566 W Main St

3,730 Sq. Ft.
$9 / Sq. Ft.
3,730
Sq. Ft.
$9
per Sq. Ft.

Description

Welcome to 566 West Main Street-where charm meets comfort with a fresh, inviting feel for the season. This well maintained 3-bedroom, 1-bath first floor space features wide plank hardwood floors, a spacious sun-filled living room, and timeless character throughout. Natural light pours into every room, creating a warm and airy atmosphere that feels just right for easy everyday living. The thoughtfully designed layout offers both comfort and functionality, while conveniences like in-unit laundry, a...Welcome to 566 West Main Street-where charm meets comfort with a fresh, inviting feel for the season. This well maintained 3-bedroom, 1-bath first floor space features wide plank hardwood floors, a spacious sun-filled living room, and timeless character throughout. Natural light pours into every room, creating a warm and airy atmosphere that feels just right for easy everyday living. The thoughtfully designed layout offers both comfort and functionality, while conveniences like in-unit laundry, a detached one-car garage, and additional off-street parking make life even easier. Step outside and enjoy a covered side porch-perfect for morning coffee or unwinding in the evening-overlooking a grassy yard with added privacy from the street. Ideally located in the heart of Cheshire, you're just minutes from local restaurants, shops, and major highways, making commuting and errands seamless. A perfect place to settle in and enjoy the season-welcome home.
  1. Listed by Carly Kirsch • Lamacchia Realty
    P: (860)-777-5766 C: (860)-777-5766 ckirsch@lamacchiarealty.com

Property Details for 566 West Main Street

Basement Description
Full
Direct Waterfront
No
Garages Number
1
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 03/21/2026 05:18 PM

Property Details for 566 West Main Street

StatusActive
MLS #24161297
Days on MarketListed Today
Rental Incentives-
Costs & Fees-
Available Date-
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Rental / Multi-Family Rental
Year Built1778
Lot Size0.97 AC / 42,253 SF
CountyNew Haven County

Location

Listing Courtesy of Lamacchia Realty, Carly Kirsch
Add your commute

Building Information for 566 West Main Street

Building/Complex566 W Main StFloor-Stories-Residences2Pet Policy-Pet Policy DetailsRestrictionsYear Built1778Building Size-

Property Information for 566 West Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: West Main Street - turn down Deepwood Drive. Driveway is first on left.
  • Elementary School: Per Board of Ed
  • High School: Cheshire
  • Latitude: 41.508785
  • Longitude: -72.91536
  • Middle Jr High School: Dodd
  • Neighborhood Amenities: Commuter Bus, Library, Public Pool, Shopping/Mall
  • Pets Allowed Info: Ask about pets - $50/per
  • Pets Allowed: Restrictions
  • Unit On Floor Number: 1
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Laundry Room Location: In 3rd bedroom
  • Rooms Total: 5
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Bedroom
Room 5
  • Listing Key: 4D7EAFBFD89E1EC6E0631A01100A1840
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Brown
  • Exterior Siding: Vinyl Siding
  • New Construction Type: No/Resale
  • Smoking Allowed: No
  • Year Built: 1778
  • Year Built Source: Public Records
  • Sq Ft Description: First floor unit square footage included for this listing - it is a 2 family home
  • Living Area SQFT Per Public Records: 3730
Lot Information
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot
  • Parcel Number: 1082631
  • Sq Ft Est Heated Above Grade: 3730.0
  • Sq Ft Total: 3730.0
  • Zoning: R-20
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 2
Rental
Rental
  • Rental Duration: Yearly Unfurnished

Schools near 566 West Main Street

This home is within Cheshire School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Highland School
PublicK to 6

Dodd Middle School
Public7 to 8

Cheshire High School
Public9 to 12

St. Bridget School
PrivatePK to 8

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.

566 West Main Street is available for rent in Cheshire, CT 06410. This listing's school district is Cheshire School District. Nearby schools include Highland School, Dodd Middle School and Cheshire High School. 566 West Main Street is a 3-bed, 1-bath, 3,730 sqft a property built in 1778.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. 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 Lamacchia Realty, Carly Kirsch

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.