Pleasantville, NY Real Estate & Homes For Sale

10 homes

  • 15 Sarles Lane, Pleasantville, NY 10570
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    NEW - 12 HRS AGO0.26 ACRES
    $1,200,000
    3bd
    4ba
    2,752 sqft (on 0.26 acres)
    15 Sarles Lane,
    Pleasantville, NY 10570
    Listing by: ERA Insite Realty Services
  • 3 Northview Court, Pleasantville, NY 10570
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    OPEN SAT, 1-2:30PM0.92 ACRES
    $1,879,000
    4bd
    4ba
    5,432 sqft (on 0.92 acres)
    3 Northview Court,
    Pleasantville, NY 10570
    Listing by: Houlihan Lawrence Inc.
  • 33 Roselle Avenue UNIT L, Pleasantville, NY 10570
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    $385,000
    1bd
    1ba
    775 sqft
    33 Roselle Avenue UNIT L,
    Pleasantville, NY 10570
    Listing by: Giner Real Estate Inc.
  • 27 Sunset Drive, Thornwood, NY 10594
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    2 ACRES
    $2,250,000
    4bd
    6ba
    6,331 sqft (on 2 acres)
    27 Sunset Drive,
    Thornwood, NY 10594
    Listing by: Julia B Fee Sothebys Int. Rlty
  • 60 Saratoga Avenue, Pleasantville, NY 10570
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    $1,200,000
    6bd
    4ba
    3,556 sqft
    60 Saratoga Avenue,
    Pleasantville, NY 10570
    Listing by: Compass Greater NY, LLC
  • 322 Sarles Lane, Pleasantville, NY 10570
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    0.26 ACRES
    $219,999
    322 Sarles Lane,
    Pleasantville, NY 10570
    Listing by: Coldwell Banker Realty
  • 133 Lake Shore Drive, Pleasantville, NY 10570
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    $979,000
    4bd
    3ba
    2,300 sqft
    133 Lake Shore Drive,
    Pleasantville, NY 10570
    Listing by: Compass Greater NY, LLC
  • 45 Great Oak Lane, Pleasantville, NY 10570
    $1,190,000
    Studio
    2,902 sqft
    45 Great Oak Lane,
    Pleasantville, NY 10570
    Listing by: Real Broker NY LLC
  • 63 Ridgewood Drive, Pleasantville, NY 10570
    $325,000
    63 Ridgewood Drive,
    Pleasantville, NY 10570
    Listing by: Patricia Forgione's Realty
  • Lakeshore Drive Lot 14, Pleasantville, NY 10570
    $290,000
    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

