$1,174,900
Original price: $1,199,900
5 Beds
4.5 Baths
5,304 sqft (on 2 acres)
65 Trailside Drive, Monroe, CT 06468
Est. Mortgage $8,015/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2003
2 acre lot
$222/sqft
3 Car Garage
Local Information
- Map ViewExplore the area around 65 Trailside Drive.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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!
Last check for updates: about 7 hours ago
Listing courtesy of Brian Christy, (203) 455-1223
William Raveis Real Estate, (203) 455-1223
Source: Smart MLS, MLS#24156537
Also Listed on Smart MLS.
Home Details for 65 Trailside Drive
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Interior Details Basement: Full,FinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Media Room, Office, Other, Rec Play Room, Sun Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5304 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Hydro Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3930 Square FeetFinished Area (below surface): 1374 Square Feet |
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Days on Market: 180+ |
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Year Built Year Built: 2003 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 2380592 |
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Price List Price: $1,174,900Price Per Sqft: $222 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: Monroe |
School Information Elementary School: Per Board of EdHigh School: Masuk |
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Listing Agent Listing ID: 24156537 |
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Building Area Building Area: 5304 Square Feet |
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No HOA |
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Lot Area: 2 Acres |
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BasementMls Number: 24156537Attic: Pull Down StairsAttribution Contact: (203) 455-1223Above Grade Unfinished Area: 3930 |
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
Market trends in Monroe
Last updated August 2026
Avg. sale price
$645K
$27.48KMoM
Sale-to-List Price
100.2%
0.5%MoM
Price per sq ft
$279
$7MoM
Available listings
64
16MoM
Home Value
Trulia Estimate
$1.15MSince last month
Increased$23K (+2%)Since last year
Increased$115K (+11%)Since last sale
Increased$358K (+45%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +77% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.15M |
| August 2026 | $1.13M |
| July 2026 | $1.14M |
| June 2026 | $1.16M |
| May 2026 | $1.17M |
| April 2026 | $1.18M |
| March 2026 | $1.19M |
| February 2026 | $1.11M |
| January 2026 | $1.11M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.37 | Single-Family Home | $810,000 | 12/02/25 | 4 | 2.5 | 3,072 | |
0.28 | Single-Family Home | $822,000 | 12/17/25 | 4 | 2.5 | 2,792 | |
0.43 | Single-Family Home | $700,000 | 07/15/26 | 4 | 2.5 | 2,902 | |
0.95 | Single-Family Home | $875,000 | 05/05/26 | 5 | 3 | 4,589 | |
0.88 | Single-Family Home | $1,290,000 | 05/29/26 | 5 | 3.5 | 3,600 | |
1.06 | Single-Family Home | $935,000 | 07/27/26 | 4 | 3.5 | 4,728 | |
0.84 | Single-Family Home | $650,000 | 04/15/26 | 4 | 2.5 | 2,790 | |
0.81 | Single-Family Home | $885,000 | 07/24/26 | 4 | 3.5 | 3,217 | |
0.36 | Single-Family Home | $520,000 | 07/02/26 | 3 | 2 | 1,676 | |
1.03 | Single-Family Home | $945,000 | 06/30/26 | 4 | 3.5 | 4,791 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.05 | $998,700 | 4 | 3.5 | 3,613 | Off Market | |
0.21 | $1,140,400 | 4 | 3.5 | 4,600 | Off Market | |
0.28 | $822,000 | 4 | 2.5 | 2,792 | Recently Sold | |
0.29 | $718,800 | 2 | 2.5 | 2,134 | Off Market | |
0.29 | $765,600 | 2 | 2 | 2,740 | Off Market | |
0.29 | $810,000 | 2 | 2 | 2,740 | Off Market | |
0.29 | $829,200 | 2 | 2 | 2,740 | Off Market | |
0.32 | $613,600 | 4 | 2 | 2,076 | Off Market | |
0.33 | $742,100 | 2 | 2 | 2,400 | Off Market | |
0.33 | $718,800 | 2 | 2.5 | 2,134 | Off Market | |
0.33 | $718,800 | 2 | 2.5 | 2,134 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 13, 2026 Source: Smart MLS #24156537 | PriceChange | $1,174,900 Price decreased by 2% |
Mar 4, 2026 Source: Smart MLS #24156537 | Listed For Sale | $1,199,900 |
Feb 18, 2009 Source: Smart MLS #98404675 | Sold | $795,000 |
Sep 28, 2008 Source: Agent Provided | ListingRemoved | $859,000 |
Aug 23, 2008 Source: Agent Provided | Listed For Sale | $859,000 |
Jan 7, 2004 Source: Smart MLS #98160067 | Sold | $750,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $19,584 | $683,100 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Brian Christy, William Raveis Real Estate, (203) 455-1223
Agent Phone: (203) 455-1223
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.
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Frequently asked questions about 65 Trailside Drive
- What is the estimated monthly payment for 65 Trailside Drive?Based on a $1,174,900 list price with 20% down at today's rates, the estimated monthly payment for 65 Trailside Drive in Monroe, CT is approximately $8,146 (about $6,416 principal & interest, $1,655 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 65 Trailside Drive compare to homes in Monroe?65 Trailside Drive in Monroe, CT is listed at $1,174,900, about 82% above the $645K median sale price in Monroe.
- What are the closest schools to 65 Trailside Drive?The closest schools to 65 Trailside Drive in Monroe, CT are Fawn Hollow Elementary School (rated 9/10), Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10).
- What is 65 Trailside Drive estimated to be worth?Trulia's estimated value for 65 Trailside Drive in Monroe, CT is $1,152,600.
- Does 65 Trailside Drive have air conditioning?Yes, 65 Trailside Drive in Monroe, CT has air conditioning.
- Does 65 Trailside Drive have laundry facilities?Yes, 65 Trailside Drive in Monroe, CT has in-unit laundry.
65 Trailside Drive, Monroe, CT 06468 is a 5 bedroom, 5 bathroom, 5,304 sqft single-family home built in 2003. 65 Trailside Drive is located in East Village, Monroe. This property is currently available for sale and was listed by Smart MLS on Mar 4, 2026. The MLS # for this home is MLS# 24156537.