Active Under Contract
Single family home for sale at 44 Chamberlain Hl Rd, Middletown, CT 06457 | MLS# 24199581 | Listing updated on 2026-09-15
Photo 1 of Single family home for sale at 44 Chamberlain Hl Rd, Middletown, CT 06457 | MLS# 24199581 | Listing updated on 2026-09-15
Photo 2 of Single family home for sale at 44 Chamberlain Hl Rd, Middletown, CT 06457 | MLS# 24199581 | Listing updated on 2026-09-15
Photo 3 of Single family home for sale at 44 Chamberlain Hl Rd, Middletown, CT 06457 | MLS# 24199581 | Listing updated on 2026-09-15
Photo 4 of Single family home for sale at 44 Chamberlain Hl Rd, Middletown, CT 06457 | MLS# 24199581 | Listing updated on 2026-09-15
36+
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Street View

$779,000

Monthly Est:$3,877

  • Beds Icon6 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,199sqft

44 Chamberlain Hl Rd, Middletown, CT 06457

$3,877/moEst:

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  • Single Family Residence

  • Built in 1980

  • $-- HOA

  • 7.02 acres lot

  • $244/sq.ft

Description

A truly extraordinary residence where distinctive architecture, exceptional privacy and sophisticated design come together to create a home unlike any other. Privately set on 3.5 acres, this beautifully renovated contemporary offers more than 5,500 square feet of impressive living space, with soaring interiors, walls of windows and an abundance of natural light creating a seamless connection to the surrounding landscape. The beautifully designed kitchen features quartz countertops, stainless steel appliances, double ovens, and generous space for gathering and entertaining. Two striking stone fireplaces serve as dramatic focal points, adding warmth, texture and character to the home's expansive living spaces. Offering six bedrooms and three-and-a-half beautifully renovated baths, the versatile floor plan provides exceptional flexibility for today's lifestyle. With its generous proportions and abundance of private and flexible spaces, the home is ideally suited for multigenerational living, extended family, guests, or those seeking dedicated space for a home office or home-based business. A fabulous loft provides yet another versatile area for a family room, office or game room. The spacious primary suite offers a walk-in closet, beautifully updated bath and private patio overlooking the peaceful surroundings. Throughout the home, meticulous details, interesting architectural elements and thoughtfully designed spaces create a sense of character rarely found in

  • Houzeo last checked: 48 minutes ago
  • Listing updated: September 15, 2026 at 6:00 pm
  • Listing Provided by: Sharon Linder | Berkshire Hathaway NE Prop.
  • Source: SMART MLS-CT | MLS#: 24199581 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Middletown

  • Neighborhood

    --

  • Year Built

    1980

  • HOA Fees

    -

  • Finished Area

    3,199 sqft

  • Lot Size

    7.02 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24199581

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    48

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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: 6

    Bathrooms: 4

Interior

  • Exterior Features

    Balcony, Deck, Gutters, Lighting, Patio

  • Interior Features

    Cable Available, Open Floor Plan

  • Appliances

    Oven/range, Refrigerator, Freezer, Dishwasher

  • Cooling

    Ceiling Fans, Central Air, Split System

  • Heating

    Electric

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 1980

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Architectural Style

    Contemporary

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Water Source

    Private Well

  • Laundry Features

    Lower Level

  • Parking Features

    Attached Garage

  • Basement

    Full, Interior Access, Partially Finished, Walk Out, Liveable Space

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Lightly Wooded, Dry, Sloping Lot

Price History

DateEventPrice

09/15/2026

Source: mls_logoSMART MLS-CT #24199581

Contingent (Active Under Contract)

$779,000

$244/sqft

08/20/2026

Source: mls_logoSMART MLS-CT #24199581

Listed for Sale

$779,000 -6.03%

$244/sqft

08/07/2026

Source: mls_logoSMART MLS-CT #24148860

Listing Removed

$829,000

$259/sqft

07/26/2026

Source: mls_logoSMART MLS-CT #24148860

Price Decreased

$829,000 -2.36%

$259/sqft

06/14/2026

Source: mls_logoSMART MLS-CT #24148860

Price Decreased

$849,000 -2.30%

$265/sqft

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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