Off Market Sep 2019 for $175K

$445,462

Est. refi paymentEst. refi $1,136/mo

•

3,144

sq ft

424 Winthrop Rd, Deep River, CT 06417

About this home

Price REDUCED! Unique, eclectic and extremely charming home where modern design meets European style meets antique colonial history. This home has had substantial renovations done in the past connecting this antique cape to a completely rebuilt rear house. The cape now houses high end kitchen cabinets ready for high end appliances with 2 bedrooms or an office upstairs. A modern and Zen feel was designed into the central inside/outside space connecting the cape to the rear house. This European style courtyard is centered with a tree adding a fantastic natural flow to the rebuilt home. Morning tea or coffee in this space is found only in a story book. The rear house you will find a traditional large dining room, a family room with stone fireplace, hardwood floors and views to the courtyard. Upstairs you will find wonderfully spacious and airy 2 bedrooms, each with their own renovated bathrooms and large windows over looking the central court. This home needs a bit of work to the heating system and septic but overall this house is someone's dream come true. Bring your renovation loan and make this a wonderful home again.

Single-familyProperty Type

1890Year Built

1.84 acresLot Size

$142Est. Price/Sq.Ft.

1 car garageParking

Listed by Michael Delgreco • New England Realty Assoc LLC

Bought with Santo Gulino • William Raveis Real Estate

Source:Smart MLS #170137593

Redfin Estimate

$445,462

$270K since sold in September 2019$0 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.4% lower than the average sale price ($659K) of 6 comparable homes.

SOLD APR 29, 2026
$605,000
A
4 beds3 baths2,969 sq ft
112 Cedar Swamp Rd, Deep River, CT 06417
SOLD JUL 24, 2026
$625,000
B
4 beds2.5 baths2,550 sq ft
22 Ebony Ln, Ivoryton, CT 06442
SOLD JUL 29, 2026
$730,000
C
3 beds2.5 baths2,848 sq ft
56 Shailer Pond Rd, Deep River, CT 06417
SOLD AUG 14, 2026
$568,000
D
3 beds2 baths1,984 sq ft
365 Winthrop Rd, Deep River, CT 06417
SOLD JUL 24, 2026
$600,000
E
4 beds3 baths3,721 sq ft
51 Ironworks Rd, Clinton, CT 06413
SOLD JUL 13, 2026
$825,000
F
3 beds3 baths2,350 sq ft
193 Main St, Ivoryton, CT 06442

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Earn from this home

Sell

$297,808

Est. take-home

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Refinance

Est. cash available

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Rent

$2,996/mo

Redfin rental estimate

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Market trends in 06417, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.9%

+3.0% MoM

Median sale price

$435K

$2K MoM

Avg. days on market

32d

47 days MoM

Recently sold homes

4 MoM

New listings for sale

$329,900
2 beds1 bath1,015 sq ft
16 Jones Ln, Deep River, CT 06417
$684,900
4 beds2.5 baths2,126 sq ft
29 Union St, Deep River, CT 06417
$399,900
3 beds1 bath1,104 sq ft
49 Essex St, Deep River, CT 06417
OPEN SUN, 12PM TO 2PM
$635,000
4 beds2.5 baths2,196 sq ft
73 Long Hill Rd, Deep River, CT 06417
See all

Provided by Redfin

Sale history for 424 Winthrop Rd

Date

Event

Price

Smart MLS #170137593

Sep 6, 2019

Sold

$175,000

$56/sq ft

Aug 13, 2019

Listing Removed

—

Jul 25, 2019

Relisted

—

May 10, 2019

Listing Removed

—

Apr 24, 2019

Price Changed

$184,900

$59/sq ft

Apr 3, 2019

Relisted

—

Feb 26, 2019

Listing Removed

—

Feb 3, 2019

Price Changed

$204,900

$65/sq ft

Jan 18, 2019

Price Changed

$209,900

$67/sq ft

Jan 2, 2019

Price Changed

$219,900

$70/sq ft

Dec 18, 2018

Price Changed

$224,900

$72/sq ft

Dec 4, 2018

Price Changed

$229,900

$73/sq ft

Nov 20, 2018

Price Changed

$239,900

$76/sq ft

Oct 19, 2018

Listed

$249,900

$79/sq ft

Smart MLS #M9093606

Jan 9, 2006

Listed

$430,000

$137/sq ft

Smart MLS #E175461

Jan 9, 2006

Listed

$430,000

$137/sq ft

Public Records

Jan 27, 2005

Sold

$115,000

$37/sq ft

Public Records

Sep 17, 1996

Sold

$75,000

$24/sq ft

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2023

$6,965 (+3.1%)

