Pleasantville, NY Homes for Sale

/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
Explore Pleasantville
/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
/22
$669,000
- 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

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

Frequently Asked Questions

What is the average home price in Pleasantville, NY?

Homes for sale in Pleasantville, NY have an average home price of $850,594.

Are home prices dropping in Pleasantville?

Yes, home prices in Pleasantville are down 1% in the last 12 months.

How many homes have sold over the last 12 months in Pleasantville, NY?

68 homes have sold in Pleasantville, NY over the last 12 months.

What are the most popular zip codes in Pleasantville, NY?

The most popular zip codes in Pleasantville, NY include 10570, 10514, 10594, 10510 and 10549.

How much do you need to make to afford a house in Pleasantville?

The median home price in Pleasantville is $844,000. If you put a 20% down payment of $168,800 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $4,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $177K a year to afford the median home price in Pleasantville. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Pleasantville, NY?

Pleasantville, NY has highly rated public and private schools. Some of the best schools in Pleasantville based on Niche Grades are Briarcliff High School, Briarcliff Middle School and H.C. Crittenden Middle School. Browse all the schools in Pleasantville, NY to learn more.

Home Trends in Pleasantville, NY

On average, homes in Pleasantville, NY sell after 32 days on the market compared to the national average of 53 days. The median sale price for homes in Pleasantville, NY over the last 12 months is $872,500, down 7% from the median home sale price over the previous 12 months.

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

Last 12 months Home Sales

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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