106 Cobblestone Way Windsor, CT $ 399,900
106 Cobblestone Way
$ 399,900
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106 Cobblestone Way

Windsor, CT, 06095
$ 399,900
Bedrooms3 Baths3.0 Sq 2,722

Monthly Estimate*

$ 2,525

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Single Family Home for sale in Windsor, CT

for $399,900 with 3 bedrooms and 3 full baths. This 2,722 square foot home was built in 1940 on a lot size of 0.93.

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.

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Single Family Active

Price

$ 399,900

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 7,120

Style

Lot Size

0.93

Year Built

1940

Town/City

Windsor

MLS | Web ID

24201236

Features
General
Zoning Res-AA
Neighborhood N/A
County Hartford
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.93
Directions Kennedy Road to Cobblestone Way. GPS friendly
High School Windsor
City Windsor
Elementary School Per Board of Ed
Sq Ft Total 2722
DOM 1
Year Built 1940
Style Colonial Farm House
Year Built Source Public Records
Pool Description Concrete Safety Fence In Ground Pool
Energy Features Thermopane Windows
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Interior
Cooling System Ceiling Fans Window Unit
Total Rooms 8
Basement Description Full Storage Interior Access Concrete Floor Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Level Lot
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* Excluded Features
List By
John Waters

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

jwaters@bhhsne.com

Email

Affordability Calculator

$3,118
Per Month
81%
19%
0%
Monthly Principal & Interest
$2,525
Monthly Property Taxes
$593
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
2059877 Elementary School
4817297 Middle School
Windsor High School High School
Pricing History
DatePricePrice ChangeDescription
8/24/2026$399,900 Listed Price

Map


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106 Cobblestone Way, Windsor, CT, 06095 is a Single Family Home for sale at $399,900 with 2,722 sqft and a lot size of 0.93. 106 Cobblestone Way has 3 bedrooms, 3.0 baths, and was built in 1940. The property's zip code is 06095 which is in Windsor, CT