Is a car needed in South Windham, CT?

As of early 2026, 100% of users say car is needed

Is parking easy in South Windham, CT?

As of early 2026, 100% of users say parking is easy

Does South Windham, CT show holiday spirit?

As of early 2026, 92% of users say there's holiday spirit

Are yards well-kept in South Windham, CT?

As of early 2026, 80% of users say yards are well-kept

Is there wildlife in South Windham, CT?

As of early 2026, 67% of users say there's wildlife

Is South Windham, CT dog-friendly?

As of early 2026, 62% of users say it's dog friendly

Are neighbors friendly in South Windham, CT?

As of early 2026, 53% of users say neighbors are friendly

Is South Windham, CT quiet?

As of early 2026, 42% of users say it's quiet

Do kids play outside in South Windham, CT?

As of early 2026, 36% of users say kids play outside

Is South Windham, CT walkable to grocery stores?

As of early 2026, 33% of users say it's walkable to grocery stores

Are the streets well-lit in South Windham, CT?

As of early 2026, 30% of users say streets are well-lit

Do residents of South Windham, CT plan to stay at least 5 years?

As of early 2026, 25% of users say they plan to stay for at least 5 years

Would people walk alone at night in South Windham, CT?

As of early 2026, 22% of users say people would walk alone at night

Is South Windham, CT walkable to restaurants?

As of early 2026, 11% of users say it's walkable to restaurants

FOR SALE

0.67 ACRES

1008 Windham Road
South Windham, CT 06266

5 Beds
1.5 Baths
2,340 sqft (on 0.67 acres)

$269,000

Est. Mortgage $1,802/mo*

Get Pre-Qualified

$269,000

Est. Mortgage $1,802/mo*

Get Pre-Qualified

5 Beds

1.5 Baths

2,340 sqft

(on 0.67 acres)

Local Information

Map ViewExplore the area around 1008 Windham Road.
Schools2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Do you need an IN-LAW apartment? A Home business? May even be a possible 2 family. It's Possible with this home. Check the Town Hall for all possibilities. VERY LARGE single-family home with 5 bedrooms and 1 1/2 bathrooms. Nice yard, HUGE Dining room, Large Kitchen, a dramatic entrance to the second level!!! Two separate decks, bay windows with lots of natural light. Property needs some work, but the elbow grease will make you TONS of equity. Come look and make an offer!!! INVESTORS AND THOSE WANTING AN EXTRA-LARGE HOME WITH MANY POSSIBILITIES!!

Home Highlights

Parking

5 Parking Spaces

Outdoor

Deck

A/C

Heating only

HOA

None

Price/Sqft

$115

Listed

3 days ago

Home Details for 1008 Windham Road

Interior Features
Interior Details Basement: PartialNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2340 Square Feet
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Electric Water Heater, Water HeaterRefrigerator
Heating & Cooling Heating: Forced Air,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa No Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageParking Spaces: 5Parking: Off Street
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 2340 Square Feet

Days on Market
Days on Market: 3

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 1729789

Price & Status
Price List Price: $269,000Price Per Sqft: $115
Status Change & Dates Possession Timing: Asap

Active Status
MLS Status: Active

Location
Direction & Address City: WindhamCommunity: South Windham
School Information Elementary School: Per Board of EdHigh School: Windham

Agent Information
Listing Agent Listing ID: 24190067

Building
Building Area Building Area: 2340 Square Feet

HOA
No HOA

Lot Information
Lot Area: 0.67 acres

Miscellaneous
BasementMls Number: 24190067Attic: Access Via HatchAttribution Contact: (860) 383-6467Above Grade Unfinished Area: 2340

Last check for updates: about 8 hours ago

Listing courtesy of Victoria Schroeder, (860) 383-6467

Kazantzis Real Estate, LLC, (860) 383-6467

Source: Smart MLS, MLS#24190067

Also Listed on Smart MLS.

