For sale
$925,000
6beds
5,599sqft
44 Chamberlain Hill Road, Middletown, CT 06457
6beds
5,599sqft
Single family residence
Built in 1980
8.50 Acres
1 Attached garage space
$165 price/sqft
What's special
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 ...
- 58 days |
- 1,586 |
- 56 |
Source: Smart MLS,MLS#: 24148860
Travel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked: 7 hours ago
Listing updated: April 12, 2026 at 04:40pm
Listed by:
Gary Peacock (719)314-9898,
Berkshire Hathaway NE Prop. 860-739-6666
Source: Smart MLS,MLS#: 24148860
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Balcony/Deck, Full Bath, Stall Shower, Sliders, Walk-In Closet(s), Engineered Wood Floor
- Level: Lower
- Area: 345 Square Feet
- Dimensions: 15 x 23
Bedroom
- Features: Remodeled, Hardwood Floor
- Level: Main
- Area: 195 Square Feet
- Dimensions: 13 x 15
Bedroom
- Features: Remodeled, Palladian Window(s), Full Bath, Laundry Hookup, Engineered Wood Floor
- Level: Lower
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom
- Features: Remodeled, Sliders, Engineered Wood Floor
- Level: Lower
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom
- Features: Remodeled, Hardwood Floor
- Level: Main
- Area: 168 Square Feet
- Dimensions: 14 x 12
Bedroom
- Features: Engineered Wood Floor
- Level: Lower
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bathroom
- Features: Remodeled, Stall Shower, Tile Floor
- Level: Main
- Area: 70 Square Feet
- Dimensions: 10 x 7
Bathroom
- Features: Remodeled, Tub w/Shower, Engineered Wood Floor
- Level: Lower
- Area: 48 Square Feet
- Dimensions: 8 x 6
Bathroom
- Features: Remodeled, Tile Floor
- Level: Main
- Area: 20 Square Feet
- Dimensions: 5 x 4
Dining room
- Features: Remodeled, Fireplace, Tile Floor
- Level: Main
- Area: 240 Square Feet
- Dimensions: 16 x 15
Kitchen
- Features: High Ceilings, Balcony/Deck, Quartz Counters, Kitchen Island, Sliders, Tile Floor
- Level: Main
- Area: 288 Square Feet
- Dimensions: 16 x 18
Living room
- Features: Remodeled, Skylight, Vaulted Ceiling(s), Ceiling Fan(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 580 Square Feet
- Dimensions: 20 x 29
Loft
- Features: Remodeled, Vaulted Ceiling(s), Ceiling Fan(s), Engineered Wood Floor
- Level: Upper
- Area: 304 Square Feet
- Dimensions: 16 x 19
Other
- Features: Remodeled, Hardwood Floor
- Level: Main
- Area: 320 Square Feet
- Dimensions: 20 x 16
Other
- Features: Remodeled, Engineered Wood Floor
- Level: Lower
- Area: 120 Square Feet
- Dimensions: 6 x 20
Other
- Features: Remodeled, Engineered Wood Floor
- Level: Lower
- Area: 196 Square Feet
- Dimensions: 14 x 14
Study
- Features: Remodeled, Vaulted Ceiling(s), Ceiling Fan(s), Hardwood Floor
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16 x 12
Study
- Features: Remodeled, Engineered Wood Floor
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Heating
- Forced Air, Other, Electric
Cooling
- Ceiling Fan(s), Central Air, Ductless
Appliances
- Included: Electric Cooktop, Oven, Refrigerator, Dishwasher, Water Heater
- Laundry: Lower Level
Features
- Doors: French Doors
- Basement: Full
- Number of fireplaces: 2
Interior area
- Total structure area: 5,599
- Total interior livable area: 5,599 sqft
- Finished area above ground: 3,199
- Finished area below ground: 2,400
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Attached, Driveway, Unpaved, Garage Door Opener, Private
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck
- Exterior features: Rain Gutters
Lot
- Size: 8.5 Acres
- Features: Few Trees, Level
Details
- Parcel number: 1011350
- Zoning: R-60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1980
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $165/sqft
- Tax assessed value: $405,720
- Annual tax amount: $15,016
- Date on market: 2/16/2026
Price history
| Date | Event | Price |
|---|---|---|
| 2/24/2026 | Listed for sale | $925,000+781%$165/sqft |
Source:  Smart MLS #24148860 Report a problem | ||
| 12/23/2025 | Sold | $105,000-70%$19/sqft |
Source: Public Record Report a problem | ||
| 9/13/2024 | Sold | $350,000+0.3%$63/sqft |
Source: Smart MLS #24035388 Report a problem | ||
| 8/1/2024 | Listed for sale | $349,000-41.8%$62/sqft |
Source: Smart MLS #24035388 Report a problem | ||
| 3/23/2023 | Listing removed | -- |
Source: Smart MLS #170508567 Report a problem | ||
| 1/16/2023 | Listed for sale | $599,900$107/sqft |
Source: Smart MLS #170508567 Report a problem | ||
| 12/23/2022 | Contingent | $599,900$107/sqft |
Source: Smart MLS #170508567 Report a problem | ||
| 10/1/2022 | Price change | $599,900-4.8%$107/sqft |
Source: Smart MLS #170508567 Report a problem | ||
| 7/14/2022 | Listed for sale | $629,900+270.5%$113/sqft |
Source: Smart MLS #170508567 Report a problem | ||
| 4/30/2020 | Sold | $170,000+6.3%$30/sqft |
Source: Smart MLS #170109631 Report a problem | ||
| 2/12/2020 | Pending sale | $160,000$29/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 1/28/2020 | Price change | $160,000-11.1%$29/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 12/19/2019 | Listed for sale | $180,000$32/sqft |
Source: Coldwell Banker #170109631 Report a problem | ||
| 8/27/2019 | Listing removed | $180,000$32/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 5/3/2019 | Price change | $180,000-10%$32/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 4/23/2019 | Price change | $200,000-4.7%$36/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 1/8/2019 | Price change | $209,900-4.5%$37/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 12/7/2018 | Price change | $219,900-7.2%$39/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 11/30/2018 | Listed for sale | $236,900$42/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 9/17/2018 | Listing removed | $236,900$42/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 8/30/2018 | Pending sale | $236,900$42/sqft |
Source: Coldwell Banker Residential Brokerage - Old Saybrook Office #170109631 Report a problem | ||
| 7/26/2018 | Listed for sale | $236,900$42/sqft |
Source: Coldwell Banker Res Broker #170109631 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,016 +2.8% | $405,720 -1.6% |
| 2024 | $14,601 +5.4% | $412,320 |
| 2023 | $13,858 +9.6% | $412,320 +34.6% |
| 2022 | $12,639 +0.4% | $306,360 |
| 2021 | $12,583 +0.2% | $306,360 |
| 2020 | $12,562 -0.5% | $306,360 |
| 2019 | $12,623 +3.6% | $306,360 |
| 2018 | $12,188 +1.5% | $306,360 -1.3% |
| 2017 | $12,010 +2.1% | $310,490 +0% |
| 2016 | $11,768 | $310,460 |
Find assessor info on the county website
Monthly payment
Est. payment
$6,019/mo
Principal & interest
$4554
Property taxes
$1465
More affordability tools
Estimated market value
Not available
Estimated sales range
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Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 2/10Bielefield SchoolGrades: PK-5Distance: 2.7 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 2.9 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 6 mi
- Connecticut
- Middlesex County
- Middletown
- 06457
- 44 Chamberlain Hill Road