66 Hartford Road
Simsbury, Connecticut 06070
- Beds
- 8
- Baths
- 5 | 1
- SqFt
- 3,656
- Acres
- 2.88
- Year Built
- 1853
- 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
A remarkable offering awaits at 66, 68 and 72 Hartford Road, where three separate parcels are being offered together as one exceptional Simsbury property. This unique offering includes two Colonial homes, each with private well, septic and oil heat, plus a third parcel featuring historic post-and-beam barns with potential for storage, adaptive reuse, animals, hobbies, agricultural pursuits, or reclaimed materials and salvage value. Together, the three parcels encompass almost 3 acres in a desirable Simsbury corridor, offering potential for future development, investment, or continued use as a distinctive multi-property setting. One residence offers four bedrooms and three full baths, while the second features four bedrooms, two and a half baths and a first-floor in-law suite (ADU), providing flexibility for extended family, rental income, or other uses. Inside, hardwood floors, fireplaces and inviting gathering spaces reflect the homes' historic character and functionality. Outside, expansive grounds, mature trees and established barns create a picturesque New England setting. Whether you envision a private homestead, hobby farm, investment property, future development, or simply room to spread out, this one-of-a-kind offering provides exceptional flexibility. Three parcels, two homes and historic barns come together to create an offering rarely found in Simsbury.
Key Facts
- City/Town
- Simsbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1853
- Days on Market
- 0 days
- Beds
- 8
- Baths
- 5 full · 1 half
- Living Area
- 3,656 sq ft
- Lot Size
- 2.88 acres
- Property Taxes
- $9,401 / Annually
Market Snapshot
The Simsbury Market
Single Family · trailing 12 months
Active Listings
31
33 under contract
Median List Price
$589,900
31 active listings
Median Closed Price
$600,000
267 sales
Median Days on Market
20
31 active listings
Median $ / Sq Ft
$261
31 active listings
Sale-to-List Ratio
107.5%
267 sales
How this home compares
List Price
$800,000
vs $589,900 median
35.6% above median
Price / Sq Ft
$219
vs $261 median
16.1% below median
Days on Market
0 days
vs 20 days median
20 days fresher than median
Based on 31 active and 267 closed sales (trailing 12 mo) of single family in Simsbury. Source: SmartMLS · As of September 25, 2026.
Location
66 Hartford Road, Simsbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$4,271
- Property Taxes$783
- Insurance$267
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Simsbury
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1853
- New Construction
- No/Resale
- Living Area
- 3,656 sq ft
Schools
- Elementary
- Latimer Lane
- High
- Simsbury
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 2
- Appliances
- RefrigeratorOven/RangeDishwasher
- Basement
- Full
Exterior & Lot
- Lot Size
- 2.88 acres
- Zoning
- R-40
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $9,401 / Annually
- Days on Market
- 0
- MLS #
- 24203730
- MLS Status
- Active
Similar Properties
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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 9/25/2026. 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 9/25/2026 at 12:45 AM UTC.