Masterwork Chalkware Santas: Gallery I

The Masterworks Collection represents the highest expression of Bittersweet House artistry. These Chalkware Santas are defined by intricate hand-painted details and saturated colors, featuring the sophisticated repetitive patterns and narrative depth inspired by historical textiles and folk traditions.

Meticulously cast from 19th-century antique chocolate molds, these storied keepsakes are a celebration of history and craftsmanship, bringing a festive energy to your Christmas home.

Large 9-inch Chalkware Santa with Lantern hand-painted with an intricate design of a snowy Christmas village against a vibrant blue snowflake-patterned background, item S799

Snowy Village Chalkware Santa

S799 • 9" Masterwork

Large 9-inch hand-painted Chalkware Santa holding a tree, cast from a rare antique mold in a Woodland Green coat with complex floral vining, item S801

Heritage Chalkware Santa

S801 • 9" Masterwork

8-inch Chalkware Belsnickle Santa featuring a red and white Scandinavian winter toile narrative design, item S834

Winter Toile Santa

S834 • 8" Masterwork

Masterwork Chalkware Santa with Lantern featuring a hand-painted nautical scene of Gloucester harbor with whales and clipper ships set against a blue sky and ocean, item S800

Nautical Chalkware Santa

S800 • 9" Masterwork

Whimsical Chalkware group featuring three Gnome Santas and a Christmas Angel riding a wooden sled, item S826

Gnome Santas and Angel

S826 • 5.5" Masterwork

Chalkware Santa Claus standing on a blue crescent moon rocker, hand-painted with a celestial winter sky and village scene, item S697

Celestial Chalkware Santa

S697 • 6" Masterwork

5.5-inch Chalkware Santa on Donkey hand-painted with a crimson coat featuring a traditional Tree of Life design with flowers and stylized leaves, item S696

Tree of Life Santa on Donkey

S696 • 5.5" Masterwork

5.5-inch Chalkware Santa on Donkey featuring the intricate Tree of Life design with hand-painted floral and leaf motifs on a crimson coat, item S706

Floral Tree of Life Santa

S706 • 5.5" Masterwork

7-inch Masterwork Chalkware Santa hand-painted in Aqua Blue Frost featuring chickadees perched on holly leaves with flowers and red berries, item S695

Blue Frost Santa with Chickadees

S695 • 7" Masterwork

5.5-inch Chalkware Santa in a Woodland Green coat with a Peridot Green botanical pattern over an inner garment featuring a hand-painted repeating pineapple design, item S670

Hospitality Pineapple Santa

S670 • 5.5" Masterwork

5.5-inch Chalkware Belsnickle in a Woodland Green coat with a Peridot Green botanical pattern, trimmed along the bottom edge with a traditional folk art tulip design, item S671

Folk Art Belsnickle

S671 • 5.5" Masterwork

10-inch Chalkware Santa hand-painted with folk art birds, winter greenery and persimmons, featuring a bag of red apples and a pineapple, item S643

Santa with Apples & Pineapple

S643 • 10" Masterwork

Chalkware Santa with apples, cast from an antique chocolate mold and painted with holiday greenery and blue birds, item S644

Belsnickle Santa with Apples

S644 • 8" Masterwork

5.75-inch Chalkware Santa featuring a folk art Crewel design and inner coat with a red Grandmillennial design, item S645

Folk art Santa

S645 • 5.75" Masterwork

9.5-inch Tall Chalkware Belsnickle with folk birds, winter greenery and persimmons, featuring a pineapple in his bag, item S652

Belsnickle with Winter Foliage

S652 • 9.5" Masterwork

8.5-inch Narrative Chalkware Santa with folk art birds, greenery, and persimmons, featuring a pineapple in his bag, item S653

Santa with Pineapple

S653 • 8.5" Masterwork

9.25-inch Chalkware Santa cast from an antique chocolate mold, hand-painted with cardinals, leaping deer, and a snowy woodland forest scene, item S631

Snowy Woodland Chalkware Santa

S631 • 9.25" Masterwork

Masterwork Chalkware Santa cast from a rare Kutzscher antique German mold, hand-painted with a Tree of Life motif featuring three pheasants and a textile-like botanical depth, item S620

Kutzscher Tree of Life Santa

S620 • Masterwork

Chalkware German Belsnickle Santa hand-painted with a Jacobean Crewel-inspired Tree of Life and an Enchanted Forest deer motif, item S616

Enchanted Forest Belsnickle

S616 • Masterwork

6.25-inch Chalkware Santa with a boy and girl, cast from a rare antique mold and hand-painted in Winter Veridian Green with a repeating berry and greenery pattern, item S595

Santa with Children

S595 • 6.25" Masterwork

Bittersweet House Chalkware figures of children in winter attire sitting on a traditional wooden sled, item S581

Children on Wooden Sled

S581 • 5" Masterwork

8-inch Chalkware Santa holding a lantern, hand-painted with a Jacobean Crewel-inspired design of greenery, fruit and flowers, item S545

Jacobean Harvest Santa

S545 • 8" Masterwork

9.25-inch German Belsnickle Santa in a Deep Forest Green coat with stylized trailing leaf fronds, carrying an evergreen tree and a sack of apples with an aged patina finish, item S532

Belsnickle with Apples

S532 • 9.25" Masterwork

5.25-inch Chalkware Santa in a traveling posture, hand-painted with a Jacobean Crewel-inspired design of tulips, pineapples, and pomegranates, item S553

Jacobean Wanderer Santa

S553 • 5.25" Masterwork

5.75-inch Chalkware Santa hand-painted in a deep crimson with a Jacobean Crewel-inspired design of botanical vines and stylized flowers, item S557

Heirloom Crewel Santa

S557 • 5.75" Masterwork

8-inch Chalkware Santa with Lantern cast from a rare Laurösch of Germany mold, featuring a deep Forest Green coat with hand-painted Fleur-de-Lis and Scandinavian heart-clover trim, item S529

Fleur-de-Lis Santa with Lantern

S529 • 8" Masterwork

5-inch Alpine Masterwork Santa featuring an intricate hand-painted all-over Fair Isle stitchery design inspired by Nordic textiles, item S526a

Fair Isle Chalkware Santa

S526a • 5" Masterwork

6.75-inch Hiking Chalkware Santa in a Deep Umber Brown coat featuring a Woodland Tapestry design of oak leaves, hidden blooms, and geometric brocade trim, item S493

Woodland Tapestry Santa

S493 • 6.75" Masterwork

9-inch Signature Chalkware Santa with Lantern in a rich Umber Brown coat with a hand-painted interlocking repeat pattern inspired by Continental damask textiles, item S479

Signature Damask Lantern Santa

S479 • 9" Masterwork

Medium Chalkware Santa hand-painted with a Renaissance-inspired Florentine floral design featuring intricate botanical motifs rooted in historical art traditions, item S447

Florentine Santa

S447 • Masterwork