134 Pleasant Street
Windsor, Connecticut 06095
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 2,523
- Acres
- 2.15
- Year Built
- 1890
- 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
Opportunity awaits with this charming 3-bedroom, 2.5-bath single-family home nestled on over 2 beautiful acres of land. Offering a wonderful combination of space, character, and privacy, this property is perfect for buyers looking to create a home that reflects their own personal style. Step inside and discover a home filled with potential. While it is ready for some TLC and updating, it offers a functional layout with generous living spaces and endless opportunities to make it your own. One of the home's standout features is the inviting sunroom, providing the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful views of the surrounding property throughout the changing seasons. Outside, you'll appreciate the expansive yard with plenty of room to enjoy the outdoors. Whether you envision gardening, hosting family gatherings, or simply enjoying the open space, this property offers the setting to do so. Tucked behind the home is a detached barn that is in need of lots of TLC but offers plenty of potential for the next owner to restore and reimagine.
Key Facts
- City/Town
- Windsor
- Neighborhood
- N/A
- Property / Style
- Single Family · Other
- Year Built
- 1890
- Days on Market
- 92 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 2,523 sq ft
- Lot Size
- 2.15 acres
- Property Taxes
- $8,260 / Annually
Market Snapshot
The Windsor Market
Single Family · trailing 12 months
Active Listings
33
32 under contract
Median List Price
$365,000
33 active listings
Median Closed Price
$389,900
245 sales
Median Days on Market
41
33 active listings
Median $ / Sq Ft
$218
33 active listings
Sale-to-List Ratio
102.7%
245 sales
How this home compares
List Price
$439,900
vs $365,000 median
20.5% above median
Price / Sq Ft
$174
vs $218 median
20.2% below median
Days on Market
92 days
vs 41 days median
51 days longer than median
Based on 33 active and 245 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of November 6, 2026.
Location
134 Pleasant Street, Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,384
- Property Taxes$688
- Insurance$147
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windsor
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Other
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 2,523 sq ft
Schools
- Elementary
- Oliver Ellsworth
- High
- Windsor
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Appliances
- Cook TopRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 2.15 acres
- Zoning
- AA
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Brick
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,260 / Annually
- Days on Market
- 92
- MLS #
- 24196966
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Rob Rosa
Berkshire Hathaway NE Prop.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/6/2026. 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 11/6/2026 at 1:55 AM UTC.