80 West Main Street

Closed 7/31/25
Closed 7/31/25
Gallery Image 1
Sold
Last Sold Price
$795,000
3 beds2,389 sqft$333/sqft
80 W Main St, Chester, CT 06412
Single FamilyProperty Type
1.4 acresLot Size
1835Year Built
$333/sq ftPrice per sq ft
6 carsParking Spaces

Description

Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty. A collection of intriguing outbuildings and workshop adds versatility&character-ideal for hobbyists, inventors, writers or anyone...Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty. A collection of intriguing outbuildings and workshop adds versatility&character-ideal for hobbyists, inventors, writers or anyone seeking a creative escape. Inside, the home blends historic charm with modern functionality. Wide-plank floors, original architectural details including elliptical window plus tastefully remodeled kitchen and updated mechanical systems. A standout feature is the expansive, north-facing artist's studio with soaring ceilings, skylight and oversized custom windows-designed to flood the space with natural light, perfect for painters, designers, or photographers. This room could also serve as the primary bedroom. The home's layout has been modified, offering flexible spaces for work, inspiration, and retreat. Enjoy modern comforts, yet every corner of the home whispers of the past. Whether you're seeking a primary residence, a weekend escape, or a unique live/work space, this enchanting property offers rare character, peaceful surroundings, and the best of small-town New England living-just minutes to local galleries, shops, and the Connecticut River. A truly special place to call home.
  • Listed by: MJ Agostini 860.995.9665 mj@mjagostini.com • RE/MAX Right Choice
Listing closed: 07/31/2025 12:00 AM • Source: SMARTMLS, MLS#: 24096689

Recent comparable sales

Median sold price

$750,000

Avg days on market

31

Sale-to-list ratio

95.5%

Chester, CT

9 comparable properties found

$860,000 | 25 Spring Street, Chester, CT 06412
1

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$537,000 | 142 Main Street, Chester, CT 06412
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6 Pelton Hill Road, Chester, CT 06412

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12 Landing Hill Road, Chester, CT 06412

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

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

$637,500 | 67 West Main Street, Chester, CT 06412
7

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67 West Main Street, Chester, CT 06412

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

$750,000 | 9 Hickory Hill Drive, Chester, CT 06412
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Property Information for 80 West Main Street

Property Details
  • Taxes: $9,808 / year
  • MLS Type: Residential
  • County: Middlesex County
  • Basement Description: Partial, Unfinished
  • Direct Waterfront: No
  • Expected Active Date: 06-14-2025
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Attached Garage, Driveway
  • Swimming Pool: No
  • Expected On Market Date: 06-14-2025
Building Information
  • Year Built: 1835
  • Lot Size: 1.40 AC / 60,984 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: WEST MAIN STREET near Pleasant
  • Elementary School: Chester
  • High School: Valley
  • Latitude: 41.399915
  • Longitude: -72.461162
  • Neighborhood Amenities: Lake, Library, Medical Facilities, Park
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,808
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Screened, Shed, Porch, Barn, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Walk-up
  • Cooling System: Ceiling Fans
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Lower level
  • Rooms Additional: Foyer
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace
  • Room Length: 22.4
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 16.1
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Skylight
  • Room Length: 8.1
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.11
Room 3
  • Room Entry Order: 3
  • Room Features: Skylight,Hardwood Floor
  • Room Length: 18.1
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 15.11
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 8.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 7.8
Room 5
  • Listing Key: 35488F454E581E46E0631A01100A67E6
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 15.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.9
Room 6
  • Room Entry Order: 6
  • Room Features: Granite Counters,Eating Space,Wood Stove,Island,Hardwood Floor
  • Room Length: 9.4
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 15.11
Room 7
  • Room Entry Order: 7
  • Room Features: Skylight,Cathedral Ceiling,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Great Room
  • Room Width: 23.0
Room 8
  • Room Entry Order: 8
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 15.9
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.3
Room 9
  • Listing Key: 35488F454E581E46E0631A01100A67E6
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 13.7
  • Room Level: Upper
  • Room Type: Den
  • Room Width: 13.5
Property
Property and Assessments
  • Color: WHITE
  • Construction Description: Frame
  • Driveway Type: Crushed Stone
  • Exterior Siding: Clapboard
  • Foundation Type: Masonry, Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1835
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Second Floor
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 2389
Lot Information
  • Lot Description: Level Lot, Sloping Lot
  • Parcel Number: 940983
  • Sq Ft Est Heated Above Grade: 2389.0
  • Sq Ft Total: 2389.0
  • Zoning: R-1
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Upright Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 80 West Main Street

Taxable ValueLand$58,940Additions$303,240Total$362,180
Tax Record2025$9,808 ($817 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,389 SqFtAbove Grade Finished SqFt2,389 SqFtUnfinished Basement SqFt690 SqFtStories2Lot Size60,984 SqFtStyleSingle Family ResidenceYear Built1835Year Renovated1996ZoningR-1CountyLOWER CONNECTICUT RIVERAPNCSTR M:14 B:169

Schools near 80 West 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: 80 West Main Street, Chester, CT 06412
$795,000
3
2,389
60,984
83 West Main Street, Chester, CT 06412
$560,000
3
2,264
43,560
75 West Main Street, Chester, CT 06412
$642,000
3
1,704
33,976
82 West Main Street, Chester, CT 06412
–
3
2
1,872
27,007
72 West Main Street, Chester, CT 06412
$762,500
5
4,046
361,983
77 West Main Street, Chester, CT 06412
–
–
4.5
3,055
24,829

Explore Nearby Homes

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 RE/MAX Right Choice, MJ Agostini

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.