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66 Hartford Road

Simsbury, Connecticut 06070

ACTIVE - NEW$800,000
Beds
8
Baths
5 | 1
SqFt
3,656
Acres
2.88
Year Built
1853
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,321

per 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

Homes with a close match in area, property type, and price.

Listed By

Matt Miale

(860) 539-2255

KW Legacy Partners

(860) 313-0700

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.