20 Chimney Hill Road

Middletown, CT
$ 699,000 Beds 4 Baths 2.5 Sq 4,271
Monthly Estimate* How much can I afford?

Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering space, while the primary suite offers a private retreat with ample closet space and an en-suite bath. Additional highlights include a two-car attached garage, a large backyard ideal for outdoor entertaining, and a prime location just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, and major commuter routes. This is a rare opportunity to own a beautiful home in one of Middletown's most desirable neighborhoods.

Single Family

  • Price
  • $ 699,000
  • City
  • Middletown
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • Middlesex
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.98 Acres
  • Zip
  • 06457
  • Sqr Footage
  • 4,271
  • Year Built
  • 1962
  • Taxes
  • $ 15893
  • Style
  • MLS#
  • 24197740
Listed By: Joe Koontz 203-702-3883 with eXp Realty. - (866) 828-3951
Data Source: Smart MLS

Features

General

Zoning R-15
Neighborhood Highland
County Middlesex
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.98
Directions Turn onto Bretton Road and then make turn onto Chimney Hill Road
High School Per Board of Ed
City Middletown
Elementary School Per Board of Ed
Sq Ft Total 4271
DOM 28
Year Built 1962
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System None
Total Rooms 9
Basement Description None

Exterior Features

Water Source Public Water Connected
Lot Description On Cul-De-Sac
Color Gray

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

8/8/2026 Listed $799,000
9/4/2026 13% - $699,000

Property vs Zip Code Average in 06457

Price
AVG $450K
$700K
Taxes
AVG $8,618
$15,893
Year Built
AVG 1961
1962

20 Chimney Hill Road Middletown, CT is a Single Family Home for sale at $699000 with 4271 sqft and a lot size of 0.98 Acres Acre(s). 20 Chimney Hill Road Middletown has 4 bedrooms, 2 baths and was built in 1962. The property's zip code is 06457 which is in Middletown, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.