68 Winter Ave, Deep River, CT 06417
OFF MARKET

$219,100

Trulia Estimate
  • 1 Bed
  • 1 Bath
  • 594 sqft

68 Winter Ave, Deep River, CT 06417

Deep River Center
Est. Refi. Payment $1,622/mo*
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Home Value

Trulia Estimate
$219K
Since last month
Increased$2K (+0.9%)
Since last year
Increased$25K (+12.7%)
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 +26% in the last 10 years
MonthEstimated value
2026
October 2026$221K
September 2026$238K
August 2026$219K
July 2026$216K
June 2026$246K
May 2026$205K
April 2026$198K
March 2026$200K
February 2026$181K
January 2026$191K
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
5 Mitchell Lane, Deep River, CT
0.09
Single-Family Home
$366,000
12/29/25
2
1.5
1,081
8 Phelps Lane, Deep River, CT
0.51
Single-Family Home
$331,500
07/21/26
2
1
912
61 Maple St, Chester, CT
0.65
Single-Family Home
$140,000
07/13/26
2
1
672
8 Prospect Hill, Deep River, CT
0.58
Single-Family Home
$345,000
07/24/26
2
1
912
72 Winter Avenue, Deep River, CT
0.01
Single-Family Home
$320,000
08/26/26
3
3
1,836
79 Middlesex Avenue, Chester, CT
0.58
Single-Family Home
$410,000
04/30/26
2
1
1,470
79 River Street, Deep River, CT
0.56
Single-Family Home
$380,000
09/29/26
2
1
1,817
90 Water Street, Chester, CT
0.98
Single-Family Home
$177,500
06/03/26
1
1
1,034
21 East Liberty Street, Chester, CT
0.91
Single-Family Home
$252,500
11/17/25
2
1
1,012
12 Jones Lane, Deep River, CT
0.90
Single-Family Home
$430,000
06/29/26
2
1
1,200

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
72 Winter Avenue, Deep River, CT 06417
0.01
$320,000
3
3
1,836
Recently Sold
69 Winter Ave, Deep River, CT 06417
0.04
$346,600
3
1
1,056
Off Market
65 Winter Ave, Deep River, CT 06417
0.04
$318,800
2
1
1,188
Off Market
73 Winter Ave, Deep River, CT 06417
0.05
$393,000
3
2
1,344
Off Market
1 Mitchell Ln, Deep River, CT 06417
0.06
$471,000
3
1.5
1,709
Off Market
61 Winter Ave, Deep River, CT 06417
0.06
$337,400
3
1
1,096
Off Market
62 Castle Hts, Deep River, CT 06417
0.08
$460,600
3
2
1,536
Off Market
51 Winter Ave, Deep River, CT 06417
0.08
$367,100
2
1
1,116
Off Market
50 Winter Ave, Deep River, CT 06417
0.09
$334,700
2
1
813
Off Market
5 Mitchell Lane, Deep River, CT 06417
0.09
$366,000
2
1.5
1,081
Recently Sold
Address Not Disclosed, Deep River, CT 06417
0.09
$413,200
3
1.5
1,184
Off Market
42 Winter Ave, Deep River, CT 06417
0.11
$372,400
3
2
1,602
Off Market
45 Winter Ave, Deep River, CT 06417
0.11
$388,500
3
2
996
Off Market
40 Winter Ave, Deep River, CT 06417
0.12
$427,400
4
3
1,686
Off Market
72 Castle Hts, Deep River, CT 06417
0.12
$339,500
3
1
1,224
Off Market
60 Castle Hts, Deep River, CT 06417
0.12
$445,800
3
2
1,772
Off Market
64 Castle Hts, Deep River, CT 06417
0.12
$407,400
3
2
1,390
Off Market
41 Winter Ave, Deep River, CT 06417
0.14
$469,500
2
1.5
1,637
Off Market
12 Middlesex Ave, Chester, CT 06412
0.14
$430,500
1
2
1,612
Off Market
71 Castle Hts, Deep River, CT 06417
0.14
$292,200
2
1
720
Off Market

Local Information

  • Map ViewExplore the area around 68 Winter Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
594 sqft
$369/sqft

About this House

Cute one bedroom apartment close to the center of town and the Connecticut River. Laundry in garage below apartment. Garage available for storage only. Tenant responsible for lawn care, snow removal, and utilities. Pets considered. Credit check. First month's rent plus two month's security deposit. No smoking.
68 Winter Ave, Deep River, CT 06417 is a 1 bedroom, 1 bathroom, 594 sqft single-family home in Deep River Center, built in 1960. More recently, it was listed as a rental in September 2018 with an asking price of $800 per month. That rental listing was removed on October 25, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $219,100, with a rent estimate of $1,621/month.

Home Details for 68 Winter Ave

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Appliances & Utilities
Refrigerator

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
Parking Spaces: 2

Price and Tax history

DateEventPrice
Oct 25, 2018
Source: Agent Provided
ListingRemoved
$800
Sep 24, 2018
Source: Agent Provided
Listed For Rent
$800

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

Neighborhood Overview

Deep River Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deep River Center

This October

Trick-or-Treat Score

Built from what locals say about Deep River Center.
  • 75% say there's holiday spirit
  • 73% say there are sidewalks
  • 72% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
At least 10 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 94 % Say there's wildlife

  • 94 % Say car is needed

  • 86 % Say it's walkable to grocery stores

  • 85 % Say yards are well-kept

  • 84 % Say it's walkable to restaurants

  • 82 % Say streets are well-lit

  • 80 % Say parking is easy

  • 76 % Say kids play outside

  • 75 % Say people would walk alone at night

  • 75 % Say there's holiday spirit

  • 73 % Say there are sidewalks

  • 72 % Say neighbors are friendly

  • 60 % Say they plan to stay for at least 5 years

  • 42 % Say there are community events

  • 36 % Say it's quiet

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

LGBTQ Local Legal Protections

Frequently asked questions about 68 Winter Ave

  • What is 68 Winter Ave estimated to be worth?
    Trulia's estimated value for 68 Winter Ave in Deep River, CT is $219,100.
  • 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 the Deep River Center neighborhood?
    Residents describe the Deep River Center neighborhood in Deep River, CT as dog-friendly, walkable to grocery stores, and well-kept. See recently sold homes in Deep River Center, Deep River.
  • What are the closest schools to 68 Winter Ave?
    The closest schools to 68 Winter Ave 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).
  • Does 68 Winter Ave have parking?
    Yes, 68 Winter Ave in Deep River, CT has on-site parking.

Apartments for Rent

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