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

OFF MARKET

23 Winter Ave
Deep River, CT 06417

Deep River Center

2 Beds
2 Baths
1,400 sqft

$300,000

Trulia Estimate

as of Aug 5, 2026

Est. Refi. Payment $2,088/mo*

Refinance Your Home

$300,000

Trulia Estimate

as of Aug 5, 2026

Est. Refi. Payment $2,088/mo*

Refinance Your Home

2 Beds

2 Baths

1,400 sqft

Local Information

Map ViewExplore the area around 23 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

1935

Living Area

1,400 sqft

Price/Sqft

$214

About this House

Property Id: 131746 Cute 2 bedroom on a quiet street near downtown and walking distance to elementary school.
Big yard with back deck. full basement with laundry.
Gingerbreading outside with flower boxes make this home cute curbside.
hardwood floors, gas heat and fairly new windows. skylights in 3 rooms.

23 Winter Ave, Deep River, CT 06417 is a 2 bedroom, 2 bathroom, 1,400 sqft single-family home in Deep River Center, built in 1935. It last sold for $30,000 on Oct 10, 1997. More recently, it was listed as a rental in June 2019 with an asking price of $1,175 per month. That rental listing was removed on July 3, 2019. It is currently off market. The Trulia Estimate is $300,000, with a rent estimate of $2,812/month.

Home Details for 23 Winter Ave

Interior Features
Interior Details BasementAtticNumber of Rooms: 4Types of Rooms: Dining Room, Workshop
Heating & Cooling Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood, Laminate
Appliances & Utilities DishwasherDryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodLawn
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1935
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 10018 sqft

Price History for 23 Winter Ave

Date	Price	Event	Source
07/03/2019	$1,175	ListingRemoved	Agent Provided

06/19/2019	$1,175	Listed For Rent	Agent Provided

01/14/2018	$1,175	ListingRemoved	N/A

12/27/2017	$1,175	Listed For Rent	N/A

10/10/1997	$30,000	Sold	N/A
Recording Date 10/10/1997 County Transfer Tax N/A Total Transfer Tax N/A

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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Property Tax and Assessment

Year	2025
Tax	$3,100
Assessment	$96,950

Home facts updated by county records

Comparable Sales for 23 Winter Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5 Mitchell Lane, Deep River, CT	0.12	Single-Family Home	$366,000	12/29/25	2	1.5	1,081
15 Prospect Street, Deep River, CT	0.47	Single-Family Home	$393,000	11/21/25	3	2	1,352
2 Crescent Street, Deep River, CT	0.41	Single-Family Home	$421,000	12/19/25	4	1.5	1,878
69 High Street, Deep River, CT	0.78	Single-Family Home	$407,000	11/24/25	2	1.5	1,440
8 Prospect Hill, Deep River, CT	0.42	Single-Family Home	$345,000	07/24/26	2	1	912
81 Main Street, Chester, CT	0.75	Single-Family Home	$618,000	06/11/26	2	2	1,128
111 Union St, Deep River, CT	0.72	Single-Family Home	$275,000	12/02/25	2	2	1,172
8 Phelps Lane, Deep River, CT	0.53	Single-Family Home	$331,500	07/21/26	2	1	912
15 Grove Street, Deep River, CT	0.58	Single-Family Home	$415,000	07/24/26	4	1.5	1,080
12 Jones Lane, Deep River, CT	0.70	Single-Family Home	$430,000	06/29/26	2	1	1,200

Nearby homes

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

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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
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
Est. $324,600
2 bd
1 ba
1,058 sqft
11 Winter Avenue,
Deep River, CT 06417
DB Associates of CT, LLC
OFF MARKET
5 bd
2 ba
1,553 sqft
16 Winter Avenue,
Deep River, CT 06417
Century 21 AllPoints Realty
SOLD
MAY 5, 2026
$35,000
33 Castle Heights,
Deep River, CT 06417
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
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. $443,000
3 bd
1.5 ba
1,184 sqft
5 Mitchell Terrace,
Deep River, CT 06417
Calcagni Real Estate
OFF MARKET
95 Castle Heights,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
OFF MARKET
Est. $513,600
5 bd
3 ba
2,000 sqft
57 Main Street,
Deep River, CT 06417
William Raveis Real Estate
OFF MARKET
Est. $584,000
3 bd
2 ba
1,478 sqft
63 Main Street,
Deep River, CT 06417
Compass Connecticut, LLC
FOR SALE
0.61 ACRES
$259,000
3 bd
3 ba
1,836 sqft
72 Winter Avenue,
Deep River, CT 06417
Coldwell Banker Realty

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Additional Cost

Assigned Schools

These are the assigned schools for 23 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

14 Homes For You
Buy: $205k - $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
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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
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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
10 Prospect St #f320a52c6,
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
132 Main St #f320a52c6,
Chester, CT 06412
NEW - 6 HRS AGO
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
$2,750/mo
Fees may apply
1 bd
1 ba
107 W Main St #1-B,
Chester, CT 06412
See more homes for rent in
Deep River
Take a look

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Homes for sale near 23 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
0.61 ACRES
$259,000
3 bd
3 ba
1,836 sqft
72 Winter Avenue,
Deep River, CT 06417
Coldwell Banker Realty
0.52 ACRES
$399,900
2 bd
1 ba
1,817 sqft
79 River 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
COMING SOON 8/5
$449,900
2 bd
1 ba
1,114 sqft
58 Union Street,
Deep River, CT 06417
Compass Connecticut, LLC
0.68 ACRES
$499,000
3 bd
2 ba
1,188 sqft
135 Middlesex Avenue,
Chester, CT 06412
Re/Max Valley Shore
0.27 ACRES
$299,900
3 bd
1 ba
1,217 sqft
92 Water Street,
Chester, CT 06412
SSG Real Estate LLC
0.28 ACRES
$274,900
1 bd
1 ba
1,034 sqft
90 Water Street,
Chester, CT 06412
SSG Real Estate LLC
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
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Deep River
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Off Market Homes Near 23 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 24, 2026
$415,000
4 bd
1.5 ba
1,080 sqft
15 Grove Street,
Deep River, CT 06417
William Raveis Real Estate
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 17, 2026
$371,500
2 bd
1 ba
806 sqft
19 Blake Street,
Ivoryton, CT 06442
Berkshire Hathaway NE Prop.
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 8, 2026
$439,900
4 bd
2 ba
1,884 sqft
16 Main Street,
Essex, CT 06426
William Pitt Sotheby's Int'l
SOLD
JUL 7, 2026
$200,000
2 bd
1 ba
1,698 sqft
41 Town St,
East Haddam, CT 06423
See more homes for sale in
Deep River
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23 Winter Ave
Deep River, CT 06417

$300,000

$300,000