4,407

Pleasantville, NY Homes

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  • 25 Pheasant Run Rd, Pleasantville, NY 10570
    25 Pheasant Run Rd, Pleasantville, NY 10570
    25 Pheasant Run Rd, Pleasantville, NY 10570
    /23

    $1,850,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,121 Sq Ft

    25 Pheasant Run Rd, Pleasantville, NY 10570

    Welcome to this meticulously maintained Colonial home in the heart of Pleasantville, offering modern, youthful style and the warmth of a true community. The light-filled interior is move-in ready, with four generous bedrooms, three full baths, and a convenient powder room designed for everyday living and effortless entertaining. The fully finished lower level expands the home’s footprint with a

    Stacee Lieberman-Massoni Julia B Fee Sothebys Int. Rlty

    25 Pheasant Run Rd, Pleasantville, NY 10570
  • 19 Elm St, Pleasantville, NY 10570

    $800,000

    Sold May 28, 2025

    19 Elm St, Pleasantville, NY 10570

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1881

    Last Sold Summary

    • 10% Above List Price
    • $400/SF
    • 16 Days On Market

    Current Estimated Value $817,962

    Last Listing Agent Indira Ranganathan Guard Hill Realty

    19 Elm St, Pleasantville, NY 10570
  • 1 Anne Place, Pleasantville, NY 10570
    1 Anne Place, Pleasantville, NY 10570
    1 Anne Place, Pleasantville, NY 10570
    /44

    $1,095,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    1 Anne Place, Pleasantville, NY 10570

    Welcome to a rare offering where timeless elegance meets refined suburban living. Nestled on an expansive half-acre corner lot within the coveted Schuhmann Park enclave, this tri-level home is more than a property. This distinguished split-level residence unfolds across 2,142 square feet of thoughtfully curated living space, where every level reveals a new layer of comfort and character. Step

    Eva Casoria eXp Realty

    1 Anne Place, Pleasantville, NY 10570
  • 22 Clark St, Pleasantville, NY 10570

    $1,875,000

    Sold Aug 01, 2025

    22 Clark St, Pleasantville, NY 10570

    • 8 Beds
    • 7 Baths
    • 4,983 Sq Ft
    • Built 1916

    Last Sold Summary

    • 6% Below List Price
    • $376/SF
    • 72 Days On Market

    Current Estimated Value $1,605,653

    Last Listing Agent Imma Carletto Christie's Int. Real Estate

    22 Clark St, Pleasantville, NY 10570
  • 29 Maplewood Way, Pleasantville, NY 10570
    29 Maplewood Way, Pleasantville, NY 10570
    29 Maplewood Way, Pleasantville, NY 10570
    /24

    $899,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    29 Maplewood Way, Pleasantville, NY 10570

    Well-maintained split-level home on a quiet cul-de-sac in Pleasantville with Armonk schools (Byram Hills School District). Carefully cared for over the years, this 3-bedroom home features hardwood floors throughout and a kitchen with updated appliances, along with private, usable outdoor space.The main level includes a living room, dining area, and kitchen with access to a deck and backyard.

    Patricia DelVecchio William Raveis Real Estate

    29 Maplewood Way, Pleasantville, NY 10570
  • 64 Foxwood Dr Unit 8, Pleasantville, NY 10570

    $649,000

    Sold May 13, 2026

    64 Foxwood Dr Unit 8, Pleasantville, NY 10570

    • 2 Beds
    • 1.5 Baths
    • 1,117 Sq Ft
    • Built 1979

    Last Sold Summary

    • $581/SF
    • 22 Days On Market

    Current Estimated Value $616,124

    Last Listing Agent Tom Consaga RE/MAX Ace Realty

    64 Foxwood Dr Unit 8, Pleasantville, NY 10570
  • 55 Greenmeadow Rd, Pleasantville, NY 10570
    55 Greenmeadow Rd, Pleasantville, NY 10570
    55 Greenmeadow Rd, Pleasantville, NY 10570
    /19

    $1,175,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    55 Greenmeadow Rd, Pleasantville, NY 10570

