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$475,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,984 Sq. Ft.
  • Updated 10 hours ago

Next open house:

Open House: 4:00 PM - 6:00 PM

Friday 7/10 4:00 PM - 6:00 PM

365 Winthrop Road,Deep River, CT 06417

365 Winthrop RoadDeep RiverCT06417

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Join us at 365 Winthrop Road on:

  • Open House: 9:30 AM - 2:00 PM

    Saturday 7/11 9:30 AM - 2:00 PM

    365 Winthrop Road,Deep River, CT 06417
    365 Winthrop RoadDeep RiverCT06417
  • Open House: 12:00 PM - 3:30 PM

    Sunday 7/12 12:00 PM - 3:30 PM

    365 Winthrop Road,Deep River, CT 06417
    365 Winthrop RoadDeep RiverCT06417
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See This Home
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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.

Full Property Details for 365 Winthrop Rd

General

  • Price: $475,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24189405
  • Updated: Today (7/10/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Laundry Room
  • Interior Features: Central Vacuum
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Skylight, Cathedral Ceiling, Full Bath, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Main
  • Great Room: Great Room - Fireplace, French Doors, Hardwood Floor, Main
  • Kitchen: Kitchen, Main
  • Formal Dining Room: Formal Dining Room, Main
  • Den: Den, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Shed, Gazebo, Garden Area, Lighting, Stone Wall, French Doors, Patio
  • Color: white

Location

  • County: Middlesex
  • Neighborhood: Winthrop
  • Driving Directions: per gps

School Information

  • Elementary School: Deep River
  • High School: Valley

Community

  • Community Name: Winthrop

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Crawl Space, Partial, Sump Pump, Partial With Hatchway
  • Roof: Asphalt Shingle
  • Square Feet: 1,984
  • Above Ground: 1,984 Sq. Ft.
  • Year Built: 1840

Lot Features

  • Lot Size (Acres): 1.2
  • Zoning: R60
  • Lot Description: Lightly Wooded, Level Lot

Financial Considerations

  • Assessment Amount: $209,650
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 960975

Listed by William Raveis Real Estate, Linda's Team at William Raveis Real Estate, Kira Coon

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Listing agent

— 365 Winthrop Rd —

  • Kira Coon

    William Raveis Real Estate

Agent Contact: (860) 575-3177 Office Contact: (860) 388-3936

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 365 Winthrop Rd

School Districts:Deep River School District, Regional High School District 04
NameGradesDistance
Deep River Elementary School
12 River Street, Deep River, CT 06417
K-63.1 mi
John Winthrop Middle School
1 Winthrop Road, Deep River, CT 06417
7-81.6 mi
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-122.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 365 Winthrop Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/10/2026
Listed
$475,000
400%
MLS
6/16/1993
Sold
$95,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 365 Winthrop Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,705
2%
$209,650
—
2023
$6,579
5%
$209,650
—
2023
$6,264
3%
$209,650
—
2022
$6,076
-2%
$209,650
—
2021
$6,201
-2%
$209,650
—
2020
$6,319
2%
$210,700
—
2019
$6,199
—
$210,700
—
2018
$6,199
2%
$210,700
—
2017
$6,093
5%
$210,700
—
2016
$5,801
9%
$210,700
4%
2015
$5,315
2%
$202,230
—
2014
$5,234
3%
$202,230
—
2011
$5,072
—
$202,230
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 365 Winthrop Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Raveis Real Estate, Linda's Team at William Raveis Real Estate, Kira Coon

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365 Winthrop Road, Deep River, CT 06417 (MLS# 24189405) is a Single Family property with 3 bedrooms and 2 full bathrooms. 365 Winthrop Road is currently listed for $475,000 and was received on July 10, 2026. Want to learn more about 365 Winthrop Road? Do you have questions about finding other Single Family real estate for sale in Deep River? You can browse all Deep River real estate or contact a Coldwell Banker agent to request more information.

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