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$679,000
4 Beds 2 Baths 220228571 MLS 1,698 SqFt. 6,969 Sqft. Lot 0.16 Acres
Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

161 Fourth Street, Ashland

$735,000
3 Beds 3 Baths 220228500 MLS 2,103 SqFt. 8,276 Sqft. Lot 0.19 Acres
Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

1750 Crestview Drive, Ashland

$1,000,000
3 Beds 4 Baths 220228495 MLS 2,254 SqFt. 7,840 Sqft. Lot 0.18 Acres
Live the best of Ashland in this iconic re-built Victorian, blending timeless charm with tasteful modern updates. Just steps from restaurants, cafés, Cabaret Theatre, and a couple blocks from OSF, it feels private while offering true downtown living. Stone-surround wood-burning fireplace with redwood mantel and beautiful fir floors welcome you in. Formal dining and covered screened patio feature mountain views. Kitchen boasts Neolith quartz counters, copper farmhouse sink, induction cooktop, smart refrigerator, double ovens, skylight, and breakfast peninsula. 2 primary suites--one on each level--offer tiled baths, glass-enclosed showers, quartz vanities, and soaking tub upstairs. Terraced low-maintenance landscaping, automated irrigation, private patios, ample off-street parking, and a backup generator add convenience. Ally access to detached 2-car garage and studio apartment above with full kitchen, bath, and large balcony--perfect for guests, rental income, or flexible living.

364 Hargadine Street, Ashland

$874,000
3 Beds 2 Baths 220228466 MLS 1,656 SqFt. 7,840 Sqft. Lot 0.18 Acres
Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

$625,000
4 Beds 2 Baths 220228422 MLS 2,176 SqFt. 10,454 Sqft. Lot 0.24 Acres
Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

264 Alta Avenue, Ashland

$456,000
2 Beds 2 Baths 220228397 MLS 1,242 SqFt. 10,890 Sqft. Lot 0.25 Acres
A true Ashland cottage gem, lovingly shaped by more than 30 years of gardening into a magical private retreat. Set on a lush .25-acre parcel, the grounds unfold in layers with mature trees and shrubs, curved walkways, stone accents, intimate garden rooms, a lovely deck, patios and quiet places to sit, wander and enjoy the seasons. The charming 1938 home offers 2 bedrooms and 1 bath, with nearly floor-to-ceiling windows that bring the garden indoors, arched openings, wainscoting, built-ins, wood doors, a welcoming living room with brick fireplace and mantel, and an open dining room. The spacious kitchen features abundant cabinetry and counter space, built-ins, parquet flooring, a skylight, breakfast nook and slider to the patio. A detached garage with small workshop, garden shed and fenced two-level backyard add function. Warm, whimsical and wonderfully private, this is a home and garden created with decades of care, imagination and love.

689 Beach Street, Ashland

$799,000
3 Beds 3 Baths 220228361 MLS 1,972 SqFt. 6,534 Sqft. Lot 0.15 Acres
Rare, period Craftsman in Ashland's Railroad District, extensively remodeled while retaining wonderful original character. The 1,492 sq ft single-level main home features a deep covered front porch, built-in cabinetry, box beam ceilings and a river rock fireplace. Bright office with glass doors can also serve as a 3rd bedroom. The updated light-filled kitchen features all new appliances, induction cooking and abundant storage. The primary suite is an oasis with a beautifully updated bathroom featuring soaking tub, walk-in shower and heated floors. Private landscaped yard with mature trees, a water feature and wonderful outdoor living spaces. A detached 480 sq ft building offers additional flex space with bathroom, kitchenette and storage, plus alley access. 1,972 sq ft between the two buildings, just blocks to downtown, restaurants and bike path, this is the quintessential Ashland dream!

