27 Old Deep River Rd, Centerbrook, CT 06409
Property image
Property image
OFF MARKET

$552,700

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,383 sqft (on 0.69 acres)

27 Old Deep River Rd, Centerbrook, CT 06409

Est. Refi. Payment $3,759/mo*
Refinance Your Home
Currently Off Market - Sold Nov 10, 2020 for $397,000

Home Value

Trulia Estimate
$553K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$25K (+4.8%)
Since last sale
Increased$155K (+38.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +68% in the last 10 years
MonthEstimated value
2026
August 2026$552K
July 2026$554K
June 2026$568K
May 2026$564K
April 2026$550K
March 2026$543K
February 2026$516K
January 2026$510K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Donald Rd Extension, Essex, CT
0.61
Single-Family Home
$580,000
04/17/26
3
1.5
1,510
17 Charles Street, Centerbrook, CT
0.69
Single-Family Home
$415,000
04/23/26
3
2
960
80 Dennison Road, Essex, CT
0.57
Single-Family Home
$455,000
08/14/26
1
1
1,104
15 Cedar Street, Centerbrook, CT
0.69
Single-Family Home
$455,000
12/22/25
3
2
1,934
29 Earl St, Centerbrook, CT
0.89
Single-Family Home
$469,000
07/01/26
3
3
1,472
126 Main Street, Centerbrook, CT
0.67
Single-Family Home
$850,000
12/02/25
3
2.5
1,863
16 Main Street, Essex, CT
0.85
Single-Family Home
$439,900
07/08/26
4
2
1,884
7 Earl Street, Centerbrook, CT
0.68
Single-Family Home
$185,000
12/02/25
3
1
1,060
7 Mitchel Terrace, Ivoryton, CT
0.91
Single-Family Home
$580,000
07/21/26
3
2
1,880
19 West Hills Road, Ivoryton, CT
0.80
Single-Family Home
$605,000
09/22/25
3
2.5
2,648

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
33 Deep River Road, Centerbrook, CT 06409
0.27
$829,000
4
4
7,309
For Sale
22 Eagle Ridge Drive, Essex, CT 06426
0.37
$633,600
3
2.5
2,208
Off Market
27 Eagle Ridge Drive, Essex, CT 06426
0.43
-
4
2.5
2,080
Off Market
77 Main Street, Essex, CT 06426
0.48
$1,146,300
4
2.5
2,801
Off Market
85 Main Street, Essex, CT 06426
0.51
$729,800
3
2.5
1,931
Off Market
77 Dennison Road, Essex, CT 06426
0.51
$797,100
3
2.5
2,848
Off Market
0 Lot 10 Eagle Ridge, Essex, CT 06426
0.54
$792,500
3
4.5
2,250
Off Market
80 Dennison Road, Essex, CT 06426
0.57
$455,000
1
1
1,104
Recently Sold
36 Westbrook Road, Centerbrook, CT 06409
0.62
-
3
2
1,996
Off Market
7 Cedar Street, Centerbrook, CT 06409
0.64
$649,400
3
2.5
2,337
Off Market
3 Donald Rd Extension, Essex, CT 06426
0.61
$580,000
3
1.5
1,510
Recently Sold

Local Information

  • Map ViewExplore the area around 27 Old Deep River 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
1890
Lot Size
0.69 acres
Living Area
1,383 sqft
Price/Sqft
$400
Parking
Garage

About this House

Picture perfect antique farmhouse completely updated including central air conditioning. Gorgeous newer kitchen with sparkling granite counters, large sink with window above it to enjoy the views of the private yard. Open concept kitchen/dining room and living room are bright and sunny. Powder room on the first floor, pub room, laundry and storage in the partially finished basement. Three bedrooms and full bath on second floor along with bonus finished attic space for office/den. Fabulous 3 bay historic barn/garage. Brand new oversized wood patio for outdoor entertaining. Large level yard surrounded by mature trees offering privacy and yet extremely convenient to shopping, marinas, restaurants, art galleries and everything the three villages of Essex offers.
27 Old Deep River Rd, Centerbrook, CT 06409 is a 3 bedroom, 2 bathroom, 1,383 sqft single-family home built in 1890. It last sold for $397,000 on Nov 10, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $552,700, with a rent estimate of $2,933/month.

