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$210,000
220211332 MLS 1,333,807 Sqft. Lot 30.62 Acres
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

$2,900,000
220211191 MLS 422,967 Sqft. Lot 9.71 Acres
PRICE REDUCED-$2,900,000. A rare opportunity to acquire ±9.71 acres of prime, developable land within Ashland's adopted Normal Neighborhood Plan, the city's designated area for sustainable, mixed-use growth. Three contiguous parcels with direct East Main Street frontage lie just outside city limits yet within the Urban Growth Boundary, contiguous to existing city limits and services -- the only parcel in the Plan area with stand-alone annexation-readiness in the chain of contiguity, providing a clear, efficient path to Type III annexation. The City may establish an Advance Financing District (AFD) to help offset infrastructure costs such as sewer oversizing and frontage improvements, reducing upfront expense. The site also carries the only commercial overlay (NN-1-3.5-C) in the entire 93-acre Plan area. With utilities at frontage and anticipated zoning of NN-1-5, NN-1-3.5, and NN-1-3.5-C, the assemblage suits a blend of residential and neighborhood-scale commercial uses.

2082 E Main Street, Ashland

$850,000
2 Beds 3 Baths 220211093 MLS 2,007 SqFt. 1,230,134 Sqft. Lot 28.24 Acres
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

$10,775,000
12 Beds 10 Baths 220210683 MLS 11,456 SqFt. 41,760,972 Sqft. Lot 958.7 Acres
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

$600,000
7 Beds 3 Baths 220210405 MLS 3,084 SqFt. 439,956 Sqft. Lot 10.1 Acres
Rare family homestead served by 400+ GPM well on EFU-zoned acreage in the foothills of Grizzly Peak near Pompadour Bluff, just six miles from downtown Ashland. Seller financing available with variable interest rates starting at 4.5% for up to five years! Main level of primary residence with covered front porch, two bedrooms with closets, full bathroom with tub shower, living room with pellet stove, dining area with bay window, kitchen with walk-in pantry, and laundry room. Upper level with three additional bedrooms and full bathroom with tub shower. Double-paned windows with vinyl frames throughout. Accessory structure with huge 1,080 SqFt workshop, 220V electrical, full bathroom with washer, dryer, and tub shower, and an additional 864 SqFt of finished area with kitchen, living room with wood stove and sliding glass door to view balcony, and three bedrooms with closets. Mature shade trees, panoramic views, and gently sloping pasture with Southern exposure. Inquire for details!

2011 Dead Indian Memorial Road, Ashland

$1,250,000
5 Beds 5 Baths 220210091 MLS 3,566 SqFt. 221,720 Sqft. Lot 5.09 Acres
Incredibly desirable Ashland setting--private, quiet & close to town yet distinctly rural. On 5.09 acres with panoramic views of Mt. Ashland & the city, this 3566 sq ft 1985 home offers 5 bedrooms, 4.5 baths & two full primary suites, including a main-level retreat. The main floor features two sitting rooms with wood-burning fireplaces, a living room bar & a 2019 kitchen remodel with quartz leather-finish counters & painted cabinetry. Upstairs features two bedrooms with walk-in closets, a large bath & separate HVAC, plus a guest suite with a loft & window seat. Outdoor amenities: pool with Trex decking, gazebo, apple & plum trees, Gearky Creek, Talent Irrigation water & two workshops (50'x50' & 42'x36'). Other highlights: 2-car garage with workbench, wine cellar, auto generators, water softener, security system & abundant storage. Updates: roof, exterior paint, trellis, decking, railings, pool/spa (2018); HVAC (2019); blinds (2019); electrical/lighting (2018).

500 Pompadour Drive, Ashland

$2,900,000
3 Beds 2 Baths 220209913 MLS 1,458 SqFt. 1,567,724 Sqft. Lot 35.99 Acres
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

$550,000
4 Beds 3 Baths 220209660 MLS 2,344 SqFt. 438,649 Sqft. Lot 10.07 Acres
Country meets comfort in this 4-bedroom, 3-bath home just 1.5 miles from Hyatt Lake Resort. Enjoy lake views from the deck, living room, or sunny primary suite. The chef's kitchen with granite counters, island, and pro-grade range invites gathering, while custom cabinets and a generous pantry provide ample storage. Downstairs offers three bedrooms, including a second primary with ensuite bath and window seat. Upstairs, the private suite feels like a retreat with cathedral ceilings, abundant windows, and spa-like bath. Hardwood and tile floors, a mudroom and plentiful storage add everyday ease. An oversized RV garage with locked storage and carport enhance functionality. Outdoors, fenced areas, raised beds and a greenhouse could make your mini-farm dreams come true. Backing to BLM land, this property offers endless opportunities for gardening, hiking, riding, and exploring, with HOA-maintained road and snow removal for year-round convenience. Available furnished for a turnkey home.

