$399,900
PENDING

106 Cobblestone Way Windsor, CT 06095

Hayden Neighborhood

Estimated payment $2,868/month

Total Views 1,846
3 Beds
3 Baths
2,722 Sq Ft
$147 Price per Sq Ft

Highlights

  • Concrete Pool
  • Colonial Architecture
  • Vaulted Ceiling
  • Oliver Ellsworth School Rated A
  • Deck
  • Mud Room

About This Home

Welcome to this 2700 Sq. Ft. Colonial Farmhouse that is nestled on a level .93 acre parcel. This home features an abundnace of character and charm and is ideal for those who love to entertain. The expansive outdoor living area boasts a 20' x 40' inground pool with a new safety fence, newer pump, filter and patio. A large level yard offers privacy and is perfect for summer time activities. The first level floor plan offers a 16' x 18' family room that flows off of the kitchen. A formal dining room and living room feature hardwood floors. There is a cozy sunroom that can also accomodate a home office. The first level is completed by a beautifully remodeled full bathroom featuring a claw foot tub, double sink vanity and a custom walkin tile shower. You will enjoy the luxury and convenience of the first floor laundry and mudroom. On the second level there are three bedrooms and two additional full baths. The 15' x 20' primary bedroom features a private full bath, vaulted ceiling and a large walkin closet. Relax on the upper deck off of the primary bedroom that overlooks the inground pool and yard. There are a total of four garage bays offering more than ample storage for the car or power equipment enthusiast. The enclosed porch offers great space to relax and enjoy the cool summer evening breeze. This quiet low traffic location is in a desiable neighborhood, yet still offers a private setting. Windsor is one of Connecticut's oldest towns-it was the state's first English settlement-and today it blends historic New England charm with parks, local restaurants, and easy access to major commuter routes and Bradley International airport. Windsor features amazing nature resources for all to enjoy. Northwest Park - Nature Center is the town's signature destination, featuring nearly 500 acres, 12 miles of hiking trails, a nature center, heritage farm animals, gardens, and seasonal events like concerts and educational programs. In winter, you can even rent cross-country skis and snowshoes. Windsor Meadows State Park offers access to the Connecticut River for walking, birdwatching, and kayaking. Windsor Center River Trail is a pleasant paved trail for walking or biking. Mill Brook Open Space provides quieter nature walks. History is a major part of Windsor's identity. The downtown area around the Windsor Town Green hosts community events throughout the year.

Listing Agent

John Waters

Berkshire Hathaway NE Prop. Brokerage Phone: (860) 985-4729 License #RES.0714480 Listed on: 08/24/2026

Berkshire Hathaway NE Prop.

Co-Listing Agent

Cheryl Bouchard

Berkshire Hathaway NE Prop. Brokerage Phone: (860) 985-4729 License #RES.0067391

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $7,120

Year Built

  • Built in 1940

Lot Details

  • 40,511 Sq Ft Lot
  • Garden
  • Property is zoned Res-AA

Home Design

  • Colonial Architecture
  • Farmhouse Style Home
  • Concrete Foundation
  • Block Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding
  • Cedar Siding

Interior Spaces

  • 2,722 Sq Ft Home
  • Vaulted Ceiling
  • Ceiling Fan
  • Thermal Windows
  • Mud Room
  • Concrete Flooring

Kitchen

  • Oven or Range
  • Range Hood
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Basement Storage

Parking

  • 4 Car Garage
  • Parking Deck
  • Driveway

Pool

  • Concrete Pool
  • In Ground Pool
  • Fence Around Pool

Outdoor Features

  • Deck
  • Enclosed Patio or Porch
  • Rain Gutters

Location

  • Property is near shops

Schools

  • Sage Park Middle School
  • Windsor High School

Utilities

  • Window Unit Cooling System
  • Heating System Uses Oil
  • Propane Water Heater
  • Fuel Tank Located in Basement
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 777642

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,120

Year Built

Built in 1940

Lot Details

0.93 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial, Farm House
  • Sq Ft Est Heated Above Grade: 2722
  • Total Sq Ft: 2722
  • Year Built: 1940
  • New Construction: No/Resale
  • Nearby Amenities: Library, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall
  • Remarks Public Addendum: Windsor is one of Connecticut's oldest towns-it was the state's first English settlement-and today it blends historic New England charm with parks, local restaurants, and easy access to major commuter routes and Bradley International airport. Windsor features amazing nature resources for all to enjoy. Northwest Park - Nature Center is the town's signature destination, featuring nearly 500 acres, 12 miles of hiking trails, a nature center, heritage farm animals, gardens, and seasonal events like concerts and educational programs. In winter, you can even rent cross-country skis and snowshoes. Windsor Meadows State Park offers access to the Connecticut River for walking, birdwatching, and kayaking. Windsor Center River Trail is a pleasant paved trail for walking or biking. Mill Brook Open Space provides quieter nature walks. History is a major part of Windsor's identity. The downtown area around the Windsor Town Green hosts community events throughout the year.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: Kennedy Road to Cobblestone Way. GPS friendly
  • Financing Used: Conventional Fixed
  • Street Type: Way
  • Office Attribution Contact: (860) 688-7531
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Basement Description: Full, Storage, Interior Access, Concrete Floor, Full With Hatchway
  • Interior Amenities: Cable - Available
  • Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Additional Rooms: Mud Room
  • Laundry Room Info: Main Level
  • Attic: No

Exterior Features

  • Exterior Features: Porch-Enclosed, Porch, Deck, Gutters, Garden Area, Patio
  • Exterior Siding: Clapboard, Cedar
  • Foundation Type: Block, Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Concrete, Safety Fence, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 4
  • Driveway Type: Paved, Asphalt
  • Total Parking Spaces: 8
  • Garage And Parking: Attached Garage, Detached Garage, Paved, Driveway

Utilities

  • Cooling System: Ceiling Fans, Window Unit
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Propane, 40 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Septic

Green Features

  • Energy Features: Thermopane Windows

Lot Info

  • Acres: 0.93
  • Lot Description: Lightly Wooded Level Lot
  • Zoning: Res-AA
  • Parcel #: 777642

Tax Info

  • Tax Year: July 2026-June 2027
  • Property Tax: 7120

MLS Schools

  • Elementary School: Per Board of Ed
  • Middle Jr High School: Sage Park
  • High School: Windsor

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,014 $246,540 $74,900 $171,640
2024 $7,475 $246,540 $74,900 $171,640
2023 $5,555 $165,340 $59,780 $105,560
2022 $5,501 $165,340 $59,780 $105,560
2021 $5,501 $165,340 $59,780 $105,560
2020 $5,474 $165,340 $59,780 $105,560
2019 $5,356 $165,410 $59,850 $105,560
2018 $5,194 $157,570 $59,850 $97,720
2017 $5,113 $157,570 $59,850 $97,720
2016 $4,967 $157,570 $59,850 $97,720
2015 $4,872 $157,570 $59,850 $97,720
2014 $4,801 $157,570 $59,850 $97,720
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/31/2026 08/31/26 Pending -- -- --
08/24/2026 08/24/26 For Sale $399,900 -- $147 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $260,000 --
Warranty Deed $157,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $185,000 Stand Alone Refi Refinance Of Original Loan
Previous Owner $151,000 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24201236

SmartMLS

APN: WIND-000063-000111-000004B

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