116 Chestnut Dr

Off Market

116 Chestnut Dr

New Windsor NY 12553

1900 sq. ft.

14520 sq. ft.

Single-Family

Last sold for $586,000

Jade Oliverio, last sold this property on 14 August 2026 after 74 days on market.

Overview

Welcome to this beautifully updated Cape Cod, ideally situated in Lacey Field, one of New Windsor’s most desirable and charming neighborhoods. From the moment you arrive, the large rocking-chair front porch sets the tone for a home that feels warm, welcoming, and impeccably maintained. Inside, you’ll find hardwood floors, thoughtfully updated kitchen and baths, and a comfortable layout that blends classic character with modern convenience. The inviting living room, with a fireplace, opens to the rear deck through French doors, creating an easy flow for everyday living and entertaining. The first-floor primary suite offers wonderful convenience with an ensuite full bath and walk-in closet. Two additional bedrooms (on the 2nd level) and a total of 2.5 baths provide plenty of space for family, guests, or work-from-home needs. A flexible fourth room (on the main level), with a 2nd set of French doors to the backyard, makes an ideal home office, den, playroom, or guest space. The washer and dryer are also conveniently located on this main living level. The backyard is fully fenced and is a true highlight, featuring mature gardens filled with perennials that bloom from March through October, a rear deck, and a shed for added storage. It’s a peaceful, private-feeling outdoor space designed to be enjoyed through the seasons. The unfinished basement is a clean, dry, usable space that offers excellent storage, or a place for hobbies. Additional updates and features include a new hot water heater in 2023, gas furnace in 2019, chimney relined in 2024, a freshly sealed driveway, and owned solar panels that are paid in full. Beautifully maintained, completely updated, and full of charm, this Lacey Field Cape Cod is the kind of home that simply feels good the moment you step inside. 12 miles to West Point; 6 miles to Stewart Airport/ANGB; 6 miles to the Salisbury Mills-Cornwall Train Station, 7 miles to the Beacon Train; and about 60 miles to NYC.

Features

3 bedrooms

3 bathrooms

1900 sq. ft. floor area

14520 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in New Windsor over the last 12 months, the estimated median property value of 116 Chestnut Dr is $465k.

Median value

$465k

Estimated value range

$250k - $875k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in New Windsor. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 116 Chestnut Dr

2026

Sold

$586,000

14 Aug 2026 by Jade Oliverio, of Howard Hanna Rand Realty

2017

Sold

$160,000

30 Mar 2017 by Peter C. Persaud, of J. Philip Real Estate

2016

Sold

$189,000

08 Oct 2016 by Peter C. Persaud

Happy sellers in New Windsor

100%

100% of sellers in New Windsor reported that their sale price either exceeded or met their price expectations.

New Windsor stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in New Windsor over the last 12 months.

Local market activity for 3 bedroom single-family properties in New Windsor

In the last 12 months, 102 three-bedroom single-family properties similar to 116 Chestnut Dr, have been sold.

This represents a 12% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in New Windsor for a market analysis.

Ivan Cruz

at Keller Williams Hudson Valley

(4 reviews)

Get a market analysis

Katherine Sheehan

at Compass Greater NY, LLC

(4 reviews)

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Kichka Pascaru

at Douglas Elliman Real Estate

(54 reviews)

Get a market analysis

Kimberly Behrens

at Howard Hanna Rand Realty

(5 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in New Windsor

Ivan Cruz

Ivan Cruz is a recommended agent for New Windsor. They have 2 local sales and collected 2 local reviews across the last 12 months.

5 (4 reviews)
2 Reviews in New Windsor
2 Sales in New Windsor

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Katherine Sheehan

Katherine Sheehan is a recommended agent for New Windsor. They have 4 local sales and collected 1 local review across the last 12 months.

5 (4 reviews)
1 Review in New Windsor
4 Sales in New Windsor

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Kichka Pascaru

Sellers who recommend Kichka Pascaru have praised them for being local expert, responsive, patient, supportive, clear communication, detail-oriented, and reliable