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$1,585,000
3 Beds 3 Baths 220224076 MLS 1,504 SqFt. 10,018 Sqft. Lot 0.23 Acres
A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook charm, refined design and flexible living/income potential just steps from shops, dining, Britt, wine tasting and Doc Griffin Park. Set on approx. .23 acre with two beautifully curated buildings, the property includes two exquisite guest suites, 3 baths, inviting living areas, designer finishes, layered textures, romantic décor, gardens, patios, event lawn and a bridal/flex studio opening to the outdoors. Every space feels thoughtfully composed, warm, elegant and memorable. Currently known as an intimate inn and special-event setting, for weddings, celebrations, gatherings & reunions it also lives beautifully as a private residence, guest retreat or multigenerational compound. Seller believes additional cottage-style improvements may be possible; Buyer to verify with City. Historic Core zoning creates added versatility; all future use subject to City. Inquire for full details.

215 S 4th Street, Jacksonville

$549,000
3 Beds 2 Baths 220223656 MLS 1,725 SqFt. 33,105 Sqft. Lot 0.76 Acres
Located along the banks of the Applegate River and less than 15 minutes from Historic Downtown Jacksonville, this charming single-level ranch home offers a rare opportunity to enjoy riverfront living in the heart of the Applegate Valley. Situated on approximately 0.76 acres near Ruch, the property features beautiful river views from the house, river frontage, and a peaceful setting surrounded by Southern Oregon's natural beauty. The 3-bedroom, 2-bath floor plan includes two sunrooms, an additional living area, and an attached garage with a workshop. The sellers recently completed a home inspection and well reports, both available for buyer review. New water heater installed in 2026. New Septic in 2017, New Roof +Gutters 2019. in Enjoy country living while remaining close to Jacksonville, local wineries, outdoor recreation, and Rogue Valley amenities.

3550 Upper Applegate Road, Jacksonville

$629,000
3 Beds 2 Baths 220223536 MLS 1,492 SqFt. 7,405 Sqft. Lot 0.17 Acres
Welcome home to Jacksonville charm! Nestled among mature trees & abundant wildlife, this newer single-level home offers a peaceful retreat just minutes from downtown. The bright open floor plan has vaulted ceilings, transom windows, & a cozy fireplace that creates an inviting gathering space. The spacious kitchen is designed for everyday living & entertaining, featuring granite countertops, stainless steel appliances, pendant lighting, & classic white subway tile. The private primary suite includes a walk-in closet, dual vanities, & a beautifully tiled shower. A sliding door opens directly to the tranquil backyard, where a covered patio, paver seating area, & gas hookup for summer barbecues invite outdoor living year-round. A charming garden offers raised beds for flowers, herbs, or vegetables. Neighborhood amenities include a community center, open space, & direct access to the 255-acre Jacksonville Woodlands, with miles of scenic trails & natural beauty

250 Oak Knoll, Jacksonville

$790,000
4 Beds 3 Baths 220223492 MLS 3,277 SqFt. 15,246 Sqft. Lot 0.35000000000000003 Acres
Situated in the lovely Stagecoach Hills neighborhood, this multi-level residence embodies limitless possibilities with its panoramic views of the mountains and valley. The property's interior shines with exquisite hardwood floors and a gourmet kitchen equipped with a high-end Wolf range, complemented by elegant tile and granite accents, alongside a spacious butler-style pantry. The primary suite, nestled on a private upper level, offers serene seclusion and features a stone fireplace, a sitting room area, and an updated bathroom with a large stone shower, heated tile floors, and dual sinks. The residence also features an in-ground pool / spa with expansive decking, perfect for creating unforgettable experiences. This multi- level design features French doors that leads to 3 additional bedrooms and guest bath

