1446 Randolph Road
Middletown, CT, 06457 $ 549,900
Bedrooms3 Baths3.0 Sq 2,537 Monthly Estimate*
$ 3,472
for $549,900 with 3 bedrooms and 3 full baths. This 2,537 square foot home was built in 1950 on a lot size of 4.6.
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. A long history of thoughtful improvements and careful maintenance complements the home's move-in condition. Major updates include Marvin Infinity replacement windows, LeafGuard gutters, R-60 blown-in attic insulation, a 16kW Generac whole-house generator, a 2019 GAF Timberline HD roof and 2019 oil-fired furnace. Exterior improvements include the 14' x 28' garden shed with electricity, expanded Trex deck, paver patio and walkway, and landscape lighting. Additional updates include Ecobee thermostats for three heating zones, replacement of exterior doors and garage door openers. New kitchen appliances include a 2019 LG French-door refrigerator, 2024 Samsung electric range, and 2025 LG convection microwave.
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FeaturesGeneralZoning R-15
Neighborhood N/A
County Middlesex
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Under Contract
Acres 4.6
Directions GPS Friendly
High School Per Board of Ed
City Middletown
Elementary School Per Board of Ed
Sq Ft Total 2537
DOM 3
Year Built 1950
Style Ranch
Year Built Source Public Records
Handicap Features Bath Grab Bars
Energy Features Extra Insulation Generator Programmable Thermostat Ridge Vents Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 8
Basement Description Crawl Space Partial Unfinished Storage Hatchway Access Interior Access Concrete Floor
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ExteriorWater Source Public Water Connected
Lot Description Secluded Lightly Wooded Rolling
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* Excluded FeaturesList ByJay SmolenskiListing Agent
Berkshire Hathaway Ne Prop.Broker
johnsmolenski@bhhsne.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,472
- Monthly Property Taxes
- $947
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Middletown, CT
Average List Price $459,243
Percent of Sale Price 16%
About Middletown, CT 47,363 Population
10% Since 2002
$ 64,327 Median Income
38.67 Median Age
24% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/15/2026 | $549,900 | | Listed Price |