245 Deerfield Road
Windsor, Connecticut 06095
- Beds
- 6
- Baths
- 5
- SqFt
- 4,585
- Acres
- 0.77
- Year Built
- 1796
- Neighborhood
- Deerfield
- Property Type
- 4 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
Own a piece of history in this 1796 colonial, built by Elisha Moore, a 4-unit investment property on .77 acre. Included a one-car garage with bay, a loft above the garage that can be used for crafting, office, man's cave, storage, or additional income, with plenty of parking for tenants/guests. This current owner started renovations, but could not complete them. When the home was purchased in 2021, the main unit consisted of ~2200 sqft with 3 bedrooms & 2 baths with separate entrances from the rest of the house. The front building is divided into 3 separate units, each with a kitchen, Living area, one bedroom & bath. Live in the main unit and rent the other 3. There is a brick outbuilding that can also be used as additional storage. Two of the units have been gutted/partially reframed and the floors removed, and never completed. You can change the floor plan. With a stand-up attic possibly be expanded with additional rooms. Great property for an investor looking to restore a priceless piece of history. A lot of potential for someone creative, patient, and accepts a rewarding challenge. The home is being sold AS-IS. Home inspections for informational purposes only. Plumbing does not work. A hold harmless is required for all showings.
Key Facts
- City/Town
- Windsor
- Neighborhood
- Deerfield
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1796
- Days on Market
- 31 days
- Beds
- 6
- Baths
- 5 full
- Living Area
- 4,585 sq ft
- Lot Size
- 0.77 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $6,936 / Annually
Market Snapshot
The Windsor Market
Multi-Family · trailing 12 months
Active Listings
1
1 under contract
Median List Price
$425,000
1 active listing
Median Closed Price
$425,000
13 sales
Median Days on Market
6
1 active listing
Median $ / Sq Ft
$182
1 active listing
Sale-to-List Ratio
100.4%
13 sales
How this home compares
List Price
$349,900
vs $425,000 median
17.7% below median
Price / Sq Ft
$76
vs $182 median
58.2% below median
Days on Market
31 days
vs 6 days median
25 days longer than median
Based on 1 active and 13 closed sales (trailing 12 mo) of multi-family in Windsor. Source: SmartMLS · As of July 28, 2026.
Location
245 Deerfield Road, Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,784
- Property Taxes$578
- Insurance$117
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windsor
- Neighborhood
- Deerfield
- County
- Hartford
Residence
- Property Type
- Multi-Family
- Subtype
- Quadruplex
- Style
- Units on different Floors
- Year Built
- 1796
- New Construction
- No/Resale
- Living Area
- 4,585 sq ft
Schools
- Elementary
- John F. Kennedy
- High
- Windsor
Interior
- Heating
- Hot Water
- Heat Fuel
- ElectricNatural Gas
- Cooling
- None
- Laundry
- Basement Hook-Up(s)
- Basement
- FullUnfinishedHatchway AccessInterior Access
Exterior & Lot
- Lot Size
- 0.77 acres
- Zoning
- Res-A
- Garage / Parking
- 1 garage space4 total parking spacesDetached GarageCovered GaragePavedOff Street ParkingDrivewayPavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- AluminumBrick
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- SidewalkShedGuttersLighting
- Lot Description
- Corner LotLightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $6,936 / Annually
- Days on Market
- 31
- MLS #
- 24185539
- MLS Status
- Under Contract - Continue to Show
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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 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.