For Sale
Single family home for sale at 65 Trailside Dr, Monroe, CT 06468 | MLS# 24156537 | Listing updated on 2026-08-31
Photo 1 of Single family home for sale at 65 Trailside Dr, Monroe, CT 06468 | MLS# 24156537 | Listing updated on 2026-08-31
Photo 2 of Single family home for sale at 65 Trailside Dr, Monroe, CT 06468 | MLS# 24156537 | Listing updated on 2026-08-31
Photo 3 of Single family home for sale at 65 Trailside Dr, Monroe, CT 06468 | MLS# 24156537 | Listing updated on 2026-08-31
Photo 4 of Single family home for sale at 65 Trailside Dr, Monroe, CT 06468 | MLS# 24156537 | Listing updated on 2026-08-31
35+
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Street View

$1,174,900

Monthly Est:$5,848

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon5,304sqft

65 Trailside Dr, Monroe, CT 06468

$5,848/moEst:

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  • Single Family Residence

  • Built in 2003

  • $-- HOA

  • 2 acres lot

  • $222/sq.ft

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 seamles...

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  • Houzeo last checked: 0 minutes ago
  • Listing updated: August 31, 2026 at 4:16 pm
  • Listing Provided by: Brian Christy | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24156537 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Monroe

  • Neighborhood

    --

  • Year Built

    2003

  • HOA Fees

    -

  • Finished Area

    5,304 sqft

  • Lot Size

    2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24156537

  • MLS Status

    Active

  • Days on Market

    195

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HOA Management

0

HOA Fees

$-/

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

Interior

  • Appliances

    Oven/range, Refrigerator, Dishwasher, Washer, Dryer

  • Sewer

    Septic

  • Cooling

    Central Air

  • Heating

    Oil

Construction

  • Year Built

    Year Built: 2003

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Architectural Style

    Colonial

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Parking Features

    Attached Garage

  • Basement

    Full, Fully Finished

  • Water Source

    Public Water Connected

  • Laundry Features

    Main Level

Other Features

  • Lot Features

    Level Lot, On Cul De Sac

  • Subdivision Name

    N/a

Price History

DateEventPrice

07/13/2026

Source: mls_logoSMART MLS-CT #24156537

Price Decreased

$1,174,900 -2.08%

$222/sqft

03/04/2026

Source: mls_logoSMART MLS-CT #24156537

Listed for Sale

$1,199,900 +50.93%

$226/sqft

02/18/2009

Source: mls_logoSMART MLS-CT #98404675

Price Increased

$795,000 +6.00%

$150/sqft

01/12/2004

Source: #98160067

Sold

$750,000

$141/sqft

Getting Around 65 Trailside Dr

Walk Score®

Walk Score

Car-Dependent

0/100

Data provided by Redfin

Based on information provided to and compiled by the SMART MLS, Inc. through Sep 16, 2026, 03:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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