40 Simmons Drive
Woodstock, NY 12498
3
Bed
2
Bath
1,814Sqft
0.28Acre(Lot)
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,
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 3Bathroom Information
Total Baths: 2 Full Baths: 1 Half Baths: 1Room Information
Has Basement: Yes Basement: Finished -
Flooring Information
Tile, Vinyl, Wood -
Roofing Information
Tile -
Interior Features
Breakfast Bar, Ceiling Fan(s) Roof: Tile Appliances: Dishwasher, Electric Oven, Microwave, Refrigerator, Washer/Dryer Laundry Features: Lower Level -
Heating & Cooling
Has Heating: Yes Heating: Oil, Wood Stove Has Cooling: Yes Cooling: Ceiling Fan(s), Wall/Window Unit(s)
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Building Information
Year Built: 1958 Building Area Total: 1814 Construction Materials: Cement Siding, Concrete, Foam Insulation, Stone, Vinyl Siding Stories: 4 Patio And Porch Features: Rear Porch, Screened, Side Porch Private Pool: No -
Exterior Features
Exterior Features: Awning(s), Basketball Court, Fire Pit, Playground, Private Yard, Tennis Court(s)
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Lot Information
Main Square Feet: 0.28 Acres Lot Size Acres: 0.28 Lot Size Square Feet: 12196.8 Lot Description: On Golf Course, Back Yard, Front Yard, Level, Many Trees, Near Golf Course, Near Public Transit
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Listing Price Information
Listing Price: $625000
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Tax Information
Parcel Number: 27.10-2-25 Tax Lot: 25 Tax Block: 2 Annual Tax: $7702 Tax Legal Desc: SBL 27.10-2-25; Town of Woodstock; 40 Simmons Dr; 210 1-family res; FRNT 100.00; ACRES 0.28; Onteora CSD; Deed Bk 6712
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Parking Information
Boat, RV Access/Parking, Attached, GarageGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
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Location Information
WaterSource: Public
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 56 Lauren Court, Woodstock, NY, 12498 | $2,300,000 | 3 | 4 | 2,613 | 2,613 SqFt |
| 328 John Joy Road, Woodstock, NY, 12498 | $569,000 | 2 | 2 | 1,300 | 1,300 SqFt |
| 110 Cottontail Lane, Woodstock, NY, 12498 | $539,000 | 4 | 3 | 2,265 | 2,265 SqFt |
| 110 Cottontail Lane, Woodstock, NY, 12498 | $539,000 | 4 | 3 | 2,265 | 2,265 SqFt |
| 72 Van Dale Road, Woodstock, NY, 12498 | $699,000 | 3 | 3 | 1,991 | 1,991 SqFt |
| 15 Chipmunk Lane, Woodstock, NY, 12498 | $915,000 | 3 | 3 | 2,265 | 2,265 SqFt |
| 639 W Saugerties Road, Woodstock, NY, 12498 | $2,200,000 | 3 | 2 | 3,530 | 3,530 SqFt |
| 29 Maurizi Lane, Woodstock, NY, 12498 | $799,999 | 4 | 3 | 2,372 | 2,372 SqFt |
| 171 Van Dale Road, Woodstock, NY, 12498 | $599,000 | 3 | 3 | 1,824 | 1,824 SqFt |
| 5 Lazy Brook Lane, Woodstock, NY, 12498 | $799,000 | 4 | 3 | 2,480 | 2,480 SqFt |
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Nearby For Sale
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.
ByOwner last updated this listing 08/30/2026 @ 00:45
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