44 Trailside Crossing Middletown, CT $ 605,000
44 Trailside Crossing
$ 605,000
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44 Trailside Crossing

Middletown, CT, 06457
$ 605,000
Bedrooms4 Baths2.1 Sq 2,356

Monthly Estimate*

$ 3,774

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Single Family Home for sale in Middletown, CT

for $605,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,356 square foot home was built in 2014 on a lot size of 0.84.

Tucked away on a quiet cul-de-sac, this beautifully maintained colonial offers serene privacy, sweeping sunrise and sunset views, and .84 acres of land that stretch all the way to Crystal Lake Road - with a fenced rear yard to keep anything you love safe. Inside nearly 2,500 sq ft, the home balances spacious comfort with a cozy, welcoming atmosphere. The main floor boasts gleaming hardwood floors throughout, an open-concept layout with a large family room anchored by a gas fireplace, and a chefs-ready eat-in kitchen featuring granite counters, center island, and stainless-steel appliances. A formal dining room and convenient half bath complete the main level. A dramatic 2-story foyer leads to a carpeted second floor with a generous primary suite - tray ceiling, walk-in closet with dressing area, and a full ceramic bath with a walk-in shower. Three additional bedrooms and a full bath finish the upper level. The basement receives ample natural light and presents a blank canvas, ready to become additional living space, a home office, gym, or media room. Efficient propane heating (with a 500-gallon in-ground tank) ensures cozy winters. Enjoy your morning coffee on the sun-drenched 3-season porch and plan lazy summer evenings in the expansive yard. This is a rare opportunity to own one of just 11 homes on Trailside Crossing. Schedule your private showing and make this special home yours.

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Single Family Active

Price

$ 605,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,712

Style

Lot Size

0.84

Year Built

2014

Town/City

Middletown

MLS | Web ID

24143271

Features
General
Zoning R-30
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.84
Directions Randolph Road to Ridge Road to Prout Hill. East on Prout Hill to Trail Crossing. 2nd house om left.
High School Middletown
City Middletown
Elementary School Farm Hill
Sq Ft Total 2356
DOM 0
Year Built 2014
Style Colonial
Year Built Source Public Records
Energy Features Generator Ready
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Interior
Cooling System Central Air
Total Rooms 7
Basement Description Full Unfinished Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Level Lot On Cul-De-Sac Open Lot
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* Excluded Features
List By
Juliet Cavanaugh

Listing Agent

Cavanaugh & Company Llc

Broker

juliet@cavanaughandcompany.com

Email

Affordability Calculator

$4,667
Per Month
81%
19%
0%
Monthly Principal & Interest
$3,774
Monthly Property Taxes
$893
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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.
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Nearby
3041752 Elementary School
4619834 Middle School
Middletown High School High School
Pricing History
DatePricePrice ChangeDescription
12/8/2025$605,000 Listed Price

Map


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44 Trailside Crossing, Middletown, CT, 06457 is a Single Family Home for sale at $605,000 with 2,356 sqft and a lot size of 0.84. 44 Trailside Crossing has 4 bedrooms, 2.1 baths, and was built in 2014. The property's zip code is 06457 which is in Middletown, CT