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.
Sold for $1,400,000
$1,400,000
55 Greenmeadow Road, Pleasantville, NY 10570
4beds
2,280sqft
Single Family Residence, Residential
Built in 1963
0.98 Acres Lot
$1,420,300 Zestimate®
$614/sqft
$6,643 Estimated rent
Home value
$1,420,300
$1.28M - $1.58M
$6,643/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Jill Urban 646-245-8048,
Compass Greater NY, LLC 914-238-0676
Bought with:
Peter Aupperle, 10401392535
Houlihan Lawrence Inc.
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 954814
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Other
- Description: Entry, Living Room with fireplace, Dining room, Kitchen, Laundry, First floor Primary, Ensuite Primary Bath, Bedroom 2/Office with ensuite bath, 3 season room
- Level: First
Other
- Description: Bedroom 3, Bedroom 4, Hall Bath, Cedar Closet, Attic Space
- Level: Second
Basement
- Level: Basement
Heating
- Baseboard
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Cooktop, Dishwasher, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: Laundry Room
Features
- First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters
- Flooring: Hardwood
- Basement: Unfinished
- Attic: Dormer,Unfinished
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 2,280
- Total interior livable area: 2,280 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Has private pool: Yes
- Pool features: Diving Board, In Ground
Lot
- Size: 0.98 Acres
Details
- Parcel number: 3403099019000020290000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence, Residential
Materials
- Shingle Siding, Wood Siding
Condition
- Year built: 1963
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Natural Gas Connected, Trash Collection Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Pleasantville
Financial & listing details
- Price per square foot: $614/sqft
- Tax assessed value: $11,000
- Annual tax amount: $28,763
- Date on market: 4/17/2026
- Cumulative days on market: 6 days
- Listing agreement: Exclusive Right To Sell
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Sold | $1,400,000+19.1%$614/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #954814 Report a problem | ||
| 4/23/2026 | Pending sale | $1,175,000$515/sqft |
Source: OneKey® MLS as distributed by MLS GRID #954814 Report a problem | ||
| 4/17/2026 | Listed for sale | $1,175,000+43.5%$515/sqft |
Source: OneKey® MLS as distributed by MLS GRID #954814 Report a problem | ||
| 10/19/2017 | Listing removed | $819,000$359/sqft |
Source: Coldwell Banker Residential Brokerage - Pleasantville Office #4719841 Report a problem | ||
| 7/7/2017 | Price change | $819,000-1.2%$359/sqft |
Source: Coldwell Banker Residential Brokerage - Pleasantville Office #4719841 Report a problem | ||
| 5/5/2017 | Listed for sale | $829,000+130.3%$364/sqft |
Source: Coldwell Banker Res Brokerage #4719841 Report a problem | ||
| 1/11/1995 | Sold | $360,000$158/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $11,000 |
| 2024 | -- | $11,000 |
| 2023 | -- | $11,000 |
| 2022 | -- | $11,000 |
| 2021 | -- | $11,000 |
| 2020 | -- | $11,000 |
| 2019 | -- | $11,000 |
| 2018 | -- | $11,000 |
| 2017 | -- | $11,000 |
| 2016 | -- | $11,000 |
| 2015 | -- | $11,000 |
| 2014 | -- | $11,000 |
| 2013 | -- | $11,000 |
| 2012 | -- | $11,000 |
| 2011 | -- | $11,000 |
| 2010 | -- | $11,000 |
| 2009 | -- | $11,000 |
| 2008 | -- | $11,000 |
| 2007 | -- | $11,000 |
| 2006 | -- | $11,000 |
| 2005 | -- | $11,000 |
| 2004 | -- | $11,000 |
| 2003 | -- | $11,000 |
| 2002 | -- | $11,000 |
| 2001 | -- | $11,000 |
| 2000 | -- | $11,000 |
| 1999 | -- | $11,000 |
Find assessor info on the county website
Neighborhood: 10570
Nearby homes
- $1,081,1003 bd2 ba2.9k sqft69 Greenmeadow Rd, Pleasantville, NY 10570Off Market
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Nearby schools
GreatSchools rating
- 6/10Bedford Road SchoolGrades: K-4Distance: 0.6 mi
- 8/10Pleasantville Middle SchoolGrades: 5-8Distance: 0.6 mi
- 9/10Pleasantville High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Elementary: Bedford Road
- Middle: Pleasantville Middle School
- High: Pleasantville High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- New York
- Westchester County
- Pleasantville
- 10570
- 55 Greenmeadow Road
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