Active Under Contract
Single family home for sale at 155 Paine Rd, Woodstock, CT 06281 | MLS# 24174159 | Listing updated on 2026-08-11
Photo 1 of Single family home for sale at 155 Paine Rd, Woodstock, CT 06281 | MLS# 24174159 | Listing updated on 2026-08-11
Photo 2 of Single family home for sale at 155 Paine Rd, Woodstock, CT 06281 | MLS# 24174159 | Listing updated on 2026-08-11
Photo 3 of Single family home for sale at 155 Paine Rd, Woodstock, CT 06281 | MLS# 24174159 | Listing updated on 2026-08-11
Photo 4 of Single family home for sale at 155 Paine Rd, Woodstock, CT 06281 | MLS# 24174159 | Listing updated on 2026-08-11
36+
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Street View

$1,650,000

Monthly Est:$8,213

  • Beds Icon4 Beds
  • Beds Icon
    6 Baths
  • Beds Icon4,873sqft

155 Paine Rd, Woodstock, CT 06281

$8,213/moEst:

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  • Single Family Residence

  • Built in 2006

  • $-- HOA

  • 3.29 acres lot

  • $339/sq.ft

Description

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

  • Houzeo last checked: 10 minutes ago
  • Listing updated: August 11, 2026 at 1:46 pm
  • Listing Provided by: Sheena Ruggirello | Real Broker CT, LLC
  • Source: SMART MLS-CT | MLS#: 24174159 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Windham County

  • City

    Woodstock

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    -

  • Finished Area

    4,873 sqft

  • Lot Size

    3.29 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24174159

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    151

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 6

Interior

  • Heating

    Other

  • Interior Features

    Audio System, Auto Garage Door Opener

  • Appliances

    Gas Range, Oven/range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer, Wine Chiller

  • Sewer

    Septic

  • Cooling

    Central Air

  • Exterior Features

    Barn, Lighting, Hot Tub, Patio, Balcony, Garden Area, Stable, Stone Wall, Paddock

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Roof

    Shake

  • Foundation Details

    Brick, Concrete

Utilities & Energy

  • Basement

    Full, Unfinished

  • Parking Features

    Attached Garage, Driveway, Unpaved

  • Pool Features

    Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool

  • Water Source

    Private Well

  • Laundry Features

    Main Level

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Treed, Farm Land, Cleared, Professionally Landscaped, Rolling

Price History

DateEventPrice

05/13/2026

Source: mls_logoSMART MLS-CT #24174159

Contingent (Active Under Contract)

$1,650,000

$339/sqft

05/09/2026

Source: mls_logoSMART MLS-CT #24174159

Listed for Sale

$1,650,000

$339/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group