Pleasantville, NY Real Estate & Homes For Sale

21 homes

Real Estate & Homes For Sale Near Pleasantville, NY

We found 30 more homes matching your filters just outside Pleasantville

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Pleasantville, NY Real Estate Trends

Learn about the Pleasantville, NY housing market through trends and averages.

Affordability of Living in Pleasantville, NY

The median home value is $1,002,499
MonthMedian home value
May 2025$985k
June 2025$985k
July 2025$982k
August 2025$977k
September 2025$974k
October 2025$973k
November 2025$979k
December 2025$987k
January 2026$994k
February 2026$997k
March 2026$1M
April 2026$1M
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Pleasantville, NY, by Home Size

Currently, there are 5 new listings in Pleasantville, NY and 21 homes for sale.
Home SizeHome Value*
3 bedrooms (5 homes)$942,822
4 bedrooms (6 homes)$1,224,784
*Home value over the past month

What Locals Say about Pleasantville

Review Highlights

Pleasantville, NY: steady, community-focused village with top schools, safety, and long-term value. Residents praise safety, top schools, walkability, and a tight-knit, event-filled community. Biggest gripes: rising congestion, overbuilding, longer commutes, and tight parking.
AI-generated summary of moderated reviews.
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  • Carolynblankenship
    "I walk to the train and take it to Grand Central. The commute is very tolerable and it is nice to see your neighbors on the way. "
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  • Gjgatta
    "Miles of sidewalks for weighted vest walks with the gals and many manicured lawns your dogs to defile. "
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  • Chaarey
    "Going down hill quick. Too congested and building faster than they can accommodate traffic people students and parking "
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  • Chaarey
    "I don’t take public transit but my ride to work has gone from ten minutes to twenty because they have built this small little village (what used to be) into a micro city and there’s so much traffic now everything takes longer to get to. "
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  • Elizabeth Snees
    "It’s a great area. Security for the kids. Nice environment I have been lived over here for many years. I am really happy "
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  • Jeff
    "Amazing place to live. It is safe and the schools are great. Lots of good restaurants and the people are very friendly. "
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  • Katherinevonjan
    "Fireman’s parade, Pleasantville Day, Farmers Market, Pleasantville Music Festival, Revolutionary War Day"
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  • Greg
    "parade,farmers market, town pool,town tennis courts.......good schools and restaurants and ball fields "
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  • Joseescobrada
    "Safety and how people treat not only each other but the place where they live. Cleanliness. Local foods and local businesses "
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  • Katherinevonjan
    "Halloween, Fireman’s Parade, Jacob Burns Film Theater events, Farmers Market, Pleasantville Day, high school play, Pleasantville Music Festival..."
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  • Jami M.
    "We have the farmers market every Saturday, we have the Pleasantville music festival in the summer parades for the 4th of July"
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  • Ariel D.
    "This is a great area. I don’t personally commute but many people in this area will commute to New York City or White Plains "
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  • Joseph N
    "Great town for families. Good restaurants, shops, etc. greTvtown to walk in. Wonderful farmers market on Saturdays."
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  • Susan A.
    "Visit every house. So much candy - so little time. Summertime we have a block party. Everyone walks to the end of the block for the morning school bus and again in the afternoon for the return trip. "
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  • Venizamarte
    "Nice busy area. Located very conveniently near metro north. Easy access to highways. "
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  • Carolynblankenship
    "Sidewalks are great for walking dogs. There’s a nice dog park as well. There are many dog owners in this town. "
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  • Halevale
    "People walk dogs of all shapes and sizes constantly. Seems a lovely dog community. Many restaurants also place water bowls outside during the warmer months. "
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  • Halevale
    "An incredible walkable village that lives up to its name. Amazing in all seasons, but has a great year round farmers market. Halloween is particularly awesome!"
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  • Ailun k.
    "People often seen walking dogs on sidewalk, fenced yards. Some children’s parks do not allow dogs, and the Farmer’s Market does not allow dogs. "
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  • Carolynblankenship
    "This is a walkable community commuting distance to Manhattan with excellent schools. There is a true sense of community here and people help each other. "
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  • Ryan T.
    "Walking town combines suburban living with convenience of local urban feel of amenities within walking distance."
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  • Peter G.
    "I’ve lived here for 22 years and it’s a great place to raise kids, excellent school system, friendly, safe, with enough to do and a short train or car ride to Manhattan "
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  • Imma C.
    "Pleasantville has so many wonderful attributes not to mention blue ribbon schools. "
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  • Fafafahead
    "Has a nice public pool where everyone meets during the summer and excellent Red Clay Courts and Golf Courses relatively close. "
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  • Anneke L.
    "A quiet community of tree lined streets and cul-de-sacs. Kid and pet friendly in a great school district."
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information