443 Conestoga Drive, Jacksonville

$825,000
3 Beds 1 Baths 220223445 MLS 1,644 SqFt. 2,810,926 Sqft. Lot 64.53 Acres
Unique opportunity on 64+ scenic acres w/ EFU zoning, offering exceptional privacy & versatility. Bordering public lands on two sides, this remarkable property provides a peaceful setting w/ endless possibility. The 3-bedroom, 1-bath home is complemented by three separate guest sleeping buildings, creating space for visitors, hobbies, or creative pursuits. Additional features include two barns, detached greenhouse w/ a dedicated office space + a separate farm building w/ commercial kitchen potential. Two wells on the property. The basement offers extra guest quarters w/ its own private entrance, adding flexibility for an at home office. Surrounded by natural beauty & abundant wildlife, this property is ideal for those seeking room to roam, work, recreate, or simply enjoy a tranquil rural lifestyle. Fenced organic garden w/ garden beds, English walnut trees etc. makes this perfect for homesteading. A rare combination of acreage, privacy, improvements, less than 15 mins to J'ville.

5758 Sterling Creek Road, Jacksonville

$824,999
4 Beds 3 Baths 220223402 MLS 2,277 SqFt. 7,405 Sqft. Lot 0.17 Acres
Experience breathtaking mountain views from nearly every main living space in this beautifully designed 2021 Jacksonville home. Walls of windows fill the great rm w/natural light, seamlessly connecting to expansive view decks creating exceptional indoor-outdoor living. The gourmet kitchen features premium BlueStar gas range, lg island, leathered granite counters, stainless appliances, walk-in pantry & abundant workspace. Maple hardwood floors, designer lighting, Hunter Douglas window coverings & quality finishes enhance the home's appeal. 4 bed plan w/main-level primary suite offering private deck access w/serene valley views, walk-in closet, soaking tub & oversized tiled shower. Also on the main level are a dedicated office w/built-ins, half bath & laundry rm w/sink & storage. Downstairs offers 3 more bedrooms, full bath & spacious bonus rm, ideal for guests or multigenerational living. EV-ready garage. Perfect for those who travel- leave w/peace of mind & return to effortless living!

1300 Andrews Place, Jacksonville

$349,900
2 Beds 2 Baths 220222612 MLS 1,264 SqFt. 207,781 Sqft. Lot 4.77 Acres
Handyman Special! Discover the charm and potential of this peaceful 4.77-acre property, featuring two taxlots, a cozy ranch-style home with expansive views of farmland and mountains. This 2 bed, 2 bath home offers privacy, space, and endless possibilities. Inside, you'll find a kitchen with ample storage and a dining area highlighted by a bay window that captures the scenic surroundings. The sunlit living room features a rustic wood-burning fireplace, perfect for cozy evenings. Both bedrooms are generously sized with oversized closets, and the primary suite includes a double vanity and a soaking tub--ideal for relaxation. A large yard offers room for gardening, pets, or hobby farming. Whether you're dreaming of a quiet retreat, a mini-homestead, or an investment property, this home delivers a solid foundation for your vision. This home will be sold AS IS.

3361 Little Applegate Road, Jacksonville

$569,000
3 Beds 2 Baths 220222554 MLS 1,992 SqFt. 1,748,934 Sqft. Lot 40.15 Acres
Perched atop a private hill just outside of Jacksonville, this one-of-a-kind retreat offers breathtaking views stretching across mountains, valleys, and Southern Oregon skies. Situated on just over 40 acres, this 3-bed, 2-bath home was designed to embrace its incredible setting with expansive windows, multiple outdoor viewing areas, and a deck perfect for stargazing or soaking in unforgettable sunsets. The main living space is open and inviting, while the downstairs wood stove helps heat the entire home. The lower level includes a single-car garage and additional living space, creating a functional layout with room to spread out. Private, peaceful, and truly unforgettable--this is your chance to own a rare hilltop sanctuary just minutes from the charm of Jacksonville. Please no drive-bys.

1528 Morton Way, Jacksonville

$767,000
2 Beds 2 Baths 220222465 MLS 2,425 SqFt. 1,906,621 Sqft. Lot 43.77 Acres
Custom round home designed and built by architect Clair Killen, positioned to capture panoramic views of Dutchman Peak and Little Grayback Mountain. The lower-level solarium provides exceptional space for year-round gardening and plant cultivation. Backing to BLM land, the property offers privacy, direct access to miles of public land, and a network of neighborhood trails, including a trail from the property that connects to the Sterling Mine Trail system. A gardener's paradise with two wells, extensive water storage, and two greenhouses with underground power. Multiple outbuildings and an ADU provide flexibility for guests, multigenerational living, rental income, hobbies, or workspace. Whether you're a gardener, homesteader, artist, or outdoor enthusiast, this property offers the space and infrastructure to bring your vision to life. Owner may carry.

