65 Trailside DriveMonroe, CT 06468

Single Family · 5 Beds · 4 Full Baths · 1 Half Bath · 5,304 Sq. ft. | 2.00 Acres
$1,199,900 Active

65 Trailside Drive Overview

Time on Site:
117 days

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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65 Trailside Drive Facts & Features

  • Type Single Family
  • Sq. ft. 5,304
  • Price/Sq.ft. $226
  • Lot 2.00 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Per Board of Ed
  • High School: Masuk

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 2003

Location/Region

  • County Or Parish: Fairfield
  • Neighborhood: N/A

Building Exterior/Construction

  • New Construction Type: No/Resale

Tax Information

  • Tax Annual Amount: $19,584.00
  • Tax Year: July 2025-June 2026

General Information

  • Parcel Number: 2380592
  • Property Type: Single Family For Sale
  • Zoning: RF2

Interior

Parking Information

  • Garage Spaces: 3

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total: 5
  • Bedrooms Total: 5

Building Interior

  • Attic Description: Pull-Down Stairs
  • Attic: Yes
  • Fuel Tank Location: In Basement
  • Heat Fuel Type: Oil
  • Hot Water Description: 65 Gallon Tank
  • In Law Apartment: Yes
  • Laundry Room Info: Main Level

General Information

  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Basement: Full, Fully Finished
  • Cooling: Central Air
  • Fireplaces Total: 1
  • Foundation Details: Concrete
  • Heating: Hydro Air
  • Living Area: 5304

Exterior

Parking Information

  • Parking Features: Attached Garage

Lot Information

  • Lot Features: Level Lot, On Cul-De-Sac
  • Lot Size Acres: 2
  • Lot Size Source: Public Records
  • Water Source: Public Water Connected

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Vinyl Siding
  • Roof: Asphalt Shingle

General Information

  • Pool Private: No
  • Sewer: Septic

Room Information

Room: Media Room

  • Level: Lower
  • Length: 19
  • Width: 20

Room: Other

  • Level: Lower
  • Length: 16.5
  • Width: 14

Room: Rec/Play Room

  • Level: Lower
  • Length: 19
  • Width: 18

Room: Bedroom

  • Level: Main
  • Description: Bedroom Suite,Full Bath

Room: Dining Room

  • Level: Main
  • Length: 14.5
  • Width: 13
  • Description: Hardwood Floor

Room: Eat-In Kitchen

  • Level: Main
  • Length: 22
  • Width: 14
  • Description: Granite Counters,Island,Hardwood Floor

Room: Living Room

  • Level: Main
  • Length: 19
  • Width: 22
  • Description: Fireplace,Hardwood Floor

Room: Office

  • Level: Main
  • Length: 13.5
  • Width: 13
  • Description: Hardwood Floor

Room: Sun Room

  • Level: Main
  • Length: 19
  • Width: 9
  • Description: Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 12.75
  • Width: 11
  • Description: Wall/Wall Carpet

Room: Bedroom

  • Level: Upper
  • Length: 14.25
  • Width: 11.75
  • Description: Wall/Wall Carpet

Room: Bedroom

  • Level: Upper
  • Length: 12.5
  • Width: 10
  • Description: Full Bath,Wall/Wall Carpet

Room: Primary BR Suite

  • Level: Upper
  • Length: 17
  • Width: 13.5
  • Description: Full Bath,Walk-In Closet,Wall/Wall Carpet

65 Trailside Drive Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

65 Trailside Drive Market Data

Based on the last 30 days in this zip code

$699,249
Average List Price
$256
Average Price per Square Foot
15
Properties Sold
49
Average Days on Market
100
Properties for Sale
Calculations provided by Reliance Network

65 Trailside Drive History

Date Event Value Agent
3/4/2026Source: Smart MLS Added to Database
March 04, 2026
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
Listing provided courtesy of William Raveis Real Estate- MLS# 24156537MLS ProviderContact Information: (203) 455-1223