52 Winterberry Rd, Deep River, CT 06417
OFF MARKET

52 Winterberry Rd
Deep River, CT 06417

  • 4 Beds
  • 4.5 Baths
  • 4,907 sqft (on 2.56 acres)

$1,413,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,557/mo*
Refinance Your Home

$1,413,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,557/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,907 sqft
(on 2.56 acres)

Local Information

  • Map ViewExplore the area around 52 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
2002
Lot Size
2.56 acres
Living Area
4,907 sqft
Price/Sqft
$288
Parking
Garage

About this House

"Winterberry" is a luxury enclave synonymous with the best in shoreline lifestyle. This iconic Winterberry home is prominently set on 2.56 acres just beyond and above the end of the cul-de-sac. The spacious lot features a pitch and putt and borders a nature conservancy. Watch eagles float by over the vista spread before you. Nine-foot plus ceilings and hardwood floors throughout. Four fireplaces. Architectural detail abounds in this stunning custom home. The open floor plan is sure to delight. The kitchen includes a Subzero refrigerator, Dacor gas cooktop and Miele dishwasher. A large granite-topped island is the heart of this space. The adjacent solarium is perfect for casual dining or as a sunny retreat. The family room boasts a twenty-foot ceiling and fireplace. Just off the family room lies a cherry paneled office with gas log fireplace. Laundry room, living room and dining room round out the first floor. Next - up the beautiful floating staircase to the second level. Here, turn right to enter the oasis that is the master suite. A fireplace and trayed ceiling are the focal points of this room. The adjacent bath and closet are sumptuous. Three guest bedrooms and three full baths round out the second level, along with a fabulous media/exercise room. Outdoor shower. "Winterberry" lies a stones throw from the shops, marinas, restaurants and inns of charming Essex and Deep River villages. Boston and New York City are just over two hours away. Make this special home yours!
52 Winterberry Rd, Deep River, CT 06417 is a 4 bedroom, 5 bathroom, 4,907 sqft single-family home built in 2002. It last sold for $1,000,000 on Nov 30, 2005. It is currently off market. The Trulia Estimate is $1,413,400, with a rent estimate of $6,527/month.

Home Details for 52 Winterberry Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OtherAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 2.56 acres

Price History for 52 Winterberry Rd

DatePriceEventSource
02/01/2020$1,049,000ListingRemovedAgent Provided
04/18/2019$1,049,000Listed For SaleAgent Provided
11/30/2005$1,000,000Sold
Smart MLS #M9082719
09/16/2002$1,060,000Sold
Smart MLS #M9065036

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$21,327
Assessment$666,890
Home facts updated by county records

Comparable Sales for 52 Winterberry Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
138 River Road, Deep River, CT
0.17
Single-Family Home
$1,650,000
09/05/25
5
5.5
5,698
17 Lookout Hill, Essex, CT
0.25
Single-Family Home
$1,285,000
01/27/26
5
5
5,364
91 Book Hill Road, Essex, CT
0.73
Single-Family Home
$1,055,000
10/27/25
4
4
4,102
134 River Road, Essex, CT
0.27
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
0.63
Single-Family Home
$687,500
07/24/26
3
2.5
1,999
1 Foxboro Road, Essex, CT
1.01
Single-Family Home
$3,750,000
12/08/25
4
4.5
4,131
49 River Road, Essex, CT
0.93
Single-Family Home
$1,130,000
08/03/26
3
3
1,905
93 River Road, Essex, CT
0.68
Single-Family Home
$3,475,000
10/06/25
6
4
4,951
24 River Road, Deep River, CT
1.02
Single-Family Home
$765,000
08/27/25
3
2
1,625

Nearby homes

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Assigned Schools

These are the assigned schools for 52 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 52 Winterberry Rd

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Off Market Homes Near 52 Winterberry Rd

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Frequently asked questions about 52 Winterberry Rd

  • What is 52 Winterberry Rd estimated to be worth?
    Trulia's estimated value for 52 Winterberry Rd in Deep River, CT is $1,413,400.
  • What is the price history for 52 Winterberry Rd?
    52 Winterberry Rd in Deep River, CT last sold for $1,000,000 in November 2005.
  • 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.
  • How big is the lot at 52 Winterberry Rd?
    The lot at 52 Winterberry Rd in Deep River, CT is about 2.6 acres.
  • Does 52 Winterberry Rd have a garage?
    Yes, 52 Winterberry Rd in Deep River, CT has a garage.