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
Home Highlights
Property Type
Single-Family Home
Year Built
2002
Lot Size
2.14 acres
Living Area
5,348 sqft
Price/Sqft
$279
Parking
Garage
About this House
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."
56 Winterberry Rd, Deep River, CT 06417 is a 4 bedroom, 5 bathroom, 5,348 sqft single-family home built in 2002. It last sold for $978,500 on Jun 17, 2019. It is currently off market. The Trulia Estimate is $1,491,000, with a rent estimate of $6,638/month.
Home Details for 56 Winterberry Rd
|
|---|
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 |
|
|---|
Exterior Home Features Roof: OtherDeckExterior: OtherPatio |
Parking & Garage GarageParking: Garage Attached |
|
|---|
Year Built Year Built: 2002 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
|
|---|
Units in Building: 1 |
|
|---|
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 June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
- Results are loading
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 | |
0.19 | Single-Family Home | $2,175,000 | 04/07/26 | 5 | 7.5 | 7,405 | |
0.61 | Single-Family Home | $687,500 | 07/24/26 | 3 | 2.5 | 1,999 | |
0.74 | Single-Family Home | $750,000 | 04/24/26 | 4 | 4 | 2,800 | |
0.87 | Single-Family Home | $1,130,000 | 08/03/26 | 3 | 3 | 1,905 | |
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 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETColdwell Banker Realty
SOLDAPR 7, 2026William Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
SOLDJAN 27, 2026William Pitt Sotheby's Int'l
FOR SALE
3D VIEW2.52 ACRESWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
FOR SALE3D VIEW3.21 ACRESColdwell Banker Realty
FOR SALE3.08 ACRESCompass Connecticut, LLC
FOR SALE3D VIEW2.87 ACRESWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Raveis Real Estate
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
PET FRIENDLY$2,100 - $2,475/moFees may apply1-2 bd1-2 baEssex Station Apartments | 27 Plains Rd,
Essex, CT 06426
APPLY INSTANTLY
APPLY INSTANTLY
See more homes for rent inDeep River
Homes for sale near 56 Winterberry Rd
- 2.52 ACRESWilliam Pitt Sotheby's Int'l
3.1 ACRESWilliam Pitt Sotheby's Int'l- 3.21 ACRESColdwell Banker Realty
- 3.08 ACRESCompass Connecticut, LLC
See more homes for sale inDeep River
Off Market Homes Near 56 Winterberry Rd
SOLDAUG 7, 2026William Raveis Real Estate
SOLDAUG 7, 2026William Raveis Real Estate- SOLDAUG 5, 2026Coldwell Banker Realty
SOLDAUG 3, 2026William Pitt Sotheby's Int'l
SOLDAUG 3, 2026William Pitt Sotheby's Int'l
SOLDJUL 31, 2026William Pitt Sotheby's Int'l
SOLDJUL 30, 2026William Pitt Sotheby's Int'l
SOLDJUL 29, 2026William Pitt Sotheby's Int'l
SOLDJUL 16, 2026William Pitt Sotheby's Int'l
SOLDJUL 15, 2026Berkshire Hathaway NE Prop.- See more homes for sale inDeep River
Frequently asked questions about 56 Winterberry Rd
- What is 56 Winterberry Rd estimated to be worth?Trulia's estimated value for 56 Winterberry Rd in Deep River, CT is $1,491,000.
- What is the price history for 56 Winterberry Rd?56 Winterberry Rd in Deep River, CT last sold for $978,500 in June 2019.
- Is Deep River a buyer's or seller's market?Deep River is currently a seller's market, based on recent for-sale activity.
- What do residents say about Deep River?Residents describe Deep River, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Deep River, CT.
- Does 56 Winterberry Rd have air conditioning?Yes, 56 Winterberry Rd in Deep River, CT has air conditioning.
- Does 56 Winterberry Rd have laundry facilities?Yes, 56 Winterberry Rd in Deep River, CT has in-unit laundry.