Date
Details
Price
Change
Source
5/08/2026
Listed
$1,650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property 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
Full Property Details
Full Property Details for 155 Paine Rd
General
- Price: $1,650,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24174159
- Updated: 5/9/2026
- Added to Site: 4 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: Audio System, Auto Garage Door Opener
- Fireplace: Yes
- Number of Fireplaces: 5
- Appliances: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Balcony/Deck, Dressing Room, Full Bath, Whirlpool Tub, Wide Board Floor, 27 x 15, Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Bedroom Suite, Ceiling Fan, Full Bath, Wide Board Floor, 15 x 13, Upper
- Bedroom 2: Bedroom - Vaulted Ceiling, Balcony/Deck, Bedroom Suite, Ceiling Fan, Fireplace, French Doors, 18 x 14, Upper
- Bedroom 3: Bedroom - 9 ft+ Ceilings, Bedroom Suite, Ceiling Fan, Full Bath, Wide Board Floor, 19 x 14, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Combination Liv/Din Rm, Fireplace, French Doors, Wide Board Floor, 19.6 x 15, Main
- Kitchen: Kitchen - 9 ft+ Ceilings, Country, Island, Pantry, Wide Board Floor, 30 x 11, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Fireplace, 17 x 15, Main
- Study: 9 ft+ Ceilings, French Doors, Wide Board Floor, 17 x 17, Main
- Game room: Yes
- Game Room: Rec/Play Room - Built-Ins, Full Bath, Wide Board Floor, On 3rd Floor, Upper
- Rec Room: Built-Ins, Full Bath, Wide Board Floor, On 3rd Floor, Upper
- Laundry: Main Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool
Exterior
- Exterior Features: Barn, Lighting, Hot Tub, Patio, Balcony, Garden Area, Stable, Stone Wall, Paddock
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 10
- Parking: Attached Garage, Driveway, Unpaved
Location
- County: Windham
- Driving Directions: Paine district rd to Paine rd long driveway.
School Information
- Elementary School: Per Board of Ed
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Other
- Water Heater: Other
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Hardie Board
- Basement Desc.: Full, Unfinished
- Roof: Shake
- Attic: Yes
- Square Feet: 4,873
- Above Ground: 4,873 Sq. Ft.
- Year Built: 2006
Lot Features
- Lot Size (Acres): 3.29
- Driveway/Sidewalk: Private, Crushed Stone
- Lot Description: Treed, Farm Land, Cleared, Professionally Landscaped, Rolling
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond, Access
Green Features
- Energy Features: Generator, Geothermal Heat
Financial Considerations
- Assessment Amount: $692,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 2493389
Listed by Real Broker CT, LLC, Sheena Ruggirello
We Value Your Privacy
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We Value Your Privacy
Listing agent
— 155 Paine Rd —
Sheena Ruggirello
Real Broker CT, LLC
Agent Contact: (860) 222-4734 Office Contact: (855) 450-0442
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 155 Paine Rd
School District:Woodstock Public Schools
| Name | Grades | Distance |
|---|---|---|
Woodstock Elementary School 24 Frog Pond Road, Woodstock, CT 06281 | PK-4 | 3 mi |
Woodstock Middle School 147 B-Route 169, Woodstock, CT 06281 | 5-8 | 4.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 155 Paine Rd
Tax History
Tax History for 155 Paine Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,892
6%
$692,000
—
2023
$15,944
3%
$692,000
—
2023
$15,508
-5%
$692,000
-12%
2022
$16,407
8%
$786,900
32%
2021
$15,173
-5%
$595,000
-9%
2020
$15,969
—
$651,800
—
2019
$15,969
3%
$651,800
3%
2018
$15,489
1%
$632,200
—
2017
$15,362
33%
$632,200
31%
2016
$11,558
3%
$480,800
—
2015
$11,231
1%
$480,800
—
2014
$11,139
4%
$482,200
—
2011
$10,743
—
$482,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 155 Paine Rd
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- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 3,447Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,332Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 3,381Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 4Total Baths
- 3,780Sq. Ft.
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155 Paine Road, Woodstock Valley, CT 06281 (MLS# 24174159) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 155 Paine Road is currently listed for $1,650,000 and was received on May 08, 2026. Want to learn more about 155 Paine Road? Do you have questions about finding other Single Family real estate for sale in Woodstock Valley? You can browse all Woodstock Valley real estate or contact a Coldwell Banker agent to request more information.