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143 Main Street

Sterling, Connecticut 06377

ACTIVE - NEW$295,000
Beds
3
Baths
1
SqFt
1,056
Acres
0.31
Year Built
1900
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Welcome home to 143 Main Street! This affordable 3-bedroom property is bursting with character and offers the perfect blend of charm and modern convenience. From the moment you arrive, the front porch invites you to sit back and relax. Inside, you will find a bright and functional layout featuring an eat-in kitchen, exposed beams in the living room and a highly desirable main floor laundry room. The heart of the home stays extra cozy thanks to a brand-new pellet stove, perfect for warming up chilly evenings. Step outside to enjoy a beautiful, level yard that provides plenty of space for outdoor activities, gardening, or entertaining. The property also includes a paved driveway for hassle-free parking and a convenient storage shed for your tools and gear. Move-in ready and nicely maintained, this home is just awaiting its new owners. Don't miss your chance to make it yours!

Key Facts

City/Town
Sterling
Neighborhood
N/A
Property / Style
Single Family · Other
Year Built
1900
Days on Market
0 days
Beds
3
Baths
1 full
Living Area
1,056 sq ft
Lot Size
0.31 acres
Property Taxes
$2,739 / Annually

Market Snapshot

The Sterling Market

Single Family · trailing 12 months

Median Days on Market

15

5 active listings

Median $ / Sq Ft

$279

5 active listings

Sale-to-List Ratio

100.0%

39 sales

How this home compares

List Price

$295,000

vs $325,000 median

9.2% below median

Price / Sq Ft

$279

vs $279 median

In line with median

Days on Market

0 days

vs 15 days median

15 days fresher than median

Based on 5 active and 39 closed sales (trailing 12 mo) of single family in Sterling. Source: SmartMLS · As of August 18, 2026.

Location

143 Main Street, Sterling, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,844

per month

  • Principal & Interest$1,518
  • Property Taxes$228
  • Insurance$98
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Sterling
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Other
Year Built
1900
New Construction
No/Resale
Living Area
1,056 sq ft

Schools

Elementary
Sterling Community
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
Window Unit
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.31 acres
Zoning
R-80
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Public Sewer Connected
Pool
Above Ground Pool
Construction
Vinyl Siding
Color
Blue
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
ShedPorch
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$2,739 / Annually
Days on Market
0
MLS #
24200034
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Loni Wright

(860) 208-1567

Signature Properties of N.E.

(860) 447-8839

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/18/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/18/2026 at 7:35 PM UTC.