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

$400,500

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,066 sqft (on 0.36 acres)

28 Winter Ave, Deep River, CT 06417

Deep River Center
Est. Refi. Payment $2,932/mo*
Refinance Your Home
Currently Off Market - Sold Dec 4, 2006 for $249,000

Home Value

Trulia Estimate
$401K
Since last month
Increased$3K (+0.8%)
Since last year
Increased$22K (+5.8%)
Since last sale
Increased$152K (+60.8%)
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 +89% in the last 10 years
MonthEstimated value
2026
September 2026$401K
September 2026$401K
August 2026$398K
July 2026$408K
June 2026$417K
May 2026$411K
April 2026$393K
March 2026$388K
February 2026$376K
January 2026$375K
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 Prospect Hill, Deep River, CT
0.43
Single-Family Home
$345,000
07/24/26
2
1
912
8 Phelps Lane, Deep River, CT
0.50
Single-Family Home
$331,500
07/21/26
2
1
912
111 Union St, Deep River, CT
0.74
Single-Family Home
$275,000
12/02/25
2
2
1,172
72 Winter Avenue, Deep River, CT
0.17
Single-Family Home
$320,000
08/26/26
3
3
1,836
15 Prospect Street, Deep River, CT
0.47
Single-Family Home
$393,000
11/21/25
3
2
1,352
54 Maple St, Chester, CT
0.73
Single-Family Home
$325,000
11/26/25
3
2
1,260
79 River Street, Deep River, CT
0.47
Single-Family Home
$380,000
09/29/26
2
1
1,817
15 Grove Street, Deep River, CT
0.60
Single-Family Home
$415,000
07/24/26
4
1.5
1,080
2 Crescent Street, Deep River, CT
0.42
Single-Family Home
$421,000
12/19/25
4
1.5
1,878

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
0.02
$289,900
3
2.5
1,061
For Sale
36 Winter Ave #A, Deep River, CT 06417
0.02
-
2
1
775
Off Market
36 Winter Ave, Deep River, CT 06417
0.02
$423,800
4
2
2,023
Off Market
24 Winter Ave, Deep River, CT 06417
0.02
$424,100
3
2
1,199
Off Market
32 Winter Avenue, Deep River, CT 06417
0.02
$400,800
4
2
1,598
Off Market
27 Winter Ave, Deep River, CT 06417
0.03
$290,000
3
1
1,008
Off Market
71 Castle Hts, Deep River, CT 06417
0.03
$297,200
2
1
720
Off Market
23 Winter Ave, Deep River, CT 06417
0.04
$291,200
2
2
1,400
Off Market
61 Castle Hts, Deep River, CT 06417
0.04
$321,800
3
1
1,073
Off Market
20 Winter Ave, Deep River, CT 06417
0.04
$347,500
3
1
1,056
Off Market
33 Winter Ave, Deep River, CT 06417
0.05
$393,100
3
1
1,134
Off Market
40 Winter Ave, Deep River, CT 06417
0.05
$432,700
4
3
1,686
Off Market
17 Winter Ave, Deep River, CT 06417
0.06
-
Studio
-
-
Off Market
16 Winter Avenue, Deep River, CT 06417
0.06
-
5
2
1,553
Off Market
63 Castle Hts, Deep River, CT 06417
0.07
$509,700
4
4
2,910
Off Market
72 Castle Hts, Deep River, CT 06417
0.07
$342,600
3
1
1,224
Off Market
42 Winter Ave, Deep River, CT 06417
0.07
$380,000
3
2
1,602
Off Market
41 Winter Ave, Deep River, CT 06417
0.07
$476,000
2
1.5
1,637
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
$423,400
3
1.5
1,184
Off Market

Local Information

  • Map ViewExplore the area around 28 Winter Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.36 acre lot
1,066 sqft
$376/sqft
Garage

About this House

Charming turn-of-the-century Cape. Remodeled kitchen w/granite and SS appliances. Beautifully refinished HW floors throughout. Spacious LR and DR, 2 BRs, 1.1 baths, CA, Budous furnace and more. Set on a lovely landscaped lot w/detached garage.
28 Winter Ave, Deep River, CT 06417 is a 2 bedroom, 2 bathroom, 1,066 sqft single-family home in Deep River Center, built in 1900. It last sold for $249,000 on Dec 4, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $400,500, with a rent estimate of $2,007/month.

Home Details for 28 Winter Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Dining Room, Pantry
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Stone, VinylGarden
Parking & Garage
GarageParking Space: 1Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.36 acres

Price and Tax history

DateEventPrice
Oct 1, 2014
Source: Agent Provided
ListingRemoved
$234,500
Aug 10, 2014
Source: Agent Provided
PriceChange
$234,500
Price decreased by 2%
Jul 20, 2014
Source: Agent Provided
PriceChange
$239,900
Price decreased by 2%
Jun 20, 2014
Source: Agent Provided
PriceChange
$244,500
Price decreased by 2%
Apr 15, 2014
Source: Agent Provided
PriceChange
$249,000
Price decreased by 4%

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 28 Winter Ave

  • What is 28 Winter Ave estimated to be worth?
    Trulia's estimated value for 28 Winter Ave in Deep River, CT is $400,500.
  • What is the price history for 28 Winter Ave?
    28 Winter Ave in Deep River, CT last sold for $249,000 in December 2006.
  • 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 28 Winter Ave have air conditioning?
    Yes, 28 Winter Ave in Deep River, CT has air conditioning.
  • Does 28 Winter Ave have laundry facilities?
    Yes, 28 Winter Ave in Deep River, CT has in-unit laundry.

Apartments for Rent

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