65 Trailside Drive
Monroe, CT 06468
5
Bed
5
Bath
3,930Sqft
2Acres(Lot)
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 enterta
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Room Information
Rooms Total: 15 Has Basement: Yes Basement: Full, Finished -
Roofing Information
Asphalt -
Interior Features
In-Law Floorplan Roof: Asphalt Appliances: Dishwasher, Dryer, Range, Oven, Refrigerator, Washer Laundry Features: Main Level -
Heating & Cooling
Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air
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Building Information
Year Built: 2003 Building Area Total: 5304 Construction Materials: Vinyl Siding, Frame Private Pool: No
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Lot Information
Lot Size Acres: 2 Lot Description: Level, Cul-De-Sac
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Listing Price Information
Listing Price: $1199900
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Tax Information
Parcel Number: 2380592 Annual Tax: $19584
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Parking Information
AttachedGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 3
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School Information
Elementary School: Per Board of EdJunior High School:Senior High School: Masuk -
Location Information
Direction: 65 Trailside WaterSource: Public
At $305.32 per sq.ft.,this listing is priced below average compared to other homes from Monroe.
The average homes price in Monroe is $370202.62 with avg. price / sq.ft of $2102.04.
The average homes price in Fairfield County is $373818.81 with avg. price / sq.ft of $2100.74.
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 67 Hillside Lane, Monroe, CT, 06468 | $700,000 | 4 | 3 | 2,546 | 2,546 SqFt |
| 36 Spinning Wheel Road, Monroe, CT, 06468 | $575,000 | 3 | 3 | 2,324 | 2,324 SqFt |
| 66 Sunset Hill Drive, Monroe, CT, 06468 | $707,500 | 3 | 4 | 2,292 | 2,292 SqFt |
| 455 Barn Hill Road, Monroe, CT, 06468 | $749,000 | 3 | 3 | 2,210 | 2,210 SqFt |
| 286 Moose Hill Road, Monroe, CT, 06468 | $549,000 | 2 | 3 | 1,012 | 1,012 SqFt |
| 261 Moose Hill Road, Monroe, CT, 06468 | $969,000 | 4 | 3 | 2,800 | 2,800 SqFt |
| 56 Downs Road, Monroe, CT, 06468 | $419,900 | 3 | 2 | 740 | 740 SqFt |
| 215 Wheeler Road, Monroe, CT, 06468 | $725,000 | 4 | 4 | 2,587 | 2,587 SqFt |
| 41 Crown View Drive, Monroe, CT, 06468 | $1,250,000 | 5 | 4 | 3,600 | 3,600 SqFt |
| 1427 Monroe Turnpike, Monroe, CT, 06468 | $1,100,000 | 4 | 4 | 3,674 | 3,674 SqFt |
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Nearby For Sale
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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
ByOwner last updated this listing 04/06/2026 @ 21:16
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