Pleasantville

Westchester County, New York

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Pleasantville is a charming village in Westchester County New York, blending urban and suburban sensibilities, neighborliness, and tranquility.

Pleasantville is a charming village in the Town of Mount Pleasant,New York, in Westchester County which blends urban and suburban sensibilities, neighborliness and tranquility. The village’s relatively compact size at 1.8 square miles, means that its sidewalks get plenty of use. Residents enjoy walking to local events and activities, meeting up with neighbors and friends at the local farmers market, and patronizing local shops, restaurants and cafes. The village, which at one time housed the headquarters of Reader’s Digest, is also known for its rich literary history and is home to numerous writers, editors and novelists who enjoy its close proximity to New York. An outstanding public library, exceptional public schools, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Present-day Pleasantville dates back to the settlement of an Iroquois tribe which grew corn here and established trading routes prior to the arrival of European settlers in the late 1600’s. The area’s development evolved with the later arrival of the New York Central Railroad. Prior to the 1800’s, Pleasantville was referred to as Leggett’s Corner, and then Clark’s Corner, named after local property owner Henry Clark. In 1828 the village’s present name was chosen by its postmaster, Henry Romer. By the 1870’s Pleasantville experienced rapid growth and was home to numerous businesses, including a pickle factory, and local farmland was replaced by residential subdivisions and stately Victorian homes for the burgeoning middle class. The village was incorporated on March 16, 1897, and Pleasantville soon evolved into a desirable, modern suburb of New York.

Pleasantville is a charming village in the Town of Mount Pleasant,New York, in Westchester County which blends urban and suburban sensibilities, neighborliness and tranquility. The village’s relatively compact size at 1.8 square miles, means that its sidewalks get plenty of use. Residents enjoy walking to local events and activities, meeting up with neighbors and friends at the local farmers market, and patronizing local shops, restaurants and cafes. The village, which at one time housed the headquarters of Reader’s Digest, is also known for its rich literary history and is home to numerous writers, editors and novelists who enjoy its close proximity to New York. An outstanding public library, exceptional public schools, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Present-day Pleasantville dates back to the settlement of an Iroquois tribe which grew corn here and established trading routes prior to the arrival of European settlers in the late 1600’s. The area’s development evolved with the later arrival of the New York Central Railroad. Prior to the 1800’s, Pleasantville was referred to as Leggett’s Corner, and then Clark’s Corner, named after local property owner Henry Clark. In 1828 the village’s present name was chosen by its postmaster, Henry Romer. By the 1870’s Pleasantville experienced rapid growth and was home to numerous businesses, including a pickle factory, and local farmland was replaced by residential subdivisions and stately Victorian homes for the burgeoning middle class. The village was incorporated on March 16, 1897, and Pleasantville soon evolved into a desirable, modern suburb of New York.

Pleasantville is a charming village in the Town of Mount Pleasant,New York, in Westchester County which blends urban and suburban sensibilities, neighborliness and tranquility. The village’s relatively compact size at 1.8 square miles, means that its sidewalks get plenty of use. Residents enjoy walking to local events and activities, meeting up with neighbors and friends at the local farmers market, and patronizing local shops, restaurants and cafes. The village, which at one time housed the headquarters of Reader’s Digest, is also known for its rich literary history and is home to numerous writers, editors and novelists who enjoy its close proximity to New York. An outstanding public library, exceptional public schools, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Present-day Pleasantville dates back to the settlement of an Iroquois tribe which grew corn here and established trading routes prior to the arrival of European settlers in the late 1600’s. The area’s development evolved with the later arrival of the New York Central Railroad. Prior to the 1800’s, Pleasantville was referred to as Leggett’s Corner, and then Clark’s Corner, named after local property owner Henry Clark. In 1828 the village’s present name was chosen by its postmaster, Henry Romer. By the 1870’s Pleasantville experienced rapid growth and was home to numerous businesses, including a pickle factory, and local farmland was replaced by residential subdivisions and stately Victorian homes for the burgeoning middle class. The village was incorporated on March 16, 1897, and Pleasantville soon evolved into a desirable, modern suburb of New York.

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Featured Listings

35 Woodland Drive
Pleasantville, NY $1,150,000

35 Woodland Drive

Pleasantville, NY

$1,150,000
  • 4 Beds
  • 2/1 Baths
  • 2,874 Sqft
3 Elm Street
Pleasantville, NY $475,000

3 Elm Street

Pleasantville, NY

$475,000
  • 3 Beds
  • 2 Baths
  • 1,450 Sqft
40 Trapping Way
Pleasantville, NY $1,900,000

40 Trapping Way

Pleasantville, NY

$1,900,000
  • 5 Beds
  • 4/1 Baths
  • 6,973 Sqft
87 Deerfield Lane N
Pleasantville, NY $1,725,000

87 Deerfield Lane N

Pleasantville, NY

$1,725,000
  • 5 Beds
  • 4/1 Baths
  • 5,785 Sqft
1 Springfield Court
Pleasantville, NY $1,600,000

1 Springfield Court

Pleasantville, NY

$1,600,000
  • 5 Beds
  • 4/1 Baths
  • 3,622 Sqft
6 Cecilia Lane
Pleasantville, NY $1,425,000

6 Cecilia Lane

Pleasantville, NY

$1,425,000
  • 4 Beds
  • 4/1 Baths
  • 4,554 Sqft
1 Northview Court
Pleasantville, NY $1,336,000

1 Northview Court

Pleasantville, NY

$1,336,000
  • 4 Beds
  • 3/1 Baths
  • 4,086 Sqft
20 Ashland Avenue
Pleasantville, NY $1,325,000

20 Ashland Avenue

Pleasantville, NY

$1,325,000
  • 4 Beds
  • 3/1 Baths
  • 3,465 Sqft

Pleasantville

Area Map

Pleasantville is within Westchester County, New York and borders Briarcliff Manor and Chappaqua.

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Featured Communities Within

Westchester County

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Pleasantville

(Pleasantville School District)

Market Snapshot

Units Sold

April 2021

7 TOTAL UNITS

image description +75.0% image description +40.0% vs

Median Sales Price

April 2021 - Single Family Homes

$680K
image description -11.9% image description -6.7% vs

Percentage of Asking Price

April 2021 Single Family Homes

95%
image description +4.7% image description -6.8% vs
95%
image description +4.7% image description -6.8% vs
95%
image description +4.7% image description -6.8% vs