256 Winthrop Rd
Deep River, CT 06417
3 Beds
2 Baths
1,898 sqft (on 75.50 acres)
3 Beds
2 Baths
1,898 sqft
(on 75.50 acres)
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Local Information
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Description
This single-family home is located at 256 Winthrop Rd, Deep River, CT. 256 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 3 bedrooms, 2 bathrooms and approximately 1,898 sqft of floor space. This property has a lot size of 75.50 acres and was built in 1860.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
No Info
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 256 Winthrop Rd
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Interior Details BasementAtticNumber of Rooms: 7 |
Heating & Cooling Heating: GasHeating Fuel: Gas |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltExterior: WoodPatio |
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Year Built Year Built: 1860 |
Property Type / Style Property Type: Single Family HomeArchitecture: Old Style |
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Units in Building: 1 |
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Lot Area: 75.50 acres |
Price History for 256 Winthrop Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/14/2014 | $580,000 | Sold | Smart MLS #M9124757 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $17,498 |
| Assessment | $547,150 |
Home facts updated by county records
Comparable Sales for 256 Winthrop Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.73 | Single-Family Home | $450,000 | 01/15/26 | 3 | 2 | 1,958 | |
0.78 | Single-Family Home | $600,000 | 12/22/25 | 3 | 2 | 1,414 | |
0.31 | Single-Family Home | $375,000 | 07/22/25 | 2 | 1 | 948 | |
0.72 | Single-Family Home | $605,000 | 04/29/26 | 4 | 3 | 2,969 | |
0.86 | Single-Family Home | $343,688 | 06/20/25 | 3 | 3 | 2,130 | |
0.61 | Single-Family Home | $825,000 | 11/18/25 | 4 | 3.5 | 3,697 | |
0.88 | Single-Family Home | $700,000 | 10/29/25 | 4 | 2.5 | 2,828 | |
1.23 | Single-Family Home | $414,900 | 12/23/25 | 3 | 1.5 | 1,432 | |
1.25 | Single-Family Home | $570,000 | 06/17/25 | 3 | 2.5 | 2,400 | |
1.20 | Single-Family Home | $385,000 | 11/04/25 | 3 | 2.5 | 2,179 |
Assigned Schools
These are the assigned schools for 256 Winthrop Rd.
- John Winthrop Middle School
- 6-8
- Public
- 238 Students
3/10GreatSchools 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
- 489 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
- K-6
- Public
- 192 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 256 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
Learn more about our methodology.
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Homes for rent near 256 Winthrop Rd
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Off Market Homes Near 256 Winthrop Rd
- SOLDAPR 30, 2026Century 21 AllPoints Realty
- SOLDAPR 30, 2026William Pitt Sotheby's Int'l
- SOLDAPR 30, 2026William Pitt Sotheby's Int'l
- SOLDAPR 29, 2026Compass Connecticut, LLC
- SOLDAPR 15, 2026Pearce Real Estate
- SOLDAPR 8, 2026Eagle Eye Realty PLLC
- SOLDMAR 31, 2026Coldwell Banker Realty
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256 Winthrop Rd, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 1,898 sqft single-family home built in 1860. This property is not currently available for sale. 256 Winthrop Rd was last sold on May 14, 2014 for $580,000. The current Trulia Estimate for 256 Winthrop Rd is $1,160,500.