44 Chamberlain Hill Road
Middletown, CT, 06457 $ 925,000
Bedrooms6 Baths3.1 Sq 5,599 Monthly Estimate*
$ 5,695
for $925,000 with 6 bedrooms and 3 full baths, 1 half bath. This 5,599 square foot home was built in 1980 on a lot size of 8.5.
Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz countertops, stainless steel appliances, a double oven, and generous prep and storage space-ideal for both everyday living and entertaining. Large windows and glass doors throughout flood the interior with natural light, enhancing the open-concept layout and spacious living areas. Designed with flexibility in mind, the floor plan offers multiple configuration options, including potential for a private secondary living area-perfect for multi-generational living, guests, or home-based business needs. Interior highlights include: * Large loft with adjoining office space * Two fireplaces * Hardwood flooring * High-end luxury vinyl plank flooring in key living areas The primary suite provides a peaceful retreat, complete with a spacious 7x10 walk-in closet and a beautifully designed bath featuring dual vanities and a custom tile shower. Step outside to enjoy the large deck just off the kitchen and dining area-an ideal setting for relaxing evenings or hosting gatherings. Additional upgrades include updated plumbing and electrical systems, multiple private entrance options, and a layout designed to accommodate a wide range of lifestyle needs. This is a rare opportunity to own a spacious, thoughtfully updated estate offering privacy, versatility, and modern comfort on over 8 acres. Beautifully landscaped grounds enhance the home's curb appeal, while the expansive acreage provides exceptional opportunities for outdoor living, recreation, and future improvements. The partially wooded setting creates a natural buffer, offering privacy and a peaceful, scenic backdrop. Comfort and efficiency are thoughtfully integrated throughout the property. The home is equipped with three condensers supporting seven high-efficiency split HVAC units, allowing for zoned climate control and personalized comfort in multiple areas of the home. The chimney has been professionally repointed, reflecting careful maintenance and pride of ownership. A truly distinctive property offering space, functionality, and long-term potential-ready for its next owner to personalize and enjoy.
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Single Family Coming Soon
FeaturesGeneralZoning R-60
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 8.5
Directions GPS Friendly
High School Per Board of Ed
City Middletown
Elementary School Per Board of Ed
Sq Ft Total 5599
Year Built 1980
Style Contemporary
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air Split System
Total Rooms 12
Basement Description Full
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ExteriorWater Source Private Well
Lot Description Lightly Wooded Level Lot
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* Excluded FeaturesList ByGary PeacockListing Agent
Berkshire Hathaway Ne Prop.Broker
garypeacock@bhhsne.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,695
- Monthly Property Taxes
- $1,251
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save NearbySingle family listings in Middletown, CT
Average List Price $460,256
Percent of Sale Price 50%
About Middletown, CT 47,363 Population
10% Since 2002
$ 64,327 Median Income
38.67 Median Age
24% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 2/16/2026 | $925,000 | | Listed Price |