Antique Windsor Side Chairs

Last Updated: Aug 3, 2023

With so many styles of antiques available, it can be hard to know where to start your collection. Windsor style furniture is a popular choice for antique collectors. If you're looking for something with a timeless appeal, consider investing in an antique Windsor antique side chair.

For those who are looking for Antique Windsor Side Chairs, we have a wide selection of 45 Antique Windsor Side Chairs from reliable collectible sellers. Whether you're just starting your collection or you're looking to add a few key pieces, you're sure to find the perfect one to suit your taste here.

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Primitive Antique Early American Windsor Bowback Oak Dining Side Chair Spindle Cover

Primitive Antique Early American Windsor Bowback Oak Dining Side Chair Spindle

Quaint antique Windsor bowback chair. Made from oak with a warm brown finish. Features a turned spindle back over plank seat and turned legs connected by stretchers. FREE Trial!

$297.50

Antique Federal Style Wheelback Chair decorative appliqué Circa 1800's 36”H Cover

Antique Federal Style Wheelback Chair decorative appliqué Circa 1800's 36”H

Antique Federal Style Wheelback Chair decorative appliqué Circa 1800's 36”HFederal style maple side chair with circular pierced back and embroidered seat, 36”H. Some wood decorative appliqué are missing, molding missing on front foot, wood snag to front of chair back at 11 o'clock (see photos)Local Free pick up available also, or will work with buyer to arrange own shipping

$350.00

19TH C ANTIQUE SHERATON FANCY PAINT THUMB BACK CHAIR W/ RUSH SEAT & GREEK KEY Cover

19TH C ANTIQUE SHERATON FANCY PAINT THUMB BACK CHAIR W/ RUSH SEAT & GREEK KEY

We strongly believe this is a New York Chair but have seen a few similar ones from Baltimore. The chair is in wonderful condition with our only notes being minor point loss as pictured. 19TH CENTURY ANTIQUE SHERATON GOLD & MUSTARD YELLOW NEW YORK FANCY PAINT CHAIR W/ RUSH SEAT & GREEK KEY DESIGN.

$950.00

57574EC: Pair R. HOFER Benchmade Windsor Side Chairs Cover

57574EC: Pair R. HOFER Benchmade Windsor Side Chairs

Benchmade Hand Crafted & Finished. 54065EC: Pair Ball & Claw Upholstered Slipper Chairs. Specifically, but without limitation, Stenella Antiques and Interiors makes no representation or warranty that any of the lots conform to any standard in respect of safety, pollution or hazardous material, or fit for any particular purpose.

$1095.00

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine- Will Ship-B Cover

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine- Will Ship-B

L. HITCHCOCK CHAIRS. The slightly contoured seats are unpainted natural wood grain. The structure is sturdy and tight. Seat surfaces are fine with minor wear associated with age and use. Stenciling is in fine condition.

$275.00

L.Hitchcock~2SIGNED BLACK STENCILED CROWN BACK RUSH SEAT SIDE CHAIRS-Undamaged-a Cover

L.Hitchcock~2SIGNED BLACK STENCILED CROWN BACK RUSH SEAT SIDE CHAIRS-Undamaged-a

L. HITCHCOCK SIDE CHAIRS. The black finish has striking multicolor stenciling on the back splats, and gold stencil on pillow rungs, and front of the seats. Gold rings on the legs, stretcher, and back rungs complete the striking look.

$329.00

ANTIQUE STENCILED ARROW BACK, SADDLE SEAT SIDE CHAIRS PAIR Cover

ANTIQUE STENCILED ARROW BACK, SADDLE SEAT SIDE CHAIRS PAIR

PAIR OF NICE OLD STENCILED ARROW BACK WINDSOR CHAIRS.

$149.99

Vintage L Hitchcock Black Stenciled Side Chair Cover

Vintage L Hitchcock Black Stenciled Side Chair

33.5" tall, 16" wide, 16" deep, seat is approx 18" from the floor. stencil signed on the back of the seat: L.HITCHCOCK. CONN (BACKWRDS N'S) WARRANTED.

$150.00

L.Hitchcock~2 SIGNED BLACK 1960s-80 STENCILED HARVEST RUSH SEAT SIDE CHAIRS~ Cover

L.Hitchcock~2 SIGNED BLACK 1960s-80 STENCILED HARVEST RUSH SEAT SIDE CHAIRS~

L. HITCHCOCK SIDE CHAIRS. The stenciling on the backrest, front of seat, and rungs are in fine condition, with very minor wear. The structure is sturdy and tight. 33" high, 18" wide at top, 17" wide at front of seat.