762 B Street, Ashland

$1,035,000
3 Beds 3 Baths 220228353 MLS 2,204 SqFt. 43,560 Sqft. Lot 1 Acres
Tucked at the end of a cul-de-sac, this distinctive single-level home offers the rare feeling of country living right in Ashland. Set on a private, fenced and irrigated acre, it was thoughtfully built with Logix ICF insulated walls, owned solar, radiant-heated floors and energy-efficient windows. Inside, warm wood ceilings, a dramatic skylit cupola, walls of windows and a large fireplace give the home character, while the spacious kitchen features abundant cabinetry and a generous granite island. A large studio/game room adds wonderful flexibility. Outdoors, expansive Trex decking connects to a screened gazebo, pergola and covered patio overlooking mature landscaping, a pond and waterfall, raised garden beds and fruit trees, with mountain and valley views beyond. Oversized 2-car garage, workshop/storage and RV/boat parking. Near the bike path, schools and Hunter Park--peaceful, private and wonderfully connected to town.

145 Normal Avenue, Ashland

$1,950,000
3 Beds 3 Baths 220228333 MLS 2,907 SqFt. 397,267 Sqft. Lot 9.12 Acres
Welcome to Red's Cabin, an original homestead on Howard Prairie Lake, never before offered for sale. Held by the family since 1889, this 9.12-acre lakefront estate spans five generations. Built in 2008 to honor that legacy, the 2,907 SF, 3 bed, 3 bath home showcases custom juniper woodwork, exposed timber, vaulted ceilings, a dramatic stone fireplace and an upstairs loft/game room. Offered fully furnished, the home is on-grid with security panels for all main-level windows. A balcony off the bunk room overlooks an impressive permitted pond fed by a year-round spring-fed stream you can hear from the house. A covered outdoor fireplace sits streamside, joined by a bocce court and detached garage. The estate includes 4.1 acres of water rights, adding to its rare combination of water, recreation and mountain setting. Gated with direct access to public lands, Howard Prairie Lake and the shoreline trail, this is a rare opportunity to own a generational Southern Oregon legacy property.

3665 Hyatt Prairie Road, Ashland

$399,000
2 Beds 2 Baths 220228254 MLS 1,750 SqFt. 289,674 Sqft. Lot 6.65 Acres
Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

5010 Old Highway 99 S, Ashland

$549,000
3 Beds 2 Baths 220228190 MLS 1,408 SqFt. 10,018 Sqft. Lot 0.23 Acres
Tucked into a peaceful cul-de-sac near Helman Elementary, this single-level 3 bed/2 bath home blends classic ranch-style living with modern updates. Floor-to-ceiling windows, hardwood floors, and an open floor plan bring warmth and light into the home, while the 2017 kitchen remodel adds contemporary flair. Stainless appliances, a center island cooktop, stone counters, and slab cabinetry lend themselves to quiet meals or lively entertaining. The cozy dining and living room area features a newer wood-burning fireplace, and the en suite primary bedroom boasts an upgraded bathroom with a barn-style door, modern tile, and a floating vanity. Two additional bedrooms look out onto the garden. The fully fenced .23-acre lot includes fruit trees, mature perennials, a hot tub, a large deck, and raised garden beds. With close proximity to downtown, the dog park, and the bike path, this comfortable Quiet Village gem is Ashland living at its best.

123 Cypress Circle, Ashland

$675,000
3 Beds 3 Baths 220228159 MLS 1,912 SqFt. 338,025 Sqft. Lot 7.76 Acres
HYATT PINES RETREAT! Escape to this beautiful year-round mountain sanctuary on 7.76 ac. Tranquil setting & backing to BLM land. Mostly level, nicely treed & surrounded by exceptional homes & towering pines. Across from Hyatt Lake & near Howard Prairie Lake, outdoor adventure is at your doorstep--hiking, swimming, boating, camping, fishing, skiing & more! The home features a striking metal roof, fiber-cement siding, & wood casement windows. Cozy living room w/pellet stove. Main-level primary suite offers deck access, walk-in closet, ensuite bath with walk-in shower. 2nd main-level bedroom across from guest bathroom. Upstairs includes 3rd bedroom, loft, full bath & large bonus room (~23'x16') not included in the 1,912sf. Numerous updates include roof/siding/windows, kitchen, flooring, baths, doors, furnace, water heater. Four outbuildings include two large sheds, well house & garden shed. HOA $500/yr for road maintenance/winterization. Rare blend of privacy, recreation & mountain living!

