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$475,000
4 Days On Site

365 Winthrop Road
Deep River, CT 06417

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,984
SqFt
$239
/SqFt
1840
Built
County:
Middlesex
Listing courtesy of Kira Coon of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 575-3177

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365 Winthrop Road365 Winthrop Road365 Winthrop Road365 Winthrop Road
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Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

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Listing Snapshot
Price 
$475,000
Days On Site 
4 Days
Bedrooms 
3
Inside Area (SqFt) 
1,984 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
1.2 Acres
Year Built 
1840
MLS® Number 
24189405
Status 
Active
Property Tax 
$6,705
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
3 days agoStatus changed to Active
4 days agoListing first seen on site
General Features
Acres 
1.2
Foundation 
StoneConcrete Perimeter
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
1984
Style 
Colonial
Water Source 
Well
Zoning 
R60
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeOvenRefrigeratorWasherElectric Water HeaterRange Hood
Basement 
PartialSump PumpCrawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
2
Heating 
OilForced Air
Interior 
Central Vacuum
Laundry Features 
Laundry Room
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
Wood SidingFrameClapboard
Exterior 
Garden
Lot Features 
Level
Other Structures 
GazeboShed(s)
Patio And Porch 
Patio
Roof 
Asphalt
Windows/Doors 
French Doors
Schools
School District
Unknown
Elementary School
Deep River
Middle School
Unknown
High School
Valley
Listing courtesy of Kira Coon of William Raveis Real Estate Office Phone: (860) 388-3936 Broker Contact: (860) 575-3177



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-07-12 10:16 PM UTC.

Neighborhood & Commute
Source: Walkscore
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