32 Doane Rd, Deep River, CT 06417
Property image
Property image
OFF MARKET

32 Doane Rd
Deep River, CT 06417

  • 5 Beds
  • 5 Baths
  • 5,791 sqft (on 3.72 acres)

$4,556,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $30,641/mo*

$4,556,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $30,641/mo*
5 Beds
5 Baths
5,791 sqft
(on 3.72 acres)

Local Information

  • Map ViewExplore the area around 32 Doane 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
1948
Lot Size
3.72 acres
Living Area
5,791 sqft
Price/Sqft
$787

About this House

You are about to discover Windsong, an extraordinary and elegant refuge.This direct waterfront estate is equidistant from Boston and New York City; easily accessible by car, train or boat. Not so far, and yet not so close to city life. Here you will find safety and security, amidst luxurious surroundings.
Set on nearly four acres, the impeccable grounds include boxwood hedgerows, formal gardens with antique statuary with flowering pear and linden trees arranged in the classic French alleé style. The original home was built in the late 40's by Jerome Zerbe, the colorful society editor of Vanity Fair at the time. Zerbe became both friend and photographer to movie stars and luminaries of the era, many of whom visited his beloved Windsong.
The property stretches along 260 ft. of elevated frontage along the scenic Lower Connecticut River, passing through a discreet enclave of Deep River and bordering the charming village of Essex, known for its fashionable Main Street; restaurants, marinas and yacht clubs.
In 1999 the current owners set about an extensive remodeling; adding a full second story and deep water dock, along with improvements to the 2200 sq.ft 2BR/1BA carriage house and heated pool. The impeccable grounds are protected by a security system, irrigation system, generator and exterior lighting. Western facing views provide magical summer sunsets over the peaceful riverfront setting.
32 Doane Rd, Deep River, CT 06417 is a 5 bedroom, 5 bathroom, 5,791 sqft single-family home built in 1948. It last sold for $4,100,000 on May 16, 2022. It is currently off market. The Trulia Estimate is $4,556,300, with a rent estimate of $7,093/month.

Home Details for 32 Doane Rd

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Interior Details
AtticNumber of Rooms: 12
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherPatio
Pool
Pool

Property Information

Year Built
Year Built: 1948
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3.72 acres

Price History for 32 Doane Rd

DatePriceEventSource
05/16/2022$4,100,000Sold
Smart MLS #170393858
02/24/2022$4,295,000ContingentSmart MLS #170393858
12/23/2021$4,295,000Listed For SaleSmart MLS #170393858
01/05/2021ListingRemovedWilliam Pitt and Julia B. Fee Sotheby's International Realty
09/17/2020$4,395,000PriceChange
Agent Provided
05/14/2020$4,250,000Listed For SaleAgent Provided
10/29/2019$4,250,000ListingRemovedAgent Provided
06/11/2019$4,250,000Listed For SaleAgent Provided
09/21/1999$1,937,500Sold
N/A
06/24/1996$900,000Sold
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
7
MoM
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Property Tax and Assessment

Year2025
Tax$58,804
Assessment$1,838,760
Home facts updated by county records

Comparable Sales for 32 Doane Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.65
Single-Family Home
$1,650,000
09/05/25
5
5.5
5,698
0.68
Single-Family Home
$2,175,000
04/07/26
5
7.5
7,405
0.80
Single-Family Home
$1,285,000
01/27/26
5
5
5,364
0.87
Single-Family Home
$1,055,000
10/27/25
4
4
4,102
0.28
Single-Family Home
$687,500
07/24/26
3
2.5
1,999
1.24
Single-Family Home
$3,475,000
10/06/25
6
4
4,951
1.55
Single-Family Home
$3,750,000
12/08/25
4
4.5
4,131
0.65
Single-Family Home
$765,000
08/27/25
3
2
1,625
1.25
Single-Family Home
$700,000
06/12/26
4
2.5
2,419
1.15
Single-Family Home
$750,000
04/24/26
4
4
2,800

Nearby homes

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Assigned Schools

These are the assigned schools for 32 Doane Rd.
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 "
  • Dave M.
    "the deep river muster, all my friends and family, great community!! deep river day in September. Small town America in New England!!"
  • Timothy B.
    "friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 32 Doane Rd

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Off Market Homes Near 32 Doane Rd

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Frequently asked questions about 32 Doane Rd

  • What is 32 Doane Rd estimated to be worth?
    Trulia's estimated value for 32 Doane Rd in Deep River, CT is $4,556,300.
  • What is the price history for 32 Doane Rd?
    32 Doane Rd in Deep River, CT last sold for $4,100,000 in May 2022.
  • 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 32 Doane Rd have a pool?
    Yes, 32 Doane Rd in Deep River, CT has a pool.
  • How big is the lot at 32 Doane Rd?
    The lot at 32 Doane Rd in Deep River, CT is about 3.7 acres.