Winthrop Rd, Deep River, CT 06417
OFF MARKET

Winthrop Rd
Deep River, CT 06417

  • 1 Bed
  • 1 Bath
  • 840 sqft (on 44 acres)

$349,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,420/mo*
Refinance Your Home

$349,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,420/mo*
Refinance Your Home
1 Bed
1 Bath
840 sqft
(on 44 acres)

Home Value

Trulia Estimate
$350K
Since last month
Increased$4K (+1.2%)
Since last year
Decreased$9K (-2.5%)
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 +113% in the last 10 years
MonthEstimated value
2026
August 2026$354K
July 2026$350K
June 2026$349K
May 2026$354K
April 2026$350K
March 2026$369K
February 2026$343K
January 2026$347K
2025
2024
2023
2022
2021
2020

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
28 Bahr Rd, Deep River, CT
0.55
Single-Family Home
$600,000
12/22/25
3
2
1,414
92 Warsaw Street, Deep River, CT
0.91
Single-Family Home
$419,588
02/03/26
2
1
1,100
47 Plains Road, Deep River, CT
0.60
Single-Family Home
$450,000
01/15/26
3
2
1,958
36 Highland Terrace, Ivoryton, CT
1.28
Single-Family Home
$490,001
06/10/26
3
1
1,161
120 Warsaw Street, Deep River, CT
0.93
Single-Family Home
$441,000
05/21/26
3
1.5
2,283
36 Laurel Wood Dr, Deep River, CT
1.10
Single-Family Home
$450,000
05/22/26
3
2
1,789
365 Winthrop Road, Deep River, CT
0.96
Single-Family Home
$568,000
08/14/26
3
2
1,984
19 Blake Street, Ivoryton, CT
1.55
Single-Family Home
$371,500
07/17/26
2
1
806
179 Bushy Hill Road, Deep River, CT
1.00
Single-Family Home
$385,000
11/04/25
3
2.5
2,179
32 Pinewood Trail, Deep River, CT
0.82
Single-Family Home
$825,000
11/18/25
4
3.5
3,697

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
39 Winthrop Road, Deep River, CT 06417
0.42
$2,425,800
3
3.5
3,478
Off Market
273 Winthrop Road, Deep River, CT 06417
0.58
$311,900
2
1
948
Off Market
39 Pinewood Trail, Deep River, CT 06417
0.62
$785,400
3
2.5
2,566
Off Market
47 Plains Road, Deep River, CT 06417
0.60
$450,000
3
2
1,958
Recently Sold
4 Bahr Road, Deep River, CT 06417
0.62
-
4
1.5
1,744
Off Market
362 West Elm Street, Deep River, CT 06417
0.71
-
3
1
1,398
Off Market
32 Pinewood Trail, Deep River, CT 06417
0.82
$825,000
4
3.5
3,697
Recently Sold
2 Pinewood Trail, Deep River, CT 06417
0.83
$697,500
3
3.5
2,403
Off Market
38 Rosemont Drive, Deep River, CT 06417
0.86
$622,000
3
2.5
2,400
Off Market
151 Bushy Hill Road, Deep River, CT 06417
0.91
$775,000
3
4
2,611
Recently Sold
Westbrook Road, Deep River, CT 06417
0.92
-
-
-
-
Off Market
7 Bushy Hill Road, Deep River, CT 06417
0.93
$700,000
4
2.5
2,828
Recently Sold

Local Information

  • Map ViewExplore the area around 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
1993
Lot Size
44 acres
Living Area
840 sqft
Price/Sqft
$417

About this House

This single-family home is located at Winthrop Rd, Deep River, CT. Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 1 bedroom, 1 bathroom and approximately 840 sqft of floor space. This property has a lot size of 44.00 acres and was built in 1993.
Winthrop Rd, Deep River, CT 06417 is a 1 bedroom, 1 bathroom, 840 sqft single-family home built in 1993. It is currently off market. The Trulia Estimate is $349,900, with a rent estimate of $2,015/month.

Home Details for Winthrop Rd

Interior Features

Heating & Cooling
Heating: CoalHeating Fuel: Coal
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 44.00 acres

Price and Tax history

YearProperty taxTax assessment
2025
$2,844
$96,140
Home facts updated by county records

Market trends in Deep River

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
1MoM

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 Winthrop Rd

  • What is Winthrop Rd estimated to be worth?
    Trulia's estimated value for Winthrop Rd in Deep River, CT is $349,900.
  • 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.
  • What are the closest schools to Winthrop Rd?
    The closest schools to Winthrop Rd in Deep River, CT are Deep River Elementary School (Pre-K, rated 7/10), John Winthrop Middle School (rated 4/10), Valley Regional High School (rated 7/10).
  • How big is the lot at Winthrop Rd?
    The lot at Winthrop Rd in Deep River, CT is about 44 acres.

Apartments for Rent

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