453 Winthrop Rd, Deep River, CT 06417
OFF MARKET

$532,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,972 sqft (on 1.84 acres)

453 Winthrop Rd, Deep River, CT 06417

Est. Refi. Payment $3,767/mo*
Refinance Your Home
Currently Off Market - Sold Apr 3, 2015 for $1,600

Home Value

Trulia Estimate
$533K
Since last month
Decreased$15K (-2.6%)
Since last year
Increased$23K (+4.4%)
Since last sale
Increased$532K (+33,231.3%)
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 +363% in the last 10 years
MonthEstimated value
2026
September 2026$533K
August 2026$548K
July 2026$528K
June 2026$532K
May 2026$543K
April 2026$501K
March 2026$520K
February 2026$479K
January 2026$496K
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
365 Winthrop Road, Deep River, CT
0.42
Single-Family Home
$568,000
08/14/26
3
2
1,984
36 Laurel Wood Dr, Deep River, CT
0.40
Single-Family Home
$450,000
05/22/26
3
2
1,789
51 Witch Hazel Drive, Deep River, CT
0.42
Single-Family Home
$750,000
07/13/26
3
3
2,231
57 Witch Hazel Drive, Deep River, CT
0.53
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
16 Glen Grove Road, Deep River, CT
0.37
Single-Family Home
$850,000
09/09/26
4
2.5
2,782
7 Bushy Hill Road, Deep River, CT
0.67
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
200 Westbrook Road, Deep River, CT
0.77
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
112 Cedar Swamp Road, Deep River, CT
0.70
Single-Family Home
$605,000
04/29/26
4
3
2,969
32 Pinewood Trail, Deep River, CT
0.53
Single-Family Home
$825,000
11/18/25
4
3.5
3,697
272 Westbrook Road, Deep River, CT
1.03
Single-Family Home
$600,000
04/08/26
3
2.5
1,728

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
460 Winthrop Road, Deep River, CT 06417
0.06
$410,500
3
1.5
1,626
Off Market
20 Glen Grove Road Extension, Deep River, CT 06417
0.27
$411,200
3
1.5
1,284
Off Market
51 Cedar Lake Road, Deep River, CT 06417
0.24
$840,200
2
2
2,123
Off Market
23 Stevenstown Road, Deep River, CT 06417
0.31
$399,400
4
2
1,849
Off Market
16 Glen Grove Road, Deep River, CT 06417
0.37
$850,000
4
2.5
2,782
Recently Sold
61 Cedar Lake Road, Deep River, CT 06417
0.32
$1,075,000
3
3.5
3,864
Off Market
51 Witch Hazel Drive, Deep River, CT 06417
0.41
$750,000
3
3
2,231
Recently Sold
Cedar Lake Road, Deep River, CT 06417
0.36
-
-
-
-
Off Market
365 Winthrop Road, Deep River, CT 06417
0.42
$568,000
3
2
1,984
Recently Sold
538 Winthrop Road #11, Deep River, CT 06417
0.42
-
3
1.5
2,006
Off Market
538 Winthrop Road, Deep River, CT 06417
0.43
$300,000
2
1
650
Recently Sold
Westbrook Road, Deep River, CT 06417
0.52
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 453 Winthrop Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1790
1.84 acre lot
1,972 sqft
$270/sqft

About this House

Great rental opportunity in Deep River! This 3 bedroom, 2 bath Colonial sits on a private 1.84 acre lot right on Route 80. With new kitchen cabinets, the home also has hardwood floors, ample attic storage, and a bright sunroom.
453 Winthrop Rd, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 1,972 sqft single-family home built in 1790. It last sold for $1,600 on Apr 3, 2015. More recently, it was listed as a rental in December 2014 with an asking price of $1,600 per month. That rental listing was removed on April 3, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $532,500, with a rent estimate of $2,925/month.

Home Details for 453 Winthrop Rd

Property Information

Year Built
Year Built: 1790
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Interior Details
Attic
Appliances & Utilities
Refrigerator

Exterior Features

Exterior Home Features
Patio

Community

Units in Building: 1

Lot Information

Lot Area: 1.84 acres

Price and Tax history

DateEventPrice
Apr 3, 2015
Source: N/A
Sold
$1,600
Apr 3, 2015
Source: Agent Provided
ListingRemoved
$1,600
Dec 3, 2014
Source: Agent Provided
Listed For Rent
$1,600
Oct 16, 2013
Source: N/A
Sold
$117,000

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 453 Winthrop Rd

  • What is 453 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 453 Winthrop Rd in Deep River, CT is $532,500.
  • What is the price history for 453 Winthrop Rd?
    453 Winthrop Rd in Deep River, CT last sold for $1,600 in April 2015.
  • 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 453 Winthrop Rd?
    The lot at 453 Winthrop Rd in Deep River, CT is about 1.8 acres.

Apartments for Rent

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