    Welcome to 55 Greenmeadow Road - a one-of-a-kind private retreat just steps from the heart of Pleasantville. Set on an expansive 1-acre lot, this four-bedroom, three-bath home offers newly renovated finishes, exceptional outdoor space, privacy, and one of the only private pools in the village.This beautifully updated Cape Cod home features a brand-new skylit chef’s kitchen, thoughtfully

    Jill Urban Compass Greater NY, LLC

    55 Greenmeadow Rd, Pleasantville, NY 10570
  • 153 Deerfield Ln N, Pleasantville, NY 10570

    $1,815,000

    Sold Jan 30, 2026

    153 Deerfield Ln N, Pleasantville, NY 10570

    • 4 Beds
    • 3 Baths
    • 3,534 Sq Ft
    • Built 1957

    Last Sold Summary

    • 14% Above List Price
    • $514/SF
    • 16 Days On Market

    Current Estimated Value $1,340,929

    Last Listing Agent Natalia Wixom Compass Greater NY, LLC

    153 Deerfield Ln N, Pleasantville, NY 10570
  • 228 Sarles Ln, Pleasantville, NY 10570
    228 Sarles Ln, Pleasantville, NY 10570
    228 Sarles Ln, Pleasantville, NY 10570
    /36

    $1,035,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,987 Sq Ft

    228 Sarles Ln, Pleasantville, NY 10570

    Move right into this beautifully updated Colonial and start enjoying life in one of Pleasantville’s most convenient locations—Just a 1/2 mile from the Metro-North train station, Pleasantville’s acclaimed restaurants, shops, the Jacob Burns Film Center, and Saturday’s Farmers Market. Inside, the home feels bright, easy, and welcoming from the moment you step in. Gleaming hardwood floors and custom

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    228 Sarles Ln, Pleasantville, NY 10570
  • 17 Country Club Ln, Pleasantville, NY 10570

    $1,400,000

    Sold Aug 26, 2025

    17 Country Club Ln, Pleasantville, NY 10570

    • 3 Beds
    • 3.5 Baths
    • 3,434 Sq Ft
    • Built 1996

    Last Sold Summary

    • 9% Above List Price
    • $408/SF
    • 23 Days On Market

    Current Estimated Value $1,128,321

    Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

    17 Country Club Ln, Pleasantville, NY 10570
  • 17 Woodbrook Rd, Pleasantville, NY 10570
    17 Woodbrook Rd, Pleasantville, NY 10570
    17 Woodbrook Rd, Pleasantville, NY 10570
    /28

    $1,195,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,337 Sq Ft

    17 Woodbrook Rd, Pleasantville, NY 10570

    Come home to this stylishly updated cedar shake colonial with a great open layout. Located on a beautiful and flat lot at the end of a quiet private road within the Byram Hills School District, this home blends country charm with effortless convenience. Gracious entry leads to an open main level featuring a living room with woodburning fireplace, dining room, spacious eat-in kitchen opens to the

    Donna Gordon Julia B Fee Sothebys Int. Rlty

    17 Woodbrook Rd, Pleasantville, NY 10570
  • 159 Sarles Ln, Pleasantville, NY 10570

    $960,555

    Sold Dec 16, 2025

    159 Sarles Ln, Pleasantville, NY 10570

    • 2 Beds
    • 2.5 Baths
    • 2,018 Sq Ft
    • Built 1905

    Last Sold Summary

    • 20% Above List Price
    • $476/SF
    • 14 Days On Market

    Current Estimated Value $910,666

    Last Listing Agent Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    159 Sarles Ln, Pleasantville, NY 10570
  • 47 Brookfield Place, Pleasantville, NY 10570
    47 Brookfield Place, Pleasantville, NY 10570
    47 Brookfield Place, Pleasantville, NY 10570
    /22

    $999,000

    Pending
    • 1 Bed
    • 3 Baths
    • 2,011 Sq Ft

    47 Brookfield Place, Pleasantville, NY 10570

    Tucked away on one of Pleasantville Village’s most picturesque, tree lined streets, where the setting feels as though it has been lifted straight from the pages of a storybook, 47 Brookfield offers a truly rare and special opportunity. Perfectly positioned on a quiet cul de sac, this is the kind of place where children play freely, neighbors stroll by with a friendly wave, and life slows down

    Kile Boga-Ibric Houlihan Lawrence Inc.

