49 Winterberry Rd, Deep River, CT 06417
Property image
Property image
OFF MARKET

49 Winterberry Rd
Deep River, CT 06417

  • 4 Beds
  • 6 Baths
  • 5,602 sqft (on 1 acre)

$1,730,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,685/mo*
Refinance Your Home

$1,730,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,685/mo*
Refinance Your Home
4 Beds
6 Baths
5,602 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 49 Winterberry Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
1 acre
Living Area
5,602 sqft
Price/Sqft
$309
Parking
Garage

About this House

Minutes from Essex Village, updated for modern luxury living. 1st floor: 9 foot ceilings, wainscoting and crown molding throughout, columned formal living room with fireplace, and elegant formal dining room with bow window. Study with built-ins and fireplace. Large mudroom with tons of storage and attached half bath conveniently located near entrance from backyard and pool. Kitchen: Wolf double ovens, Subzero wine fridge, large pantry and casual dining area. Spacious sunken family room with wall of windows, fireplace, and wet bar. 2nd floor: 4 bedrooms all with ensuite bathrooms, large bonus room with spacious laundry room. Master suite: 2 closets, large changing/sitting area and luxurious bath with heated floors, soaking tub and digitally controlled rain and jet showers. Finished basement with full bath, generator, electric vehicle charger, walk up attic and seasonal views of the CT River. Conveniently located between Essex and Deep River.
49 Winterberry Rd, Deep River, CT 06417 is a 4 bedroom, 7 bathroom, 5,602 sqft single-family home built in 1998. It last sold for $1,200,000 on May 21, 2021. It is currently off market. The Trulia Estimate is $1,730,600, with a rent estimate of $7,446/month.

Home Details for 49 Winterberry Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Building

Fitness & Sports
Tennis Court

Price History for 49 Winterberry Rd

DatePriceEventSource
05/21/2021$1,200,000Sold
Smart MLS #170380561
05/11/2020$950,000ListingRemovedAgent Provided
03/30/2020$950,000PriceChange
Agent Provided
02/13/2020$975,000PriceChange
N/A
01/08/2020$1,000,000Listed For SaleN/A
11/28/2019$999,999ListingRemovedAgent Provided
10/28/2019$999,999PriceChange
Agent Provided
08/15/2019$1,050,000PriceChange
Agent Provided
06/24/2019$1,100,000PriceChange
Agent Provided
06/10/2019$1,195,000Listed For SaleAgent Provided
06/22/2015$932,500Sold
Smart MLS #M9146565
05/12/2015$997,500PendingAgent Provided
09/18/2014$997,500PriceChange
Agent Provided
04/07/2014$1,180,000Listed For SaleAgent Provided
06/01/2009$975,000Sold
Smart MLS #M9112029
10/26/2008$1,295,000ListingRemovedAgent Provided
08/23/2008$1,295,000Listed For SaleAgent Provided
06/14/1999$899,000Sold
N/A

Market trends in Deep River

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
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Property Tax and Assessment

Year2025
Tax$20,817
Assessment$650,930
Home facts updated by county records

Comparable Sales for 49 Winterberry Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Lookout Hill, Essex, CT
0.18
Single-Family Home
$1,285,000
01/27/26
5
5
5,364
138 River Road, Deep River, CT
0.18
Single-Family Home
$1,650,000
09/05/25
5
5.5
5,698
91 Book Hill Road, Essex, CT
0.76
Single-Family Home
$1,055,000
10/27/25
4
4
4,102
134 River Road, Essex, CT
0.29
Single-Family Home
$2,175,000
04/07/26
5
7.5
7,405
16 Navy Lane, Essex, CT
0.82
Single-Family Home
$750,000
04/24/26
4
4
2,800
12 Maritone Lane, Deep River, CT
0.69
Single-Family Home
$687,500
07/24/26
3
2.5
1,999
49 River Road, Essex, CT
0.91
Single-Family Home
$1,130,000
08/03/26
3
3
1,905
1 Foxboro Road, Essex, CT
0.96
Single-Family Home
$3,750,000
12/08/25
4
4.5
4,131
93 River Road, Essex, CT
0.63
Single-Family Home
$3,475,000
10/06/25
6
4
4,951
16 Primrose Ledge, Essex, CT
1.37
Single-Family Home
$1,336,000
06/04/26
3
2.5
3,164

Nearby homes

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Assigned Schools

These are the assigned schools for 49 Winterberry Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Timothy Ballantyne
    "Friendly helpful neighbors community support for different kinds of groups volunteer firefighters and ambulance "
    0
    Flag
  • Dave M.
    "the deep river muster, all my friends and family, great community!! deep river day in September. Small town America in New England!!"
    4
    Flag
  • Timothy B.
    "friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 49 Winterberry Rd

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Off Market Homes Near 49 Winterberry Rd

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Frequently asked questions about 49 Winterberry Rd

  • What is 49 Winterberry Rd estimated to be worth?
    Trulia's estimated value for 49 Winterberry Rd in Deep River, CT is $1,730,600.
  • What is the price history for 49 Winterberry Rd?
    49 Winterberry Rd in Deep River, CT last sold for $1,200,000 in May 2021.
  • 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 49 Winterberry Rd have air conditioning?
    Yes, 49 Winterberry Rd in Deep River, CT has air conditioning.
  • Does 49 Winterberry Rd have a pool?
    Yes, 49 Winterberry Rd in Deep River, CT has a pool.