489 Chamberlain Road
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 4,056
- Acres
- 14.55
- Year Built
- 2003
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
One of a kind opportunity! This amazing 14.55 acre property sits high up on a hill overlooking the South Farms area and Portland Bridge. Amazing sunsets, tranquility and privacy are offered on the versatile property. This home has an open floorplan with lots of windows, so the views and the light just pour in. Kitchen with commercial Five Star stove with 6 burners, griddle and grill. Large oven is convection electric, small oven is propane. 8' center island with Granite counters. There is a 6 stall horse barn with water and solar powered lights. The fields have electric fence with solar chargers. The 4 car garage has one bay set up for a lift with bolts in floor, high ceiling and power. There is a propane line and vent for heating garage and a hot water spigot. Above the garage is an In-law suite or Studio Apartment with a private entry. Unit is bright and cheerful, has laundry room, full kitchen, storage area closet. Lower basement area offers a salon setup and basement has 10' ceilings for future finishing. There is a camper site with electrical and waterline as you drive up the driveway on the left. House is wired for a generator. Primary bedroom has spiral staircase to a dressing area and large closet. Primary bathroom has waterfall and body sprayers, vanity was custom made.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 1 day
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 4,056 sq ft
- Lot Size
- 14.55 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $18,247 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
46
44 under contract
Median List Price
$424,950
46 active listings
Median Closed Price
$405,500
324 sales
Median Days on Market
36
46 active listings
Median $ / Sq Ft
$247
46 active listings
Sale-to-List Ratio
102.8%
324 sales
How this home compares
List Price
$925,000
vs $424,950 median
2.2× the median
Price / Sq Ft
$228
vs $247 median
7.7% below median
Days on Market
1 day
vs 36 days median
35 days fresher than median
Based on 46 active and 324 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of November 8, 2026.
Location
489 Chamberlain Road, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$5,013
- Property Taxes$1,521
- Insurance$308
- 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
- 2003
- New Construction
- No/Resale
- Living Area
- 4,056 sq ft
Schools
- Elementary
- Bielefield
- Middle
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Laundry room off Kitchen
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- PartialFullPartially FinishedFull With Hatchway
- In-Law Apartment
- YesOver GarageSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 14.55 acres
- Zoning
- R-30
- Garage / Parking
- 4 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl SidingStone
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesBarnCovered DeckFrench DoorsPaddockPatio
- Lot Description
- Fence - Electric PetRear LotCity ViewsLightly WoodedFarm LandRolling
Listing & Financials
- Property Taxes
- $18,247 / Annually
- Days on Market
- 1
- MLS #
- 24219909
- 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 11/8/2026. 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 11/8/2026 at 9:50 AM UTC.