Is Deep River Center, Deep River, CT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is there wildlife in Deep River Center, Deep River, CT?

As of early 2026, 94% of users say there's wildlife

Is a car needed in Deep River Center, Deep River, CT?

As of early 2026, 94% of users say car is needed

Is Deep River Center, Deep River, CT walkable to grocery stores?

As of early 2026, 86% of users say it's walkable to grocery stores

Are yards well-kept in Deep River Center, Deep River, CT?

As of early 2026, 85% of users say yards are well-kept

Is Deep River Center, Deep River, CT walkable to restaurants?

As of early 2026, 84% of users say it's walkable to restaurants

Are the streets well-lit in Deep River Center, Deep River, CT?

As of early 2026, 82% of users say streets are well-lit

Is parking easy in Deep River Center, Deep River, CT?

As of early 2026, 80% of users say parking is easy

Do kids play outside in Deep River Center, Deep River, CT?

As of early 2026, 76% of users say kids play outside

Would people walk alone at night in Deep River Center, Deep River, CT?

As of early 2026, 75% of users say people would walk alone at night

Does Deep River Center, Deep River, CT show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Does Deep River Center, Deep River, CT have sidewalks?

As of early 2026, 73% of users say there are sidewalks

Are neighbors friendly in Deep River Center, Deep River, CT?

As of early 2026, 72% of users say neighbors are friendly

Do residents of Deep River Center, Deep River, CT plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Are there community events in Deep River Center, Deep River, CT?

As of early 2026, 42% of users say there are community events

Is Deep River Center, Deep River, CT quiet?

As of early 2026, 36% of users say it's quiet

What is 68 Winter Ave estimated to be worth?

Trulia's estimated value for 68 Winter Ave in Deep River, CT is $230,900 .

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 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.

OFF MARKET

68 Winter Ave
Deep River, CT 06417

Deep River Center

1 Bed
1 Bath
594 sqft

$230,900

Trulia Estimate

as of Aug 9, 2026

Est. Refi. Payment $1,624/mo*

Refinance Your Home

$230,900

Trulia Estimate

as of Aug 9, 2026

Est. Refi. Payment $1,624/mo*

Refinance Your Home

1 Bed

1 Bath

594 sqft

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

Property Type

Single-Family Home

Year Built

1960

Living Area

594 sqft

Price/Sqft

$389

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. It is currently off market. The Trulia Estimate is $230,900, with a rent estimate of $1,667/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 History for 68 Winter Ave

Date	Price	Event	Source
10/25/2018	$800	ListingRemoved	Agent Provided

09/24/2018	$800	Listed For Rent	Agent Provided

Market trends in Deep River

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

7MoM

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Comparable Sales for 68 Winter Ave

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
138 River St, Deep River, CT	0.56	Single-Family Home	$359,000	09/04/25	2	1	1,032
79 Middlesex Avenue, Chester, CT	0.58	Single-Family Home	$410,000	04/30/26	2	1	1,470
90 Water St, Chester, CT	0.97	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
152 Union Street, Deep River, CT	0.80	Single-Family Home	$379,000	11/26/25	3	1	1,144

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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SOLD
DEC 29, 2025
$366,000
2 bd
1.5 ba
1,081 sqft
5 Mitchell Lane,
Deep River, CT 06417
William Raveis Real Estate
OFF MARKET
Est. $444,800
3 bd
1.5 ba
1,184 sqft
5 Mitchell Terrace,
Deep River, CT 06417
Calcagni Real Estate
OFF MARKET
Est. $568,000
3 bd
2 ba
1,963 sqft
16 Middlesex Avenue,
Chester, CT 06412
KW Legacy Partners
OFF MARKET
Est. $383,800
4 bd
2 ba
1,598 sqft
32 Winter Avenue,
Deep River, CT 06417
William Raveis Real Estate
OFF MARKET
95 Castle Heights,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
OFF MARKET
5 bd
2 ba
1,553 sqft
16 Winter Avenue,
Deep River, CT 06417
Century 21 AllPoints Realty
OFF MARKET
Est. $488,600
4 bd
1.5 ba
1,496 sqft
26 Middlesex Avenue,
Chester, CT 06412
Re/Max Valley Shore
FOR SALE
0.58 ACRES
$325,000
2 bd
1.5 ba
1,061 sqft
17&21 Winter Avenue,
Deep River, CT 06417
Re/Max Valley Shore
SOLD
MAY 5, 2026
$35,000
33 Castle Heights,
Deep River, CT 06417
William Raveis Real Estate
OFF MARKET
Est. $324,600
2 bd
1 ba
1,058 sqft
11 Winter Avenue,
Deep River, CT 06417
DB Associates of CT, LLC
OFF MARKET
Est. $427,000
2 bd
1.5 ba
1,362 sqft
30 Middlesex Avenue,
Chester, CT 06412
William Raveis Real Estate
FOR SALE
1.47 ACRES
$625,000
4 bd
3 ba
2,560 sqft
38 Main Street,
Deep River, CT 06417
RE/MAX on the Bay

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Additional Cost

Assigned Schools

These are the assigned schools for 68 Winter Ave.

