The Simpich
Caroller Collection
The Iconic Simpich Caroller Collection
In the late summer and early fall of 1952, newlyweds Bob and Jan Simpich found themselves wondering how they could possibly afford Christmas gifts for their families back home in Missouri. Money was tight, the holiday trip seemed out of reach, and yet the desire to give something meaningful remained.
That spark of necessity—and a bit of newlywed creativity—led Jan to a simple but extraordinary idea: What if they made the gifts themselves?
What followed was the creation of the very first Simpich Christmas Carollers. Hand-crafted from humble materials and shaped with imagination and heart, those early figures became the foundation of a tradition that would continue for more than five decades. The designs born in that 1952 autumn would grow, evolve, and inspire countless beloved characters—ultimately becoming one of the most iconic collections in Simpich history.
41 x 31 Framed Caroller Backdrop Print is a beautiful framed print of the original painting by Robert Simpich, depicting a snowy street in London. This stunning scene, with its snow-covered rooftops and glowing lanterns, creates the perfect setting for your Simpich Carolers. This piece comes framed and ready to hang in a frame from 1987.
Simpich Character Dolls — The Grandparents & The Happy Urchin | Family Bundle | Pristine Condition
Grandmama, Grandpapa & The Happy Urchin — Three Pieces, One Story
Bob and Jan Simpich had a gift for creating not just figures, but moments frozen in time — and nowhere is that more evident than in the relationship between Grandmama, Grandpapa, and the Happy Urchin. These three pieces were envisioned together as a family scene: the grandparents making their way through a Victorian Christmas street, arms already full of the season's generosity, and their young charge — the irrepressible Happy Urchin — recruited to help carry the overflow. That towering stack of hand-wrapped gifts in his arms? Those belong to Grandmama and Grandpapa. Though if you look closely at his wide grin and bright eyes, you have to wonder — does he already know which one is for him?
Grandpapa cuts a distinguished figure in his top hat and wool coat, cane in hand, a wrapped gift tucked under his arm with the quiet satisfaction of a man who has chosen well. Grandmama walks beside him, her lace-trimmed dress and bonnet perfectly pressed, her gentle expression radiating the warmth of someone who has made Christmas magical for decades. And just ahead — or perhaps just behind, too excited to walk in a straight line — the Happy Urchin leads the way, curly blonde hair bouncing, fringed scarf flying, arms piled so high with beautifully ribboned packages that you can barely see his freckled, rosy face beneath them.
Together, these three pieces form one of the most complete and emotionally resonant scenes in the entire Simpich Caroler Collection. Displayed together, they don't just decorate a shelf — they tell a story that every family recognizes.
This bundle represents exceptional collector value. Grandmama and Grandpapa are beloved anchor pieces of the collection, while the Happy Urchin sits firmly in the Rare category — significantly harder to source than standard carollers and increasingly difficult to find in the condition presented here. Acquiring all three together, as they were meant to be displayed, is an opportunity that rarely presents itself.
Simpich Character Dolls — The Original Seven Carolers | Complete Vintage Bundle
The Lantern Man · Muff Lady · Fat Man · Bell Ringer · Mandolin Man · Snowball Boy · Flute Player Vintage 1980–1985 | Pristine Condition | All Seven Pieces
Of all the Simpich creations, the Original Seven Carolers stand out as the quintessential Simpich Character Dolls. Created in many iterations over the course of all 54 years of production, finding a complete vintage set in pristine condition can be very difficult. I have been searching for a collection this unified in both production year and condition for some time — and this is it. All seven pieces were created between 1980 and 1985, and every single one is in remarkable condition.
The story of the Simpich Carolers starts in 1952, when Bob and Jan handcrafted their first caroler figures as personal Christmas gifts for friends and family in Manitou Springs, Colorado. What began as an act of holiday generosity slowly became something much larger — an American folk art tradition, a beloved holiday institution, and one of the most sought-after collectible series in the country. The original seven carolers were the foundation upon which everything else was built, and finding them together, in this condition, from this era, is genuinely exceptional.
Each of the seven figures is presented here in the form produced during the early 1980s — a moment when the designs had matured into their most expressive and finely crafted versions, before the later redesigns and reinterpretations that would follow in subsequent decades.
The Lantern Man is widely regarded as the most iconic figure in the entire collection — his top hat, wool overcoat, and intricately crafted glowing lantern have made him the symbol of the Simpich Carolers. He leads the group as he always has, illuminating the way forward.
