Seller's Agent in 2026
Juliet Cavanaugh
Cavanaugh & Company LLC
(860) 398-0058
4 in this area
77 Total Sales
44 Trailside Crossing Middletown, CT 06457
4
Beds
2.5
Baths
2,356
Sq Ft
0.84
Acres
Highlights
- Colonial Architecture
- 1 Fireplace
- Shed
- Attic
- Porch
- Smart Locks
About This Home
As of January 2026Tucked 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.
Last Agent to Sell the Property
Cavanaugh & Company LLC Brokerage Phone: (860) 398-0058 License #REB.0789635 Listed on: 12/08/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,712
Year Built
- Built in 2014
Lot Details
- 0.84 Acre Lot
- Property is zoned R-30
Home Design
- Colonial Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Vinyl Siding
Interior Spaces
- 2,356 Sq Ft Home
- 1 Fireplace
- Unfinished Basement
- Basement Fills Entire Space Under The House
- Smart Locks
Kitchen
- Oven or Range
- Microwave
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Laundry on main level
- Dryer
- Washer
Attic
- Unfinished Attic
- Attic or Crawl Hatchway Insulated
Parking
- 2 Car Garage
- Automatic Garage Door Opener
- Driveway
Outdoor Features
- Shed
- Porch
Schools
- Farm Hill Elementary School
- Middletown High School
Utilities
- Central Air
- Heating System Uses Propane
- Power Generator
- Electric Water Heater
- Fuel Tank Located in Ground
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 2584265
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Jun 11, 2019
Sold by
Smith Kelly M
Bought by
Kelly M Smith Ret
Purchase Details
Listed on
Sep 19, 2014
Closed on
Nov 7, 2014
Sold by
Aa Denorfia Building&D
Bought by
Smith Kelly M
Seller's Agent
Matt Denorfia
Denorfia Realty, LLC
Buyer's Agent
Linda O'Hara
William Raveis Real Estate
List Price
$399,900
Sold Price
$399,900
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.72%
Original Mortgage
$319,000
Interest Rate
3%
Mortgage Type
Adjustable Rate Mortgage/ARM
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $399,900 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $319,000 | Adjustable Rate Mortgage/ARM |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/29/2026 01/29/26 | Sold | $635,000 | +5.0% | $270 / Sq Ft | |
| 12/12/2025 12/12/25 | Pending | -- | -- | -- | |
| 12/08/2025 12/08/25 | For Sale | $605,000 | +51.3% | $257 / Sq Ft | |
| 11/07/2014 11/07/14 | Sold | $399,900 | 0.0% | $178 / Sq Ft | View Prior Sale |
| 09/29/2014 09/29/14 | Pending | -- | -- | -- | |
| 09/19/2014 09/19/14 | For Sale | $399,900 | -- | $178 / Sq Ft |
Source: SmartMLS
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $12,507 | $337,930 | $74,160 | $263,770 |
| 2024 | $11,966 | $337,930 | $74,160 | $263,770 |
| 2023 | $11,358 | $337,930 | $74,160 | $263,770 |
| 2022 | $10,981 | $266,180 | $54,940 | $211,240 |
| 2021 | $10,933 | $266,180 | $54,940 | $211,240 |
| 2020 | $10,914 | $266,180 | $54,940 | $211,240 |
| 2019 | $10,967 | $266,180 | $54,940 | $211,240 |
| 2018 | $10,589 | $266,180 | $54,940 | $211,240 |
| 2017 | $10,311 | $266,570 | $69,570 | $197,000 |
| 2016 | $10,029 | $264,580 | $69,570 | $195,010 |
| 2015 | $9,085 | $245,080 | $69,570 | $175,510 |
| 2014 | $9,832 | $265,510 | $69,570 | $195,940 |
Source: Public Records
Agents Affiliated with this Home
-
Juliet Cavanaugh
-
Anna Buono
Buyer's Agent in 2026
Anna Buono
Berkshire Hathaway Home Services
(203) 376-5878
2 in this area
159 Total Sales
-
Matt Denorfia
M
Seller's Agent in 2014
Matt Denorfia
Denorfia Realty, LLC
(860) 919-4484
71 Total Sales
-
Linda O'Hara
Buyer's Agent in 2014
Linda O'Hara
William Raveis Real Estate
(860) 209-7044
11 in this area
127 Total Sales
Map
Source: SmartMLS
MLS Number: 24143271
APN: MTWN-000038-000000-000274
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