Home Details for 27 Old Deep River Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckExterior: Other, WoodGardenLawn
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price and Tax history

DateEventPrice
Nov 10, 2020
Source: Smart MLS #170328150
Sold
$397,000
Oct 14, 2020
Source: Agent Provided
Pending
$409,900
Sep 22, 2020
Source: Agent Provided
PriceChange
$409,900
Price decreased by 2%
Aug 27, 2020
Source: Agent Provided
Listed For Sale
$419,900
Sep 11, 2015
Source: Smart MLS #N10066227
Sold
$335,000

Market trends in Essex

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
4MoM

Around this home

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 Essex

At least 26 Trulia users voted on each feature.

  • 97 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say car is needed

  • 88 % Say there's holiday spirit

  • 80 % Say neighbors are friendly

  • 78 % Say parking is easy

  • 77 % Say they plan to stay for at least 5 years

  • 77 % Say people would walk alone at night

  • 75 % Say it's walkable to restaurants

  • 72 % Say there's wildlife

  • 70 % Say it's quiet

  • 62 % Say streets are well-lit

  • 59 % Say there are sidewalks

  • 50 % Say kids play outside

  • 50 % Say there are community events

  • 16 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Adult community. People younger than 55 not allowed. So children falls into that. Sorry but that is the rule. "
    0
    Flag
  • Bersingj
    "Quiet, relaxed. A lot of money in this area! Schools are great, and there are many shops and great places to eat. Plus Essex steam train and Ivoryton play house!! Just very expensive to live here!!!! "
    3
    Flag
  • Jennyw7669
    "I’m very close to major highways and local shopping (grocery store ) are easy to get to. We’re happy with the are"
    0
    Flag
  • Jennyw7669
    "Essex is a great community, with wonderful schools and activities. Fun town events to look forward to throughout the year. Essex’s has such deep history, so much to learn about this town. "
    0
    Flag
  • Salbert13
    "The Essex area including Ivoryton and centerbrook is very unique and charming. The Essex steam train whistle brings you back to the past. The downtown centers of each village provides local art shops and local cuisine. The overall location to other major shopping areas is very convenient. Lastly, the schools are listed as top performing schools. "
    0
    Flag
  • Keith B.
    "Ivoryton (Essex) area has many land bank plus Nature Conservancy areas open to the public. We have 10 marinas within 5 miles with access to LIS and CT River. There are 2 outlet malls within 8 miles, a 12 theater cinema within 5 miles, 4 grocery stores within 10 miles, live local theater. Amtrak and commuter rail within 10 miles. Access to I-95 five miles away. Clean, quiet small community."
    0
    Flag
  • Louisa K.
    "I grew up in the next town and went to the public schools. Returned to Essex 23 years ago, and my children attended the public schools. The town has lovely parks, hiking trails, shops, restaurants and terrific neighborhoods. Water access for kayaks and boating is abundant. Local tourist sites include Essex Steam Train, Ivoryton Playhouse, CT River Museum and the Griswold Inn."
    4
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Old Deep River Rd

  • What is 27 Old Deep River Rd estimated to be worth?
    Trulia's estimated value for 27 Old Deep River Rd in Centerbrook, CT is $552,700.
  • What is the price history for 27 Old Deep River Rd?
    27 Old Deep River Rd in Centerbrook, CT last sold for $397,000 in November 2020.
  • Is Centerbrook a buyer's or seller's market?
    Centerbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Centerbrook?
    Residents describe Centerbrook, CT as dog-friendly, well-kept, and neighborly. Most residents say you need a car. See recently sold homes in Centerbrook, CT.
  • Does 27 Old Deep River Rd have air conditioning?
    Yes, 27 Old Deep River Rd in Centerbrook, CT has air conditioning.
  • Does 27 Old Deep River Rd have laundry facilities?
    Yes, 27 Old Deep River Rd in Centerbrook, CT has in-unit laundry.

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