$699,000
PENDING

80 W Main St Chester, CT 06412

Estimated payment $4,678/month

Total Views 1,263
3 Beds
2 Baths
2,389 Sq Ft
$293 Price per Sq Ft

Highlights

  • Barn
  • Sub-Zero Refrigerator
  • Attic
  • Valley Regional High School Rated A-
  • Colonial Architecture
  • 3 Fireplaces

About This Home

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.

Listing Agent

Mary Jean Agostini

RE/MAX Right Choice License #REB.0004721 Listed on: 06/10/2025

RE/MAX Right Choice

Co-Listing Agent

Sarah Smedick

RE/MAX Right Choice License #RES.0761555

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,808

Year Built

  • Built in 1835

Lot Details

  • 1.4 Acre Lot
  • Stone Wall

Home Design

  • Colonial Architecture
  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding
  • Masonry

Interior Spaces

  • 2,389 Sq Ft Home
  • Ceiling Fan
  • 3 Fireplaces
  • French Doors
  • Entrance Foyer
  • Screened Porch
  • Unfinished Basement
  • Partial Basement

Kitchen

  • Oven or Range
  • Gas Range
  • Range Hood
  • Sub-Zero Refrigerator
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry on lower level
  • Dryer
  • Washer

Attic

  • Storage In Attic
  • Walkup Attic

Parking

  • 2 Car Garage
  • Automatic Garage Door Opener
  • Driveway

Outdoor Features

  • Patio
  • Shed

Schools

  • Chester Elementary School
  • Valley High School

Farming

  • Barn

Utilities

  • Hot Water Heating System
  • Heating System Uses Oil Above Ground
  • Heating System Uses Propane
  • Hot Water Circulator
  • Propane Water Heater
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 940983

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,808

Year Built

Built in 1835

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2389
  • Total Sq Ft: 2389
  • Year Built: 1835
  • New Construction: No/Resale
  • Nearby Amenities: Lake, Library, Medical Facilities, Park
  • In Law Access: Second Floor
  • Remarks Public Addendum: Possible multi generational living situation with upper level studio. Workshop is heated with propane gas. Propane tanks are leased. 1250 gallon septic tank installed in 2010 AA Zanardi. Roof 2004 by Chester Roofing. 3 fireplaces; only 1 possibly operational. House Generator installed 2012 and powered by propane. Addition was 1986.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: WEST MAIN STREET near Pleasant
  • Financing Used: Conventional Fixed
  • In Law Apartment: Possible
  • Living Area Sq Ft Per Public Record: 2389
  • Street Type: Street
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Fireplaces: 3
  • Attic Description: Storage Space, Walk-up
  • Basement Description: Partial, Unfinished
  • Interior Amenities: Auto Garage Door Opener, Cable - Available
  • Appliances: Gas Range, Oven/Range, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Additional Rooms: Foyer
  • Laundry Room Location: Lower level
  • Laundry Room Info: Lower Level
  • Attic: Yes
  • Street Number Modifier: 80

Exterior Features

  • Exterior Features: Porch-Screened, Shed, Porch, Barn, Stone Wall, French Doors, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Masonry, Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Crushed Stone
  • Total Parking Spaces: 6
  • Garage And Parking: Attached Garage, Driveway

Utilities

  • Cooling System: Ceiling Fans
  • Heat Type: Hot Water
  • Heat Fuel Type: Propane
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Propane, Upright Tank
  • Water Source: Public Water Connected
  • Sewer: Septic

Schools

  • Elementary School: Chester
  • High School: Valley

Lot Info

  • Acres: 1.4
  • Lot Description: Level Lot Sloping Lot
  • Zoning: R-1
  • Parcel #: 940983

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 9808
  • Total Assessed Value: 362180
  • Mil Rate Total: 27.08

MLS Schools

  • Elementary School: Chester
  • High School: Valley

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,808 $362,180 $58,940 $303,240
2024 $8,855 $362,180 $58,940 $303,240
2023 $8,192 $275,810 $58,970 $216,840
2022 $8,136 $275,810 $58,970 $216,840
2021 $8,136 $275,810 $58,970 $216,840
2020 $7,894 $275,810 $58,970 $216,840
2019 $7,941 $275,810 $58,970 $216,840
2018 $6,818 $251,500 $62,240 $189,260
2017 $6,630 $251,500 $62,240 $189,260
2016 $5,070 $251,500 $62,240 $189,260
2015 $6,368 $251,500 $62,240 $189,260
2014 $6,242 $251,500 $62,240 $189,260
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/18/2025 06/18/25 Pending -- -- --
06/14/2025 06/14/25 For Sale $699,000 -- $293 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Quit Claim Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $697,500 Adjustable Rate Mortgage/ARM
Source: Public Records

Similar Homes in the area

  • 69 Spring St, Chester, CT 06412

    $649,000

    • 3 Beds
    • 1.5 Baths
    • 1,702 Sq Ft
    • 69 Spring St
    • Chester, CT

    *Multiple offers received - offer deadline for 6/9 by noon* Quintessential Modernized Antique in Chester ~ Step into timeless charm with this beautifully updated antique colonial nestled near the heart of Chester. This visually stunning home seamlessly blends classic character with thoughtful modern updates. Offering 3 light and bright bedrooms, beautifully refinished original 1880 pine floors,

    Rachel Welch William Raveis Real Estate

    Section Image
  • 43 N Main St, Chester, CT 06412

    $749,900

    • 3 Beds
    • 1.5 Baths
    • 1,538 Sq Ft
    • 43 N Main St
    • Chester, CT

    Fantastic home in wonderful private setting with views of Chester Creek and sounds of the waterfall across the street. Calling all artists, authors, creatives. This is the perfect space to create, dream, let your imagination bloom. Beautiful farm porch, detached two car garage, the "glass house" at the edge of Chester Creek to relax and watch nature. 3 bedrooms, 1 1/2 baths, beautiful propane

    Susan Malan William Pitt Sotheby's Int'l

    Section Image
  • 28 Hoop Pole Hill Rd, Chester, CT 06412

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,396 Sq Ft
    • 28 Hoop Pole Hill Rd
    • Chester, CT

    Discover the perfect blend of elegance and convenience in this custom Cape Cod home, nestled privately in Chester, CT. Boasting 4 bedrooms and 3.5 baths, this residence is convenient to the vibrant downtown area and easily accessible to the highway, yet set in a quiet woodland sanctuary, directly across from over 100 acres of state forest and trails. With timeless decor that exudes classic charm,

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    Section Image
  • 137 Main St, Chester, CT 06412

    $600,000

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft
    • 137 Main St
    • Chester, CT

    VILLAGE OF CHESTER- Embrace the perfect blend of modern comfort and serene living in this beautifully upgraded home, nestled just moments from Chester's enchanting village center. With a newer roof and fresh paint both inside and out, this property offers a seamless move-in experience for the discerning buyer. The home's unique position, secluded without immediate neighbors and bordered by a park

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    Section Image
  • 8 Route 148, Killingworth, CT 06419

    $825,000

    • 4 Beds
    • 3 Baths
    • 3,864 Sq Ft
    • 8 Route 148
    • Killingworth, CT

    Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

    Kara Bell J.M. REALTY

    Section Image

Source: SmartMLS

MLS Number: 24096689

SmartMLS

APN: CHES-000014-000000-000169