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108 Pilgrim Drive

Windsor, Connecticut 06095

PENDING$339,900
Beds
3
Baths
3
SqFt
1,791
Acres
0.72
Year Built
1962
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

About This Home

Welcome to this charming and classic, three bedroom, three full bath, Colonial nestled on a beautiful and level .72 acre lot in Pilgrim Village. The kitchen boasts an abundance of cabinetry and countertops, tile flooring and a pantry. While adding architectural dimension, the breezeway also offers entry from the front and backyard and access to the two car garage which provides additional attic storage space. Enjoy entertaining in the living room featuring hardwood flooring and a wood burning fireplace. The dining room, with hardwood flooring, is perfect for hosting holiday dinners. The heart of this home is in the expansive family room boasting a cathedral ceiling and a picture window. A full bath on the first level ensures convenience for the homeowner as well as for guests. At the end of your day, retreat to the second level to unwind in the spacious Primary bedroom featuring hardwood flooring, a newer skylight and its own designated full bath. There are also two additional bedrooms with beautiful hardwood flooring as well as a third full bath. Tremendous value is found in a newer roof (2022), an interior that has been professionally painted with a neutral and modern palette, newly refinished hardwood flooring and updated 200 amp electric. Moments away are popular destinations including the Farmington River where many locals enjoy kayaking, canoeing and fishing. Also nearby is Northwest Park with 473 acres of forest and walking trails. Come on...Let's take a look inside!

Key Facts

City/Town
Windsor
Property / Style
Single Family · Colonial
Year Built
1962
Days on Market
987 days
Beds
3
Baths
3 full
Living Area
1,791 sq ft
Lot Size
0.72 acres
Property Taxes
Not on file from MLS

Market Snapshot

The Windsor Market

Single Family · trailing 12 months

Median Days on Market

40

19 active listings

Median $ / Sq Ft

$215

19 active listings

Sale-to-List Ratio

103.2%

256 sales

How this home compares

List Price

$339,900

vs $439,900 median

22.7% below median

Price / Sq Ft

$190

vs $215 median

11.6% below median

Days on Market

987 days

vs 40 days median

947 days longer than median

Based on 19 active and 256 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of July 29, 2026.

Location

108 Pilgrim Drive, Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,846

per month

  • Principal & Interest$1,733
  • Property Taxes$0
  • Insurance$113
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windsor
County
Hartford

Residence

Property Type
Single Family
Style
Colonial
Year Built
1962
Living Area
1,791 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Windsor

Interior

Heating
BaseboardZoned
Cooling
Ceiling FansWhole House FanWindow Unit
Fireplaces
1
Laundry
Lower Level
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
0.72 acres
Garage / Parking
Attached Garage
Waterfront Details
Not Applicable
Construction
Vinyl SidingAluminum
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
Level LotLightly Wooded

Listing & Financials

Days on Market
987
MLS #
170596821
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sharon D. Rispoli

(860) 205-9316

Berkshire Hathaway NE Prop.

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 12:00 PM UTC.