66 Durant Street
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,848
- Acres
- 0.68
- Year Built
- 1880
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to this beautifully renovated, move-in ready colonial that blends classic architectural layout with modern, functional living space. This rare oversized lot could be subdivided. Recently updated, this gorgeous home offers plenty of room to entertain and relax. The Main Level: Step past the inviting front porch into a bright, airy main floor of open and versatile spaces designed for gathering and comfort. A sprawling living room centers the home, flowing seamlessly into the formal dining area perfect for hosting holiday dinners and family gatherings. The kitchen offers wonderful natural light with a breakfast nook and custom floor-to-ceiling cabinets. Sunlit Family Room: Tucked at the back of the home is a spacious family room with wood burning stove, anchored by a full bath and dedicated laundry room. Bonus Sun Room: Bathed in natural light, the attached sun room serves as a perfect home office, reading nook, or plant oasis. Outdoor Entertaining: The sun room opens up directly to a massive, custom outdoor deck, ideal for summer barbecues, outdoor lounging, and evening entertaining. The Upper Level: The primary suite provides a true sanctuary with windows that flood the room with natural light. Two additional bright bedrooms offer great closet space and share a pristine, newly updated full bath. This beautifully updated home offers ultimate peace of mind with three high-ticket upgrades: new gas furnace, new hot water heater and rooftop solar panels.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1880
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,848 sq ft
- Lot Size
- 0.68 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $7,300 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
44
41 under contract
Median List Price
$399,950
44 active listings
Median Closed Price
$406,000
327 sales
Median Days on Market
30
44 active listings
Median $ / Sq Ft
$256
44 active listings
Sale-to-List Ratio
102.6%
327 sales
How this home compares
List Price
$409,999
vs $399,950 median
In line with median
Price / Sq Ft
$222
vs $256 median
13.3% below median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 44 active and 327 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of October 3, 2026.
Location
66 Durant Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$2,244
- Property Taxes$608
- Insurance$137
- 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
- 1880
- New Construction
- No/Resale
- Living Area
- 1,848 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Main Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- Partial
Exterior & Lot
- Lot Size
- 0.68 acres
- Zoning
- RPZ
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Cleared
Listing & Financials
- Property Taxes
- $7,300 / Annually
- Days on Market
- 0
- MLS #
- 24211673
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/3/2026. 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 10/3/2026 at 6:15 PM UTC.