144 Main St
Deep River, CT 06417
Deep River Center
3 Beds
2.5 Baths
3,554 sqft (on 1.71 acres)
3 Beds
2.5 Baths
3,554 sqft
(on 1.71 acres)
Local Information
- Map ViewExplore the area around 144 Main St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Located in the heart of Deep River, this 1850s home has a newly renovated kitchen and new baths that blend seamlessly with the traditional styles of the era. Zoned village commercial, it can be used for retail antique shop, clothing, professional office, etc. or residential. Nature lovers/gardeners will appreciate the many trees and plants that cover the side and terraced rear of the property all the way to the small stream that flows to Keyboard Pond. A substantial 3 level barn gives the opportunity for a workshop, artists studio or storage. It wont take long for one to get lost in the intricate layout of this house and barn. Walk to library its next door, shopping, restaurants and the town green. Must be seen to be appreciated.
144 Main St, Deep River, CT 06417 is a 3 bedroom, 3 bathroom, 3,554 sqft single-family home in Deep River Center, built in 1850. It last sold for $220,000 on Oct 15, 2000. It is currently off market. The Trulia Estimate is $810,900, with a rent estimate of $4,118/month.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 144 Main St
|
|---|
Interior Details BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room |
Heating & Cooling Heating: Radiant, OilHeating Fuel: Radiant |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
|
|---|
Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached |
|
|---|
Year Built Year Built: 1850 |
Property Type / Style Property Type: Single Family HomeArchitecture: Queen Anne / Victorian |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 1.71 acres |
|
|---|
Fitness & Sports Tennis Court |
Price History for 144 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 11/01/2017 | $475,000 | ListingRemoved | Agent Provided |
| 06/21/2017 | $475,000 | PriceChange | Agent Provided |
| 04/28/2017 | $499,000 | PriceChange | Agent Provided |
| 03/29/2017 | $539,000 | Listed For Sale | Agent Provided |
| 11/01/2016 | $549,900 | ListingRemoved | Agent Provided |
| 08/09/2016 | $549,900 | PriceChange | Agent Provided |
| 04/29/2016 | $598,900 | PriceChange | Agent Provided |
| 09/28/2015 | $625,000 | PriceChange | Agent Provided |
| 06/30/2015 | $650,000 | Listed For Sale | Agent Provided |
| 12/20/2014 | $699,900 | ListingRemoved | Agent Provided |
| 06/23/2014 | $699,900 | Listed For Sale | Agent Provided |
| 10/15/2000 | $220,000 | Sold | Smart MLS #M9057985 |
Market trends in Deep River
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $11,124 |
| Assessment | $347,830 |
Home facts updated by county records
Comparable Sales for 144 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.45 | Single-Family Home | $325,000 | 06/30/26 | 3 | 3 | 1,436 | |
0.29 | Single-Family Home | $454,000 | 12/02/25 | 5 | 4 | 2,935 | |
0.44 | Single-Family Home | $540,000 | 06/22/26 | 3 | 1.5 | 1,392 | |
0.15 | Single-Family Home | $393,000 | 11/21/25 | 3 | 2 | 1,352 | |
0.15 | Single-Family Home | $421,000 | 12/19/25 | 4 | 1.5 | 1,878 | |
0.44 | Single-Family Home | $426,000 | 04/16/26 | 3 | 1.5 | 2,012 | |
0.52 | Single-Family Home | $495,000 | 03/03/26 | 3 | 2.5 | 2,018 | |
0.29 | Single-Family Home | $275,000 | 12/02/25 | 2 | 2 | 1,172 | |
0.29 | Single-Family Home | $407,000 | 11/24/25 | 2 | 1.5 | 1,440 | |
0.85 | Single-Family Home | $446,000 | 10/23/25 | 3 | 3 | 1,876 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETChiarito Real Estate LLC
OFF MARKETHomes Plus of Connecticut
SOLDDEC 19, 2025William Pitt Sotheby's Int'l
SOLDNOV 21, 2025Re/Max Valley Shore
OFF MARKETColdwell Banker Realty
OFF MARKETWilliam Raveis Real Estate
Assigned Schools
These are the assigned schools for 144 Main St.
- John Winthrop Middle School
- 7-8
- Public
- 197 Students
4/10GreatSchools RatingParent Rating AverageI think bullying was the worst problem that happened during my time at JWMS. The adult authorities at the school had a difficult time understanding situations and that often made it worse. I'm also not stating that it was just the kids at the school who would bully but it was also teachers. I remember my 8th grade science teacher would verbally bully girls and pick on them, and it was always girls he was picking on. I was one of them. It didn't help that I had a counselor who couldn't care less if one of there students just jumped off a bridge. They could care less of there students well being, and the same goes with the principles. I honestly would recommend going to a different school, I mean unless you want your child to become depressed.Other Review8y ago - Valley Regional High School
- 9-12
- Public
- 429 Students
7/10GreatSchools RatingParent Rating AverageI enjoyed going to Valley. It is different as a parent I see things differently. However compared to other schools I would say Valley is above the rest.Parent Review7y ago - Deep River Elementary School
- PK-6
- Public
- 189 Students
7/10GreatSchools RatingParent Rating AverageOutstanding teaching staff and principal! Very proactive in getting needed resources to each child with an awesome team approach. Focus on good citizenship. This school really fosters a great atmosphere for learning!Parent Review13y ago 
Check out schools near 144 Main St.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Deep River Center
At least 10 Trulia users voted on each feature.
100 % Say it's dog friendly
94 % Say there's wildlife
94 % Say car is needed
86 % Say it's walkable to grocery stores
85 % Say yards are well-kept
84 % Say it's walkable to restaurants
82 % Say streets are well-lit
80 % Say parking is easy
76 % Say kids play outside
75 % Say people would walk alone at night
75 % Say there's holiday spirit
73 % Say there are sidewalks
72 % Say neighbors are friendly
60 % Say they plan to stay for at least 5 years
42 % Say there are community events
36 % Say it's quiet
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
APPLY INSTANTLY
APPLY INSTANTLY
APPLY INSTANTLY
APPLY INSTANTLY
PET FRIENDLY
NEW - 2 DAYS AGOPET FRIENDLY
See more homes for rent inDeep River
Homes for sale near 144 Main St
0.45 ACRESWilliam Pitt Sotheby's Int'l
4.4 ACRESWilliam Raveis Real Estate
NEW - 2 DAYS AGO1.96 ACRESPuorro Realty Group
See more homes for sale inDeep River
Off Market Homes Near 144 Main St
SOLDJUL 16, 2026William Pitt Sotheby's Int'l
SOLDJUL 13, 2026William Pitt Sotheby's Int'l
SOLDJUL 13, 2026William Raveis Real Estate
SOLDJUL 10, 2026Premier Re Group LLC
SOLDJUL 8, 2026William Pitt Sotheby's Int'l
SOLDJUL 2, 2026William Pitt Sotheby's Int'l
SOLDJUN 29, 2026William Raveis Real Estate- See more homes for sale inDeep River
