65 Trailside Drive
Monroe, CT 06468
East Village- 5 Beds
- 4.5 Baths
- 5,304 sqft (on 2 acres)
5 Beds
4.5 Baths
5,304 sqft
(on 2 acres)
Local Information
© Google
-- mins to
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!
Home Highlights
Parking
3 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$226
Listed
65 days ago
Home Details for 65 Trailside Drive
|
|---|
Interior Details Basement: Full,FinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Media Room, Office, Other, Rec Play Room, Sun Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5304 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
|
|---|
Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3930 Square FeetFinished Area (below surface): 1374 Square Feet |
|
|---|
Days on Market: 65 |
|
|---|
Year Built Year Built: 2003 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 2380592 |
|
|---|
Price List Price: $1,199,900Price Per Sqft: $226 |
Status Change & Dates Possession Timing: Negotiable |
|
|---|
MLS Status: Active |
|
|---|
Direction & Address City: Monroe |
School Information Elementary School: Per Board of EdHigh School: Masuk |
|
|---|
Listing Agent Listing ID: 24156537 |
|
|---|
Building Area Building Area: 5304 Square Feet |
|
|---|
No HOA |
|
|---|
Lot Area: 2 Acres |
|
|---|
BasementMls Number: 24156537Attic: Pull Down StairsAttribution Contact: (203) 455-1223Above Grade Unfinished Area: 3930 |
Last check for updates: about 13 hours ago
Listing courtesy of Brian Christy, (203) 455-1223
William Raveis Real Estate, (203) 455-1223
Source: Smart MLS, MLS#24156537

Also Listed on Smart MLS.
Price History for 65 Trailside Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 03/04/2026 | $1,199,900 | Listed For Sale | Smart MLS #24156537 |
| 02/18/2009 | $795,000 | Sold | Smart MLS #98404675 |
| 09/28/2008 | $859,000 | ListingRemoved | Agent Provided |
| 08/23/2008 | $859,000 | Listed For Sale | Agent Provided |
| 01/07/2004 | $750,000 | Sold | Smart MLS #98160067 |
Similar Homes You May Like
New Listings near 65 Trailside Drive
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,584 |
| Assessment | $683,100 |
Home facts updated by county records
Comparable Sales for 65 Trailside Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.37 | Single-Family Home | $810,000 | 12/02/25 | 4 | 2.5 | 3,072 | |
0.44 | Single-Family Home | $866,000 | 08/22/25 | 5 | 3.5 | 3,152 | |
0.59 | Single-Family Home | $770,000 | 05/23/25 | 4 | 3.5 | 3,604 | |
0.28 | Single-Family Home | $822,000 | 12/17/25 | 4 | 2.5 | 2,792 | |
0.66 | Single-Family Home | $700,000 | 08/07/25 | 5 | 3.5 | 3,516 | |
0.45 | Single-Family Home | $666,000 | 09/18/25 | 4 | 3 | 4,312 | |
0.42 | Single-Family Home | $800,000 | 08/21/25 | 4 | 3 | 3,100 | |
0.95 | Single-Family Home | $875,000 | 05/05/26 | 5 | 3 | 4,589 | |
0.84 | Single-Family Home | $650,000 | 04/15/26 | 4 | 2.5 | 2,790 | |
0.90 | Single-Family Home | $755,000 | 10/02/25 | 4 | 2.5 | 2,851 |
Assigned Schools
These are the assigned schools for 65 Trailside Drive.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Brian Christy, William Raveis Real Estate, (203) 455-1223
Agent Phone: (203) 455-1223

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
65 Trailside Drive, Monroe, CT 06468 is a 5 bedroom, 5 bathroom, 5,304 sqft single-family home built in 2003. 65 Trailside Drive is located in East Village, Monroe. This property is currently available for sale and was listed by Smart MLS on Mar 4, 2026. The MLS # for this home is MLS# 24156537.

