55 Eastfield Road
Waterbury, CT, 06708 $ 799,900
Bedrooms5 Baths3.1 Sq 3,440 Monthly Estimate*
$ 4,990
for $799,900 with 5 bedrooms and 3 full baths, 1 half bath. This 3,440 square foot home was built in 1930 on a lot size of 4.16.
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!
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FeaturesGeneralZoning RS-12
Neighborhood Country Club
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 4.16
Directions GPS
High School Per Board of Ed
City Waterbury
Elementary School Per Board of Ed
Sq Ft Total 3440
DOM 72
Year Built 1930
Style Colonial
Year Built Source Public Records
Pool Description Heated Pool House In Ground Pool
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InteriorCooling System Central Air
Total Rooms 11
Basement Description Full Partially Finished
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ExteriorWater Source Public Water Connected
Lot Description Lightly Wooded Level Lot Golf Course View Cleared Professionally Landscaped Open Lot
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* Excluded FeaturesList BySerhant Connecticut, LlcBroker
realtor.j.irvine@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,990
- Monthly Property Taxes
- $1,250
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% 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 Waterbury, CT
Average List Price $317,366
Percent of Sale Price 60%
About Waterbury, CT 110,506 Population
3% Since 2002
$ 40,961 Median Income
37.24 Median Age
30% 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 |
|---|
| 10/1/2025 | $799,900 | | Listed Price |