80 West Main Street, Chester, CT 06412 - Photo 1

1/1

$795,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
2,389 Sq. Ft.
2 Car Garage

1/1

Property 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 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.

Full Property Details

Full Property Details for 80 W Main St

General

Sold For: $795,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24096689
Added to Site: 305 day(s) ago

Interior

Number of Rooms: 8
Rooms/Areas: Foyer
Interior Features: Auto Garage Door Opener, Cable - Available
Fireplace: Yes
Number of Fireplaces: 3
Appliances: Gas Range, Oven/Range, Range Hood, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Primary Bedroom - Skylight, Hardwood Floor, 18.1 x 15.11, Upper
Bedroom 1: Bedroom - Fireplace, Hardwood Floor, 15.7 x 15.9, Upper
Bedroom 2: Bedroom - Hardwood Floor, 8.6 x 7.8, Upper

Other Rooms

Living Room: Living Room - Fireplace, 22.4 x 16.1, Main
Great Room: Great Room - Skylight, Cathedral Ceiling, Hardwood Floor, 21 x 23, Upper
Kitchen: Kitchen - Granite Counters, Eating Space, Wood Stove, Island, Hardwood Floor, 9.4 x 15.11, Main
Dining Room: Dining Room - Remodeled, Skylight, 8.1 x 15.11, Main
Office: Office - Fireplace, Hardwood Floor, 15.9 x 12.3, Main
Den: Den - Hardwood Floor, 13.7 x 13.5, Upper
Laundry: Lower Level

Exterior

Exterior Features: Porch-Screened, Shed, Porch, Barn, Stone Wall, French Doors, Patio
Color: WHITE

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2
Total Spaces: 6
Parking: Attached Garage, Driveway

Location

County: Middlesex
Driving Directions: WEST MAIN STREET near Pleasant

School Information

Elementary School: Chester
High School: Valley

Heating & Cooling

Cooling Type: Ceiling Fans
Heating Type: Hot Water, Propane
Heating Fuel: Propane
Water Heater: Propane, Upright Tank

Utilities

Sewer: Septic
Water: Public Water Connected

Structural Information

Architectural Style: Colonial
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Partial, Unfinished
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 2,389
Above Ground: 2,389 Sq. Ft.
Year Built: 1835

Lot Features

Lot Size (Acres): 1.4
Driveway/Sidewalk: Crushed Stone
Zoning: R-1
Lot Description: Level Lot, Sloping Lot

Financial Considerations

Assessment Amount: $362,180
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 940983

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Meet the selling agents

— 80 W Main St —

Kyle Hinding

Email Me

(860) 857-4219 direct
Peg Mitchel

Email Me

(860) 391-1701 direct

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with our affiliated lender

NMLS#: 1598647

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Schools

Schools serving 80 W Main St

School Districts:Chester School District, Regional High School District 04

Name	Grades	Distance
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417	9-12	3.9 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 80 W Main St

Date

Details

Price

Change

Source

7/31/2025

Sold

$795,000

13.73%

MLS

6/14/2025

Listed

$699,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

33 Castle Heights, Deep River, CT 06417 - Photo 1

Just Listed

$35,000

33 Castle Heights Deep River, CT 06417

Land Residential
Active
Updated 19 hours ago

0.83
Acres

Listed by William Raveis Real Estate

8 Prospect Hill, Deep River, CT 06417 - Photo 1

Just Listed

$365,000

8 Prospect Hill Deep River, CT 06417

Single Family
Active
Updated 1 day ago

2
Beds
1
Total Bath
912
Sq. Ft.

Listed by Re/Max Valley Shore

794 Route 148, Killingworth, CT 06419 - Photo 1

Just Listed

$739,000

Open House

794 Route 148 Killingworth, CT 06419

Single Family
Active
Updated 2 days ago

4
Beds
3
Total Baths
2,564
Sq. Ft.

Listed by Cathy Lynch & Team (203) 627-2331

Just Listed

$3,500

33 Main St #2 Essex, CT 06442

Commercial Lease
Active

Listed by Mapleridge Realty

113 Union St, Deep River, CT 06417 - Photo 1

Price Reduced

-$20,000 (-8.33%)

$220,000

113 Union St #APT Z Deep River, CT 06417

Condo
Active
Updated 6 days ago

2
Beds
1
Total Bath
884
Sq. Ft.

Listed by Kennedy Real Estate Solutions

Price Reduced

-$16,000 (-2.09%)

$749,000

74 Oxbow Rd Haddam, CT 06441

Single Family
Active
Updated 1 day ago

3
Beds
3
Total Baths
2,701
Sq. Ft.

Listed by Cortney Emshwiller-Swokla (860) 501-0232

Price Reduced

-$50,000 (-3.7%)

$1,300,000

11 N Main St Essex, CT 06426

Commercial
Active

Listed by William Pitt Sotheby's Int'l

Price Reduced

-$50,000 (-3.7%)

$1,300,000

11 N Main St Essex, CT 06426

Single Family
Active
Updated 4 days ago

4
Beds
4
Total Baths
3,036
Sq. Ft.

Listed by William Pitt Sotheby's Int'l

9 Hickory Hill Dr, Chester, CT 06412 - Photo 1

Sold

$750,000

9 Hickory Hill Dr Chester, CT 06412

Single Family
Closed

3
Beds
3
Total Baths
2,888
Sq. Ft.

Listed by William Pitt Sotheby's Int'l
Sold by William Pitt Sotheby's Int'l

16 Hickory Hill Dr, Chester, CT 06412 - Photo 1

Sold

$755,000

16 Hickory Hill Dr Chester, CT 06412

Single Family
Closed

3
Beds
3
Total Baths
1,896
Sq. Ft.

Listed by William Raveis Real Estate
Sold by Rick Loranger

14 Maple St, Chester, CT 06412 - Photo 1

Sold

$810,000

14 Maple St Chester, CT 06412

Single Family
Closed

3
Beds
4
Total Baths
2,322
Sq. Ft.

Listed and Sold by William Raveis Real Estate

35 Maple St, Chester, CT 06412 - Photo 1

Sold

$780,000

35 Maple St Chester, CT 06412

Single Family
Closed

3
Beds
2
Total Baths
1,772
Sq. Ft.

Listed by William Raveis Real Estate
Sold by William Pitt Sotheby's Int'l

80 West Main Street, Chester, CT 06412 (MLS# 24096689) is a Single Family property that was sold at $795,000 on July 31, 2025. This property was sold by Kyle Hinding from our Old Lyme/Old Saybrook/Essex Office.Want to learn more about 80 West Main Street? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

80 W Main St Chester, CT 06412