858 Pleasantville Rd

2,967 Sq. Ft.
$421 / Sq. Ft.
2,967
Sq. Ft.
$421
per Sq. Ft.

Description

Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of lifestyle and long-term value. This property is a legal four unit but is currently set up as a three unit. The...Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of lifestyle and long-term value. This property is a legal four unit but is currently set up as a three unit. The spacious main unit features 3 bedrooms and has a modern kitchen showcasing granite countertops, breakfast bar, new Whirlpool electric stove and refrigerator, hardwood floors and recessed lighting. 2 sets of French doors from main unit out to large wrap around deck. Enjoy the convenience of basement washer and dryer, and hardwood floors as seen throughout all 3 units. The second apartment offers 2 bedrooms, new electric stove in kitchen and an updated full bath, while the third unit also features 2 bedrooms with updated kitchen including new electric stove and updated bathroom. Access to additional walk out area from this level. The main level unit is vacant and has been refreshed. Both 2nd floor units are currently tenant occupied. Additional highlights include:
Roof updated 2012
New Hot Water Heater 12/22
New Weill McLean furnace installed 1/25


4-car detached garage with storage space
Public sewer
Separate utilities/4 electric meters – Tenants pay their own utilities

This property is perfect for homeowners looking to offset their mortgage with tenant revenue. Don’t miss this extremely rare opportunity in one of Westchester County’s most sought-after communities.
  1. Listed by Nancy J. Beard • Houlihan Lawrence Inc.
    P: (914)-762-7200 C: (917)-846-2664 nbeard@houlihanlawrence.com
  2. Listed by Rich Aponte • Houlihan Lawrence Commercial
    P: (914)-798-4900 C: (914)-960-9148 raponte@houlihanlawrence.com

Property Details for 858 Pleasantville Road

City/Township
Ossining
View
Trees/Woods
Architectural Style
Colonial
Garage Spaces
4.00
Waterfront
Yes
LISTING UPDATED: 12/03/2025 04:17 PM

Property Details for 858 Pleasantville Road

StatusPending
MLS #883315
Days on Market120
Taxes$17,888 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTriplex
Year Built1928
Lot Size0.89 AC / 38,768 SF
CountyWestchester County

Location

Listing Courtesy of Houlihan Lawrence Inc.; Houlihan Lawrence Commercial
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Building Information for 858 Pleasantville Road

Stories-Residences3Year Built1928Building Size-Lot Size0.89 AC / 38,768 SF

Payment Calculator

$7,583 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,092

Property Taxes

$1,491

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 858 Pleasantville Road

Summary
Location and General Information
  • Senior Community YN: No
  • Directions: 9A to Pleasantville Rd, to 858 mailboxes turn onto private road and go all the way to the back. Parking by dumpster.
  • Tax Block: 18
  • Tax Lot: 3A,4,5
  • Year Built Effective: 1965
  • Property Attached: No
  • Structure Type: false
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Briarcliff Manor
  • Elementary School District: Briarcliff Manor
  • Elementary School: Todd Elementary School
  • Middle Or Junior School District: Briarcliff Manor
  • Middle Or Junior School: Briarcliff Middle School
  • High School District: Briarcliff Manor
  • High School: Briarcliff High School
Unit Information
Unit 1 Information
  • Unit Type Beds Total: 3
  • Unit Type Baths Total: 2
Unit 2 Information
  • Unit Type Beds Total: 2
  • Unit Type Baths Total: 1
Unit 3 Information
  • Unit Type Beds Total: 2
  • Unit Type Baths Total: 1
Unit Information
  • Number Of 1 Bedrooms: 0
  • Number Of 2 Bedrooms: 2
  • Number Of 3 Bedrooms: 1
  • Number Of 4 Bedrooms: 0
  • Building Units Total: 3
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 4201-098-015-00000-000-0018-000-0-3
  • Tax Assessed Value: $625,800.00
  • Included In Taxes: Sewer,Trash
  • Tenant Pays: Electricity
Income & Expenses Information
Income & Expenses Information
  • Maintenance Expense: $3,000.00
  • Trash Expense: $1,896.00
  • Fuel Expense: $7,500.00
Interior and Exterior Features
Interior Features
  • Amenities: , dryer, microwave, refrigerators, washer, 1st Floor Bedrm, Colonial, Common Area, Deck, First Floor Full Bath, Garage(s), Hardwood Floors As Seen, In Basement, Porch, Public, Recessed Lighting, Storage, Stream, Tile, Trees/Woods, Vinyl, Wrap Around, stoves
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Recessed Lighting, Storage
  • Basement: Common, Full, Storage Space, Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Storage, Laundry Room/Common, Deck, Porch
  • Laundry Features: Common Area, In Basement
  • Flooring: Hardwood, Tile, Vinyl
  • Inclusions: stoves, microwave, refrigerators, washer, dryer,
  • Foundation Details: Concrete Perimeter, Stone
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Deck, Porch, Wrap Around, Driveway, Garage, Private, Shared Driveway, Near Public Transit, Near School, Near Shops
  • Elevation Certificate: No
  • Patio And Porch Features: Deck,Porch,Wrap Around
  • Construction Materials: Frame, HardiPlank Type
  • Other Structures: Garage(s)
  • Waterfront Features: Stream
Lot Information
  • Lot Features: Near Public Transit, Near School, Near Shops
  • Site Features: Near Public Transit, Near School, Near Shops
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Private, Shared Driveway
  • Parking Total: 9.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Hot Water, Oil, Steam
  • Heat Fuel Type: Hot Water, Oil, Steam
  • Number Of Heating Zones: 3
  • Number Of Separate Gas Meters: 1
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Trash Collection Private
  • Number Of Separate Electric Meters: 5
Green Features
  • Green Features: Hot Water, Oil, Steam
Virtual Tour
Agent
Payment and Rate
  • Down Payment Resource: Yes

Public Records for 858 Pleasantville Road

Taxable ValueLand$272,000Additions$353,800Total$625,800
Home Facts
Lot Size38,768 SqFtStyleMulti-Family Res (5+ Units)CountyWESTCHESTERAPN554201 98.15-3-18

Schools near 858 Pleasantville Road

This home is within Briarcliff Manor Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Todd Elementary School
PublicK to 5

Briarcliff Middle School
Public6 to 8

Briarcliff High School
Public9 to 12

St Theresa School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Houlihan Lawrence Inc.; Houlihan Lawrence Commercial

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/24/2026 11:36 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.