329 Chewink Road, Chaplin, CT 06235
OFF MARKET

329 Chewink Road
Chaplin, CT 06235

  • 3 Beds
  • 2 Baths
  • 1,974 sqft (on 6.95 acres)

$475,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $3,121/mo*

$475,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $3,121/mo*
3 Beds
2 Baths
1,974 sqft
(on 6.95 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Step back in time with 329 Chewink Road, a charming 18th century home with character abounds. Arriving to the property, you can't help but admire the homes curb appeal where stunning six over six old glass windows, classic red siding, and rolling fields shine. The setting is peaceful, placed proudly in Connecticuts quiet corner, and the faint babble of Ames Brook brings additional serenity. Walking through the front door you are immediately greeted by wide plank floors, a spacious foyer, and a large living space complete with one of the homes three fireplaces. Just past the living space you will find an adorable kitchen with a large stone sink, as well as a fantastic first floor laundry space. In the other direction you will find a large dining space with a 66" x 50" granite fireplace that is functional for heating and baking! A large first floor bedroom, bonus space, additional living room, and original buttery round out the first floor. Upstairs a loft space displaying the homes stone chimney, and two large bedrooms make for comfortable living. The home also offers two updated baths including a stand up shower and clawfoot tub. This is a home that will keep you falling in love with it again and again. Details and updates include the three stone sinks, large 2018 rebuilt 32'x48' barn, new roof, new plumbing, new bathrooms, repointed and capped chimney, replaced sill plates and second chimney, and so much more. Own a part of history, and your very own 7 acres of tranquillity.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 12, 2023

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 329 Chewink Road

Interior Features

Interior Details
Basement: Unfinished,Dirt Floor,Interior Entry,Hatchway AccessNumber of Rooms: 7Types of Rooms: Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Loft, Other
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1974 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Washer, Dryer, Water HeaterDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltOther Structures: Shed(s)Exterior: Garden, Rain Gutters, Stone WallFoundation: StoneGardenNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Barn,Private,Circular Driveway,Driveway,Gravel
Frontage
WaterfrontWaterfront: Waterfront, BrookOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1974 Square Feet

Property Information

Year Built
Year Built: 1787
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Antique
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1681943

Price & Status

Price
List Price: $419,900
Status Change & Dates
Off Market Date: Fri Sep 29 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chaplin
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Buyer Agent
Buyer Company Name: Lauren Sells Team at Keller Williams Legacy Partners

Building

Building Area
Building Area: 1974 Square Feet

HOA

No HOA

Lot Information

Lot Area: 6.95 Acres

Energy

Energy Efficiency Features: Ridge Vents

Miscellaneous

BasementMls Number: 170597982Attic: Access Via HatchAbove Grade Unfinished Area: 1974
Last check for updates: about 3 hours ago
Listed by Nathan E. Cholewa, (860) 884-9956
On The Move Realty, LLC, (860) 376-2088
Bought with: Tina Frigeri, (860) 818-3170, KW Legacy Partners, (860) 313-0700
Source: Smart MLS, MLS#170597982

Price History for 329 Chewink Road

DatePriceEventSource
10/12/2023$390,000Sold
Smart MLS #170597982
09/30/2023$419,900PendingSmart MLS #170597982
09/14/2023$419,900Listed For SaleSmart MLS #170597982
02/28/2023$325,000Sold
Smart MLS #170543189
01/30/2023$379,000ContingentSmart MLS #170543189
01/25/2023$379,000Listed For SaleSmart MLS #170543189
07/19/1996$179,900Sold
N/A

Market trends in Chaplin

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
5
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Property Tax and Assessment

Year2025
Tax$7,732
Assessment$246,400
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,672/mo

Comparable Sales for 329 Chewink Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.80
Single-Family Home
$460,000
11/20/25
3
2
1,963
0.86
Single-Family Home
$310,000
04/21/26
2
1
1,824
1.45
Single-Family Home
$375,000
06/12/25
3
1
1,260
1.40
Single-Family Home
$510,000
08/18/25
3
2
1,638
1.16
Single-Family Home
$355,000
01/14/26
3
2.5
1,748
1.52
Single-Family Home
$360,000
06/20/25
3
2
2,316
1.05
Single-Family Home
$229,900
02/27/26
3
1
1,495
1.34
Single-Family Home
$559,000
12/19/25
4
3
2,112

Nearby homes

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What Locals Say about Chaplin

At least 3 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 88 % Say there's holiday spirit

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 71 % Say people would walk alone at night

  • 60 % Say yards are well-kept

  • 50 % Say they plan to stay for at least 5 years

  • 39 % Say neighbors are friendly

  • 33 % Say kids play outside

  • 33 % Say it's quiet

  • 29 % Say there are community events

  • 25 % Say it's walkable to restaurants

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 329 Chewink Road

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Off Market Homes Near 329 Chewink Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
329 Chewink Road, Chaplin, CT 06235 is a 3 bedroom, 2 bathroom, 1,974 sqft single-family home built in 1787. This property is not currently available for sale. 329 Chewink Road was last sold on Oct 12, 2023 for $390,000 (7% lower than the asking price of $419,900). The current Trulia Estimate for 329 Chewink Road is $475,100.