110 Freeman Road
Middletown, Connecticut 06457
Reduced from $845,000
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 2,070
- Acres
- 1.00
- Year Built
- 1868
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
39
48 under contract
Median List Price
$419,900
39 active listings
Median Closed Price
$406,500
324 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per 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
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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 9/16/2026. 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.