# 20 Mountainside Drive, Chester, NY 10918

> **TL;DR:** 4bd/4ba single family, $739,900 ($240/sqft), built 2021, 3,080 sqft.
> Pool, A/C, 2-car garage. Est. $3,957/mo. Listed 57 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $739,900 |
| Price/sqft | $240 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 2 half |
| Square Feet | 3,080 |
| Year Built | 2021 |
| Lot Size | 69,696 sqft (1.60 acres) |
| Garage | 2-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 57 |

## Why This Home Stands Out

- **Pool** - Pool listed; type not specified

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,741 |
| Estimated Insurance | $216 |
| **Total** | **$3,957** |

## Nearby Schools

- **Elementary:** Chester Elementary School
- **Middle:** Chester Academy-Middle/High School
- **High:** Chester Academy-Middle/High School

## Key Amenities

- Pool
- A/C
- 2-car garage

## Property Highlights

- Built in 2021
- 1.60 acre lot
- Private pool

## Description

### Agent Description
20 Mountainside Drive, Chester, NY offers a spacious Colonial-style single-family home on approximately 1.6 acres with 4 bedrooms, 2 full baths, 2 half baths, 10 total rooms, and approximately 3,080 sq. ft. of above-ground living space. Built in 2021, this Chester residence features central cooling, gas heat, a full basement, fireplace, covered porch, patio, and Attached garage. Located in Orange County within the Chester School District, this home offers space, privacy, and convenient access to shopping, dining, parks, recreation, commuter routes, and Hudson Valley attractions. Some listing photographs have been virtually decluttered and/or virtually staged for visualization purposes. Virtual furnishings shown are not included with the property. Come make it your own.

## Location

- **Address:** 20 Mountainside Drive, Chester, NY 10918
- **County:** Orange County
- **Coordinates:** 41.341367, -74.270427
- **Google Maps:** https://www.google.com/maps?q=41.341367,-74.270427

## Listing Agent

- **Name:** Randolph Rogers
- **Brokerage:** eXp Realty
- **Phone:** 6465234016
- **Broker Phone:** (888) 276-0630
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/20-Mountainside-Dr_Chester_NY_10918_M99431-44084?f=listhub&s=MLSLINY&m=1037562&c=propsimple)

## Photos

![20 Mountainside Drive - Photo 1](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3812553256r.jpg)

![20 Mountainside Drive - Photo 2](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3053814544r.jpg)

![20 Mountainside Drive - Photo 3](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f490386860r.jpg)

![20 Mountainside Drive - Photo 4](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f350528827r.jpg)

![20 Mountainside Drive - Photo 5](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f4195809617r.jpg)

![20 Mountainside Drive - Photo 6](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3057127527r.jpg)

![20 Mountainside Drive - Photo 7](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2725266029r.jpg)

![20 Mountainside Drive - Photo 8](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3570660499r.jpg)

![20 Mountainside Drive - Photo 9](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1725671559r.jpg)

![20 Mountainside Drive - Photo 10](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f339206472r.jpg)

![20 Mountainside Drive - Photo 11](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f911980596r.jpg)

![20 Mountainside Drive - Photo 12](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f445406246r.jpg)

![20 Mountainside Drive - Photo 13](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1021507466r.jpg)

![20 Mountainside Drive - Photo 14](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1553183292r.jpg)

![20 Mountainside Drive - Photo 15](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3694012212r.jpg)

![20 Mountainside Drive - Photo 16](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f4246293194r.jpg)

![20 Mountainside Drive - Photo 17](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2718698431r.jpg)

![20 Mountainside Drive - Photo 18](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2283969432r.jpg)

![20 Mountainside Drive - Photo 19](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2259433387r.jpg)

![20 Mountainside Drive - Photo 20](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f11467535r.jpg)

![20 Mountainside Drive - Photo 21](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1487278831r.jpg)

![20 Mountainside Drive - Photo 22](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f322230174r.jpg)

![20 Mountainside Drive - Photo 23](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3201089394r.jpg)

![20 Mountainside Drive - Photo 24](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2501349780r.jpg)

![20 Mountainside Drive - Photo 25](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1728524143r.jpg)

![20 Mountainside Drive - Photo 26](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2331396863r.jpg)

![20 Mountainside Drive - Photo 27](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2060644952r.jpg)

![20 Mountainside Drive - Photo 28](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f514524801r.jpg)

![20 Mountainside Drive - Photo 29](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1917943031r.jpg)

![20 Mountainside Drive - Photo 30](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f2235054885r.jpg)

![20 Mountainside Drive - Photo 31](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1517578680r.jpg)

![20 Mountainside Drive - Photo 32](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1026112030r.jpg)

![20 Mountainside Drive - Photo 33](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1520390025r.jpg)

![20 Mountainside Drive - Photo 34](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3428583898r.jpg)

![20 Mountainside Drive - Photo 35](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f1278475618r.jpg)

![20 Mountainside Drive - Photo 36](http://lh.rdcpix.com/46b7f2ad90c2d1ec71afa1213e49008dl-f3220935504r.jpg)

---

**MLS#:** 1037562 | **Updated:** 2026-10-05
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/20-mountainside-drive-chester-ny-10918-1037562)

---

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