11 Carefree Lane
Chaplin, Connecticut 06235
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,570
- Acres
- 0.30
- Year Built
- 1951
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
5
5 under contract
Median List Price
$369,900
5 active listings
Median Closed Price
$365,000
25 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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
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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.