95 Pole Bridge Road
Woodstock, Connecticut 06281
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,868
- Acres
- 2.08
- Year Built
- 2002
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape offers a rare combination of craftsmanship, character, privacy and direct access to the water. Thoughtfully designed and built using timber milled from trees harvested on the property, the home has an unmistakable warmth and authenticity. A dramatic center brick chimney anchors the main living spaces, complemented by wide-board pine floors, exposed beams and abundant windows framing the surrounding landscape and lake. The spacious primary suite features a private balcony overlooking the water, two walk-in closets and a spa-like bath. Generously sized rooms and oversized step-in closets provide exceptional comfort and storage throughout. Step outside and enjoy the best of lake living with a private pathway leading to the water, ideal for swimming, fishing, kayaking and canoeing. Relax on the covered porch, gather around the fire pits, or enjoy the outdoor shower after a day on the lake. Beautifully landscaped grounds create a peaceful and private setting surrounded by mature trees and natural beauty.
Key Facts
- City/Town
- Woodstock
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 2002
- Days on Market
- 144 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,868 sq ft
- Lot Size
- 2.08 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $9,996 / Annually
Market Snapshot
The Woodstock Market
Single Family · trailing 12 months
Active Listings
20
13 under contract
Median List Price
$572,450
20 active listings
Median Closed Price
$417,500
100 sales
Median Days on Market
65
20 active listings
Median $ / Sq Ft
$282
20 active listings
Sale-to-List Ratio
100.0%
100 sales
How this home compares
List Price
$1.27M
vs $572,450 median
2.2× the median
Price / Sq Ft
$330
vs $282 median
17.0% above median
Days on Market
144 days
vs 65 days median
79 days longer than median
Based on 20 active and 100 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of November 11, 2026.
Location
95 Pole Bridge Road, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$6,910
- Property Taxes$833
- Insurance$425
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodstock
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 2002
- New Construction
- No/Resale
- Living Area
- 3,868 sq ft
- Below Grade
- 700 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullStorageInterior AccessPartially FinishedWalk-outLiveable SpaceFull With Walk-Out
- Additional Rooms
- Bonus RoomFoyerLaundry RoomWorkshop
Exterior & Lot
- Lot Size
- 2.08 acres
- Zoning
- per town
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- LakeWalk to WaterViewAccess
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShingleCedar
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedBarnLightingCovered DeckStone WallPatio
- Lot Description
- SecludedProfessionally LandscapedRollingWater View
Listing & Financials
- Property Taxes
- $9,996 / Annually
- Days on Market
- 144
- MLS #
- 24185273
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/11/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 11/11/2026 at 6:25 PM UTC.