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$1,175,000
New Listing

55 Greenmeadow Road
Pleasantville, NY 10570

For Sale|Single Family Residence|Coming Soon
4
Beds
3
Total Baths
3
Full Baths
2,280
SqFt
$515
/SqFt
1963
Built
County:
Westchester
Listing courtesy of Compass Greater NY, LLC jill.urban@compass.com
55 Greenmeadow Road55 Greenmeadow Road55 Greenmeadow Road55 Greenmeadow Road
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Monthly Payment (Est.)

$5,361
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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 designed and built in 2025. The space includes high-quality custom cabinetry, new stainless steel appliances, sophisticated subway tile, and quartzite countertops. Bay windows fill the dining and living rooms with natural light and charm, complemented by a fireplace with a reclaimed wood mantel, custom built-in bookshelves, and brand new wide-plank oak floors throughout. Step through the storybook Dutch door into a spectacular three-season room overlooking the pool—a perfect setting for morning coffee, al fresco dining, or breezy summer night entertaining. The expansive first-floor primary suite includes a spa-like en-suite bath with radiant heated floors and a six-head electronic shower system. A large second bedroom (currently used as an office) also features an updated full bath with heated floors. Upstairs are two generously sized bedrooms and an updated hall bath, along with a cedar closet and a large attic offering ample storage or potential for future expansion. Enjoy your own private resort with a fabulous 40x20 heated saltwater pool, complete with a diving board and hot tub. Located just minutes from Pleasantville’s shops, restaurants, and train, this is an opportunity you don’t want to miss.

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Listing Snapshot
Price 
$1,175,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,280 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.98 Acres
Year Built 
1963
MLS® Number 
954814
Status 
Coming Soon
Property Tax 
$28,763
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 hours agoListing first seen on site
2 hours agoListing updated with changes from the MLS®
General Features
Acres 
0.98
Garage 
Yes
Garage Spaces 
2
Parking 
DrivewayGarage
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Cape Cod
Water Source 
Public
Interior Features
Appliances 
CooktopDishwasherDryerFreezerMicrowaveOvenRangeRefrigeratorStainless Steel Appliance(s)Washer
Basement 
Level - Basement
Cooling 
Wall/Window Unit(s)
Fireplace 
Yes
Fireplace Features 
Living Room
Fireplaces 
1
Flooring 
Hardwood
Heating 
Baseboard
Interior 
Built-in FeaturesEntrance FoyerMaster Downstairs
Laundry Features 
Laundry Room
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Exterior Features
Construction Details 
Shingle SidingWood Siding
Pool Features 
Diving BoardIn GroundPrivate
Private Pool 
Yes
Community Features
School District 
Pleasantville
Schools
School District
Pleasantville
Elementary School
Bedford Road
Middle School
Pleasantville Middle School
High School
Pleasantville High School
Listing courtesy of Compass Greater NY, LLC jill.urban@compass.com


Based on information submitted to the MLS GRID as of 2026-04-14 10:56 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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