23 Winter Ave, Deep River, CT 06417
Property image
Property image
OFF MARKET

$287,900

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,400 sqft

23 Winter Ave, Deep River, CT 06417

Deep River Center
Est. Refi. Payment $2,071/mo*
Refinance Your Home
Currently Off Market - Sold Oct 10, 1997 for $30,000

Home Value

Trulia Estimate
$288K
Since last month
Increased$3K (+0.9%)
Since last year
Increased$8K (+2.8%)
Since last sale
Increased$260K (+868%)
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 +82% in the last 10 years
MonthEstimated value
2026
September 2026$290K
August 2026$288K
July 2026$304K
June 2026$313K
May 2026$310K
April 2026$292K
March 2026$285K
February 2026$270K
January 2026$271K
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
0.12
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
72 Winter Avenue, Deep River, CT
0.20
Single-Family Home
$320,000
08/26/26
3
3
1,836
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

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
17+21 Winter Avenue, Deep River, CT 06417
0.03
$289,900
3
2.5
1,061
For Sale
32 Winter Avenue, Deep River, CT 06417
0.04
$398,000
4
2
1,598
Off Market
16 Winter Avenue, Deep River, CT 06417
0.07
-
5
2
1,553
Off Market
33 Castle Heights, Deep River, CT 06417
0.11
$35,000
-
-
-
Recently Sold
5 Mitchell Lane, Deep River, CT 06417
0.12
$366,000
2
1.5
1,081
Recently Sold
5 Mitchell Terrace, Deep River, CT 06417
0.12
$420,400
3
1.5
1,184
Off Market
95 Castle Heights, Deep River, CT 06417
0.14
-
-
-
-
Off Market
57 Main Street, Deep River, CT 06417
0.17
$519,300
5
3
2,000
Off Market
63 Main Street, Deep River, CT 06417
0.19
$586,400
3
2
1,478
Off Market
72 Winter Avenue, Deep River, CT 06417
0.20
$320,000
3
3
1,836
Recently Sold
16 Middlesex Avenue, Chester, CT 06412
0.20
$568,300
3
2
1,963
Off Market
9 Burcam Circle, Deep River, CT 06417
0.26
$366,700
3
1
970
Off Market

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

Single-Family Home
Built in 1935
1,400 sqft
$206/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $287,900, with a rent estimate of $2,179/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 and Tax history

DateEventPrice
Jul 3, 2019
Source: Agent Provided
ListingRemoved
$1,175
Jun 19, 2019
Source: Agent Provided
Listed For Rent
$1,175
Jan 14, 2018
Source: N/A
ListingRemoved
$1,175
Dec 27, 2017
Source: N/A
Listed For Rent
$1,175
Oct 10, 1997
Source: N/A
Sold
$30,000

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

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 23 Winter Ave

  • What is 23 Winter Ave estimated to be worth?
    Trulia's estimated value for 23 Winter Ave in Deep River, CT is $287,900.
  • What is the price history for 23 Winter Ave?
    23 Winter Ave in Deep River, CT last sold for $30,000 in October 1997.
  • 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.
  • Does 23 Winter Ave have laundry facilities?
    Yes, 23 Winter Ave in Deep River, CT has in-unit laundry.
  • How big is the lot at 23 Winter Ave?
    The lot at 23 Winter Ave in Deep River, CT is about 0.23 acres (10,018 sq ft).

Apartments for Rent

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Off Market Homes Near 23 Winter Ave

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