56 Winterberry Rd
Deep River, CT 06417
4 Beds
4 Baths
5,348 sqft (on 2.14 acres)
4 Beds
4 Baths
5,348 sqft
(on 2.14 acres)
Local Information
- Map ViewExplore the area around 56 Winterberry Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
This elegant and graceful home reflects custom design and craftsmanship. First floor has 9' ceilings, columned foyer,living room with custom fireplace mantle, crown moldings, wainscoting, french doors open to family room. Family room has french doors to patio, fireplace wall with media/storage cabinetry,beamed ceiling. Dining room, large windows, chandelier, trayed ceiling, alcove for buffet cabinet, butler's pantry. The kitchen has 10' granite island, informal dining, coffee/wet bar, Wolf cooktop,Subzero, wine chiller, two dishwashers, double wall ovens, microwave, large pantry, half-bath. Back hallway has mud room, half-bath, laundry room, Study with paneled cherry walls, beams, bookshelves, corner cabinets, fireplace with marble. french doors to patio. Second floor 2 bedrooms sharing a bath, 4th bedroom, bath, walk-in closets, wood floors, views. A bonus/media room with french doors to balcony. Master Suite is perfection with large bedroom area, sitting room with fireplace, dressing area, french door leading to balcony, wood floors, trayed ceilings, wainscoting, and beautiful crown moldings. Bath has wainscoting, stone flooring, granite countertops, granite surrounds tub, spa shower, plantation shutters. Professional landscaped, woodlands, rock garden, waterfall, seasonal views of CT River Valley, sprinkler system, multiple exterior lamps, floodlights, shed. A standout property conveniently located between Essex and Deep River, two of the "best small towns in the USA."
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
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 56 Winterberry Rd
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Interior Details BasementAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room |
Heating & Cooling Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Other |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
Fireplace & Spa Hot Tub or Spa |
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Exterior Home Features Roof: OtherDeckExterior: OtherPatio |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 2002 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 2.14 acres |
Price History for 56 Winterberry Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/17/2019 | $978,500 | Sold | Smart MLS #170143714 |
| 03/19/2019 | $998,000 | Pending | Agent Provided |
| 01/14/2019 | $998,000 | Listed For Sale | Agent Provided |
| 12/08/2015 | $982,500 | Sold | Smart MLS #G10081144 |
| 09/22/2015 | $998,500 | Listed For Sale | Agent Provided |
| 07/09/2015 | $1,295,000 | ListingRemoved | Agent Provided |
| 02/18/2015 | $1,295,000 | PriceChange | Agent Provided |
| 06/23/2014 | $1,695,000 | Listed For Sale | Agent Provided |
| 10/06/2010 | $1,850,000 | ListingRemoved | Agent Provided |
| 06/18/2010 | $1,850,000 | Listed For Sale | Agent Provided |
| 12/09/2002 | $1,031,658 | Sold | N/A |
Market trends in Deep River
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
1MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $22,498 |
| Assessment | $703,500 |
Home facts updated by county records
Comparable Sales for 56 Winterberry Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $1,650,000 | 09/05/25 | 5 | 5.5 | 5,698 | |
0.27 | Single-Family Home | $1,285,000 | 01/27/26 | 5 | 5 | 5,364 | |
0.66 | Single-Family Home | $1,055,000 | 10/27/25 | 4 | 4 | 4,102 | |
0.68 | Single-Family Home | $827,500 | 07/01/25 | 3 | 3 | 3,625 | |
0.19 | Single-Family Home | $2,175,000 | 04/07/26 | 5 | 7.5 | 7,405 | |
0.74 | Single-Family Home | $750,000 | 04/24/26 | 4 | 4 | 2,800 | |
0.74 | Single-Family Home | $1,275,000 | 08/01/25 | 3 | 2.5 | 2,717 | |
0.97 | Single-Family Home | $3,750,000 | 12/08/25 | 4 | 4.5 | 4,131 | |
0.65 | Single-Family Home | $3,475,000 | 10/06/25 | 6 | 4 | 4,951 | |
0.99 | Single-Family Home | $765,000 | 08/27/25 | 3 | 2 | 1,625 |
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Assigned Schools
These are the assigned schools for 56 Winterberry 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 56 Winterberry 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 56 Winterberry Rd
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56 Winterberry Rd, Deep River, CT 06417 is a 4 bedroom, 5 bathroom, 5,348 sqft single-family home built in 2002. This property is not currently available for sale. 56 Winterberry Rd was last sold on Jun 17, 2019 for $978,500. The current Trulia Estimate for 56 Winterberry Rd is $1,515,100.