Google street view image for 49 Chimney Hill Rd, Middletown, CT 06457

Off market dec 1992 for $206K

$562,143

Est. refi paymentEst. refi $1,409/mo

•

3.5 ba

•

2,123

sq ft

49 Chimney Hill Rd, Middletown, CT 06457

About this home

49 Chimney Hill Rd is a 2,123 square foot house on a 0.64 acre lot with 4 bedrooms and 3.5 bathrooms. - it last sold on December 01, 1992 for $206,500. Based on Redfin's Middletown data, we estimate the home's value is $562,143.

Single-familyProperty Type

1984Year Built

0.64 acresLot Size

$265Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$562,143

$356K since sold in December 1992$19K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.9% higher than the average sale price ($426K) of 6 comparable homes.

SOLD DEC 17, 2025
$462,300
A
4 beds3 baths2,054 sq ft
10 Lorelei Cir, Middletown, CT 06457
SOLD MAY 15, 2026
$540,000
B
4 beds2.5 baths2,174 sq ft
56 Coles Rd, Middletown, CT 06457
SOLD JUN 30, 2026
$475,000
C
3 beds2.5 baths1,672 sq ft
163 Dora Dr, Middletown, CT 06457
SOLD SEP 15, 2026
$380,000
D
3 beds2 baths2,006 sq ft
83 Jacobs Ter, Middletown, CT 06457
SOLD DEC 8, 2025
$350,000
E
4 beds3 baths2,089 sq ft
80 Russell St, Middletown, CT 06457
SOLD SEP 25, 2026
$349,900
F
4 beds2 baths1,664 sq ft
125 Stevens Ln, Middletown, CT 06457

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Earn from this home

Sell

$527,791

Est. take-home

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Refinance

Est. cash available

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Rent

$2,000/mo

Redfin rental estimate

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Market trends in 06457, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.9%

+0.1% MoM

Median sale price

$377K

$5K MoM

Avg. days on market

30d

4 days MoM

Recently sold homes

147

4 MoM

New listings for sale

OPEN SAT, 2PM TO 4PM
$274,900
4 beds2 baths1,700 sq ft
219 Pearl St, Middletown, CT 06457
NEW 31 HRS AGO
$365,000
3 beds2 baths2,225 sq ft
14 Casper Ave, Middletown, CT 06457
$349,900
4 beds2.5 baths2,572 sq ft
477 Hunting Hill Ave, Middletown, CT 06457
$525,000
4 beds2.5 baths2,406 sq ft
37 Valley Dr, Middletown, CT 06457
$499,000
3 beds2.5 baths2,256 sq ft
12 Brookview Ln, Middletown, CT 06457
OPEN SUN, 11AM TO 1PM
$384,900
3 beds1.5 baths1,076 sq ft
36 McDowell Rd, Middletown, CT 06457
OPEN SUN, 1PM TO 3PM
$549,900
5 beds3.5 baths3,316 sq ft
495 Ridge Rd, Middletown, CT 06457
$589,000
2 beds2.5 baths2,054 sq ft
35 Sonoma Ln #35, Middletown, CT 06457
OPEN SAT, 12PM TO 2PM
$449,900
3 beds2 baths1,520 sq ft
526 Westfield St, Middletown, CT 06457
COMING SOON
$584,900
2 beds2 baths1,822 sq ft
19 Sonoma Ln #19, Middletown, CT 06457
See all

Provided by Redfin

Sale history for 49 Chimney Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$9,423

$55,350 + $158,800

$214,150

2021

$9,423 (−0.4%)

$55,350 + $158,800

$214,150

2020

$9,465 (−0.5%)

$55,350 + $158,800

$214,150

2019

$9,508 (+1.6%)

$55,350 + $158,800

$214,150

2018

$9,358 (−2.6%)

$55,350 + $158,800

$214,150

2017

$9,607 (+2.9%)

$67,400 + $159,170

$226,570

2016

$9,335 (+4.0%)

$67,400 + $159,170

$226,570

2015

$8,972 (−1.0%)

$67,400 + $159,170

$226,570

2014

$9,063 (+3.0%)

$67,400 + $159,170

$226,570

2011

$8,799

$75,040 + $185,280

$260,320

Tax history for 49 Chimney Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$9,423

$55,350 + $158,800

$214,150

2021

$9,423 (−0.4%)

$55,350 + $158,800

$214,150

2020

$9,465 (−0.5%)

