This home's estimate is 4.4% higher than the average sale price ($534K) of 6 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate
55 Pleasantville Rd, Ossining, NY 10562
About this home
Classic Cape Cod style home with terrific fenced in rear property. Enjoy the level property with rear deck and rear shed, conveniently located to local shops, schools, parks, and transportation. Two bedrooms on the first floor, along with full bath, kitchen, living and dining area. Central air, crown molding and updated windows and hot water heater. Brand new lifetime single layer rear roof. Full basement for lots of storage and semi finished second level. Opportunity knocks!
Redfin Estimate
Earn from this home
List your home with Redfin and save $5,577
Get cash now or lower your monthly rate
List your home for rent
Market trends in 10562, NY
Last updated August 2026
Buyer's Market
Seller's Market
Seller's market
- COMING SOON
- COMING SOON
- NEW 29 HRS AGO$150,0001 bed1 bath750 sq ft54 Campwoods Ground, Ossining, NY 10562Listing by Corcoran Legends Realty
- COMING SOON$779,0004 beds1.5 baths2,448 sq ft39 Orchard Dr, Ossining, NY 10562Listing by Compass Greater NY, LLC
- $340,0001 bed1 bath1,289 sq ft73 Spring St Unit 3D, Ossining, NY 10562Listing by RE/MAX Town & Country
- 3D WALKTHROUGH$350,0001 bed1 bath815 sq ft4 Briarcliff Dr S #9, Ossining, NY 10562Listing by Howard Hanna Rand Realty
- $599,2224 beds2 baths1,600 sq ft81 Snowden Ave, Ossining, NY 10562Listing by Mark Seiden Real Estate Team
- $550,0001 bed1.5 baths1,195 sq ft42 Hudson Watch Dr, Ossining, NY 10562Listing by Julia B Fee Sothebys Int. Rlty
- OPEN SUN, 12PM TO 2PM$469,9002 beds2 baths1,245 sq ft88 Broadway Unit 2B, Ossining, NY 10562Listing by Julia B Fee Sothebys Int. Rlty
See all
Provided by Redfin
Sale history for 55 Pleasantville Rd
$558/sq ft
$545/sq ft
$551/sq ft
$472/sq ft
$472/sq ft
$194/sq ft
Tax history for 55 Pleasantville Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
- Public record
- Zoning
S-50
Single-Family Residence District
To maintain the character, scale and density of existing single-family residential neighborhoods in the Village of Ossining consistent with the protection and promotion of public health, safety and general welfare.; To encourage homeowners to maintain and improve their properties in keeping with the character of the surrounding neighborhood.Include but are not limited to:
- Housing-Single unit
- Public service
- Recreation
Property details
Parking
- Parking Information
- Parking Features: Driveway
Interior
- Virtual Tour Information
- Heating & Cooling
- Cooling: Central Air
- Heating: Forced Air, Natural Gas
- Interior Features
- Interior Features: Ceiling Fan(s),Eat-in Kitchen,First Floor Bedroom,Master Downstairs
- Window Features: Blinds, Drapes
- Appliances: Dryer, Refrigerator, Washer, Gas Water Heater
- Flooring: Carpet, Hardwood
- Levels: Two
- Patio And Porch Features: Deck
- Room Information
- Basement YN: Yes
- Attic: Scuttle
- Rooms Total: 4
- Basement: Full, Unfinished
- Bathroom Information
- Bathrooms Full: 1
Exterior
- Exterior Features
- Construction Materials: Frame, Shingle Siding
- Fencing: Fenced
- Other Structures: Shed(s)
- Waterfront YN: No
- Lot Information
- Lot Features: Near Public Transit, Near School, Near Shops
- Property Information
- Stories: 2
- Living Area Source: Public Records
- Property Sub Type: Single Family Residence
- Property Condition: Actual
Financial
- Tax Information
- Tax Year: 2022
- Tax Source: Municipality
- Tax Annual Amount: $11,962
- Financial Information
- Buyer Financing: Conventional
Utilities
- Utility Information
- Electric Company: Con-Edison
- Sewer: Public Sewer
- Utilities: Trash Collection Public
Location
- HOA Information
- Association Amenities: Park
- School Information
- Middle Or Junior School: Anne M Dorner Middle School
- High School: Ossining High School
- High School District: Ossining
- Location Information
- Village: Ossining
- Directions: Taconic State Parkway to NY-9A N to Chappaqua Rd in Briarcliff Manor. Drive to Pleasantville Rd.
- County Or Parish: Westchester County
- Community Information
- Community Features: Park
Public facts
- Beds: 2
- Baths: 1.0
- Sq. Ft.: 1,152
- Stories: —
- Lot Size: 5,461 square feet
- Style: Single Family Residential
- Year Built: 1960
- Year Renovated: —
- County: Westchester County
- APN: 554203A09001700020080000000
Around this home
Schools
Public 5 • Assigned • 0.2mi
Public 6-8 • Assigned • 0.9mi
Public 9-12 • Assigned • 0.8mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Estimated 80%+ chance of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 99° expected this year, 16 days in 30 years
26% chance of strong winds in next 30 years
4 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 10562
Home values near 55 Pleasantville Rd
| Address | Redfin Estimate |
|---|---|
2 Beds | 1 Baths | 1152 Sq. Ft. | $517,592 |
4 Beds | 2 Baths | 1152 Sq. Ft. | $585,979 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2 Baths | 1344 Sq. Ft. | $577,809 |
2 Beds | 1.5 Baths | 1111 Sq. Ft. | $396,850 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 1 Baths | 1152 Sq. Ft. | $601,503 |
8 Beds | 3 Baths | 2025 Sq. Ft. | $726,615 |
More real estate resources
- Minor Civil Divisions
- Neighborhoods
- Cities
- Zip Codes
- Popular Searches
| Wilton homes for sale | |||
| Teaneck Township homes for sale | |||
| Mahwah Township homes for sale | |||
| Wayne Township homes for sale | |||
| New Canaan homes for sale |
| Sparta homes for sale | |||
| Central Briarcliff West homes for sale | |||
| Scarborough homes for sale |
| Greenwich homes for sale | |||
| New York homes for sale | |||
| Stamford homes for sale |
| 10562 homes for sale | |||
| 10520 homes for sale | |||
| 10510 homes for sale | |||
| 10920 homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.
Do not sell or share my personal information.
REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.
California DRE #01521930
Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures
New Mexico Real Estate Licenses
TREC: Info About Brokerage Services, Consumer Protection Notice
All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.
Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.
If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.
REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.






































United States
Canada