$49,000 + $184,100

$233,100

2022

$6,755 (−2.0%)

$49,000 + $184,100

$233,100

2021

$6,895 (+12.9%)

$49,000 + $184,100

$233,100

2020

$6,109 (−19.8%)

$49,000 + $154,700

$203,700

2019

$7,616

$49,000 + $209,860

$258,860

2018

$7,616 (+1.7%)

$49,000 + $209,860

$258,860

2017

$7,486 (+5.1%)

$49,000 + $209,860

$258,860

2016

$7,126 (+7.2%)

$49,000 + $209,860

$258,860

2014

$6,649 (+3.2%)

$54,250 + $202,650

$256,900

2011

$6,443

$54,250 + $202,650

$256,900

Tax history for 424 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,965 (+3.1%)

$49,000 + $184,100

$233,100

2022

$6,755 (−2.0%)

$49,000 + $184,100

$233,100

2021

$6,895 (+12.9%)

$49,000 + $184,100

$233,100

2020

$6,109 (−19.8%)

$49,000 + $154,700

$203,700

2019

$7,616

$49,000 + $209,860

$258,860

2018

$7,616 (+1.7%)

$49,000 + $209,860

$258,860

2017

$7,486 (+5.1%)

$49,000 + $209,860

$258,860

2016

$7,126 (+7.2%)

$49,000 + $209,860

$258,860

2014

$6,649 (+3.2%)

$54,250 + $202,650

$256,900

2011

$6,443

$54,250 + $202,650

$256,900

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

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.84 Acres

Year renovated

—

Sq. Ft.

3,144

Year built

1890

Style

Single Family Residential

County

Middlesex County

APN

960953

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 1

Interior

Interior Information
Total Rooms: 6
Fireplaces Total: 1
Cooling System: Central Air

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Full
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3144

Financial

Assessments Information
Assessed Value: $258,860

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Other
Heat Type: Radiator
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

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

Location Information
State: Connecticut
Directions: Mott Hill in East Hampton
County: Middlesex

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,144
Stories: 2.0
Lot Size: 1.84 acres
Style: Single Family Residential
Year Built: 1890
Year Renovated: —
County: Middlesex County
APN: 960953

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 10

Around this home

Schools

Deep River Elementary School

Public PreK-6 • Assigned • 3.4mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 1.8mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.3mi

7/10

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

5/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

77% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Deep River, CT • 06417

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 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$424,000 – $513,000

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New listings for sale in 06417

$329,900

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16 Jones Ln, Deep River, CT 06417

$684,900

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$399,900

3 beds1 bath1,104 sq ft

49 Essex St, Deep River, CT 06417

OPEN SUN, 12PM TO 2PM

$635,000

4 beds2.5 baths2,196 sq ft

73 Long Hill Rd, Deep River, CT 06417

Home values near 424 Winthrop Rd

Data from public records.

Address	Redfin Estimate
419 Winthrop Road, Deep River, CT 3 Beds \| 1 Baths \| 1443 Sq. Ft.	$399,278
427 Winthrop Road, Deep River, CT 3 Beds \| 3.5 Baths \| 2004 Sq. Ft.	$680,617

Address	Redfin Estimate
417 Winthrop Road, Deep River, CT 3 Beds \| 2 Baths \| 2312 Sq. Ft.	$489,299
435 Winthrop Road, Deep River, CT 3 Beds \| 2.5 Baths \| 1674 Sq. Ft.	$494,656

Address	Redfin Estimate
425 Winthrop Road, Deep River, CT 2 Beds \| 2 Baths \| 2168 Sq. Ft.	$602,431
428 Winthrop Road, Deep River, CT 3 Beds \| 2.5 Baths \| 1792 Sq. Ft.	$515,692

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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