  • 152 Mill River Road, Chappaqua, NY 10514
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    NEWOPEN SAT, 12:30-3PMCOMING SOON 4/200.37 ACRES
    $799,000
    3bd
    2ba
    2,079 sqft (on 0.37 acres)
    152 Mill River Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 134 Bainbridge Avenue, Thornwood, NY 10594
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    NEWOPEN SAT, 1-3PM
    $539,000
    2bd
    2ba
    1,306 sqft
    134 Bainbridge Avenue,
    Thornwood, NY 10594
    Listing by: Howard Hanna Rand Realty
  • 463 Chappaqua Road, Briarcliff, NY 10510
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    NEWOPEN SAT, 2-4PM1.07 ACRES
    $899,000
    3bd
    2ba
    2,677 sqft (on 1.07 acres)
    463 Chappaqua Road,
    Briarcliff, NY 10510
    Listing by: Houlihan Lawrence Inc.
  • 11 Boulder Trail, Chappaqua, NY 10514
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    NEWCOMING SOON 4/210.93 ACRES
    $2,499,000
    5bd
    5ba
    6,495 sqft (on 0.93 acres)
    11 Boulder Trail,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 11 Laurel Lane, Chappaqua, NY 10514
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    NEWCOMING SOON 4/201.96 ACRES
    $1,950,000
    5bd
    3ba
    5,121 sqft (on 1.96 acres)
    11 Laurel Lane,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 5 Harwood Avenue, Sleepy Hollow, NY 10591
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    NEWCOMING SOON 4/230.33 ACRES
    $1,250,000
    4bd
    3ba
    1,812 sqft (on 0.33 acres)
    5 Harwood Avenue,
    Sleepy Hollow, NY 10591
    Listing by: eXp Realty
  • 9 Peck Place, Chappaqua, NY 10514
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    NEWCOMING SOON 4/251.01 ACRES
    $1,699,000
    4bd
    4ba
    3,884 sqft (on 1.01 acres)
    9 Peck Place,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 7 Laurel Hill Place, Armonk, NY 10504
    OPEN SAT, 1-3PMCOMING SOON 4/201 ACRE
    $912,000
    3bd
    3ba
    2,210 sqft (on 1 acre)
    7 Laurel Hill Place,
    Armonk, NY 10504
    Listing by: Compass Greater NY, LLC
  • 73 Spring Street UNIT 4R, Ossining, NY 10562
    OPEN SUN, 2-4PM
    $495,000
    2bd
    2ba
    1,514 sqft
    73 Spring Street UNIT 4R,
    Ossining, NY 10562
    Listing by: Keller Williams Realty Group
  • 26 Sunset Drive, Thornwood, NY 10594
    OPEN SAT, 1:30-4:30PM0.94 ACRES
    $1,215,000
    4bd
    4ba
    3,909 sqft (on 0.94 acres)
    26 Sunset Drive,
    Thornwood, NY 10594
    Listing by: William Raveis-New York, LLC
  • 465 Chappaqua Road, Briarcliff Manor, NY 10510
    OPEN SAT, 1-3PM1.61 ACRES
    $1,075,000
    5bd
    3ba
    3,296 sqft (on 1.61 acres)
    465 Chappaqua Road,
    Briarcliff Manor, NY 10510
    Listing by: Compass Greater NY, LLC
  • 75 Eton Road, Thornwood, NY 10594
    2.44 ACRES
    $989,000
    3bd
    2ba
    1,732 sqft (on 2.44 acres)
    75 Eton Road,
    Thornwood, NY 10594
    Listing by: United Real Estate LLC
  • 290 Central Drive, Briarcliff Manor, NY 10510
    3.52 ACRES
    $2,760,000
    6bd
    7ba
    6,958 sqft (on 3.52 acres)
    290 Central Drive,
    Briarcliff Manor, NY 10510
    Listing by: Julia B Fee Sothebys Int. Rlty
  • 129-5 S Highland Avenue UNIT B2, Ossining, NY 10562
    $199,000
    2bd
    1ba
    950 sqft
    129-5 S Highland Avenue UNIT B2,
    Ossining, NY 10562
    Listing by: Howard Hanna Rand Realty
  • 121 S Highland Avenue UNIT 2C, Ossining, NY 10562
    $149,000
    1bd
    1ba
    750 sqft
    121 S Highland Avenue UNIT 2C,
    Ossining, NY 10562
    Listing by: Coldwell Banker Realty
  • 71 Tripp Street, Mount Kisco, NY 10549
    OPEN SAT, 1-3PM2.02 ACRES
    $1,295,000
    4bd
    3ba
    3,614 sqft (on 2.02 acres)
    71 Tripp Street,
    Mount Kisco, NY 10549
    Listing by: Houlihan Lawrence Inc.
  • 121 S Highland Avenue UNIT 3L, Ossining, NY 10562
    $174,900
    2bd
    1ba
    900 sqft
    121 S Highland Avenue UNIT 3L,
    Ossining, NY 10562
    Listing by: eXp Realty
  • 44 & 50 Bischoff Avenue, Chappaqua, NY 10514
    0.38 ACRES
    $799,000
    5bd
    2ba
    2,241 sqft (on 0.38 acres)
    44 & 50 Bischoff Avenue,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 86 Bainbridge Avenue, Thornwood, NY 10594
    0.25 ACRES
    $575,000
    3bd
    3ba
    1,626 sqft (on 0.25 acres)
    86 Bainbridge Avenue,
    Thornwood, NY 10594
    Listing by: Berkshire Hathaway HS NY Prop
  • 22 Knoll View, Ossining, NY 10562
    $449,000
    2bd
    3ba
    1,438 sqft
    22 Knoll View,
    Ossining, NY 10562
    Listing by: Houlihan Lawrence Inc.
  • 27 South Place, Chappaqua, NY 10514
    0.8 ACRES
    $1,599,000
    4bd
    6ba
    5,173 sqft (on 0.80 acres)
    27 South Place,
    Chappaqua, NY 10514
    Listing by: Ginnel Real Estate
  • 12 Jackson Road, Briarcliff, NY 10510
    OPEN SUN, 11:30-1:30PM
    $1,000,000
    4bd
    4ba
    2,446 sqft
    12 Jackson Road,
    Briarcliff, NY 10510
    Listing by: Coldwell Banker Realty
  • 219 Hamilton Road, Chappaqua, NY 10514
    1.58 ACRES
    $1,799,000
    6bd
    5ba
    4,692 sqft (on 1.58 acres)
    219 Hamilton Road,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 16 Marshall Lane, Chappaqua, NY 10514
    1.53 ACRES
    $2,850,000
    5bd
    8ba
    6,609 sqft (on 1.53 acres)
    16 Marshall Lane,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 249 Mill River Road, Chappaqua, NY 10514
    0.45 ACRES
    $839,000
    4bd
    2ba
    2,100 sqft (on 0.45 acres)
    249 Mill River Road,
    Chappaqua, NY 10514
    Listing by: Town and Village Real Estate
  • 312 Elwood Avenue, Hawthorne, NY 10532
    OPEN SAT, 12-2PM
    $649,000
    3bd
    2ba
    1,767 sqft
    312 Elwood Avenue,
    Hawthorne, NY 10532
    Listing by: ERA Insite Realty Services
  • 438 Bellwood Avenue, Sleepy Hollow, NY 10591
    0.26 ACRES
    $1,490,000
    5bd
    4ba
    2,937 sqft (on 0.26 acres)
    438 Bellwood Avenue,
    Sleepy Hollow, NY 10591
    Listing by: Corcoran Legends Realty
  • 16 Ridgewood Terrace, Chappaqua, NY 10514
    $848,000
    3bd
    2ba
    2,034 sqft
    16 Ridgewood Terrace,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 71-75 Stafford Street, Briarcliff Manor, NY 10510
    $650,000
    4bd
    2ba
    1,548 sqft
    71-75 Stafford Street,
    Briarcliff Manor, NY 10510
    Listing by: Houlihan Lawrence Inc.
  • 2 Whippoorwill Crossing, Armonk, NY 10504
    1.94 ACRES
    $1,100,000
    3bd
    3ba
    2,498 sqft (on 1.94 acres)
    2 Whippoorwill Crossing,
    Armonk, NY 10504
    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 $862,759
MonthMedian home value
March 2023$809k
April 2023$811k
May 2023$815k
June 2023$819k
July 2023$823k
August 2023$831k
September 2023$840k
October 2023$848k
November 2023$852k
December 2023$854k
January 2024$856k
February 2024$863k
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 1 new listing and 10 homes for sale in Pleasantville.
Home SizeHome Value*
3 bedrooms (1 home)$824,043
4 bedrooms (4 homes)$1,045,882
*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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  • 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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