Date
Details
Price
Change
Source
6/14/2026
Listed
$499,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$499,000 Just Listed
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Property Description
Rare opportunity to own a versatile property in the heart of Eastford. Situated on a peaceful 1-acre lot, this ranch-style two-family home offers exceptional flexibility for owner-occupants, multi-generational living, or investment income. The property features a spacious 2-bedroom, 1-bath unit with a garage, along with a separate 1-bedroom, 1-bath unit, creating multiple living and rental possibilities. An in-ground pool and level backyard provide the perfect setting for summer enjoyment. Immaculately maintained. Located near the scenic trails, fishing, and recreation, this property combines rural tranquility with practical functionality.
Full Property Details
Full Property Details for 185 Chaplin Rd
General
- Price: $499,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24181996
- Updated: 6/14/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 6
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: All Units Have Hook-Ups
Additional Information
- Pool: Yes
- Pool Description: In Ground Pool
Exterior
- Exterior Features: Porch, Deck, Gutters
- Color: Blue
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Parking: Attached Garage
Location
- County: Windham
- Driving Directions: GPS friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Units are Side-by-Side
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding, Wood
- Basement Desc.: Full, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,629
- Above Ground: 1,629 Sq. Ft.
- Year Built: 1950
Unit Information
Unit 1
- Total Bathrooms: 1
- Bedrooms: 1
Unit 2
- Total Bathrooms: 1
- Bedrooms: 2
Lot Features
- Lot Size (Acres): 1
- Lot Description: Lightly Wooded, Rolling
Financial Considerations
- Assessment Amount: $163,030
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1684614
Listed by Brunet and Company Real Estate, Amy Brunet
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 185 Chaplin Rd —
Amy Brunet
Brunet and Company Real Estate
Agent Contact: (860) 234-0434 Office Contact: (860) 412-9056
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 185 Chaplin Rd
School District:Eastford School District
| Name | Grades | Distance |
|---|---|---|
Eastford Elementary School 12 Westford Road, Eastford, CT 06242 | PK-8 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 185 Chaplin Rd
Tax History
Tax History for 185 Chaplin Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,456
8%
$163,030
—
2023
$3,212
-17%
$163,030
16%
2023
$3,854
5%
$140,150
—
2022
$3,679
1%
$140,150
—
2021
$3,644
2%
$140,150
—
2020
$3,589
—
$140,150
—
2019
$3,589
-2%
$140,150
-1%
2018
$3,680
—
$140,960
—
2017
$3,680
4%
$140,960
—
2016
$3,540
—
$140,960
—
2015
$3,540
1%
$140,960
—
2014
$3,496
-9%
$140,960
-21%
2012
$3,833
—
$178,290
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 185 Chaplin Rd
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,344Sq. Ft.
Listed by Gloria Townsend (860) 648-5600
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- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,640Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,626Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 1,360Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 888Sq. Ft.
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- Single Family
- Closed
- 3Beds
- 2Total Baths
- 2,378Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Meghan Meyerhoff
Sold by Meghan Meyerhoff
185 Chaplin Road, Eastford, CT 06242 (MLS# 24181996) is a Multi-Family property with 2 units containing 3 bedrooms and 2 full bathrooms. 185 Chaplin Road is currently listed for $499,000 and was received on June 14, 2026. Want to learn more about 185 Chaplin Road? Do you have questions about finding other Multi-Family real estate for sale in Eastford? You can browse all Eastford real estate or contact a Coldwell Banker agent to request more information.