27 Deep River Rd, Centerbrook, CT 06409
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OFF MARKET

27 Deep River Rd
Centerbrook, CT 06409

  • 3 Beds
  • 1 Bath
  • 1,198 sqft (on 0.49 acres)

$369,900

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $2,565/mo*
Refinance Your Home

$369,900

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $2,565/mo*
Refinance Your Home
3 Beds
1 Bath
1,198 sqft
(on 0.49 acres)

Home Value

Trulia Estimate
$370K
Since last month
Decreased$9K (-2.3%)
Since last year
Decreased$5K (-1.4%)
Since last sale
Increased$229K (+163.6%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$369K
July 2026$366K
June 2026$378K
May 2026$379K
April 2026$364K
March 2026$353K
February 2026$338K
January 2026$339K
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
7 Earl Street, Centerbrook, CT
0.47
Single-Family Home
$185,000
12/02/25
3
1
1,060
17 Charles Street, Centerbrook, CT
0.42
Single-Family Home
$415,000
04/23/26
3
2
960
3 Donald Rd Extension, Essex, CT
0.48
Single-Family Home
$580,000
04/17/26
3
1.5
1,510
15 Cedar Street, Centerbrook, CT
0.45
Single-Family Home
$455,000
12/22/25
3
2
1,934
126 Main Street, Centerbrook, CT
0.48
Single-Family Home
$850,000
12/02/25
3
2.5
1,863
85 Plains Rd, Essex, CT
0.83
Single-Family Home
$300,000
07/22/26
3
2
1,147
29 Earl St, Centerbrook, CT
0.64
Single-Family Home
$469,000
07/01/26
3
3
1,472
24 Sunset Terrace, Essex, CT
0.76
Single-Family Home
$475,000
09/30/25
2
1.5
1,411
7 Dogwood Drive, Centerbrook, CT
0.61
Single-Family Home
$430,000
08/26/25
4
1.5
1,750
6 Birch Circle, Centerbrook, CT
0.87
Single-Family Home
$370,000
10/27/25
3
1.5
1,670

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
0.08
$829,000
4
4
7,309
For Sale
77 Main Street, Essex, CT 06426
0.22
$1,156,100
4
2.5
2,801
Off Market
85 Main Street, Essex, CT 06426
0.28
$724,900
3
2.5
1,931
Off Market
46 Main Street, Essex, CT 06426
0.29
$449,999
2
2
1,252
For Sale
36 Westbrook Road, Centerbrook, CT 06409
0.30
$465,200
3
2
1,996
Off Market
22 Eagle Ridge Drive, Essex, CT 06426
0.29
$638,400
3
2.5
2,208
Off Market
60 Main Street, Essex, CT 06426
0.31
$894,100
5
3
3,424
Off Market
76 Main Street, Essex, CT 06409
0.33
$2,055,200
3
3.5
3,415
Off Market
27 Old Deep River Road, Centerbrook, CT 06409
0.30
$433,300
3
2
1,260
Off Market
0 Lot 10 Eagle Ridge, Essex, CT 06426
0.34
$839,000
3
4.5
2,250
Off Market
11 Charles Street, Centerbrook, CT 06409
0.39
$532,900
3
2
1,785
Off Market
27 Eagle Ridge Drive, Essex, CT 06426
0.38
$727,500
4
2.5
2,080
Off Market

Local Information

  • Map ViewExplore the area around 27 Deep River Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.49 acres
Living Area
1,198 sqft
Price/Sqft
$309

About this House

Situated in the heart of Centerbrook this sun-filled antique home offers a great layout in a very convenient location. Set in a park like setting, this lovely lot boasts mature trees, two sheds and a great yard space. As you enter the home you are greeted with the front covered porch perfect for relaxing and watching the day go by. The first floor features a formal living room and dining room, full bathroom, large eat in kitchen and a mudroom. The second floor has three generous sized bedrooms and access to the walk-up attic perfect for storage or expansion space. Updates include a Burnham furnace replaced in 2004, oil tank replaced in 2017 and a architectural shingled roof. Owned by one family for over 80 years!!!
27 Deep River Rd, Centerbrook, CT 06409 is a 3 bedroom, 1 bathroom, 1,198 sqft single-family home built in 1900. It last sold for $140,000 on Jan 30, 2020. It is currently off market. The Trulia Estimate is $369,900, with a rent estimate of $2,399/month.

Home Details for 27 Deep River Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Refrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.49 acres

Price and Tax history

DateEventPrice
Jan 30, 2020
Source: Smart MLS #170253785
Sold
$140,000
Nov 29, 2019
Source: Agent Provided
Pending
$149,900
Nov 20, 2019
Source: Agent Provided
Listed For Sale
$149,900

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
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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

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Apartments for Rent

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Homes for sale near 27 Deep River Rd

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Off Market Homes Near 27 Deep River Rd

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Frequently asked questions about 27 Deep River Rd

  • What is 27 Deep River Rd estimated to be worth?
    Trulia's estimated value for 27 Deep River Rd in Centerbrook, CT is $369,900.
  • What is the price history for 27 Deep River Rd?
    27 Deep River Rd in Centerbrook, CT last sold for $140,000 in January 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.
  • How big is the lot at 27 Deep River Rd?
    The lot at 27 Deep River Rd in Centerbrook, CT is about 0.49 acres (21,344 sq ft).
  • Does 27 Deep River Rd have parking?
    Yes, 27 Deep River Rd in Centerbrook, CT has on-site parking.