Skip to main content

17+21 Winter Avenue

Deep River, Connecticut 06417

ACTIVE - NEW$289,900
Beds
3
Baths
2 | 1
SqFt
1,061
Acres
0.58
Year Built
1925
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt

About This Home

A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

Key Facts

City/Town
Deep River
Neighborhood
N/A
Property / Style
Multi-Family · Other
Year Built
1925
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
1,061 sq ft
Lot Size
0.58 acres
Property Taxes
$5,113 / Annually

Market Snapshot

The Deep River Market

Multi-Family · trailing 12 months

Median Days on Market

30

3 active listings

Median $ / Sq Ft

$190

3 active listings

Sale-to-List Ratio

90.7%

1 sale

How this home compares

List Price

$289,900

vs $795,000 median

63.5% below median

Price / Sq Ft

$273

vs $190 median

43.7% above median

Days on Market

0 days

vs 30 days median

30 days fresher than median

Based on 3 active and 1 closed sales (trailing 12 mo) of multi-family in Deep River. Source: SmartMLS · As of August 21, 2026.

Location

17+21 Winter Avenue, Deep River, Connecticut

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,012

per month

  • Principal & Interest$1,489
  • Property Taxes$426
  • Insurance$97
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Deep River
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Other
Year Built
1925
New Construction
No/Resale
Living Area
1,061 sq ft

Schools

Elementary
Deep River
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
None
Basement
Full

Exterior & Lot

Lot Size
0.58 acres
Zoning
R30
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
White
Roof
Asphalt ShingleGable
Foundation
ConcreteStone
Exterior Features
BarnDeck
Lot Description
Sloping Lot

Listing & Financials

Property Taxes
$5,113 / Annually
Days on Market
0
MLS #
24200726
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Craig Milton

(860) 388-4663

Re/Max Valley Shore

(860) 388-1228

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/21/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/21/2026 at 9:31 PM UTC.