365 Winthrop Rd

Deep River, CT 06417

$475,000
Price
3
Beds
1,984 Sq. Ft.
$239 / Sq. Ft.
1,984
Sq. Ft.
$239
per Sq. Ft.
Get preapproved with Rocket Mortgage1

Description

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...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.
  1. Listed by Kira M Coon • William Raveis Real Estate
    P: (860)-575-3177 C: (860)-575-3177 kira.coon@raveis.com

Property Details for 365 Winthrop Road

Basement Description
Crawl Space, Partial, Sump Pump, Partial With Hatchway
Direct Waterfront
No
Expected Active Date
07-10-2026
Neighborhood
Winthrop
Style
Colonial
Swimming Pool
No
Expected On Market Date
07-10-2026
LISTING UPDATED: 07/13/2026 12:40 AM

Property Details for 365 Winthrop Road

StatusActive
MLS #24189405
Days on Market2
Taxes$6,705 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1840
Lot Size1.20 AC / 52,272 SF
CountyMiddlesex County
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Location

Listing Courtesy of William Raveis Real Estate, Kira M Coon
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Building Information for 365 Winthrop Road

Stories-Year Built1840Building Size-Lot Size1.20 AC / 52,272 SF

Payment Calculator

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$2,926 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,367

Property Taxes

$559

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 365 Winthrop Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: per gps
  • Elementary School: Deep River
  • High School: Valley
  • Latitude: 41.362641
  • Longitude: -72.486541
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,705
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Gazebo, Garden Area, Lighting, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 2
  • Interior Features: Central Vacuum
  • Laundry Room Info: Upper Level
  • Laundry Room Location: laundry room located upstairs
  • Rooms Additional: Laundry Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Fireplace,French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Great Room
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Full Bath
Room 5
  • Listing Key: 55F84968FAB806E2E0631A01100A0B9D
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Den
Room 6
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Kitchen
Room 7
  • Room Entry Order: 7
  • Room Features: Skylight,Cathedral Ceiling,Full Bath
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 55F84968FAB806E2E0631A01100A0B9D
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1840
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1984
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 960975
  • Sq Ft Est Heated Above Grade: 1984.0
  • Sq Ft Total: 1984.0
  • Zoning: R60
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, 50 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 365 Winthrop Road

DateEvent & SourcePriceAppreciation
Jun 16, 1993

Closed (Public Record)

Public Record #92017013

$95,000—
DateEvent & SourcePrice
06/16/1993

Closed (Public Record)

Public Record #92017013

$95,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 365 Winthrop Road

Taxable ValueLand$49,840Additions$159,810Total$209,650
Tax Record2024$6,705 ($559 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,984 SqFtAbove Grade Finished SqFt1,984 SqFtUnfinished Basement SqFt616 SqFtStories2Lot Size52,272 SqFtStyleSingle Family ResidenceYear Built1840ZoningR60CountyLOWER CONNECTICUT RIVERAPNDEEP M:20 L:26Fireplace TypeHas Fireplace

Schools near 365 Winthrop Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Deep River Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Rating
School
Distance
Deep River Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 365 Winthrop Road, Deep River, CT 06417

365 Winthrop Road is a single family home for sale in Deep River, CT 06417. This property was listed for sale on July 8, 2026 by William Raveis Real Estate, it's currently listed at $475,000. It has been on the market for a total of 2 days and was last sold on June 16, 1993. This listing's school districts are Regional School District 04, Deep River School District. Nearby schools include Deep River Elementary School, John Winthrop Middle School and Valley Regional High School. 365 Winthrop Road is a 3-bed, 2-bath, 1,984 sqft single family home built in 1840.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Kira M Coon

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.