Connecticut
Waterbury
55 Eastfield Road

$799,900

55 Eastfield Road, Waterbury, CT 06708

5 beds |
4 baths |
3,440 sqft

Single-Family Home
Built in 1930
4.16acre lot
2 car garage
$233/sqft
Listed 5 days ago

Property Description

Rare opportunity & entertainer's private dream! Welcome to a timeless estate in 1 of Greater Waterbury's sought-after neighborhoods, backing onto the The Country Club of Waterbury. This 5-bed, 3.5-bath historic colonial spans 3,440 sqft. & blends character w/ modern comfort, 2 fireplaces & 2 primary suites. Set on over 4 ACRES of secluded, park-like grounds, surrounded by trees, stone walls, rolling lawns.. a sense of retreat! Property offers an in-ground pool, tennis court, pool house, expansive stone patios, & a covered slate terrace, perfect for gatherings or quiet moments alike. Inside, classic brick charm opens to a gracious foyer with hrdwd flrs, arched doorways, & custom millwork. The chef's kitchen offers bespoke cabinetry, granite breakfast bar, stainless GE Monogram appliances, gas oven, flowing seamlessly into the dining area w/ terrace access. For entertaining, enjoy the classic library/office w/ custom built-ins & fireplace, or the spacious living room w/ 2nd fireplace opening to a sun-3-season glass veranda. Upstairs, 2 primary suites: 1 w/ a remodeled bath w/ a wk-in shower, the other has its own private powder room. Bedrms offer space & gleaming hrdwd flrs. Central air & natural gas heat. Setting is Private/ serene, estate surrounded by oaks/evergreens, gardens & seclusion. Enjoy a pool w/ a patio & kitchenette, pool house, great yard & tennis courts for endless recreation. History of hosting distinguished guests, a landmark home ready for its next chapter!

Listing Status:: Active
Date Added:: October 1, 2025 at 08:31PM
Listing Office:: Serhant Connecticut, LLC : (203) 489-7800
Listing Agent:: Jay Irvine : (203) 586-9459
MLS ID:: 24130159

General: Cable - Pre-wiredOpen Floor Plan
Appliances: Gas CooktopOven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement: FullPartially Finished
A/C: Central Air
Heating: Hot WaterNatural Gas
Fireplace: Fireplaces: 2

Style: Colonial
Pool: HeatedPool HouseIn Ground Pool
Parking: Parking spaces: 8

Roofing: Asphalt Shingle

County: New Haven

Driveway: PrivatePaved
Zoning: RS-121391248

Water: Public Water Connected
Sewer: Public Sewer Connected

This listing courtesy of Jay Irvine, Serhant Connecticut, LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

B. W. Tinker Elementary School

809 Highland Ave, Waterbury, CT, 06708

Grades KG-5

1.15 miles away

West Side Middle School

483 Chase Pkwy, Waterbury, CT, 06708

Grades 6-8

0.59 miles away

Kennedy High School

422 Highland Ave, Waterbury, CT, 06708

Grades 9-12

0.85 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.