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!
For sale
$1,199,900
65 Trailside Drive, Monroe, CT 06468
5beds
5,304sqft
Single Family Residence
Built in 2003
2 Acres Lot
$1,175,500 Zestimate®
$226/sqft
$-- HOA
What's special
Gleaming hardwood flooring throughoutFive spacious bedroomsDesirable cul de sacDedicated movie room
- 116 days |
- 749 |
- 28 |
Zillow last checked:
Listing updated:
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#: 24156537
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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
Estimated market value
$1,175,500
$1.12M - $1.23M
$7,017/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/4/2026 | Listed for sale | $1,199,900+50.9%$226/sqft |
Source:  Smart MLS #24156537 Report a problem | ||
| 2/18/2009 | Sold | $795,000-7.5%$150/sqft |
Source: Smart MLS #98404675 Report a problem | ||
| 9/28/2008 | Listing removed | $859,000$162/sqft |
Source: Listhub #B983418 Report a problem | ||
| 8/23/2008 | Listed for sale | $859,000+14.5%$162/sqft |
Source: Listhub #B983418 Report a problem | ||
| 1/7/2004 | Sold | $750,000$141/sqft |
Source: Smart MLS #98160067 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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 | $54,320 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: East Village
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- 9/10Fawn Hollow Elementary SchoolGrades: K-5Distance: 2.7 mi
- 8/10Jockey Hollow SchoolGrades: 6-8Distance: 2.9 mi
- 9/10Masuk High SchoolGrades: 9-12Distance: 1.3 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Monroe
- 06468
- East Village
- 65 Trailside Drive
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