424 Winthrop Rd, Deep River, CT 06417
Property image
Property image
OFF MARKET

424 Winthrop Rd
Deep River, CT 06417

  • 4 Beds
  • 3 Baths
  • 3,144 sqft (on 1.84 acres)

$537,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $3,678/mo*
Refinance Your Home

$537,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $3,678/mo*
Refinance Your Home
4 Beds
3 Baths
3,144 sqft
(on 1.84 acres)

Local Information

  • Map ViewExplore the area around 424 Winthrop Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1890
Lot Size
1.84 acres
Living Area
3,144 sqft
Price/Sqft
$171
Parking
Garage

About this House

This single-family home is located at 424 Winthrop Rd, Deep River, CT. 424 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 4 bedrooms, 3 bathrooms and approximately 3,144 sqft of floor space. This property has a lot size of 1.84 acres and was built in 1890.
424 Winthrop Rd, Deep River, CT 06417 is a 4 bedroom, 3 bathroom, 3,144 sqft single-family home built in 1890. It last sold for $175,000 on Sep 6, 2019. It is currently off market. The Trulia Estimate is $537,100, with a rent estimate of $3,869/month.

Home Details for 424 Winthrop Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.84 acres

Price History for 424 Winthrop Rd

DatePriceEventSource
09/06/2019$175,000Sold
Smart MLS #170137593
03/31/2006$400,000Sold
Smart MLS #E175461
01/27/2005$115,000Sold
N/A
09/17/1996$75,000Sold
N/A

Market trends in Deep River

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
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Property Tax and Assessment

Year2025
Tax$7,455
Assessment$233,100
Home facts updated by county records

Comparable Sales for 424 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Cedar Swamp Road, Deep River, CT
0.51
Single-Family Home
$605,000
04/29/26
4
3
2,969
7 Bushy Hill Road, Deep River, CT
0.66
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
32 Pinewood Trail, Deep River, CT
0.42
Single-Family Home
$825,000
11/18/25
4
3.5
3,697
51 Witch Hazel Drive, Deep River, CT
0.59
Single-Family Home
$750,000
07/13/26
3
3
2,231
36 Laurel Wood Dr, Deep River, CT
0.44
Single-Family Home
$450,000
05/22/26
3
2
1,789
57 Witch Hazel Drive, Deep River, CT
0.70
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
56 Shailer Pond Road, Deep River, CT
1.09
Single-Family Home
$730,000
07/29/26
3
2.5
2,848
200 Westbrook Road, Deep River, CT
0.84
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
5 Tower Hill Lake Road, Deep River, CT
1.05
Single-Family Home
$480,000
09/16/25
3
2.5
2,550
179 Bushy Hill Road, Deep River, CT
1.32
Single-Family Home
$385,000
11/04/25
3
2.5
2,179

Nearby homes

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Assigned Schools

These are the assigned schools for 424 Winthrop Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Deep River

At least 15 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 95 % Say car is needed

  • 90 % Say there's wildlife

  • 87 % Say yards are well-kept

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 76 % Say people would walk alone at night

  • 76 % Say it's walkable to grocery stores

  • 74 % Say it's walkable to restaurants

  • 74 % Say streets are well-lit

  • 70 % Say neighbors are friendly

  • 57 % Say there are sidewalks

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say it's quiet

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Timothy Ballantyne
    "Friendly helpful neighbors community support for different kinds of groups volunteer firefighters and ambulance "
    0
    Flag
  • Dave M.
    "the deep river muster, all my friends and family, great community!! deep river day in September. Small town America in New England!!"
    4
    Flag
  • Timothy B.
    "friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 424 Winthrop Rd

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Off Market Homes Near 424 Winthrop Rd

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Frequently asked questions about 424 Winthrop Rd

  • What is 424 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 424 Winthrop Rd in Deep River, CT is $537,100.
  • What is the price history for 424 Winthrop Rd?
    424 Winthrop Rd in Deep River, CT last sold for $175,000 in September 2019.
  • Is Deep River a buyer's or seller's market?
    Deep River is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Deep River?
    Residents describe Deep River, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Deep River, CT.
  • How big is the lot at 424 Winthrop Rd?
    The lot at 424 Winthrop Rd in Deep River, CT is about 1.8 acres.
  • Does 424 Winthrop Rd have a garage?
    Yes, 424 Winthrop Rd in Deep River, CT has a garage.