33 Upland Dr, Killingly, CT 06239
Property image
Property image
OFF MARKET

$382,300

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,448 sqft (on 0.33 acres)

33 Upland Dr, Killingly, CT 06239

Est. Refi. Payment $2,706/mo*
Refinance Your Home
Currently Off Market - Sold Oct 16, 2019 for $210,000

Home Value

Trulia Estimate
$382K
Since last month
Increased$8K (+2%)
Since last year
Increased$28K (+8%)
Since last sale
Increased$172K (+81.7%)
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 +124% in the last 10 years
MonthEstimated value
2026
September 2026$382K
August 2026$374K
July 2026$379K
June 2026$381K
May 2026$375K
April 2026$373K
March 2026$365K
February 2026$360K
January 2026$348K
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
16 James Street, Killingly, CT
0.38
Single-Family Home
$267,500
01/28/26
2
1
912
517 Davis Road, Killingly, CT
0.47
Single-Family Home
$315,000
09/09/26
2
1
1,262
654 North Main Street, Killingly, CT
0.28
Single-Family Home
$335,000
06/08/26
3
1.5
1,302
16 Shumway Avenue, Killingly, CT
0.21
Single-Family Home
$270,000
09/08/26
2
1
620
100 Morin Avenue, Killingly, CT
0.37
Single-Family Home
$295,000
11/06/25
4
1
1,076
22 Oak Street, Killingly, CT
0.60
Single-Family Home
$180,000
07/22/26
3
1.5
1,243
94 Mechanic Street, Killingly, CT
0.53
Single-Family Home
$283,000
01/09/26
2
1
864
94 Morin Avenue, Killingly, CT
0.35
Single-Family Home
$320,000
07/23/26
4
2
2,190
123 Westfield Avenue, Killingly, CT
0.42
Single-Family Home
$365,000
01/23/26
3
2
1,547
43 Woodward Street, Killingly, CT
0.53
Single-Family Home
$345,500
06/17/26
3
1
1,309

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
17 Upland Road, Danielson, CT 06239
0.04
$429,100
3
2.5
1,837
Off Market
69 Peckham Lane, Killingly, CT 06239
0.08
$330,000
4
3.5
3,523
Recently Sold
509 Main Street, Killingly, CT 06239
0.11
$265,500
5
2
1,894
Off Market
465 Main Street, Killingly, CT 06239
0.11
$311,300
3
1.5
936
Off Market
70 Stearns Street, Killingly, CT 06239
0.14
-
-
-
-
Off Market
76 Peckham Lane, Killingly, CT 06239
0.14
$399,400
3
2
1,807
Off Market
610 North Main Street, Killingly, CT 06239
0.19
$371,400
4
2
1,624
Off Market
29 Westfield Avenue, Killingly, CT 06239
0.20
$356,900
2
1
1,778
Off Market
16 Shumway Avenue, Killingly, CT 06239
0.21
$270,000
2
1
620
Recently Sold
409 Main Street, Killingly, CT 06239
0.22
$460,000
8
5.5
4,670
Recently Sold
623 North Main Street, Killingly, CT 06239
0.22
$340,000
4
2
2,210
Recently Sold
400 Main Street, Killingly, CT 06239
0.23
$352,000
4
2
3,016
Off Market

Local Information

  • Map ViewExplore the area around 33 Upland Dr.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
0.33 acre lot
1,448 sqft
$264/sqft
Garage

About this House

Back on Market! Stylish Ranch on a three house dead-end road. This home 2+ bedroom, 1.5 bath has 1448 sq ft on the main level with another 700 sqft below with a 2 car shotgun garage. Home has been freshly painted with refinished hardwoods, large windows with an abundance of natural and recessed lighting throughout home. French doors and glass pocket doors separate the living and dining from the rest of the home and kitchen, as well as opening up to the large deck overlooking back yard. There is also a Sun room off the deck. The lower level has a workshop/laundry room combo and large open recreation room. The lower level itself has its own separate entrance with garage access. This home is equipped with solar panels installed 3 years ago and has a transferable lease. The Home is backed up with a large propane run Kohler generator. While not a large property, it offers less yard maintenance, but still boasts beautiful landscaping, and privacy. This is a quiet street yet close to everything. Easy access to 395, 35 minute to Worcester MA. First Open House Sunday 7/14/2019 from 2p-4p. Don't wait!
33 Upland Dr, Killingly, CT 06239 is a 2 bedroom, 2 bathroom, 1,448 sqft single-family home built in 1968. It last sold for $210,000 on Oct 16, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $382,300, with a rent estimate of $1,996/month.

