Skip to main content

11 Carefree Lane

Chaplin, Connecticut 06235

ACTIVE - NEW$375,000
Beds
3
Baths
1 | 1
SqFt
1,570
Acres
0.30
Year Built
1951
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
1-Car Garage

About This Home

Charming, private, and completely move-in ready-welcome to 11 Carefree Lane! Tucked away on a quiet dead-end road, this beautifully maintained modern ranch offers the perfect combination of character, comfort, and convenience. From the freshly painted exterior and charming window boxes to the inviting curb appeal, this home is full of personality. Step inside to find gleaming hardwood floors, a modern kitchen with newer stainless-steel appliances, and well-sized bedrooms. The finished basement provides a generous amount of additional living space, while the convenient mudroom adds functionality for everyday living. A one-car garage offers additional storage and convenience. Outside, enjoy the privacy of this peaceful setting from the brand-new back deck, perfect for morning coffee, summer gatherings, or simply enjoying your own backyard. Major improvements include a new roof and new septic system, giving you peace of mind from day one. Looking for even more space? 11 Carefree Lane can be purchased with the adjacent buildable lot at 7-9 Carefree Lane, offering exciting possibilities for future expansion, additional outdoor space, or simply creating an even greater sense of privacy. A charming home, a peaceful setting, and all the major updates already done-nothing left to do but move in and enjoy!

Key Facts

City/Town
Chaplin
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1951
Days on Market
0 days
Beds
3
Baths
1 full · 1 half
Living Area
1,570 sq ft
Lot Size
0.30 acres
Garage / Parking
1 garage · 4 total
Property Taxes
$4,860 / Annually

Market Snapshot

The Chaplin Market

Single Family · trailing 12 months

Median Days on Market

22

5 active listings

Median $ / Sq Ft

$216

5 active listings

Sale-to-List Ratio

103.1%

25 sales

How this home compares

List Price

$375,000

vs $369,900 median

In line with median

Price / Sq Ft

$239

vs $216 median

10.6% above median

Days on Market

0 days

vs 22 days median

22 days fresher than median

Based on 5 active and 25 closed sales (trailing 12 mo) of single family in Chaplin. Source: SmartMLS · As of September 23, 2026.

Location

11 Carefree Lane, Chaplin, Connecticut

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,516

per month

  • Principal & Interest$1,986
  • Property Taxes$405
  • Insurance$125
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Chaplin
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Ranch
Year Built
1951
New Construction
No/Resale
Living Area
1,570 sq ft
Below Grade
610 sq ft

Schools

Elementary
Chaplin
High
Parish Hill

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Laundry
Lower Level
Laundry Location
Basement
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.30 acres
Zoning
RA
Garage / Parking
1 garage space4 total parking spacesAttached GarageDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Asbestos
Color
Blue
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
Deck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,860 / Annually
Days on Market
0
MLS #
24209199
MLS Status
Active
Financing
FHA,VA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Brooke Coughlin

(508) 612-0821

Lamacchia Realty

(860) 426-6886

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/23/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/23/2026 at 9:05 PM UTC.