The Muff Lady is, for many collectors, the heart of the collection — a young woman dressed in her finest holiday attire, bundled warmly and stepping confidently into a long Christmas Eve of song. She was among the first figures ever designed, and her elegance and charm have never been replicated.
The Fat Man carries his songbook with the quiet authority of someone who has led every carol from memory for thirty years. One of the most recognizable figures in the set, he embodies the communal warmth that Bob and Jan sought to capture from the very beginning.
The Bell Ringer, originally crafted as a family Christmas gift, has been a cornerstone of the set since its earliest days. His signature red jacket and hand-held bell make him instantly recognizable, and in this vintage form he carries all the warmth of the tradition that created him.
The Mandolin Man brings melody to the group — dressed in his wool overcoat and cozy scarf, mandolin poised as if mid-strum, he is the musical soul of the ensemble and a testament to the level of detail Simpich brought to even the supporting cast.
Snowball Boy was the last of the original seven to be designed, added in the late 1950s to inject a note of mischief into the otherwise perfectly composed group. His arm raised, snowball at the ready, he's been threatening to disrupt the caroling for over sixty years — and the set would be incomplete without him.
The Flute Player rounds out the ensemble, adding a lilting, melodic presence to the group and completing the musical tapestry that Bob and Jan envisioned for their caroling scene.
Together, these seven figures are not simply a collection — they are a complete artistic vision, realized exactly as Bob and Jan Simpich intended. Displayed as a group, they transform any shelf or mantle into a Victorian Christmas street, alive with music, warmth, and the particular kind of storytelling that only Simpich could produce.
Finding a single vintage Simpich caroler in pristine condition is a good day. Finding all seven originals, together, from the same era, in this condition — that's the kind of opportunity that doesn't come twice.
Browse All 35 Simpich Carollers:
The Core Seven Carollers:
Here is where the Simpich story truly begins. Six of these seven figures trace their roots directly back to the original handmade gifts Bob and Jan Simpich created for Bob’s parents in 1952—simple, heartfelt Christmas Carollers that would inspire more than five decades of artistry. A short time later, the beloved Snowball Boy joined their ranks, completing what collectors now know as the Core Seven: the foundation of the entire Caroller Collection.
Condition: Excellent
Widely regarded as one of the most iconic Simpich dolls, The Lantern Man has become a symbol of the collection’s timeless charm and exceptional craftsmanship.
Dressed in a distinguished wool overcoat and classic top hat, The Lantern Man carries a glowing lantern, illuminating the path as he embodies the spirit of Christmas. His thoughtful expression and poised stance capture the essence of a traditional caroler, bringing warmth and nostalgia to any holiday scene. Every detail—from the folds in his coat to the intricately crafted lantern—showcases the extraordinary artistry that has made Simpich dolls so beloved.
As a centerpiece of the Caroler Series, The Lantern Man stands as a quintessential figure, representing the heart of Simpich’s holiday tradition. Whether displayed on its own or as part of a larger set, this beloved figure adds a timeless elegance to your collection.
Celebrate the legacy of Simpich artistry with The Lantern Man—an iconic piece that captures the magic of Christmas for generations to come!
Condition: Pristine | Core Seven Carollers
Among all the designs ever created in the Simpich workshop,the Muff Lady stands as one of the most iconic and enduring figures. Introduced in the earliest years of the Caroler line and refined many times over the decades, she remains instantly recognizable: a young woman bundled against the winter chill, dressed in her finest holiday attire, and stepping confidently into a long Christmas Eve of song.
Despite the variations she saw through the years—different fabrics, hats, hairstyles, and muff trims—her spirit never changed. She’s timeless. Classic. The very image of the Simpich Christmas.
For many collectors, the Muff Lady isthe heart of the Caroler Collection. She represents the elegance and charm that defined Bob and Jan’s work from the very beginning: expressive faces, hand-sewn clothing, and the quiet storytelling that made every Simpich figure feel alive.
Whether you’re beginning a collection or seeking to complete one,there is no more essential Simpich Character Doll than the Muff Lady. She captures everything people love about Simpich art—craftsmanship, nostalgia, warmth, and the magic of Christmas—wrapped into one unforgettable design.
Condition: Excellent
The Fat Man Caroler is one of the most recognizable and beloved figures in the Simpich Christmas tradition. Dressed warmly for a winter evening out, songbook in hand, he captures the timeless joy of caroling, community, and the magic of the season.
The story of this figure begins in 1952, when Bob and Jan Simpich crafted their very first carolers as handmade Christmas gifts for friends and family. What started as a personal gesture of holiday generosity grew into the iconic Simpich Caroler series — a cornerstone of the Simpich holiday collection and one of the most enduring traditions in American Christmas folk art.
