct and extraordinary style.

2700 N Valley View RD, Ashland

$179,000
220209055 MLS
A rare blend of elbow room & convenience, this 7+ acre parcel is only 1.5 miles from renowned Downtown Ashland, Oregon & includes both an approved homesite as well as phenomenal visibility. The property is a blank canvas & ready for building a home with rural opportunity while enjoying all that Ashland has to offer. Ashland is famously walkable. Park once & you're on foot to coffee, cafés, the Ashland Food Co-op, galleries, fitness studios, & Lithia Park's miles of paths. The Oregon Shakespeare Festival, seasonal farmers markets, & a packed calendar of community events keep things lively year-round. Daily errands, dining, & recreation are all within an easy stroll or bike ride, making car-light living realistic & enjoyable. A true blank canvas, the parcel is ready for both a home & the sound of livestock. The land is gently rolling & would make for a fantastic location for raising animals, growing a personal garden, & enjoying all that the homestead movement can provide.

Eagle Mill Road 0, Ashland

$3,750,000
5 Beds 5 Baths 220206087 MLS
A private retreat setting where nature meets luxurious living. The 5BR/5BA Contemporary home captures the Siskiyou mtn range at every turn. The main level offers floor to ceiling windows, hardwood floors, living & dining room & Chef's kitchen appointed w/ island, wet bar, pantry, double ovens, wolf stove & more! Upstairs the main bedroom suite is an oasis unto itself w/views, decking & spa. A second primary suite, 2 add'l bedrooms/bath & laundry room w/abundant storage are downstairs. Each room has custom finishes & exquisite views to ensure a lifestyle of privacy & relaxation. Outside you're met w/soothing soundscape of a tiered cascading creek, lagoon waterfall style pool, cabana area, outdoor kitchen & bath, for ease of entertaining. Equestrian, livestock or agricultural enthusiasts will delight w/the endless possibilities. Fruit trees, garden beds, greenhouses, chicken coop & workout room complete this singular estate. 1BD/1BA guest apartment is a bonus to this luxe property.

1440 E Nevada Street, Ashland

$229,900
2 Beds 1 Baths 220204025 MLS
BEAUTIFUL LIGHT AND BRIGHT END UNIT with views of the golf course. Don't miss this opportunity! This 2-bedroom, 1-bath condo is located in the Oak Knolls neighborhood of Ashland. The kitchen is bright with plenty of cabinet space, a garden window and a pass-through to the dining room. The living room and primary bedroom open up onto a spacious, covered private outdoor patio. This unit boasts upgraded flooring with newer kitchen and laundry appliances. The bathroom features a large step-in shower and a bidet. This unit has a lot of storage space with 3 hall closets, a storage closet on the balcony and in the covered parking area, as well as large bedroom closets. You can enjoy the tranquil views of the community garden & backyard, and the beautiful Ashland hills from your living room or primary bedroom. The unit has updated plumbing, fresh paint inside & out and a newly repaved parking lot with carport! One Seller has active Real Estate License in the State of Oregon

854 Twin Pines Circle 7 Unit 7, Ashland

$1,100,000
220203024 MLS
Great development opportunity at the first major I5 intersection as one arrives from California to Ashland, Oregon. This high-traffic corridor property is perfectly positioned for maximum exposure to tens of thousands of vehicles daily. Potential uses include hotel/lodging, retail, restaurant, or mixed-use development—subject to local zoning approvals. An annexation for the development of a hotel is supported by Economic Data provided in Ashland's Comprehensive Plan and within the economic data provided since last Ashland Comprehensive Plan update. Required for annexation is a zone change from RR-5 to C1. Data and information from City of Ashland should align & justify the development request and address the shortage of adequate retail/commercial in the City. Perfect site for hotel with restaurant and conference facilities or an array of other commercial facilities.

OR-66, Ashland

$850,000
3 Beds 2 Baths 220202861 MLS
GREAT OPPORTUNITY! Amazing Price. Earth Advantage certified, 2025 custom home by well-respected Suncrest Homes, a trusted builder of 450+ Rogue Valley residences. Superior efficiency, comfort, & long-term savings. Set on a private 5-acre parcel with ample parking and a paved drive, this home is designed to showcase breathtaking panoramic valley views through large picture windows & sliding French doors in the vaulted great room, anchored by a cozy electric fire feature. The stylish kitchen offers a generous island, walk-in pantry, textured quartz countertops, and artisan tile backsplash--perfect for daily living & entertaining. Durable, waterproof simulated wood flooring through, with tile in the bathrooms. Private well w/holding tank and whole-house filtration. XL 2-car garage w/workshop space. Ready for your vision of outdoor living. Close in and just 10 minutes to downtown Ashland! Sellers are VERY motivated!

