21 Windham Center Rd
Windham, CT 06280
- 3 Beds
- 2.5 Baths
- 3,392 sqft
3 Beds
2.5 Baths
3,392 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1750
Living Area
3,392 sqft
Price/Sqft
$152
Parking
Garage
About this House
MUST SEE IN PERSON! Spectacular Georgian colonial built in 1750, otherwise known as the Webb House, located in the Heart of Windham Center in a historic village setting. The home boasts all the historic charm you want in an antique home with modern amenities. Wide plank wood floors throughout. An eat in kitchen with a large island and a breakfast nook overlooking the landscaped back yard. Kitchen also has Stainless steel appliances which include a Bosch refrigerator with subzero drawers and Garland 6 burner gas stove. Cabinets have viking warming drawers. The floor plan on the first floor is large and perfect for entertaining. The family room, formal living room and dining room all have a fireplace. The family room has built in bookcases and a gas log set in the beehive oven fireplace for those chilly winter nights. The home has dual staircases; the main staircase is a large center hall with amazing woodwork and an abundance of natural light. The second level has 3 bedrooms all with fireplaces, 2 full baths and a laundry room equipped with newer stacking washer and dryer. The home has been freshly painted throughout. There is a walkout basement with a one bay garage accessed from the front of the home. The yard is designed with crushed stone and custom walkways throughout. There is a small drive way for parking in the front of the home and a large driveway for parking off Webb Hill Rd perfect for multiple cars.
21 Windham Center Rd, Windham, CT 06280 is a 3 bedroom, 3 bathroom, 3,392 sqft single-family home built in 1750. It last sold for $375,000 on Jun 30, 2021. It is currently off market. The Trulia Estimate is $514,900, with a rent estimate of $3,326/month.
Home Details for 21 Windham Center Rd
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Interior Details BasementAtticIn-law unitNumber of Rooms: 8Types of Rooms: Laundry Room |
Heating & Cooling Heating: Baseboard, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Appliances & Utilities DryerRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: WoodGardenPatioPorch |
Parking & Garage GarageParking Space: 1Parking: Garage Attached |
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Year Built Year Built: 1750 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 7405 sqft |
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Fitness & Sports Basketball CourtTennis Court |
Price History for 21 Windham Center Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/30/2021 | $375,000 | Sold | Smart MLS #170389850 |
| 04/26/2021 | $349,900 | Contingent | Smart MLS #170389850 |
| 04/23/2021 | $349,900 | Listed For Sale | Smart MLS #170389850 |
| 09/25/2020 | $265,000 | Sold | Smart MLS #170297305 |
| 07/14/2020 | $265,000 | PriceChange | Agent Provided |
| 06/21/2020 | $275,000 | PriceChange | Agent Provided |
| 06/08/2020 | $284,900 | PriceChange | Agent Provided |
| 05/20/2020 | $289,000 | Listed For Sale | Agent Provided |
| 08/12/2013 | $172,000 | Sold | Smart MLS #E263185 |
| 06/18/2013 | $179,900 | PriceChange | Agent Provided |
| 05/22/2013 | $194,900 | PriceChange | Agent Provided |
| 04/21/2013 | $209,900 | PriceChange | Agent Provided |
| 03/23/2013 | $229,900 | PriceChange | Agent Provided |
| 01/03/2013 | $269,900 | Listed For Sale | Agent Provided |
| 04/19/2012 | $325,000 | ListingRemoved | Agent Provided |
| 10/25/2011 | $325,000 | PriceChange | Agent Provided |
| 07/13/2011 | $333,900 | PriceChange | Agent Provided |
| 05/02/2011 | $299,900 | PriceChange | Agent Provided |
| 02/14/2011 | $349,900 | Listed For Sale | Agent Provided |
| 07/30/2008 | $390,000 | Sold | N/A |
| 06/22/2005 | $370,000 | Sold | N/A |
| 06/18/2001 | $200,000 | Sold | N/A |
Market trends in Windham
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
10
2MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $11,119 |
| Assessment | $372,500 |
Home facts updated by county records
Comparable Sales for 21 Windham Center Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $300,000 | 05/19/26 | 3 | 1.5 | 1,986 | |
0.14 | Single-Family Home | $249,000 | 12/30/25 | 2 | 1.5 | 1,380 | |
0.12 | Single-Family Home | $505,000 | 06/04/26 | 4 | 3.5 | 3,639 | |
0.39 | Single-Family Home | $369,900 | 11/20/25 | 3 | 1.5 | 1,712 | |
0.46 | Single-Family Home | $449,000 | 09/09/25 | 4 | 3 | 2,031 | |
0.40 | Single-Family Home | $175,000 | 11/10/25 | 4 | 1.5 | 1,621 | |
0.63 | Single-Family Home | $379,000 | 12/17/25 | 3 | 2 | 1,938 | |
0.72 | Single-Family Home | $360,000 | 09/30/25 | 3 | 2.5 | 1,590 | |
0.40 | Single-Family Home | $577,875 | 11/07/25 | 4 | 3.5 | 4,476 | |
0.42 | Single-Family Home | $430,000 | 06/05/26 | 3 | 1 | 1,988 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 21 Windham Center Rd.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 21 Windham Center Rd
Off Market Homes Near 21 Windham Center Rd
Frequently asked questions about 21 Windham Center Rd
- What is 21 Windham Center Rd estimated to be worth?Trulia's estimated value for 21 Windham Center Rd is $514,900.
- What is the price history for 21 Windham Center Rd?21 Windham Center Rd last sold for $375,000 in June 2021.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What do residents say about Windham?Residents describe Windham, CT as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in Windham, CT.
- Does 21 Windham Center Rd have air conditioning?Yes, 21 Windham Center Rd has air conditioning.
- Does 21 Windham Center Rd have laundry facilities?Yes, 21 Windham Center Rd has in-unit laundry.

