$1,199,900

65 Trailside Drive, Monroe, CT 06468

5 beds |
5 baths |
5,304 sqft

Single-Family Home
Built in 2003
2acre lot
3 car garage
$226/sqft
Listed 23 days ago

Property 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!

Listing Status:: Active
Date Added:: March 4, 2026
Data Last Updated:: March 27, 2026 at 4:50PM
Listing Office:: William Raveis Real Estate : (203) 255-6841
Listing Agent:: Brian Christy : (203) 455-1223
MLS ID:: 24156537

Appliances: Oven/RangeRefrigeratorDishwasherWasherDryer
Laundry: Main Level
Basement: FullFully Finished
A/C: Central Air
Heating: Hydro AirOil
Fireplace: Fireplaces: 1

Style: Colonial

Roofing: Asphalt Shingle

County: Fairfield

Zoning: RF22380592

Water: Public Water Connected
Sewer: Septic

This listing courtesy of Brian Christy , William Raveis Real Estate

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Fawn Hollow Elementary School

375 Fan Hill Rd, Monroe, CT, 06468

Grades KG-5

2.70 miles away

Jockey Hollow School

365 Fan Hill Rd, Monroe, CT, 06468

Grades 6-8

2.88 miles away

Masuk High School

1014 Monroe Tpke, Monroe, CT, 06468

Grades 9-12

1.29 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.