For Sale
Price CutPrice Drop: $50K (10/05)
Single family home for sale at 20 Chimney Hl Rd, Middletown, CT 06457 | MLS# 24197740 | Listing updated on 2026-10-05
Photo 1 of Single family home for sale at 20 Chimney Hl Rd, Middletown, CT 06457 | MLS# 24197740 | Listing updated on 2026-10-05
Photo 2 of Single family home for sale at 20 Chimney Hl Rd, Middletown, CT 06457 | MLS# 24197740 | Listing updated on 2026-10-05
Photo 3 of Single family home for sale at 20 Chimney Hl Rd, Middletown, CT 06457 | MLS# 24197740 | Listing updated on 2026-10-05
Photo 4 of Single family home for sale at 20 Chimney Hl Rd, Middletown, CT 06457 | MLS# 24197740 | Listing updated on 2026-10-05
29+
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Street View

$649,000

Monthly Est:$3,230

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon4,271sqft

20 Chimney Hl Rd, Middletown, CT 06457

$3,230/moEst:

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  • Single Family Residence

  • Built in 1962

  • $-- HOA

  • 42,688.8 sqft lot

  • $152/sq.ft

Description

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.

  • Houzeo last checked: 48 minutes ago
  • Listing updated: October 5, 2026 at 12:48 am
  • Listing Provided by: Joe Koontz | eXp Realty
  • Source: SMART MLS-CT | MLS#: 24197740 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Middletown

  • Neighborhood

    --

  • Year Built

    1962

  • HOA Fees

    -

  • Finished Area

    4,271 sqft

  • Lot Size

    42,688.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24197740

  • MLS Status

    Active

  • Days on Market

    61

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Heating

    Hot Water, Oil

  • Appliances

    Gas Cooktop

  • Cooling

    None

  • Sewer

    Public Sewer Connected

Construction

  • Year Built

    Year Built: 1962

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Basement

    None

  • Water Source

    Public Water Connected

  • Parking Features

    Attached Garage

Other Features

  • Subdivision Name

    Highland

  • Lot Features

    On Cul De Sac

Price History

DateEventPrice

10/05/2026

Source: mls_logoSMART MLS-CT #24197740

Price Decreased

$649,000 -7.15%

$152/sqft

09/04/2026

Source: mls_logoSMART MLS-CT #24197740

Price Decreased

$699,000 -12.52%

$164/sqft

08/07/2026

Source: mls_logoSMART MLS-CT #24197740

Listed for Sale

$799,000

$187/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group