$289.00

L.Hitchcock-2 SIGNED STENCILED NATURAL WOOD INN CHAIRS-Undamaged- Will Ship-#1 Cover

L.Hitchcock-2 SIGNED STENCILED NATURAL WOOD INN CHAIRS-Undamaged- Will Ship-#1

L. HITCHCOCK ARMCHAIR. Gold rings stretcher complete the striking look. Wood is polished bright, has barely a mark. Barely a Sign of Use! THEY DISPLAY BEAUTIFULLY! The structure is sturdy and tight.

$295.00

Set of 3 ca 1840 Antique Primitive Farmhouse Kitchen Windsor Dining Side Chairs Cover

Set of 3 ca 1840 Antique Primitive Farmhouse Kitchen Windsor Dining Side Chairs

All three for one price. Local pickup only!

$85.00

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine-Will Ship Cover

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine-Will Ship

L. HITCHCOCK CHAIRS. The slightly contoured seats are unpainted natural wood grain. The structure is sturdy and tight. Seat surfaces are fine. Stenciling is in fine condition, bright and clear. The black painted wood is polished bright, has barely a mark.

$265.00

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine- Will Ship-A Cover

L.Hitchcock-2 SIGNED STENCILED BLACK SPINDLE BACK CHAIRS-Fine- Will Ship-A

L. HITCHCOCK CHAIRS. The slightly contoured seats are unpainted natural wood grain. The structure is sturdy and tight. Seat surfaces are fine with minor superficial wear associated with age and use.

$275.00

ASSEMBLED SET OF 6 EARLY 20TH CENTURY WINDSOR STYLE CHAIRS (AF2-234) Cover

ASSEMBLED SET OF 6 EARLY 20TH CENTURY WINDSOR STYLE CHAIRS (AF2-234)

Set of 6 Windsor style chairs, circa 1920, comprising (3) armchairs, one with a shaped back splat, together with (3) side chairs, 37 1/2"h x 25 1/2"w x 17"d. Furniture Style: English Windsor (1600 - 1725).

$3850.00

F54106EC: Period Early 19th Century Windsor Primitive Side Chair Cover

F54106EC: Period Early 19th Century Windsor Primitive Side Chair

Chair Was Refinished Approx: 30 Years Ago. Hand Crafted Bench Made. F53335EC: Period Antique Federal Style Shield Back Side Chair. Specifically, but without limitation, Stenella Antiques and Interiors makes no representation or warranty that any of the lots conform to any standard in respect of safety, pollution or hazardous material, or fit for any particular purpose.

$565.00

L. HITCHCOCK WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIR Cover

L. HITCHCOCK WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIR

L. HITCHCOCK WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIRChair looks great for its age. Has not been retouched or refinished. The seat does have some cracking legs and back have somewhere on the black paint the stencils in great shapeIf you have any further questions about condition please take a look at the photos and reach out with your questions.

$50.00

L.Hitchcock-SIGNED STENCILED NATURAL WOOD INN CHAIRS-Undamaged- Will Ship-#2 Cover

L.Hitchcock-SIGNED STENCILED NATURAL WOOD INN CHAIRS-Undamaged- Will Ship-#2

L. HITCHCOCK ARMCHAIR. Gold rings stretcher complete the striking look. Wood is polished bright, has barely a mark. Barely a Sign of Use! THEY DISPLAY BEAUTIFULLY! The structure is sturdy and tight.

$295.00

NICHOLS & STONE Windsor Bow Back Cane Rush Seat Maple Side Chair Cover

NICHOLS & STONE Windsor Bow Back Cane Rush Seat Maple Side Chair

Seat Semi Bell shaped - 15" Widest Point. Seat: 18" High.

$79.00

L.Hitchcock~2 MAPLE SIGNED 1960s STENCILED ARROW-BACK SIDE CHAIR~SeeMoreListed-1 Cover

L.Hitchcock~2 MAPLE SIGNED 1960s STENCILED ARROW-BACK SIDE CHAIR~SeeMoreListed-1

L. HITCHCOCK SIDE CHAIRS. The chairs have an unpainted natural finish of the wood with striking multi color stenciling on the backrest, gold on all the rungs, and front of the saddle seats sets these chairs apart from any other.

$265.00

NICHOLS & STONE SOLID MAPLE WINDSOR FAN BACK SIDE CHAIRS - A PAIR Cover

NICHOLS & STONE SOLID MAPLE WINDSOR FAN BACK SIDE CHAIRS - A PAIR

The seller is located in Newark and has a 100.0% positive feedback rate.

