360 Chauncey Road
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 2
- SqFt
- 1,201
- Acres
- 0.35
- Year Built
- 1952
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Do you love downtown Middletown, but want to live in a quieter area? 360 Chauncey Road is the answer you're looking for! Enjoy what Middletown has to offer while being tucked away in a quiet area. This property offers 3-4 bedrooms, two full bathrooms, hardwood floors, harvey windows and a yard to enjoy. Throughout the home you'll find pockets of character that make it unique; the wood paneling on the ceilings, the bathroom trim, or the covered porch paired with a charming blue door. The eat-in kitchen has plenty of counter and cabinet space, all your needed appliances, and access to the brand new deck. The main floor bedroom is accompanied with a full bath and another potential bedroom, study, rec room, or dining room. Upstairs are the two spacious bedrooms with another full bath and crawl space storage. In the basement you'll find a ton of storage and future expandable space. Enjoy dedicated laundry space & shelving with access to outside. Outside, the back deck overlooks the level yard with plenty of tree cover for the Summer months and offering beautiful views in the Fall. Come check out 360 Chauncey Road and then head downtown to enjoy some of the incredible restaurants and shops Middletown has to offer, or hit the nearby hiking trails at Millers Pond or Crystal Lake! Updates include Brand new 2026 deck, 2021 plastic septic tank, 2022 well pump, 2026 well tank & water softener, 2019 roof, and AO Smith 2021 water heater. Take advantage of this well maintained home!
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1952
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,201 sq ft
- Lot Size
- 0.35 acres
- Garage / Parking
- 3 total
- Property Taxes
- $5,858 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
45
48 under contract
Median List Price
$424,900
45 active listings
Median Closed Price
$407,000
321 sales
Median Days on Market
30
45 active listings
Median $ / Sq Ft
$254
45 active listings
Sale-to-List Ratio
102.7%
321 sales
How this home compares
List Price
$345,000
vs $424,900 median
18.8% below median
Price / Sq Ft
$287
vs $254 median
13.0% above median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 45 active and 321 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of October 29, 2026.
Location
360 Chauncey Road, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$1,881
- Property Taxes$488
- Insurance$115
- 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
- Cape Cod
- Year Built
- 1952
- New Construction
- No/Resale
- Living Area
- 1,201 sq ft
Schools
- Elementary
- Bielefield
- High
- Middletown
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Laundry
- Lower Level
- Laundry Location
- In Basement
- Appliances
- Oven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedSump PumpInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Cable - AvailableSecurity System
Exterior & Lot
- Lot Size
- 0.35 acres
- Zoning
- R-30
- Garage / Parking
- 3 total parking spacesPavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shake
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Fence - PartialLightly WoodedLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $5,858 / Annually
- Days on Market
- 0
- MLS #
- 24216264
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 10/29/2026. 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 10/29/2026 at 10:30 PM UTC.