7670 Hyatt Prairie Road, Ashland

$1,475,000
4 Beds 3 Baths 220209620 MLS 2,918 SqFt. 304,920 Sqft. Lot 7 Acres
The pinnacle of country living on 7 acres just minutes from town. This ranch-style home blends modern updates w/ country charm + irrigation rights from TID & Neil Creek. Wood-lined vaulted ceilings, birch floors, & large windows frame pond & pasture views. Open concept kitchen w/ Quartzite counters, Wolf appliances, pot filler + island. Great Rm invites cozy gatherings by the woodstove. Designated office + secondary living area w/fireplace. Primary suite w/ granite, tile shower, & corner tub + direct access to the hot tub & patio. Two guest rooms share a hall bath + addtn'l en-suite guest quarters. Professionally designed Japanese garden theme will please the most discriminating buyer. Extensive entertainment areas include outdoor kitchen & specialized lighting illuminates the patios, pathways & exquisite plantings. Cross fenced pastures, orchard, pond, greenhouse, raised beds, & barn w/ separate access; perfect for toys/hobbies/animals. This property offers beauty, function, & space.

855 Reiten Drive, Ashland

$348,000
3 Beds 2 Baths 220209558 MLS 1,125 SqFt. 180,338 Sqft. Lot 4.14 Acres
Just minutes from downtown Ashland, this 4.14-acre retreat blends privacy, natural beauty, and convenience. Nestled on a gentle hillside, the 2012 manufactured home offers 3 bedrooms, 2 baths, and 1,119 sq ft of light-filled living space. With sweeping views of Emigrant Lake, rolling hills, and the surrounding mountains, this property creates a sense of peace and connection with nature. The property is comprised of two tax lots, providing added space and flexibility for gardening, animals, or future possibilities. Its desirable location offers the best of both worlds—quiet country living with easy access to Ashland's shops, dining, and cultural life, plus endless recreation just minutes away. Whether you enjoy hiking, skiing, exploring wilderness trails, or simply savoring the tranquility of your own land, this property offers an inviting canvas for your Southern Oregon lifestyle.

4492 Old Highway 99 S, Ashland

$1,625,000
3 Beds 3 Baths 220209308 MLS 3,192 SqFt. 88,862 Sqft. Lot 2.04 Acres
Rare single-level view home on private acreage in a desirable close-in neighborhood of high-end country estates. Abundant natural light and air flow with operable casement windows and NanaWall glass doors, exceptional outdoor living areas with custom lighting, remote-operated screens, heated in-ground saline pool, and cabana area with gas fireplace. Gourmet kitchen with walnut island and granite dining counter, stainless Wolf convection ovens, and six-burner Dakor gas cooktop. Temperature-controlled walk-in pantry and 600+ bottle wine cellar. Primary suite with spacious walk-in closet and full ensuite bath with double vanity, radiant-heated tile floor, and curbless shower. Media room or potential second primary with walk-in closet, full guest bath, guest bedroom with closets, office or third bedroom, laundry room, and attached two-car garage. Mature trees, ornamental plantings, water features, fenced organic raised beds, and barn with RV parking and half-bath. Inquire for details!

211 Normal Avenue, Ashland

$179,000
220209055 MLS 318,859 Sqft. Lot 7.32 Acres
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

$750,000
3 Beds 2 Baths 220208570 MLS 2,524 SqFt. 101,494 Sqft. Lot 2.33 Acres
Check out the views in a super desirable location overlooking the rolling hills of Ashland! This beautiful estate was established in 1966 with 3 bed 2 full baths and 2524 total Sq ft!! The home is the last one on the road into a dead end so its private slice of paradise. The architecture of the home is unique as seen on the front photos. This house is move in ready and is a prestigious location in Southern Oregon. Ashland is home to Shakespeare, Independent Film Festival, and the world famous Lithia Park, Ashland's crown jewel with walking paths, duck ponds, Japanese Garden, Park Benches, Parking, Pickleball Courts, Picnic Areas, Playground, Restrooms,Volleyball and all kinds of activities during the summer! There is a work shop in the home and a office that overlooks the rolling hills around Ashland! Check out the walk thru video and Come take a tour TODAY!

55 Birnam Wood Road, Ashland

$599,000
3 Beds 3 Baths 220208311 MLS 2,184 SqFt. 126,759 Sqft. Lot 2.91 Acres
Back on market no fault of property! Peaceful, private rural retreat in excellent condition minutes from town on 2.91 well-kept wooded acres. This 2,184 sq ft custom home offers Emigrant Lake views and easy access to Ashland. Light-filled great room with exposed wood vaulted ceiling, picture windows, and open layout. Kitchen with oak floors and tile counters. Main-level primary suite, second suite, and a spacious downstairs office--ideal for guests or working from home. Three full baths, attached 2-car garage with hobby shop, abundant storage, and all appliances included. Recent updates: new gutters, new well pump, remodeled hall bath, and $8,000 in fencing. High-speed mobile Wi-Fi--perfect for remote professionals. Just 5 minutes to Ashland, 10 minutes to Emigrant Lake.

