Recently Listed Open House 8/16 1:30pm - 3pm
37 Pilgrim Drive
Windsor, CT, 06095 $ 455,000
Bedrooms4 Baths2.0 Sq 1,886 Monthly Estimate*
$ 2,873
for $455,000 with 4 bedrooms and 2 full baths. This 1,886 square foot home was built in 1959 on a lot size of 0.8.
Discover the timeless appeal of this inviting Cape-style residence, ideally situated in a sought-after neighborhood known for its welcoming character. Offering four bedrooms and two full bathrooms, this home combines classic charm with thoughtful improvements and versatile living spaces designed to accommodate today's lifestyle. Step inside to a warm and comfortable interior where beautifully restored hardwood floors add a sense of craftsmanship and character throughout much of the home. The family room provides a cozy retreat, highlighted by a wood-burning stove that sets the perfect mood for quiet nights and gatherings with family and friends. A generous living area flows naturally into the formal dining space, where hardwood floors and a glass slider create an effortless connection to the outdoors. Whether hosting a festive holiday meal or enjoying a relaxed evening at home, this space offers an inviting setting for every occasion. The kitchen is both functional and welcoming, featuring plentiful storage, a casual dining area, and freshly installed flooring. The first floor also includes two bedrooms with hardwood floors, offering exceptional flexibility for guests, a home office, or those seeking convenient single-floor accommodations. A full bathroom with tile flooring completes this level. The upper floor introduces two additional bedrooms, both featuring hardwood floors, along with another full bathroom, providing a comfortable separation between living and private spaces. Outside, the expansive level grounds offer plenty of room to enjoy the seasons. The patio creates a natural extension of the living space and is well suited for outdoor dining, summer entertaining, or simply enjoying a peaceful afternoon in the yard. Numerous updates add to the home's lasting appeal, including refinished hardwood flooring, thermal-pane windows, 200-amp electrical service, newer garage doors, and a newer water heater. A home offering character, flexibility, and meaningful improvements in an established neighborhood-ready for its next chapter. Come see all that this charming Cape has FOR YOU!
See more
Open House
8/16/2026 1:30 PM - 3:00 PM
37 Pilgrim Drive Windsor, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning RES-AA
Neighborhood N/A
County Hartford
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.8
Directions GPS FRIENDLY
High School Per Board of Ed
City Windsor
Elementary School Per Board of Ed
Sq Ft Total 1886
DOM 0
Year Built 1959
Style Cape Cod
Year Built Source Public Records
See more
InteriorCooling System Central Air
Total Rooms 8
Basement Description Full Unfinished Interior Access Concrete Floor Full With Hatchway
See more
ExteriorWater Source Public Water Connected
Lot Description Level Lot
See more
* Excluded FeaturesList ByAndrea RodriguezListing Agent
Eagle Eye Realty PllcBroker
andrearodriguezgove@hotmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,873
- Monthly Property Taxes
- $582
- 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.
Learn more about how to save NearbySingle family listings in Windsor, CT
Average List Price $423,018
Percent of Sale Price 7%
About Windsor, CT 29,177 Population
3% Since 2002
$ 82,681 Median Income
45.26 Median Age
28% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/15/2026 | $455,000 | | Listed Price |