65 Trailside Drive, Monroe, CT 06468
FOR SALE
2 ACRES

65 Trailside Drive
Monroe, CT 06468

East Village
  • 5 Beds
  • 4.5 Baths
  • 5,304 sqft (on 2 acres)

$1,199,900

Est. Mortgage $7,725/mo*

$1,199,900

Est. Mortgage $7,725/mo*
5 Beds
4.5 Baths
5,304 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a premier setting. A full main level in law apartment provides private, self contained living ideal for multigenerational households, extended guests, or long term flexibility without compromise. The main level is enhanced by gleaming hardwood flooring throughout and offers a seamless flow between formal and informal spaces, creating an inviting environment for both everyday living and elegant entertaining. Upstairs, the primary suite serves as a true retreat. The brand new primary bath has been beautifully renovated with elevated finishes and a sophisticated, spa inspired design. Three additional bedrooms, including one with en suite bath, complete the upper level with style and functionality. The finished lower level is designed for entertainment, featuring a dedicated movie room and an impressive bar area perfect for hosting gatherings or enjoying relaxed evenings at home. A three car garage offers generous storage and convenience, while a large deck overlooks the expansive, level backyard, providing privacy and endless possibilities for outdoor living. Schedule your showing today!

Home Highlights

Parking
3 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$226
Listed
65 days ago

Home Details for 65 Trailside Drive

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Media Room, Office, Other, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5304 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3930 Square FeetFinished Area (below surface): 1374 Square Feet

Days on Market

Days on Market: 65

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2380592

Price & Status

Price
List Price: $1,199,900Price Per Sqft: $226
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Monroe
School Information
Elementary School: Per Board of EdHigh School: Masuk

Agent Information

Listing Agent
Listing ID: 24156537

Building

Building Area
Building Area: 5304 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 24156537Attic: Pull Down StairsAttribution Contact: (203) 455-1223Above Grade Unfinished Area: 3930
Last check for updates: about 13 hours ago
Listing courtesy of Brian Christy, (203) 455-1223
William Raveis Real Estate, (203) 455-1223
Source: Smart MLS, MLS#24156537
Also Listed on Smart MLS.

Price History for 65 Trailside Drive

DatePriceEventSource
03/04/2026$1,199,900Listed For SaleSmart MLS #24156537
02/18/2009$795,000Sold
Smart MLS #98404675
09/28/2008$859,000ListingRemovedAgent Provided
08/23/2008$859,000Listed For SaleAgent Provided
01/07/2004$750,000Sold
Smart MLS #98160067

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Property Tax and Assessment

Year2025
Tax$19,584
Assessment$683,100
Home facts updated by county records

Comparable Sales for 65 Trailside Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.37
Single-Family Home
$810,000
12/02/25
4
2.5
3,072
0.44
Single-Family Home
$866,000
08/22/25
5
3.5
3,152
0.59
Single-Family Home
$770,000
05/23/25
4
3.5
3,604
0.28
Single-Family Home
$822,000
12/17/25
4
2.5
2,792
0.66
Single-Family Home
$700,000
08/07/25
5
3.5
3,516
0.45
Single-Family Home
$666,000
09/18/25
4
3
4,312
0.42
Single-Family Home
$800,000
08/21/25
4
3
3,100
0.95
Single-Family Home
$875,000
05/05/26
5
3
4,589
0.84
Single-Family Home
$650,000
04/15/26
4
2.5
2,790
0.90
Single-Family Home
$755,000
10/02/25
4
2.5
2,851

Assigned Schools

These are the assigned schools for 65 Trailside Drive.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Brian Christy, William Raveis Real Estate, (203) 455-1223
Agent Phone: (203) 455-1223
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
65 Trailside Drive, Monroe, CT 06468 is a 5 bedroom, 5 bathroom, 5,304 sqft single-family home built in 2003. 65 Trailside Drive is located in East Village, Monroe. This property is currently available for sale and was listed by Smart MLS on Mar 4, 2026. The MLS # for this home is MLS# 24156537.