365 Winthrop Road, Deep River, CT 06417
SOLD
AUG 14, 2026

$568,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,984 sqft (on 1.20 acres)

365 Winthrop Road, Deep River, CT 06417

Est. Refi. Payment $3,906/mo*
Refinance Your Home
Currently Off Market - Sold Aug 14, 2026 for $568,000 (20% above list price)

Home Value

Trulia Estimate
$569K
Since last month
Increased$84K (+17.4%)
Since last year
Increased$120K (+26.6%)
Since last sale
Increased$1K (+0.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +92% in the last 10 years
MonthEstimated value
2026
August 2026$569K
June 2026$485K
May 2026$485K
April 2026$448K
March 2026$454K
February 2026$418K
January 2026$422K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Cedar Swamp Road, Deep River, CT
0.44
Single-Family Home
$605,000
04/29/26
4
3
2,969
200 Westbrook Road, Deep River, CT
0.82
Single-Family Home
$414,900
12/23/25
3
1.5
1,432
7 Bushy Hill Road, Deep River, CT
0.55
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
32 Pinewood Trail, Deep River, CT
0.19
Single-Family Home
$825,000
11/18/25
4
3.5
3,697
57 Witch Hazel Drive, Deep River, CT
0.83
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
51 Witch Hazel Drive, Deep River, CT
0.73
Single-Family Home
$750,000
07/13/26
3
3
2,231
56 Shailer Pond Road, Deep River, CT
1.03
Single-Family Home
$730,000
07/29/26
3
2.5
2,848
179 Bushy Hill Road, Deep River, CT
1.17
Single-Family Home
$385,000
11/04/25
3
2.5
2,179

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2 Pinewood Trail, Deep River, CT 06417
0.14
$691,700
3
3.5
2,403
Off Market
32 Pinewood Trail, Deep River, CT 06417
0.19
$825,000
4
3.5
3,697
Recently Sold
Cedar Swamp Road, Deep River, CT 06417
0.35
$175,000
-
-
-
Recently Sold
Cedar Lake Road, Deep River, CT 06417
0.39
-
-
-
-
Off Market
51 Cedar Lake Road, Deep River, CT 06417
0.40
$860,700
2
2
2,123
Off Market
Westbrook Road, Deep River, CT 06417
0.36
-
-
-
-
Off Market
460 Winthrop Road, Deep River, CT 06417
0.42
$421,700
3
1.5
1,626
Off Market
273 Winthrop Road, Deep River, CT 06417
0.40
$307,900
2
1
948
Off Market
112 Cedar Swamp Road, Deep River, CT 06417
0.44
$605,000
4
3
2,969
Recently Sold
39 Pinewood Trail, Deep River, CT 06417
0.39
$778,100
3
2.5
2,566
Off Market
61 Cedar Lake Road, Deep River, CT 06417
0.45
$1,074,300
3
3.5
3,864
Off Market

Local Information

  • Map ViewExplore the area around 365 Winthrop Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1840
Lot Size
1.2 acres
Living Area
1,984 sqft
Price/Sqft
$286/sqft

About this House

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. All offers need to be submitted by Tuesday 7/14 at 10am.
365 Winthrop Road, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 1,984 sqft single-family home built in 1840. It last sold for $568,000 on Aug 14, 2026 (20% above the $475,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $568,800, with a rent estimate of $3,007/month.
Last check for updates: about 4 hours ago
Listed by Kira M. Coon, (860) 575-3177
William Raveis Real Estate, (860) 388-3936
Bought with: Gary F. Marino, (860) 930-4539, William Raveis Real Estate, (860) 344-1658
Source: Smart MLS, MLS#24189405

Home Details for 365 Winthrop Road

Interior Features

Interior Details
Basement: Crawl Space,Partial,Sump PumpNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Den, Dining Room, Great Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1984 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s), GazeboExterior: Garden, Lighting, Stone WallFoundation: Concrete Perimeter, StoneGardenNo Private Pool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1984 Square Feet

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 960975

Price & Status

Price
List Price: $475,000Price Per Sqft: $286/sqft
Status Change & Dates
Off Market Date: Tue Jul 14 2026Possession Timing: Asap

Active Status

MLS Status: Closed

Location

Direction & Address
City: Deep RiverCommunity: Winthrop
School Information
Elementary School: Deep RiverHigh School: Valley

Building

Building Area
Building Area: 1984 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.2 Acres

Miscellaneous

BasementMls Number: 24189405Attic: NoneAttribution Contact: (860) 575-3177Above Grade Unfinished Area: 1984Activation Date: Fri Jul 10 2026

Price and Tax history

DateEventPrice
Aug 14, 2026
Source: Smart MLS #24189405
Sold
$568,000
Aug 11, 2026
Source: Smart MLS #24189405
Pending
$475,000
Jul 10, 2026
Source: Smart MLS #24189405
Listed For Sale
$475,000

Market trends in Deep River

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
1MoM

Around this home

What Locals Say about Deep River

At least 15 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 95 % Say car is needed

  • 90 % Say there's wildlife

  • 87 % Say yards are well-kept

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 76 % Say people would walk alone at night

  • 76 % Say it's walkable to grocery stores

  • 74 % Say it's walkable to restaurants

  • 74 % Say streets are well-lit

  • 70 % Say neighbors are friendly

  • 57 % Say there are sidewalks

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say it's quiet

  • 46 % Say there are community events

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
  • Timothy B.
    "friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."
    1
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 365 Winthrop Road

  • What is 365 Winthrop Road estimated to be worth?
    Trulia's estimated value for 365 Winthrop Road in Deep River, CT is $568,800.
  • What is the price history for 365 Winthrop Road?
    365 Winthrop Road in Deep River, CT last sold for $568,000 in August 2026.
  • Is Deep River a buyer's or seller's market?
    Deep River is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Deep River?
    Residents describe Deep River, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Deep River, CT.
  • Does 365 Winthrop Road have air conditioning?
    Yes, 365 Winthrop Road in Deep River, CT has air conditioning.
  • Does 365 Winthrop Road have laundry facilities?
    Yes, 365 Winthrop Road in Deep River, CT has in-unit laundry.

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