442 Main St, Sterling, CT 06377
Property image
Property image
OFF MARKET

$373,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,728 sqft (on 1.09 acres)

442 Main St, Sterling, CT 06377

Est. Refi. Payment $2,578/mo*
Refinance Your Home
Currently Off Market - Sold Jan 11, 2021 for $225,000

Home Value

Trulia Estimate
$374K
Since last month
Decreased$5K (-1.3%)
Since last year
Increased$18K (+5.1%)
Since last sale
Increased$150K (+66.8%)
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 +80% in the last 10 years
MonthEstimated value
2026
September 2026$375K
August 2026$374K
July 2026$381K
June 2026$381K
May 2026$377K
April 2026$375K
March 2026$370K
February 2026$362K
January 2026$354K
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
271 Snake Meadow Hill Road, Sterling, CT
0.45
Single-Family Home
$515,000
09/30/25
3
3
2,814
245 Snake Meadow Hill Road, Sterling, CT
0.36
Single-Family Home
$620,000
10/07/25
3
3
2,583
24 River Road, Sterling, CT
0.66
Single-Family Home
$435,000
01/28/26
4
2.5
2,272
241 North Sterling Road, Sterling, CT
0.77
Single-Family Home
$450,000
06/17/26
3
2
1,512
226 Harris Road, Sterling, CT
1.25
Single-Family Home
$430,000
10/09/25
3
2
2,467
131 Snake Meadow Road, Moosup, CT
1.32
Single-Family Home
$450,000
11/14/25
3
2
1,700
108 Snake Meadow Road, Moosup, CT
1.27
Single-Family Home
$450,000
06/04/26
3
2
1,346
129 Snake Meadow Road, Danielson, CT
1.33
Single-Family Home
$450,000
02/18/26
3
2
1,700
181 Snake Meadow Road, Moosup, CT
1.36
Single-Family Home
$315,000
06/25/26
3
2
2,050
199 Main Street, Sterling, CT
1.18
Single-Family Home
$425,000
02/18/26
3
1.5
1,456

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
395 Main Street, Sterling, CT 06377
0.22
$460,900
3
2.5
2,249
Off Market
473 Main Street, Sterling, CT 06377
0.18
$433,200
3
1.5
1,230
Off Market
53 Jared Hall Hill Road, Sterling, CT 06377
0.24
$652,400
3
2.5
2,320
Off Market
217 Snake Meadow Hill Road, Sterling, CT 06377
0.31
$421,600
3
1.5
1,230
Off Market
245 Snake Meadow Hill Road, Sterling, CT 06377
0.36
$662,600
3
3
2,583
Off Market
271 Snake Meadow Hill Road, Sterling, CT 06377
0.45
$551,000
3
3
2,814
Off Market
244 Snake Meadow Hill Road, Sterling, CT 06377
0.46
$446,300
3
2.5
1,764
Off Market
328 North Sterling Road, Sterling, CT 06377
0.57
$373,900
2
1
1,120
Off Market
0 Snake Meadow Hill Road, Sterling, CT 06377
0.57
-
-
-
-
Off Market
827 Margaret Henry Rd, Sterling, CT 06377
0.57
$545,500
3
4
3,166
Off Market
46 River Road, Sterling, CT 06377
0.62
$342,500
2
1
1,125
Off Market
483 Valley View Road, Sterling, CT 06377
0.59
$383,300
3
1
1,144
Off Market

Local Information

  • Map ViewExplore the area around 442 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2008
1.09 acre lot
1,728 sqft
$216/sqft

About this House

With just one set of owners since its construction, this home has been impeccably maintained. Set back from the road, the peaceful property feels like a private oasis. Bedrooms are expansive in size and closet storage, providing everyone with the space they need. The lower level features two bedrooms, both of which connect to the bathroom and laundry room. Upstairs, the main living areas are open and bright. New countertops and stainless steel appliances are highlights in the kitchen. The dining area includes a built-in breakfast bar, where you can enjoy meals, chat over a drink, or get some work done. Also on the upper level is the large master ensuite. Enjoy sights of the wooded property from the stone patio in the front. Close to area amenities. Call today for your private showing! Highest and best due by Monday at noon
442 Main St, Sterling, CT 06377 is a 3 bedroom, 2 bathroom, 1,728 sqft single-family home built in 2008. It last sold for $225,000 on Jan 11, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $373,800, with a rent estimate of $2,973/month.

Home Details for 442 Main St

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Baseboard, Stove, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Refrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.09 acres

Price and Tax history

DateEventPrice
Jan 11, 2021
Source: Smart MLS #170339798
Sold
$225,000
Oct 8, 2020
Source: Agent Provided
Listed For Sale
$209,000
Aug 13, 2012
Source: N/A
Sold
$155,000
Apr 24, 2012
Source: Agent Provided
ListingRemoved
$165,000
Mar 22, 2012
Source: Agent Provided
PriceChange
$165,000
Price increased by 10%

Market trends in Sterling

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10

Around this home

What Locals Say about Sterling

At least 8 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 91 % Say car is needed

  • 83 % Say there's holiday spirit

  • 77 % Say there's wildlife

  • 75 % Say it's dog friendly

  • 75 % Say parking is easy

  • 51 % Say neighbors are friendly

  • 44 % Say kids play outside

  • 44 % Say it's quiet

  • 36 % Say there are community events

  • 31 % Say they plan to stay for at least 5 years

  • 25 % Say it's walkable to restaurants

  • 25 % Say there are sidewalks

  • 13 % Say streets are well-lit

  • 11 % Say people would walk alone at night

  • 11 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Alex D.
    "Great for growing a family. The area is secluded and is very private. Lived here for most of my life and have really enjoyed it."
    0
    Flag
  • dargan1954
    "We have lived in this town for almost 34 years. Quiet, serene, conveniently located near Providence, Hartford and Massachusetts. But always be prepared for a drive. "
    1
    Flag
  • Darcey G.
    "once a year family day the whole community gets together for a day of games, food, fun and fireworks. "
    3
    Flag
  • Darcey G.
    "Sterling is a quiet community but does not have anything to offer it's residents. taxes are high and the town is run by it's largest land owners."
    6
    Flag
  • Barbara R.
    "Near Rt 6 and only 5 Minutes to Rhode Island line "
    0
    Flag
  • KarenMEtchells
    "We love Sterling. It's close to Rhode Island beaches and Providence restaurants going east, and there's easy access to Rt. 395 when you go west."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 442 Main St

  • What is 442 Main St estimated to be worth?
    Trulia's estimated value for 442 Main St in Sterling, CT is $373,800.
  • What is the price history for 442 Main St?
    442 Main St in Sterling, CT last sold for $225,000 in January 2021.
  • Is Sterling a buyer's or seller's market?
    Sterling is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Sterling?
    Residents describe Sterling, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Sterling, CT.
  • How big is the lot at 442 Main St?
    The lot at 442 Main St in Sterling, CT is about 1.1 acres.
  • Does 442 Main St have parking?
    Yes, 442 Main St in Sterling, CT has on-site parking.

Apartments for Rent

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