165 Windham Road
Brooklyn, Connecticut 06234
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,432
- Acres
- 1.71
- Year Built
- 2007
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Looking for country living, four bedrooms, nearly two acres, and abundant storage space? You may have just found it! This Brooklyn Colonial is a rare find, having been EXCEPTIONALLY WELL MAINTAINED and lovingly cared for. Start your morning with coffee on the deck, spend an afternoon enjoying the yard/garden, and end the day gathered around the fire pit on the stone patio. Inside, wide hallways and a comfortable layout make it easy to move from one space to the next, whether you're hosting a holiday gathering or enjoying a quiet night at home. The kitchen features timeless cherry cabinets and granite countertops, with plenty of space to prepare meals and gather together. Cozy up by the fireplace in the living room, share dinner in the formal dining room, or spread out in the additional living room/den. A half bath and laundry area are conveniently located on the main level. Upstairs, the primary suite offers a full bath and plenty of closet space, including a walk-in closet. Three additional bedrooms and another full bath provide room for family, guests, or a home office. A full staircase leads to the LARGE WALK-UP ATTIC, so you can put away your holiday decorations without attempting an Olympic event on a pull-down ladder! The attached two-car garage, LARGE LOFT ABOVE THE GARAGE, and Kloter Farms shed offer even more space for tools, hobbies, and everything that comes with life in the country. Come see what makes this home so special!
Key Facts
- City/Town
- Brooklyn
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2007
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,432 sq ft
- Lot Size
- 1.71 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,887 / Annually
Market Snapshot
The Brooklyn Market
Single Family · trailing 12 months
Active Listings
19
13 under contract
Median List Price
$519,900
19 active listings
Median Closed Price
$433,500
116 sales
Median Days on Market
18
19 active listings
Median $ / Sq Ft
$267
19 active listings
Sale-to-List Ratio
100.0%
116 sales
How this home compares
List Price
$650,000
vs $519,900 median
25.0% above median
Price / Sq Ft
$267
vs $267 median
In line with median
Days on Market
0 days
vs 18 days median
18 days fresher than median
Based on 19 active and 116 closed sales (trailing 12 mo) of single family in Brooklyn. Source: SmartMLS · As of October 30, 2026.
Location
165 Windham Road, Brooklyn, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$3,544
- Property Taxes$741
- Insurance$217
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Brooklyn
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2007
- New Construction
- No/Resale
- Living Area
- 2,432 sq ft
Schools
- Elementary
- Brooklyn
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirZoned
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorWasherElectric Dryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 1.71 acres
- Zoning
- RA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGarden AreaStone Wall
- Lot Description
- Lightly WoodedLevel LotRolling
Listing & Financials
- Property Taxes
- $8,887 / Annually
- Days on Market
- 0
- MLS #
- 24217332
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
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Co-Listed By
George Bassett
Team Bassett Realty LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/30/2026. 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 10/30/2026 at 2:55 PM UTC.