    47 Brookfield Place, Pleasantville, NY 10570
  • 200 Central Ave, Pleasantville, NY 10570

    $1,351,000

    Sold Dec 02, 2025

    200 Central Ave, Pleasantville, NY 10570

    • 3 Beds
    • 2.5 Baths
    • 2,460 Sq Ft
    • Built 1991

    Last Sold Summary

    • 29% Above List Price
    • $549/SF
    • 22 Days On Market

    Current Estimated Value $1,286,762

    Last Listing Agent Donna McKenna Edlund Coldwell Banker Realty

    200 Central Ave, Pleasantville, NY 10570
  • 606 Washington Ave, Pleasantville, NY 10570
    606 Washington Ave, Pleasantville, NY 10570
    606 Washington Ave, Pleasantville, NY 10570
    /30

    $849,000

    Pending
    • 5 Beds
    • 2 Baths
    • 2,124 Sq Ft

    606 Washington Ave, Pleasantville, NY 10570

    Welcome to Pleasantville! This beautifully maintained 5-bedroom, 2-bathroom home is set on a generous 0.35-acre lot and offers space, comfort, and exceptional value in a tranquil setting. Step into a light-filled living room featuring an oversized bay window, creating a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for gatherings. Glass sliders open

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    606 Washington Ave, Pleasantville, NY 10570
  • 414 Bear Ridge Rd, Pleasantville, NY 10570

    $780,000

    Sold Oct 23, 2025

    414 Bear Ridge Rd, Pleasantville, NY 10570

    • 4 Beds
    • 1 Bath
    • 1,890 Sq Ft
    • Built 1870

    Last Sold Summary

    • 10% Below List Price
    • $413/SF
    • 81 Days On Market

    Current Estimated Value $824,034

    Last Listing Agent Stacy Weinberg Giner Real Estate Inc.

    414 Bear Ridge Rd, Pleasantville, NY 10570
  • 8 Far Hill Ln, Pleasantville, NY 10570
    8 Far Hill Ln, Pleasantville, NY 10570
    8 Far Hill Ln, Pleasantville, NY 10570
    /27

    $2,395,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    8 Far Hill Ln, Pleasantville, NY 10570

    Welcome to this stunning 5 bedroom, 4.5 bath Colonial offering 4100 square feet of beautifully designed living space in the sought after Estates neighborhood. Set on a professionally landscaped .90 acre property, this light filled home combines classic elegance with modern comfort.A circular driveway and 3 car garage create a grand first impression. Inside, the open floor plan is perfect for

    Felice Wyloge Julia B Fee Sothebys Int. Rlty

    8 Far Hill Ln, Pleasantville, NY 10570
  • 22 Church St, Pleasantville, NY 10570

    $975,000

    Sold Aug 06, 2025

    22 Church St, Pleasantville, NY 10570

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1815

    Last Sold Summary

    • 3% Above List Price
    • $488/SF
    • 11 Days On Market

    Current Estimated Value $806,070

    Last Listing Agent Joseph Lukic Compass Greater NY, LLC

    22 Church St, Pleasantville, NY 10570
  • 7 Hays Hill Rd, Pleasantville, NY 10570
    7 Hays Hill Rd, Pleasantville, NY 10570
    7 Hays Hill Rd, Pleasantville, NY 10570
    /45

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 2,048 Sq Ft

    7 Hays Hill Rd, Pleasantville, NY 10570

    "HAYS HILL HAVEN" - Tucked at the end of a quiet cul-de-sac in the heart of one of Westchester's most beloved and vibrant villages, 7 Hays Hill Road is the kind of home that feels instantly comforting the moment you arrive. Framed by mature trees, thoughtful landscaping and glowing natural light throughout, this fully renovated striking Colonial offers a rare balance of timeless charm and modern

