33 Upland Dr
Killingly, CT 06239
- 2 Beds
- 1.5 Baths
- 1,448 sqft (on 0.33 acres)
2 Beds
1.5 Baths
1,448 sqft
(on 0.33 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1968
Lot Size
0.33 acres
Living Area
1,448 sqft
Price/Sqft
$262
Parking
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. It is currently off market. The Trulia Estimate is $379,600, with a rent estimate of $2,210/month.
Home Details for 33 Upland Dr
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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 |
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Exterior Home Features Roof: AsphaltDeckExterior: Stone, WoodPatioPorch |
Pool Pool |
Parking & Garage GarageParking Spaces: 4Parking: Garage Attached |
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Year Built Year Built: 1968 |
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler |
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Units in Building: 1 |
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Lot Area: 0.33 acres |
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Community rooms Fitness Center |
Fitness & Sports Tennis Court |
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Greenhouse |
Price History for 33 Upland Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/16/2019 | $210,000 | Sold | Smart MLS #170214921 |
| 07/10/2019 | $219,900 | PriceChange | Agent Provided |
| 06/14/2019 | $224,900 | PriceChange | Agent Provided |
| 05/08/2019 | $229,000 | Listed For Sale | Agent Provided |
| 03/31/2015 | $180,000 | Sold | Smart MLS #E280832 |
| 12/09/2014 | $189,900 | PriceChange | Agent Provided |
| 10/29/2014 | $199,900 | Listed For Sale | Agent Provided |
| 08/30/2004 | $232,900 | Sold | N/A |
| 09/30/1991 | $105,000 | Sold | N/A |
| 02/28/1991 | $106,900 | Sold | N/A |
Market trends in Killingly
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
14MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,148 |
| Assessment | $219,530 |
Home facts updated by county records
Comparable Sales for 33 Upland Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.38 | Single-Family Home | $267,500 | 01/28/26 | 2 | 1 | 912 | |
0.28 | Single-Family Home | $335,000 | 06/08/26 | 3 | 1.5 | 1,302 | |
0.37 | Single-Family Home | $295,000 | 11/06/25 | 4 | 1 | 1,076 | |
0.60 | Single-Family Home | $180,000 | 07/22/26 | 3 | 1.5 | 1,243 | |
0.53 | Single-Family Home | $283,000 | 01/09/26 | 2 | 1 | 864 | |
0.35 | Single-Family Home | $320,000 | 07/23/26 | 4 | 2 | 2,190 | |
0.42 | Single-Family Home | $365,000 | 01/23/26 | 3 | 2 | 1,547 | |
0.53 | Single-Family Home | $345,500 | 06/17/26 | 3 | 1 | 1,309 | |
0.10 | Single-Family Home | $330,000 | 01/27/26 | 3 | 2 | 2,186 | |
0.54 | Single-Family Home | $355,000 | 10/31/25 | 2 | 1 | 1,040 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 33 Upland Dr.
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.
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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 $379,600.
- 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.

