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

214 Bedford Road
Pleasantville, NY $1,250,000

214 Bedford Road

Pleasantville, NY

$1,250,000
  • 5 Beds
  • 2/1 Baths
  • 2,727 Sqft
45 Great Oak Lane
Pleasantville, NY $1,190,000

45 Great Oak Lane

Pleasantville, NY

$1,190,000
  • 0.00 Baths
  • 2,902 Sqft
3 Bedford Mews Street
Pleasantville, NY $1,189,000

3 Bedford Mews Street

Pleasantville, NY

$1,189,000
  • 4 Beds
  • 2/1 Baths
  • 2,128 Sqft
10 Club Court
Pleasantville, NY $1,050,000

10 Club Court

Pleasantville, NY

$1,050,000
  • 3 Beds
  • 2/1 Baths
  • 2,448 Sqft
37 Broadway #2-C
Pleasantville, NY $259,000

37 Broadway #2-C

Pleasantville, NY

$259,000
  • 2 Beds
  • 1 Baths
  • 920 Sqft
6 Raven Way
Pleasantville, NY $7,500/mo

6 Raven Way

Pleasantville, NY

$7,500/mo
  • 4 Beds
  • 4 Baths
  • 2,437 Sqft
11 Vista Court
Pleasantville, NY $2,750,000

11 Vista Court

Pleasantville, NY

$2,750,000
  • 6 Beds
  • 4/2 Baths
  • 8,685 Sqft
49 Marble Avenue
Pleasantville, NY $2,595,000

49 Marble Avenue

Pleasantville, NY

$2,595,000
  • 13,460 Sqft

Pleasantville

Area Map

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Pleasantville

(Pleasantville School District)

Market Snapshot

Units Sold

June 2024

8 TOTAL UNITS

image description +0.0% image description -33.3% vs

Median Sales Price

June 2024 - Single Family Homes

$1M
image description -7.8% image description +29.7% vs

Percentage of Asking Price

June 2024 Single Family Homes

99%
image description -3.4% image description -7.5% vs
99%
image description -3.4% image description -7.5% vs
99%
image description -3.4% image description -7.5% vs
99%
image description -3.4% image description -7.5% vs
99%
image description -3.4% image description -7.5% vs