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3 Beds
2 Baths
1,814 sqft

$625,000

40 Simmons Drive, Woodstock NY, 12498

Price per sqft$344.54
Built in1958
Property size1,814 sqft
Property typeResidential

Overview

Active

Listed Aug 26, 2026

Updated 10 days ago

Originally built by the developer of Simmons Drive as his personal home, this spacious Woodstock property offers a rare combination of Village convenience, mountain views, and a peaceful park-like setting. Situated on a quiet no-outlet street, it's just a five-minute stroll to Good Night restaurant, Tinker Street shopping, cafés, galleries, and everything the Village of Woodstock has to offer, all while enjoying a backyard shaded by mature trees and bordering Andy Lee Field, with no residential neighbors directly behind you. The home offers three bedrooms, though it lives comfortably as four, with plenty of additional flexible space. An enclosed porch and wood-burning stove add warmth and character, while skylights bring natural light into the sunroom. Opening directly onto the deck, the sunroom offers an exciting opportunity to create a generous primary suite. Downstairs, an additional flex room can serve as an office, exercise room, creative space, or extra storage. A two-car garage provides even more room for storage and projects, while the backyard offers space to gather around the fire pit beneath the trees. Lovingly maintained and improved over the years, the home has seen numerous important updates, including bathrooms updated in 2019, a 200-amp electrical service, a furnace rebuilt in 2025, an approximately five-year-old oil tank, a main roof approximately nine years old, and fencing and decking improvements completed in 2019. Big enough for all your friends, flexible enough for the way you actually want to live, and just minutes from the heart of Woodstock by any means of travel.

$4,158/mo

Est. mortgage payment based on a $625,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20264927

Interior Features

Bedrooms
3
Bathrooms
2
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.28 Acres

Other Property Details

Taxes
$7,702
Tax Frequency
Annually
Garage
Yes
MLS provider logo

Listed by James Angelakis with BHHS HUDSON VALLEY PROP-WDST
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 9/20/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 9/20/2026 at 3:21 AM UTC

 

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