19 Oakwood Drive
Windham, CT 06280
- 4 Beds
- 2.5 Baths
- 2,288 sqft (on 1.63 acres)
$435,000
Last Sold: Oct 30, 2025
2% over list $425K
$190/sqft
Est. Refi. Payment $2,927/mo*
$435,000
Last Sold: Oct 30, 2025
2% over list $425K
$190/sqft
Est. Refi. Payment $2,927/mo*
4 Beds
2.5 Baths
2,288 sqft
(on 1.63 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1965
Lot Size
1.63 acres
Living Area
2,288 sqft
Price/Sqft
$190/sqft
Parking
2 Car Garage
About this House
Introducing 19 Oakwood Drive, a charming Colonial set on a private 1.6-acre corner lot. This well-loved home has been carefully maintained and offers both comfort and space. Inside, you will find a warm brick fireplace in the living room, a bright eat-in kitchen, and a large screened-in porch overlooking the expansive backyard. The main floor features a generously sized primary bedroom with a full bath, including a brand-new tiled walk-in shower. Upstairs, there are four additional good sized bedrooms and a full bathroom, providing plenty of room for family and guests. The home offers abundant storage throughout, including a full unfinished basement and a two-car attached garage. Outdoor living is enhanced with a deck and a working hot tub (being sold as-is). With its combination of classic charm, functional living space, and a spacious lot, this property is a must-see and is not expected to last long. Schedule your private showing today.
19 Oakwood Drive, Windham, CT 06280 is a 4 bedroom, 3 bathroom, 2,288 sqft single-family home built in 1965. It last sold for $435,000 on Oct 30, 2025 (2% above the $425,000 asking price). It is currently off market. The Trulia Estimate is $462,300, with a rent estimate of $3,220/month.
Home Details for 19 Oakwood Drive
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Interior Details Basement: Full,Unfinished,Storage Space,Interior EntryNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2288 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Ice Maker, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Electric,OilHas CoolingAir Conditioning: Ductless,Window Unit(s)Has HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Levels, Entrance, & Accessibility Accessibility: Accessible Approach with Ramp |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2288 Square Feet |
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Year Built Year Built: 1965 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 2289959 |
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Price List Price: $425,000Price Per Sqft: $190/sqft |
Status Change & Dates Off Market Date: Sun Sep 28 2025Possession Timing: 30 Days After Contract |
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MLS Status: Closed |
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Direction & Address City: Windham |
School Information Elementary School: Per Board of EdHigh School: Windham |
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Building Area Building Area: 2288 Square Feet |
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No HOA |
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Lot Area: 1.63 Acres |
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BasementMls Number: 24127357Attic: Pull Down StairsAbove Grade Unfinished Area: 2288 |
Last check for updates: about 9 hours ago
Listed by Lisa L. Romano, (860) 508-2446
William Pitt Sotheby's Int'l, (860) 434-2400
Bought with: Doreen Corriveau, (860) 250-4443, KW Legacy Partners, (860) 313-0700
Source: Smart MLS, MLS#24127357

Price History for 19 Oakwood Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 10/30/2025 | $435,000 | Sold | Smart MLS #24127357 |
| 10/26/2025 | $425,000 | Pending | Smart MLS #24127357 |
| 09/19/2025 | $425,000 | Listed For Sale | Smart MLS #24127357 |
| 06/09/2016 | $240,000 | Sold | Smart MLS #G10119766 |
| 04/14/2016 | $239,900 | Pending | Agent Provided |
| 04/04/2016 | $239,900 | Listed For Sale | Agent Provided |
| 01/29/2016 | $244,900 | ListingRemoved | Agent Provided |
| 09/30/2015 | $244,900 | Listed For Sale | Agent Provided |
| 12/09/2011 | $200,000 | Sold | Smart MLS #E252971 |
| 10/21/2011 | $228,500 | Listed For Sale | Agent Provided |
Market trends in Windham
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
2MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,257 |
| Assessment | $243,130 |
Home facts updated by county records
Comparable Sales for 19 Oakwood Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.74 | Single-Family Home | $360,000 | 03/06/26 | 3 | 2 | 2,896 | |
0.62 | Single-Family Home | $360,000 | 09/30/25 | 3 | 2.5 | 1,590 | |
0.94 | Single-Family Home | $430,000 | 10/06/25 | 3 | 2.5 | 1,792 | |
0.98 | Single-Family Home | $527,000 | 05/01/26 | 4 | 3.5 | 2,368 | |
1.10 | Single-Family Home | $450,000 | 11/07/25 | 4 | 3 | 1,914 | |
0.93 | Single-Family Home | $255,000 | 01/22/26 | 3 | 2.5 | 2,248 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 19 Oakwood Drive.
What Locals Say about Windham
At least 25 Trulia users voted on each feature.
76 % Say car is needed
74 % Say parking is easy
74 % Say it's quiet
70 % Say there's wildlife
68 % Say it's dog friendly
67 % Say yards are well-kept
57 % Say kids play outside
53 % Say people would walk alone at night
52 % Say neighbors are friendly
47 % Say there's holiday spirit
41 % Say streets are well-lit
37 % Say it's walkable to restaurants
36 % Say there are community events
32 % Say there are sidewalks
32 % Say they plan to stay for at least 5 years
30 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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