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.
Under contract
$549,900
1446 Randolph Road, Middletown, CT 06457
3beds
2,537sqft
Single Family Residence
Built in 1950
4.6 Acres Lot
$578,200 Zestimate®
$217/sqft
$-- HOA
What's special
- 37 days
- 268
- 4
Zillow last checked:
Listing updated:
Listed by:
Jay Smolenski (203)848-0859,
Berkshire Hathaway NE Prop. 203-294-9114
Source: Smart MLS,MLS#: 24204996
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Remodeled, Bedroom Suite, Full Bath, Stall Shower, Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Bookcases, Built-in Features, Wall/Wall Carpet
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Remodeled, Balcony/Deck, Granite Counters, Kitchen Island, Sliders, Tile Floor
- Level: Main
Living room
- Features: Built-in Features, Gas Log Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Convection Range, Microwave, Refrigerator, Dishwasher, Disposal, Trash Compactor, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Open Floorplan, Smart Thermostat
- Windows: Thermopane Windows
- Basement: Crawl Space,Partial,Unfinished,Storage Space,Hatchway Access,Interior Entry,Concrete
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,537
- Total interior livable area: 2,537 sqft
- Finished area above ground: 2,537
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Accessibility
- Accessibility features: Bath Grab Bars
Features
- Patio & porch: Porch, Deck, Patio
- Exterior features: Rain Gutters
Lot
- Size: 4.6 Acres
- Features: Secluded, Few Trees, Rolling Slope
Details
- Additional structures: Shed(s)
- Parcel number: 1015208
- Zoning: R-15
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1950
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Insulation, Thermostat, Ridge Vents, Windows
Community & HOA
Community
- Features: Health Club, Library, Medical Facilities, Park, Private School(s)
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $217/sqft
- Tax assessed value: $278,590
- Annual tax amount: $11,366
- Date on market: 9/15/2026
Estimated market value
$578,200
$549,000 - $607,000
$3,106/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/28/2026 | Pending sale | $549,900$217/sqft |
Source: | ||
| 9/21/2026 | Contingent | $549,900$217/sqft |
Source: | ||
| 9/17/2026 | Listed for sale | $549,900+52.8%$217/sqft |
Source: | ||
| 2/9/2011 | Sold | $360,000$142/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $93 +5.7% | $2,390 |
| 2024 | $88 +4.8% | $2,390 |
| 2023 | $84 -20% | $2,390 |
| 2022 | $105 | $2,390 |
| 2021 | $105 -0.9% | $2,390 |
| 2020 | $106 | $2,390 |
| 2019 | $106 +1.9% | $2,390 |
| 2018 | $104 +7.2% | $2,390 +4.8% |
| 2017 | $97 +3.2% | $2,280 |
| 2016 | $94 | $2,280 |
Find assessor info on the county website
Monthly payment
Est. payment




