Skip main navigation
For sale
    • $1,199,900

    65 Trailside Drive, Monroe, CT 06468

    5beds
    5,304sqft
    : 
    Single Family Residence
    Built in 2003
    2 Acres Lot
    $1,181,700 Zestimate®
    $226/sqft
    $-- HOA

    What's special

    Gleaming hardwood flooring throughoutFive spacious bedroomsDesirable cul de sacDedicated movie room
    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!
    25 days
    |
    3,835
    |
    152
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 22, 2026 at 06:40pm

    Listed by:

    The Zerella Christy Team of William Raveis Real Estate,

    Brian Christy (203)455-1223,

    William Raveis Real Estate 203-255-6841

    Source: Smart MLS,MLS#: 24156537MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Walk-In Closet(s), Wall/Wall Carpet
      • Level: Upper
      • Area: 229.5 Square Feet
      • Dimensions: 13.5 x 17
      Bedroom
      • Features: Bedroom Suite, Full Bath
      • Level: Main
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 140.25 Square Feet
      • Dimensions: 11 x 12.75
      Bedroom
      • Features: Wall/Wall Carpet
      • Level: Upper
      • Area: 167.44 Square Feet
      • Dimensions: 11.75 x 14.25
      Bedroom
      • Features: Full Bath, Wall/Wall Carpet
      • Level: Upper
      • Area: 125 Square Feet
      • Dimensions: 10 x 12.5
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 188.5 Square Feet
      • Dimensions: 13 x 14.5
      Kitchen
      • Features: Granite Counters, Kitchen Island, Hardwood Floor
      • Level: Main
      • Area: 308 Square Feet
      • Dimensions: 14 x 22
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 418 Square Feet
      • Dimensions: 22 x 19
      Media room
      • Level: Lower
      • Area: 380 Square Feet
      • Dimensions: 20 x 19
      Office
      • Features: Hardwood Floor
      • Level: Main
      • Area: 175.5 Square Feet
      • Dimensions: 13 x 13.5
      Other
      • Level: Lower
      • Area: 231 Square Feet
      • Dimensions: 14 x 16.5
      Rec play room
      • Level: Lower
      • Area: 342 Square Feet
      • Dimensions: 18 x 19
      Sun room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 171 Square Feet
      • Dimensions: 9 x 19
      Heating
      • Hydro Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • In-Law Floorplan
      • Basement: Full,Finished
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 5,304
      • Total interior livable area: 5,304 sqft
      • Finished area above ground: 3,930
      • Finished area below ground: 1,374

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached
      • Attached garage spaces: 3
      Lot
      • Size: 2 Acres
      • Features: Level, Cul-De-Sac
      Details
      • Parcel number: 2380592
      • Zoning: RF2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2003

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Monroe

      Financial & listing details

      • Price per square foot: $226/sqft
      • Tax assessed value: $683,100
      • Annual tax amount: $19,584
      • Date on market: 3/4/2026
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        $1,181,700

        $1.12M - $1.24M

        $6,946/mo

        Price history

        Price history
        DateEventPrice
        3/4/2026Listed for sale$1,199,900+50.9%$226/sqft
        Source: Smart MLS #24156537 Report a problem
        2/18/2009Sold$795,000-7.5%$150/sqft
        Source: Smart MLS #98404675 Report a problem
        9/28/2008Listing removed$859,000$162/sqft
        Source: Listhub #B983418 Report a problem
        8/23/2008Listed for sale$859,000+14.5%$162/sqft
        Source: Listhub #B983418 Report a problem
        1/7/2004Sold$750,000$141/sqft
        Source: Smart MLS #98160067 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$19,584 +9.2%$683,100 +45.7%
        2024$17,941 +1.9%$468,800
        2023$17,603 +1.9%$468,800
        2022$17,280 +1.4%$468,800
        2021$17,046 +2.5%$468,800
        2020$16,633 -3.6%$468,800 -3.4%
        2019$17,263 +1%$485,200
        2018$17,098 -1.5%$485,200
        2017$17,351 +4.1%$485,200
        2015$16,667 0%$485,200 -9.8%
        2014$16,675 +2%$537,740
        2013$16,353 +3.9%$537,740
        2012$15,734 +1.6%$537,740
        2011$15,482 +5%$537,740 +4%
        2010$14,738 -2.5%$517,300 +1%
        2009$15,112 +8.7%$512,260 +5.6%
        2008$13,907 +4.6%$484,890
        2007$13,296 +5.1%$484,890
        2006$12,646 +8.4%$484,890
        2005$11,662 +5.1%$484,890
        2004$11,094 +567.9%$484,890 +792.7%
        2003$1,661 $54,320

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $7,878/mo
        Principal & interest
        $6188
        Property taxes
        $1690
        More affordability tools

          Climate risks

          Neighborhood: East Village

          Getting around

          0 / 100
          Car-Dependent

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • High: Masuk

          Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

          Skip to the end of the carouselSkip to the beginning of the carousel

          Local experts in 06468

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel

            Nearby cities

            Nearby neighborhoods

            Nearby zip codes

            Other Monroe Topics