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!
Accepting backups
$799,900
55 Eastfield Road, Waterbury, CT 06708
5beds
3,440sqft
Est.:
Single Family Residence
Built in 1930
4.16 Acres Lot
$-- Zestimate®
$233/sqft
$-- HOA
What's special
Historic colonialTennis courtCentral airPrimary suitesExpansive stone patiosGracious foyerIn-ground pool
- 92 days |
- 168 |
- 8 |
Zillow last checked: 8 hours ago
Listing updated: December 12, 2025 at 11:18am
Listed by:
CT LUXE TEAM,
Jay Irvine (203)586-9459,
Serhant Connecticut, LLC 203-489-7800
Source: Smart MLS,MLS#: 24130159
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
Primary bedroom
- Features: Full Bath, Tub w/Shower, Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Bar, Built-in Features, Granite Counters, Hardwood Floor
- Level: Main
Library
- Features: Fireplace, Hardwood Floor
- Level: Main
Living room
- Features: Fireplace, Patio/Terrace
- Level: Main
Media room
- Level: Lower
Sun room
- Level: Main
Heating
- Hot Water, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Wired for Data, Open Floorplan
- Basement: Full,Partially Finished
- Attic: Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 3,440
- Total interior livable area: 3,440 sqft
- Finished area above ground: 3,440
Property
Parking
- Total spaces: 8
- Parking features: Attached, Paved, Off Street, Driveway, Private
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Has private pool: Yes
- Pool features: Heated, In Ground
- Has view: Yes
- View description: Golf Course
Lot
- Size: 4.16 Acres
- Features: Few Trees, Level, Cleared, Landscaped, Open Lot
Details
- Additional structures: Pool House
- Parcel number: 1391248
- Zoning: RS-12
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Masonry, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1930
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Country Club
HOA
- Has HOA: No
Location
- Region: Waterbury
Financial & listing details
- Price per square foot: $233/sqft
- Tax assessed value: $365,960
- Annual tax amount: $15,000
- Date on market: 10/1/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/1/2025 | Listed for sale | $799,900+128.6%$233/sqft |
Source:  Smart MLS #24130159 Report a problem | ||
| 10/3/2002 | Sold | $349,900$102/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,461 -9% | $365,960 |
| 2024 | $18,093 +0.4% | $365,960 +10.1% |
| 2023 | $18,018 +26.8% | $332,500 +40.9% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$5,542/mo
Principal & interest
$3842
Property taxes
$1420
Home insurance
$280
Climate risks
Neighborhood: 06708
Nearby schools
GreatSchools rating
- 5/10B. W. Tinker SchoolGrades: PK-5Distance: 1.1 mi
- 4/10West Side Middle SchoolGrades: 6-8Distance: 0.6 mi
- 1/10John F. Kennedy High SchoolGrades: 9-12Distance: 0.9 mi
- Loading