414 Winthrop Rd, Deep River, CT 06417
OFF MARKET

414 Winthrop Rd
Deep River, CT 06417

  • 2 Beds
  • 1 Bath
  • 1,290 sqft (on 1 acre)

$313,900

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $2,172/mo*

$313,900

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $2,172/mo*
2 Beds
1 Bath
1,290 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 414 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
1955
Lot Size
1 acre
Living Area
1,290 sqft
Price/Sqft
$243
Parking
Garage

About this House

This single-family home is located at 414 Winthrop Rd, Deep River, CT. 414 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 2 bedrooms, 1 bathroom and approximately 1,290 sqft of floor space. This property has a lot size of 1 acre and was built in 1955.
414 Winthrop Rd, Deep River, CT 06417 is a 2 bedroom, 1 bathroom, 1,290 sqft single-family home built in 1955. It is currently off market. The Trulia Estimate is $313,900, with a rent estimate of $2,488/month.

Home Details for 414 Winthrop Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

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
7
MoM
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Property Tax and Assessment

Year2025
Tax$4,435
Assessment$138,670
Home facts updated by county records

Comparable Sales for 414 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.41
Single-Family Home
$450,000
05/22/26
3
2
1,789
0.82
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
0.58
Single-Family Home
$300,000
04/30/26
2
1
650
0.59
Single-Family Home
$750,000
07/13/26
3
3
2,231
0.70
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
0.51
Single-Family Home
$605,000
04/29/26
4
3
2,969
0.63
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
0.38
Single-Family Home
$825,000
11/18/25
4
3.5
3,697
1.08
Single-Family Home
$480,000
09/16/25
3
2.5
2,550
1.10
Single-Family Home
$730,000
07/29/26
3
2.5
2,848

Nearby homes

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Assigned Schools

These are the assigned schools for 414 Winthrop Rd.
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 "
  • Dave M.
    "the deep river muster, all my friends and family, great community!! deep river day in September. Small town America in New England!!"
  • Timothy B.
    "friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 414 Winthrop Rd

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Off Market Homes Near 414 Winthrop Rd

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