381 Winthrop Rd
Deep River, CT 06417
4 Beds
2 Baths
1,368 sqft (on 2 acres)
4 Beds
2 Baths
1,368 sqft
(on 2 acres)
Local Information
- Map ViewExplore the area around 381 Winthrop Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1984
Lot Size
2 acres
Living Area
1,368 sqft
Price/Sqft
$275
Parking
Garage
About this House
Nestled on a wooded lot with easy access to commute to highway, this 4 bedroom cape style home is waiting for you to make it your home. Open floor plan with comfortable living for all. Step out to the deck overlooking a private back yard. Come see!
381 Winthrop Rd, Deep River, CT 06417 is a 4 bedroom, 2 bathroom, 1,368 sqft single-family home built in 1984. It last sold for $166,000 on Mar 31, 2016. It is currently off market. The Trulia Estimate is $375,700, with a rent estimate of $3,042/month.
Home Details for 381 Winthrop Rd
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Interior Details BasementNumber of Rooms: 6 |
Heating & Cooling Heating: Baseboard, ElectricHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking Space: 1Parking: Garage Attached |
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Year Built Year Built: 1984 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 2.00 acres |
Price History for 381 Winthrop Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 03/31/2016 | $166,000 | Sold | Smart MLS #N10078594 |
| 09/10/2015 | $188,700 | Listed For Sale | Agent Provided |
| 06/01/2007 | $310,000 | Sold | N/A |
Market trends in Deep River
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
21
7MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,806 |
| Assessment | $150,290 |
Home facts updated by county records
Comparable Sales for 381 Winthrop Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.37 | Single-Family Home | $450,000 | 05/22/26 | 3 | 2 | 1,789 | |
0.78 | Single-Family Home | $414,900 | 12/23/25 | 3 | 1.5 | 1,432 | |
0.53 | Single-Family Home | $700,000 | 10/29/25 | 4 | 2.5 | 2,828 | |
0.49 | Single-Family Home | $605,000 | 04/29/26 | 4 | 3 | 2,969 | |
0.22 | Single-Family Home | $825,000 | 11/18/25 | 4 | 3.5 | 3,697 | |
0.76 | Single-Family Home | $610,000 | 05/12/26 | 3 | 2.5 | 1,887 | |
0.66 | Single-Family Home | $750,000 | 07/13/26 | 3 | 3 | 2,231 | |
1.17 | Single-Family Home | $385,000 | 11/04/25 | 3 | 2.5 | 2,179 | |
1.08 | Single-Family Home | $730,000 | 07/29/26 | 3 | 2.5 | 2,848 | |
1.09 | Single-Family Home | $775,000 | 04/15/26 | 3 | 4 | 2,611 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 381 Winthrop Rd.
- John Winthrop Middle School
- 7-8
- Public
- 197 Students
4/10GreatSchools RatingParent Rating AverageI think bullying was the worst problem that happened during my time at JWMS. The adult authorities at the school had a difficult time understanding situations and that often made it worse. I'm also not stating that it was just the kids at the school who would bully but it was also teachers. I remember my 8th grade science teacher would verbally bully girls and pick on them, and it was always girls he was picking on. I was one of them. It didn't help that I had a counselor who couldn't care less if one of there students just jumped off a bridge. They could care less of there students well being, and the same goes with the principles. I honestly would recommend going to a different school, I mean unless you want your child to become depressed.Other Review8y ago - Valley Regional High School
- 9-12
- Public
- 429 Students
7/10GreatSchools RatingParent Rating AverageI enjoyed going to Valley. It is different as a parent I see things differently. However compared to other schools I would say Valley is above the rest.Parent Review7y ago - Deep River Elementary School
- PK-6
- Public
- 189 Students
7/10GreatSchools RatingParent Rating AverageOutstanding teaching staff and principal! Very proactive in getting needed resources to each child with an awesome team approach. Focus on good citizenship. This school really fosters a great atmosphere for learning!Parent Review13y ago 
Check out schools near 381 Winthrop Rd.
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.
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Off Market Homes Near 381 Winthrop Rd
SOLDJUL 28, 2026Team Jermainne Real Estate Services, LLC
SOLDJUL 24, 2026Berkshire Hathaway NE Prop.
SOLDJUL 24, 2026William Raveis Real Estate
SOLDJUL 17, 2026Berkshire Hathaway NE Prop.
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SOLDJUL 8, 2026William Pitt Sotheby's Int'l- SOLDJUL 1, 2026
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Frequently asked questions about 381 Winthrop Rd
- What is 381 Winthrop Rd estimated to be worth?Trulia's estimated value for 381 Winthrop Rd in Deep River, CT is $375,700.
- What is the price history for 381 Winthrop Rd?381 Winthrop Rd in Deep River, CT last sold for $166,000 in March 2016.
- 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.
- How big is the lot at 381 Winthrop Rd?The lot at 381 Winthrop Rd in Deep River, CT is about 1.6 acres.
- Does 381 Winthrop Rd have a garage?Yes, 381 Winthrop Rd in Deep River, CT has a garage.