694 Timberlake Drive, Ashland

$99,900
220208170 MLS 234,352 Sqft. Lot 5.38 Acres
MOTIVATED SELLERS ! A ravine runs through it, with year-round underground water that quietly and magically emerges to the surface March through Mayish! As you stroll through madrone, pine & fir trees, you will notice the stillness and peacefulness of this secluded setting just waiting for your dream home. It appears there are multiple spots for a home site (buyer to do their due diligence) some with possible mountain and lake views. The property is less than 15 minutes to downtown Ashland Oregon, a sought after, quaint town known for the world renowned Shakespeare Theater, the lovely Lithia Park and many high-end and fun restaurants, bakeries and shops. This wooded acreage sits approximately 1 ½ miles up Timberlake Drive where homes are scattered throughout. Look for the real estate sign then follow the road for about 1/2 mile to directional arrow on the left. A great place to call home!

Timberlake Drive 391E25 132 Unit 391E25 132, Ashland

$493,750
3 Beds 2 Baths 220207555 MLS 1,728 SqFt. 180,774 Sqft. Lot 4.15 Acres
Breathtaking views and endless potential! Overlooking downtown Ashland, this level, 4.15-acre property offers panoramic views of the city lights and surrounding mountains. The 3-bedroom, 2-bath manufactured home (2005) with split bedroom and open floor plan, features 1,728 sq ft of comfortable living space, vaulted ceilings and so much natural light. Enjoy peaceful rural living just minutes from town—with irrigation rights, this property is ideal for a mini-farm or horse setup. Sunrises are beautiful, and enjoy sunsets off the back porch and watch the lights of Ashland come up! Additional structures include the original 1936 home, which may be used as office space per Planning Department guidance, also Barn conversion with a bathroom added in 2010—perfect for storage, workshops, or creative projects. Buyer to perform due diligence on all potential uses. So many possibilities—bring your vision and make this unique Ashland property your own!

1330 N Mountain Avenue, Ashland

$599,900
5 Beds 3 Baths 220207098 MLS 2,388 SqFt. 232,610 Sqft. Lot 5.34 Acres
Serene retreat tucked into the trees, just minutes from downtown Ashland. This beautiful 5 bedroom, 3 bath home with separate living area downstairs, sits on over 5 acres with a Koi pond, fruit trees, and lake and mountain views, offering the perfect blend of privacy and convenience. With vaulted ceilings, large view windows, an open-concept floor plan, the home is filled with natural light and peaceful forest views. Enjoy main floor primary, multiple view decks, office, sunroom with sauna, large kitchen pantry, separate living area downstairs with kitchenette, living area, 2 bedrooms, bathroom. Owner upgrades: generator, roof, 2 car garage with shop, Koi pond, covered patio with fire pit, new water heater, solar panels, mini-split, furnace, outdoor lighting. Whether you're entertaining or relaxing in nature, this home offers a rare lifestyle opportunity. Don't miss the oversized garage and bonus shop.

899 Timberlake Drive, Ashland

$525,000
2 Beds 2 Baths 220207030 MLS 1,650 SqFt. 289,674 Sqft. Lot 6.65 Acres
A perfect blend of rural serenity & functional living awaits on this 6.65-acre property just minutes from the heart of Ashland, Oregon. Surrounded by majestic madrone and fir trees, this private retreat offers natural beauty, privacy, and remarkable versatility. The main 2-bedroom, 2-bath home features a thoughtful layout w/an art room, attached garage, and expansive windows that bring the outdoors in. Just steps away, a beautifully finished Accessory Residential Unit (ARU) with a full kitchen is perfect for guests, extended family, or rental income. A unique workshop crafted from 2 shipping containers features hydraulic doors, a professional-grade engine hoist, abundant storage, & an adjacent large covered outbuilding—ideal for makers, mechanics, or outdoor enthusiasts. Whether you're enjoying peaceful mornings under the trees, tackling your next project, or exploring Ashland's renowned theaters, restaurants, and trails, this property offers the freedom to live, create, and thrive!

