271 Main St
Deep River, CT 06417
Deep River Center
3 Beds
2 Baths
1,308 sqft (on 1.83 acres)
3 Beds
2 Baths
1,308 sqft
(on 1.83 acres)
Local Information
- Map ViewExplore the area around 271 Main St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1940
Lot Size
1.83 acres
Living Area
1,308 sqft
Price/Sqft
$341
Parking
Garage
About this House
Move in ready Cape in convenient location with newly painted interior and refinished hardwood floors throughout. A spacious eat-in kitchen, large dining room, living room, bedroom and bath complete the first floor. Two bedrooms and an updated full bath are on the second floor. Full unfinished basement with hatchway. A covered porch is off the dining room. The oversized one car garage has ample space for a workshop and storage on the second floor with a separate entrance. The lot is private yet within walking distance to all of the village amenities. A must see.
271 Main St, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 1,308 sqft single-family home in Deep River Center, built in 1940. It last sold for $296,000 on Dec 29, 2020. It is currently off market. The Trulia Estimate is $446,200, with a rent estimate of $2,972/month.
Home Details for 271 Main St
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Interior Details BasementAtticNumber of Rooms: 6 |
Heating & Cooling Heating: Other, GasAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1 |
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Exterior Home Features Roof: AsphaltExterior: Other, Wood |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1940 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 1.83 acres |
Price History for 271 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 12/29/2020 | $296,000 | Sold | Smart MLS #170350824 |
| 12/07/2020 | $299,000 | Pending | Agent Provided |
| 11/20/2020 | $299,000 | PendingToActive | Agent Provided |
| 11/12/2020 | $299,000 | Pending | Agent Provided |
| 10/29/2020 | $299,000 | Listed For Sale | Agent Provided |
| 05/10/2010 | $205,000 | Sold | Smart MLS #M9119669 |
| 01/03/2010 | $269,000 | ListingRemoved | Agent Provided |
| 11/26/2009 | $269,000 | Listed For Sale | Agent Provided |
| 01/19/2001 | $155,000 | Sold | N/A |
Market trends in Deep River
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,951 |
| Assessment | $217,350 |
Home facts updated by county records
Comparable Sales for 271 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.34 | Single-Family Home | $316,000 | 11/21/25 | 3 | 2 | 1,248 | |
0.23 | Single-Family Home | $426,000 | 04/16/26 | 3 | 1.5 | 2,012 | |
0.59 | Single-Family Home | $506,000 | 09/08/25 | 3 | 1.5 | 1,474 | |
0.36 | Single-Family Home | $525,000 | 12/12/25 | 3 | 2.5 | 1,639 | |
0.83 | Single-Family Home | $325,000 | 06/30/26 | 3 | 3 | 1,436 | |
0.81 | Single-Family Home | $560,000 | 10/16/25 | 3 | 2 | 1,709 | |
0.44 | Single-Family Home | $407,000 | 11/24/25 | 2 | 1.5 | 1,440 | |
0.95 | Single-Family Home | $540,000 | 06/22/26 | 3 | 1.5 | 1,392 | |
0.73 | Single-Family Home | $393,000 | 11/21/25 | 3 | 2 | 1,352 | |
0.67 | Single-Family Home | $393,000 | 03/17/26 | 4 | 1.5 | 1,688 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETChiarito Real Estate LLC
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETWilliam Raveis Real Estate
OFF MARKETSilver and Oak Realty
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETWilliam Raveis Real Estate
SOLDAPR 16, 2026Re/Max Valley Shore
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
SOLDNOV 21, 2025Silver and Oak Realty
Assigned Schools
These are the assigned schools for 271 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 271 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.
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Homes for sale near 271 Main St
4.4 ACRESWilliam Raveis Real Estate
3.08 ACRESCompass Connecticut, LLC
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Off Market Homes Near 271 Main St
SOLDAUG 6, 2026Berkshire Hathaway NE Prop.
SOLDJUL 28, 2026Team Jermainne Real Estate Services, LLC
SOLDJUL 24, 2026Berkshire Hathaway NE Prop.
SOLDJUL 24, 2026William Raveis Real Estate- SOLDJUL 24, 2026Compass Connecticut, LLC
SOLDJUL 23, 2026Realhome Services & Solutions- See more homes for sale inDeep River
Frequently asked questions about 271 Main St
- What is 271 Main St estimated to be worth?Trulia's estimated value for 271 Main St in Deep River, CT is $446,200.
- What is the price history for 271 Main St?271 Main St in Deep River, CT last sold for $296,000 in December 2020.
- Is Deep River a buyer's or seller's market?Deep River is currently a seller's market, based on recent for-sale activity.
- What do residents say about the Deep River Center neighborhood?Residents describe the Deep River Center neighborhood in Deep River, CT as dog-friendly, walkable to grocery stores, and well-kept. See recently sold homes in Deep River Center, Deep River.
- How big is the lot at 271 Main St?The lot at 271 Main St in Deep River, CT is about 1.8 acres.
- Does 271 Main St have a garage?Yes, 271 Main St in Deep River, CT has a garage.