NEW

Coming soon

$349,900

Est. $2,900/mo —

•

1,480

sq ft

104 Rolling Way, Peekskill, NY 10566

About this home

Enjoy a little more of what makes Hudson Valley living special at 104 Rolling Way. From an afternoon exploring downtown Peekskill’s shops and arts scene to dinner at a local restaurant or time along the Hudson River waterfront, this location puts a variety of experiences within reach. Nearby parks offer opportunities to spend time outdoors, and the Peekskill Metro-North station provides a connection to destinations along the Hudson Line and Grand Central. At home, settle into the comfort of this townhouse-style condominium in Hillcrest Park. Start the day with coffee on the rear deck, make time for a leisurely meal, or unwind indoors after exploring the area. The two-level layout separates the main living spaces from the upstairs bedrooms, creating space for both gathering and quieter moments. Offering approximately 1,480 square feet, the home includes three bedrooms and one-and-a-half baths. The main level features a kitchen, living and dining areas, and a convenient half bath, with three bedrooms and a full bath upstairs. Bring your own style and everyday routines to a home with access to Peekskill’s dining, shopping, recreation, and riverfront surroundings.

CondoProperty Type

1965Year Built

2,488 sq ftLot Size

$236Price/Sq.Ft.

$370/moHOA Dues

2 spacesParking

Listing by Twudian Wallace • Keller Williams Realty

Contact: 845-928-8000

Listing updated: Oct 23, 2026 at 10:18pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1066409

Payment calculator

$2,900 per month

Principal and interest$1,910

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

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Listing by Keller Williams Realty Partner
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Around this home

Schools

K - 12
Preschool & daycare

Hillcrest School

Public 3-5 • Assigned • 0.3mi

6/10

Peekskill Middle School

Public 6-8 • Assigned • 1.0mi

3/10

Peekskill High School

Public 9-12 • Assigned • 0.8mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

104 Rolling Way · $349,900

SALE-TO-LIST

Most homes are selling 5% above list price.

LIST PRICE

Median sale price in this area is $996,938. (185% higher than this home)

PRICE DROP

14% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Open floor plan
Storage

Bathrooms
1 full bathroom
1 half bathroom

Kitchen
Galley-style kitchen
Open kitchen
Walk-through kitchen
Disposal
Electric range
Microwave
Oven
Refrigerator

Laundry & utility
In-kitchen laundry
Washer
Dryer
Electric water heater

Heating & cooling
Baseboard heating
Wall/window unit cooling

Sale and tax history for 104 Rolling Way

Sale History
Tax History

This is a new listing, so no sales records exist yet. As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2026

$2,887 (+2.2%)

$1,300 + $4,131

$5,431

2025

$2,824 (−43.1%)

$1,300 + $4,131

$5,431

2024

$4,963 (+2.0%)

$1,300 + $4,131

$5,431

2023

$4,864 (+1.5%)

$1,300 + $4,131

$5,431

2022

$4,792 (−24.9%)

$1,300 + $4,131

$5,431

2021

$6,381 (+52.0%)

$1,300 + $4,131

$5,431

2020

$4,197 (+5.5%)

$1,300 + $4,131

$5,431

2019

$3,979

$1,300 + $4,131

$5,431

2018

$1,300 + $4,131

$5,431

2017

$1,300 + $4,131

$5,431

2016

$1,300 + $4,131

$5,431

2014

$1,300 + $4,131

$5,431

2013

$1,300 + $4,131

$5,431

2012

$1,300 + $5,575

$6,875

2011

$1,300 + $5,575

$6,875

2010

$1,300 + $5,575

$6,875

2009

$1,300 + $5,575

$6,875

2008

$1,300 + $5,575

$6,875

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2,488 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Westchester County

APN

551200A02307000070360000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

R - 4

Low-Density Multiple Residence District

These districts are designed to provide for all types of residential buildings in order to permit a broad range of housing types, with appropriate standards for each district on density, open space and spacing of buildings. The various districts are mapped in relation to a desirable future residential density pattern with emphasis upon accessibility to transportation facilities and to various community facilities and upon the character of existing development. These districts also include community facilities and open uses which serve residents of these districts or are benefited by an open residential character.

Permitted uses

Include but are not limited to:

Agriculture
Greenhouse / nursery
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Park & open space

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

17% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Peekskill, NY • 10566

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

92/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 20% for direct sun exposure in Peekskill. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 104 Rolling Way

There isn’t enough information to generate an accurate estimate at this time. Learn More

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