About Pleasantville

Pleasantville, NY homes for sale are located in the town of Mount Pleasant, which resides in the Westchester County. This idyllic village is home to Pace University, the host of some fantastic farmers markets, and the birthplace of the Reader's Digest Magazine. Aside from all that, the Pleasantville real estate market has a good selection of homes for you to choose from. Whether you are looking for that perfect starter condo, that spacious, luxury townhome, or that perfect family house to create a lifetime of memories in, Pleasantville is definitely the place for you!

Real Estate Statistics

  • Total Listings: 71
  • Average Price: $663,282
  • Highest Price: $2,800,000
  • Lowest Price: $600

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
1 – 12 of 71 Listings
Price, High to Low

560,181 Sf


204 Old Sleepy Hollow Road, Pleasantville

Includes Both 202 & 204 Old Sleepy Hollow Road For A Total Of 12.86 Acres. Looking To Sell Property To Another Owner Looking To Manage A Premier Eq...

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5 Bed • 8 Bath • 4,381 Sf • 1 Acres


96 Deerfield North Lane, Pleasantville

Welcome To Your Dream Home With Room For All! All Bedrooms With Ensuite Baths And A Classic Layout Make This A Perfect Home For Comfortable Living ...

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4 Bed • 3 Bath • 4,224 Sf • 1 Acres


58 Tamarack Way, Pleasantville

Incredible Move-in Ready, Completely Renovated 4-bedroom Home On Private Cul-de-sac Location With Flat, Usable Property And Sunset Views. Amazing ...

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4 Bed • 4 Bath • 3,246 Sf • 1 Acres


8 Usonia Road, Pleasantville

Welcome To Frank Lloyd Wright's Usonia A Nature Lovers Paradise Located In Pleasantville, In The Byram Hills School District. Designed By Talesian ...

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4 Bed • 3 Bath • 4,121 Sf • 1 Acres


37 Pheasant Run Road, Pleasantville

Welcome To The Estates, A Sought-after Neighborhood In Pleasantville, Byram Hills (armonk) Schools. Commanding Post-modern Colonial Greets You With...

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3 Bed • 3 Bath • 2,848 Sf


24 Dennis Lane 49, Pleasantville

Enclave At Pleasantville, A Community Of Townhomes In Beautiful Westchester County, New York. Featuring First-floor Master Suites, Open Floor Plans...

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5 Bed • 4 Bath • 4,253 Sf • 1 Acres


111 Deerfield North Lane, Pleasantville

This Beautiful Contemporary Home In The Byram Hills School District Is Conveniently Located In The Heritage Court Neighborhood. Soaring Ceilings An...

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3 Bed • 4 Bath • 3,468 Sf


30 Dennis Lane, Pleasantville

This Newly Constructed Townhome In The Enclave At Pleasantville Lives Like A House. Completed In 2017 This 3468 Square Foot Home On A Premium Lot O...

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6 Bed • 4 Bath • 4,693 Sf


219 Central Avenue, Pleasantville

This Home Was Lovingly Built By The Owners~brick By Brick! Come And Make It A Family Affair W/room To Spare. Enjoy Over 4600 Sq Ft Of Living Spac...

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4 Bed • 4 Bath • 5,403 Sf • 1 Acres


100 Beech Hill Road, Pleasantville

Briarcliff Schools!!! Style Within Reach On Almost An Acre! Two-story Colonial With Amenities For Today's Modern Lifestyle. This Pristine Home Offe...

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6 Bed • 5 Bath • 4,680 Sf • 1 Acres


185 Deerfield North Lane, Pleasantville

Looking For A Spacious Family Home To Accommodate Your Growing Family And Guests? Come See This Sprawling 6 Bedroom, 5 Bath Home In A Private Sett...

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4 Bed • 4 Bath • 4,232 Sf • 1 Acres


196 Deerfield North Lane, Pleasantville

Gracious One Level Living In Chappaqua Schools. Set On A Gentle Grade Well Back From The Road With A Sense Of Ease That Permeates The Entire Living...

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Discover Pleasantville, NY Real Estate

The Pleasantville, NY real estate market has a small selection of affordable condos for sale. Along Bedford Road, you'll find a few condo complexes that are perfect for those budget conscious buyers looking for an affordable maintenance-free property. For those who have a larger budget to play with, there's a wonderful variety of townhomes on the market. New construction projects are being built to offer home buyers 2,000 – 3,000 square feet of living space, with 3 bedrooms and 3 bathrooms. If you are able to purchase prior to completion, you may be able to customize your new home. The following are just some of the features that you may find in Pleasantville townhomes for sale:

  • Vaulted ceilings
  • Quartz countertops
  • Built-in cabinetry throughout
  • Chef's Kitchen
  • Hardwood flooring

The housing market in Pleasantville has some lovely colonial style homes, traditional homes, and Mediterranean gems that are sure to please! With large, spacious floor plans, fabulous vintage features, and beautifully landscaped yards, these homes are the ideal family property to suit your needs for years to come. Whether you are looking for 4,000+ square feet of living space, 4 bedrooms to house you and your guests, or 3-4 bathrooms so you don't have to write out a shower schedule for the morning rush, you'll be glad you decided to purchase a home in Pleasantville.

Living In The Community of Pleasantville, NY

Pleasantville has a small town vibe close to one of the biggest cities in the world. It has charming markets, great schools, and a village center where you can get all your essentials. Take your family and friends to Nannahagen Park to enjoy a day in the sunshine, Roselle Park and Playground for an afternoon of play, or head over to Soldiers & Sailors Park for a game or two of baseball. If you are looking for a remarkable community to raise your family in, then be sure to add Pleasantville to your list – you won't be sorry!

Hudson Gateway MLS Logo The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than KELLER WILLIAMS NY REALTY are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.

Information deemed reliable but not guaranteed.

© 2019 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

Listing information last updated on March 25th, 2019 at 8:58pm CDT.

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