1355 Poquonock Avenue
Windsor, Connecticut 06095
- Beds
- 6
- Baths
- 2
- SqFt
- 3,206
- Acres
- 0.73
- Year Built
- 1775
- Neighborhood
- Poquonock
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Step back in time while enjoying the comforts & flexibility of today in this exceptional antique home,originally built in 1775, nestled in the historic Poquonock section of Windsor.Rich w/ vintage character & charm,this distinctive property gives the rare opportunity to own a piece of Windsor history while providing an incredibly versatile living arrangement.Currently being enjoyed as a single-family home,it is easily convertible back to its original 2 family configuration,making it ideal for multi-generational living,owner-occupied investment,or those seeking additional living space.With4 bedrooms,2 full baths,2 sets of utilities, and separate living areas, it provides tremendous flexibility for today's lifestyle.Outside,nearly 1 acre of beautifully manicured grounds creates a private,picturesque setting. A charming bridge crosses a meandering brook, adding an enchanting touch to the already spectacular landscape.2 decks provide wonderful spaces for relaxing,entertaining,& taking in the peaceful surroundings.A fabulous family room overlooks the gorgeous backyard; a perfect gathering space that brings the beauty of the property indoors. Additional features include ample parking, a 2 car garage, and gas heat.This is a truly special property where history, character, nature, and versatility come together. Whether you're looking for a unique single-family home or the opportunity for 2family functionality, this treasure offers possibilities that are rarely found in todays market.
Key Facts
- City/Town
- Windsor
- Neighborhood
- Poquonock
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1775
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 2 full
- Living Area
- 3,206 sq ft
- Lot Size
- 0.73 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $7,169 / Annually
Market Snapshot
The Windsor Market
Multi-Family · trailing 12 months
Active Listings
1
2 under contract
Median List Price
$399,900
1 active listing
Median Closed Price
$425,000
9 sales
Median Days on Market
27
1 active listing
Median $ / Sq Ft
$289
1 active listing
Sale-to-List Ratio
100.3%
9 sales
How this home compares
List Price
$429,900
vs $399,900 median
7.5% above median
Price / Sq Ft
$134
vs $289 median
53.6% below median
Days on Market
0 days
vs 27 days median
27 days fresher than median
Based on 1 active and 9 closed sales (trailing 12 mo) of multi-family in Windsor. Source: SmartMLS · As of October 7, 2026.
Location
1355 Poquonock Avenue, Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$2,353
- Property Taxes$597
- Insurance$143
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windsor
- Neighborhood
- Poquonock
- County
- Hartford
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1775
- New Construction
- No/Resale
- Living Area
- 3,206 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Windsor
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Attic FanCeiling FansWindow Unit
- Fireplaces
- 2
- Laundry
- Basement Hook-Up(s)
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 0.73 acres
- Zoning
- Per town
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GarageDrivewayPavedOff Street ParkingPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedAwningsDeckGuttersGarden Area
- Lot Description
- Lightly WoodedRolling
Listing & Financials
- Property Taxes
- $7,169 / Annually
- Days on Market
- 0
- MLS #
- 24207372
- MLS Status
- Coming Soon
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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 10/7/2026. 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 10/7/2026 at 6:40 PM UTC.