$55,350 + $158,800

$214,150

2019

$9,508 (+1.6%)

$55,350 + $158,800

$214,150

2018

$9,358 (−2.6%)

$55,350 + $158,800

$214,150

2017

$9,607 (+2.9%)

$67,400 + $159,170

$226,570

2016

$9,335 (+4.0%)

$67,400 + $159,170

$226,570

2015

$8,972 (−1.0%)

$67,400 + $159,170

$226,570

2014

$9,063 (+3.0%)

$67,400 + $159,170

$226,570

2011

$8,799

$75,040 + $185,280

$260,320

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

Property details

Interior

Basement Information
Basement Sq. Ft: 672

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gambrel

Property Information
Living Sq. Ft: 2,123
Gross Sq. Ft: 4,753
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 27,878
Municipality Name: MIDDLETOWN
Acres: 0.64
Zoning Code: R-15
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,123
Stories: 2.0
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Middlesex County
APN: 1006163

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Snow School

Public PreK-5 • Assigned • 0.8mi

5/10

Beman Middle School

Public 7-8 • Assigned • 0.7mi

4/10

Middletown High School

Public 9-12 • Assigned • 2.6mi

4/10

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 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Middletown, CT • 06457

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

$535,000 – $647,000

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Nearby similar homes

$525,000

4 beds2.5 baths2,406 sq ft

37 Valley Dr, Middletown, CT 06457

NEW CONSTRUCTION

$119,000

1 bed1 bath533 sq ft

500 Washington St #9, Middletown, CT 06457

NEW CONSTRUCTION

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3 beds3.5 baths3,456 sq ft

145 Monarca Dr, Middletown, CT 06457

$339,900

4 beds2 baths1,704 sq ft

42 Saybrook Rd, Middletown, CT 06457

OPEN SUN, 12PM TO 2PM

$385,000

3 beds2 baths1,963 sq ft

63 Millbrook Rd, Middletown, CT 06457

3D & VIDEO TOUR

$250,000

2 beds2 baths735 sq ft

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New listings for sale in 06457

OPEN SAT, 2PM TO 4PM

$274,900

4 beds2 baths1,700 sq ft

219 Pearl St, Middletown, CT 06457

NEW 31 HRS AGO

$365,000

3 beds2 baths2,225 sq ft

14 Casper Ave, Middletown, CT 06457

$349,900

4 beds2.5 baths2,572 sq ft

477 Hunting Hill Ave, Middletown, CT 06457

$525,000

4 beds2.5 baths2,406 sq ft

37 Valley Dr, Middletown, CT 06457

$499,000

3 beds2.5 baths2,256 sq ft

12 Brookview Ln, Middletown, CT 06457

OPEN SUN, 11AM TO 1PM

$384,900

3 beds1.5 baths1,076 sq ft

36 McDowell Rd, Middletown, CT 06457

OPEN SUN, 1PM TO 3PM

$549,900

5 beds3.5 baths3,316 sq ft

495 Ridge Rd, Middletown, CT 06457

$589,000

2 beds2.5 baths2,054 sq ft

35 Sonoma Ln #35, Middletown, CT 06457

OPEN SAT, 12PM TO 2PM

$449,900

3 beds2 baths1,520 sq ft

526 Westfield St, Middletown, CT 06457

Home values near 49 Chimney Hill Rd

Data from public records.

Address	Redfin Estimate
9 Chimney Hill Road, Middletown, CT 3 Beds \| 2.5 Baths \| 1723 Sq. Ft.	$310,749
39 Chimney Hill Road, Middletown, CT 4 Beds \| 3 Baths \| 2240 Sq. Ft.	$543,032

Address	Redfin Estimate
25 Chimney Hill Road, Middletown, CT 3 Beds \| 2.5 Baths \| 1980 Sq. Ft.	$456,972
50 Chimney Hill Road, Middletown, CT 3 Beds \| 1 Baths \| 1712 Sq. Ft.	$418,982

Address	Redfin Estimate
44 Chimney Hill Road, Middletown, CT 4 Beds \| 3 Baths \| 1800 Sq. Ft.	$533,554
30 Chimney Hill Road, Middletown, CT 3 Beds \| 2.5 Baths \| 2129 Sq. Ft.	$529,539

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06457, CT

Sale history for 49 Chimney Hill Rd

Tax history for 49 Chimney Hill Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06457

Home values near 49 Chimney Hill Rd

More real estate resources