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65 Trailside Drive, Monroe, CT 06468

Single Family For Sale

$1,199,900
$226/sqft
65 Trailside Drive, Monroe, CT
Active
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5
Bedrooms
5
Bathrooms
5,304
Sq Ft
2
Acres
2003
Year Built

About This Home

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!

Listed by Brian Christy (203) 455-1223 with William Raveis Real Estate (203) 255-6841

Listing Snapshot

Price $1,199,900 Days on Our Site 92 days
Property Tax $19,584/yr Style Colonial
Year Built 2003 Total Sq Ft 5,304
Lot Size 2 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 4
Total Rooms 15 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage
Below Grade 1,374 sq ft

Systems & Utilities

Heat Hydro Air
Fuel Oil
Cooling Central Air
Hot Water 65 Gallon Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Per Board of Ed
High Masuk

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,632/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 4, 2026 Listed $1,199,900

Frequently Asked Questions

How much does 65 Trailside Drive in Monroe, CT cost?
This property is listed at $1,199,900, which works out to $226 per square foot.
How many bedrooms does 65 Trailside Drive have?
This home has 5 bedrooms and 5 bathrooms.
What is the square footage of 65 Trailside Drive?
The home is 5,304 square feet, situated on 2 acres.
When was 65 Trailside Drive in Monroe built?
This property was built in 2003.
Is 65 Trailside Drive, Monroe, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 65 Trailside Drive, Monroe in?
This home is served by the Monroe public school system, with Per Board of Ed as the elementary school and Masuk as the high school.
How do I schedule a tour of 65 Trailside Drive, Monroe, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Brian Christy · (203) 455-1223

William Raveis Real Estate · (203) 255-6841

MLS# 24156537 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 13, 2026 11:40 PM UTC