369 River Rd
Deep River, CT 06417
4 Beds
3.5 Baths
4,089 sqft (on 4.66 acres)
4 Beds
3.5 Baths
4,089 sqft
(on 4.66 acres)
Homes for sale near 369 River Rd
NEWCOMING SOON 5/135 ACRESWilliam Pitt Sotheby's Int'l- 9.31 ACRESWilliam Raveis Real Estate
- 0.84 ACRESWilliam Pitt Sotheby's Int'l
- AUCTION
- 9.05 ACRESColdwell Banker Realty
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Apartments for Rent
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- APPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLY
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Local Information
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Description
Perched directly on the banks of the Connecticut River, "Sunnyside" is a stunning Shingle style residence with wonderful contemporary flair, originally designed by Centerbrook Architects and recently renovated and expanded under the guidance of noted architect Stephen Lloyd. A meandering private drive leads to this exceptional waterfront estate, with beautiful lawns sloping gently to the waterside, incorporating a pool complex overlooking the protected boat basin and riverfront, as well as mature shade trees and lush gardens. Comfortable and versatile, the interior design offers an open floor plan featuring vaulted ceilings and rooms filled with natural light from walls of windows, all flowing to outdoor entertaining areas with stone terrace, boardwalks and custom decking. A newly designed first floor master suite with fireplace, commodious dressing room and sumptuous marble bath leads to the dramatic library with vaulted ceiling and custom cabinetry. And, if the main house isn't enough, the Boat House lies just beyond on the riverfront...with all the amenities for guests...including a two story Great Room, kitchen and bath and loft bedroom with views that cannot be described! Enjoy languid summer days of swimming, boating or just admiring the remarkable view from your own private retreat!
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, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 369 River Rd
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Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other |
Interior Details AtticNumber of Rooms: 9 |
Fireplace & Spa Hot Tub or Spa |
Levels, Entrance, & Accessibility Floors: Hardwood |
Security Security System |
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Exterior Home Features Roof: OtherDeckExterior: OtherPatio |
Pool Pool |
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Year Built Year Built: 1979 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 4.66 acres |
Price History for 369 River Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/10/2020 | $1,350,000 | Sold | Smart MLS #170231557 |
| 09/06/2019 | $1,500,000 | Listed For Sale | Agent Provided |
| 11/01/2018 | $1,900,000 | ListingRemoved | Agent Provided |
| 06/30/2018 | $1,900,000 | Listed For Sale | Agent Provided |
| 01/22/2018 | $2,490,000 | ListingRemoved | Agent Provided |
| 12/14/2017 | $2,490,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $31,880 |
| Assessment | $996,870 |
Home facts updated by county records
Comparable Sales for 369 River Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.31 | Single-Family Home | $1,285,000 | 01/27/26 | 5 | 5 | 5,364 | |
0.44 | Single-Family Home | $1,650,000 | 09/05/25 | 5 | 5.5 | 5,698 | |
0.41 | Single-Family Home | $2,275,000 | 06/16/25 | 3 | 4 | 3,566 | |
0.41 | Single-Family Home | $2,275,000 | 06/11/25 | 3 | 3.5 | 3,566 | |
1.00 | Single-Family Home | $1,055,000 | 10/27/25 | 4 | 4 | 4,102 | |
0.54 | Single-Family Home | $2,175,000 | 04/07/26 | 5 | 7.5 | 7,405 | |
1.07 | Single-Family Home | $1,275,000 | 08/01/25 | 3 | 2.5 | 2,717 | |
1.27 | Single-Family Home | $1,595,000 | 06/20/25 | 4 | 4 | 2,700 | |
0.84 | Single-Family Home | $795,000 | 05/22/25 | 3 | 3 | 2,500 | |
0.81 | Single-Family Home | $3,475,000 | 10/06/25 | 6 | 4 | 4,951 |
Assigned Schools
These are the assigned schools for 369 River 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 369 River 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 369 River Rd
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- See more homes for rent inDeep River
Off Market Homes Near 369 River Rd
- SOLDAPR 7, 2026William Pitt Sotheby's Int'l
- SOLDMAR 20, 2026William Pitt Sotheby's Int'l
- SOLDMAR 16, 2026William Pitt Sotheby's Int'l
- SOLDMAR 13, 2026
- SOLDMAR 6, 2026
- SOLDMAR 5, 2026
- SOLDMAR 4, 2026William Raveis Real Estate
- SOLDJAN 30, 2026William Pitt Sotheby's Int'l
- SOLDJAN 28, 2026William Raveis Real Estate
- See more homes for sale inDeep River
369 River Rd, Deep River, CT 06417 is a 4 bedroom, 4 bathroom, 4,089 sqft single-family home built in 1979. This property is not currently available for sale. 369 River Rd was last sold on Jan 10, 2020 for $1,350,000. The current Trulia Estimate for 369 River Rd is $2,153,200.