9595 Sterling Creek Road, Jacksonville

$1,149,000
4 Beds 4 Baths 220222432 MLS 3,737 SqFt. 399,445 Sqft. Lot 9.17 Acres
Experience elevated mountain living on this breathtaking 9-acre estate at the base of Boaz Mountain. Designed with timeless lodge-inspired architecture, this 3,737 SF custom home captures luxury, warmth, and privacy at every turn. Towering vaulted ceilings, tile floors, handcrafted woodwork, and dramatic floor-to-ceiling windows create an unforgettable atmosphere filled with natural light and stunning views. The gourmet kitchen features quartz countertops, high-end appliances, oversized island, and walk-in pantry, opening seamlessly to expansive living and entertaining spaces. Resort-style outdoor living awaits with a heated in-ground pool with PebbleTec finish, outdoor kitchen, pool house, hot tub, 1,000+ SF deck, and beautifully curated grounds designed for unforgettable gatherings and peaceful evenings alike. Backing thousands of acres of public land, this is more than a home--it's a private Southern Oregon retreat built for luxury, adventure, and connection.

2365 Eastside Road, Jacksonville

$649,999
4 Beds 3 Baths 220222192 MLS 2,656 SqFt. 355,014 Sqft. Lot 8.15 Acres
Tucked into the highly sought-after Little Applegate Valley, this exceptional Southern Oregon lifestyle estate offers a rare blend of privacy, natural beauty, recreation, and valuable water resources (Irrigation rights 1857 priority). There is an irrigated organic orchard and berries. This setting feels more like living in a private park than a traditional rural property, with mountain biking, hiking, and outdoor adventure accessible directly from Grouse Creek Road. Enjoy nearby fishing, boating, and paddling at Applegate Lake, while remaining just minutes from historic Jacksonville with its renowned dining, wineries, festivals, and vibrant community atmosphere. This is a 4 bedroom, 3 bathroom, open-concept home with soaring vaulted ceilings. With hardwood floors, tons of natural lighting, and a big kitchen, this home has everything you could need for your own private retreat. Sitting on 8+ acres of land, bordering BLM land, with incredible views, this property checks all the boxes

4046 Little Applegate Road, Jacksonville

$799,000
3 Beds 3 Baths 220222075 MLS 1,570 SqFt. 2,178 Sqft. Lot 0.05 Acres
Exceptional 2026 new construction in the heart of historic Jacksonville, Or. Enjoy being just a short stroll from local favorites including the Britt Music & Arts Festival, trolley tours, wine tasting rooms, woodland trails, charming art boutiques, and fine dining. This beautifully designed home offers 3 spacious bedrooms, 2.5 bathrooms, and over 1,570 sq ft of living space filled with abundant natural light and an inviting open-concept layout. The gourmet kitchen features soft-close cabinetry, granite countertops, stainless steel appliances, and a convenient eating bar. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully tiled walk-in shower. Additional highlights include luxury laminate flooring, a finished 1-car garage, an elegantly tiled guest bathroom, and a private driveway. Located within the historic district, this property also qualifies for short-term rental applications, creating a unique opportunity for both homeowners and investors.

205 N Oregon Street, Jacksonville

$1,025,000
4 Beds 4 Baths 220221529 MLS 3,400 SqFt. 199,504 Sqft. Lot 4.58 Acres
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

$275,000
220221164 MLS 218,671 Sqft. Lot 5.02 Acres
Location, location, location! Searching for an amazing view lot to build your dream home on that's close to Downtown Jacksonville as well? If so, this is the one for you! This rural lot is accessed through a private drive that is shared with million dollar plus homes and is ready to be built on! A few of the many features this property has to offer is a new well (cost $30k+), new well pump (cost $19k+), power is at the property line, RR-5 zoning provides homesite approval, septic approval, graded homesite pad, graveled driveway, & much more! Buyer(s) to perform their own due diligence pertaining to buildability of the property. Very rare opportunity to find buildable acreage within 5 mins from Downtown Jacksonville, so contact your agent today for a personal tour, before it's too late!

