153 Main St
Durham, CT 06422
4 Beds
2.5 Baths
2,551 sqft (on 1.50 acres)
4 Beds
2.5 Baths
2,551 sqft
(on 1.50 acres)
Local Information
- Map ViewExplore the area around 153 Main St.
- Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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. It is currently off market. The Trulia Estimate is $587,300, with a rent estimate of $3,486/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 153 Main St
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Heating & Cooling Heating: Baseboard, OtherCooling System: OtherHeating Fuel: Baseboard |
Interior Details Number of Rooms: 8 |
Appliances & Utilities DishwasherRefrigerator |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Other |
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Exterior Home Features Roof: OtherExterior: Other |
Parking & Garage Parking Spaces: 2Parking: Carport |
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Year Built Year Built: 1704 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 4 |
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Lot Area: 1.50 acres |
Price History for 153 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 09/08/2020 | $350,000 | Sold | Smart MLS #170261596 |
| 06/18/2020 | $364,000 | PriceChange | Agent Provided |
| 01/07/2020 | $369,000 | PriceChange | Agent Provided |
| 10/11/2019 | $379,000 | PriceChange | Agent Provided |
| 07/03/2019 | $389,000 | PriceChange | Agent Provided |
| 03/29/2019 | $389,900 | PriceChange | Agent Provided |
| 08/11/2018 | $399,000 | Listed For Sale | Agent Provided |
| 11/01/2017 | $419,000 | ListingRemoved | Agent Provided |
| 07/16/2017 | $419,000 | PriceChange | Agent Provided |
| 09/19/2016 | $449,000 | Listed For Sale | Agent Provided |
Market trends in Durham
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
14
1MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $8,436 |
| Assessment | $225,610 |
Home facts updated by county records
Comparable Sales for 153 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $475,000 | 09/26/25 | 3 | 1.5 | 1,459 | |
0.43 | Single-Family Home | $565,000 | 02/26/26 | 3 | 2 | 2,853 | |
0.61 | Single-Family Home | $401,000 | 07/02/26 | 3 | 1 | 1,147 | |
0.68 | Single-Family Home | $327,000 | 01/08/26 | 3 | 1 | 1,326 | |
0.61 | Single-Family Home | $745,000 | 11/26/25 | 3 | 2.5 | 2,933 | |
0.89 | Single-Family Home | $495,000 | 08/14/25 | 3 | 2 | 1,780 | |
1.35 | Single-Family Home | $365,000 | 01/15/26 | 3 | 1.5 | 2,412 | |
1.28 | Single-Family Home | $390,000 | 04/17/26 | 4 | 1.5 | 2,088 | |
1.51 | Single-Family Home | $421,000 | 12/05/25 | 4 | 2.5 | 2,565 | |
1.05 | Single-Family Home | $397,700 | 12/30/25 | 3 | 1 | 1,269 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 153 Main St.
- Coginchaug Regional High School
- 9-12
- Public
- 356 Students
7/10GreatSchools RatingParent Rating AverageAnd today I read, again, that more than half do not meet State standards in English, and not only that, but the results are the worst in six years for the remaining subjects tested. Still happy with where more than 80% of your tax dollars are going,are you ?Other Review13y ago - Frank Ward Strong School
- 6-8
- Public
- 319 Students
5/10GreatSchools RatingParent Rating AverageStrong does not give good education to gifted students.Parent Review2y ago - Frederick Brewster School
- PK-1
- Public
- 214 Students
NAGreatSchools RatingParent Rating AverageDeb Murray is not a good person or respectful to the kids. I had alot of issue with that woman and she is no good, there is no values to this school.Parent Review2y ago - John Lyman School
- 2-3
- Public
- 207 Students
5/10GreatSchools RatingParent Rating Averagethis school tom ford is not help my famliy they say stuff don't mean itParent Review9mo ago - Middlefield Memorial School
- 4-5
- Public
- 206 Students
6/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 153 Main St.
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.
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Apartments for Rent
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Off Market Homes Near 153 Main St
SOLDJUL 1, 2026Hagel & Assoc. Real Estate
SOLDJUN 30, 2026William Raveis Real Estate
SOLDJUN 30, 2026William Raveis Real Estate
SOLDJUN 30, 2026William Raveis Real Estate
SOLDJUN 26, 2026Realty ONE Group Connect- See more homes for sale inDurham
