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.
Sold for $568,000
$568,000
365 Winthrop Road, Deep River, CT 06417
3beds
1,984sqft
Single Family Residence
Built in 1840
1.2 Acres Lot
$-- Zestimate®
$286/sqft
$3,056 Estimated rent
Home value
Not available
Estimated sales range
Not available
$3,056/mo
Zestimate® history
Owner options
List your home for rent
$3,056/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,056/mo
Rent Zestimate®
Refinance and save
$3,301/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,301/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Linda's Team at William Raveis Real Estate,
Kira M. Coon (860)575-3177,
William Raveis Real Estate 860-388-3936
Bought with:
Gary F. Marino, RES.0433213
William Raveis Real Estate
Source: Smart MLS,MLS#: 24189405
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Laundry
Primary bedroom
- Features: Skylight, Cathedral Ceiling(s), Full Bath
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bathroom
- Level: Main
Den
- Level: Main
Dining room
- Level: Main
Great room
- Features: Fireplace, French Doors, Hardwood Floor
- Level: Main
Kitchen
- Level: Main
Living room
- Features: Fireplace
- Level: Main
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Upper Level
Features
- Central Vacuum
- Doors: French Doors
- Basement: Crawl Space,Partial,Sump Pump
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 1,984
- Total interior livable area: 1,984 sqft
- Finished area above ground: 1,984
Property
Features
- Patio & porch: Patio
- Exterior features: Garden, Lighting, Stone Wall
Lot
- Size: 1.2 Acres
- Features: Few Trees, Level
Details
- Additional structures: Shed(s), Gazebo
- Parcel number: 960975
- Zoning: R60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Subdivision: Winthrop
HOA
- Has HOA: No
Location
- Region: Deep River
Financial & listing details
- Price per square foot: $286/sqft
- Tax assessed value: $209,650
- Annual tax amount: $6,705
- Date on market: 7/8/2026
Price history
| Date | Event | Price |
|---|---|---|
| 8/14/2026 | Sold | $568,000+19.6%$286/sqft |
Source:  Smart MLS #24189405 Report a problem | ||
| 8/11/2026 | Pending sale | $475,000$239/sqft |
Source: Smart MLS #24189405 Report a problem | ||
| 7/10/2026 | Listed for sale | $475,000$239/sqft |
Source: Smart MLS #24189405 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,705 +1.3% | $209,650 |
| 2024 | $6,621 +5.7% | $209,650 |
| 2023 | $6,264 +3.1% | $209,650 |
| 2022 | $6,076 -2% | $209,650 |
| 2021 | $6,201 -1.9% | $209,650 -0.5% |
| 2020 | $6,319 +1.9% | $210,700 |
| 2019 | $6,199 | $210,700 |
| 2018 | $6,199 +1.7% | $210,700 |
| 2017 | $6,093 +14.6% | $210,700 +4.2% |
| 2015 | $5,315 +1.5% | $202,230 |
| 2014 | $5,234 +3.2% | $202,230 |
| 2013 | $5,072 +1.6% | $202,230 |
| 2012 | $4,991 +1.6% | $202,230 |
| 2011 | $4,910 +3% | $202,230 -7.8% |
| 2010 | $4,766 | $219,310 |
| 2009 | $4,766 | $219,310 |
| 2008 | $4,766 +2.3% | $219,310 |
| 2007 | $4,660 +7.6% | $219,310 +43.1% |
| 2005 | $4,329 +0.7% | $153,230 |
| 2004 | $4,298 +2.9% | $153,230 |
| 2003 | $4,176 +82.8% | $153,230 +50.2% |
| 1995 | $2,285 | $101,990 |
Find assessor info on the county website
Neighborhood: 06417
Nearby homes
- $412,2003 bd1 ba1.6k sqft357 Winthrop Rd, Deep River, CT 06417Off Market
- $346,6002 bd1 ba816 sqft375 Winthrop Rd, Deep River, CT 06417Off Market
- $289,8002 bd1 ba1.3k sqft372 Winthrop Rd, Deep River, CT 06417Off Market
- $341,6003 bd1 ba1.3k sqft349 Winthrop Rd, Deep River, CT 06417Off Market
- $376,1004 bd2 ba1.3k sqft381 Winthrop Rd, Deep River, CT 06417Off Market
- $452,5003 bd2 ba1.2k sqft345 Winthrop Rd, Deep River, CT 06417Off Market
- $313,0002 bd1 ba1.2k sqft350 Winthrop Rd, Deep River, CT 06417Off Market
- $327,950-- bd-- ba-- sqft385 Winthrop Rd, Deep River, CT 06417Off Market
Nearby schools
GreatSchools rating
- 7/10Deep River Elementary SchoolGrades: PK-6Distance: 3.1 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 1.6 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 2 mi
Schools provided by the listing agent
- Elementary: Deep River
- High: Valley
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
- Connecticut
- Middlesex County
- Deep River
- 06417
- 365 Winthrop Road
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Deep River Topics
