226 Middlesex Avenue, Chester, CT 06412 - Photo 1

1/1

$695,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,029 Sq. Ft.
Updated 13 days ago

1/1

Property 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 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.

Full Property Details

Full Property Details for 226 Middlesex Ave

General

Sold For: $695,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24165416
Added to Site: 48 day(s) ago

Interior

Number of Rooms: 8
Rooms/Areas: Workshop
Interior Features: Cable - Available
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Full Bath: 9.2 x 7.2, Upper
Partial Bath: 5.6 x 2.8, Main

Bedrooms

Total Bedrooms: 4
Primary Suite: Full Bath, 15.6 x 14.4, Upper
Bedroom 1: Bedroom, 12.9 x 8.3, Upper
Bedroom 2: Bedroom, 13.6 x 8.3, Upper
Bedroom 3: Bedroom, 15.6 x 12.11, Upper

Other Rooms

Living Room: Living Room - Built-Ins, Hardwood Floor, 15.6 x 14.4, Main
Family Room: Family Room - Gas Log Fireplace, Hardwood Floor, 15.5 x 12.11, Main
Kitchen: Kitchen - Granite Counters, Dining Area, Island, Laundry Hookup, 12.1 x 11.7, Main
Dining Room: Dining Room - Built-Ins, Hardwood Floor, 11.7 x 14.4, Main
Laundry: Main Level
Other Room 1: Other - Dining Area, Laundry Hookup, Sliders, 10.8 x 11.7, Main

Exterior

Exterior Features: Shed, Deck, Garden Area
Color: Brown

Location

County: Middlesex
Driving Directions: Chester Village to Middlesex Avenue to road to Chester Boat Basin. House will be on your right as you go towards Marina. Signs.

School Information

Elementary School: Chester
Middle School: Winthrop
High School: Valley

Heating & Cooling

Cooling Type: Split System
Heating Type: Hot Water, Oil
Heating Fuel: Oil
Water Heater: Domestic

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Colonial
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Partial, Storage, Garage Access, Partially Finished, Partial With Walk-Out
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 2,029
Above Ground: 2,029 Sq. Ft.
Year Built: 1976

Lot Features

Lot Size (Acres): 2.33
Zoning: R-2
Lot Description: Lightly Wooded, Level Lot

Water Features

Water Front Desc.: Seasonal

Financial Considerations

Assessment Amount: $294,070
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 940254

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Meet the listing and selling agents

— 226 Middlesex Ave —

Peg Mitchel

Email Me

(860) 391-1701 direct
Kyle Hinding

Email Me

(860) 857-4219 direct
Preston Roth

Email Me

(860) 434-8600 direct

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NMLS#: 1598647

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Schools

Schools serving 226 Middlesex Ave

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

Name	Grades	Distance
Chester Elementary School, Chester, CT 23 Ridge Road, Chester, CT 06412	K-6	4.2 mi
John Winthrop Middle School 1 Winthrop Road, Deep River, CT 06417	7-8	3 mi
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417	9-12	3.3 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 226 Middlesex Ave

Date

Details

Price

Change

Source

5/15/2026

Sold

$695,000

—

MLS

4/14/2026

Listed

$695,000

—

MLS

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

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

Just Listed

$495,900

177 Union St Deep River, CT 06417

Single Family
Active
Updated 7 hours ago

3
Beds
2
Total Baths
1,392
Sq. Ft.

Listed by William Pitt Sotheby's Int'l

163-165 Main St, Deep River, CT 06417 - Photo 1

Just Listed

$825,000

163-165 Main St Deep River, CT 06417

Multi-Family
Active
Updated 1 day ago

6
Total Beds

Listed by VC Property Group, LLC

550 Route 81, Killingworth, CT 06419 - Photo 1

Just Listed

$795,000

Open House

550 Route 81 Killingworth, CT 06419

Single Family
Active
Updated 1 day ago

3
Beds
3
Total Baths
1,654
Sq. Ft.

Listed by William Pitt Sotheby's Int'l

Just Listed

$769,900

Open House

112 Main St Essex, CT 06409

Single Family
Active
Updated 4 hours ago

3
Beds
3
Total Baths
2,400
Sq. Ft.

Listed by Century 21 Classic Homes

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

Price Reduced

-$10,000 (-4.55%)

$210,000

113 Union St #APT Z Deep River, CT 06417

Condo
Active
Updated 1 day ago

2
Beds
1
Total Bath
884
Sq. Ft.

Listed by Kennedy Real Estate Solutions

7 Mitchel Terrace, Essex, CT 06442 - Photo 1

Price Reduced

-$13,500 (-2.26%)

$584,400

7 Mitchel Terrace Essex, CT 06442

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,880
Sq. Ft.

Listed by Re/Max Valley Shore

81 Meeting House Rd, Haddam, CT 06438 - Photo 1

Price Reduced

-$10,000 (-1.47%)

$669,900

81 Meeting House Rd Haddam, CT 06438

Single Family
Active
Updated 3 days ago

5
Beds
4
Total Baths
4,841
Sq. Ft.

Listed by Santana Realty Group LLC

108 Westbrook Rd, Essex, CT 06409 - Photo 1

Price Reduced

-$100,000 (-5.28%)

$1,795,000

108 Westbrook Rd Essex, CT 06409

Single Family
Active
Updated 2 days ago

4
Beds
5
Total Baths
5,610
Sq. Ft.

Listed by William Pitt Sotheby's Int'l

13 Cross Rd, Chester, CT 06412 - Photo 1

Sold

$610,000

13 Cross Rd Chester, CT 06412

Single Family
Closed

3
Beds
3
Total Baths
2,324
Sq. Ft.

Listed by Century 21 Clemens Group
Sold by William Raveis Real Estate

8 Butter Jones Rd, Chester, CT 06412 - Photo 1

Sold

$715,000

8 Butter Jones Rd Chester, CT 06412

Single Family
Closed

3
Beds
3
Total Baths
2,139
Sq. Ft.

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

8 Route 148, Killingworth, CT 06419 - Photo 1

Sold

$700,000

8 Route 148 Killingworth, CT 06419

Single Family
Closed

4
Beds
3
Total Baths
3,864
Sq. Ft.

Listed by J.M. Realty
Sold by Carl Guild & Associates

112 Cedar Swamp Rd, Deep River, CT 06417 - Photo 1

Sold

$605,000

112 Cedar Swamp Rd Deep River, CT 06417

Single Family
Closed

4
Beds
3
Total Baths
2,969
Sq. Ft.

Listed by Compass Connecticut, LLC
Sold by William Raveis Real Estate

226 Middlesex Avenue, Chester, CT 06412 (MLS# 24165416) is a Single Family property that was sold at $695,000 on May 15, 2026. This property was listed by Peg Mitchel from our Old Lyme/Old Saybrook/Essex Office.Want to learn more about 226 Middlesex Avenue? 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.

226 Middlesex Ave Chester, CT 06412