
Description
Image Dimensions: 8 5/8 x 6 3/4 in (21.8 x 17.3 cm)
Framed Dimensions: 15 3/8 x 13 5/8 in (39 x 34.5 cm)
Provenance and Authentication:
This collectible has undergone a rigorous forensic evaluation. The signatures were carefully analyzed across multiple criteria, including ink deposition, material aging characteristics, stylistic consistency, and historical alignment. The findings provide a sound basis for authenticity and historical context, and the piece is accompanied by comprehensive documentation supporting both its provenance and verification.
This signed sketch by Tony Bennett offers a distinctive and intimate glimpse into the creative life of one of the most celebrated figures in American entertainment history. Universally admired for his legendary career as a vocalist, Bennett was also a devoted visual artist who produced drawings and paintings throughout his lifetime under his birth name, Anthony Benedetto. This piece stands as a meaningful testament to that lesser-known but deeply significant dimension of his artistic identity.
The work features a hand-drawn depiction of a stylized bridge accompanied by the handwritten inscription Best Wishes and the clear signature Tony Bennett. Executed in confident ink lines, the composition conveys an effortless sense of movement and structure. The drawing possesses the immediacy of a personal artistic gesture, revealing Bennett's natural facility with line and form and his long-standing interest in architectural subjects.
Bennett's engagement with the visual arts was not a casual pastime but a serious parallel pursuit to his musical achievements. He studied painting formally and exhibited his works in respected galleries, earning recognition in artistic circles independent of his fame as a performer. Sketches such as this occupy a particularly important place within his creative legacy, as they reflect spontaneous expression rather than works intended for commercial reproduction.
From the perspective of collectors, items that combine a drawing created by the artist with a verified signature are highly desirable. They provide a direct and personal connection to the creator that few other forms of memorabilia can match. In this case, the presence of both the inscription and the signature enhances the historical and cultural importance of the piece, firmly linking it to Bennett's own hand and imagination.
The subject matter of a bridge is especially evocative, suggesting themes of connection and passage that resonate with Bennett's lifelong association with New York City. The simplicity of the composition and the assuredness of the linework reflect the elegance and warmth that characterized his broader artistic sensibility, whether expressed through music or visual form.
Professionally framed and preserved, the sketch is ready for display and would serve as an exceptional addition to collections devoted to music history, American popular culture, or the visual expressions of iconic performers. Its authenticity, personal nature, and artistic character ensure its continued relevance and desirability within the marketplace.
Framed Dimensions: 15 3/8 x 13 5/8 in (39 x 34.5 cm)
Provenance and Authentication:
This collectible has undergone a rigorous forensic evaluation. The signatures were carefully analyzed across multiple criteria, including ink deposition, material aging characteristics, stylistic consistency, and historical alignment. The findings provide a sound basis for authenticity and historical context, and the piece is accompanied by comprehensive documentation supporting both its provenance and verification.
This signed sketch by Tony Bennett offers a distinctive and intimate glimpse into the creative life of one of the most celebrated figures in American entertainment history. Universally admired for his legendary career as a vocalist, Bennett was also a devoted visual artist who produced drawings and paintings throughout his lifetime under his birth name, Anthony Benedetto. This piece stands as a meaningful testament to that lesser-known but deeply significant dimension of his artistic identity.
The work features a hand-drawn depiction of a stylized bridge accompanied by the handwritten inscription Best Wishes and the clear signature Tony Bennett. Executed in confident ink lines, the composition conveys an effortless sense of movement and structure. The drawing possesses the immediacy of a personal artistic gesture, revealing Bennett's natural facility with line and form and his long-standing interest in architectural subjects.
Bennett's engagement with the visual arts was not a casual pastime but a serious parallel pursuit to his musical achievements. He studied painting formally and exhibited his works in respected galleries, earning recognition in artistic circles independent of his fame as a performer. Sketches such as this occupy a particularly important place within his creative legacy, as they reflect spontaneous expression rather than works intended for commercial reproduction.
From the perspective of collectors, items that combine a drawing created by the artist with a verified signature are highly desirable. They provide a direct and personal connection to the creator that few other forms of memorabilia can match. In this case, the presence of both the inscription and the signature enhances the historical and cultural importance of the piece, firmly linking it to Bennett's own hand and imagination.
The subject matter of a bridge is especially evocative, suggesting themes of connection and passage that resonate with Bennett's lifelong association with New York City. The simplicity of the composition and the assuredness of the linework reflect the elegance and warmth that characterized his broader artistic sensibility, whether expressed through music or visual form.
Professionally framed and preserved, the sketch is ready for display and would serve as an exceptional addition to collections devoted to music history, American popular culture, or the visual expressions of iconic performers. Its authenticity, personal nature, and artistic character ensure its continued relevance and desirability within the marketplace.
Condition
Condition:
Any statement made in any catalogue or otherwise regarding the origin, date, age, attribution, authenticity, or estimated selling price of any lot is an expression of opinion only. Such statements do not constitute a representation, warranty, or assumption of liability by I&J Auction in relation to any lot.
Prospective buyers are strongly advised to satisfy themselves as to the accuracy and reliability of the catalogue description prior to making a purchase. The absence of specific references to prior restorations or condition issues in the descriptions does not imply that the item is free from such restorations or defects.
Photographs provided by I&J Auction are for indicative purposes only and are not guaranteed to precisely reflect the actual condition, color, or quality of the items.
Buyer Responsibility:
Buyers are encouraged to seek independent expert advice regarding the authenticity, condition, and value of any item before placing a bid.
Contact Us:
For any inquiries or further information, please feel free to contact us via email at info@ijauction.com.
Any statement made in any catalogue or otherwise regarding the origin, date, age, attribution, authenticity, or estimated selling price of any lot is an expression of opinion only. Such statements do not constitute a representation, warranty, or assumption of liability by I&J Auction in relation to any lot.
Prospective buyers are strongly advised to satisfy themselves as to the accuracy and reliability of the catalogue description prior to making a purchase. The absence of specific references to prior restorations or condition issues in the descriptions does not imply that the item is free from such restorations or defects.
Photographs provided by I&J Auction are for indicative purposes only and are not guaranteed to precisely reflect the actual condition, color, or quality of the items.
Buyer Responsibility:
Buyers are encouraged to seek independent expert advice regarding the authenticity, condition, and value of any item before placing a bid.
Contact Us:
For any inquiries or further information, please feel free to contact us via email at info@ijauction.com.
Buyer's Premium
28% up to$1,000,000.00
27% up to$5,000,000.00
26% above$5,000,000.00
TONY BENNETT SIGNED SKETCH
Estimate $6,000-$8,000
Starting Price
$500
$500
$700
$900
Get approved to bid.
LiveAuctioneers Purchase Protection
Vetted auction houses
Secure, online bidding
Returns guaranteed for misrepresented listings
Dedicated support when you need it
Fine Arts Antiques & Contemporary Art Sale 11
Mar 02, 2026 8:00 AM ESTSummit, NJ, United States
TOP
