254 Juanita Way, Jacksonville

$2,100,000
220220892 MLS 211,701 Sqft. Lot 4.86 Acres
Rare opportunity to own 3 adjoining parcels being sold together within the city limits of Jacksonville! This high-potential property offers a combined 19.23 acres across three separate tax lots, creating endless possibilities for future development, investment, or estate living. Parcel #1 (10002611) consists of 4.86 acres, Parcel #2 (10982036) offers 10 acres, and Parcel #3 (10994694) includes 4.37 acres. With a prime location inside Jacksonville city limits, this unique offering combines space, privacy, and convenience while being just minutes from downtown, dining, shopping, and local amenities. Properties with this much acreage, multiple parcels, and potential within city limits are increasingly hard to find. Buyer to complete their own due diligence regarding land use, development potential, utilities, and approved uses. Exceptional opportunity to secure a large acreage holding in a highly desirable Southern Oregon location.

Applegate Street, Jacksonville

$990,000
4 Beds 4 Baths 220220426 MLS 4,227 SqFt. 21,780 Sqft. Lot 0.5 Acres
This gem of a property is located only a few minutes from historic downtown Jacksonville, the Britt festivals and some of the best wine country southern Oregon has to offer! No need to keep your search to only single-story homes, because this one has an elevator to give equal access throughout. The kitchen is built for entertaining in the great room. Enjoy amazing views of the Rogue Valley from the expansive rear deck. If storage is what you need, there are two, two car garages and an additional storage space. Outside you will find beautiful and peaceful landscaping in both the front and back. With quality features throughout, this home is ready to provide comfort and good times for a new owner. Schedule a tour today!

935 Applegate Street, Jacksonville

$1,477,000
2 Beds 3 Baths 220220012 MLS 2,585 SqFt. 412,948 Sqft. Lot 9.48 Acres
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

$560,000
3 Beds 3 Baths 220220067 MLS 2,726 SqFt. 217,800 Sqft. Lot 5 Acres
Located in the scenic Applegate Valley, this 5 acre, fully irrigated rural property offers privacy, usability, and a true Southern Oregon lifestyle. The 2,726 sq ft home features 3 bedrooms and 3 full baths with a flexible split level floor plan. Light-filled living spaces create a warm and inviting atmosphere, with a heat pump for year round comfort plus wood heat in both living rooms. The new back deck is ideal for relaxing, entertaining, and taking in the surrounding mountain and territorial views. Multiple additional rooms offer space for storage, an office, hobbies, guests, or flexible use. The fully fenced property includes established pasture, irrigation rights for all 5 acres, a garden area, gated entry, dog run, RV parking, and outbuildings for added functionality. With usable acreage, room for animals and equipment, and a peaceful rural setting, this property offers the versatility, comfort, and lifestyle buyers seek in the Applegate Valley.

7680 Upper Applegate, Jacksonville

$629,808
3 Beds 2 Baths 220219807 MLS 1,448 SqFt. 1,881,792 Sqft. Lot 43.2 Acres
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

$699,000
3 Beds 3 Baths 220219715 MLS 2,260 SqFt. 6,098 Sqft. Lot 0.14 Acres
Beautiful contemporary Craftsman-style home in a quiet setting close to historic downtown Jacksonville, Britt Festival, restaurants, and woodland hiking trails. This well-maintained newer home features an open-concept floor plan with engineered hardwood floors, abundant natural light, and a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, custom cabinetry, and a spacious island ideal for gathering and entertaining. The main-level primary suite includes a walk-in closet, double vanity, and tile shower, along with a powder room and laundry room. Downstairs features a large family/media room, two bedrooms, full bath, and separate entrance - ideal for guests, extended family, or flexible living space. Enjoy multiple outdoor living areas, easy-care landscaping, covered porches on both levels, a private rear patio, and attached two-car garage in one of Southern Oregon's most desirable communities.

