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18 Southside Drive

18 Southside Drive, Chester Town, NY, 10950

$495,000

active

Bedrooms

Bathrooms

Sq Ft

1,792

Lot Size

27,750 sqft

Year Built

1977

Garage

1 car

Type

Single Family

Monthly Cost

Estimate. Actual payment depends on credit, lender, taxes, and insurance.

$3,719/month estimated

Principal & interest: $2,635
Property tax: $959
Home insurance (est.): $125

Down payment %Interest rate %Term (years)

Down payment: $99,000 · Loan amount: $396,000

Description

Welcome to 18 Southside Drive, this charming ranch-style home nestled in the highly sought-after Walton Park neighborhood of Monroe. Offering the ultimate ease of effortless one level living, this spacious residence boasts 4 bedrooms, 3 full bathrooms, and a versatile layout situated within the premier Monroe-Woodbury School District. Major mechanical updates over the past decade provide ultimate peace of mind and excellent energy efficiency, including a newer roof, updated windows, and siding. The expansive property features an attached garage, a partially finished basement for additional recreational space, and a generous 0.64-acre yard that creates the perfect backdrop for outdoor entertaining and relaxation. Seamlessly blending style, convenience, and location. It backs up to Goosepond Mountain State Park, and is close to local dining, shopping, and prime commuter routes, offering a wonderful opportunity to just unpack and enjoy Hudson Valley living at its finest

Features

✓ First Floor Bedroom
✓ Formal Dining
✓ Granite Counters
✓ Kitchen Island

Appliances

✓ Dishwasher
✓ Dryer
✓ Oven
✓ Range
✓ Refrigerator
✓ Stainless Steel Appliance(s)
✓ Washer

Property Details

Cooling: None
Heating: Baseboard, Hot Water, Oil
Basement: Full

Schools

Elementary

North Main Street

Monroe-Woodbury

Middle

Monroe-Woodbury Middle School

Monroe-Woodbury

High

Monroe-Woodbury High School

Monroe-Woodbury

Location

Get directions →

Map of 18 Southside Drive, Chester Town, NY, 10950

Listed by Nikki A Grzegorzewski, Keller Williams Realty

MLS# KEY1001395845-928-8000

Listings courtesy of OneKey® MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Jul 4, 2026, 3:53 PM UTC (date and time MLS GRID Data was obtained). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID.

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