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.
Single-familyProperty Type
1963Year Built
0.98 acresLot Size
$614Price/Sq.Ft.
2 car garageParking
Listing by Jill Urban• Compass Greater NY, LLC
Contact: 914-238-0676
Bought with Peter Aupperle• Houlihan Lawrence Inc.
Construction Materials: Shingle Siding, Wood Siding
Waterfront YN: No
Pool Information
Has Private Pool
Pool Features: Diving Board, In Ground
Property Information
Living Area Source: Other
Living Area (Sq. Ft.): 2280.00
Property Sub Type: Single Family Residence
Financial
Tax Information
Tax Year: 2025
Tax Source: Municipality
Tax Annual Amount: $28,763
Financial Information
Buyer Financing: Cash
Utilities
Utility Information
Electric Company: Con-Edison
Sewer: Septic Tank
Utilities: Natural Gas Connected, Trash Collection Public
Location
School Information
Elementary School: Bedford Road
Elementary School District: Pleasantville
Middle Or Junior School: Pleasantville Middle School
Middle Or Junior School District: Pleasantville
High School: Pleasantville High School
High School District: Pleasantville
Location Information
County Or Parish: Westchester County
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 1.02 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Westchester County
APN: 553403A09901900020290000000
Home facts updated by county records on Sep 25, 2026
Around this home
Schools
Bedford Road School
Public K-4 • Assigned • 0.6mi
6/10
Pleasantville Middle School
Public 5-8 • Assigned • 0.6mi
8/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 14 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
4/10 Air Factor
4 unhealthy days expected this year, 6 days in 30 years
Provided by First Street
Historical weather
Pleasantville, NY • 10570
Average low and high temperatures (°F)
35
22
38
24
54
35
63
43
71
53
82
63
86
69
81
61
77
59
67
48
54
39
40
27
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
88/ 100
Very good sunlight
Sunscore
This home ranks in the top 16% for direct sun exposure in Pleasantville. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.4 hrs
5.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.40M – $1.69M
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