This particular example represents the final evolution of the Fat Man Caroler design, showcasing the refined craftsmanship and expressive character that defined Simpich's later productions. His expressive face, classic winter coat, and songbook in hand make him an instantly recognizable presence in any holiday display — and a prized piece for serious collectors.
Condition: Excellent | Core Seven Carollers
Dressed in traditional winter attire, including a wool overcoat and cozy scarf, Mandolin Man brings warmth and melody to the Caroler series. His carefully crafted mandolin, poised as if ready to strum a holiday tune, is a testament to the exceptional craftsmanship that Simpich is known for. The lifelike expression and intricate details in his clothing and instrument showcase the artistry behind this beloved figure.
As a joyful addition to the Caroler set, Mandolin Man plays an important role in evoking the festive spirit of the season, spreading cheer through the beauty of music. Whether standing alone or paired with other carolers, this piece adds a unique harmony to your collection.
Condition: Excellent | Simpich Caroller – Flute Player (Core Seven) | Vintage Edition
The Flute Player is one of the original Core Seven Carollers and remains the hardest of the seven to find today. His tall, slender design and delicate hands in flute pose made him one of the most fragile early Simpich figures—resulting in far fewer surviving examples than the other classic Carollers.
Dressed in his vibrant green coat, layered scarf, and signature cap, the Flute Player brings movement and charm to the Caroller line. His expressive posture captures the moment mid-song, adding a sense of life and rhythm to any display.
Beautiful, rare, and unmistakably Simpich, the Flute Player is an essential addition for collectors seeking to complete the Core Seven.
Condition: Displayable (this piece displays some mild fading, the sculpted elements are in Pristine Condition)
A beloved piece with deep roots in the history of Simpich Character Dolls, The Bell Ringer was originally crafted by Bob and Jan Simpich in their home in Manitou Springs, Colorado, as a heartfelt Christmas gift for their family.
Over the decades, Jan Simpich has lovingly refined this iconic design, adding thoughtful updates while keeping the cherished elements intact. Now featuring a fur-trimmed coat, this updated version of the Bell Ringer maintains the signature red jacket that has made it such a vital part of any Caroler set. The attention to detail—from the flowing fur accents to the craftsmanship of the bell in hand—enhances the character’s timeless charm.
As a core figure in the Caroler series, The Bell Ringer represents the artistry and tradition of Simpich dolls. This redesigned version celebrates the history of the collection while bringing a fresh, yet classic look to the beloved piece.
Add The Bell Ringer to your collection today and celebrate the rich legacy of Simpich craftsmanship!
Condition: Displayable (Minor fading, sculpted elements are in Pristine Condition)
Meet Snowball Boy, the final addition to the original seven Carolers, designed in the late 1950s. With a snowball at the ready, he playfully attempts to disrupt the joyful carols sung by his fellow Carolers, bringing a delightful touch of mischief to the scene.
Bob and Jan Simpich envisioned Snowball Boy as an essential character, adding a layer of realism to the Caroler ensemble. Over the years, they have lovingly refined his design, maintaining the iconic blue jacket that makes him stand out.
No Caroler set is complete without a dash of chaos, and Snowball Boy is the perfect embodiment of that spirit. Add this one-of-a-kind piece to your collection and let the fun begin!
Celebrate tradition and artistry with this timeless piece!
The Early Additions:
Beginning in 1973, Bob and Jan started expanding the Caroller scene beyond the original seven. The Newsboy and the Teenage Girl (listed as the Caroller Girl) were the first to join the set, opening the door to an era of creativity that continued for decades.
From there, the collection grew to include beloved additions like the English Bobby in 1994 and the Fiddler in 1996—each one bringing new personality, charm, and depth to the world of Simpich Carollers.
Condition: Pristine
Bundled up in cozy winter clothes, this adorable little one sits happily in an apple crate converted into a sled, ready for snowy adventures. With rosy cheeks and wide eyes full of wonder, Sled Baby captures the joy and innocence of childhood during the holiday season.
The charming details of her winter outfit and the rustic apple crate-turned-sled add a nostalgic touch, making her a delightful addition to any Christmas display. Whether paired with other carolers or featured on her own, Sled Baby brings a sense of playful warmth to your holiday decor.
Condition: Prstine
Leaning on a crutch and proudly holding up a newspaper that proclaims, "Good News: The Lord Has Come," this charming figure captures the heartwarming spirit of the season. Dressed in a cozy winter outfit, the Newsboy’s determined stance and joyful expression make him a symbol of hope and celebration.