$395.00

VINTAGE L. HITCHCOCK SIGNED STENCILED HARVEST RUSH SEAT FARM CHAIR STURDY 2PC Cover

VINTAGE L. HITCHCOCK SIGNED STENCILED HARVEST RUSH SEAT FARM CHAIR STURDY 2PC

2 Harvest L. Hitchcock Chairs. Very strong and sturdy.

$395.00

VIRGINIA CRAFTSMEN REPRODUCTION WINDSOR BRACE BACK POPLAR & MAPLE SIDE CHAIR Cover

VIRGINIA CRAFTSMEN REPRODUCTION WINDSOR BRACE BACK POPLAR & MAPLE SIDE CHAIR

Hand Crafted. In Very Good Condition. Solid Tight Condition.

$365.00

2 Nichols & Stone Maple Windsor Fan Back Chairs Philadelphia Style Comb 1930’s Cover

2 Nichols & Stone Maple Windsor Fan Back Chairs Philadelphia Style Comb 1930’s

X61-1 #20 Antique. Wear: Wear consistent with age and use.

$595.00

L. HITCHCOCK MAPLE WINDSOR STICK BACK 440 SIDE CHAIRS - A PAIR Cover

L. HITCHCOCK MAPLE WINDSOR STICK BACK 440 SIDE CHAIRS - A PAIR

Solid Condition.

$595.00

Vintage L Hitchcock Windsor Side Chair Floral Stenciled Free Local Pickup Cover

Vintage L Hitchcock Windsor Side Chair Floral Stenciled Free Local Pickup

Vintage L Hitchcock Windsor Side Chair Floral Stenciled. Absolutely beautiful Chair.. This was my mothers.. looks great as a sitting chair in your living room! ..LOCAL PICKUP Available Birmingham Alabama.. or i can give flat rate freight ..just message me your state so i can give a quote

$175.00

L. HITCHCOCK SET OF 6 WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIRS Cover

L. HITCHCOCK SET OF 6 WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIRS

L. HITCHCOCK SET OF 6 WINDSOR FAN BACK BLACK BALTIC MAPLE SIDE CHAIRS. Local pickup only. Chairs are in great condition!

$1200.00

Vintage Nichols And Stone Windsor Dining Chair Antique Beautiful Piece P/U Only Cover

Vintage Nichols And Stone Windsor Dining Chair Antique Beautiful Piece P/U Only

Nichols and Stone Set of 6 Black Harvest Chairs.

$124.99

ETHAN ALLEN Royal Charter Oak Jacobean Windsor Dining Side Chairs - Pair B Cover

ETHAN ALLEN Royal Charter Oak Jacobean Windsor Dining Side Chairs - Pair B

A pair of Jacobean Windsor style dining side chairs by Ethan Allen, from their Royal Charter Collection. Solid oak with bowback, spindle back with carved center backsplat, turned legs and stretchers.

$895.00

F54110EC: Antique Early 19th C. Black Windsor Side Chair Cover

F54110EC: Antique Early 19th C. Black Windsor Side Chair

Period Windsor. Bench Made. Old Crack As Shown. Possibly Lancaster County. F53335EC: Period Antique Federal Style Shield Back Side Chair. Old Black Finish. Specifically, but without limitation, Stenella Antiques and Interiors makes no representation or warranty that any of the lots conform to any standard in respect of safety, pollution or hazardous material, or fit for any particular purpose.

$365.00

Rare Nichols & Stone Side Chair Thumb back Windsor ~ Souvenir Hurricane 1938 Cover

Rare Nichols & Stone Side Chair Thumb back Windsor ~ Souvenir Hurricane 1938

This rare chair came out of as local Cape Cod estate. It is a Nichols and Stone chair made from salvage wood from the 1938 hurricane. The chair is in worn condition showing plenty of wear and loss of paint and some cracks to the seat as shown. Some would call it a great aged patina to the stencil decoration! If you like country primitive it's a great chair for you, if you like something cleaner- give it a fresh coat of paint!!

$75.00

L. HITCHCOCK NEW LONDON BLACK HARVEST RIVERTON FINISH SIDE CHAIRS - SET OF 4 Cover

L. HITCHCOCK NEW LONDON BLACK HARVEST RIVERTON FINISH SIDE CHAIRS - SET OF 4

Paint Decorated. Original Finish. See picture with the pen for examples, Solid Condition.

$995.00

DREXEL HERITAGE Oak Windsor Dining Side Chairs - Pair B Cover

DREXEL HERITAGE Oak Windsor Dining Side Chairs - Pair B

Solid oak, hoop back with spindles, decoratively carved backrest, saddle shape seat, cabriole front legs with pad feet, turned back legs and arched front stretcher with turned back stretchers. Made in Morganton, North Carolina, USA, in the late 20th Century.

