1089 Windham Road, South Windham, CT 06266
OFF MARKET

1089 Windham Road
South Windham, CT 06266

  • 3 Beds
  • 1 Bath
  • 1,236 sqft (on 1.51 acres)

$354,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,390/mo*
Refinance Your Home

$354,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,390/mo*
Refinance Your Home
3 Beds
1 Bath
1,236 sqft
(on 1.51 acres)

Local Information

  • Map ViewExplore the area around 1089 Windham Road.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
1.51 acres
Living Area
1,236 sqft
Price/Sqft
$287
Parking
2 Car Garage

About this House

Beautiful Mid-Century Modern raised ranch with vaulted ceiling, stunning dressed-fieldstone fireplace, unique windows and lots of warm wood finishes. Custon built in 1966. Generously sized rooms with plenty of closet space. Recent upgrades include roof beam replaced and reinforced, insulated and new shingles. Newer high efficiency windows on the northeast side, fireplace flashing, and chimney caps replaced, newer oil burner, newer deck and ramp. The kitchen has newer appliances: mini split heat exchanger, electrical service upgrade and wired for generator installation. Great home business opportunity in insulated, detached building with large garage, office space and all utilities. Good access from RT 32. Plenty of storage for your camper and recreational vehicles in outbuildings and canopy on property. Property is mixed open and wooded with a babbling brook running through the property, encouraging birds and wildlife. Chipping paint on some outbuildings. Will not go government financing.
1089 Windham Road, South Windham, CT 06266 is a 3 bedroom, 1 bathroom, 1,236 sqft single-family home built in 1966. It last sold for $295,000 on Sep 28, 2023 (9% below the $324,900 asking price). It is currently off market. The Trulia Estimate is $354,400, with a rent estimate of $2,057/month.

Home Details for 1089 Windham Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5Types of Rooms: Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1236 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Oven, Refrigerator, Dishwasher, Electric Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Baseboard,Wood/Coal Stove,Oil,WoodHas CoolingAir Conditioning: Ceiling Fan(s),DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Foundation: Concrete Perimeter, RaisedHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Detached,Attached,Garage Door Opener,Private,Driveway
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1236 Square Feet

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1729819

Price & Status

Price
List Price: $324,900
Status Change & Dates
Off Market Date: Thu Jul 27 2023Possession Timing: 30 Days

Active Status

MLS Status: Closed

Media

Location

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

Building

Building Area
Building Area: 1236 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.51 Acres

Miscellaneous

BasementMls Number: 170572485Attic: Access Via HatchAbove Grade Unfinished Area: 1236
Last check for updates: about 10 hours ago
Listed by Martha Poole, (860) 917-3777
William Raveis Real Estate, (860) 886-1386
Bought with: Cesar E. Rodriguez, (860) 305-6681, Agnelli Real Estate, (860) 633-4000
Source: Smart MLS, MLS#170572485

Price History for 1089 Windham Road

DatePriceEventSource
09/28/2023$295,000Sold
Smart MLS #170572485
09/12/2023$324,900PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #170572485
07/27/2023$324,900PendingWilliam Raveis Real Estate, Mortgage & Insurance #170572485
06/26/2023$324,900PriceChange
Smart MLS #170572485
05/24/2023$349,900Listed For SaleSmart MLS #170572485

Market trends in South Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
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Property Tax and Assessment

Year2025
Tax$5,711
Assessment$191,310
Home facts updated by county records

Comparable Sales for 1089 Windham Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1157 Windham Road, South Windham, CT
0.33
Single-Family Home
$441,750
09/02/25
3
2
1,400
121 Highland View Drive, South Windham, CT
0.36
Single-Family Home
$454,000
03/31/26
3
2
1,200
9 Highland View Drive, South Windham, CT
0.48
Single-Family Home
$326,000
04/10/26
3
1
960
1145 Windham Road, South Windham, CT
0.26
Single-Family Home
$450,000
09/04/25
3
2.5
3,698
925 Windham Road, South Windham, CT
0.76
Single-Family Home
$316,500
03/04/26
3
1
1,344
244 Jerusalem Road, Windham, CT
0.78
Single-Family Home
$485,000
12/12/25
3
2.5
1,622
21 Pigeon Swamp Road, Lebanon, CT
1.07
Single-Family Home
$266,500
09/29/25
2
1
864
429 Jerusalem Road, Windham, CT
1.34
Single-Family Home
$250,000
05/28/26
3
1
960
29 Shetucket Drive, Windham, CT
1.32
Single-Family Home
$365,000
07/08/26
3
2
1,405
47 Insalaco Drive, Windham, CT
1.17
Single-Family Home
$379,900
12/09/25
3
2.5
2,112

Nearby homes

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Assigned Schools

These are the assigned schools for 1089 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 people would walk alone at night

  • 30 % Say streets are well-lit

  • 25 % Say they plan to stay for at least 5 years

  • 11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Pauleddiecasanova
    "Third Thursday street Festival. Carnivals yearly. Boom box parade. Shaboo stage / concert. Farmers market "
    0
    Flag
  • Samival
    "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
    "quiet yet close to everything you need library is extremely active with tons of activities for kids and adults "
    0
    Flag
  • Samival
    "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
    "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

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Homes for sale near 1089 Windham Road

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Off Market Homes Near 1089 Windham Road

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Frequently asked questions about 1089 Windham Road

  • What is 1089 Windham Road estimated to be worth?
    Trulia's estimated value for 1089 Windham Road in South Windham, CT is $354,400.
  • What is the price history for 1089 Windham Road?
    1089 Windham Road in South Windham, CT last sold for $295,000 in September 2023.
  • Is South Windham a buyer's or seller's market?
    South Windham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about South Windham?
    Residents describe South Windham, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in South Windham, CT.
  • Does 1089 Windham Road have air conditioning?
    Yes, 1089 Windham Road in South Windham, CT has air conditioning.
  • Does 1089 Windham Road have a pool?
    Yes, 1089 Windham Road in South Windham, CT has a pool.
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