Off Market Jan 2026 for $745K

$865,334

Est. refi paymentEst. refi $2,189/mo

•

3,440

sq ft

55 Eastfield Rd, Waterbury, CT 06708

About this home

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!

Single-familyProperty Type

1930Year Built

4.16 acresLot Size

$252Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Jay Irvine • Serhant Connecticut, LLC

Contact: Agent Attribution Contact: (203) 586-9459 | Office Attribution Contact: (203) 489-7800

Bought with Jessica Sarmiento • Ideal Home Realty, LLC

Source:Smart MLS #24130159

Redfin Estimate

$865,334

$120K since sold in January 2026$21K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 44.2% higher than the average sale price ($600K) of 6 comparable homes.

SOLD MAY 21, 2026
$500,000
A
3 beds2.5 baths2,208 sq ft
622 Lakeside Blvd W, Waterbury, CT 06708
SOLD DEC 11, 2025
$600,000
B
4 beds4.5 baths4,042 sq ft
1 Umberfield Rd, Waterbury, CT 06708
SOLD MAR 19, 2026
$900,000
C
4 beds4.5 baths5,388 sq ft
77 Eastfield Rd, Waterbury, CT 06708
SOLD AUG 4, 2026
$375,000
D
4 beds2.5 baths2,766 sq ft
319 Maybrook Rd, Waterbury, CT 06708
SOLD AUG 12, 2026
$560,000
E
3 beds3.5 baths4,385 sq ft
232 Maybrook Rd, Waterbury, CT 06708
SOLD AUG 18, 2026
$665,900
F
4 beds2.5 baths3,623 sq ft
104 Eastfield Rd, Waterbury, CT 06708

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Earn from this home

Sell

$223,579

Est. take-home

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Refinance

Est. cash available

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Rent

$3,364/mo

Redfin rental estimate

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Market trends in 06708, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.8%

+0.7% MoM

Median sale price

$330K

$12K MoM

Avg. days on market

45d

3 days MoM

Recently sold homes

9 MoM

New listings for sale

NEW 28 HRS AGO
$279,500
3 beds2 baths1,714 sq ft
18 Greenmount Ter, Waterbury, CT 06708
$349,900
3 beds1.5 baths1,456 sq ft
169 Circuit Ave, Waterbury, CT 06708
$300,000
3 beds1.5 baths1,524 sq ft
49 Delaware Ave, Waterbury, CT 06708
$339,900
2 beds1.5 baths1,284 sq ft
879 Congress Ave, Waterbury, CT 06708
$345,000
3 beds2 baths1,236 sq ft
32 Kaynor Dr, Waterbury, CT 06708
COMING SOON
$599,900
4 beds2.5 baths3,914 sq ft
205 Country Club Rd, Waterbury, CT 06708
$279,900
3 beds2 baths1,920 sq ft
Waterbury, CT 06708
$319,000
3 beds1.5 baths1,392 sq ft
85 Mason Ave, Waterbury, CT 06708
$450,000
8 beds3.5 baths2,362 sq ft
265 Congress Ave, Waterbury, CT 06708
$249,900
3 beds2 baths1,454 sq ft
275 Congress Ave, Waterbury, CT 06708
See all

Provided by Redfin

Sale history for 55 Eastfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,018 (+26.8%)

$67,620 + $264,880

$332,500

2022

$14,210

$67,550 + $168,450

$236,000

2021

$14,210

$67,550 + $168,450

$236,000

2020

$14,210

$67,550 + $168,450

$236,000

2019

$14,210

$67,550 + $168,450

$236,000

2018

$14,210 (+15.9%)

$67,550 + $168,450

$236,000

2017

$12,264

$67,540 + $136,150

$203,690

2016

$12,264 (+5.7%)

$67,540 + $136,150

$203,690

2013

$11,606

$67,540 + $136,150

$203,690

2011

$11,606

$67,540 + $136,150

$203,690

Tax history for 55 Eastfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,018 (+26.8%)

$67,620 + $264,880

$332,500

2022

$14,210

$67,550 + $168,450

$236,000

2021

$14,210

$67,550 + $168,450

$236,000

2020

$14,210

$67,550 + $168,450

$236,000

2019

$14,210

$67,550 + $168,450

$236,000

2018

$14,210 (+15.9%)

$67,550 + $168,450

$236,000

2017

$12,264

$67,540 + $136,150

$203,690

2016

$12,264 (+5.7%)

$67,540 + $136,150

$203,690

2013

$11,606

$67,540 + $136,150

$203,690

2011

$11,606

$67,540 + $136,150

$203,690

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.41 Acres

Year renovated

1982

Sq. Ft.

