166 Winthrop Rd
Deep River, CT 06417
3 Beds
1 Bath
1,040 sqft (on 2.01 acres)
3 Beds
1 Bath
1,040 sqft
(on 2.01 acres)
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Local Information
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Description
This single-family home is located at 166 Winthrop Rd, Deep River, CT. 166 Winthrop Rd is in Deep River, CT and in ZIP code 06417. This property has 3 bedrooms, 1 bathroom and approximately 1,040 sqft of floor space. This property has a lot size of 2.01 acres and was built in 1989.
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
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 166 Winthrop Rd
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Interior Details BasementAtticNumber of Rooms: 5 |
Heating & Cooling Heating: Baseboard, ElectricHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1 |
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Exterior Home Features Roof: AsphaltDeckExterior: Other |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1989 |
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler |
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Units in Building: 1 |
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Lot Area: 2.01 acres |
Price History for 166 Winthrop Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/07/1999 | $96,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,777 |
| Assessment | $149,380 |
Home facts updated by county records
Comparable Sales for 166 Winthrop Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.49 | Single-Family Home | $375,000 | 07/22/25 | 2 | 1 | 948 | |
0.58 | Single-Family Home | $450,000 | 01/15/26 | 3 | 2 | 1,958 | |
0.58 | Single-Family Home | $600,000 | 12/22/25 | 3 | 2 | 1,414 | |
0.99 | Single-Family Home | $419,588 | 02/03/26 | 2 | 1 | 1,100 | |
1.05 | Single-Family Home | $343,688 | 06/20/25 | 3 | 3 | 2,130 | |
1.09 | Single-Family Home | $385,000 | 11/04/25 | 3 | 2.5 | 2,179 | |
0.93 | Single-Family Home | $700,000 | 10/29/25 | 4 | 2.5 | 2,828 | |
1.00 | Single-Family Home | $775,000 | 04/15/26 | 3 | 4 | 2,611 | |
1.27 | Single-Family Home | $414,900 | 12/23/25 | 3 | 1.5 | 1,432 | |
0.98 | Single-Family Home | $570,000 | 06/17/25 | 3 | 2.5 | 2,400 |
Assigned Schools
These are the assigned schools for 166 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 166 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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Off Market Homes Near 166 Winthrop Rd
- SOLDAPR 30, 2026Compass Connecticut, LLC
- SOLDAPR 30, 2026Eagle Eye Realty PLLC
- SOLDAPR 28, 2026Williams Realty Services
- SOLDAPR 23, 2026Coldwell Banker Realty
- SOLDAPR 21, 2026Exceptional Real Estate LLC
- SOLDAPR 16, 2026Re/Max Valley Shore
- SOLDAPR 1, 2026
- SOLDMAR 31, 2026Coldwell Banker Realty
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166 Winthrop Rd, Deep River, CT 06417 is a 3 bedroom, 1 bathroom, 1,040 sqft single-family home built in 1989. This property is not currently available for sale. 166 Winthrop Rd was last sold on May 7, 1999 for $96,000. The current Trulia Estimate for 166 Winthrop Rd is $359,200.