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Accepting backups
$1,650,000
4beds
4,873sqft

155 Paine Road, Woodstock, CT 06281

4beds
4,873sqft
Single family residence
Built in 2006
3.29 Acres
3 Attached garage spaces
$339 price/sqft

What's special

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 ...

47 days
|
270
|
2
|
Source: Smart MLS,MLS#: 24174159MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Sheena Ruggirello (860)222-4734,

Real Broker CT, LLC 855-450-0442

Source: Smart MLS,MLS#: 24174159MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 6
  • Full bathrooms: 5
  • 1/2 bathrooms: 1
Primary bedroom
  • Features: High Ceilings, Balcony/Deck, Dressing Room, Full Bath, Whirlpool Tub, Wide Board Floor
  • Level: Upper
  • Area: 405 Square Feet
  • Dimensions: 15 x 27
Bedroom
  • Features: High Ceilings, Bedroom Suite, Ceiling Fan(s), Full Bath, Wide Board Floor
  • Level: Upper
  • Area: 195 Square Feet
  • Dimensions: 13 x 15
Bedroom
  • Features: High Ceilings, Bedroom Suite, Ceiling Fan(s), Full Bath, Wide Board Floor
  • Level: Upper
  • Area: 266 Square Feet
  • Dimensions: 14 x 19
Bedroom
  • Features: Vaulted Ceiling(s), Balcony/Deck, Bedroom Suite, Ceiling Fan(s), Fireplace, French Doors
  • Level: Upper
  • Area: 252 Square Feet
  • Dimensions: 14 x 18
Dining room
  • Features: High Ceilings, Fireplace
  • Level: Main
  • Area: 255 Square Feet
  • Dimensions: 15 x 17
Kitchen
  • Features: High Ceilings, Country, Kitchen Island, Pantry, Wide Board Floor
  • Level: Main
  • Area: 330 Square Feet
  • Dimensions: 11 x 30
Living room
  • Features: High Ceilings, Combination Liv/Din Rm, Fireplace, French Doors, Wide Board Floor
  • Level: Main
  • Area: 294 Square Feet
  • Dimensions: 15 x 19.6
Rec play room
  • Features: Built-in Features, Full Bath, Wide Board Floor
  • Level: Third,Upper
Study
  • Features: High Ceilings, French Doors, Wide Board Floor
  • Level: Main
  • Area: 289 Square Feet
  • Dimensions: 17 x 17
Heating
  • Other
Cooling
  • Central Air
Appliances
  • Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
  • Laundry: Main Level
Features
  • Sound System
  • Basement: Full,Unfinished
  • Attic: Heated,Storage,Finished,Walk-up
  • Number of fireplaces: 5
Interior area
  • Total structure area: 4,873
  • Total interior livable area: 4,873 sqft
  • Finished area above ground: 4,873

Property

Parking
  • Total spaces: 10
  • Parking features: Attached, Driveway, Unpaved, Garage Door Opener, Private
  • Attached garage spaces: 3
  • Has uncovered spaces: Yes
Features
  • Patio & porch: Patio
  • Exterior features: Lighting, Balcony, Garden, Stone Wall
  • Has private pool: Yes
  • Pool features: Gunite, Heated, Pool/Spa Combo, Salt Water, In Ground
  • Spa features: Heated
  • On waterfront: Yes
  • Waterfront features: Waterfront, Pond, Access
Lot
  • Size: 3.29 Acres
  • Features: Wooded, Farm, Cleared, Landscaped, Rolling Slope
Details
  • Additional structures: Barn(s), Stable(s), Pool House
  • Parcel number: 2493389
  • Zoning: 0
  • Other equipment: Generator
  • Horse amenities: Paddocks

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subtype: Single Family Residence
Materials
  • HardiPlank Type
  • Foundation: Brick/Mortar, Concrete Perimeter
  • Roof: Shake
Condition
  • New construction: No
  • Year built: 2006

Utilities & green energy

  • Sewer: Septic Tank
  • Water: Well
Green energy
  • Energy efficient items: HVAC

Community & HOA

HOA
  • Has HOA: No
Location
  • Region: Woodstock

Financial & listing details

  • Price per square foot: $339/sqft
  • Tax assessed value: $692,000
  • Annual tax amount: $16,892
  • Date on market: 5/9/2026

Price history

DateEventPrice
5/9/2026Listed for sale$1,650,000+4.4%$339/sqft
Source: Smart MLS #24174159 Report a problem
11/20/2021Listing removed--
Source: Smart MLS #170441947 Report a problem
10/7/2021Listed for sale$1,580,000-1.3%$324/sqft
Source: Smart MLS #170441947 Report a problem
2/1/2017Listing removed$1,600,000$328/sqft
Source: Berkshire Hathaway HomeServices New England Properties #G10116333 Report a problem
8/24/2016Price change$1,600,000-11.1%$328/sqft
Source: Berkshire Hathaway HomeServices New England Properties #G10116333 Report a problem
6/28/2016Listed for sale$1,800,000$369/sqft
Source: Berkshire Hathaway HomeServices New England Properties #G10116333 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$16,892 +5.9%$692,000
2024$15,944 +2.8%$692,000
2023$15,508 -5.5%$692,000 -12.1%
2022$16,407 +8.1%$786,900 +32.3%
2021$15,173 -5%$595,000 -8.7%
2020$15,969 $651,800
2019$15,969 +3.1%$651,800 +3.1%
2018$15,489 +0.8%$632,200
2017$15,362 +36.8%$632,200 +31.5%
2015$11,231 +0.8%$480,800 -0.3%
2014$11,139 +3.7%$482,200
2013$10,743 +2.3%$482,200
2012$10,502 +6.9%$482,200 -9.5%
2011$9,820 +2.8%$533,100
2010$9,553 +2.4%$533,100
2009$9,329 $533,100
2008$9,329 +35.7%$533,100 +32.2%
2007$6,875 $403,200

Find assessor info on the county website

Monthly payment

Est. payment
$10,833/mo
Principal & interest
$8509
Property taxes
$2324
More affordability toolsChevron Right

    Estimated market value

    $1,663,400

    $1.58M - $1.75M

    $5,839/mo

    Climate risks

    Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

    Neighborhood: 06281

    Nearby schools

    Woodstock Elementary School
    Grades PK-43.1 miles
    7/10
    GreatSchools® Rating
    Test Score Rating
    6/10
    Student Progress Rating
    7/10
    Woodstock Middle School
    Grades 5-84.3 miles
    6/10
    GreatSchools® Rating
    Test Score Rating
    6/10
    Student Progress Rating
    5/10