95 Pole Bridge Road Woodstock, CT $ 1,275,000
95 Pole Bridge Road
$ 1,275,000
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95 Pole Bridge Road

Woodstock, CT, 06281
$ 1,275,000
Bedrooms4 Baths3.1 Sq 3,868

Monthly Estimate*

$ 7,850

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Single Family Home for sale in Woodstock, CT

for $1,275,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,868 square foot home was built in 2002 on a lot size of 2.08.

This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine floors, exposed beams, and walls of windows showcase breathtaking views. The primary suite features a private balcony overlooking the lake, two walk-in closets, and a spa-like bath. Generously sized rooms and oversized step-in closets throughout the home provide exceptional comfort and storage. A private entrance way will lead you to the lake to enjoy fishing, kayaking, canoeing, swimming and peaceful lake living await. Gather around the fire pits, enjoy the outdoor shower after a day on the water, or simply relax on the covered deck among professionally landscaped grounds. This exceptional property combines privacy, craftsmanship, recreation, and timeless New England beauty in one truly unforgettable offering. Additional highlights include a charming barn with loft, unfinished insulated space above the garage with a separate staircase, and a walk-up third-floor attic, offering significant potential for future expansion. Ideally situated near the Massachusetts and Rhode Island borders with convenient access to Hartford.

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Single Family Active

Price

$ 1,275,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 11,343

Style

Lot Size

2.08

Year Built

2002

Town/City

Woodstock

MLS | Web ID

24185273

Features
General
Zoning per town
Neighborhood N/A
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.08
Directions GPS friendly. Old Turnpike Rd to Pole Bridge Rd.
High School Woodstock Academy
City Woodstock
Elementary School Per Board of Ed
Sq Ft Total 3868
DOM 2
Year Built 2002
Style Cape Cod
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Full Storage Interior Access Partially Finished Walk-out Liveable Space Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Secluded Professionally Landscaped Rolling Water View
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* Excluded Features
List By
Kate Lombardi

Listing Agent

Coccomo Real Estate Llc

Broker

Kate@coccomorealestate.com

Email

Affordability Calculator

$8,796
Per Month
89%
11%
0%
Monthly Principal & Interest
$7,850
Monthly Property Taxes
$945
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042051 Elementary School
1186813 Middle School
Woodstock Academy High School High School
Pricing History
DatePricePrice ChangeDescription
6/20/2026$1,275,000 Listed Price

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95 Pole Bridge Road, Woodstock, CT, 06281 is a Single Family Home for sale at $1,275,000 with 3,868 sqft and a lot size of 2.08. 95 Pole Bridge Road has 4 bedrooms, 3.1 baths, and was built in 2002. The property's zip code is 06281 which is in Woodstock, CT