Pleasantville, NY Real Estate & Homes For Sale

16 homes

  • 280 Bear Ridge Road, Pleasantville, NY 10570
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    NEW - 13 HRS AGO0.35 ACRES
    $739,000
    4bd
    2ba
    2,100 sqft (on 0.35 acres)
    280 Bear Ridge Road,
    Pleasantville, NY 10570
    Listing by: William Raveis Real Estate
  • 246 Broadway, Pleasantville, NY 10570
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    0.44 ACRES
    $1,049,000
    4bd
    3ba
    2,552 sqft (on 0.44 acres)
    246 Broadway,
    Pleasantville, NY 10570
    Listing by: William Raveis Real Estate
  • 60 Saratoga Avenue, Pleasantville, NY 10570
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    Listing by: Compass Greater NY, LLC
  • 9 Saratoga Avenue, Pleasantville, NY 10570
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    Listing by: Howard Hanna Rand Realty
  • 114 Deerfield Lane N, Pleasantville, NY 10570
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    0.93 ACRES
    $1,325,000
    4bd
    4ba
    3,374 sqft (on 0.93 acres)
    114 Deerfield Lane N,
    Pleasantville, NY 10570
    Listing by: William Raveis Real Estate
  • 52 Foxwood Drive UNIT 2, Pleasantville, NY 10570
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    Listing by: ERA Insite Realty Services
  • 139 Bedford Road, Pleasantville, NY 10570
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    Listing by: RE/MAX Ace Realty
  • 114 Ashland Avenue, Pleasantville, NY 10570
    0.51 ACRES
    $1,399,000
    4bd
    4ba
    3,402 sqft (on 0.51 acres)
    114 Ashland Avenue,
    Pleasantville, NY 10570
    Listing by: ERA Insite Realty Services
  • 322 Sarles Lane, Pleasantville, NY 10570
    0.26 ACRES
    Listing by: Coldwell Banker Realty
  • 47 Dennis Lane, Pleasantville, NY 10570
    $1,100,000
    3bd
    4ba
    2,848 sqft
    47 Dennis Lane,
    Pleasantville, NY 10570
    Listing by: Houlihan Lawrence Inc.
  • 7 Grandview Drive, Pleasantville, NY 10570
    0.32 ACRES
    $1,199,000
    4bd
    4ba
    3,273 sqft (on 0.32 acres)
    7 Grandview Drive,
    Pleasantville, NY 10570
    Listing by: ERA Insite Realty Services
  • 133 Lake Shore Drive, Pleasantville, NY 10570
    Listing by: Compass Greater NY, LLC
  • 45 Great Oak Lane, Pleasantville, NY 10570
    Listing by: Real Broker NY LLC
  • 62 Manville Road UNIT 2, Pleasantville, NY 10570
    Listing by: Legacy Dwellings
  • 63 Ridgewood Drive, Pleasantville, NY 10570
    Listing by: Patricia Forgione's Realty
  •  Lakeshore Drive Lot 14, Pleasantville, NY 10570
    Listing by: Coldwell Banker Realty