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.

Neighborhood Overview

Deep River Center

13 Homes For You
Buy: $200k - $1.2m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Deep River Center

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
Resident
1y ago
"Friendly helpful neighbors community support for different kinds of groups volunteer firefighters and ambulance "
0
Flag
Dave M.
Resident
7y ago
"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

Apartments for Rent

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$1,390/mo
Fees may apply
1 bd
1 ba
160 Main St #11019781,
Deep River, CT 06417
Contact for price
1-2 bd
1-2 ba
3 S Wig Hill Rd #f320a52c6,
Chester, CT 06412
Contact for price
1-2 bd
1-2 ba
10 Prospect St #f320a52c6,
Deep River, CT 06417
Contact for price
1-2 bd
1-2 ba
132 Main St #f320a52c6,
Chester, CT 06412
APPLY INSTANTLY
$2,000/mo
Total price
1 bd
1 ba
68 W Main St #2,
Chester, CT 06412
APPLY INSTANTLY
$2,000/mo
Total price
2 bd
1 ba
Address Not Disclosed,
Deep River, CT 06417
APPLY INSTANTLY
$10,000/mo
Total price
3 bd
3.5 ba
150 Ferry Rd #THE,
Old Lyme, CT 06371
See more homes for rent in
Deep River
Take a look

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Homes for sale near 68 Winter Ave

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0.58 ACRES
$325,000
2 bd
1.5 ba
1,061 sqft
17&21 Winter Avenue,
Deep River, CT 06417
Re/Max Valley Shore
0.52 ACRES
$399,900
2 bd
1 ba
1,817 sqft
79 River Street,
Deep River, CT 06417
Compass Connecticut, LLC
$429,900
2 bd
1 ba
1,114 sqft
58 Union Street,
Deep River, CT 06417
Compass Connecticut, LLC
1.47 ACRES
$625,000
4 bd
3 ba
2,560 sqft
38 Main Street,
Deep River, CT 06417
RE/MAX on the Bay
OPEN SAT, 12-2PM
0.68 ACRES
$499,000
3 bd
2 ba
1,188 sqft
135 Middlesex Avenue,
Chester, CT 06412
Re/Max Valley Shore
0.45 ACRES
$1,199,999
9 bd
9 ba
4,982 sqft
209 Main Street,
Deep River, CT 06417
William Pitt Sotheby's Int'l
3.2 ACRES
$2,200,000
4 bd
3.5 ba
3,957 sqft
47 East Kings Highway,
Chester, CT 06412
Chiarito Real Estate LLC
4.4 ACRES
$779,000
3 bd
2.5 ba
2,433 sqft
257 West Elm Street,
Deep River, CT 06417
William Raveis Real Estate
See more homes for sale in
Deep River
Take a look

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Off Market Homes Near 68 Winter Ave

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SOLD
JUL 31, 2026
$150,000
86 Bushy Hill Road,
Ivoryton, CT 06442
Compass Connecticut, LLC
SOLD
JUL 28, 2026
$245,000
2 bd
1.5 ba
1,080 sqft
391 Main Street #308,
Deep River, CT 06417
Team Jermainne Real Estate Services, LLC
SOLD
JUL 24, 2026
$345,000
2 bd
1 ba
912 sqft
8 Prospect Hill,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
SOLD
JUL 23, 2026
$233,600
2 bd
2 ba
1,344 sqft
3 KIRTLAND Avenue,
Chester, CT 06412
Realhome Services & Solutions
SOLD
JUL 21, 2026
$331,500
2 bd
1 ba
912 sqft
8 Phelps Lane,
Deep River, CT 06417
Real Broker CT, LLC
SOLD
JUL 13, 2026
$140,000
2 bd
1 ba
672 sqft
61 Maple St,
Chester, CT 06412
SOLD
JUL 9, 2026
$305,100
2 bd
2 ba
1,324 sqft
128 Mares Hill Road,
Ivoryton, CT 06442
Coldwell Banker Realty
SOLD
JUL 7, 2026
$200,000
2 bd
1 ba
1,698 sqft
41 Town St,
East Haddam, CT 06423
SOLD
JUN 30, 2026
$325,000
3 bd
3 ba
1,436 sqft
102 West Bridge Street,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
SOLD
JUN 23, 2026
$116,000
1 bd
1 ba
480 sqft
7 Hazen St,
Chester, CT 06412
See more homes for sale in
Deep River
Take a look

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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 $230,900.
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 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.

68 Winter Ave
Deep River, CT 06417

$230,900

$230,900