Off market feb 2025 for $360K

$406,383

•

1,248

sq ft

261 Middlesex Ave, Chester, CT 06412

About this home

Come & enjoy all that Chester has to offer! Chester is one of the most sought after Connecticut village towns! This sweet Colonial built in 1935 is set back from the road on 2 picturesque acres of land offering plenty of expansion possibilities! Family owned since 1935. First floor offers a living room with stone fireplace, a dining room, a kitchen & mud room. All original hardwood floors throughout & original woodwork. 3 bedrooms & a full bath upstairs & a walk-up attic for storage potential. Living room leads out to a charming side porch with pillars & deck. Mechanicals are all updated: newer well pump in 2015, newer furnace in 2012. Some cosmetics needed but great bones & so much potential. A short drive to Chester village and a great price range for a starter home or for someone looking to downsize. Don't miss this opportunity! Property sold as is.

Single-familyProperty Type

1935Year Built

2 acresLot Size

$326Est. Price/Sq.Ft.

6 spacesParking

Listed by Theresa Bitondo • Berkshire Hathaway NE Prop.

Listed by Laura Bitondo • Berkshire Hathaway NE Prop.

Bought with Kathy Schellens • William Pitt Sotheby's Int'l

Source:Smart MLS #24068598

Redfin Estimate

$406,383

$46K since sold in February 2025$5,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.7% lower than the average sale price ($460K) of 6 comparable homes.

SOLD OCT 21, 2026
$525,000
A
3 beds1.5 baths1,742 sq ft
43 Goose Hill Rd, Chester, CT 06412
SOLD SEP 2, 2026
$500,000
B
3 beds2 baths1,714 sq ft
22 Goose Hill Rd, Chester, CT 06412
SOLD OCT 27, 2026
$315,000
C
3 beds1 bath1,104 sq ft
49 Essex St, Deep River, CT 06417
SOLD AUG 25, 2026
$452,000
D
3 beds1.5 baths1,198 sq ft
1 Kirtland Ave, Chester, CT 06412
SOLD JUN 22, 2026
$540,000
E
3 beds1.5 baths1,392 sq ft
177 Union St, Deep River, CT 06417
SOLD SEP 11, 2026
$430,000
F
2 beds1.5 baths1,454 sq ft
25 Goose Hill Rd, Chester, CT 06412

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Earn from this home

Sell

$101,972

Est. take-home

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Rent

$2,129/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.5%

+0.7% MoM

Median sale price

$500K

$5K MoM

Avg. days on market

44d

13 days MoM

Recently sold homes

0 MoM

New listings for sale

OPEN SUN, 1PM TO 3PM
$525,000
3 beds2 baths1,822 sq ft
6 Gilbert Hill Rd, Chester, CT 06412
$749,900
4 beds2.5 baths2,662 sq ft
13 High Field Ln, Chester, CT 06412
See all

Provided by Redfin

Sale history for 261 Middlesex Ave

Year

Property tax

Land + Additions

Assessment*

2023

$3,845 (+0.7%)

$59,500 + $69,950

$129,450

2022

$3,819

$59,500 + $69,950

$129,450

2021

$3,819 (+3.1%)

$59,500 + $69,950

$129,450

2020

$3,705 (−0.6%)

$59,500 + $69,950

$129,450

2019

$3,727 (+5.8%)

$59,500 + $69,950

$129,450

2018

$3,523 (+2.9%)

$63,000 + $66,950

$129,950

2017

$3,425 (+3.1%)

$63,000 + $66,950

$129,950

2016

$3,323 (+3.0%)

$63,000 + $66,950

$129,950

2014

$3,225 (−4.8%)

$63,000 + $66,950

$129,950

2011

$3,389

$77,000 + $77,390

$154,390

Tax history for 261 Middlesex Ave

Year

Property tax

Land + Additions

Assessment*

2023

$3,845 (+0.7%)

$59,500 + $69,950

$129,450

2022

$3,819

$59,500 + $69,950

$129,450

2021

$3,819 (+3.1%)

$59,500 + $69,950

$129,450

2020

$3,705 (−0.6%)

$59,500 + $69,950

$129,450

2019

$3,727 (+5.8%)

$59,500 + $69,950

$129,450

2018

$3,523 (+2.9%)

$63,000 + $66,950

$129,950

2017

$3,425 (+3.1%)

$63,000 + $66,950

$129,950

2016

$3,323 (+3.0%)

$63,000 + $66,950

$129,950

2014

$3,225 (−4.8%)

$63,000 + $66,950

$129,950

2011

$3,389

$77,000 + $77,390

$154,390

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

1989

Sq. Ft.