7696 Hyatt Prairie, Ashland

$649,000
5 Beds 3 Baths 220228065 MLS 3,100 SqFt. 10,018 Sqft. Lot 0.23 Acres
Welcome home to this spacious 5 bedroom, 3 bath multigenerational home offering approximately 3,100 square feet of comfortable living space on a roomy .23-acre lot. Thoughtfully designed with two living rooms, there's plenty of room for gathering, relaxing, or creating separate spaces for extended family. A 2-car garage provides convenient parking and storage, while the covered back deck provides space to enjoy the tranquil backyard complete with a charming fish pond; perfect for enjoying your morning coffee or unwinding at the end of the day. Located in a quiet neighborhood just minutes from everything Ashland has to offer, you're less than 10 minutes from downtown Ashland, the Oregon Shakespeare Festival, and Emigrant Lake. Come experience the space, flexibility, and peaceful setting this special home has to offer!

1058 Linda Avenue, Ashland

$699,000
3 Beds 3 Baths 220228031 MLS 3,356 SqFt. 681,278 Sqft. Lot 15.64 Acres
Wake up to some of the finest south-facing mountain and valley views the Rogue Valley offers, from a rare 15-acre homestead in the sought-after Pompadour neighborhood, minutes from downtown Ashland. The land carries 13.5 acres of Talent Irrigation District (TID) water rights, plus a 20,000-gallon irrigation pond, a greenhouse, a yurt, and a clean barn with a loft and stalls. The property is fenced, with everything needed to restore it to a fully working farm. The main home offers a 3-bed/3-bath open-plan layout with vaulted ceilings, a beautiful kitchen, multiple fireplaces, hardwood floors, and a bonus room, with a two-family setup option. A detached 2-car garage with extra living space rounds it out. The home and grounds have deferred maintenance, and the price reflects the work required to restore it, including an ATT septic system, irrigation repairs, and a bridge over the irrigation ditch to reach the lower 5 acres. Cash or an FHA 203(k) rehab loan preferred.

320 Gaerky Creek Road, Ashland

$950,000
3 Beds 4 Baths 220228020 MLS 2,953 SqFt. 1,582,970 Sqft. Lot 36.34 Acres
Set on more than 37 private acres in the Siskiyou Mountains, this property offers space, privacy minutes from Ashland and the Rogue Valley. Mt. Ashland Ski Area, Emigrant Lake and the Pacific Crest Trail are nearby, putting Southern Oregon recreation close at hand. The main residence features soaring wood-clad ceilings, exposed beams, expansive windows and a stone fireplace. The open great room flows into a gourmet kitchen with cabinetry, full-size refrigerator and freezer, double ovens and island. A media room, geothermal heating and cooling, and hard-wired generator add comfort and peace of mind. A detached four-car garage provides spaces, while the auxiliary building offers an open area, kitchen, full bath and three-car garage--ideal for a studio, workshop, recreation or guest space. A loft studio, greenhouse, gardens, water storage, creek, rock outcroppings and wildlife complete this Southern Oregon retreat.

5831 Old Highway 99 S, Ashland

$550,000
2 Beds 2 Baths 220227990 MLS 1,719 SqFt. 4,791 Sqft. Lot 0.11 Acres
Single-level home on a corner lot directly across from serene open pasture of North Mountain Park, within the 55+ community of Mountain Meadows. Covered front porch with swinging bench, tiled entry with coat closet, vaulted living room with gas fireplace and built-in bookcases, formal dining room, kitchen with solid oak hardwood flooring, double sink, operable casement windows, and adjacent laundry room with utility sink, folding counter, and cabinetry. Spacious primary bedroom with built-in shelving, walk-in closet, and full ensuite bath with shower. Second bedroom with closet, and additional full bath with tiled tub shower. Abundant natural light, curved archways, and newer premium carpets with extra plush padding throughout. One-car garage with workshop and exterior door to back patio. Rare lower-level storage or studio space with utility sink. Association covers all facilities and amenities, dining hall meal credits, yard maintenance, and on-site management. Inquire for details!

