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Pleasantville, NY Townhomes for Sale

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  • 20 Dennis Ln, Pleasantville, NY 10570
    20 Dennis Ln, Pleasantville, NY 10570
    20 Dennis Ln, Pleasantville, NY 10570
    /24

    $1,149,500

    • 3 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    20 Dennis Ln, Pleasantville, NY 10570

    Welcome to your dream home! This stunning 3-bedroom, 2.5-bath residence combines thoughtful design, modern comfort, and stylish finishes in a newer construction that truly has it all. Soaring ceilings and a bright, open-concept layout create a spacious atmosphere perfect for everyday living and effortless entertaining.At the heart of the home is a builder - upgraded expanded kitchen,

    Daniela Grisanti HomeSmart Homes & Estates

    20 Dennis Ln, Pleasantville, NY 10570
  • 5 Grove Mews, Chappaqua, NY 10514
    5 Grove Mews, Chappaqua, NY 10514
    5 Grove Mews, Chappaqua, NY 10514
    /24

    $830,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • 10 Grove Mews, Chappaqua, NY 10514
    10 Grove Mews, Chappaqua, NY 10514
    10 Grove Mews, Chappaqua, NY 10514
    /5

    $699,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,479 Sq Ft

    10 Grove Mews, Chappaqua, NY 10514

    Move right in to this 2-bedroom + loft, 2.5-bathroom townhouse in the highly sought-after Chappaqua School District. Freshly painted throughout and updated with brand-new quartz countertops, new dishwasher and new kitchen flooring, this home offers immediate comfort with the flexibility to personalize. The dining area features sliding doors that open to a grassy green space, while the kitchen

    Karin Kimtis Compass Greater NY, LLC

    10 Grove Mews, Chappaqua, NY 10514
New York Westchester County Pleasantville

Townhomes for Sale in Pleasantville, NY

Why Live in Pleasantville

Pleasantville, New York, is a small community known for its quaint homes, tree-lined streets, and strong sense of community. The town's highly rated schools, including Bedford Road School, Pleasantville Middle School, and Pleasantville High School, are part of the Pleasantville Union Free School District. The architectural landscape features New England-style colonials, Craftsman-style homes, sprawling ranchers, and custom-built properties, often set on large private lots. Residents enjoy numerous things to do, such as exploring the 45 miles of scenic trails at Rockefeller State Park Preserve or hiking and mountain biking at Graham Hills Park. The Pleasantville Country Club offers golfing opportunities, while the central downtown area is home to charming boutiques, restaurants, and annual events like Pleasantville Day. Popular dining spots include Jean Jacques and Pleasantville Diner, and The Garage at Lucy’s provides a lively atmosphere with live music and arcade games. Essential amenities such as Key Food Marketplace and LA Fitness are conveniently located, and the Jacob Burns Film Center and Pleasantville farmers market offer weekend entertainment. The town is well-connected with access to the Saw Mill River Parkway, various bus stops, and a nearby train station, making commuting to New York City, 35 miles away, straightforward.

Learn more about living in Pleasantville

Home Trends in Pleasantville, NY

On average, homes in Pleasantville, NY sell after 33 days on the market compared to the national average of 52 days. The median sale price for homes in Pleasantville, NY over the last 12 months is $950,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$950,000
Median Single Family Sale Price
$970,000
Median Townhouse Sale Price
$790,000
Median 2 Bedroom Sale Price
$589,262
Median 1 Bedroom Sale Price
$416,000
Average Price Per Sq Ft
$462
Number of Homes for Sale
12
Last 12 months Home Sales
93
Months of Supply
1.50
Median List Price
$949,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home

In Pleasantville, there are currently 3 townhouses for sale, providing a range of options for prospective buyers. With townhouses priced between $699,000 to $1,149,500, there's a range to accomodate every budget. As of August, 2025 the median home price in Pleasantville is $949,000, while the average sale price is $1,031,205, offering insights into the local housing market. On average, townhouses spend 33 days listed before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options to cater to different lifestyles. Explore the listings and townhomes for sale in Pleasantville, NY, and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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