5010 Old Hwy 99 S, Ashland

$788,000
3 Beds 2 Baths 220206878 MLS 2,033 SqFt. 573,685 Sqft. Lot 13.17 Acres
Peaceful Mountain Retreat Just Minutes from Town! This handcrafted Northwest home is a private sanctuary nestled behind a gated drive, offering stunning views, abundant natural light, and timeless artistic details throughout. Picture windows, skylights, and warm wood finishes (redwood, hemlock, oak) create a spacious, light-filled interior. The primary suite features a spa-like Corian shower, while the custom kitchen includes Corian and tile surfaces, wood cabinetry, and a certified wood stove in the living space. A separate space in a newly built Geometric Dome - for guests, office space, yoga, the possibilities are endless! Enjoy beautiful gardens, a detached garage, attic storage, and a fenced area for pets. Hiking trails are just minutes away, with downtown Ashland, Shop'n Kart, and the YMCA all within a short drive. Well cared for and full of character, this mountain oasis offers both serenity and convenience—a lifestyle you'll feel the moment you arrive.

2175 Tolman Creek Road, Ashland

$4,100,000
5 Beds 5 Baths 220206087 MLS 5,002 SqFt. 1,912,719 Sqft. Lot 43.91 Acres
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

$1,200,000
4 Beds 3 Baths 220205132 MLS 3,072 SqFt. 257,004 Sqft. Lot 5.9 Acres
Timeless contemporary ranch with 4 bedrooms and 2.5 baths on nearly 6 private acres served by a 17 GPM well. A tree lined private drive creates a grand entrance to this impeccably maintained estate with service records current on all systems. Features include granite counters, custom built-ins, hardwood and tile floors, and an expansive primary suite spanning the entire second level. The chef's kitchen offers a 36 inch Wolf gas cooktop, stainless KitchenAid appliances, an oversized island, and a generous eating bar. Enjoy the heated oversized 3 car garage with backup generator, a large swimming pool with retractable cover in a private courtyard, and a new Prodigy saltwater spa installed in 2025. The grounds showcase mature landscaping, a pond, water rights, flexible fencing and cross-fencing, plus high speed internet. Many furnishings and inclusions negotiable with an acceptable offer. Pre-inspections of the home, well, and septic were completed in early 2025 for peace of mind.

357 Reiten Drive, Ashland

$595,000
4 Beds 2 Baths 220204803 MLS 2,016 SqFt. 177,289 Sqft. Lot 4.07 Acres
First time on the market! Less than five miles from town, this irrigated rural property offers the best of Ashland in a wonderful country neighborhood. For decades, kids rode bikes in the quiet cul-de-sac, splashed in Neil Creek, and played tag in the wide, grassy yard and pasture of this beloved family home. Now it's your turn to write the next chapter. The sunny, traditional home features large windows, a cozy living room with wood-burning fireplace, and French doors to a big back deck—perfect for family gatherings. Refinished oak floors gleam in the entry and dining room, while a wide traditional staircase welcomes you upstairs to the bedrooms. A large primary has two closets and access to the bathroom. There are another two spacious bedrooms, plus a fourth room that was used as an office but could easily be another bedroom. A two-car garage, barn, and shed complete the package. Solid, welcoming, and ready for your family's story.

399 Mowetza Drive, Ashland

$650,000
3 Beds 2 Baths 220203768 MLS 2,380 SqFt. 442,134 Sqft. Lot 10.15 Acres
Rare opportunity in one of Ashland's most coveted neighborhoods! Just minutes outside the city, Corp Ranch Rd is a premier community of custom homes in the foothills of the Cascade-Siskiyou mountain range, offering privacy and sweeping views of the Rogue Valley and beyond. Blending rustic charm with modern convenience and endless potential, this log cabin-style home (originally built by a civil engineer) has been lovingly cared for by only two different families for over 40 years. An impressive log staircase and covered front porch lead to the spacious, open-concept living room, dining room, and kitchen with windows in every direction, including a broad south-facing bay window. Off the kitchen is an expansive back deck overlooking the property. 3 bedrooms and 2 full bathrooms provide comfortable living space, plus a full basement with HVAC with tons of versatility. The property is kept watered and protected with a 1300 gal cistern, TID irrigation, and 2 above-ground holding tanks.

11597 Corp Ranch Road, Ashland

$575,000
2 Beds 1 Baths 220203061 MLS 1,132 SqFt. 219,106 Sqft. Lot 5.03 Acres
Prime location near Belle Fiore Winery! This Tuscan-inspired cottage nestled on 5.03 peaceful acres with breathtaking mountain views. Built in 2017, this charming 2-bedroom, 1-bath home offers 1,132 sq ft of beautifully designed living space. A gated courtyard welcomes you with access to the front door and a private slider off the primary bedroom. Inside, enjoy an open-concept layout featuring a bright living room, kitchen, and dining area with expansive windows that flood the space with natural light. The elegant bathroom includes a spacious walk-in tile shower. Quality craftsmanship and thoughtful finishes create a warm, inviting atmosphere throughout. TID rights and plenty of space to park all your toys or room to build a garage.

987 Dead Indian Memorial Road, Ashland

$1,100,000
220203024 MLS 169,012 Sqft. Lot 3.88 Acres
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

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. Last updated: