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: 96
  • Average Price: $722,459
  • Highest Price: $3,299,000
  • Lowest Price: $1,700

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 96 Listings
Price, High to Low

16 Acres


Fawn Brook Court, Pleasantville

Raw Land For Sale In Pleasantville? Yes It's True! 16 Acres With A Private Pond Available, With Easy Commute To All Major Highways, Train Station A...

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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 • 5 Bath • 5,785 Sf • 1 Acres


87 Deerfield North Lane, Pleasantville

Spectacular And Private Custom Built T. Mckenna Construction Home Has Grand Living Spaces Both Inside And Out. Professional Landscaping, Sitting Ar...

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Reduced 5%

5 Bed • 4 Bath • 5,374 Sf • 1 Acres


13 Crestview Drive, Pleasantville

Perfectly Situated On A Gorgeous, Level .93 Acres Of Professionally Landscaped Property, This 5 Bedroom Post Modern Colonial Home In The Desirable ...

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4 Bed • 4 Bath • 4,120 Sf • 1 Acres


5 Spruce Hill Court, Pleasantville

Own In The "the Estates"!!! A Spectacular 4-bedrm Lives Like A 5 With Huge Bonus Rm, 4-bathrm Center Hall Colonial Home In Award-winning Byram Hill...

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Reduced 4%

3 Bed • 3 Bath • 3,979 Sf • 1 Acres


31 Usonia Road, Pleasantville

First Time On The Market! Absolutely Stunning One Of A Kind, Mid-century Modern/contemporary Home In Frank Lloyd Wright Historic Usonia. Complete...

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4 Bed • 4 Bath • 3,547 Sf • 1 Acres


22 Cecilia Lane, Pleasantville

Modern Renovation With Open Floor Plan Offers High Ceilings, Natural Light With Walls Of Glass, Stunning Wood Floors And High Quality Finishes. A ...

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5 Bed • 4 Bath • 5,156 Sf • 1 Acres


1 Trapping Way, Pleasantville

Expansive Light And Bright Contemporary Set On Over 1 Spectacular Acre. Immaculately Maintained With Great Flow For Everyday Living And Entertainin...

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Reduced 3%

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 From Expan...

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Reduced 14%

4 Bed • 5 Bath • 6,600 Sf • 1 Acres


245 Bear Ridge Road, Pleasantville

A Gracious Marble Two Story Entry Foyer Welcomes You Into This Lovely Custom Built Brick Home With Its Grand Staircase And Oversized Rooms. The Ex...

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4 Bed • 4 Bath • 5,400 Sf • 1 Acres


100 Beech Hill Road, Pleasantville

Briarcliff Schools With Pleasantville Po. Low Taxes: $20,191 Before Star Rebate Of $1,932! Gorgeous Updated Colonial With Lower Level Mother/daugh...

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4 Bed • 4 Bath • 3,400 Sf • 1 Acres


25 Heritage Drive, Pleasantville

Classical Heritage Court Colonial With Great Curb Appeal And Many Upgrades And Recent Updates. Spectacular Kitchen. Nice Layout. A Large Fenced ...

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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 July 21st, 2019 at 9:58am CDT.

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