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$1,650,000
4 Days On Site

155 Paine Road
Woodstock, CT 06281

For Sale|Single Family Residence|Active Under Contract
4
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
4,873
SqFt
$339
/SqFt
2006
Built
County:
Windham
Listing courtesy of Sheena Ruggirello of Real Broker CT, LLC Office Phone: (855) 450-0442 Broker Contact: (860) 222-4734

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1-860-573-4349
155 Paine Road155 Paine Road155 Paine Road155 Paine Road
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Set on a breathtaking stretch of rolling countryside in historic Woodstock, this extraordinary Federal Colonial reproduction blends timeless New England craftsmanship with modern luxury across a remarkable multi-parcel estate. Approached by a long winding driveway, the home is perfectly positioned to capture sweeping pastoral views, overlooking fenced fields, hay meadows, and distant farmsteads. Designed with exceptional attention to detail, the residence features a handcrafted artisan kitchen with Wolf and Sub-Zero appliances, soapstone and marble countertops, cooling drawers, wine chillers, and sun-filled gathering spaces framed by French doors and endless views. The home offers five Rumford fireplaces, luxurious bedroom suites each with private baths, a stunning primary suite with reading nook, spa-inspired bath, custom wardrobes, and private deck overlooking the heated gunite pool, pool house, stone patio, and outdoor fireplace. A dramatic central staircase leads through all three finished levels, including a third-floor bonus retreat with full bath, while an elegant private in-law suite offers its own entrance, living area, fireplace, and full bath and the home is geothermal. Complementing the property is a remarkable reconstructed 1800s post-and-beam barn featuring eight stalls, lofts, hay and equipment storage, paddocks, turnouts, hydrants, and 200-amp electrical service-ideal for equestrian use, entertaining, events, hobby farming, endless country living at its finest

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Listing Snapshot
Price 
$1,650,000
Days On Site 
4 Days
Bedrooms 
4
Inside Area (SqFt) 
4,873 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
3.29 Acres
Year Built 
2006
MLS® Number 
24174159
Status 
Active Under Contract
Property Tax 
$16,892
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
15 hours agoListing updated with changes from the MLS®
15 hours agoStatus changed to Active Under Contract
5 days agoListing first seen on site
General Features
Acres 
3.29
Attached Garage 
Yes
Foundation 
Brick/MortarConcrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
GravelGarage Door OpenerPrivateDrivewayUnpavedAttached
Parking Spaces 
10
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
4873
Style 
Colonial
Water Source 
Well
Zoning 
0
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveRangeOvenRefrigeratorWasherRange HoodWine Cooler
Basement 
FullUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
5
Heating 
Geothermal
Interior 
Sound System
Laundry Features 
Main Level
Spa 
Yes
Dining Room 
Dimensions - 17 x 15Level - Main
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Exterior Features
Construction Details 
FrameHardiPlank Type
Exterior 
BalconyGarden
Lot Features 
ClearedRolling SlopeWoodedWaterfront
Other Structures 
Barn(s)Pool House
Patio And Porch 
Patio
Pool Features 
GuniteHeatedOutdoor PoolSalt WaterIn Ground
Spa 
Yes
Waterfront 
Yes
Waterfront Features 
Pond
Community Features
Horse Property 
Stable(s)
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Per Board of Ed
High School
Per Board of Ed
Listing courtesy of Sheena Ruggirello of Real Broker CT, LLC Office Phone: (855) 450-0442 Broker Contact: (860) 222-4734



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Last checked: 2026-05-14 10:56 AM UTC.

Neighborhood & Commute
Source: Walkscore
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