$695.00

(2) Antique, Primitive, Painted, Farmhouse-Style, Splat-Back WINDSOR Side Chairs Cover

(2) Antique, Primitive, Painted, Farmhouse-Style, Splat-Back WINDSOR Side Chairs

Splat : The splat feature in a Windsor chair is peculiar to the English designs. Its shape appears to suggest a primitive wheel (reminiscent of English wheel-back chairs) as a central feature, conjoined by a pair of opposing vases.

$400.00

2 Chairs vintage Colonial Style High Back Chairs windsor Brace Back Farmhouse Cover

2 Chairs vintage Colonial Style High Back Chairs windsor Brace Back Farmhouse

2 Chairs vintage Colonial Style High Back set Of Chairs windsor brace back farmhouse chairssize 18.5/16/34in18in seat height Local pickup only burbank ca Check out my page for another set of two chairs that are a different brand but look extremely similar to these and we’re being used as a set of four total - those two in these two. Those two are on a separate listing and being sold separately But aesthetically could be made into a set of four of theseU

$299.99

Antique/Vtg J.B.Van Sciver Co Windsor Accent Desk Dining Side Chair, Camden, NJ Cover

Antique/Vtg J.B.Van Sciver Co Windsor Accent Desk Dining Side Chair, Camden, NJ

Antique/Vtg J.B.Van Sciver Co Windsor Accent Desk Dining Side Chair, Camden, NJ Approximately measurements:Back top to bottom: 36.5”Legs to top sit: 17.5”Sit: 16.5” x 18.5”Back rest: 20.5” x 15.25”PLEASE SEE PICTURES FOR MORE DETAILS, PICTURES ARE PART OF OUR DESCRIPTION. Like us on Facebook

$89.99

NICHOLS & STONE Windsor Bow Back Cane Rush Seat Maple Side Chair Set Cover

NICHOLS & STONE Windsor Bow Back Cane Rush Seat Maple Side Chair Set

NICHOLS & STONE Windsor Bow Back Cane Rush Seat Maple Side Chair Set. Loosening has occurred over time. These are not for sitting until reglued. Free local puck up only Be sure to check out the other listings for more fun finds.

$230.00

VINTAGE SOLID OAK HIGH BACK WINDSOR SIDE CHAIRS - SET OF 4 Cover

VINTAGE SOLID OAK HIGH BACK WINDSOR SIDE CHAIRS - SET OF 4

Clean Original Finish.

$995.00

HABERSHAM Pine Windsor Dining Side Chairs - Pair A Cover

HABERSHAM Pine Windsor Dining Side Chairs - Pair A

A pair of Windsor style dining side chairs by Habersham Plantation, of Clarksville, Georgia, USA. Solid pine, hoop back with spindles, saddle shape seat, tail-supports with spindles, turned legs and stretchers.

$795.00

19th c., Doll's Windsor Side Chair Cover

19th c., Doll's Windsor Side Chair

Doll`s Windsor side chair, 19th c., retaining its original blue painted surface 13 1/2` h.

$65.00

antique Windsor Spindle Back Side Chairs (Two chairs) Cover

antique Windsor Spindle Back Side Chairs (Two chairs)

Two Windsor Spindle-Back Side Chairs. These chairs are on four turned legs connected by a turned stretcher. The top of the back is a crest rail with ears.

$1800.00

TEMPLE STUART Rockingham Solid Maple Windsor Cattail Dining Side Chairs - Pair A Cover

TEMPLE STUART Rockingham Solid Maple Windsor Cattail Dining Side Chairs - Pair A

Solid maple with carved crestrail, cattail spindles backrest, saddle shape seat, turned legs and stretchers. Made in the USA, in the late 20th Century. Free local pickup in Charlotte. Excellent condition with signs of light use.

$695.00

Mid 19th Century Spindle back Caned Seat Chairs (2 Available) Cover

Mid 19th Century Spindle back Caned Seat Chairs (2 Available)

These exquisite antique wood spindle back chairs have an ornate design and cane seat. It is difficult to read the marking, but it seems to say Haywood & M___ Rattan. 17” from ground to seat. 20” from seat to top of chair back.

$140.00

ETHAN ALLEN HIGH BACK WINDSOR BRACE BACK SIDE CHAIRS (14-6072) - SET OF 4 Cover

ETHAN ALLEN HIGH BACK WINDSOR BRACE BACK SIDE CHAIRS (14-6072) - SET OF 4

Finish 211. Solid Condition.

$1195.00

Lot Of 6 vintage Colonial Style High Back Chairs windsor Brace Back Farmhouse Cover

Lot Of 6 vintage Colonial Style High Back Chairs windsor Brace Back Farmhouse

Lot of 6 Chairs vintage Colonial Style High Back set Of Chairs windsor brace back farmhouse chairssize 18.5/16/34in18in seat height Local pickup only burbank ca

$1999.99