Pleasantville

Pleasantville is a charming village in Westchester County New York, blending 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 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, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Pleasantville 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 modern suburb of New York.

The village’s relatively compact size at 1.8 square miles, means that its sidewalks get plenty of use. Residents enjoy 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, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Pleasantville 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 modern suburb of New York.

The village’s relatively compact size at 1.8 square miles, means that its sidewalks get plenty of use. Residents enjoy 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, a wealth of culture and community events and a closeness of community makes Pleasantville a desirable place to call home.

Pleasantville 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 modern suburb of New York.

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Featured Listings

24 Cecilia Lane
Pleasantville, NY $1,395,000

24 Cecilia Lane

Pleasantville, NY

$1,395,000
  • 4 Beds
  • 3 Baths
  • 2,897 Sqft
14 Virginia Place
Pleasantville, NY $1,375,000

14 Virginia Place

Pleasantville, NY

$1,375,000
  • 4 Beds
  • 3/1 Baths
  • 3,404 Sqft
246 Broadway
Pleasantville, NY $1,049,000

246 Broadway

Pleasantville, NY

$1,049,000
  • 4 Beds
  • 2/1 Baths
  • 2,552 Sqft
32 Guion Street
Pleasantville, NY $875,000

32 Guion Street

Pleasantville, NY

$875,000
  • 4 Beds
  • 1/1 Baths
  • 1,982 Sqft
49 Marble Avenue
Pleasantville, NY $2,695,000

49 Marble Avenue

Pleasantville, NY

$2,695,000
  • 13,460 Sqft
3 Northview Court
Pleasantville, NY $1,879,000

3 Northview Court

Pleasantville, NY

$1,879,000
  • 4 Beds
  • 2/2 Baths
  • 5,432 Sqft
66 Heritage Drive
Pleasantville, NY $1,795,000

66 Heritage Drive

Pleasantville, NY

$1,795,000
  • 5 Beds
  • 3/1 Baths
  • 5,160 Sqft
23 Heritage Drive
Pleasantville, NY $1,439,000

23 Heritage Drive

Pleasantville, NY

$1,439,000
  • 4 Beds
  • 2/1 Baths
  • 2,853 Sqft

Pleasantville

Area Map

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Pleasantville

(Pleasantville School District)

Market Snapshot

Units Sold

March 2024

4 TOTAL UNITS

image description -60.0% vs

Median Sales Price

March 2024 - Single Family Homes

$915K
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Percentage of Asking Price

March 2024 Single Family Homes

103%
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103%
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103%
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