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$1,199,900
8 Days On Site

65 Trailside Drive
Monroe, CT 06468

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,930
SqFt
$305
/SqFt
2003
Built
County:
Fairfield
Listing courtesy of Brian Christy of William Raveis Real Estate Office Phone: (203) 255-6841 Broker Contact: (203) 455-1223

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

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1-860-573-4349
Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Sat, Mar 14, 12:00 PM - 2:00 PM
65 Trailside Drive65 Trailside Drive65 Trailside Drive65 Trailside Drive
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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!

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Listing Snapshot
Price 
$1,199,900
Days On Site 
8 Days
Bedrooms 
5
Inside Area (SqFt) 
3,930 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
2 Acres
Year Built 
2003
MLS® Number 
24156537
Status 
Active
Property Tax 
$19,584
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
19 hours agoListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Acres 
2
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
5304
Style 
Colonial
Water Source 
Public
Zoning 
RF2
Interior Features
Appliances 
DishwasherDryerRangeOvenRefrigeratorWasher
Basement 
FullFinished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
1
Heating 
Oil
Interior 
In-Law Floorplan
Laundry Features 
Main Level
Office 
Dimensions - 13.5 x 13Level - Main
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Exterior Features
Construction Details 
Vinyl SidingFrame
Lot Features 
LevelCul-De-Sac
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Masuk
Listing courtesy of Brian Christy of William Raveis Real Estate Office Phone: (203) 255-6841 Broker Contact: (203) 455-1223



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-03-13 01:48 PM UTC.

Neighborhood & Commute
Source: Walkscore
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