With its attention to detail and nostalgic charm, this treasured piece brings the timeless message of Christmas to life. Whether displayed alone or with other carolers, The Newsboy is sure to be a standout addition to your holiday collection. Bring home this cherished figure today and celebrate the Good News for years to come!
Condition: Excellent
The Caroler Girl – Simpich Caroler Collection
Dressed in a bold red coat and classic tartan skirt, The Caroler Girl is the picture of holiday cheer. With her mittened hands holding a holly-trimmed songbook and her eyes lifted in mid-verse, she captures the magic of Christmas music in full harmony.
A staple in the Simpich Caroler Collection, this piece brings energy and brightness to any display. Her crisp white gloves, velvet bow-tied hair, and joyful expression reflect the meticulous detail and festive spirit that make the Simpich Dolls so beloved.
Whether displayed on her own or alongside the full chorus, The Caroler Girl fills any room with charm—and a touch of timeless Christmas melody.
Condition: Pristine
Standing proudly amidst the caroling ensemble, this character maintains perfect posture and vigilance, ensuring the joyful atmosphere is safe and sound. A closer look reveals a subtle smile on his face, hinting at the joy of the season.
Added to the Simpich Carolers lineup in the 1980s and produced until 2007, this delightful doll captures the essence of a classic English policeman captivated by the beautiful carols echoing through the streets of London.
Celebrate the magic of the holidays with The English Bobby, a perfect addition to your Simpich Character Doll collection!
Condition: Pristine
The Grandmama and Grandpapa Set from the Simpich Caroler Collection beautifully captures the essence of holiday tradition and family. Grandpapa, dressed in a top hat and wool coat, holds a cane and a wrapped gift, exuding a dignified charm. Grandmama, with lace-trimmed details on her dress and bonnet, carries a bundle of festive packages, her gentle expression reflecting the warmth of the season. Together, they make a timeless pair, embodying the love and joy that define Christmas, and are a perfect addition to any collection with their exquisite craftsmanship and nostalgic charm.
Condition: Excellent
With a bright red bow tied around his neck, Dickens Dog is captured in a joyful, playful posture, as if ready to join in the festivities. His eager expression and lively stance make him a delightful addition to your holiday display, adding a touch of whimsy and joy to the Caroler Series.
Whether paired with other figures from the collection or displayed on his own, Dickens Dog brings a heartwarming presence to your home. Celebrate the spirit of Christmas with this loyal companion and add him to your collection today!
Condition: Pristine
The Fiddler—a rare and iconic piece from the beloved Carolers collection. This exquisite doll showcases the exceptional craftsmanship that Simpich Character Dolls are renowned for, featuring intricate designs that make each piece a true work of art.
With its delicate Fiddle and Bow, this Fiddler is not only a charming addition to your collection but also a testament to the artistry of doll-making. Both instruments are in pristine condition, reflecting the care taken in Robert Simpich's design.
Don't miss your chance to own this limited edition piece—perfect for collectors and enthusiasts alike. Add a touch of musical magic to your home with The Fiddler!
The Fiddler was designed by Robert Simpich
Simpich Character Dolls — The Caroller Drummer (Vintage First Edition) | Early Production | Pristine Condition
Before the redesign. Before the refinements. This is where it began.
This Vintage Caroller Drummer represents one of the earliest chapters in the Simpich carolling story — believed to be approximately the 9th caroller ever designed by Robert Simpich, introduced just after the Newsboy and produced from the early 1970s through the early 1980s, when the character was reimagined in a later redesign. If you collect Simpich with any sense of history, you know how significant that is. This is not just a caroller — it is a founding member of the collection.
What makes this example truly exceptional is its condition. Finding a Simpich caroller from this era in pristine shape is genuinely rare. Decades of handling, display, and the passage of time take their toll on the fabric costuming that makes these pieces so special — yet this drummer has survived remarkably intact. His rust-orange felt double-breasted jacket retains its richness, the silver buttons are bright and present, and his woven plaid scarf — draped with the casual confidence of a boy who has somewhere important to be — shows no signs of wear. His blue tweed trousers, black leather drum strap, and hand-painted snare drum in bold red and yellow are all crisp and vivid.
His sculpted face is full of character: auburn hair swept back, bright blue eyes focused, drumsticks raised mid-beat. He looks ready to lead the whole procession down a Victorian street.
For the serious Simpich collector, early production pieces in this condition are the ones you wait years to find.
