109 Main Street

Closed 6/1/23
Closed 6/1/23
Welcome to 109 Main St
Sold
Last Sold Price
$650,000
3 beds1,532 sqft

109 Main St, Chester, CT 06412

Single FamilyProperty Type
0.45 acresLot Size
1868Year Built
$424/sq ftPrice per sq ft
3 carsParking Spaces

Description

Life is good at 109 Main St, Chester Village! Starting with the definition of curb appeal to the thoughtful improvements throughout, this home does not disappoint. With its original charm intact, this antique home provides the comforts and smart updates that you desire. A new roof, heating system, central air, first floor primary suite, new windows and remodeled kitchen make this property a dream. Stroll down the sidewalk to any one of Chester's delightful restaurants, and don't miss the Farmer's...Life is good at 109 Main St, Chester Village! Starting with the definition of curb appeal to the thoughtful improvements throughout, this home does not disappoint. With its original charm intact, this antique home provides the comforts and smart updates that you desire. A new roof, heating system, central air, first floor primary suite, new windows and remodeled kitchen make this property a dream. Stroll down the sidewalk to any one of Chester's delightful restaurants, and don't miss the Farmer's Market on the weekend or the magical lights throughout the town in winter. You may want to stay put and relax in the serenity of its backyard, on the deck or under a magnificent shade tree. With just the right amount of property, it is a joy to tend to. The programmable thermostats make it easy to step away. This is a perfect place to call home and enjoy one of the most picturesque New England villages in Connecticut.
  • Listed by: Julie Ovian 203.676.3126 julieovian@gmail.com • William Pitt Sotheby's Int'l
Listing closed: 06/01/2023 12:00 AM • Source: SMARTMLS, MLS#: 170556328
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Recent comparable sales

Median sold price

$610,000

Avg days on market

24

Sale-to-list ratio

100.2%

Chester, CT

9 comparable properties found

$530,000 | 131 Middlesex Avenue, Chester, CT 06412
1

$530,000

Sold 02/26/26

3
Bedrooms
1,664
Square Feet
0.72
Acres

131 Middlesex Avenue, Chester, CT 06412

$575,000 | 67 Maple Street, Chester, CT 06412
2

$575,000

Sold 05/29/25

3
Bedrooms
1,803
Square Feet
1.08
Acres

67 Maple Street, Chester, CT 06412

$780,000 | 35 Maple Street, Chester, CT 06412
3

$780,000

Sold 01/15/26

3
Bedrooms
1,772
Square Feet
0.5
Acres

35 Maple Street, Chester, CT 06412

$500,000 | 22 Goose Hill Road, Chester, CT 06412
4

$500,000

Sold 09/02/26

3
Bedrooms
1,714
Square Feet
1.96
Acres

22 Goose Hill Road, Chester, CT 06412

$755,000 | 16 Hickory Hill Drive, Chester, CT 06412
5

$755,000

Sold 11/19/25

3
Bedrooms
1,896
Square Feet
1.38
Acres

16 Hickory Hill Drive, Chester, CT 06412

$549,000 | 7 Hickory Hill Drive, Chester, CT 06412
6

$549,000

Sold 03/24/26

3
Bedrooms
2,202
Square Feet
1.53
Acres

7 Hickory Hill Drive, Chester, CT 06412

$750,000 | 9 Hickory Hill Drive, Chester, CT 06412
7

$750,000

Sold 02/20/26

3
Bedrooms
2,888
Square Feet
1.23
Acres

9 Hickory Hill Drive, Chester, CT 06412

$610,000 | 137 Main Street, Chester, CT 06412
8

$610,000

Sold 08/01/25

3
Bedrooms
1,570
Square Feet
0.32
Acres

137 Main Street, Chester, CT 06412

$715,000 | 69 Spring Street, Chester, CT 06412
9

$715,000

Sold 07/25/25

3
Bedrooms
1,702
Square Feet
0.45
Acres

69 Spring Street, Chester, CT 06412

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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Julie Ovian

