32 Winter Avenue, Deep River, CT 06417
OFF MARKET

32 Winter Avenue
Deep River, CT 06417

Deep River Center
  • 4 Beds
  • 2 Baths
  • 1,598 sqft (on 0.29 acres)

$356,800

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $2,452/mo*
Refinance Your Home

$356,800

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $2,452/mo*
Refinance Your Home
4 Beds
2 Baths
1,598 sqft
(on 0.29 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This 18th century rumored home of Billy Winters, and many travelers passing through the Underground Railroad, is rich with history. If the walls could talk, they could surely tell a story or two! Throughout the years this loved home was once a 2-family, the laundry room on the 2nd floor was the kitchen - perhaps it could be once again. Upstairs has three bedrooms and a full bath, and the first floor boasts a bedroom, a full bath, an office or another bedroom, with second laundry hookups in the basement. The location is ideal, off the main road but walking distance to downtown Deep River, Chester, and the infamous High Nine Brewery! From the beautiful curb appeal of the Victorian-esque front porch, to the shining, vintage hard wood floors, and the walk-up attic - this home is simply one of a kind. With the recent price reductions, home is selling As-is.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 20, 2024

Home Highlights

Parking
None
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 32 Winter Avenue

Interior Features

Interior Details
Basement: Partial,Sump PumpNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1598 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Water Heater, Electric Water HeaterDishwasherLaundry: Upper LevelRefrigerator
Heating & Cooling
Heating: Baseboard,Forced Air,Zoned,Electric,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1598 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 961883

Price & Status

Price
List Price: $349,000
Status Change & Dates
Off Market Date: Mon Nov 04 2024Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Deep River
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1598 Square Feet

Community

Community Features: Health Club, Library, Park, Playground, Stables/Riding
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.29 acres

Miscellaneous

BasementMls Number: 24029886Attic: Walk-upAbove Grade Unfinished Area: 1598

Additional Information

Health ClubLibraryParkPlaygroundStables/Riding
Last check for updates: about 9 hours ago
Listed by Rachel Welch, (860) 304-6896
William Raveis Real Estate, (860) 388-3936
Bought with: Cindy Breckheimer, (860) 690-3141, Forever Homes Real Estate LLC, (860) 690-3141
Source: Smart MLS, MLS#24029886

Price History for 32 Winter Avenue

DatePriceEventSource
12/20/2024$335,000Sold
Smart MLS #24029886
12/20/2024$349,000PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #24029886
11/04/2024$349,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #24029886
11/01/2024$349,000PriceChange
Smart MLS #24029886
09/24/2024$360,000PriceChange
Smart MLS #24029886
09/09/2024$390,000PriceChange
Smart MLS #24029886
07/07/2024$399,000Listed For SaleSmart MLS #24029886
09/02/2003$229,900Sold
Smart MLS #M9072291
11/05/1998$110,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$5,478
Assessment$171,290
Home facts updated by county records

Comparable Sales for 32 Winter Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Mitchell Lane, Deep River, CT
0.08
Single-Family Home
$366,000
12/29/25
2
1.5
1,081
2 Crescent Street, Deep River, CT
0.43
Single-Family Home
$421,000
12/19/25
4
1.5
1,878
15 Prospect Street, Deep River, CT
0.49
Single-Family Home
$393,000
11/21/25
3
2
1,352
137 Main Street, Chester, CT
0.56
Single-Family Home
$610,000
08/01/25
3
1.5
1,570
8 Read Street, Deep River, CT
0.45
Single-Family Home
$530,000
05/27/25
3
2.5
1,920
22 Prospect Street, Deep River, CT
0.46
Single-Family Home
$330,000
06/27/25
2
1
1,080
26 Fairview Avenue, Deep River, CT
0.64
Single-Family Home
$487,250
06/16/25
3
1.5
1,512
69 High Street, Deep River, CT
0.80
Single-Family Home
$407,000
11/24/25
2
1.5
1,440

Assigned Schools

These are the assigned schools for 32 Winter Avenue.
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
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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 32 Winter Avenue

Skip to last item
Skip to first item

Off Market Homes Near 32 Winter Avenue

Skip to last item
Skip to first item
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 32 Winter Avenue

Skip to last item
  • Results are loading
Skip to first item
32 Winter Avenue, Deep River, CT 06417 is a 4 bedroom, 2 bathroom, 1,598 sqft single-family home built in 1900. 32 Winter Avenue is located in Deep River Center, Deep River. This property is not currently available for sale. 32 Winter Avenue was last sold on Dec 20, 2024 for $335,000 (4% lower than the asking price of $349,000). The current Trulia Estimate for 32 Winter Avenue is $356,800.