The Windsor Village Historic District is a historical district in the center of Windsor, Vermont. It includes several dozen properties which were built in the 18th, the 19th, and in the beginning of the 20th centuries, built in different architectural styles. The district is listed on the National Register of Historic Places since April 23, 1975.

Originally, the district was designated along Main Street, Depot Avenue, and State Street through and including Court Square. Later, Phelps Ct. was added.

In 1777, in the Old Constitution House, which is a part of the district, the constitution of the Vermont Republic was drafted. Initially, Windsor was a part-time capital of the Republic, and it remains the seat of Windsor County. This guaranteed an influx of population to the town. Many of newcomers were highly educated professionals. The location of Windsor on the banks of the Connecticut River provided an easy access to transportation routes, and this access was further reinforced by the construction of a railway in 1847. In the 19th century, Windsor was a prosperous industrial and administrative center. This resulted in intensive construction, with industrial-related buildings concentrated on the Main Street and Depot Avenue, including the railway station, and residential buildings located on State Street and in the northern end of Main Street. By the end of the 19th century, the major industrial enterprises in Windsor were producing water pumps, firearms, machine tools, and cotton.

As of 1975, the list of properties included the properties listed below. In 1997, three properties on Phelps Court and State Street were added. It was again enlarged in 2014.

#	Name	Image	Address	Year built	Style	Notes
1	House		9 Main Street	circa 1900	Vernacular Queen Anne
2	House		15 Main Street	circa 1900	Vernacular Queen Anne
3	Jesse Lull House		17 Main Street	1806	Federal
4	Carlos Coolidge House		21 Main Street	1806	Federal
5	Naham Trask House		25 Main Street	1796	Federal
6	House		29 Main Street	circa 1890	Vernacular Queen Anne
7	Samuel Patrick Jr. House		33 Main Street	circa 1825	Federal
8	Luther Mills House		35 Main Street	circa 1840	Gothic revival
9	House		37 Main Street
10	House		39 Main Street
11	Congregational Parsonage		41 Main Street
12	House		43 Main Street
13	House		49 Main Street
14	Unitarian Church		Main Street	1846	Gothic revival
15	United States Post Office		57 Main Street	1856-1859	Italianate Revival	It is the oldest active post office building in the United States.
16	Tuxbury Block		61 Main Street	1898	High Victorian Italianate
17	Stone Tracy Block		65 Main Street	1888	Italianate revival
18	Amsden Block		23 Depot Avenue	circa 1890	Italianate revival
19	Central Vermont Railway Freight Station			circa 1850
20	Central Vermont Railway Station		Depot Avenue	circa 1905	Vernacular Romanesque
21	Putnam Block		85-89 Main Street	1914
22	Colby Block		105 Main Street	1831	Federal
23	Sherman Block		107-113 Main Street
24	House		133 Main Street		Greek Revival
25	Windsor Diner		135 Main Street	1955		Moved to Windsor in 1958
26	House		137 Main Street
27	House		139 Main Street
28	House		145 Main Street		Vernacular Queen Anne
29	Municipal Building (Windsor Fire Station)		147 Main Street	1929	Georgian Revival
30	House		149 Main Street	1790	Colonial
31	House		151 Main Street
32	House		153 Main Street
33	Reuben Dean House		161 Main Street	circa 1770		Rebuilt in 1899
34	Methodist Parsonage		165 Main Street
35	Rachel Harlow Methodist Church		Main Street	1895	High Victorian Gothic
36	Clement Pettes House		156 Main Street	circa 1825	Federal
37	Shubael Wardner House		150 Main Street	circa 1825	Federal
38	Old South Congregational Church		128 Main Street	1798	Federal	Vermont's earliest Federal church, designed by renowned architect Asher Benjamin in 1797. Reconstructed in 1844, 1879, and 1922.
39	Old Apothecary Shop (Old Bank Building)		108 Main Street	1804
40	Isaac Green House (Knights of Columbus)		106 Main Street	1792
41	Nathaniel Leonard House (Masonic Lodge)		104 Main Street	1785	Georgian
42	Bianchi Block		88-94 Main Street	1915
43	Merrifield Block		82-86 Main Street	1849
44	Stiles-Billings Block (Rexall Drugs)		80 Main Street	circa 1870
45	Miller-Stuart Block		9 State Street	circa 1830
46	Old Windsor Savings Bank Block		15 State Street	circa 1820
47	Annex to Old Windsor Savings Bank Block		15 State Street	circa 1870
48	St. Paul's Episcopal Church		27 State Street	1820-1822	Classical style	An early work by the Boston architect, Alexander Parris. The building survives essentially unaltered and is in good condition.
49	Episcopal Parsonage		37 State Street
50	House		39 State Street
51	Windsor Library		43 State Street	Georgian Revival	circa 1905
52	Rufus Emerson-Gilbert Davis House (Davis Home)		45 State Street	Federal	1831
53	House		46 Court Square	Federal	circa 1800
54	Johonnot House		44 Court Square	Federal	circa 1830
55	House		40 Court Square
56	McIndoe House		5 Court Street	Gothic Revival	1840
57	House		10 Court Street	Vernacular Queen Anne	circa 1890
58	House		8 Court Street	Gothic Revival	circa 1860
59	House		6 Court Street	Greek Revival	circa 1840
60	Windsor Town Hall (American Legion Hall)		Court Street	Romanesque	1888
61	Old Windsor County Courthouse (Carleton Hall)		24 State Street		1786	Moved to the current location in 1888
62	Commercial Block		16 State Street
63	Commercial Block		12 State Street
64	Commercial Block		10 State Street
65	Tontine Block (Windsor News Co.)		70 Main Street		circa 1825
66	J. J. Newberry Co.		64-68 Main Street		1929
67	Pettes-Journal Block (Vermont National Bank)		60 Main Street	Federal	1824
68	Old Namco (National Acme Machine Company) Armory		Main Street		circa 1910
69	Windsor House		54 Main Street	Greek Revival	1836	A separate NRHP listing
70	Thomas Emerson-Edwin Stoughton House (Old Windsor Hospital)		48 Main Street	Federal	1836	Served as Windsor's hospital from 1933 until the opening of the Mt. Ascutney Hospital and Health Center in 1972.
71	Baptist Church		Main Street	Pseudo Gothic Revival	1943
72	Abner Forbes House		38 Main Street	Federal	1796
73	Zebina Curtis-William Maxwell Evarts House		34 Main Street	Georgian	1796
74	John Skinner House		26 Main Street	Federal	circa 1820
75	Joseph Hatch (Edminster) House		24 Main Street	Federal	circa 1825
76	Simeon Ide House		20 Main Street	Federal	circa 1825
77	Susan Bishop House		18 Main Street	Greek Revival
78	Old Constitution House		Main Street		circa 1776	A separate NRHP listing