65 Trailside Drive Monroe, CT $ 1,199,900
65 Trailside Drive
$ 1,199,900
Recently Listed
Open House 3/7 1pm - 3pm
Share Save

65 Trailside Drive

Monroe, CT, 06468
$ 1,199,900
Bedrooms5 Baths4.1 Sq 5,304

Monthly Estimate*

$ 7,388

65 Trailside Drive, Monroe, CT 06468 - Image 1
65 Trailside Drive, Monroe, CT 06468 - Image 2
65 Trailside Drive, Monroe, CT 06468 - Image 3
65 Trailside Drive, Monroe, CT 06468 - Image 4
65 Trailside Drive, Monroe, CT 06468 - Image 5
65 Trailside Drive, Monroe, CT 06468 - Image 6
65 Trailside Drive, Monroe, CT 06468 - Image 7
65 Trailside Drive, Monroe, CT 06468 - Image 8
65 Trailside Drive, Monroe, CT 06468 - Image 9
65 Trailside Drive, Monroe, CT 06468 - Image 10
65 Trailside Drive, Monroe, CT 06468 - Image 11
65 Trailside Drive, Monroe, CT 06468 - Image 12
65 Trailside Drive, Monroe, CT 06468 - Image 13
65 Trailside Drive, Monroe, CT 06468 - Image 14
65 Trailside Drive, Monroe, CT 06468 - Image 15
65 Trailside Drive, Monroe, CT 06468 - Image 16
65 Trailside Drive, Monroe, CT 06468 - Image 17
65 Trailside Drive, Monroe, CT 06468 - Image 18
65 Trailside Drive, Monroe, CT 06468 - Image 19
65 Trailside Drive, Monroe, CT 06468 - Image 20
65 Trailside Drive, Monroe, CT 06468 - Image 21
65 Trailside Drive, Monroe, CT 06468 - Image 22
65 Trailside Drive, Monroe, CT 06468 - Image 23
65 Trailside Drive, Monroe, CT 06468 - Image 24
65 Trailside Drive, Monroe, CT 06468 - Image 25
65 Trailside Drive, Monroe, CT 06468 - Image 26
65 Trailside Drive, Monroe, CT 06468 - Image 27
65 Trailside Drive, Monroe, CT 06468 - Image 28
65 Trailside Drive, Monroe, CT 06468 - Image 29
65 Trailside Drive, Monroe, CT 06468 - Image 30
65 Trailside Drive, Monroe, CT 06468 - Image 31
65 Trailside Drive, Monroe, CT 06468 - Image 32
65 Trailside Drive, Monroe, CT 06468 - Image 33
65 Trailside Drive, Monroe, CT 06468 - Image 34
65 Trailside Drive, Monroe, CT 06468 - Image 35
65 Trailside Drive, Monroe, CT 06468 - Image 36
65 Trailside Drive, Monroe, CT 06468 - Image 37
65 Trailside Drive, Monroe, CT 06468 - Image 38
65 Trailside Drive, Monroe, CT 06468 - Image 39

Single Family Home for sale in Monroe, CT

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!

See more

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

Single Family Active

Price

$ 1,199,900

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 19,584

Style

Lot Size

2

Year Built

2003

Town/City

Monroe

MLS | Web ID

24156537

Features
General
Zoning 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
See more
Interior
Cooling System Central Air
Total Rooms 15
Basement Description Full Fully Finished
See more
Exterior
Water Source Public Water Connected
Lot Description Level Lot On Cul-De-Sac
See more
* Excluded Features
List By
Brian Christy

Listing Agent

William Raveis Real Estate

Broker

Brian.Christy@raveis.com

Email

Affordability Calculator

$9,020
Per Month
82%
18%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3042518 Elementary School
3041958 Middle School
Masuk High School High School
Pricing History
DatePricePrice ChangeDescription
3/4/2026$1,199,900 Listed Price

Map


See all

65 Trailside Drive, Monroe, CT, 06468 is a Single Family Home for sale at $1,199,900 with 5,304 sqft and a lot size of 2. 65 Trailside Drive has 5 bedrooms, 4.1 baths, and was built in 2003. The property's zip code is 06468 which is in Monroe, CT