761 Nepenthe Road, Ashland

$600,000
3 Beds 3 Baths 220227918 MLS 2,293 SqFt. 8,276 Sqft. Lot 0.19 Acres
Full of character and unexpected spaces, this Ashland home offers 3 bedrooms, 3 full baths and a layout that is anything but ordinary. The impressive great room features soaring two-story ceilings, a fireplace and a wall of built-in bookcases, creating a dramatic yet inviting space. A fabulous spiral staircase leads to a versatile upper loft--perfect for a home office, gaming area, reading retreat or creative space. The spacious kitchen is complemented by a bright breakfast room with access to the deck and fenced backyard. An additional private patio provides another spot to relax outdoors. Generously sized, light-filled rooms and unique architectural details throughout give this home a personality all its own, all within an established Ashland neighborhood.

2995 Nova Drive, Ashland

$469,000
3 Beds 3 Baths 220227869 MLS 2,062 SqFt. 3,049 Sqft. Lot 0.07 Acres
Well-located, well-built and lovingly maintained, this easy-care home offers comfort, convenience and no HOA! The 3-bedroom, 2.5-bath home was thoughtfully customized during construction with view balcony, open concept design, tile flooring throughout, central vacuum and a covered patio. A wall of windows featuring beautiful mountain views creates loads of natural light throughout the open living room, kitchen and dining room. A bedroom or office and full bath are conveniently located on the main level. Upstairs, the spacious primary suite is a true retreat, with lovely open sitting area, walk-in closet plus an additional closet and primary bathroom. The lower level features a double garage. A finished bonus room accessed through the garage makes a third bedroom, hobby room, or office etc. Also downstairs is laundry, half bath and extra storage. All appliances are included. Enjoy the front view balcony or rear covered patio overlooking the private, fenced yard. Easy living awaits!

262 Sheridan Street, Ashland

$899,900
2 Beds 2 Baths 220227845 MLS 2,955 SqFt. 9,583 Sqft. Lot 0.22 Acres
Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

119 Granite Street, Ashland

$745,000
3 Beds 3 Baths 220227832 MLS 2,400 SqFt. 6,098 Sqft. Lot 0.14 Acres
Delightful and lovingly maintained 3-bedroom, 2.5-bath home nestled in a desirable neighborhood with minimal through traffic. This inviting property features a covered front porch entry, an open great room- dining area designed for comfortable living and entertaining, a convenient guest bath, and a bright, sunny kitchen with a breakfast nook, abundant natural light, and direct access to a covered outdoor living space. The main-level primary ensuite offers privacy and convenience with direct access to the backyard patio. Eco-friendly bamboo and cork flooring add warmth and character, while the spacious second-floor bonus room provides flexible space for a home office, media room, playroom, or guest retreat. Enjoy beautiful landscapes, mountain views, and a private fenced backyard with a covered patio overlooking a serene common area. Complete with an attached two-car garage and situated in a wonderful neighborhood, this home offers comfort, privacy, and easy living.

527 Sutton Place, Ashland

$895,000
3 Beds 3 Baths 220227806 MLS 3,004 SqFt. 27,442 Sqft. Lot 0.63 Acres
Just steps from historic Lithia Park, this special property sits in one of Ashland's most desirable neighborhoods. Offering over 3,000 sq ft on .63 acres, this private home blends timeless character, mid-century charm and flexibility. The main level features two bedrooms, a full bath, an oversized living room with wood-burning fireplace, kitchen and dining area. The lower level offers a den with adjoining bonus room-ideal as an office, gym, media room or studio-plus laundry and a brand-new full bath with tile floors and shower. A separate, self-contained living space has its own living room, full kitchen, full bath and bedroom-ideal for guests, extended family, or potential ADU use. Recent upgrades include a new roof (2026), ducted HVAC heat-pump system, and a mini-split for the additional living space, all within two years. Outside, enjoy privacy, decks, lawn, water feature, circular driveway and carport with storage, plus easy access to Ashland's world class trail system. Tour today!