Condition: Pristine
The Caroler Drummer brings a festive rhythm to the Caroler Collection with his charming, classic design. Dressed in a wool coat, scarf, and hat, he carries a drum and drumsticks, ready to spread holiday cheer through his music. His detailed attire and lifelike posture reflect the exceptional craftsmanship that defines Simpich dolls.
The Caroller Backdrop Print is a beautiful 30 by 40 inch canvas print of the original painting by Robert Simpich, depicting a snowy street in London. This stunning scene, with its snow-covered rooftops and glowing lanterns, creates the perfect setting for your Simpich Carolers. Reproduced in Ultra-High resolution and printed on high quality canvas, the backdrop brings depth and atmosphere to any holiday display, evoking the charm of a classic Victorian Christmas. This Print-on-canvas is ready to hang, but is also suitable for custom framing.
41 x 31 Framed Caroller Backdrop Print is a beautiful framed print of the original painting by Robert Simpich, depicting a snowy street in London. This stunning scene, with its snow-covered rooftops and glowing lanterns, creates the perfect setting for your Simpich Carolers. This piece comes framed and ready to hang in a frame from 1987.
The Rare Carollers:
These Carollers were created in the years just before and after 2000—a brief but creative chapter in the Simpich story. Because most of these designs were produced for only a short time, their surviving numbers are far smaller than the Carollers from the mid-1990s and earlier. Today, many of these late-era pieces are among the hardest to find, cherished for both their beauty and their rarity.
Condition: Excellent
Dressed in a cozy knit sweater, this young caroler is pulling a yule log, bringing warmth and tradition to the festive season. His joyful expression captures the spirit of holiday cheer as he prepares for a classic Christmas celebration.
With his rustic winter attire and the yule log in tow, the Teenage Boy is a perfect complement to the Teenage Girl or other carolers in your display. Together, they evoke the timeless charm of holiday traditions, making this piece a must-have for your Christmas collection. Add him to your home today and celebrate the joy of the season!
Condition: Excellent
A charming figure dressed in a luxurious fur-lined coat over a festive red dress, holding a songbook ready for caroling. With her classic bonnet and serene expression, Miss Bonnet captures the elegance and joy of a Victorian Christmas, adding a warm, nostalgic touch to the Caroler display. Each detail, from the soft trim of her coat to the pages of her songbook, reflects the exceptional artistry of Simpich creations.
Condition: Pristine
Dressed in a brown wool coat, scarf, and hat, he carries a lamplighter pole, a tool of his trade for illuminating the gaslit streets on a winter's night. With its thoughtful details and timeless design, this piece exemplifies the masterful craftsmanship of Simpich dolls. A wonderful addition to any Caroler collection, The Lamplighter brings the nostalgic glow of Christmases past to life.
Condition: Pristine
The Nanny – Simpich Caroler Collection
Meet The Nanny, a graceful and elusive figure from the beloved Simpich Caroler Collection. Dressed in rich winter layers and cradling a bundled infant, she radiates warmth and timeless care—a gentle reminder of the many unsung heroes of the season.
One of the rarer Simpich pieces, The Nanny has long held a sense of mystery for collectors. In fact, she was one of the very last figures I discovered myself when I first began working with the Simpich Dolls. That moment stuck with me—it was like uncovering a forgotten page in the story of this cherished art form.
With her dark bonnet, evergreen-trimmed cloak, and peaceful, protective posture, The Nanny brings both elegance and nostalgia to any Christmas display. For those who love the Caroler Collection, this is a treasure not easily found—and not to be missed.
Condition: Pristine
The Maestro brings an air of elegance and authority to the Simpich Caroler Collection, serving as the conductor for the carolers. Dressed in a distinguished long cape and fingerless gloves, he exudes refinement as he leads the ensemble with skill and precision. As one of the later and more rare Caroler designs, the Maestro is a highly sought-after piece, embodying the exceptional artistry and craftsmanship that define Simpich dolls. A must-have for collectors, he adds a touch of sophistication to any holiday scene.
Condition: Pristine
The Happy Urchin is one of the most charming and playful figures in the Simpich Caroler Collection — and one of the hardest to find. This cheerful young boy is caught in a moment every family recognizes: arms overflowing with a towering stack of beautifully wrapped Christmas presents, his wide grin and bright eyes radiating pure holiday excitement.
Every detail tells his story — from his cozy tweed overcoat and colorful fringed scarf to his curly blonde hair and rosy, freckled face. The hand-wrapped gifts he carries are a masterclass in Simpich craftsmanship, each box individually wrapped and ribboned by hand.