3060 Ashland Mine Road, Ashland

$259,777
220202410 MLS
This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over 4 acres of protected open space, the lot includes an approved building envelope and potential for both a main residence and an accessory dwelling unit. A recent professional site evaluation outlines development considerations and offers guidance for working within hillside standards and city requirements. This is a unique chance to design a custom home in a FireWise community known for its moderate climate, vibrant culture, and unmatched quality of life. Site evaluation available upon request.

390 Strawberry Lane, Ashland

$799,000
1 Beds 2 Baths 220200581 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

$646,000
3 Beds 2 Baths 220197028 MLS
Fall in love with this home of luminous spaces and serene views in a beautiful Ashland neighborhood perched above it all, with fresh air and plenty of quiet • Huge, main, open-layout room with dining area and cabinetry • Sunroom for casual dining & games • Irrigation system • Wood-burning fireplace • Full city services This 2332sf home mirrors the tranquility of its wooded surroundings--its vistas across the Rogue Valley will leave you and your guests beauty-struck and smiling. Sunlight floods the interior; Acacia wood floors add luxe and warmth. The MBR suite is spacious with scenic views. Two BDRMS face west: 1 carpeted, 1 office w/ skylight. The 2+car garage with storage. An expansive backyard deck connects the living space to the mountainside above, with direct access to Siskiyou Mtn Park trails and protected-from-development, watershed land. The house sits uphill from Siskiyou Blvd., between SOU and The Plaza, minutes from everything, and only 30 minutes to Mt. Ashland skiing.

932 Morton Street, Ashland

$459,000
220196344 MLS
Exclusively presented for sale - 30 Knoll Crest Drive, a rare public offering of flexible development land in Ashland of size (the ''Site''). Spanning 3.90-acres with additional land available to the North, the Site provides the opportunity for an entrepreneurial developer to create their vision on a stunning parcel of land. While currently zoned C-1, the Site lends itself to a mixed-use or residential-focused use (buyer responsible to confirm uses with City). Directly adjacent to one of the top hotels in Southern Oregon, the Site has a commanding presence at the 'Main and Main' intersection of this pocket of Ashland. The slope of the property allows for unimpeded views towards the Cascade and Siskiyou mountains. Visibility and access is exceptional, with a combined 11k+ VPD and easy paved access from either Hwy 66 or East Main. Utilities are relatively close (on East Main), but not yet connected. An exceptional Site - contact brokers! Buyer responsible for all due diligence.

30 Knoll Crest Drive, Ashland

$230,000
220195695 MLS
Unique Secluded Dream Home in Pompadour Estates: Welcome to a once-in-a-lifetime opportunity to own a one-of-a-kind property in the prestigious Pompadour Estates. This rare and exclusive listing is the only property in the neighborhood that has access to a tranquil creek, offering peace, privacy, and unparalleled natural beauty. Private 88-Foot Bridge: There are approved plans for an 88-foot bridge ensuring that your sanctuary remains untouched and separated from the hustle and bustle. Exclusive Creekfront Location: Nestled alongside the creek, this property is designed to provide serene views and the peaceful, soothing sound of the flowing water. Ideal for those who value privacy, relaxation, and nature. The property comes with all necessary permits, including the bridge permit and home permit, so you can begin building your dream home with peace of mind. Due to its close proximity to the Ashland Airport, this makes it great for airplane owners to store their aircraft.

141 Majestic Lane, Ashland

$2,800,000
220195606 MLS
Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Seller-carried financing available. Elegantly remodeled tasting room residence with three guest suites ideal for boutique hospitality, panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA-compliant bathrooms. Expansive paver patio, outdoor speakers, gas fire pit, composite deck and pergola with retractable awning, bocce ball court, and rose garden. State-of-the-art cold storage facility or potential winery building with glycol cooling system, fully irrigated acreage with southern exposure, over 13,000 established vines of eight estate-grown varietals producing 2,200 cases per year, seven additional acres ready for planting, wind turbine, frost fan, and all essential equipment included for turnkey tasting room operations. Inquire for additional details of untapped revenue streams!

1320 N Mountain Avenue, Ashland

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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: