1446 Randolph Road
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 3
- SqFt
- 2,537
- Acres
- 4.60
- Year Built
- 1950
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set well back from the road on 4.6 secluded acres, this beautifully maintained ranch combines generous one-level living with a bright, welcoming feel throughout. Large windows on all sides bring in abundant natural light and frame views of the expansive landscaping, lawn, and surrounding trees. The spacious remodeled kitchen anchors the home's everyday living, with beautifully crafted cabinetry, substantial granite countertops, a large custom center island, and generous workspace, complemented by expansive backyard views and seamless flow to the outdoor living space. The private bedroom wing includes a generous remodeled primary suite with hardwood floors, 3 spacious closets, and a modern private bath designed for the comfort, style, and functionality today's buyers expect. Just beyond the primary suite, a dedicated office with extensive built-ins offers flexible space for working from home, studying, meetings, or enjoying a hobby. The living and dining rooms flow together with warm hickory floors and custom millwork, while a thoughtfully designed mudroom/pantry just off the kitchen adds character and function with built-in cubbies and cabinetry. Outside, the broad, open lawn offers room to gather, play, garden, or enjoy the private setting. A Trex deck and paver patio extend the living space outdoors, creating an inviting place to relax or entertain. Meticulously cared for and truly move-in ready, this home feels spacious, comfortable, and private from the moment you arrive.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1950
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,537 sq ft
- Lot Size
- 4.60 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $11,366 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
38
49 under contract
Median List Price
$414,950
38 active listings
Median Closed Price
$405,500
324 sales
Median Days on Market
24
38 active listings
Median $ / Sq Ft
$252
38 active listings
Sale-to-List Ratio
102.6%
324 sales
How this home compares
List Price
$549,900
vs $414,950 median
32.5% above median
Price / Sq Ft
$217
vs $252 median
13.9% below median
Days on Market
0 days
vs 24 days median
24 days fresher than median
Based on 38 active and 324 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of September 15, 2026.
Location
1446 Randolph Road, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,856
- Property Taxes$947
- Insurance$183
- 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
- Ranch
- Year Built
- 1950
- New Construction
- No/Resale
- Living Area
- 2,537 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Private Wing of Home
- Appliances
- Convection RangeMicrowaveRefrigeratorDishwasherDisposalCompactorWasherDryerWine Chiller
- Basement
- Crawl SpacePartialUnfinishedStorageHatchway AccessInterior AccessConcrete Floor
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
- Accessibility
- Bath Grab Bars
Exterior & Lot
- Lot Size
- 4.60 acres
- Zoning
- R-15
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPorchDeckGuttersPatio
- Lot Description
- SecludedLightly WoodedRolling
Listing & Financials
- Property Taxes
- $11,366 / Annually
- Days on Market
- 0
- MLS #
- 24204996
- 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 9/15/2026. 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 9/15/2026 at 8:00 PM UTC.