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

$349,000

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 816 sqft (on 2 acres)

375 Winthrop Rd, Deep River, CT 06417

Est. Refi. Payment $2,495/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2019 for $207,000

Home Value

Trulia Estimate
$349K
Since last month
Decreased$6K (-1.6%)
Since last year
Increased$16K (+4.8%)
Since last sale
Increased$142K (+68.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
September 2026$349K
August 2026$355K
July 2026$345K
June 2026$350K
May 2026$352K
April 2026$333K
March 2026$331K
February 2026$313K
January 2026$314K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Laurel Wood Dr, Deep River, CT
0.37
Single-Family Home
$450,000
05/22/26
3
2
1,789
365 Winthrop Road, Deep River, CT
0.05
Single-Family Home
$568,000
08/14/26
3
2
1,984
538 Winthrop Road, Deep River, CT
0.78
Single-Family Home
$300,000
04/30/26
2
1
650
16 Glen Grove Road, Deep River, CT
0.20
Single-Family Home
$850,000
09/09/26
4
2.5
2,782
32 Pinewood Trail, Deep River, CT
0.19
Single-Family Home
$825,000
11/18/25
4
3.5
3,697
112 Cedar Swamp Road, Deep River, CT
0.49
Single-Family Home
$605,000
04/29/26
4
3
2,969
200 Westbrook Road, Deep River, CT
0.78
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
51 Witch Hazel Drive, Deep River, CT
0.68
Single-Family Home
$750,000
07/13/26
3
3
2,231
7 Bushy Hill Road, Deep River, CT
0.52
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
57 Witch Hazel Drive, Deep River, CT
0.77
Single-Family Home
$610,000
05/12/26
3
2.5
1,887

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
365 Winthrop Road, Deep River, CT 06417
0.05
$568,000
3
2
1,984
Recently Sold
2 Pinewood Trail, Deep River, CT 06417
0.18
$698,000
3
3.5
2,403
Off Market
32 Pinewood Trail, Deep River, CT 06417
0.19
$888,600
4
3.5
3,697
Off Market
16 Glen Grove Road, Deep River, CT 06417
0.20
$850,000
4
2.5
2,782
Recently Sold
Westbrook Road, Deep River, CT 06417
0.33
-
-
-
-
Off Market
20 Glen Grove Road Extension, Deep River, CT 06417
0.37
$411,200
3
1.5
1,284
Off Market
Cedar Swamp Road, Deep River, CT 06417
0.38
$175,000
-
-
-
Recently Sold
51 Cedar Lake Road, Deep River, CT 06417
0.39
$840,200
2
2
2,123
Off Market
460 Winthrop Road, Deep River, CT 06417
0.38
$410,500
3
1.5
1,626
Off Market
Cedar Lake Road, Deep River, CT 06417
0.39
-
-
-
-
Off Market
39 Pinewood Trail, Deep River, CT 06417
0.40
$779,200
3
2.5
2,566
Off Market
273 Winthrop Road, Deep River, CT 06417
0.43
$314,700
2
1
948
Off Market

Local Information

  • Map ViewExplore the area around 375 Winthrop Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1956
2 acre lot
816 sqft
$428/sqft
Garage

About this House

This single-family home is located at 375 Winthrop Rd, Deep River, CT. 375 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 2 bedrooms, 1 bathroom and approximately 816 sqft of floor space. This property has a lot size of 2.30 acres and was built in 1956.
375 Winthrop Rd, Deep River, CT 06417 is a 2 bedroom, 1 bathroom, 816 sqft single-family home built in 1956. It last sold for $207,000 on May 6, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $349,000, with a rent estimate of $2,363/month.

Home Details for 375 Winthrop Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 4
Heating & Cooling
Heating: Forced Air, Propane Butane, SolarHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Concrete
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

DateEventPrice
May 6, 2019
Source: Smart MLS #170172357
Sold
$207,000
Mar 20, 2019
Source: Agent Provided
Pending
$225,000
Mar 13, 2019
Source: Agent Provided
Listed For Sale
$225,000
Jan 5, 2012
Source: N/A
Sold
$215,000
Jul 21, 2011
Source: Smart MLS #M9129868
Sold
$160,000

Market trends in Deep River

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20

Around this home

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

Frequently asked questions about 375 Winthrop Rd

  • What is 375 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 375 Winthrop Rd in Deep River, CT is $349,000.
  • What is the price history for 375 Winthrop Rd?
    375 Winthrop Rd in Deep River, CT last sold for $207,000 in May 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.
  • Does 375 Winthrop Rd have laundry facilities?
    Yes, 375 Winthrop Rd in Deep River, CT has in-unit laundry.
  • How big is the lot at 375 Winthrop Rd?
    The lot at 375 Winthrop Rd in Deep River, CT is about 2.3 acres.

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