Recently Listed Open House 3/7 1pm - 3pm
65 Trailside Drive
Monroe, CT, 06468 $ 1,199,900
Bedrooms5 Baths4.1 Sq 5,304 Monthly Estimate*
$ 7,388
for $1,199,900 with 5 bedrooms and 4 full baths, 1 half bath. This 5,304 square foot home was built in 2003 on a lot size of 2.
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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Open House
3/7/2026 1:00 PM - 3:00 PM
3/8/2026 1:00 PM - 3:00 PM
65 Trailside Drive Monroe, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning RF2
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2
Directions 65 Trailside
High School Masuk
City Monroe
Elementary School Per Board of Ed
Sq Ft Total 5304
DOM 1
Year Built 2003
Style Colonial
Year Built Source Public Records
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InteriorCooling System Central Air
Total Rooms 15
Basement Description Full Fully Finished
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ExteriorWater Source Public Water Connected
Lot Description Level Lot On Cul-De-Sac
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* Excluded FeaturesList ByBrian ChristyListing Agent
William Raveis Real EstateBroker
Brian.Christy@raveis.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,388
- Monthly Property Taxes
- $1,632
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Monroe, CT
Average List Price $757,824
Percent of Sale Price 37%
About Monroe, CT 19,664 Population
2% Since 2002
$ 115,936 Median Income
45.64 Median Age
37% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042518 Elementary School
3041958 Middle School
Masuk High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/4/2026 | $1,199,900 | | Listed Price |