Market trends in South Windham

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Price History for 1008 Windham Road

Date	Price	Event	Source
07/09/2026	$269,000	Listed For Sale	Smart MLS #24190067

03/18/2026	$269,000	ListingRemoved	Smart MLS #24156015

02/24/2026	$269,000	Listed For Sale	Smart MLS #24156015

03/31/2016	$107,000	Sold	Smart MLS #G10042340
Recording Date 03/31/2016 County Transfer Tax N/A Total Transfer Tax N/A
03/03/2016	$115,900	Pending	Agent Provided

01/21/2016	$115,900	PriceChange	Agent Provided
Price Change $4,000 (-3%)
12/11/2015	$119,900	PriceChange	Agent Provided
Price Change $10,000 (-8%)
11/04/2015	$129,900	PriceChange	Agent Provided
Price Change $6,000 (-4%)
10/03/2015	$135,900	PriceChange	Agent Provided
Price Change $4,000 (-3%)
09/12/2015	$139,900	PriceChange	Agent Provided
Price Change $10,000 (-7%)
08/14/2015	$149,900	PriceChange	Agent Provided
Price Change $9,000 (-6%)
06/04/2015	$158,900	PriceChange	Agent Provided
Price Change $6,000 (-4%)
05/06/2015	$164,900	Listed For Sale	Agent Provided

11/22/1993	$119,000	Sold	N/A
Recording Date 11/22/1993 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$5,422
Assessment	$181,650

Home facts updated by county records

Comparable Sales for 1008 Windham Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
121 Highland View Drive, South Windham, CT	0.26	Single-Family Home	$454,000	03/31/26	3	2	1,200
925 Windham Road, South Windham, CT	0.39	Single-Family Home	$316,500	03/04/26	3	1	1,344
9 Highland View Drive, South Windham, CT	0.30	Single-Family Home	$326,000	04/10/26	3	1	960
244 Jerusalem Road, Windham, CT	0.61	Single-Family Home	$485,000	12/12/25	3	2.5	1,622
1157 Windham Road, South Windham, CT	0.72	Single-Family Home	$441,750	09/02/25	3	2	1,400
1145 Windham Road, South Windham, CT	0.65	Single-Family Home	$450,000	09/04/25	3	2.5	3,698
84 Machine Shop Hill Road, South Windham, CT	0.91	Single-Family Home	$240,000	12/03/25	2	1.5	2,396
5 Insalaco Drive, Windham, CT	1.12	Single-Family Home	$465,000	04/07/26	4	2	1,872
128 Machine Shop Hill Road, South Windham, CT	1.09	Single-Family Home	$395,000	06/01/26	3	2	1,814

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $284,200
3 bd
1 ba
1,220 sqft
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 1008 Windham Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about South Windham

At least 9 Trulia users voted on each feature.

100 % Say car is needed
100 % Say parking is easy
92 % Say there's holiday spirit
80 % Say yards are well-kept
67 % Say there's wildlife
62 % Say it's dog friendly
53 % Say neighbors are friendly
42 % Say it's quiet
36 % Say kids play outside
33 % Say it's walkable to grocery stores
30 % Say streets are well-lit
25 % Say they plan to stay for at least 5 years
22 % Say people would walk alone at night
11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Pauleddiecasanova
Resident
6y ago
"Third Thursday street Festival. Carnivals yearly. Boom box parade. Shaboo stage / concert. Farmers market "
0
Flag
Samival
Resident
7y ago
"It’s noisy. It was nice when I first moved in but now it’s very noisy. A lot of inconsiderate people moved in."
0
Flag
4x4chick7886
Resident
8y ago
"quiet yet close to everything you need library is extremely active with tons of activities for kids and adults "
0
Flag
Samival
Resident
8y ago
"It’s noisy and horrible. Everyone gets in your business and are disrespectful. I hope my husband and I find a better place "
2
Flag
romaniv
12y ago
"If you are looking for a family oriented and quiet neighborhood than you have found the right place to call home. Residents take great pride in their homes and keep them well maintained as well. Located on the Windham / Willimantic border you are just a short drive to downtown, shopping and Eastern CT State University. UCONN is approximately 20 minutes away. Go Huskies!"
1
Flag

LGBTQ Local Legal Protections

Victoria Schroeder, Kazantzis Real Estate, LLC, (860) 383-6467

Agent Phone: (860) 383-6467

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

1008 Windham Road, South Windham, CT 06266 is a 5 bedroom, 2 bathroom, 2,340 sqft single-family home built in 1950. This property is currently available for sale and was listed by Smart MLS on Jul 9, 2026. The MLS # for this home is MLS# 24190067.

1008 Windham Road
South Windham, CT 06266

$269,000

$269,000

Local Information