1,248

Year built

1935

Style

Single Family Residential

County

Middlesex County

APN

940208

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Off Street Parking

Parking Information
Parking Total Spaces: 6

Interior

Interior Information
Total Rooms: 6
Laundry Room Info: Main Level
Fireplaces Total: 1
Appliances Included: Oven/Range, Range Hood, Refrigerator, Washer, Dryer

Bathroom Information
# of Baths (Full): 1

Bedroom Information
Beds Total: 3

Room Information
Basement Description: Full, Storage, Interior Access, Concrete Floor, Full With Hatchway
Has Attic
Attic Description: Storage Space, Floored, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Garden Area, Covered Deck, Patio

Lot Information
Lot Description: Treed, Sloping Lot, Cleared, Open Lot

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1248

Financial

Assessments Information
Assessed Value: $171,990

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Steam
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Winthrop
Intermediate School: Region 4
High School: Valley
Elementary School: Chester

Location Information
State: Connecticut
Directions: Route 154 is Middlesex Ave. Look foir Berkshire sign
County: Middlesex

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,248
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1935
Year Renovated: 1989
County: Middlesex County
APN: 940208

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

K - 12
Preschool & daycare

Chester Elementary School

Public PreK-6 • Assigned • 1.7mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 4.4mi

6/10

Valley Regional High School

Public 9-12 • Assigned • 3.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

67% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$387,000 – $468,000

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4 beds2 baths2,523 sq ft

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New listings for sale in 06412

OPEN SUN, 1PM TO 3PM

$525,000

3 beds2 baths1,822 sq ft

6 Gilbert Hill Rd, Chester, CT 06412

Tranquil cul-de-sac • Updated kitchen • Granite countertops

$749,900

4 beds2.5 baths2,662 sq ft

13 High Field Ln, Chester, CT 06412

Custom colonial • Private acres • Quiet cul-de-sac

Home values near 261 Middlesex Ave

Data from public records.

Address	Redfin Estimate
246 Middlesex Ave, Chester, CT 4 Beds \| 2.5 Baths \| 3023 Sq. Ft.	$855,966
270 Middlesex Ave, Chester, CT 3 Beds \| 2 Baths \| 2016 Sq. Ft.	$508,741
275 Middlesex Ave, Chester, CT 4 Beds \| 3.5 Baths \| 3293 Sq. Ft.	$603,646
256 Middlesex Ave, Chester, CT 3 Beds \| 1.5 Baths \| 1635 Sq. Ft.	$513,161
134 Goose Hill Rd, Chester, CT 3 Beds \| 2.5 Baths \| 3268 Sq. Ft.	$780,654
9 Parkers Point Rd, Chester, CT 3 Beds \| 2 Baths \| 1888 Sq. Ft.	$1,481,508
137 Goose Hill Rd, Chester, CT 2 Beds \| 2 Baths \| 1663 Sq. Ft.	$515,796

Address	Redfin Estimate
242 Middlesex Ave, Chester, CT 3 Beds \| 1.5 Baths \| 1456 Sq. Ft.	$517,579
260 Middlesex Ave, Chester, CT 3 Beds \| 5 Baths \| 3876 Sq. Ft.	$1,589,510
248 Middlesex Ave, Chester, CT 4 Beds \| 3.5 Baths \| 4862 Sq. Ft.	$1,112,433
5 Parkers Point Rd, Chester, CT 2 Beds \| 3 Baths \| 1308 Sq. Ft.	$728,982
131 Goose Hill Rd, Chester, CT 3 Beds \| 3 Baths \| 1700 Sq. Ft.	$541,579
3 Meadow Ln, Chester, CT 2 Beds \| 1 Baths \| 1032 Sq. Ft.	$365,874
3 Parkers Point Rd, Chester, CT 1 Beds \| 1.5 Baths \| 2335 Sq. Ft.	$673,341

Address	Redfin Estimate
272 Middlesex Ave, Chester, CT 3 Beds \| 2 Baths \| 1796 Sq. Ft.	$506,931
132 Middlesex Ave, Chester, CT 2 Beds \| 1 Baths \| 1001 Sq. Ft.	$328,820
251 Middlesex Ave, Chester, CT 4 Beds \| 1.5 Baths \| 1644 Sq. Ft.	$442,697
136 Goose Hill Rd, Chester, CT 4 Beds \| 3 Baths \| 3343 Sq. Ft.	$796,732
11 Castle View Dr, Chester, CT 3 Beds \| 2 Baths \| 2103 Sq. Ft.	$493,187
133 Goose Hill Rd, Chester, CT 3 Beds \| 2 Baths \| 1720 Sq. Ft.	$434,284
140 Goose Hill Rd, Chester, CT 2 Beds \| 1 Baths \| 945 Sq. Ft.	$334,258

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 261 Middlesex Ave

Tax history for 261 Middlesex Ave

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 261 Middlesex Ave

More real estate resources