    Ryan Paige Corcoran Baer & McIntosh

    7 Hays Hill Rd, Pleasantville, NY 10570
  • 4 Watch Hill Rd, Pleasantville, NY 10570

    $1,425,000

    Sold Aug 08, 2025

    4 Watch Hill Rd, Pleasantville, NY 10570

    • 4 Beds
    • 2.5 Baths
    • 3,456 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Above List Price
    • $412/SF
    • 7 Days On Market

    Current Estimated Value $1,486,192

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    4 Watch Hill Rd, Pleasantville, NY 10570
  • 53 Broadway Unit 1E, Pleasantville, NY 10570
    53 Broadway Unit 1E, Pleasantville, NY 10570
    53 Broadway Unit 1E, Pleasantville, NY 10570
    /22

    $265,000

    Pending
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    53 Broadway Unit 1E, Pleasantville, NY 10570

    Welcome to Pleasant Manor, a charming cooperative community located just one block from Pleasantville’s Old Village, known for its boutique shops and restaurants. It’s also only a few blocks from schools, the library, train station, Jacob Burns Film Center, and the popular Farmers Market. This quiet first-level garden apartment features two bedrooms and one bathroom, with three exposures that

    Jerald Seti Coldwell Banker Realty

    53 Broadway Unit 1E, Pleasantville, NY 10570
  • 68 Foxwood Dr Unit 4, Pleasantville, NY 10570

    $795,000

    Sold Oct 09, 2025

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Above List Price
    • $625/SF
    • 22 Days On Market

    Current Estimated Value $792,102

    Last Listing Agent Rita Longo Howard Hanna Rand Realty

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • 247 Broadway, Pleasantville, NY 10570
    247 Broadway, Pleasantville, NY 10570
    247 Broadway, Pleasantville, NY 10570
    /49

    $1,649,000

    Pending
    • 6 Beds
    • 4 Baths
    • 4,010 Sq Ft

    247 Broadway, Pleasantville, NY 10570

    Beautifully updated and exuding timeless elegance, this classic Colonial in the Village of Pleasantville blends historic charm with a relaxed, modern sensibility. A gracious wraparound porch sets the tone—welcoming, unhurried, and distinctly at home in its surroundings. Inside, the flow feels natural from the moment you enter. Sunlight moves easily through the living spaces, creating an

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    247 Broadway, Pleasantville, NY 10570
  • 5 Ridgeview Dr, Pleasantville, NY 10570

    $790,000

    Sold Sep 10, 2025

    5 Ridgeview Dr, Pleasantville, NY 10570

    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft
    • Built 1948

    Last Sold Summary

    • 5% Above List Price
    • $492/SF
    • 28 Days On Market

    Current Estimated Value $915,190

    Last Listing Agent Matthew Valvano Berkshire Hathaway HS NY Prop

    5 Ridgeview Dr, Pleasantville, NY 10570
  • 17 Grant St, Pleasantville, NY 10570
    17 Grant St, Pleasantville, NY 10570
    17 Grant St, Pleasantville, NY 10570
    /32

    $1,225,000

    • 5 Beds
    • 2 Baths

    17 Grant St, Pleasantville, NY 10570

    Fantastic opportunity in the heart of Pleasantville. This beautifully updated two-family Colonial offers flexibility for investors, owner-occupants, or multi-generational living. The lower unit features a renovated kitchen, expansive living and dining areas, two bedrooms, one full bath, a separate office/mudroom space, and its own laundry room. The upper unit offers three bedrooms (one currently

    Cate Hegarty Compass Greater NY, LLC

    17 Grant St, Pleasantville, NY 10570
  • 55 Leland Ave, Pleasantville, NY 10570

    $850,000

    Sold Jul 28, 2025

    55 Leland Ave, Pleasantville, NY 10570

    • 4 Beds
    • 2 Baths
    • 2,144 Sq Ft
    • Built 1949

    Last Sold Summary

    • $396/SF
    • 14 Days On Market

    Current Estimated Value $836,743

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    55 Leland Ave, Pleasantville, NY 10570

Showing Results 81 - 120, Page 3 of 18

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