560 Winthrop Rd, Deep River, CT 06417
OFF MARKET

560 Winthrop Rd
Deep River, CT 06417

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

$333,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,305/mo*
Refinance Your Home

$333,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,305/mo*
Refinance Your Home
1 Bed
1 Bath
840 sqft
(on 44 acres)

Home Value

Trulia Estimate
$333K
Since last month
Increased$27K (+8.6%)
Since last year
Decreased$8K (-2.2%)
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 decreased by -17% in the last 10 years
MonthEstimated value
2026
August 2026$344K
July 2026$317K
June 2026$332K
May 2026$326K
April 2026$322K
March 2026$340K
February 2026$316K
January 2026$327K
2025
2024
2023

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
538 Winthrop Road, Deep River, CT
0.22
Single-Family Home
$300,000
04/30/26
2
1
650
5 Tower Hill Lake Road, Deep River, CT
0.42
Single-Family Home
$480,000
09/16/25
3
2.5
2,550
1 Tower Hill Road, Killingworth, CT
0.74
Single-Family Home
$660,000
10/21/25
3
2.5
2,386
36 Laurel Wood Dr, Deep River, CT
1.02
Single-Family Home
$450,000
05/22/26
3
2
1,789
51 Witch Hazel Drive, Deep River, CT
0.83
Single-Family Home
$750,000
07/13/26
3
3
2,231
365 Winthrop Road, Deep River, CT
0.96
Single-Family Home
$568,000
08/14/26
3
2
1,984
57 Witch Hazel Drive, Deep River, CT
0.93
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
112 Cedar Swamp Road, Deep River, CT
0.98
Single-Family Home
$605,000
04/29/26
4
3
2,969
200 Westbrook Road, Deep River, CT
1.33
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
32 Pinewood Trail, Deep River, CT
1.13
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
538 Winthrop Road, Deep River, CT 06417
0.22
$300,000
2
1
650
Recently Sold
538 Winthrop Road #11, Deep River, CT 06417
0.22
-
3
1.5
2,006
Off Market
641 Winthrop Road, Deep River, CT 06417
0.36
$888,600
3
3
2,584
Off Market
23 Stevenstown Road, Deep River, CT 06417
0.43
$399,200
4
2
1,849
Off Market
5 Tower Hill Lake Road, Deep River, CT 06417
0.42
$518,600
3
2.5
2,550
Off Market
63 Oakridge Drive & Tower Hill Lake Road, Deep River, CT 06417
0.48
$1,233,900
4
4.5
2,856
Off Market
61 Cedar Lake Road, Deep River, CT 06417
0.54
$1,083,400
3
3.5
3,864
Off Market
51 Cedar Lake Road, Deep River, CT 06417
0.57
$875,500
2
2
2,123
Off Market
460 Winthrop Road, Deep River, CT 06417
0.59
$419,400
3
1.5
1,626
Off Market
21 Sunset Ridge, Deep River, CT 06417
0.58
$675,000
3
3
2,893
For Sale
Cedar Lake Road, Deep River, CT 06417
0.63
-
-
-
-
Off Market
0 Route 80, Killingworth, CT 06419
0.73
-
-
-
1,089,000
Off Market

Local Information

  • Map ViewExplore the area around 560 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
$396

About this House

This single-family home is located at 560 Winthrop Rd, Deep River, CT. 560 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.
560 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 $333,000, with a rent estimate of $2,033/month.

Home Details for 560 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
$3,108
$97,190
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 560 Winthrop Rd

  • What is 560 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 560 Winthrop Rd in Deep River, CT is $333,000.
  • 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 560 Winthrop Rd?
    The closest schools to 560 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 560 Winthrop Rd?
    The lot at 560 Winthrop Rd in Deep River, CT is about 44 acres.

Apartments for Rent

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Off Market Homes Near 560 Winthrop Rd

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