495 Winthrop Rd
Deep River, CT 06417
5 Beds
2.5 Baths
2,288 sqft (on 16.69 acres)
5 Beds
2.5 Baths
2,288 sqft
(on 16.69 acres)
Homes for sale near 495 Winthrop Rd
2.53 ACRESWilliam Pitt Sotheby's Int'l- 4.4 ACRESWilliam Raveis Real Estate
- NEW - 1 DAY AGO1.86 ACRESGolden Ribbon Realty
- 1.84 ACRESWilliam Pitt Sotheby's Int'l
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Apartments for Rent
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLY
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Local Information
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Description
Very Private setting. Great price for a solid home on large acreage. Large eat in kitchen, fireplace in dining room kitchen area. 2nd fireplace in the living room. 4 bedrooms up. In law set up in lower level. House sits way back off Winthrop Rd (Rt 80) and offers seclusion yet you have deli shop right on 80. Only 1 other home sits back off this shared driveway. Property offers some cleared land with grass pastures. Balance is woodlands. Property could be purchased with MLS # G10065294. See listing # G10087487
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
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 495 Winthrop Rd
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Interior Details BasementAtticNumber of Rooms: 9Types of Rooms: Dining Room |
Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
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Exterior Home Features Roof: AsphaltExterior: Vinyl |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1962 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 2 |
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Lot Area: 16.69 acres |
Price History for 495 Winthrop Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 10/02/2015 | $339,900 | ListingRemoved | Agent Provided |
| 05/27/2015 | $339,900 | PriceChange | Agent Provided |
| 04/03/2015 | $364,900 | Listed For Sale | Agent Provided |
| 12/24/2014 | $465,000 | ListingRemoved | Agent Provided |
| 10/28/2014 | $465,000 | PriceChange | Agent Provided |
| 07/19/2014 | $525,000 | PriceChange | Agent Provided |
| 06/23/2014 | $545,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $8,710 |
| Assessment | $272,370 |
Home facts updated by county records
Comparable Sales for 495 Winthrop Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.46 | Single-Family Home | $343,688 | 06/20/25 | 3 | 3 | 2,130 | |
0.80 | Single-Family Home | $700,000 | 10/29/25 | 4 | 2.5 | 2,828 | |
0.74 | Single-Family Home | $825,000 | 11/18/25 | 4 | 3.5 | 3,697 | |
0.72 | Single-Family Home | $480,000 | 09/16/25 | 3 | 2.5 | 2,550 | |
0.88 | Single-Family Home | $605,000 | 04/29/26 | 4 | 3 | 2,969 | |
1.00 | Single-Family Home | $600,000 | 04/08/26 | 3 | 2.5 | 1,728 | |
1.06 | Single-Family Home | $660,000 | 10/21/25 | 3 | 2.5 | 2,386 | |
0.81 | Single-Family Home | $414,900 | 12/23/25 | 3 | 1.5 | 1,432 | |
0.29 | Single-Family Home | $300,000 | 04/30/26 | 2 | 1 | 650 | |
1.07 | Single-Family Home | $450,000 | 05/15/25 | 2 | 2 | 1,424 |
Assigned Schools
These are the assigned schools for 495 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 495 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 495 Winthrop Rd
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLY
- 2 ACRES
- See more homes for rent inDeep River
Off Market Homes Near 495 Winthrop Rd
- SOLDAPR 30, 2026Century 21 AllPoints Realty
- SOLDAPR 30, 2026Compass Connecticut, LLC
- SOLDAPR 30, 2026William Pitt Sotheby's Int'l
- SOLDAPR 29, 2026Compass Connecticut, LLC
- SOLDAPR 23, 2026Coldwell Banker Realty
- SOLDAPR 16, 2026Re/Max Valley Shore
- SOLDAPR 15, 2026Pearce Real Estate
- SOLDAPR 9, 2026
- See more homes for sale inDeep River
495 Winthrop Rd, Deep River, CT 06417 is a 5 bedroom, 3 bathroom, 2,288 sqft single-family home built in 1962. This property is not currently available for sale. The current Trulia Estimate for 495 Winthrop Rd is $742,600.