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

$781,600

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,992 sqft (on 5.33 acres)

303 Winthrop Rd, Deep River, CT 06417

Refinance Your Home
Currently Off Market - Sold Mar 1, 2021 for $480,000

Home Value

Trulia Estimate
$782K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$17K (+2.2%)
Since last sale
Increased$304K (+63.4%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$784K
August 2026$782K
July 2026$787K
June 2026$811K
May 2026$810K
April 2026$773K
March 2026$774K
February 2026$724K
January 2026$726K
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
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
0.52
Single-Family Home
$605,000
04/29/26
4
3
2,969
7 Bushy Hill Road, Deep River, CT
0.55
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
365 Winthrop Road, Deep River, CT
0.28
Single-Family Home
$568,000
08/14/26
3
2
1,984
36 Laurel Wood Dr, Deep River, CT
0.56
Single-Family Home
$450,000
05/22/26
3
2
1,789
51 Witch Hazel Drive, Deep River, CT
0.95
Single-Family Home
$750,000
07/13/26
3
3
2,231
151 Bushy Hill Road, Deep River, CT
0.98
Single-Family Home
$775,000
04/15/26
3
4
2,611
56 Shailer Pond Road, Deep River, CT
1.02
Single-Family Home
$730,000
07/29/26
3
2.5
2,848
95 Cedar Swamp Road, Chester, CT
1.24
Single-Family Home
$1,017,000
10/20/25
4
3.5
4,341
57 Witch Hazel Drive, Deep River, CT
1.02
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
273 Winthrop Road, Deep River, CT 06417
0.12
$310,100
2
1
948
Off Market
2 Pinewood Trail, Deep River, CT 06417
0.14
$696,000
3
3.5
2,403
Off Market
39 Pinewood Trail, Deep River, CT 06417
0.19
$778,100
3
2.5
2,566
Off Market
32 Pinewood Trail, Deep River, CT 06417
0.19
$825,000
4
3.5
3,697
Recently Sold
365 Winthrop Road, Deep River, CT 06417
0.28
$568,000
3
2
1,984
Recently Sold
Westbrook Road, Deep River, CT 06417
0.41
-
-
-
-
Off Market
112 Cedar Swamp Road, Deep River, CT 06417
0.52
$605,000
4
3
2,969
Recently Sold
Cedar Swamp Road, Deep River, CT 06417
0.51
$175,000
-
-
-
Recently Sold
7 Bushy Hill Road, Deep River, CT 06417
0.55
$743,500
4
2.5
2,828
Off Market
Cedar Lake Road, Deep River, CT 06417
0.63
-
-
-
-
Off Market
20 Glen Grove Road Extension, Deep River, CT 06417
0.62
$415,000
3
1.5
1,284
Off Market
51 Cedar Lake Road, Deep River, CT 06417
0.67
$870,400
2
2
2,123
Off Market

Local Information

  • Map ViewExplore the area around 303 Winthrop Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
5.33 acre lot
3,992 sqft
$196/sqft
Garage

About this House

Beautiful Colonial with many options for main living, an in-law, two families, office, business, you name it! Two separate fenced off areas for horses or cattle - was once used for cows, pigs, etc. with a 3 stall barn with water access. Home is a continuing project but the owners wanted to offer it now, as they continue with the work. This house has to be seen! Located on Winthrop road along the route with the new Deep River Farms, Larimar Show Stables, and Foggy Meadow Farm - this could be the next new spot! Main home has one first floor bedroom and two upstairs, addition has one main floor bedroom and one master upstairs. The addition has a room that was allocated for a wet bar, potential to finish as a kitchen. This home is still under going updates by the owners, but they wanted to offer it now.
303 Winthrop Rd, Deep River, CT 06417 is a 5 bedroom, 4 bathroom, 3,992 sqft single-family home built in 1980. It last sold for $480,000 on Mar 1, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $781,600, with a rent estimate of $4,669/month.

Home Details for 303 Winthrop Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 10
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5.33 acres

Price and Tax history

DateEventPrice
Mar 1, 2021
Source: Smart MLS #170326063
Sold
$480,000
Jan 25, 2021
Source: Smart MLS #170326063
Contingent
$499,000
Aug 13, 2020
Source: Agent Provided
Listed For Sale
$499,000

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 303 Winthrop Rd

  • What is 303 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 303 Winthrop Rd in Deep River, CT is $781,600.
  • What is the price history for 303 Winthrop Rd?
    303 Winthrop Rd in Deep River, CT last sold for $480,000 in March 2021.
  • 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 303 Winthrop Rd have laundry facilities?
    Yes, 303 Winthrop Rd in Deep River, CT has in-unit laundry.
  • How big is the lot at 303 Winthrop Rd?
    The lot at 303 Winthrop Rd in Deep River, CT is about 5.3 acres.

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