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110 Freeman Road

Middletown, Connecticut 06457

ACTIVE$599,900

Reduced from $845,000

Beds
4
Baths
1 | 1
SqFt
2,070
Acres
1.00
Year Built
1868
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 FireplacesPrice Reduced

About This Home

Step back in time while enjoying the comfort of modern updates in this distinctive 1868 home in Middletown's desirable South Farms area. Set on a property rich in character, history, and functionality, this unique home offers 3 bedrooms, 1 1/2 baths, an upstairs office, and a completely remodeled kitchen area. The full-height basement features a granite foundation, poured concrete floor, and floor drains, along with an updated electrical panel. The property itself is truly special, framed by magnificent pine trees believed to be among some of the oldest in Middletown. The grounds and collection of outbuildings give this property a presence and versatility that is hard to find today. The three-story barn includes an insulated bonus room on the third floor, while the heated one-car garage offers a concrete floor and insulated office space-ideal for a workshop, studio, home business, or hobby space. A second one-car garage provides a concrete floor, attic storage, and a dedicated gardening area with shelving. There is also a three-bay open shed, including one bay with a concrete slab, plus a corn shed and the property's original outhouse, adding an authentic connection to its past. Whether you're drawn to historic homes, need room for hobbies and projects, appreciate extensive storage, or simply want a property with a story to tell, this South Farms offering is a rare find. It's a unique combination of historic character, practical improvements, beautiful grounds, and excepti

Key Facts

City/Town
Middletown
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1868
Days on Market
142 days
Beds
4
Baths
1 full · 1 half
Living Area
2,070 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$9,351 / Annually

Market Snapshot

The Middletown Market

Single Family · trailing 12 months

Median Days on Market

24

39 active listings

Median $ / Sq Ft

$247

39 active listings

Sale-to-List Ratio

102.6%

324 sales

How this home compares

List Price

$599,900

vs $419,900 median

42.9% above median

Price / Sq Ft

$290

vs $247 median

17.4% above median

Days on Market

142 days

vs 24 days median

118 days longer than median

Based on 39 active and 324 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of September 16, 2026.

Location

110 Freeman Road, Middletown, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,095

per month

  • Principal & Interest$3,116
  • Property Taxes$779
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middletown
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1868
New Construction
No/Resale
Living Area
2,070 sq ft

Schools

Elementary
Per Board of Ed
High
Middletown

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Laundry
Main Level
Laundry Location
1st floor laundry with 1/2 bath
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
Additional Rooms
Laundry Room

Exterior & Lot

Lot Size
1.00 acres
Zoning
R-60
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Aluminum
Color
white
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
ShedBarn
Lot Description
Additional Land Avail.

Listing & Financials

Property Taxes
$9,351 / Annually
Days on Market
142
MLS #
24162489
MLS Status
Active

Similar Properties

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Listed By

Pam Rizy

(860) 833-3456

Berkshire Hathaway NE Prop.

(860) 347-4486

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 5:20 AM UTC.