The Happy Urchin pairs beautifully with Grandmama and Grandpapa, and together they create one of the most beloved family scenes in the entire Simpich Caroler Collection.
As part of the Rare category of Simpich Character Dolls, the Happy Urchin is significantly harder to find than standard Caroler pieces, making this an exceptional opportunity for serious collectors.
The Ultra Rare Carollers:
These Carollers were created (mostly) in the last years of production—a short but remarkably creative chapter in the Simpich story. Produced for only a few seasons, these designs exist in far smaller numbers than the Carollers from before 2000. Today, they have become some of the hardest pieces to find, treasured not only for their beauty but for the rarity that comes with their limited time in production.
Condition: Pristine
Miss Noel brings youthful charm to the Simpich Caroler Collection. A later and more rare design, this teenage girl is dressed in a hooded coat and carries a cozy muff, embodying the warmth and elegance of the holiday season. With her poised stance and delicate detailing, Miss Noel is a delightful addition to any Caroler display, celebrating the timeless spirit of Christmas with Simpich's signature craftsmanship.
Condition: Pristine
McNair and Friend from the Caroler Collection presents a distinguished older gentleman in a purple wool coat and gray hat, holding a small Cairn terrier dog in his arms. The charming ambiguity of which character is “McNair” and which is “the Friend” adds a whimsical touch to this piece. Crafted with meticulous detail, McNair and Friend brings warmth and character to the Caroler scene, embodying the endearing companionship of the season.
Simpich Character Dolls — The Caroller Kitty | Ultra Rare
The Caroller Kitty may be the most difficult to find of the Simpich carollers — in fact, in my decade of working with Simpich Character Dolls, I have only rehomed 2 Caroller Kitties, fewer than any other caroller in the collection. Because of this, I consider the Caroller Kitty the single hardest caroller to find on the secondary market. Produced for only a handful of years during the 1980s as the feline counterpart to the beloved Dickens Dog 1, this piece was made in extremely limited quantities and simply does not come up for sale. In all our years of specializing in Simpich Character Dolls, we have sold every other Ultra Rare caroller multiple times over before finding another example of this one.
The craftsmanship speaks for itself. Carefully designed by Robert Simpich, the Caroller Kitty is a hand-painted figurine rendered in warm amber, russet, and cream tones, with extraordinary attention to fur texture — each stroke evoking the luxurious coat of a longhaired cat at rest. Her most striking feature is a pair of luminous hand-set green glass eyes that give her an almost lifelike gaze. She sits in a relaxed, composed pose atop a beautifully finished dark walnut display base, ready to anchor any serious Simpich collection.
Whether you're a lifelong Simpich collector completing your caroller set or a serious vintage collectibles enthusiast, you know how rarely pieces like this surface. Don't wait on this one.
Condition: Pristine | Ultra Rare Caroller
The Salvation Army Woman holds a special place in Simpich history—not only for her rarity, but for the purpose behind her creation. Unlike the late-era ultra rare pieces of the 2000s, this figure was produced only briefly in the 1980s as part of a fundraiser for the Salvation Army, making her one of the few Carollers tied directly to a charitable cause.
Dressed in a rich red coat with a matching bonnet, she carries a basket of goods and a copy of War Cry, the Salvation Army’s historic publication. Her design reflects a quiet dignity—capturing the heart of service, generosity, and compassion that defined the organization and inspired her creation.
This figure stands out as a meaningful and symbolic piece in the Caroller Collection. With her striking colors, detailed basket, and thoughtful historical ties, the Salvation Army Woman remains one of the most sought-after and emotionally resonant Simpich designs—an inspiring reminder of the true spirit of giving at Christmastime.
Condition: Pristine
As one of the final designs in the series, this charming figure holds a concertina, joyfully playing carols that fill the air with holiday spirit. Dressed in a warm wool overcoat, complete with a cozy scarf and cap, Concertina Man exudes classic charm, while his friendly beard adds to his character.
With a lively expression and finely detailed instrument, this rare piece brings a nostalgic warmth to any holiday display. As one of the last carolers ever created, Concertina Man holds a special place in the collection, making him a must-have for collectors. Bring him home today and celebrate the timeless joy of caroling this season and beyond!
Condition: Pristine | Ultra Rare
The final design in the beloved Simpich Carolers Collection, released only a few months before the original business closed its doors in 2006. The Organ Grinder has become nearly legendary among collectors, being so elusive and nearly impossible to find. This unique piece captures the classic charm of a Victorian street performer, with the Organ Grinder dressed warmly in a wool coat, holding a detailed organ topped with a cheerful monkey.
