153 Main St, Durham, CT 06422
Property image
Property image
OFF MARKET

$592,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,551 sqft (on 1.50 acres)

153 Main St, Durham, CT 06422

Est. Refi. Payment $4,064/mo*
Refinance Your Home
Currently Off Market - Sold Sep 8, 2020 for $350,000

Home Value

Trulia Estimate
$592K
Since last month
Increased$9K (+1.6%)
Since last year
Increased$22K (+3.8%)
Since last sale
Increased$242K (+69.2%)
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 +37% in the last 10 years
MonthEstimated value
2026
August 2026$592K
August 2026$591K
July 2026$583K
June 2026$587K
May 2026$594K
April 2026$577K
March 2026$577K
February 2026$554K
January 2026$569K
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
268 Main Street, Durham, CT
0.46
Single-Family Home
$400,000
07/09/26
4
1.5
2,152
177R Main Street, Durham, CT
0.10
Single-Family Home
$475,000
09/26/25
3
1.5
1,459
36 Maiden Lane, Durham, CT
0.43
Single-Family Home
$565,000
02/26/26
3
2
2,853
58 Brick Lane, Durham, CT
0.61
Single-Family Home
$401,000
07/02/26
3
1
1,147
15 Winsome Road, Durham, CT
1.05
Single-Family Home
$430,000
08/29/26
4
2
2,152
35 Madison Road, Durham, CT
0.68
Single-Family Home
$327,000
01/08/26
3
1
1,326
76 Higganum Road, Durham, CT
0.61
Single-Family Home
$745,000
11/26/25
3
2.5
2,933
270 Haddam Quarter Road, Durham, CT
1.35
Single-Family Home
$365,000
01/15/26
3
1.5
2,412
147 Tuttle Road, Durham, CT
1.28
Single-Family Home
$390,000
04/17/26
4
1.5
2,088
92 Dunn Hill Road, Durham, CT
1.51
Single-Family Home
$421,000
12/05/25
4
2.5
2,565

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
25 G Mill Pond Lane #25 G, Durham, CT 06422
0.03
$183,800
1
1
754
Off Market
21 Mill Pond Lane #E, Durham, CT 06422
0.04
$203,000
1
1
754
Recently Sold
22 Johns Way, Durham, CT 06422
0.10
$608,600
5
2.5
2,685
Off Market
25 Mill Pond Lane #A, Durham, CT 06422
0.07
$218,200
1
1
841
Off Market
25 Mill Pond Lane APT B, Durham, CT 06422
0.07
$189,600
1
1
841
Off Market
128 Main Street, Durham, CT 06422
0.11
$582,800
3
2
1,872
Off Market
176 Main Street, Durham, CT 06422
0.12
$377,200
3
2
1,556
Off Market
177R Main Street, Durham, CT 06422
0.10
$560,000
3
1.5
1,459
Off Market
31 Mill Pond Lane #C, Durham, CT 06422
0.09
$197,200
1
1
841
Off Market
31 Mill Pond Lane #H, Durham, CT 06422
0.09
$217,600
1
1
841
Off Market
186 Main Street, Durham, CT 06422
0.15
$533,200
3
1.5
2,100
Off Market
54 Fowler Avenue, Durham, CT 06422
0.18
$414,500
2
2
2,194
Off Market

Local Information

  • Map ViewExplore the area around 153 Main St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1704
1.5 acre lot
2,551 sqft
$232/sqft

About this House

Dynamic Duo - 2 for 1! Historic estate on 1.5 acres in the heart of Durham offers a quality of life that only the past can provide. theThis is historically and architecturally significant as the oldest industrial site in Durham. With Allyn Brook and remains of a mill pond, you can imagine the days when the local farmers brought their grain here for milling. Now on this picturesque lot, sits two homes. The main house, Timothy Hall House, circa 1704, has undergone significant renovations and additions while maintaining the charm of yesteryear. Wide-plank floors, five heartwarming fireplaces, and a flowing functional layout are just a few of the appealing features. The carriage house on the property offers 1600 sq ft (2 bedrooms) of income-producing living space. The rental is perfect for loved ones or reduces your mortgage payment by $1300 with the income. The utilities are separate between the two detached buildings as well as a newer septic system installed in 2005 for the main house. Both the main and carriage house was rewired and upgraded. City water is scheduled for hook up later this year. All of this set in the heart of Durham, with a leisurely stroll to the Library, Farmer's Market, Allyn Brook Park, Schools, and Dari Serve. This cherished estate has been a gathering place for generations past, and now it's your turn to carry on the legacy of love!
153 Main St, Durham, CT 06422 is a 4 bedroom, 3 bathroom, 2,551 sqft single-family home built in 1704. It last sold for $350,000 on Sep 8, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $592,300, with a rent estimate of $3,584/month.

Home Details for 153 Main St

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
Parking Spaces: 2Parking: Carport

Property Information

Year Built
Year Built: 1704
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 4

Lot Information

Lot Area: 1.50 acres

Price and Tax history

DateEventPrice
Sep 8, 2020
Source: Smart MLS #170261596
Sold
$350,000
Jun 18, 2020
Source: Agent Provided
PriceChange
$364,000
Price decreased by 1%
Jan 7, 2020
Source: Agent Provided
PriceChange
$369,000
Price decreased by 3%
Oct 11, 2019
Source: Agent Provided
PriceChange
$379,000
Price decreased by 3%
Jul 3, 2019
Source: Agent Provided
PriceChange
$389,000
Price decreased by 0%

Market trends in Durham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
11
3MoM

Around this home

What Locals Say about Durham

At least 21 Trulia users voted on each feature.

  • 93 % Say yards are well-kept

  • 93 % Say there's wildlife

  • 91 % Say car is needed

  • 90 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 83 % Say it's dog friendly

  • 73 % Say it's quiet

  • 57 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 45 % Say they plan to stay for at least 5 years

  • 33 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 16 % Say it's walkable to grocery stores

  • 16 % Say there are sidewalks

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kpwaleski
    "A lot of outdoor spaces for animals To run Around an go in water . Dislike people tend to not walk dogs on Leash "
    0
    Flag
  • bonniecryder
    "The Durham Fair is our "coming home" weekend where we are hosts to a few hundred thousand people. Not bad for a town of less than 10,000 people. "
    2
    Flag
  • Katie O.
    "i grew up here and currently live here and i still love the area and town. its quiet and quant. I would recommend living here"
    0
    Flag
  • Mary H. E.
    "Quiet, country setting...when you are there your blood pressure drops...PEACEFUL! But close to things to do if you want. One of my favorite Connecticut towns."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 153 Main St

  • What is 153 Main St estimated to be worth?
    Trulia's estimated value for 153 Main St in Durham, CT is $592,300.
  • What is the price history for 153 Main St?
    153 Main St in Durham, CT last sold for $350,000 in September 2020.
  • Is Durham a buyer's or seller's market?
    Durham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Durham?
    Residents describe Durham, CT as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Durham, CT.
  • How big is the lot at 153 Main St?
    The lot at 153 Main St in Durham, CT is about 1.5 acres.
  • Does 153 Main St have parking?
    Yes, 153 Main St in Durham, CT has on-site parking.

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