Under Contract

155 Paine Road

Woodstock, CT 06281
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Bed 4

Bed

Bath 6

Bath

SqFt4,873

Sqft

Acres3.29

Acres(Lot)

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 readi ng 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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Detail Ic Property Details

Property Type : Residential

Price : $1,650,000

AD Id : 78292440

MLS Id : 24174159

Beds : 4

Lot Size : 3.29 Acres

Living Area Size : 4,873

Year Built : 2006

Garage : 3

County : Windham

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1

    Room Information

    Rooms Total: 10 Has Basement: Yes Basement: Full, Unfinished
  • Interior Features

    Sound System Appliances: Dishwasher, Dryer, Gas Range, Microwave, Range, Oven, Refrigerator, Washer, Range Hood, Wine Cooler Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Geothermal Has Cooling: Yes Cooling: Central Air Water front: 1

  • Building Information

    Year Built: 2006 Building Area Total: 4873 Construction Materials: Frame, HardiPlank Type Patio And Porch Features: Patio Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, In Ground Private Pool: No Water front Features: Pond
  • Exterior Features

    Exterior Features: Balcony, Garden

  • Lot Information

    Lot Size Acres: 3.29 Lot Description: Cleared, Rolling Slope, Wooded, Waterfront

  • Listing Price Information

    Listing Price: $1650000

  • Tax Information

    Parcel Number: 2493389 Annual Tax: $17365

  • Parking Information

    Parking Total: 10 Gravel, Garage Door Opener, Private, Driveway, Unpaved, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Per Board of Ed
    Junior High School: Per Board of Ed
    Senior High School: Per Board of Ed
  • Location Information

    Direction: Paine district rd to Paine rd long driveway. WaterSource: Well
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Nearby Home Value

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48 Grey Fox Landing, Woodstock, CT, 06281 $880,000 4 5 3,429 3,429 SqFt
23 Senexet Road, Woodstock, CT, 06281 $674,000 3 3 2,626 2,626 SqFt
4 Loyola Rd Extension, Woodstock, CT, 06281 $625,000 1 1 961 961 SqFt
101 Child Hill Road, Woodstock, CT, 06281 $520,000 4 3 2,150 2,150 SqFt
158 W Quasset Road, Woodstock, CT, 06281 $2,495,000 4 4 3,723 3,723 SqFt
25 Route 197 Route #29, Woodstock, CT, 06281 $45,000 1 1 510 510 SqFt
25 Rte 197 Route, Woodstock, CT, 06281 $75,000 2 1 450 450 SqFt
Rr 197 Road, Woodstock, CT, 06281 $597,000 4 3 2,212 2,212 SqFt
36 Olde Meadow Road, Woodstock, CT, 06281 $799,900 4 3 2,900 2,900 SqFt
21 Fairfield Drive, Woodstock, CT, 06281 $500,000 3 2 2,014 2,014 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 07/25/2026 @ 08:05

MLS: 24174159 LISTED BY: Sheena Ruggirello, Real Broker CT, LLC SOURCE: SmartMLS

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