This rare figure is a tribute to the legacy of Simpich artistry, embodying the nostalgia and spirit of the Caroler Collection and making it an essential piece for collectors.
The Ultra Rare Carollers: The Cobblestone Kids
The only sub collection within the official Caroller Collection as outlined by Jan Simpich in her little red book, is the Cobblestone Kids also refered to as the Puppies for Sale Collection. Where as many of the ultra rare designs above (the Organ Grinder, Concertina Man and McNair and Friend) were Robert Simpich’s farewell designs to the Caroller Collection, the Cobblestone Kids were Jan Simpich’s. Showcasing you love of young life, the Cobblestone Kids are out on a brisk snowy Christmas Eve along with the other Carollers, but the cobblestone kids are looking to spread Christmas Cheer all year long by selling a new litter of puppies!
Condition: Pristine
Ben – The Cobblestone Kids Series
Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand alongside pieces like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve had any of the Cobblestone Kids available in years — a true treat for longtime collectors.
Whether you're starting a new tradition or completing a long-awaited set, Ben is a rare and joyful addition to any Simpich display — a shining reminder of the youthful wonder that fills the streets of Christmas Eve.
Meet Abby — bundled up in a cozy wool coat and head scarf, she's the picture of winter resilience and holiday spirit. With her bright red gloves gripping a caroling sheet tightly in the cold, Abby is ready to sing her heart out through the snowy streets of Christmas Eve. Her expression is focused and full of determination — she’s clearly not letting a chill get in the way of a perfect performance.
Meet Eve — dressed in festive green and full of confidence, she takes the lead with ease. You can tell she knows the words to every carol by heart — the sheet music in her gloved hand is more of a formality than a necessity. With her composed expression and relaxed grip, Eve brings a quiet joy and natural poise to the group.
Meet Nicky — while he may be humming along to the more familiar carols, his attention is clearly elsewhere. He’s not here just to sing — he’s on a mission to deliver joy in the form of a cuddly, wriggling puppy held proudly in his arms. His sheet music? Long forgotten. After all, what better gift could a village receive on Christmas Eve than a few new furry friends?
Meet Sally — unlike her little brother Nicky, who’s joyfully trying to re-home a litter of puppies, Sally’s Christmas Eve companion is strictly spoken for. Wrapped gently in a blanket and held close in one arm is her new kitten, a gift she simply couldn’t leave behind. With her song sheet in the other hand and a determined expression on her face, Sally is ready to sing her way through the chilly streets — spreading cheer while keeping her new best friend safe and warm.
Meet Ben, the eldest of the group and very likely their unofficial leader. With a lantern raised high to light the way and a knit cap pulled tight to fight off the cold, Ben is ready for whatever a stormy Christmas Eve might bring. His pose, expression, and layers of warm Victorian clothing tell a story full of imagination and holiday spirit.
Abby – The Cobblestone Kids Series
Condition: Pristine | Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand alongside pieces like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve had any of the Cobblestone Kids available in years — a true treat for longtime collectors.
Meet Abby — bundled up in a cozy wool coat and head scarf, she's the picture of winter resilience and holiday spirit. With her bright red gloves gripping a caroling sheet tightly in the cold, Abby is ready to sing her heart out through the snowy streets of Christmas Eve. Her expression is focused and full of determination — she’s clearly not letting a chill get in the way of a perfect performance.
A delightful and hard-to-find addition to any Simpich collection, Abby is a reminder of the joy and courage found in the smallest voices on the coldest nights.
The Puppy Cart – The Cobblestone Kids Series
Condition: Pristine | Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand proudly alongside figures like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve been able to offer any Cobblestone Kids in years — a special moment for seasoned and new collectors alike.
The Puppy Cart is perhaps the most whimsical piece in the entire set — a rolling bundle of Christmas joy. As Nicky and the rest of the Cobblestone Kids make their way through the village, this little cart carries a lively litter of golden retriever puppies, all curled together in a cozy pile to keep warm as they’re wheeled toward their new homes.
Whether for comfort or convenience (or both!), the cart adds a joyful detail to the set — a moment that brings movement, energy, and delight to the Cobblestone Kids’ story. It’s a symbol of generosity, wonder, and the kind of Christmas magic only childhood can deliver.
The puppy cart is the rarest of all the cobblestone kids, with many collections not including this essential piece of the set. The Puppy Cart is perfect for collectors who love the imagination, warmth, and storytelling that make the Simpich legacy so unforgettable.
