33 Old Brooklyn Turnpike
Windham, Connecticut 06280
- Beds
- 3
- Baths
- 3
- SqFt
- 1,701
- Acres
- 2.64
- Year Built
- 1947
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Country living at its best with this Contemporary Cape w/1711sqft, 3 Bedrm, 3 Full Baths, HUGE 1000 plus sqft BARN/GARAGE/OUTBUILDING ON 2.64 ac of level land with a stream. Perfect property for hobbys, animals, storage, wood working, home based business and much more. Open floor plan w/ 2 Foyer entrances w/ tiles floors, open kitchen & dining rm with slider to your private deck. Living rm with a woodstove. 1st floor large bedrm w/ full bath with tile floor & adorable barn doors. 2nd floor has a Master suite w/ Full bath w/a jacuzzi tub. 2nd master bed w/vaulted ceilings & french doors to a private deck. Separate office, play rm or could be a large walkin closet & a 3rd FULL BATH. BARN/OUT BUILDING/ GARAGE w/ a full attic floored. So many possibilities in this home. Bring your horses, home based business, 4 wheelers, dirt bike, green house, storage, man cave, garage, chicken coop & so much MORE. Sits privately off the road with lots of space for gardens on a nice level lot. Many updates throughout the years including windows, roof, septic tank, well tank & much more. Solar panels to save money on power. Power bill is approx 80 dollars a month. Sits on a dead end street. Come live in the country close to all major routes, airport, Hartford, cssinos for ONLY 365,000
Key Facts
- City/Town
- Windham
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Contemporary
- Year Built
- 1947
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,701 sq ft
- Lot Size
- 2.64 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,140 / Annually
Market Snapshot
The Windham Market
Single Family · trailing 12 months
Active Listings
17
26 under contract
Median List Price
$279,000
17 active listings
Median Closed Price
$275,000
160 sales
Median Days on Market
23
17 active listings
Median $ / Sq Ft
$202
17 active listings
Sale-to-List Ratio
101.9%
160 sales
How this home compares
List Price
$365,000
vs $279,000 median
30.8% above median
Price / Sq Ft
$215
vs $202 median
6.4% above median
Days on Market
0 days
vs 23 days median
23 days fresher than median
Based on 17 active and 160 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of October 22, 2026.
Location
33 Old Brooklyn Turnpike, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: indicative defaultsper month
- Principal & Interest$1,875
- Property Taxes$512
- Insurance$122
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windham
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Contemporary
- Year Built
- 1947
- New Construction
- No/Resale
- Living Area
- 1,701 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- None
- Laundry
- Upper Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 2.64 acres
- Zoning
- R1- 1
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Green
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedFruit TreesBarnDeckGarden AreaFrench Doors
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,140 / Annually
- Days on Market
- 0
- MLS #
- 24215945
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/22/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/22/2026 at 3:55 AM UTC.