NOMADEReal Estate

$1,650,000

Under Contract - Continue to Show

155 Paine Road

Woodstock, Connecticut, 06281 · Windham County

4

Beds

6

Baths

4,873

Sq Ft

2006

Built

MLS # 24174159

Price / Sq Ft

$339

Property Type

Single Family For Sale

Lot Size

3.29

Class

Property

About This Property

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

Property Details

155 Paine Road, Woodstock Connecticut 06281 — Single Family For Sale listed at $1,650,000.

At a Glance

4

Bedrooms

6

Bathrooms

4,873

Sq Ft

3.29

Lot Size

--

Garage

2006

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodWindham
Address155 Paine Road
MLS Number24174159
Year Built2006
Square Footage4,873
Lot Size3.29
Bedrooms4
Bathrooms6
Water SourcePrivate Well

Property Details

Availability & Terms

Acceptable FinancingFHA,VA,CHFA,USDA
Financing UsedConventional Fixed
Occupied ByOwner
Possession AvailabilitySeller to find suitable housing

Other Details

Appliances IncludedGas Range,Oven/Range,Microwave,Range Hood,Refrigerator,Dishwasher,Washer,Electric Dryer,Wine Chiller
ColorWhite
In Law AccessSecond Floor
In Law ApartmentPossible
Parcel Number2493389
Parking Total Spaces10
Radon Mitigation Air YNUYes

Financial

Assessed Value692000
Mil Rate Total24.41
Property Tax16892
Tax YearJuly 2025-June 2026

All Photos (40)

Affordability Calculator

$1,650,000

Down Payment$330,000
Loan Amount$1,320,000
Principal & Interest$8,343/mo
Property Tax$1,650/mo
Insurance$100/mo
Est. Monthly$10,093/mo

Listing Agent

S

Sheena Ruggirello

Real Broker CT, LLC

Contact Sheena Ruggirello

Fill out the form below and we will respond promptly.

Quick Facts

StatusUnder Contract - Continue to Show
TypeSingle Family For Sale
ClassProperty
MLS #24174159
Last Updated2026-05-13