21 Winthrop Rd, Deep River, CT 06417
OFF MARKET

21 Winthrop Rd
Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 3,344 sqft (on 10.83 acres)

$1,080,900

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,326/mo*
Refinance Your Home

$1,080,900

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $7,326/mo*
Refinance Your Home
3 Beds
2 Baths
3,344 sqft
(on 10.83 acres)

Local Information

  • Map ViewExplore the area around 21 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
1963
Lot Size
10.83 acres
Living Area
3,344 sqft
Price/Sqft
$323
Parking
Garage

About this House

This single-family home is located at 21 Winthrop Rd, Deep River, CT. 21 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 3 bedrooms, 2 bathrooms and approximately 3,344 sqft of floor space. This property has a lot size of 10.83 acres and was built in 1963.
21 Winthrop Rd, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 3,344 sqft single-family home built in 1963. It is currently off market. The Trulia Estimate is $1,080,900, with a rent estimate of $3,662/month.

Home Details for 21 Winthrop Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Hot Tub or Spa

Exterior Features

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

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10.83 acres

Market trends in Deep River

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
21
7MoM
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Property Tax and Assessment

Year2025
Tax$17,284
Assessment$540,470
Home facts updated by county records

Comparable Sales for 21 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
28 Bahr Rd, Deep River, CT
0.11
Single-Family Home
$600,000
12/22/25
3
2
1,414
47 Plains Road, Deep River, CT
0.31
Single-Family Home
$450,000
01/15/26
3
2
1,958
120 Warsaw Street, Deep River, CT
0.48
Single-Family Home
$441,000
05/21/26
3
1.5
2,283
92 Warsaw Street, Deep River, CT
0.40
Single-Family Home
$419,588
02/03/26
2
1
1,100
129 Falls Landing Road, Deep River, CT
0.70
Single-Family Home
$640,000
12/19/25
4
2.5
2,550
113 Hemlock Drive, Deep River, CT
0.93
Single-Family Home
$506,000
09/08/25
3
1.5
1,474
124 Kelsey Hill Road, Deep River, CT
1.06
Single-Family Home
$560,000
10/16/25
3
2
1,709
46 Hemlock Drive, Deep River, CT
1.04
Single-Family Home
$393,000
03/17/26
4
1.5
1,688
62 Hemlock Drive, Deep River, CT
1.01
Single-Family Home
$460,000
08/29/25
4
3
2,232
41 Mitchel Terrace, Ivoryton, CT
1.28
Single-Family Home
$650,000
11/10/25
3
2.5
2,816

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Winthrop Rd.
View nearby schools on GreatSchools
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 "
    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

Apartments for Rent

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Homes for sale near 21 Winthrop Rd

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Off Market Homes Near 21 Winthrop Rd

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Frequently asked questions about 21 Winthrop Rd

  • What is 21 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 21 Winthrop Rd in Deep River, CT is $1,080,900.
  • 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 21 Winthrop Rd?
    The closest schools to 21 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 21 Winthrop Rd?
    The lot at 21 Winthrop Rd in Deep River, CT is about 10.8 acres.
  • Does 21 Winthrop Rd have a garage?
    Yes, 21 Winthrop Rd in Deep River, CT has a garage.