Homes Near Pleasantville, NY

We found 30 more homes matching your filters just outside Pleasantville

  • 321 Whippoorwill Road, Chappaqua, NY 10514
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    NEWCOMING SOON 3/212.04 ACRES
    $2,750,000
    5bd
    6ba
    5,195 sqft (on 2.04 acres)
    321 Whippoorwill Road,
    Chappaqua, NY 10514
    Listing by: Nestedge Realty
  • 12 Pondview Close, Chappaqua, NY 10514
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    NEWCOMING SOON 3/210.61 ACRES
    $725,000
    3bd
    3ba
    1,650 sqft (on 0.61 acres)
    12 Pondview Close,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 3 Hidden Oak Lane, Armonk, NY 10504
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    COMING SOON 3/222.19 ACRES
    $3,750,000
    7bd
    9ba
    8,247 sqft (on 2.19 acres)
    3 Hidden Oak Lane,
    Armonk, NY 10504
    Listing by: Houlihan Lawrence Inc.
  • 16 Rockledge Avenue UNIT 5J2, Ossining, NY 10562
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    12.7 ACRES
    $410,000
    2bd
    2ba
    1,580 sqft (on 12.70 acres)
    16 Rockledge Avenue UNIT 5J2,
    Ossining, NY 10562
    Listing by: Coldwell Banker Realty
  • 16 Rockledge Avenue UNIT 3K2, Ossining, NY 10562
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    12.7 ACRES
    $408,000
    2bd
    2ba
    1,580 sqft (on 12.70 acres)
    16 Rockledge Avenue UNIT 3K2,
    Ossining, NY 10562
    Listing by: Coldwell Banker Realty
  • 21 Ann Street, Ossining, NY 10562
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    $480,000
    3bd
    2ba
    1,300 sqft
    21 Ann Street,
    Ossining, NY 10562
    Listing by: eXp Realty
  • 302 Gordon Avenue, Sleepy Hollow, NY 10591
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    Listing by: De Luca Realty Group INC
  • 107 Charter Circle UNIT 107, Ossining, NY 10562
    Listing by: RE/MAX Distinguished Hms.&Prop
  • 15 Haights Cross Road, Chappaqua, NY 10514
    2.88 ACRES
    $1,999,000
    4bd
    5ba
    5,012 sqft (on 2.88 acres)
    15 Haights Cross Road,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 256 Quaker Road, Chappaqua, NY 10514
    0.75 ACRES
    $1,950,000
    3bd
    4ba
    3,882 sqft (on 0.75 acres)
    256 Quaker Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 275 Quaker Road, Chappaqua, NY 10514
    2.1 ACRES
    $1,435,000
    5bd
    4ba
    3,750 sqft (on 2.10 acres)
    275 Quaker Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 1 Agate Avenue, Ossining, NY 10562
    COMING SOON 3/20
    Listing by: City Homes Realty Group LLC
  • 20 Hollow Ridge Road, Bedford Corners, NY 10549
    2.01 ACRES
    $2,494,000
    5bd
    7ba
    5,484 sqft (on 2.01 acres)
    20 Hollow Ridge Road,
    Bedford Corners, NY 10549
    Listing by: Compass Greater NY, LLC
  • 601 Kemeys Cove, Briarcliff Manor, NY 10510
    Listing by: Compass Greater NY, LLC
  • 62 Lincoln Place, Thornwood, NY 10594
    Listing by: Howard Hanna Rand Realty
  • 3 Tallwoods Road, Armonk, NY 10504
    2.06 ACRES
    $3,200,000
    4bd
    6ba
    8,459 sqft (on 2.06 acres)
    3 Tallwoods Road,
    Armonk, NY 10504
    Listing by: Christie's Int. Real Estate
  • 158 Revolutionary Road, Scarborough, NY 10510
    1 ACRE
    $1,195,000
    3bd
    2ba
    2,120 sqft (on 1 acre)
    158 Revolutionary Road,
    Scarborough, NY 10510
    Listing by: Houlihan Lawrence Inc.
  • 361 Long Hill Road E, Briarcliff Manor, NY 10510
    1.46 ACRES
    Listing by: Houlihan Lawrence Inc.
  • 365 Long Hill Road E, Briarcliff Manor, NY 10510
    1.12 ACRES
    Listing by: Houlihan Lawrence Inc.
  • 363A Long Hill Road E, Briarcliff Manor, NY 10510
    1.27 ACRES
    Listing by: Houlihan Lawrence Inc.
  • 131-2 S Highland Avenue UNIT A1, Ossining, NY 10562
    Listing by: Howard Hanna Rand Realty
  • 363 Long Hill Road E, Briarcliff Manor, NY 10510
    3.85 ACRES
    Listing by: Houlihan Lawrence Inc.
  • 14 Lorenz Drive, Valhalla, NY 10595
    0.46 ACRES
    $749,000
    3bd
    3ba
    1,970 sqft (on 0.46 acres)
    14 Lorenz Drive,
    Valhalla, NY 10595
    Listing by: Julia B Fee Sothebys Int. Rlty
  • 403 Kemeys Cove UNIT 4-3, Briarcliff Manor, NY 10510
    Listing by: Howard Hanna Rand Realty
  • 69 Hudson Point Lane, Ossining, NY 10562
    Listing by: Douglas Elliman Real Estate
  • 81 Cottonwood Lane, Briarcliff Manor, NY 10510
    1.62 ACRES
    $2,750,000
    5bd
    6ba
    6,500 sqft (on 1.62 acres)
    81 Cottonwood Lane,
    Briarcliff Manor, NY 10510
    Listing by: Christie's Int. Real Estate
  • 887 Franklin Avenue, Thornwood, NY 10594
    Listing by: Berkshire Hathaway HS NY Prop
  • 16 Agate Avenue, Ossining, NY 10562
    FORECLOSURE
    $407,000
    2bd
    2ba
    1,020 sqft
    16 Agate Avenue,
    Ossining, NY 10562
    Listing by: Jonathan D. Gineo
  • 123 S Highland Avenue UNIT 5C2, Ossining, NY 10562
    Listing by: Coldwell Banker Realty
  • 515 Kemeys Cove Aka Revolutionary Road, Briarcliff Manor, NY 10510
    Listing by: Houlihan Lawrence Inc.

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 $866,722
MonthMedian home value
February 2023$815k
March 2023$818k
April 2023$821k
May 2023$825k
June 2023$829k
July 2023$833k
August 2023$841k
September 2023$850k
October 2023$858k
November 2023$863k
December 2023$865k
January 2024$867k
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 3 new listings and 16 homes for sale in Pleasantville.
Home SizeHome Value*
3 bedrooms (1 home)$817,830
4 bedrooms (7 homes)$1,043,719
*Home value over the past month

What Locals Say about Pleasantville

  • 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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  • 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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  • 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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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2024 OneKey® MLS. All rights reserved.
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