915 Hangman Way, Jacksonville

$2,150,000
4 Beds 3 Baths 220219078 MLS 6,838 SqFt. 1,069,833 Sqft. Lot 24.56 Acres
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

$579,000
4 Beds 2 Baths 220219015 MLS 3,404 SqFt. 117,612 Sqft. Lot 2.7 Acres
Nicely set back off the highway you will find this well constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft. , 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

$750,000
220218273 MLS 280,962 Sqft. Lot 6.45 Acres
Tucked just outside the historic town of Jacksonville, this exceptional high-end 6.45-acre residential parcel offers privacy and showcases beautiful valley and mountain views. Accessed via a shared gated drive, the property has been improved for equestrian and rural living. Improvements include a 1,206 sq ft barn & adjacent riding arena. A fenced 1/3-acre Syrah vineyard, professionally installed, presents unique lifestyle or boutique agricultural potential. Enjoy direct access to the renowned Britt Woodlands Trail System, offering over 16 miles of hiking and biking trails right from your property. Served by a private well that last tested at 10.5 gpm, this property offers a rare opportunity to build your own dream estate in one of Southern Oregon's most desirable locations.

84 Placer Hill Drive, Jacksonville

$624,900
4 Beds 4 Baths 220218223 MLS 2,907 SqFt. 261,360 Sqft. Lot 6 Acres
This updated 4-bed, 4 -bath home offers 2,907 sqft of living space on a peaceful 6-acre lot. Including a huge barn with an additional office space on the second level. Fresh paint and new laminate flooring on the main level create a crisp, modern feel. Vaulted ceilings and large windows fill the space with natural light and showcase stunning mountain views. The open layout is ideal for both relaxing and entertaining. Privately tucked away yet close to town, this property offers the best of both worlds. Highlights include a 1,000-sqft barn with a second-level office--great for storage, hobbies, or creative work. A 3-car garage provides ample room for vehicles, and a charming greenhouse supports year-round gardening. The abundant water supply is ideal for lush landscaping or agriculture. This home has incredible views of the valley and mountains - Don't miss out! Priced to sell!

3375 Little Applegate Road, Jacksonville

$584,000
3 Beds 2 Baths 220218112 MLS 1,880 SqFt. 130,244 Sqft. Lot 2.99 Acres
Nestled in wine country this nearly 3 PRIVATE Fully fenced acreage property features south facing slopes and mapped gravelly silt loam soils offering potential for hobby gardening, orchard, vineyard or small homestead. This 1,880 sq. Ft. home showcases beautiful real wood cabinetry and real hard wood and tile flooring offering timeless character and solid craftmanship. Additionally, vaulted ceilings, updated bathrooms a 2 car garage, a charming chicken coop and a substantial barn with insulation and electricity for storage, animals or a workshop! Enjoy peaceful mountain views on the large deck. Just minutes to Applegate lake, Cantral Buckley, and close to the Ruch out door school offering k-8!! OWNER CARRY OPTIONS AVAILABLE with acceptable offer. Buyer to do own due diligence

15 Twin Oaks Road, Jacksonville

$929,000
4 Beds 4 Baths 220217989 MLS 2,946 SqFt. 11,761 Sqft. Lot 0.27 Acres
One of the oldest Victorians in Southern Oregon, eligible for the historic register, the Henry Klippel House has been home to only four families in its 160 years. Built for one of three prospectors credited with the 1853 discovery of Crater Lake, the main house offers 4 spacious bedrooms (incl. ground floor primary suite) and 3.5 baths, with another bedroom and half bath in its guesthouse. Restored by contractor Roger Whipple in the 1990s, with a new shake roof in 2025 and master bath remodel in 2026, the house retains its original hardwood floors, paned windows, brass gasolier fixtures, and brick fireplace. Airy 10' ceilings, covered porches, and custom woodwork showcase the home's craftsmanship. Set on a .27-acre corner lot blocks from shops and restaurants, the property also includes a detached 2-car garage with workroom, and a two-story ADU with full kitchen, half bath, private entrance and parking. A once-in-a-generation chance to steward one of Jacksonville's historic treasures

220 8th Street, Jacksonville

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: