4,376

Pleasantville, NY Homes

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  • /21

    $239,000 Pending

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    70 Manville Rd Unit 2, Pleasantville, NY 10570

    Welcome to this beautifully maintained one-bedroom co-op offering an abundance of natural light and classic charm in sought-after Pleasantville, NY. This bright and airy home features hardwood floors throughout, a spacious living area, and a well-proportioned bedroom—perfect for comfortable everyday living. Ideally situated less than one mile from the center of town and the Metro-North train

    Agent Photo

    Tom Consaga

    RE/MAX Ace Realty

    (914) 228-9698

    70 Manville Rd Unit 2, Pleasantville, NY 10570
  • /30

    $3,378 - $4,985 per month

    The Atwood

    1 - 2 Beds

    1 Vanderbilt Ave, Pleasantville, NY 10570

    An ode to the artists and laureates steeped in the history of Pleasantville, The Atwood is nestled just a block from downtown restaurants and shops. The Atwood is an upscale boutique apartment community with a multitude of comfort and health driven amenities. Enjoy complimentary freshly ground coffee as you relax in our finely appointed lobby lounge soaking in natural light. Head downstairs to

    1 Vanderbilt Ave, Pleasantville, NY 10570
  • 46 Walnut St, Pleasantville, NY 10570

    $810,000 Sold Dec 03, 2025

    46 Walnut St, Pleasantville, NY 10570

    • 3 Beds
    • 1.5 Baths
    • 1,895 Sq Ft
    • Built 1923

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 56 Days On Market

    Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

    46 Walnut St, Pleasantville, NY 10570
  • /20

    $499,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    3 Clinton Ave, Pleasantville, NY 10570

    Charming 2-bedroom, 1-bath cottage in the highly sought-after Mount Pleasant School District, just minutes from the heart of vibrant Pleasantville and its beloved farmer’s market, boutique shops, restaurants, Jacob Burns Film Center, and the Metro-North station (an easy 40-minute express ride to Grand Central).Tucked on a quiet, tree-lined street, this classic home sits on a beautifully

    Christopher Lofaro HomeSmart Homes & Estates

    3 Clinton Ave, Pleasantville, NY 10570
  • /44

    $5,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    278 Washington Ave Unit South, Pleasantville, NY 10570

    COMUTERS DELIGHT!!! COMPLETELY RENOVATED DUPLEX IN DESIRABLE PLEASANTVILLE! This spacious 3-bedroom, 2.5-bath left side unit offers an open-concept floor plan great for entertaining! The first level features a spacious living room, large and open eat-in kitchen with center island, stainless steel appliances, quartz countertops with access to a private rear garden, perfect for indoor and outdoor

    Christine Ricci Keller Williams NY Realty

    278 Washington Ave Unit South, Pleasantville, NY 10570
  • 12 Hillcrest Ave, Pleasantville, NY 10570

    $850,000 Sold Jun 20, 2025

    12 Hillcrest Ave, Pleasantville, NY 10570

    • 2 Beds
    • 1.5 Baths
    • 1,850 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $459/SF
    • 14 Days On Market

    Current Estimated Value $861,261

    Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

    12 Hillcrest Ave, Pleasantville, NY 10570
  • /48

    $1,599,000 Pending

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

    153 Deerfield Ln N, Pleasantville, NY 10570

    This beautifully updated and renovated mid-century contemporary home is set on a quiet street and on over an acre of private property, with a choice of either Byram Hills (Armonk) or Chappaqua schools. Move-in ready, energy-efficient, and meticulously renovated and maintained, 153 Deerfield Lane North is a true gem. This sun-filled home offers over 3,500 sq. ft. of living space, including four

    Natalia Wixom Compass Greater NY, LLC

    153 Deerfield Ln N, Pleasantville, NY 10570
  • /11

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft
    • Condo for Rent

    41 Saratoga Ave, Pleasantville, NY 10570

    1 br 1 bath living room w large patio.2 car parking on the premises + street parking. Laundry on premises

    41 Saratoga Ave, Pleasantville, NY 10570
  • 5 Country Club Ln, Pleasantville, NY 10570

    $1,410,000 Sold Oct 30, 2025

    5 Country Club Ln, Pleasantville, NY 10570

    • 2 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 1997

    Last Sold Summary

    • 9% Above List Price
    • $392/SF
    • 13 Days On Market

    Last Listing Agent Marina Suh Keller Williams Realty Group

    5 Country Club Ln, Pleasantville, NY 10570
  • /13

    $1,249,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    133 Lake Shore Dr, Pleasantville, NY 10570

    Don’t miss the chance to create your perfect home! This modern young colonial, is currently under construction by an experienced builder, offers a unique opportunity to tailor the design to your preferences. There is still time to customize! Currently under construction, frame, windows, siding, and plumbing is completed. Built with high-quality materials, including Andersen 400 Series windows and

    Natalia Wixom Compass Greater NY, LLC

    133 Lake Shore Dr, Pleasantville, NY 10570
  • /44

    $5,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    278 Washington Ave Unit North, Pleasantville, NY 10570

    READY FOR MOVE-IN!! COMPLETELY RENOVATED DUPLEX IN DESIRABLE PLEASANTVILLE! This spacious 3-bedroom, 2.5-bath right side unit offers an open-concept floor plan offers convenient living with beautiful features throughout. The first level features a spacious living room, large and open eat-in kitchen with center island, stainless steel appliances, quartz countertops with access to a private rear

    Christine Ricci Keller Williams NY Realty

    278 Washington Ave Unit North, Pleasantville, NY 10570
  • 166 Washington Ave, Pleasantville, NY 10570

    $705,000 Sold Mar 10, 2025

    166 Washington Ave, Pleasantville, NY 10570

    • 3 Beds
    • 1.5 Baths
    • 1,770 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $398/SF
    • 83 Days On Market

    Current Estimated Value $725,553

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

    166 Washington Ave, Pleasantville, NY 10570
  • /34

    $1,390,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,751 Sq Ft

    54 Dennis Ln, Pleasantville, NY 10570

    Set privately in the highly sought-after Enclave neighborhood, this beautiful end unit offers the perfect blend of luxury, space, and convenience. Exceptionally upgraded and meticulously maintained, this home is truly move-in ready. Step inside to discover an open and inviting floor plan featuring a light-filled great room with vaulted ceilings, a gas fireplace, and sliding doors that open to a

    Alaina Bainlardi William Raveis-New York LLC

    54 Dennis Ln, Pleasantville, NY 10570
  • /26

    $3,285 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    465 Bedford Rd Unit 3 R, Pleasantville, NY 10570

    Across the street from the train station.Center of townclose to allClose to Tarrytown, White Plains and a 50 min train ride to New York City

    465 Bedford Rd Unit 3 R, Pleasantville, NY 10570
  • 353 Lake Shore Dr, Pleasantville, NY 10570

    $900,000 Sold Jun 19, 2025

    353 Lake Shore Dr, Pleasantville, NY 10570

    • 3 Beds
    • 1.5 Baths
    • 1,618 Sq Ft
    • Built 1964

    Last Sold Summary

    • 13% Above List Price
    • $556/SF
    • 15 Days On Market

    Current Estimated Value $885,799

    Last Listing Agent Natalia Wixom Compass Greater NY, LLC

    353 Lake Shore Dr, Pleasantville, NY 10570
  • /46

    $685,000

    • 2 Beds
    • 2 Baths
    • 1,297 Sq Ft

    60 Foxwood Dr Unit 2, Pleasantville, NY 10570

    Beautiful Foxwood Condominium.. Picturesque Country Setting with Meticulously Kept Grounds.. Rarely Offered, Foxwood's 1st Floor " Somerset " Model.. Approximately 1,300 sq ft of 1 Level Living.. Light and Bright in the Most Private of Locations with Southern - Western Exposure and Wooded Views.. Eat in Kitchen with Large Dining Area, Additional Cabinetry and Plenty of Counter Space Throughout..

    Vincent Vetrano Douglas Elliman Real Estate

    60 Foxwood Dr Unit 2, Pleasantville, NY 10570
  • /29

    $4,125 per month

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Apartment for Rent

    42 Vanderbilt Ave, Pleasantville, NY 10570

    Charming apartment in charming town! • Updated 3 bedroom, 1 bath, plus bonus room apartment on three levels in the heart of Pleasantville Village within the desirable Pleasantville school district. Very convenient location - everything in "downtown" Pleasantville is a short walk from the house. Just one block to Metro North train. Stores, places of worship, restaurants, supermarket, and

    Tim Finneran SHANNON TO HUDSON REALTY

    42 Vanderbilt Ave, Pleasantville, NY 10570
  • 184 Deerfield Ln N, Pleasantville, NY 10570

    $1,550,000 Sold Jul 25, 2025

    184 Deerfield Ln N, Pleasantville, NY 10570

    • 5 Beds
    • 4.5 Baths
    • 3,491 Sq Ft
    • Built 1987

    Last Sold Summary

    • 24% Above List Price
    • $444/SF
    • 8 Days On Market

    Current Estimated Value $1,521,702

    Last Listing Agent Joanne Georgiou William Raveis-New York, LLC

    184 Deerfield Ln N, Pleasantville, NY 10570
  • /41

    $899,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    250 Washington Ave, Pleasantville, NY 10570

    Welcome to this beautifully updated home that blends classic charm with modern convenience in the heart of Pleasantville, NY. Just a short stroll from the Village’s vibrant shops, cozy cafes and acclaimed restaurants, this 3-bedroom, 2-bathroom Colonial offers an ideal mix of comfort, character, and location.The main level features a formal dining room, inviting living room, and an updated

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    250 Washington Ave, Pleasantville, NY 10570
  • /20

    $5,200 per month

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Apartment for Rent

    39 Washington Ave Unit 301, Pleasantville, NY 10570

    Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

    John Oliveira Douglas Elliman Real Estate

    39 Washington Ave Unit 301, Pleasantville, NY 10570
  • 1 Country Club Ln, Pleasantville, NY 10570

    $925,000 Sold Jul 11, 2025

    1 Country Club Ln, Pleasantville, NY 10570

    • 4 Beds
    • 3.5 Baths
    • 2,438 Sq Ft
    • Built 1994

    Last Sold Summary

    • $379/SF
    • 27 Days On Market

    Current Estimated Value $920,620

    Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

    1 Country Club Ln, Pleasantville, NY 10570
  • /32

    $1,275,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,468 Sq Ft

    30 Dennis Ln, Pleasantville, NY 10570

    Don’t walk—run to this rare 3,500 square foot end-unit townhome in The Enclave, Pleasantville. Perfectly situated on one of the community’s most desirable lots, it offers a private oversized backyard, expansive deck, and patio. Inside, the light-filled open layout showcases a Chef’s kitchen with stainless steel appliances, a walk-in pantry, hardwood floors, custom millwork, and plantation

    Sari Shaw Compass Greater NY, LLC

    30 Dennis Ln, Pleasantville, NY 10570
  • /19

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    580 Bedford Rd Unit 20, Pleasantville, NY 10570

    Charming one-bedroom, one-bathroom condo available for rent just minutes from the heart of Pleasantville Village. This unit features a bright living room, eat-in kitchen and comfortable bedroom with ample closet space. Enjoy convenient access to shops, restaurants, the Jacob Burns Film Center, Metro North station, and all that Pleasantville has to offer. Perfect for easy living in a sought-after

    Rita Longo Howard Hanna Rand Realty

    580 Bedford Rd Unit 20, Pleasantville, NY 10570
  • 8 Foxwood Dr Unit 5, Pleasantville, NY 10570

    $690,000 Sold Sep 25, 2025

    8 Foxwood Dr Unit 5, Pleasantville, NY 10570

    • 2 Beds
    • 1.5 Baths
    • 1,117 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Above List Price
    • $618/SF
    • 11 Days On Market

    Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

    8 Foxwood Dr Unit 5, Pleasantville, NY 10570
  • /19

    $255,000 Pending

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    5 Church St Unit 1P, Pleasantville, NY 10570

    Welcome to Pleasant Manor, a conveniently located cooperative community just one block from Pleasantville’s charming 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. The community offers quick access to major highways and an easy commute to NYC. This quiet

    Jerald Seti Coldwell Banker Realty

    5 Church St Unit 1P, Pleasantville, NY 10570
  • /9

    $3,200 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    10 Marble Ave, Pleasantville, NY 10570

    Gorgeous, completely renovated 2 br in Pleasantville. Sleek and spacious with multiple amenities. Includes beautiful hw floors, recessed lighting, large closets with built-in shelving, bright brs, spacious liv room, and spectacular kitchen with ss appliances, quartz countertops, and plentiful cabinet and counter space. Private laundry room off of kitchen. Wonderful bathroom includes stylish

    James D'Amato ERA Insite Realty Services

    10 Marble Ave, Pleasantville, NY 10570
  • 55 Deerfield Ln S, Pleasantville, NY 10570

    $1,280,000 Sold Sep 30, 2025

    55 Deerfield Ln S, Pleasantville, NY 10570

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • Built 1980

    Last Sold Summary

    • 28% Above List Price
    • $532/SF
    • 18 Days On Market

    Last Listing Agent Tulay Erdem Christie's Int. Real Estate

    55 Deerfield Ln S, Pleasantville, NY 10570
  • /27

    $799,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,811 Sq Ft

    50 Brentwood Dr, Pleasantville, NY 10570

    Welcome to Pleasantville!This charming, raised ranch offers the perfect blend of comfort, functionality, and convenience. The main level features a spacious kitchen with stainless steel appliances and a dedicated dining area. Sliding glass doors open to the backyard, creating an ideal space for indoor-outdoor living and effortless entertaining. A bright and inviting living room provides

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    50 Brentwood Dr, Pleasantville, NY 10570
  • /20

    $4,950 per month

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Apartment for Rent

    39 Washington Ave Unit 302, Pleasantville, NY 10570

    Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

    John Oliveira Douglas Elliman Real Estate

    39 Washington Ave Unit 302, Pleasantville, NY 10570
  • 80 Oak Ridge Rd, Pleasantville, NY 10570

    $1,020,000 Sold Aug 07, 2025

    80 Oak Ridge Rd, Pleasantville, NY 10570

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1963

    Last Sold Summary

    • 7% Above List Price
    • $486/SF
    • 23 Days On Market

    Current Estimated Value $762,897

    Last Listing Agent Michael Arcidiacono ERA Insite Realty Services

    80 Oak Ridge Rd, Pleasantville, NY 10570

Showing Results 1 - 40, Page 1 of 18

Home Trends in Pleasantville, NY

Housing Trends

Median Sale Price
$872,500
Median Single Family Sale Price
$857,500
Median Townhouse Sale Price
$1,400,000
Median 2 Bedroom Sale Price
$574,500
Median 1 Bedroom Sale Price
$447,500
Average Price Per Sq Ft
$491
Number of Homes for Sale
2
Last 12 months Home Sales
68
Months of Supply
0.40
Median List Price
$844,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-7%
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