3,440

Year built

1930

Style

Single Family Residential

County

New Haven County

APN

1391248

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

RS-12

Large Lot Single-Family Residential District

The RS-12 District is established to provide for low density single-family residential neighborhoods and limited non-residential uses on lots having a minimum area of 12,000 sq ft. Uses and Conditional Accessory Uses are permitted by Zoning Permit, Special Permit, or Special Exception approval as provided in Article 11 of these Regulations.

Permitted uses

Include but are not limited to:

No uses permitted by right

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Off Street Parking, Driveway
Garages Number: 2

Parking Information
Parking Total Spaces: 8

Interior

Interior Information
Total Rooms: 11
Interior Features: Cable - Pre-wired, Open Floor Plan
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Full, Partially Finished
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Brick

Lot Information
Lot Description: Lightly Wooded, Level Lot, Golf Course View, Cleared, Professionally Landscaped, Open Lot

Pool Information
Swimming Pool
Pool Description: Heated, Pool House, In Ground Pool

Building Information
Foundation Type: Masonry, Stone
Construction Description: Frame, Brick

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3440
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $365,960

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Other, Domestic
Heat Type: Hot Water
Heat Fuel Type: Natural Gas

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Directions: GPS
County: New Haven

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,440
Stories: 2.0
Lot Size: 1.41 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: 1982
County: New Haven County
APN: 1391248

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

B. W. Tinker School

Public PreK-5 • Assigned • 1.1mi

5/10

West Side Middle School

Public 6-8 • Assigned • 0.6mi

4/10

John F. Kennedy High School

Public 9-12 • Assigned • 0.9mi

1/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Waterbury, CT • 06708

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$823,000 – $996,000

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Nearby similar homes

NEW 28 HRS AGO

$279,500

3 beds2 baths1,714 sq ft

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$349,900

3 beds2 baths1,469 sq ft

24 Yale Ave, Middlebury, CT 06762

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4 beds1 bath1,362 sq ft

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3 beds1.5 baths1,788 sq ft

46 Tedesco Dr, Waterbury, CT 06708

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New listings for sale in 06708

NEW 28 HRS AGO

$279,500

3 beds2 baths1,714 sq ft

18 Greenmount Ter, Waterbury, CT 06708

$349,900

3 beds1.5 baths1,456 sq ft

169 Circuit Ave, Waterbury, CT 06708

$300,000

3 beds1.5 baths1,524 sq ft

49 Delaware Ave, Waterbury, CT 06708

$339,900

2 beds1.5 baths1,284 sq ft

879 Congress Ave, Waterbury, CT 06708

$345,000

3 beds2 baths1,236 sq ft

32 Kaynor Dr, Waterbury, CT 06708

COMING SOON

$599,900

4 beds2.5 baths3,914 sq ft

205 Country Club Rd, Waterbury, CT 06708

$279,900

3 beds2 baths1,920 sq ft

Waterbury, CT 06708

$319,000

3 beds1.5 baths1,392 sq ft

85 Mason Ave, Waterbury, CT 06708

$450,000

8 beds3.5 baths2,362 sq ft

265 Congress Ave, Waterbury, CT 06708

Home values near 55 Eastfield Rd

Data from public records.

Address	Redfin Estimate
1 Eastfield Rd, Waterbury, CT 4 Beds \| 4 Baths \| 2926 Sq. Ft.	$640,974
48 Eastfield Rd, Waterbury, CT 3 Beds \| 2.5 Baths \| 1504 Sq. Ft.	$401,820

Address	Redfin Estimate
77 Eastfield Rd, Waterbury, CT 4 Beds \| 4.5 Baths \| 5388 Sq. Ft.	$962,819
64 Eastfield Rd, Waterbury, CT 4 Beds \| 2.5 Baths \| 2357 Sq. Ft.	$484,037

Address	Redfin Estimate
107 Eastfield Rd, Waterbury, CT 4 Beds \| 2.5 Baths \| 3238 Sq. Ft.	$928,411
84 Eastfield Rd, Waterbury, CT 3 Beds \| 3 Baths \| 3876 Sq. Ft.	$605,290

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06708, CT

Sale history for 55 Eastfield Rd

Tax history for 55 Eastfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06708

Home values near 55 Eastfield Rd

More real estate resources