226 Middlesex Ave

Chester, CT 06412

$695,000
Price
4
Beds
2,029 Sq. Ft.
$343 / Sq. Ft.
2,029
Sq. Ft.
$343
per Sq. Ft.
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Under Contract - Continue To Show
Under Contract - Continue To Show
a view of a town with large trees
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a bedroom with a bed and a window
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a bedroom with a bed and wooden floor
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a kitchen with a sink a stove and cabinets
a kitchen with stainless steel appliances granite countertop a kitchen island a stove a table and chairs
a kitchen with stainless steel appliances granite countertop a sink and cabinets
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a living room with furniture and a fireplace
a living room with furniture a flat screen tv and a fireplace
a bedroom with a bed a table and chair
a bedroom with a bed and wooden floor
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a bathroom with a granite countertop sink a mirror and shower
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Description

Prominently set on over two picturesque acres in historic Chester, this custom-built and thoughtfully designed Saltbox Colonial offers the perfect blend of timeless New England charm and modern home comforts. Lovingly maintained by the original owner, a gracious entry leads to a cozy family room centered around the fireplace, creating a warm and welcoming atmosphere year-round. The formal living room and dining room with custom built-ins and gleaming hardwood floors is perfect for holiday gatherings...Prominently set on over two picturesque acres in historic Chester, this custom-built and thoughtfully designed Saltbox Colonial offers the perfect blend of timeless New England charm and modern home comforts. Lovingly maintained by the original owner, a gracious entry leads to a cozy family room centered around the fireplace, creating a warm and welcoming atmosphere year-round. The formal living room and dining room with custom built-ins and gleaming hardwood floors is perfect for holiday gatherings or those special occasions with friends & family. The sun-filled kitchen with a center island and casual dining area leads to a private deck overlooking park-like grounds...ideal for outdoor entertaining. A half bath and laundry area complete the main level. Upstairs you'll find 4 bedrooms including the primary suite with its own private bath while the lower level features a bonus room and workshop. Bordered by mature trees and colorful perennials the spacious yard is ideal for gardening; a charming potting shed is perfect for all of your storage needs. A true highlight of this unique property is the 22 x 30 Country Carpenter carriage house barn/garage. Located just minutes from the Village, this quintessential New England home with seasonal views of the CT River, is close to Chester Boat Basin...offering easy access to boating and outdoor recreation. Whether you are looking for a full time residence or an ideal weekend retreat this is the perfect place to call home.
  1. Listed by Peg Mitchel • Coldwell Banker Realty
    P: (860)-391-1701 C: (860)-391-1701 pegmitchel06426@gmail.com
  2. Listed by Kyle S Hinding • Coldwell Banker Realty
    P: (860)-434-8600 C: (860)-857-4219 kyle.hinding@cbmoves.com

Property Details for 226 Middlesex Avenue

Basement Description
Partial, Storage, Garage Access, Partially Finished, Partial With Walk-Out
Direct Waterfront
No
Expected Active Date
04-14-2026
Neighborhood
N/A
Style
Colonial
Swimming Pool
No
Expected On Market Date
04-14-2026
LISTING UPDATED: 04/19/2026 08:31 PM

Property Details for 226 Middlesex Avenue

StatusUnder Contract - Continue To Show
MLS #24165416
Days on Market5
Taxes$7,963 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1976
Lot Size2.33 AC / 101,494 SF
CountyMiddlesex County
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Location

Listing Courtesy of Coldwell Banker Realty, Peg Mitchel; Coldwell Banker Realty, Kyle S Hinding
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Building Information for 226 Middlesex Avenue

Stories-Year Built1976Building Size-Lot Size2.33 AC / 101,494 SF

Payment Calculator

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$4,163 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,500

Property Taxes

$664

HOA Dues

$0

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Property Information for 226 Middlesex Avenue

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Chester Village to Middlesex Avenue to road to Chester Boat Basin. House will be on your right as you go towards Marina. Signs.
  • Elementary School: Chester
  • High School: Valley
  • Latitude: 41.423521
  • Longitude: -72.442939
  • Middle Jr High School: Winthrop
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,963
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Garden Area
  • Waterfront Description: Seasonal
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Split System
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Info: Main Level
  • Laundry Room Location: Double closet in kitchen area-main level
  • Rooms Additional: Workshop
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 15.6
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.4
Room 2
  • Room Entry Order: 10
  • Room Length: 12.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 8.3
Room 3
  • Room Entry Order: 11
  • Room Length: 9.2
  • Room Level: Upper
  • Room Type: Full Bath
  • Room Width: 7.2
Room 4
  • Room Entry Order: 2
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 11.7
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.4
Room 5
  • Listing Key: 4EE581C351B133B1E063E201100A708D
  • Room Entry Order: 3
  • Room Features: Granite Counters,Dining Area,Island,Laundry Hookup
  • Room Length: 12.1
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.7
Room 6
  • Room Entry Order: 4
  • Room Features: Dining Area,Laundry Hookup,Sliders
  • Room Length: 10.8
  • Room Level: Main
  • Room Type: Other
  • Room Width: 11.7
Room 7
  • Room Entry Order: 5
  • Room Features: Gas Log Fireplace,Hardwood Floor
  • Room Length: 15.5
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 12.11
Room 8
  • Room Entry Order: 6
  • Room Length: 5.6
  • Room Level: Main
  • Room Type: Half Bath
  • Room Width: 2.8
Room 9
  • Listing Key: 4EE581C351B133B1E063E201100A708D
  • Room Entry Order: 7
  • Room Features: Full Bath
  • Room Length: 15.6
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 14.4
Room 10
  • Room Entry Order: 8
  • Room Length: 15.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.11
Room 11
  • Room Entry Order: 9
  • Room Length: 13.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 8.3
Property
Property and Assessments
  • Color: Brown
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1976
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2029
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 940254
  • Sq Ft Est Heated Above Grade: 2029.0
  • Sq Ft Total: 2029.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 226 Middlesex Avenue

DateEvent & SourcePriceAppreciation
Apr 29, 1993

Closed (Public Record)

Public Record #91991764

$225,000—
DateEvent & SourcePrice
04/29/1993

Closed (Public Record)

Public Record #91991764

$225,000

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

Public Records for 226 Middlesex Avenue

Taxable ValueLand$61,460Additions$232,610Total$294,070
Tax Record2024$7,963 ($664 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,029 SqFtAbove Grade Finished SqFt2,029 SqFtUnfinished Basement SqFt868 SqFtStories2Lot Size101,495 SqFtStyleSingle Family ResidenceYear Built1976Year Renovated1995ZoningR-2CountyMIDDLESEXAPNCSTR M:5 B:41Fireplace TypeHas Fireplace

Schools near 226 Middlesex Avenue

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
Franklin Academy
Private - 8 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

Franklin Academy
Private8 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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Listing Courtesy of Coldwell Banker Realty, Peg Mitchel; Coldwell Banker Realty, Kyle S Hinding

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.