29 Pumpkin Hill Rd, Chaplin, CT 06235
Property image
Property image
OFF MARKET

$603,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,472 sqft (on 10.70 acres)

29 Pumpkin Hill Rd, Chaplin, CT 06235

Est. Refi. Payment $4,041/mo*
Refinance Your Home
Currently Off Market - Sold Mar 15, 2013 for $270,000

Home Value

Trulia Estimate
$604K
Since last month
Decreased$14K (-2.3%)
Since last year
Increased$29K (+4.9%)
Since last sale
Increased$336K (+124.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +104% in the last 10 years
MonthEstimated value
2026
August 2026$606K
August 2026$604K
July 2026$620K
June 2026$614K
May 2026$607K
April 2026$599K
March 2026$584K
February 2026$577K
January 2026$562K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
52 Singleton Road, Chaplin, CT
0.80
Single-Family Home
$365,000
10/08/25
3
2.5
2,440
58 Tower Hill Road, Chaplin, CT
0.73
Single-Family Home
$420,000
07/24/26
3
2
1,871
164 Tower Hill Road, Chaplin, CT
0.94
Single-Family Home
$352,500
05/22/26
3
2
1,008
54 Chaplin Street, Chaplin, CT
0.75
Single-Family Home
$150,000
01/14/26
3
1
1,614
283 Tower Hill Road, Chaplin, CT
1.19
Single-Family Home
$375,000
12/05/25
4
2
1,642
101 Ridge Road, Chaplin, CT
1.02
Single-Family Home
$305,000
02/06/26
3
1
1,267
140 Federal Rd, Chaplin, CT
1.36
Single-Family Home
$317,500
11/03/25
4
2
2,128
192 Palmer Road, Chaplin, CT
1.18
Single-Family Home
$484,000
11/05/25
2
1.5
2,954
85 England Road, Chaplin, CT
1.21
Single-Family Home
$320,000
11/13/25
2
2
1,080
193 Phoenixville Road, Chaplin, CT
1.68
Single-Family Home
$640,000
03/23/26
5
2.5
3,268

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
31 Pumpkin Hill Road, Chaplin, CT 06235
0.15
$434,300
4
2
1,596
Off Market
127 Chaplin Street, Chaplin, CT 06235
0.47
$553,800
4
3
3,965
Off Market
97 Chaplin Street, Chaplin, CT 06235
0.57
$346,800
4
1.5
1,826
Off Market
58 Tower Hill Road, Chaplin, CT 06235
0.73
$420,000
3
2
1,871
Recently Sold
54 Chaplin Street, Chaplin, CT 06235
0.75
$150,000
3
1
1,614
Recently Sold
52 Singleton Road, Chaplin, CT 06235
0.80
$390,000
3
2.5
2,440
Off Market
9-1 Tower Hill Road, Chaplin, CT 06235
0.80
-
-
-
1,931
Off Market
164 Tower Hill Road, Chaplin, CT 06235
0.94
$352,500
3
2
1,008
Recently Sold
350 Phoenixville Road, Chaplin, CT 06235
0.96
$395,700
2
2
1,892
Off Market
5 Chaplin Street, Chaplin, CT 06235
0.97
$506,600
4
3
2,726
Off Market
0 Natchaug Street, Chaplin, CT 06235
0.97
-
-
-
-
Off Market
101 Ridge Road, Chaplin, CT 06235
1.02
$305,000
3
1
1,267
Recently Sold

Local Information

  • Map ViewExplore the area around 29 Pumpkin Hill Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
10.7 acre lot
2,472 sqft
$244/sqft
Garage

About this House

Great location!!! This 2400 sq. ft. cape comes with over 10 ac. of land. Totally private. Open floor plan with 4 bedrooms and a bonus room. Winding staircase and wood burning fireplace. State land for hiking abutts property. 2 car attached garage.
29 Pumpkin Hill Rd, Chaplin, CT 06235 is a 4 bedroom, 3 bathroom, 2,472 sqft single-family home built in 2005. It last sold for $270,000 on Mar 15, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $603,600, with a rent estimate of $3,581/month.

Home Details for 29 Pumpkin Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Master Bath, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Linoleum Vinyl
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Other, Shake ShingleDeckExterior: VinylLawnPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 10.70 acres

Mobile R/V

RV Parking
Rv Parking

Price and Tax history

DateEventPrice
Mar 15, 2013
Source: Smart MLS #E256076
Sold
$270,000
Nov 29, 2012
Source: Agent Provided
Listed For Sale
$314,900
Sep 13, 2012
Source: Agent Provided
ListingRemoved
$314,900
Jul 18, 2012
Source: Agent Provided
PriceChange
$314,900
Price decreased by 3%
Mar 28, 2012
Source: Agent Provided
PriceChange
$324,900
Price decreased by 4%

Market trends in Chaplin

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
2MoM

Around this home

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

Frequently asked questions about 29 Pumpkin Hill Rd

  • What is 29 Pumpkin Hill Rd estimated to be worth?
    Trulia's estimated value for 29 Pumpkin Hill Rd in Chaplin, CT is $603,600.
  • What is the price history for 29 Pumpkin Hill Rd?
    29 Pumpkin Hill Rd in Chaplin, CT last sold for $270,000 in March 2013.
  • Is Chaplin a buyer's or seller's market?
    Chaplin is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 29 Pumpkin Hill Rd?
    The closest schools to 29 Pumpkin Hill Rd in Chaplin, CT are Chaplin Elementary School (Pre-K, rated 4/10), Parish Hill High School (Middle, rated 4/10).
  • Does 29 Pumpkin Hill Rd have air conditioning?
    Yes, 29 Pumpkin Hill Rd in Chaplin, CT has air conditioning.
  • Does 29 Pumpkin Hill Rd have laundry facilities?
    Yes, 29 Pumpkin Hill Rd in Chaplin, CT has in-unit laundry.

Apartments for Rent

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Off Market Homes Near 29 Pumpkin Hill Rd

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