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.
For sale
$605,000
44 Trailside Crossing, Middletown, CT 06457
4beds
2,356sqft
Est.:
Single Family Residence
Built in 2014
0.84 Acres Lot
$-- Zestimate®
$257/sqft
$-- HOA
What's special
Center islandChefs-ready eat-in kitchenCarpeted second floorFormal dining roomFenced rear yardTray ceilingGenerous primary suite
- 3 days |
- 1,270 |
- 91 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 08, 2025 at 09:53am
Listed by:
Juliet L. Cavanaugh (860)398-0058,
Cavanaugh & Company LLC 860-346-8900
Source: Smart MLS,MLS#: 24143271
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: High Ceilings, Bedroom Suite, Dressing Room, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 270 Square Feet
- Dimensions: 15 x 18
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
- Area: 168 Square Feet
- Dimensions: 12 x 14
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
- Area: 121 Square Feet
- Dimensions: 11 x 11
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 168 Square Feet
- Dimensions: 14 x 12
Kitchen
- Features: High Ceilings, Granite Counters, Dining Area, French Doors, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 308 Square Feet
- Dimensions: 14 x 22
Living room
- Features: High Ceilings, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 294 Square Feet
- Dimensions: 14 x 21
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Wired for Data
- Basement: Full,Unfinished
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,356
- Total interior livable area: 2,356 sqft
- Finished area above ground: 2,356
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Attached, Driveway, Garage Door Opener, Paved
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch
Lot
- Size: 0.84 Acres
- Features: Level, Cul-De-Sac, Open Lot
Details
- Additional structures: Shed(s)
- Parcel number: 2584265
- Zoning: R-30
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2014
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Lake, Park
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $257/sqft
- Tax assessed value: $337,930
- Annual tax amount: $10,712
- Date on market: 12/8/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/8/2025 | Listed for sale | $605,000+51.3%$257/sqft |
Source:  Smart MLS #24143271 Report a problem | ||
| 11/7/2014 | Sold | $399,900$170/sqft |
Source: Smart MLS #G696277 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,507 +4.5% | $337,930 |
| 2024 | $11,966 +5.4% | $337,930 |
| 2023 | $11,358 +3.4% | $337,930 +27% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$3,516/mo
Principal & interest
$2346
Property taxes
$958
Home insurance
$212
Climate risks
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 5/10Farm Hill SchoolGrades: K-5Distance: 0.9 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 1 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 4.1 mi
Schools provided by the listing agent
- Elementary: Farm Hill
- High: Middletown
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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