Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$799,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,271 Sq. Ft.
  • 2 Car Garage
  • Updated 21 hours ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 20 Chimney Hill Rd

General

  • Price: $799,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24197740
  • Updated: 8/10/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 9
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main

Exterior

  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Middlesex
  • Neighborhood: Highland
  • Driving Directions: Turn onto Bretton Road and then make turn onto Chimney Hill Road

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Highland

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: None
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,271
  • Above Ground: 4,271 Sq. Ft.
  • Year Built: 1962

Lot Features

  • Lot Size (Acres): 0.98
  • Zoning: R-15
  • Lot Description: On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $389,540
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1013828

Listed by eXp Realty, Joe Koontz

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 20 Chimney Hill Rd —

  • Joe Koontz

    eXp Realty

Agent Contact: (203) 702-3883 Office Contact: (866) 828-3951

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Chimney Hill Rd

School District:Middletown School District
NameGradesDistance
Snow School
299 Wadsworth Street, Middletown, CT 06457
PK-50.8 mi
Keigwin Middle School
99 Spruce Street, Middletown, CT 06457
6-2.7 mi
Beman Middle School
370 Hunting Hill Avenue, Middletown, CT 06457
6-80.6 mi
Middletown High School, Middletown, CT
200 La Rosa Lane, Middletown, CT 06457
9-122.5 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 20 Chimney Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/07/2026
Listed
$799,000
111.1%
MLS
5/02/2019
Sold
$378,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Chimney Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,634
9%
$401,910
3%
2023
$14,335
5%
$389,540
—
2023
$13,673
8%
$389,540
35%
2022
$12,684
1%
$288,280
—
2021
$12,618
-1%
$288,280
—
2020
$12,742
—
$288,280
—
2019
$12,800
2%
$288,280
1%
2018
$12,513
12%
$286,350
9%
2017
$11,155
3%
$263,090
—
2016
$10,839
4%
$263,090
—
2015
$10,418
-1%
$263,090
—
2014
$10,524
-3%
$263,090
-18%
2011
$10,834
—
$320,520
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 20 Chimney Hill Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by eXp Realty, Joe Koontz

Similar Properties near 20 Chimney Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

30 Cherry Ridge Rd, Middlefield, CT 06455 - Photo 1
$749,900
Open House

30 Cherry Ridge Rd  Middlefield, CT 06455

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,355
    Sq. Ft.
Listed by Eagle Eye Realty PLLC
1 Webster Heights, Cromwell, CT 06416 - Photo 1 Just Listed
$724,900

1 Webster Heights  Cromwell, CT 06416

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,523
    Sq. Ft.
Listed by Coccomo Real Estate LLC
123 Way Rd, Middlefield, CT 06455 - Photo 1
$729,999

123 Way Rd  Middlefield, CT 06455

  • Single Family
  • Active
  • Updated 8 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,278
    Sq. Ft.
Listed by Derek Greene
88 Powder Hill Rd, Middlefield, CT 06455 - Photo 1
$749,900

88 Powder Hill Rd  Middlefield, CT 06455

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,458
    Sq. Ft.
Listed by William Raveis Real Estate

Just Listed near 20 Chimney Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

68 High St, Portland, CT 06480 - Photo 1 Just Listed
$690,000

68 High St  Portland, CT 06480

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,500
    Sq. Ft.
Listed by Jody Smaglis (860) 633-3661
15 Michele Dr, Portland, CT 06480 - Photo 1 Just Listed
$599,900

15 Michele Dr  Portland, CT 06480

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,784
    Sq. Ft.
Listed by William Raveis Real Estate
1103 Cromwell Hills Dr, Cromwell, CT 06416 - Photo 1 Just Listed
$129,900

1103 Cromwell Hills Dr  #1103  Cromwell, CT 06416

  • Apartment
  • Active
  • Updated 2 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 729
    Sq. Ft.
Listed by eXp Realty
27 Sun Ridge Ln, Cromwell, CT 06416 - Photo 1 Just Listed
$299,900

27 Sun Ridge Ln  #27  Cromwell, CT 06416

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,744
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.

Price Reduced near 20 Chimney Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

11 Lake Rd, Portland, CT 06480 - Photo 1 Price Reduced
-$16,000 (-4.27%)
$359,000

11 Lake Rd  Portland, CT 06480

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,230
    Sq. Ft.
Listed by Carl Guild & Associates
1218 Cromwell Hills Dr, Cromwell, CT 06416 - Photo 1 Price Reduced
-$9,100 (-3.51%)
$249,900

1218 Cromwell Hills Dr  #1218  Cromwell, CT 06416

  • Condo
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,494
    Sq. Ft.
Listed by Prestige Realty Group
28 & 33 River Rd, Cromwell, CT 06416 - Photo 1 Price Reduced
-$23,000 (-19.49%)
$95,000

28 & 33 River Rd  Cromwell, CT 06416

  • Land Residential
  • Active
  • Updated 5 days ago
  • 0.45
    Acres
Listed by Group Four Realty
95 South Ridge Lane, Berlin, CT 06037 - Photo 1 Price Reduced
-$1 (0%)
$379,998

95 South Ridge Lane  #E201  Berlin, CT 06037

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,328
    Sq. Ft.
Listed by William Raveis Real Estate

Recent Sales near 20 Chimney Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

33 Knoll Ridge Ct, Middletown, CT 06457 - Photo 1 Sold
$770,000

33 Knoll Ridge Ct  Middletown, CT 06457

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,054
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Evjen Agency
602-2 Higby Rd, Middletown, CT 06457 - Photo 1 Sold
$720,093

602-2 Higby Rd  Middletown, CT 06457

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,602
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by RE/MAX Right Choice
Lot 3 Sisk St, Middletown, CT 06457 - Photo 1 Sold
$762,004

Lot 3 Sisk St  Middletown, CT 06457

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,151
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by eXp Realty
128 Webster Ln, Middletown, CT 06457 - Photo 1 Sold
$747,925

128 Webster Ln  Middletown, CT 06457

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,555
    Sq. Ft.
Listed and Sold by Berkshire Hathaway NE Prop.

20 Chimney Hill Road, Middletown, CT 06457 (MLS# 24197740) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 20 Chimney Hill Road is currently listed for $799,000 and was received on August 07, 2026. Want to learn more about 20 Chimney Hill Road? Do you have questions about finding other Single Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

Tour this property