Condition: Pristine
Ben – The Cobblestone Kids Series
Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand alongside pieces like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve had any of the Cobblestone Kids available in years — a true treat for longtime collectors.
Meet Ben, the eldest of the group and very likely their unofficial leader. With a lantern raised high to light the way and a knit cap pulled tight to fight off the cold, Ben is ready for whatever a stormy Christmas Eve might bring. His pose, expression, and layers of warm Victorian clothing tell a story full of imagination and holiday spirit.
Whether you're starting a new tradition or completing a long-awaited set, Ben is a rare and joyful addition to any Simpich display — a shining reminder of the youthful wonder that fills the streets of Christmas Eve.
Sally – The Cobblestone Kids Series
Condition: Pristine | Ultra Rare Simpich Release (2005–2006)
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand proudly alongside figures like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve been able to offer any Cobblestone Kids in years — a special moment for longtime collectors and newcomers alike.
Meet Sally — unlike her little brother Nicky, who’s joyfully trying to re-home a litter of puppies, Sally’s Christmas Eve companion is strictly spoken for. Wrapped gently in a blanket and held close in one arm is her new kitten, a gift she simply couldn’t leave behind. With her song sheet in the other hand and a determined expression on her face, Sally is ready to sing her way through the chilly streets — spreading cheer while keeping her new best friend safe and warm.
Full of heart, balance, and a touch of sweetness, Sally adds a gentle, loving spirit to the Cobblestone Kids — a perfect finish to this rare and treasured collection.
Eve – The Cobblestone Kids Series
Condition: Pristine | Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand proudly alongside figures like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve been able to offer any Cobblestone Kids in years — a special moment for seasoned and new collectors alike.
Meet Eve — dressed in festive green and full of confidence, she takes the lead with ease. You can tell she knows the words to every carol by heart — the sheet music in her gloved hand is more of a formality than a necessity. With her composed expression and relaxed grip, Eve brings a quiet joy and natural poise to the group.
A rare and graceful addition to the Simpich story, Eve is perfect for collectors who love both the whimsy and the warmth that make the Cobblestone Kids so unforgettable.
Nicky – The Cobblestone Kids Series
Condition: Pristine | Rare Simpich Release (2005–2006) | Ultra Rare Carollers
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand proudly alongside figures like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve been able to offer any Cobblestone Kids in years — a special moment for longtime collectors and newcomers alike.
Meet Nicky — while he may be humming along to the more familiar carols, his attention is clearly elsewhere. He’s not here just to sing — he’s on a mission to deliver joy in the form of a cuddly, wriggling puppy held proudly in his arms. His sheet music? Long forgotten. After all, what better gift could a village receive on Christmas Eve than a few new furry friends?
With his joyful grin, bundled coat, and heart full of mischief and generosity, Nicky brings a burst of playfulness and warmth to the Cobblestone Kids — and reminds us all that the best Christmas gifts are sometimes the ones that bark.
The Puppy Cart – The Cobblestone Kids Series
Condition: Pristine | Rare Simpich Release (2005–2006) | Christmas in July Feature
Among the rarest and most whimsical creations in the Simpich Christmas legacy, the Cobblestone Kids stand proudly alongside figures like the Concertina Man and Organ Grinder in terms of scarcity, charm, and collector appeal.
Produced only in 2005 and 2006, these spirited young carolers were part of a short-lived release, making them exceptionally hard to find today. In fact, this Christmas in July launch marks the first time I’ve been able to offer any Cobblestone Kids in years — a special moment for seasoned and new collectors alike.
The Puppy Cart is perhaps the most whimsical piece in the entire set — a rolling bundle of Christmas joy. As Nicky and the rest of the Cobblestone Kids make their way through the village, this little cart carries a lively litter of golden retriever puppies, all curled together in a cozy pile to keep warm as they’re wheeled toward their new homes.
Whether for comfort or convenience (or both!), the cart adds a joyful detail to the set — a moment that brings movement, energy, and delight to the Cobblestone Kids’ story. It’s a symbol of generosity, wonder, and the kind of Christmas magic only childhood can deliver.
The puppy cart is the rarest of all the cobblestone kids, with many collections not including this essential piece of the set. The Puppy Cart is perfect for collectors who love the imagination, warmth, and storytelling that make the Simpich legacy so unforgettable.
Get in touch with Toby Simpich
Whether you trying to choose which piece would be best to start with or you’re trying to find that final piece to complete your collection reach out using this form! This Collection can be one of the hardest to complete, and I would love to make that process easier for you!