
Land with Home for Sale in Woodstock, Connecticut
155 Paine Rd, Woodstock, CT 06281
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
Location
- Street address
- 155 Paine Rd
- County
- Windham County
- Elevation
- 398 feet
Directions
Paine district rd to Paine rd long driveway.
Property details
- Acreage
- 3.29 acres
- MLS #
- CTMLS 24174159
- Posted
Property taxes
- 2026
- $16,892
Parcels
- CT-169-5165-08-04-5
Details and features
Listing
- Type
- Residential
- Franchise
- None
Lot
- Waterfront
- Pond
- Features
- Cleared, Farm Land, Professionally Landscaped, Rolling, Treed
Exterior
- Parking Spaces
- 10
- Pool
- Patio
- Features
- Barn, Lighting, Hot Tub, Patio, Balcony, Garden Area, Stable, Stone Wall, Paddock
Structure
- Style
- Colonial
- Basement
- Full, Unfinished
- Water
- Private
- Cooling
- Central Air
Interior
- Rooms
- Basement, Bathroom x 6, Bedroom x 4
- Fireplaces
- Yes
- Appliances
- Dishwasher, Electric Dryer, Gas Range, Microwave, Oven/Range, Range Hood, Refrigerator, Washer, Wine Chiller
- Features
- Audio System, Auto Garage Door Opener
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 9, 2026 | New listing | $1,650,000 | — | CTMLS |







































