44 Chamberlain Hill Rd

Off Market

44 Chamberlain Hill Rd

Middletown CT 06457

3199 sq. ft.

3.5 ac.

Single-Family

Last sold for $775,000

Sharon Linder, last sold this property on 10 November 2026 after 259 days on market.

Overview

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 today's homes. Expansive windows invite sunlight throughout while showcasing the property's serene and remarkably private setting. Sophisticated yet inviting, spacious yet warm, this hidden gem offers a rare combination of privacy, versatility, character and modern luxury. 44 Chamberlain Hill Road is not simply a home - it is a one-of-a-kind retreat that truly must be experienced to be appreciated

Features

6 bedrooms

4 bathrooms

1 carspace

1 garage space

3199 sq. ft. floor area

3.5 ac. lot size

Single-Family

Estimated Value

We need at least 3 similar 6 bedroom single-family properties sold in Middletown over the last 12 months.

Property history for 44 Chamberlain Hill Rd

2026

Sold

$775,000

10 Nov 2026 by Sharon Linder, of Berkshire Hathaway NE Prop.

2024

Sold

$350,000

13 Sep 2024 by Kimmy Vendryes-Martin, of Coldwell Banker Realty

2020

Sold

$170,000

30 Apr 2020 by Todd Bakoledis, of Coldwell Banker Realty

Happy sellers in Middletown

We have insufficient information to provide an overview of customer satisfaction for Middletown. Viewing the agent profiles, reviews and sales for Middletown can provide insights for this location.

Local market activity for 6 bedroom single-family properties in Middletown

In the last 12 months, 1 six-bedroom single-family similar to 44 Chamberlain Hill Rd, have been sold.

This represents a 34% increase in six-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Middletown for a market analysis.

Danny Hernandez

at CLMA Realty

(20 reviews)

Get a market analysis

Gregory Hanner

at Garden Realty

(269 reviews)

Get a market analysis

Che Hesse Frey

at ROVI Homes of Connecticut

(4 reviews)

Get a market analysis

Shari Jones

at Coldwell Banker Realty

(37 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Middletown

Danny Hernandez

Danny Hernandez is an award winning recommended agent for Middletown. They have 2 local sales and collected 2 local reviews across the last 12 months.

5 (20 reviews)
2 Reviews in Middletown
2 Sales in Middletown

View profile

Gregory Hanner

Sellers who recommend Gregory Hanner have praised them for being local expert, responsive, clear communication, supportive, detail-oriented, patient, and reliable