Home Details for 33 Upland Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 5Types of Rooms: Laundry Room
Heating & Cooling
Heating: Baseboard, Electric, SolarAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1ElevatorFloors: Hardwood, Linoleum Vinyl
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, WoodPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Additional Information

Greenhouse

Price and Tax history

DateEventPrice
Oct 16, 2019
Source: Smart MLS #170214921
Sold
$210,000
Jul 10, 2019
Source: Agent Provided
PriceChange
$219,900
Price decreased by 2%
Jun 14, 2019
Source: Agent Provided
PriceChange
$224,900
Price decreased by 2%
May 8, 2019
Source: Agent Provided
Listed For Sale
$229,000
Mar 31, 2015
Source: Smart MLS #E280832
Sold
$180,000

Market trends in Killingly

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
4MoM

Around this home

What Locals Say about Killingly

At least 82 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 72 % Say kids play outside

  • 58 % Say neighbors are friendly

  • 58 % Say people would walk alone at night

  • 56 % Say there are sidewalks

  • 54 % Say it's quiet

  • 52 % Say there's wildlife

  • 51 % Say it's walkable to restaurants

  • 51 % Say streets are well-lit

  • 46 % Say they plan to stay for at least 5 years

  • 37 % Say it's walkable to grocery stores

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Miranda Pipkin
    "Not the worst place to be, couple parks, shopping plazas, some things for the kids to do not a bunch! Does have some pretty good events throughout the year!"
    0
    Flag
  • Trisha L.
    "the school system is great in the district. it is a pretty safe area. I was born and raised here. and I have brought my kids up here"
    0
    Flag
  • Robyn S.
    "Been here my whole life. Three kids. Have dogs, no crime. People are friendly. Good school system. Good employment "
    0
    Flag
  • Lindsey.mcgrath7
    "lots of walking trails and wood trails nearby that vary in length. dog park is cute but not crowded "
    4
    Flag
  • Ashville.ag
    "Less than 15 minutes from downtown Putnam, easy access to Rhode Island and major Highways. Walking distance to downtown restaurants, shops and microbrewery. "
    1
    Flag
  • Steve
    "Quiet safe neighborhood with a healthy mix of respectful residents. 16 years after moving in we have seen families stop an grow here. Very recommended neighborhood. A lot of houses have been remodeled and had amenities upgraded. "
    0
    Flag
  • Carol J.
    "Car is needed to almost about everywhere in the community. There is public transportation but it isn’t great"
    0
    Flag
  • Kevin H.
    "Danielson has community events. Dayville plaza. Lowe’s. Gym. Restaurants. Bars. Black Pond Brewery. "
    0
    Flag
  • Jennifer D.
    "Neighbors feel safe to walk their dogs in our neighborhood. Safe and inviting surroundings. Love living here!"
    0
    Flag
  • Jennifer D.
    "I’ve lived here for 13 years. Love my home and the community. Schools are wonderful and love the small town feel. "
    0
    Flag
  • Becky S.
    "I've lived here for 25 years and there have been a lot of changes but mostly people tend to keep to themselves and it's a very residential area."
    1
    Flag
  • Michelle J.
    "We have lived in the Danielson area for the past 25 years. This is a nice quiet area great for raising children! More of a suburb than a city. There are many local shops & restaurants available here as well as in the surrounding towns which are close and easy to reach. Dayville & Plainfield both nearby have great parks for children. Nature walks and parks can be found here in Danielson as well as most of the surrounding towns."
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 33 Upland Dr

  • What is 33 Upland Dr estimated to be worth?
    Trulia's estimated value for 33 Upland Dr in Killingly, CT is $382,300.
  • What is the price history for 33 Upland Dr?
    33 Upland Dr in Killingly, CT last sold for $210,000 in October 2019.
  • Is Killingly a buyer's or seller's market?
    Killingly is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Killingly?
    Residents describe Killingly, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Killingly, CT.
  • Does 33 Upland Dr have air conditioning?
    Yes, 33 Upland Dr in Killingly, CT has air conditioning.
  • Does 33 Upland Dr have a pool?
    Yes, 33 Upland Dr in Killingly, CT has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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