23 Trailside Dr, Monroe, CT 06468
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OFF MARKET

23 Trailside Dr
Monroe, CT 06468

East Village
  • 6 Beds
  • 3.5 Baths
  • 4,041 sqft (on 2 acres)

$1,142,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,534/mo*
Refinance Your Home

$1,142,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,534/mo*
Refinance Your Home
6 Beds
3.5 Baths
4,041 sqft
(on 2 acres)

Home Value

Trulia Estimate
$1.14M
Since last month
Decreased$6K (-0.5%)
Since last year
Increased$56K (+5.2%)
Since last sale
Increased$154K (+15.5%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$1.15M
July 2026$1.15M
June 2026$1.17M
May 2026$1.17M
April 2026$1.16M
March 2026$1.16M
February 2026$1.12M
January 2026$1.12M
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
194 Josies Ring Road, Monroe, CT
0.29
Single-Family Home
$866,000
08/22/25
5
3.5
3,152
1301 Monroe Turnpike, Monroe, CT
0.13
Single-Family Home
$822,000
12/17/25
4
2.5
2,792
213 Josies Ring Road, Monroe, CT
0.25
Single-Family Home
$810,000
12/02/25
4
2.5
3,072
34 Bagburn Road, Monroe, CT
0.38
Single-Family Home
$700,000
07/15/26
4
2.5
2,902
340 Webb Circle, Monroe, CT
0.61
Single-Family Home
$666,000
09/18/25
4
3
4,312
330 Webb Circle, Monroe, CT
0.58
Single-Family Home
$800,000
08/21/25
4
3
3,100
1240 Monroe Turnpike, Monroe, CT
0.27
Single-Family Home
$520,000
07/02/26
3
2
1,676
44 Josies Ring Road, Monroe, CT
0.75
Single-Family Home
$755,000
10/02/25
4
2.5
2,851
51 Grindstone Lane, Monroe, CT
0.87
Single-Family Home
$945,000
06/30/26
4
3.5
4,791
1115 Monroe Turnpike, Monroe, CT
0.85
Single-Family Home
$875,000
05/05/26
5
3
4,589

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
7 Trailside Drive, Monroe, CT 06468
0.07
$1,134,400
4
3.5
4,600
Off Market
65 Trailside Drive, Monroe, CT 06468
0.15
$1,174,900
5
4.5
5,304
For Sale
1301 Monroe Turnpike, Monroe, CT 06468
0.13
$822,000
4
2.5
2,792
Recently Sold
Lot 4 Legacy Lane, Monroe, CT 06468
0.16
$702,000
2
2.5
2,134
Off Market
Lot 1 Legacy Lane, Monroe, CT 06468
0.16
$747,600
2
2
2,740
Off Market
Lot 19 Legacy Lane, Monroe, CT 06468
0.16
$800,200
2
2
2,740
Off Market
Lot 21 Legacy Lane, Monroe, CT 06468
0.16
$824,200
2
2
2,740
Off Market
70 Trailside Drive, Monroe, CT 06468
0.21
$995,700
4
3.5
3,613
Off Market
Lot 2 Legacy Lane, Monroe, CT 06468
0.18
$727,800
2
2
2,400
Off Market
Lot 5 Legacy Lane, Monroe, CT 06468
0.18
$702,000
2
2.5
2,134
Off Market
Lot 8 Legacy Lane, Monroe, CT 06468
0.18
$702,000
2
2.5
2,134
Off Market
6 Legacy Lane, Monroe, CT 06468
0.18
$708,600
2
2.5
2,134
Off Market

Local Information

  • Map ViewExplore the area around 23 Trailside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
2 acres
Living Area
4,041 sqft
Price/Sqft
$283
Parking
Garage

About this House

Recent complete interior refresh, floors dark walnut, shades of gray, white kitchen cabinets with new marble and subway backsplash, Viking appliances including 48” range and full sized wine refrigerator. Too many custom features to mention. Heavily landscaped, barn, garden, huge Trex deck with Spa. Workshop garage with heat, cabinets, epoxy floor, auto storage lift.
23 Trailside Dr, Monroe, CT 06468 is a 6 bedroom, 4 bathroom, 4,041 sqft single-family home in East Village, built in 2004. It last sold for $995,000 on Aug 24, 2022. It is currently off market. The Trulia Estimate is $1,142,600, with a rent estimate of $6,272/month.

Home Details for 23 Trailside Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Pantry, WorkshopCeiling Fan
Heating & Cooling
Heating: Oil, Propane Butane, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, Stone, VinylGardenLawnPorch
Parking & Garage
GarageParking Spaces: 12Parking: Garage Attached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

DateEventPrice
Aug 24, 2022
Source: Smart MLS #170494764
Sold
$995,000
Aug 24, 2022
Source: Smart MLS #170494764
Contingent
$995,000
May 26, 2022
Source: Smart MLS #170494764
Listed For Sale
$995,000
Jul 8, 2004
Source: Smart MLS #98181303
Sold
$825,000

Market trends in Monroe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80

Around this home

Neighborhood Overview

East Village
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 23 Trailside Dr

  • What is 23 Trailside Dr estimated to be worth?
    Trulia's estimated value for 23 Trailside Dr in Monroe, CT is $1,142,600.
  • What is the price history for 23 Trailside Dr?
    23 Trailside Dr in Monroe, CT last sold for $995,000 in August 2022.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 23 Trailside Dr?
    The closest schools to 23 Trailside Dr in Monroe, CT are Fawn Hollow Elementary School (rated 9/10), Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10).
  • Does 23 Trailside Dr have air conditioning?
    Yes, 23 Trailside Dr in Monroe, CT has air conditioning.
  • Does 23 Trailside Dr have laundry facilities?
    Yes, 23 Trailside Dr in Monroe, CT has in-unit laundry.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Monroe, CT

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Monroe, CT

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Off Market Homes Near 23 Trailside Dr

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