Accepting backups

$499,000

185 Chaplin Road, Eastford, CT 06242

3beds

1,629sqft

$3,340/mo

Get pre-qualified

Multi Family

Built in 1950

-- sqft lot

$504,300 Zestimate^®

$306/sqft

$-- HOA

What's special

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. Buyer/Buyers agent to perform own due diligence. Some notice required to view tenant side.

74 days

87

6

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Heating

Hot Water, Oil

Cooling

None

Appliances

Included: Water Heater
Laundry: In Unit

Features

Basement: Full
Attic: Crawl Space,Access Via Hatch
Has fireplace: No

Interior area

Total structure area: 1,629
Total interior livable area: 1,629 sqft
Finished area above ground: 1,629

Property

Parking

Total spaces: 1
Parking features: Attached
Attached garage spaces: 1

Features

Patio & porch: Porch, Deck
Exterior features: Rain Gutters
Has private pool: Yes
Pool features: In Ground

Lot

Size: 1 Acres
Features: Few Trees, Rolling Slope

Details

Parcel number: 1684614
Zoning: 0

Construction

Type & style

Home type: MultiFamily
Architectural style: Units are Side-by-Side
Property subtype: Multi Family
Attached to another structure: Yes

Materials

Vinyl Siding, Wood Siding
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1950

Utilities & green energy

Sewer: Septic Tank
Water: Well

Community & HOA

HOA

Has HOA: No

Location

Region: Eastford

Financial & listing details

Price per square foot: $306/sqft
Tax assessed value: $163,030
Annual tax amount: $3,456
Date on market: 6/9/2026

Estimated market value

$504,300

$479,000 - $530,000

$1,420/mo

Price history

Date	Event	Price
6/14/2026	Listed for sale	$499,000-66.7%$306/sqft
Source: Smart MLS #24181996 Report a problem
7/13/2025	Listing removed	$1,499,900$921/sqft
Source: Smart MLS #24104730 Report a problem
6/17/2025	Listed for sale	$1,499,900$921/sqft
Source: Smart MLS #24104730 Report a problem
5/4/2023	Listing removed	--
Source: Zillow Rentals Report a problem
4/30/2023	Listed for rent	$1,500+20%$1/sqft
Source: Zillow Rentals Report a problem
2/26/2021	Listing removed	--
Source: Owner Report a problem
6/29/2020	Listing removed	$1,250$1/sqft
Source: Owner Report a problem
6/12/2020	Price change	$1,250+4.2%$1/sqft
Source: Owner Report a problem
5/23/2020	Listed for rent	$1,200+9.1%$1/sqft
Source: Owner Report a problem
5/19/2013	Listing removed	$1,100$1/sqft
Source: Northeast Realty #G649773 Report a problem
5/1/2013	Listed for rent	$1,100$1/sqft
Source: Northeast Realty #G649773 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$3,456 +7.6%	$163,030
2024	$3,212 -16.7%	$163,030 +16.3%
2023	$3,854 +4.8%	$140,150
2022	$3,679 +1%	$140,150
2021	$3,644 +1.5%	$140,150
2020	$3,589	$140,150
2019	$3,589 -2.5%	$140,150 -0.6%
2018	$3,680	$140,960
2017	$3,680 +4%	$140,960
2015	$3,540 +1.3%	$140,960
2014	$3,496 -8.8%	$140,960 -20.9%
2013	$3,833	$178,290
2012	$3,833 +1.2%	$178,290
2011	$3,789 +1.2%	$178,290
2010	$3,744 +3.6%	$178,290
2009	$3,614 +2.1%	$178,290
2008	$3,541 -14.3%	$178,290 +34.5%
2007	$4,134	$132,510
2006	$4,134 -0.3%	$132,510
2005	$4,148 +46.3%	$132,510
2004	$2,836	$132,510