44 Chamberlain Hill Road

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Active
$779,000
6 beds3,199 sqft$244/sqft
44 Chamberlain Hill Rd, Middletown, CT 06457
Est: $5,525/moGet pre-approved
Single FamilyProperty Type
7.02 acresLot Size
1980Year Built
$244/sq ftPrice per sq ft
1 carParking Spaces

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...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
12 days on Market
  • Listed by: Sharon Linder 860.460.8862 sharonlinder@bhhsne.com • Berkshire Hathaway NE Prop.
Last updated: 08/20/2026 01:21 PM • Source: SMARTMLS, MLS#: 24199581

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Sharon Linder
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$5,525 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,960

Property Taxes

$1,565

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Property Information for 44 Chamberlain Hill Road

Property Details
  • Taxes: $18,783 / year
  • MLS Type: Residential
  • County: Middlesex County
  • Basement Description: Full, Interior Access, Partially Finished, Walk-out, Liveable Space
  • Direct Waterfront: No
  • Garages Number: 1
  • Style: Contemporary
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1980
  • Lot Size: 7.02 AC / 305,791 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • High School: Middletown
  • Latitude: 41.505678
  • Longitude: -72.611974
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $18,783
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, Gutters, Lighting, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Freezer, Dishwasher
  • Cooling System: Ceiling Fans, Central Air, Split System
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 2
  • Interior Features: Cable - Available, Open Floor Plan
  • Laundry Room Info: Lower Level
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Remodeled,Skylight,Vaulted Ceiling,Ceiling Fan,Fireplace,Hardwood Floor
  • Room Length: 29.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 20.0
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,Vaulted Ceiling,Ceiling Fan,Engineered Wood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Loft
  • Room Width: 16.0
Room 3
  • Room Entry Order: 11
  • Room Features: Remodeled,Engineered Wood Floor
  • Room Length: 16.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 14.0
Room 4
  • Room Entry Order: 12
  • Room Features: Remodeled,Engineered Wood Floor
  • Room Length: 12.0
  • Room Level: Lower
  • Room Type: Study
  • Room Width: 12.0
Room 5
  • Listing Key: 5920683DBC880C8CE063E201100AA1C5
  • Room Entry Order: 13
  • Room Features: Remodeled,Vaulted Ceiling,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Study
  • Room Width: 16.0
Room 6
  • Room Entry Order: 14
  • Room Features: Remodeled,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 20.0
Room 7
  • Room Entry Order: 15
  • Room Features: Remodeled,Engineered Wood Floor
  • Room Length: 20.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 8.0
Room 8
  • Room Entry Order: 2
  • Room Features: Remodeled,Fireplace
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.0
Room 9
  • Listing Key: 5920683DBC880C8CE063E201100AA1C5
  • Room Entry Order: 3
  • Room Features: Remodeled,Balcony/Deck,Full Bath,Sliders,Walk-In Closet,Engineered Wood Floor
  • Room Length: 23.0
  • Room Level: Lower
  • Room Type: Primary Bedroom
  • Room Width: 15.0
Room 10
  • Room Entry Order: 4
  • Room Features: Remodeled,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 14.0
Room 11
  • Room Entry Order: 5
  • Room Features: Remodeled,Engineered Wood Floor
  • Room Length: 16.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 14.0
Room 12
  • Room Entry Order: 6
  • Room Features: Remodeled,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 13.0
Room 13
  • Room Entry Order: 7
  • Room Features: Remodeled,Palladian Window(s),Full Bath,Engineered Wood Floor
  • Room Length: 16.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 14.0
Room 14
  • Room Entry Order: 8
  • Room Features: Remodeled,Vaulted Ceiling,Ceiling Fan,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 16.0
Room 15
  • Room Entry Order: 9
  • Room Features: Remodeled,9 ft+ Ceilings,Quartz Counters,Island,Sliders,Tile Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Property
Property and Assessments
  • Construction Description: Concrete
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1980
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level, First Floor
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 3199
Lot Information
  • Lot Description: Lightly Wooded, Dry, Sloping Lot
  • Parcel Number: 1011350
  • Sq Ft Est Heated Above Grade: 3199.0
  • Sq Ft Total: 3199.0
  • Zoning: R-60
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Other
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 44 Chamberlain Hill Road

DateEvent & SourcePriceAppreciation
Dec 22, 2025

Closed (Public Record)

Public Record #1925059907

$50,000—
Dec 22, 2025

Closed (Public Record)

Public Record #1925059906

$105,000

-61.1% / yr

Sep 12, 2024

Closed (Public Record)

Public Record #1541224631

$350,000

+17.6% / yr

DateEvent & SourcePrice
12/22/2025

Closed (Public Record)

Public Record #1925059907

$50,000
12/22/2025

Closed (Public Record)

Public Record #1925059906

$105,000

-61.1% / yr

09/12/2024

Closed (Public Record)

Public Record #1541224631

$350,000

+17.6% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Chamberlain Hill Road

Taxable ValueLand$111,760Additions$293,960Total$405,720
Tax Record2024$15,016 ($1,251 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt3,199 SqFtAbove Grade Finished SqFt3,199 SqFtUnfinished Basement SqFt2,400 SqFtStories1Lot Size504,860 SqFtStyleSingle Family ResidenceYear Built1980Year Renovated1980ZoningR-60CountyLOWER CONNECTICUT RIVERAPNMTWN M:50 L:0013

Schools near 44 Chamberlain Hill Road

This home is within Middletown School District.
Rating
School
Type
Grades
Distance
Bielefield School
Public - PK to 5
Beman Middle School
Public - 6 to 8
Middletown High School
Public - 9 to 12
Icm - Spencer
Public - 3 to 5
Rating
School
Distance
Bielefield School
PublicPK to 5

Beman Middle School
Public6 to 8

Middletown High School
Public9 to 12

Icm - Spencer
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 44 Chamberlain Hill Road, Middletown, CT 06457

44 Chamberlain Hill Road is a single family home for sale in Middletown, CT 06457. This property was listed for sale on August 15, 2026 by Berkshire Hathaway NE Prop., it's currently listed at $779,000. It has been on the market for a total of 12 days and was last sold on December 22, 2025. This listing's school district is Middletown School District. Nearby schools include Bielefield School, Beman Middle School and Middletown High School. 44 Chamberlain Hill Road is a 6-bed, 4-bath, 3,199 sqft single family home built in 1980.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Sharon Linder

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.