About 155 Paine Road
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
Features of 155 Paine Road
| MLS® # | 24174159 |
|---|---|
| Price | $1,650,000 |
| Bedrooms | 4 |
| Bathrooms | 6.00 |
| Full Baths | 5 |
| Half Baths | 1 |
| Square Footage | 4,873 |
| Acres | 3.29 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 155 Paine Road |
|---|---|
| Area | N/A |
| City | Woodstock |
| County | Windham |
| State | Connecticut |
| Zip Code | 06281 |
Amenities
| Features | Generator, Geothermal Heat |
|---|---|
| Parking Spaces | 10 |
| Parking | Attached Garage, Driveway, Unpaved |
| # of Garages | 3 |
| Is Waterfront | Yes |
| Waterfront | Pond, Access |
| Has Pool | Yes |
| Pool | Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool |
Interior
| Interior Features | Audio System, Auto Garage Door Opener |
|---|---|
| Appliances | Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer, Wine Chiller |
| Heating | Other |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 5 |
| Has Basement | Yes |
| Basement | Full, Unfinished |
Exterior
| Exterior | Hardie Board |
|---|---|
| Exterior Features | Barn, Lighting, Hot Tub, Patio, Balcony, Garden Area, Stable, Stone Wall, Paddock |
| Lot Description | Treed, Farm Land, Cleared, Professionally Landscaped, Rolling |
| Roof | Shake |
| Foundation | Brick, Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| Middle | Per Board of Ed |
| High | Per Board of Ed |
Additional Information
| Date Listed | May 9th, 2026 |
|---|---|
| Days on Market | 124 |
| RE / Bank Owned | No |
Listing Details
| Office | Real Broker CT, LLC |
|---|