Sold By Compass Connecticut, LLC, Linda Freedman

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$3,956 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,470

Property Taxes

$486

HOA Dues

$0

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Property Information for 109 Main Street

Property Details

  • Taxes: $5,832 / year
  • MLS Type: Residential
  • County: Middlesex County
  • Basement Description: Full, Full With Hatchway
  • Direct Waterfront: No
  • Garages Number: 0
  • Style: Colonial
  • Garage Parking Info: Off Street Parking
  • Swimming Pool: No

Building Information

  • Year Built: 1868
  • Lot Size: 0.45 AC / 19,602 SF

Summary

Property and Location
  • Acres Source: Public Records
  • Directions: 109 Main Chester
  • Elementary School: Chester
  • High School: Per Board of Ed
  • Latitude: 41.40247
  • Longitude: -72.446261
  • State: Connecticut
Parking
  • Parking Total Spaces: 3
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2022-June 2023
  • Property Tax: $5,832
Virtual Tour
  • Virtual Tour: No

Interior and Exterior Features

Exterior Features
  • Exterior Features: Deck, Patio, Shed, Sidewalk
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Cable - Available
  • Laundry Room Info: Upper Level
  • Room Count: 6
  • Rooms Total: 5
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Built-Ins,Softwood Floor,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Granite Counters,Island,Remodeled,Softwood Floor,Wet Bar,Wide Board Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 3
  • Room Entry Order: 3
  • Room Features: Sliders
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Ceiling Fan,Full Bath,Hardwood Floor,Vaulted Ceiling,Walk-In Closet
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 5
  • Listing Key: F71C286BEAB1FB15E0531401100A9069
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom

Property

Property and Assessments
  • Color: Black
  • Construction Description: Frame
  • Driveway Type: Crushed Stone
  • Exterior Siding: Wood
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Fiberglass Shingle
  • Year Built: 1868
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1532
Lot Information
  • Lot Description: Sloping Lot, Fence - Partial, Professionally Landscaped
  • Parcel Number: 940585
  • Sq Ft Est Heated Above Grade: 1532.0
  • Sq Ft Total: 1532.0
  • Zoning: R-5
Utilities
  • Energy Features: Extra Insulation, Generator Ready, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected

Property History for 109 Main Street

DateEvent & SourcePriceAppreciation
May 31, 2023

Closed (Public Record)

Public Record #1512321831

$650,000

+9.2% / yr

Mar 22, 2019

Closed (Public Record)

Public Record #642240669

$450,000

+8.0% / yr

Jun 27, 2016

Closed (Public Record)

Public Record #574093299

$365,000

+24.0% / yr

DateEvent & SourcePrice
05/31/2023

Closed (Public Record)

Public Record #1512321831

$650,000

+9.2% / yr

03/22/2019

Closed (Public Record)

Public Record #642240669

$450,000

+8.0% / yr

06/27/2016

Closed (Public Record)

Public Record #574093299

$365,000

+24.0% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

109 Main Street

Beds

3

Baths

2.5

Total Finished SqFt

1,532 SqFt

Above Grade Finished SqFt

1,532 SqFt

Unfinished Basement SqFt

504 SqFt

Stories

2

Schools near 109 Main Street

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 109 Main Street, Chester, CT 06412
$650,000
3
1,532
19,602
110 West Main Street, Chester, CT 06412
$300,000
4
3,008
60,984
107 West Main Street, Chester, CT 06412
$500,000
4
3,617
1,084,208
102 West Main Street, Unit 104, Chester, CT 06412
$149,000
–
2
1,828
7,841
87 Spring Street, Chester, CT 06412
–
3
4
3,364
443,876
96 West Main Street, Unit 98, Chester, CT 06412
$425,000
–
2
2,072
11,761

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Julie Ovian

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.