152 Strawberry Lane, Ashland

$610,000
4 Beds 3 Baths 220227755 MLS 2,188 SqFt. 156,816 Sqft. Lot 3.6 Acres
Exceptional Ashland property offering over 3 acres of flat, usable land with beautiful views of the Ashland Hills from nearly every room. The 3-bed, 2-bath main home features a light-filled living room with large picture windows, an updated kitchen with quartz countertops and stainless steel appliances, and Energy efficient mini splits throughout the home. fully permitted 1 bedroom 1 bathroom additional living space, completed in 2024, offers a large living area, complete with an island and Roman-style tub. Outside, enjoy lush green grass in the spring, 100+ peonies decorating the entrance, TID irrigation rights, automatic irrigation, and a sand-filtered septic system. A new shop, 2,400 sq ft shop on a concrete slab provides a blank canvas for your dreams, while a 19x26 metal storage shed and RV parking with 30-amp electrical and water add even more functionality. A rare opportunity to enjoy space, versatility, and incredible potential in a beautiful Ashland setting.

907 Neil Creek Road, Ashland

$550,000
3 Beds 2 Baths 220227680 MLS 1,620 SqFt. 71,874 Sqft. Lot 1.65 Acres
Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2019, offering a peaceful country feel just minutes from downtown Ashland. Situated on 1.65 acres with Neil Creek frontage, the property includes irrigation rights and a drip system serving the lush landscaping and vibrant flowers. Inside, the home offers a comfortable, functional layout with dual walk-in closets in the primary suite, a linen pantry, plus a new HVAC system and other upgrades. Outside is where the property really shines, with paver walkways, a spacious patio for entertaining, a large backyard, landscaped creekside areas, a fire pit, beautiful flower beds, and mountain views. A large 2-car garage/shop adds excellent space for parking, storage, or projects. Emigrant Lake is just a short drive away for boating, fishing, swimming, and recreation. Perfect for anyone seeking privacy, space, and an outdoor lifestyle while staying close to Ashland.

4481 Highway 66, Ashland

$995,000
3 Beds 3 Baths 220227627 MLS 2,480 SqFt. 2,360,952 Sqft. Lot 54.2 Acres
UNOBSTRUCTED VIEWS OF MT. SHASTA from the residence and not just somewhere on the property. Discover a rare mountain retreat, about 54± acres, where you can enjoy amazing privacy, peace, and stunning views of Mt. Shasta and Mt. McLoughlin without any obstructions. This unique lodge-style home boasts impressive massive post-and-beam construction and timeless design. The 3-bed, 2-bath home features an open great room w/floor-to-ceiling windows & breathtaking views. The expansive deck is perfect for sunsets, entertaining, & enjoying peaceful mountain life. A separate 1-bedroom guest cabin with its own deck and beautiful views adds extra privacy and flexibility. It's perfect as a main home, a luxurious second home, a family retreat, or a creative escape. You'll find it about 3 miles from Mt. Ashland Ski Area & 15 miles from the lively downtown Ashland. This is a truly unique chance to experience remarkable architecture, acreage, recreation, tranquility, and extraordinary natural beauty

480 Mount Ashland Ski Road, Ashland

$818,000
4 Beds 2 Baths 220227619 MLS 1,836 SqFt. 6,098 Sqft. Lot 0.14 Acres
Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior fixtures and appliances. Original wood floors, picture rail molding, and five-panel doors with antique mortise hardware throughout. Spacious living room with abundant natural light, gas fireplace with slate hearth, formal dining, updated kitchen, laundry mudroom, full bath with tub shower, and two bedrooms with closets on main level, plus two bedrooms and full bath with tub shower on upper level. Basement workshop with resurfaced and epoxy-sealed concrete floor. Formerly renovated ''top-to-bottom'' with new roof, insulation, AC, sewer lateral, supply and drain lines. Inquire for details!

311 B Street, 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: