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245 Deerfield Road

Windsor, Connecticut 06095

PENDING$349,900
Beds
6
Baths
5
SqFt
4,585
Acres
0.77
Year Built
1796
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage

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

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

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,479

per 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

Similar Properties

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Listed By

Maria Aubey

(860) 214-0435

Silver and Oak Realty

(860) 372-4666

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.